Surface-treating agent
A surface-treating agent containing a fluoropolyether group-containing silane compound (A) and a fluoropolyether group-containing silane compound (B) represented by formula (1) or (2) below: R F1 α —X A —R Si β (1) R Si γ —X A —R F2 —X A —R Si γ (2) wherein R F1 , X A , R Si , R F2 , α, β and γ are as defined herein.
1. A surface-treating agent comprising a fluoropolyether group-containing silane compound (A) and a fluoropolyether group-containing silane compound (B),
wherein
the fluoropolyether group-containing silane compound (A) is represented by formula (1):
R F1 α —X A —R Si β (1)
wherein
the fluoropolyether group-containing silane compound (B) is represented by formula (1′);
R F1 α —X A —R S1 β (1′),
wherein
in the fluoropolyether group-containing silane compound (A):
R F1 is R f1 —R F —O q —;
Rf 1 is each independently at each occurrence a C 1-16 alkyl group optionally substituted with one or more fluorine atoms;
R F is each independently at each occurrence represented by R F11 ;
R F11 is represented by formula:
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 R Fa 6 ) d —(OC 2 F 4 ) c —(OCF 2 ) f —
wherein R Fa is each independently at each occurrence a hydrogen atom, a fluorine atom, or a chlorine atom; and
a, b, c, d, e and f are each independently at each occurrence an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more, and the occurrence order of the respective repeating units in parentheses with a, b, c, d, e or f is not limited in the formula;
q is each independently at each occurrence 0 or 1;
X A is a single bond or a di- to decavalent organic group;
R Si is each independently at each occurrence a group having a Si atom bonded to a hydrolyzable group and is each independently at each occurrence represented by the following formula (S11) or (S12):
—C(Z 1 —SiR 21 p1 R 22 q1 ) 3 (S11)
Si(Z 1 —SiR 21 p1 R 22 q1 ) 3 (S12)
Z 1 is each independently at each occurrence a C 1-6 alkylene group, —(CH 2 ) z1 —O—(CH 2 ) z2 —, or —(CH 2 ) z3 -phenylene-(CH 2 ) z4 —;
z1 is independently at each occurrence an integer 1 to 6;
z2 is independently at each occurrence an integer 0 to 6;
z3 and z4 are each independently at each occurrence an integer of 0 to 6;
R 21 is each independently at each occurrence a hydroxyl group or a hydrolyzable group;
R 22 is each independently at each occurrence a hydrogen atom or a monovalent organic group;
p1 is each independently at each occurrence an integer of 1 to 3; and
q1 is each independently at each occurrence an integer of 0 to 2;
α is an integer of 1 to 9; and
β is an integer of 1 to 9;
wherein
in the fluoropolyether group-containing silane compound (B):
R F1 is Rf 1 —R F —O q —;
Rf 1 is a C 1-16 alkyl group optionally substituted with one or more fluorine atoms;
R F is each independently at each occurrence represented by R F21 ;
R F21 is represented by formula:
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 R Fa 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f —
a, b, c, d, e, f, and R Fa each have the same meaning as in R F11 , provided that the structure of each of the repeating units in R F21 is same as the structure of each of the repeating units in R F11 ; and
q is each independently at each occurrence 0 or 1;
X A is each independently at each occurrence a single bond or a di- to decavalent organic group;
R Si is each independently at each occurrence a group having a Si atom bonded to a hydrolyzable group and is each independently at each occurrence represented by the following formula (S2), (S3), or (S4):
—C(Z 1 —Si R 21 p1 R 22 q1 ) 2 R e1 (S2)
—Si(Z 1 —SiR 21 p1 R 22 q1 ) 2 R e1 (S3)
—N(Z 1 —SiR 21 p1 R 22 q1 ) 2 (S4)
wherein
Z 1 , R 21 , R 22 , p1, and q1 have the same meaning as in formula (S11) and formula (S12); and
R e1 is each independently a hydrogen atom, a hydroxyl group, or a monovalent organic group,
α is an integer of 1 to 9; and
β is an integer of 1 to 9;
provided that a case is excluded, where R Si in the fluoropolyether group-containing silane compound (A) is represented by formula (S12) and R Si in the fluoropolyether group-containing silane compound (B) is represented by formula (S3), and the structure or the value of R f1 , R f2 , p, q, R F11 , X A , α, β, γ, Z 1 , R 21 , R 22 , p1, and q1 of the fluoropolyether group-containing silane compound (A) are completely same as the structure or the value of R f1 , R f2 , p, q, R F21 , X A , α, β, γ, Z 1 , R 21 , R 22 , p1, and q1 of the fluoropolyether group-containing silane compound (B), respectively.
2. The surface-treating agent according to claim 1 , wherein R Fa in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) is a fluorine atom.
