# US 9,434,813 B2 · Polyester resin for toners, method for producing same, and toner

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- Number: US 9,434,813 B2
- Document ID: US9434813B2
- Status: Granted
- Kind: B2
- Application number: 14/646,071
- Filed: 2013-12-06
- Published: 2015-10-15
- Granted: 2016-09-06
- Earliest claimed: 2012-12-07
- Assignees: Mitsubishi Rayon Co., Ltd.
- Applicants: Mitsubishi Rayon Co., Ltd.
- Inventors: Yoko Tamura; Masaru Sugiura
- Web page: https://patentgrep.com/patent/US9434813B2

## CPC

- C08G 63/193: containing two or more aromatic rings
- C08G 63/42: Cyclic ethers (C08G59/00 takes precedence); Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
- C08G 63/668: derived from polycarboxylic acids and polyhydroxy compounds
- G03G 9/087: Binders for toner particles
- G03G 9/08755: {Polyesters}
- G03G 9/08795: {characterised by their chemical properties, e.g. acidity, molecular weight, sensitivity to reactants}
- G03G 9/08797: {characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

## Abstract

The invention relates to a polyester resin for toner, the polyester resin containing a monomer unit derived from isosorbide and a monomer unit derived from 1,2-propanediol, in which the proportion of the monomer unit derived from isosorbide is from 2 to 11% by mass with respect to the total mass of the polyester resin, and a glass transition temperature (Tg) of the polyester resin for toner is from 56 to 70° C. According to the invention, it is possible to provide a polyester resin for toner from which toner excellent in storage stability, fixing property, hot offset resistance and image stability in the case of using isosorbide is obtained, and a method for producing the polyester resin for toner. In addition, the toner obtained from the polyester resin for toner of the invention is excellent in storage stability, fixing property, hot offset resistance and image stability in the case of using isosorbide.

## Claims

### Claim 1

A polyester resin for toner, the polyester resin comprising:
a monomer unit derived from isosorbide;
a monomer unit derived from 1,2-propanediol; and
a monomer unit derived from trimellitic acid or its anhydride,
wherein:
a proportion of the monomer unit derived from isosorbide is from 2 to 11% by mass with respect to a total mass of the polyester resin; and
a glass transition temperature (Tg) of the polyester resin is from 56 to 70° C.

### Claim 2 (depends on 1)

The polyester resin for toner according to claim 1, comprising a monomer unit derived from a biomass-based monomer at 2% by mass or more with respect to the total mass of the polyester resin.

### Claim 3 (depends on 1)

The polyester resin for toner according to claim 1, comprising 30% by mass or more of a monomer unit derived from a biomass-based monomer with respect to a total mass of the polyester resin.

### Claim 4 (depends on 1)

The polyester resin for toner according to claim 1, wherein a proportion of a monomer unit derived from 1,2-propanediol is from 10 to 20% by mass with respect to the total mass of the polyester resin.

### Claim 5 (depends on 1)

The polyester resin for toner according to claim 1, the polyester resin comprising from 7 to 10% by mass of the monomer unit derived from isosorbide with respect to the total mass of the polyester resin.

### Claim 6 (depends on 1)

The polyester resin for toner according to claim 1, wherein a proportion of trimellitic acid or its anhydride is from 5 to 25 parts by mole with respect to 100 parts by mole of all acid components contained in all monomers constituting the polyester resin.

### Claim 7 (depends on 1)

A method for producing the polyester resin for toner according to claim 1, the method comprising conducting polycondensation of a monomer mixture (A) comprising a polyhydric alcohol comprising isosorbide, 1,2-propanediol, and a polycarboxylic acid comprising trimellitic acid or its anhydride,
wherein a content of isosorbide is from 2 to 11% by mass with respect to a total mass of the monomer mixture (A).

### Claim 8 (depends on 7)

The method of claim 7, wherein at least one of the isosorbide and the 1,2-propanediol is a biomass-based monomer.

### Claim 9 (depends on 7)

The method for producing the polyester resin of claim 7, wherein the monomer mixture comprises a biomass-based monomer in an amount of 30% by mass or more with respect to a total mass of the monomer mixture (A).

### Claim 10 (depends on 1)

A toner, comprising the polyester resin for toner according to claim 1.

### Claim 11 (depends on 1)

The polyester resin for toner according to claim 1, wherein a proportion of a monomer unit derived from 1,2-propanediol is from 12.9 to 20% by mass with respect to the total mass of the polyester resin.

### Claim 12 (depends on 11)

The polyester resin for toner according to claim 11, comprising 30% by mass or more of a monomer unit derived from a biomass-based monomer with respect to a total mass of the polyester resin.

### Claim 13 (depends on 7)

The method of claim 7, wherein the monomer mixture comprises the trimellitic acid or its anhydride in an amount of 3 to 15% by mass with respect to a total mass of the monomer mixture (A).
