Surface treatment agent

A surface treatment agent with a cyclic oxide compound and optional silane compound enhances friction durability and slipperiness of surface treatment layers on substrates by using a specific composition that includes epoxy or oxetane groups and fluoropolyether groups.

JP2025106134APending Publication Date: 2025-07-11DAIKIN INDUSTRIES LTD
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Patent Information

Application Number
JP2025076197
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-05-17
Filing Date
2025-05-01
Publication Date
2025-07-11

AI Technical Summary

Technical Problem

Existing surface treatment agents with fluoropolyether group-containing compounds do not provide sufficient friction durability for surface treatment layers on substrates.

Method used

A surface treatment agent containing a cyclic oxide compound with epoxy or oxetane groups and a fluoropolyether group, where the cyclic oxide compound is less than 50% by mass, and optionally includes a silane compound with a fluoropolyether group, to form a surface treatment layer with enhanced friction durability.

Benefits of technology

The proposed surface treatment agent forms a layer with improved friction durability and slipperiness, while maintaining chemical resistance and stability.

✦ Generated by Eureka AI based on patent content.

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    Figure 2025106134000003
Patent Text Reader

Abstract

To provide a fluoropolyether group-containing compound capable of forming a surface-treated layer with superior friction durability.SOLUTION: The present invention provides a surface treatment agent that contains a cyclic oxide compound (X) containing an epoxy group or an oxetane group and a fluoropolyether group. The content of the cyclic oxide compound is less than 50 mass% with respect to the entire surface treatment agent.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present disclosure relates to a surface treatment agent.

Background Art

[0002] It is known that certain fluoropolyether group-containing compounds can provide excellent water repellency, oil repellency, stain resistance, etc. when used for surface treatment of a substrate. A layer obtained from a surface treatment agent containing a fluoropolyether group-containing compound (hereinafter also referred to as a "surface treatment layer") is applied as a so-called functional thin film to various substrates such as glass, plastic, fiber, building materials, etc. (Patent Document 1).

Prior Art Documents

Patent Documents

[0003]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0004] An object is to provide a fluoropolyether group-containing compound capable of forming a surface treatment layer excellent in friction durability.

Means for Solving the Problems

[0005] The present disclosure includes the following aspects. [1] A surface treatment agent containing a cyclic oxide compound (X) containing an epoxy group or an oxetane group and a fluoropolyether group, wherein the content of the cyclic oxide compound is less than 50% by mass based on the entire surface treatment agent. Surface treatment agent. [2] The surface treatment agent according to [1] above, wherein the cyclic oxide compound (X) contains two or more epoxy groups or oxetane groups. [3] Further, a silane compound (Y) containing a fluoropolyether group The surface treatment agent according to the above [1] or [2] and containing the following. [4] The cyclic oxide compound (X) is represented by the formula (A1): R B (-X 1 (R A ) β ) α (A1) [In the formula: X 1 is an organic group having a valence of 2 to 11, R A each independently represents a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group, or a hydrogen atom, a hydroxyl group, or a group having a C 1-6 alkyl group, provided that at least one R A is a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group, R B is a monovalent or divalent group containing a fluoropolyether group, α is 1 or 2, β is an integer of 1 to 10. ] The surface treatment agent according to any one of the above [1] to [3], which is a compound represented by the following. [5] X 1 is represented by the formula: -X 2 -(R 3 (-X 3 -) a2 ) a1 [In the formula: X 2 is a divalent organic group, R 3 is N, CR 71 , SiR 71 , C, or Si, R 71 is a hydrogen atom or a monovalent organic group, X 3 is a divalent organic group, a1 is 0 or 1, a2 is 2 or 3. ] The surface treatment agent described in the above [4], which is a group represented by [6] X 2 is of the formula: -(R 61 ) p5 -(R 62 ) q5 - [wherein: R 61 is a single bond, -(CH2) s5 - or an o-, m- or p-phenylene group, s5 is an integer from 1 to 20, R 62 is -(R 63 ) l5 -, R 63 are each independently -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 64 )2-, -(Si(R 64 )2O) m5 -Si(R 64 )2-, -CONR 65 -, -O-CONR 65 -, -NR 65 - and -(CH2) n5 - and are groups selected from the group consisting of, R 64 are each independently a phenyl group, C 1-6 alkyl group or C 1-6 alkoxy group, R 65 are each independently a hydrogen atom, a phenyl group or C 1-6 alkyl group, m5 are each independently an integer from 1 to 100, n5 are each independently an integer from 1 to 20, l5 is an integer from 1 to 10, p5 is 0 or 1, q5 is 0 or 1, here, at least one of p5 and q5 is 1, and the order of existence of each repeating unit enclosed in parentheses with p5 or q5 is arbitrary] The surface treatment agent described in the above [5], which is a divalent organic group represented by [7] X 3 is C 1-20 an alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10 and z2 is an integer from 0 to 10), or -(CH2) z3 -phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 10 and z4 is an integer from 0 to 10), the surface treating agent according to the above [5] or [6]. [8] R B is -X B1 -R F1 or -X B1 -R F2 -X B1 -, R F1 is a monovalent fluoropolyether group, R F2 is a divalent fluoropolyether group, X B1 are each independently a single bond or a divalent organic group, the surface treating agent according to any one of the above [4] to [7]. [9] R F1 is Rf 1 -R F -O q -, R F2 is -Rf 2 p -R F -O q -, Rf 1 is a C 1-16 alkyl group which may be substituted by one or more fluorine atoms, Rf 2 is a C 1-6 alkylene group which may be substituted by one or more fluorine atoms, R F are each independently a divalent fluoropolyether group, p is 0 or 1, q is each independently 0 or 1, The surface treatment agent described in the above [8].

[10] R F is, independently of one another, of the formula: -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3R Fa 6) d -(OC2F4) e -(OCF2) f - [wherein: R Fa is, independently of one another, a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are, independently of one another, integers from 0 to 200, and the sum of a, b, c, d, e and f is 1 or more, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e or f attached is arbitrary in the formula.] is a group represented by, the surface treatment agent described in the above [9].

[11] R Fa is a fluorine atom, the surface treatment agent described in the above

[10] .

[12] R F is, independently of one another, the following formula (f1), (f2), (f3), (f4), (f5) or (f6): -(OC3F6) d -(OC2F4) e - (f1) [wherein d is an integer from 1 to 200 and e is 0 or 1.], -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f2) [wherein c and d are, independently of one another, integers from 0 to 30; e and f are, independently of one another, integers from 1 to 200; the sum of c, d, e and f is an integer from 10 to 200; the order of existence of each repeating unit enclosed in parentheses with the subscript c, d, e or f attached is arbitrary in the formula.], -(R 6 -R 7 ) g -R 9 - (f3) [wherein, R 6 is OCF2 or OC2F4; R 7 is a group selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups selected from these groups; R 9 is a single bond, or a group selected from OCF2, OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups selected from these groups; g is an integer from 2 to 100.]、 -(R 6 -R 7 ) g -R r -(R 7’ -R 6’ ) g’ - (f4) [wherein, R 6 is OCF2 or OC2F4, R 7 is a group selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups independently selected from these groups, R 6’ is OCF2 or OC2F4, R 7’ is a group selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups independently selected from these groups, g is an integer from 2 to 100, g’ is an integer from 2 to 100, R r is [Chemical formula] (wherein, * indicates the bonding position.) is; -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f5) [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, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e or f is arbitrary in the formula.] -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f6) [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, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e or f is arbitrary in the formula.] The surface treatment agent according to any one of the above [9] to

[11] , which is a group represented by.

[13] Rf 1 are each independently a C 1-16 perfluoroalkyl group, Rf 2 are each independently a C 1-6 perfluoroalkylene group, The surface treatment agent according to any one of the above [9] to

[12] .

[14] X B1 are each independently the following formula: -(CX 121 X122 ) b1 -(X B1a ) b2 -(CX 123 X 124 ) b3 - [wherein, X 121 ~X 124 are each independently a hydrogen atom, a C 1-6 alkyl group, or a halogen, X B1a is -C(=O)NH-, -NHC(=O)-, -O-, -C(=O)O-, -OC(=O)-, -OC(=O)O-, or -NHC(=O)NH-, b1 is an integer of 0 to 10, b2 is 0 or 1, b3 is an integer of 0 to 10, and the sum of b1, b2, and b3 is at least 1.] The surface treating agent according to any one of [8] to

[13] above, which is a group represented by the formula.

[15] X B1 are each independently -O-(CH2) m11 -, m11 is an integer of 1 to 6, The surface treating agent according to any one of [8] to

[14] above.

[16] α is 2, the surface treating agent according to any one of [4] to

[15] above.

[17] R B is -X B1 -R F2 -X B1 -, R F2 is -R F -O-, R F is the following formula (f2): -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f2) [wherein, c and d are each independently an integer of 0 to 30; e and f are each independently an integer of 10 to 30; The sum of c, d, e, and f is an integer from 10 to 100; The order of existence of each repeating unit enclosed in parentheses with subscripts c, d, e, or f is arbitrary in the formula.] is a group represented by X B1 is -O-CH2-, where X B1 has its right side bonded to R F2 ; X 1 is C 1-6 an alkylene group, or a group of the formula:

Chemical formula

[16] .

[18] The cyclic oxide compound (X) is selected from the following, and is the surface treating agent according to any one of the above items [1] to

[17] . TIFF2025106134000003.tif16145 (m = 20, n = 20) TIFF2025106134000004.tif17140 (m = 20, n = 20) TIFF2025106134000005.tif59166 (m = 20, n = 20) TIFF2025106134000006.tif41164 (m = 20, n = 20) TIFF2025106134000007.tif63163 (m = 20, n = 20) TIFF2025106134000008.tif35138 (m = 20, n = 20)

[19] The silane compound (Y) is represented by the formula (1) or (2):

Chemical formula

[18] above, which is at least one silane compound (Y) represented by the formula:

[20] The content ratio of the cyclic oxide compound (X) to the silane compound (Y) is 0.1:99.9 to 50:50 by mass. The surface treatment agent according to any one of [3] to

[19] above.

[21] The surface treatment agent according to any one of [1] to

[20] above, which is used as an antifouling coating agent or a waterproof coating agent.

[22] An article comprising a substrate and a layer formed on the surface of the substrate with the surface treatment agent according to any one of [1] to

[21] above.

[23] The article according to

[22] above, wherein the article is an optical member.

[24] Formula (A1’): R B (-X 1 (R A’ ) β ) α (A1’) [In the formula: X 1 is an organic group having a valence of 2 to 11, R A’ is, independently of each other, a group having one or more oxetane groups which may be substituted by a C 1-6 alkyl group, R B is a monovalent or divalent group containing a fluoropolyether group, α is 1 or 2, β is an integer of 1 to 10.] A compound represented by the formula:

Effects of the Invention

[0006] According to the present disclosure, it is possible to provide a surface treatment agent capable of forming a surface treatment layer excellent in frictional durability.

Mode for Carrying Out the Invention

[0007] As used herein, the term "organic group" means a monovalent group containing carbon. The monovalent organic group can be, unless otherwise specified, a hydrocarbon group or a derivative thereof. The derivative of a hydrocarbon group means a group having one or more N, O, S, Si, amide, sulfonyl, sulfoxide, siloxane, carbonyl, carbonyloxy, etc. at the terminal or in the molecular chain of the hydrocarbon group. The term "divalent organic group" means a divalent group containing carbon. Such divalent organic groups are not particularly limited, and examples include divalent groups obtained by further removing one hydrogen atom from an organic group.

[0008] As used herein, the term "hydrocarbon group" means a group containing carbon and hydrogen, and means a group obtained by removing one hydrogen atom from a hydrocarbon. Such hydrocarbon groups are not particularly limited, but include C 1-20 Hydrocarbon groups, such as aliphatic hydrocarbon groups, aromatic hydrocarbon groups, etc. are included. The above "aliphatic hydrocarbon group" may be linear, branched or cyclic, and may be saturated or unsaturated. Further, the hydrocarbon group may contain one or more ring structures. The above hydrocarbon group may be substituted with one or more substituents.

[0009] As used herein, the substituents of the "hydrocarbon group" are not particularly limited, but for example, a halogen atom, a C which may be substituted with one or more halogen atoms 1-6 alkyl group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-10 cycloalkyl group, C 3-10 unsaturated cycloalkyl group, 5- to 10-membered heterocyclyl group, 5- to 10-membered unsaturated heterocyclyl group, C 6-10Examples of one or more groups selected from an aryl group and a 5- to 10-membered heteroaryl group are given.

[0010] The surface treatment agent of the present disclosure contains a cyclic oxide compound (X) containing an epoxy group or an oxetane group and a fluoropolyether group and the content of the cyclic oxide compound is less than 50% by mass based on the entire surface treatment agent. The surface treatment agent of the present disclosure can form a surface treatment layer having excellent friction durability.

[0011] The surface treatment agent of the present disclosure may further contain a silane compound (Y) containing a fluoropolyether group. By further containing the silane compound (Y) containing a fluoropolyether group, the surface treatment agent of the present disclosure can form a surface treatment layer having higher friction durability.

[0012] Hereinafter, the cyclic oxide compound (X) of the present disclosure will be described.

[0013] The cyclic oxide compound (X) contains an epoxy group or an oxetane group and a fluoropolyether group.

[0014] The above epoxy group and oxetane group may be substituted. Examples of the substituents of such an epoxy group and oxetane group include, for example, a C 1-6 alkyl group, a C 6-12 aryl group, or a halogen atom. The above substituents are preferably a C 1-6 alkyl group.

[0015] The C 1-6 alkyl group as the above substituent may be linear or branched, and is preferably linear. The C 1-6 alkyl group is preferably a C 1-4 alkyl group, more preferably a methyl group or an ethyl group, and even more preferably a methyl group.

[0016] In one embodiment, the epoxy group is unsubstituted.

[0017] In one embodiment, the oxetane group is a C 1-6 oxetane group which may be substituted by an alkyl group, preferably a C 1-6 alkyl group (preferably a C 1-4 alkyl group, more preferably a methyl group or an ethyl group, still more preferably a methyl group) substituted oxetane group, still more preferably 3-methyloxetan-3-yl.

[0018] The cyclic oxide compound (X) may preferably have 2 or more, 3 or more, 4 or more, 6 or more, or 8 or more epoxy groups or oxetane groups. By the cyclic oxide compound (X) having a plurality of epoxy groups or oxetane groups, a surface treatment layer having higher frictional durability can be formed.

[0019] The above fluoropolyether group is a monovalent or divalent fluoropolyether group.

[0020] The above monovalent fluoropolyether group is preferably Rf 1 -R F -O q -.

[0021] The above divalent fluoropolyether group is preferably -Rf 2 p -R F -O q -.

[0022] Rf 1 is a C 1-16 alkyl group which may be substituted by one or more fluorine atoms.

[0023] The above C 1-16 alkyl group which may be substituted by one or more fluorine atoms, the "C 1-16 alkyl group" may be linear or branched, preferably a linear or branched C 1-6 alkyl group, particularly a C 1-3 alkyl group, more preferably a linear C 1-6An alkyl group, particularly a C 1-3 alkyl group.

[0024] Rf 1 is preferably a C 1-16 alkyl group substituted by one or more fluorine atoms, more preferably a CF2H-C 1-15 perfluoroalkylene group, and even more preferably a C 1-16 perfluoroalkyl group.

[0025] The above C 1-16 perfluoroalkyl group may be linear or branched, preferably a linear or branched C 1-6 perfluoroalkyl group, particularly a C 1-3 perfluoroalkyl group, more preferably a linear C 1-6 perfluoroalkyl group, particularly a C 1-3 perfluoroalkyl group, specifically -CF3, -CF2CF3, or CF2CF2CF3.

[0026] Rf 2 may be a C 1-6 alkylene group substituted by one or more fluorine atoms.

[0027] In the above C 1-6 alkylene group substituted by one or more fluorine atoms, the "C 1-6 alkylene group" may be linear or branched, preferably a linear or branched C 1-3 alkylene group, more preferably a linear C 1-3 alkylene group.

[0028] Rf 2 is preferably a C 1-6 alkylene group substituted by one or more fluorine atoms, more preferably a C 1-6 perfluoroalkylene group, and even more preferably a C 1-3 perfluoroalkylene group.

[0029] The above-mentioned C 1-6 The perfluoroalkylene group may be linear or branched, preferably a linear or branched C 1-3 perfluoroalkylene group, more preferably a linear C 1-3 perfluoroalkylene group, specifically -CF2-, -CF2CF2-, or CF2CF2CF2-.

[0030] In the above formula, p is 0 or 1. In one embodiment, p is 0. In another embodiment, p is 1.

[0031] q is 0 or 1. In one embodiment, q is 0. In another embodiment, q is 1.

[0032] R F are each independently a divalent fluoropolyether group.

[0033] R F is preferably the following: -(OC h1 R Fa 2h1 ) h3 -(OC h2 R Fa 2h2-2 ) h4 - [wherein: R Fa are each independently a hydrogen atom, a fluorine atom or a chlorine atom, h1 is an integer from 1 to 6, h2 is an integer from 4 to 8, h3 is an integer of 0 or more, h4 is an integer of 0 or more, provided that the sum of h3 and h4 is 1 or more, preferably 2 or more, more preferably 5 or more, and the order of existence of each repeating unit enclosed in parentheses with h3 and h4 is arbitrary in the formula.] and may include a group represented by.

