IP Library › Granted Patent US 9,115,290
Granted Patent B2
US 9,115,290 · App. 13/544,539 · Granted Aug 25, 2015

Photocurable ink composition for ink jet recording and ink jet recording method

Inventors: Hiroaki Kida (Nagano, JP); Hiroshi Fukumoto (Nagano, JP); Toru Saito (Nagano, JP); Keitaro Nakano (Nagano, JP); Hiroki Nakane (Nagano, JP)
Assignee: Seiko Epson Corporation
C09D11/101B41J2/2107C09D11/322B41J11/002
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Quick Facts
Patent No.
US 9,115,290
App. No.
13/544,539
Granted
Aug 25, 2015
Kind
B2
Abstract

The present invention provides a photocurable ink composition for ink jet recording with excellent curability. The photocurable ink composition for ink jet recording includes polymerizable compounds, a photopolymerization initiator, and a colorant, wherein the polymerizable compounds include a vinyl ether group-containing (meth)acrylate represented by general formula (I): CH 2 ═CR 1 —COOR 2 —O—CH═CH—R 3   (I) (wherein R 1 is a hydrogen atom or a methyl group, R 2 is a divalent organic residue having 2 to 20 carbon atoms, and R 3 is a hydrogen atom or a monovalent organic residue having 1 to 11 carbon atoms) and phenoxyethyl (meth)acrylate.

Claims (38)

1. A photocurable ink composition for ink jet recording, comprising:

polymerizable compounds;

a photopolymerization initiator; and

a colorant,

wherein the polymerizable compounds include a vinyl ether group-containing (meth)acrylate represented by general formula (I):

CH 2 ═CR 1 —COO—R 2 —O—CH═CH—R 3   (I)

(wherein R 1 is a hydrogen atom or a methyl group, R 2 is a divalent organic residue having 2 to 20 carbon atoms, and R 3 is a hydrogen atom or a monovalent organic residue having 1 to 11 carbon atoms) and phenoxyethyl (meth)acrylate,

wherein the content of the phenoxyethyl (meth)acrylate is 9 to 60% by mass relative to the total mass of the ink composition,

wherein the photopolymerization initiator contains 7% by mass or more of an acylphosphine oxide compound relative to the total mass of the ink composition,

wherein the acylphosphine oxide compound contains 4% by mass or more of a bisacylphosphine oxide compound relative to the total mass of the ink composition.

2. The photocurable ink composition for ink jet recording according to claim 1 , wherein the photopolymerization initiator contains 7 to 15% by mass of an acylphosphine oxide compound relative to the total mass of the ink composition.

3. The photocurable ink composition for ink jet recording according to claim 1 , wherein the photopolymerization initiator contains 10 to 15% by mass of an acylphosphine oxide compound relative to the total mass of the ink composition.

4. The photocurable ink composition for ink jet recording according to claim 1 , wherein the vinyl ether group-containing (meth)acrylate is 2-(vinyloxyethoxy)ethyl (meth)acrylate.

5. The photocurable ink composition for ink jet recording according to claim 1 , wherein the content of the vinyl ether group-containing (meth)acrylate is 10 to 60% by mass relative to the total mass of the ink composition.

6. The photocurable ink composition for ink jet recording according to claim 1 , wherein the ink composition is cured by irradiation with ultraviolet light with an emission peak wavelength in a range of 350 to 420 nm and an irradiation energy of 300 mJ/cm 2 or less.

7. An inkjet recording method comprising:

ejecting the photocurable ink composition for ink jet recording according to claim 1 onto a recording medium; and

curing the ejected photocurable ink composition for ink jet recording by ultraviolet irradiation.

8. A photocurable ink composition for ink jet recording, comprising:

polymerizable compounds;

a photopolymerization initiator; and

a colorant,

wherein the polymerizable compounds include, relative to total mass of

the ink composition, 10-40% by mass of a vinyl ether group-containing (meth)acrylate represented by general formula (I):

CH 2 ═CR 1 —COO—R 2 —O—CH═CH—R 3   (1)

(wherein R 1 is a hydrogen atom or a methyl group, R 2 is a divalent organic residue having 2 to 20 carbon atoms, and R 3 is a hydrogen atom or a monovalent organic residue having 1 to 11 carbon atoms), 20 to 60% by mass of a monofunctional (meth)acrylate (excluding the vinyl ether group containing (meth)acrylate), and 10 to 40% by mass of a polyfunctional (meth)acrylate,

wherein the photopolymerization initiator contains 7% by mass or more of an acylphosphine oxide compound relative to the total mass of the ink composition,

wherein the acylphosphine oxide compound contains 4% by mass or more of a bisacylphosphine oxide compound relative to the total mass of the ink composition.

9. The photocurable ink composition for ink jet recording according to claim 8 , wherein the monofunctional (meth)acrylate contains 10 to 60% by mass of phenoxyethyl (meth)acrylate relative to the total mass of the ink composition.

10. The photocurable ink composition for ink jet recording according to claim 8 , wherein the content of the monofunctional (meth)acrylate is 20 to 40% by mass relative to the total mass of the ink composition.

11. The photocurable ink composition for ink jet recording according to claim 8 , wherein the content of the polyfunctional (meth)acrylate is 20 to 30% by mass relative to the total mass of the ink composition.

12. The photocurable ink composition for ink jet recording according to claim 8 , wherein the ink composition is cured by irradiation with ultraviolet light with an emission peak wavelength in a range of 350 to 420 nm and an irradiation energy of 300 mJ/cm 2 or less.

13. The photocurable ink composition for ink jet recording according to claim 8 , wherein the vinyl ether group-containing (meth)acrylate is 2-(vinyloxyethoxy)ethyl (meth)acrylate.

14. The photocurable ink composition for ink jet recording according to claim 8 , wherein the primary skin irritation index of the monofunctional (meth)acrylate is 0 to 4.

15. An ink jet recording method using the photocurable ink composition for ink jet recording according to claim 8 , the method comprising:

causing the photocurable ink composition for ink jet recording to adhere to a recording medium; and

irradiating, using a light-emitting diode, the adhering photocurable ink composition for ink jet recording with ultraviolet light with an emission peak wavelength in a range of 350 to 420 nm.

16. The ink jet recording method according to claim 15 , wherein the irradiation energy of the ultraviolet light is 300 mJ/cm 2 or less.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 19, 2012
From: KIDA, HIROAKI; FUKUMOTO, HIROSHI; SAITO, TORU; NAKANO, KEITARO; NAKANE, HIROKI
To: SEIKO EPSON CORPORATION
Reel/Frame 028987/0343 →
Priority Claims (3)
JP 2011-151770 · Jul 8, 2011 · national
JP 2011-200809 · Sep 14, 2011 · national
JP 2012-008704 · Jan 19, 2012 · national
Continuity (1)
Related Publication 20130010039A1 · Jan 10, 2013