Silane compound containing perfluoro(poly)ether group

1. A perfluoro(poly)ether group containing silane compound of formula (1a′) formula (1b′):

Rf-PFPE-X—CR b 3   (1a′)

R b 3 C—X-PFPE-X—CR b 3   (1b′)

wherein:

Rf is each independently at each occurrence a perfluoroalkyl group having 1-16 carbon atoms;

PFPE is each independently at each occurrence a group of the formula:

—(OC 4 F 8 ) a —(OC 3 F 6 ) b —(OC 2 F 4 ) c —(OCF 2 ) d —

wherein (OC 4 F 8 ) is (OCF 2 CF 2 CF 2 CF 2 ),

(OC 3 F 6 ) is (OCF 2 CF 2 CF 2 ),

(OC 2 F 4 ) is (OCF 2 CF 2 ),

a, b, c and d are each independently an integer of 0-200, the sum of a, b, c and d is 10-200, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;

X is each independently the following divalent organic group;

—R 31 —X c —R 31 —

wherein

R 31 is each independently a single bond, —(CH 2 ) s′,

s′ is an integer of 1-6,

X c is —O—, or —CONR 34 —, and

R 34 is each independently at each occurrence a hydrogen atom or a C 1-6 alkyl group,

R b is each independently at each occurrence —Y_ 13 SiR 5 n R 6 3-n ;

Y is each independently at each occurrence a C 1-6 alkylene group or —(CH 2 ) g′ —O—(CH 2 ) h′ — wherein g′ is an integer of 1-6, and h′ is an integer of 1-6;

R 5 is each independently at each occurrence a hydroxyl group, —OR, —OCOR, —O—N═C(R) 2 , —N(R) 2 , —NHR, or halogen wherein R is a substituted or non-substituted alkyl group having 1-4 carbon atoms;

R 6 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

n is an integer of 1-3 independently per unit —Y—SiR 5 n R 6 3-n .

2. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein PFPE is a group of the following formula (iv):

—(OC 2 F 4 —R 8 ) n″ —  (iv)

wherein R 8 is a group selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 , or a combination of 2 or 3 groups independently selected from these groups;

OC 4 F 8 is OCF 2 CF 2 CF 2 CF 2 ,

OC 3 F 6 is OCF 2 CF 2 CF 2 ,

OC 2 F 4 is OCF 2 CF 2 , and

n″ is an integer of 2-100.

3. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein X is each independently selected from the group consisting of:

—CH 2 O(CH 2 ) 2 —,

—CH 2 O(CH 2 ) 3 —,

—CH 2 O(CH 2 ) 6 —,

—CONH—(CH 2 ) 3 —,

—CON(CH 3 )—(CH 2 ) 3 —,

—CONH—(CH 2 ) 6 —, and

—CON(CH 3 )—(CH 2 ) 6 —.

4. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein Y is a C 3 alkylene group, or —(CH 2 ) g′ —O—(CH 2 ) h′ —wherein g′ is 1, and h′ is an integer of 1-6.

5. The perfluoro(poly)ether group containing silane compound according to claim 1 , having an average molecular weight of 2,000-32,000.

6. A surface-treating agent comprising at least one perfluoro(poly)ether group containing silane compound of the formula (1a′) and/or the formula (1b′) according to claim 1 .

7. The surface-treating agent according to claim 6 further comprising one or more components selected form a fluorine-containing oil, a silicone oil and a catalyst.

8. The surface-treating agent according to claim 7 wherein the fluorine-containing oil is one or more compounds of the formula (3):

R 21 —(OC 4 F 8 ) a′ —(OC 3 F 6 ) b′ —(OCF 2 ) c′ —R 22   (3)

wherein:

R 21 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms;

R 22 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms, a fluorine atom or a hydrogen atom; and

a′, b′, c′ and d′ are the repeating number of each of four repeating units of perfluoro(poly)ether which constitutes a main backbone of the polymer, and are each independently an integer of 0 or more and 300 or less, the sum of a′, b′, c′ and d′ is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a′, b′, c′ and d′ is not limited in the formula.

9. The surface-treating agent according to claim 7 wherein the fluorine-containing oil is one or more compounds of the formula (3a) or (3b):

R 21 —(OCF 2 CF 2 CF 2 ) b ″ —R 22   (3a)

R 21 —(OCF 2 CF 2 CF 2 CF 2 ) a″ —(OCF 2 CF 2 CF 2 ) b″ —(OCF 2 CF 2 ) c″ —(OCF 2 ) d″ —R 22   (3b)

wherein:

R 21 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms;

R 22 is an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms, a fluorine atom or a hydrogen atom;

in the formula (3a), b″ is an integer of 1 or more and 100 or less;

in the formula (3b), a″ and b″ are each independently an integer of 0 or more and 30 or less, and c″ and d″ are each independently an integer of 1 or more and 300 or less; and

the occurrence order of the respective repeating units in parentheses with the subscript a″, b″, c″ or d″ is not limited in the formula.

