Coloring composition, ink-jet ink, and ink jet recording method
First Claim
1. An ink-jet ink which includes a coloring composition which contains an oil-soluble dye represented in the following formula (I):
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wherein, R1 and R2 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR11, —
SR12, —
CO2R13, —
OCOR14, —
NR15R16, —
CONR17R18, —
SO2R19, —
SO2NR20R21, —
NR22CONR23R24, —
NR25CO2R26, —
COR27, —
NR28COR29, and NR30SO2R31;
R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, R24, R25, R26, R27, R28, R29, R30, and R31 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R1 and R2 may be connected to each other and form a ring;
A represents one of —
NR5R6 and a hydroxyl group;
R5 and R6 represent respectively independently one of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group;
B1 represents one of ═
C(R7)— and
═
N— and
B2 represents one of —
C(R8)═ and
—
N═
;
R3, R4, R7, and R8 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR51, —
SR52, —
CO2R53, —
OCOR54, —
NR55R56, —
CONR57R58, —
SO2R59, —
SO2NR60R61, —
NR62CONR63R64, —
NR65CO2R66, —
COR67, —
NR68COR69, and NR70SO2R71;
R51, R52, R53, R54, R55, R56, R57, R58, R59, R60, R61, R62, R63, R64, R65, R66, R67, R68, R69, R70, and R71 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R3 and R4, R4 and R5, R5 and R6, R6 and R7, and R7 and R8 may be combined with each other and form rings; and
Q includes at least one nitrogen atom and, together with a carbon atom to be combined, represents an atom group which is required to form a nitrogen-containing heterocyclic ring having a five-membered ring or more.
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Abstract
An ink-jet ink which includes a coloring composition which contains an oil-soluble dye represented in the following formula (I). In the formula (I), R1 and R2 represent respectively independently a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, or the like. A represents —NR5R6 or a hydroxyl group. R5 and R6 represent respectively independently a hydrogen atom, an aliphatic group, or the like. B1 represents ═C(R7)— or ═N—, and B2represents —C (R8)═ or —N═. R3, R4, R7, and R8 represent respectively independently a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, or the like. Q includes at least one nitrogen atom and, together with a carbon atom to be combined, represents an atom group which is required to form a nitrogen-containing heterocyclic ring having a five-membered ring or more.
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Citations
20 Claims
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1. An ink-jet ink which includes a coloring composition which contains an oil-soluble dye represented in the following formula (I):
-
wherein, R1 and R2 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR11, —
SR12, —
CO2R13, —
OCOR14, —
NR15R16, —
CONR17R18, —
SO2R19, —
SO2NR20R21, —
NR22CONR23R24, —
NR25CO2R26, —
COR27, —
NR28COR29, and NR30SO2R31;
R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, R24, R25, R26, R27, R28, R29, R30, and R31 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R1 and R2 may be connected to each other and form a ring;
A represents one of —
NR5R6 and a hydroxyl group;
R5 and R6 represent respectively independently one of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group;
B1 represents one of ═
C(R7)— and
═
N— and
B2 represents one of —
C(R8)═ and
—
N═
;
R3, R4, R7, and R8 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR51, —
SR52, —
CO2R53, —
OCOR54, —
NR55R56, —
CONR57R58, —
SO2R59, —
SO2NR60R61, —
NR62CONR63R64, —
NR65CO2R66, —
COR67, —
NR68COR69, and NR70SO2R71;
R51, R52, R53, R54, R55, R56, R57, R58, R59, R60, R61, R62, R63, R64, R65, R66, R67, R68, R69, R70, and R71 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R3 and R4, R4 and R5, R5 and R6, R6 and R7, and R7 and R8 may be combined with each other and form rings; and
Q includes at least one nitrogen atom and, together with a carbon atom to be combined, represents an atom group which is required to form a nitrogen-containing heterocyclic ring having a five-membered ring or more. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10)
wherein, R1, R3, R4, R5, R6, R7, and R8 are respectively synonymous with R1, R3, R4, R5, R6, R7, and R8 in the above formula (I);
R91and R92 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR101, —
SR102, —
CO2R103, —
OCOR104, —
NR105R106, —
CONR107R108, —
SO2R109, —
SO2NR110R111, —
NR112CONR113R114, —
NR115CO2R116, —
COR117, —
NR118COR119, and NR120SO2R121;
R101, R102, R103, R104, R105, R106, R107, R108, R109, R110, R111, R112, R113, R114, R115, R116, R117, R118, R119, R120, and R121 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group; and
R91 and R92 may be combined with each other and form a ring.