[0034] In one embodiment, R Fcan be linear or branched. R F is preferably of the formula: -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3R Fa 6) d -(OC2F4) e -(OCF2) f - [wherein: R Fa are each independently a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are each independently an integer from 0 to 200, and the sum of a, b, c, d, e and f is 1 or more. The order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e or f is arbitrary in the formula.] is a group represented by

[0035] R Fa is preferably a hydrogen atom or a fluorine atom, more preferably a fluorine atom.

[0036] a, b, c, d, e and f may preferably each independently be an integer from 0 to 100.

[0037] The sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more. The sum of a, b, c, d, e and f is preferably 200 or less, more preferably 100 or less, still more preferably 60 or less, and may be, for example, 50 or less or 30 or less.

[0038] These repeating units may be linear or branched. For example, the above repeating units are -(OC6F 12)- may be, for example, -(OCF2CF2CF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2CF2CF2)-, -(OCF2CF(CF3)CF2CF2CF2)-, -(OCF2CF2CF(CF3)CF2CF2)-, -(OCF2CF2CF2CF(CF3)CF2)-, -(OCF2CF2CF2CF2CF(CF3))-, etc. -(OC5F 10 )- may be, for example, -(OCF2CF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2CF2)-, -(OCF2CF(CF3)CF2CF2)-, -(OCF2CF2CF(CF3)CF2)-, -(OCF2CF2CF2CF(CF3))-, etc. -(OC4F8)- may be any of -(OCF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2)-, -(OCF2CF(CF3)CF2)-, -(OCF2CF2CF(CF3))-, -(OC(CF3)2CF2)-, -(OCF2C(CF3)2)-, -(OCF(CF3)CF(CF3))-, -(OCF(C2F5)CF2)- and (OCF2CF(C2F5))-. -(OC3F6)-(that is, in the above formula, R Fa is a fluorine atom) may be any of -(OCF2CF2CF2)-, -(OCF(CF3)CF2)- and (OCF2CF(CF3))-. -(OC2F4)- may be any of -(OCF2CF2)- and (OCF(CF3))-.

[0039] In one aspect, the repeating unit is linear. By making the repeating unit linear, the surface slipperiness, friction durability, etc. of the surface treatment layer can be improved.

[0040] In one aspect, the repeating unit is branched. By making the repeating unit branched, the coefficient of kinetic friction of the surface treatment layer can be increased.

[0041] In one aspect, R F may contain a ring structure.

[0042] The above ring structure may be a three-membered ring, four-membered ring, five-membered ring, or six-membered ring described below.

Chemical formula

[0043] The above ring structure may preferably be a four-membered ring, five-membered ring, or six-membered ring, more preferably a four-membered ring or six-membered ring.

[0044] The repeating unit having a ring structure may preferably be the following unit.

Chemical formula

[0045] In one aspect, R F is each independently a group represented by any of the following formulas (f1) to (f6). -(OC3F6) d -(OC2F4) e - (f1) [In the formula, d is an integer from 1 to 200, and e is 0 or 1.]; -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f2) [In the formula, c and d are each independently an integer from 0 to 30, e and f are each independently an integer from 1 to 200, the sum of c, d, e, and f is 2 or more, the order of existence of each repeating unit enclosed in parentheses with subscripts c, d, e, or f is arbitrary in the formula.]; -(R 6 -R 7 ) g -R 9 - (f3) [In the formula, R 6 is OCF2 or OC2F4, R 7is a group selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups independently selected from these groups, R 9 is a single bond, or a group selected from OCF2, OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups selected from these groups; g is an integer from 2 to 100.]; -(R 6 -R 7 ) g -R r -(R 7’ -R 6’ ) g’ - (f4) [wherein R 6 is OCF2 or OC2F4, R 7 is a group selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups independently selected from these groups, R 6’ is OCF2 or OC2F4, R 7’ is a group selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of two or three groups independently selected from these groups, g is an integer from 2 to 100, g’ is an integer from 2 to 100, R r is

Chemical formula

[0046] In the above formula (f1), d is preferably an integer of 5 to 200, more preferably 10 to 100, still more preferably 15 to 50, for example 25 to 35. In one embodiment, e is 1. In another embodiment, e is 0. (OC3F6) in the above formula (f1) is preferably a group represented by (OCF2CF2CF2), (OCF2CF(CF3)) or (OCF(CF3)CF2), more preferably, - (OCF2CF2CF2) d - represented by a group. (OC2F4) in the above formula (f1) is a group represented by (OCF2CF2) or (OCF(CF3)), and is preferably a group represented by (OCF2CF2).

[0047] In the above formula (f2), e and f are each independently preferably an integer of 5 or more and 200 or less, more preferably 10 to 200. Also, the sum of c, d, e, and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more. In one aspect, the above formula (f2) is preferably -(OCF2CF2CF2CF2) c -(OCF2CF2CF2) d -(OCF2CF2) e -(OCF2) f -represented groups. In another aspect, formula (f2) may be a group represented by -(OC2F4) e -(OCF2) f -represented groups.

[0048] In the above formula (f3), R 6 is preferably OC2F4. In the above (f3), R 7 is preferably a group selected from OC2F4, OC3F6, and OC4F8, or a combination of two or three groups independently selected from these groups, more preferably a group selected from OC3F6 and OC4F8. The combination of two or three groups independently selected from OC2F4, OC3F6, and OC4F8 is not particularly limited, but examples include -OC2F4OC3F6-, -OC2F4OC4F8-, -OC3F6OC2F4-, -OC3F6OC3F6-, -OC3F6OC4F8-, -OC4F8OC4F8-, -OC4F8OC3F6-, -OC4F8OC2F4-, -OC2F4OC2F4OC3F6-, -OC2F4OC2F4OC4F8-, -OC2F4OC3F6OC2F4-, -OC2F4OC3F6OC3F6-, -OC2F4OC4F8OC2F4-, -OC3F6OC2F4OC2F4-, -OC3F6OC2F4OC3F6-, -OC3F6OC3F6OC2F4-, and OC4F8OC2F4OC2F4-. In the above formula (f3), g is preferably an integer of 3 or more, more preferably 5 or more. The above g is preferably an integer of 50 or less. In the above formula (f3), OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F12 may be either linear or branched, preferably linear. In this embodiment, the above formula (f3) is preferably -(OC2F4-OC3F6) g - or (OC2F4-OC4F8) g -. In one embodiment, R 9 is a single bond. In another embodiment, R 9 is a group selected from OCF2, OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 , or a combination of two or three groups selected from these groups. R 9 is preferably a group selected from OCF2, OC2F4, OC3F6, and OC4F8, or a combination of two or three groups selected from these groups, more preferably -OC2F4OC3F6-.

[0049] In the above formula (f4), R 6 , R 7 and g have the same meanings as described for the above formula (f3) and have similar embodiments. R 6’ , R 7’ and g' are respectively the same as R 6 , R 7 and g described in the above formula (f3), have the same meanings, and have similar embodiments. R r is preferably

Chemical formula

Chemical formula

[0050] In the above formula (f5), e is preferably an integer of 1 or more and 100 or less, more preferably 5 or more and 100 or less. The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, for example, 10 or more and 100 or less.

[0051] In the above formula (f6), f is preferably an integer of 1 or more and 100 or less, more preferably 5 or more and 100 or less. The sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example, 10 or more and 100 or less.

[0052] In one embodiment, R F is a group represented by the above formula (f1).

[0053] In one embodiment, R F is a group represented by the above formula (f2).

[0054] In one embodiment, R F is a group represented by the above formula (f3).

[0055] In one embodiment, R F is a group represented by the above formula (f4).

[0056] In one embodiment, R F is a group represented by the above formula (f5).

[0057] In one embodiment, R F is a group represented by the above formula (f6).

[0058] R F In R, the ratio of e to f (hereinafter referred to as "e / f ratio") is 0.1 to 10, preferably 0.2 to 5, more preferably 0.2 to 2, still more preferably 0.2 to 1.5, and even more preferably 0.2 to 0.85. By making the e / f ratio 10 or less, the slipperiness, friction durability, and chemical resistance (for example, durability against artificial sweat) of the surface treatment layer obtained from this compound are further improved. The smaller the e / f ratio, the more improved the slipperiness and friction durability of the surface treatment layer. On the other hand, by making the e / f ratio 0.1 or more, the stability of the compound can be further enhanced. The larger the e / f ratio, the more improved the stability of the compound.

[0059] In one aspect, the e / f ratio is preferably from 0.2 to 0.95, more preferably from 0.2 to 0.9.

[0060] In one aspect, from the viewpoint of heat resistance, the e / f ratio is preferably 1.0 or more, more preferably from 1.0 to 2.0.

[0061] In the above fluoropolyether group-containing compound, R F1 and R F2 The number average molecular weight of is not particularly limited, but is, for example, 500 to 30,000, preferably 1,500 to 30,000, more preferably 2,000 to 10,000. In this specification, R F1 and R F2 The number average molecular weight of is 19 The value measured by 19F-NMR.

[0062] In another aspect, R F1 and R F2 The number average molecular weight of is 500 to 30,000, preferably 1,000 to 20,000, more preferably 2,000 to 15,000, even more preferably 2,000 to 10,000, and may be, for example, 3,000 to 6,000.

[0063] In another aspect, R F1 and R F2 The number average molecular weight of is 4,000 to 30,000, preferably 5,000 to 10,000, more preferably 6,000 to 10,000.

[0064] The cyclic oxide compound (X) is preferably of the formula (A1): R B (-X 1 (R A ) β ) α (A1) [Wherein: X 1 Is an organic group having a valence of 2 to 11, R A Are each independently C 1-6A group having one or more epoxy groups or oxetane groups, which may be substituted by an alkyl group, or a hydrogen atom, a hydroxyl group, or a C 1-6 group having an alkyl group, provided that at least one R A is a group having one or more epoxy groups or oxetane groups, which may be substituted by an alkyl group, 1-6 R B is a monovalent or divalent group containing a fluoropolyether group, α is 1 or 2, β is an integer from 1 to 10.] It is a compound represented by

[0065] X 1 is a 2- to 11-valent organic group.

[0066] In one embodiment, X 1 is a divalent organic group.

[0067] In one embodiment, X 1 is a 3- to 11-valent, preferably 3- to 5-valent organic group.

[0068] In one embodiment, X 1 is of the formula: -X 2 -(R 3 (-X 3 -) a2 ) a1 [wherein: X 2 is a divalent organic group, R 3 is N, CR 71 , SiR 71 , C, or Si, R 71 is a hydrogen atom or a monovalent organic group, X 3 is a divalent organic group, a1 is 0 or 1, a2 is 2 or 3.] It is a group represented by ​

[0069] X 2 is preferably -(R 61 ) p5 -(R 62 ) q5 - [wherein: R 61 is a single bond, -(CH2) s5 - or an o-, m- or p-phenylene group, preferably -(CH2) s5 -, s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and even more preferably 1 or 2, R 62 is -(R 63 ) l5 -, R 63 are each independently -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 64 )2-, -(Si(R 64 )2O) m5 -Si(R 64 )2-, -CONR 65 -, -O-CONR 65 -, -NR 65 - and -(CH2) n5 - selected from the group consisting of, R 64 are each independently a phenyl group, C 1-6 alkyl group or C 1-6 alkoxy group, preferably a phenyl group or C 1-6 alkyl group, more preferably a methyl group, R 65 are each independently a hydrogen atom, a phenyl group or C 1-6 alkyl group (preferably a methyl group), m5 are each independently an integer from 1 to 100, preferably an integer from 1 to 20, n5 are each independently an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, l5 is an integer from 1 to 10, preferably an integer from 1 to 5, more preferably an integer from 1 to 3, p5 is 0 or 1, q5 is 0 or 1, wherein at least one of p5 and q5 is 1, and the order of existence of each repeating unit enclosed in parentheses with p5 or q5 is arbitrary. Examples of the divalent organic group represented by the formula include those in which a hydrogen atom in the formula is typically substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group. In a preferred embodiment, the group represented by the above formula is not substituted with these groups.

[0070] X 2 is preferably a C 1-20 alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z2 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3), or -(CH2) z3 -phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z4 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3).

[0071] The above C 1-20 alkylene group may be linear or branched, preferably linear. The C 1-20 alkylene group is preferably a C 1-16 alkylene group, for example, a C 1-10 alkylene group, a C 1-6 alkylene group, a C 1-4 alkylene group, or a C 1-3 alkylene group.

[0072] In one embodiment, X 2 is a C1-20 An alkylene group, preferably a C 1-16 An alkylene group, such as C 1-10 An alkylene group, C 1-6 An alkylene group, C 1-4 An alkylene group, or C 1-3 is an alkylene group.

[0073] In another aspect, X 2 is -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z2 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3).

[0074] a1 is 0 or 1.

[0075] In one aspect, a1 is 0. In this case, X 1 is -X 2 -.

[0076] In another aspect, a1 is 1. In this case, X 1 is -X 2 -(R 3 (-X 3 -) a2 ).

[0077] R 3 is N, CR 71 , SiR 71 , C, or Si. N, CR 71 , and SiR 71 are trivalent groups, and C and Si are tetravalent groups.

[0078] In one aspect, R 3 is N, CR 71 , or SiR 71 . In this aspect, a2 is 2.

[0079] In another aspect, R 3is C or Si. In this embodiment, a2 is 3.

[0080] R 71 is a hydrogen atom or a monovalent organic group.

[0081] In one embodiment, R 71 is a hydrogen atom.

[0082] In another embodiment, R 71 is a monovalent organic group.

[0083] The above monovalent organic group may be a C 1-6 alkyl group or a C 6-12 aryl group.

[0084] X 3 is a divalent organic group.

[0085] X 3 is preferably a C 1-20 alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z2 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3), or -(CH2) z3 -phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z4 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3).

[0086] The above C 1-20 alkylene group may be linear or branched, preferably linear. The C 1-20 alkylene group is preferably a C 1-16 alkylene group, such as a C 1-10 alkylene group, a C 1-6 alkylene group, a C 1-4 alkylene group, or a C 1-3 alkylene group.

[0087] In one embodiment, X 3 is a C 1-20 alkylene group, preferably a C 1-16 alkylene group, for example a C 1-10 alkylene group, a C 1-6 alkylene group, a C 1-4 alkylene group, or a C 1-3 alkylene group.

[0088] In another embodiment, X 3 is a group represented by -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z2 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3).

[0089] In one embodiment, X 1 can be a group having an aromatic ring with 2 to 6 valences, preferably 2 to 3 valences, for example 2 or 3 valences.

[0090] The above aromatic ring may be either monocyclic or polycyclic. Preferably, the above aromatic ring may be monocyclic.

[0091] The above aromatic ring may be a carbocyclic ring or a heterocyclic ring. Preferably, the above aromatic ring may be an aromatic heterocyclic ring, typically a triazine ring.

[0092] In one embodiment, X 1 is of the formula: [Chemical formula] [wherein: R 1 are each independently a 2 to 3-valent group, * indicates the bonding site with R A , ** indicates the bonding site with R B , R CEach is independently a hydrogen atom or a monovalent group. It is a group represented by

[0093] R 1 Each is independently a divalent to trivalent group.

[0094] R 1 Preferably, each is independently the following formula: -X A1 (-X A2 -) n [Wherein: X A1 is a divalent to trivalent group, X A2 Each is independently a single bond or a divalent group, n is 1 or 2. It may be a group represented by

[0095] In one embodiment, X A1 is a divalent group. When X A1 is a divalent group, n is 1.

[0096] Divalent X A1 is preferably -O-, -S-, -OC(O)-, -NR 2 -, or a divalent nitrogen-containing ring, more preferably -NR 2 -, or a divalent nitrogen-containing ring. R 2 is a hydrogen atom or a C 1-6 alkyl group. Incidentally, X A1 is bonded to the triazine ring on the left side.

[0097] In one embodiment, divalent X A1 is -NR 2 -.

[0098] R 2 The C 1-6 alkyl group in may be linear or branched, preferably linear. The C 1-6 alkyl group is preferably C 1-4It is an alkyl group, more preferably a methyl group.

[0099] R 2 is preferably a hydrogen atom.

[0100] In one embodiment, the divalent X A1 is a divalent nitrogen-containing ring.

[0101] The above divalent nitrogen-containing ring may be a monocyclic ring or a polycyclic ring.

[0102] The above divalent nitrogen-containing ring is preferably a 5- to 8-membered ring, more preferably a 5- or 6-membered ring.

[0103] The above divalent nitrogen-containing ring may preferably be 1,4-piperazinediyl.

[0104] In another embodiment, X A1 is a trivalent group. When X A1 is a trivalent group, n is 2.

[0105] The trivalent X A1 is preferably N, or CR 2 , more preferably N. R 2 is a hydrogen atom or a C 1-6 alkyl group.

[0106] In one embodiment, X A2 is a single bond.

[0107] In another embodiment, X A2 is a divalent group. The divalent group is preferably a divalent organic group.

[0108] The above divalent group is preferably -(R 61 ) p5 -(R 62 ) q5 - [wherein: R 61 is a single bond, -(CH2) s5- or an o-, m- or p-phenylene group, preferably -(CH2) s5 - is, s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, even more preferably 1 or 2, R 62 is -(R 63 ) l5 - is, R 63 are each independently -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 64 )2-, -(Si(R 64 )2O) m5 -Si(R 64 )2-, -CONR 65 -, -O-CONR 65 -, -NR 65 - and -(CH2) n5 - is a group selected from the group consisting of, R 64 are each independently a phenyl group, C 1-6 alkyl group or C 1-6 alkoxy group, preferably a phenyl group or C 1-6 alkyl group, more preferably a methyl group, R 65 are each independently a hydrogen atom, a phenyl group or C 1-6 alkyl group (preferably a methyl group), m5 are each independently an integer from 1 to 100, preferably an integer from 1 to 20, n5 are each independently an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, l5 is an integer from 1 to 10, preferably an integer from 1 to 5, more preferably an integer from 1 to 3, p5 is 0 or 1, q5 is 0 or 1, wherein at least one of p5 and q5 is 1, and the order of existence of each repeating unit enclosed in parentheses with p5 or q5 is arbitrary Examples of the divalent organic group represented by the formula include. Here, the group represented by the above formula typically has a hydrogen atom replaced by one or more substituents selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group. In a preferred embodiment, the group represented by the above formula is not substituted by these groups.

