IP Library Granted Patent US 9,290,615
Granted Patent B2
US 9,290,615 · App. 14/405,936 · Granted Mar 22, 2016

Toner polyester resin, method for producing same, and toner

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Quick Facts
Patent No.
US 9,290,615
App. No.
14/405,936
Granted
Mar 22, 2016
Kind
B2
Abstract

This toner polyester resin contains 5-30 mass % of a constitutional unit derived from isosorbide, and has a storage elastic modulus (G′) at 180° C. of 400-1,000 Pa. This method for producing the toner polyester resin involves polycondensing a mixture containing 5-30 mass % of isosorbide and a polycarboxylic acid at 230° C. or lower, and completing a polycondensation reaction at a softening temperature in the range of 135-150° C.

Claims (23)

1. A polyester resin, comprising 5 to 30% by mass of a constitutional unit derived from isosorbide, wherein

a storage elastic modulus G′ at 180° C. of said polyester resin is 400 to 1,000 Pa; and

a Tg of said polyester resin is 50 to 65° C.

2. The polyester resin according to claim 1 , further comprising a constitutional unit derived from a tri- or higher polyhydric carboxylic acid.

3. The polyester resin according to claim 2 , comprising 5 to 25 parts by mol of the constitutional unit derived from a tri- or higher polyhydric carboxylic acid based on a total content of acid component in the polyester resin of 100 parts by mol.

4. The polyester resin according to claim 1 , comprising 30% by mass or more of a constitutional unit derived from biomass.

5. The polyester resin according to claim 1 , comprising 9 to 25% by mass of the constitutional unit derived from isosorbide.

6. The polyester resin according to claim 1 , further comprising a constitutional unit derived from 1,3-propanediol.

7. The polyester resin according to claim 6 , wherein the 1,3-propanediol is derived from biomass.

8. A method for producing a polyester resin, comprising polycondensing a mixture comprising 5 to 30% by mass of isosorbide and a polyhydric carboxylic acid at 230° C. or lower, and completing a polycondensation reaction at a softening temperature within a range of 135 to 150° C.,

wherein the polyester resin produced has a storage elastic modulus G′ at 180° C. of 400to 1,000 Pa and a Tg of 50 to 65° C.

9. The method for producing a polyester resin according to claim 8 , wherein the polyhydric carboxylic acid comprises a tri- or higher polyhydric carboxylic acid.

10. The method for producing a polyester resin according to claim 9 , wherein the mixture comprises 5 to 25 parts by mol of the tri- or higher polyhydric carboxylic acid based on a total content of acid component in the mixture of 100 parts by mol.

11. The method for producing a polyester resin according to claim 8 , wherein the mixture comprises 30% by mass or more of a raw material derived from biomass.

12. The method for producing a polyester resin according to claim 8 , which comprises 9 to 25% by mass of the isosorbide in the mixture.

13. The method for producing a polyester resin according to claim 8 , wherein the mixture comprises 1,3-propanediol.

14. The method for producing a polyester resin according to claim 8 , wherein the mixture is polycondensed at 215° C. or higher.

15. A toner comprising the polyester resin according to claim 1 .

16. The polyester resin according to claim 3 , further comprising a constitutional unit derived from 1,3-propanediol.

17. The method according to claim 16 , further comprising a constitutional unit derived from at least one of terephthalic acid and isophthalic acid.

18. A polyester resin, comprising 5 to 30% by mass of a constitutional unit derived from isosorbide and 5 to 25 parts by mol of a constitutional unit derived from a tri- or higher polyhydric carboxylic acid based on a total content of acid component in the polyester resin of 100 parts by mol, wherein a storage elastic modulus G′ at 180° C. of said polyester resin is 400 to 1,000 Pa.

19. A method for producing the polyester resin of claim 18 , comprising polycondensing a mixture comprising 5 to 30% by mass of isosorbide and 5 to 25 parts by mol of a constitutional unit derived from a tri- or higher polyhydric carboxylic acid based on a total content of acid component in the polyester resin of 100 parts by mol, at 230° C. or lower, and completing a polycondensation reaction at a softening temperature within a range of 135 to 150° C.

20. A toner comprising the polyester resin according to claim 18 .

Assignments (2)
CHANGE OF NAME Recorded Sep 5, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043750/0834 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 5, 2014
From: TAMURA, YOKO; SUGIURA, MASARU
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 034389/0842 →