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3. An ink-jet ink according to claim 1, wherein said oil-soluble dye which is represented in the formula (I) is an oil-soluble dye which is represented in the following formula (III):
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wherein, R1, R3, R4, R5, R6, R7, and R8 are respectively synonymous with R1, R3, R4, R5, R6, R7, and R8 in the above formula (I);
R93, R94, R95, and R96 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR101, —
SR102, —
CO2R103, OCOR104, —
NR105R106, —
CONR107R108, —
SO2R109, —
SO2NR110R111, —
NR112CONR113R114, —
NR115CO2R116, —
COR117, —
NR118CR119, and NR120SO2R121;
R101, R102, R103, R104, R105, R106, R107, R108, R109, R110, R111, R112, R113, R114, R115, R116, R117, R118, R119, R120, and R121 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group; and
R93 and R94, R94 and R95, and R95 and R96 may be combined with each other and form rings.
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4. An ink-jet ink according to claim 1, wherein said oil-soluble dye which is represented in the formula (I) is dispersed in a water-based medium.
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5. An ink-jet ink according to claim 4, wherein said oil-soluble dye is represented in the formula (I) and is dissolved in a high boiling point organic solvent which has a boiling point of 150°
- C. or more and has a specific inductive capacity at 25°
C. of 3 to 12, and said oil-soluble dye is dispersed in the water-based medium.
- C. or more and has a specific inductive capacity at 25°
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6. An ink-jet ink according to claim 4, wherein coloring particulates, which contain said oil-soluble dye which is represented in the formula (I) and an oil-soluble polymer, are dispersed in the water-based medium.
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7. An ink-jet ink according to claim 6, wherein content of said oil-soluble polymer in the coloring composition is from 10 to 1000 mass parts, relative to 100 mass parts of the oil-soluble dye.
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8. An ink-jet ink according to claim 6, wherein said coloring composition includes a high boiling point organic solvent.
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9. An ink-jet ink according to claim 8, wherein content of said high boiling point organic solvent in the coloring composition is from 1 to 1000 mass parts, relative to 100 mass parts of the oil-soluble dye.
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10. An ink-jet according to claim 6, wherein in the coloring particulates, said oil-soluble dye is dispersed in the oil-soluble polymer.
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11. A coloring composition which contains an oil-soluble dye which is represented in the following formula (I):
-
wherein, R1 and R2 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR11, —
SR12, —
CO2R13, —
OCOR14, —
NR15R16, —
CONR17R18, —
SO2R19, —
SO2NR20R21, —
NR22CONR23R24, —
NR25CO2R26, —
COR27, —
NR28COR29, and NR30SO2R31;
R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21R22, R23, R24, R25, R26, R27, R28, R29, R30, and R31 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R1 and R2 may be connected to each other and form a ring;
A represents one of —
NR5R6 and a hydroxyl group;
R5 and R6 represent respectively independently one of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group;
B1 represents one of ═
C(R7)— and
═
N— and
B2represents one of —
C(R8)═ and
—
N═
;
R3, R4, R7, and R8 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR51, —
SR52, —
CO2R53, —
OCOR54, —
NR55R56, —
CONR57R58, —
SO2R59, —
SO2NR60R61, —
NR62CONR63R64, —
NR65CO2R66, —
COR67, —
NR68COR69, and NR70SO2R71;
R51, R52, R53, R54, R55, R56, R57, R58, R59, R60, R61, R62, R63, R64, R65, R66, R67, R68, R69, R70, and R71 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R3 and R4, R4 and R5, R5 and R6, R6 and R7, and R7 and R8 may be combined with each other and form rings; and
Q includes at least one nitrogen atom and, together with a carbon atom to be combined, represents an atom group which is required to form a nitrogen-containing heterocyclic ring having a five-membered ring or more. - View Dependent Claims (12)
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13. An ink jet recording method in which recording is carried out using an ink-jet ink, said ink-jet ink includes a coloring composition which contains an oil-soluble dye represented in the following formula (I):
