Photosensitive body for electrophotography and manufacturing method for the same

Information

  • Patent Application
  • 20010031409
  • Publication Number
    20010031409
  • Date Filed
    January 25, 2001
    24 years ago
  • Date Published
    October 18, 2001
    23 years ago
Abstract
An electrophotographic photosensitive body has a photosensitive layer formed on a conductive substrate. The photosensitive layer contains a phthalocyanine compound as a photoconductive material, wherein the content of a phthalocyanine dimer compound in the layer that contains the phthalocyanine compound is present from about 100 mmol to about 300 mmol per 1 mol of the phthalocyanine compound. The resulting electrophotographic photosensitive body has excellent potential retention properties.
Description


BACKGROUND TO THE PRESENT INVENTION

[0002] The present invention relates to a photosensitive body for electrophotography (henceforth may be referred to as simply “photosensitive body”) and a manufacturing method for the same. Described in more detail, the present invention relates to an electrophotography photosensitive body and a manufacturing method for the same, having an excellent retention rate due to an improvement of photoconductive materials in a photosensitive layer that is provided on top of a conductive substrate and that contains organic material. The present invention is used in electrophotographic printers, copiers, facsimiles, and the like.


[0003] Electrophotography photosensitive bodies must have a function for retaining surface charge in the dark, a function for receiving light and generating charge, and a function for similarly receiving light and transporting the charge. In a single-layer photosensitive body, all of these functions are combined in one layer. In a laminated photosensitive body, layers in which the functions are separated mainly between a layer that contributes to charge generation and a layer that contributes to surface charge retention in the dark and charge transport during light receiving times are laminated.


[0004] In order to form the image by an electrophotography method using an electrophotography photosensitive body, a Carlson method is used, for example.


[0005] This method of image formation is conducted as follows: the photosensitive body is charged by corona discharge in the dark; an electrostatic latent image of text or pictures from the original is formed on the charged surface of the photosensitive body; the electrostatic latent image that is formed is developed by the toner; the toner image that is developed is transferred and fixed onto a support body such as paper and the like. After transferring the toner image, and after removing the charge and removing residual toner and conducting photo discharge, the photosensitive body is ready for reuse.


[0006] In the prior art, inorganic photoconductive materials such as selenium, selenium alloy, zinc oxide, or cadmium sulfide, and the like dispersed in a resin binding agent, as well as organic photoconductive materials such as poly-N-vinyl carbazole, polyvinyl anthracene, phthalocyanine compounds or bis azo compounds, and the like dispersed in resin binding agents or vacuum deposited have been used for the photosensitive material of the electrophotography photosensitive body as described above.


[0007] Of these organic photoconductive materials, various studies have been done on the purification of phthalocyanine compounds. Of these, mu oxo dimers and mu dimers of phthalocyanines that have, in the center, an element that can have an oxidation state of an oxidation number of +3 or greater (henceforth referred to as “multi-oxidative element-containing phthalocyanine”) are already known. They are described in Phthalocyanines, C. C. Leznoff et al, 1989 (VCH Publishers, Inc.) and the like.


[0008] Furthermore, the following references describe 29H, 31H-phthalocyanine titanyl complexes, Capobianchi, A. et al, Sens. Actuators, B (1998), B48 (1˜3), 333˜338, and Scrocco, Marisa et al, Inorg. Chem, (1996), 35 (16), 4788˜4790.


[0009] In addition, the following are reported as phthalocyanine dimer compounds having constructions comprising two phthalocyanine rings that are joined via at least one carbon atom, nitrogen atom, or oxygen atom, and a titanium atom: 7, 12:13, 58:22, 27;28, 38-tetraimino-15, 20:30, 5-dinitrilo-12, 28:27, 13-bis (nitrilo isoindole [3] iliridene nitrilometheno [1,2] benzono) tentrabenzo [c, h, n, s] [1,6,12,17] tetraazacyclodocosyne, titanium (+1) derivative, 7,12:13,58:22, 27;28, 38-tetraimino-15, 20:30, 5-dinitrilo-12, 28;27,13-bis(nitrilo isoindole [3] iliridene nitrilometheno [1, 2] benzono) tetrabenzo [c, h, n, s][1, 6, 12, 17] tetraazacyclodocosyne, titanyl complex (henceforth abbreviated as “tetraazacyclodocosyne complex”). These compounds are described in the following references, Capobianchi, A. et al. Inorg. Chem. (1993), 32 (21), 4605˜11, Ercolani, Claudio et al, J. Chem. Soc., Dalton Trans. (1990), (6), 1971˜7, Baldini, F. et al, Sens. Actuators, B (1998), B51(1˜3), 176˜180.


[0010] As described above, phthalocyanine compounds that contain multi-oxidative elements are known to be used as photosensitive materials for electrophotography photosensitive bodies. Furthermore, various studies have been done with regard to their purification. However, currently, among the impurities contained in multi-oxidative element containing phthalocyanine compounds, the substances that relate to the properties of the electrophotography photosensitive body are not always clear. In other words, although various studies have been presented for various purification methods for multi-oxidative element containing phthalocyanine compounds and for various polymers of phthalonitrile compounds, the relationship between the impurities that are generated during the synthesis of multi-oxidative element containing phthalocyanine compounds and the electrophotography properties, particularly electric potential retention rate, has not always been clear.



OBJECT AND SUMMARY OF THE INVENTION

[0011] The object of the present invention is to clarify this relationship, and to provide an electrophotography photosensitive body with excellent electrophotography properties, particularly electric potential retention. A further object of the present invention is to provide a manufacturing method for an electrophotography photosensitive body, wherein when forming a photosensitive layer by a coating solution, a photosensitive layer with excellent electric potential retention can be formed.


[0012] The present inventors conducted intensive study in order to solve the above objects. As a result, it was discovered that the electric potential retention rate was greatly increased when, in addition to phthalocyanine, a phthalocyanine dimer compound within a specified content range was included as the photoconductive material in the photosensitive layer on top of the conductive substrate. The electrophotography photosensitive body of the present invention was completed.


[0013] In other words, the present invention is a photosensitive body for electrophotography, having a photosensitive layer on top of a conductive substrate, and the photosensitive layer containing a phthalocyanine compound as a photoconductive material, wherein: the layer containing the phthalocyanine compound has a phthalocyanine dimer compound content of 100 mmol or greater and 300 mmol or less for every 1 mol of the phthalocyanine compound.


[0014] Furthermore, for the manufacture of the above electrophotography photosensitive body, when a coating solution which contains charge generating material contains a phthalocyanine compound and a phthalocyanine dimer compound and the content of the latter is within a specified range with respect to the former, the photosensitive body using this coating solution was discovered to have a greatly improved electric potential retention rate. As a result, the method of the present invention was completed.


[0015] In other words, the present invention is a manufacturing method for the above described electrophotography photosensitive body, having a process for forming a photosensitive layer by coating a coating solution containing a charge generating material on top of a conductive substrate, wherein: the coating solution contains a phthalocyanine compound and a phthalocyanine dimer compound; and the phthalocyanine dimer compound content is 100 mmol or greater and 300 mmol or less for every 1 mol of the phthalocyanine compound.


[0016] With the present invention, “dimer” also includes multimers in which one or more phthalocyanines are further bonded to a dimer.


[0017] The photosensitive layer in the electrophotography photosensitive body of the present invention includes both the single layer type and laminated type and is not limited to either. Furthermore, the above described coating solution in the manufacture method of the present invention can be used with various coating methods such as a dip coating method or a spray coating method and is not limited to either coating method.


[0018] The above, and other objects, features and advantages of the present invention will become apparent from the following description read in conjunction with the accompanying drawings, in which like reference numerals designate the same elements.







BRIEF DESCRIPTION OF THE FIGURES

[0019]
FIG. 1 is a model cross-section diagram of one example of a negative charge laminated electrophotography photosensitive body of the present invention.


[0020]
FIG. 2 is a spectral diagram showing one example of a MALDI-TOF-MS spectrum of a titanyl oxo phthalocyanine that contains a mu oxo titanyl phthalocyanine dimer relating to the present invention.







DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0021] Below, referring to the figures, a concrete construction of the photosensitive body of the present invention is described.


[0022] In the electrophotography photosensitive body, there are what are called negative charge laminated photosensitive bodies, positive charge laminated photosensitive bodies, and positive charge single layer photosensitive bodies, and the like. The present invention is described below concretely using as an example a negative charge laminated photosensitive body. However, the components and methods and the like for the formation or manufacture of the photosensitive body other than what relates to the phthalocyanine compound of the present invention can be selected as appropriate.


[0023] Referring to FIG. 1, the negative charge laminated photosensitive body is formed by laminating a photosensitive layer 5 on top of an undercoat layer 2 that is laminated on top of a conductive substrate 1. Photosensitive layer 5 has a charge transport layer 4 layered on top of a charge generating layer 3. Photosensitive layer 5 is a function separated type that is separated between charge generating layer 3 and charge transport layer 4. With either type described above, undercoating layer 2 is not always necessary.


[0024] Conductive substrate 1 has the role of an electrode for the photosensitive body and also has the role of a supporting body for each of the other layers. Conductive substrate 1 can be in the shape of a tube, board, or film. In terms of the material, conductive substrate 1 can be a metal such as aluminum, stainless steel, nickel, or alloys of these, or it can be a material that has had conductive treatment on top of glass or resin and the like.


[0025] Alcohol soluble polyamides, solvent soluble aromatic polyamides, heat hardening urethane resins, and the like can be used for undercoat layer 2. For the alcohol soluble polyamide, copolymer compounds of nylon 6, nylon 8, nylon 12, nylon 66, nylon 610, nylon 612, and the like, or N-alkyl modified or N-alkoxyl alkyl-modified nylon, and the like are preferred. Concrete examples of these compounds include Amilan CM8000 (manufactured by Toray Corp. Ltd., 6/66/610/12 nylon copolymer), Elvamide 9061 (DuPont-Japan Corp. Ltd., 6/66/612 nylon copolymer), Diamide T-170 (Daicel-Huels Corp. Ltd., nylon 12 main nylon copolymer), and the like. Furthermore, undercoat layer 2 can contain inorganic fine powders and the like of titanium oxide (TiO2), SnO2, alumina, calcium carbonate, silica, and the like.


