Silane compound

By using silane compounds with specific structures, the problem that the surface treatment layer in the prior art is difficult to have both balance, friction durability and fingerprint wipe removal, and a better surface treatment effect is achieved.

CN119836427APending Publication Date: 2025-04-15DAIKIN INDUSTRIES LTD

Patent Information

Application Number
CN202380058483.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2023-04-10
Filing Date
2023-08-10
Publication Date
2025-04-15

AI Technical Summary

Technical Problem

It is difficult for the conventional silane compounds to form a surface treatment layer with good balance, friction durability and fingerprint swab ability.

Method used

A specific silane compound structure is adopted, including a compound of R1-X1-RSi, wherein R1 contains more than one hydroxyl group or hydrolyzable group that is not directly bonded, X1 is an alkylene group with 11 or more carbon atoms, and RSi contains Si atoms bonded to hydroxyl group or hydrolyzable group.

Benefits of technology

The surface treatment layer is well balanced, friction durability and fingerprint wipe removal ability, and the surface treatment effect is improved.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention provides a compound represented by formula (1). [In the formula, R1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms, and RSi is a monovalent group containing Si atoms to which a hydroxyl group or a hydrolyzable group is bonded. ] R1-X1-RSi (1).
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Description

Technical Field

[0001] The present invention relates to silane compounds. Background Art

[0002] It is known that certain types of silane compounds can provide excellent water and oil repellency when used for surface treatment of substrates (Patent Document 1).

[0003] Prior art literature

[0004] Patent Literature

[0005] Patent Document 1: Japanese Patent Application Publication No. 2019-44179 Summary of the invention

[0006] Technical problem to be solved by the invention

[0007] An object of the present invention is to provide a compound capable of forming a surface treatment layer having both friction durability and fingerprint removability in a good balance.

[0008] Technical means to solve technical problems

[0009] The present invention includes the following aspects.

[0010] [1] A compound represented by the following formula (1).

[0011] R 1 -X 1 -R Si (1)

[0012] [Wherein,

[0013] R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded,

[0014] X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms,

[0015] R Si It is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.]

[0016] [2] The compound according to [1] above, wherein

[0017] R 1 For R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-,

[0018] R 3 C 1-12 alkyl,

[0019] R 4 C 1-12 alkyl,

[0020] n is 0 to 1500.

[0021] [3] The compound according to [2] above, wherein R 3 It is methyl.

[0022] [4] The compound according to [1] above, wherein

[0023] R 1 For R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-,

[0024] R 3 is a group represented by the following A group or B group,

[0025] R 51 na R 52 3-na Si-(O) z - (A)

[0026]

[0027] [Wherein,

[0028] R 51 Each independently is -(R 61 ﹣SiR 53 2) ma ﹣R 53 The groups shown,

[0029] R 61 are independently an oxygen atom or a C 1-6 Alkylene,

[0030] R 53 are independently a hydrocarbon group or R 51 ',

[0031] R 51 The meaning of ' is the same as R 51 same,

[0032] ma are each independently an integer of 1 to 5,

[0033] Among them, R 51 In, R 51 ' is less than 20,

[0034] R 52are independently a hydrocarbon group,

[0035] na is an integer from 1 to 3,

[0036] R 54 are independently a hydrocarbon group,

[0037] nb is an integer from 1 to 5,

[0038] z is 0 or 1.]

[0039] R 54 C 1-12 alkyl,

[0040] n is 0 to 1500.

[0041] [5] The compound according to any one of [2] to [4] above, wherein R 4 It is methyl.

[0042] [6] The compound according to any one of [2] to [5] above, wherein n is 1 or 2.

[0043] [7] The compound according to any one of [1] to [6] above, wherein

[0044] R 1 For -SiR 5 3.

[0045] R 5 C 1-6 Alkyl or -SiR 6 3.

[0046] R 6 C 1-6 alkyl.

[0047] [8] The compound according to any one of [1] to [7] above, wherein

[0048] R 1 It is a group represented by the following A group or B group.

[0049] R 51 na R 52 3-na Si-(O) z - (A)

[0050]

[0051] [Wherein,

[0052] R 51 Each independently is -(R 61 ﹣SiR53 2) ma ﹣R 53 The groups shown,

[0053] R 61 are independently an oxygen atom or a C 1-6 Alkylene,

[0054] R 53 are independently a hydrocarbon group or R 51 ',

[0055] R 51 The meaning of ' is the same as R 51 same,

[0056] ma are each independently an integer of 1 to 5,

[0057] Among them, R 1 In, R 1 ' is less than 20,

[0058] R 52 are independently a hydrocarbon group,

[0059] na is an integer from 1 to 3,

[0060] R 54 are independently a hydrocarbon group,

[0061] nb is an integer from 1 to 5,

[0062] z is 0 or 1.]

[0063] [9] The compound according to any one of [1] to [8] above, wherein

[0064] X 1 It also includes ﹣CO﹣, ﹣COO﹣, ﹣NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x -CO- a divalent organic group,

[0065] R 2 A hydrogen atom or C 1-6 alkyl,

[0066] x is an integer from 1 to 20.

[0067]

[10] The compound according to any one of [1] to [9] above, wherein

[0068] X 1 Formula: -X 21 ﹣X 10 ﹣X 11 ﹣X 12 ﹣The group shown.

[0069] [Wherein,

[0070] X 21 =O-R 61 b1 R 62 3-b1 C﹣、R 63 b2 R 64 3-b2 Si - or R 65 2N﹣,

[0071] R 61 is a divalent organic group,

[0072] R 62 is a hydrogen atom or a monovalent organic group,

[0073] R 63 is a divalent organic group,

[0074] R 64 is a hydrogen atom or a monovalent organic group,

[0075] R 65 is a divalent organic group,

[0076] b1 is 2 or 3,

[0077] b2 is 2 or 3,

[0078] X 10 is an alkylene group having 11 or more carbon atoms,

[0079] X 11 Single bond, -CO-, -COO-, -NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x ﹣CO﹣,

[0080] R 2 A hydrogen atom or C 1-6 alkyl,

[0081] x is an integer from 1 to 20,

[0082] X 12 is a single bond or C 1-6 Alkylene.]

[0083]

[11] The compound according to any one of [1] to

[10] above, wherein X 1 The carbon number of the alkylene group in R 1 There are many Si atoms in it.

[0084]

[12] The compound according to any one of [1] to

[11] above, wherein X 1 The number of carbon atoms in the alkylene group is R 1 More than 2.5 times the number of Si atoms in MgO.

[0085]

[13] The compound according to any one of [1] to

[12] above, wherein X 1 The carbon number of the alkylene group in R 1 The number of atoms in the main chain is large.

[0086]

[14] The compound according to any one of [1] to

[13] above, wherein X 1 The number of carbon atoms in the alkylene group is R 1 2.0 times or more the number of atoms in the main chain.

[0087]

[15] The compound according to any one of [1] to

[14] above, wherein R Si It is a group represented by the following formula (S1), (S2), (S3) or (S4).

