Azo compound, ink composition, ink jet recording method, and colored article
AssigneeNippon Kayaku Kabushiki Kaisha
InventorsTakashi Yoneda, Junya Masegi, Kenji Ooshima, Taku Iino
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Abstract
An azo compound and an ink composition containing the azo compound are used as inks for ink jet recording and have excellent gas (ozone) resistance when recording is done on special ink jet paper. The azo compound is represented by formula (1) or a tautomer thereof, or a salt of these. In formula (1), R1 represents a C1-C4 alkyl group, R2 represents a cyano group, R3 and R4 each independently represent a C1-C4 alkoxy, R5-R10 each independently represent a group represented by formula (2), and R11-R13 each independently represent a nitro group. In formula (2), R14 is an anilino group, and R15 is a mono- or di-C1-C6 alkylamino group
Claims21
An azo compound represented by the following formula (1), a tautomer thereof, or a salt of the azo compound or the tautomer:
- wherein,
- R1 represents a C1-C4 alkyl group;
- a C1-C4 alkyl group substituted with a carboxy group;
- a phenyl group;
- a phenyl group substituted with a sulfo group;
- or a carboxy group,
- R2 represents a cyano group;
- a carbamoyl group;
- or a carboxy group,
- R3 and R4 each independently represents a hydrogen atom;
- a C1-C4 alkyl group;
- a C1-C4 alkoxy group;
- a halogen atom;
- or a sulfo group,
- R5 represents a C1-C4 alkylthio group;
- a C1-C4 alkylthio group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group;
- a C1-C4 alkoxy group;
- a C1-C4 alkoxy group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group;
- or a group represented by the following formula (2),
- R6 represents a C1-C4 alkylthio group;
- a C1-C4 alkylthio group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group;
- a C1-C4 alkoxy group;
- a C1-C4 alkoxy group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group;
- or a group represented by the following formula (2),
- R7 represents a C1-C4 alkylthio group;
- a C1-C4 alkylthio group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group;
- a C1-C4 alkoxy group;
- a C1-C4 alkoxy group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group;
- or a group represented by the following formula (2),
- R8 to R10 each independently represents a hydrogen atom;
- a carboxy group;
- a sulfo group;
- a C1-C4 alkylcarbonylamino group;
- a halogen atom;
- a C1-C4 alkyl group;
- a C1-C4 alkoxy group;
- a C1-C4 alkoxy group substituted with at least one group selected from the group consisting of a hydroxy group, a (C1-C4) alkoxy group, a sulfo group, and a carboxy group;
- or a group represented by the following formula (2),
- R11 to R13 each independently represents a hydrogen atom;
- a carboxy group;
- a sulfo group;
- a hydroxy group;
- an acetylamino group;
- a halogen atom;
- a cyano group;
- a nitro group;
- a sulfamoyl group;
- a C1-C4 alkyl group;
- a C1-C4 alkoxy group;
- a C1-C4 alkoxy group substituted with at least one group selected from the group consisting of a hydroxy group, a C1-C4 alkoxy group, a sulfo group, and a carboxy group;
- a C1-C4 alkylsulfonyl group;
- or a C1-C4 alkylsulfonyl group substituted with at least one group selected from the group consisting of a hydroxy group, a sulfo group, and a carboxy group, and
- at least one of R5 to R10 is a group represented by the following formula (2):
- wherein,
- R14 represents an anilino group having at least one sulfo group as a substituent;
- or a naphthylamino group having at least one sulfo group as a substituent,
- each of the anilino group and the naphthylamino group is optionally further substituted with at least one substituent selected from the group consisting of a sulfo group, a carboxy group, a phosphate group, a sulfamoyl group, a carbamoyl group, a hydroxy group, a nitro group, a C1-C6 alkoxy group, an amino group, a mono- or di-C1-C6 alkylamino group, a mono- or diarylamino group, an acetylamino group, a ureido group, a C1-C6 alkyl group, a cyano group, a halogen atom, a C1-C6 alkylsulfonyl group, and a C1-C6 alkylthio group,
- R15 represents an anilino group;
- a naphthylamino group;
- a mono- or di-C1-C6 alkylamino group;
- a mono- or diarylamino group;
- an amino group;
- a C1-C6 alkylthio group;
- a phenylthio group;
- a phenoxy group;
- or a (C1-C6) alkoxy group;
- or a hydroxy group,
- the group as R15 is optionally further substituted with at least one substituent selected from the group consisting of a sulfo group, a carboxy group, a phosphate group, a sulfamoyl group, a carbamoyl group, a hydroxy group, an alkoxy group, an amino group, a mono- or di-C1-C6 alkylamino group, a mono- or diarylamino group, an acetylamino group, a ureido group, a C1-C6 alkyl group, a phenyl group, a furyl group, a pyridyl group, a cyano group, a halogen atom, a C1-C6 alkylsulfonyl group, a C1-C6 alkylthio group, and a sulfo C1-C6 alkylthio group, and
- in the formula (2), * represents a position of bonding.
An ink composition comprising an azo compound (A), the azo compound containing a structure represented by the following formula (3), a structure represented by the following formula (4), and a structure represented by the following formula (5) in one molecule:
Dependencies are inferred from the claim text.