[0109] X A2 is preferably a C 1-20 alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z2 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3), or -(CH2) z3 -phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z4 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3).

[0110] The above C 1-20 alkylene group may be linear or branched, preferably linear. The C 1-20 alkylene group is preferably a C 1-16 alkylene group, for example, a C 1-10 alkylene group, a C 1-6 alkylene group, a C 1-4 alkylene group, or a C 1-3 alkylene group.

[0111] In one embodiment, X A2 is a C 1-20 alkylene group, preferably a C 1-16 alkylene group, for example, a C 1-10 alkylene group, a C 1-6 alkylene group, a C 1-4 alkylene group, or a C 1-3 alkylene group.

[0112] In another aspect, X A2 is -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and z2 is an integer from 0 to 10, preferably an integer from 1 to 6, more preferably an integer from 1 to 3).

[0113] R C are each independently a hydrogen atom or a monovalent group.

[0114] The monovalent group is preferably a monovalent organic group, more preferably an optionally substituted hydrocarbon group.

[0115] In one aspect, R C is -R 1 -*, or a monovalent group containing a fluoropolyether group.

[0116] In a preferred aspect, R C is -R 1 R A or -R 1 (R A )2.

[0117] R A are each independently a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group, or a hydrogen atom, a hydroxyl group, or a group having a C 1-6 alkyl group, provided that at least one R A is a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group

[0118] In a preferred aspect, R A are each independently a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group.

[0119] RA is preferably, each independently, an epoxy group or an oxetane group which may be substituted by a C 1-6 alkyl group.

[0120] The C 1-6 alkyl group as the substituent may be linear or branched, preferably linear. The C 1-6 alkyl group is preferably a C 1-4 alkyl group, more preferably a methyl group or an ethyl group, even more preferably a methyl group.

[0121] In one embodiment, R A is an epoxy group which may be substituted by a C 1-6 alkyl group, preferably an unsubstituted epoxy group.

[0122] In one embodiment, R A is an oxetane group which may be substituted by a C 1-6 alkyl group, preferably an oxetane group substituted by a C 1-6 alkyl group (preferably a C 1-4 alkyl group, more preferably a methyl group or an ethyl group, even more preferably a methyl group), even more preferably 3-methyloxetan-3-yl.

[0123] R B is a monovalent or divalent group containing a fluoropolyether group. R B is preferably -X B1 -R F1 or -X B1 -R F2 -X B1 -.

[0124] R F1 and R F2 have the same meanings as described above.

[0125] X B1 is each independently a single bond or a divalent organic group.

[0126] In one embodiment, X B1 is a single bond.

[0127] In another embodiment, X B1 is each independently a divalent organic group.

[0128] In a preferred embodiment, X B1 is each independently the following formula: -(CX 121 X 122 ) b1 -(X B1a ) b2 -(CX 123 X 124 ) b3 - [wherein, X 121 ~X 124 are each independently H, C 1-6 alkyl group, or halogen, X B1a is -C(=O)NH-, -NHC(=O)-, -O-, -C(=O)O-, -OC(=O)-, -OC(=O)O-, or -NHC(=O)NH- (the left side of each bond is bonded to CX 121 X 122 .), b1 is an integer from 0 to 10, b2 is 0 or 1, b3 is an integer from 0 to 10, and the sum of b1, b2, and b3 is at least 1.] is a group represented by. Such a group is bonded to R F2 on the right side and to the triazine ring on the left side.

[0129] X B1a is preferably -O- or C(=O)O-, more preferably -O-.

[0130] X B1 is preferably the following formula: -O-(CH2) m11 - (wherein, m11 is an integer from 1 to 6, preferably an integer from 1 to 3.) -(CH2) m12 -O-(CH2) m13 - (wherein, m12 is an integer of 1 to 6, preferably an integer of 1 to 3, and m13 is an integer of 1 to 6, preferably an integer of 1 to 3.) It is a group represented by

[0131] X B1 Although not particularly limited as, specifically, -CH2-, -C2H4-, -C3H6-, -C4H8-, -O-CH2-, -O-C2H4-, -O-C3H6- and the like can be mentioned.

[0132] α is 1 or 2, preferably 2.

[0133] The present disclosure relates to R A are each independently a cyclic oxide compound (X) which is a group having one or more oxetane groups which may be substituted by an alkyl group. That is, the present disclosure provides a compound of formula (A1'): 1-6 R R B (-X 1 (R A’ ) β ) α (A1') [Wherein: X 1 is an organic group having a valence of 2 to 11, R A’ are each independently a group having one or more oxetane groups which may be substituted by an alkyl group, 1-6 R R B is a monovalent or divalent group containing a fluoropolyether group, α is 1 or 2, β is an integer of 1 to 10.] It provides an oxetane compound represented by

[0134] In a preferred embodiment, the oxetane compound R B is -X B1 -R F2 -X B1 -, R F2 is -RF is -O- and R F is a group represented by the following formula (f2): -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f2) [wherein c and d are each independently an integer of 0 to 30; e and f are each independently an integer of 10 to 30; the sum of c, d, e and f is an integer of 10 to 100; the order of existence of each repeating unit enclosed in parentheses with a subscript c, d, e or f is arbitrary in the formula.] is a group represented by X B1 is -O-CH2-, where X B1 is bonded to R on the right side F2 and X 1 is a C 1-6 alkylene group, or a group of the formula:

Chemical formula

[0135] In a preferred embodiment, the cyclic oxide compound (X) is selected from the following. TIFF2025106134000017.tif16145(m = 20, n = 20) TIFF2025106134000018.tif17140(m = 20, n = 20) TIFF2025106134000019.tif59166(m = 20, n = 20) TIFF2025106134000020.tif41164(m = 20, n = 20) TIFF2025106134000021.tif63163(m = 20, n = 20) TIFF2025106134000022.tif35138(m = 20, n = 20)

[0136] The content of the above cyclic oxide compound is less than 50% by mass, preferably 40% by mass or less, more preferably 30% by mass or less, for example 20% by mass or less or 10% by mass or less, based on the total surface treatment agent.

[0137] The above cyclic oxide compound (X) can be synthesized, for example, as follows.

[0138] The following formula (a1): HO-R 51 -R F2 -R 51 -OH (a1) [Wherein: R F2 is a divalent fluoropolyether group, R 51 is a divalent organic group.] A compound represented by and the following formula (b): [Chemical formula] react with the compound represented by to obtain a compound of formula (c): [Chemical formula] [wherein, R F1 and R 51 are as defined above.] obtain a compound represented by the obtained compound of formula (c) and a compound of formula (d1): H2N-R 52 -OH (d1) [wherein, R 52 is a divalent organic group.] react with the compound represented by to obtain a compound of formula (e1): [Chemical formula] [wherein, R F2 , R 51 , and R 51 are as defined above.] obtain a compound represented by the obtained compound of formula (e1) and a compound of formula (f): Cl-R 53 -R A [wherein: R A is an epoxy group or an oxetane group which may be substituted by a C 1-6 alkyl group, R 52 is a divalent organic group.] react with the compound represented by to obtain a compound represented by formula (A1) wherein α is 2.

[0139] As an alternative method, instead of the compound represented by the above formula (d1), a compound of formula (d2): HN(-R 52 -OH)2(d2) [wherein, R 52 is a divalent organic group.] react with the compound represented by to obtain a compound of formula (e2): [Chemical formula] To obtain a compound represented by the formula. The obtained compound represented by the formula (e2) and the formula (f): Cl-R 53 -R A [In the formula: R A is an epoxy group or an oxetane group which may be substituted by an alkyl group, 1-6 R is a divalent organic group. ] 52 By reacting with the compound represented by the formula, a compound represented by the formula (A1) where α is 2 can be obtained.

[0140] The compound represented by the formula (A1) where α is 1 can be obtained by using the compound represented by the formula (a2) instead of the compound represented by the following formula (a1) R F1 -R 51 -OH (a2) [In the formula: R F1 is a monovalent fluoropolyether group, R 51 is a divalent organic group. ] It can be obtained by using the compound represented by the formula.

[0141] The above silane compound (Y) has a fluoropolyether group. The fluoropolyether group has the same meaning as the fluoropolyether group described for the above cyclic oxide compound (X).

[0142] The above silane compound (Y) is preferably the following formula (1) or (2): [Chemical formula] [In the formula: R F1 are each independently Rf 1 -R F -O q -; R F2 is -Rf 2 ​p -R F -O q - and; Rf 1 each independently represents a C alkyl group which may be substituted by one or more fluorine atoms; 1-16 alkyl group; Rf 2 represents a C alkylene group which may be substituted by one or more fluorine atoms; 1-6 alkylene group; R F each independently represents a divalent fluoropolyether group; p is 0 or 1; q each independently represents 0 or 1; R Si each independently represents a monovalent group containing a Si atom to which a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group is bonded; at least one R Si represents a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded; X A each independently represents a single bond or a divalent to decavalent organic group; α is an integer from 1 to 9; β is an integer from 1 to 9; γ each independently represents an integer from 1 to 9.] is at least one silane compound (Y) represented by.

[0143] R in formula (1) and formula (2) F1 and R F2 are synonymous with R in the above cyclic oxide compound (X) F1 and R F2 In the surface treatment agent of the present disclosure, R in formula (1) and formula (2) F1 and R F2 and R in the above formula (A) F1 and R F2 may be the same or different.

[0144] R Siis, independently of one another, a monovalent group containing a Si atom to which a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group is bonded, and at least one R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

[0145] Here, the "hydrolyzable group" means a group capable of undergoing a hydrolysis reaction, that is, a group capable of detaching from the main skeleton of a compound by a hydrolysis reaction. Examples of the hydrolyzable group include -OR j , -OCOR j , -O-N=CR j 2, -NR j 2, -NHR j , -NCO, halogen (in these formulas, R j represents a substituted or unsubstituted C 1-4 alkyl group), etc.

[0146] In a preferred embodiment, R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

[0147] In a preferred embodiment, R Si is the following formula (S1), (S2), (S3), (S4), or (S5):

Chemical formula

[0148] In the above formula, R 11 are each independently a hydroxyl group or a hydrolyzable group.

[0149] R 11 are preferably each independently a hydrolyzable group.

[0150] R 11 are preferably each independently -OR j , -OCOR j , -O-N=CR j 2, -NR j , -NHR j, -NCO, or a halogen (in these formulas, R j represents a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR j (that is, an alkoxy group). As R j , there may be mentioned unsubstituted alkyl groups such as a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and an isobutyl group; and substituted alkyl groups such as a chloromethyl group. Among them, an alkyl group, particularly an unsubstituted alkyl group, is preferable, and a methyl group or an ethyl group is more preferable. In one aspect, R j is a methyl group, and in another aspect, R j is an ethyl group.

[0151] In the above formula, each R 12 is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0152] In R 12 , the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.

[0153] In the above formula, n1 is independently an integer of 0 to 3 for each (SiR 11 n1 R 12 3-n1 ) unit. However, when R Si is a group represented by the formula (S1) or (S2), in the R Si portion at the ends of the formulas (1) and (2) (hereinafter, also simply referred to as the "end portion" of the formulas (1) and (2)), n1 is 1 to 3 and at least one (SiR 11 n1 R 12 3-n1 ) unit exists. That is, in such an end portion, all n1 do not simultaneously become 0. In other words, in the end portion of the formulas (1) and (2), at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded exists.

[0154] n1 is, independently for each (SiR 11 n1 R 12 3-n1 ) unit, preferably an integer of 1 to 3, more preferably 2 to 3, still more preferably 3.

[0155] In the above formula, X 11 is, independently for each, a single bond or a divalent organic group. Such a divalent organic group is preferably -R 28 -O x -R 29 -(wherein R 28 and R 29 are, independently for each, a single bond or a C 1-20 alkylene group, and x is 0 or 1.) It is. Such a C 1-20 alkylene group may be linear or branched, but is preferably linear. Such a C 1-20 alkylene group is preferably a C 1-10 alkylene group, more preferably a C 1-6 alkylene group, still more preferably a C 1-3 alkylene group.

[0156] In one embodiment, X 11 is, independently for each, -C 1-6 alkylene - O - C 1-6 alkylene - or - O - C 1-6 alkylene -.

[0157] In a preferred embodiment, X 11 is, independently for each, a single bond or a linear C 1-6 alkylene group, preferably a single bond or a linear C 1-3 alkylene group, more preferably a single bond or a linear C 1-2 alkylene group, still more preferably a linear C 1-2 alkylene group.

[0158] In the above formula, R 13is, independently of each other, a hydrogen atom or a monovalent organic group. Such a monovalent organic group is preferably a C 1-20 alkyl group. Such a C 1-20 alkyl group may be linear or branched, but is preferably linear.

[0159] In a preferred embodiment, R 13 is, independently of each other, a hydrogen atom or a linear C 1-6 alkyl group, preferably a hydrogen atom or a linear C 1-3 alkyl group, preferably a hydrogen atom or a methyl group.

[0160] In the above formula, t is, independently of each other, an integer of 2 or more.

[0161] In a preferred embodiment, t is, independently of each other, an integer of 2 to 10, preferably an integer of 2 to 6.

[0162] In the above formula, R 14 is, independently of each other, a hydrogen atom, a halogen atom or -X 11 -SiR 11 n1 R 12 3-n1 wherein. Such a halogen atom is preferably an iodine atom, a chlorine atom or a fluorine atom, more preferably a fluorine atom. In a preferred embodiment, R 14 is a hydrogen atom.

[0163] In the above formula, R 15 is, independently of each other, a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms or an alkyleneoxy group having 1 to 6 carbon atoms.

[0164] In one embodiment, R 15 is, independently of each other, an oxygen atom, an alkylene group having 1 to 6 carbon atoms or an alkyleneoxy group having 1 to 6 carbon atoms.

[0165] In a preferred embodiment, R 15 is a single bond.

[0166] In one aspect, formula (S1) is the following formula (S1-a).

Chemical formula

[0167] In a preferred aspect, formula (S1) is the following formula (S1-b).

Chemical formula

[0168] In the above formula, R a1 is each independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 .

[0169] The above Z 1 is each independently an oxygen atom or a divalent organic group. Note that the structure described as Z 1 below is bonded to the right side (SiR 21 p1 R 22 q1 R 23 r1 ).

[0170] In a preferred embodiment, Z 1 is a divalent organic group.

[0171] In a preferred embodiment, Z 1 excludes those that form a siloxane bond with the Si atom to which Z 1 is bonded. Preferably, in formula (S3), (Si-Z 1 -Si) does not contain a siloxane bond.

[0172] Said Z 1 is preferably a C 1-6 alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer from 0 to 6, for example an integer from 1 to 6, and z2 is an integer from 0 to 6, for example an integer from 1 to 6), or -(CH2) z3 -phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 6, for example an integer from 1 to 6, and z4 is an integer from 0 to 6, for example an integer from 1 to 6). Such C 1-6 alkylene group may be linear or branched, but is preferably linear. These groups may be substituted by one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group, but is preferably unsubstituted.

[0173] In a preferred embodiment, Z 1 is a C 1-6 alkylene group or -(CH2) z3 -phenylene-(CH2) z4 -, preferably -phenylene-(CH2) z4 -. When Z 1 is such a group, the light resistance, especially the ultraviolet resistance, can be higher.

[0174] In another preferred embodiment, said Z 1 is a C 1-3 alkylene group. In one embodiment, Z 1can be -CH2CH2CH2-. In another aspect, Z 1 can be -CH2CH2-.

[0175] The above R 21 are each independently -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ is.

[0176] The above Z 1’ are each independently an oxygen atom or a divalent organic group. Incidentally, the structure described as Z 1’ below is bonded to the right side (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ).

[0177] In a preferred aspect, Z 1’ is a divalent organic group.

[0178] In a preferred aspect, Z 1’ does not include those that form a siloxane bond with the Si atom to which Z 1’ is bonded. Preferably, in formula (S3), (Si-Z 1’ -Si) does not include a siloxane bond.

[0179] The above Z 1’ is preferably a C 1-6 alkylene group, -(CH2) z1’ -O-(CH2) z2’ -(wherein z1' is an integer from 0 to 6, for example an integer from 1 to 6, and z2' is an integer from 0 to 6, for example an integer from 1 to 6), or -(CH2) z3’ -phenylene-(CH2) z4’ -(wherein z3' is an integer from 0 to 6, for example an integer from 1 to 6, and z4' is an integer from 0 to 6, for example an integer from 1 to 6). Such C 1-6The alkylene group may be linear or branched, but is preferably linear. These groups are, for example, a fluorine atom, C 1-6 alkyl group, C 2-6 alkenyl group, and C 2-6 alkynyl group, and may be substituted with one or more substituents selected therefrom, but is preferably unsubstituted.

[0180] In a preferred embodiment, Z 1’ is a C 1-6 alkylene group or -(CH2) z3’ -phenylene-(CH2) z4’ -, preferably -phenylene-(CH2) z4’ -. When Z 1’ is such a group, the light resistance, particularly the ultraviolet resistance, can be higher.

