Surface treatment agent

Abstract

The present invention provides a compound represented by the following formula (1) or (2).

Description

Technical Field

[0001] The present invention relates to novel fluorinated polyether group-containing silane compounds and surface treating agents containing such compounds. Background Art

[0002] It is known that a certain fluorinated polyether group-containing silane compound can provide excellent water repellency, oil repellency, antifouling properties, etc. when used for surface treatment of a substrate. A layer obtained by a surface treatment agent containing a fluorinated polyether group-containing silane compound (hereinafter also referred to as a "surface treatment layer") has been applied to various substrates such as glass, plastic, fiber, sanitary products, and building materials as a so-called functional film (Patent Document 1).

[0003] Prior art literature

[0004] Patent Literature

[0005] Patent Document 1: Japanese Patent Application Publication No. 2014-218639 Summary of the invention

[0006] Technical problem to be solved by the invention

[0007] The fluorinated polyether group-containing silane compound described in Patent Document 1 can form a surface-treated layer having excellent functions, but a surface-treated layer having higher durability is required.

[0008] An object of the present invention is to provide a fluorinated polyether group-containing compound capable of forming a surface treatment layer having higher durability, particularly higher friction durability and higher chemical resistance.

[0009] Technical solutions for solving technical problems

[0010] The present invention includes the following aspects.

[0011] [1] A fluorinated polyether group-containing silane compound represented by the following formula (1) or (2).

[0012]

[0013] [Where:

[0014] R F1 Rf 1 -R F -O q -;

[0015] R F2 Rf 2 p -R F -O q -;

[0016] R1 is C which may be substituted by one or more fluorine atoms 1－16 alkyl;

[0017] R 2 is C which may be substituted by one or more fluorine atoms 1－6 Alkylene;

[0018] R F are each independently a divalent fluorinated polyether group;

[0019] p is 0 or 1;

[0020] q is independently 0 or 1;

[0021] R 1 Each independently is -R 3 -(OR 2 ) m -O n -R 4 -R 5 ;

[0022] R 2 Each time it occurs, it is independently C 1－6 Alkylene;

[0023] m is an integer from 2 to 10;

[0024] n is 0 or 1;

[0025] R 3 is a single bond or C 1－6 Alkylene;

[0026] R 4 is a single bond or C 1－6 Alkylene;

[0027] R 5 is a hydrogen atom or R Si ;

[0028] R Si Each independently represents a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;

[0029] X A Each independently is a single bond or the following formula: -(X 51 ) p5 - the group shown,

[0030] (Where:

[0031] X 51 Each occurrence is independently selected from -O-, -S-, o-phenylene, m-phenylene or p-phenylene, -C(O)O-, -OC(O)-, -Si(R53 ) 2 -、-(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -、-CONR 54 -, -NR 54 CO-、-O-CONR 54 -, -NR 54 CO-O-, -NR 54 - and - (CH 2 ) n5 - in the group,

[0032] R 53 Each occurrence is independently phenyl, C 1－6 Alkyl or C 1－6 Alkoxy,

[0033] R 54 Each occurrence is independently a hydrogen atom, a phenyl group or a C 1－6 alkyl,

[0034] m5 is independently an integer from 1 to 100 at each occurrence,

[0035] n5 is independently an integer from 1 to 20 at each occurrence,

[0036] p5 is an integer from 1 to 10. );

[0037] X B Each independently is a single bond or the following formula: -(X 61 ) p6 - the group shown,

[0038] (Where:

[0039] X 61 Each occurrence is independently selected from -O-, -S-, o-phenylene, m-phenylene or p-phenylene, -C(O)O-, -OC(O)-, -Si(R 63 ) 2 -、-(Si(R 63 ) 2 O) m6 -Si(R 63 ) 2 -、-CONR 64 -, -NR 64 CO-、-O-CONR 64 -, -NR 64 CO-O-, -NR 64 - and - (CH 2 )n6 - in the group,

[0040] R 63 Each occurrence is independently phenyl, C 1－6 Alkyl or C 1－6 Alkoxy,

[0041] R 64 Each occurrence is independently a hydrogen atom, a phenyl group or a C 1－6 alkyl,

[0042] m6 is independently an integer from 1 to 100 at each occurrence,

[0043] n6 is independently an integer from 1 to 20 at each occurrence,

[0044] p6 is an integer from 1 to 10. ) ]

[0045] [2] The fluorinated polyether group-containing silane compound according to [1] above, wherein Rf 1 Each time it occurs, it is independently C 1－16 Perfluoroalkyl,

[0046] R 2 Each time it occurs, it is independently C 1－6 Perfluoroalkylene.

[0047] [3] The fluorinated polyether group-containing silane compound according to [1] or [2], wherein R F Each time it occurs, it is independently of the 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 - the group shown,

[0048] [Where R Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom at each occurrence,

[0049] a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more, the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary, wherein all R Fa When it is a hydrogen atom or a chlorine atom, at least one of a, b, c, e and f is 1 or more. ].

[0050] [4] The fluorinated polyether group-containing silane compound according to [3] above, wherein R Fa A fluorine atom.

[0051] [5] The fluorinated polyether group-containing silane compound according to any one of [1] to [4], wherein R F Each occurrence is independently a group represented by the following formula (f1), (f2), (f3), (f4) or (f5).

[0052] -(OC 3 F 6 ) d -(OC 2 F 4 ) e - (f1)

[0053] [Wherein, d is an integer of 1 to 200, and e is 0 or 1.]

[0054] -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f -(f2)

[0055] [wherein, c and d are each independently an integer of 0 to 30;

[0056] e and f are each independently an integer of 1 to 200;

[0057] The sum of c, d, e and f is an integer from 10 to 200;

[0058] The order of presence of the repeating units marked with the subscript c, d, e or f and enclosed in parentheses is arbitrary in the formula.]

[0059] -(R 6 -R 7 ) g - (f3)

[0060] [Where R 6 For OCF 2 or OC 2 F 4 ;

[0061] R 7 For OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or a combination of 2 or 3 groups selected from these groups;

[0062] g is an integer from 2 to 100.]

[0063] -(OC 6 F 12 ) a -(OC 5 F 10 ) b -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f - (f4)

[0064] [In the formula, e is an integer from 1 to 200, a, b, c, d and f are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is at least 1, and the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary.]

[0065] -(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 -(OCF2 ) f - (f5)

[0066] [In the formula, f is an integer from 1 to 200, a, b, c, d and e are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is at least 1, and the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary.]

[0067] [6] The fluorinated polyether group-containing silane compound according to any one of [1] to [5], wherein R 5 A hydrogen atom.

[0068] [7] The fluorinated polyether group-containing silane compound according to any one of [1] to [4], wherein R 5 For R Si .

[0069] [8] The fluorinated polyether group-containing silane compound according to any one of [1] to [7] above, wherein R Si Each independently represents a group represented by the following formula (S1), (S2), (S3), (S4) or (S5).

[0070]

[0071] -SiR 11 n1 R 12 3-n1 (S2)

[0072] -SiR a1 k1 R b1 11 R c1 m1 (S3)

[0073] -CR d1 k2 R e1 12 R f1 m2 (S4)

[0074] -NR g1 R h1 (S5)

[0075] [Where:

[0076] R 11 is independently a hydroxyl group or a hydrolyzable group at each occurrence;

[0077] R 12Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0078] n1 in each (SiR 11 n1 R 12 3-n1 ) units are independently an integer from 0 to 3;

[0079] X 11 Each occurrence is independently a single bond or a divalent organic group;

[0080] R 13 Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0081] t is independently an integer greater than 2 at each occurrence;

[0082] R 14 Each occurrence is independently a hydrogen atom, a halogen atom or -X 11 -SiR 11 n1 R 12 3-n1 ;

[0083] R 15 Each occurrence is independently 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;

[0084] R a1 -Z independently at each occurrence 1 -SiR 21 p1 R 22 q1 R 23 r1 ;

[0085] Z 1 Each occurrence is independently an oxygen atom or a divalent organic group;

[0086] R 21 -Z independently at each occurrence 1’ -SiR 21’ p1， R 22’ q1’ R 23’ r1 ';

[0087] R 22 is independently a hydroxyl group or a hydrolyzable group at each occurrence;

[0088] R 23Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0089] p1 is independently an integer from 0 to 3 at each occurrence;

[0090] q1 is independently an integer from 0 to 3 each time it appears;

[0091] r1 is independently an integer from 0 to 3 at each occurrence;

[0092] The sum of p1, small and r1 is 3;

[0093] Z 1’ Each occurrence is independently an oxygen atom or a divalent organic group;

[0094] R 21’ Each time it occurs, it is independently -Z 1” -SiR 22” q1” R 23” r1” ;

[0095] R 22’ is independently a hydroxyl group or a hydrolyzable group at each occurrence;

[0096] R 23’ Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0097] p1' is independently an integer from 0 to 3 at each occurrence;

[0098] q1' is independently an integer from 0 to 3 at each occurrence;

[0099] r1' is independently an integer from 0 to 3 at each occurrence;

[0100] The sum of p1', q1' and r1' is 3;

[0101] Z 1” Each occurrence is independently an oxygen atom or a divalent organic group;

[0102] R 22” is independently a hydroxyl group or a hydrolyzable group at each occurrence;

[0103] R 23” Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0104] q1" is independently an integer from 0 to 3 at each occurrence;

[0105] r1" is independently an integer from 0 to 3 at each occurrence;

[0106] The sum of q1” and r1” is 3;

[0107] R b1 is independently a hydroxyl group or a hydrolyzable group at each occurrence;

[0108] R c1 Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0109] k1 is independently an integer from 1 to 3 at each occurrence;

[0110] l1 is independently an integer from 0 to 3 each time it appears;

[0111] m1 is independently an integer from 0 to 3 at each occurrence;

[0112] The sum of k1, l1 and m1 is 3;

[0113] R d1 Each time it occurs, it is independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 ;

[0114] Z 2 Each occurrence is independently a single bond, an oxygen atom or a divalent organic group;

[0115] R 31 Each time it occurs, it is independently -Z 2’ -CR 32’ q2’ R 33’ r2’ ;

[0116] R 32 Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 ;

[0117] R 33 Each occurrence is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0118] p2 is independently an integer from 0 to 3 at each occurrence;

[0119] q2 is independently an integer from 0 to 3 at each occurrence;

[0120] r2 is independently an integer from 0 to 3 at each occurrence;

[0121] The sum of p2, q2 and r2 is 3;

[0122] Z 2’ Each occurrence is independently a single bond, an oxygen atom or a divalent organic group;

[0123] R 32’ Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 ;

[0124] R 33’ Each occurrence is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0125] q2' is independently an integer from 0 to 3 at each occurrence;

[0126] r2' is independently an integer from 0 to 3 at each occurrence;

[0127] The sum of q2' and r2' is 3;

[0128] Z 3 Each occurrence is independently a single bond, an oxygen atom or a divalent organic group;

[0129] R 34 is independently a hydroxyl group or a hydrolyzable group at each occurrence;

[0130] R 35 Each occurrence is independently a hydrogen atom or a monovalent organic group;

[0131] n2 is independently an integer from 0 to 3 at each occurrence;

[0132] R e1 Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 ;

[0133] R f1 Each occurrence is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0134] k2 is independently an integer from 0 to 3 at each occurrence;

[0135] l2 is independently an integer from 0 to 3 at each occurrence;

[0136] m2 is independently an integer from 0 to 3 at each occurrence;

[0137] The sum of k2, l2 and m2 is 3;

[0138] R g1 and R h1 Each time it occurs, it is independently -Z 4 -SiR 11 n1 R 12 3－n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 ;

[0139] Z 4 Each occurrence is independently a single bond, an oxygen atom or a divalent organic group;

[0140] In formulas (S1), (S2), (S3), (S4) and (S5), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.]

[0141] [9] The fluorinated polyether group-containing silane compound according to [8], wherein X B Bonded R Si It is a group represented by formula (S3) or (S4).

[0142]

[10] The fluorinated polyether group-containing silane compound according to [8] or [9] above, wherein R 1 R Si It is a group represented by formula (S2).

[0143]

[11] The fluorinated polyether group-containing silane compound according to any one of [1] to

[10] , wherein X A Each independently is a single bond or the following formula: -(R 51’ ) p5’ -(X 51’ ) q5’ -(R 51’ ) p5” - the group shown,

[0144] (Where:

[0145] R51’ C 1－6 Alkylene,

[0146] X 51’ For O,

[0147] p5' is 0 or 1,

[0148] p5" is 0 or 1,

[0149] q5' is 0 or 1,

[0150] wherein at least one of p5′ and p5″ is 1.);

[0151] X B Each independently is a single bond or the following formula: -(R 61’ ) p6’ -(X 61’ ) q6’ -(R 61’ ) p6” - the group shown,

[0152] (Where:

[0153] R 61’ C 1－6 Alkylene,

[0154] X 61’ For O,

[0155] p6' is 0 or 1,

[0156] p6" is 0 or 1,

[0157] q6' is 0 or 1,

[0158] Among them, at least one of p6' and p6" is 1.).

[0159]

[12] The fluorinated polyether group-containing silane compound according to any one of [1] to

[11] , wherein X A is a single bond, X B C 1－6 Alkylene.

[0160]

[13] A surface treatment agent comprising the fluorinated (poly)ether group-containing silane compound according to any one of [1] to

[12] .

[0161]

[14] The surface treatment agent according to

[13] above, further comprising one or more other components selected from the group consisting of fluorinated oil, silicone oil and a catalyst.

[0162]

[15] The surface treatment agent according to

[13] or

[14] above, further comprising a solvent.

[0163]

[16] The surface treatment agent according to any one of

[13] to

[15] above, which is used as an antifouling coating agent or a water-repellent coating agent.

[0164]

[17] An article comprising a substrate and a layer formed on the surface of the substrate using the fluorinated polyether group-containing silane compound described in any one of [1] to

[12] or the surface treatment agent described in any one of

[13] to

[16] above.

[0165]

[18] The article as described in

[17] above, which is an optical component.

[0166] Effects of the Invention

[0167] According to the present invention, it is possible to provide a surface treatment agent capable of forming a surface treatment layer having higher wear durability. DETAILED DESCRIPTION

[0168] When used in this specification, "monovalent organic group" refers to a monovalent group containing carbon. The monovalent organic group is not particularly limited, and can be a hydrocarbon group or a derivative thereof. A derivative of a hydrocarbon group refers to a group having one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc. at the end of the hydrocarbon group or in the molecular chain. In addition, when only "organic group" is shown, it refers to a monovalent organic group. In addition, "divalent organic group" refers to a divalent group containing carbon. Such a divalent organic group is not particularly limited, and a divalent group formed by further separating one hydrogen atom from the organic group can be listed.

