Claims
- 1. A toner for developing electrostatic images comprising: toner particles, wherein each of said toner particles contains a binder resin having as a constituent an acid component with an acid value of from 0.5 mg.KOH/g to 100 mg.KOH/g, a colorant, and at least one of the compounds represented by the following Formulas (I), (II) and (III):
- Formula (I)
- R.sub.1 HN-Ar-NHR.sub.2
- wherein Ar represents a substituted or unsubstituted aryl group; and R.sub.1 and R.sub.2 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted, and a nitrogen-containing ring structure formed by combining at least one of them with Ar or a nitrogen-containing ring structure formed by combining both of them with each other; and ##STR20## where R.sub.3 and R.sub.4 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted; and R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are the same or different and each represent a hydrogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a mercapto group, an alkylthio group, an amino group, an alkylamino group, a dialkylamino group, a halogen atom, a phenyl group which is substituted or unsubstituted, an alkenyl group, a nitrogen-containing ring structure formed by combining R.sub.5 and R.sub.6 with each other and a nitrogen-containing ring structure formed by combining R.sub.7 and R.sub.8 with each other; ##STR21## wherein A represents a linking group, R.sub.9 and R.sub.10 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group, which is substituted or unsubstituted; and R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are the same or different and each represent a hydrogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a mercapto group, an alkylthio group, an amino group, an alkyl amino group, a dialkylamino group, a halogen atom, a phenyl group which is substituted or unsubstituted an alkenyl group, a nitrogen-containing ring structure formed by combining R.sub.11 and R.sub.12 with each other, and a nitrogen-containing ring structure formed by combining R.sub.13 and R.sub.14 with each other.
- 2. The toner according to claim 1, which comprises a binder resin having at least a peak in the region of a molecular weight of from 5.times.10.sup.3 to 5.times.10.sup.4 and a peak or shoulder in the region of a molecular weight of not less than 10.sup.5, in the molecular weight distribution measured by gel permeation chromatography of resin components, and containing a resin component with the molecular weight of not less than 10.sup.5 in an amount of from 5% by weight to 50% by weight.
- 3. The toner according to claim 1, wherein said compound is a compound represented by the following Formula (I):
- Formula (I)
- R.sub.1 HN-Ar-NHR.sub.2
- wherein Ar represents a substituted or unsubstituted aryl group; and R.sub.1 and R.sub.2 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted, and a nitrogen-containing ring structure formed by combining at least one of them with Ar or a nitrogen-containing ring structure formed by combining both of them with each other.
- 4. The toner according to claim 1, wherein said compound comprises at least one of a compound represented by the following Formulas (II) and (III): ##STR22## wherein R.sub.3 and R.sub.4 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.5 and R.sub.6 with each other; and a nitrogen-containing ring structure formed by combining R.sub.7 and R.sub.8 with each other; ##STR23## wherein A represents a linking group; R.sub.9 and R.sub.10 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.11 and R.sub.12 with each other, and a nitrogen-containing ring structure formed by combining R.sub.13 and R.sub.14 with each other.
- 5. The toner according to claim 1, wherein said compound is a compound represented by the following Formula (I);
- Formula (I)
- R.sub.1 HN-Ar-NHR.sub.2
- wherein Ar represents a substituted or unsubstituted aryl group; and R.sub.1 and R.sub.2 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted, and a nitrogen-containing ring structure formed by combining at least one of them with Ar or a nitrogen-containing ring structure formed by combining both of them with each other; and
- said toner comprises a binder resin having at least a peak in the region of a molecular weight of from 5.times.10.sup.3 to 5.times.10.sup.4 and a peak or shoulder in the region of a molecular weight of not less than 10.sup.5, in the molecular weight distribution measured by gel permeation chromatography of resin components, and containing a resin component with the molecular weight of not less than 10.sup.5 in an amount of from 5% by weight to 50% by weight.