[0181] In another preferred embodiment, the above Z 1’ is a C 1-3 alkylene group. In one embodiment, Z 1’ can be -CH2CH2CH2-. In another embodiment, Z 1’ can be -CH2CH2-.

[0182] The above R 21’ are each independently -Z 1” -SiR 22” q1” R 23” r1” .

[0183] The above Z 1” are each independently an oxygen atom or a divalent organic group. Incidentally, the structure described as Z 1” below is bonded to the right side to (SiR 22” q1” R 23” r1” ).

[0184] In a preferred embodiment, Z 1” is a divalent organic group.

[0185] In a preferred embodiment, Z 1” does not include those that form a siloxane bond with the Si atom to which Z 1” is bonded. Preferably, in formula (S3), (Si-Z 1” -Si) does not include a siloxane bond.

[0186] The above Z 1” is preferably a C 1-6 alkylene group, -(CH2) z1” -O-(CH2) z2” -(wherein, z1” is an integer from 0 to 6, for example, an integer from 1 to 6, and z2” is an integer from 0 to 6, for example, an integer from 1 to 6) or, -(CH2) z3” -phenylene-(CH2) z4” -(wherein, z3” is an integer from 0 to 6, for example, an integer from 1 to 6, and z4” is an integer from 0 to 6, for example, an integer from 1 to 6). Such a C 1-6 alkylene group may be linear or branched, but is preferably linear. These groups may be substituted by one or more substituents selected from, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group, but is preferably unsubstituted.

[0187] In a preferred embodiment, Z 1” is a C 1-6 alkylene group or -(CH2) z3” -phenylene-(CH2) z4” -, preferably -phenylene-(CH2) z4” -. When Z 1” is such a group, the light resistance, particularly the ultraviolet resistance, can be higher.

[0188] In another preferred embodiment, the above Z 1” is a C 1-3 alkylene group. In one embodiment, Z 1” can be -CH2CH2CH2-. In another embodiment, Z 1” can be -CH2CH2-.

[0189] The above R 22” is, independently of each other, a hydroxyl group or a hydrolyzable group.

[0190] The above R 22” is preferably, independently of each other, a hydrolyzable group.

[0191] The above R 22” is preferably, independently of each other, -OR j , -OCOR j , -O-N=CR j 2, -NR j 2, -NHR j , -NCO, or halogen (in these formulas, R j represents a substituted or unsubstituted C 1-4 alkyl group), and more preferably -OR j (i.e., an alkoxy group). R j Examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group; and substituted alkyl groups such as chloromethyl group. Among them, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl group or ethyl group is more preferred. In one embodiment, R j is a methyl group, and in another embodiment, R j is an ethyl group.

[0192] The above R 23” is, independently of each other, a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0193] The above R 23” In, the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.

[0194] The above q1” is, independently of each other, an integer from 0 to 3, and the above r1” is, independently of each other, an integer from 0 to 3. Incidentally, the sum of q1” and r1” is (SiR 22”q1” R 23” r1” ) In the unit, it is 3.

[0195] The above “q1” is (SiR 22” q1” R 23” r1” ) Independently for each unit, preferably an integer of 1 to 3, more preferably 2 to 3, and even more preferably 3.

[0196] The above R 22’ is each independently a hydroxyl group or a hydrolyzable group.

[0197] R 22’ is preferably each independently a hydrolyzable group.

[0198] R 22’ is preferably each independently -OR j , -OCOR j , -O-N=CR j 2, -NR j 2, -NHR j , -NCO, or halogen (in these formulas, R j represents a substituted or unsubstituted C 1-4 alkyl group), and more preferably -OR j (that is, an alkoxy group). Examples of R j include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group; and substituted alkyl groups such as chloromethyl group. Among them, alkyl groups, especially unsubstituted alkyl groups, are preferred, and methyl group or ethyl group is more preferred. In one aspect, R j is a methyl group, and in another aspect, R j is an ethyl group.

[0199] The above R 23’ is each independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0200] R23’ In this case, the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group.

[0201] Each of the above p1' is independently an integer from 0 to 3, each of q1' is independently an integer from 0 to 3, and each of r1' is independently an integer from 0 to 3. Incidentally, the sum of p', q1' and r1' is 3 in the (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) unit.

[0202] In one embodiment, p1' is 0.

[0203] In one embodiment, p1' may be independently an integer from 1 to 3, an integer from 2 to 3, or 3 for each (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) unit. In a preferred embodiment, p1' is 3.

[0204] In one embodiment, q1' is independently an integer from 1 to 3 for each (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) unit, preferably an integer from 2 to 3, more preferably 3.

[0205] In one embodiment, p1' is 0 and q1' is independently an integer from 1 to 3 for each (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) unit, preferably an integer from 2 to 3, still more preferably 3.

[0206] The above R22 is, independently of each other, a hydroxyl group or a hydrolyzable group.

[0207] R 22 is preferably, independently of each other, a hydrolyzable group.

[0208] R 22 is preferably, independently of each other, -OR j , -OCOR j , -O-N=CR j 2, -NR j 2, -NHR j , -NCO, or halogen (wherein, R j represents a substituted or unsubstituted C 1-4 alkyl group), and more preferably -OR j (i.e., an alkoxy group). Examples of R j include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group; and substituted alkyl groups such as chloromethyl group. Among them, alkyl groups, especially unsubstituted alkyl groups, are preferred, and methyl group or ethyl group is more preferred. In one embodiment, R j is a methyl group, and in another embodiment, R j is an ethyl group.

[0209] The above R 23 is, independently of each other, a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0210] R 23 In, the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and still more preferably a methyl group.

[0211] The above p1 is, independently of each other, an integer of 0 to 3, q1 is, independently of each other, an integer of 0 to 3, and r1 is, independently of each other, an integer of 0 to 3. Incidentally, the sum of p1, q1 and r1 is (SiR 21 p1 R22 q1 R 23 r1 ) is 3 in the unit.

[0212] In one embodiment, p1 is 0.

[0213] In one embodiment, p1 is (SiR 21 p1 R 22 q1 R 23 r1 ) may be independently, for each unit, an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred embodiment, p1 is 3.

[0214] In one embodiment, q1 is (SiR 21 p1 R 22 q1 R 23 r1 ) is independently, for each unit, an integer from 1 to 3, preferably an integer from 2 to 3, more preferably 3.

[0215] In one embodiment, p1 is 0 and q1 is (SiR 21 p1 R 22 q1 R 23 r1 ) is independently, for each unit, an integer from 1 to 3, preferably an integer from 2 to 3, even more preferably 3.

[0216] In the above formula, R b1 is independently a hydroxyl group or a hydrolyzable group.

[0217] The above R b1 is preferably independently a hydrolyzable group.

[0218] The above R b1 is preferably independently -OR j , -OCOR j , -O-N=CR j 2, -NRj 2. -NHR j , -NCO, or a halogen (in these formulas, R j represents a substituted or unsubstituted C 1-4 alkyl group), and more preferably -OR j (i.e., an alkoxy group). R j Examples include unsubstituted alkyl groups such as methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group; and substituted alkyl groups such as chloromethyl group. Among them, alkyl groups, especially unsubstituted alkyl groups, are preferred, and methyl group or ethyl group is more preferred. In one embodiment, R j is a methyl group, and in another embodiment, R j is an ethyl group.

[0219] In the above formula, each R c1 is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0220] In the above R c1 , the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, and even more preferably a methyl group.

[0221] The above k1 is independently an integer from 0 to 3, l1 is independently an integer from 0 to 3, and m1 is independently an integer from 0 to 3. In addition, the sum of k1, l1, and m1 is 3 in the (SiR a1 k1 R b1 l1 R c1 m1 ) unit.

[0222] In one embodiment, k1 is (SiR a1 k1 R b1 l1 R c1 m1) Independently for each unit, it is an integer from 1 to 3, preferably 2 or 3, more preferably 3. In a preferred embodiment, k1 is 3.

[0223] In the above formulas (1) and (2), R Si When it is a group represented by the formula (S3), preferably, at least two Si atoms bonded with a hydroxyl group or a hydrolyzable group exist at the terminal portions of the formulas (1) and (2).

[0224] In a preferred embodiment, the group represented by the formula (S3) is -Z 1 -SiR 22 q1 R 23 r1 (In the formula, q1 is an integer from 1 to 3, preferably 2 or 3, more preferably 3, and r1 is an integer from 0 to 2.), -Z 1’ -SiR 22’ q1’ R 23’ r1’ (In the formula, q1’ is an integer from 1 to 3, preferably 2 or 3, more preferably 3, and r1’ is an integer from 0 to 2.), or -Z 1” -SiR 22” q1” R 23” r1” (In the formula, q1” is an integer from 1 to 3, preferably 2 or 3, more preferably 3, and r1” is an integer from 0 to 2.). Z 1 Z 1’ Z 1” R 22 R 23 R 22’ R 23’ R 22” And R 23” Have the same meaning as above.

[0225] In a preferred embodiment, in the formula (S3), when R 21’ Exists, in at least one, preferably all R 21’ , q1” is an integer from 1 to 3, preferably 2 or 3, more preferably 3.

[0226] In a preferred embodiment, in formula (S3), when R 21 is present, at least one, preferably all of the R 21 wherein p1’ is 0, q1’ is an integer from 1 to 3, preferably 2 or 3, more preferably 3.

[0227] In a preferred embodiment, in formula (S3), when R a1 is present, at least one, preferably all of the R a1 wherein p1 is 0, q1 is an integer from 1 to 3, preferably 2 or 3, more preferably 3.

[0228] In a preferred embodiment, in formula (S3), k1 is 2 or 3, preferably 3, p1 is 0, and q1 is 2 or 3, preferably 3.

[0229] R d1 are each independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 is.

[0230] Z 2 are each independently a single bond, an oxygen atom or a divalent organic group. Note that the structure described as Z 2 below is bonded to the right side by (CR 31 p2 R 32 q2 R 33 r2 ).

[0231] In a preferred embodiment, Z 2 is a divalent organic group.

[0232] The above Z 2 is preferably a C 1-6 alkylene group, -(CH2) z5 -O-(CH2) z6-(wherein, z5 is an integer from 0 to 6, for example, an integer from 1 to 6, and z6 is an integer from 0 to 6, for example, an integer from 1 to 6) or, -(CH2) z7 -phenylene-(CH2) z8 -(wherein, z7 is an integer from 0 to 6, for example, an integer from 1 to 6, and z8 is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-6 alkylene group may be linear or branched, but is preferably linear. These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, C 1-6 alkyl group, C 2-6 alkenyl group, and C 2-6 alkynyl group, but is preferably unsubstituted.

[0233] In a preferred embodiment, Z 2 is a C 1-6 alkylene group or -(CH2) z7 -phenylene-(CH2) z8 -, preferably -phenylene-(CH2) z8 -. When Z 2 is such a group, the light resistance, particularly the ultraviolet resistance, can be higher.

[0234] In another preferred embodiment, the above Z 2 is a C 1-3 alkylene group. In one embodiment, Z 2 can be -CH2CH2CH2-. In another embodiment, Z 2 can be -CH2CH2-.

[0235] R 31 are each independently -Z 2’ -CR 32’ q2’ R 33’ r2’ .

[0236] Z 2’ are each independently a single bond, an oxygen atom or a divalent organic group. Incidentally, the structure described as Z 2’ below has the right side as (CR 32’q2’ R 33’ r2’ is coupled to ().

[0237] The above Z 2’ is preferably C 1-6 alkylene group, -(CH2) z5’ -O-(CH2) z6’ -(wherein, z5’ is an integer from 0 to 6, for example, an integer from 1 to 6, and z6’ is an integer from 0 to 6, for example, an integer from 1 to 6) or, -(CH2) z7’ -phenylene-(CH2) z8’ -(wherein, z7’ is an integer from 0 to 6, for example, an integer from 1 to 6, and z8’ is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-6 alkylene group may be linear or branched, but is preferably linear. These groups are, for example, a fluorine atom, C 1-6 alkyl group, C 2-6 alkenyl group, and C 2-6 alkynyl group, and may be substituted by one or more substituents selected therefrom, but is preferably unsubstituted.

[0238] In a preferred embodiment, Z 2’ is C 1-6 alkylene group or -(CH2) z7’ -phenylene-(CH2) z8’ -, preferably -phenylene-(CH2) z8’ -. When Z 2’ is such a group, the light resistance, particularly the ultraviolet resistance, can be higher.

[0239] In another preferred embodiment, the above Z 2’ is C 1-3 alkylene group. In one embodiment, Z 2’ can be -CH2CH2CH2-. In another embodiment, Z 2’ can be -CH2CH2-.

[0240] The above R 32’ are each independently, -Z 3 -SiR 34n2 R 35 3-n2 is.

[0241] The above Z 3 is, independently of each other, a single bond, an oxygen atom or a divalent organic group. Incidentally, the structure described below as Z 3 is bonded to the right side (SiR 34 n2 R 35 3-n2 ).

[0242] In one embodiment, Z 3 is an oxygen atom.

[0243] In one embodiment, Z 3 is a divalent organic group.

[0244] The above Z 3 is preferably a C 1-6 alkylene group, -(CH2) z5” -O-(CH2) z6” -(wherein z5” is an integer from 0 to 6, for example an integer from 1 to 6, and z6” is an integer from 0 to 6, for example an integer from 1 to 6) or, -(CH2) z7” -phenylene-(CH2) z8” -(wherein z7” is an integer from 0 to 6, for example an integer from 1 to 6, and z8” is an integer from 0 to 6, for example an integer from 1 to 6). Such a C 1-6 alkylene group may be linear or branched, but is preferably linear. These groups are, for example, substituted with one or more substituents selected from a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6 alkynyl group, but is preferably unsubstituted.

[0245] In a preferred embodiment, Z 3 is a C 1-6 alkylene group or -(CH2) z7” -phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8”- is Z. 3 When it is a group to which this is applied, light resistance, particularly ultraviolet resistance, can be higher.

[0246] In another preferred embodiment, the above Z 3 is a C 1-3 alkylene group. In one embodiment, Z 3 can be -CH2CH2CH2-. In another embodiment, Z 3 can be -CH2CH2-.

[0247] The above R 34 are each independently a hydroxyl group or a hydrolyzable group.

[0248] R 34 is preferably each independently a hydrolyzable group.

[0249] R 34 is preferably each independently -OR j , -OCOR j , -O-N=CR j 2, -NR j 2, -NHR j , -NCO, or a halogen (in these formulas, R j represents a substituted or unsubstituted C 1-4 alkyl group), and more preferably -OR j (that is, an alkoxy group). As R j , examples include unsubstituted alkyl groups such as a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and an isobutyl group; and substituted alkyl groups such as a chloromethyl group. Among them, an alkyl group, particularly an unsubstituted alkyl group, is preferable, and a methyl group or an ethyl group is more preferable. In one embodiment, R j is a methyl group, and in another embodiment, R j is an ethyl group.

[0250] The above R 35 are each independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0251] In the above R 35 , the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group.

[0252] In the above formula, n2 is, for each (SiR 34 n2 R 35 3-n2 ) unit, independently an integer of 0 to 3. However, when R Si is a group represented by the formula (S4), at the terminal portions of the formula (1) and the formula (2), n2 is 1 to 3 and there is at least one (SiR 34 n2 R 35 3-n2 ) unit. That is, in such terminal portions, all n2 do not simultaneously become 0. In other words, at the terminal portions of the formula (1) and the formula (2), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

[0253] n2 is, for each (SiR 34 n2 R 35 3-n2 ) unit, independently preferably an integer of 1 to 3, more preferably 2 to 3, still more preferably 3.

[0254] In the above R 33’ , each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. Such monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0255] In the above R 33’ , the monovalent organic group is preferably a C 1-20 alkyl group or -(C s H 2s ) t1 -(O-C s H 2s ) t2(In the formula, s is an integer from 1 to 6, preferably an integer from 2 to 4, t1 is 1 or 0, preferably 0, and t2 is an integer from 1 to 20, preferably an integer from 2 to 10, more preferably an integer from 2 to 6.) And more preferably C 1-20 alkyl group, still more preferably C 1-6 alkyl group, particularly preferably a methyl group.

[0256] In one embodiment, R 33’ is a hydroxyl group.

[0257] In another embodiment, R 33’ is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.

[0258] Each of the above q2' is independently an integer from 0 to 3, and each of the above r2' is independently an integer from 0 to 3. Incidentally, the sum of q2' and r2' is (CR 32’ q2’ R 33’ r2’ ) is 3 in the unit.

[0259] q2' is preferably an integer from 1 to 3, more preferably 2 to 3, still more preferably 3, independently for each (CR 32’ q2’ R 33’ r2’ ) unit.

[0260] Each R 32 is independently -Z 3 -SiR 34 n2 R 35 3-n2 . Such -Z 3 -SiR 34 n2 R 35 3-n2 is as defined in the above R 32’ .

[0261] Each of the above R 33Each is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0262] In the above R 33 the monovalent organic group is preferably a C 1-20 alkyl group or -(C s H 2s ) t1 -(O-C s H 2s ) t2 (wherein s is an integer from 1 to 6, preferably an integer from 2 to 4, t1 is 1 or 0, preferably 0, and t2 is an integer from 1 to 20, preferably an integer from 2 to 10, more preferably an integer from 2 to 6).) and more preferably a C 1-20 alkyl group, even more preferably a C 1-6 alkyl group, particularly preferably a methyl group.

[0263] In one embodiment, R 33 is a hydroxyl group.

[0264] In another embodiment, R 33 is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.