[0088] -SiR 11 n1 R 12 3-n1 (S1)

[0089] -SiR a1 k1 R b1 l1 R c1 m1 (S2)

[0090] -CR d1 k2 R e1 l2 R f1 m2 (S3)

[0091] -NR g1 R h1 (S4)

[0092] [Wherein,

[0093] R 11 are independently a hydroxyl group or a hydrolyzable group;

[0094] R 12 are each independently a hydrogen atom or a monovalent organic group;

[0095] n1 is an integer from 1 to 3;

[0096] R a1 Independently -Z 1 ﹣SiR 21 p1 R 22 q1 R 23 r1 ;

[0097] Z 1 are each independently an oxygen atom or a divalent organic group;

[0098] R 21 Independently -Z 1' ﹣SiR 21' p1' R 22' q1' R 23' r1' ;

[0099] R 22 are independently a hydroxyl group or a hydrolyzable group;

[0100] R 23 are each independently a hydrogen atom or a monovalent organic group;

[0101] p1 are each independently an integer from 0 to 3;

[0102] q1 is independently an integer from 0 to 3;

[0103] r1 is independently an integer from 0 to 3;

[0104] Z 1' are each independently an oxygen atom or a divalent organic group;

[0105] R 21' Independently -Z 1” ﹣SiR 22” q1” R 23” r1” ;

[0106] R 22' are independently a hydroxyl group or a hydrolyzable group;

[0107] R23' are each independently a hydrogen atom or a monovalent organic group;

[0108] p1' is independently an integer from 0 to 3;

[0109] q1' is independently an integer from 0 to 3;

[0110] r1' is independently an integer from 0 to 3;

[0111] Z 1” are each independently an oxygen atom or a divalent organic group;

[0112] R 22” are independently a hydroxyl group or a hydrolyzable group;

[0113] R 23” are each independently a hydrogen atom or a monovalent organic group;

[0114] q1" are each independently an integer from 0 to 3;

[0115] r1" are each independently an integer from 0 to 3;

[0116] R b1 are independently a hydroxyl group or a hydrolyzable group;

[0117] R c1 are each independently a hydrogen atom or a monovalent organic group;

[0118] k1 are each independently an integer from 0 to 3;

[0119] l1 are each independently an integer from 0 to 3;

[0120] m1 are each independently an integer from 0 to 3;

[0121] R d1 Independently -Z 2 ﹣CR 31 p2 R 32 q2 R 33 r2 ;

[0122] Z 2 are each independently a single bond, an oxygen atom or a divalent organic group;

[0123] R 31 Independently -Z 2 '﹣CR 32 ' q2' R 33 ' r2' ;

[0124] R32 Independently -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 ;

[0125] R 33 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0126] p2 are each independently an integer from 0 to 3;

[0127] q2 are each independently an integer from 0 to 3;

[0128] r2 are each independently an integer from 0 to 3;

[0129] Z 2 'are independently a single bond, an oxygen atom or a divalent organic group;

[0130] R 32 'Each independently is -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 ;

[0131] R 33 'are independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0132] q2' is independently an integer from 0 to 3;

[0133] r2' is independently an integer from 0 to 3;

[0134] Z 3 are each independently a single bond, an oxygen atom or a divalent organic group;

[0135] R 34 are independently a hydroxyl group or a hydrolyzable group;

[0136] R 35 are each independently a hydrogen atom or a monovalent organic group;

[0137] n2 are each independently an integer from 0 to 3;

[0138] R e1 Independently -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 ;

[0139] R f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0140] k2 are each independently an integer from 0 to 3;

[0141] l2 are each independently an integer from 0 to 3;

[0142] m2 are each independently an integer from 0 to 3;

[0143] R g1 and R h1 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 ;

[0144] Z 4 are each independently a single bond, an oxygen atom or a divalent organic group;

[0145] In formulas (S2), (S3) and (S4), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.]

[0146]

[16] A compound represented by the following formula (1a).

[0147] R 1 -X 2 -R i (1a)

[0148] [Wherein,

[0149] R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded,

[0150] X 2 is an alkylene group having 11 or more carbon atoms,

[0151] R i For -COOR 7 , -CONR 8 2 or -CONR 7 ﹣CR 8 3.

[0152] R 7 A hydrogen atom or C 1-6 alkyl,

[0153] R 8 C with a double bond at the end 2-6 Alkenyl.]

[0154]

[17] A surface treatment agent comprising the compound described in any one of [1] to

[15] above.

[0155]

[18] The surface treatment agent according to

[17] above, further comprising a condensate of the compound according to any one of [1] to

[15] above.

[0156]

[19] The surface treatment agent as described in

[17] or

[18] above, further comprising R 81 OR 82 , R 83 n8 C6H 6﹣n8 , R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 ﹣R 89 and (OSiR 87 R 88 ) m9 Solvents for the indicated compounds.

[0157] [Wherein,

[0158] R 81 ~R 89 are each independently a monovalent organic group having 1 to 10 carbon atoms,

[0159] m8 is an integer from 1 to 6,

[0160] m9 is an integer from 4 to 8,

[0161] n8 is an integer from 0 to 6.]

[0162]

[20] The surface treatment agent according to

[19] above, wherein the solvent is R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 ﹣R 89 .

[0163]

[21] The surface treatment agent as described in

[19] or

[20] above, wherein the solvent is hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane or decamethylcyclopentasiloxane.

[0164]

[22] The surface treatment agent as described in any one of

[17] to

[21] above, which is a surface treatment agent for vacuum deposition.

[0165]

[23] The surface treatment agent as described in any one of

[17] to

[21] above, which is a surface treatment agent for wet coating.

[0166]

[24] Pellets containing the surface treatment agent described in any one of

[17] to

[21] above.

[0167]

[25] An article comprising a substrate and a layer formed from the compound according to any one of [1] to

[15] above on the substrate.

[0168]

[26] The article as described in

[25] above, which includes an intermediate layer containing silicon oxide between the above substrate and the above layer.

[0169]

[27] The article as described in

[26] above, wherein the intermediate layer contains alkali metal atoms.

[0170]

[28] The article as described in

[27] above, wherein at least a portion of the alkali metal atoms are sodium atoms.

[0171]

[29] The article according to any one of

[25] to

[28] above, which is an optical component.

[0172]

[30] The article as described in any one of

[25] to

[28] above, which is a display.

[0173] Effects of the Invention

[0174] According to the present invention, there is provided a compound capable of forming a surface treatment layer having both friction durability and fingerprint wiping properties in a good balance. DETAILED DESCRIPTION

[0175] When used in this specification, "monovalent organic group" refers to a monovalent group containing carbon. The monovalent organic group is not particularly limited and may 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. Among them, when simply written as "organic group", it means a monovalent organic group. In addition, a "divalent organic group" refers to a divalent group containing carbon. As such a divalent organic group, for example, a divalent group in which one hydrogen atom is further removed from the organic group can be cited. The same is true for trivalent or higher organic groups, which means a group in which a specified number of hydrogen atoms are removed from the organic group.

[0176] As used in this specification, "hydrocarbon group" is a group containing carbon and hydrogen, and refers to a group obtained by removing hydrogen atoms from 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 groups" can be any of linear, branched or cyclic, and can also be any of saturated or unsaturated. In addition, the hydrocarbon group can also contain one or more ring structures. The hydrocarbon group can also be substituted by one or more substituents.

[0177] 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 6﹣10 One or more of aryl and 5- to 10-membered heteroaryl.

[0178] 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 h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h , -NCO, halogen (in these formulas, R h represents a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms), etc., preferably -OR h (i.e. alkoxy). hExamples include unsubstituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, and isobutyl; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups are preferred, unsubstituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred.

[0179] The silane compound of the present invention is a compound represented by the following formula (1).

[0180] R 1 -X 1 -R Si (1)

[0181] [Wherein,

[0182] R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded,

[0183] X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms,

[0184] R Si It is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.]

[0185] R 1 It is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded.

[0186] The monovalent group including one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded may include a Si atom to which a hydroxyl group or a hydrolyzable group is directly bonded.

[0187] In one embodiment, the monovalent group including one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded does not contain a Si atom to which a hydroxyl group or a hydrolyzable group is directly bonded.

[0188] In another embodiment, the monovalent group including one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded includes one or more Si atoms to which a hydroxyl group or a hydrolyzable group is directly bonded.

[0189] In one approach, R 1 For the following bases: R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-The group shown.