10. The surface-treating agent according to claim 9 wherein a mass ratio of the perfluoro(poly)ether group containing silane compound of the formula (1a′) or the formula (1b′) and the compound of the formula (3b) is 4:1-1:4.

11. The surface-treating agent according to claim 9 wherein the compound of the formula (3a) has a number average molecular weight of 2,000-8,000.

12. The surface-treating agent according to claim 9 wherein the compound of the formula (3b) has a number average molecular weight of 2,000-30,000.

13. The surface-treating agent according to claim 9 wherein the compound of the formula (3b) has a number average molecular weight of 8,000-30,000.

14. The surface-treating agent according to claim 6 further comprising a solvent.

15. The surface-treating agent according to claim 6 which is used as an antifouling-coating agent or a water-proof coating agent.

16. The surface-treating agent according to claim 6 for vacuum deposition.

17. A pellet containing the surface-treating agent according to claim 6 .

18. An article comprising a base material and a layer which is formed on a surface of the base material from the surface-treating agent according to claim 6 .

19. An article comprising a base material and a layer which is formed on a surface of the base material from the compound according to claim 1 .

20. The article according to claim 19 wherein the article is an optical member.

21. The article according to claim 19 wherein the article is a display.

22. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein PFPE is —(OC 2 F 4 —OC 3 F 6 ) n″ —or —(OC 2 F 4 —OC 4 F 8 ) n″ —

wherein OC 4 F 8 is OCF 2 CF 2 CF 2 CF 2,

OC 3 F 6 is OCF 2 CF 2 CF 2,

OC 2 F 4 is OCF 2 CF 2 , and

n″ is an integer of 2-100.

23. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein

X is each independently the following divalent organic group:

—R 31 —X c —R 31 —

wherein

R 31 is each independently a single bond, or —CH 2 —, and

X c is —O—, or —CONH—.

24. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein

X is each independently the following divalent organic group:

—R 31 —X c —R 31 —

wherein

R 31 is —CH 2 —, and

X c is —O—.

25. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein

X is each independently the following divalent organic group:

—R 31 —X c —R 31 —

wherein

R 31 is each independently a single bond or —CH 2 —, and

X c is —CONH—.

26. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein

X is each independently the following divalent organic group;

—R 31 —X c —R 31 —

wherein

R 31 is a single bond, and

X c is —CONH—.

27. The perfluoro(poly)ether group containing silane compound according to claim 1 wherein

Rf is each independently at each occurrence a perfluoroalkyl group having 1-3;

PFPE is each independently at each occurrence a group of the formula (iv):

—(OC 2 F 4 —R 8 ) n″—   (iv)

wherein R 8 is a group selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 , or a combination of 2 or 3 groups independently selected from these groups;

OC 4 F 8 is OCF 2 CF 2 CF 2 CF 2 ,

OC 3 F 6 is OCF 2 CF 2 CF 2 ,

OC 2 F 4 is OCF 2 CF 2 , and

n″ is an integer of 2-100;

X is each independently the following divalent organic group;

—X c —R 31 —

wherein

R 31 is —(CH 2 ) s′ —,

s′ is 1,

X c is —O— or —CONR 34 —, and

R 34 is a hydrogen atom,

R b is each independently at each occurrence —Y—SiR 5 3 ;

Y is each independently at each occurrence a C 1-6 alkylene group or —(CH 2 ) g′ —O—(CH 2 ) h′ —wherein g′ is an integer of 1-6, and h′ is an integer of 1-6;

R 5 is each independently at each occurrence —OR wherein R is a methyl group or an ethyl group.

28. The perfluoro(poly)ether group containing silane compound according to claim 1 having an average molecular weight of 2,500-12,000.

29. A perfluoro(poly)ether group containing silane compound of formula (1a) or formula (1b):

(Rf-PFPE) 62 -X—(CR 1 k R b l R c m ) 60   (1a)

(R c m R b l R a k C) α -X-PFPE-X—(CR a k R b i R c m )α  (1b)

wherein:

Rf is each independently at each occurrence an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms;

PFPE is each independently at each occurrence a group of the formula:

—(OC 4 F 8 ) a —(OC 3 F 6 ) b —(OC 2 F 4 ) c —(OCF 2 ) d —

wherein a, b, c and d are each independently an integer of 0-200, the sum of a, b, c and d is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;

X is a single bond,

α is 1;

β is 1;

R a is each independently at each occurrence —Z—CR 1 p R 2 q R 3 r ;

Z is each independently at each occurrence an oxygen atom, a C1-6 alkylene group, —(CH 2 ) g —O—(CH 2 ) h —wherein g is an integer of 1-6 and h is an integer of 0-6, or -phenylene- (CH 2 ) i —wherein i is an integer of 0-6;

R 1 is each independently at each occurrence R a′ ;

R a′ has the same definition as that of R a ;

in R a , the number of C atoms which are straightly linked via the Z group is up to five;

R 2 is each independently at each occurrence —Y—SiR 5 n R 6 3-n ;

Y is each independently at each occurrence a C 1-6 alkylene group or —(CH 2 ) g′ —O—(CH 2 ) h′ —wherein g′ is an integer of 1-6, and h′ is an integer of 1-6;

