IP Library Granted Patent US 11,448,980
Granted Patent B2
US 11,448,980 · App. 17/113,922 · Granted Sep 20, 2022

Toner

Inventors: Takashi Matsui (Shizuoka, JP); Noritaka Toyoizumi (Shizuoka, JP); Tsutomu Shimano (Shizuoka, JP); Kenji Aoki (Shizuoka, JP); Shohei Shibahara (Shizuoka, JP); Yuna Yamamoto (Shizuoka, JP)
Assignee: CANON KABUSHIKI KAISHA
G03G9/08711G03G9/091
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Quick Facts
Patent No.
US 11,448,980
App. No.
17/113,922
Granted
Sep 20, 2022
Kind
B2
Abstract

A toner comprising a toner particle comprising a binder resin and an azo dye, wherein the binder resin comprises a polymer A, the polymer A is a polymer having a monomer unit derived from methacrylonitrile, and a relationship among an amount of substance (mol) of the monomer unit derived from methacrylonitrile, an amount of substance (mol) of the azo dye, and the number of azo groups in the azo dye in the toner particle satisfies formula below: [(amount of substance of azo dye (mol))×(number of azo groups in azo dye)/(amount of substance of monomer unit derived from methacrylonitrile (mol))]≤0.500.

Claims (17)

1. A toner, comprising:

a toner particle, said toner particle comprising an azo dye and a binder resin, the binder resin comprising a polymer A, polymer A being a polymer having a monomer unit derived from methacrylonitrile, wherein

[(amount of substance of azo dye (mol))×(number of azo groups in azo dye)/(amount of substance of monomer unit derived from methacrylonitrile (mol)]≤0.500.

2. The toner according to claim 1 , wherein the amount of polymer A in the binder resin is at least 50.0% by mass.

3. The toner according to claim 1 , wherein polymer A has a monomer unit derived from a vinyl-based monomer represented by formula (Z)

where R Z1 represents a hydrogen atom or an alkyl group, and R Z2 represents an alkyl group having 1 to 12 carbon atoms or a phenyl group.

4. The toner according to claim 1 , wherein 0.010≤[(amount of substance of azo dye (mol))×(number of azo groups in azo dye)/(amount of substance of monomer unit derived from methacrylonitrile (mol))]≤0.500.

5. The toner according to claim 1 , wherein [(molecular weight of azo dye)/(number of azo groups)] is not more than 500.0.

6. The toner according to claim 1 , wherein the azo dye comprises at least one yellow colorant selected from the group consisting of C.I. Pigment Yellow 17, C.I. Pigment Yellow 74, C.I. Pigment Yellow 93, C.I. Pigment Yellow 151, C.I. Pigment Yellow 155 and C.I. Pigment Yellow 180.

7. The toner according to claim 1 , wherein the azo dye has a molecular weight of not more than 500.

8. The toner according to claim 1 , wherein polymer A comprises a monomer unit B derived from at least one member selected from the group consisting of (meth)acrylic acid esters having an alkyl group having 18 to 36 carbon atoms.

9. The toner according to claim 8 , wherein monomer unit B is present in polymer A at 1.0 to 50.0 mol %.

10. The toner according to claim 1 , wherein the azo dye is present at 1 to 20 parts by mass with respect to 100 parts by mass of the binder resin.

11. The toner according to claim 1 , wherein polymer A is a vinyl-based polymer.

12. A toner, comprising:

a toner particle comprising an azo dye and a binder resin the binder resin comprising a polymer A, polymer A being a polymer obtained by polymerizing a polymerizable monomer composition comprising methacrylonitrile, wherein

[(amount of substance of azo dye (mol))×(number of azo groups in azo dye)/(amount of substance of monomer unit derived from methacrylonitrile (mop)]≤0.500.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2021
From: MATSUI, TAKASHI; TOYOIZUMI, NORITAKA; SHIMANO, TSUTOMU; AOKI, KENJI; SHIBAHARA, SHOHEI; YAMAMOTO, YUNA
To: CANON KABUSHIKI KAISHA
Reel/Frame 056013/0746 →
Priority Claims (1)
JP JP2019-224126 · Dec 12, 2019 · national
Continuity (1)
Related Publication 20210181646A1 · Jun 17, 2021
Cited By (13)
US 12,429,789 US 12,535,751 US 12,585,209 US 12,596,315 US 12,613,478 US 12,631,982 US 12,638,789 US 12,645,164 US 12,663,736 US 12,675,060 US 12,681,399 US 12,687,796 US 12,687,797