Active energy ray-curable inkjet printing ink composition

Patent metadata

Field	Value
Publication number	US-12570865-B2
Application number	US-202118005132-A
Country	US
Kind code	B2
Filing date	Jul 8, 2021
Priority date	Jul 29, 2020
Publication date	Mar 10, 2026
Grant date	Mar 10, 2026

Abstract

An active energy ray-curable inkjet printing ink composition satisfies (A) to (E) below, where the total content of (D) and (E) accounts for 30.0 to 60.0% by mass: (A) an acrylated amine compound having two photopolymerizable functional groups and two amino groups in a molecule is contained by 1.0 to 20.0% by mass; (B) alkoxy group-containing (meth)acrylate monomers are contained by 2.0 to 20.0% by mass; (C) a (meth)acrylate monomer containing an alkyl group with 10 to 20 carbon atoms is contained by 2.0 to 25.0% by mass; (D) at least one type selected from the group that consists of 1,6-hexanediol diacrylate, 3-methyl-1,5-pentanediol diacrylate, dipropylene glycol diacrylate, propoxylated(2)neopentyl glycol diacrylate, and hydroxypivalic acid neopentyl glycol diacrylate is contained by 5.0 to 25.0% by mass; and (E) a plant oil-derived 1,10-decanediol diacrylate is contained by 10.0 to 40.0% by mass.

First claim

What is claimed:

1 . An active energy ray-curable inkjet printing ink composition satisfying requirements (A) to (E) below, where a total content of compounds in (D) and (E) accounts for 30.0 to 60.0% by mass in the active energy ray-curable inkjet printing ink composition:
(A) an acrylated amine compound having two photopolymerizable functional groups and two amino groups in a molecule is contained by 1.0 to 20.0% by mass in the active energy ray-curable inkjet printing ink composition; (B) alkoxy group-containing (meth)acrylate monomers are contained by 2.0 to 20.0% by mass in the active energy ray-curable inkjet printing ink composition; (C) a (meth)acrylate monomer containing an alkyl group with 10 to 20 carbon atoms is contained by 2.0 to 25.0% by mass in the active energy ray-curable inkjet printing ink composition; (D) at least one type selected from a group that consists of 1,6-hexanediol diacrylate, 3-methyl-1,5-pentanediol diacrylate, dipropylene glycol diacrylate, propoxylated (2) neopentyl glycol diacrylate and hydroxypivalic acid neopentyl glycol diacrylate is contained by 5.0 to 25.0% by mass in the active energy ray-curable inkjet printing ink composition; (E) a plant oil-derived 1,10-decanediol diacrylate is contained by 10.0 to 40.0% by mass in the active energy ray-curable inkjet printing ink composition.

2 . The active energy ray-curable inkjet printing ink composition according to claim 1 , wherein 50 to 100% by mass of the alkoxy group-containing (meth)acrylate monomers in (B) are polyfunctional alkoxy (meth)acrylate monomers.

3 . The active energy ray-curable inkjet printing ink composition according to claim 1 , containing a (F) photopolymerization initiator.

4 . The active energy ray-curable inkjet printing ink composition according to claim 1 , wherein the (F) photopolymerization initiator comprises one or more types selected from 2,4,6-trimethylbenzyl-diphenylphosphine oxide, ethoxy(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, oligo{2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propanone}, polymer-type initiators, and bis[4-(2-hydroxy-2-methylpropanoyl)phenyl]ether.

5 . The active energy ray-curable inkjet printing ink composition according to claim 1 , wherein (G) hydroxyl group-containing (meth)acrylate monomers are contained by 3.0 to 20.0% by mass in the active energy ray-curable inkjet printing ink composition.

6 . The active energy ray-curable inkjet printing ink composition according to claim 1 , wherein the (C) (meth)acrylate monomer having an alkyl group with 10 to 20 carbon atoms is a plant oil-derived lauryl acrylate.

7 . The active energy ray-curable inkjet printing ink composition according to claim 1 , containing a (H) colorant.

8 . The active energy ray-curable inkjet printing ink composition according to claim 2 , containing a (F) photopolymerization initiator.

9 . The active energy ray-curable inkjet printing ink composition according to claim 2 , wherein the (F) photopolymerization initiator comprises one or more types selected from 2,4,6-trimethylbenzyl-diphenylphosphine oxide, ethoxy(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, oligo{2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl] propanone}, polymer-type initiators, and bis[4-(2-hydroxy-2-methylpropanoyl)phenyl] ether.

10 . The active energy ray-curable inkjet printing ink composition according to claim 2 , wherein (G) hydroxyl group-containing (meth)acrylate monomers are contained by 3.0 to 20.0% by mass in the active energy ray-curable inkjet printing ink composition.

11 . The active energy ray-curable inkjet printing ink composition according to claim 2 , wherein the (C) (meth)acrylate monomer having an alkyl group with 10 to 20 carbon atoms is a plant oil-derived lauryl acrylate.

12 . The active energy ray-curable inkjet printing ink composition according to claim 2 , containing a (H) colorant.

13 . The active energy ray-curable inkjet printing ink composition according to claim 3 , wherein the (F) photopolymerization initiator comprises one or more types selected from 2,4,6-trimethylbenzyl-diphenylphosphine oxide, ethoxy(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, oligo{2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propanone}, polymer-type initiators, and bis[4-(2-hydroxy-2-methylpropanoyl)phenyl]ether.

14 . The active energy ray-curable inkjet printing ink composition according to claim 3 , wherein (G) hydroxyl group-containing (meth)acrylate monomers are contained by 3.0 to 20.0% by mass in the active energy ray-curable inkjet printing ink composition.

15 . The active energy ray-curable inkjet printing ink composition according to claim 3 , wherein the (C) (meth)acrylate monomer having an alkyl group with 10 to 20 carbon atoms is a plant oil-derived lauryl acrylate.

16 . The active energy ray-curable inkjet printing ink composition according to claim 3 , containing a (H) colorant.

17 . The active energy ray-curable inkjet printing ink composition according to claim 4 , wherein (G) hydroxyl group-containing (meth)acrylate monomers are contained by 3.0 to 20.0% by mass in the active energy ray-curable inkjet printing ink composition.

18 . The active energy ray-curable inkjet printing ink composition according to claim 4 , wherein the (C) (meth)acrylate monomer having an alkyl group with 10 to 20 carbon atoms is a plant oil-derived lauryl acrylate.

19 . The active energy ray-curable inkjet printing ink composition according to claim 4 , containing a (H) colorant.

20 . The active energy ray-curable inkjet printing ink composition according to claim 5 , wherein the (C) (meth)acrylate monomer having an alkyl group with 10 to 20 carbon atoms is a plant oil-derived lauryl acrylate.

Assignees

• Sakata Inx Corp

Inventors

• Nakashima Okinori
• MYOSE Takuya
• Kawabata Jun

Classifications

• C09D11/107

  from unsaturated acids or derivatives thereof · CPC title

• C09D11/101 Primary

  Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing · CPC title

• B41J2/01

  Ink jet · CPC title

• C09D11/322

  Pigment inks · CPC title

• C09D11/38 Primary

  characterised by non-macromolecular additives other than solvents, pigments or dyes · CPC title