Polyether amine modification of polypropylene

Abstract
A compound comprising a blend of polypropylene with the reaction of a functionalized polypropylene and polyether amine in which the polyether amine is grafted into the functionalized polypropylene in a customary mixing apparatus is disclosed. The blend may include an elastomer such as EP rubber and/or a filler such as glass. A process for producing the reaction product of the functonalized polypropylene and the polyether amine by melting with polypropylene in a customary mixing apparatus is also disclosed. Blends of the present invention are advantageously useful to prepare paintable automotive body parts. A polyether monoamine that contains from about 36 to about 44 ethylene units and from about 1 to about 6 propylene units, and processes and blends using same.
Description


BACKGROUND OF THE INVENTION

[0002] 1. Field of the Invention


[0003] This invention relates to a novel olefin polymer composed of the reaction of a functionalized polypropylene and a polyether amine. This invention also relates to thermoplastic resin blends containing the novel olefin polymer and polypropylene. This invention also relates to polyetheramines.


[0004] 2. Related Art


[0005] The in situ formation of compatibilizers for polyblends is rapidly gaining popularity. In the last few years, more and more cases have been reported where advantage is taken of the presence of reactive groups to form a graft or a block or a random copolymer, which could act as a compatibilizer for a mixture of two or more polymers. The prior art, Process Requirements of the Reactive Compatibilization of Nylon 6/Polypropylene Blends by S. S. Dagli, M. Xanthos and J. A. Biensenberger: Polymer Processing Institute at Stevens Institute of Technology, Hoboken, N.J. 07030 reveals an acrylic acid grafted modified polypropylene used with a blend of nylon-6 and polypropylene.


[0006] Thermoplastic resin compositions containing polypropylene are well known in the art (e.g. U.S. Pat. No. 5,208,081). U.S. Pat. No. 5,179,164 describes a polypropylene/polyamide composition suitable for producing moldings. The patent describes an ethylene copolymer useful as an adhesion promoter. Moreover, the patent indicates that maleic acid is a suitable monomer for preparing the ethylene copolymer.


[0007] In addition, maleated polypropylene is commercially available.


[0008] European patent application 0 367 832 discloses a resin composition containing an olefinic polymer having acid anhydride groups. As in U.S. Pat. No. 5,179,164, the novel compound is blended with a polyamide.


[0009] Japanese patent 46003838 reveals a maleic anhydride modified polypropylene composition containing trimethylamine and polyethylene glycol nonylphenyl ether. Japanese patent 60195120 reveals a molding containing polyethylene, maleic anhydride-grafted polyethylene, and diethylenetriamine.


[0010] However, the instant invention uses the maleic anhydride in conjunction with polyetheramines which produce unexpected improvements in resin properties.



SUMMARY OF THE INVENTION

[0011] This invention is a compound comprising a blend of polypropylene (“PP”) with the reaction product of a functionalized polypropylene and polyetheramine in which the polyether amine is grafted onto the functionalized polypropylene in a customary mixing apparatus. By grafted it is meant that the amine functionality of the polyetheramine reacts with the anhydride component of the functionalized polypropylene to form a reaction product, for instance, a primary amine will react with a maleic anhydride to form an imide. This invention is also a process for producing the reaction product of the functionalized polypropylene and the polyether amine by melting with polypropylene in a customary mixing apparatus. In this regard, the compound blend of this invention may be prepared by reactive extrusion by feeding a polyetheramine, a functionalized polypropylene and polypropylene into an extruder at temperatures such that the polyetheramine reacts with the functionalized polypropylene to form a reaction product containing, for example, an imide group.


[0012] This invention is also a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about I to about 6 propylene oxide units. By ethylene oxide unit and propylene oxide unit it is meant the residue of ethylene oxide and propylene oxide which has been incorporated into the polyether monoamine, i.e., units corresponding to —CH2CH2O— and —CH2CHCH3O—, respectively. This invention further relates to a process for making a blend containing polypropylene and the reaction product of a functionalized polypropylene and a polyether monoamine by melting polypropylene polyether monoamine and functionalized polypropylene to form the blend. This invention is yet further directed to a blend containing polypropylene and the reaction product of polyether monoamine and functionalized polypropylene.


[0013] The compositions of the present invention are useful for preparing molded automotive body parts, including directly paintable thermoplastic polyolefins (“TPO”) based automotive body parts.


[0014] It is also contemplated that the compositions are useful for making molded parts that contain filler such as glass. It is yet further contemplated that the compositions of the present invention may be useful in the preparation of films, including printable films; fibers including dyable and non-woven PP fibers; and in packaging materials for electronics components such as semiconductor chips, wherein the packaging materials may provide electrostatic dissipation which would thereby protect the chips from damage. It is yet further contemplated that the composition of the present invention may be useful to improve the barrier properties for polyethylene and to modify polyethylene as a tie layer in multilayer films. It is further contemplated that the composition of the present invention may be useful as an additive as polypropylene based reinforcement fibers for concrete.



DESCRIPTION OF THE PREFERRED EMBODIMENT

[0015] The blend of polypropylene with the reaction product of maleated polypropylene and polyether amine shows improved paintability, improved impact resistance, and excellent mold flowability over blends of polypropylene and maleated polypropylene.


[0016] Plastics are increasingly being employed in the production of motor vehicles. Impact-modified PP has proved to be particularly suitable for applications such as bumpers, spoilers, fenders, side bump strips and the like. Therefore, a thermoplastic resin blend having the improved properties of the instant invention has significant potential commercial usefulness.


[0017] These resin compositions, according to the present invention, are useful as engineering plastics which are materials for structural members in the fields of transport machines (automobiles, ships and the like), apparatus, tools, electronic appliances, electric appliances, sporting goods, leisure goods and the like; and for connectors, tubes and the like.


[0018] Suitable polypropylenes are known from polymer chemistry, are described for example in Kunststoff-Handbuch, volume IV, Polyolefins, edited by R. Vieweg, A. Schley and A. Schwarz. Carol Hanser Verlag, Munich, 1969, and are commercially available, so that no details need be given.


[0019] Functionalized PP is PP onto which a monomer has been grafted. The usual method of such grafting is by free radical reaction. In the practice of this invention, the maleated polypropylene is not a copolymer of maleic anhydride or equivalent thereof, and propylene, such that the maleic anhydride moiety is predominantly in the backbone of the copolymer. Suitable monomers for preparing functionalized polypropylene are, for example, olefinically unsaturated monocarboxylic acids of less than 12 carbon atoms, e.g., acrylic acid or methacrylic acid, and the corresponding tert-butyl esters, e.g., tert-butyl (meth)acrylate, olefinically unsaturated dicarboxylic acids of less than 12 carbon atoms, e.g., fumaric acid, maleic acid, and itaconic acid and the corresponding mono-and/or di-tert-butyl esters, e.g., mono or di-tert-butyl fumarate and mono or di-tert-butyl maleate, olefinically unsaturated dicarboxylic anhydrides of less than 12 carbon atoms, e.g., maleic anhydride, sulfo- or sulfonyl-containing olefinically unsaturated monomers of less than 12 carbon atoms, e.g., p-styrenesulfonic acid, 2-(meth)acrylamide-2-methylpropenesulfonic acid or 2-sulfonyl(meth)acrylate, oxazolinyl-containing olefinically unsaturated monomers of less than 12 carbon atoms, e.g., vinyloxazolines and vinyloxazoline derivatives, and epoxy-containing olefinically unsaturated monomers of less than 12 carbon atoms, e.g., glycidyl (meth)acrylate or allyl glycidyl ether. The most preferred monomer for preparing functionalized polypropylene is maleic anhydride.


[0020] The functionalized polypropylene used in the practice of this invention may have a wide variety of number average molecular weights. When the functionalized polypropylene is used to make paintable articles, such as automotive body parts, the functionalized polypropylene preferably has a number average molecular weight greater than about 3,000 and preferably less than about 20,000, more preferably less than about 10,000. A representative example of a maleated polypropylene that is currently commercially available is under the name EPOLENE E-43, available from Eastman Chemical. Such relatively low molecular weight functionalized polypropylenes, when reacted with polyetheramines in accordance with the practice of this invention, appears to render the resulting extruded compositions more readily paintable. In other applications wherein the functionalized polypropylene is employed, such as when a glass filler is added to increase stiffness and strength, a higher average number molecular weight greater than about 40,000 and less than about 60,000 may be employed. Generally, glass filler and polypropylene are not miscible, and their combination commonly leads to voids in the resulting compositions. The relatively higher molecular weight materials “wet” the glass to make the glass filler particles and polypropylene more combinable to thereby decrease the amount of voids in the resulting compositions.


[0021] Suitable anhydride functionalized polypropylene include the following structures:
1


[0022] wherein PP is polypropylene. In these structures, it should be appreciated that the polypropylene can be bonded to one or two monomers when the polypropylene is linear, while more than two monomers might be included when the propylene is branched. Typically, one or two monomers are present.


[0023] Suitable polyetheramines include monamines, diamines and triamines, having a molecular weight of from about 150 to about 12,000. Preferred polyetheramines have a molecular weight of from about 1,000 to about 3,000. Suitable monamines, shown in the Glossary, include JEFFAMINE M-1000, JEFFAMINE M-2070, and JEFFAMINE M-2005. Suitable diamines include JEFFAMINE ED-6000, JEFFAMINE ED-4000, JEFFAMINE ED-2001, JEFFAMINE D-2000, JEFFAMINE D-4000, JEFFAMINE ED-900, JEFFAMINE ED-600, and JEFFAMINE D-400. Suitable triamines include JEFFAMINE ET-3000, JEFFAMINE T-3000 and JEFFAMINE T-5000. Preferred polyetheramines include JEFFAMINE M-2070 and JEFFAMINE ED-2001. More preferred polyetheramines of the present invention have a molecular weight in the range from about 1500 to about 2000. In the practice of this invention, monoamines and diamines are preferred. Suitable polyether blocks for the polyetheramine include polyethylene glycol, polypropylene glycol, copolymers of polyethylene glycol and polypropylene glycol, poly(1,2-butylene glycol), and poly(tetramethylene glycol). The glycols can be aminated using well known methods to produce the polyetheramines. Generally, the glycols are prepared from ethylene oxide, propylene oxide or combination thereof using well known methods such as by a methoxy or hydroxy initiated reaction. When both ethylene oxide and propylene oxide are used, the oxides can be reacted simultaneously when a random polyether is desired, or reacted sequentially when a block polyether is desired.


[0024] An especially preferred polyetheramine is a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units. In one embodiment, such polyether monoamines have a molecular weight of about 2000 to about 2200. In another embodiment, the polyether monoamine contains about 40 to about 43 ethylene oxide units and from about 2.4 to about 3 propylene oxide units. Certain polyether monoamines are of formula:
2


[0025] wherein m is about 36 to about 44 and wherein n is about 1 to about 6, including polyether monoamines wherein m is about 40 to about 43 and n is about 2.4 to about 3, as well as compounds of the formula having a molecular weight of about 2000 to about 2200.


