Perfluoropolyether group-containing acrylate compound

1. A perfluoropolyether group-containing acrylate compound represented by the following formula (1):

X 1 —[Z—Rf—Z—X 2 ] v —Z—Rf—Z—X 1   (1)

wherein Rf is a divalent perfluoropolyether group with a molecular weight of from 500 to 30000, optionally having branched structure;

X 1 is, independently of each other, a group represented by the following formula (2):

wherein a and c are an integer of from 0 to 4;

b is an integer of from 1 to 4, provided that a total of a, b and c is 2, 3 or 4;

R 1 is, independently of each other, a group represented by the following formula (3),

—(C 4 H 8 O) d (C 3 H 6 O) e (C 2 H 4 O) f (CH 2 O) g R 3   (3)

wherein d, e, f and g are, independently of each other, an integer of from 0 to 20, provided that a molecular weight of R 1 is in a range of 30 to 600;

the repeating units may be sequenced at random; and

R 3 is a saturated or unsaturated hydrocarbon residue having 1 to 10 carbon atoms;

R 2 is an acryl group- or alpha-substituted acryl group-containing group represented by the following formula (4):

wherein R 4 is, independently of each other, a hydrogen atom, a fluorine atom, a methyl group or a trifluoromethyl group;

R 5 is a divalent or trivalent linking group having 1 to 18 carbon atoms, optionally having an ether bond and/or ester bond; and

n is an integer of 1 or 2;

Q 1 and Q 2 may be same with or different from each other and are a divalent linking group with 3 to 20 carbon atoms, optionally having an ether bond, an ester bond, an amide bond or a urethane bond and optionally having cyclic or branched structure;

X 2 is, independently of each other, a group represented by the following formula (5)

wherein R 1 , R 2 , Q 1 and Q 2 are as defined above;

h, i and j are an integer of from 0 to 3, provided that a total of h, i and j is an integer of from 1 to 3; and

the repeating units may be sequenced at random;

Z is a divalent organic group, optionally containing an oxygen atom, a nitrogen atom or a fluorine atom and unsaturated bond, and optionally having cyclic structure; and

v is an integer of from 0 to 5.

2. The acrylate compound according to claim 1 , wherein Rf comprises 1 to 500 repeating units represented by the following formula:

—C i F 2i O—,

wherein i is, independently of each other among the units, an integer of from 1 to 6.

3. The acrylate compound according to claim 1 , wherein Rf is selected from the group consisting of the groups represented by the following formulas (6) to (8):

wherein Y is, independently of each other, a fluorine atom or a CF 3 group; r is an integer of from 2 to 6; m and n are each an integer of from 0 to 200, provided that a total of m and n is 2 to 200; s is an integer of from 0 to 6, wherein the repeating units may be sequenced at random;

—C j F 2j (OCF 2 CF 2 CF 2 ) k OC j F 2j —  (7)

wherein j is an integer of from 1 to 3 and k is an integer of from 1 to 200; and

wherein Y is a fluorine atom or a CF 3 group; j is an integer of from 1 to 3; m and n are each integer of from 0 to 200, provided that a total of m and n is from 2 to 200; and the repeating units may be sequenced at random.

4. The acrylate compound according to claim 1 , wherein Z is one of the following groups.

5. The acrylate compound according to claim 1 , wherein Q 1 is any one of the following groups.

6. The acrylate compound according to claim 1 , wherein R 2 is any one of the following groups.

7. The acrylate compound according to claim 1 , wherein R 1 is a group represented by the following formula:

—(C 2 H 4 O) p (C 3 H 6 O) q CH 3

wherein p and q are an integer of from 0 to 20, provided that a total of p and q is from 1 to 40 and the propylene group may be branched, and the repeating units may be sequenced at random.

8. A composition for a hard coat, comprising the acrylate compound according to claim 1 .

9. The composition for a hard coat according to claim 8 , wherein a major component of the composition for a hard coat is urethane acrylate.

10. The acrylate compound according to claim 2 , wherein Rf is selected from the group consisting of the groups represented by the following formulas (6) to (8):

wherein Y is, independently of each other, a fluorine atom or a CF 3 group; r is an integer of from 2 to 6; m and n are each an integer of from 0 to 200, provided that a total of m and n is 2 to 200; s is an integer of from 0 to 6, wherein the repeating units may be sequenced at random;

—C j F 2j (OCF 2 CF 2 CF 2 ) k OC j F 2j —  (7)

wherein j is an integer of from 1 to 3 and k is an integer of from 1 to 200; and

wherein Y is a fluorine atom or a CF 3 group; j is an integer of from 1 to 3; m and n are each integer of from 0 to 200, provided that a total of m and n is from 2 to 200; and the repeating units may be sequenced at random.

11. The acrylate compound according to claim 2 , wherein Z is one of the following groups.

12. The acrylate compound according to claim 3 , wherein Z is one of the following groups.

13. The acrylate compound according to claim 2 , wherein Q 1 is any one of the following groups.

14. The acrylate compound according to claim 3 , wherein Q 1 is any one of the following groups.

15. The acrylate compound according to claim 4 , wherein Q 1 is any one of the following groups.

16. The acrylate compound according to claim 2 , wherein R 2 is any one of the following groups.

17. The acrylate compound according to claim 3 , wherein R 2 is any one of the following groups.

18. The acrylate compound according to claim 4 , wherein R 2 is any one of the following groups.

19. The acrylate compound according to claim 5 , wherein R 2 is any one of the following groups.

20. The acrylate compound according to claim 2 , wherein R 1 is a group represented by the following formula:

—(C 2 H 4 O) p (C 3 H 6 O) q CH 3

wherein p and q are an integer of from 0 to 20, provided that a total of p and q is from 1 to 40 and the propylene group may be branched, and the repeating units may be sequenced at random.