[0026] Charge generating layer 3 is formed either by vacuum deposition of organic photoconductive material or by coating with a material in which particles of organic photoconductive materials are dispersed in a resin binding material. Charge generating layer 3 receives light and generates charge. For charge generating layer 3, it is important that the charge generating efficiency is high, and at the same, the injectability of the generated charge into charge transport layer 4 is also important. Preferably, there is minimal electric field dependency, and there is good injection even in low electric fields.


[0027] For the charge generating material, at least a phthalocyanine compound must be included, but other charge generating materials, for example, pigments or dyes of various azo, quinone, indigo, cyanine, squarilium, azulenium compounds and the like can be used in conjunction.


[0028] In the present invention, for every 1 mol of phthalocyanine compound, the content of phthalocyanine dimer compound in charge generating layer 3 is 100 nmol or greater and 300 mmol or less, and preferably 200 nmol or greater and 200 mmol or less. By having this specified amount of phthalocyanine dimer compound in the phthalocyanine compound, the retention rate of electric potential is greatly increased. Although the mechanism for this action is not clear, the following can be considered. In other words, if the phthalocyanine dimer compound content is less than 100 nmol, the phthalocyanine compound is too pure, and there is too much crystal growth, or else, the dispersibility is reduced, and this may cause a decreased retention rate. On the other hand, if the content exceeds 300 mmol, there is too much disruption in the crystal arrangement of the phthalocyanine compound, or else an action of the phthalocyanine dimer compound itself may cause a decreased retention rate. The phthalocyanine dimer contained in the phthalocyanine compound is not limited to having the same center element as the phthalocyanine compound. The same effect can be achieved when a dimer having a different center element is contained.


[0029] The synthesis method for the phthalocyanine compound that can be used in the present invention is known. For example, they can be synthesized according to the technique disclosed in Phthalocyanines, C. C. Leznoff, et al., 1989 (VCH Publishers, Inc.), or The Phthalocyanines, F. H. Moser, et al., 1983 (CRC Press), Sens. Actuators B(1998), B48(1˜3), 333˜338, and the like.


[0030] For the phthalocyanine compound that forms the phthalocyanine dimer compound, a titanyl oxo phthalocyanine compound is especially preferred. Furthermore, in the present invention, the center element of this phthalocyanine compound is preferably a transitional metal, and in particular, one selected from the group consisting of: titanium, vanadium, chromium, manganese, iron, cobalt, nickel, zirconium, niobium, molybdenum, rhodium, cerium, neodymium, samarium, europium, and tungsten. Furthermore, a phthalocyanine with a center element that is selected from the group consisting of: indium, gallium, aluminum, germanium, tin, antimony, lead, bismuth, silicon, and phosphorus can also be suitably used. Furthermore, phthalocyanine compounds in which various functional groups are introduced as in the phthalocyanine compound represented by the following formula (1) can also be suitably used.
1


[0031] whereinin M represents an element from group Ia (in this situation, there may be two atoms), or an element that can have an oxidation state of +2 or greater, or an oxide, a hydroxide, a halide, or an alcohol salt of said element; R1˜R6 can all be the same or different and represent hydrogen atom, halogen atom, hydroxyl group, nitro group, cyano group, ester group, alkyl group, alkenyl group, alkoxyl group, aryl group, aryloxyl group). Furthermore, in the present invention, as the phthalocyanine compound, the use ofinetal-free phthalocyanines is also preferred.


[0032] The dimer compound of the phthalocyanine compound can have various forms. Examples include μ-oxo metal phthalocyanine dimers, μ metal phthalocyanine dimers, μ metal phthalocyanine oligomers, and the like. 29H, 31H-phthalocyanine titanyl complexes are also included in this. Preferably, the phthalocyanine dimer compound is a μ oxo dimer compound, and more preferably, this phthalocyanine dimer compound has a construction of Pc—M—O—M—Pc (Pc is a phthalocyanine compound, M is an element with an oxidation number of +3 or greater, O represents oxygen). Similarly, it is preferable that the phthalocyanine dimer compound is a μ dimer compound. More preferably, this phthalocyanine dimer compound has a construction of Pc—M—Pc (Pc, M are the same as described previously). An example of a phthalocyanine dimer having this Pc—M—Pc construction includes 29H, 31H-phthalocyanine titanyl complex described above. In addition, an example of another form for the dimer compound of the phthalocyanine compound comprises two phthalocyanine rings joined via at least one carbon atom, nitrogen atom, or oxygen atom, and a titanium atom. For example, 7, 12:13, 58:22, 27;28, 38-tetraimino-15, 20:30, 5-dinitrilo-12, 28:27, 13-bis(nitrilo isoindole [3] iliridene nitrilometheno [1, 2] benzono) tetrabenzo [c, h, n, s][1, 6, 12, 17] tetraazacyclodocosyne, titanium (+1) derivative, 7, 12:13, 58:22, 27;28, 38-tetraimino-15, 20:30, 5-dinitrilo-12, 28:27, 13-bis(nitrilo isoindole [3] iliridene nitrilometheno [1, 2] benzono) tetrabenzo [c, h, n, s][1, 6, 12, 17] tetraazacyclodocosyne, titanyl complex, and the like.


[0033] For the detection method for the phthalocyanine compound and the phthalocyanine dimer compound, a matrix assisted laser desorption ionization time of flight mass spectrometry method (henceforth abbreviated as MALDI-TOF-MS method, or simply TOF-MS method), electric field emission mass spectrometry method, fast atom bombardment mass spectrometry method, electron impact ionization mass spectrometry method, and the like can be used.


[0034] Phthalocyanine compounds and phthalocyanine dimer compounds have large light absorption coefficients. As a result, when using the MALDI-TOF-MS method, with any of the following sample forms: a very fine powder of particle size less than 400 nm; a fine powder of less than 400 nm dispersed or dissolved alone in organic solvent and then dried by a suitable method; a fine powder of less than 400 nm and various resin binding agents dispersed or dissolved in an organic solvent and then dried by a suitable method, not only can the phthalocyanine compound be detected without adding the matrix compound, but with any of the sample forms, a mass spectrum that reflects the abundance ratio for the phthalocyanine compound can be obtained.


[0035] With the situation where the phthalocyanine compound is a titanyl oxo phthalocyanine, when TOF-MS analysis is conducted on the crude synthesis product, not only is there a peak generated for titanyl oxo phthalocyanine ion at a mass number of 576, but there may also be a peak at a mass number of 1136. One example of this spectral diagram is shown in FIG. 2. Referring to the following Table 1, the detection strength of each component is shown. With isotope peaks, only the maximum peaks are shown.
1TABLE 1Mass number*Integrated intensity ratio** (%) 390.491920.215761007040.801136 0.86*Peaks with an integrated intensity ratio of 0.20% or greater are listed **Calculated with M = 576 as 100%.


[0036] With regard to the peak at mass number of 1136, this is the same mass number as μ oxo titanyl phthalocyanine dimer. Therefore, when a peak of mass


[0037] number 1136 is detected, μ oxo titanyl phthalocyanine dimer compound is clearly present.


[0038] With regard to titanyl oxo phthalocyanine that contains μ oxo titanyl phthalocyanine dimer, when measurement was conducted using a MALDI-TOF-MS analytical device (Shimazu Seisakujo (Corp. Ltd) Kompact MALDI IV), by optimizing the laser strength, for every 1 mol of titanyl oxo phthalocyanine, 200 micromol or greater of μ oxo titanyl phthalocyanine dimer could be detected. In addition, it was confirmed that when the abundance ratio of μ oxo titanyl phthalocyanine dimer exceeded 300 mmol for every 1 mol of titanyl oxo phthalocyanine, the integrated intensity of the peak for mass number of 1136 compared to the peak for mass number 576 exceeded 30%.


[0039] This component can be removed by sublimation method. Furthermore, in the present invention, phthalocyanine dimer compounds that are generated as by-products during synthesis can be used.


[0040] Because the charge generating layer has a charge transport layer layered onto it, its film thickness is determined by the light absorption coefficient of the charge generating material. Generally, the thickness is 5 micrometers or less, and preferably 1 micrometers or less.


[0041] Charge generating layer 3 has charge generating material as the main component, and a charge transporting material can be added to this. As the resin binding agent for the charge generating layer, polymers and copolymers of polycarbonate, polyester, polyamide, polyurethane, epoxy, polyvinyl butyral, phenoxy, silicone, ester methacrylate, and their halides and cyanoethylates and the like can be combined and used as appropriate. For every 100 weight parts of resin binding agent, the usage amount of the charge generating material is 10˜5000 weight parts, and preferably 50˜1 000 weight parts.


[0042] Charge transport layer 4 is a coated film of a material in which a charge transporting material, for example various hydrazone compounds, styryl compounds, amine compounds, and their derivatives, used singly or combined, are dispersed in a resin binding agent. In dark places, as an insulating layer, charge transport layer 4 retains the charge of the photosensitive body, and during light receiving times, it has a function of transporting the charge injected from the charge generating layer. Polymers, mixture polymers, copolymers and the like of polycarbonate, polyester, polystyrene, ester methacrylate can be used as the resin binding agent for the charge transport layer. For this resin binding agent, mechanical, chemical, and electrical stability, adhesiveness, as well as the compatibility with the charge transporting material are important. For every 100 weight parts of resin binding agent, the usage amount of the charge transporting material is 20˜500 weight parts, and preferably 30˜300 weight parts. In order to have an effective maintenance of surface electric potential in practice, the film thickness of the charge transport layer is preferably in the range of 3˜50 micrometers, and more preferably in the range of 15˜40 micrometers.


[0043] Embodiments Concrete embodiments of the present invention are described below, but the present invention is not limited to these embodiments.


[0044] Embodiment 1


[0045] Formation of Undercoat Layer


[0046] 70 weight parts of a polyamide resin (Amilan CM8000 by Toray Corp. Ltd.) and 930 weight parts of methanol (Wako Junyaku Kogyo Corp. Ltd.) were mixed, and a coating solution for the undercoat layer was created. This undercoat layer coating solution was coated on top of an aluminum substrate by a dip coating method. After drying, an undercoat layer with a film thickness of 0.5 micrometers was formed.


[0047] Formation of Charge Generating Layer


[0048] 1. Into a reaction container, 800 g of o-phthalodinitrile (Tokyo Kasei Kogyo Corp. Ltd.) and 1.8 liters of quinoline (Kanto Kagaku Corp. Ltd.) were added and agitated. Under a nitrogen atmosphere, 297 g of titanium tetrachloride (Kishida Kagaku Corp. Ltd) was dripped and agitated. After dripping, this was heated for 15 hours at 180 degrees C, and this was further agitated.