[0169] As used in this specification, "hydrocarbon group" is a group containing carbon and hydrogen, and refers to a group formed by removing one hydrogen atom from a hydrocarbon. Such a hydrocarbon group is not particularly limited, and examples thereof include C 1－20 Hydrocarbon groups, such as aliphatic hydrocarbon groups, aromatic hydrocarbon groups, etc. The above-mentioned "aliphatic hydrocarbon group" can be any of linear, branched or cyclic, and can also be any of saturated or unsaturated. In addition, the hydrocarbon group can contain one or more ring structures.

[0170] As used in this specification, the substituent of the "hydrocarbon group" is not particularly limited, and examples thereof include halogen atoms, C 1－6 Alkyl, C 2－6 Alkenyl, C 2－6 Alkynyl, C 3－10 Cycloalkyl, C 3－10 unsaturated cycloalkyl, 5- to 10-membered heterocyclic group, 5- to 10-membered unsaturated heterocyclic group, C 6－10One or more of an aryl group and a 5- to 10-membered heteroaryl group.

[0171] As used in this specification, "hydrolyzable group" refers to a group that can undergo a hydrolysis reaction, that is, a group that can be separated from the main skeleton of a compound by a hydrolysis reaction. Examples of hydrolyzable groups include -OR j , -OCOR j 、-O-N=CR j 2 , -NR j 2 , -NHR j , -NCO, halogen (in these formulas, R j Indicates substituted or unsubstituted C 1－4 Alkyl) etc.

[0172] (Fluorinated polyether group-containing silane compound)

[0173] The fluorinated polyether group-containing silane compound of the present invention is a fluorinated polyether group-containing silane compound represented by the following formula (1) or (2).

[0174]

[0175] [Where:

[0176] R F1 Rf 1 -R F -O q -;

[0177] R F2 Rf 2 p -R F -O q -;

[0178] R 1 is C which may be substituted by one or more fluorine atoms 1－16 alkyl;

[0179] R 2 is C which may be substituted by one or more fluorine atoms 1－6 Alkylene;

[0180] R F are each independently a divalent fluorinated polyether group;

[0181] p is 0 or 1;

[0182] q is independently 0 or 1 at each occurrence;

[0183] R 1 Each independently is -R3 -(OR 2 ) m -O n -R 4 -R 5 ;

[0184] R 2 Each time it occurs, it is independently C 1－6 Alkylene;

[0185] m is an integer from 2 to 10;

[0186] n is 0 or 1;

[0187] R 3 is a single bond or C 1－6 Alkylene;

[0188] R 4 is a single bond or C 1－6 Alkylene;

[0189] R 5 is a hydrogen atom or R Si ;

[0190] R Si Each independently represents a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;

[0191] X A Each independently is a single bond or the following formula: -(X 51 ) p5 - the group shown,

[0192] (Where:

[0193] X 51 Each occurrence is independently selected from -O-, -S-, o-phenylene, m-phenylene or p-phenylene, -C(O)O-, -OC(O)-, -Si(R 53 ) 2 -、-(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -、-CONR 54 -, -NR 54 CO-、-O-CONR 54 -, -NR 54 CO-O-, -NR 54 - and - (CH 2 ) n5 - in the group,

[0194] R 53Each occurrence is independently phenyl, C 1－6 Alkyl or C 1－6 Alkoxy,

[0195] R 54 Each occurrence is independently a hydrogen atom, a phenyl group or a C 1－6 alkyl,

[0196] m5 is independently an integer from 1 to 100 at each occurrence,

[0197] n5 is independently an integer from 1 to 20 at each occurrence,

[0198] p5 is an integer from 1 to 10. );

[0199] X B Each independently is a single bond or the following formula: -(X 61 ) p6 - the group shown,

[0200] (Where:

[0201] X 61 Each occurrence is independently selected from -O-, -S-, o-phenylene, m-phenylene or p-phenylene, -C(O)O-, -OC(O)-, -Si(R 63 ) 2 -、-(Si(R 63 ) 2 O) m6 -Si(R 63 ) 2 -、-CONR 64 -, -NR 64 CO-、-O-CONR 64 -, -NR 64 CO-O-, -NR 64 - and - (CH 2 ) n6 - in the group,

[0202] R 63 Each occurrence is independently phenyl, C 1－6 Alkyl or C 1－6 Alkoxy,

[0203] R 64 Each occurrence is independently a hydrogen atom, a phenyl group or a C 1－6 alkyl,

[0204] m6 is independently an integer from 1 to 100 at each occurrence,

[0205] n6 is independently an integer from 1 to 20 at each occurrence,

[0206] p6 is an integer from 1 to 10. ) ]

[0207] In the above formula (1), R F1 Rf 1 -R F -O q -

[0208] In the above formula (2), R F2 Rf 2 p -R F -O q -

[0209] In the above formula, Rf 1 is C which may be substituted by one or more fluorine atoms 1－16 alkyl.

[0210] The above C may be substituted with one or more fluorine atoms 1－16 The "C" in the alkyl 1－16 The "alkyl" may be a straight chain or a branched chain, preferably a straight chain or a branched chain C 1－6 Alkyl groups, especially C 1－3 Alkyl, more preferably straight chain C 1－6 Alkyl groups, especially C 1－3 alkyl.

[0211] The above Rf 1 Preferably, C is substituted with one or more fluorine atoms. 1－16 Alkyl, more preferably CF 2 H-C 1－15 Perfluoroalkylene, more preferably C 1－16 Perfluoroalkyl.

[0212] C 1－16 The perfluoroalkyl group may be a straight chain or a branched chain, preferably a straight chain or a branched chain C 1－6 Perfluoroalkyl, especially C 1－3 Perfluoroalkyl, more preferably linear C 1－6 Perfluoroalkyl, especially C 1－3 Perfluoroalkyl, specifically -CF 3 , -CF 2 CF 3 or -CF 2 CF 2 CF 3 .

[0213] In the above formula, Rf 2 is C which may be substituted by one or more fluorine atoms 1－6 Alkylene.

[0214] The above C may be substituted with one or more fluorine atoms 1－6 The "C" in the alkylene 1－6 The "alkylene" may be a straight chain or a branched chain, preferably a straight chain or a branched chain C 1－3 Alkylene, more preferably a straight chain C 1－3 Alkylene.

[0215] The above Rf 2 Preferably, C is substituted with one or more fluorine atoms. 1－6 Alkylene, more preferably C 1－6 Perfluoroalkylene, more preferably C 1－3 Perfluoroalkylene.

[0216] C 1－6 The perfluoroalkylene group may be a straight chain or a branched chain, preferably a straight chain or a branched chain C 1－3 Perfluoroalkylene, more preferably linear C 1－3 Perfluoroalkylene, specifically -CF 2 -, -CF 2 CF 2 -or-CF 2 CF 2 CF 2 -

[0217] In the above formula, p is 0 or 1. In one embodiment, p is 0. In another embodiment, p is 1.

[0218] In the above formula, q is independently 0 or 1. In one embodiment, q is 0. In another embodiment, q is 1.

[0219] In the above formulas (1) and (2), R F Each occurrence is independently a divalent fluoropolyether group.

[0220] R F The preferred formula is: -(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 - the group shown.

[0221] [Where:

[0222] R Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom at each occurrence,

[0223] a, b, c, d, e and f are each independently an integer of 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 indicated by a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary. Fa When it is a hydrogen atom or a chlorine atom, at least one of a, b, c, e and f is 1 or more.]

[0224] R Fa Preferably, it is a hydrogen atom or a fluorine atom, and more preferably, it is a fluorine atom. Fa When it is a hydrogen atom or a chlorine atom, at least one of a, b, c, e and f is 1 or more.

[0225] Preferably, a, b, c, d, e and f are each independently an integer of 0 to 100.

[0226] The sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, 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, further preferably 60 or less, for example, 50 or less or 30 or less.

[0227] These repeating units may be straight chain or branched chain. 6 F 12 )-can be-(OCF 2 CF 2 CF 2 CF 2 CF 2 CF 2 )-、-(OCF(CF 3 )CF 2 CF 2 CF 2 CF 2 )-、-(OCF 2 CF(CF 3 )CF 2 CF 2 CF 2 )-、-(OCF 2 CF 2 CF(CF 3 )CF 2 CF 2)-, -(OCF 2 CF 2 CF 2 CF(CF 3 )CF 2 )-, -(OCF 2 CF 2 CF 2 CF 2 CF(CF 3 ))-, etc. -(OC 5 F 10 )- can be -(OCF 2 CF 2 CF 2 CF 2 CF 2 )-, -(OCF(CF 3 )CF 2 CF 2 CF 2 )-, -(OCF 2 CF(CF 3 )CF 2 CF 2 )-, -(OCF 2 CF 2 CF(CF 3 )CF 2 )-, -(OCF 2 CF 2 CF 2 CF(CF 3 ))-, etc. -(OC 4 F 8 )- can be -(OCF 2 CF 2 CF 2 CF 2 )-, -(OCF(CF 3 )CF 2 CF 2 )-, -(OCF 2 CF(CF 3 )CF 2 )-, -(OCF 2 CF 2 CF(CF 3 ))-, -(OC(CF 3 ) 2 CF 2 )-, -(OCF 2 C(CF 3 ) 2 )-, -(OCF(CF 3 )CF(CF 3 ))-, -(OCF(C2 F 5 )CF 2 )-and-(OCF 2 CF(C 2 F 5 ))-any one of.-(OC 3 F 6 )-(i.e., in the above formula, R Fa is a fluorine atom) can be-(OCF 2 CF 2 CF 2 )-,-(OCF(CF 3 )CF 2 )-and-(OCF 2 CF(CF 3 ))-any one of.-(OC 2 F 4 )-can be-(OCF 2 CF 2 )-and-(OCF(CF 3 ))-any one of.

[0228] In one embodiment, the above repeating unit is linear. By making the above repeating unit linear, the surface smoothness, wear durability, etc. of the surface treatment layer can be improved.

[0229] In one embodiment, the above repeating unit is branched. By making the above repeating unit branched, the coefficient of kinetic friction of the surface treatment layer can be increased.

[0230] In one embodiment, R F is independently, each time it appears, a group represented by any one of the following formulas (f1) to (f5).

[0231] -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(f1)

[0232] [In the formula, d is an integer from 1 to 200, and e is 0 or 1.];

[0233] -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 )f -(f2)

[0234] [wherein, c and d are each independently an integer from 0 to 30, e and f are each independently an integer from 1 to 200,

[0235] The sum of c, d, e and f is greater than 2,

[0236] The order of presence of the repeating units marked with the subscript c, d, e or f and enclosed in brackets in the formula is arbitrary. ];

[0237] -(R 6 -R 7 ) g - (f3)

[0238] [Where R 6 For OCF 2 or OC 2 F 4 ,

[0239] R 7 For OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 or a combination of 2 or 3 groups independently selected from these groups,

[0240] g is an integer from 2 to 100. ];

[0241] -(OC 6 F 12 ) a -(OC 5 F 10 ) b -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f - (f4)

[0242] [In the formula, e is an integer from 1 to 200, a, b, c, d and f are each independently an integer from 0 to 200, and the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses is arbitrary in the formula.]

[0243] -(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)

[0244] [In the formula, f is an integer from 1 to 200, a, b, c, d and e are each independently an integer from 0 to 200, and the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses is arbitrary in the formula.]

[0245] In the above formula (f1), d is preferably 5 to 200, more preferably 10 to 100, further preferably 15 to 50, for example, an integer of 25 to 35. In one embodiment, e is 1. In another embodiment, e is 0. In the above formula (f1), OC 3 F 6 OCF is preferred 2 CF 2 CF 2 、OCF 2 CF(CF 3 ) or OCF(CF 3 )CF 2 , preferably OCF 2 CF 2 CF 2 .

[0246] In the above formula (f2), e and f are each independently preferably an integer of 5 to 200, more preferably an integer of 10 to 200. In addition, the sum of c, d, e and f is preferably 5 or more, more preferably 10 or more, for example, 15 or more or 20 or more. In one embodiment, the above formula (f2) is preferably -(OCF 2 CF 2 CF 2 CF 2 )c -(OCF 2 CF 2 CF 2 ) d -(OCF 2 CF 2 ) e -(OCF 2 ) f In another embodiment, formula (f2) can be -(OC 2 F 4 ) e -(OCF 2 ) f - the group shown.

[0247] In the above formula (f3), R 6 Preferably OC 2 F 4 In (f3) above, R 7 Preferably selected from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 or a combination of two or three groups independently selected from these groups, more preferably selected from OC 3 F 6 and OC 4 F 8 As a group from OC 2 F 4 , OC 3 F 6 and OC 4 F 8 The combination of two or three groups independently selected from the group is not particularly limited, for example, -OC 2 F 4 OC 3 F 6 -、-OC 2 F 4 OC 4 F 8 -、-OC 3 F 6 OC 2 F 4 -、-OC 3 F 6 OC 3 F 6 -、-OC 3 F 6 OC 4 F 8 -、-OC 4F 8 OC 4 F 8 -, -OC 4 F 8 OC 3 F 6 -, -OC 4 F 8 OC 2 F 4 -, -OC 2 F 4 OC 2 F 4 OC 3 F 6 -, -OC 2 F 4 OC 2 F 4 OC 4 F 8 -, -OC 2 F 4 OC 3 F 6 OC 2 F 4 -, -OC 2 F 4 OC 3 F 6 OC 3 F 6 -, -OC 2 F 4 OC 4 F 8 OC 2 F 4 -, -OC 3 F 6 OC 2 F 4 OC 2 F 4 -, -OC 3 F 6 OC 2 F 4 OC 3 F 6 -, -OC 3 F 6 OC 3 F 6 OC 2 F 4 - and -OC 4 F 8 OC 2 F 4 OC 2 F 4In the above formula (f3), g is preferably an integer greater than or equal to 3, and more preferably an integer greater than or equal to 5. The above g is preferably an integer less than or equal to 50. In the above formula (f3), OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 It may be a straight chain or a branched chain, preferably a straight chain. In this embodiment, the above formula (f3) is preferably -(OC 2 F 4 -OC 3 F 6 ) g -or-(OC 2 F 4 -OC 4 F 8 ) g -

[0248] In the above formula (f4), e is preferably an integer of 1 to 100, more preferably 5 to 100. The sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example 10 to 100.

[0249] In the above formula (f5), f is preferably an integer of 1 to 100, more preferably 5 to 100. The sum of a, b, c, d, e and f is preferably 5 or more, more preferably 10 or more, for example 10 to 100.

[0250] In one embodiment, the above R F It is a group represented by the above formula (f1).

[0251] In one embodiment, the above R F It is a group represented by the above formula (f2).

[0252] In one embodiment, the above R F It is a group represented by the above formula (f3).

[0253] In one embodiment, the above R F It is a group represented by the above formula (f4).

[0254] In one embodiment, the above R F It is a group represented by the above formula (f5).