[0026] In one embodiment of the present invention, the polyetheramines are prepared from ethylene oxide, propylene oxide or combinations thereof. Generally, when the polyetheramine is prepared from ethylene oxide, propylene oxide or combinations thereof, the amount of ethylene oxide on a molar basis is greater than about 50 percent of the polyetheramine, preferably greater than about 75 percent and more preferably greater than about 90 percent. In one embodiment of this invention, polyols and amines including polyalkylene polyamines and alkanol amines or any amine that is not a polyetheramine as disclosed herein may be absent from the composition. Similarly, functional groups other than ether linkages and amine groups may be absent from the polyetheramine. The polyether amines used in the practice of this invention can be prepared using well known amination techniques such as described in U.S. Pat. Nos. 3,654,370; 4,152,353; 4,618,717; 4,766,245; 4,960,942; 4,973,761; 5,003,107; 5,352,835; 5,422,042; and 5,457,147. Generally, the polyether amines are made by aminating a polyol, such as a polyether polyol with ammonia in the presence of a catalyst such as a nickel containing catalyst such as a Ni/Cu/Cr catalyst.


[0027] The mixing of the functionalized PP and polyetheramine and optionally also PP may be carried out in a customary mixing apparatus including batch mixers, continuous mixers, kneaders, and extruders. For most applications, the preferred mixing apparatus is an extruder.


[0028] Besides the PP/functionalized-PP/polyetheramine structural components according to the invention, the resin composition may, to improve the impact strength, contain impact modifiers, advantageously impact-modifying elastomers. Impact-modifying elastomers for the instant invention are known to a skilled worker. Examples are rubbers based on ethylene, propylene, butadiene, and acrylates, e.g. methacrylates, or mixtures thereof. Other examples include EP and EPDM rubbers, with EP rubber (ethylene propylene rubber) being preferred in applications where automotive body parts are being prepared. A representative example of a currently commercially available EP rubber is sold under the name VISTALON 878 by Exxon Chemical.


[0029] Suitable impact-modifying elastomers are described for example in Methoden der organischen Chemie (Houben-Weyl), volume XIV/1, Makromolekulare Chemie (Georg-Thieme-Verlag, Stuttgart, 1961), pages 390 to 406, and in the monograph by C. B. Bucknal, Toughened Plastics (Applied Publishers, London, 1977).


[0030] A composition containing polypropylene and elastomers, such as EP rubber, is commonly referred to as a “TPO,” which stands for thermoplastic polyolefin. TPO's are commonly used in the manufacture of molded automotive body parts, such as bumper fascias. Such molded parts may also contain other components such as fillers, as described hereinbelow. TPO-based compositions can be prepared in the same manner as for non-elastomer-containing compositions. TPO's are commonly sold in compounded or reactor grades. Representative examples of TPO which are currently available commercially are described below in the paragraphs preceding Examples 18-29.


[0031] It is contemplated that the polyetheramine and functionalized polypropylene, and optionally a small amount of PP or TPO, can be reacted to form a reaction product concentrate and, later, the reaction product concentrate can be blended with polypropylene or TPO. In this aspect of the invention, the polyetheramine comprises from about 10 to about 50 weight percent of the concentrate. When the reaction product of polyether amine and maleated PP is prepared neat, the reaction product can be blended or compounded with polypropylene or TPO and any other components of the desired composition to the desired levels using a mixing apparatus such as an extruder. It should be understood that PP may be commonly used to dilute the reaction. Depending on the type of mixer, the reaction product, polypropylene and any other components can be thoroughly mixed as solids prior to introducing the admixture in the mixing apparatus. Alternatively, mixers are available which will mix the components during operation. In either case, during operation of the mixer, the components are heated to melt the solids, with the melted components being thereafter mixed to form the final composition.


[0032] In addition to the structural components of PP, functionalized-PP, and polyetheramine and any impact modifier contained in a resin composition according to the instant invention, the resin may also contain reinforcing agents and/or additives. The reinforcing agents used may be reinforcing fillers, for example, carbon or carbon fibers; clay, chalk, talc, and mica to control shrinkage and control coefficient of thermal expansion; glass (beads or fibers) to increase stiffness. Further, the fillers may be finished with adhesion promoters and/or sizing agents. In addition, phosphite or hindered phenol or both can be added as a stabilizer (as a free radical scavenger).


[0033] When compositions include a glass filler, the composition can contain up to about 40% glass filler if highly stiff compositions are desired. More typically, from about 2% to about 10% glass filler in the composition is employed. Advantageously, the compositions of the present invention that contain glass filler generally are substantially free of voids that typically develop in compositions containing polypropylene and glass. While not wishing to be bound by theory, it is believed that the reaction product of polyether amine and maleated polypropylene serves to “wet” the glass to thereby make the glass and polypropylene more combinable (more miscible). In this aspect of the invention, it is preferred to employ maleated polypropylene having an average molecular weight of about 40,000 to about 60,000, as is described hereinabove.


[0034] The preferred functionalized polypropylene is a maleated polypropylene having the following structure:
3


[0035] wherein PP is polypropylene.


[0036] The preferred polyetheramines are monoamines and diamines. The preferred monoamines as well as the preferred triamines have a molecular weight of from about 200 to about 4000. The preferred diamines have a molecular weight of from about 148 to about 6000. More preferred monoamines and diamines have a molecular weight of from about 1,000 to about 3,000.


[0037] The preferred reaction product between the preferred functionalized polypropylene, maleated polypropylene, and the preferred polyetheramine has the following formula:
4


[0038] wherein a is from about 5 to 50,000, for b:c from about 0:100 to 100:0, x is from about 1 to 3, and R is hydrogen or an alkyl radical having a functionality of x (i.e., if x is 2, R is a divalent), the alkyl radical having 1 to 10 carbon atoms.


[0039] Suitable thermoplastic resin compositions may contain from about 66 to about 80 wt % PP, from about 20 to about 30 wt % maleated PP and from about 2 to about 10 wt % polyetheramine. When the compositions include elastomers, such as in TPO-based compositions used to make automotive body parts, the compositions generally comprise from about 5 to about 40 wt a maleated PP, from about 2 to about 10 wt % polyetheramine and from about 50 to about 93 wt % PP, such percentages based on the weights of these components of the composition. Preferred compositions that include elastomers comprise about 15 to about 30 wt % maleated PP, from about 2 to about 8 wt % polyetheramine and from about 62 to about 83 wt % PP.


[0040] The preferred customary mixing apparatus is an extruder in which the polyetheramine is grafted onto the maleated polypropylene at from about 175 to 300° C. in the course of a residence time of from about 25 to 300 seconds. For typical compositions of this invention, degradation begins to occur above this temperature range and below this range the compositions generally do not melt. Polypropylene is a nonreactive component of the mixing blend. The preferred temperature range is from about 190 to 260° C.


[0041] Molded articles prepared from compositions according to the present invention are generally directly paintable. Representative examples of paints commonly employed for this purpose include urethane-based and melamine-based paints. Such paints may be applied using conventional techniques. Advantageously, compositions of the present invention may be painted directly without chlorine pretreatment and optionally without primer, though a primer may be used.


[0042] In the examples, continuous compounding was carried out in a Werner & Pfleiderer 30 mm twin screw extruder (ZSK30), having a nine barrel configuration, three kneading zones and one vent section, in which the feed sequence was a combined feed in which all the components fed at the same location (hopper of the extruder).


[0043] The following examples which illustrate the nature of the instant invention are not intended to be limitative. In the examples, a stoichiometric excess of maleic functionality on the maleated polypropylene is used relative to the amount of amine functionality on the polyetheramine.







EXAMPLES 1-6

[0044] Blends of PP, maleated PP (MAL-PP), and JEFFAMINE M-2070 produced in an extruder exhibit characteristics in percent compositions as shown in Table 1 in which the remaining percent is PP:
1TABLE 1Example123456% MAL-PP2030% M2070024024FM, psi284K255K226K289K256K201KStY, psi866079807030875078306170TE, %816104135TSt, psi499047704280500046303720NI, ft lb/in0.1610.2200.3860.1230.1390.220UnI, ft lb/in12141010145where: FM — flexural modulus StY — stress at yield TE — Tensile elongation TSt — tensile strength NI — notched izod impact UnI — unnotched izod impact



EXAMPLES 7-10

[0045] Table 2 reveals the effects of JEFFAMINE M-2070 (M) as compared to JEFFAMINE ED-2001 (ED) in which either is blended with from about 76 to 78 wt % of PP, and from about 20 wt % of MAL-PP in an extruder.
2TABLE 2Example78910J. TypeMEDMED% JEFF.24FM, psi255K246K226K230KStY, psi7980773070307140TE, %16101016TSt, psi4770456042804420NI, ft lb/in14151018UnI, ft lb/in14151018where: FM — flexural modulus StY — stress at yield TE — Tensile elongation TSt — tensile strength NI — notched izod impact UnI — unnotched izod impact.


[0046] where:


[0047] FM—flexural modulus


[0048] StY—stress at yield


[0049] TE—Tensile elongation


[0050] TSt—tensile strength


[0051] NI—notched izod impact


[0052] UnI—unnotched izod impact.



EXAMPLES 11-17

[0053] Table 3 reveals the percent paint adhesion of various compositions of PP, maleated PP, and the JEFFAMINES indicated relative to a control sample wherein the blends were produced in an extruder.
3TABLE 3Exam-MAL-PaintCon-plePPPP% J. TypeAdhesiontrol1176%20%4% JEFFAMINE M100062% 2%1276%20%4% JEFFAMINE ED-600028% 4%1374%20%6% JEFFAMINE ED-600046% 4%1474%20%6% JEFFAMINE ED-400040% 4%1574%20%6% JEFFAMINE M-207077%21%1672%20%8% JEFFAMINE M-207040%21%1772%20%8% JEFFAMINE M-200168%21%


[0054] In the following Examples 18-29, there are shown modified TPO-based (thermoplastic olefin-based) compositions including polyether amines of the present invention (in Tables 18A, 19A, 20A, 21A, 22A, 23A, 24A, 25A, 26A, and 27A), the physical properties of the compositions (in Tables 18B, 19B, 20B, 21B, 22B, 23B, 24B, 25B, 26B, and 27B) and the paint adhesion of the compositions (in Tables 18C, 19C, 20C, 21C, 22C, 23C, 24C, 25C, 26C, and 27C). In the Tables shown in Examples 18-29, the following phrases have the indicated meanings:


[0055] “HIMONT CA53A” is a reactor grade TPO containing polypropylene (“PP”) and ethylene propylene rubber (“EP rubber”) obtained from Himont, which may be described as having medium melt flow.


[0056] “Phenol” is ETHANOX 330 which is a hindered phenol stabilizer obtained from Albemarle.


[0057] “EPOLENE E-43” is a maleated PP obtained from Eastman Chemical, having about 4 wt % maleation as determined from proton nmr.


[0058] “HIMONT LB150161 ” is a reactor grade TPO having a high melt flow.


[0059] “AMOCO 1016” is a PP having a melt flow rate at 230° C. of about 5 g/min. as indicated by the supplier, Amoco Chemical.


[0060] “DEXFLEX D-161” is a compounded TPO of PP and EP rubber which is described as having medium melt flow by the supplier, D&S Plastics International.


[0061] “NICHIBAN” refers to the tradename of a tape obtained from a Japanese company.


[0062] “STAMYLAN P” is an impact EP copolymer containing 5-10% ethylene in the backbone obtained from DSM having a melt flow at 230° C./2.16 Kg using an 150 R1133 procedure of 4.7 dg/min. as reported by the supplier, Dutch State Mines (“DSM”).