[0265] The above p2 are each independently an integer from 0 to 3, q2 are each independently an integer from 0 to 3, and r2 are each independently an integer from 0 to 3. Incidentally, the sum of p2, q2, and r2 is 3 in the (CR 31 p2 R 32 q2 R 33 r2 ) unit.

[0266] In one embodiment, p2 is 0.

[0267] In one embodiment, p2 is (CR 31 p2 R 32 q2 R33 r2 ) Independently for each unit, it may be an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred embodiment, p2 is 3.

[0268] In one embodiment, q2 is (CR 31 p2 R 32 q2 R 33 r2 ) Independently for each unit, it is an integer from 1 to 3, preferably an integer from 2 to 3, more preferably 3.

[0269] In one embodiment, p2 is 0 and q2 is (CR 31 p2 R 32 q2 R 33 r2 ) Independently for each unit, it is an integer from 1 to 3, preferably an integer from 2 to 3, even more preferably 3.

[0270] The above R e1 are each independently -Z 3 -SiR 34 n2 R 35 3-n2 is. Such -Z 3 -SiR 34 n2 R 35 3-n2 is synonymous with the description in the above R 32’ .

[0271] The above R f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group. Such monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.

[0272] In the above R f1 , the monovalent organic group is preferably a C 1-20 alkyl group or -(C s H 2s ) t1 -(O-C s H 2s )t2 (wherein s is an integer from 1 to 6, preferably an integer from 2 to 4, t1 is 1 or 0, preferably 0, and t2 is an integer from 1 to 20, preferably an integer from 2 to 10, more preferably an integer from 2 to 6.) More preferably, C 1-20 alkyl group, even more preferably C 1-6 alkyl group, particularly preferably a methyl group.

[0273] In one embodiment, R f1 is a hydroxyl group.

[0274] In another embodiment, R f1 is a monovalent organic group, preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group.

[0275] Each of the above k2 is independently an integer from 0 to 3, each of l2 is independently an integer from 0 to 3, and each of m2 is independently an integer from 0 to 3. Note that the sum of k2, l2, and m2 is (CR d1 k2 R e1 l2 R f1 m2 ) unit is 3.

[0276] In the above formulas (1) and (2), when R Si is a group represented by formula (S4), preferably, at least two Si atoms bonded to a hydroxyl group or a hydrolyzable group are present at the terminal portions of formulas (1) and (2).

[0277] In one embodiment, when R Si is a group represented by formula (S4), n2 is 1 to 3, preferably 2 or 3, more preferably 3 (SiR 34 n2 R 35 3-n2 ) units are present in two or more, for example, 2 to 27, preferably 2 to 9, more preferably 2 to 6, even more preferably 2 to 3, particularly preferably 3 at each terminal portion of formulas (1) and (2).

[0278] In a preferred embodiment, in formula (S4), when R 32’ is present, at least one, preferably all of the R 32’ wherein n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3.

[0279] In a preferred embodiment, in formula (S4), when R 32 is present, at least one, preferably all of the R 32 wherein n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3.

[0280] In a preferred embodiment, in formula (S4), when R e1 is present, at least one, preferably all of the R a1 wherein n2 is an integer from 1 to 3, preferably 2 or 3, more preferably 3.

[0281] In a preferred embodiment, in formula (S4), k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.

[0282] The above R g1 and R h1 are each independently, -Z 4 -SiR 11 n1 R 12 3-n1 -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 -Z 4 -CR d1 k2 R e1 l2 R f1 m2 Here, R 11 , R 12 , R a1 , R b2 , R c1, R d1 , R e1 , R f1 , n1, k1, l1, m1, k2, l2, and m2 have the same meanings as defined above.

[0283] In a preferred embodiment, R g1 and R h1 are each independently, -Z 4 -SiR 11 n1 R 12 3-n1 .

[0284] The above Z 4 are each independently a single bond, an oxygen atom or a divalent organic group. Note that the structure described below as Z 4 is bonded to the right side (SiR 11 n1 R 12 3-n1 ).

[0285] In one embodiment, Z 4 is an oxygen atom.

[0286] In one embodiment, Z 4 is a divalent organic group.

[0287] The above Z 4 is preferably a C 1-6 alkylene group, -(CH2) z5” -O-(CH2) z6” -(wherein z5” is an integer from 0 to 6, for example, an integer from 1 to 6, and z6” is an integer from 0 to 6, for example, an integer from 1 to 6), or -(CH2) z7” -phenylene-(CH2) z8” -(wherein z7” is an integer from 0 to 6, for example, an integer from 1 to 6, and z8” is an integer from 0 to 6, for example, an integer from 1 to 6). Such a C 1-6 alkylene group may be linear or branched, but is preferably linear. These groups may be, for example, a fluorine atom, a C 1-6 alkyl group, a C 2-6 alkenyl group, and a C 2-6It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0288] In a preferred embodiment, Z 4 is a C 1-6 alkylene group or -(CH2) z7” -phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” -. When Z 3 is such a group, the light resistance, particularly the ultraviolet resistance, can be higher.

[0289] In another preferred embodiment, the above Z 4 is a C 1-3 alkylene group. In one embodiment, Z 4 can be -CH2CH2CH2-. In another embodiment, Z 4 can be -CH2CH2-.

[0290] In one embodiment, R Si is a group represented by formula (S2), (S3), (S4) or (S5). These compounds can form a surface treatment layer having high surface slipperiness.

[0291] In one embodiment, R Si is a group represented by formula (S3), (S4) or (S5). Since these compounds have a plurality of hydrolyzable groups at one end, they can adhere strongly to the substrate and form a surface treatment layer having high wear durability.

[0292] In one embodiment, R Si is a group represented by formula (S3) or (S4). Since these compounds can have a plurality of hydrolyzable groups branched from one Si atom or C atom at one end, they can form a surface treatment layer having even higher wear durability.

[0293] In one embodiment, R Si is a group represented by formula (S1).

[0294] In one embodiment, R Si is a group represented by formula (S2).

[0295] In one embodiment, R Si is a group represented by formula (S3).

[0296] In one embodiment, R Si is a group represented by formula (S4).

[0297] In one embodiment, R Si is a group represented by formula (S5).

[0298] In the above formulas (1) and (2), X A is understood as a linker that connects the fluoropolyether moiety (R F1 and R F2 ) that mainly provides water repellency and surface slipperiness, etc., and the moiety (R Si ) that provides the binding ability between the fluoropolyether moiety and the substrate. Therefore, the X A may be a single bond or any group as long as the compounds represented by formulas (1) and (2) can exist stably.

[0299] In the above formula (1), α is an integer from 1 to 9, and β is an integer from 1 to 9. These α and β can vary according to the valence of X A . The sum of α and β is the same as the valence of X A . For example, when X A is a 10-valent organic group, the sum of α and β is 10, and for example, α can be 9 and β can be 1, α can be 5 and β can be 5, or α can be 1 and β can be 9. Also, when X A is a divalent organic group, α and β are 1.

[0300] In the above formula (2), γ is an integer from 1 to 9. γ can vary according to the valence of X A . That is, γ is a value obtained by subtracting 1 from the valence of X A .

[0301] X Ais, independently of each other, a single bond or an organic group having a valence of 2 to 10;

[0302] The above X A The organic group having a valence of 2 to 10 in is preferably an organic group having a valence of 2 to 8. In one embodiment, such an organic group having a valence of 2 to 10 is preferably an organic group having a valence of 2 to 4, more preferably an organic group having a valence of 2. In another embodiment, such an organic group having a valence of 2 to 10 is preferably an organic group having a valence of 3 to 8, more preferably an organic group having a valence of 3 to 6.

[0303] In one embodiment, X A is a single bond or a divalent organic group, α is 1, and β is 1.

[0304] In one embodiment, X A is a single bond or a divalent organic group, and γ is 1.

[0305] In one embodiment, X A is a trivalent to hexavalent organic group, α is 1, and β is 2 to 5.

[0306] In one embodiment, X A is a trivalent to hexavalent organic group, and γ is 2 to 5.

[0307] In one embodiment, X A is a trivalent organic group, α is 1, and β is 2.

[0308] In one embodiment, X A is a trivalent organic group, and γ is 2.

[0309] X A When is a single bond or a divalent organic group, Formulas (1) and (2) are represented by the following Formulas (1') and (2').

Chemical formula

[0310] In one embodiment, X A is a single bond.

[0311] In another embodiment, X A is a divalent organic group.

[0312] In one embodiment, X A is, for example, a single bond or the following formula: -(R 51 ) p5 -(X 51 ) q5 - [wherein: R 51 is a single bond, -(CH2) s5 - or an o-, m- or p-phenylene group, preferably -(CH2) s5 -, s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, even more preferably 1 or 2, X 51 is -(X 52 ) l5 -, X 52 are each independently, -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 53 )2-, -(Si(R 53 )2O) m5 -Si(R 53 )2-, -CONR 54 -, -O-CONR 54 -, -NR 54 - and -(CH2) n5 - selected from the group consisting of, R 53 are each independently, a phenyl group, C 1-6 alkyl group or C 1-6 alkoxy group, preferably a phenyl group or C 1-6 alkyl group, more preferably a methyl group, R 54 are each independently, a hydrogen atom, a phenyl group or C 1-6 alkyl group (preferably a methyl group), m5 is each independently an integer from 1 to 100, preferably an integer from 1 to 20, n5 is each independently an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, l5 is an integer from 1 to 10, preferably an integer from 1 to 5, more preferably an integer from 1 to 3, p5 is 0 or 1, q5 is 0 or 1, wherein at least one of p5 and q5 is 1, and the order of presence of each repeating unit enclosed in parentheses with p5 or q5 is arbitrary. Examples of the divalent organic group represented by include X A (typically the hydrogen atom of X A ) may be substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group. In a preferred embodiment, X A is not substituted with these groups.

[0313] In a preferred embodiment, the above X A is each independently -(R 51 ) p5 -(X 51 ) q5 -R 52 -. R 52 is a single bond, -(CH2) t5 -, or an o-, m-, or p-phenylene group, preferably -(CH2) t5 -. t5 is an integer from 1 to 20, preferably an integer from 2 to 6, more preferably an integer from 2 to 3. Here, R 52 (typically the hydrogen atom of R 52 ) may be substituted with one or more substituents selected from a fluorine atom, a C 1-3 alkyl group, and a C 1-3 fluoroalkyl group. In a preferred embodiment, R 56 is not substituted with these groups.

[0314] Preferably, the above XA each independently, a single bond, C 1-20 an alkylene group, -R 51 -X 53 -R 52 - or -X 54 -R 5 - [wherein R 51 and R 52 are as defined above, X 53 is -O-, -S-, -C(O)O-, -CONR 54 -, -O-CONR 54 -, -Si(R 53 )2-, -(Si(R 53 )2O) m5 -Si(R 53 )2-, -O-(CH2) u5 -(Si(R 53 )2O) m5 -Si(R 53 )2-, -O-(CH2) u5 -Si(R 53 )2-O-Si(R 53 )2-CH2CH2-Si(R 53 )2-O-Si(R 53 )2-, -O-(CH2) u5 -Si(OCH3)2OSi(OCH3)2-, -CONR 54 -(CH2) u5 -(Si(R 53 )2O) m5 -Si(R 53 )2-, -CONR 54 -(CH2) u5 -N(R 54 )- or -CONR 54-(o-, m-, or p-phenylene)-Si(R 53 )2- (wherein R 53 , R 54 and m5 have the same meanings as defined above, u5 is an integer from 1 to 20, preferably an integer from 2 to 6, more preferably an integer from 2 to 3.) and X 54 is -S-, -C(O)O-, -CONR 54 -, -O-CONR 54 -, -CONR 54 -(CH2) u5 -(Si(R 54 )2O) m5 -Si(R 54 )2-, -CONR 54 -(CH2) u5 -N(R 54 )-, or -CONR 54 -(o-, m-, or p-phenylene)-Si(R 54 )2- (wherein each symbol has the same meaning as defined above.) represents.] It can be.

[0315] More preferably, the above X A are each independently a single bond, C 1-20 an alkylene group, -(CH2) s5 -X 53 (-), -(CH2) s5 -X 53 -(CH2) t5 (-), -X 54 (-), or -X 54 -(CH2) t5 (-), [wherein X 53 , X 54 , s5 and t5 have the same meanings as defined above.] is.

[0316] More preferably, the above X A are each independently a single bond, C 1-20 an alkylene group, -(CH2) s5 -X 53 -(CH2) t5 -, or -X 54 -(CH2) t5 - [Wherein each symbol has the same meaning as above.] can be.

[0317] In a preferred embodiment, the above X A are each independently a single bond C 1-20 an alkylene group, -(CH2) s5 -X 53 -, or -(CH2) s5 -X 53 -(CH2) t5 - [Wherein X 53 is -O-, -CONR 54 -, or -O-CONR 54 -, and R 54 are each independently a hydrogen atom, a phenyl group or C 1-6 an alkyl group, s5 is an integer from 1 to 20, t5 is an integer from 1 to 20.] can be.

[0318] In a preferred embodiment, the above X A are each independently -(CH2) s5 -O-(CH2) t5 - -CONR 54 -(CH2) t5 - [Wherein R 54 is, independently of one another, a hydrogen atom, a phenyl group or a C 1-6 alkyl group, s5 is an integer from 1 to 20, t5 is an integer from 1 to 20.] It may be.

[0319] In one embodiment, the above X A is, independently of one another, a single bond, C 1-20 alkylene group, -(CH2) s5 -O-(CH2) t5 -, -(CH2) s5 -(Si(R 53 )2O) m5 -Si(R 53 )2-(CH2) t5 ]-, -(CH2) s5 -O-(CH2) u5 -(Si(R 53 )2O) m5 -Si(R 53 )2-(CH2) t5 -, or -(CH2) s5 -O-(CH2) t5 -Si(R 53 )2-(CH2) u5 -Si(R 53 )2-(C v H 2v )- [wherein, R 53 , m5, s5, t5 and u5 are as defined above, v5 is an integer from 1 to 20, preferably an integer from 2 to 6, more preferably an integer from 2 to 3.] It is.

[0320] In the above formula, -(C v H 2v )- may be linear or branched, for example, -CH2CH2-, -CH2CH2CH2-, -CH(CH3)-, -CH(CH3)CH2-.

[0321] The above X A is, independently of each other, a fluorine atom, C 1-3 alkyl group and C 1-3 fluoroalkyl group (preferably a C 1-3 perfluoroalkyl group), which may be substituted by one or more substituents selected therefrom. In one embodiment, X A is unsubstituted.

[0322] In addition, the above X A is such that the left side of each formula is bonded to R F1 or R F2 and the right side is bonded to R Si

[0323] In one embodiment, X A is, independently of each other, other than -O-C 1-6 alkylene group.

[0324] In another embodiment, examples of X A include, for example, the following groups: [Chemical formula] [Chemical formula] [In the formula, R 41 is, independently of each other, a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or a C 1-6 alkoxy group, preferably a methyl group; D is -CH2O(CH2)2- -CH2O(CH2)3- -CF2O(CH2)3- -(CH2)2- -(CH2)3- -(CH2)4- -CONH-(CH2)3- -CON(CH3)-(CH2)3- -CON(Ph)-(CH2)3- (wherein Ph means phenyl), and ​[Chemical formula] (In the formula, R 42 is, independently of each other, a hydrogen atom, a C 1-6 alkyl group or a C 1-6 alkoxy group, preferably a methyl group or a methoxy group, more preferably a methyl group.) is a group selected from E is -(CH2) n -(n is an integer from 2 to 6), D is bonded to R F1 or R F2 in the main molecular chain, and E is bonded to R Si .)

