IP Library › Granted Patent US 11,572,485
Granted Patent B2
US 11,572,485 · App. 16/776,717 · Granted Feb 7, 2023

Ink set

Inventors: Shintaro Hama (Matsumoto, JP); Tomohiro Aruga (Matsumoto, JP); Kiyomi Kumamoto (Shiojiri, JP); Yusuke Mizutaki (Shiojiri, JP)
C09D11/40C09B11/24C09B29/3652C09B35/025C09B35/03C09B47/24C09D11/033C09D11/037C09D11/322C09D11/328C09D11/36
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Quick Facts
Patent No.
US 11,572,485
App. No.
16/776,717
Granted
Feb 7, 2023
Kind
B2
Abstract

An ink set includes a pigment ink, containing a pigment, and a dye ink containing the compound represented by formula (y-1) below or a salt thereof.

Claims (42)

1. An ink set comprising:

a pigment ink, containing a pigment; and

a dye ink containing a compound represented by formula (y-1) below or a salt thereof.

2. The ink set according to claim 1 , wherein

a percentage of the compound represented by formula (y-1) above or salt thereof in the dye ink is 60.0% by mass or more and 90.0% by mass or less of a total amount of dyes in the dye ink.

3. The ink set according to claim 1 , wherein

the dye ink further contains a compound represented by formula (y-2) below or a salt thereof.

4. The ink set according to claim 1 , wherein

the dye ink further contains a compound represented by formula (y-3) below or a salt thereof.

5. The ink set according to claim 1 , wherein

the dye ink further contains a compound represented by formula (y-4) below or a salt thereof.

6. The ink set according to claim 1 , wherein

the dye ink further contains C.I. Direct Yellow 86.

7. The ink set according to claim 1 , wherein

the dye ink further contains C.I. Direct Yellow 132.

8. The ink set according to claim 1 , wherein

the dye ink contains an organic solvent having an sp of 12.5 or less in an amount of 5.0% by mass or more.

9. The ink set according to claim 1 , further comprising:

a cyan ink containing one or two or more selected from:

a compound represented by formula (c-1) below or a salt thereof;

a compound represented by formula (c-2) below or a salt thereof;

a compound represented by formula (c-3) below or a salt thereof,

 where 0≤b≤4, 0≤c≤4, and 1≤(b+c)≤4, where b+c represents an integer; and rings A 1 , A 2 , and A 3 are each selected from a benzene ring, a 2,3-pyridine ring, and a 3,2-pyridine ring, with at least one of rings A 1 , A 2 , and A 3 being a 2,3-pyridine ring or 3,2-pyridine ring, and rings A 1 , A 2 , and A 3 may be the same or different;

a compound represented by formula (c-4) below or a salt thereof;

a compound represented by formula (c-5) below or a salt thereof,

 where rings A 1 , A 2 , and A 3 are each selected from a benzene ring, a 2,3-pyridine ring, and a 3,2-pyridine ring, with at least one of rings A 1 , A 2 , and A 3 being a 2,3-pyridine ring or 3,2-pyridine ring, and rings A 1 , A 2 , and A 3 may be the same or different; 1.0≤a≤3.0, 0.2≤b≤1.8, 0.8≤c≤1.6, and 0≤a+b+c≤4; 1≥x≤3, where x is an integer; and R 1 is a C1 to C6 linear alkylene group;

a compound represented by formula (c-6) below or a salt thereof,

 where rings A, B, C, and D are each independently an aromatic six-membered ring, with at least one of rings A, B, C, and D being a pyridine ring or pyrazine ring; E is an alkylene group; X is a sulfo-substituted anilino group, carboxy-substituted anilino group, or phosphono-substituted anilino group, and the substituted anilino group may further have one to four substituents selected from the group consisting of a sulfonic acid group, a carboxy group, a phosphono group, a sulfamoyl group, a carbamoyl group, a hydroxy group, an alkoxy group, an amino group, an alkylamino group, a dialkylamino group, an arylamino group, a diarylamino group, an acetylamino group, a ureido group, an alkyl group, a nitro group, a cyano group, a halogen, an alkylsulfonyl group, and an alkylthio group; Y is a hydroxy group or amino group; and 0.0≤a≤2.0, 0.0≤b≤3.0, 0.1≤c≤3.0, and 1.0≤a+b+c≤4.0;