[0255] In the above R FIn the embodiment of the present invention, 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, further preferably 0.2 to 1.5, and further preferably 0.2 to 0.85. By making the e / f ratio less than 10, the smoothness, wear durability and chemical resistance (for example, durability to artificial sweat) of the surface treatment layer obtained from the compound are further improved. The smaller the e / f ratio, the higher the smoothness and wear durability of the surface treatment layer. On the other hand, by making the e / f ratio greater than 0.1, the stability of the compound can be further improved. The larger the e / f ratio, the higher the stability of the compound.

[0256] In one embodiment, the e / f ratio is preferably 0.2 to 0.95, and more preferably 0.2 to 0.9.

[0257] In one embodiment, from the viewpoint of heat resistance, the e / f ratio is preferably 1.0 or more, and more preferably 1.0 to 2.0.

[0258] In the above fluorinated polyether group-containing silane compound, R F1 and R F2 The number average molecular weight of the moiety is not particularly limited, and is, for example, 500 to 30,000, preferably 1,500 to 30,000, and more preferably 2,000 to 10,000. F1 and R F2 The number average molecular weight is calculated using 19 The value measured by F-NMR.

[0259] In another way, R F1 and R F2 The number average molecular weight of the moiety is 500 to 30,000, preferably 1,000 to 20,000, more preferably 2,000 to 15,000, further preferably 2,000 to 10,000, and for example, may be 3,000 to 6,000.

[0260] In another way, R F1 and R F2 The number average molecular weight of the moiety may be 4,000 to 30,000, preferably 5,000 to 10,000, and more preferably 6,000 to 10,000.

[0261] In the above formulas (1) and (2), R 1 Each independently is -R 3 -(OR 2 ) m -O n -R 4 -R 5 .

[0262] In the above formula, R 2 Each time it occurs, it is independently C 1－6 Alkylene.

[0263] In R 2 In the above C 1－6 The alkylene group may be a linear chain or a branched chain, and is preferably a linear chain.

[0264] The above R 2 Preferably C 1－4 Alkylene, more preferably C 1－3 Alkylene, particularly preferably -CH 2 CH 2 -. By making R 2 The above-mentioned groups can further improve the friction durability.

[0265] In the above formula, m is an integer of 2 to 10, preferably an integer of 2 to 6, and more preferably an integer of 2 to 4. When m is within the above range, the friction durability can be further improved.

[0266] In the above formula, R 3 is a single bond or C 1－6 Alkylene.

[0267] In R 3 In the above C 1－6 The alkylene group may be a linear chain or a branched chain, and is preferably a linear chain.

[0268] The above R 3 Preferably C 1－6 Alkylene, more preferably C 1－3 The alkylene group is particularly preferably a methylene group.

[0269] In the above formula, R 4 is a single bond or C 1－6 Alkylene.

[0270] In R 4 In the above C 1－6 The alkylene group may be a linear chain or a branched chain, and is preferably a linear chain.

[0271] The above R 4 Preferably C 1－6 Alkylene, more preferably C 1－3 The alkylene group is particularly preferably a methylene group.

[0272] In the above formula, n is 0 or 1.

[0273] In one embodiment, n is zero.

[0274] In another embodiment, n is 1.

[0275] In the above formula, R 5 is a hydrogen atom or R Si Such R Si Can be combined with X B Bonded R Si The same, or different.

[0276] In one embodiment, the above R 1 R Si and X B Bonded R Si same.

[0277] In another embodiment, the above R 1 R Si and X B Bonded R Si different.

[0278] In one embodiment, the above R 5 A hydrogen atom.

[0279] In another embodiment, the above R 5 For R Si .

[0280] In the above formulas (1) and (2), R Si Each occurrence is independently a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

[0281] In a preferred embodiment, R Si It is a group represented by the following formula (S1), (S2), (S3), (S4) or (S5).

[0282]

[0283] -SiR 11 n1 R 12 3-n1 (S2)

[0284] -SiR a1 k1 R b1 11 R c1 m1 (S3)

[0285] -CR d1 k2 R e1 12 R f1 m2 (S4)

[0286] -NR g1 Rh1 (S5)

[0287] In the above formula, R 11 Each occurrence is independently a hydroxyl group or a hydrolyzable group.

[0288] R 11 Preferably, each occurrence is independently a hydrolyzable group.

[0289] R 11 Preferably, each occurrence is independently -OR j 、-OCOR j 、-ON=CR j 2 、-NR j 2 、-NHR j , -NCO or halogen (in these formulas, R j Indicates substituted or unsubstituted C 1-4 alkyl), more preferably -OR j (i.e., alkoxy). j , which may include: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, in another embodiment, R j It is ethyl.

[0290] In the above formula, R 12 Each occurrence of is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0291] In R 12 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0292] In the above formula, n1 is in each (SiR 1111 n1 R 12 3-n1 ) units are independently an integer of 0 to 3. Si When the group is represented by formula (S1) or (S2), the R at the end of formula (1) and formula (2) is Si part (hereinafter also referred to as the "terminal part" of formula (1) and formula (2)), there is at least one (SiR 11 n1 R 12 3-n1) unit. That is, at such a terminal portion, all n1 cannot be 0 at the same time. In other words, at the terminal portion of formula (1) and formula (2), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.

[0293] n1 in each (SiR 11 n1 R 12 3-n1 ) units are each independently an integer of preferably 1 to 3, more preferably 2 to 3, and even more preferably 3.

[0294] In the above formula, X 11 Each occurrence is independently a single bond or a divalent organic group. Such a divalent organic group is preferably -R 28 -O x -R 29 -(where R 28 and R 29 Each occurrence is independently a single bond or C 1－20 Alkylene, x is 0 or 1. ). Such C 1－20 The alkylene group may be a straight chain or a branched chain, and is preferably a straight chain. 1－20 The alkylene group is preferably C 1－10 Alkylene, more preferably C 1－6 Alkylene, more preferably C 1－3 Alkylene.

[0295] In one approach, X 11 Each time it occurs, it is independently -C 1－6 Alkylene-O-C 1－6 Alkylene-or-O-C 1－6 Alkylene-.

[0296] In a preferred embodiment, X 11 Each occurrence is independently a single bond or a linear C 1－6 Alkylene, preferably a single bond or straight chain C 1－3 Alkylene, more preferably a single bond or straight chain C 1－2 Alkylene, more preferably a straight chain C 1－2 Alkylene.

[0297] In the above formula, R 13 Each occurrence is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is preferably C 1－20 Alkyl. Such C 1－20 The alkyl group may be a linear chain or a branched chain, and is preferably a linear chain.

[0298] In a preferred embodiment, R 13Each occurrence is independently a hydrogen atom or a linear C 1－6 Alkyl, preferably a hydrogen atom or a straight-chain C 1－3 The alkyl group is preferably a hydrogen atom or a methyl group.

[0299] In the above formula, t is independently an integer greater than 2 at each occurrence.

[0300] In a preferred embodiment, t is independently an integer of 2 to 10, preferably an integer of 2 to 6, at each occurrence.

[0301] In the above formula, R 14 Each occurrence is independently a hydrogen atom, a halogen atom or -X 11 -SiR 11 n1 R 12 3－n1 Such a halogen atom is preferably an iodine atom, a chlorine atom or a fluorine atom, and more preferably a fluorine atom. In a preferred embodiment, R 14 A hydrogen atom.

[0302] In the above formula, R 15 Each occurrence is independently 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.

[0303] In one approach, R 15 Each occurrence is independently an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkyleneoxy group having 1 to 6 carbon atoms.

[0304] In a preferred embodiment, R 15 For a single key.

[0305] In one embodiment, formula (S1) is the following formula (S1-a).

[0306]

[0307] [Wherein,

[0308] R 11 , R 12 , R 13 , X 11 and n1 have the same meanings as those in the above formula (S1);

[0309] t1 and t2 are each independently an integer greater than 1, preferably an integer from 1 to 10, more preferably an integer from 2 to 10, for example an integer from 1 to 5 or an integer from 2 to 5;

[0310] The order of presence of the repeating units indicated by t1 and t2 and enclosed in parentheses is arbitrary in the formula.]

[0311] In a preferred embodiment, formula (S1) is the following formula (S1-b).

[0312]

[0313] [Where R 11 , R 12 , R 13 , X 11 , n1 and t have the same meanings as those described in the above formula (S1)]

[0314] In the above formula, R a1 Each time it occurs, it is independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 .

[0315] The above Z 1 Each occurrence of is independently an oxygen atom or a divalent organic group. 1 The right side of the structure recorded is the same as (SiR 21 p1 R 22 q1 R 23 r1 ) bonding.

[0316] In a preferred embodiment, Z 1 It is a divalent organic group.

[0317] In a preferred embodiment, Z 1 Not including Z 1 The Si atom to which it is bonded forms a siloxane bond group. Preferably, in formula (S3), (Si—Z 1 -Si) does not contain siloxane bonds.

[0318] The above Z 1 Preferably C 1－6 Alkylene, -(CH 2 ) z1 -O-(CH 2 ) z2 -(wherein z1 is an integer of 0 to 6, for example, an integer of 1 to 6, and z2 is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z3 -phenylene-(CH 2 ) z4 - (wherein z3 is an integer of 0 to 6, for example, an integer of 1 to 6, and z4 is an integer of 0 to 6, for example, an integer of 1 to 6).1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0319] In a preferred embodiment, Z 1 C 1－6 Alkylene or -(CH 2 ) z3 -phenylene-(CH 2 ) z4 -, preferably -phenylene-(CH 2 ) z4 -. In Z 1 In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0320] In other preferred embodiments, the above Z 1 C 1－3 In one embodiment, Z 1 Can be -CH 2 CH 2 CH 2 -. In another way, Z 1 Can be -CH 2 CH 2 -

[0321] The above R 21 Each time it occurs, it is independently -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ .

[0322] The above Z 1’ Each occurrence of is independently an oxygen atom or a divalent organic group. 1’ The right side of the structure recorded is the same as (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) bonding.

[0323] In a preferred embodiment, Z 1’ It is a divalent organic group.

[0324] In a preferred embodiment, Z 1’ Does not include Z 1’The Si atom to which it is bonded forms a siloxane bond group. Preferably, in formula (S3), (Si—Z 1’ -Si) does not contain siloxane bonds.

[0325] The above Z 1’ Preferably C 1－6 Alkylene, -(CH 2 ) z1’ -O-(CH 2 ) z2’ -(wherein z1' is an integer of 0 to 6, for example, an integer of 1 to 6, and z2' is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z3’ -phenylene-(CH 2 ) z4’ - (wherein z3' is an integer of 0 to 6, for example, an integer of 1 to 6, and z4' is an integer of 0 to 6, for example, an integer of 1 to 6). 1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0326] In a preferred embodiment, Z 1’ C 1－6 Alkylene or -(CH 2 ) z3’ -phenylene-(CH 2 ) z4’ -, preferably -phenylene-(CH 2 ) z4’ -. In Z 1’ In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0327] In other preferred embodiments, the above Z 1’ C 1－3 In one embodiment, Z 1’ Can be -CH 2 CH 2 CH 2 -. In another way, Z 1’ Can be -CH 2 CH 2 -

[0328] The above R 21’ Each time it occurs, it is independently -Z 1” -SiR 22” q1” R23” r1” .

[0329] The above Z 1” Each occurrence of is independently an oxygen atom or a divalent organic group. 1” The right side of the structure recorded is the same as (SiR 22” q1” R 23” r1” ) bonding.

[0330] In a preferred embodiment, Z 1” It is a divalent organic group.

[0331] In a preferred embodiment, Z 1” Does not include Z 1” The Si atom to which it is bonded forms a siloxane bond group. Preferably, in formula (S3), (Si—Z 1” -Si) does not contain siloxane bonds.

[0332] The above Z 1” Preferably C 1－6 Alkylene, -(CH 2 ) z1” -O-(CH 2 ) z2” -(wherein, z1" is an integer of 0 to 6, for example, an integer of 1 to 6, and z2" is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z3” -phenylene-(CH 2 ) z4” - (wherein, z3" is an integer of 0 to 6, for example, an integer of 1 to 6, and z4" is an integer of 0 to 6, for example, an integer of 1 to 6). 1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0333] In a preferred embodiment, Z 1” C 1－6 Alkylene or -(CH 2 ) z3” -phenylene-(CH 2 ) z4” -, preferably -phenylene-(CH 2 ) z4” -. In Z 1” In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0334] In other preferred embodiments, the above Z 1” C 1－3 In one embodiment, Z 1” Can be -CH 2 CH 2 CH 2 -. In another way, Z 1” Can be -CH 2 CH 2 -

[0335] The above R 22” Each occurrence is independently a hydroxyl group or a hydrolyzable group.

[0336] The above R 22” Preferably, each occurrence is independently a hydrolyzable group.

[0337] The above R 22” Preferably, each occurrence is independently -OR j , -OCOR j 、-O-N=CR j 2 , -NR j 2 , -NHR j , -NCO or halogen (in these formulas, R j Indicates substituted or unsubstituted C 1－4 alkyl), more preferably -OR j (i.e., alkoxy). j , which may include: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, in another embodiment, R j It is ethyl.

[0338] The above R 23” Each occurrence of is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0339] In the above R 23” The monovalent organic group is preferably C 1－20 Alkyl or -(CH 2 ) y1 -O-(CH 2 ) y2 - (wherein, y1 is an integer of 0 to 6, for example, an integer of 1 to 6, y2 is an integer of 0 to 6, for example, an integer of 1 to 6), more preferably C1－20 Alkyl. C 1－20 The alkyl group is preferably C 1－6 The alkyl group is more preferably a methyl group.

[0340] The above q1" is independently an integer of 0 to 3 at each occurrence, and the above r1" is independently an integer of 0 to 3 at each occurrence. In addition, the sum of q1" and r1" is in each (SiR 22” q1” R 23” r1” ) unit is 3.

[0341] The above q1" is in each (SiR 22” q1” R 23” r1” ) units are each independently an integer of preferably 1 to 3, more preferably 2 to 3, and even more preferably 3.

[0342] The above R 22’ Each occurrence is independently a hydroxyl group or a hydrolyzable group.

[0343] R 22’ Preferably, each occurrence is independently a hydrolyzable group.

[0344] R 22’ Preferably, each occurrence is independently -OR j , -OCOR j 、-O-N=CR j 2 , -NR j 2 , -NHR j , -NCO or halogen (in these formulas, R j Indicates substituted or unsubstituted C 1－4 alkyl), more preferably -OR j (i.e., alkoxy). j , which may include: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, in another embodiment, R j It is ethyl.

[0345] The above R 23’ Each occurrence of is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0346] In R 23’ The monovalent organic group is preferably C1－20 Alkyl or -(CH 2 ) y3 -O-(CH 2 ) y4 - (wherein, y3 is an integer of 0 to 6, for example, an integer of 1 to 6, y4 is an integer of 0 to 6, for example, an integer of 1 to 6), more preferably C 1－20 Alkyl. C 1－20 The alkyl group is preferably C 1－6 The alkyl group is more preferably a methyl group.