[0325] Specific examples of the above X A are, for example: A single bond, -CH2OCH2-, -CH2O(CH2)2-, -CH2O(CH2)3-, -CH2O(CH2)4-, -CH2O(CH2)5-, -CH2O(CH2)6-, -CH2O(CH2)3Si(CH3)2OSi(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2OSi(CH3)2OSi(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)2Si(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)3Si(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O) 10 Si(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O) 20 Si(CH3)2(CH2)2-, -CH2OCF2CHFOCF2-, -CH2OCF2CHFOCF2CF2-, -CH2OCF2CHFOCF2CF2CF2-、 -CH2OCH2CF2CF2OCF2-、 -CH2OCH2CF2CF2OCF2CF2-、 -CH2OCH2CF2CF2OCF2CF2CF2-、 -CH2OCH2CF2CF2OCF(CF3)CF2OCF2-、 -CH2OCH2CF2CF2OCF(CF3)CF2OCF2CF2-、 -CH2OCH2CF2CF2OCF(CF3)CF2OCF2CF2CF2-、 -CH2OCH2CHFCF2OCF2-、 -CH2OCH2CHFCF2OCF2CF2-、 -CH2OCH2CHFCF2OCF2CF2CF2-、 -CH2OCH2CHFCF2OCF(CF3)CF2OCF2-、 -CH2OCH2CHFCF2OCF(CF3)CF2OCF2CF2-、 -CH2OCH2CHFCF2OCF(CF3)CF2OCF2CF2CF2-、 -CH2OCF2CHFOCF2CF2CF2-C(O)NH-CH2-、 -CH2OCH2(CH2)7CH2Si(OCH3)2OSi(OCH3)2(CH2)2Si(OCH3)2OSi(OCH3)2(CH2)2-、 -CH2OCH2CH2CH2Si(OCH3)2OSi(OCH3)2(CH2)3-、 -CH2OCH2CH2CH2Si(OCH2CH3)2OSi(OCH2CH3)2(CH2)3-、 -CH2OCH2CH2CH2Si(OCH3)2OSi(OCH3)2(CH2)2-、 -CH2OCH2CH2CH2Si(OCH2CH3)2OSi(OCH2CH3)2(CH2)2-、 -(CH2)2-Si(CH3)2-(CH2)2-、 -CH2-、 -(CH2)2-、 -(CH2)3-、 -(CH2)4-、 -(CH2)5-、 -(CH2)6-、 -CO-、 -CONH-、 -CONH-CH2-、 -CONH-(CH2)2-、 -CONH-(CH2)3-、 -CONH-(CH2)4-、 -CONH-(CH2)5-、 -CONH-(CH2)6-、 -CON(CH3)-CH2-、 -CON(CH3)-(CH2)2-、 -CON(CH3)-(CH2)3-、 -CON(CH3)-(CH2)4-、 -CON(CH3)-(CH2)5-、 -CON(CH3)-(CH2)6-、 -CON(Ph)-CH2- (wherein Ph means phenyl), -CON(Ph)-(CH2)2- (wherein Ph means phenyl), -CON(Ph)-(CH2)3- (wherein Ph means phenyl), -CON(Ph)-(CH2)4- (wherein Ph means phenyl), -CON(Ph)-(CH2)5- (wherein Ph means phenyl), -CON(Ph)-(CH2)6- (wherein Ph means phenyl), -CONH-(CH2)2NH(CH2)3-、 -CONH-(CH2)6NH(CH2)3-、 -CH2O-CONH-(CH2)3-、 -CH2O-CONH-(CH2)6-、 -S-(CH2)3-、 -(CH2)2S(CH2)3-、 -CONH-(CH2)3Si(CH3)2OSi(CH3)2(CH2)2-、 -CONH-(CH2)3Si(CH3)2OSi(CH3)2OSi(CH3)2(CH2)2-、 -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)2Si(CH3)2(CH2)2-、 -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)3Si(CH3)2(CH2)2-、 -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O) 10 Si(CH3)2(CH2)2-、 -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O) 20 Si(CH3)2(CH2)2-、 -C(O)O-(CH2)3-、 -C(O)O-(CH2)6-、 -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-(CH2)2-、 -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-CH(CH3)-、 -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-(CH2)3-、 -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-CH(CH3)-CH2-、 -OCH2-、 -O(CH2)3-、 -OCFHCF2-、

Chem.

[0326] In yet another aspect, X A is, independently of each other, a group represented by the formula: -(R 16 ) x1 -(CFR 17 ) y1 -(CH2) z1 -. In the formula, x1, y1, and z1 are each independently an integer from 0 to 10, the sum of x1, y1, and z1 is 1 or more, and the order of existence of each repeating unit enclosed in parentheses is arbitrary in the formula.

[0327] In the above formula, R 16 is, independently of one another, an oxygen atom, a phenylene, a carbazolylene, -NR 18 -(wherein R 18 represents a hydrogen atom or an organic group) or a divalent organic group. Preferably, R 18 is an oxygen atom or a divalent polar group.

[0328] The above-mentioned "divalent polar group" is not particularly limited, and examples thereof include -C(O)-, -C(=NR 19 )-, and -C(O)NR 19 -(in these formulas, R 19 represents a hydrogen atom or a lower alkyl group). The "lower alkyl group" is, for example, an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, n-propyl, and these may be substituted by one or more fluorine atoms.

[0329] In the above formula, R 17 is, independently of one another, a hydrogen atom, a fluorine atom or a lower fluoroalkyl group, preferably a fluorine atom. The "lower fluoroalkyl group" is, for example, a fluoroalkyl group having 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms, preferably a perfluoroalkyl group having 1 to 3 carbon atoms, more preferably a trifluoromethyl group, a pentafluoroethyl group, and even more preferably a trifluoromethyl group.

[0330] In yet another aspect, examples of X A include the following groups:

Chemical formula

[0331] The radical scavenging group is not particularly limited as long as it can scavenge radicals generated by light irradiation, and examples thereof include residues of benzophenones, benzotriazoles, benzoic acid esters, phenyl salicylates, crotonic acids, malonic acid esters, organoacrylates, hindered amines, hindered phenols, or triazines.

[0332] The ultraviolet absorbing group is not particularly limited as long as it can absorb ultraviolet rays, and examples thereof include residues of benzotriazoles, hydroxybenzophenones, esters of substituted and unsubstituted benzoic acid or salicylic acid compounds, acrylates or alkoxysinnamates, oxamides, oxanilides, benzoxazinones, benzoxazoles.

[0333] In a preferred embodiment, preferred radical scavenging groups or ultraviolet absorbing groups include [Chemical formula] and the like.

[0334] In this embodiment, X A can each independently be an organic group having a valence of 3 to 10.

[0335] In yet another embodiment, examples of X A include the following groups: [Chemical formula] [wherein, R 25 , R 26 and R 27 are each independently an organic group having a valence of 2 to 6, R 25 is bonded to at least one R F1 , R 26 and R 27 are each bonded to at least one R Si .]

[0336] In one embodiment, the above R 25 is a single bond, a C 1-20 alkylene group, a C 3-20 cycloalkylene group, a C 5-20 arylene group, -R 57 -X 58 -R 59 -, -X 58 -R 59 -, or -R 57 -X 58 -. The above, R 57 and R 59 are each independently a single bond, a C 1-20 alkylene group, a C 3-20 cycloalkylene group, or a C 5-20 arylene group. The above X 58 is -O-, -S-, -CO-, -O-CO- or -COO-.

[0337] In one embodiment, the above R 26 and R 27 are each independently a hydrocarbon or a group having at least one atom selected from N, O, and S in the end or main chain of the hydrocarbon, and preferably a C 1-6 alkyl group, -R 36 -R 37 -R 36 -, -R 36 -CHR 38 2-, etc. Here, R 36 are each independently a single bond or an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms. R 37 is N, O, or S, preferably N or O. R 38 is -R 45 -R 46 -R 45 -, -R 46 -R 45 - or -R 45 -R 46 -. Here, R 45 are each independently an alkyl group having 1 to 6 carbon atoms. R 46 is N, O, or S, preferably O.

[0338] In this embodiment, X A can each independently be a 3- to 10-valent organic group.

[0339] In yet another embodiment, examples of X A include the following:

Chemical Formula

[0340] The above X a is a single bond or a divalent linking group directly bonded to the isocyanuric ring. X aAs the group, a divalent group containing at least one bond selected from the group consisting of a single bond, an alkylene group, or an ether bond, an ester bond, an amide bond, and a sulfide bond is preferable, and a single bond, an alkylene group having 1 to 10 carbon atoms, or a divalent hydrocarbon group having 1 to 10 carbon atoms containing at least one bond selected from the group consisting of an ether bond, an ester bond, an amide bond, and a sulfide bond is more preferable.

[0341] X a As the group, the following formula: -(CX 221 X 222 ) x1 -(X a1 ) y1 -(CX 223 X 224 ) z1 - (In the formula, X 221 ~X 224 are each independently a hydrogen atom, F, OH, or -OSi(OR 221 )3 (In the formula, the three R 221 are each independently an alkyl group having 1 to 4 carbon atoms.) and The above X a1 is -C(=O)NH-, -NHC(=O)-, -O-, -C(=O)O-, -OC(=O)-, -OC(=O)O-, or -NHC(=O)NH- (the left side of each bond is bonded to CX 221 X 222 ). x1 is an integer from 0 to 10, y1 is 0 or 1, and z1 is an integer from 1 to 10.) A group represented by is more preferable.

[0342] As the above X a1 , -O- or -C(=O)O- is preferable.

[0343] As the above X a , the following formula: -(CF2) m11 -(CH2) m12 -O-(CH2) m13 - (In the formula, m11 is an integer from 1 to 3, m12 is an integer from 1 to 3, and m13 is an integer from 1 to 3.) A group represented by -(CF2) m14 -(CH2) m15 -O-CH2CH(OH)-(CH2) m16 - (In the formula, m14 is an integer from 1 to 3, m15 is an integer from 1 to 3, and m16 is an integer from 1 to 3.) A group represented by -(CF2) m17 -(CH2) m18 - (In the formula, m17 is an integer from 1 to 3, and m18 is an integer from 1 to 3.) A group represented by -(CF2) m19 -(CH2) m20 -O-CH2CH(OSi(OCH3)3)-(CH2) m21 - (In the formula, m19 is an integer from 1 to 3, m20 is an integer from 1 to 3, and m21 is an integer from 1 to 3.) A group represented by, or -(CH2) m22 - (In the formula, m22 is an integer from 1 to 3.) A group represented by is particularly preferred.

[0344] The above X a is not particularly limited, but specifically,[[]] -CH2-, -C2H4-, -C3H6-, -C4H8-, -C4H8-O-CH2-, -CO-O-CH2-CH(OH)-CH2-, -(CF2) n5 -(n5 is an integer from 0 to 4), -(CF2) n5 -(CH2) m5 -(n5 and m5 are each independently an integer from 0 to 4), -CF2CF2CH2OCH2CH(OH)CH2-, -CF2CF2CH2OCH2CH(OSi(OCH3)3)CH2- etc. can be mentioned.

[0345] In this embodiment, XA may each independently be a divalent or trivalent organic group.

[0346] The silane compound (Y) represented by the above formula (1) or formula (2) is not particularly limited, but may have an average molecular weight of 5×10 2 ~1×10 5 . Among such ranges, having an average molecular weight of 2,000 to 32,000, more preferably 2,500 to 12,000 is preferable from the viewpoint of wear durability. Note that such "average molecular weight" refers to the number average molecular weight, and the "average molecular weight" is 19 the value measured by 1H-NMR.

[0347] In one aspect, in the surface treatment agent of the present disclosure, the silane compound (Y) is a compound represented by formula (1).

[0348] In another aspect, in the surface treatment agent of the present disclosure, the silane compound (Y) is a compound represented by formula (2).

[0349] In another aspect, in the surface treatment agent of the present disclosure, the silane compound (Y) is a compound represented by formula (1) and a compound represented by formula (2).

[0350] In the surface treatment agent of the present disclosure, with respect to the total of the compound represented by the formula (1) and the compound represented by the formula (2), the compound represented by the formula (2) is preferably 0.1 mol% or more and 35 mol% or less. The lower limit of the content of the compound represented by the formula (2) with respect to the total of the compound represented by the formula (1) and the compound represented by the formula (2) is preferably 0.1 mol%, more preferably 0.2 mol%, still more preferably 0.5 mol%, even more preferably 1 mol%, particularly preferably 2 mol%, and especially 5 mol%. The upper limit of the content of the compound represented by the formula (2) with respect to the total of the compound represented by the formula (1) and the compound represented by the formula (2) can be preferably 35 mol%, more preferably 30 mol%, still more preferably 20 mol%, even more preferably 15 mol% or 10 mol%. The compound represented by the formula (2) with respect to the total of the compound represented by the formula (1) and the compound represented by the formula (2) is preferably 0.1 mol% or more and 30 mol% or less, more preferably 0.1 mol% or more and 20 mol% or less, still more preferably 0.2 mol% or more and 10 mol% or less, even more preferably 0.5 mol% or more and 10 mol% or less, particularly preferably 1 mol% or more and 10 mol% or less, for example, 2 mol% or more and 10 mol% or less or 5 mol% or more and 10 mol% or less. By setting the compound represented by the formula (2) within such a range, the wear durability can be further improved.

[0351] The compound represented by the above formula (1) or (2) can be obtained, for example, by a method known per se, such as the methods described in International Publication No. 97 / 07155, JP-T 2008-534696, JP-A 2014-218639, JP-A 2017-82194, etc.

[0352] In the surface treatment agent, the content ratio (component A: component B) of the fluoropolyether group-containing compound represented by the formula (A) as component (A) and the silane compound (Y) as component (B) is preferably 0.1:99.9 to 50:50, more preferably 1:99 to 40:60, still more preferably 5:95 to 30:70 by mass ratio. By setting the ratio of component A to component B within the above range, the friction durability of the obtained surface treatment layer is further improved.

[0353] The total content of component (A) and component (B) is preferably 0.1 to 50.0% by mass, more preferably 1.0 to 30.0% by mass, still more preferably 5.0 to 25.0% by mass, and particularly preferably 10.0 to 20.0% by mass with respect to the entire surface treatment agent. By setting the content of the fluoropolyether group-containing compound within the above range, higher water and oil repellency and friction durability can be obtained.

[0354] The surface treatment agent of the present disclosure may contain a solvent, a (non-reactive) fluoropolyether compound that can be understood as a fluorinated oil, preferably a perfluoro(poly)ether compound (hereinafter collectively referred to as "fluorinated oil"), a (non-reactive) silicone compound that can be understood as a silicone oil (hereinafter referred to as "silicone oil"), alcohols, a catalyst, a surfactant, a polymerization inhibitor, a sensitizer, and the like.

[0355] Examples of the solvent include aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, and mineral spirit; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, and solvent naphtha; esters such as methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, carbitol acetate, diethyl oxalate, ethyl pyruvate, ethyl-2-hydroxybutyrate, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, and ethyl 2-hydroxyisobutyrate; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methylaminoketone, and 2-heptanone; glycol ethers such as ethyl cellosolve, methyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol dimethyl ether, and ethylene glycol monoalkyl ether; alcohols such as methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol; glycols such as ethylene glycol and propylene glycol; cyclic ethers such as tetrahydrofuran, tetrahydropyran, and dioxane; amides such as N,N-dimethylformamide and N,N-dimethylacetamide; ether alcohols such as methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, and diethylene glycol monomethyl ether; and diethylene glycol monoethyl ether acetate;Examples of the fluorine-containing solvents include 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, dimethyl sulfoxide, 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225), zeolite H, HFE7100, HFE7200, HFE7300, CF3CH2OH, CF3CF2CH2OH, (CF3)2CHOH, and the like. Alternatively, a mixed solvent of two or more of these may be mentioned.;

[0356] The fluorine-containing oil is not particularly limited, and examples thereof include a compound represented by the following general formula (3) (perfluoro(poly)ether compound). Rf 5 -(OC4F8) a’ -(OC3F6) b’ -(OC2F4) c’ -(OCF2) d’ -Rf 6 ···(3) In the formula, Rf 5 is an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms (preferably a perfluoroalkyl group of C 1―16 ), Rf 6 is an alkyl group having 1 to 16 carbon atoms which may be substituted by one or more fluorine atoms (preferably a perfluoroalkyl group of C 1-16 ), a fluorine atom or a hydrogen atom, and Rf 5 and Rf 6 are more preferably each independently a perfluoroalkyl group of C 1-3 . a', b', c' and d' each represent the number of four repeating units of perfluoro(poly)ether that constitute the main backbone of the polymer, and are each independently an integer of 0 or more and 300 or less, and the sum of a', b', c' and d' is at least 1, preferably 1 to 300, more preferably 20 to 300. The order of existence of each repeating unit enclosed in parentheses with the subscript a', b', c' or d' is arbitrary in the formula. Among these repeating units, -(OC4F8)- may be any of -(OCF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2)-, -(OCF2CF(CF3)CF2)-, -(OCF2CF2CF(CF3))-, -(OC(CF3)2CF2)-, -(OCF2C(CF3)2)-, -(OCF(CF3)CF(CF3))-, -(OCF(C2F5)CF2)- and (OCF2CF(C2F5)), but is preferably -(OCF2CF2CF2CF2)-. -(OC3F6)- may be any of -(OCF2CF2CF2)-, -(OCF(CF3)CF2)- and (OCF2CF(CF3)), and is preferably -(OCF2CF2CF2)-. -(OC2F4)- may be any of -(OCF2CF2)- and (OCF(CF3)), but is preferably -(OCF2CF2)-.

[0357] Examples of the perfluoro(poly)ether compound represented by the general formula (3) above include compounds (which may be one or more mixtures) represented by any of the following general formulas (3a) and (3b). Rf 5 -(OCF2CF2CF2) b” -Rf 6 ···(3a) Rf 5 -(OCF2CF2CF2CF2) a” -(OCF2CF2CF2) b” -(OCF2CF2) c” -(OCF2) d” -Rf 6 ···(3b) In these formulas, Rf 5 and Rf 6is as described above; in formula (3a), b” is an integer of 1 or more and 100 or less; in 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. The order of existence of each repeating unit enclosed in parentheses with subscripts a”, b”, c”, d” is arbitrary in the formula.

[0358] From another perspective, the fluorine-containing oil is represented by the general formula Rf 3 -F (wherein Rf 3 is a C 5-16 perfluoroalkyl group.) and may be a compound represented by the formula. It may also be a chlorotrifluoroethylene oligomer.

[0359] The above fluorine-containing oil may have an average molecular weight of 500 to 10,000. The molecular weight of the fluorine-containing oil can be measured using GPC.

[0360] The fluorine-containing oil may be contained in the surface treatment agent of the present disclosure, for example, in an amount of 0 to 50% by mass, preferably 0 to 30% by mass, more preferably 0 to 5% by mass. In one embodiment, the surface treatment agent of the present disclosure is substantially free of the fluorine-containing oil. Substantially free of the fluorine-containing oil means that it may contain no fluorine-containing oil or may contain a trace amount of the fluorine-containing oil.

[0361] In one embodiment, the average molecular weight of the fluorine-containing oil may be made larger than the average molecular weight of the fluorine-containing polyether group-containing compound. By setting the average molecular weight in this way, particularly when forming the surface treatment layer by the vacuum deposition method, better wear durability and surface slipperiness can be obtained.

[0362] In one embodiment, the average molecular weight of the fluorine-containing oil may be made smaller than the average molecular weight of the fluorine-containing polyether group-containing compound. By setting the average molecular weight in this way, it is possible to form a cured product having high wear durability and high surface slipperiness while suppressing a decrease in the transparency of the surface treatment layer obtained from such a compound.