[0049] 2. This reaction solution was allowed to cool to 130 degrees C, and this was then filtered and rinsed in 3 liters of N-methyl-2-pyrrolidinone (Kanto Kagaku Corp. Ltd.). Under a nitrogen atmosphere, this wet cake was heated and agitated for 1 hour at 160 degrees C in 1.8 liters of N-methyl-2-pyrrolidinone. This was allowed to cool and was filtered. This was sequentially rinsed in 3 liters of N-methyl-2-pyrrolidinone, 2 liters of acetone (Kanto Kagaku Corp. Ltd.), 2 liters of methanol (Kanto Kagaku Corp. Ltd.) and 4 liters of warm water.


[0050] 3. The titanyl oxo phthalocyanine wet cake obtained in this manner was further heated and agitated for 1 hour at 80 degrees C in 4 liters of water and 360 ml of a dilute hydrochloric acid of 36% hydrochloric acid (Kanto Kagaku Corp. Ltd.). This was allowed to cool and was filtered. After rinsing with 4 liters of warm water, this was dried. This was purified three times by a vacuum sublimation method and then dried.


[0051] 4. Next, while agitating and cooling so that the liquid temperature did not exceed −5 degrees C, 200 g of the above dried product was added to 4 kg of 96% sulfuric acid (Kanto Kagaku Corp. Ltd.) at −5 degrees C. Maintaining at −5 degrees C, this was cooled and agitated for 1 hour. In addition, while agitating and cooling so that the liquid temperature did not exceed 10 degrees C, this sulfuric acid solution was added to 35 liters of water, 5 kgs of ice. This was cooled and agitated for 1 hour. This was filtered and rinsed with 10 liters of warm water.


[0052] 5. This was further heated and agitated for 1 hour at 80 degrees in 10 liters of water and 770 ml of dilute hydrochloric acid of 36% hydrochloric acid. Next, this was allowed to cool and was filtered. After rinsing with 10 liters of warm water, this was dried, and titanyl oxo phthalocyanine was obtained.


[0053] 6. The μ oxo titanyl phthalocyanine dimer that was synthesized according to the previous reference of Phthalocyanines, C. C. Leznoff et al, 1989 (VCH Publishers, Inc.) was added to the above titanyl oxo phthalocyanine at 100 nmol for every 1 mol of titanyl oxo phthalocyanine. This and 0.5 liters of water and 1.5 liters of o-dichlorobenzene (Kanto Kagaku Corp. Ltd.) were placed inside a ball mill device inside which there is a 6.6 kg zirconia ball of a diameter 8 mm. This was milled for 24 hours. Next, this was removed with 1.5 liters acetone, 1.5 liters methanol. This was filtered and rinsed with 1.5 liters of water and then dried.


[0054] 7. 10 weight parts of this titanyl oxo phthalocyanine that contains μ oxo titanyl phthalocyanine dimer and 10 weight parts of vinyl chloride resin (MR-110 by Nihon Zeon Corp. Ltd.) and 686 weight parts of dichloromethane and 294 weight parts of 1, 2-dichloroethane were mixed, and ultrasonic dispersion was conducted, and a coating solution for the charge generating layer was created. This charge generating layer coating solution was coated by a dip coating method on top of the undercoat layer described previously. After drying, a charge generating layer with a film thickness of 0.2 micrometers was formed.


[0055] Formation of the Charge Transport Layer


[0056] 100 weight parts of 4-(diphenyl amino) benzaldehyde phenyl (2-thienyl methyl) hydrazone (Fuji Denki Corp. Ltd.), 100 weight parts of polycarbonate resin (Panlite K-1300 manufactured by Teijin Kasei Corp. Ltd.), 800 weight parts of dichloromethane, 1 weight part of silane coupling agent (KP-340 manufactured by Shinetsu Kagaku Kogyo), and 4 weight parts of bis (2,4-di-tert-butylphenyl) phenyl phosphonite (Fuji Denki Corp. Ltd.) were mixed, and a charge transport layer coating solution was created. This charge transport layer coating solution was coated by a dip coating method on top of the charge generating layer described above. After drying, a charge transport layer with a film thickness of 20 micrometers was formed, and the electrophotography photosensitive body was manufactured.


[0057] Embodiment 2


[0058] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to 10 micromols for every 1 mol of titanyl oxo phthalocyanine.


[0059] Embodiment 3


[0060] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0061] Embodiment 4


[0062] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0063] Embodiment 5


[0064] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0065] Embodiment 6


[0066] A photosensitive body was manufactured in the same manner as Embodiment 1, except that after adding the μ oxo titanyl phthalocyanine dimer of Embodiment 1, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0067] Embodiment 7


[0068] A photosensitive body was manufactured in the same manner as Embodiment 6, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 6 was changed to 10 micromols for every 1 mol of titanyl oxo phthalocyanine.


[0069] Embodiment 8


[0070] A photosensitive body was manufactured in the same manner as Embodiment 6, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 6 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0071] Embodiment 9


[0072] A photosensitive body was manufactured in the same manner as Embodiment 6, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 6 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0073] Embodiment 10


[0074] A photosensitive body was manufactured in the same manner as Embodiment 6, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 6 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 1

[0075] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 2

[0076] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 3

[0077] A photosensitive body was manufactured in the same manner as Embodiment 6, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 6 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 4

[0078] A photosensitive body was manufactured in the same manner as Embodiment 6, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 6 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0079] The electrical properties of the photosensitive bodies obtained in this manner were measured using an electrostatic recording paper test device (EPA-8200 manufactured by Kawaguchi Denki Seisakujo). The photosensitive body was charged to a surface electric potential of −600V by a corotron in the dark. This was left in the dark for 5 seconds, and the retention rate (%) of electric potential during that time was measured. The obtained results are shown in Table 2 below.
2TABLE 2RetentionRetentionrate (%)rate (%)Embodiment 198.0Comparative example 191.3Embodiment 297.3Comparative example 289.2Embodiment 397.4Comparative example 391.8Embodiment 497.3Comparative example 489.0Embodiment 597.5Embodiment 697.0Embodiment 798.3Embodiment 897.2Embodiment 997.6Embodiment 1097.8


[0080] As is clear from Table 2, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to all of the embodiments.


[0081] Furthermore, with the titanyl oxo phthalocyanine that contains μ oxo titanyl phthalocyanine dimer used in Embodiments 3˜5 and Embodiments 8˜10, when measurement was conducted using a MALDI-TOF MS analytical device (Kompact MALDI IV manufactured by Shimazu Seisakujo Corp. Ltd.), all of them showed clear peaks at mass number 576 and mass number 1136. The mass number 576 could be identified as titanyl oxo phthalocyanine molecular ion. The integrated intensity ratio of the peak for mass number 1136 was greater than 10˜5% of the peak for mass number 576.


[0082] Furthermore, with the electrophotography photosensitive bodies created in Embodiments 35 and Embodiments 8˜10, extraction and removal treatment of the charge generating material, oxidation inhibiting agents, silane coupling material were conducted using an acetone ultrasonic bath. After dissolving and removing the charge transport layer resin by dichloromethane immersion, a solution, in which charge generating material and charge generating material resin were dispersed, was prepared by dichloromethane immersion in an ultrasonic bath. When measurement was conducted using the TOF-MS analytical device, all of them showed clear peaks at mass number 576 and mass number 1136. The mass number 576 could be identified as titanyl oxo phthalocyanine molecular ion. The integrated intensity ratio of the peak for mass number 1136 was greater than 10−5% of the peak for mass number 576.


[0083] Embodiment 11


[0084] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to a μ oxo manganese phthalocyanine dimer synthesized according to a standard method.


[0085] Embodiment 12


[0086] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 11 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0087] Embodiment 13


[0088] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 11 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0089] Embodiment 14


[0090] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 11 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0091] Embodiment 15


[0092] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 11 was changed to 300 nm-ol for every 1 mol of titanyl oxo phthalocyanine.


[0093] Embodiment 16


[0094] A photosensitive body was manufactured in the same manner as Embodiment 11, except that after adding the μ oxo manganese phthalocyanine dimer of Embodiment 11, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0095] Embodiment 17


[0096] A photosensitive body was manufactured in the same manner as Embodiment 16, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 16 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0097] Embodiment 18


[0098] A photosensitive body was manufactured in the same manner as Embodiment 16, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 16 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0099] Embodiment 19


[0100] A photosensitive body was manufactured in the same manner as Embodiment 16, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 16 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0101] Embodiment 20


[0102] A photosensitive body was manufactured in the same manner as Embodiment 16, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 16 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 5

[0103] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 11 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 6

[0104] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 11 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 7

[0105] A photosensitive body was manufactured in the same manner as Embodiment 16, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 16 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 8

[0106] A photosensitive body was manufactured in the same manner as Embodiment 16, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 16 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0107] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 3.
3TABLE 3RetentionRetentionrate (%)rate (%)Embodiment 1198.2Comparative example 591.8Embodiment 1297.1Comparative example 689.1Embodiment 1397.8Comparative example 791.2Embodiment 1497.2Comparative example 888.7Embodiment 1597.6Embodiment 1697.3Embodiment 1798.1Embodiment 1897.7Embodiment 1997.4Embodiment 2097.9


[0108] As is clear from Table 3, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to all of the embodiments.


[0109] Embodiment 21


[0110] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the titanyl oxo phthalocyanine of Embodiment 1 was changed to an iron phthalocyanine synthesized according to a standard method.


[0111] Embodiment 22


[0112] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to 10 micromol for every 1 mol of iron phthalocyanine.


[0113] Embodiment 23


[0114] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to 1 mmol for every 1 mol of iron phthalocyanine.


[0115] Embodiment 24


[0116] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to 100 mmol for every 1 mol of iron phthalocyanine.


[0117] Embodiment 25


[0118] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to 300 mmol for every 1 mol of iron phthalocyanine.


[0119] Embodiment 26


[0120] A photosensitive body was manufactured in the same manner as Embodiment 21, except that after adding the μ oxo titanyl phthalocyanine dimer of Embodiment 21, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0121] Embodiment 27


[0122] A photosensitive body was manufactured in the same manner as Embodiment 26, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 26 was changed to 10 micromol for every 1 mol of iron phthalocyanine.


[0123] Embodiment 28


[0124] A photosensitive body was manufactured in the same manner as Embodiment 26, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 26 was changed to 1 mmol for every 1 mol of iron phthalocyanine.