[0063] “KELTAN TP-0552-2” is a TPO having a melt flow at 230° C./2.16 Kg using an ISO R1133 procedure of 6.5 dg/min. as reported by the supplier, DSM.


[0064] “VISTALON 878” is an EP rubber available from Exxon Chemical.


[0065] “W/IPA” means with isopropanol wipe prior to painting and “W/O IPA” means without isopropanol wipe painting.


[0066] In Examples 18-29, the sample compositions were injection molded to prepare type I tensile bars, which were used in the adhesion tests. The following procedures were used in these examples.


[0067] A hand mixed blend of polypropylene, maleated polypropylene, polyether amine and an antioxidant is produced and added to the feed hopper. The extruder heater bands are set to the following profile: feed throat 200° C., 220° C., 220° C., 220° C., 220° C., 220° C. die face.


[0068] The blend is fed into the feed throat of a Werner Pfleiderer ZSK30 twin screw extruder. The compounded product is cooled in a water bath and pelletized.


[0069] Test specimens were injection molded using an ENGEL 55 ton injection molding machine using the following conditions:


[0070] Heating Zones:
4Next toNozzleNozzleFeed ZoneFeed Zone199° C.196° C.196° C.196° C.


[0071] Mold Temperature 27° C.


[0072] Physical test specimens were allowed to equilibrate at 24° C. and at 50% relative humidity for 48 hours. Tensile measurements were made according to ASTM D638 on an INSTRON frame using a crosshead speed of 10 cm/min. Flexural properties were measured according to ASTM D790 using a crosshead speed of 1.25 cm/min. Izod impact properties were measured according to ASTM D256.


[0073] Dynamical mechanical spectrometry (DMS) was performed using a RHEOMETRICS RDS-II. Injection molded bars measuring 12 mm×50mm×3 mm were tested in rectangular torsion mode at 1 Hz. Strains imposed upon the samples were typically between 0.05% and 0.2%. Measurements were shown to be strain insensitive over the region investigated. The storage and the loss moduli as well as tan delta were measuring from 120° C. up through the melting of the samples, using a heating rate of 2° C./min. in a nitrogen atmosphere. Samples were tested after conditioning at 24° C. and 50% relative humidity for 24 hours.


[0074] Paint adhesion testing involved painting four inch injection molded discs with a white, two component urethane automotive paint supplied by RED SPOT PAINTS. The paint is applied with a high volume, low pressure BINKS spray gun. The painted disks are based for 30 minutes at 80° C. The specimens are conditioned 24 hours and then tested using a crosshatch/tape adhesion test where a multibladed scribe is used to generate 100 squares (approximately 2 mm×2 mm per square) on the disks. A piece of tape (Scotch Brand 2040, 3M) is then applied over the squares and then the tape is pulled from the disk. The percentages denoted in the tables reflect the number of painted squares remaining after pulling the tape from the disk.



EXAMPLE 18

[0075]

5










TABLE 18A











JEFFAMINE ®




Sample
TPO1
MAL-PP2
M-2070
Phenol
PP







1
99.7%


0.3%



2
84.7%


0.3%
15%


3
79.7%


0.3%
20%


4
84.7%
15%

0.3%


5
79.7%
20%

0.3%


6
80.7%
15%
4%
0.3%


7
78.7%
15%
6%
0.3%


8
75.7%
20%
4%
0.3%


9
73.7%
20%
6%
0.3%


10 
71.7%
20%
8%
0.3%


11 
80.7%
15%
4%
0.3%


12 
78.7%
15%
6%
0.3%


13 
75.7%
20%
4%
0.3%


14 
73.7%
20%
6%
0.3%


15 
71.7%
20%
8%
0.3%








1
HIMONT CA53A







2
EPOLENE E-43









[0076]

6










TABLE 18B











1
2
3
4
5





Flexural Modulus, MPa
578
725
736
686
741


Stress at Yield, MPa
19.1
23.3
24.1
22.6
24.4


Tensile Elongation, %
667
666
622
559
417


Tensile Strength, MPa
16.2
18.9
18.8
16.1
16.7


Young's Modulus, MPa
338
432
453
423
452


Notched Izod Impact, J/m
554
493
382
100
72.9


−30° C., J/m
55.0
49.4
43.3
44.3
34.0


Unnotched Izod Impact, J/m
839
1025
931
924
997


Falling Dart Impact


Max Load, J/m
1430
1624
1652
1556
1485


Total E, J
21.6
23.7
25.6
23.1
16.0


DSC


Tm, ° C.
156
156
158
153
164


Delta H, J/g
61.8
63.5
72.0
9.7
78.2


Tc, ° C.
98.9
103
104
102
109


Delta H, J/g
69.5
79.1
80.8
74.8
81.6






6
7
8
9
10





Flexural Modulus, MPa
643
560


Stress at Yield, MPa
21.1
17.3


Tensile Elongation, %
296
53


Tensile Strength, MPa
15.3
13.2


Young's Modulus, MPa
390
364


Notched Izod Impact, J/m
154
363


−30° C., J/m
33.2
33.7


Unnotched Izod Impact, J/m
828
651


Falling Dart Impact


Max Load, J/m
1406
1064
1247
1043
905


Total E, J
19.1
11.4
15.9
11.0
9.59


DSC


Tm, ° C.
152

151
150
150


Delta H, J/g
61.6

62.4
63.7
63.3


Tc, ° C.
101

102
103
103


Delta H, J/g
73.7

73.3
73.2
72.8






11
12
13
14
15





Flexural Modulus, MPa
586
572
579
596
648


Stress at Yield, MPa
18.2
17.4
18.5
18.8
19.8


Tensile Elongation, %
666
666
666
666
666


Tensile Strength, MPa
14.8
14.9
13.3
13.7
14.7


Young's Modulus, MPa
348
322
323
342
342


Hardness Shore D
57
56
57
57
56


Notched Izod Impact, J/m
563
574
116
184
565


−30° C., J/m
40.9
34.9
34.4
27.0
29.0


Unnotched Izod Impact, J/m
840
780
847
772
756


Falling Dart Impact


Max Load, J/m
1541
1523
1505
1557
1539


Total E, J
22.8
23.0
20.7
21.9
23.0










[0077]

7





TABLE 18Ci










ADHESION TEST








% Adhesion
% Adhesion














SAM-
Test


SAM-





PLE
1
Test 2
Test 3
PLE
Test 1
Test 2
Test 3





PP
0
0

PP
0
2



1
0
2

1
0
0


2
19
32

2
0
1


3
5
1

3
1
5


4
49
23
36
4
0
0


5
61
57
59
5
0
0


6
80
99
90
6
65
52
58


7
100
78
89
7
26
5
16


8
77
62
70
8
43
30
36


9
91
90
90
9
90
98
94


10 
93
98
96
10
82
91
6






11
80
94
87










[0078]

8





TABLE 18Cii










CROSS-HATCH ADHESION TEST











S1



(SAMPLE)
W/IPA







 6
100%



 7
100%



 9
100%



10
 96%



11
100%



14
100%











[0079]

9





TABLE 18Ciii










CROSS-HATCH ADHESION TEST










S1
S2


(SAMPLE)
W/O IPA
W/O IPA





11
97
100 


12
 0
 4


13
82
88


14
95
98


15
 7
 9











EXAMPLE 19

[0080]

10









TABLE 19A











JEFFAMINE ®



Sample
TPO1
MAL-PP2
M-2070
Phenol







 1
99.7%


0.3%


 2
84.7%
15%

0.3%


 3
79.7%
20%

0.3%


 4
69.7%
30%

0.3%


 5
80.7%
15%
4%
0.3%


 6
78.7%
15%
6%
0.3%


 7
75.7%
20%
4%
0.3%


 8
73.7%
20%
6%
0.3%


 9
71.7%
20%
8%
0.3%


10
65.7%
30%
4%
0.3%


11
63.7%
30%
6%
0.3%


12
61.7%
30%
8%
0.3%


13
80.7%
15%
4%
0.3%


14
78.7%
15%
6%
0.3%


15
75.7%
20%
4%
0.3%


16
73.7%
20%
6%
0.3%


17
71.7%
20%
8%
0.3%


18
65.7%
30%
4%
0.3%


19
63.7%
30%
6%
0.3%


20
61.7%
30%
8%
0.3%








1
HIMONT CA53A







2
EPOLENE E-43









[0081]

11










TABLE 19B











1
2
3
4
5





Flexural Modulus, MPa
1234
1314
1329
1379
1351


Stress at Yield, MPa
39.1
41.6
42.5
43.9
39.9


Tensile Elongation, %
186
59
18
10
159


Tensile Strength, MPa
25.3
25.9
26.4
26.5
25.1


Young's Modulus, MPa
694
732
789
809
715


Notched Izod Impact, J/m
69.3
47.0
43.3
25.2
57.2


−30° C., J/m
33.5
19.1
17.7
16.5
18.8


Unnotched Izod Impact, J/m
1413
1095
965
694
945


Falling Dart Impact


Max Load, J/m
2096
2148
1010
344
1137


Total E, J
30.9
29.8
4.69
1.46
5.70


DSC


Tm, ° C.
166
165

164
165


Delta H, J/g
86.6
85.8

95.2
94.2


Tc, ° C.
109
109

110
109


Delta H, J/g
106
105

104
99.3

















6
7
8
9
10
11





Flexural Modulus, MPa
1128
1253
1108
1017
1280
1186


Stress at Yield, MPa
31.6
37
28.4
23
35.4
31.4


Tensile Elongation, %
11
19
8.8
8.3
8.3
6.9


Tensile Strength, MPa
20.8
24.1
20
17.6
22.8
20.4


Young's Modulus, MPa
661
708
677
624
742
701


Notched Izod Impact, J/m
72.5
50.4
47.1
42.2
26.6
17.7


−30° C., J/m
15.2
11.7
10.2
9.5
7.5
6.6


Unnotched Izod Impact, J/m
262
475
178
172
241
191


Falling Dart Impact


Max Load, J/m
630
356
329
368
219
220


Total E, J
3.53
1.63
2.66
2.37
1.2
1.23


DSC


Tm, ° C.
165
165
166
164
164
164


Delta H, J/g
93.9
97.3
95.7
91.4
97.7
93.5


Tc, ° C.
109
109
110
109
110
108


Delta H, J/g
98
101
7.1
96
101
97.3










[0082]

12





TABLE 19C










ADHESION TEST








% Adhesion
% Adhesion














SAM-
Test


SAM-





PLE
1
Test 2
Test 3
PLE
Test 1
Test 2
Test 3





PP1
0
0

PP
0
2



1
0
2

1
0
0


2
19
32

2
0
1


3
5
1

3
1
5


4
49
23
36
4
0
0


5
61
57


0
0


6
80
99
90
6
65
52
58


7
100
78
89
7
26
5
16


8
77
62
70
8
43
30
36


9
91
90
90
9
90
98
94


10 
93
98
96
10
82
91
6






11
80
94
87








1
Control









[0083]

13






TABLE 19C










% Adhesion
% Adhesion












Sample
Test 1
Test 2
Sample
Test 1
Test 2





13
0%
 0%
13
 0%
 0%


14
0%
 0%
14
 0%
 6%


15
1%
 0%
15
20%
 1%


16
0%
11%
16
 4%
36%


17
0%
 0%
17
 0%
 3%


18
28% 
17%
18
23%
26%


19
22% 
13%
19
13%
11%


20
89% 
62%
20
27%
21%










[0084]