-
wherein, R1 and R2 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR11, —
SR12, —
CO2R13, —
OCOR14, —
NR15R16, —
CONR17R18, —
SO2R19, —
SO2NR20R21, —
NR22CONR23R24, —
NR25CO2R26, —
COR27, —
NR28COR29, and NR30SO2R31;
R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, R24, R25, R26, R27, R28, R29, R30, and R31 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R1 and R2 may be connected to each other and form a ring;
A represents one of —
NR5R6 and a hydroxyl group;
R5 and R6 represent respectively independently one of a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group;
B1 represents one of ═
C(R7)— and
═
N— and
B2 represents one of —
C(R8)═ and
—
N═
;
R3, R4, R5, and R8 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR51, —
SR52, —
CO2R53, —
OCOR54, —
NR55R56, —
CONR57R58, —
SO2R59, —
SO2NR60R61, —
NR62CONR63R64, —
NR65CO2R66, —
COR67, —
NR68COR69, and NR70SO2R71;
R51, R52, R53, R54, R55, R56, R57, R58, R59, R60, R61, R62, R63, R64, R65, R66, R67, R68, R69, R70, and R71 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group;
R3 and R4, R4 and R5, R5 and R6, R6 and R7, and R7 and R8 may be combined with each other and form rings; and
Q includes at least one nitrogen atom and, together with a carbon atom to be combined, represents an atom group which is required to form a nitrogen-containing heterocyclic ring having a five-membered ring or more. - View Dependent Claims (14, 15, 16, 17, 18, 19, 20)
wherein, R1, R3, R4, R5, R6, R7, and R8 are respectively synonymous with R1, R3, R4, R5, R6, R7, and R8 in the above formula (I);
R91and R92 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR101, —
SR102, —
CO2R103, —
OCOR104, —
NR105R106, —
CONR107R108, —
SO2R109, —
SO2NR110R111, —
NR112CONR113R114, —
NR115, CO2R116, —
COR117, —
NR118COR119, and NR120SO2R121;
R101, R102, R103, R104, R105, R106, R107, R108, R109, R110,R111, R112, R113, R114, R115, R116, R117, R118, R119, R120, and R121 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group; and
R91 and R92 may be combined with each other and form a ring.
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15. An ink jet recording method according to claim 13, wherein said oil-soluble dye which is represented in the formula (I) is an oil-soluble dye which is represented in the following formula (III):
-
wherein, R1, R3, R4, R5, R6, R7, and R8 are respectively synonymous with R1, R3, R4, R5, R6, R7, and R8 in the above formula (I);
R93, R94, R95, and R96 represent respectively independently one of a hydrogen atom, a halogen atom, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, —
OR101, —
SR102, —
CO2R103, —
OCOR104, —
NR105R106, —
CONR107R108, —
SO2R109, —
SO2NR110R111, —
NR112CONR113R114, —
NR115CO2R116, —
COR117, —
NR118COR119, and NR120SO2R121;
R101, R102, R103, R104, R105, R106, R107, R108, R109, R110, R111, R112, R113, R114, R115, R116, R117, R118, R119, R120, and R121 represent respectively independently one of a hydrogen atom, an aliphatic group, and an aromatic group; and
R93 and R94, R94 and R95, and R95 and R96 may be combined with each other and form rings.
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16. An ink jet recording method according to claim 13, wherein said oil-soluble dye which is represented in the formula (I) is dispersed in a water-based medium.
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17. An ink jet recording method according to claim 16, wherein said oil-soluble dye is represented in the formula (I) and is dissolved in a high boiling point organic solvent which has a boiling point of 150°
- C. or more and has a specific inductive capacity at 25°
C. of 3 to 12, and said oil-soluble dye is dispersed in the water-based medium.
- C. or more and has a specific inductive capacity at 25°
-
18. An ink jet recording method according to claim 16, wherein coloring particulates, which contain said oil-soluble dye which is represented in the formula (I) and an oil-soluble polymer, are dispersed in the water-based medium.
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19. An ink jet recording method according to claim 18, wherein said coloring composition includes a high boiling point organic solvent.
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20. An ink jet recording method according to claim 18, wherein in the coloring particulates, said oil-soluble dye is dispersed in the oil-soluble polymer.
Specification