[0125] Embodiment 29


[0126] A photosensitive body was manufactured in the same manner as Embodiment 26, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 26 was changed to 100 mmol for every 1 mol of iron phthalocyanine.


[0127] Embodiment 30


[0128] A photosensitive body was manufactured in the same manner as Embodiment 26, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 26 was changed to 300 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 9

[0129] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to 50 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 10

[0130] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to 400 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 11

[0131] A photosensitive body was manufactured in the same manner as Embodiment 26, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 26 was changed to 50 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 12

[0132] A photosensitive body was manufactured in the same manner as Embodiment 26, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 26 was changed to 400 mmol for every 1 mol of iron phthalocyanine.


[0133] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 4.
4TABLE 4RetentionRetentionrate (%)rate (%)Embodiment 2195.6Comparative example 989.2Embodiment 2296.1Comparative example 1087.9Embodiment 2395.7Comparative example 1188.2Embodiment 2495.4Comparative example 1287.4Embodiment 2595.0Embodiment 2695.3Embodiment 2794.6Embodiment 2895.2Embodiment 2995.6Embodiment 3095.1


[0134] As is clear from Table 4, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0135] Embodiment 31


[0136] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the μ oxo titanyl phthalocyanine dimer of Embodiment 21 was changed to a μ oxo iron phthalocyanine dimer synthesized according to a standard method.


[0137] Embodiment 32


[0138] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 31 was changed to 10 micromol for every 1 mol of iron phthalocyanine.


[0139] Embodiment 33


[0140] A photosensitive body was manufactured in the same manner as Embodiment 31 except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 31 was changed to 1 mmol for every 1 mol of iron phthalocyanine.


[0141] Embodiment 34


[0142] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 31 was changed to 100 mmol for every 1 mol of iron phthalocyanine.


[0143] Embodiment 35


[0144] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 31 was changed to 300 mmol for every 1 mol of iron phthalocyanine.


[0145] Embodiment 36


[0146] A photosensitive body was manufactured in the same manner as Embodiment 31, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 31, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0147] Embodiment 37


[0148] A photosensitive body was manufactured in the same manner as Embodiment 36, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 36 was changed to 10 micromol for every 1 mol of iron phthalocyanine.


[0149] Embodiment 38


[0150] A photosensitive body was manufactured in the same manner as Embodiment 36, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 36 was changed to 1 mmol for every 1 mol of iron phthalocyanine.


[0151] Embodiment 39


[0152] A photosensitive body was manufactured in the same manner as Embodiment 36, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 36 was changed to 100 mmol for every 1 mol of iron phthalocyanine.


[0153] Embodiment 40


[0154] A photosensitive body was manufactured in the same manner as Embodiment 36, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 36 was changed to 300 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 13

[0155] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 31 was changed to 50 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 14

[0156] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 31 was changed to 400 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 15

[0157] A photosensitive body was manufactured in the same manner as Embodiment 36, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 36 was changed to 50 mmol for every 1 mol of iron phthalocyanine.



COMPARATIVE EXAMPLE 16

[0158] A photosensitive body was manufactured in the same manner as Embodiment 36, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 36 was changed to 400 mmol for every 1 mol of iron phthalocyanine.


[0159] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 5 .
5TABLE 5RetentionRetentionrate (%)rate (%)Embodiment 3195.3Comparative example 1388.2Embodiment 3295.2Comparative example 1487.1Embodiment 3395.8Comparative example 1588.4Embodiment 3495.2Comparative example 1687.7Embodiment 3594.9Embodiment 3695.3Embodiment 3795.1Embodiment 3894.7Embodiment 3995.3Embodiment 4095.4


[0160] As is clear from Table 5, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0161] Embodiment 41


[0162] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to an iron (11) 1, 2, 3, 4, 8, 9, 10, 11, 15, 16, 17, 18, 22, 23, 24, 25-hexadecafluoro-29H, 31H-phthalocyanine (henceforth abbreviated as fluoro iron phthalocyanine) synthesized according to a standard method.


[0163] Embodiment 42


[0164] A photosensitive body was manufactured in the same manner as Embodiment 41, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 41 was changed to 10 micromol for every 1 mol of fluoro iron phthalocyanine.


[0165] Embodiment 43


[0166] A photosensitive body was manufactured in the same manner as Embodiment 41, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 41 was changed to 1 mmol for every 1 mol of fluoro iron phthalocyanine.


[0167] Embodiment 44


[0168] A photosensitive body was manufactured in the same manner as Embodiment 41, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 41 was changed to 100 mmol for every 1 mol of fluoro iron phthalocyanine.


[0169] Embodiment 45


[0170] A photosensitive body was manufactured in the same manner as Embodiment 41 except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 41 was changed to 300 mmol for every 1 mol of fluoro iron phthalocyanine.


[0171] Embodiment 46


[0172] A photosensitive body was manufactured in the same manner as Embodiment 41, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 41, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0173] Embodiment 47


[0174] A photosensitive body was manufactured in the same manner as Embodiment 46, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 46 was changed to 10 micromol for every 1 mol of fluoro iron phthalocyanine.


[0175] Embodiment 48


[0176] A photosensitive body was manufactured in the same manner as Embodiment 46, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 46 was changed to 1 mmol for every 1 mol of fluoro iron phthalocyanine.


[0177] Embodiment 49


[0178] A photosensitive body was manufactured in the same manner as Embodiment 46, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 46 was changed to 100 mmol for every 1 mol of fluoro iron phthalocyanine.


[0179] Embodiment 50


[0180] A photosensitive body was manufactured in the same manner as Embodiment 46, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 46 was changed to 300 mmol for every 1 mol of fluoro iron phthalocyanine.



COMPARATIVE EXAMPLE 17

[0181] A photosensitive body was manufactured in the same manner as Embodiment 41, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 41 was changed to 50 mmol for every 1 mol of fluoro iron phthalocyanine.



COMPARATIVE EXAMPLE 18

[0182] A photosensitive body was manufactured in the same manner as Embodiment 41, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 41 was changed to 400 mmol for every 1 mol of fluoro iron phthalocyanine.



COMPARATIVE EXAMPLE 19

[0183] A photosensitive body was manufactured in the same manner as Embodiment 46, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 46 was changed to 50 mmol for every 1 mol of fluoro iron phthalocyanine.



COMPARATIVE EXAMPLE 20

[0184] A photosensitive body was manufactured in the same manner as Embodiment 46, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 46 was changed to 400 mmol for every 1 mol of fluoro iron phthalocyanine.


[0185] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 6.
6TABLE 6RetentionRetentionrate (%)rate (%)Embodiment 4196.1Comparative example 1789.4Embodiment 4295.4Comparative example 1888.0Embodiment 4395.8Comparative example 1989.2Embodiment 4496.0Comparative example 2088.3Embodiment 4595.4Embodiment 4695.5Embodiment 4795.5Embodiment 4895.2Embodiment 4995.3Embodiment 5095.9


[0186] As is clear from Table 6, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0187] Embodiment 51


[0188] A photosensitive body was manufactured in the same manner as Embodiment 21, except that the iron phthalocyanine of Embodiment 21 was changed to a zirconium phthalocyanine synthesized according to a standard method.


[0189] Embodiment 52


[0190] A photosensitive body was manufactured in the same manner as Embodiment 51, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 51 was changed to 10 micromol for every 1 mol of zirconium phthalocyanine.


[0191] Embodiment 53


[0192] A photosensitive body was manufactured in the same manner as Embodiment 51, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 51 was changed to 1 mmol for every 1 mol of zirconium phthalocyanine.


[0193] Embodiment 54


[0194] A photosensitive body was manufactured in the same manner as Embodiment 51, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 51 was changed to 100 mmol for every 1 mol of zirconium phthalocyanine.


[0195] Embodiment 55


[0196] A photosensitive body was manufactured in the same manner as Embodiment 51, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 51 was changed to 300 mmol for every 1 mol of zirconium phthalocyanine.


[0197] Embodiment 56


[0198] A photosensitive body was manufactured in the same manner as Embodiment 51, except that after adding the μ oxo titanyl phthalocyanine dimer of Embodiment 51, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0199] Embodiment 57


[0200] A photosensitive body was manufactured in the same manner as Embodiment 56, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 56 was changed to 10 micromol for every 1 mol of zirconium phthalocyanine.


[0201] Embodiment 58


[0202] A photosensitive body was manufactured in the same manner as Embodiment 56, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 56 was changed to 1 mmol for every 1 mol of zirconium phthalocyanine.


[0203] Embodiment 59


[0204] A photosensitive body was manufactured in the same manner as Embodiment 56, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 56 was changed to 100 mmol for every 1 mol of zirconium phthalocyanine.


[0205] Embodiment 60


[0206] A photosensitive body was manufactured in the same manner as Embodiment 56, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 56 was changed to 300 mmol for every 1 mol of zirconium phthalocyanine.



COMPARATIVE EXAMPLE 21

[0207] A photosensitive body was manufactured in the same manner as Embodiment 51, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 51 was changed to 50 nmol for every 1 mol of zirconium phthalocyanine.



COMPARATIVE EXAMPLE 22

[0208] A photosensitive body was manufactured in the same manner as Embodiment 51, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 51 was changed to 400 mmol for every 1 mol of zirconium phthalocyanine.



COMPARATIVE EXAMPLE 23

[0209] A photosensitive body was manufactured in the same manner as Embodiment 56, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 56 was changed to 50 nmol for every 1 mol of zirconium phthalocyanine.



COMPARATIVE EXAMPLE 24

[0210] A photosensitive body was manufactured in the same manner as Embodiment 56, except that the amount of μ oxo titanyl phthalocyanine dimer of Embodiment 56 was changed to 400 mmol for every 1 mol of zirconium phthalocyanine.


[0211] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 7.
7TABLE 7RetentionRetentionrate (%)rate (%)Embodiment 5195.3Comparative example 2188.9Embodiment 5295.7Comparative example 2288.1Embodiment 5395.8Comparative example 2388.2Embodiment 5495.0Comparative example 2487.7Embodiment 5595.6Embodiment 5695.0Embodiment 5795.5Embodiment 5895.1Embodiment 5995.4Embodiment 6095.6


[0212] As is clear from Table 7, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0213] Embodiment 61


[0214] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to a vanadium phthalocyanine synthesized according to a standard method.