[0347] The above p1' is independently an integer of 0 to 3 at each occurrence, q1' is independently an integer of 0 to 3 at each occurrence, and r1' is independently an integer of 0 to 3 at each occurrence. In addition, the sum of p', q1' and r1' is in each (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) unit is 3.

[0348] In one embodiment, p1' is zero.

[0349] In one embodiment, p1′ is 21’ p1’ R 22’ q1’ R 23’ r1’ ) units may each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1' is 3.

[0350] In one embodiment, q1' is 21’ p1’ R 22’ q1’ R 23’ r1’ ) units are each independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0351] In one embodiment, p1' is 0 and q1' is 21’ p1’ R 22’ q1’ R 23’ r1’ ) units are each independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0352] The above R 22 Each occurrence is independently a hydroxyl group or a hydrolyzable group.

[0353] R 22 Preferably, each occurrence is independently a hydrolyzable group.

[0354] R 22 Preferably, each occurrence is independently -OR j , -OCOR j 、-O-N=CR j 2 , -NR j 2 , -NHR j , -NCO or halogen (in these formulas, R j Indicates substituted or unsubstituted C 1－4 alkyl), more preferably -OR j (i.e., alkoxy). j , which may include: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, in another embodiment, R j It is ethyl.

[0355] The above R 23 Each occurrence of is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0356] In R 23 The monovalent organic group is preferably C 1－20 Alkyl or -(CH 2 ) y5 -O-(CH 2 ) y6 - (wherein, y5 is an integer of 0 to 6, for example, an integer of 1 to 6, y6 is an integer of 0 to 6, for example, an integer of 1 to 6), more preferably C 1－20 Alkyl. C 1－20 The alkyl group is preferably C 1－6 The alkyl group is more preferably a methyl group.

[0357] The above p1 is independently an integer of 0 to 3 at each occurrence, q1 is independently an integer of 0 to 3 at each occurrence, and r1 is independently an integer of 0 to 3 at each occurrence. In addition, the sum of p1, q1 and r1 is in each (SiR 21 p1 R 22 q1 R 23 r1 ) unit is 3.

[0358] In one embodiment, p1 is zero.

[0359] In one embodiment, p1 is 21 p1 R 22 q1 R 23 r1 ) units may each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1 is 3.

[0360] In one embodiment, q1 is 21 p1 R 22 q1 R 23 r1 ) units are each independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0361] In one embodiment, p1 is 0 and q1 is 21 p1 R 22 q1 R 23 r1 ) units are each independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0362] In the above formula, R b1 Each occurrence is independently a hydroxyl group or a hydrolyzable group.

[0363] The above R b1 Preferably, each occurrence is independently a hydrolyzable group.

[0364] The above R b1 Preferably, each occurrence is independently -OR j , -OCOR j 、-O-N=CR j 2 , -NR j 2 , -NHR j , -NCO or halogen (in these formulas, R j Indicates substituted or unsubstituted C 1－4 alkyl), more preferably -OR j (i.e., alkoxy). j , which may include: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, in another embodiment, R j It is ethyl.

[0365] In the above formula, R c1 Each occurrence of is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0366] In the above R c1 The monovalent organic group is preferably C 1－20 Alkyl or -(CH 2 ) y7 -O-(CH 2 ) y8 - (wherein, y7 is an integer of 0 to 6, for example, an integer of 1 to 6, y8 is an integer of 0 to 6, for example, an integer of 1 to 6), more preferably C 1－20 Alkyl. C 1－20 The alkyl group is preferably C 1－6 The alkyl group is more preferably a methyl group.

[0367] The above k1 is independently an integer of 0 to 3 at each occurrence, l1 is independently an integer of 0 to 3 at each occurrence, and m1 is independently an integer of 0 to 3 at each occurrence. In addition, the sum of k1, l1 and m1 is in each (SiR a1 k1 R b1 l1 R c1 m1 ) unit is 3.

[0368] In one embodiment, k1 is a1 k1 R b1 l1 R c1 m1 ) units are each independently an integer of 1 to 3, preferably 2 or 3, and more preferably 3. In a preferred embodiment, k1 is 3.

[0369] In the above formulas (1) and (2), in R Si In the case of a group represented by formula (S3), it is preferred that at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded exist at the terminal parts of formula (1) and formula (2).

[0370] In a preferred embodiment, the group represented by formula (S3) has -Z 1 -SiR 22 q1 R 23 r1 (wherein, q1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3, and r1 is an integer of 0 to 2.) 1’ -SiR 22’q1’ R 23’ r1’ (wherein, q1' is an integer of 1 to 3, preferably 2 or 3, more preferably 3, and r1' is an integer of 0 to 2.) or -Z 1” -SiR 22” q1” R 23” r1” (wherein, q1" is an integer of 1 to 3, preferably 2 or 3, more preferably 3, and r1" is an integer of 0 to 2.) 1 , Z 1’ , Z 1” , R 22 , R 23 , R 22’ , R 23’ , R 22” and R 23” The meaning is the same as above.

[0371] In a preferred embodiment, in formula (S3) there is R 21’ When at least one, preferably all, R 21’ In the above, q1" is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0372] In a preferred embodiment, in formula (S3) there is R 21 In the case of at least one, preferably all, R 21 In the formula (a), p1′ is 0, and q1′ is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0373] In a preferred embodiment, in formula (S3) there is R a1 In the case of at least one, preferably all, R a1 In the formula (a), p1 is 0, q1 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0374] 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.

[0375] R d1 Each time it occurs, it is independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 .

[0376] Z 2 Each occurrence of is independently a single bond, an oxygen atom or a divalent organic group. 2The right side of the structure recorded is the same as (CR 31 p2 R 32 q2 R 33 r2 ) bonding.

[0377] In a preferred embodiment, Z 2 It is a divalent organic group.

[0378] The above Z 2 Preferably C 1－6 Alkylene, -(CH 2 ) z5 -O-(CH 2 ) z6 -(wherein z5 is an integer of 0 to 6, for example, an integer of 1 to 6, and z6 is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z7 -phenylene-(CH 2 ) z8 - (wherein z7 is an integer of 0 to 6, for example, an integer of 1 to 6, and z8 is an integer of 0 to 6, for example, an integer of 1 to 6). 1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0379] In a preferred embodiment, Z 2 C 1－6 Alkylene or -(CH 2 ) z7 -phenylene-(CH 2 ) z8 -, preferably -phenylene-(CH 2 ) z8 -. In Z 2 In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0380] In other preferred embodiments, the above Z 2 C 1－3 In one embodiment, Z 2 Can be -CH 2 CH 2 CH 2 -. In another way, Z 2 Can be -CH 2 CH 2 -

[0381] R 31 Each time it occurs, it is independently -Z 2’ -CR 32’ q2’ R 33’ r2’ .

[0382] Z 2’ Each occurrence of is independently a single bond, an oxygen atom or a divalent organic group. 2’ The right side of the structure recorded is the same as (CR 32’ q2’ R 33’ r2’ ) bonding.

[0383] The above Z 2’ Preferably C 1－6 Alkylene, -(CH 2 ) z5’ -O-(CH 2 ) z6’ -(wherein z5' is an integer of 0 to 6, for example, an integer of 1 to 6, and z6' is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z7’ -phenylene-(CH 2 ) z8’ - (wherein z7' is an integer of 0 to 6, for example, an integer of 1 to 6, and z8' is an integer of 0 to 6, for example, an integer of 1 to 6). 1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0384] In a preferred embodiment, Z 2’ C 1－6 Alkylene or -(CH 2 ) z7’ -phenylene-(CH 2 ) z8’ -, preferably -phenylene-(CH 2 ) z8’ -. In Z 2’ In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0385] In other preferred embodiments, the above Z 2’ C 1－3 In one embodiment, Z 2’ Can be -CH2 CH 2 CH 2 -. In another way, Z 2’ Can be -CH 2 CH 2 -

[0386] The above R 32’ Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 .

[0387] The above Z 3 Each occurrence of is independently a single bond, an oxygen atom or a divalent organic group. 3 The right side of the structure recorded is the same as (SiR 34 n2 R 35 3－n2 ) bonding.

[0388] In one approach, Z 3 For oxygen atoms.

[0389] In one approach, Z 3 It is a divalent organic group.

[0390] The above Z 3 Preferably C 1－6 Alkylene, -(CH 2 ) z5” -O-(CH 2 ) z6” -(wherein, z5" is an integer of 0 to 6, for example, an integer of 1 to 6, and z6" is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z7” -phenylene-(CH 2 ) z8” - (wherein z7" is an integer of 0 to 6, for example, an integer of 1 to 6, and z8" is an integer of 0 to 6, for example, an integer of 1 to 6). 1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0391] In a preferred embodiment, Z 3 C 1－6 Alkylene or -(CH 2 )z7” -phenylene-(CH 2 ) z8” -, preferably -phenylene-(CH 2 ) z8” -. In Z 3 In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0392] In other preferred embodiments, the above Z 3 C 1－3 In one embodiment, Z 3 Can be -CH 2 CH 2 CH 2 -. In another way, Z 3 Can be -CH 2 CH 2 -

[0393] The above R 34 Each occurrence is independently a hydroxyl group or a hydrolyzable group.

[0394] R 34 Preferably, each occurrence is independently a hydrolyzable group.

[0395] R 34 Preferably, each occurrence is independently -OR j , -OCOR j 、-O-N=CR j 2 , -NR j 2 , -NHR j , -NCO or halogen (in these formulas, R j Indicates substituted or unsubstituted C 1－4 alkyl), more preferably -OR j (i.e., alkoxy). j , which may include: unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R j is methyl, in another embodiment, R j It is ethyl.

[0396] The above R 35 Each occurrence of is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0397] In the above R 35 The monovalent organic group is preferably C1－20 Alkyl or -(CH 2 ) y9 -O-(CH 2 ) y10 - (wherein, y9 is an integer of 0 to 6, for example, an integer of 1 to 6, y10 is an integer of 0 to 6, for example, an integer of 1 to 6), more preferably C 1－20 Alkyl. C 1－20 The alkyl group is preferably C 1－6 The alkyl group is more preferably a methyl group.

[0398] In the above formula, n2 is in each (SiR 34 n2 R 35 3－n2 ) units are independently an integer of 0 to 3. Si When the group is represented by formula (S4), at least one (SiR 34 n2 R 35 3－n2 ) unit. That is, at such a terminal portion, all n2 are not 0 at the same time. In other words, at the terminal portion of formula (1) and formula (2), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.

[0399] n2 in each (SiR 34 n2 R 35 3－n2 ) units are each independently an integer of preferably 1 to 3, more preferably 2 to 3, and even more preferably 3.

[0400] The above R 33’ Each occurrence of is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0401] In the above R 33’ The monovalent organic group is preferably C 1－20 Alkyl or -(C s H 2s ) t1 -(O-C s H 2s ) t2 (wherein, s is an integer of 1 to 6, preferably an integer of 2 to 4, t1 is 1 or 0, preferably 0, t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6.) More preferably, C 1－20 Alkyl, more preferably C 1－6 The alkyl group is particularly preferably a methyl group.

[0402] In one approach, R 33’ It is hydroxyl.

[0403] In another way, R 33’ is a monovalent organic group, preferably C 1－20 Alkyl, more preferably C 1－6 alkyl.

[0404] The above q2' is independently an integer of 0 to 3 at each occurrence, and the above r2' is independently an integer of 0 to 3 at each occurrence. In addition, the sum of q2' and r2' is (CR 32’ q2’ R 33’ r2’ ) unit is 3.

[0405] q2' in each (CR 32’ q2’ R 33’ r2’ ) units are each independently an integer of preferably 1 to 3, more preferably 2 to 3, and even more preferably 3.

[0406] R 32 Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 . Such-Z 3 -SiR 34 n2 R 35 3－n2 The meaning is the same as above R 32’ The records in are the same.

[0407] The above R 33 Each occurrence of is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0408] In the above R 33 The monovalent organic group is preferably C 1－20 Alkyl or -(C s H 2s ) t1 -(O-C s H 2s ) t2 (wherein, s is an integer of 1 to 6, preferably an integer of 2 to 4, t1 is 1 or 0, preferably 0, t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6.) More preferably, C 1－20 Alkyl, more preferably C 1－6The alkyl group is particularly preferably a methyl group.

[0409] In one approach, R 33 It is hydroxyl.

[0410] In another way, R 33 is a monovalent organic group, preferably C 1－20 Alkyl, more preferably C 1－6 alkyl.

[0411] The above p2 is independently an integer of 0 to 3 at each occurrence, q2 is independently an integer of 0 to 3 at each occurrence, and r2 is independently an integer of 0 to 3 at each occurrence. In addition, the sum of p2, q2 and r2 is in each (CR 31 p2 R 32 q2 R 33 r2 ) unit is 3.

[0412] In one embodiment, p2 is zero.

[0413] In one embodiment, p2 is 31 p2 R 32 q2 R 33 r2 ) units may each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p2 is 3.

[0414] In one embodiment, q2 is 31 p2 R 32 q2 R 33 r2 ) units are each independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0415] In one embodiment, p2 is 0 and q2 is 31 p2 R 32 q2 R 33 r2 ) units are each independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0416] The above R e1 Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2. Such-Z 3 -SiR 34 n2 R 35 3－n2 The meaning is the same as above R 32’ The records in are the same.

[0417] The above R f1 Each occurrence of is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. Such a monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0418] In the above R f1 The monovalent organic group is preferably C 1－20 Alkyl or -(C s H 2s ) t1 -(O-C s H 2s ) t2 (wherein, s is an integer of 1 to 6, preferably an integer of 2 to 4, t1 is 1 or 0, preferably 0, t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6.) More preferably, C 1－20 Alkyl, more preferably C 1－6 The alkyl group is particularly preferably a methyl group.

[0419] In one approach, R f1 It is hydroxyl.

[0420] In another way, R f1 is a monovalent organic group, preferably C 1－20 Alkyl, more preferably C 1－6 alkyl.

[0421] The above k2 is independently an integer from 0 to 3 at each occurrence, l2 is independently an integer from 0 to 3 at each occurrence, and m2 is independently an integer from 0 to 3 at each occurrence. In addition, the sum of k2, l2 and m2 is (CR d1 k2 R e1 l2 R f1 m2 ) unit is 3.

[0422] In one approach, in R Si When it is a group represented by formula (S4), n2 is 1 to 3, preferably 2 or 3, and more preferably 3 (SiR 34 n2 R 35 3－n2) units exist in 2 or more, for example 2 to 27, preferably 2 to 9, more preferably 2 to 6, further preferably 2 to 3, and particularly preferably 3, at each terminal portion of formula (1) and formula (2).