[0363] The fluorine-containing oil contributes to improving the surface slipperiness of the layer formed by the surface treatment agent of the present disclosure.

[0364] As the silicone oil, for example, a linear or cyclic silicone oil having a siloxane bond of 2,000 or less can be used. The linear silicone oil may be a so-called straight silicone oil or a modified silicone oil. Examples of the straight silicone oil include dimethyl silicone oil, methylphenyl silicone oil, and methylhydrogen silicone oil. Examples of the modified silicone oil include those obtained by modifying the straight silicone oil with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, etc. Examples of the cyclic silicone oil include cyclic dimethylsiloxane oil.

[0365] In the surface treatment agent of the present disclosure, such silicone oil may be contained in an amount of, for example, 0 to 300 parts by mass, preferably 50 to 200 parts by mass, based on 100 parts by mass of the total of the fluoropolyether group-containing compounds of the present disclosure (in the case of two or more kinds, the total thereof, the same applies hereinafter).

[0366] The silicone oil contributes to improving the surface slipperiness of the surface treatment layer.

[0367] Examples of the alcohols include alcohols having 1 to 6 carbon atoms which may be substituted by one or more fluorine atoms, such as methanol, ethanol, iso-propanol, tert-butanol, CF3CH2OH, CF3CF2CH2OH, and (CF3)2CHOH. By adding these alcohols to the surface treatment agent, the stability of the surface treatment agent is improved, and the compatibility between the perfluoropolyether group-containing compound and the solvent is also improved.

[0368] The above alcohol is preferably 2,2,3,3,3-pentafluoro-1-propanol or 2,2,2-trifluoroethanol.

[0369] Examples of the above catalyst include acids (such as acetic acid, trifluoroacetic acid, etc.), bases (such as ammonia, triethylamine, diethylamine, etc.), transition metals (such as Ti, Ni, Sn, etc.).

[0370] The catalyst promotes the hydrolysis and dehydration condensation of the fluoropolyether group-containing compound of the present disclosure and promotes the formation of the layer formed by the surface treatment agent of the present disclosure.

[0371] Examples of other components include, in addition to the above, tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, methyltriacetoxysilane, etc.

[0372] The surface treatment agent of the present disclosure can be impregnated into a porous material, such as a porous ceramic material, or a metal fiber, such as a steel wool made into a cotton-like shape, to form pellets. The pellets can be used, for example, in vacuum deposition.

[0373] In addition to the above-described components, the surface treatment agent of the present disclosure may contain trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and condensates of silane.

[0374] The surface treatment agent of the present disclosure is used to treat the surface of a so-called substrate.

[0375] Therefore, the present disclosure also provides the use of the above-described composition of the present disclosure (i.e., the surface treatment agent) for treating the surface of a substrate.

[0376] The present disclosure also provides a method for treating the surface of a substrate with the above-described surface treatment agent of the present disclosure.

[0377] Hereinafter, the articles of the present disclosure will be described.

[0378] The article of the present disclosure includes a substrate and a layer (surface treatment layer) formed on the surface of the substrate by the surface treatment agent of the present disclosure.

[0379] Substrates that can be used in the present disclosure include, for example, glass, resins (natural or synthetic resins, such as common plastic materials), metals, ceramics, semiconductors (such as silicon and germanium), fibers (such as fabrics and non-woven fabrics), furs, leathers, woods, ceramics, stones, etc., building members, etc., sanitary products, and can be composed of any suitable material.

[0380] For example, when the article to be manufactured is an optical member, the material constituting the surface of the substrate may be a material for optical members, such as glass or transparent plastic. Also, when the article to be manufactured is an optical member, some layer (or film), such as a hard coat layer or an antireflection layer, may be formed on the surface (outermost layer) of the substrate. For the antireflection layer, either a single-layer antireflection layer or a multilayer antireflection layer may be used. Examples of inorganic substances that can be used for the antireflection layer include SiO2, SiO, ZrO2, TiO2, TiO, Ti2O3, Ti2O5, Al2O3, Ta2O5, Ta3O5, Nb2O5, HfO2, Si3N4, CeO2, MgO, Y2O3, SnO2, MgF2, WO3, etc. These inorganic substances may be used alone or in combination of two or more of them (for example, as a mixture). When forming a multilayer antireflection layer, it is preferable to use SiO2 and / or SiO for the outermost layer. When the article to be manufactured is an optical glass component for a touch panel, a thin film using a transparent electrode, such as indium tin oxide (ITO) or indium zinc oxide, may be provided on a part of the surface of the substrate (glass). Also, depending on its specific specifications, etc., the substrate may have an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), a fogging film layer, a hard coating film layer, a polarizing film, a retardation film, and a liquid crystal display module, etc.

[0381] The shape of the above-mentioned substrate is not particularly limited and may be, for example, plate-like, film, or other forms. Further, the surface area of the substrate on which the surface treatment layer is to be formed may be at least a part of the substrate surface and can be appropriately determined according to the use and specific specifications of the article to be manufactured, etc.

[0382] In one aspect, such a substrate may be made of a material that originally has hydroxyl groups at least on its surface portion. Examples of such materials include glass, and metals (especially base metals), ceramics, semiconductors, etc. on which a natural oxide film or a thermal oxide film is formed on the surface. Alternatively, when it is not sufficient to have hydroxyl groups, such as in the case of resins, etc., or when hydroxyl groups are not originally present, the surface of the substrate can be subjected to some pretreatment to introduce or increase hydroxyl groups on the surface of the substrate. Examples of such pretreatment include plasma treatment (e.g., corona discharge) and ion beam irradiation. Plasma treatment can be suitably used not only to introduce or increase hydroxyl groups on the substrate surface but also to clean the substrate surface (remove foreign substances, etc.). Another example of such pretreatment is a method in which an interfacial adsorbent having a carbon-carbon unsaturated bond group is formed in the form of a monomolecular film on the substrate surface in advance by the LB method (Langmuir-Blodgett method) or chemical adsorption method, etc., and then the unsaturated bond is cleaved in an atmosphere containing oxygen, nitrogen, etc.

[0383] In another aspect, such a substrate may be made of a material that has at least on its surface portion one or more other reactive groups, such as a silicone compound having Si-H groups or a material containing alkoxysilane.

[0384] In a preferred aspect, the above-mentioned substrate is glass. Preferred examples of such glass include sapphire glass, soda-lime glass, alkali aluminosilicate glass, borosilicate glass, non-alkali glass, crystal glass, and quartz glass, and chemically strengthened soda-lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glass are particularly preferred.

[0385] The article of the present disclosure can be manufactured by forming a layer of the surface treatment agent of the present disclosure on the surface of the above-mentioned substrate, and subjecting this layer to post-treatment as necessary, thereby forming a layer from the surface treatment agent of the present disclosure.

[0386] The formation of the layer of the surface treatment agent of the present disclosure can be carried out by applying the surface treatment agent to the surface of the substrate so as to cover the surface. The coating method is not particularly limited. For example, wet coating methods and dry coating methods can be used.

[0387] Examples of wet coating methods include dipping coating, spin coating, flow coating, spray coating, roll coating, gravure coating, and similar methods.

[0388] Examples of dry coating methods include vapor deposition (usually vacuum vapor deposition), sputtering, CVD, and similar methods. Specific examples of vapor deposition methods (usually vacuum vapor deposition methods) include resistance heating, electron beam, high-frequency heating using microwaves, ion beam, and similar methods. Specific examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.

[0389] Furthermore, coating by the atmospheric pressure plasma method is also possible.

[0390] When using a wet coating method, the surface treatment agent of the present disclosure can be diluted with a solvent and then applied to the substrate surface. From the viewpoints of the stability of the composition of the present disclosure and the volatility of the solvent, the following solvents are preferably used: perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms (for example, perfluorohexane, perfluoromethylcyclohexane, and perfluoro-1,3-dimethylcyclohexane); polyfluoroaromatic hydrocarbons (for example, bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (for example, C6F 13CH2CH3 (e.g., Asahi Kasei Corporation's Asahiklin (registered trademark) AC-6000), 1,1,2,2,3,3,4-heptafluorocyclopentane (e.g., Zeon Corporation's Zeorola (registered trademark) H); hydrofluoroether (HFE) (e.g., perfluoropropyl methyl ether (C3F7OCH3) (e.g., Sumitomo 3M Limited's Novec (trademark) 7000), perfluorobutyl methyl ether (C4F9OCH3) (e.g., Sumitomo 3M Limited's Novec (trademark) 7100), perfluorobutyl ethyl ether (C4F9OC2H5) (e.g., Sumitomo 3M Limited's Novec (trademark) 7200), perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g., Sumitomo 3M Limited's Novec (trademark) 7300), etc. alkyl perfluoroalkyl ethers (the perfluoroalkyl group and the alkyl group may be linear or branched), or CF3CH2OCF2CHF2 (e.g., Asahi Kasei Corporation's Asahiklin (registered trademark) AE-3000), etc.). These solvents can be used alone or as a mixture of two or more. Among them, hydrofluoroether is preferred, and perfluorobutyl methyl ether (C4F9OCH3) and / or perfluorobutyl ethyl ether (C4F9OC2H5) are particularly preferred.

[0391] When using the dry coating method, the surface treatment agent of the present disclosure may be directly subjected to the dry coating method, or may be diluted with the above-mentioned solvent and then subjected to the dry coating method.

[0392] The formation of the layer of the surface treatment agent is preferably carried out such that the surface treatment agent of the present disclosure is present in the layer together with a catalyst for hydrolysis and dehydration condensation. For simplicity, in the case of the wet coating method, after diluting the surface treatment agent of the present disclosure with a solvent, a catalyst may be added to the diluted solution of the surface treatment agent of the present disclosure immediately before applying it to the substrate surface. In the case of the dry coating method, the surface treatment agent of the present disclosure added with a catalyst may be directly subjected to vapor deposition (usually vacuum vapor deposition) treatment, or vapor deposition (usually vacuum vapor deposition) treatment may be carried out using a pellet-like substance impregnated with the surface treatment agent of the present disclosure added with a catalyst on a metal porous body such as iron or copper.

[0393] As the catalyst, any suitable acid or base can be used. As the acid catalyst, for example, acetic acid, formic acid, trifluoroacetic acid, etc. can be used. Also, as the base catalyst, for example, ammonia, organic amines, etc. can be used.

[0394] The surface treatment layer contained in the article of the present disclosure has both high wear durability. In addition to the high wear durability, depending on the composition of the surface treatment agent used, the above surface treatment layer may have water repellency, oil repellency, antifouling property (for example, preventing the adhesion of dirt such as fingerprints), waterproof property (preventing the intrusion of water into electronic components, etc.), surface slipperiness (or lubricity, for example, the wipe-off property of dirt such as fingerprints and the excellent touch feeling against fingers), chemical resistance, etc., and can be suitably used as a functional thin film.

[0395] Therefore, the present disclosure further relates to an optical material having the above surface treatment layer as the outermost layer.

[0396] As the optical material, in addition to the optical materials related to displays as exemplified below, various optical materials are preferably mentioned: for example, cathode ray tubes (CRT; for example, personal computer monitors), liquid crystal displays, plasma displays, organic EL displays, inorganic thin film EL dot matrix displays, rear projection displays, fluorescent display tubes (VFD), field emission displays (FED; Field Emission Display), etc., or protection plates of these displays, or those subjected to an antireflection film treatment on their surfaces.

[0397] The article of the present disclosure may be an optical member, although not particularly limited. Examples of the optical member include the following: lenses such as glasses; front protection plates, antireflection plates, polarizing plates, and antiglare plates of displays such as PDPs and LCDs; touch panel sheets of devices such as mobile phones and personal digital assistants; disk surfaces of optical disks such as Blu-ray (registered trademark) disks, DVD disks, CD-Rs, and MOs; optical fibers; display surfaces of watches; and the like.

[0398] Also, the article of the present disclosure may be a medical device or a medical material. Further, an article having the layer obtained by the present disclosure may be an interior or exterior automotive member. Examples of the exterior material include the following: windows, light covers, and outside camera covers. Examples of the interior material include the following: instrument panel covers, navigation system touch panels, and decorative interior materials.

[0399] The thickness of the above layer is not particularly limited. In the case of an optical member, it is preferable from the viewpoints of optical performance, wear durability, and antifouling property that the thickness of the above layer be in the range of 1 to 50 nm, preferably 1 to 30 nm, more preferably 1 to 15 nm.

[0400] The surface treatment agent of the present disclosure has been described in detail above. Note that the surface treatment agent of the present disclosure is not limited to those exemplified above.

Examples

[0401] Hereinafter, the surface treatment agent of the present disclosure will be described in Examples, although the present disclosure is not limited to the following Examples. Note that in the present Examples, the order of presence of the repeating units constituting the fluoropolyether is arbitrary, and the chemical formulas shown below indicate the average composition.

[0402] (Synthesis Example 1) HOCH2CF2-(CF2CF2O) m -(CF2O) nTo 4.0 g of -CF2CH2OH (m≈20, n≈20) and 0.12 g of sodium hydroxide, 6.0 ml of hexafluoromesitylene and 2.0 ml of diglyme were added, and the mixture was stirred at 80 °C for 2 hours. 1.0 ml of epichlorohydrin was added to the reaction solution, and the mixture was stirred at 80 °C for 6 hours. The end point of the reaction was 19 confirmed by 19F-NMR that the chemical shift of -CF2- at the β-position of the hydroxyl group of HOCH2CF2-(CF2CF2O) m -(CF2O) n -CF2CH2OH shifted to a lower magnetic field. After returning to room temperature, 10% hydrochloric acid was added, stirred, separated, the lower layer was dried over magnesium sulfate, filtered, and the volatile components were distilled off under reduced pressure to obtain 3.8 g of cyclic oxide compound (A).

[0403] Cyclic oxide compound (A):

Chemical formula

[0404] (Synthesis example 2) HOCH2CF2-(CF2CF2O) m -(CF2O) n To 4.0 g of -CF2CH2OH (m≈20, n≈20) and 0.15 g of potassium hydroxide, 6.0 ml of hexafluoromesitylene and 4.0 ml of dimethyl sulfoxide were added, and the mixture was stirred at 90 °C for 2 hours. 1.0 ml of 3-chloromethyl-3-methyloxetane was added to the reaction solution, and the mixture was stirred at 90 °C for 4 hours. The end point of the reaction was, 19 confirmed by 19F-NMR that the chemical shift of -CF2- at the β-position of the hydroxyl group of HOCH2CF2-(CF2CF2O) m -(CF2O) n -CF2CH2OH shifted to a lower magnetic field. After returning to room temperature, 10% hydrochloric acid was added, stirred, separated, the lower layer was dried over magnesium sulfate, filtered, and the volatile components were distilled off under reduced pressure to obtain 3.9 g of cyclic oxide compound (A).

[0405] Cyclic oxide compound (B): [Chemistry] (m≈20, n≈20)

[0406] (Synthesis Example 3) Hex HOCH2CF2-(CF2CF2O) m -(CF2O) n -CF2CH2OH (m≈20, n≈20) 4.0 g, cyanuric chloride 0.38 g, and diisopropylethylamine 1.0 ml were dissolved in 6.0 ml of hexafluorobenzene. After stirring at room temperature for 3 hours, 0.63 g of diethanolamine was added, heated to 60 °C, and stirred for 6 hours. Further, 0.41 g of diallylamine and 0.21 g of diisopropylethylamine were added to this reaction solution, heated to 65 °C, and stirred for 6 hours. The end point of the reaction was 19 by 19F-NMR, the chemical shift of -CF2- at the β-position of the hydroxyl group of HOCH2CF2-(CF2CF2O) m -(CF2O) n -CF2CH2OH shifted to a lower magnetic field, 1 and by 1H-NMR, it was confirmed that the methylene proton at the α-position of the amino group of diethanolamine shifted to a lower magnetic field. After distilling off the volatile components under reduced pressure, methanol was added, stirred, allowed to stand, and the upper layer was removed by decantation. This operation was repeated 3 times, and the lower layer was concentrated under reduced pressure to obtain 4.1 g of the polyol compound.

[0407] Polyol compound: [Chemistry] (m≈20, n≈20)

[0408] (Synthesis Example 4) To 2.0 g of the polyether group-containing compound (A) obtained in Synthesis Example 1 and 0.83 g of potassium carbonate, 6.0 ml of Novec HFE7300 (manufactured by 3M) and 6.0 ml of diglyme were added, and the mixture was stirred at 90 °C for 2 hours. 1.0 ml of epichlorohydrin was added to this reaction solution, and the reaction was carried out at the same temperature for 4 hours. After returning to room temperature, the mixture was filtered through celite, and the volatile components were distilled off under reduced pressure. Then, methanol was added, the mixture was stirred and allowed to stand, and the upper layer was removed by decantation. After repeating this operation three times, the lower layer was concentrated under reduced pressure to obtain 1.9 g of the cyclic oxide compound (C).

[0409] Cyclic oxide compound (C):

Chemical formula

[0410] (Synthesis Example 5) The same operations as in Synthesis Examples 1 and 2 were carried out except that 0.5 g of ethanolamine was used instead of diethanolamine in Synthesis Example 3, and 2.0 g of the cyclic oxide compound (D) was obtained.

[0411] Cyclic oxide compound (D):

Chemical formula

[0412] (Synthesis Example 6) The same operations as in Synthesis Example 1 were carried out except that 0.93 g of 1-Boc-piperazine was used instead of diethanolamine in Synthesis Example 3, and 4.0 g of piperazine was obtained.

