IP Library › Granted Patent US 12,384,928
Granted Patent B2
US 12,384,928 · App. 17/927,668 · Granted Aug 12, 2025

Water-based inkjet ink and method for producing inkjet printed material

Inventors: Mutsuko Masatoki (Tokyo, JP); Atsushi Yoda (Tokyo, JP); Yuji Kameyama (Tokyo, JP)
Assignees: artience Co., Ltd.; TOYOCOLOR CO., LTD.
C09D11/322B41J2/01B41J2/2107C08K5/23C09D11/10C09D11/107C09D11/38B41M7/009
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Quick Facts
Patent No.
US 12,384,928
App. No.
17/927,668
Granted
Aug 12, 2025
Kind
B2
Abstract

An embodiment relates to an inkjet ink containing a mixed crystal pigment including two or more naphthol-based azo pigments, a binder resin (a-1) having an acid value of 1 to 80 mgKOH/g, a surfactant, and a water-soluble organic solvent, in which the amount of a water-soluble organic solvent having a boiling point of 240° C. or more at 1 atmosphere is 8% by mass or less relative to the total amount of the water-based inkjet ink.

Claims (31)

1. A water-based inkjet ink comprising a colorant, a binder resin (A), a surfactant, and a water-soluble organic solvent, wherein

the colorant includes a mixed crystal pigment containing two or more naphthol-based azo pigments,

the binder resin (A) includes a binder resin (a-1) having an acid value of 1 to 80 mgKOH/g,

the binder resin (a-1) includes a polyolefin resin, and at least one type of resin selected from the group consisting of a (meth)acrylic resin and a styrene-(meth)acrylic resin, and

an amount of a water-soluble organic solvent having a boiling point of 240° C. or more at 1 atmosphere is 8% by mass or less relative to a total amount of the water-based inkjet ink.

2. The water-based inkjet ink according to claim 1 , wherein the water-soluble organic solvent includes an alkanediol of 2 to 5 carbon atoms.

3. The water-based inkjet ink according to claim 1 , wherein a total amount of a nitrogen-containing compound having a pKa value of 2 or less at 25° C. and a nitrogen-containing compound having a pKa value of 10 or more at 25° C. is 3% by mass or less relative to a total amount of the water-based inkjet ink.

4. The water-based inkjet ink according to claim 1 , wherein the two or more naphthol-based azo pigments include a compound having a structure represented by general formula (1) shown below,

General formula (1):

wherein, in general formula (1), R 1 , R 2 , and R 3 are each independently any one of a hydrogen atom, an alkyl group of 1 to 2 carbon atoms, an alkoxy group of 1 to 2 carbon atoms, an anilide group, a carbamoyl group, a methoxycarbonyl group, an ethoxycarbonyl group, an amino group, a nitro group, a sulfonamide group, a methylaminosulfonyl group, or an ethylaminosulfonyl group, and

R 4 is any one of a hydrogen atom, an alkyl group of 1 to 2 carbon atoms, or a group having a structure represented by general formula (2) shown below,

General formula (2):

wherein, in general formula (2), R 5 is any one of a hydrogen atom, a chlorine atom, a bromine atom, an alkyl group of 1 to 2 carbon atoms, an alkoxy group of 1 to 2 carbon atoms, an amino group, or a nitro group,

R 6 and R 7 are each independently any one of a hydrogen atom, a chlorine atom, a bromine atom, an alkyl group of 1 to 2 carbon atoms, an alkoxy group of 1 to 2 carbon atoms, an amino group, or a nitro group, or R 6 and R 7 are bonded to each other to form an imidazolidinone ring, and

a position of * is a bonding site.

5. The water-based inkjet ink according to claim 1 , wherein the two or more naphthol-based azo pigments include a compound having a structure represented by general formula (3) shown below,

General formula (3):

wherein, in general formula (3), R 4 is any one of a hydrogen atom, an alkyl group of 1 to 2 carbon atoms, or a group having a structure represented by general formula (2) shown below,

General formula (2):

wherein, in general formula (2), R 5 is any one of a hydrogen atom, a chlorine atom, a bromine atom, an alkyl group of 1 to 2 carbon atoms, an alkoxy group of 1 to 2 carbon atoms, an amino group, or a nitro group,

R 6 and R 7 are each independently any one of a hydrogen atom, a chlorine atom, a bromine atom, an alkyl group of 1 to 2 carbon atoms, an alkoxy group of 1 to 2 carbon atoms, an amino group, or a nitro group, or R 6 and R 7 are bonded to each other to form an imidazolidinone ring, and

a position of * is a bonding site.

6. The water-based inkjet ink according to claim 1 , wherein the two or more naphthol-based azo pigments include C.I. Pigment Red 150.

7. The water-based inkjet ink according to claim 1 , wherein the two or more naphthol-based azo pigments include 10 to 80% by mole of C.I. Pigment Red 150 in a total amount of the naphthol-based pigments.

8. A method for producing an inkjet printed material comprising discharging and applying the water-based inkjet ink according to claim 1 from an inkjet head onto a recording medium.

9. A water-based inkjet ink comprising a colorant, a binder resin (A), a surfactant, and a water-soluble organic solvent, wherein

the colorant includes a mixed crystal pigment containing two or more naphthol-based azo pigments,

the two or more naphthol-based azo pigments include 10 to 80% by mole of C.I. Pigment Red 150 in a total amount of the naphthol-based pigments,

the binder resin (A) includes a binder resin (a-1) having an acid value of 1 to 80 mgKOH/g, and

an amount of a water-soluble organic solvent having a boiling point of 240° C. or more at 1 atmosphere is 8% by mass or less relative to a total amount of the water-based inkjet ink.

10. The water-based inkjet ink according to claim 9 , wherein the binder resin (a-1) includes at least one type of resin selected from the group consisting of a (meth)acrylic resin, a styrene-(meth)acrylic resin, a urethane resin, a urethane-(meth)acrylic composite resin, and a polyolefin resin.

Assignments (2)
CHANGE OF NAME Recorded Mar 7, 2024
From: TOYO INK SC HOLDINGS CO., LTD
To: ARTIENCE CO., LTD.
Reel/Frame 066763/0256 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 25, 2022
From: MASATOKI, MUTSUKO; YODA, ATSUSHI; KAMEYAMA, YUJI
To: TOYO INK SC HOLDINGS CO., LTD.; TOYOCOLOR CO., LTD.
Reel/Frame 061877/0662 →
Priority Claims (1)
JP 2020-091677 · May 26, 2020 · national
Continuity (1)
Related Publication 20230212412A1 · Jul 6, 2023
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