[0190] [Wherein,

[0191] R 3 C 1-12 Alkyl, a group represented by the following A group or B group,

[0192] R 51 na R 52 3-na Si-(O) z - (A)

[0193]

[0194] [Wherein,

[0195] R 51 Each independently is -(R 61 ﹣SiR 53 2) ma ﹣R 53 The groups shown,

[0196] R 61 are independently an oxygen atom or a C 1-6 Alkylene,

[0197] R 53 are independently a hydrocarbon group or R 51 ',

[0198] R 51 The meaning of ' is the same as R 51 same,

[0199] ma are each independently an integer of 1 to 5,

[0200] Among them, R 51 In, R 51 ' is less than 20,

[0201] R 52 are independently a hydrocarbon group,

[0202] na is an integer from 1 to 3,

[0203] R 54 are independently a hydrocarbon group,

[0204] nb is an integer from 1 to 5,

[0205] z is 0 or 1.]

[0206] R 4 C 1-12 alkyl,

[0207] n is 0 to 1500.]

[0208] In another embodiment, R 1 It is a group represented by the A group or the B group.

[0209] R 51 na R 523-na Si-(O) z - (A)

[0210]

[0211] [Wherein,

[0212] R 51 Each independently is -(R 61 ﹣SiR 53 2) ma ﹣R 53 The groups shown,

[0213] R 61 are independently an oxygen atom or a C 1-6 Alkylene,

[0214] R 53 are independently a hydrocarbon group or R 51' ,

[0215] R 51' The meaning of R 51 same,

[0216] ma are each independently an integer of 1 to 5,

[0217] Among them, R 51 In, R 51' The number is less than 20,

[0218] R 52 are independently a hydrocarbon group,

[0219] na is an integer from 1 to 3,

[0220] R 54 are independently a hydrocarbon group,

[0221] nb is an integer from 1 to 5,

[0222] z is 0 or 1.]

[0223] In one approach, R 3 C 1-12 alkyl.

[0224] R 3 C 1-12 The alkyl group may be a straight chain or a branched chain. 1-12 In another embodiment, the alkyl group is a straight chain. 1-12 The alkyl group is a branched chain. 1-12 The alkyl group is preferably C 1-6 Alkyl, more preferably C 1-3 The alkyl group is more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0225] In one approach, R 3 It is an A group or a B group.

[0226] R 51 na R 52 3-na Si-(O) z - (A)

[0227]

[0228] R 51 Each independently is -(R 61 ﹣SiR 53 2) ma ﹣R 53 The groups shown.

[0229] R 61 are independently an oxygen atom or a C 1-6 Alkylene.

[0230] R 61 C 1-6 The alkylene group may be a straight chain or a branched chain. 1-6 The alkylene group is preferably C 1-4 Alkylene, more preferably C 2-4 Alkylene.

[0231] In one approach, R 61 is O.

[0232] In one embodiment, a portion of R 61 For O, the other R 61 C 1-6 Alkylene.

[0233] R 53 are independently a hydrocarbon group or R 51 '.

[0234] R 53 The above-mentioned hydrocarbon group in may be preferably an alkyl group or an aryl group.

[0235] The alkyl group may be linear or branched. The alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an isopropyl group or a tert-butyl group.

[0236] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0237] R53 An alkyl group is preferred, and an alkyl group having 1 to 4 carbon atoms is more preferred.

[0238] R 51 The meaning of ' is the same as R 51 The same. That is, R 51 'for ﹣(OSiR 53 2) ma ﹣R 53 Among them, R 51 In, R 51 The number of ' is 20 or less, preferably 10 or less, more preferably 6 or less, and further preferably 3 or less.

[0239] In one approach, R 53 are independently a hydrocarbon group or R 51 '.

[0240] In a preferred embodiment, R 53 Each is independently a hydrocarbon group.

[0241] In one approach, R 3 =R 4 '﹣SiR 3 '2) ma' ﹣R 3 '.

[0242] [Wherein,

[0243] R 3 'are independently a hydrocarbon group or -(R 4 ﹣SiR 3 2) ma ﹣R 3 ,

[0244] At least 1 R 3 'For ﹣(R 4 ﹣SiR 3 2) ma ﹣R 3 ,

[0245] R 3 are independently or a hydrocarbon group,

[0246] R 4 are independently an oxygen atom or a C 1-6 Alkylene,

[0247] ma are each independently an integer of 1 to 5,

[0248] R 4 'are independently an oxygen atom or C 1-6 Alkylene,

[0249] ma' are each independently an integer of 1 to 5.]

[0250] In another embodiment, in one embodiment, R 53 =R 61 '﹣SiR 53 '2) ma' ﹣R 53 '.

[0251] [Wherein,

[0252] R 53 'are independently a hydrocarbon group or -(R 61 ” - SiR 53 2) ma” ﹣R 3 ”,

[0253] At least 1 R 53 'For ﹣(R 61 ” - SiR 53 2) ma” ﹣R 53 ”,

[0254] R 53 " are independently a hydrocarbon group or -(R 61 ﹣SiR 53 2) ma ﹣R 53 ,

[0255] At least 1 R 53 ” is ﹣(R 61 ﹣SiR 52 2) ma ﹣R 53 ,

[0256] R 53 are independently or a hydrocarbon group,

[0257] R 61 are independently an oxygen atom or a C 1-6 Alkylene,

[0258] ma are each independently an integer of 1 to 5,

[0259] R 61 " are independently an oxygen atom or a C 1-6 Alkylene,

[0260] ma" are each independently an integer of 1 to 5,

[0261] R 61 'are independently an oxygen atom or C 1-6 Alkylene,

[0262] ma' are each independently an integer of 1 to 5.]

[0263] ma is an integer of 1-5 independently, and is preferably 1 or 2.

[0264] R 52 are each independently a hydrocarbon group.

[0265] R 52 The above-mentioned hydrocarbon group in may be preferably an alkyl group or an aryl group.

[0266] The alkyl group may be linear or branched. The alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an isopropyl group, or a tert-butyl group.

[0267] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0268] R 52 An alkyl group is preferred, and an alkyl group having 1 to 4 carbon atoms is more preferred.

[0269] na is an integer of 1 to 3. In one embodiment, na is 2. In another embodiment, na is 3. 51 ', na in each (R 61 ﹣SiR 53 2) ma Select independently.

[0270] z is 0 or 1. In one embodiment, z is 0. In another embodiment, z is 1.

[0271] In a preferred embodiment, in the A group,

[0272] R 51 Each independently is -(R 61 ﹣SiR 53 2) ma ﹣R 53 The groups shown,

[0273] R 61 are independently an oxygen atom or a C 1-6 Alkylene,

[0274] R 53 are each independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms,

[0275] ma is 1 or 2,

[0276] R 52are each independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms,

[0277] na is 1 or 2.

[0278] Examples of the group A are not limited, but the following groups can be mentioned.

[0279]

[0280]

[0281] R 54 are each independently a hydrocarbon group.

[0282] R 54 The above-mentioned hydrocarbon group in may be preferably an alkyl group or an aryl group.

[0283] The alkyl group may be linear or branched. The alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an isopropyl group or a tert-butyl group.

[0284] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0285] R 54 An alkyl group is preferred, and an alkyl group having 1 to 4 carbon atoms is more preferred.

[0286] nb is an integer of 1 to 5, and is preferably 2 or 3.

[0287] In a preferred embodiment, in the B group,

[0288] R 54 are each independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms,

[0289] nb is 2 or 3.

[0290] Examples of the group B include, but are not limited to, the following groups.