14










TABLE 20A











JEFFAMINE ®
EP



Sample
PP1
MAL-PP2
M-2070
RUBBER3
Phenol







1
74.7%
 5%

20%



2
69.7%
10%

20%
0.3%


3
59.7%
15%

25%
0.3%


4
70.7%
 5%
4%
20%
0.3%


5
68.7%
 5%
6%
20%
0.3%


6
66.7%
 5%
8%
20%
0.3%


7
65.7%
10%
4%
20%
0.3%


8
63.7%
10%
6%
20%
0.3%


9
61.7%
10%
8%
20%
0.3%


10 
55.7%
15%
4%
25%
0.3%


11 
53.7%
15%
6%
25%
0.3%


12 
51.7%
15%
8%
25%
0.3%








1
AMOCO 1016







2
EPOLENE E-43







3
VISTALON









[0085]

15











TABLE 20B











1
2
3
4
5
6





Flexural Modulus, MPa
1342
1411
1333
1359
1070
1029


Stress at Yield, MPa
38.6
40.2
36.5
36.4
29.6
28.0


Tensile Elongation, %
168
140
173
451
125
106


Tensile Strength, MPa
25.2
25.4
22.7
22.5
19.1
18.1


Young's Modulus, MPa
731
750
699
671
575
552


Hardness, Shore D
66
69
64
67
63
61


Notched Izod Impact, J/m
108
59
107
338
361
444


−30° C., J/m
17.6
16.6
18.0
23.1
28.4
43.8


Unnotched Izod Impact, J/m
1106
1199
1311
1252
867
816


Falling Dart Impact


Maximum Load, J/m
2045
2035
1826
1879
1710
1495


−30° C., J/m
3417
3351
3122
2888
920
595


Total Energy, J
30.0
29.2
26.2
25.9
18.5
14.8


−30° C., J
41.9
34.6
39.4
22.2
30.5
2.19






7
8
9
10
11
12





Flexural Modulus, MPa
1168
1064
1006
1078
968
915


Stress at Yield, MPa
31.6
28.3
26.4
28.8
26.4
24.0


Tensile Elongation, %
188
119
122
196
184
40


Tensile Strength, MPa
19.9
18.2
17.1
18.2
17.2
15.6


Young's Modulus, MPa
595
555
523
553
527
500


Hardness, Shore D
64
63
61
62
61
60


Notched Izod Impact, J/m
273
286
256
277
240
127


−30° C., J/m
19.2
18.4
24.0
25.0
26.4
13.8


Unnotched Izod Impact, J/m
874
785
729
904
860
782


Falling Dart Impact


Maximum Load, J/m
1858
1338
1024
1606
1317
1110


−30° C., J/m
2101
385
339
1021
500
561


Total Energy, J
22.8
13.5
9.2
18.9
13.5
9.9


−30° C., J
12.4
1.58
1.74
4.31
2.50
2.69










[0086]

16





TABLE 20C










CROSS-HATCH ADHESION TEST












S1
S2
S1
S2


SAMPLE
W/IPA
W/IPA
W/O IPA
W/O IPA





1
19%
20%
 0%
 2%


2
19%
44%
11%
13%


3
50%
89%
99%
100% 


4
40%
59%
37%
52%


5
29%
55%
 5%
33%


6
92%
100% 
 4%
39%


7
82%
89%
28%
32%


8
95%
100% 
68%
100% 


9
97%
78%
70%
75%


10 
83%
100% 
99%
100% 


11 
99%
100% 
82%
96%


12 
92%
100% 
100% 
100% 










[0087]

17









TABLE 21A











JEFFAMINE ®



Sample
TPO1
MAL-PP2
M-2070
Phenol







1
100% 


0.3%


2
90%
10%

0.3%


3
85%
15%

0.3%


4
80%
20%




5
85.8%
10%
4%
0.2%


6
83.8%
10%
6%
0.2%


7
80.8%
15%
4%
0.2%


8
78.8%
15%
6%
0.2%


9
75.8%
20%
4%
0.2%


10 
73.8%
20%
6%
0.2%


11 
80.8%
15%
4%
0.2%


12 
78.8%
15%
6%
0.2%


13 
75.8%
20%
4%
0.2%


14 
73.8%
20%
6%
0.2%








1
DEXFLEX D161







2
EPOLENE E-43









[0088]

18










TABLE 21B











1
2
3
4
5





Flexural Modulus,
944
985
1050
1101
857


MPa


Stress at Yield, MPa
25.1
27.4
29.3
30.7
23.9


Tensile Elongation, %
506
186
116
78
466


Tensile Strength, MPa
17.8
18.7
19.5
20.1
16.8


Young's Modulus,
551
581
629
654
491


MPa


Hardness Shore D
63
65
67
68
63


Notched Izod Impact,
576
343
84
54
475


J/m


−30° C., J/m
35.9
31.5
25.1
16.9
33.6


Unnotched Izod
1027
965
1174
1066
944


Impact, J/m


Falling Dart Impact


Max Load, J/m
1669
1678
1703
1721
1509


−30° C., J/m
2980
3140
3094
2880
2397


Total E, J
24.1
22.8
22.7
21.8
21.9


−30° C., J
36.9
38.0
29.7
17.0
28.8






6
7
8
9
10





Flexural Modulus,
748
832
745
788
804


MPa


Stress at Yield, MPa
20.8
23.0
20.4
22.6
22.4


Tensile Elongation, %
71
100
31
26
18


Tensile Strength, MPa
14.7
16.1
14.5
16.3
15.0


Young's Modulus,
445
486
451
492
460


MPa


Hardness Shore D
61
64
451
61
60


Notched Izod Impact,
331
252
60
74
56


J/m


−30° C., J/m
37.8
22.2
144
17.2
18.3


Unnotched Izod
736
737
22.7
419
310


Impact, J/m


Falling Dart Impact 422


Max Load, J/m
1340
1408
1047
1047
704


−30° C., J/m
550
422
356
411
339


Total E, J
15.1
15.7
9.0
7.4
5.1


−30° C., J
1.31
0.82
0.62
0.70
0.53















11
12
13
14





Flexural Modulus, MPa
892
802
945
874


Stress at Yield, MPa
26.2
23.7
27.1
25.4


Tensile Elongation, %
221
511
187
370


Tensile Strength, MPa
18.1
16.8
18.3
17.4


Young's Modulus, MPa
525
467
539
495


Hardness Shore D
63
63
64
61


Notched Izod Impact, J/m
159
511
99
118


−30° C., J/m
26.6
25.9
20.6
18.7


Unnotched Izod Impact, J/m
1020
934
1174
913


Falling Dart Impact


Max Load, J/m
1610
1603
1591
1618


−30° C., J/m
2655
1541
1517
1259


Total E, J
22.4
23.6
19.1
19.5


−30° C., J
20.8
5.45
6.24
4.88










[0089]

19





TABLE 21C










CROSS-HATCH ADHESION TEST












S1
S2
S1
S2


(SAMPLE)
W/IPA
W/IPA
W/O IPA
W/O IPA





PP1
0.00
0.00
0.00



 1
 3
18
78
27


 2
63
63
94
48


 3
79
59
62
100 


 4
0.00
14
87
83


 5
100 
100 
100 
100 


 6
100 
100 
100 
100 


 7
100 
100 
99
100 


 8
100 
100 
97
100 


 9
100 
100 
100 
100 


10 
100 
100 
100 
100 


11 
67
67
94
88


12 
62
62
10
22


13 
100 
100 
100 
100 


14
100 
100 
100 
100 








1
Control.









[0090]

20









TABLE 22A











JEFFAMINE ®



Sample
TFO1
MAL-PP2
M-2070
Phenol







1
100% 





2
90%
10%




3
85%
15%




4
80%
20%




5
85.8%
10%
4%
0.2%


6
83.8%
10%
6%
0.2%


7
80.8%
15%
4%
0.2%


8
78.8%
15%
6%
0.2%


9
75.8%
20%
4%
0.2%


10 
73.8%
20%
6%
0.2%


11 
80.8%
15%
4%
0.2%


12 
78.8%
15%
6%
0.2%


13 
75.8%
20%
4%
0.2%


14 
73.8%
20%
6%
0.2%








1
STAMYLAN P







2
EPOLENE E-43









[0091]

21












TABLE 22B











1
2
3
4
5
6
7





Flexural Modulus,
1053
1123
1185
1259
1100
1025
1040


MPa


Stress at Yield, MPa
32.3
35.3
36.5
38.9
32.7
30.0
31.0


Tensile Elongation, %
453
173
141
36
168
30
22


Tensile Strength, MPa
21.2
22.7
23.1
23.7
21.5
19.9
20.3


Young's Modulus,
568
647
665
696
581
571
592


MPa


Notched Izod Impact
716
607
159
118
519
482
219


J/m


−30° C., J/m
77.4
43.5
34.7
23.5
37.0
47.8
33.5


Unnotched Izod
1075
1246
1078
1124
911
853
629


Impact, J/m


Falling Dart Impact


Max Load, J/m
1987
2002
2013
2052
1853
1614
1632


−30° C., J/m
3562
3721
2804
1154
1464
461
503


Total Energy, J
31.4
31.1
30.0
28.8
25.9
17.4
18.1


−30° C., J
45.2
42.7
17.2
3.6
5.3
0.9
1.0






8
9
10
11
12
13
14





Flexural Modulus,
995
1062
999
1107
1083
1131
1076


MPa


Stress at Yield, MPa
26.9
30.8
28.4
33.9
32.2
34.0
32.5


Tensile Elongation, %
14
15
11
218
483
80
230


Tensile Strength, MPa
18.3
19.9
18.5
21.4
20.1
21.7
20.8


Young's Modulus,
542
582
560
587
517
619
582


MPa


Notched Izod Impact,
238
109
104
495
563
145
157


J/m


−30° C., J/m
34.6
24.2
22.7
27.1
39.8
28.5
26.8


Unnotched Izod
514
464
336
1029
1008
1004
863


Impact, J/m


Falling Dart Impact


Max Load, J/m
1301
1003
1021
2017
2002
941
1878


−30° C., J/m
460
455

3633
1244
1140
1193


Total Energy, J
11.0
8.3
6.3
30.2
29.5
7.9
26.4


−30° C., J
0.7
0.7

26.8
3.6
3.2
3.5










[0092]

22





TABLE 22C










CROSS-HATCH ADHESION TEST











DISC SAMPLE
S1
S2
S1
S2


TAPE
3M1
3M
NICHIBAN
NICHIBAN


SAMPLE
W/IPA
W/IPA
W/O IPA
W/O IPA





1
 6%
 0%
 0%
 3%


2
 1%
 0%
14%
 1%


3
 1%
 0%
 7%
 2%


4
 0%
 6%
 1%
15%


5
45%
80%
83%
32%


6
96%
98%
96%
100% 


7
88%
96%
82%
92%


8
89%
78%
74%
96%


9
94%
87%
100% 
98%


10 
99%
100% 
100% 
100% 


11 
 3%
47%
20%
27%


12 
 7%
 1%
 2%
 3%


13 
38%
79%
35%
78%


14 
85%
65%
100% 
97%








1
Scotch Brand 2040









[0093]