[0423] In a preferred embodiment, in formula (S4) there is R 32’ When at least one, preferably all, R 32’ In the above, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0424] In a preferred embodiment, in formula (S4) there is R 32 When at least one, preferably all, R 32 In the above, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0425] In a preferred embodiment, in formula (S4) there is R e1 When at least one, preferably all, R a1 In the above, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0426] 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.

[0427] The above R g1 and R h1 Each time it occurs, it is 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 Among them, 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 above.

[0428] In a preferred embodiment, R g1and R h1 Independently -Z 4 -SiR 11 n1 R 12 3－n1 .

[0429] The above Z 4 Each occurrence of is independently a single bond, an oxygen atom or a divalent organic group. 4 The right side of the structure recorded is the same as (SiR 11 n1 R 12 3－n1 ) bonding.

[0430] In one approach, Z 4 For oxygen atoms.

[0431] In one approach, Z 4 It is a divalent organic group.

[0432] The above Z 4 Preferably C 1－6 Alkylene, -(CH 2 ) z5” -O-(CH 2 ) z6” -(wherein, z5" is an integer of 0 to 6, for example, an integer of 1 to 6, and z6" is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH 2 ) z7” -phenylene-(CH 2 ) z8” - (wherein z7" is an integer of 0 to 6, for example, an integer of 1 to 6, and z8" is an integer of 0 to 6, for example, an integer of 1 to 6). 1－6 The alkylene group may be a straight chain or a branched chain, preferably a straight chain. 1－6 Alkyl, C 2－6 Alkenyl and C 2－6 One or more substituents in the alkynyl group are substituted, but are preferably unsubstituted.

[0433] In a preferred embodiment, Z 4 C 1－6 Alkylene or -(CH 2 ) z7” -phenylene-(CH 2 ) z8” -, preferably -phenylene-(CH 2 ) z8” -. In Z 3 In the case of such a group, light resistance, particularly ultraviolet resistance, can be further improved.

[0434] In other preferred embodiments, the above Z 4 C 1－3 In one embodiment, Z 4 Can be -CH 2 CH 2 CH 2 -. In another way, Z 4 Can be -CH 2 CH 2 -

[0435] In one approach, R Si It is a group represented by formula (S2), (S3), (S4) or (S5). These compounds can form a surface treatment layer having high surface smoothness.

[0436] In one approach, R Si The group is represented by formula (S1), (S3), (S4) or (S5). These compounds have a plurality of hydrolyzable groups at one end, and thus can adhere strongly to the substrate and form a surface treatment layer having high wear durability.

[0437] In one approach, R Si It is a group represented by formula (S1), (S3) or (S4). These compounds have a plurality of hydrolyzable groups at one end and thus can adhere strongly to the substrate and form a surface treatment layer having high wear durability.

[0438] In one approach, R Si The group represented by formula (S3) or (S4) may have a plurality of hydrolyzable groups branched from one Si atom or C atom at one end of these compounds, and thus can form a surface treatment layer having higher wear durability.

[0439] In one approach, R Si It is a group represented by formula (S1).

[0440] In one approach, R Si It is a group represented by formula (S2).

[0441] In one approach, R Si It is a group represented by formula (S3).

[0442] In one approach, R Si It is a group represented by formula (S4).

[0443] In one approach, R Si It is a group represented by formula (S5).

[0444] In a preferred embodiment, with XB Bonded R Si It is a group represented by formula (S3) or (S4).

[0445] In a particularly preferred embodiment, B Bonded R Si It is a group represented by formula (S4).

[0446] In one approach, R 1 R Si It is a group represented by formula (S2).

[0447] In a preferred embodiment, with X B Bonded R Si is a group represented by formula (S3) or (S4), preferably a group represented by formula (S4), R 1 R Si It is a group represented by formula (S2).

[0448] In the above formulas (1) and (2), X A Each is independently a single bond or the following formula:

[0449] -(X 51 ) p5 - the group shown.

[0450] Formula - (X 51 ) p5 -middle:

[0451] X 51 Each occurrence is independently selected from -O-, -S-, o-phenylene, m-phenylene or p-phenylene, -C(O)O-, -OC(O)-, -Si(R 53 ) 2 -、-(Si(R 53 ) 2 O) m5 -Si(R 53 ) 2 -、-CONR 54 -, -NR 54 CO-、-O-CONR 54 -, -NR 54 CO-O-, -NR 54 - and - (CH 2 ) n5 - in the group,

[0452] R 53 Each occurrence is independently phenyl, C 1－6 Alkyl or C 1－6 Alkoxy, preferably phenyl or C 1－6 Alkyl, more preferably methyl,

[0453] R 54 Each occurrence is independently a hydrogen atom, a phenyl group or a C 1－6 an alkyl group (preferably a methyl group),

[0454] m5 is independently an integer of 1 to 100 at each occurrence, preferably an integer of 1 to 20,

[0455] n5 is independently an integer of 1 to 20 at each occurrence, preferably an integer of 1 to 6, more preferably an integer of 1 to 3,

[0456] p5 is an integer of 1-10, preferably an integer of 1-5, and more preferably an integer of 1-3.

[0457] Among them, in X A In the description of F1 or R F2 Bonding, right side with CONR 1 bonded to carbon atoms.

[0458] In one approach, X A Does not contain siloxane bonds (-Si-O-Si-).

[0459] In one approach, X A For a single key.

[0460] In another way, X A For - (X 51 ) p5 -

[0461] In a preferred embodiment, X 51 Each occurrence is independently selected from -O-, -C(O)O-, -OC(O)-, -CONR 54 -, -NR 54 CO-、-O-CONR 54 -, -NR 54 CO-O-, -NR 54 - and - (CH 2 ) n5 - Groups in.

[0462] In a more preferred embodiment, X 51 Each occurrence is independently selected from -O-, -CONR 54 -, -NR 54 CO- and-(CH 2 ) n5 - Groups in.

[0463] In a further preferred embodiment, X 51Each occurrence is independently selected from -O- and -(CH 2 ) n5 - Groups in.

[0464] In another way, X A Each is independently a single bond or the following formula:

[0465] -(R 51’ ) p5’ -(X 51’ ) q5’ -(R 51’ ) p5” - the group shown.

[0466] Formula - (R 51’ ) p5’ -(X 51’ ) q5’ -(R 51’ ) p5” -middle:

[0467] R 51’ C 1－6 Alkylene,

[0468] X 51’ For O,

[0469] p5' is 0 or 1,

[0470] p5" is 0 or 1,

[0471] q5' is 0 or 1,

[0472] Among them, at least one of p5' and p5" is 1.

[0473] In another way, X A C 1－6 Alkylene.

[0474] In the above formulas (1) and (2), X B Each is independently a single bond or the following formula:

[0475] -(X 61 ) p6 - the group shown.

[0476] Formula - (X 61 ) p6 -middle:

[0477] X 61 Each occurrence is independently selected from -O-, -S-, o-phenylene, m-phenylene or p-phenylene, -C(O)O-, -OC(O)-, -Si(R 63 ) 2-、-(Si(R 63 ) 2 O) m6 -Si(R 63 ) 2 -、-CONR 64 -, -NR 64 CO-、-O-CONR 64 -, -NR 64 CO-O-, -NR 64 - and - (CH 2 ) n6 - in the group,

[0478] R 63 Each occurrence is independently phenyl, C 1－6 Alkyl or C 1－6 Alkoxy, preferably phenyl or C 1－6 Alkyl, more preferably methyl,

[0479] R 64 Each occurrence is independently a hydrogen atom, a phenyl group or a C 1－6 an alkyl group (preferably a methyl group),

[0480] m6 is independently an integer of 1 to 100 at each occurrence, preferably an integer of 1 to 20,

[0481] n6 is independently an integer of 1 to 20 at each occurrence, preferably an integer of 1 to 6, more preferably an integer of 1 to 3,

[0482] p6 is an integer of 1-10, preferably an integer of 1-5, and more preferably an integer of 1-3.

[0483] Among them, in X B In the description of the left side of each group and CONR in the formula 1 The nitrogen atom of Si Bonding.

[0484] In one approach, X B Does not contain siloxane bonds (-Si-O-Si-).

[0485] In one approach, X B For a single key.

[0486] In another way, X B For - (X 61 ) p6 -

[0487] In a preferred embodiment, X 61 Each occurrence is independently selected from -O-, -C(O)O-, -OC(O)-, -CONR64 -, -NR 64 CO-、-O-CONR 64 -, -NR 64 CO-O-, -NR 64 - and - (CH 2 ) n6 - Groups in.

[0488] In a more preferred embodiment, X 61 Each occurrence is independently selected from -O-, -CONR 64 -, -NR 64 CO- and-(CH 2 ) n6 - Groups in.

[0489] In a further preferred embodiment, X 61 Each occurrence is independently selected from -O- and -(CH 2 ) n6 - Groups in.

[0490] In another way, X B Each is independently a single bond or the following formula:

[0491] -(R 61’ ) p6’ -(X 61’ ) q6’ -(R 61’ ) p6” - the group shown.

[0492] Formula - (R 61’ ) p6’ -(X 61’ ) q6’ -(R 61’ ) p6” -middle:

[0493] R 61’ C 1－6 Alkylene,

[0494] X 61’ For O,

[0495] p6' is 0 or 1,

[0496] p6" is 0 or 1,

[0497] q6' is 0 or 1,

[0498] Among them, at least one of p6' and p6" is 1.

[0499] In another way, X B C1-6 Alkylene.

[0500] In one approach, X A is a single bond, X B C 1-6 Alkylene.

[0501] In one embodiment, the fluorinated polyether group-containing silane compound represented by formula (1) or (2) does not contain a siloxane bond (—Si—O—Si—).

[0502] The fluorinated polyether group-containing silane compound represented by the above formula (1) or formula (2) is not particularly limited and may have a 5×10 2 ~1×10 5 In this range, from the viewpoint of wear durability, it is preferably 2,000 to 32,000, more preferably 2,500 to 12,000. Here, such "average molecular weight" refers to the number average molecular weight, and "average molecular weight" is calculated by 19 Value measured by F-NMR.

[0503] The fluorinated polyether group-containing silane compounds represented by the above formulae (1) and (2) can be produced, for example, by the following method.

[0504] The compound represented by formula (1a) or (2a) is reacted with the compound represented by formula (5) to obtain the perfluoropolyether group-containing allyl compound represented by formula (1b) or (2b).

[0505] PFPE-COOH (1a)

[0506] HOCO-PFPE-COOH (2a)

[0507] [Wherein, PFPE is a fluoropolyether group.]

[0508]

[0509] [Where:

[0510] R 1 The meaning of is the same as that of formula (1) and (2);

[0511] R 25 C or Si;

[0512] X B’ is a single bond or a divalent organic group.]

[0513]

[0514] [where PFPE, R 1 , R25 and X B’ has the same meaning as above.]

[0515] Next, the compound represented by formula (1b) or (2b) is reacted with the compound represented by formula (6) to introduce a hydrolyzable group appropriately onto the Si atom, thereby obtaining the compound represented by formula (1) or (2).

[0516] HkDJ 26 3 (6)

[0517] [Where R 26 are each independently a hydrogen atom, a monovalent organic group, a hydroxyl group, a hydrolyzable group or a halogen atom.]

[0518] A person skilled in the art can appropriately set the reaction conditions of each step of the above reaction.

[0519] Next, the surface treatment agent of the present invention will be described.

[0520] The surface treatment agent of the present invention contains at least one fluorinated polyether group-containing silane compound represented by formula (1) or (2).

[0521] In one embodiment, in the surface treatment agent of the present invention, the fluorinated polyether group-containing silane compound is a compound represented by formula (1).

[0522] In another embodiment, in the surface treatment agent of the present invention, the fluorinated polyether group-containing silane compound is a compound represented by formula (2).

[0523] In another embodiment, in the surface treatment agent of the present invention, the fluorinated polyether group-containing silane compound is a compound represented by formula (1) and a compound represented by formula (2).

[0524] In the surface treatment agent of the present invention, the compound represented by formula (2) is preferably 0.1 mol% or more and 35 mol% or less relative to the total of the compound represented by formula (1) and the compound represented by formula (2). The lower limit of the content of the compound represented by formula (2) is preferably 0.1 mol%, more preferably 0.2 mol%, further preferably 0.5 mol%, further preferably 1 mol%, particularly preferably 2 mol%, and particularly 5 mol%. The upper limit of the content of the compound represented by formula (2) is preferably 35 mol%, more preferably 30 mol%, further preferably 20 mol%, further preferably 15 mol% or 10 mol% relative to the total of the compound represented by formula (1) and the compound represented by formula (2). The compound represented by formula (2) is preferably 0.1 mol% to 30 mol% relative to the total of the compound represented by formula (1) and the compound represented by formula (2), more preferably 0.1 mol% to 20 mol%, further preferably 0.2 mol% to 10 mol%, further preferably 0.5 mol% to 10 mol%, particularly preferably 1 mol% to 10 mol%, for example 2 mol% to 10 mol% or 5 mol% to 10 mol%. By making the compound represented by formula (2) within such a range, the wear durability can be further improved.

[0525] The content of the compound represented by the above formula (1) or (2) is preferably 0.1 to 50.0% by mass, more preferably 1.0 to 30.0% by mass, further preferably 5.0 to 25.0% by mass, and particularly preferably 10.0 to 20.0% by mass relative to the entire surface treatment agent. By making the content of the above fluorinated polyether group-containing silane compound within the above range, higher water and oil repellency and friction durability can be obtained.

[0526] The surface treatment agent of the present invention 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, catalysts, surfactants, inhibitors, sensitizers, and the like.

[0527] Examples of the solvent include aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, and mineral spirits; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, and solvent naphtha; 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-hydroxybutyl acetate, and the like. Esters such as esters, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, ethyl 2-hydroxyisobutyrate; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methyl aminoketone, 2-heptanone; 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, ethylene glycol monoalkyl ether and other glycol ethers; methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octanol, 3-methyl-3-methoxybutanol, tert-pentanol and other alcohols; ethylene glycol, propylene glycol and other diols; tetrahydrofuran, tetrahydropyran, dioxane and other cyclic ethers; N,N-dimethyl Amides such as methylformamide, N,N-dimethylacetamide; ether alcohols such as methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, diethylene glycol monomethyl ether; diethylene glycol monoethyl ether acetate; 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), ZEORORA H, HFE7100, HFE7200, HFE7300, CF 3 CH 2 OH, CF 3 CF 2 CH 2 OH, (CF 3 ) 2 Fluorinated solvents such as CHOH, etc. Alternatively, a mixed solvent of two or more thereof may be used.

[0528] The fluorine-containing oil is not particularly limited, and examples thereof include compounds represented by the following general formula (3) (perfluoro (poly) ether compound).