[0291]

[0292] R 4 C 1-12 The alkyl group may be a straight chain or a branched chain. 1-12 In another embodiment, the alkyl group is a straight chain. 1-12 The alkyl group is a branched chain. 1-12 The alkyl group is preferably C 1-6 Alkyl, more preferably C 1-3The alkyl group is more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0293] n is 0 to 1500, preferably 0 to 1500, more preferably 0 to 500, and even more preferably 0 to 10. In one embodiment, n is preferably 1 to 1500, more preferably 1 to 500, and even more preferably 1 to 10. n is even more preferably 0, 1 or 2.

[0294] In one embodiment, n is 10-500, and more preferably 10-100.

[0295] In a preferred embodiment, R 3 is methyl, R 4 is methyl, and n is 1 or 2.

[0296] In one approach, R 1 It may be a monovalent organic group that includes one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded and does not contain a siloxane bond.

[0297] In one approach, R 1 The formula is: -SiR 5 3 shown in the group.

[0298] [Wherein,

[0299] R 5 C 1-6 Alkyl or -SiR 6 3.

[0300] R 6 C 1-6 alkyl.]

[0301] R 5 C 1-6 The alkyl group may be a straight chain or a branched chain. 1-6 In another embodiment, the alkyl group is a straight chain. 1-6 The alkyl group is a branched chain. 1-6 The alkyl group is preferably C 1-4 alkyl.

[0302] R 6 C 1-12 The alkyl group may be a straight chain or a branched chain. 1-12 In another embodiment, the alkyl group is a straight chain. 1-12 The alkyl group is a branched chain. 1-12 The alkyl group is preferably C 1-6 Alkyl, more preferably C 1-3 The alkyl group is more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0303] The above SiR 5 3 can preferably be -Si(CH3)3, -Si(CH2CH3)3, -Si(CH(CH3)2)3, -Si(CH3)(CH3)(C(CH3)3)), -Si(Si(CH3)3 or -Si(Si(CH2CH3)3.

[0304] X 1 It is a divalent organic group containing an alkylene group having 11 or more carbon atoms.

[0305] X 1 In addition to an alkylene group having 11 or more carbon atoms, -CO-, -COO-, -NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x -CO- is a divalent organic group, R 2 A hydrogen atom or C 1-6 The alkyl group, x is an integer of 1 to 20.

[0306] In one approach, X 1 Preferably, the following formula is used: -X 21 ﹣X 10 ﹣X 11 ﹣X 12 ﹣The group shown.

[0307] [Wherein,

[0308] X 21 =O-R 61 b1 R 62 3-b1 C﹣、R 63 b2 R 64 3-b2 Si - or R 65 2N﹣,

[0309] R 61 is a divalent organic group,

[0310] R 62 is a hydrogen atom or a monovalent organic group,

[0311] R 63 is a divalent organic group,

[0312] R 64 is a hydrogen atom or a monovalent organic group,

[0313] R 65 is a divalent organic group,

[0314] b1 is 2 or 3,

[0315] b2 is 2 or 3,

[0316] X 10 is an alkylene group having 11 or more carbon atoms,

[0317] X 11 Single bond, -CO-, -COO-, -NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x ﹣CO﹣,

[0318] R 2 A hydrogen atom or C 1-6 alkyl,

[0319] x is an integer from 1 to 20,

[0320] X 12 is a single bond or C 1-6 Alkylene.]

[0321] In one approach, X 1 Preferably, the following formula is used: -X 10 ﹣X 11 ﹣X 12 ﹣The group shown.

[0322] [Wherein,

[0323] X 10 is an alkylene group having 11 or more carbon atoms,

[0324] X 11 Single bond, -CO-, -COO-, -NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2)x ﹣CO﹣,

[0325] R 2 A hydrogen atom or C 1-6 alkyl,

[0326] x is an integer from 1 to 20,

[0327] X 12 is a single bond or C 1-6 Alkylene.]

[0328] X 21 For R 61 b1 R 62 3-b1 C﹣、R 63 b2 R 64 3-b2 Si - or R 65 2N﹣.

[0329] R 61 It is a divalent organic group.

[0330] R 61 Preferably C 1-6 Alkylene, -(CH2) f1 ﹣O﹣(CH2) f2 -(wherein, f1 is an integer of 0 to 6, for example, an integer of 1 to 6, and f2 is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH2) f3 -phenylene-(CH2) f4 - (wherein f3 is an integer of 0 to 6, for example, an integer of 1 to 6, and f4 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0331] In a preferred embodiment, R 61 C 1-6 Alkylene or -(CH2) f3 -phenylene-(CH2) f4 -, preferably -phenylene-(CH2) f4 ﹣.

[0332] In another preferred embodiment, R 61 C 1-3 In one embodiment, R 61It can be -CH2CH2CH2-. In another embodiment, R 61 It can be -CH2CH2-.

[0333] R 62 is a hydrogen atom or a monovalent organic group.

[0334] In one approach, R 62 A hydrogen atom.

[0335] In another embodiment, R 62 It is a monovalent organic group.

[0336] In R 62 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0337] b1 is 2 or 3. In one embodiment, b1 is 2. In another embodiment, b1 is 3.

[0338] R 63 It is a divalent organic group.

[0339] R 63 Preferably C 1-6 Alkylene, -(CH2) g1 ﹣O﹣(CH2) g2 -(wherein, g1 is an integer of 0 to 6, for example, an integer of 1 to 6, and g2 is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH2) g3 -phenylene-(CH2) g4 - (wherein, g3 is an integer of 0 to 6, for example, an integer of 1 to 6, and g4 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0340] In a preferred embodiment, R 63 C 1-6 Alkylene or -(CH2) g3 -phenylene-(CH2) g4 -, preferably -phenylene-(CH2) g4 ﹣.

[0341] In another preferred embodiment, R 63 C 1-3 In one embodiment, R 63It can be -CH2CH2CH2-. In another embodiment, R 63 It can be -CH2CH2-.

[0342] R 64 is a hydrogen atom or a monovalent organic group.

[0343] In one approach, R 64 A hydrogen atom.

[0344] In another embodiment, R 64 It is a monovalent organic group.

[0345] In R 64 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0346] b2 is 2 or 3. In one embodiment, b2 is 2. In another embodiment, b2 is 3.

[0347] R 65 It is a divalent organic group.

[0348] R 65 Preferably C 1-6 Alkylene, -(CH2) h1 ﹣O﹣(CH2) h2 -(wherein, h1 is an integer of 0 to 6, for example, an integer of 1 to 6, and h2 is an integer of 0 to 6, for example, an integer of 1 to 6) or -(CH2) h3 -phenylene-(CH2) h4 - (wherein, h3 is an integer of 0 to 6, for example, an integer of 1 to 6, and h4 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0349] In a preferred embodiment, R 65 C 1-6 Alkylene or -(CH2) h3 -phenylene-(CH2) h4 -, preferably -phenylene-(CH2) h4 ﹣.

[0350] In another preferred embodiment, R 65 C 1-3 In one embodiment, R 65It can be -CH2CH2CH2-. In another embodiment, R 65 It can be -CH2CH2-.

[0351] In one approach, X 21 For R 61 b1 R 62 3-b1 C﹣.

[0352] In one approach, X 21 For R 63 b2 R 64 3-b2 Si﹣.

[0353] In one approach, X 21 For R 65 2N﹣.

[0354] In one approach, X 21 It is ﹣O﹣.

[0355] X 1 and X 10 The number of carbon atoms of the alkylene group in X may be preferably 12 or more, more preferably 16 or more, further preferably 18 or more, and further more preferably 22 or more. 1 and X 10 The number of carbon atoms of the alkylene group in X may be preferably 60 or less, more preferably 40 or less, further preferably 30 or less, and further more preferably 24 or less. 1 and X 10 The number of carbon atoms of the alkylene group in the group may preferably be 11 to 60, more preferably 12 to 40, and even more preferably 18 to 30.

