IP Library Granted Patent US 12,645,162
Granted Patent B2
US 12,645,162 · App. 18/046,590 · Granted Jun 2, 2026

Toner

Inventors: Kosuke Fukudome (Tokyo, JP); Kenta Kamikura (Kanagawa, JP); Kozue Uratani (Shizuoka, JP); Tetsuya Kinumatsu (Shizuoka, JP); Yuta Komiya (Kanagawa, JP)
Assignee: CANON KABUSHIKI KAISHA
G03G9/09321G03G9/0821G03G9/0827G03G9/08728G03G9/09733
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Quick Facts
Patent No.
US 12,645,162
App. No.
18/046,590
Granted
Jun 2, 2026
Kind
B2
Abstract

A toner comprising a toner particle comprising a binder resin and an ester compound, wherein: the binder resin comprises a resin A comprising a specific amount of a long-chain acrylate unit and a styrene-based monomer unit, and a resin B comprising a specific monomer unit in a specific amount; the ester compound has an alkyl chain with a specific chain length, a content of the resin A in the chloroform-soluble portion of the toner particles is 60% by mass or more; and using SPm (J/cm 3 ) 1/2 for a SP value of the long-chain acrylate unit and using SPw (J/cm 3 ) 1/2 for a SP value of the ester compound, SPm is 18.00 to 19.00, and SPm and SPw satisfy formula (a). |SPm−SPw|≤1.50  (a)

Claims (28)

1 . A toner, comprising:

a toner particle comprising a binder resin and an ester compound;

the binder resin comprising a resin A and a resin B;

resin A comprising at least one member selected from the group consisting of a sulfide group and disulfide group, and comprising monomer units represented by formulae (1) and (2)

where R 1 represents a hydrogen atom or methyl group, R 2 represents a straight-chain alkyl group having 12 carbon atoms, and R 21 represents a hydrogen atom or methyl group;

resin B comprising monomer units represented by formulae (3) and (4)

where R 31 represents a hydrogen atom or methyl group, R 32 represents an optionally halogen-substituted straight-chain or branched C 1-3 alkylene group, R 33 to R 35 independently represent a benzyl group, phenethyl group, or straight-chain, branched or cyclic C 1-6 alkyl group, X represents a counteranion, and R 22 represents a hydrogen atom or methyl group;

the ester compound being at least one compound selected from the group consisting of compounds represented by formulae (5), (6) and (7)

where R 36 and R 41 independently represent alkylene groups having 2 to 8 carbon atoms, and R 37 , R 38 , R 42 , R 43 , R 51 and R 52 independently represent a straight-chain alkyl group having 14 to 24 carbon atoms, wherein

the toner has an average circularity of 0.97 to 0.99,

a content of the resin A in a chloroform-soluble matter of the toner particle is at least 60 mass %,

a content of the monomer unit represented by formula (1) in resin A is 2.0 to 15.0 mass %,

a content of the monomer unit represented by formula (2) in resin A is at least 48.0 mass %,

a content of the monomer unit represented by formula (4) in resin B is at least 48.0 mass %,

SPm is 18.00 to 19.00, and

|SPm−SPw|≤1.50

when SPm (J/cm 3 ) 1/2 is an SP value of the monomer unit represented by formula (1) and SPw (J/cm 3 ) 1/2 is an SP value of the ester compound, and

an average number of domains of the ester compound present in a toner cross section observed using a scanning transmission electron microscope is at least 250, and r1 is not greater than 1.00 μm when r1 (μm) is an average long diameter of the domains.

2 . The toner according to claim 1 , wherein the monomer unit represented by formula (1) is 3.0 to 15.0 mass % of resin A.

3 . The toner according to claim 1 , wherein resin A comprises a monomer unit represented by formula (8)

4 . The toner according to claim 1 , wherein a loss elastic modulus G″ of the toner at 100° C. is not more than 3.0×10 5 (dyn/cm 2 ) in dynamic viscoelastic measurement of the toner.

5 . The toner according to claim 1 , which has a surface quantity index of 0.2 to 5.0 atomic % measured using x-ray photoelectron spectroscopic analysis, which is an amount of N relative to a total amount of C, N, O and Si.

6 . The toner according to claim 1 , wherein a content of the monomer unit represented by formula (3) in resin A is less than 1.0 mass %, and

a content of the monomer unit represented by formula (1) in resin B is less than 1.0 mass %.

7 . The toner according to claim 1 , wherein the toner particle is a core-shell type toner particle having a core particle comprising the binder resin and having a shell on a surface of the core particle,

the shell comprises a polymer of an alkyl (meth)acrylate ester, and

the alkyl (meth)acrylate ester is at least one member selected from the group consisting of alkyl (meth)acrylate esters having an alkyl group having 1 to 4 carbon atoms.

8 . The toner according to claim 1 , wherein r1 is not greater than 0.10 μm.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 1, 2022
From: FUKUDOME, KOSUKE; KAMIKURA, KENTA; URATANI, KOZUE; KINUMATSU, TETSUYA; KOMIYA, YUTA
To: CANON KABUSHIKI KAISHA
Reel/Frame 061621/0959 →
Priority Claims (1)
JP 2021-171590 · Oct 20, 2021 · national
Continuity (1)
Related Publication 20230117448A1 · Apr 20, 2023
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