[0529] R 5 -(OC 4 F 8 ) a’ -(OC 3 F 6 ) b’ -(OC 2 F 4 )c’ -(OCF 2 ) d’ -Rf 6 ···(3)

[0530] In the formula, Rf 5 represents an alkyl group having 1 to 16 carbon atoms (preferably C 1―16 perfluoroalkyl), Rf 6 represents an alkyl group having 1 to 16 carbon atoms (preferably C 1－16 perfluoroalkyl), fluorine atom or hydrogen atom, Rf 5 and Rf 6 More preferably, each independently is C 1－3 Perfluoroalkyl.

[0531] a', b', c' and d' respectively represent the number of four repeating units of perfluoro(poly)ether constituting the main skeleton of the polymer, and are independently integers of 0 to 300, and the sum of a', b', c' and d' is at least 1, preferably 1 to 300, and more preferably 20 to 300. The order of existence of each repeating unit marked with subscript a', b', c' or d' and enclosed in brackets is arbitrary in the formula. Among these repeating units, -(OC 4 F 8 )-can be-(OCF 2 CF 2 CF 2 CF 2 )-、-(OCF(CF 3 )CF 2 CF 2 )-、-(OCF 2 CF(CF 3 )CF 2 )-、-(OCF 2 CF 2 CF(CF 3 ))-、-(OC(CF 3 ) 2 CF 2 )-、-(OCF 2 C(CF 3 ) 2 )-、-(OCF(CF 3 )CF(CF 3 ))-、-(OCF(C 2 F 5 )CF 2 )- and (OCF 2 CF(C 2 F 5))-, preferably -(OCF 2 CF 2 CF 2 CF 2 )-. -(OC 3 F 6 )-can be-(OCF 2 CF 2 CF 2 )-、-(OCF(CF 3 )CF 2 )- and (OCF 2 CF(CF 3 ))-, preferably -(OCF 2 CF 2 CF 2 )-. -(OC 2 F 4 )-can be-(OCF 2 CF 2 )- and (OCF(CF 3 ))-, preferably -(OCF 2 CF 2 )-.

[0532] Examples of the perfluoro(poly)ether compound represented by the general formula (3) include compounds represented by any of the following general formulas (3a) and (3b) (which may be a mixture of one or more).

[0533] R 5 -(OCF 2 CF 2 CF 2 ) b” -Rf 6 ···(3a)

[0534] R 5 -(OCF 2 CF 2 CF 2 CF 2 ) a” -(OCF 2 CF 2 CF 2 ) b” -(OCF 2 CF 2 ) c” -(OCF 2 ) d” -Rf 6 ···(3b)

[0535] In these formulas, Rf 5 and Rf6 As described above; in formula (3a), b" is an integer from 1 to 100; in formula (3b), a" and b" are each independently an integer from 0 to 30, and c" and d" are each independently an integer from 1 to 300. The order of existence of each repeating unit marked with subscripts a", b", c", d" and enclosed in parentheses is arbitrary in the formula.

[0536] From another perspective, the fluorinated oil may be of the general formula Rf 3 -F(where Rf 3 C 5－16 The compound may be a chlorotrifluoroethylene oligomer.

[0537] The fluorine-containing oil may have an average molecular weight of 500 to 10000. The molecular weight of the fluorine-containing oil can be measured by GPC.

[0538] The surface treatment agent of the present invention may contain, for example, 0 to 50% by mass, preferably 0 to 30% by mass, and more preferably 0 to 5% by mass of fluorinated oil. In one embodiment, the surface treatment agent of the present invention does not substantially contain fluorinated oil. Substantially containing no fluorinated oil means that it does not contain any fluorinated oil at all, or may contain a very small amount of fluorinated oil.

[0539] In one embodiment, the average molecular weight of the fluorinated oil can be greater than the average molecular weight of the fluorinated polyether group-containing silane compound. By achieving such an average molecular weight, better wear durability and surface smoothness can be obtained, especially when the surface treatment layer is formed by vacuum deposition.

[0540] In one embodiment, the molecular weight average of the fluorinated oil can be less than the molecular weight average of the silane compound containing the fluorinated polyether group. By becoming such a molecular weight average, the transparency of the surface treatment layer obtained by such a compound can be suppressed to decrease, and a cured product with high wear durability and high surface smoothness can be formed.

[0541] The fluorine-containing oil contributes to improving the surface smoothness of the layer formed from the surface treatment agent of the present invention.

[0542] As the above-mentioned silicone oil, for example, a straight-chain or cyclic silicone oil having a siloxane bond of 2,000 or less can be used. The straight-chain silicone oil can be a so-called ordinary silicone oil and a modified silicone oil. As ordinary silicone oil, dimethyl silicone oil, methylphenyl silicone oil, and methyl hydrogen silicone oil can be listed. As modified silicone oil, silicone oil obtained by modifying ordinary silicone oil with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, etc. can be listed. Examples of cyclic silicone oils include cyclic dimethylsiloxane oil, etc.

[0543] The surface treating agent of the present invention may contain, for example, 0 to 300 parts by mass, preferably 50 to 200 parts by mass of such silicone oil, based on 100 parts by mass of the total of the fluorinated polyether group-containing silane compound of the present invention (the total of these compounds when two or more are present, the same below).

[0544] Silicone oil helps to improve the surface smoothness of the surface treatment layer.

[0545] Examples of the alcohols include alcohols having 1 to 6 carbon atoms which may be substituted with one or more fluorine atoms, such as methanol, ethanol, isopropanol, tert-butyl alcohol, CF 3 CH 2 OH, CF 3 CF 2 CH 2 OH, (CF 3 ) 2 CHOH. By adding these alcohols to the surface treatment agent, the stability of the surface treatment agent can be improved, and the compatibility of the perfluoropolyether group-containing silane compound with the solvent can be improved.

[0546] The alcohol is preferably 2,2,3,3,3-pentafluoro-1-propanol or 2,2,2-trifluoroethanol.

[0547] Examples of the catalyst include acids (eg, acetic acid, trifluoroacetic acid, etc.), bases (eg, ammonia, triethylamine, diethylamine, etc.), and transition metals (eg, Ti, Ni, Sn, etc.).

[0548] The catalyst promotes the hydrolysis and dehydration condensation of the fluorinated polyether group-containing silane compound of the present invention, and promotes the formation of a layer formed by the surface treatment agent of the present invention.

[0549] As other components, in addition to the above, for example, tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, methyltriacetoxysilane, etc. can be mentioned.

[0550] The surface treatment agent of the present invention can be impregnated into a porous material such as a porous ceramic material or a metal fiber such as steel wool solidified into a velvet-like material to prepare a pellet. The pellet can be used for vacuum evaporation, for example.

[0551] The surface treatment agent of the present invention may contain trace amounts of Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, silane condensates, and the like as impurities in addition to the above-mentioned components.

[0552] Hereinafter, the article of the present invention will be described.

[0553] The article of the present invention comprises a substrate and a layer (surface treatment layer) formed on the surface of the substrate using the surface treatment agent of the present invention.

[0554] The substrate that can be used in the present invention can be composed of, for example, glass, resin (natural or synthetic resin, such as a common plastic material), metal, ceramic, semiconductor (silicon, germanium, etc.), fiber (textile, non-woven fabric, etc.), fur, leather, wood, pottery, porcelain, stone, building materials, sanitary products, and any other suitable material.

[0555] For example, when the article to be manufactured is an optical component, the material constituting the surface of the substrate may be a material for optical components, such as glass or transparent plastic. In addition, when the article to be manufactured is an optical component, a certain layer (or film), such as a hard coating layer and an anti-reflection layer, may be formed on the surface (outermost layer) of the substrate. The anti-reflection layer may be a single-layer anti-reflection layer or a multi-layer anti-reflection layer. Examples of inorganic substances that can be used in the anti-reflection layer include SiO 2 、SiO、ZrO 2 、TiO 2 、TiO、Ti 2 O 3 、Ti 2 O 5 、Al 2 O 3 、 2 O 5 、 3 O 5 , Nb 2 O 5 , HfO 2 、Si 3 N 4 、CeO 2 ,MgO,Y 2 O 3 SnO 2 MgF 2 , WO 3 These inorganic substances may be used alone or in combination (e.g., as a mixture). When forming a multilayer antireflection layer, it is preferred to use SiO 2 And / or SiO. When the article to be manufactured is an optical glass component for a touch panel, a transparent electrode, such as a thin film of indium tin oxide (ITO) and indium zinc oxide, may be provided on a portion of the surface of the substrate (glass). In addition, the substrate may also have an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomized film layer, a hard coating layer, a polarizing film, a phase difference film, and a liquid crystal display module, etc., depending on its specific specifications.

[0556] The shape of above-mentioned substrate is not particularly limited, for example can be plate-like, film, other forms.In addition, the surface area of ​​the substrate that will form the surface treatment layer can be at least a part of the substrate surface, and can also be appropriately determined according to the purpose of the article to be manufactured and specific specifications etc.

[0557] In one embodiment, such a substrate may be a substrate whose surface is at least partially formed by a material that originally has hydroxyl groups. As such a material, glass may be cited, and metals (especially base metals), ceramics, semiconductors, etc. that form a natural oxide film or a thermal oxide film on the surface may also be cited. Alternatively, as in the case of resins, even if there are insufficient hydroxyl groups, or when there are no hydroxyl groups originally, hydroxyl groups may be introduced or increased on the surface of the substrate by subjecting the substrate to a certain pretreatment. Examples of such pretreatments include plasma treatment (such as corona discharge) and ion beam irradiation. In order to be able to introduce or increase hydroxyl groups on the surface of the substrate and to purify the surface of the substrate (remove foreign matter, etc.), plasma treatment may also be appropriately utilized. In addition, as other examples of such pretreatments, the following methods may be cited: using the LB method (Langmuir-Blodgett method) and chemical adsorption method, a surface adsorbent having a carbon-carbon unsaturated bond group is formed in advance in the form of a monomolecular film on the surface of the substrate, and then the unsaturated bonds are cleaved in an atmosphere containing oxygen or nitrogen.

[0558] In another embodiment, such a substrate may be a substrate at least the surface of which is formed of an organosilicon compound having one or more other reactive groups, for example, a Si—H group, or a material containing an alkoxysilane.

[0559] In a preferred embodiment, the substrate is glass. As such glass, sapphire glass, soda-lime glass, alkali-aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, and quartz glass are preferred, and chemically strengthened soda-lime glass, chemically strengthened alkali-aluminosilicate glass, and chemically bonded borosilicate glass are particularly preferred.

[0560] The article of the present invention can be produced by forming a layer of the surface treatment agent of the present invention on the surface of the substrate and, if necessary, post-treating the layer to form a layer of the surface treatment agent of the present invention.

[0561] The layer formation of the surface treatment agent of the present invention can be carried out by applying the surface treatment agent to the surface of the substrate in a manner of covering the surface. The covering method is not particularly limited. For example, a wet covering method and a dry covering method can be used.

[0562] As examples of the wet coating method, there can be cited dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating and the like.

[0563] Examples of dry coating methods include evaporation (usually vacuum evaporation), sputtering, CVD, and similar methods. Specific examples of evaporation methods (usually vacuum evaporation) include resistance heating, electron beams, high-frequency heating using microwaves, ion beams, and similar methods. Specific examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.

[0564] Alternatively, coating may be performed using a normal pressure plasma method.

[0565] When the wet coating method is used, the surface treatment agent of the present invention can be diluted with a solvent and applied to the surface of the substrate. From the perspective of the stability of the composition of the present invention and the volatility of the solvent, the following solvents are preferably used: perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms (such as perfluorohexane, perfluoromethylcyclohexane and perfluoro-1,3-dimethylcyclohexane); polyfluoroaromatic hydrocarbons (such as bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (such as C 6 F 13 CH 2 CH 3 (e.g. ASAHIKLIN (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (e.g. ZEORORA (registered trademark) H manufactured by Zeon Corporation); hydrofluoroether (HFE) (e.g. perfluoropropyl methyl ether (C 3 F 7 OCH 3 ) (e.g. Novec (trademark) 7000 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C 4 F 9 OCH 3 ) (e.g. Novec (trademark) 7100 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C 4 F 9 OC 2 H 5 ) (e.g. Novec (trademark) 7200 manufactured by Sumitomo 3M Co., Ltd.), perfluorohexyl methyl ether (C 2 F 5 CF(OCH 3 )C 3 F 7 ) (e.g. Novec (trademark) 7300 manufactured by Sumitomo 3M Co., Ltd.) or other alkyl perfluoroalkyl ethers (the perfluoroalkyl group and the alkyl group may be linear or branched), or CF 3 CH 2 OCF 2 CHF 2(For example, ASAHIKLIN (registered trademark) AE-3000 manufactured by Asahi Glass Co., Ltd.) etc. These solvents can be used alone or in the form of a mixture of two or more. Among them, hydrofluoroethers are preferred, and perfluorobutyl methyl ether (C 4 F 9 OCH 3 ) and / or perfluorobutyl ethyl ether (C 4 F 9 OC 2 H 5 ).

[0566] When the dry coating method is used, the surface treating agent of the present invention may be directly used for the dry coating method or may be diluted with the above-mentioned solvent and then used for the dry coating method.

[0567] The layer formation of the surface treatment agent is preferably implemented in a manner that the surface treatment agent of the present invention and the catalyst for hydrolysis and dehydration condensation coexist in the layer. In short, when the wet covering method is used, the catalyst can be added to the diluent of the surface treatment agent of the present invention after diluting the surface treatment agent of the present invention with a solvent and before being applied to the substrate surface. When the dry covering method is used, the surface treatment agent of the present invention after adding the catalyst can be directly subjected to vapor deposition (usually vacuum deposition) treatment, or the surface treatment agent of the present invention after adding the catalyst can be impregnated in a metal porous body such as iron or copper to obtain a granular material, and the granular material is used for vapor deposition (usually vacuum deposition) treatment.

[0568] Any appropriate acid or base can be used as the catalyst. As the acid catalyst, for example, acetic acid, formic acid, trifluoroacetic acid, etc. can be used. In addition, as the base catalyst, for example, ammonia, organic amines, etc. can be used.

[0569] The surface treatment layer contained in the article of the present invention has high wear durability. In addition, the surface treatment layer can also have water repellency, oil repellency, antifouling (for example, preventing the adhesion of stains such as fingerprints), water repellency (preventing water from entering electronic components, etc.), surface smoothness (or lubricity, such as wiping of stains such as fingerprints, excellent finger touch), chemical resistance, etc., in addition to high wear durability, although it also varies depending on the composition of the surface treatment agent used, and can be suitably used as a functional film.

[0570] Therefore, the present invention also relates to an optical material having the above-mentioned surface treatment layer as the outermost layer.

[0571] As optical materials, in addition to optical materials related to display screens such as those exemplified below, a variety of optical materials are preferably listed, for example: cathode ray tubes (CRT; such as 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) and other displays or protective plates of these displays, or materials obtained by applying an anti-reflection film treatment to the surfaces of these displays.