a compound represented by formula (c-7) below or a salt thereof,

 where rings A, B, C, and D each independently represent a benzene ring or nitrogen-containing heteroaromatic ring, with more than 0.0 and 3.0 or less of the four being a nitrogen-containing heteroaromatic ring or rings and rest being a benzene ring or rings; R 1 represents an alkyl group, R 2 represents an alkylene group, and X represents an anilino group having one or more sulfonic acid groups; X may further have a substituent selected from the group consisting of a carboxy group, a phosphoric acid group, a hydroxy group, an alkoxy group, an alkylcarbonylamino group, a ureido group, a nitro group, and a halogen atom; 0.0<m<3.9, 0.1≤n<4.0, and 1.0≤(m+n)<4.0;

a compound represented by formula (c-8) below or a salt thereof,

 where R 1 to R 24 each independently represent a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aryl group, an aralkyl group, an acyl group, an acylamino group, a sulfonylamino group, an alkoxy group, an aryloxy group, a hydroxy group, an amino group, a nitro group, a cyano group, a sulfonic acid group, a carboxylic acid group, a sulfamoyl group, a carbamoyl group, an alkoxysulfonyl group, an alkoxycarbonyl group, an aryloxysulfonyl group, or an aryloxycarbonyl group and satisfy at least one of the following (X) and (Y): (X) at least one of R 1 to R 24 is a sulfonic acid group or carboxylic acid group; (Y) at least one of R 6 , R 7 , R 8 , R 9 , R 16 , R 17 , R 18 , and R 19 is a halogen atom, acyl group, nitro group, or cyano group;

a compound represented by formula (c-9) below or a salt thereof,

 where R 1 , R 2 , R 3 , and R 4 each independently represent an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, or a heterocyclic group, with at least one of R 1 , R 2 , R 3 , and R 4 substituted with an ionic group; and w, x, y, and z each independently represent 1 or 2; and

C.I. Direct Blue 199; and

a magenta ink containing one or two or more selected from:

a compound represented by formula (m-1) below or a salt thereof;

a compound represented by formula (m-2) below or a salt thereof;

a compound represented by formula (m-3) below or a salt thereof;

 where R 1 , R 5 , R 6 , and R 10 each independently represent an alkyl group; R 3 and R 8 each independently represent a hydrogen atom, an alkyl group, an alkoxy group, or an aryloxy group, and an alkyl group, an alkoxy group, and an aryloxy group may have at least one type of substituent selected from the group of types of substituents consisting of alkyl, aryl, arylalkyl, hydroxyl, carbamoyl, sulfamoyl, alkoxy, cyano, halogen, and ionic groups; R 2 , R 4 , R 7 , and R 9 each independently represent a hydrogen atom or an acylamino group represented by formula (m-3′) below, with at least one of R 2 , R 4 , R 7 , and R 9 being an acylamino group represented by formula (m-3′) below; Z represents a SO 3 H group, SO 3 M group, where M represents an ammonium ion or alkali metal ion, or sulfamoyl group; n represents an integer of 0 to 3 when at least one of R 2 , R 3 , R 4 , R 7 , R 8 , and R 9 is substituted with an ionic group, and an integer of 1 to 3 when not, and Z, when present, is in place of at least one aromatic hydrogen atom,

 where R 11 represents an alkyl group, a cycloalkyl group, an aryl group, an arylalkyl group, an alkenyl group, or a heterocyclic group, and an alkyl group, a cycloalkyl group, an aryl group, an arylalkyl group, an alkenyl group, and a heterocyclic group may have at least one type of substituent selected from the group of types of substituents consisting of alkyl, aryl, arylalkyl, alkenyl, alkoxy, cyano, alkylamino, sulfoalkyl, carbamoyl, sulfamoyl, sulfonylamino, halogen, and ionic groups; and represents a site for binding with the aromatic ring or rings in formula (m-3); and

C.I. Direct Red 227.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2020
From: HAMA, SHINTARO; ARUGA, TOMOHIRO; KUMAMOTO, KIYOMI; MIZUTAKI, YUSUKE
To: SEIKO EPSON CORPORATION
Reel/Frame 051669/0575 →
Priority Claims (1)
JP JP2019-015329 · Jan 31, 2019 · national
Continuity (1)
Related Publication 20200248024A1 · Aug 6, 2020