[0356] X 1 and X 10 The alkylene group in the above-mentioned group may be a straight chain or a branched chain.

[0357] X 11 Preferred are -CO-, -COO-, -NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x -CO-, more preferably -CO-, -CONR 2 ﹣or﹣OCONR 2﹣, more preferably ﹣CONR 2 ﹣. R 2 It is preferably a hydrogen atom, and x is an integer of 1-20.

[0358] In one approach, X 12 For a single key.

[0359] In another way, X 12 For or C 1-6 Alkylene.

[0360] X 12 or C 1-6 The alkylene group may be a straight chain or a branched chain. 1-6 In another embodiment, the above C 1-6 The alkylene group is a branched chain. 1-6 The alkylene group is preferably C 1-4 Alkylene, more preferably C 1-3 Alkylene.

[0361] In one approach, X 1 The number of carbon atoms of the alkylene group in R 1 The number of Si atoms in 1 The number of carbon atoms of the alkylene group in R 1 The number of Si atoms in the surface treatment layer can further improve the friction durability of the obtained surface treatment layer.

[0362] In a preferred embodiment, X 1 The number of carbon atoms of the alkylene group in R 1 2.5 times or more, preferably 3.0 times or more, and more preferably 3.5 times or more, the number of Si atoms in 1 The number of carbon atoms of the alkylene group in R 1 The number of Si atoms in the carbonyl group is preferably 50 times or less, for example, 30 times or less, 20 times or less, or 10 times or less.

[0363] In one approach, X 1 The number of carbon atoms of the alkylene group in R 1 The number of atoms in the main chain. 1 The number of carbon atoms of the alkylene group in R 1 Increasing the number of atoms in the main chain can further improve the friction durability of the obtained surface treatment layer.

[0364] In a preferred embodiment, X 1 The number of carbon atoms of the alkylene group in R 1 2.0 times or more, preferably 2.5 times or more, more preferably 3.0 times or more, and further preferably 4.0 times or more, the number of atoms in the main chain of X1 The number of carbon atoms of the alkylene group in R 1 The number of atoms in the main chain is preferably 30 times or less, for example 20 times or less, 10 times or less, or 6.0 times or less.

[0365] Here, R 1 The main chain in X 1 Bonded R 1 The Si atom in the chain starts with the largest number of atoms (but not including hydrogen atoms). For example, in Si(CH3)3OSi(CH3)2-, R 1 The number of atoms in the main chain is 4; in Si(CH3)3OSi(CH3)3OSi(CH3)2-, R 1 The number of atoms in the main chain is 6; in Si(Si(CH3)3)3-, it is 3.

[0366] R Si It is a monovalent group including a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

[0367] R Si Preferred are groups represented by the following formula (S1), (S2), (S3) or (S4).

[0368] -SiR 11 n1 R 12 3-n1 (S1)

[0369] -SiR a1 R b1 l1 R c1 m1 (S2)

[0370] -CR d1 k2 R e1 l2 R f1 m2 (S3)

[0371] -NR g1 R h1 (S4)

[0372] [Wherein,

[0373] R 11 are independently a hydroxyl group or a hydrolyzable group;

[0374] R 12 are each independently a hydrogen atom or a monovalent organic group;

[0375] n1 is an integer from 1 to 3;

[0376] R a1 Independently -Z 1 ﹣SiR 21 p1 R 22 q1 R 23 r1 ;

[0377] Z 1 are each independently an oxygen atom or a divalent organic group;

[0378] R 21 Independently -Z 1' ﹣SiR 21' p1' R 22' q1' R 23' r1' ;

[0379] R 22 are independently a hydroxyl group or a hydrolyzable group;

[0380] R 23 are each independently a hydrogen atom or a monovalent organic group;

[0381] p1 are each independently an integer from 0 to 3;

[0382] q1 is independently an integer from 0 to 3;

[0383] r1 is independently an integer from 0 to 3;

[0384] Z 1' are each independently an oxygen atom or a divalent organic group;

[0385] R 21' Independently -Z 1” ﹣SiR 22” q1” R 23' r1” ;

[0386] R 22' are independently a hydroxyl group or a hydrolyzable group;

[0387] R 23' are each independently a hydrogen atom or a monovalent organic group;

[0388] p1' is independently an integer from 0 to 3;

[0389] q1' is independently an integer from 0 to 3;

[0390] r1' is independently an integer from 0 to 3;

[0391] Z 1” are each independently an oxygen atom or a divalent organic group;

[0392] R 22” are independently a hydroxyl group or a hydrolyzable group;

[0393] R 23” are each independently a hydrogen atom or a monovalent organic group;

[0394] q1" are each independently an integer from 0 to 3;

[0395] r1" are each independently an integer from 0 to 3;

[0396] R b1 are independently a hydroxyl group or a hydrolyzable group;

[0397] R c1 are each independently a hydrogen atom or a monovalent organic group;

[0398] k1 are each independently an integer from 0 to 3;

[0399] l1 are each independently an integer from 0 to 3;

[0400] m1 are each independently an integer from 0 to 3;

[0401] R d1 Independently -Z 2 ﹣CR 31 p2 R 32 q2 R 33 r2 ;

[0402] Z 2 are each independently a single bond, an oxygen atom or a divalent organic group;

[0403] R 31 Independently -Z 2 '﹣CR 32 ' q2' R 33 ' r2' ;

[0404] R 32 Independently -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 ;

[0405] R 33 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0406] p2 are each independently an integer from 0 to 3;

[0407] q2 are each independently an integer from 0 to 3;

[0408] r2 are each independently an integer from 0 to 3;

[0409] Z 2 'are independently a single bond, an oxygen atom or a divalent organic group;

[0410] R 32 'Each independently is -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 ;

[0411] R 33 'are independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0412] q2' is independently an integer from 0 to 3;

[0413] r2' is independently an integer from 0 to 3;

[0414] Z 3 are each independently a single bond, an oxygen atom or a divalent organic group;

[0415] R 34 are independently a hydroxyl group or a hydrolyzable group;

[0416] R 35 are each independently a hydrogen atom or a monovalent organic group;

[0417] n2 are each independently an integer from 0 to 3;

[0418] R e1 Independently -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 ;

[0419] R f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0420] k2 are each independently an integer from 0 to 3;

[0421] l2 are each independently an integer from 0 to 3;

[0422] m2 are each independently an integer from 0 to 3;

[0423] R g1 and Rh1 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 ;

[0424] Z 4 are each independently a single bond, an oxygen atom or a divalent organic group;

[0425] In formulas (S2), (S3) and (S4), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.]

[0426] R 11 Each independently represents a hydroxyl group or a hydrolyzable group.

[0427] R 11 Preferably, each is independently a hydrolyzable group.

[0428] R 11 Preferably, they are independently -OR h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h or -NCO (in these formulas, R h Indicates substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h , non-substituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., and substituted alkyl groups such as chloromethyl, etc. are listed. Among these, alkyl groups are preferred, non-substituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl; in another embodiment, R h It is ethyl.

[0429] R 12 Each independently represents a monovalent organic group. The monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0430] In R12 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0431] In the above formula, n1 is an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0432] R a1 Independently -Z 1 ﹣SiR 21 p1 R 22 q1 R 23 r1 .

[0433] Z 1 Each is independently an oxygen atom or a divalent organic group. 1 The right side of the structure is 21 p1 R 22 q1 R 23 r1 ) bonding.

[0434] In a preferred embodiment, Z 1 It is a divalent organic group.

[0435] In a preferred embodiment, Z is not included 1 With Z 1 The bonded Si atoms form siloxane bonds. Preferably, in formula (S2), (Si-Z 1 -Si) does not contain siloxane bonds.