- 6. The toner according to claim 1, wherein said component comprises at least one of compounds represented by the following Formulas (II) and (III); ##STR24## where R.sub.3 and R.sub.4 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.5 and R.sub.6 with each other, and a nitrogen-containing ring structure formed by combining R.sub.7 and R.sub.8 with each other; ##STR25## wherein A represents a linking group; R.sub.9 and R.sub.10 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.11 and R.sub.12 with each other and a nitrogen-containing ring structure formed by combining R.sub.13 and R.sub.14 with each other; and
- said toner comprises a binder resin having at least a peak in the region of a molecular weight of from 5.times.10.sup.3 to 5.times.10.sup.4 and a peak or shoulder in the region of a molecular weight of not less than 10.sup.5, in the molecular weight distribution measured by gel permeation chromatography of resin components, and containing a resin component with the molecular weight of not less than 10.sup.5 in an amount of from 5% by weight to 50% by weight.
- 7. The toner according to claim 1, wherein said binder resin comprises an acid anhydride.
- 8. The toner according to claim 1, wherein said binder resin has an acid component with an acid value of from 0.5 mg.KOH/g to 100 mg.KOH/g, ascribable to an acid anhydride.
- 9. The toner according to claim 1, wherein said at least one of compounds represented by Formulas (I), (II) and (III) is contained in an amount of from 0.01 part by weight to 10 parts by weight based on 100 parts by weight of said binder resin.
- 10. The toner according to claim 1, wherein said binder resin comprises a vinyl type copolymer or a polyester resin.
- 11. The toner according to claim 10, wherein said vinyl type copolymer is obtained by polymerizing a monomer composition containing a monomer having a carboxyl group or an acid anhydride group which is a derivative of a carboxyl group.
- 12. The toner according to claim 11, wherein said monomer composition contains a monoester of an .alpha.,.beta.-unsaturated dibasic acid.
- 13. The toner according to claim 10, wherein said vinyl type copolymer comprises a styrene-acrylic copolymer.
- 14. The toner according to claim 10, wherein said vinyl type copolymer comprises a cross-linked vinyl type copolymer.
- 15. The toner according to claim 14, wherein said cross-linked vinyl type copolymer is obtained by using a cross-linking monomer in an amount of from 0.01 part by weight to 5 parts by weight based on 100 parts by weight of other monomers.
- 16. The toner according to claim 10, wherein said polyester resin is obtained by condensation polymerization of a dibasic acid component and a dihydric alcohol component.
- 17. The toner according to claim 10, wherein said polyester resin comprises a cross-linked polyester resin.
- 18. The toner according to claim 17, wherein said cross-linked polyester resin is obtained by using at least one of a tribasic or higher acid component and a trihydric or higher alcohol component in an amount of from 5 mol % to 60 mol % on the basis of the whole alcohol component and acid component.
- 19. The toner according to claim 1, which comprises a positively chargeable toner having a positive charge control agent.
- 20. The toner according to claim 1, which comprises a negatively chargeable toner having a negative charge control agent.
- 21. An image forming apparatus comprising;
- an electrostatic image bearing member which bears an electrostatic image on its surface;
- a charging means for electrostatically charging said electrostatic image bearing member;
- a developing means for developing the electrostatic image carried on said electrostatic image bearing member;
- a transfer means for transferring the toner image formed by said developing means to a recording medium;
- a cleaning means for removing deposits on said electrostatic image bearing member; and
- a fixing means for fixing the toner image transferred to said recording medium, by the action of heat and pressure;
- wherein said developing means comprises a toner for developing electrostatic images, comprising toner particles, each of which contains a binder resin having as a constituent an acid component with an acid value of from 0.5 to 100 mg.KOH/g, a colorant, and at least one of compounds represented by the following Formulas (I), (II) and (III):
- Formula (I)
- R.sub.1 HN-Ar-NHR.sub.2
- wherein Ar represents a substituted or unsubstituted aryl group; and R.sub.1 and R.sub.2 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted, and a nitrogen-containing ring structure formed by combining at least one of them with Ar or a nitrogen-containing ring structure formed by combining both of them with each other; and ##STR26## where R.sub.3 and R.sub.4 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted; and R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are the same or different and each represent a hydrogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a mercapto group, an alkylthio group, an amino group, an alkylamino group, a dialkylamino group, a halogen atom, a phenyl group which is substituted or unsubstituted, an alkenyl group, a nitrogen-containing ring structure formed by combining R.sub.5 and R.sub.6 with each other and a nitrogen-containing ring structure formed by combining R.sub.7 and R.sub.8 with each other; ##STR27## wherein A represents a linking group, R.sub.9 and R.sub.10 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group, which is substituted or unsubstituted; and R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are the same or different and each represent a hydrogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a mercapto group, an alkylthio group, an amino group, an alkyl amino group, a dialkylamino group, a halogen atom, a phenyl group which is substituted or unsubstituted, an alkenyl group, a nitrogen-containing ring structure formed by combining R.sub.11 and R.sub.12 with each other, and a nitrogen-containing ring structure formed by combining R.sub.13 and R.sub.14 with each other.