23





TABLE 22C










CROSS-HATCH ADHESION TEST











DISC SAMPLE
S1
S2
S1
S2


SAMPLE
W/IPA
W/IPA
W/O IPA
W/O IPA





 1
 4%
 1%
 5%
 0%


 2
 0%
 0%
 7%
 0%


 3
 4%
 0%
 4%
10%


 4
 9%
 1%
17%
1%


 5
26%
79%
57%
46%


 6
95%
90%
93%
92%


 7
95%
89%
94%
89%


 8
83%
84%
97%
97%


 9
85%
94%
98%
96%


10
96%
88%
99%
97%


11
83%
58%
90%
71%


12
 0%
 5%
 8%
20%


13
86%
95%
74%
92%


14
97%
86%
92%
98%


151
98%
98%
100% 
100% 








1
Reactive extrusion product of 73% STAMYLAN P, 20% EPOLENE E-43, 6% JEFFAMINE ® M-2070, and 0.2% Phenol.









[0094]

24





TABLE 23A










EXAMPLE 23















JEFFAMINE ®
EP



Sample
PP1
MAL-PP2
M-2070
RUBBER3
Phenol





 1
69.7%


30%
0.3%


 2
59.7%
10%

30%
0.3%


 3
56.7%
13%

30%
0.3%


 4
52.2%
17.5%

30%
0.3%


 5
57.7%
10%
2%
30%
0.3%


 6
55.7%
10%
4%
30%
0.3%


 7
53.7%
10%
6%
30%
0.3%


 8
54.7%
13%
2%
30%
0.3%


 9
52.7%
13%
4%
30%
0.3%


10
50.7%
13%
6%
30%
0.3%


11
50.2%
17.5%
2%
30%
0.3%


12
48.2%
17.5%
4%
30%
0.3%


13
46.2%
17.5%
6%
30%
0.3%


14
57.7%
10%
2%
30%
0.3%


15
55.7%
10%
4%
30%
0.3%


16
53.7%
10%
6%
30%
0.3%


17
54.7%
13%
2%
30%
0.3%


18
52.7%
13%
4%
30%
0.3%


19
50.7%
13%
6%
30%
0.3%


20
50.2%
17.5%
2%
30%
0.3%


21
48.2%
17.5%
4%
30%
0.3%


22
46.2%
17.5%
6%
30%
0.3%








1
AMOCO 1016







2
EPOLENE E-43







3
VISTALON 878









[0095]

25













TABLE 23B











1
2
3
4
5
6
7
8





Flexural
1064
1095
1166
1156
1062
843
741
959


Modulus, MPa


Stress at Yield,
28.5
29.7
32.5
31.3
27.4
22.8
20.1
25.7


MPa


Tensile
483
211
181
151
252
356
107
316


Elongation, %


Tensile
19.5
19.7
20.2
19.2
18.1
15.2
13.7
16.6


Strength, MPa


Young's
583
608
608
611
551
456
412
487


Modulus,


MPa


Hardness,
64
63
65
64
61
60
59
59


Shore D


Notched Izod
576
436
252
161
510
449
450
427


Impact, J/m


−30° C., J/m
58.4
28.0
22.2
26.0
33.0
54.3
54.9
31.4


Unnotched
979
957
976
867
955
847
815
819


Izod Impact,


J/m


Falling Dart


Impact


Max Load, J/m
1711
1760
1710
1607
1565
1431
1199
1514


−30° C., J/m
3096
3236
3245
3177
3014
1487
802
2962


Total Energy, J
25.5
29.2
22.5
20.6
27.3
18.1
14.2
20.0


−30° C., J
39.1
41.5
42.6
37.4
40.1
6.8
3.6
19.6


Ductile/5
5
5
5
5
5
5
5
5


−30° C./5
5
5
5
3
5
0
0
0






9
10
11
12
13
14
15
16





Flexural
798
746
863
792
709
991
964
907


Modulus, MPa


Stress at Yield,
22.2
20.3
23.9
21.8
19.5
26.8
25.4
23.6


MPa


Tensile
157
65
252
94
33
498
494
656


Elongation, %


Tensile
15.0
13.7
16.3
14.9
13.6
18.1
17.3
17.5


Strength, MPa


Young's
437
387
476
436
408
503
479
437


Modulus, MPa


Hardness,
61
59
61
60
60
62
59
58


Shore D


Notched Izod
439
384
258
271
205
530
575
586


Impact, J/m


−30° C., J/m
40.9
31.0
25.5
28.6
29.8
49.8
33.9
56.1


Unnotched
818
679
712
778
665
1146
1108
1012


Izod Impact,


J/m


Falling Dart


Impact


Max Load, J/m
1370
1224
1452
1258
1027
1649
1631
1554


−30° C., J/m
1224
718
1229
580
487
3098
3096
3060


Total Energy, J
16.1
14.6
18.6
13.9
11.9
24.0
23.6
23.8


−30° C., J
5.0
3.4
5.8
2.6
3.4
40.0
40.1
39.8


Ductile/5
5
5
5
5
5
5
5
5


−30° C./5
0
0
0
0
0
5
5
5

















17
18
19
20
21
22





Flexural Modulus, MPa
986
946
921
964
922
889


Stress at Yield, MPa
27.2
25.0
23.5
26.4
24.8
23.0


Tensile Elongation, %
511
578
605
87
109
202


Tensile Strength, MPa
1.67
16.0
15.7
17.7
16.7
16.2


Young's Modulus, MPa
456
439
404
518
477
475


Hardness, Shore D
62
60
58
62
62
54


Notched Izod Impact, J/m
463
549
594
209
357
551


−30° C., J/m
27.7
30.9
34.1
19.9
30.2
24.7


Unnotched Izod Impact, J/m
996
922
804
899
1011
774


Falling Dart


Impact


Max Load, J/m
1541
1602
1534
1484
1429
1418


−30° C., J/m
3199
3171
3131
2932
3215
3225


Total Energy, J
20.9
22.8
22.2
18.2
18.4
20.6


−30° C., J
41.6
41.9
41.4
24.4
40.6
41.8


Ductile/5
5
5
5
5
5
5


−30° C./5
5
5
5
1
5
5










[0096]

26





TABLE 23C










CROSS-HATCH ADHESION TEST












S1
S2
S1
S2


(SAMPLE)
W/IPA
W/IPA
W/O IPA
W/O IPA





PP1
 0%

 0%



 1
94%
72%
35%
 1%


 2
74%
57%
73%
 45%


 3
10%
25%
26%
 36%


 4
80%
62%
16%
 24%


 5
94%
97%
54%
 94%


 6
99%
100% 
94%
 97%


 7
100% 
100% 
100% 
100%


 8
100% 
100% 
100% 
100%


 9
100% 
100% 
100% 
100%


10
100% 
100% 
100% 
100%


11
100% 
100% 
97%
100%


12
100% 
100% 
100% 
100%


13
97%
95%
98%
100%


14
94%
100% 
69%
 79%


15
65%
59%
 0%
 0%


16
39%
52%
 0%
 0%


17
100% 
100% 
67%
 71%


18
85%
88%
 8%
 2%


19
75%
43%
20%
 3%


20
100% 
100% 
99%
100%


21
100% 
100% 
93%
100%


22
83%
78%
 2%
 2%








1
Control









[0097]

27











TABLE 24A














JEFFAMINE ®




Sample
TPO1
MAL-PP2
M-2070
Phenol









 1
100%






 2
 90%
10%





 3
 85%
15%





 4
 80%
20%





 5
 85.8%
10%
4%
0.2%



 6
 83.8%
10%
6%
0.2%



 7
 80.8%
15%
4%
0.2%



 8
 78.8%
15%
6%
0.2%



 9
 75.8%
20%
4%
0.2%



10
 73.8%
20%
6%
0.2%



11
 80.8%
15%
4%
0.2%



12
 78.8%
15%
6%
0.2%



13
 75.8%
20%
4%
0.2%



14
 73.8%
20%
6%
0.2%










1
KELTAN TP 0552-2








2
2EPOLENE E-43









[0098]

28












TABLE 24B











1
2
3
4
5
6
7





Flexural Modulus,
915
971
1034
1076
799
724
780


MPa


Stress at Yield, MPa
23.1
25.5
27.6
28.4
21.5
18.4
21.1


Tensile Elongation, %
529
61
36
16
38
20
17


Tensile Strength, MPa
15.6
16.1
16.6
17.0
14.8
13.4
14.8


Young's Modulus,
504
534
570
588
459
432
461


MPa


Hardness, Shore D
61
61
63
64
58
56
58


Notched Izod Impact,
669
551
160
111
486
402
413


J/m


−30° C., J/m
700
101
71.3
56.7
96.4
75.6
70.6


Unnotched Izod
944
877
942
937
810
706
805


Impact, J/m


Falling Dart Impact


Max Load, J/m
1695
1732
1399
1747
1522
1178
1453


−30° C., J/m
2912
3013
3110
2932
1389
529
839


Total Energy, J
27.8
26.9
21.0
22.2
19.0
14.4
17.8


−30° C., J
40.5
40.6
29.9
18.6
5.4
4.2
4.3


Ductile/5
5
5
5
5
5
5
5


−30° C./5
5
5
1
0
0
0
0






8
9
10
11
12
13
14





Flexural Modulus,
718
812
760
863
798
871
845


MPa


Stress at Yield, MPa
19.0
21.7
19.9
22.8
21.6
23.4
22.9


Tensile Elongation, %
12
11
11
82
478
65
92


Tensile Strength,
13.7
15.0
13.9
15.7
15.6
16.3
16.1


MPa


Young's Modulus,
441
487
462
473
463
486
478


MPa


Hardness, Shore D
56
59
58
62
59
61
61


Notched Izod Impact,
438
128
200
519
620
147
166


J/m


−30° C., J/m
42.3
38.4
29.1
61.7
44.1
50.8
37.7


Unnotched Izod
570
574
374
850
855
905
828


Impact, J/m


Falling Dart Impact


Max Load, J/m
1155
1284
924
1544
1579
1516
1544


−30° C., J/m
454
545
487
2989
2300
2287
1526


Total Energy, J
13.2
10.7
6.7
19.9
24.4
16.3
21.1


−30° C., J
3.4
2.9
3.6
22.3
12.0
10.8
10.4


Ductile/5
5
0
0
5
5
0
5


−30° C./5
0
0
0
0
0
0
0










[0099]

29





TABLE 24C










CROSS-HATCH ADHESION TEST












S1
S2
S1
S2


(SAMPLE)
W/IPA
W/IPA
W/O IPA
W/O IPA





PP1
 0%

 0%



 1
 96%
 88%
 86%
 90%


 2
 72%
 75%
 53%
 24%


 3
 69%
 41%
 43%
 10%


 4
 41%
 15%
 40%
 3%


 5
100%
100%
100%
100%


 6
100%
100%
100%
100%


 7
100%
100%
100%
100%


 8
100%
100%
100%
100%


 9
100%
100%
100%
100%


10
100%
100%
 99%
100%


11
100%
100%
100%
100%


12
 98%
100%
 78%
 3%


13
100%
88%
100%
100%


14
100%
100%
100%
100%


152
100%
100%








1
Control







2
Reactive extrusion product of 73% STAMYLAN P, 20% EPOLENE E-43, 6% JEFFAMINE ® M-2070, and 0.2% Phenol.









[0100]

