IP Library Granted Patent US 10,294,319
Granted Patent B2
US 10,294,319 · App. 15/521,142 · Granted May 21, 2019

Triacrylate compounds and methods for producing the same, and compositions

Inventors: Umi Yokobori (Niigata, JP); Taketo Ikeno (Niigata, JP); Hideyuki Sato (Niigata, JP); Ryuji Hasemi (Niigata, JP)
Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
C08F265/06C07C67/03C07C67/08C07C69/54C08F10/00C08F20/20C08F22/10C08F22/26C08F290/067C09D4/00C09D11/101C09J4/00C08F120/12C08F2810/20G01R33/46
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Quick Facts
Patent No.
US 10,294,319
App. No.
15/521,142
Granted
May 21, 2019
Kind
B2
Abstract

The invention provides a triacrylate compound represented by the following formula (1). In the formula, each R is independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a halogen atom, R 1 and R 2 are each independently a linear or branched alkyl group having 1 to 6 carbon atoms, and R 3 is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxymethyl group.

Claims (31)

1. A triacrylate compound represented by formula (1):

wherein each R is independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a halogen atom, R 1 and R 2 are each independently a linear or branched alkyl group having 1 to 6 carbon atoms, and R 3 is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxymethyl group.

2. A composition comprising the triacrylate compound of claim 1 , and a radical polymerization initiator.

3. The composition of claim 2 , wherein the radical polymerization initiator is a radical photopolymerization initiator.

4. The composition of claim 2 , further comprising at least one member selected from the group consisting of a polymerizable monomer other than the triacrylate compound, and a polymerizable oligomer.

5. The composition of claim 4 , comprising at least one polymerizable oligomer selected from the group consisting of a urethane acrylate oligomer and a urethane methacrylate oligomer.

6. A polymer comprising a structural unit represented by formula (5):

wherein R 1 and R 2 are each independently a linear or branched alkyl group having 1 to 6carbon atoms, R 3 is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxymethyl group, each R is independently a hydrogen atom, an alkyl group having 1 to 6carbon atoms or a halogen atom, and each * indicates a binding site of the structural unit in the polymer.

7. A cured product of the composition of claim 2 .

8. An ink comprising the composition of claim 2 .

9. A coating agent comprising the composition of claim 2 .

10. A film comprising a cured product of the composition of claim 2 .

11. An adhesive comprising the composition of claim 2 .

12. A method for producing a triacrylate compound represented by the formula (1), comprising subjecting a polyol compound represented by formula (2) to a dehydration condensation reaction with an unsaturated carboxylic acid compound represented by formula (3 a ),

wherein each R is independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a halogen atom, R 1 and R 2 are each independently a linear or branched alkyl group having 1 to 6 carbon atoms, and R 3 is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxymethyl group.

13. A method for producing a triacrylate compound represented by formula (1), comprising subjecting a polyol compound represented by formula (2) to a transesterification reaction with an unsaturated carboxylate ester compound represented by formula (3 b ),

wherein each R is independently a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a halogen atom, R 1 and R 2 are each independently a linear or branched alkyl group having 1 to 6 carbon atoms, R 3 is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxymethyl group, and Z is an alkyl group having 1 to 6 carbon atoms).

14. The triacrylate compound of claim 1 ,

wherein each R is independently the hydrogen atom or the alkyl group having 1 to 3carbon atoms.

15. The triacrylate compound of claim 1 ,

wherein each R is independently the hydrogen atom or a methyl group.

16. The triacrylate compound of claim 1 ,

wherein R 1 and R 2 are each independently a linear alkyl group having 1 to 4 carbon atoms.

17. The triacrylate compound of claim 1 ,

wherein R 1 and R 2 are each independently a methyl group.

18. The triacrylate compound of claim 1 ,

wherein R 3 is a linear alkyl group having 1 to 6 carbon atoms.

19. The triacrylate compound of claim 1 ,

wherein R 3 is a linear alkyl group having 1 or 2 carbon atoms.

20. The triacrylate compound of claim 1 ,

wherein each R is a hydrogen atom or a methyl group, R 1 and R 2 are each a methyl group, and R 3 is an alkyl group having 1 to 2 carbon atoms.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2017
From: YOKOBORI, UMI; IKENO, TAKETO; SATO, HIDEYUKI; HASEMI, RYUJI
To: MITSUBISHI GAS CHEMICAL COMPANY, INC.
Reel/Frame 042117/0260 →
Priority Claims (1)
JP 2014-215803 · Oct 22, 2014 · national
Continuity (1)
Related Publication 20170335043A1 · Nov 23, 2017