| US 7,612,140 B2 | ||
| Toner, method for producing the same, image formation method and image formation apparatus | ||
| Koichi Sato, Atsugi (Japan); and Ken Eguchi, Yokohama (Japan) | ||
| Assigned to Canon Kabushiki Kaisha, Tokyo (Japan) | ||
| Filed on Feb. 21, 2006, as Appl. No. 11/357,015. | ||
| Application 11/357015 is a continuation of application No. PCT/JP2004/013870, filed on Sep. 15, 2004. | ||
| Prior Publication US 2006/0142470 A1, Jun. 29, 2006 | ||
| Int. Cl. B01J 13/00 (2006.01) | ||
| U.S. Cl. 524—557 [524/556; 526/201; 526/202; 526/328; 526/332] | 5 Claims |

| 1. A toner, characterized in that the toner comprises at least a graft copolymer and a coloring material,
wherein the graft copolymer is formed by suspension polymerization or emulsion polymerization of a styrenic, methacrylic or
acrylic monomer with an amphiphilic block copolymer having a hydrophilic block segment having a repeating unit structure represented
by General Formula (1) shown below and a hydrophobic block segment having a repeating unit structure represented by general
formula (2) shown below and a repeating unit structure represented by General Formula (3) shown below and has a structure
in which a polymer produced by polymerization of styrenic, methacrylic or acrylic monomer is grafted to the side chain of
the block copolymer;
wherein the polymerizable functional group that the block copolymer has on the side chain is in a content of 0.0001 to 50
mol % with respect to the entire block copolymer; and
wherein the styrenic, methacrylic or acrylic monomer that is graft polymerized to the block copolymer is in an amount of 0.1%
by weight to 95% by weight in the toner;
General Formula (1)
![]() wherein R0 represents —X—(COO-M)r or —X—SO3-M. X represents a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, or —(CH(R5)—CH(R6)—O)p—(CH2)m—CH3-r— or —(CH2)m—(O)n—(CH2)q—CH3-r—, or a structure in which at least one methylene group thereof is substituted by a carbonyl group, oxygen atom or aromatic
ring structure; r represents 1 or 2; p represents an integer from 1 to 18; m represents an integer from 0 to 35; n represents
1 or 0; q represents an integer from 0 to 17; M represents a hydrogen atom or a monovalent or multivalent cation; and R5 and R6 represent a hydrogen atom or an alkyl group, and R5 and R6 may be the same or different from each other,
General Formula (2)
![]() wherein R1 is selected from the group consisting of a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, -Ph, -Pyr,
—(CH(R5)—CH(R6)—O)p—R7 and —(CH2)m—(O)n—R7, where a hydrogen atom in an aromatic ring may be substituted by a linear or branched alkyl group having 1 to 4 carbon atoms,
and a carbon atom in an aromatic ring may be substituted by a nitrogen atom; p is an integer from 1 to 18; m is an integer
from 1 to 36 and n is 0 or 1; R5 and R6 are each independently a hydrogen atom or —CH3; R7 comprises a substance selected from the group consisting of a hydrogen atom, a linear, branched or cyclic alkyl group having
1 to 18 carbon atoms, -Ph, -Pyr, —CHO, —CH2CHO, —CO—CH═CH2, —CO—C(CH3)═CH2 and —CH2COOR8, provided that when R7 is other than a hydrogen atom, a hydrogen atom binding to a carbon atom in R7 can be substituted by a linear or branched alkyl group having 1 to 4 carbon atoms, —F, —Cl, or —Br, and a carbon atom in each
aromatic ring can be substituted by a nitrogen atom; R8 is a hydrogen atom and an alkyl group having 1 to 5 carbon atoms; Ph represents a phenyl group and Pyr represents a pyridyl
group,
General Formula (3)
![]() wherein —OR2 is selected from the group consisting of the following formulas:
—OCH2CH2OCOCH═CH2,
—OCH2CH2OCOC (CH3)═CH2,
—OCH2CH2OCH2CH2OCOCH═CH2, or
—OCH2CH2OCH2CH2OCOC (CH3)═CH2.
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