30










TABLE 25A








Sample
PP1
MAL-PP2
AMINE3
EP RUBBER4
Phenol







1
74.7%
 5%

20%
0.3%


2
69.7%
10%

20%
0.3%


3
59.7%
15%

25%
0.3%


4
70.7%
 5%
4%
20%
0.3%


5
68.7%
 5%
6%
20%
0.3%


6
66.7%
 5%
8%
20%
0.3%


7
65.7%
10%
4%
20%
0.3%


8
63.7%
10%
6%
20%
0.3%


9
61.7%
10%
8%
20%
0.3%


10 
55.7%
15%
4%
25%
0.3%


11 
53.7%
15%
6%
25%
0.3%


12 
51.7%
15%
8%
25%
0.3%








1
AMOCO 1016







2
EPOLENE E-43







3
A polyether monoamine containing 40 ethylene oxide units and 2.4 propylene oxide units, generally of the formula shown in the Glossary for JEFFAMINE ® M-2070







4
VISTALON 878









[0101]

31


















TABLE 25B











1
2
3
4
5
6
7
8
9
10
11
12




























Flexural Modulus, MPa
1233
1218
1134
1197
1098
994
1161
1029
970
976
922
910


Stress at Yield, MPa
35.1
35.2
31.7
33.0
30.9
28.6
32.1
29.2
28.5
26.8
25.6
25.3


Tensile Elongation, %
189
182
148
159
262
116
374
240
118
376
474
185


Tensile Stength, MPa
23.7
23.6
21.3
22.0
20.3
18.4
20.5
18.9
18.3
17.7
16.0
17.0


Young's Modulus, MPa
642
648
612
618
580
527
570
552
521
505
469
486


Hardness, Shore D
64
65
63
65
63
62
64
61
60
61
60
60


Notched Izod Impact, J/m
128
82
100
282
451
470
366
383
315
391
425
341


−30° C., J/m
15.2
16.2
17.2
16.0
15.6
23.1
17.9
16.8
19.2
20.2
19.8
17.6


Unnotched Izod Impact, J/m
1056
1237
1144
1091
969
981
893
781
854
857
799
827


Falling Dart Impact


Max Load, J/m
1915
1848
1728
1788
1753
1408
1787
1449
1046
1546
1252
995


−30° C., J/m
3480
3496
3325
2495
2191
479
3079
588
542
1668
676
492


Total Energy, J
27.0
25.2
22.2
22.9
22.5
14.2
23.5
14.8
10.2
18.4
13.2
10.0


−30° C., J
43.5
40.0
42.2
20.4
9.6
2.0
20.8
2.6
2.6
7.0
2.6
2.2


Ductile/5
5
5
5
5
5
5
5
5
5
5
5
5


−30° C./5
5
4
5
2
0
0
0
0
0
0
0
0










[0102]

32





TABLE 25C










CROSS-HATCH ADHESION TEST












DISC







SAMPLE
S1

S2
S1
S2


TAPE
3M1

3M
NICHIBAN
NICHIBAN


SAMPLE
W/O IPA

W/O IPA
W/O IPA
W/O IPA





PP2
 0%


 1%



1
 8%
 4%
 1%
 12%
 49%


2
 1%
 2%
 4%
 39%
 43%


3
87%
90%
 91%
 97%
100%


4
49%
53%
 57%
 87%
 95%


5
98%
98%
 97%
100%
100%


6
99%
100% 
100%
100%
100%


7
100% 
100% 
 99%
100%
100%


8
98%
99%
100%
100%
100%


9
100% 
100% 
100%
100%
100%


10 
100% 

100%
100%
100%


11 
100% 

100%
100%
100%


12 
100% 

100%
100%
100%








1
Scotch Brand 2040







2
Control









[0103]

33











TABLE 26A














JEFFAMINE ®




Sample
TPO1
MAL-PP2
M-2070
Phenol









 1
100%






 2
 90%
10%





 3
 85%
15%





 4
 80%
20%





 5
 85.8%
10%
4%
0.2%



 6
 83.8%
10%
6%
0.2%



 7
 80.8%
15%
4%
0.2%



 8
 78.8%
15%
6%
0.2%



 9
 75.8%
20%
4%
0.2%



10
 73.8%
20%
6%
0.2%



11
 80.8%
15%
4%
0.2%



12
 78.8%
15%
6%
0.2%



13
 75.8%
20%
4%
0.2%



14
 73.8%
20%
6%
0.2%










1
KELTAN TP 2632








2
EPOLENE E-43









[0104]

34












TABLE 26B











1
2
3
4
5
6
7





Flexural Modulus,
1648
1838
1863
1895
1537
1314
1415


MPa


Stress at Yield, MPa
26.9
32.7
33.9
34.2
27.5
23.8
25.7


Tensile Elongation, %
93
6
4
2
9
9
6


Tensile Strength, MPa
15.9
18.7
19.0
18.9
17.0
15.4
15.9


Young's Modulus,
876
1007
1065
1080
881
779
802


MPa


Hardness, Shore D
63
64
64
64
62
57
60


Notched Izod Impact,
518
56
98
23
126
204
63


J/m


−30° C., J/m
146
36
24
14
27
32
19


Unnotched Izod
1147
923
691
327
920
508
417


Impact, J/m


Falling Dart Impact


Max Load, J/m
1496
1644
1628
1222
1408
1044
916


−30° C., J/m
2499
2662
2371
799
1040
597
566


Total Energy, J
22.0
21.1
20.1
9.72
16.7
10.1
8.45


−30° C., J
34.7
21.6
13.1
5.14
3.61
3.15
2.96


Ductile/5
5
5
5
0
3
5
0


−30° C./5
5
0
0
0
0
0
0






8
9
10
11
12
13
14





Flexural Modulus,
1285
1439
1261
1356
1173
1479
1323


MPa


Stress at Yield, MPa
22.8
25.8
22.6
27.6
26.1
28.7
27.0


Tensile Elongation, %
6
4
5
8
10
4
6


Tensile Strength, MPa
15.0
16.4
14.9
17.7
17.4
17.4
17.0


Young's Modulus,
767
887
777
738
663
862
743


MPa


Hardness, Shore D
59
60
60
62
60
61
59


Notched Izod Impact,
58
27
31
55
92
32
40


J/m


−30° C., J/m
16
13
12
22
22
15
18


Unnotched Izod
313
334
222
691
812
632
771


Impact, J/m


Falling Dart Impact


Max Load, J/m
719
492
334
1548
1555
929
1207


−30° C., J/m
518
487
472
1923
1161
616
812


Total Energy, J
5.92
4.02
2.71
18.9
19.0
7.08
10.8


−30° C., J
3.07
2.63
2.82
7.76
5.34
3.85
4.02


Ductile/5
0
0
0
4
5
0
0


−30° C./5
0
0
0
0
0
0
0










[0105]

35





TABLE 26C










CROSS-HATCH ADHESION TEST











DISC SAMPLE
S1
S2
S1
S2


TAPE
3M1
3M
NICHIBAN
NICHIBAN


SAMPLE
W/IPA
W/IPA
W/O IPA
W/O IPA





PP2
 0%

 0%



1
 77%
 84%
65%
92%


2
 32%
 0%
22%
 5%


3
 1%
 4%
 8%
 8%


4
 0%
 0%
 7%
13%


5
100%
100%
99%
96%


6
100%
100%
100% 
100% 


7
100%
100%
95%
82%


8
100%
100%
88%
100% 


9
 99%
 98%
100% 
100% 


10 
100%
100%
100% 
100% 


11 
100%
 96%
100% 
93%


12 
 74%
 19%
57%
77%


13 
 83%
 62%
100% 
64%


14 
 91%
 84%
91%
93%








1
Scotch Brand 2040







2
Control









[0106]

36










TABLE 27A








Sample
TPO1
MAL-PP2
AMINE3
Phenol
PP4







1
99.7%


0.3%



2
84.7%


0.3%
15%


3
79.7%


0.3%
20%


4
89.7%
10%

0.3%


5
84.7%
15%

0.3%


6
79.7%
20%

0.3%


7
85.7%
10%
4%
0.3%


8
83.7%
10%
6%
0.3%


9
80.7%
15%
4%
0.3%


10 
78.7%
15%
6%
0.3%


11 
75.7%
20%
4%
0.3%


12 
73.7%
20%
6%
0.3%


13 
71.7%
20%
8%
0.3%








1
HIMONT CA53A







2
EPOLENE E-43







3
A polyether monoamine containing 40 ethylene oxide units and 2.4 propylene oxide units, generally of the formula shown in the Glossary for JEFFAMINE ® M-2070, and which is referred to as “XTJ-418” within Huntsman Corporation.







4
AMOCO 1016









[0107]

37












TABLE 27B











1
2
3
4
5
6
7





Flexural Modulus,
510
646
705
588
664
734
546


MPa


Stress at Yield, MPa
15.8
19.8
21.4
18.7
20.6
22.7
17.2


Tensile Elongation, %
666
666
666
666
666
484
531


Tensile Strength, MPa
14.6
17.0
18.1
14.6
14.6
15.5
12.3


Young's Modulus,
284
368
394
340
375
414
310


MPa


Hardness, Shore D
58
60
60
59
61
62
57


Notched Izod Impact,
589
582
597
529
398
94
499


J/m


−30° C., J/m
65
47
38
38
37
37
40


Unnotched Izod
722
867
841
727
882
958
704


Impact, J/m


Falling Dart Impact


Max Load, J/m
1428
1589
1632
1486
1513
1529
1334


−30° C., J/m
3007
3335
3506
3290
3278
2610
889


Total Energy, J
20.6
22.6
23.4
20.9
20.6
21.1
16.0


−30° C., J
39.4
39.3
44.6
43.0
38.5
18.0
3.7


Ductile/5
5
5
5
5
5
5
5


−30° C./5
5
4
5
5
4
0
0

















8
9
10
11
12
13





Flexural Modulus, MPa
502
529
618
603
591
653


Stress at Yield, MPa
16.4
16.9
18.6
18.8
18.5
19.6


Tensile Elongation, %
208
245
170
138
37
43


Tensile Strength, MPa
11.7
12.2
13.0
13.5
13.5
13.8


Young's Modulus, MPa
299
309
355
348
354
381


Hardness, Shore D
52
58
57
52
57
59


Notched Izod Impact, J/m
443
437
445
310
162
90


−30° C., J/m
46
35
36
28
25
22


Unnotched Izod Impact, J/m
601
642
834
871
732
789


Falling Dart Impact


Max Load, J/m
1180
1255
1207
1263
1205
908


−30° C., J/m
760
2344
1505
1018
911
688


Total Energy, J
12.9
14.1
14.2
14.4
13.2
7.0


−30° C., J
3.2
12
6.3
3.3
3.1
3.1


Ductile/5
5
5
5
5
5
0


−30° C./5
0
0
0
0
0
0










[0108]

38





TABLE 27C










CROSS-HATCH ADHESION TEST











DISC SAMPLE
S1
S2
S1
S2





TAPE
3M1
3M
NICHIBAN
NICHIBAN


SAMPLE
W/O IPA
W/O IPA
W/O IPA
W/O IPA


PP2
 5%

 2%


1
 29%
 67%
 74%
 92%


2
 66%
 76%
 81%
 84%


3
 61%
 73%
 78%
 61%


4
100%
 98%
100%
 98%


5
 96%
100%
100%
 99%


6
 85%
 94%
 91%
 96%


7
100%
100%
100%
100%


8
100%
100%
100%
100%


9
100%
100%
100%
100%


10 
100%
100%
100%
100%


11 
100%
100%
100%
100%


12 
100%
100%
100%
100%


13 
100%
100%
100%
100%








1
Scotch Brand 2040







2
Control









[0109] Examples 18-27 demonstrate that TPO modified with the reaction product of maleated PP and polyether amines of this invention provides a composition that is directly paintable. This paintability is surprising and unexpected in that the TPO's used to make automotive body parts, such as bumper fascias, are not directly readily paintable to a commercially acceptable level. Heretofore, in order to render automotive TPO based molded body parts paintable, the parts were treated with an adhesion promoter comprised of low molecular weight chlorinated polyethylene and a solvent, which results in a toxic waste stream that must be properly disposed of, and which adds to the cost of the parts. Alternatively, the parts could be heat treated using plasma irradiation, or otherwise partially burning the surface of the parts. This procedure is also expensive and may be, moreover, prone to variability in result owing to batch to batch variances from procedure and errors by the operator.