[0572] The articles of the present invention are not particularly limited and may be optical components. Examples of optical components include: lenses of glasses, etc.; front protection plates, anti-reflection plates, polarizing plates, anti-glare plates of displays such as PDP and LCD; touch panels of devices such as mobile phones and portable information terminals; disc surfaces of Blu-ray (registered trademark) discs, DVD discs, CD-R, MO, etc.; optical fibers; display surfaces of clocks, etc.

[0573] In addition, the article of the present invention may also be a medical device or a medical material. In addition, the article having the layer obtained by the present invention may also be an interior and exterior decoration material for an automobile. Examples of exterior decoration materials include windows, lampshades, and exterior camera covers. Examples of interior decoration materials include instrument panel covers, navigation system touch panels, and decorative interior parts.

[0574] The thickness of the layer is not particularly limited. In the case of an optical component, the thickness of the layer is in the range of 1 to 50 nm, 1 to 30 nm, and preferably 1 to 15 nm from the viewpoint of optical performance, wear durability, and antifouling properties.

[0575] The article of the present invention has been described in detail above, but the article and the method for producing the article of the present invention are not limited to the above-mentioned examples.

[0576] Example

[0577] Hereinafter, the articles of the present invention will be described in Examples, but the present invention is not limited to the following Examples. In the present Examples, the order of existence of the repeating units constituting the fluoropolyether is arbitrary, and the chemical formula shown below represents the average composition.

[0578] (Synthesis example 1)

[0579] CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH(m≈21, n≈35) and HOCOCF2 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈21, n≈35) mixture 4.0g (wherein, HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH content is 11 mol%) was dissolved in 6.0 g of 1,3-bis(trifluoromethyl)benzene and ice-cooled. After 3.0 g of thionyl chloride was added dropwise to the solution, 0.3 mg of N,N-dimethylformamide was added, and the mixture was stirred at 60°C for 2 hours. After thionyl chloride was distilled off from the reaction solution, 0.6 g of N-(3,6-dioxaheptyl)-2,2-di(2-propenyl)-4-pentylamine and 1.0 g of N,N-diisopropylethylamine were added under ice-cooling, and the mixture was stirred at room temperature for 3 hours. The end point of the reaction was confirmed by the following fact, that is, using 19 F-NMR confirmed CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n -CF at the α position of the carbonyl group of -COOH 2 -'s chemical shift has moved to a lower magnetic field, and using 1 H-NMR confirmed that the methylene proton at the amino group α position of diallylamine moved to the lower magnetic field. 1N-hydrochloric acid was added to the reaction solution, and the lower phase obtained by separation was washed with water, dried with magnesium sulfate, and concentrated. The obtained concentrate was dissolved in perfluorohexane and washed with acetone three times, thereby obtaining 4.0 g of a mixture containing a polyether group-containing compound (A) and a polyether group-containing compound (A').

[0580] Polyether group-containing compound (A):

[0581]

[0582] Polyether group-containing compound (A'):

[0583]

[0584] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2CF 2 CF 2 ) units, but the representation of these units is omitted. )

[0585] (Synthesis example 2)

[0586] 4.0 g of the mixture obtained in Synthesis Example 1 was dissolved in 5 ml of 1,3-bis(trifluoromethyl)benzene, and 0.01 g of triacetoxymethylsilane and 0.06 ml of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by the addition of 1.5 g of trichlorosilane, and the mixture was heated to 60°C and stirred for 4 hours. Thereafter, volatile components were distilled off from the obtained solution under reduced pressure, and a mixed solution of 0.1 g of methanol and 3.0 g of trimethyl orthoformate was added, and the mixture was heated to 60°C and stirred for 3 hours. Thereafter, purification was performed to obtain 3.9 g of a mixture containing the following polyether group-containing compound (B) having a trimethoxysilyl group at the end and the polyether group-containing compound (B') (wherein the content of the polyether group-containing compound (B') was 11 mol%).

[0587] Polyether group-containing compound (B):

[0588]

[0589] Polyether group-containing compound (B'):

[0590]

[0591] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0592] (Synthesis example 3)

[0593] Use containing CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) and HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n-COOH (m≈28, n≈26) mixture 4.0g (wherein, HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n The same operations as in Synthesis Examples 1 to 2 were performed except for the above, to obtain 3.9 g of a mixture containing a polyether group-containing compound (C) and a polyether group-containing compound (C') (wherein the content of the polyether group-containing compound (C') was 7 mol%).

[0594] Polyether group-containing compound (C):

[0595]

[0596] Polyether group-containing compound (C'):

[0597]

[0598] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0599] (Synthesis Example 4)

[0600] Use containing CF 3 CF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m ―OCF 2 CF 2 COOH (m ≈ 25) and HOCOCF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 CF 2 4.2 g of a mixture of COOH (m≈25) (where HOCOCF 2 CF 2 -(OCF 2 CF 2 CF 2 )m -OCF 2 CF 2 The same operations as in Synthesis Examples 1 to 2 were carried out except that the content of COOH was 5 mol %) to obtain 4.2 g of a mixture containing a polyether group-containing compound (D) and a polyether group-containing compound (D') (wherein the content of the polyether group-containing compound (D') was 5 mol %).

[0601] Polyether group-containing compound (D):

[0602]

[0603] Polyether group-containing compound (D'):

[0604]

[0605] (Synthesis Example 5)

[0606] Except for using N-(3,6-dioxaheptyl)-2-(2-propenyl)-4-pentylamine instead of N-(3,6-dioxaheptyl)-2,2-di(2-propenyl)-4-pentylamine, the same operations as in Synthesis Examples 1 to 2 were carried out to obtain 3.8 g of a mixture containing a polyether group-containing compound (E) and a polyether group-containing compound (E') (wherein the content of the polyether group-containing compound (E') was 11 mol%).

[0607] Polyether group-containing compound (E):

[0608]

[0609] Polyether group-containing compound (E'):

[0610]

[0611] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0612] (Synthesis Example 6)

[0613] Use containing CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n-COOH (m≈28, n≈26) and HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) mixture 4.0g (wherein, HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n The same operation as in Synthesis Example 4 was carried out except that the above-mentioned conditions were met to obtain 4.0 g of a mixture containing a polyether group-containing compound (F) and a polyether group-containing compound (F') (wherein the content of the polyether group-containing compound (F') was 7 mol%).

[0614] Polyether group-containing compound (F):

[0615]

[0616] Polyether group-containing compound (F'):

[0617]

[0618]

[0619] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0620] (Synthesis Example 7)

[0621] Except for using N-(3,6,9-trioxadecanyl)-2,2-di(2-propenyl)-4-pentylamine instead of N-(3,6-dioxaheptyl)-2,2-di(2-propenyl)-4-pentylamine, the same operations as in Synthesis Examples 1 to 2 were carried out to obtain 3.9 g of a mixture containing a polyether group-containing compound (G) and a polyether group-containing compound (G') (wherein the content of the polyether group-containing compound (G') was 11 mol%).

[0622] Polyether group-containing compound (G):

[0623]

[0624] Polyether group-containing compound (G'):

[0625]

[0626] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0627] (Synthesis Example 8)

[0628] Use containing CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) and HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) mixture 4.0g (wherein, HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n The same operation as in Synthesis Example 7 was carried out except that the above-mentioned conditions were met to obtain 3.7 g of a mixture containing a polyether group-containing compound (H) and a polyether group-containing compound (H') (wherein the content of the polyether group-containing compound (H') was 7 mol%).

[0629] Polyether group-containing compound (H):

[0630]

[0631] Polyether group-containing compound (H'):

[0632]

[0633] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0634] (Synthesis Example 9)

[0635] Use containing CF 3 CF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m ―OCF 2 CF 2 COOH (m ≈ 25) and HOCOCF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 CF 2 4.2 g of a mixture of COOH (m≈25) (where HOCOCF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 CF 2 The same operation as in Synthesis Example 8 was carried out except that the above-mentioned conditions were met to obtain 4.1 g of a mixture of a polyether group-containing compound (I) and a polyether group-containing compound (I') (wherein the content of the polyether group-containing compound (I') was 5 mol%).

[0636] Polyether group-containing compound (I):

[0637]

[0638] Polyether group-containing compound (I'):

[0639]

[0640] (Synthesis Example 10)

[0641] Except for using N-(3,6,9,11-tetraoxatridecyl)-2,2-di(2-propenyl)-4-pentylamine instead of N-(3,6-dioxaheptyl)-2,2-di(2-propenyl)-4-pentylamine, the same operations as in Synthesis Examples 1 to 2 were carried out to obtain 3.6 g of a mixture containing a polyether group-containing compound (J) and a polyether group-containing compound (J') (wherein the content of the polyether group-containing compound (J') was 11 mol %).

[0642] Polyether group-containing compound (J):

[0643]

[0644] Polyether group-containing compound (J'):

[0645]

[0646] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0647] (Synthesis Example 11)

[0648] Use containing CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) and HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) mixture 4.0g (wherein, HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n The same operation as in Synthesis Example 10 was carried out except that the above-mentioned conditions contained 3.9 g of a mixture of a polyether group-containing compound (K) and a polyether group-containing compound (K') (the content of the polyether group-containing compound (K') was 7 mol%).

[0649] Polyether group-containing compound (K):

[0650]

[0651] Polyether group-containing compound (K'):

[0652]

[0653] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0654] (Synthesis Example 12)

[0655] Use containing CF 3 CF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m ―OCF 2 COOH (m ≈ 25) and HOCOCF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 4.2 g of a mixture of COOH (m≈25) (where HOCOCF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 The same operation as in Synthesis Example 11 was carried out except that the above-mentioned conditions were met to obtain 4.0 g of a mixture of a polyether group-containing compound (L) and a polyether group-containing compound (L') (wherein the content of the polyether group-containing compound (L') was 5 mol%).

[0656] Polyether group-containing compound (L):

[0657]

[0658] Polyether group-containing compound (L'):

[0659]

[0660] (Synthesis Example 13)

[0661] Except for using N-(3-oxahexen-5-yl)-2,2-di(2-propenyl)-4-pentylamine instead of N-(3,6-dioxaheptyl)-2,2-di(2-propenyl)-4-pentylamine, the same operations as in Synthesis Examples 1 to 2 were carried out to obtain 3.5 g of a mixture containing a polyether group-containing compound (M) and a polyether group-containing compound (M') (wherein the content of the polyether group-containing compound (M') was 11 mol%).

[0662] Polyether group-containing compound (M):

[0663]

[0664] Polyether group-containing compound (M'):

[0665]

[0666] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0667] (Synthesis Example 14)

[0668] Use containing CF 3 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) and HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) n -COOH (m≈28, n≈26) mixture 4.0g (wherein, HOCOCF 2 -(OCF 2 CF 2 ) m -(OCF 2 ) nThe same operation as in Synthesis Example 13 was carried out except that the above-mentioned conditions contained 3.8 g of a mixture of a polyether group-containing compound (N) and a polyether group-containing compound (N') (the content of the polyether group-containing compound (N') was 7 mol%).

[0669] Polyether group-containing compound (N):

[0670]

[0671] Polyether group-containing compound (N'):

[0672]

[0673] (Among them, the perfluoropolyether group contains a small amount of (OCF 2 CF 2 CF 2 CF 2 ) units and (OCF 2 CF 2 CF 2 ) unit, but omitted. )

[0674] (Synthesis Example 15)

[0675] Use containing CF 3 CF 2 CF 2 -(OCF 2 CF 2 CF 2 ) m ―OCF 2 COOH (m ≈ 25) and HOCOCF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 4.2 g of a mixture of COOH (m≈25) (where HOCOCF 2 -(OCF 2 CF 2 CF 2 ) m -OCF 2 The same operation as in Synthesis Example 13 was carried out except that the above-mentioned conditions were met to obtain 4.2 g of a mixture of a polyether group-containing compound (O) and a polyether group-containing compound (O') (wherein the content of the polyether group-containing compound (O') was 5 mol%).

[0676] Polyether group-containing compound (O):

[0677]

[0678] Polyether group-containing compound (O'):

[0679]

[0680] (Example 1)

[0681] The mixture containing the polyether group-containing compound (B) and the polyether group-containing compound (B′) obtained in Synthesis Example 2 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (1).

[0682] (Example 2)

[0683] The mixture containing the polyether group-containing compound (C) and the polyether group-containing compound (C′) obtained in Synthesis Example 3 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (2).

[0684] (Example 3)

[0685] The mixture containing the polyether group-containing compound (D) and the polyether group-containing compound (D′) obtained in Synthesis Example 4 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (3).

[0686] (Example 4)

[0687] The mixture containing the polyether group-containing compound (E) and the polyether group-containing compound (E') obtained in Synthesis Example 5 was dissolved in hydrofluoroether (3M Company, Novec HFE-7200) to a concentration of 0.1% by mass to prepare a surface treatment agent (4).

[0688] (Example 5)

[0689] The mixture containing the polyether group-containing compound (F) and the polyether group-containing compound (F') obtained in Synthesis Example 6 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (5).

[0690] (Example 6)

[0691] The mixture containing the polyether group-containing compound (G) and the polyether group-containing compound (G′) obtained in Synthesis Example 7 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (6).

[0692] (Example 7)

[0693] The mixture containing the polyether group-containing compound (H) and the polyether group-containing compound (H′) obtained in Synthesis Example 8 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (7).

[0694] (Example 8)

[0695] The mixture containing the polyether group-containing compound (I) and the polyether group-containing compound (I') obtained in Synthesis Example 9 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (8).

[0696] (Example 9)

[0697] The mixture containing the polyether group-containing compound (J) and the polyether group-containing compound (J′) obtained in Synthesis Example 10 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (9).

[0698] (Example 10)

[0699] The mixture containing the polyether group-containing compound (K) and the polyether group-containing compound (K′) obtained in Synthesis Example 11 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (10).

[0700] (Example 11)

[0701] The mixture containing the polyether group-containing compound (L) and the polyether group-containing compound (L') obtained in Synthesis Example 12 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (11).

[0702] (Example 12)

[0703] The mixture containing the polyether group-containing compound (M) and the polyether group-containing compound (M′) obtained in Synthesis Example 13 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (12).

[0704] (Example 13)

[0705] The mixture containing the polyether group-containing compound (N) and the polyether group-containing compound (N′) obtained in Synthesis Example 14 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (13).

[0706] (Example 14)

[0707] The mixture containing the polyether group-containing compound (O) and the polyether group-containing compound (O') obtained in Synthesis Example 15 was dissolved in hydrofluoroether (Novec HFE-7200 manufactured by 3M Company) to a concentration of 0.1% by mass to prepare a surface treatment agent (14).

[0708] (Comparative Examples 1 and 2)

[0709] Comparative surface treatment agents (1) and (2) were prepared in the same manner as in Example 2 except that the following control compounds (1) and (2) were used instead of the mixture containing the polyether group-containing compound (D) and the polyether group-containing compound (D′).

