Fluorinated ether composition, its production method, coating liquid, and method for producing substrate having surface-treated layer

1. A fluorinated ether composition comprising at least two types of fluorinated ether compounds of formula (1) differing in group B, in a proportion of a group of formula (5-1) being from 90 to 95 mol % and a proportion of a group of formula (5-2) being from 5 to 10 mol % to the total amount of groups B present in the composition:

A-O—R F —B  (1)

in the formula (1), the symbols are as follows:

A: a C 1-6 perfluoroalkyl group, or B;

R F : a linking group of formula (2):

—(CF 2 CF 2 O) b (CF(CF 3 )CF 2 O) c (CF 2 O) d (CF 2 CF 2 CF 2 O) e —  (2)

in the formula (2), the symbols are as follows:

b, c, d and e: each independently an integer of at least 0, and b+c+d+e is from 5 to 150; and in the formula (2), the binding order of repeating units of (CF 2 CF 2 O), (CF(CF 3 )CF 2 O), (CF 2 O) and (CF 2 CF 2 CF 2 O) is not limited, and they may be bonded randomly or in a block;

B: a group of formula (5-1), a group of formula (5-2), a group of formula (5-3) or a group of formula (5-4):

—(CF 2 ) a CFXCH 2 OCH 2 CH 2 CH 2 SiL m R n   (5-1)

—(CF 2 ) a CFXCH 2 OCH 2 CH(SiL m R n )CH 3   (5-2)

—(CF 2 ) a CFXCH 2 OCH 2 CH═CH 2   (5-3)

—(CF 2 ) a CFXCH 2 OCH═CHCH 3   (5-4)

in the formulae (5-1) to (5-4), the symbols are as follows;

a: 0 or 1;

X: F or CF 3 ;

L: an alkoxy group, a halogen atom, an acyl group, or an isocyanate group;

R: a hydrogen atom or a monovalent hydrocarbon group; and

m and n: m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n=3.

2. The fluorinated ether composition according to claim 1 , wherein B comprises a group of formula (5-1) and a group of formula (5-2) and the total amount of the group of formula (5-1) and the group of formula (5-2) is from 98 to 100 mol % to the total amount of the groups B present in the composition.

3. The fluorinated ether composition according to claim 1 , wherein L is a C 1-4 alkoxy group or a halogen atom.

4. A method for producing a fluorinated ether composition, which comprises reacting a compound of formula (3) and a compound of formula (4) in the presence of a radical generator to obtain the fluorinated ether composition as defined in claim 1 :

A 1 -O—R F —B 1   (3)

HSiL 1 m R n   (4)

in the formulae (3) and (4), the symbols are as follows:

A 1 : the same C 1-6 perfluoroalkyl group as A in the formula (1) or B 1 ;

R F : the same group as R F in the formula (1);

B 1 : a group of formula (5-3);

L 1 : an alkoxy group, a halogen atom, an acyl group, or isocyanate group;

R: the same group as R in the formula (1); and

m and n: respectively the same numbers as m and n in the formula (1).

5. The method for producing a fluorinated ether composition according to claim 4 , wherein the radical generator is an organic peroxide.

6. The method for producing a fluorinated ether composition according to claim 4 , wherein the compound of formula (3) and the compound of formula (4) wherein L 1 is a chlorine atom are reacted, and then L 1 in the reaction product is converted to an alkoxy group to obtain a fluorinated ether composition comprising:

at least two types of fluorinated ether compounds of formula (1) differing in group B, in a proportion of a group f formula (5-1) being from 90 to 95 mol % and a proportion of a group of formula (5-2) being from 5 to 10 mol % to the total amount of groups B present in the composition:

A-O—R F —B  (1)

in the formula (1), the symbols are as follows:

A: a C 1-6 perfluoroalkyl group, or B;

R F : a linking group of formula (2);

—(CF 2 CF 2 O) b (CF(CF 3 )CF 2 O) c (CF 2 O) d (CF 2 CF 2 CF 2 O) e —  (2)

in the formula (2), the symbols are as follows:

d and e: each independently an integer of at least 0, and b+c++e is from 5 to 150; and in the formula (2), the binding order of repeating units of (CF 2 CF 2 O), (CF(CF 3 )CF 2 O), (CF 2 O) and (CF 2 CF 2 CF 2 O) is not limited, and they may be bonded randomly or in a block;

B: a group of formula (5-1), a group of formula (5-2), a group of formula (5-3) or a group of formula (5-4):

—(CF 2 ) a CFXCH 2 OCH 2 CH 2 CH 2 SiL m R n   (5-1)

—(CF 2 ) a CFXCH 2 OCH 2 CH(SiL m R n )CH 3   (5-2)

—(CF 2 ) a CFXCH 2 OCH 2 CH═CH 2   (5-3)

—(CF 2 ) a CFXCH 2 OCH═CHCH 3   (5-4)

in the formulae (5-1) to (5-4), the symbols are as follows:

a: 0 or 1;

X: F or CF 3 ;

L is an alkoxy group

R: a hydrogen atom or a monovalent hydrocarbon group; and

m and n: m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n=3.

7. A coating liquid containing the fluorinated ether composition as defined in claim 1 , and a liquid medium.

8. The coating liquid according to claim 7 , wherein the liquid medium contains at least one fluorinated organic solvent selected from the group consisting of a fluorinated alkane, a fluorinated aromatic compound and a fluoroalkyl ether.

9. A method for producing a substrate having a surface-treated layer, which comprises applying the fluorinated ether composition as defined in claim 1 , to the surface of a substrate by vacuum deposition.

10. A method for producing a substrate having a surface-treated layer, which comprises applying the coating liquid as defined in claim 7 on the surface of a substrate, and removing the liquid medium.

11. The method for producing a substrate having a surface-treated layer according to claim 9 , wherein the material of the surface of the substrate is a metal, a resin, glass, a ceramic or a composite material thereof.

12. A substrate having a surface-treated layer, obtained by treatment with the fluorinated ether composition as defined in claim 1 .

13. A touch panel having a surface-treated layer obtained by treatment with the fluorinated ether composition as defined in claim 1 on the input screen.