Canon Kabushiki Kaisha

Taiki Watanabe

Koichi Suzuki

Kazunori Ueno

Ryuji Higashi

Masashi Hirose

Takayuki Toyoda

Yasuaki Murai

Masashi Kawamura

Waka Hasegawa

Chiaki Nishiura

Masanori Seki

Ayano Mashida

Yuki Hasegawa

Akira Tsuboyama

Akihiro Senoo

Akiko Kitao

Yohei Iwasaki

Naoki Yamada

Hiroshi Tanabe

Hiroki Ohrui

Tetsuya Kosuge

Satoru Shiobara

Yuma Kobayashi

Jun Kamatani

Takayuki Ito

Akihito Saitoh

Yosuke Nishide

Koichi Nakata

Mikio Sanada

Chika Negishi

Yuki Tsujii

Ai Hayakawa

Takakazu Mizutani

The modified graphene includes a structure represented by the following formula (I), wherein the modified graphene has a ratio (g/d) of an intensity 'g' of a G band to an intensity “d” of a D band of 1.0 or more in a Raman spectroscopy spectrum thereof:Gr1-Ar1-X1-(Y1)  (I)in the formula (I), Gr1 represents a single-layer graphene or a multilayer graphene, Ar1 represents an arylene group having 6 to 18 carbon atoms, X1 represents a single bond, a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, or a group obtained by substituting at least one carbon atom in a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms with at least one structure selected from the group consisting of —O—, —NH—, —CO—, —COO—, —CONH—, and an arylene group.

Modified graphene, method of producing modified graphene, modified graphene-resin composite, modified graphene sheet, and modified graphene dispersion

The modified graphene includes a structure represented by the following formula (I), wherein the modified graphene has a ratio (g/d) of an intensity 'g' of a G band to an intensity 'd' of a D band of 1.0 or more in a Raman spectroscopy spectrum thereof:Gr1-Ar1-X1-(Y1)&#x2003;&#x2003;(I)in the formula (I), Gr1 represents a single-layer graphene or a multilayer graphene, Ar1 represents an arylene group having 6 to 18 carbon atoms, X1 represents a single bond, a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms, or a group obtained by substituting at least one carbon atom in a linear, branched, or cyclic alkylene group having 1 to 20 carbon atoms with at least one structure selected from the group consisting of &#x2014;O&#x2014;, &#x2014;NH&#x2014;, &#x2014;CO&#x2014;, &#x2014;COO&#x2014;, &#x2014;CONH&#x2014;, and an arylene group.

A pigment dispersion has low viscosity and good dispersion property without depending on pigment species. The pigment dispersion contains a dispersion medium, an organic pigment, and a triazo compound having a specific structure.

Pigment dispersion, method for manufacturing toner, aqueous ink, and triazo compound

The present invention provides a compound capable of improving the dispersibility of yellow, magenta, cyan, and black pigments in a water-insoluble solvent and a pigment-dispersing agent. The present invention also provides a pigment composition, a pigment dispersion, and a toner, which have satisfactory tinting strength. The present invention relates to a compound having a structure in which an azo skeleton structure is bound to a polymer portion via a linking group in the azo skeleton structure.

Compound having azo skeleton structure, pigment-dispersing agent, pigment composition, pigment dispersion, and toner

The invention provides an aqueous ink containing a coloring material, wherein the coloring material is a self-dispersible pigment in which a functional group containing another atomic group and an anionic group such as a carboxylic acid group, a sulfonic acid group, a phosphoric acid group or a phosphonic acid group are bonded to a particle surface of a pigment such as carbon black or an organic pigment, and a standard deviation of an introduced amount of the functional group is 0.0380 or less.