3. The surface-treating agent according to claim 1 , wherein R F11 and R F21 in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) are groups represented by formula (f1), (f2), (f3), (f4), or (f5):
—(OC 3 F 6 ) d — (f1)
wherein d is an integer of 1 to 200;
—(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f — (f2)
wherein c and d are each independently an integer of 0 to 30;
e and f are each independently an integer of 1 to 200;
the sum of c, d, e, and f is an integer of 10 to 200; and
the occurrence order of the respective repeating units in parentheses with the subscript c, d, e, or f is not limited in the formula;
—(R 6 —R 7 ) g — (f3)
wherein R 6 is OCF 2 or OC 2 F 4 ;
R 7 is a group selected from OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 , and OC 6 F 12 , or is a combination of two or three groups selected from these groups; and
g is an integer of 2 to 100;
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f — (f4)
wherein e is an integer of 1 or more and 200 or less, a, b, c, d, and f are each independently an integer of 0 or more and 200 or less, the sum of a, b, c, d, e, and f is at least 1, and the occurrence order of the respective repeating units in parentheses with a, b, c, d, e, or f is not limited in the formula; and
—(OC 6 F 12 ) a —(OC 5 F 10 ) b —(OC 4 F 8 ) c —(OC 3 F 6 ) d —(OC 2 F 4 ) e —(OCF 2 ) f — (f5)
wherein f is an integer of 1 or more and 200 or less, a, b, c, d, and e are each independently an integer of 0 or more and 200 or less, the sum of a, b, c, d, e, and f is at least 1, and the occurrence order of the respective repeating units in parentheses with a, b, c, d, e, or f is not limited in the formula.
4. The surface-treating agent according to claim 1 , wherein the number-average molecular weights of R F1 in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) is in a range of 500 to 30,000.
5. The surface-treating agent according to claim 1 , wherein in R F , e and f in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) are each independently an integer of 1 to 200; and
a ratio of e to f is in a range of 0.1 to 10.
6. The surface-treating agent according to claim 1 , wherein α, and β in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) are each 1.
7. The surface-treating agent according to claim 1 , wherein X A in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) is each independently at each occurrence
a C 1-20 alkylene group,
—(CH 2 ) s5 —X 53 —,
—(CH 2 ) s5 —X 53 —(CH 2 ) t5 —
—X 54 —, or
—X 54 —(CH 2 ) t5 —,
wherein
s5 is an integer of 1 to 20;
X 53 is —O—, —CONR 54 —, or —O—CONR 54 —;
R 54 each independently represents a hydrogen atom, a phenyl group, or a C 1-6 alkyl group;
t5 is an integer of 1 to 20; and
X 54 is —C(O)O—, —CONR 54 —, or —O—CONR 54 —.
8. The surface-treating agent according to claim 1 , wherein p1 in the fluoropolyether group-containing silane compound (A) and/or in the fluoropolyether group-containing silane compound (B) is 3.
9. The surface-treating agent according to claim 1 , wherein the fluoropolyether group-containing silane compound (A) is contained in an amount of 5% by mass or more based on a total amount of the fluoropolyether group-containing silane compound (A) and the fluoropolyether group-containing silane compound (B).
10. The surface-treating agent according to claim 1 , wherein the fluoropolyether group-containing silane compound (A) is contained in an amount of 5 to 95% by mass based on a total amount of the fluoropolyether group-containing silane compound (A) and the fluoropolyether group-containing silane compound (B).
11. The surface-treating agent according to claim 1 , wherein R Si in the fluoropolyether group-containing silane compound (B) is represented by formula (S2).
12. The surface-treating agent according to claim 1 , wherein R Si in the fluoropolyether group-containing silane compound (B) is represented by formula (S3).
13. The surface-treating agent according to claim 1 , wherein R Si in the fluoropolyether group-containing silane compound (B) is represented by formula (S4).
14. The surface-treating agent according to claim 1 , wherein R Si in the fluoropolyether group-containing silane compound (A) is represented by formula (S11), and R Si in the fluoropolyether group-containing silane compound (B) is represented by formula (S2), (S3), or (S4).
15. The surface-treating agent according to claim 1 , wherein R Si in the fluoropolyether group-containing silane compound (A) is represented by formula (S12), and R Si in the fluoropolyether group-containing silane compound (B) is represented by formula (S2) or (S4).
16. The surface-treating agent according to claim 1 , further comprising one or more other components selected from the group consisting of a fluorine-containing oil, a silicone oil, and a catalyst.
17. The surface-treating agent according to claim 1 , further comprising a solvent.
18. The surface-treating agent according to claim 1 , which is used as an antifouling coating agent or a water-proof coating agent.
19. The surface-treating agent according to claim 1 , which is for vacuum deposition.