[0110] Compositions prepared in accordance with the practice of the present invention generally may be directly painted, with or without a primer, such that the paint adhesion is greater than about 75 percent based on the testing procedure described above for Examples 18-27, preferably greater than about 85 percent, more preferably greater than about 90 percent, and most preferably greater than about 95 percent.


[0111] Compositions prepared in accordance with the present invention may be used to prepare molded articles of manufacture using conventional, well known, molding techniques under standard conditions. For instance, standard injection molding techniques can be employed. Certain compositions (blends) of the present invention have surprisingly been found to have improved flowability characteristics during injection molding of TPO-based compositions such that less pressure may be used when injecting the melted compositions into a mold, as compared to compositions in which polyetheramine is absent. The desired shape of the molded article may vary depending on end use of the article. For instance, rubber containing compositions of the present invention may be injection molded to manufacture automotive body parts such as bumper fascias.



EXAMPLE 28

[0112] A polyol was prepared by ethoxylation of methanol (ethylene oxide/methanol mole ratio of about 43:1), followed by propoxylation with approximately three moles of propylene oxide to yield a polyol that analyzed as 0.474 meq/g total acetylatables (2110 g/equivalent). To a tubular reactor containing 594 g of an amination catalyst, there was simultaneously fed 1.0 lb/hr of the polyol, 1.25 lb/hr of ammonia, 42 lb/hr (STP) hydrogen. The reactor was maintained at 208° C. and 2000 psig. The effluent was collected and stripped of ammonia, water and light materials and analyzed as follows: 0.473 meq/g total acetylatables, 0.454 meq/g total amine, and 0.450 meq/g primary amine. The polyether monoamine so formed contained about 43 ethylene oxide units and had an equivalent weight of about 2110. This polyether monoamine is referred to herein as “XTJ-4 18.”



EXAMPLE 29

[0113] Blends containing the polyether monoamine of Example 28 were prepared having the components and properties as denoted in Tables 29A and 29B. In Table 29A, compositions containing polypropylene, maleated PP (HIMONT CA53A) and amines were employed. In Table 29B, TPO-based compositions are used. In the Tables 29A29B, the JEFFAMINE M-2070 designates a polyether monoamine containing 10 propylene oxide units and 32 ethylene oxide units. The data points for JEFFAMINE M-2070 are intended to be for comparative purposes, as contrasted with the data for XTJ-418.
39TABLE 29APP-BASED COMPOSITIONSMaleated-PP (%)2020202020203030303030XTJ-418 (%)468468JEFFAMINE46846M-2070 (%)Paint Adhesion (%)1442565380406550524392


[0114]

40





TABLE 29B








TPO-BASED COMPOSITIONS



























Maleated-PP (%)
10
10
15
15
15
20
20
20
20
20
20
20


XTJ-418 (%)
4
6
4

6

4

6

8


JEFFAMINE M-2070



4

6

4

6

8


(%)


Paint Adhesion (%)
100
100
100
90
100
89
100
70
100
90
100
96










[0115] Example 29 demonstrates the superior paint adhesion achieved using the polyether monoamine of Example 28. It should be appreciated that XTJ-418 results in adhesion of up to 80% in Table 29A, whereas the adhesion for JEFFAMINE M-2070 did not produce adhesion above 53%. Furthermore, it should be appreciated that in the automotive industry, adhesion of less than 100% is considered unacceptable for commercial purposes.



GLOSSARY

[0116] JEFFAMINE M-1000
5


[0117] JEFFAMINE M-2070 and JEFFAMINE M-2005
6


[0118] where R═H or CH3, m is from about 3 to 32, and n is from about 10 to 32.


[0119] JEFFAMINE D-2000, JEFFAMINE D-4000 and JEFFAMINE D-400
7


[0120] where x is about 33 for D-2000, x is about 68 for D-4000 and x is about 5.6 for D-400.


[0121] JEFFAMINE ED-600. JEFFAMINE ED-900. JEFFAMINE ED-2001. JEFFAMINE ED-4000, and JEFFAMINE ED-6000
8


[0122] where b is about 8.5 and a+c is about 2.5 for ED-600, b is about 15.5 and a+c is about 2.5 for ED-900, b is about 40.5 and a+c is about 2.5 for ED-20-1, b is about 86.0 and a+c is about 2.5 for ED-4000, and b is about 132.0 and a+c is about 3.0 for ED-6000.


[0123] JEFFAMINE T-3000 and JEFFAMINE T-5000
9


[0124] where x+y+z=50 for T-3000 and x+y+z=83 for T-5000.


[0125] JEFFAMINE ET-3000
10


[0126] where x+y+z=57 and a+b+c=4.