[0436] Z 1 Preferably C 1-6 Alkylene, -(CH2) z1 ﹣O﹣(CH2) 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 -(CH2) z3 -phenylene-(CH2) 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0437] In a preferred embodiment, Z 1 C 1-6 Alkylene or -(CH2) z3 -phenylene-(CH2) z4 -, preferably -phenylene-(CH2) z4 ﹣.

[0438] In another preferred embodiment, Z 1 C 1-3 In one embodiment, Z 1 It can be -CH2CH2CH2-. In another embodiment, Z 1 It can be -CH2CH2-.

[0439] R 21 Independently -Z 1' ﹣SiR 21' p1' R 22' q1' R 23' r1' .

[0440] Z 1 ' are independently an oxygen atom or a divalent organic group. 1 The right side of the structure of ' is the same as (SiR 21' p1' R 22' q1' R 23' r1' ) bonding.

[0441] In a preferred embodiment, Z 1 ' is a divalent organic group.

[0442] In a preferred embodiment, Z is not included 1 'With Z 1 'The bonded Si atom forms a siloxane bond. Preferably, in formula (S2), (Si-Z 1 '-Si) does not contain siloxane bonds.

[0443] Z 1 'Preferably C 1-6 Alkylene, -(CH2) z1' ﹣O﹣(CH2) 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 -(CH2) z3' -phenylene-(CH2) 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0444] In a preferred embodiment, Z 1' C 1-6 Alkylene or -(CH2) z3' -phenylene-(CH2) z4' -, preferably -phenylene-(CH2) z4' ﹣.

[0445] In another preferred embodiment, Z 1' C 1-3 In one embodiment, Z 1' It can be -CH2CH2CH2-. In another embodiment, Z 1' It can be -CH2CH2-.

[0446] The above R 21' Independently -Z 1” ﹣SiR 22” q1” R 23” r1” .

[0447] The above Z 1” Each is independently an oxygen atom or a divalent organic group. 1” The right side of the structure is 22” q1” R 23” r1” ) bonding.

[0448] In a preferred embodiment, Z 1” It is a divalent organic group.

[0449] In a preferred embodiment, Z is not included 1” With Z 1” The bonded Si atoms form siloxane bonds. Preferably, in formula (S2), (Si-Z 1” -Si) does not contain siloxane bonds.

[0450] Z 1 "Preferably C 1-6 Alkylene, -(CH2) z1” ﹣O﹣(CH2) 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 -(CH2) z3” -phenylene-(CH2) 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0451] In a preferred embodiment, Z 1 " is C 1-6 Alkylene or -(CH2) z3” -phenylene-(CH2) z4” -, preferably -phenylene-(CH2) z4” ﹣. In Z 1 When " is such a group, light resistance, especially ultraviolet resistance, is further improved.

[0452] In another preferred embodiment, Z 1” C 1-3 In one embodiment, Z 1” It can be -CH2CH2CH2-. In another embodiment, Z 1” It can be -CH2CH2-.

[0453] The above R 22” Each independently represents a hydroxyl group or a hydrolyzable group.

[0454] The above R 22” Preferably, each is independently a hydrolyzable group.

[0455] The above R 22” Preferably, they are independently -OR h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h or -NCO (in these formulas, R h Indicates substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h, non-substituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., and substituted alkyl groups such as chloromethyl, etc. are listed. Among these, alkyl groups are preferred, non-substituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl; in another embodiment, R h It is ethyl.

[0456] R 23 " are each independently a monovalent organic group. The monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0457] In R 23 ", the monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0458] q1" is an integer of 0 to 3 independently, and r1" is an integer of 0 to 3 independently. The sum of q1" and r1" is (SiR 22” q1” R 23” r1” ) unit is 3.

[0459] q1" 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.

[0460] R 22' Each independently represents a hydroxyl group or a hydrolyzable group.

[0461] R 22' Preferably, each is independently a hydrolyzable group.

[0462] R 22' Preferably, they are independently -OR h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h or -NCO (in these formulas, R h Indicates substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h , non-substituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., and substituted alkyl groups such as chloromethyl, etc. are listed. Among these, alkyl groups are preferred, non-substituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, Rh is methyl; in another embodiment, R h It is ethyl.

[0463] R 23' Each of the above-mentioned monovalent organic groups is independently a monovalent organic group not including the above-mentioned hydrolyzable group.

[0464] In R 23' The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0465] p1' is an integer of 0 to 3, q1' is an integer of 0 to 3, and r1' is an integer of 0 to 3. The sum of p', q1' and r1' is (SiR 21' p1' R 22' q1' R 23' r1' ) unit is 3.

[0466] In one embodiment, p1' is zero.

[0467] In one embodiment, p1′ is 21' p1' R 22' q1' R 23' r1' ) units are each independently an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1' is 3.

[0468] 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.

[0469] 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.

[0470] R 22 Each independently represents a hydroxyl group or a hydrolyzable group.

[0471] R 22 Preferably, each is independently a hydrolyzable group.

[0472] R 22 Preferably, they are independently -OR h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h or -NCO (in these formulas, R h represents substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h , non-substituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., and substituted alkyl groups such as chloromethyl, etc. are listed. Among these, alkyl groups are preferred, non-substituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl; in another embodiment, R h It is ethyl.

[0473] The above R 23 Each of the above-mentioned monovalent organic groups is independently a monovalent organic group not including the above-mentioned hydrolyzable group.

[0474] In R 23 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0475] The above p1 is independently an integer of 0 to 3, q1 is independently an integer of 0 to 3, and r1 is independently an integer of 0 to 3. The total of p1, q1 and r1 is (SiR 21 p1 R 22 q1 R 23 r1 ) unit is 3.

[0476] In one embodiment, p1 is zero.

[0477] In one embodiment, p1 is 21 p1 R 22 q1 R 23 r1 ) units are each independently an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1 is 3.

[0478] In one embodiment, q1 is21 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.

[0479] 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.

[0480] In the formula, R b1 Each independently represents a hydroxyl group or a hydrolyzable group.

[0481] R b1 Preferably, each is independently a hydrolyzable group.

[0482] R b1 Preferably, they are independently -OR h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h or -NCO (in these formulas, R h represents substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h , non-substituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., and substituted alkyl groups such as chloromethyl, etc. are listed. Among these, alkyl groups are preferred, non-substituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl; in another embodiment, R h It is ethyl.

[0483] In the formula, R c1 Each of the above-mentioned monovalent organic groups is independently a monovalent organic group not including the above-mentioned hydrolyzable group.

[0484] In R c1 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0485] k1 is an integer of 0 to 3, l1 is an integer of 0 to 3, and m1 is an integer of 0 to 3. The sum of k1, l1 and m1 is (SiR a1 k1 R b1 l1 R c1 m1 ) unit is 3.

[0486] 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.

[0487] In formula (S2), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded.

[0488] In a preferred embodiment, at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded exist at the terminal portion of formula (S2).

[0489] In a preferred embodiment, the group represented by formula (S2) 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), -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) 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” Same meaning as above.

[0490] In a preferred embodiment, in formula (S2) there is R 21' In the case of 21' In the above, q1" is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0491] In a preferred embodiment, in formula (S2) there is R 21 In the case of 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.

[0492] In a preferred embodiment, in formula (S2) there is R a1 In the case of a1 In the above, p1 is 0, q1 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0493] In a preferred embodiment, in formula (S2), k1 is 2 or 3, preferably 3, p1 is 0, and q1 is 2 or 3, preferably 3.

[0494] R d1 Independently -Z 2 ﹣CR 31 p2 R 32 q2 R 33 r2 .

[0495] Z 2 Each independently represents a single bond, an oxygen atom or a divalent organic group. 2 The right side of the structure is the same as (CR 31 p2 R 32 q2 R 33 r2 ) bonding.