R 5 is each independently at each occurrence a hydroxyl group, —OR, —OCOR, —O—N═C(R) 2 , —N(R) 2 , —NHR, or halogen wherein R is a substituted or non-substituted alkyl group having 1-4 carbon atoms;

R 6 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

n is an integer of 1-3 independently per unit —Y—SiR 5 n R 6 3-n ;

R 3 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

p is each independently at each occurrence an integer of 0-3;

q is each independently at each occurrence an integer of 0-3;

r is each independently at each occurrence an integer of 0-3;

R b is each independently at each occurrence —Y—SiR 5 n R 6 3-n ;

R c is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

k is each independently at each occurrence an integer of 0-3;

l is each independently at each occurrence an integer of 0-3; and

m is each independently at each occurrence an integer of 0-3;

with the proviso that in the formula at least one q is 2 or 3, or at least one 1 is 2 or 3.

30. The perfluoro(poly)ether group containing silane compound according to claim 29 wherein 1 is 3.

31. The perfluoro(poly)ether group containing silane compound according to claim 29 having an average molecular weight of 2,500-12,000.

32. The perfluoro(poly)ether group containing silane compound according to claim 29 having an average molecular weight of 2,000-32,000.

33. A surface-treating agent comprising at least one perfluoro(poly)ether group containing silane compound of the formula (1a) and / or the formula (1b) according to claim 29 .

34. An article comprising a base material and a layer which is formed on a surface of the base material from the compound according to claim 29 .

35. A perfluoro(poly)ether group containing silane compound of formula (1a) or formula (1b):

(Rf-PEPE) β -X—(CR a k R b l R c m ) α   (1a)

(R c m R b l R a k C) α -X-PFPE-X—(CR 1 k R b l r c m ) α   (1b)

wherein:

Rf is each independently at each occurrence an alkyl group having 1-16 carbon atoms which may be substituted by one or more fluorine atoms;

PFPE is each independently at each occurrence a group of the formula:

—(OC 4 F 8 ) a —(OC 3 F 6 ) b —(OC 2 F 4 ) c —(OCF 2 ) d —

wherein a, b, c and d are each independently an integer of 0-200, the sum of a, b, c and d is 1 or more, and the occurrence order of the respective repeating units in parentheses with the subscript a, b, c or d is not limited in the formula;

X is a 3-10 valent organic group,

α is an integer of 2-9;

β is an integer of 1-8;

R a is each independently at each occurrence —Z—CR 1 p R 2 q R 3 r ;

Z is each independently at each occurrence an oxygen atom, a C 1-6 alkylene group, —(CH 2 ) g —O—(CH 2 ) h —wherein g is an integer of 0-6,and h is an integer of 0-6, or -phenylene—(CH 2 ) i —wherein i is an integer of 0-6;

R 1 is each independently at each occurrence R a′ ;

R a′ has the same definition as that of R a ;

in R a , the number of C atoms which are straightly linked via the Z group is up to five;

R 2 is each independently at each occurrence —Y—SiR 5 n R 6 3-n ;

Y is each independently at each occurrence a C 1-6 alkylene group or —(CH 2 ) g′ —O—(CH 2 ) h′ —wherein g′ is an integer of 0-6, and h′ is an integer of 1-6;

R 5 is each independently at each occurrence a hydroxyl group, —OR, —OCOR, —O—N═C(R) 2 , —N(R) 2 , —NHR, or halogen wherein R is a substituted or non-substituted alkyl group having 1-4 carbon atoms;

R 6 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

n is an integer of 1-3 independently per unit —Y—SiR 5 n R 6 3-n ;

R 3 is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

p is each independently at each occurrence an integer of 0-3;

q is each independently at each occurrence an integer of 0-3;

r is each independently at each occurrence an integer of 0-3;

R b is each independently at each occurrence —Y—SiR 5 n R 6 3-n ;

R c is each independently at each occurrence a hydrogen atom or an alkyl group having 1-20 carbon atoms;

k is each independently at each occurrence an integer of 0-3;

l is each independently at each occurrence an integer of 0-3; and

m is each independently at each occurrence an integer of 0-3;

with the proviso that in the formula at least one q is 2 or 3, or at least one 1 is 2 or 3.

36. The perfluoro(poly)ether group containing silane compound according to claim 35 wherein

X is each independently a 5-10 valent organic group,

α is an integer of 3-8; and

β is an integer of 2-7.

37. The perfluoro(poly)ether group containing silane compound according to claim 35 wherein

X is each independently a 5-7 valent organic group,

α is an integer of 3-5; and

β is an integer of 2.

38. The perfluoro(poly)ether group containing silane compound according to claim 35 having an average molecular weight of 2,500-12,000.

39. The perfluoro(poly)ether group containing silane compound according to claim 35 having an average molecular weight of 2,000-32,000.

40. A surface-treating agent comprising at least one perfluoro(poly)ether group containing silane compound of the formula (1a) and / or the formula (1b) according to claim 35 .

41. An article comprising a base material and a layer which is formed on a surface of the base material from the compound according to claim 35 .