[0710] Reference compound (1)

[0711]

[0712] Reference compound (2)

[0713] CF 3 CF 2 CF 2 CF 2 CF 2 CF 2 CH 2 CH 2 Si(OCH 2 CH 3 ) 3

[0714] (Static contact angle)

[0715] The static contact angle was measured by the following method using a fully automatic contact angle meter, DropMaster 700 (manufactured by Kyowa Interface Science Co., Ltd.).

[0716] <Method for measuring static contact angle>

[0717] 2 μL of water was dropped onto a horizontally placed substrate using a micro syringe, and a still image was taken using a digital microscope 1 second after the drop was added to determine the static contact angle.

[0718] (Formation of Cured Film)

[0719] The surface treatment agents (1) to (14) and the comparative surface treatment agents (1) to (2) were applied to chemically strengthened glass (Gorilla glass manufactured by Corning, thickness 0.7 mm) using a spin coater. The spin coating conditions were: coating at 300 rpm for 3 seconds and coating at 2000 rpm for 30 seconds. The coated glass was heated at 150° C. in a thermostatic chamber in the atmosphere for 30 minutes to form a cured film.

[0720] [Evaluation of Cured Film Characteristics]

[0721] The properties of the obtained cured films were evaluated as follows.

[0722] <Static contact angle>

[0723] (Initial evaluation)

[0724] First, as an initial evaluation, after the cured film was formed, the static contact angle of water was measured in a state where there was no contact with the surface.

[0725] (Evaluation after wiping with ethanol)

[0726] Next, the cured film was wiped back and forth five times using KimWipe (trade name, manufactured by Jujo Kimberly Clark Co., Ltd.) fully impregnated with ethanol, and then dried. The static contact angle of water of the dried cured film was measured.

[0727] <Fingerprint adhesion and wipeability>

[0728] (Fingerprint adhesion)

[0729] A finger was pressed on a cured film formed using the surface treatment agent or the comparative surface treatment agent, and the ease of fingerprint adhesion was determined by visual inspection. The evaluation was made based on the following criteria.

[0730] A: Fingerprints are not easy to attach, or even if they are attached, they are not obvious.

[0731] B: The fingerprint is slightly attached, but sufficient to be confirmed.

[0732] C: Fingerprints are clearly attached to the same extent as the untreated glass substrate.

[0733] (Fingerprint wipeability)

[0734] After the above-mentioned fingerprint adhesion test, the attached fingerprint was rubbed back and forth 5 times with KimWipe (trade name, manufactured by Kimberly-Clark Corporation) and the ease of wiping off the attached fingerprint was determined by visual inspection. The evaluation was determined based on the following criteria.

[0735] A: It can completely wipe off fingerprints.

[0736] B: There are traces of fingerprints left on the wipe.

[0737] C: Fingerprint marks are enlarged and difficult to remove.

[0738] The above evaluation results are shown in Table 1 below.

[0739] [Table 1]

[0740]

[0741] As shown in the above results, the contact angles of the cured films formed using the surface treatment agents (1) to (14) did not decrease even when wiped with ethanol. On the other hand, the contact angles of the cured films formed using the comparative surface treatment agents (1) and (2) decreased when wiped with ethanol. This is considered to be because the chemical resistance (i.e., durability against solvents) of the cured films formed using the comparative surface treatment agents (1) or (2) was poor.

[0742] [Evaluation of Friction Resistance of Cured Film]

[0743] The abrasion resistance of the obtained cured film was evaluated as follows.

[0744] <Rubber friction resistance test>

[0745] Using a friction tester (manufactured by Shinto Scientific Co., Ltd.), the water-resistant contact angle was measured every 2,500 wipes under the following conditions, and the test was continued for 10,000 wipes or until the water-resistant contact angle was less than 100 degrees. The test environment conditions were 25° C. and 40% RH.

[0746] Eraser: Raber Eraser (manufactured by Minoan Company);

[0747] Ground contact area:

[0748] Moving distance (one way): 30mm;

[0749] Travel speed: 3,600 mm / min;

[0750] load:

[0751] The above evaluation results are shown in the following Table 2. In the table, "-" means not measured.

[0752] [Table 2]

[0753]

[0754] Industrial Applicability

[0755] The fluorinated polyether group-containing compound of the present invention can be suitably used to form a surface treatment layer on the surface of various substrates, particularly on the surface of optical parts that require friction durability.

Claims

1. A silane compound containing a fluorinated polyether group, characterized in that: It is represented by the following formula (1) or (2), In formula (1) and (2): R F1 is Rf 1 -R F -O q -; R F2 is -Rf 2 p -R F -O q -; R 1 is C which may be substituted by one or more fluorine atoms 1－16 alkyl; R 2 is C which may be substituted by one or more fluorine atoms 1－6 Alkylene; R F are each independently a divalent fluorinated polyether group; p is 0 or 1; q is independently 0 or 1; R 1 Each independently is -R 3 -(OR 2 ) m -O n -R 4 -R 5 ; R 2 Each time it occurs, it is independently C 1－6 Alkylene; m is an integer from 2 to 10; n is 0 or 1; R 3 is a single bond or C 1－6 Alkylene; R 4 is a single bond or C 1－6 Alkylene; R 5 is a hydrogen atom or R Si ; R Si Each independently represents a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded; X A Each is independently a single bond or the following formula: -(R 51’ ) p5’ -(X 51’ ) q5’ -(R 51’ ) p5” - the group shown, Formula - (R 51’ ) p5’ -(X 51’ ) q5’ -(R 51’ ) p5” -middle: R 51’ C 1－6 Alkylene, X 51’ For O, p5' is 0 or 1, p5" is 0 or 1, q5' is 0 or 1, wherein at least one of p5′ and p5″ is 1; X B are independently a single bond or the following formula: -(R 61’ ) p6’ -(X 61’ ) q6’ -(R 61’ ) p6” - the group shown, Formula - (R 61’ ) p6’ -(X 61’ ) q6’ -(R 61’ ) p6” -middle: R 61’ C 1－6 Alkylene, X 61’ For O, p6' is 0 or 1, p6" is 0 or 1, q6' is 0 or 1, Among them, at least one of p6' and p6" is 1.

2. The fluorinated polyether group-containing silane compound according to claim 1, wherein: R 1 Each time it occurs, it is independently C 1－16 Perfluoroalkyl, R 2 Each time it occurs, it is independently C 1－6 Perfluoroalkylene.

3. The fluorinated polyether group-containing silane compound according to claim 1 or 2, characterized in that: R F Each time it occurs, it is independently of the formula: -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3R Fa 6) d -(OC2F4) e -(OCF2) f - the group shown, In the formula, R Fa is independently a hydrogen atom, a fluorine atom or a chlorine atom at each occurrence, a, b, c, d, e and f are each independently an integer of 0 to 200, the sum of a, b, c, d, e and f is 1 or more, the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary, wherein all R Fa When it is a hydrogen atom or a chlorine atom, at least one of a, b, c, e and f is 1 or more.

4. The fluorinated polyether group-containing silane compound according to claim 3, characterized in that: R Fa A fluorine atom.

5. The fluorinated polyether group-containing silane compound according to claim 1 or 2, characterized in that: R F Each occurrence is independently a group represented by the following formula (f1), (f2), (f3), (f4) or (f5), -(OC3F6) d -(OC2F4) e -(f1) In formula (f1), d is an integer of 1 to 200, and e is 0 or 1; <h2 style=";text-align:left;direction:ltr">(OC4F8)<h2 style=";text-align:left;direction:ltr"> c <h2 style=";text-align:left;direction:ltr"> (OC3F6)<h2 style=";text-align:left;direction:ltr"> d <h2 style=";text-align:left;direction:ltr"> (OC2F4)<h2 style=";text-align:left;direction:ltr"> e <h2 style=";text-align:left;direction:ltr"> (OCF2)<h2 style=";text-align:left;direction:ltr"> f <h2 style=";text-align:left;direction:ltr"> (f2) In formula (f2), c and d are each independently an integer of 0 to 30, e and f are each independently an integer of 1 to 200, The sum of c, d, e and f is an integer from 10 to 200, The order of presence of the repeating units marked with the subscript c, d, e or f and enclosed in brackets in the formula is arbitrary; -(R 6 -R 7 ) g -(f3) In formula (f3), R 6 For OCF2 or OC2F4, R 7 is selected from OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 or a combination of 2 or 3 groups selected from these groups, g is an integer from 2 to 100; -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f -(f4) In formula (f4), e is an integer from 1 to 200, a, b, c, d and f are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is at least 1, and the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary; -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f -(f5) In formula (f5), f is an integer from 1 to 200, a, b, c, d and e are each independently an integer from 0 to 200, the sum of a, b, c, d, e and f is at least 1, and the order of existence of each repeating unit marked with a, b, c, d, e or f and enclosed in parentheses in the formula is arbitrary.

6. The fluorinated polyether group-containing silane compound according to claim 1 or 2, characterized in that: R 5 A hydrogen atom.

7. The fluorinated polyether group-containing silane compound according to claim 1 or 2, characterized in that: R 5 For R Si .

8. The fluorinated polyether group-containing silane compound according to claim 1 or 2, characterized in that: R Si are independently a group represented by the following formula (S1), (S2), (S3), (S4) or (S5), -SiR 11 n1 R 12 3-n1 (S2) -Sir a1 k1 R b1 l1 R c1 m1 (S3) -CR d1 k2 Re 1 l2 R f1 m2 (S4) -NR g1 R h1 (S5) Where: R 11 is independently a hydroxyl group or a hydrolyzable group at each occurrence, R 12 is independently a hydrogen atom or a monovalent organic group at each occurrence, n1 in each (SiR 11 n1 R 12 3-n1 ) units are each independently an integer from 0 to 3, X 11 is independently a single bond or a divalent organic group at each occurrence, R 13 is independently a hydrogen atom or a monovalent organic group at each occurrence, t is independently an integer greater than 2 at each occurrence, R 14 Each occurrence is independently a hydrogen atom, a halogen atom or -X 11 -SiR 11 n1 R 12 3-n1 , R 15 Each occurrence of is independently 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, R a1 Each time it occurs, it is independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 , Z 1 is independently an oxygen atom or a divalent organic group at each occurrence, R 21 Each time it occurs, it is independently -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ , R 22 is independently a hydroxyl group or a hydrolyzable group at each occurrence, R 23 is independently a hydrogen atom or a monovalent organic group at each occurrence, p1 is an integer from 0 to 3 independently at each occurrence. q1 is an integer from 0 to 3 independently at each occurrence. r1 is independently an integer from 0 to 3 each time it appears. The sum of p1, q1 and r1 is 3, Z 1’ is independently an oxygen atom or a divalent organic group at each occurrence, R 21’ Each time it occurs, it is independently -Z 1” -SiR 22” q1” R 23” r1” , R 22’ is independently a hydroxyl group or a hydrolyzable group at each occurrence, R 23’ is independently a hydrogen atom or a monovalent organic group at each occurrence, p1' is independently an integer from 0 to 3 at each occurrence, q1' is independently an integer from 0 to 3 at each occurrence, r1' is independently an integer from 0 to 3 at each occurrence, The sum of p1', q1' and r1' is 3, Z 1” is independently an oxygen atom or a divalent organic group at each occurrence, R 22” is independently a hydroxyl group or a hydrolyzable group at each occurrence, R 23” is independently a hydrogen atom or a monovalent organic group at each occurrence, q1" is an integer from 0 to 3 independently at each occurrence. r1" is an integer from 0 to 3 independently at each occurrence. The sum of q1” and r1” is 3. R b1 is independently a hydroxyl group or a hydrolyzable group at each occurrence, R c1 is independently a hydrogen atom or a monovalent organic group at each occurrence, k1 is independently an integer from 1 to 3 each time it appears. l1 is an integer from 0 to 3 independently at each occurrence. m1 is independently an integer from 0 to 3 at each occurrence. The sum of k1, l1 and m1 is 3, R d1 Each time it occurs, it is independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 , Z 2 is independently a single bond, an oxygen atom or a divalent organic group at each occurrence, R 31 Each time it occurs, it is independently -Z 2’ -CR 32’ q2’ R 33’ r2’ , R 32 Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 , R 33 is independently a hydrogen atom, a hydroxyl group or a monovalent organic group at each occurrence, p2 is an integer from 0 to 3 independently at each occurrence. q2 is independently an integer from 0 to 3 at each occurrence, r2 is independently an integer from 0 to 3 at each occurrence, The sum of p2, q2 and r2 is 3, Z 2’ is independently a single bond, an oxygen atom or a divalent organic group at each occurrence, R 32’ Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 , R 33’ is independently a hydrogen atom, a hydroxyl group or a monovalent organic group at each occurrence, q2' is independently an integer from 0 to 3 at each occurrence, r2' is independently an integer from 0 to 3 at each occurrence, The sum of q2' and r2' is 3, Z 3 is independently a single bond, an oxygen atom or a divalent organic group at each occurrence, R 34 is independently a hydroxyl group or a hydrolyzable group at each occurrence, R 35 is independently a hydrogen atom or a monovalent organic group at each occurrence, n2 is independently an integer from 0 to 3 at each occurrence, R e1 Each time it occurs, it is independently -Z 3 -SiR 34 n2 R 35 3－n2 , R f1 is independently a hydrogen atom, a hydroxyl group or a monovalent organic group at each occurrence, k2 is independently an integer from 0 to 3 at each occurrence. l2 is an integer from 0 to 3 independently at each occurrence. m2 is independently an integer from 0 to 3 at each occurrence. The sum of k2, l2 and m2 is 3, R g1 and R h1 Each time it occurs, it is independently -Z 4 -SiR 11 n1 R 12 3－n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 , Z 4 is independently a single bond, an oxygen atom or a divalent organic group at each occurrence, However, in formulae (S1), (S2), (S3), (S4) and (S5), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

9. The fluorinated polyether group-containing silane compound according to claim 8, wherein: With X B Bonded R Si It is a group represented by formula (S3) or (S4).

10. The fluorinated polyether group-containing silane compound according to claim 8, characterized in that: R 1 R Si It is a group represented by formula (S2).

11. The fluorinated polyether group-containing silane compound according to claim 1 or 2, characterized in that: X A is a single bond, X B C 1－6 Alkylene.

12. A surface treatment agent, characterized in that: A silane compound comprising a fluorinated polyether group according to any one of claims 1 to 11.

13. The surface treatment agent according to claim 12, characterized in that: It further contains one or more other components selected from the group consisting of fluorinated oil, silicone oil and a catalyst.

14. The surface treatment agent according to claim 12 or 13, characterized in that: Also contains solvent.

15. The surface treatment agent according to claim 12 or 13, characterized in that: Used as an antifouling coating or a water-repellent coating.

16. An article, characterized in that: The invention comprises a substrate and a layer formed on the surface of the substrate using the fluorinated polyether group-containing silane compound according to any one of claims 1 to 11 or the surface treatment agent according to any one of claims 12 to 15.

17. The article according to claim 16, characterized in that: It is an optical component.

Images