Water-soluble azo compound or salt thereof, ink and recording medium
US-2021292566-A1 · Sep 23, 2021 · US
US12325801B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12325801-B2 |
| Application number | US-202117162068-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jan 29, 2021 |
| Priority date | Jan 31, 2020 |
| Publication date | Jun 10, 2025 |
| Grant date | Jun 10, 2025 |
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An ink jet ink set includes: an aqueous dye ink and an aqueous pigment ink, the ink jet ink set is an ink set to be used for an ink jet recording apparatus which has a first ejection port to eject the aqueous dye ink, a second ejection port to eject the aqueous pigment ink, and a cap to collectively cap the first ejection port and the second ejection port, the cap being composed of the same member as that forming the first ejection port and the second ejection port, the aqueous dye ink contains a dye and a poly(oxyalkylene) alkyl ether, the dye includes a copper phthalocyanine compound having two or less benzene ring structures other than a phthalocyanine skeleton, and the aqueous pigment ink contains a self-dispersible pigment.
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What is claimed is: 1. An ink jet ink set comprising: an aqueous dye ink; and an aqueous pigment ink, wherein the ink jet ink set is an ink set to be used for an ink jet recording apparatus which includes a first ejection port to eject the aqueous dye ink, a second ejection port to eject the aqueous pigment ink, and a cap to collectively cap the first ejection port and the second ejection port, the cap being composed of the same member as that forming the first ejection port and the second ejection port, the aqueous dye ink contains a dye and a poly(oxyalkylene) alkyl ether, the poly(oxyalkylene) alkyl ether is either polyethylene glycol 2-ethylhexyl ether or polyethylene glycol oleyl ether, the dye includes a copper phthalocyanine compound having two or less benzene ring structures other than a phthalocyanine skeleton, the aqueous pigment ink contains a self-dispersible pigment, the aqueous dye ink contains monovalent cations at an amount of 1400 ppm or less, wherein the copper phthalocyanine compound is a compound represented by the following formula (C-1): where in the formula (C-1), each q independently represents an integer of one to three: each Z independently represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted monoalkylamino group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and at least one Z has an ionic hydrophilic group as a substituent: each R independently represents a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, a heterocyclic group, a cyano group, a hydroxyl group, a nitro group, an amino group, an alkylamino ureido group, a sulfamoylamino group, an amide group, an arylamino group, an alkoxycarbonylamino group, a sulfonamino group, a carboxyl group, a sulfamoyl group, an alkoxycarbonyl group, a heterocyclic oxy group, an azo group, an acyloxy group, a carbamoloxy group, a siloxy group, an aryloxycarbonyl group, an aryloxycarbonylamino group, an imide group, a heterocyclic thio group, a phosphoryl group, an acyl group, or an ionic hydrophilic group, and those groups each further have no substituents or at least one substituent: n represents an Integer of one to four; m represents an integer of zero to four; p represents an integer of zero to eight; and n+m+p represents an integer of 1 to 12, and wherein S(O) q Z in the formula (C-1) represents at least one group represented by the following formula (C1-3): in the formula (C1-3), R M31 represents a divalent hydrocarbon group having one to six carbon atoms, X M31 represents a chlorine atom, a hydroxyl group, an alkoxygroup, an amino group, or a dialkylamino group, r represents an integer of one to three, * represents a bonding site, and the alkyl group of the alkoxygroup or the dialkylamino has no substituents or at least one substituent. 2. The ink jet ink set according to claim 1 , wherein the dye has an aliphatic hydrocarbon chain having at least three carbon atoms. 3. The ink jet ink set according to claim 1 , wherein the number of the benzene ring structures other than a phthalocyanine skeleton in the copper phthalocyanine compound is two or less. 4. The ink jet ink set according to claim 1 , further comprising: an aqueous dye ink containing a dye represented by the following formula (Y-1), where in the formula (Y-1), O's each independently represent a halogen atom, R Y1 and R Y2 each independently represent an alkyl group substituted with an ionic hydrophilic group, and A 1 represents a group represented by the following formula (A1-1), a monoalkylamino group having a sulfo group, an alkoxy-substituted alkylamino group, a monoalkylamino group, a monoalkylamino group having at least two hydroxyl groups, or a cyclic amino group, and in the formula (A1-1), R A11 represents a branched chain alkylene group, and * represents a bonding site. 5. The ink jet ink set according to claim 1 , further comprising: an aqueous dye ink containing a dye represented by the following formula (M-1), wherein in the formula (M-1), R M1 and R M2 each independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted alkylsulfonyl group, a substituted or unsubstituted arylsulfonyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted carbamoyl group, a substituted or unsubstituted monoalkylaminocarbonyl group, a substituted or unsubstituted dialkylaminocarbonyl group, a substituted or unsubstituted monoarylaminocarbonyl group, a substituted or unsubstituted diarylaminocarbonyl group, or a substituted or unsubstituted alkylarylaminocarbonyl group; R M3 , R M4 , R M5 , R M6 , and R M7 each independently represent a substituent; a, d, and e each independently represent an integer of zero to four, and b and c each independently represent an integer of zero to three.
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