IP Library Granted Patent US 8,828,636
Granted Patent B2
US 8,828,636 · App. 13/700,422 · Granted Sep 9, 2014

Alcohol compound, a polyester resin, an unsaturated particle resin, a resin particle and an electrophotographic toner

Inventors: Tetsuji Moroiwa (Hiratsuka, JP); Nobutaka Yoshida (Hiratsuka, JP); Hiroshi Aihara (Hiratsuka, JP); Akira Yamane (Hiratsuka, JP); Kei Yamasaki (Hiratsuka, JP); Keiko Taniuchi (Hiratsuka, JP)
Assignee: Japan U-Pica Company, Ltd.
C07C69/753C08G65/40G03G9/08764C08G63/199C08L67/025G03G9/08755C08G65/48C09D175/16C08G2150/20G03G9/08797C08G18/8074C09D167/025C08G63/672C08G63/553G03G9/08795C09D167/06G03G9/0812C08G18/672C08G63/193C08L67/06G03G9/08759
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Quick Facts
Patent No.
US 8,828,636
App. No.
13/700,422
Granted
Sep 9, 2014
Kind
B2
Abstract

It is an object of the present invention to provide a new alcohol compound, a polyester resin, an unsaturated polyester resin, a resin particle and an electrophotographic toner using the compound capable of using the renewable resources as a part of a raw material. An alcohol compound according to the present invention is characterized by representing the chemical formula [Chemical 1]. Furthermore, the polyester resin or the unsaturated polyester resin according to the present invention, is characterized in that the compound (wherein X is an aliphatic or an aromatic residue, Y is a refined rosin residue, a disproportionated rosin residue or a hydrogenated rosin residue, and n=0 to 1 in the formula.) is an essential component of an alcohol component. Further, the resin particle of the present invention is characterized by comprising the polyester resin.

Claims (36)

1. An unsaturated polyester resin wherein a compound is an essential component of an alcohol component;

wherein the compound is represented by the following chemical formula [Chemical 1]:

wherein X is an aliphatic or an aromatic residue, Y is a refined rosin residue, a disproportionated rosin residue or a hydrogenated rosin residue, and n=0 to 1 in the formula.

2. An unsaturated polyester resin wherein a compound is an essential component of an alcohol component and is contained at 20 percent by weight or more as a raw material of an unsaturated polyester;

wherein the compound is represented by the following chemical formula [Chemical 1]:

wherein X is an aliphatic or an aromatic residue, Y is a refined rosin residue, a disproportionated rosin residue or a hydrogenated rosin residue, and n=0 to 1 in the formula.

3. A premix molding compound comprising the unsaturated polyester resin according to claim 1 .

4. A premix molding compound according to claim 3 , wherein the compound is a sheet molding compound, or a bulk molding compound.

5. A polyester resin wherein a compound shown in the following chemical formula [Chemical 1], is an essential component of an alcohol component:

wherein X is an aliphatic or an aromatic residue, Y is a refined rosin residue, a disproportionated rosin residue or a hydrogenated rosin residue, and n=0 to 1.

6. A polyester resin according to claim 5 , wherein the compound is obtained by the addition reaction of one or more selected from the group consisting of a refined rosin, a disproportionated rosin, and a hydrogenated rosin, to an epoxy group of a compound having two epoxy groups in one molecule and shown in the following chemical formula [Chemical 2]:

wherein X is an aliphatic or an aromatic residue, and n=0 to 1.

7. A polyester resin according to claim 5 , wherein the compound according to claim 7 is contained at 20 percent by weight or more as a raw material of polyester.

8. A resin composition for a powder coating comprising the polyester resin according to claim 5 .

9. A resin composition for an electrophotographic developer comprising the polyester resin according to claim 5 .

10. An urethane acrylate resin comprising the polyester resin according to claim 5 that is modified by isocyanate.

11. A resin particle comprising a polyester resin wherein a compound shown in the following chemical formula[Chemical 1], is an essential component of an alcohol component of the polyester resin:

wherein X is an aliphatic or an aromatic residue, Y is a refined rosin residue, a disproportionated rosin residue or a hydrogenated rosin residue, and n=0 to 1.