- 22. The image forming apparatus according to claim 21 in which the binder resin has at least a peak in the region of a molecular weight of from 5.times.10.sup.3 to 5.times.10.sup.4 and a peak or shoulder in the region of a molecular weight of not less than 10.sup.5, in the molecular weight distribution measured by gel permeation chromatography of resin components, and containing a resin component with the molecular weight of not less than 10.sup.5 in an amount of from 5% by weight to 50% by weight.
- 23. The image forming apparatus according to claim 21, wherein said compound is a compound represented by the following Formula (I):
- Formula (I)
- R.sub.1 HN-Ar-NHR.sub.2 ps
- wherein Ar represents a substituted or unsubstituted aryl group and R.sub.1 and R.sub.2 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted and a nitrogen-containing ring structure formed by combining at least one of them with Ar or a nitrogen-containing ring structure formed by combining both of them with each other.
- 24. The image forming apparatus according to claim 21, wherein said compound comprises at least one of a compound represented by the following Formulas (II) and (III): ##STR28## wherein R.sub.3 and R.sub.4 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.5 and R.sub.6 with each other; and a nitrogen-containing ring structure formed by combining R.sub.7 and R.sub.8 with each other; ##STR29## wherein A represents a linking group; R.sub.9 and R.sub.10 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.11 and R.sub.12 with each other and a nitrogen-containing ring structure formed by combining R.sub.13 and R.sub.14 with each other.
- 25. The image forming apparatus according to claim 21, wherein said compound is a compound represented by the following Formula (I);
- Formula (I)
- R.sub.1 HN-Ar-NHR.sub.2
- wherein Ar represents a substituted or unsubstituted aryl group and R.sub.1 and R.sub.2 are the same or different and each represent a hydrogen atom, an alkyl group or a phenyl group which is substituted or unsubstituted, and a nitrogen-containing ring structure formed by combining at least one of them with Ar or a nitrogen-containing ring structure formed by combining both of them with each other; and
- said toner comprises a binder resin having at least a peak in the region of a molecular weight of from 5.times.10.sup.3 to 5.times.10.sup.4 and a peak or shoulder in the region of a molecular weight of not less than 10.sup.5, in the molecular weight distribution measured by gel permeation chromatography of resin components, and containing a resin component with the molecular weight of not less than 10.sup.5 in an amount of from 5% by weight to 50% by weight.
- 26. The image forming apparatus according to claim 21, wherein said component comprises at least one of compounds represented by the following Formulas (II) and (III); ##STR30## where R.sub.3 and R.sub.4 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.5 and R.sub.6 with each other, and a nitrogen-containing ring structure formed by combining R.sub.7 and R.sub.8 with each other; ##STR31## wherein A represents a linking group; R.sub.9 and R.sub.10 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group which is substituted with a group having 0 to 6 carbon atoms; and R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are the same or different and each represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, a mercapto group, an alkylthio group having 1 to 6 carbon atoms, an amino group, an alkylamino group having 1 to 6 carbon atoms, a dialkylamino group, a halogen atom, a phenyl group which is substituted with a group having 0 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a nitrogen-containing ring structure formed by combining R.sub.11 and R.sub.12 with each other and a nitrogen-containing ring structure formed formed by combining R.sub.13 and R.sub.14 with each other; and
- said toner comprises a binder resin having at least a peak in the region of a molecular weight of from 5.times.10.sup.3 to 5.times.10.sup.4 and a peak or shoulder in the region of a molecular weight of not less than 10.sup.5, in the molecular weight distribution measured by gel permeation chromatography of resin components, and containing a resin component with the molecular weight of not less than 10.sup.5 in an amount of from 5% by weight to 50% by weight.