[0496] In a preferred embodiment, Z 2 It is a divalent organic group.

[0497] In a preferred embodiment, Z 2 Contains no siloxane bonds.

[0498] Z 2 Preferably C 1-6 Alkylene, -(CH2) z5 ﹣O﹣(CH2) 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 -(CH2) z7 -phenylene-(CH2)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. These groups may be selected from, for example, fluorine atoms, C 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.

[0499] In a preferred embodiment, Z 2 C 1-6 Alkylene or -(CH2) z7 -phenylene-(CH2) z8 -, preferably -phenylene-(CH2) z8 ﹣. In Z 2 In the case of such a group, light resistance, particularly ultraviolet resistance can be further improved.

[0500] In another preferred embodiment, the above Z 2 C 1-3 In one embodiment, Z 2 It can be -CH2CH2CH2-. In another embodiment, Z 2 It can be -CH2CH2-.

[0501] R 31 Independently -Z 2 '﹣CR 32 ' q2' R 33 ' r2' .

[0502] Z 2 ' are independently a single bond, an oxygen atom or a divalent organic group. 2 The right side of the structure of ' is the same as (CR 32 ' q2' R 33 ' r2' ) bonding.

[0503] In a preferred embodiment, Z 2 'Contains no siloxane bonds.

[0504] Z 2 'Preferably C 1-6 Alkylene, -(CH2) z5' ﹣O﹣(CH2) 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 -(CH2) z7'-phenylene-(CH2) 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0505] In a preferred embodiment, Z 2 ' is C 1-6 Alkylene or -(CH2) z7' -phenylene-(CH2) z8' -, preferably -phenylene-(CH2) z8' ﹣. In Z 2 In the case of such a group, light resistance, especially ultraviolet resistance, can be further improved.

[0506] In another preferred embodiment, the above Z 2 ' is C 1-3 In one embodiment, Z 2 ' can be -CH2CH2CH2-. In another embodiment, Z 2 ' can be -CH2CH2-.

[0507] R 32 'Each independently is -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 .

[0508] Z 3 Each independently represents a single bond, an oxygen atom or a divalent organic group. 3 The right side of the structure is 34 n2 R 35 3﹣n2 ) bonding.

[0509] In one approach, Z 3 For oxygen atoms.

[0510] In one approach, Z 3 It is a divalent organic group.

[0511] In a preferred embodiment, Z 3 Contains no siloxane bonds.

[0512] Z 3 Preferably C1-6 Alkylene, -(CH2) z5” ﹣O﹣(CH2) 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 -(CH2) z7” -phenylene-(CH2) 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0513] In a preferred embodiment, Z 3 C 1-6 Alkylene or -(CH2) z7” -phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” ﹣. In Z 3 In the case of such a group, light resistance, particularly ultraviolet resistance can be further improved.

[0514] In another preferred embodiment, the above Z 3 C 1-3 In one embodiment, Z 3 It can be -CH2CH2CH2-. In another embodiment, Z 3 It can be -CH2CH2-.

[0515] R 34 Each independently represents a hydroxyl group or a hydrolyzable group.

[0516] R 34 Preferably, each is independently a hydrolyzable group.

[0517] R 34 Preferably, they are independently -OR h , ﹣OCOR h 、﹣O﹣N=CR h 2. -NR h 2. -NHR h , -NCO or halogen (in these formulas, R h Indicates substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h, non-substituted alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, etc., and substituted alkyl groups such as chloromethyl, etc. are listed. Among these, alkyl groups are preferred, non-substituted alkyl groups are particularly preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl; in another embodiment, R h It is ethyl.

[0518] R 35 Each of the above-mentioned monovalent organic groups is independently a monovalent organic group not including the above-mentioned hydrolyzable group.

[0519] In R 35 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1-6 The alkyl group is more preferably a methyl group.

[0520] n2 in each (SiR 34 n2 R 35 3﹣n2 ) units are each independently an integer of 0 to 3. In the terminal portion of formula (S3), there are at least two (SiR 34 n2 R 35 3﹣n2 In other words, in the terminal portion of formula (S3), there are at least two Si atoms bonded with a hydroxyl group or a hydrolyzable group.

[0521] 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.

[0522] R 33 ' are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group. The monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0523] In 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 1-20Alkyl, more preferably C 1-6 The alkyl group is particularly preferably a methyl group.

[0524] In one approach, R 33 ' is a hydroxyl group.

[0525] In another embodiment, R 33 ' is a monovalent organic group, preferably C 1-20 Alkyl, more preferably C 1-6 alkyl.

[0526] The above q2' is independently an integer of 0 to 3, and the above r2' is independently an integer of 0 to 3. The sum of q2' and r2' is (CR 32 ' q2' R 33 ' r2' ) unit is 3.

[0527] 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.

[0528] R 32 Independently -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 . The ﹣Z 3 ﹣SiR 34 n2 R 35 3﹣n2 The meaning is the same as above R 32 The records are the same as in '.

[0529] R 33 Each of them is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. The monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0530] In 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 C1-20 Alkyl, more preferably C 1-6 The alkyl group is particularly preferably a methyl group.

[0531] In one approach, R 33 It is hydroxyl.

[0532] In another embodiment, R 33 is a monovalent organic group, preferably C 1-20 Alkyl, more preferably C 1-6 alkyl.

[0533] p2 is an integer of 0 to 3, q2 is an integer of 0 to 3, and r2 is an integer of 0 to 3. The sum of p2, q2 and r2 is (CR 31 p2 R 32 q2 R 33 r2 ) unit is 3.

[0534] In one embodiment, p2 is zero.

[0535] In one embodiment, p2 is 31 p2 R 32 q2 R 33 r2 ) units can each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p2 is 3.

[0536] 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.

[0537] 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.

[0538] R e1 Independently -Z 3 ﹣SiR 34 n2 R 35 3-n2. The ﹣Z 3 ﹣SiR 34 n2 R 35 3-n2 The meaning is the same as above R 32 The records are the same as in '.

[0539] R f1 Each of them is independently a hydrogen atom, a hydroxyl group or a monovalent organic group. The monovalent organic group is a monovalent organic group that does not include the above-mentioned hydrolyzable group.

[0540] In 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.

[0541] In one approach, R f1 It is hydroxyl.

[0542] In another embodiment, R f1 is a monovalent organic group, preferably C 1-20 Alkyl, more preferably C 1-6 alkyl.

[0543] k2 is an integer of 0 to 3, l2 is an integer of 0 to 3, and m2 is an integer of 0 to 3. The sum of k2, l2 and m2 is (CR d1 k2 R e1 l2 R f1 m2 ) unit is 3.

[0544] In one embodiment, n2 is 1 to 3, preferably 2 or 3, 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, particularly preferably 3, at each terminal portion of formula (S3).

[0545] In a preferred embodiment, in formula (S3) there is R 32 ', at least one, preferably all, of R 32 Wherein n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0546] In a preferred embodiment, R 32 In the case of 32 Here, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0547] In a preferred embodiment, in formula (S3) there is R e1 In the case of a1 Here, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0548] In a preferred embodiment, in formula (S3), k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.

[0549] R g1 and R h1 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.

[0550] In a preferred embodiment, R g1 and R h1 Independently -Z 4 ﹣SiR 11 n1 R 12 3-n1 .

[0551] The above Z 4 Each independently represents a single bond, an oxygen atom or a divalent organic group. 4 The right side of the structure is 11 n1 R 12 3﹣n1 ) bonding.

[0552] In one approach, Z 4 For oxygen atoms.

[0553] In one approach, Z 4 It is a divalent organic group.

[0554] In a preferred embodiment, Z 4 Contains no siloxane bonds.