[0215] Embodiment 62


[0216] A photosensitive body was manufactured in the same manner as Embodiment 61, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 61 was changed to 10 micromol for every 1 mol of vanadium phthalocyanine.


[0217] Embodiment 63


[0218] A photosensitive body was manufactured in the same manner as Embodiment 61 except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 61 was changed to 1 mmol for every 1 mol of vanadium phthalocyanine.


[0219] Embodiment 64


[0220] A photosensitive body was manufactured in the same manner as Embodiment 61 except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 61 was changed to 100 mmol for every 1 mol of vanadium phthalocyanine.


[0221] Embodiment 65


[0222] A photosensitive body was manufactured in the same manner as Embodiment 61, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 61 was changed to 300 mmol for every 1 mol of vanadium phthalocyanine.


[0223] Embodiment 66


[0224] A photosensitive body was manufactured in the same manner as Embodiment 61, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 61, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0225] Embodiment 67


[0226] A photosensitive body was manufactured in the same manner as Embodiment 66, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 66 was changed to 10 micromol for every 1 mol of vanadium phthalocyanine.


[0227] Embodiment 68


[0228] A photosensitive body was manufactured in the same manner as Embodiment 66, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 66 was changed to 1 mmol for every 1 mol of vanadium phthalocyanine.


[0229] Embodiment 69


[0230] A photosensitive body was manufactured in the same manner as Embodiment 66, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 66 was changed to 100 mmol for every 1 mol of vanadium phthalocyanine.


[0231] Embodiment 70


[0232] A photosensitive body was manufactured in the same manner as Embodiment 66, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 66 was changed to 300 mmol for every 1 mol of vanadium phthalocyanine.



COMPARATIVE EXAMPLE 25

[0233] A photosensitive body was manufactured in the same manner as Embodiment 61, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 61 was changed to 50 mmol for every 1 mol of vanadium phthalocyanine.



COMPARATIVE EXAMPLE 26

[0234] A photosensitive body was manufactured in the same manner as Embodiment 61, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 61 was changed to 400 mmol for every 1 mol of vanadium phthalocyanine.



COMPARATIVE EXAMPLE 27

[0235] A photosensitive body was manufactured in the same manner as Embodiment 66, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 66 was changed to 50 mmol for every 1 mol of vanadium phthalocyanine.



COMPARATIVE EXAMPLE 28

[0236] A photosensitive body was manufactured in the same manner as Embodiment 66, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 66 was changed to 400 mmol for every 1 mol of vanadium phthalocyanine.


[0237] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 8.
8TABLE 8RetentionRetentionrate (%)rate (%)Embodiment 6195.5Comparative example 2588.9Embodiment 6295.3Comparative example 2688.6Embodiment 6395.3Comparative example 2788.7Embodiment 6495.7Comparative example 2888.4Embodiment 6595.0Embodiment 6695.8Embodiment 6795.1Embodiment 6895.2Embodiment 6995.4Embodiment 7095.6


[0238] As is clear from Table 8, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0239] Embodiment 71


[0240] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to a niobium phthalocyanine synthesized according to a standard method.


[0241] Embodiment 72


[0242] A photosensitive body was manufactured in the same manner as Embodiment 71, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 71 was changed to 10 micromol for every 1 mol of niobium phthalocyanine.


[0243] Embodiment 73


[0244] A photosensitive body was manufactured in the same manner as Embodiment 71, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 71 was changed to 1 mmol for every 1 mol of niobium phthalocyanine.


[0245] Embodiment 74


[0246] A photosensitive body was manufactured in the same manner as Embodiment 71, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 71 was changed to 100 mmol for every 1 mol of niobium phthalocyanine.


[0247] Embodiment 75


[0248] A photosensitive body was manufactured in the same manner as Embodiment 71, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 71 was changed to 300 mmol for every 1 mol of niobium phthalocyanine.


[0249] Embodiment 76


[0250] A photosensitive body was manufactured in the same manner as Embodiment 71, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 71, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0251] Embodiment 77


[0252] A photosensitive body was manufactured in the same manner as Embodiment 76, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 76 was changed to 10 micromol for every 1 mol of niobium phthalocyanine.


[0253] Embodiment 78


[0254] A photosensitive body was manufactured in the same manner as Embodiment 76, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 76 was changed to 1 mmol for every 1 mol of niobium phthalocyanine.


[0255] Embodiment 79


[0256] A photosensitive body was manufactured in the same manner as Embodiment 76, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 76 was changed to 100 mmol for every 1 mol of niobium phthalocyanine.


[0257] Embodiment 80


[0258] A photosensitive body was manufactured in the same manner as Embodiment 76, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 76 was changed to 300 mmol for every 1 mol of niobium phthalocyanine.



COMPARATIVE EXAMPLE 29

[0259] A photosensitive body was manufactured in the same manner as Embodiment 71, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 71 was changed to 50 mmol for every 1 mol of niobium phthalocyanine.



COMPARATIVE EXAMPLE 30

[0260] A photosensitive body was manufactured in the same manner as Embodiment 71, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 71 was changed to 400 mmol for every 1 mol of niobium phthalocyanine.



COMPARATIVE EXAMPLE 31

[0261] A photosensitive body was manufactured in the same manner as Embodiment 76, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 76 was changed to 50 mmol for every 1 mol of niobium phthalocyanine.



COMPARATIVE EXAMPLE 32

[0262] A photosensitive body was manufactured in the same manner as Embodiment 76, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 76 was changed to 400 mmol for every 1 mol of niobium phthalocyanine.


[0263] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 9.
9TABLE 9RetentionRetentionrate (%)rate (%)Embodiment 7195.0Comparative example 2989.3Embodiment 7295.1Comparative example 3088.1Embodiment 7394.8Comparative example 3188.2Embodiment 7495.5Comparative example 3289.7Embodiment 7595.7Embodiment 7695.2Embodiment 7795.4Embodiment 7894.9Embodiment 7995.1Embodiment 8095.2


[0264] As is clear from Table 9, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0265] Embodiment 81


[0266] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to an indium phthalocyanine synthesized according to a standard method.


[0267] Embodiment 82


[0268] A photosensitive body was manufactured in the same manner as Embodiment 81, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 81 was changed to 10 micromol for every 1 mol of indium phthalocyanine.


[0269] Embodiment 83


[0270] A photosensitive body was manufactured in the same manner as Embodiment 81, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 81 was changed to 1 mmol for every 1 mol of indium phthalocyanine.


[0271] Embodiment 84


[0272] A photosensitive body was manufactured in the same manner as Embodiment 81, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 81 was changed to 100 mmol for every 1 mol of indium phthalocyanine.


[0273] Embodiment 85


[0274] A photosensitive body was manufactured in the same manner as Embodiment 81, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 81 was changed to 300 mmol for every 1 mol of indium phthalocyanine.


[0275] Embodiment 86


[0276] A photosensitive body was manufactured in the same manner as Embodiment 81, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 81, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0277] Embodiment 87


[0278] A photosensitive body was manufactured in the same manner as Embodiment 86, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 86 was changed to 10 micromol for every 1 mol of indium phthalocyanine.


[0279] Embodiment 88


[0280] A photosensitive body was manufactured in the same manner as Embodiment 86, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 86 was changed to 1 mmol for every 1 mol of indium phthalocyanine.


[0281] Embodiment 89


[0282] A photosensitive body was manufactured in the same manner as Embodiment 86, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 86 was changed to 100 mmol for every 1 mol of indium phthalocyanine.


[0283] Embodiment 90


[0284] A photosensitive body was manufactured in the same manner as Embodiment 86, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 86 was changed to 300 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 33

[0285] A photosensitive body was manufactured in the same manner as Embodiment 81, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 81 was changed to 50 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 34

[0286] A photosensitive body was manufactured in the same manner as Embodiment 81, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 81 was changed to 400 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 35

[0287] A photosensitive body was manufactured in the same manner as Embodiment 86, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 86 was changed to 50 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 36

[0288] A photosensitive body was manufactured in the same manner as Embodiment 86, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 86 was changed to 400 mmol for every 1 mol of indium phthalocyanine.


[0289] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 10.
10TABLE 10RetentionRetentionrate (%)rate (%)Embodiment 8195.3Comparative example 3389.4Embodiment 8295.0Comparative example 3488.6Embodiment 8394.9Comparative example 3589.2Embodiment 8495.2Comparative example 3689.7Embodiment 8595.4Embodiment 8695.1Embodiment 8795.5Embodiment 8895.2Embodiment 8995.4Embodiment 9095.3


[0290] As is clear from Table 10, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0291] Embodiment 91


[0292] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to a gallium phthalocyanine synthesized according to a standard method.


[0293] Embodiment 92


[0294] A photosensitive body was manufactured in the same manner as Embodiment 91, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 91 was changed to 10 micromol for every 1 mol of gallium phthalocyanine.


[0295] Embodiment 93


[0296] A photosensitive body was manufactured in the same manner as Embodiment 91, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 91 was changed to 1 mmol for every 1 mol of gallium phthalocyanine.


[0297] Embodiment 94


[0298] A photosensitive body was manufactured in the same manner as Embodiment 91, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 91 was changed to 100 mmol for every 1 mol of gallium phthalocyanine.


[0299] Embodiment 95


[0300] A photosensitive body was manufactured in the same manner as Embodiment 91, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 91 was changed to 300 mmol for every 1 mol of gallium phthalocyanine.


[0301] Embodiment 96


[0302] A photosensitive body was manufactured in the same manner as Embodiment 91, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 91, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0303] Embodiment 97


[0304] A photosensitive body was manufactured in the same manner as Embodiment 96, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 96 was changed to 10 micromol for every 1 mol of gallium phthalocyanine.


[0305] Embodiment 98


[0306] A photosensitive body was manufactured in the same manner as Embodiment 96, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 96 was changed to 1 mmol for every 1 mol of gallium phthalocyanine.


[0307] Embodiment 99


[0308] A photosensitive body was manufactured in the same manner as Embodiment 96, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 96 was changed to 100 mmol for every 1 mol of gallium phthalocyanine.


[0309] Embodiment 100


[0310] A photosensitive body was manufactured in the same manner as Embodiment 96, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 96 was changed to 300 m-mol for every 1 mol of gallium phthalocyanine.



COMPARATIVE EXAMPLE 37

[0311] A photosensitive body was manufactured in the same manner as Embodiment 91, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 91 was changed to 50 mmol for every 1 mol of gallium phthalocyanine.