Claims
  • 1. A compound comprised of polypropylene and the reaction product of a functionalized polypropylene and polyether amine.
  • 2. The compound of claim 1 wherein the functionalized polypropylene is derived from the free radical reaction of polypropylene and an olefinically unsaturated carboxylic acid.
  • 3. The compound of claim 2 wherein the olefinically unsaturated carboxylic acid is a monocarboxylic acid comprised of acrylic acid or methacrylic acid, and the corresponding esters.
  • 4. The compound of claim 2 wherein the olefinically unsaturated carboxylic acid is a dicarboxylic acid comprised of fumaric acid, maleic acid, and itaconic acid.
  • 5. The compound of claim 1 wherein the functionalized polypropylene is derived from the reaction of polypropylene and mono and/or di esters of olefinically unsaturated dicarboxylic acids comprising mono or di- fumarate and mono- or di- maleate.
  • 6. The compound of claim 1 wherein the functionalized polypropylene is derived from the reaction of polypropylene and an olefinically unsaturated carboxylic anhydride.
  • 7. The compound of claim 1 wherein the functionalized polypropylene is derived from the reaction of polypropylene and sulfo or sulfonyl-containing olefinically unsaturated monomers comprising p-styrenesulfonic acid, 2-(meth)acrylamide-2-methylpropenesulfonic acid and 2-sulfonyl(me)acrylate.
  • 8. The compound of claim 1 wherein the functionalized polypropylene is derived from the reaction of polypropylene and oxazolinyl-containing olefinically unsaturated monomers comprising vinyloxazolines and vinyloxazoline derivatives.
  • 9. The compound of claim 1 wherein the functionalized polypropylene is derived from the reaction of polypropylene and epoxy-containing olefinically unsaturated monomers, selected from the group comprising glycidyl (meth)acrylate and allyl glycidyl ether.
  • 10. The compound of claim 1 wherein the polyether amine is selected from the group consisting of monoamines, diamines and triamines and has a molecular weight of from about 148 to 12,000.
  • 11. A compound comprised of polypropylene and the reaction product of maleated polypropylene and polyether amine.
  • 12. The compound of claim 11 wherein the reaction product of maleated polypropylene and the polyether amine has the formula:
  • 13. The compound of claim 11 wherein the maleated polypropylene is selected from the group consisting of the structures having the formulae wherein PP is polypropylene:
  • 14. The compound of claim 11 wherein the polyether is selected from the group consisting of polyethylene glycol, polypropylene glycol and copolymers of polyethylene glycol and polypropylene glycol.
  • 15. The compound of claim 11 comprised of: a) from 70 to 80 wt % of polypropylene b) from 20 to 30 wt % of maleated polypropylene c) from 2 to 10 wt % of polyetheramine
  • 16. The compound of claim 15 wherein the polyetheramine has the following structure:
  • 17. The compound of claim 15 wherein the polyetheramine has the following structures:
  • 18. The compound of claim 15 wherein the polyetheramine has the following formula:
  • 19. The compound of claim 11 wherein the polyether amine is selected from the group consisting of monoamines, diamines and triamines and has a molecular weight of from about 148 to 12,000.
  • 20. The compound of claim 19 wherein the polyether amine is a monoamine selected from the group having a molecular weight from about 200 to 4000.
  • 21. The compound of claim 20 wherein the monoamine has the following structure:
  • 22. The compound of claim 20 wherein the monoamine has the following structure:
  • 23. The compound of claim 19 wherein the polyether amine is a diamine selected from the group having a molecular weight of from about 148 to 6000.
  • 24. The compound of claim 23 wherein the diamine is selected from the group consisting of compounds of the following structure:
  • 25. The compound of claim 23 wherein the diamine is selected from the group consisting of compounds of the following structure:
  • 26. The compound of claim 19 wherein the polyether amine is a triamine having the molecular weight of from about 200 to 4000.
  • 27. The compound of claim 26 wherein the triamine is selected from the group consisting of compounds having the following structure:
  • 28. The compound of claim 26 wherein the triamine has the following structure:
  • 29. A process for producing the reaction product of a maleated polypropylene and a polyetheramine wherein the polyetheramine is grafted onto the maleated polypropylene in the presence of polypropylene by melting the components in a customary mixing apparatus at a temperature of from about 175 to 300° C. in the course of a residence time of from about 25 to 300 seconds.
  • 30. The process of claim 29 wherein the reaction is carried out from about 190 to 260° C. in an extruder.
  • 31. A composition useful for making molded automotive body parts, comprising: polypropylene; an elastomer; and the reaction product of a functionalized polypropylene and a polyetheramine.
  • 32. The composition according to claim 31, wherein the polyetheramine is a monoamine or diamine and having a molecular weight of from about 150 to about 12,000.
  • 33. The composition according to claim 31, wherein the polyetheramine is prepared from ethylene oxide and propylene oxide with the amount of ethylene oxide in the polyetheramine being greater than about 50 percent.
  • 34. The composition according to claim 31, wherein the composition comprises from about 5 to about 40 weight percent functionalized polypropylene, from about 2 to about 10 weight percent of polyether amine, and 50 to about 93 weight percent of polypropylene and elastomer.
  • 35. A composition useful for making molded automotive body parts, comprising: polypropylene; an elastomer; and the reaction product of maleated polypropylene and a polyetheramine.
  • 36. The composition according to claim 35, wherein the functionalized polypropylene has a number average molecular weight of about 3,000 to about 20,000.
  • 37. The composition according to claim 35, wherein the elastomer is an ethylene/propylene rubber.
  • 38. The composition according to claim 35, wherein the functionalized polypropylene is maleated polypropylene, and wherein the polyetheramine has a molecular weight in the range from about 148 to about 12,000 and wherein the polyetheramine is a monoamine or a diamine.
  • 39. The composition according to claim 35, wherein the polyetheramine has a molecular weight in the range from about 1,500 to about 2,000 and is a monoamine or a diamine.
  • 40. The composition according to claim 35, wherein the polyetheramine is prepared from ethylene oxide and propylene oxide with the amount of ethylene oxide in the polyetheramine being greater than about 50 percent.
  • 41. The composition according to claim 39, wherein the polyetheramine is a monoamine and wherein the polyetheramine is prepared from ethylene oxide and propylene oxide wherein the amount of ethylene oxide in the polyetheramine on a molar basis is greater than about 75 percent.
  • 42. The composition according to claim 41, wherein the amount of ethylene oxide is greater than about 90 percent.
  • 43. The composition according to claim 35, wherein the maleated polypropylene has a number average molecular weight of from about 3,000 to about 20,000.
  • 44. The composition according to claim 35, the composition comprises maleated polypropylene in an amount in the range from about 5 to about 40 weight percent and polyetheramine in an amount in the range from about 2 to about 10 weight percent.
  • 45. The composition according to claim 35, wherein the polyetheramine is a monoamine or diamine having a molecular weight in the range from about 1,000 to about 3,000 and wherein the polyetheramine is prepared from propylene oxide, ethylene oxide or combination thereof.
  • 46. The composition according to claim 35, wherein the polyetheramine is prepared from ethylene oxide, propylene oxide or combination thereof.
  • 47. The composition according to claim 35, in the absence of an amine other than a polyetheramine and in the absence of a copolymer of an olefin and maleic anhydride.
  • 48. The composition according to claim 35, wherein the paint adhesion of the composition is greater than 95 percent.
  • 49. The composition according to claim 35, further comprising a glass filler in an amount up to about 40 weight percent.
  • 50. A composition useful for making molded automotive body parts, comprising: polypropylene; ethylene/propylene rubber; and the reaction product of polyetheramine and maleated polypropylene.
  • 51. The composition of claim 50 wherein the polyetheramine is in an amount of from about 2 to about 10 weight percent and is prepared from ethylene oxide, propylene oxide or mixture thereof and has a molecular weight in the range from about 1,000 to about 3,000; and wherein the polyetheramine is a monoamine or diamine.
  • 52. The composition of claim 50 wherein the maleated polypropylene has a number average molecular weight of from about 3,000 to about 10,000; and wherein the maleated polypropylene is present in an amount from about 5 to about 30 weight percent.
  • 53. The composition according to claim 50, wherein the maleated polypropylene has a number average molecular weight of about 3,000 to about 20,000.
  • 54. The composition according to claim 50, wherein the polyetheramine has a molecular weight in the range from about 148 to about 12,000 and wherein the polyetheramine is a monoamine or a diamine.
  • 55. The composition according to claim 50, wherein the polyetheramine has a molecular weight in the range from about 1,500 to about 2,000 and is a monoamine or a diamine.
  • 56. The composition according to claim 50, wherein the polyetheramine is prepared from ethylene oxide and propylene oxide with the amount of ethylene oxide in the polyetheramine being greater than about 50 percent.
  • 57. The composition according to claim 50, wherein the polyetheramine is a monoamine and wherein the polyetheramine is prepared from ethylene oxide and propylene oxide wherein the amount of ethylene oxide in the polyetheramine on a molar basis is greater than about 75 percent.
  • 58. The composition according to claim 57, wherein the amount of ethylene oxide is greater than about 90 percent.
  • 59. The composition according to claim 50, the composition comprises maleated polypropylene in an amount in the range from about 5 to about 40 weight percent and polyetheramine in an amount in the range from about 2 to about 10 weight percent.
  • 60. The composition according to claim 50, wherein the polyetheramine is prepared from ethylene oxide, propylene oxide or combination thereof.
  • 61. The composition according to claim 50, in the absence of an amine other than a polyetheramine and in the absence of a copolymer of an olefin and maleic anhydride.
  • 62. The composition according to claim 50, wherein the paint adhesion of the composition is greater than 95 percent.
  • 63. A composition useful for making molded automotive body parts, comprising: polypropylene; ethylene/propylene rubber; and the reaction product of polyetheramine and maleated polypropylene; wherein the polyetheramine is in an amount of from about 2 to about 10 weight percent and is prepared from ethylene oxide, propylene oxide or mixture thereof and has a molecular weight in the range from about 1,000 to about 3,000; wherein the polyetheramine is a monoamine or diamine; wherein the amount of ethylene oxide in the polyetheramine on a molar basis is greater than about 75 percent; wherein the maleated polypropylene has a number average molecular weight of from about 3,000 to about 10,000; and wherein the maleated polypropylene is present in an amount from about 5 to about 30 weight percent.
  • 64. An article of manufacture in the form of an automotive body part prepared by injection molding from a composition comprising: polypropylene; ethylene/propylene rubber; and the reaction product of maleated polypropylene and a polyetheramine.
  • 65. A method of preparing a painted automotive body part, comprising: preparing a molded automotive body part by injection molding a blend comprising polypropylene, ethylene/propylene rubber and the reaction product of maleated polypropylene and a polyetheramine; and painting the molded automotive body part.
  • 66. A part prepared in accordance with claim 65.
  • 67. A process for the production of compositions useful for making automotive body parts, comprising: compounding polypropylene, maleated polypropylene and a polyetheramine in an extruder at a temperature of from about 175° C. to about 300° C., and under conditions such that the maleated propylene and polyetheramine form a reaction product, to form a compounded composition.
  • 68. The process according to claim 54, wherein a rubber is present during compounding and is present in the compounded composition.
  • 69. A blended composition useful for making molded articles of manufacture, comprising: polypropylene; a filler; the reaction product of maleated polypropylene and polyetheramine.
  • 70. The composition according to claim 69, further comprising an ethylene/propylene rubber.
  • 71. The composition according to claim 69, wherein the filler is a glass filler and is present in an amount up to 40 weight percent of the composition.
  • 72. A polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units.
  • 73. The polyether monoamine of claim 72 wherein the polyether monoamine has a molecular weight of about 2000 to about 2200.
  • 74. The polyether monoamine of claim 72 wherein the polyether monoamine contains about 40 to about 43 ethylene oxide units and from about 2.4 to about 3 propylene oxide units.
  • 75. The polyether monoamine of claim 72, wherein the polyether monoamine is of the formula:
  • 76. The polyether monoamine of claim 75, wherein m is about 40 to about 43 and n is from about 2.4 to about 6.
  • 77. The polyether monoamine of claim 75, having a molecular weight of about 2000 to about 2200.
  • 78. The polyether monoamine of claim 76, having a molecular weight of about 2000 to about 2200.
  • 79. A compound comprising polypropylene and the reaction product of a functionalized polypropylene and a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units.
  • 80. The compound of claim 79, wherein the functionalized polypropylene is maleated polypropylene.
  • 81. The compound of claim 79, wherein the polyether monoamine has a molecular weight of about 2000 to about 2200.
  • 82. The compound of claim 79, wherein the polyether monoamine contains from about 40 to about 43 ethylene oxide units and from about 2.4 to about 3 propylene oxide units.
  • 83. The compound of claim 79, wherein the polyether monoamine is of formula:
  • 84. The compound of claim 79, comprising: (a) from about 70 to about 80 wt % of polypropylene; (b) from about 20 to about 30 wt % of maleated polypropylene; and (c) from about 2 to about 10 wt % of polyether monoamine.
  • 85. A process for producing the reaction product of a maleated polypropylene and a polyether monoamine comprising grafting the polyether monoamine onto maleated polypropylene in the presence of polypropylene by melting the components in a mixing apparatus at a temperature of from about 175 to about 300° C. in the course of a residence time of from about 25 to 300 seconds, wherein the polyether monoamine contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units.
  • 86. A composition useful for making molded automotive body parts, comprising: polypropylene; an elastomer; and the reaction product of functionalized polypropylene and a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units.
  • 87. The composition of claim 86, wherein the polyether monoamine contains 40 ethylene oxide units and from 2.4 to about 3 propylene oxide units.
  • 88. The composition of claim 86, wherein the polyether monoamine is of formula:
  • 89. The composition of claim 86, wherein the functionalized polypropylene is maleated polypropylene.
  • 90. The composition of claim 86, wherein the elastomer is an ethylene/propylene rubber.
  • 91. The composition of claim 86, wherein the functionalized polypropylene is maleated polypropylene in an amount in the range from about 5 to about 40 weight percent and the polyether monoamine is present in an amount in the range from about 2 to about 1 O weight percent.
  • 92. The composition of claim 86 in the absence of an amine other than the polyether monoamine and in the absence of a copolymer of an olefin and maleic anhydride.
  • 93. The composition of claim 86 wherein the paint adhesion of the composition is greater than 95 percent.
  • 94. The composition of claim 86, further comprising a glass filler in an amount up to about 40 weight percent.
  • 95. An article of manufacture in the form of an automotive body part prepared by injection molding from a composition comprising: polypropylene; ethylene/propylene rubber; and the reaction product of maleated polypropylene and a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units.
  • 96. A method of preparing a painted automotive body part, comprising: preparing a molded automotive body part by injection molding a blend comprising polypropylene, ethylene/propylene rubber and the reaction product of maleated polypropylene and a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units; and painting the molded automotive body part.
  • 97. A part prepared in accordance with claim 96.
  • 98. A process for the production of compositions useful for making automotive body parts, comprising: compounding polypropylene, maleated polypropylene, and a polyether monoamine which contains from about 36 to about 44 ethylene oxide units and from about 1 to about 6 propylene oxide units in an extruder at a temperature of from about 175° C. to about 300° C., and under conditions such that the maleated polypropylene and the polyether monoamine form a reaction product, to form a compounded composition.
  • 99. The process of claim 98 wherein a rubber is present during compounding and is present in the compounded composition.
  • 100. A blended composition useful for making molded articles of manufacture, comprising: polypropylene; a filler; the reaction product of maleated polypropylene and a polyether monoamine which contains about 36 to about 44 ethylene oxide units, and from about 1 to about 6 propylene oxide units.
  • 101. The composition of claim 100, further comprising an ethylene/propylene rubber.
  • 102. The composition of claim 100, wherein the filler is a glass filler and is present in an amount up to about 40 weight percent of the composition.
Parent Case Info

[0001] This is a continuation-in-part application of co-pending Ser. No. 08/499,521, filed Jul. 7, 1995, which is a continuation-in-part application of Ser. No. 08/222,508, filed Apr. 4, 1994, which is a continuation application of Ser. No. 08/090,675, filed Jul. 13, 1993, now abandoned.

Divisions (1)
Number Date Country
Parent 09368042 Aug 1999 US
Child 09777763 Feb 2001 US
Continuations (2)
Number Date Country
Parent 08676947 Jul 1996 US
Child 09368042 Aug 1999 US
Parent 09090675 Jul 1998 US
Child 08222508 Apr 1994 US
Continuation in Parts (2)
Number Date Country
Parent 08499521 Jul 1995 US
Child 08676947 Jul 1996 US
Parent 08222508 Apr 1994 US
Child 08499521 Jul 1995 US