Active energy ray-curable composition and antistatic film

Patent metadata

Field	Value
Publication number	US-2017190825-A1
Application number	US-201715464567-A
Country	US
Kind code	A1
Filing date	Mar 21, 2017
Priority date	Sep 29, 2014
Publication date	Jul 6, 2017
Grant date	—

Abstract

Provided are an active energy ray-curable composition that has good antistatic properties, scratch resistance, and transparency after curing, and an antistatic film using the same. The active energy ray-curable composition of the present invention is an active energy ray-curable composition, including a photopolymerization initiator A represented by the following Formula (I), an antistatic polymer B, and a polymerizable compound C containing an ethylenically unsaturated group,

in Formula (I), V 1 , V 2 , V 3 , and V 4 each independently represent a hydrogen atom or a substituent, and n represents an integer of 1 to 5.

First claim

What is claimed is:

1 . An active energy ray-curable composition, comprising:
a photopolymerization initiator A represented by the following Formula (I); an antistatic polymer B; and a polymerizable compound C containing an ethylenically unsaturated group,

in Formula (I), V 1 , V 2 , V 3 , and V 4 each independently represent a hydrogen atom or a substituent, and n represents an integer of 1 to 5.

2 . The active energy ray-curable composition according to claim 1 , wherein the antistatic polymer B is a polymer having at least one repeating unit selected from the group consisting of repeating units represented by the following Formulae (1) to (5),

in Formulae (1) to (5), R 1 's each independently represent a hydrogen atom, a halogen atom, a cyano group, a monovalent hydrocarbon group, —COO—C 2 , or —COO—C 2 bonded through a hydrocarbon, and C2 represents a hydrogen atom or a hydrocarbon group which may have a substituent,
in Formulae (1) to (5), Z's each independently represent —COO—, —CONH—, —OCO—, —CH 2 OCO—, —CH 2 COO—, —O—, —SO 2 —, —CO—, —CONHCOO—, —CONHCONH—, —CONHSO 2 —, —CON(P 3 )—, —SO 2 N(G)-, —C 6 H 4 —, or an alkylene group having 1 to 30 carbon atoms, and G represents a hydrogen atom or a hydrocarbon group,
in Formulae (1) to (5), A's each independently represent a single bond or a divalent or higher valent linking group, and j's each independently represent an integer of 0 to 30,
in Formula (1), Y + represents a cationic group, X − represents an anionic group, u represents an integer of 1 to 3, and r represents an integer of 1 to 4,
in Formula (2), R 2 represents an alkylene group having 2 to 5 carbon atoms which may have a substituent, R 3 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms which may have a substituent, and m represents an integer of 2 to 200,
in Formula (3), Q + represents an ammonium cation, a sulfonium cation, an iodonium cation, a phosphonium cation, or a pyridinium cation, L 1 represents a single bond or a divalent or higher valent linking group, T − represents COO − , SO 3 − or OPO(O − )(ORp), and Rp represents an alkyl group, and p represents an integer of 1 to 3,
in Formula (4), L 2 represents a single bond or a divalent or higher valent linking group, U + represents an ammonium or phosphonium cation which may have a substituent, and q represents an integer of 1 to 3, and
in Formula (5), J − represents COO − , OPO(OH)O − or SO 3 − , V + represents a cationic group, and w represents an integer of 1 to 3.

3 . The active energy ray-curable composition according to claim 2 , wherein the antistatic polymer B is a cationic polymer having a repeating unit represented by Formula (1).

4 . The active energy ray-curable composition according to claim 2 , wherein the repeating unit represented by Formula (1) is an ammonium salt represented by the following Formula (6),

in Formula (6), R 1 represents a hydrogen atom, a halogen atom, a cyano group, a monovalent hydrocarbon group, —COO—C 2 , or —COO—C 2 bonded through a hydrocarbon, and C 2 represents a hydrogen atom or a hydrocarbon group which may have a substituent,
Z represents, —COO—, —CONH—, or —CH 2 —, A represents a single bond or a divalent or higher valent linking group, and j represents an integer of 0 to 10, and
L 3 , L 4 , and L 5 each independently represent an alkyl group, alkenyl group, alkynyl group, aryl group or heterocyclic group having 1 to 20 carbon atoms which may have a substituent, and at least two of L 3 , L 4 , and L 5 may be bonded to each other to form a ring.

