IP Library › Granted Patent US 10,358,564
Granted Patent B2
US 10,358,564 · App. 15/438,879 · Granted Jul 23, 2019

Radiation-curable ink jet composition and ink jet recording method

Inventors: Hitoshi Tsuchiya (Chino, JP); Keitaro Nakano (Matsumoto, JP); Toru Saito (Higashi-Chikuma, JP); Toshiyuki Yoda (Matsumoto, JP)
Assignee: Seiko Epson Corporation
C09D11/101B41J2/01B41J11/002C09D11/102C09D11/107C09D11/30C09D11/38
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Quick Facts
Patent No.
US 10,358,564
App. No.
15/438,879
Granted
Jul 23, 2019
Kind
B2
Abstract

A radiation-curable ink jet composition contains monomer A represented by formula (1), a mono-, bi-, or trifunctional urethane (meth)acrylate oligomer, and an N-vinyl compound: CH 2 ═CR 1 —COOR 2 —O—CH═CH—R 3   (1) where R 1 denotes —H or —CH 3 , R 2 denotes an organic residue having 2 to 20 carbon atoms, and R 3 denotes a hydrogen atom or an organic residue having 1 to 11 carbon atoms.

Claims (33)

1. A radiation-curable ink jet composition comprising:

p-methoxyphenol as a polymerization inhibitor;

monomer A represented by formula (1), a mono-, bi-, or trifunctional urethane (meth)acrylate oligomer, and an N-vinyl compound:

CH 2 ═CR 1 —COOR 2 —O—CH═CH—R 3   (1)

where R 1 denotes —H or —CH 3 , R 2 denotes an organic residue having 2 to 20 carbon atoms, and R 3 denotes a hydrogen atom or an organic residue having 1 to 11 carbon atoms, and

wherein a content of the N-vinyl compound is in the range of 5-15% by mass of a total mass of the radiation-curable ink jet composition.

2. The radiation-curable ink jet composition according to claim 1 , wherein:

the N-vinyl compound is N-vinylcaprolactam; and

the ink jet composition contains at least one cyclic monofunctional (meth)acrylate monomer, the at least one cyclic monofunctional (meth)acrylate monomer representing 15% by mass or more and 50% by mass or less of the total mass of the ink jet composition.

3. The radiation-curable ink jet composition according to claim 1 , wherein the monomer A represents 13% by mass or more of a total mass of the ink jet composition.

4. The radiation-curable ink jet composition according to claim 2 , wherein the at least one cyclic monofunctional (meth)acrylate monomer includes at least one of phenoxyethyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, and benzyl (meth)acrylate.

5. The radiation-curable ink jet composition according to claim 2 , wherein the at least one cyclic monofunctional (meth)acrylate monomer includes at least one of isobornyl (meth)acrylate and dicyclopentanyl (meth)acrylate.

6. The radiation-curable ink jet composition according to claim 1 , wherein the monomer A is 2-(2-vinyloxyethoxy)ethyl acrylate.

7. The radiation-curable ink jet composition according to claim 1 , further comprising:

an acylphosphine oxide photopolymerization initiator, the acylphosphine oxide photopolymerization initiator representing 3% by mass or more and 15% by mass or less of a total mass of the ink jet composition.

8. The radiation-curable ink jet composition according to claim 1 , wherein the ink jet composition is cured with light from an ultraviolet-light emitting diode having a peak emission wavelength of 365 nm to 405 nm.

9. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 1 with ultraviolet radiation on a recording medium.

10. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 2 with ultraviolet radiation on a recording medium.

11. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 3 with ultraviolet radiation on a recording medium.

12. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 4 with ultraviolet radiation on a recording medium.

13. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 5 with ultraviolet radiation on a recording medium.

14. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 6 with ultraviolet radiation on a recording medium.

15. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 7 with ultraviolet radiation on a recording medium.

16. An ink jet recording method comprising irradiating a radiation-curable ink jet composition according to claim 8 with ultraviolet radiation on a recording medium.

17. The radiation-curable ink jet composition according to claim 1 , further comprising a saturated alicyclic monofunctional (meth)acrylic monomer, wherein a content of the saturated alicyclic monofunctional (meth)acrylic monomer is in the range of 3-30% by mass of the total mass of the radiation-curable ink jet composition.

18. A radiation-curable ink jet composition comprising:

a monomer A represented by CH 2 ═CR 1 —COOR 2 —O—CH═CH—R 3 , where R 1 denotes —H or —CH 3 , R 2 denotes an organic residue having 2 to 20 carbon atoms, and R 3 denotes a hydrogen atom or an organic residue having 1 to 11 carbon atoms;

a mono-, bi-, or trifunctional urethane (meth)acrylate oligomer;

an N-vinyl compound; and

at least one cyclic monofunctional (meth)acrylate monomer,

wherein a content of the N-vinyl compound is in the range of 5-15% by mass of a total mass of the radiation-curable ink jet composition, and

wherein a total content of the N-vinyl compound, the mono-, bi-, or trifunctional urethane (meth)acrylate oligomer, and the cyclic monofunctional (meth)acrylate monomer is 55.75% by mass or more.

19. The radiation-curable ink jet composition according to claim 18 , further comprising p-methoxyphenol as a polymerization inhibitor.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 22, 2017
From: TSUCHIYA, HITOSHI; NAKANO, KEITARO; SAITO, TORU; YODA, TOSHIYUKI
To: SEIKO EPSON CORPORATION
Reel/Frame 041331/0114 →
Priority Claims (1)
JP 2016-031692 · Feb 23, 2016 · national
Continuity (1)
Related Publication 20170240754A1 · Aug 24, 2017