IP Library Granted Patent US 11,292,928
Granted Patent B2
US 11,292,928 · App. 16/768,310 · Granted Apr 5, 2022

Active energy ray-curable inkjet ink, inkjet recorded article, and method for producing inkjet recorded article

Inventors: Yohei Konda (Tokyo, JP); Hiroyuki Yoshida (Tokyo, JP)
Assignees: TOYO INK SC HOLDINGS CO., LTD.; TOYOCOLOR CO., LTD
C09D11/107B41J11/0021B41M5/0023C09D11/101C09D11/322C09D11/38
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Quick Facts
Patent No.
US 11,292,928
App. No.
16/768,310
Granted
Apr 5, 2022
Kind
B2
Abstract

An active energy ray-curable inkjet ink containing polymerizable compounds and a polymerization initiator, wherein the polymerizable compounds include at least 5 types of polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500, and include substantially no monofunctional polymerizable compounds.

Claims (31)

1. An active energy ray-curable inkjet ink containing polymerizable compounds and a polymerization initiator, wherein

the polymerizable compounds include at least 5 types of polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500,

the polyfunctional polymerizable compounds include a difunctional polymerizable compound having a homopolymer glass transition temperature of −15° C. to +40° C. in an amount of 5 to 30% by mass relative to the total mass of the ink, and

include substantially no monofunctional polymerizable compounds.

2. The active energy ray-curable inkjet ink according to claim 1 , wherein the at least 5 types of polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500 are composed of at least one type of compound selected from the group consisting of difunctional polymerizable compounds and trifunctional polymerizable compounds.

3. The active energy ray-curable inkjet ink according to claim 1 , wherein

the at least 5 types of polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500 are difunctional polymerizable compounds, and

the amount of each of the difunctional polymerizable compounds is, independently, from 5 to 50% by mass relative to the total mass of the ink.

4. The active energy ray-curable inkjet ink according to claim 1 , wherein one of the polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500 is 2-(vinyloxyethoxy)ethyl acrylate.

5. The active energy ray-curable inkjet ink according to claim 1 , wherein at least one of the polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500 is a compound represented by general formula (1) shown below:

CH 2 ═CH—CO—O—X—O—CO—CH═CH 2   (1)

(In the formula, X represents a linear or branched alkylene group of 1 to 12 carbon atoms).

6. The active energy ray-curable inkjet ink according to claim 1 , wherein the polyfunctional polymerizable compounds having molecular weights within a range from 150 to 500 include 2-(vinyloxyethoxy)ethyl acrylate and a compound represented by general formula (1) shown below:

CH 2 ═CH—CO—O—X—O—CO—CH═CH 2   (1)

(In the formula, X represents a linear or branched alkylene group of 1 to 12 carbon atoms).

7. The active energy ray-curable inkjet ink according to claim 6 , wherein the amount of the compound represented by general formula (1) is from 10 to 50% by mass relative to the amount of the 2-(vinyloxyethoxy)ethyl acrylate.

8. The active energy ray-curable inkjet ink according to claim 1 , wherein a molecular weight of the polymerization initiator is within a range from 400 to 600.

9. The active energy ray-curable inkjet ink according to claim 1 , wherein the polymerization initiator contains oligo(2-hydroxy-2-methyl-1-(4-(1-methylvinyl)phenyl)propanone) and bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide.

10. The active energy ray-curable inkjet ink according to claim 9 , wherein an amount of the bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide is from 50 to 80% by mass relative to an amount of the oligo(2-hydroxy-2-methyl-1-(4-(1-methylvinyl)phenyl)propanone).

11. An inkjet recorded article obtained by printing the active energy ray-curable inkjet ink according to claim 1 onto a recording medium and then curing the ink with an active energy ray.

12. A method for producing an inkjet recorded article, the method including:

a jetting step of jetting the active energy ray-curable inkjet ink according to claim 1 so as to impact a recording medium, and

a curing step of irradiating an active energy ray onto the active energy ray-curable inkjet ink that has impacted the recording medium, thereby curing the active energy ray-curable inkjet ink.

13. The method for producing an inkjet recorded article according to claim 12 , wherein the curing step is conducted under an atmosphere having an oxygen concentration of not more than 1% by volume.

14. The active energy ray-curable inkjet ink according to claim 1 , wherein the difunctional polymerizable compound includes at least one of compound selected from the group consisting of EO (2)-modified 1,6-hexanediol di(meth)acrylate, polyethylene glycol (300) di(meth)acrylate, polyethylene glycol (200) di(meth)acrylate, and PO (2)-modified neopentyl glycol di(meth)acrylate.

15. The active energy ray-curable inkjet ink according to claim 1 , wherein a viscosity at 25° C. of each polyfunctional polymerizable compound is within a range from 3 to 60 mPa·s.

16. The active energy ray-curable inkjet ink according to claim 1 , wherein

the polyfunctional polymerizable compounds include 2-(vinyloxyethoxy)ethyl acrylate and a compound represented by general formula (1) shown below

CH 2 ═CH—CO—O—X—O—CO—CH═CH 2   (1)

(In the formula, X represents a linear or branched alkylene group of 6 to 10 carbon atoms), and

the amount of the compound represented by general formula (1) is from 10 to 50% by mass relative to the amount of the 2-(vinyloxyethoxy)ethyl acrylate.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 2, 2021
From: TOYO INK CO LTD
To: TOYO INK SC HOLDINGS CO LTD; TOYOCOLOR CO LTD
Reel/Frame 055457/0656 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 29, 2020
From: KONDA, YOHEI; YOSHIDA, HIROYUKI
To: TOYO INK SC HOLDINGS CO., LTD; TOYO INK CO., LTD.
Reel/Frame 052796/0649 →
Priority Claims (1)
JP JP2018-221888 · Nov 28, 2018 · national
Continuity (1)
Related Publication 20210214568A1 · Jul 15, 2021