COMPARATIVE EXAMPLE 38

[0312] A photosensitive body was manufactured in the same manner as Embodiment 91, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 91 was changed to 400 mmol for every 1 mol of gallium phthalocyanine.



COMPARATIVE EXAMPLE 39

[0313] A photosensitive body was manufactured in the same manner as Embodiment 96, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 96 was changed to 50 mmol for every 1 mol of gallium phthalocyanine.



COMPARATIVE EXAMPLE 40

[0314] A photosensitive body was manufactured in the same manner as Embodiment 96, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 96 was changed to 400 mmol for every 1 mol of gallium phthalocyanine.


[0315] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 11.
11TABLE 11RetentionRetentionrate (%)rate (%)Embodiment 9195.5Comparative example 3788.4Embodiment 9295.0Comparative example 3888.1Embodiment 9395.2Comparative example 3988.2Embodiment 9495.4Comparative example 4087.9Embodiment 9595.1Embodiment 9695.2Embodiment 9795.0Embodiment 9895.3Embodiment 9994.9Embodiment 10095.2


[0316] As is clear from Table 11, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0317] Embodiment 101


[0318] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to a germanium phthalocyanine synthesized according to a standard method.


[0319] Embodiment 102


[0320] A photosensitive body was manufactured in the same manner as Embodiment 101, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 101 was changed to 10 micromol for every 1 mol of germanium phthalocyanine.


[0321] Embodiment 103


[0322] A photosensitive body was manufactured in the same manner as Embodiment 101, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 101 was changed to 1 mmol for every 1 mol of germanium phthalocyanine.


[0323] Embodiment 104


[0324] A photosensitive body was manufactured in the same manner as Embodiment 101, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 101 was changed to 100 mmol for every 1 mol of germanium phthalocyanine.


[0325] Embodiment 105


[0326] A photosensitive body was manufactured in the same manner as Embodiment 101, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 101 was changed to 300 mmol for every 1 mol of germanium phthalocyanine.


[0327] Embodiment 106


[0328] A photosensitive body was manufactured in the same manner as Embodiment 101, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 101, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0329] Embodiment 107


[0330] A photosensitive body was manufactured in the same manner as Embodiment 106, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 106 was changed to 10 micromol for every 1 mol of germanium phthalocyanine.


[0331] Embodiment 108


[0332] A photosensitive body was manufactured in the same manner as Embodiment 106, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 106 was changed to 1 mmol for every 1 mol of germanium phthalocyanine.


[0333] Embodiment 109


[0334] A photosensitive body was manufactured in the same manner as Embodiment 106, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 106 was changed to 100 mmol for every 1 mol of germanium phthalocyanine.


[0335] Embodiment 110


[0336] A photosensitive body was manufactured in the same manner as Embodiment 106, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 106 was changed to 300 mmol for every 1 mol of germanium phthalocyanine.



COMPARATIVE EXAMPLE 41

[0337] A photosensitive body was manufactured in the same manner as Embodiment 101, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 101 was changed to 50 mmol for every 1 mol of germanium phthalocyanine.



COMPARATIVE EXAMPLE 42

[0338] A photosensitive body was manufactured in the same manner as Embodiment 101, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 101 was changed to 400 mmol for every 1 mol of germanium phthalocyanine.



COMPARATIVE EXAMPLE 43

[0339] A photosensitive body was manufactured in the same manner as Embodiment 106, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 106 was changed to 50 mmol for every 1 mol of germanium phthalocyanine.



COMPARATIVE EXAMPLE 44

[0340] A photosensitive body was manufactured in the same manner as Embodiment 106, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 106 was changed to 400 mmol for every 1 mol of germanium phthalocyanine.


[0341] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 12.
12TABLE 12RetentionRetentionrate (%)rate (%)Embodiment 10195.2Comparative example 4188.3Embodiment 10295.0Comparative example 4288.0Embodiment 10395.3Comparative example 4388.5Embodiment 10495.2Comparative example 4488.7Embodiment 10595.4Embodiment 10694.8Embodiment 10795.1Embodiment 10895.0Embodiment 10995.2Embodiment 11095.3


[0342] As is clear from Table 12, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0343] Embodiment 111


[0344] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to a tin phthalocyanine synthesized according to a standard method.


[0345] Embodiment 112


[0346] A photosensitive body was manufactured in the same manner as Embodiment 111, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 111 was changed to 10 micromol for every 1 mol of tin phthalocyanine.


[0347] Embodiment 113


[0348] A photosensitive body was manufactured in the same manner as Embodiment 111, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 111 was changed to 1 mmol for every 1 mol of tin phthalocyanine.


[0349] Embodiment 114


[0350] A photosensitive body was manufactured in the same manner as Embodiment 111, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 111 was changed to 100 mmol for every 1 mol of tin phthalocyanine.


[0351] Embodiment 115


[0352] A photosensitive body was manufactured in the same manner as Embodiment 111, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 111 was changed to 300 mmol for every 1 mol of tin phthalocyanine.


[0353] Embodiment 116


[0354] A photosensitive body was manufactured in the same manner as Embodiment 111, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 111, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0355] Embodiment 117


[0356] A photosensitive body was manufactured in the same manner as Embodiment 116, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 116 was changed to 10 micromol for every 1 mol of tin phthalocyanine.


[0357] Embodiment 118


[0358] A photosensitive body was manufactured in the same manner as Embodiment 116, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 116 was changed to 1 mmol for every 1 mol of tin phthalocyanine.


[0359] Embodiment 119


[0360] A photosensitive body was manufactured in the same manner as Embodiment 116, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 116 was changed to 100 mmol for every 1 mol of tin phthalocyanine.


[0361] Embodiment 120


[0362] A photosensitive body was manufactured in the same manner as Embodiment 116, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 116 was changed to 300 mmol for every 1 mol of tin phthalocyanine.



COMPARATIVE EXAMPLE 45

[0363] A photosensitive body was manufactured in the same manner as Embodiment 111, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 111 was changed to 50 mnol for every 1 mol of tin phthalocyanine.



COMPARATIVE EXAMPLE 46

[0364] A photosensitive body was manufactured in the same manner as Embodiment 111, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 111 was changed to 400 mmol for every 1 mol of tin phthalocyanine.



COMPARATIVE EXAMPLE 47

[0365] A photosensitive body was manufactured in the same manner as Embodiment 116, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 116 was changed to 50 mmol for every 1 mol of tin phthalocyanine.



COMPARATIVE EXAMPLE 48

[0366] A photosensitive body was manufactured in the same manner as Embodiment 116, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 116 was changed to 400 mmol for every 1 mol of tin phthalocyanine.


[0367] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 13.
13TABLE 13RetentionRetentionrate (%)rate (%)Embodiment 11195.2Comparative example 4589.0Embodiment 11295.0Comparative example 4688.2Embodiment 11395.1Comparative example 4789.2Embodiment 11495.4Comparative example 4888.5Embodiment 11595.2Embodiment 11695.5Embodiment 11795.1Embodiment 11894.9Embodiment 11995.2Embodiment 12095.1


[0368] As is clear from Table 13, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0369] Embodiment 121


[0370] A photosensitive body was manufactured in the same manner as Embodiment 11, except that the titanyl oxo phthalocyanine of Embodiment 11 was changed to a manganese phthalocyanine synthesized according to a standard method.


[0371] Embodiment 122


[0372] A photosensitive body was manufactured in the same manner as Embodiment 121, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 121 was changed to 10 micromol for every 1 mol of manganese phthalocyanine.


[0373] Embodiment 123


[0374] A photosensitive body was manufactured in the same manner as Embodiment 121, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 121 was changed to 1 mmol for every 1 mol of manganese phthalocyanine.


[0375] Embodiment 124


[0376] A photosensitive body was manufactured in the same manner as Embodiment 121, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 121 was changed to 100 mmol for every 1 mol of manganese phthalocyanine.


[0377] Embodiment 125


[0378] A photosensitive body was manufactured in the same manner as Embodiment 121, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 121 was changed to 300 mmol for every 1 mol of manganese phthalocyanine.


[0379] Embodiment 126


[0380] A photosensitive body was manufactured in the same manner as Embodiment 121, except that after adding the μ oxo manganese phthalocyanine dimer of Embodiment 121, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0381] Embodiment 127


[0382] A photosensitive body was manufactured in the same manner as Embodiment 126, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 126 was changed to 10 micromol for every 1 mol of manganese phthalocyanine.


[0383] Embodiment 128


[0384] A photosensitive body was manufactured in the same manner as Embodiment 126, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 126 was changed to 1 mmol for every 1 mol of manganese phthalocyanine.


[0385] Embodiment 129


[0386] A photosensitive body was manufactured in the same manner as Embodiment 126, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 126 was changed to 100 mmol for every 1 mol of manganese phthalocyanine.


[0387] Embodiment 130


[0388] A photosensitive body was manufactured in the same manner as Embodiment 126, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 126 was changed to 300 mmol for every 1 mol of manganese phthalocyanine.



COMPARATIVE EXAMPLE 49

[0389] A photosensitive body was manufactured in the same manner as Embodiment 121, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 121 was changed to 50 mmol for every 1 mol of manganese phthalocyanine.



COMPARATIVE EXAMPLE 50

[0390] A photosensitive body was manufactured in the same manner as Embodiment 121, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 121 was changed to 400 mmol for every 1 mol of manganese phthalocyanine.



COMPARATIVE EXAMPLE 51

[0391] A photosensitive body was manufactured in the same manner as Embodiment 126, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 126 was changed to 50 mmol for every 1 mol of manganese phthalocyanine.



COMPARATIVE EXAMPLE 52

[0392] A photosensitive body was manufactured in the same manner as Embodiment 126, except that the amount of μ oxo manganese phthalocyanine dimer of Embodiment 126 was changed to 400 mmol for every 1 mol of manganese phthalocyanine.


[0393] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 14.
14TABLE 14RetentionRetentionrate (%)rate (%)Embodiment 12195.2Comparative example 4988.9Embodiment 12295.1Comparative example 5088.3Embodiment 12394.8Comparative example 5189.2Embodiment 12495.2Comparative example 5288.7Embodiment 12595.2Embodiment 12695.4Embodiment 12795.0Embodiment 12895.1Embodiment 12995.3Embodiment 13095.2


[0394] As is clear from Table 14, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0395] Embodiment 131


[0396] A photosensitive body was manufactured in the same manner as Embodiment 1, except that the μ oxo titanyl phthalocyanine dimer of Embodiment 1 was changed to a μ dysprosium phthalocyanine dimer synthesized according to a standard method.