Aqueous ink, ink cartridge and ink jet recording method

The invention provides an aqueous ink containing a self-dispersible pigment having a carboxylic acid group bonded directly or through another atomic group to a particle surface of a pigment and a lactone group bonded to the particle surface of the pigment, wherein, as determined by a selective neutralization method, an introduced amount of the carboxylic acid group is 0.60 mmol/g or more and a ratio of an introduced amount (mmol/g) of the lactone group to the introduced amount (mmol/g) of the carboxylic acid group is 0.20 time or less.

To provide an azo compound which improves the dispersibility of an azo pigment in a non-water soluble solvent. The purpose is achieved by an azo compound having a specific structure in which a high molecular weight polymer unit is bonded.

Compound having azo skeleton and pigment dispersant, pigment composition, pigment dispersion, and toner containing the compound

The invention provides a production process for a self-dispersible pigment, having a step of bonding a functional group containing a hydrophilic group to a particle surface of a pigment by causing at least one treatment agent selected from the group consisting of a compound represented by the following general formula (1) and a compound represented by the following general formula (2) to react with the particle surface of the pigment: wherein Aand Aare each a carboxylic acid group or the like.

Production process for self-dispersible pigment, self-dispersible pigment, ink, ink cartridge and ink jet recording method

The invention provides a production process for a self-dispersible pigment, comprising a step of bonding a functional group containing a hydrophilic group to a particle surface of a pigment by causing at least one treatment agent selected from the group consisting of a compound represented by the following general formula (1), a compound represented by the following general formula (2) and a compound represented by the following general formula (3) to react with the particle surface of the pigment. 

The invention provides a production process for a self-dispersible pigment, including a step of bonding a functional group containing a hydrophilic group to a particle surface of a pigment by causing a compound represented by the following general formula (1) (Ris a halogen atom, Ris an alkali metal, Ris a single bond, &#x2014;CO&#x2014;, &#x2014;CONH&#x2014; or &#x2014;SO&#x2014;, and Ris a group having at least one of an aliphatic group and an aromatic group and being substituted with a hydrophilic group such as a carboxylic acid group) to react with the particle surface of the pigment: 

The invention provides a production process for a self-dispersible pigment, having a step of bonding a group Rin the following general formula (1) to a particle surface of a pigment by radical addition reaction induced by removal of a hydrogen atom from a compound represented by the general formula (1):HN&#x2550;N&#x2014;R&#x2003;&#x2003;(1)wherein Ris a group having at least one of an aliphatic group and an aromatic group and being substituted with at least one hydrophilic group selected from the group consisting of a carboxylic acid group, a sulfonic acid group, a phosphoric acid group and a phosphoric acid group.

An object of the present invention is to provide an azo compound capable of improving the dispersibility of an azo pigment in a non-water-soluble solvent. The object of the present invention is achieved with an azo compound wherein a coloring matter moiety having a diketone azo structure and a polymer are bonded to each other.

Azo compound, pigment dispersant containing the azo compound, pigment composition, pigment dispersion and toner

A toner comprising toner particles, each of which contains a binder resin, a compound in which a polymer portion is bound to an azo skeleton structure, and a magenta pigment. The azo skeleton structure and a monomer unit of the polymer portion are represented by the following formulas (1) and (2), respectively: 

Magenta toner containing compound having AZO skeleton

A cyan toner comprising toner particles, each of which contains a binder resin, a compound in which a polymer portion is bound to an azo skeleton structure, and a phthalocyanine pigment serving as a colorant. The polymer portion of the compound has a monomer unit represented by formula (2) and is bound to a structure represented by formula (1);  

Cyan toner containing compound having azo skeleton

An organic compound represented by the following general formula [1] is provided. In the general formula [1], Rto Rare each independently selected from the group consisting of a hydrogen atom, a fluorine group, an alkyl group having 1 to 4 carbon atoms, and an aryl group, the aryl group is a phenyl group, a biphenyl group, or a terphenyl group, the aryl group may further include an alkyl group having 1 to 4 carbon atoms and/or a fluorine group as a substituent, and Rto Rare each independently selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, and a fluorine group. 

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Akishima, Japan

Taiki Watanabe