# US 12,761,573 B2 · Toner

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- Number: US 12,761,573 B2
- Document ID: US12761573B2
- Status: Granted
- Kind: B2
- Application number: 18/350,260
- Filed: 2023-07-11
- Published: 2024-01-25
- Granted: 2026-10-13
- Earliest claimed: 2022-07-15
- Assignees: Canon Kabushiki Kaisha
- Applicants: Canon Kabushiki Kaisha
- Inventors: Kenji Ookubo; Naoya Isono; Masaya Komuro
- Web page: https://patentgrep.com/patent/US12761573B2

## CPC

- G03G 9/0825: {characterised by their structure; characterised by non-homogenuous distribution of components (microcapsular toners G03G9/093)}
- G03G 9/0815: {Post-treatment}
- G03G 9/0819: {characterised by the dimensions of the particles}
- G03G 9/08724: {Polyvinylesters}
- G03G 9/08773: {Polymers having silicon in the main chain, with or without sulfur, oxygen, nitrogen or carbon only}
- G03G 9/09328: {obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds}
- G03G 9/09364: {obtained by reactions only involving carbon-to-carbon unsaturated bonds}
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

## Abstract

A toner comprising a toner particle comprising: a toner base particle; and an organosilicon polymer at a surface of the toner base particle, wherein protruded portions constituted from the organosilicon polymer are present at the surface of the toner base particle, when a specific reciprocating shaking test is carried out, the toner particle is measured in terms of a total area S of a surface of the toner particle and an area Sc of regions of the surface of the toner base particle coated with the organosilicon polymer at the surface of the toner particle before and after the test, values of Sc/S for the toner particle before and after the test are respectively defined as R0 and R1, the value of R0 is 0.30 to 0.70, a value of (R0−R1)/R0 is 0.20 or less, and a storage elastic modulus at 100° C. of the toner is 8000 to 50,000 Pa.

## Claims

### Claim 1

A toner, comprising:
a toner particle comprising a toner base particle and an organosilicon polymer at a surface of the toner base particle;
the toner base particle comprising a binder resin and having protruded portions constituted from the organosilicon polymer present at the surface of the toner base particle, wherein
a storage elastic modulus at 100° C. of a disc-like specimen obtained by compression molding the toner into a disc-like shape is 8000 to 50,000 Pa, and
R0 is 0.30 to 0.70 and (R0−R1)/R0 is 0.20 or less when after a container with the toner particle and a magnetic carrier is reciprocatingly shaken for 10 hours at a stroke rate of 150/min, a stroke width of 80 mm and a shaking angle of 90°, the toner particle is measured in terms of a total area S of a surface of the toner particle and an area Sc of those regions of the surface of the toner base particle coated with the organosilicon polymer at the surface of the toner particle before and after shaking, and R0 is a value of Sc/S for the toner particle before shaking and R1 is a value of Sc/S for the toner particle after shaking.

### Claim 2 (depends on 1)

The toner according to claim 1, wherein the toner particle has a core-shell structure comprising a core particle with a shell formed on a surface of the core particle,
the core particle comprises the binder resin, and
the shell comprises the organosilicon polymer.

### Claim 3 (depends on 1)

The toner according to claim 1, wherein the binder resin comprises a vinyl resin having a monomer unit represented by Formula (1):
where R1 denotes a hydrogen atom or a methyl group, and m denotes an integer of 10 to 22.

### Claim 4 (depends on 1)

The toner according to claim 1, wherein G′base (100) is 2000 to 20,000 Pa when G′base (100) is a storage elastic modulus at 100° C. of a disc-like specimen obtained by compression molding an obtained toner base particle into a disc-like shape after subjecting the toner particle to processes of treatments (i) to (iii) below in this order
(i) dispersing toner particle in an aqueous solution of sodium hydroxide having a pH of 13.5 to obtain an aqueous dispersion,
(ii) heating the aqueous dispersion to 55° C. and stirring for 3 hours at 150 rpm using a magnetic stirrer, and
(iii) subjecting the heated and stirred aqueous dispersion of treatment (ii) to vacuum filtration, washed 5 times with reverse osmosis water, and then vacuum drying for 24 hours at 40° C.

### Claim 5 (depends on 1)

The toner according to claim 1, wherein the organosilicon polymer has a T3 structure represented by R—SiO3/2 when R denotes an alkyl group having 1 to 6 carbon atoms or a phenyl group.

### Claim 6 (depends on 1)

The toner according to claim 1, wherein the toner particle comprises an intermediate layer at the surface of the toner base particle, and
silicon corresponding to the intermediate layer is detected at the surface of the toner base particle in an observation of a cross section of the toner using TEM-EDX.

### Claim 7 (depends on 6)

The toner according to claim 6, wherein a thickness of the intermediate layer is 3 to 46 nm.

### Claim 8 (depends on 6)

The toner according to claim 6, wherein a peak is detected at m/z=247 or m/z=289 in TOF-SIMS positive measurements of the surface of the toner particle.

### Claim 9 (depends on 6)

The toner according to claim 6, wherein the binder resin and intermediate layer both comprise a structure represented by Formula (4)
when L2 denotes —COO(CH2)n—, n denotes an integer of 1 to 10, a carbonyl group in L2 bonds to a carbon atom having R2 in the main chain, and R2 denotes a hydrogen atom or a methyl group.