# US 9,383,668 B2 · Toner

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- Number: US 9,383,668 B2
- Document ID: US9383668B2
- Status: Granted
- Kind: B2
- Application number: 14/554,802
- Filed: 2014-11-26
- Published: 2015-06-04
- Granted: 2016-07-05
- Earliest claimed: 2013-11-29
- Assignees: Canon Kabushiki Kaisha
- Applicants: Canon Kabushiki Kaisha
- Inventors: Shintaro Noji; Masatake Tanaka; Naoya Isono; Tsutomu Shimano; Yu Yoshida
- Web page: https://patentgrep.com/patent/US9383668B2

## CPC

- G03G 9/08711: {with esters of acrylic or methacrylic acid}
- G03G 9/0804: {whereby the components are brought together in a liquid dispersing medium}
- G03G 9/08755: {Polyesters}
- G03G 9/08782: {Waxes}
- G03G 9/08788: {Block polymers}
- 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}
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

## Abstract

The present invention relates to a toner including a toner particle containing a binder resin, wherein the binder resin contains a block polymer and a styrene-acrylic resin, the block polymer has a vinyl polymer segment and a polyester segment, the polyester segment has a branch structure and the block polymer has a melting point of 50° C. to 95° C.

## Claims

### Claim 1

A toner comprising a toner particle containing a binder resin, wherein
the binder resin contains a block polymer and a styrene-acrylic resin;
the block polymer has a vinyl polymer segment and a crystalline polyester segment;
the polyester segment is a segment produced by condensation polymerization of the following (I), (II) and (III):
(I) a dicarboxylic acid having carboxyl groups at both terminals of a linear alkane having 2 to 16 carbon atoms;
(II) a diol having hydroxy groups at both terminals of a linear alkane having 2 to 16 carbon atoms; and
(III) an alkane compound having 3 to 24 carbon atoms, or an alkyl ester, lactone or acid anhydride compound derived from the alkane compound;
the alkane compound is at least one compound selected from the group consisting of the following (a) to (f):
(a) a branch alkanedicarboxylic acid;
(b) a branch alkanediol;
(c) a branch alkane monohydroxy monocarboxylic acid;
(d) a linear alkanedicarboxylic acid at least one of carboxyl groups of which is linked to a moiety other than a terminal;
(e) a linear alkanediol at least one of hydroxy groups of which is linked to a moiety other than a terminal; and
(f) a linear alkane monohydroxy monocarboxylic acid at least one of carboxyl group and hydroxy group of which is linked to a moiety other than a terminal;
the block polymer has a melting point (Tm) of 50° C. to 95° C.; and
the binder resin contains the block polymer at 2.0% by mass to 50.0% by mass.

### Claim 2 (depends on 1)

The toner according to claim 1, wherein the block polymer has a half-width of an endothermic peak, derived from the block polymer, of 4.0° C. to 12.0° C. as observed in differential scanning calorimetric measurement.

### Claim 3 (depends on 1)

The toner according to claim 1, wherein the block polymer has a mass ratio between the vinyl polymer segment and the polyester segment ((mass of the vinyl polymer segment):(mass of the polyester segment)) of 30:70 to 80:20.

### Claim 4 (depends on 3)

The toner according to claim 3, wherein the block polymer has a mass ratio between the vinyl polymer segment and the polyester segment ((mass of the vinyl polymer segment):(mass of the polyester segment)) of 30:70 to 70:30.

### Claim 5 (depends on 1)

The toner according to claim 1, wherein the binder resin contains the block polymer at 6.0% by mass to 50.0% by mass.

### Claim 6 (depends on 1)

The toner according to claim 1, wherein the toner particle further contains a wax and satisfies the following formulae (1) and (2):
(SPB−1.0)≦SPC≦SPB (1)
(SPW+0.4)≦SPC (2),
where SPB is an SP value of the styrene-acrylic resin; SPC is an SP value of the polyester segment of the block polymer and SPW is an SP value of the wax.

### Claim 7 (depends on 1)

The toner according to claim 1, wherein the vinyl polymer segment has a weight-average molecular weight (Mw) of 4000 to 15000.

### Claim 8 (depends on 1)

The toner according to claim 1, wherein the block polymer has a weight-average molecular weight (Mw) of 15000 to 40000.

### Claim 9 (depends on 1)

The toner according to claim 1, wherein the block polymer has a weight-average molecular weight (Mw) of 20000 to 40000.

### Claim 10 (depends on 1)

The toner according to claim 1, wherein the toner particle is produced by a suspension polymerization method.