5 . The active energy ray-curable composition according to claim 2 , wherein the antistatic polymer B contains at least one repeating unit selected from the group consisting of repeating units represented by Formulae (1) to (5) and a repeating unit represented by the following Formula (7),

in Formula (7), R 4 represents a hydrogen atom or CH 3 , R 5 represents a hydrogen atom or a hydrocarbon group having 6 to 25 carbon atoms which may have a substituent, A represents an alkylene group having 2 to 5 carbon atoms which may have a substituent, and n represents an integer of 3 to 50.

6 . The active energy ray-curable composition according to claim 2 , wherein the antistatic polymer B contains a repeating unit represented by Formula (1) and a repeating unit represented by Formula (3) or (4).

7 . The active energy ray-curable composition according to claim 6 , wherein the repeating unit represented by Formula (3) is a repeating unit represented by the following Formula (8),

in Formula (8), R 6 represents a hydrogen atom or CH 3 , R 7 represents an alkylene group having 1 to 6 carbon atoms, R 8 and R 9 each independently represent an alkyl group having 1 to 4 carbon atoms, and R 10 represents an alkylene group having 1 to 4 carbon atoms.

8 . The active energy ray-curable composition according to claim 2 , wherein the antistatic polymer B contains at least one repeating unit selected from the group consisting of repeating units represented by Formulae (1) to (5) and a repeating unit derived from a monomer having a CLogP value of 0.3 to 5.

9 . The active energy ray-curable composition according to claim 2 , wherein the antistatic polymer B is a copolymer containing 40 to 80 mass % of repeating units represented by Formulae (1) to (5).

10 . The active energy ray-curable composition according to claim 9 , wherein the antistatic polymer B contains 40 to 80 mass % of repeating units represented by Formulae (1) to (5), and 20 to 60 mass % of a repeating unit represented by Formula (7).

11 . The active energy ray-curable composition according to claim 9 , wherein the antistatic polymer B contains 39.5 to 70 mass % of a repeating unit represented by Formula (1), 20 to 60 mass % of a repeating unit represented by Formula (7), and 0.5 to 10 mass % of a repeating unit represented by Formula (3) or (4).

12 . The active energy ray-curable composition according to claim 1 , wherein the polymerizable compound C is a methacrylic or acrylic compound.

13 . The active energy ray-curable composition according to claim 1 , wherein the molecular weight of the polymerizable compound C is 90 to 5,000.

14 . The active energy ray-curable composition according to claim 1 , wherein the content of the photopolymerization initiator A is 0.5 to 10 parts by mass with respect to 100 parts by mass of the polymerizable compound C.

15 . The active energy ray-curable composition according to claim 1 , wherein the content of the polymer B is 1 to 40 parts by mass with respect to 100 parts by mass of the polymerizable compound C.

16 . The active energy ray-curable composition according to claim 1 , wherein the photopolymerization initiator A has n of 1 in Formula (I).

17 . The active energy ray-curable composition according to claim 1 , which is used in an antistatic agent.

18 . An antistatic film comprising an antistatic layer forme

Assignees

• Fujifilm Corp

Inventors

• Yamashita Masako

Classifications

• C08F222/225

  the ester chains containing seven or more carbon atoms · CPC title

• C08J7/0427

  with only one layer of a composition containing a polymer binder (with more layers C08J7/042) · CPC title

• C08F220/346

  and further oxygen · CPC title

• C08F220/285

  and containing a polyether chain in the alcohol moiety · CPC title

• C09D4/06

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00 · CPC title