12. A resin particle according to claim 11 , wherein an average particle diameter of the resin particle is within a range from 0.01 to 1 μm.

13. A resin particle according to claim 11 , wherein the resin particle is obtained by causing the phase inversion by means of adding a neutralizing agent and a water-based medium into a resin solution made by dissolving the polyester resin into an organic solvent, and thereby forming an O/W emulsion of resin particle, and further removing the organic solvent from a dispersion of an O/W emulsion of resin particle.

14. A resin particle according to claim 11 , wherein the compound is obtained by the addition reaction of one or more selected from the group consisting of a refined rosin, a disproportionated rosin, and a hydrogenated rosin, to an epoxy group of a compound having two epoxy groups in one molecule and shown in the following chemical formula[Chemical 2]:

wherein X is an aliphatic or an aromatic residue, and n=0 to 1.

15. A resin particle according to claim 11 , wherein the compound according to claim 13 is contained at 20 percent by weight or more as a raw material of polyester.

16. A resin particle according to claim 13 , wherein the neutralizing agent is contained at 0.8 to 1.7 equivalent per equivalent of a carboxyl group contained in the polyester resin.

17. An electrophotographic toner, wherein the electrophotographic toner comprises at least a polyester resin and a colorant, and comprises a resin particle comprising the polyester resin wherein a compound shown in the following chemical formula [Chemical 1], is an essential component of an alcohol component of the polyester resin:

wherein X is an aliphatic or an aromatic residue, Y is a refined rosin residue, a disproportionated rosin residue or a hydrogenated rosin residue, and n=0 to 1.

18. An electrophotographic toner according to claim 17 , wherein an average particle diameter of the resin particle is within a range from 0.01 to 1 μm.

19. An electrophotographic toner according to claim 17 , wherein the toner comprises a resin particle obtained by causing the phase inversion by means of adding a neutralizing agent and a water-based medium into a resin solution made by dissolving the polyester resin into an organic solvent, and thereby forming an O/W emulsion of resin particle, and further removing the organic solvent from a dispersion of an O/W emulsion of resin particle.

20. An electrophotographic toner according to claim 17 , wherein the compound is obtained by the addition reaction of one or more selected from the group consisting of a refined rosin, a disproportionated rosin, and a hydrogenated rosin, to an epoxy group of a compound having two epoxy groups in one molecule and shown in the following chemical formula [Chemical 2]:

wherein is an aliphatic or an aromatic residue, and n=0 to 1.

21. An electrophotographic toner according to claim 17 , wherein the compound according to claim 19 is contained at 20 percent by weight or more as a raw material of polyester.

22. An electrophotographic toner according to claim 19 , wherein the neutralizing agent is contained at 0.8 to 1.7 equivalent per equivalent of a carboxyl group contained in the polyester resin.

23. The unsaturated polyester resin according to claim 1 , wherein the compound is obtained by the addition reaction of one or more rosins selected from the group consisting of a refined rosin, a disproportionated rosin, and a hydrogenated rosin, to an epoxy group of a compound having two epoxy groups in one molecule and shown in the following chemical formula [Chemical 2]:

wherein X is an aliphatic or an aromatic residue, and n=0 to 1.

24. The unsaturated polyester resin according to claim 2 , wherein the compound is obtained by the addition reaction of one or more rosins selected from the group consisting of a refined rosin, a disproportionated rosin, and a hydrogenated rosin, to an epoxy group of a compound having two epoxy groups in one molecule and shown in the following chemical formula [Chemical 2]:

wherein X is an aliphatic or an aromatic residue, and n=0 to 1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 27, 2012
From: MOROIWA, TETSUJI; YOSHIDA, NOBUTAKA; AIHARA, HIROSHI; YAMANE, AKIRA; YAMASAKI, KEI; TANIUCHI, KEIKO
To: JAPAN U-PICA COMPANY, LTD.
Reel/Frame 029359/0777 →
Priority Claims (3)
JP 2010-123163 · May 28, 2010 · national
JP 2010-123250 · May 28, 2010 · national
JP 2011-033981 · Feb 18, 2011 · national
Continuity (1)
Related Publication 20130071785A1 · Mar 21, 2013