Claims
- 1. A process for producing a color toner, comprising:
- mixing a polymerizable monomer and an organic pigment having --OH groups treated with an isocyanic ester or silicon-containing compound, thereby to prepare a monomer composition;
- adding the monomer composition to an aqueous dispersion medium;
- forming particles of the monomer composition in the aqueous dispersion medium;
- polymerizing the polymerizable monomer contained the monomer composition particles, thereby to produce colored resinous particles; and
- producing a color toner from the colored resinous particles.
- 2. A process according to claim 1, wherein the isocyanic ester comprises a compound represented by a formula:
- R--N.dbd.C.dbd.O
- wherein R is an alkyl group having 1-20 carbon atoms and containing no active hydrogen, (ii) an alkenyl group, (iii) an alkyl group having 1-20 carbon atoms containing no active hydrogen and containing at least one species selected form the group consisting of N, S, O and halogen atom, (iv) an alkenyl group containing no active hydrogen and containing at least one species selected form the group consisting of N, S, O and halogen atom or (v) an aryl group.
- 3. A process according to claim 1, wherein the silicon-containing compound comprises at least one species selected from the group consisting of: .gamma.-(2-aminoethyl)aminopropyltrimethoxysilane, .gamma.-aminopropyltriethoxysilane, .gamma.-(2-aminoethyl)aminopropylmethyldimethoxysilane, .gamma.-methacryloxypropyltrimethoxysilane, .gamma.-glycidoxypropyltrimethoxysilane, methyltrimethoxysilane, ethyltriethoxysilane, .gamma.-anilinopropyltrimethoxysilane, vinyltrimethoxysilane, and .gamma.-chloropropylmethyldimethoxysilane.
- 4. A process according to claim 1, wherein the silicon-containing compound comprises a silicone compound represented by the following formula [I]:
- (R.sub.1 HSiO).sub.a (R.sub.2 R.sub.3 SiO).sub.b (R.sub.4 R.sub.5 R.sub.6 SiO.sub.1/2).sub.c [I],
- wherein R.sub.1, R.sub.2 and R.sub.3 respectively are the same or different groups each of which is a hydrogen atom or a hydrocarbon group having 1-10 carbon atoms and being capable of having a substituent of a halogen atom, provided that all of R.sub.1, R.sub.2 and R.sub.3 are not hydrogen L. atoms simultaneously; R.sub.4, R.sub.5 and R.sub.6 respectively are the same or different groups each of which is a hydrogen atom or a hydrocarbon group having 1-10 carbon atoms and being capable of having a substituent of a halogen atom; a is zero or an integer of 1 or larger; b is zero or an integer of 1 or larger; c is zero or an integer of 2, provided that the sum of (a+b) is an integer of 3 or larger in a case where C.dbd.0.
- 5. A process according to claim 4, wherein the silicon-containing compound comprises a compound represented by the following formula [II] or [III]:
- (R.sub.1 HSiO).sub.a (R.sub.2 R.sub.3 SiO).sub.b [II],
- wherein R.sub.1, R.sub.2 and R.sub.3 respectively are each an aryl group or lower alkyl group having 1-4 carbon atoms and being capable of having a substituent of a halogen atom, and the sum of (a+b) is 3 to 7; or
- (R.sub.1 HSiO).sub.a (R.sub.2 R.sub.3 SiO).sub.b (R.sub.4 R.sub.5 R.sub.6 SiO.sub.1/2).sub.2 [III],
- wherein R.sub.1 to R.sub.6 respectively are each an aryl group or lower alkyl group having 1-4 carbon atoms and being capable of having a substituent of a halogen atom, and the sum of (a+b) is 2 to 5.
- 6. A process according to claim 5, wherein the silicon-containing compound comprises a compound represented by a formula: ##STR8## wherein n denotes an integer of 3 to 7.
- 7. A process according to claim 5, wherein the silicon-containing compound comprises a compound represented by a formula: ##STR9## wherein n denotes an integer of 3 to 7.
- 8. A process according to claim 5, wherein the silicon-containing compound comprises a compound represented by a formula: ##STR10## wherein the sum of (a+b) denotes an integer of 3 to 7.
- 9. A process according to claim 5, wherein the silicon compound comprises a cyclic silicone compound
- selected from the group consisting of:
- dihydrogenhexamethylcyclotetrasiloxane,
- trihydrogenpentamethylcyclotetrasiloxane,
- tetrahydrogentetramethylcyclotetrasiloxane,
- dihydrogenoctamethylcyclopentasiloxane,
- trihydrogenheptamethylcyclopentasiloxane,
- tetrahydrogenhexamethylcyclopentasiloxane, and
- pentahydrogenpentamethylcyclopentasiloxane.
- 10. A process according to claim 5, wherein the silicon compound comprises a linear silicone compound selected from the group consisting of: 1,1,1,2,3,4,4,4-octamethyltetrasiloxane, 1,1,1,2,3,4,5,5,5-nonamethylpentasiloxane, and 1,1,1,2,3,4,5,6,6,6-decamethylhexasiloxane.
- 11. A process according to claim 1 including employing 0.5-50 wt. parts of the isocyanic ester for the treatment with respect to 10 wt. parts of he organic pigment particles.
- 12. A process according to claim 1 including employing 0.005-50 wt. parts of the isocyanic ester for the treatment on the basis of the weight of the organic pigment particles.
- 13. A process according to claim 1 including treating the organic pigment particles with an isocyanic ester or a silicon-containing compound, after the organic pigment particles have been subjected to oxidation treatment thereof.
- 14. A process according to claim 13, including oxidation treating the organic pigment particles so as to provide an --OH group on their surfaces.
- 15. A process according to claim 1 including providing the organic pigment particles with an --OH group, and treating --OH group containing organic pigment particles with the isocyanic ester or silicon-containing compound so that the --OH group reacts with the isocyanic ester or silicon compound.
- 16. A process according to claim 1 including treating the organic pigment particles so that their surfaces are oxidized to provide an --OH group thereon, and further treating with an isocyanic ester or a silicon-containing compound so that the --OH group reacts with the isocyanic ester or silicon-containing compound.
- 17. A process according to claim 1, wherein the organic pigment particles are present in an amount of 0.1-50 wt. parts per 100 wt. parts of the polymerizable monomer.
- 18. A process according to claim 1, wherein the organic pigment particles are present in an amount of 0.5-25 wt. parts per 100 wt. parts of the polymerizable monomer.
- 19. A process according to claim 1, wherein the polymerizable monomer comprises a vinyl-type monomer.
- 20. A process according to claim 1, wherein the polymerizable monomer comprises styrene.
Priority Claims (2)
Number |
Date |
Country |
Kind |
1-89689 |
Apr 1989 |
JPX |
|
1-107236 |
Apr 1989 |
JPX |
|
Parent Case Info
This application is a division of application Ser. No. 07/507,472 filed Apr. 11, 1990, now U.S. Pat. No. 5,116,712.
US Referenced Citations (11)
Foreign Referenced Citations (6)
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Date |
Country |
47-40821 |
Oct 1972 |
JPX |
49-4662 |
Feb 1974 |
JPX |
223756 |
Sep 1988 |
JPX |
250660 |
Oct 1988 |
JPX |
7510079 |
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NLX |
1231856 |
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GBX |
Non-Patent Literature Citations (2)
Entry |
Patent Abstract of Japan, vol. 11, No. 173 (P-582) (2620), Jun. 4, 1987. |
Database WPIL, No. 90-095647, Derwent Publication, JPA-2047668. |
Divisions (1)
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Number |
Date |
Country |
Parent |
507472 |
Apr 1990 |
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