[0413] Piperazine compound:

Chemical formula

[0414] (Synthesis Example 7) 2.0 g of the piperazine compound obtained in Synthesis Example 6 was dissolved in 6 ml of 2,2,3,3,3-pentafluoropropanol at room temperature, 2 ml of a hydrogen chloride dioxane solution (4 mol% / L) was added, and the mixture was stirred at room temperature overnight. 1.9 g of the crude product obtained by distilling off the volatile components under reduced pressure was subjected to the same operations as in Synthesis Example 2 to obtain 1.9 g of the cyclic oxide compound (E).

[0415] Cyclic oxide compound (E):

Chemical formula

[0416] (Synthesis Example 8) The same operations as in Synthesis Example 1 were carried out except that the diethanolamine in Synthesis Example 3 was replaced with 1.15 g of 3-amino-3-methyloxetane to obtain 3.8 g of the cyclic oxide compound (F).

[0417] Cyclic oxide compound (F):

Chemical formula

[0418] (Example 1) To UD509 (manufactured by Daikin Industries, Ltd.) as the following silane compound, the cyclic oxide compound (A) or (B) was mixed in the solid content shown in the following table with respect to 100 of the UD509 solid content to prepare surface treatment agents 1 to 5. Surface treatment agents 1 to 4 are examples, and surface treatment agent 5 is a comparative example. Silane compound: CF3O(CF2CF2O) m (CF2O) n CF2CH2OCH2CH2CH2Si[CH2CH2CH2Si(OCH3)3]3 (m = 15, n = 16)

[0419]

Table 1

[0420] (Static contact angle) The static contact angle was measured by the following method using a fully automatic contact angle meter DropMaster700 (manufactured by Kyowa Interface Science Co., Ltd.).

[0421] <Method for measuring static contact angle> The static contact angle was determined by dropping 2 μL of water from a microsyringe onto a horizontally placed substrate and photographing the still image 1 second after the drop using a video microscope.

[0422] (Formation of cured film) Cured films were formed as follows using surface treatment agents 1 to 5 respectively. The surface treatment agent was applied onto chemically strengthened glass (manufactured by Corning, "Gorilla" glass, thickness 0.7 mm) using the vacuum evaporation method. The conditions of the vacuum evaporation method were: resistance heating type evaporator (manufactured by Synchron), chamber size 1900 mmφ, degree of vacuum 5.0E-0.5, current value 240 A, voltage 10 V, and substrate temperature 40°C. The glass after application was heated in an air bath at 150°C for 30 minutes to form a cured film.

[0423] [Evaluation of properties of cured film] The properties of the obtained cured film were evaluated as follows.

[0424] <Static contact angle> (Initial evaluation) First, as an initial evaluation, after the formation of the cured film and before anything had touched its surface yet, the static contact angle of water was measured.

[0425] (Evaluation after wiping with ethanol) Next, the above cured film was wiped 5 times back and forth using a Kimwipe (trade name, manufactured by Towada Kimberly Co., Ltd.) impregnated sufficiently with ethanol and then dried. The static contact angle of water of the dried cured film was measured.

[0426] <Fingerprint adhesion and removability> (Fingerprint adhesion) A finger was pressed onto the cured film formed using the surface treatment agent or the comparative surface treatment agent, and the ease of fingerprint attachment was visually judged. The evaluation was made based on the following criteria. A: It was difficult for fingerprints to adhere, or even if fingerprints adhered, they were not prominent. B: There was little fingerprint adhesion, but the fingerprints could be clearly confirmed. C: Fingerprints adhered as clearly as on an untreated glass substrate.

[0427] (Fingerprint removability) After the above fingerprint adhesion test, the adhered fingerprints were wiped 5 times back and forth with Kimwipe (trade name, manufactured by Tenjo Kimberly Co., Ltd.), and the ease of wiping off the adhered fingerprints was visually judged. The evaluation was determined based on the following criteria. A: The fingerprints could be completely wiped off. B: Traces of fingerprint wiping remained. C: The traces of fingerprint wiping spread and it was difficult to remove them.

[0428] The above series of evaluation results were summarized in the following table.

[0429]

Table 2

[0430] The contact angles of the cured films formed using surface treatment agents 1 to 5 did not decrease even when wiped with ethanol. It was confirmed that the addition of cyclic oxide compound (A) or (B) did not affect the initial contact angle and the surface properties of the cured film after wiping with ethanol.

[0431] [Evaluation of abrasion resistance of cured film] The abrasion resistance of the obtained cured film was evaluated as follows.

[0432] <Steel wool abrasion resistance test> Using a rubbing tester (manufactured by Shin-Toyo Kagaku Co., Ltd.), the water contact angle was measured every 2500 rubs under the following conditions, and the test was continued until 10000 rubs or less than 100 degrees. The test environmental conditions were 25°C and 40%RH humidity.

[0433] Condition Steel wool:#0000 Wear area: 1 cm 2 (1 cm × 1 cm) Wear rate: 14 cm / second Load: 1 kg / cm 2 (Using a 1 kg hammer) Water: Average of 5 measurements at 1 μl

[0434] The above evaluation results are summarized in Table 2 below. In the table, "-" means not measured.

[0435]

Table 3

[0436] As shown by the above results, Surface Treating Agents 1 and 3 to which the compound of the present disclosure was added were able to form a surface treatment layer with high friction durability as compared with Surface Treating Agent 5 to which the compound of the present disclosure was not added.

[0437] (Example 2) To UD509 (manufactured by Daikin Industries, Ltd.) as a silane compound, cyclic oxide compounds (C), (D), and (F) were mixed in the solid content shown in the following table with respect to 100 parts by mass of the solid content of UD509 to prepare Surface Treating Agents 6 to 12. Note that Surface Treating Agent 12 is a comparative example.

[0438]

Table 4

[0439] (Formation of cured film) Using Surface Treating Agents 6 to 12 respectively, a cured film was formed as follows. Surface Treating Agents 6 to 12 were applied onto chemically strengthened glass (manufactured by Corning, "Gorilla" glass, thickness 0.7 mm) using a spin coater. The conditions for spin coating were 300 revolutions per minute for 3 seconds and 2000 revolutions per minute for 30 seconds. The glass after application was heated in an air atmosphere in a constant temperature bath at 150°C for 30 minutes to form a cured film.

[0440] [Characteristics Evaluation of the Hardened Film] The characteristics of the obtained hardened film were evaluated in the same manner as in Example 1. The evaluation results are summarized in the following table.

[0441]

Table 5

[0442] As shown by the above results, the contact angle of the hardened film formed using surface treatment agents 6 to 12 did not decrease even when wiped with ethanol. That is, even when the polyether-containing compounds (C), (D), or (F) were added to UD509, no change was observed in the initial contact angle or the surface characteristics of the hardened film after wiping with ethanol.

[0443] [Evaluation of Abrasion Resistance of the Hardened Film] The abrasion resistance of the obtained hardened film was evaluated in the same manner as in Example 1. The evaluation results are summarized in the following table. "-" in the table means not measured.

[0444]

Table 6

[0445] As shown by the above results, surface treatment agents 6 to 8 to which the compound of the present disclosure was added were able to form a surface treatment layer with high friction durability as compared with surface treatment agent 12 to which the compound of the present disclosure was not added.

Industrial Applicability

[0446] The present disclosure can be suitably used to form a surface treatment layer on the surfaces of various substrates.

Claims

1. A surface treatment agent comprising a cyclic oxide compound (X) containing an epoxy group or an oxetane group and a fluoropolyether group, wherein the content of the cyclic oxide compound is less than 50% by mass based on the total surface treatment agent. Surface treatment agent.

2. The surface treatment agent according to Claim 1, wherein the cyclic oxide compound (X) contains two or more epoxy groups or oxetane groups.

3. Furthermore, a silane compound (Y) containing a fluoropolyether group The surface treatment agent according to Claim 1, comprising.

4. The cyclic oxide compound (X) has the formula (A1): R B (-X 1 (R A ) β ) α (A1) [Where: X 1 is an organic group having a valence of 2 to 11, R A is, independently of each other, a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group, or a hydrogen atom, a hydroxyl group, or a group having a C 1-6 alkyl group, provided that at least one R A is a group having one or more epoxy groups or oxetane groups which may be substituted by a C 1-6 alkyl group, R B is a monovalent or divalent group containing a fluoropolyether group, α is 1 or 2, β is an integer from 1 to 10. ] The surface treatment agent according to Claim 1, which is a compound represented by.

5. X 1 is the formula: -X 2 -(R 3 (-X 3 -) a2 ) a1 [Where: X 2 is a divalent organic group, R 3 is N, CR 71 , SiR 71 , C, or Si, and R 71 is a hydrogen atom or a monovalent organic group, X 3 is a divalent organic group, a1 is 0 or 1, a2 is 2 or 3. ] The surface treatment agent according to Claim 4, which is a group represented by.

6. X 2 is the formula: -(R 61 ) p5 -(R 62 ) q5 - [Where: R 61 is a single bond, —(CH 2 ) s5 — or an o-, m- or p-phenylene group, s5 is an integer from 1 to 20, R 62 is -(R 63 ) l5 -. R 63 is, independently of each other, a group selected from the group consisting of -O-, -S-, o-, m- or p-phenylene group, -C(O)O-, -Si(R 64 ), 2 -, -(Si(R 64 )) 2 O)-Si(R m5 ), 64 -, -CONR 2 -, -O-CONR 65 -, -NR 65 - and -(CH 65 ), 2 - n5 and is a group selected from the group consisting of; R 64 is, independently of one another, a phenyl group, C 1-6 alkyl group or C 1-6 alkoxy group, and R 65 each independently represents a hydrogen atom, a phenyl group or a C 1-6 alkyl group, m5 are each independently an integer from 1 to 100, n5 are each independently an integer from 1 to 20, l5 is an integer from 1 to 10, p5 is 0 or 1, q5 is 0 or 1, Here, at least one of p5 and q5 is 1, and the order of existence of each repeating unit enclosed in parentheses with p5 or q5 is arbitrary. ] The surface treatment agent according to Claim 5, which is a divalent organic group represented by.

7. X 3 is a C 1-20 alkylene group, -(CH 2 ) z1 -O-(CH 2 ) z2 -(wherein, z1 is an integer of 0 to 10, z2 is an integer of 0 to 10), or, -(CH 2 ) z3 -phenylene-(CH 2 ) z4 -(wherein, z3 is an integer of 0 to 10, z4 is an integer of 0 to 10), the surface treatment agent according to claim 5.

8. R B is -X B1 -R F1 or -X B1 -R F2 -X B1 - and R F1 is a monovalent fluoropolyether group, R F2 is a divalent fluoropolyether group, X B1 is each independently a single bond or a divalent organic group, The surface treatment agent according to Claim 4.

9. R F1 is Rf 1 -R F -O q - and R F2 is -Rf 2 p -R F -O q - and Rf 1 is a C 1-16 alkyl group which may be substituted by one or more fluorine atoms, Rf 2 is an alkylene group which may be substituted by one or more fluorine atoms, 1-6 and R F each independently represents a divalent fluoropolyether group, p is 0 or 1, q are each independently 0 or 1, The surface treatment agent according to Claim 8.

10. R F each independently represents a 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 - [Where: R Fa each independently represents a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e and f are each independently an integer from 0 to 200, and the sum of a, b, c, d, e and f is 1 or more, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e or f is arbitrary in the formula. ] The surface treatment agent according to Claim 9, which is a group represented by.

11. R Fa The surface treatment agent according to claim 10, wherein R is a fluorine atom.

12. R F is, independently of each other, the following formula (f1), (f2), (f3), (f4), (f5) or (f6): -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(f1) [Where d is an integer from 1 to 200 and e is 0 or 1. ], -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f -(f2) [Where c and d are each independently an integer from 0 to 30; e and f are each independently an integer from 1 to 200; The sum of c, d, e and f is an integer from 10 to 200; The order of existence of each repeating unit enclosed in parentheses with the subscript c, d, e or f is arbitrary in the formula. ], -(R 6 -R 7 ) g -R 9 -(f3) [wherein, R 6 is OCF 2 or OC 2 F 4 ; R 7 is OC 2 F 4 OC 3 F 6 OC 4 F 8 OC 5 F 10 and OC 6 F 12 is a group selected from these groups, or a combination of two or three groups selected from these groups; R 9 is a single bond or OCF 2 , OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 is a group selected from these groups, or a combination of two or three groups selected from these groups; g is an integer from 2 to 100. ], -(R 6 -R 7 ) g -R r -(R 7’ -R 6’ ) g’ -(f4) [wherein, R 6 is OCF 2 or OC 2 F 4 and is 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 independently selected from these groups, R 6’ is OCF 2 or OC 2 F 4 and 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 independently selected from these groups, g is an integer from 2 to 100, g' is an integer from 2 to 100, R r is 【Chemical 1】 (wherein, * indicates the bonding position.) is. ]; -(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) [In the formula, e is an integer from 1 to 200, and a, b, c, d, and f are each independently integers from 0 to 200. Also, the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f attached is arbitrary in the formula. ] -(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 -(f6) [In the formula, f is an integer from 1 to 200, and a, b, c, d, and e are each independently integers from 0 to 200. Also, the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f attached is arbitrary in the formula. ] The surface treatment agent according to claim 9, which is a group represented by.

13. Rf 1 is, independently of each other, C 1-16 perfluoroalkyl group, and Rf 2 is, independently of each other, C 1-6 perfluoroalkylene group, The surface treatment agent according to claim 9.

14. X B1 is, independently of each other, represented by the following formula: -(CX 121 X 122 ) b1 -(X B1a ) b2 -(CX 123 X 124 ) b3 - [In the formula, X 121 to X 124 each independently represents a hydrogen atom, C 1-6 alkyl group, or halogen, X B1a is -C(=O)NH-, -NHC(=O)-, -O-, -C(=O)O-, -OC(=O)-, -OC(=O)O-, or -NHC(=O)NH- b1 is an integer from 0 to 10, b2 is 0 or 1, b3 is an integer from 0 to 10, and the sum of b1, b2, and b3 is at least 1. ] The surface treatment agent according to claim 8, which is a group represented by.

15. X B1 is, independently of each other, -O-(CH 2 ) m11 - and m11 is an integer from 1 to 6, The surface treatment agent according to claim 8.

16. α is 2, The surface treatment agent according to claim 4.

17. R B is -X B1 -R F2 -X B1 - and R F2 is -R F -O- and R F is represented by the following formula (f2): -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f -(f2) [In the formula, c and d are each independently integers from 0 to 30; e and f are each independently integers from 10 to 30; The sum of c, d, e, and f is an integer from 10 to 100; The order of existence of each repeating unit enclosed in parentheses with the subscript c, d, e, or f attached is arbitrary in the formula. ] is a group represented by, X B1 is -O-CH 2 -, where X B1 has its right side bonded to R F2 ​ X 1 is a C 1-6 alkylene group, or a formula: [Chemical Formula 2] [In the formula: R 1 is -N(-X A2 -), 2 -NH-X A2 -, or 1,4-piperazinediyl-X A2 - and X A2 is a single bond, C 1-3 alkylene group, or -(CH 2 ) z1 -O-(CH 2 ) z2 -(wherein z1 is an integer from 1 to 3 and z2 is an integer from 1 to 3), and * indicates the binding site with R A and ** is R B shows the binding site with R C is -R 1 (R A ) or -R 1 (R A ) 2 is. ] is a group represented by, R A is, independently of one another, an epoxy group or an oxetane group which may be substituted by a methyl group The surface treatment agent according to claim 4.

18. The surface treatment agent according to claim 1, wherein the cyclic oxide compound (X) is selected from the following. (m = 20, n = 20) (m = 20, n = 20) (m = 20, n = 20) (m = 20, n = 20) (m = 20, n = 20) (m = 20, n = 20)

19. The silane compound (Y) is of formula (1) or (2): [Chemical 3] [In the formula: R F1 each independently is Rf 1 -R F -O q -; R F2 is -Rf 2 p -R F -O q -; Rf 1 is, independently of one another, a C 1-16 alkyl group which may be substituted by one or more fluorine atoms; Rf 2 is an alkylene group which may be substituted by one or more fluorine atoms; 1-6 ​ R F are each independently a divalent fluoropolyether group; p is 0 or 1; q is each independently 0 or 1; R Si is, independently of one another, a monovalent group containing a Si atom to which a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group is bonded; At least one R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded; X A are each independently a single bond or a divalent to decavalent organic group; α is an integer from 1 to 9; β is an integer from 1 to 9; γ is each independently an integer from 1 to 9. ] The surface treatment agent according to claim 3, which is at least one silane compound (Y) represented by.

20. The content ratio of the cyclic oxide compound (X) and the silane compound (Y) is 0.1:99.9 to 50:50 by mass ratio, The surface treatment agent according to claim 3.

21. The surface treatment agent according to claim 1, which is used as an antifouling coating agent or a waterproof coating agent.

22. An article comprising a substrate and a layer formed on the surface of the substrate with the surface treatment agent according to any one of claims 1 to 21.

23. The article according to claim 22, wherein the article is an optical member.

24. Formula (A1'): R B (-X 1 (R A’ ) β ) α (A1') [In the formula: X 1 is an organic group having a valence of 2 to 11, R A’ is, independently of each other, a group having one or more oxetane groups which may be substituted by a C 1-6 alkyl group, R B is a monovalent or divalent group containing a fluoropolyether group, α is 1 or 2, β is an integer from 1 to 10. ] A compound represented by the formula.

Citation Information

Patent Citations

  • Surface control agent and article using the same

    JP2015160902A