- 27. The image forming apparatus according to claim 21, wherein said binder resin comprises an acid anhydride.
- 28. The image forming apparatus according to claim 21, wherein said binder resin has an acid component with an acid value of from 0.5 mg.KOH/g to 100 mg.KOH/g, ascribable to an acid anhydride.
- 29. The image forming apparatus according to claim 21, wherein said at least one of compounds represented by Formula (I), (II) and (III) is contained in an amount of from 0.01 part by weight to 10 parts by weight based on 100 parts by weight of said binder resin.
- 30. The image forming apparatus according to claim 21, wherein said binder resin comprises a vinyl type copolymer or a polyester resin.
- 31. The image forming apparatus according to claim 30, wherein said vinyl type copolymer is obtained by polymerizing a monomer composition containing a monomer having a carboxyl group or an acid anhydride group which is a derivative of a carboxyl group.
- 32. The image forming apparatus according to claim 31, wherein said monomer composition contains a monomer of an .alpha.,.beta.-unsaturated dibasic acid.
- 33. The image forming apparatus according to claim 30, wherein said vinyl type copolymer comprises a styrene-acrylic copolymer.
- 34. The image forming apparatus according to claim 30, wherein said vinyl type copolymer comprises a cross-linked vinyl type copolymer.
- 35. The image forming apparatus according to claim 30, wherein said cross-linked vinyl type copolymer is obtained by using a cross-linking monomer in an amount of from 0.01 part by weight to 5 parts by weight based on 100 parts by weight of other monomers.
- 36. The image forming apparatus according to claim 30, wherein said polyester resin is obtained by condensation polymerization of a dibasic acid component and a dihydric alcohol component.
- 37. The image forming apparatus according to claim 30, wherein said polyester resin comprises a cross-linked polyester resin.
- 38. The image forming apparatus according to claim 37, wherein said cross-linked polyester resin is obtained by using at least one of a tribasic or higher acid component and a trihydric or higher alcohol component in an amount of from 5 mol % to 60 mol % on the basis of the whole alcohol component and acid component.
- 39. The image forming apparatus according to claim 21, which comprises a positively chargeable toner having a positive charge control agent.
- 40. The image forming apparatus according to claim 21, which comprises a negatively chargeable toner having a negative charge control agent.
Priority Claims (4)
Number |
Date |
Country |
Kind |
3-109684 |
Apr 1991 |
JPX |
|
3-097245 |
Apr 1991 |
JPX |
|
4-077447 |
Mar 1992 |
JPX |
|
4-118496 |
Apr 1992 |
JPX |
|
Parent Case Info
This application is a continuation of application Ser. No. 07/868,966, filed Apr. 16, 1992, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
2297691 |
Carlson |
Apr 1939 |
|
4985327 |
Sakashita et al. |
Jan 1991 |
|
Foreign Referenced Citations (9)
Number |
Date |
Country |
55-90509 |
Jul 1980 |
JPX |
57-178249 |
Nov 1982 |
JPX |
57-178250 |
Nov 1982 |
JPX |
58-173752 |
Oct 1983 |
JPX |
58-173756 |
Oct 1983 |
JPX |
60-4946 |
Jan 1985 |
JPX |
63-214760 |
Sep 1988 |
JPX |
63-217362 |
Sep 1988 |
JPX |
63-217363 |
Sep 1988 |
JPX |
Continuations (1)
|
Number |
Date |
Country |
Parent |
868966 |
Apr 1992 |
|