IP Library Granted Patent US 12675057
Granted Patent B2
US 12675057 · App. 17/661,167 · Granted Jul 7, 2026

Toner

Inventors: Kentaro Kamae (Kanagawa, JP); Tomoyo Miyakai (Tokyo, JP); Maki Imura (Chiba, JP); Yuu Nishimura (Chiba, JP); Shin Kitamura (Ibaraki, JP); Takaho Shibata (Tokyo, JP)
Assignee: CANON KABUSHIKI KAISHA
G03G9/08755
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Quick Facts
Patent No.
US 12675057
App. No.
17/661,167
Granted
Jul 7, 2026
Kind
B2
Abstract

A toner, comprising a toner particle comprising a binder resin, wherein the binder resin comprises an amorphous polyester and a crystalline polyester; (i) a weight-average molecular weight of a soluble matter of the crystalline polyester in o-dichlorobenzene at 100° C. is 1500 to 4900; (ii) the crystalline polyester comprises a modified crystalline polyester having at least one terminal-modified structure selected from among a structure in which a hydroxy group at a main chain terminal of the crystalline polyester is terminal-modified with a C16 to C31 aliphatic monocarboxylic acid, and a structure in which a carboxy group at a main chain terminal of the crystalline polyester is terminal-modified with a C15 to C30 aliphatic monoalcohol; and (iii) a content ratio of the terminal-modified structure in the crystalline polyester is 80.0 mol % or higher.

Claims (20)

1 . A toner, comprising:

a toner particle comprising a binder resin;

the binder resin comprising an amorphous polyester and a crystalline polyester;

a weight-average molecular weight of a soluble matter of the crystalline polyester in o-dichlorobenzene at 100° C. being 1800 to 2500;

a main chain of the crystalline polyester being a condensation polymer of an aliphatic dicarboxylic acid and an aliphatic diol, and a difference between the number of carbon of the aliphatic carboxylic acid and the number of carbon of the aliphatic diol being 2 or less; and

the crystalline polyester comprising a modified crystalline polyester having at least one terminal-modified structure in which (i) a hydroxy group at a main chain terminal is terminal-modified with a C16 to C31 aliphatic monocarboxylic acid, or (ii) a carboxy group at a main chain terminal of the crystalline polyester is terminal-modified with a C15 to C30 aliphatic monoalcohol, wherein

a content ratio of the terminal-modified structure in the crystalline polyester is 90.0 mol % or higher,

a content ratio of the crystalline polyester in the binder resin is 3.0 to 12.0 mass %,

a total of the acid value and the hydroxyl value of the crystalline polyester is 0.1 to 3.0 mgKOH/g, and

1.8≤SP A −SP C ≤2.1 when SP C is an SP value of the crystalline polyester, and SP A is an SP value of the amorphous polyester.

2 . The toner according to claim 1 , wherein a total content ratio in the crystalline polyester of a monomer unit of the aliphatic monocarboxylic acid and a monomer unit of the aliphatic monoalcohol included in the terminal-modified structure is 30.0 mass % or higher.

3 . The toner according to claim 1 , wherein SP C is 8.8 to 9.4 (cal/cm 3 ) 0.5 .

4 . The toner according to claim 1 , wherein SP A is 10.5 to 11.5 (cal/cm 3 ) 0.5 .

5 . The toner according to claim 1 , wherein an endothermic quantity ΔH of the toner derived from the crystalline polyester is 5.0 to 15.0 J/g measured by differential scanning calorimetric measurement.

6 . The toner according to claim 1 , wherein the toner particle comprises a hydrocarbon wax, and

0.7≤SP C −SP W ≤1.2 when SP W is an SP value of the hydrocarbon wax.

7 . The toner according to claim 6 , wherein 0.0≤|T C −T W |25.0 when T W is the melting point of the hydrocarbon wax, and T C is the melting point of the crystalline polyester.

8 . The toner according to claim 1 , wherein the amorphous polyester comprises monomer units represented by Formulae (F) and (G)

where R 4 independently represents an ethylene group or a propylene group, x and y are independently an integer of at least 1 with the proviso that the average value of x+y is 2 to 10, and R 5 represents an ethylene group or a propylene group.

9 . The toner according to claim 1 , wherein the content ratio of the terminal-modified structure in the crystalline polyester is at least 95.0 mol %.