[0397] Embodiment 132


[0398] A photosensitive body was manufactured in the same manner as Embodiment 131, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 131 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0399] Embodiment 133


[0400] A photosensitive body was manufactured in the same manner as Embodiment 131, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 131 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0401] Embodiment 134


[0402] A photosensitive body was manufactured in the same manner as Embodiment 131, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 131 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0403] Embodiment 135


[0404] A photosensitive body was manufactured in the same manner as Embodiment 131, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 131 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0405] Embodiment 136


[0406] A photosensitive body was manufactured in the same manner as Embodiment 131, except that after adding the μ dysprosium phthalocyanine dimer of Embodiment 131, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0407] Embodiment 137


[0408] A photosensitive body was manufactured in the same manner as Embodiment 136, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 136 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0409] Embodiment 138


[0410] A photosensitive body was manufactured in the same manner as Embodiment 136, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 136 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0411] Embodiment 139


[0412] A photosensitive body was manufactured in the same manner as Embodiment 136, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 136 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0413] Embodiment 140


[0414] A photosensitive body was manufactured in the same manner as Embodiment 136, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 136 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 53

[0415] A photosensitive body was manufactured in the same manner as Embodiment 131, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 131 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 54

[0416] A photosensitive body was manufactured in the same manner as Embodiment 131, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 131 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 55

[0417] A photosensitive body was manufactured in the same manner as Embodiment 136, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 136 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 56

[0418] A photosensitive body was manufactured in the same manner as Embodiment 136, except that the amount of μ dysprosium phthalocyanine dimer of Embodiment 136 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0419] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 15.
15TABLE 15RetentionRetentionrate (%)rate (%)Embodiment 13198.0Comparative example 5391.1Embodiment 13297.5Comparative example 5490.8Embodiment 13397.3Comparative example 5590.7Embodiment 13497.6Comparative example 5691.3Embodiment 13597.5Embodiment 13697.8Embodiment 13797.1Embodiment 13897.2Embodiment 13997.5Embodiment 14097.6


[0420] As is clear from Table 15, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0421] Embodiment 141


[0422] A photosensitive body was manufactured in the same manner as Embodiment 31, except that the iron phthalocyanine of Embodiment 31 was changed to a metal-free phthalocyanine synthesized according to a standard method.


[0423] Embodiment 142


[0424] A photosensitive body was manufactured in the same manner as Embodiment 141, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 141 was changed to 10 micromol for every 1 mol of metal-free phthalocyanine.


[0425] Embodiment 143


[0426] A photosensitive body was manufactured in the same manner as Embodiment 141, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 141 was changed to 1 mmol for every 1 mol of metal-free phthalocyanine.


[0427] Embodiment 144


[0428] A photosensitive body was manufactured in the same manner as Embodiment 141, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 141 was changed to 100 mmol for every 1 mol of metal-free phthalocyanine.


[0429] Embodiment 145


[0430] A photosensitive body was manufactured in the same manner as Embodiment 141, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 141 was changed to 300 mmol for every 1 mol of metal-free phthalocyanine.


[0431] Embodiment 146


[0432] A photosensitive body was manufactured in the same manner as Embodiment 141, except that after adding the μ oxo iron phthalocyanine dimer of Embodiment 141, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0433] Embodiment 147


[0434] A photosensitive body was manufactured in the same manner as Embodiment 146, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 146 was changed to 10 micromol for every 1 mol of metal-free phthalocyanine.


[0435] Embodiment 148


[0436] A photosensitive body was manufactured in the same manner as Embodiment 146, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 146 was changed to 1 mmol for every 1 mol of metal-free phthalocyanine.


[0437] Embodiment 149


[0438] A photosensitive body was manufactured in the same manner as Embodiment 146, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 146 was changed to 100 mmol for every 1 mol of metal-free phthalocyanine.


[0439] Embodiment 150


[0440] A photosensitive body was manufactured in the same manner as Embodiment 146, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 146 was changed to 300 mmol for every 1 mol of metal-free phthalocyanine.



COMPARATIVE EXAMPLE 57

[0441] A photosensitive body was manufactured in the same manner as Embodiment 141, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 141 was changed to 50 mmol for every 1 mol of metal-free phthalocyanine.



COMPARATIVE EXAMPLE 58

[0442] A photosensitive body was manufactured in the same manner as Embodiment 141, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 141 was changed to 400 mmol for every 1 mol of metal-free phthalocyanine.



COMPARATIVE EXAMPLE 59

[0443] A photosensitive body was manufactured in the same manner as Embodiment 146, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 146 was changed to 50 mmol for every 1 mol of metal-free phthalocyanine.



COMPARATIVE EXAMPLE 60

[0444] A photosensitive body was manufactured in the same manner as Embodiment 146, except that the amount of μ oxo iron phthalocyanine dimer of Embodiment 146 was changed to 400 mmol for every 1 mol of metal-free phthalocyanine.


[0445] The electrical properties of the photosensitive bodies obtained in this manner were measured in the same manner as described above, and the retention rates (%) were obtained. The obtained results are shown in the following Table 16.
16TABLE 16RetentionRetentionrate (%)rate (%)Embodiment 14196.4Comparative example 5791.0Embodiment 14296.6Comparative example 5889.4Embodiment 14396.3Comparative example 5990.7Embodiment 14496.7Comparative example 6089.7Embodiment 14596.1Embodiment 14696.5Embodiment 14796.9Embodiment 14896.6Embodiment 14996.4Embodiment 15096.2


[0446] As is clear from Table 16, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0447] Embodiment 151


[0448] A photosensitive body was manufactured in the same manner as Embodiment 1, except that, instead of the μ oxo titanyl phthalocyanine dimer, a 29H, 31H-phthalocyanine titanyl complex synthesized according to the previous reference, Sens. Actuators, B(1998), B48(1˜3),333˜338, was added to the titanyl oxo phthalocyanine which was obtained in step 5 of the formation of charge generating layer of Embodiment 1, and a charge generating layer was formed using the coating solution containing the generated titanyl oxo phthalocyanine that contains 29H, 31H-phthalocyanine titanyl complex.


[0449] Embodiment 152


[0450] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 151 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0451] Embodiment 153


[0452] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 151 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0453] Embodiment 154


[0454] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 151 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0455] Embodiment 155


[0456] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 151 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0457] Embodiment 156


[0458] A photosensitive body was manufactured in the same manner as Embodiment 151, except that after adding the 29H, 31 H-phthalocyanine titanyl complex of Embodiment 151 , this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0459] Embodiment 157


[0460] A photosensitive body was manufactured in the same manner as Embodiment 156, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 156 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0461] Embodiment 158


[0462] A photosensitive body was manufactured in the same manner as Embodiment 156, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 156 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0463] Embodiment 159


[0464] A photosensitive body was manufactured in the same manner as Embodiment 156, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 156 was changed to 1100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0465] Embodiment 160


[0466] A photosensitive body was manufactured in the same manner as Embodiment 156, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 156 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 61

[0467] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 151 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 62

[0468] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 151 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 63

[0469] A photosensitive body was manufactured in the same manner as Embodiment 156, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 156 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 64

[0470] A photosensitive body was manufactured in the same manner as Embodiment 156, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 156 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0471] The electrical properties of the photosensitive bodies obtained in this manner were measured using an electrostatic recording paper test device (EPA-8200 manufactured by Kawaguchi Denki Seisakujo). The photosensitive body was charged to a surface electric potential of −600V by a corotron in the dark. This was left in the dark for 5 seconds, and the retention rate (%) of electric potential during that time was measured. The obtained results are shown in Table 17 below.
17TABLE 17RetentionRetentionrate (%)rate (%)Embodiment 15198.1Comparative example 6191.7Embodiment 15297.7Comparative example 6290.2Embodiment 15397.6Comparative example 6391.1Embodiment 15497.8Comparative example 6490.6Embodiment 15597.3Embodiment 15697.8Embodiment 15798.0Embodiment 15897.4Embodiment 15997.2Embodiment 16097.5


[0472] As is clear from Table 17, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0473] Embodiment 161


[0474] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the titanyl oxo phthalocyanine of Embodiment 151 was changed to an indium phthalocyanine synthesized according to a standard method.


[0475] Embodiment 162


[0476] A photosensitive body was manufactured in the same manner as Embodiment 161, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 161 was changed to 10 micromol for every 1 mol of indium phthalocyanine.


[0477] Embodiment 163


[0478] A photosensitive body was manufactured in the same manner as Embodiment 161, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 161 was changed to 1 mmol for every 1 mol of indium phthalocyanine.


[0479] Embodiment 164


[0480] A photosensitive body was manufactured in the same manner as Embodiment 161, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 161 was changed to 100 mmol for every 1 mol of indium phthalocyanine.


[0481] Embodiment 165


[0482] A photosensitive body was manufactured in the same manner as Embodiment 161, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 161 was changed to 300 mmol for every 1 mol of indium phthalocyanine.


[0483] Embodiment 166


[0484] A photosensitive body was manufactured in the same manner as Embodiment 161, except that after adding the 29H, 31 H-phthalocyanine titanyl complex of Embodiment 161, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0485] Embodiment 167


[0486] A photosensitive body was manufactured in the same manner as Embodiment 166, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 166 was changed to 10 micromol for every 1 mol of indium phthalocyanine.


[0487] Embodiment 168


[0488] A photosensitive body was manufactured in the same manner as Embodiment 166, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 166 was changed to 1 mmol for every 1 mol of indium phthalocyanine.


[0489] Embodiment 169


[0490] A photosensitive body was manufactured in the same manner as Embodiment 166, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 166 was changed to 100 mmol for every 1 mol of indium phthalocyanine.


[0491] Embodiment 170


[0492] A photosensitive body was manufactured in the same manner as Embodiment 166, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 166 was changed to 300 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 65

[0493] A photosensitive body was manufactured in the same manner as Embodiment 161, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 161 was changed to 50 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 66

[0494] A photosensitive body was manufactured in the same manner as Embodiment 161, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 161 was changed to 400 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 67

[0495] A photosensitive body was manufactured in the same manner as Embodiment 166, except that the amount of 29H, 31 H-phthalocyanine titanyl complex of Embodiment 166 was changed to 50 mmol for every 1 mol of indium phthalocyanine.



COMPARATIVE EXAMPLE 68

[0496] A photosensitive body was manufactured in the same manner as Embodiment 166, except that the amount of 29H, 31H-phthalocyanine titanyl complex of Embodiment 166 was changed to 400 mmol for every 1 mol of indium phthalocyanine.


[0497] The electrical properties of the photosensitive bodies obtained in this manner were measured using an electrostatic recording paper test device (EPA-8200 manufactured by Kawaguchi Denki Seisakujo). The photosensitive body was charged to a surface electric potential of −600V by a corotron in the dark. This was left in the dark for 5 seconds, and the retention rate (%) of electric potential during that time was measured. The obtained results are shown in Table 18 below.
18TABLE 18RetentionRetentionrate (%)rate (%)Embodiment 16196.1Comparative example 6590.3Embodiment 16295.4Comparative example 6689.2Embodiment 16394.9Comparative example 6790.0Embodiment 16495.3Comparative example 6889.4Embodiment 16595.4Embodiment 16695.5Embodiment 16795.1Embodiment 16895.0Embodiment 16994.8Embodiment 17095.2


[0498] As is clear from Table 18, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0499] Embodiment 171


[0500] A photosensitive body was manufactured in the same manner as Embodiment 151, except that the 29H, 31H-phthalocyanine titanyl complex of Embodiment 151 was changed to a tetraazacyclodocosyne complex synthesized according to the aforementioned reference (Capobianchi, A. et al, Inorg. Chem. (1993), 32(21), 4605-11).


[0501] Embodiment 172


[0502] A photosensitive body was manufactured in the same manner as Embodiment 171, except that the amount of tetraazacyclodocosyne complex of Embodiment 171 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0503] Embodiment 173


[0504] A photosensitive body was manufactured in the same manner as Embodiment 171, except that the amount of tetraazacyclodocosyne complex of Embodiment 171 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0505] Embodiment 174


[0506] A photosensitive body was manufactured in the same manner as Embodiment 171, except that the amount of tetraazacyclodocosyne complex of Embodiment 171 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0507] Embodiment 175


[0508] A photosensitive body was manufactured in the same manner as Embodiment 171, except that the amount of tetraazacyclodocosyne complex of Embodiment 171 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0509] Embodiment 176


[0510] A photosensitive body was manufactured in the same manner as Embodiment 171, except that after adding the tetraazacyclodocosyne complex of Embodiment 171, this was treated by acid pasting with 96% sulfuric acid, and after rinsing with water, this was dried.


[0511] Embodiment 177


[0512] A photosensitive body was manufactured in the same manner as Embodiment 176, except that the amount of tetraazacyclodocosyne complex of Embodiment 176 was changed to 10 micromol for every 1 mol of titanyl oxo phthalocyanine.


[0513] Embodiment 178


[0514] A photosensitive body was manufactured in the same manner as Embodiment 176, except that the amount of tetraazacyclodocosyne complex of Embodiment 176 was changed to 1 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0515] Embodiment 179


[0516] A photosensitive body was manufactured in the same manner as Embodiment 176, except that the amount of tetraazacyclodocosyne complex of Embodiment 176 was changed to 100 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0517] Embodiment 180


[0518] A photosensitive body was manufactured in the same manner as Embodiment 176, except that the amount of tetraazacyclodocosyne complex of Embodiment 176 was changed to 300 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 69

[0519] A photosensitive body was manufactured in the same manner as Embodiment 171, except that the amount of tetraazacyclodocosyne complex of Embodiment 171 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 70

[0520] A photosensitive body was manufactured in the same manner as Embodiment 171, except that the amount of tetraazacyclodocosyne complex of Embodiment 171 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 71

[0521] A photosensitive body was manufactured in the same manner as Embodiment 176, except that the amount of tetraazacyclodocosyne complex of Embodiment 176 was changed to 50 mmol for every 1 mol of titanyl oxo phthalocyanine.



COMPARATIVE EXAMPLE 72

[0522] A photosensitive body was manufactured in the same manner as Embodiment 176, except that the amount of tetraazacyclodocosyne complex of Embodiment 176 was changed to 400 mmol for every 1 mol of titanyl oxo phthalocyanine.


[0523] The electrical properties of the photosensitive bodies obtained in this manner were measured using an electrostatic recording paper test device (EPA-8200 manufactured by Kawaguchi Denki Seisakujo). The photosensitive body was charged to a surface electric potential of −600V by a corotron in the dark. This was left in the dark for 5 seconds, and the retention rate (%) of electric potential during that time was measured. The obtained results are shown in Table 19 below.
19TABLE 19RetentionRetentionrate (%)rate (%)Embodiment 17198.3Comparative example 6990.8Embodiment 17298.1Comparative example 7089.7Embodiment 17397.9Comparative example 7191.0Embodiment 17498.0Comparative example 7289.4Embodiment 17597.8Embodiment 17698.0Embodiment 17797.6Embodiment 17898.2Embodiment 17997.6Embodiment 18097.7


[0524] As is clear from Table 19, all of the embodiments were good with high retention rates, but all of the comparative examples had lower retention rates compared to the embodiments.


[0525] According to the present invention, a photosensitive layer of a conductive substrate contains at least a phthalocyanine compound as a photoconductive material, and in addition, contains a phthalocyanine dimer compound at 100 nmol or greater and 300 mmol or less for every 1 mol of the phthalocyanine compound. As a result, an electrophotography photosensitive body with excellent electric potential retention can be achieved.


[0526] In addition, according to the present invention, a coating solution for forming a photosensitive layer on top of a conductive substrate contains a phthalocyanine compound and a phthalocyanine dimer compound, and the content of the phthalocyanine dimer compound is 100 mmol or greater and 300 mmol or less for every 1 mol of the phthalocyanine. As a result, a manufacturing method for an electrophotography photosensitive body with excellent electric potential retention can be provided.


[0527] Having described preferred embodiments of the invention with reference to the accompanying drawings, it is to be understood that the invention is not limited to those precise embodiments, and that various changes and modifications may be effected therein by one skilled in the art without departing from the scope or spirit of the invention as defined in the appended claims.


Claims
  • 1. An electrophotographic photosensitive body comprising: a conductive substrate; a photosensitive layer on said conductive substrate; said photosensitive layer including a phthalocyanine compound and a phthalocyanine dimer; and said phthalocyanine dimer being present in from about 100 mmol to about 300 mmol per 1 mol of said phthalocyanine compound.
  • 2. The electrophotography photosensitive body according to claim 1, wherein: a phthalocyanine compound that forms said phthalocyanine dimer compound is a titanyl oxo phthalocyanine.
  • 3. The electrophotography photosensitive body according to claim 1, wherein: said phthalocyanine compound is a metal-free phthalocyanine.
  • 4. The electrophotography photosensitive body according to claim 2, wherein: matrix assisted laser desorption ionization time of flight mass spectrometry method gives at least a first peak having a mass number of 576 and a second peak having a mass number of 1136; and a peak integrated intensity for mass number 1136 is from about 10−5% to about 30% of a peak integrated intensity for mass number 576.
  • 5. The electrophotography photosensitive body according to claim 1, wherein: a central element of a phthalocyanine compound that forms said phthalocyanine dimer compound is a transition metal.
  • 6. The electrophotography photosensitive body according to claim 5, wherein: said transition metal is selected from a group consisting of titanium, vanadium, chromium, manganese, iron, cobalt, nickel, zirconium, niobium, molybdenum, rhodium, cerium, neodymium, samarium, europium, and tungsten.
  • 7. The electrophotography photosensitive body according to claim 1, wherein: a central element of a phthalocyanine compound that forms said phthalocyanine dimer compound is selected from a group consisting of indium, gallium, aluminum, germanium, tin, antimony, lead, bismuth, silicon, and phosphorus.
  • 8. The electrophotography photosensitive body according to claim 1, wherein: said phthalocyanine compound and a phthalocyanine compound that forms said phthalocyanine dimer compound is a phthalocyanine compound represented by the following formula (1) 2wherein M is selected from the group consisting of a substituted or unsubstituted element from group Ia, a substituted or unsubstituted group Ia diatomic molecule, and a substituted or unsubstituted element having an oxidation state of +2 or greater, wherein the substitution is one of an oxide, a hydroxide, a halide, and an alcohol salt; R1˜R16 are independently selected from the group consisting of a hydrogen atom, halogen atom, hydroxyl group, nitro group, cyano group, ester group, alkyl group, alkenyl group, alkoxyl group, aryl group, and aryloxyl group.
  • 9. The electrophotography photosensitive body according to claim 1, wherein: said phthalocyanine dimer compound has a construction of a μ oxo dimer compound.
  • 10. The electrophotography photosensitive body according to claim 9, wherein: said phthalocyanine dimer compound has a Pc—M—O—M—Pc construction, wherein Pc represents a phthalocyanine compound, M represents an element with an oxidation number of +3 or greater, and O represents an oxygen atom.
  • 11. The electrophotography photosensitive body according to claim 1, wherein: said phthalocyanine dimer compound has a construction of a μ-dimer compound.
  • 12. The electrophotography photosensitive body according to claim 11, wherein: said phthalocyanine dimer compound has a Pc—M—Pc construction, wherein Pc represents a phthalocyanine compound and M represents an element with an oxidation number of +3 or greater.
  • 13. The electrophotography photosensitive body according to claim 12, wherein: said phthalocyanine dimer compound is a 29H, 31 H-phthalocyanine titanyl complex compound.
  • 14. The electrophotography photosensitive body according to claim 1, wherein: said phthalocyanine dimer compound has a construction comprising a titanium atom and two phthalocyanine rings joined via at least one carbon atom, nitrogen atom, and oxygen atom.
  • 15. A method for manufacturing an electrophotographic photosensitive body, comprising: coating a coating liquid onto a conductive substrate to form a photosensitive layer; said coating liquid containing a charge generation material; said coating liquid further containing a phthalocyanine compound and a phthalocyanine dimer; said phthalocyanine dimer being present in an amount of from about 100 nmol to about 300 mmol per 1 mol of said phthalocyanine compound.
Priority Claims (2)
Number Date Country Kind
11-022497 Jan 1999 JP
2000-018589 Jan 2000 JP
Parent Case Info

[0001] The present application is a continuation-in-part of U.S. patent application Ser. No. 09/490,969, the contents of which are herein incorporated by reference.

Continuation in Parts (1)
Number Date Country
Parent 09490696 Jan 2000 US
Child 09769020 Jan 2001 US