[0555] Z 4 Preferably C 1-6 Alkylene, -(CH2) z5” O﹣(CH2) 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 -(CH2) z7” -phenylene-(CH2) 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. These groups may be selected from, for example, fluorine atoms, C 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.

[0556] In a preferred embodiment, Z 4 C 1-6 Alkylene or -(CH2) z7” -phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” ﹣. In Z 3 In the case of such a group, light resistance, particularly ultraviolet resistance can be further improved.

[0557] In another preferred embodiment, the above Z 4 C 1-3 In one embodiment, Z 4 It can be -CH2CH2CH2-. In another embodiment, Z 4 It can be -CH2CH2-.

[0558] In one embodiment, formulas (S1), (S2), (S3) and (S4) do not contain siloxane bonds.

[0559] In one approach, R Si It is a group represented by formula (S2), (S3) or (S4).

[0560] In one approach, R Si It is a group represented by formula (S3), (S4) or (S5).

[0561] In one approach, R Si It is a group represented by formula (S1). In a preferred embodiment, n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0562] In one approach, R Si is a group represented by formula (S2). In a preferred embodiment, formula (S2) is -SiR a1 2R c1 or -SiR a1 3. R a1 For -Z 1 ﹣SiR 22 q1 R 23 r1 , Z 1 C 1-6 Alkylene, -(CH2) z1 ﹣O﹣(CH2) 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 -(CH2) z3 -phenylene-(CH2) 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), preferably C 1-6 In the alkylene group, q1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0563] In one approach, R Si is a group represented by formula (S3). In a preferred embodiment, formula (S3) is -CR e1 2R f1 or -CR e1 3. R e1 For -Z 3 ﹣SiR 34 n2 R 35 3﹣n2 , Z 3 C 1-6 Alkylene, -(CH2)z5” O﹣(CH2) 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 -(CH2) z7” -phenylene-(CH2) 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), preferably C 1-6 In the alkylene group, n2 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0564] In one approach, R Si is a group represented by formula (S4). In a preferred embodiment, R g1 and R h1 For -Z 4 ﹣SiR 11 n1 R 12 3﹣n1 , Z 4 C 1-6 Alkylene, -(CH2) z5” ﹣O﹣(CH2) 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 -(CH2) z7” -phenylene-(CH2) 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), preferably C 1-6 In the alkylene group, n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0565] The compound represented by formula (1) can be produced, for example, by the following method.

[0566] First, an unsaturated carboxylic acid or an unsaturated carboxylic acid ester, for example, of the formula: CH2=CH-R 71 ﹣COOR 72 [Where R 71 is an alkylene group having 9 or more carbon atoms, R 72 A hydrogen atom or C 1-6 Alkyl] represented by the compound and silane compound, for example, formula: R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-H[where R 3 C 1-12 Alkyl, R 4 C 1-12alkyl, n is 0 to 1500] to obtain the compound of formula: R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-CH2CH2-R 71 ﹣COOR 72 Next, the obtained compound is reacted with an amine derivative having a carbon-carbon double bond at the terminal, for example, a compound of the formula: NH2-R 73 [Where R 73 For -R 74 -CH=CH2 or -R 75 (﹣R 74 -CH=CH2)3,R 74 is a single bond or C 1-6 Alkylene, R 75 For -R 76 -C, R 76 is a single bond or C 1-6 The compound represented by alkylene] is reacted to obtain R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-CH2CH2-R 71 ﹣CONH2﹣R 74 -CH=CH2 or R 3 ﹣(SiR 4 2O) n ﹣SiR 4 2-CH2CH2-R 71 ﹣CONH2﹣R 75 (﹣R 74 Finally, the compound obtained above is reacted with a compound of the formula: HSi(R 77 )3[where R 77 is a hydrolyzable group], thereby obtaining the compound represented by formula (1).

[0567] Next, the surface treatment agent of the present invention will be described.

[0568] The surface treatment agent of the present invention contains at least one compound represented by formula (1).

[0569] In one embodiment, the surface treatment agent of the present invention is at least one compound represented by formula (1) itself.

[0570] In one embodiment, the content of the compound represented by the above formula (1) is preferably 0.1 to 50.0 mass %, more preferably 1.0 to 30.0 mass %, further preferably 5.0 to 25.0 mass %, particularly preferably 10.0 to 20.0 mass % based on the entire surface treatment agent.

[0571] In another embodiment, the content of the compound represented by the above formula (1) is preferably 0.001 to 30 mass %, more preferably 0.01 to 10 mass %, further preferably 0.05 to 5 mass %, particularly preferably 0.05 to 2 mass % based on the entire surface treatment agent.

[0572] In one embodiment, the surface treatment agent of the present invention may contain at least one of the compound of the present invention and a condensate obtained by condensing at least a part of the compound of the present invention.

[0573] In the above embodiment, the content of the condensate is preferably 40% by mass or less, more preferably 30% by mass or less relative to the total of the silane compound and the condensate. The content of the condensate can be obtained, for example, based on the peak position and area ratio in GPC (gel permeation chromatography).

[0574] The surface treatment agent of the present invention may contain a solvent, a (non-reactive) organosilicon compound which can be understood as silicone oil (hereinafter referred to as "silicone oil"), an amine compound, an alcohol, a catalyst, a surfactant, a polymerization inhibitor, a sensitizer, and the like.

[0575] In one embodiment, the surface treatment agent of the present invention contains R 90 Compounds represented by -OH.

[0576] R 90 is a monovalent organic group, preferably C 1-20 Alkyl or C 3﹣20 Alkylene groups may be substituted with one or more substituents. Examples of the substituents include hydroxyl, -OR 91 (Among them, R 91 C 1-10 Alkyl, preferably C 1-3 alkyl, such as methyl).

[0577] In one embodiment, the surface treatment agent of the present invention may contain a 81 OR 82 , R 83 n8 C6H 6﹣n8 , R 84 R 85 R 86 Si-(O-SiR 87 R88 ) m8 ﹣R 89 and (OSiR 87 R 88 ) m9 The solvents in the compounds shown.

[0578] [Wherein,

[0579] R 81 ~R 89 are each independently a monovalent organic group having 1 to 10 carbon atoms,

[0580] m8 is an integer from 1 to 6,

[0581] m9 is an integer from 3 to 8,

[0582] n8 is an integer from 0 to 6.]

[0583] The monovalent organic group having 1 to 10 carbon atoms may be linear or branched, and may also include a cyclic structure.

[0584] In one embodiment, the monovalent organic group having 1 to 10 carbon atoms may contain an oxygen atom, a nitrogen atom, or a halogen atom.

[0585] In another embodiment, the monovalent organic group having 1 to 10 carbon atoms does not contain a halogen atom.

[0586] In a preferred embodiment, the monovalent organic group having 1 to 10 carbon atoms is a hydrocarbon group which may be substituted by halogen, and preferably a hydrocarbon group which is not substituted by halogen.

[0587] In one embodiment, the hydrocarbon group is a straight chain.

[0588] In another embodiment, the hydrocarbon group is branched.

[0589] In another embodiment, the hydrocarbon group includes a cyclic structure.

[0590] In one embodiment, the solvent is R 81 OR 82 .

[0591] R 81 and R 82 Each of them is independently preferably a hydrocarbon group having 1 to 8 carbon atoms, more preferably C 1-6 Alkyl or C 5-8 of a cycloalkyl group.

[0592] In one embodiment, the solvent is R 83 n8 C6H 6﹣n8 .

[0593] C6H 6﹣n8 is a benzene ring with a valence of n8. 83 n8 C6H 6﹣n8 For n8 R 83 Substituted benzene.

[0594] R 83 Each independently may be halogen or halogen-substituted C 1-6 of alkyl.

[0595] n8 is preferably an integer of 1-3.

[0596] In one embodiment, the solvent is R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 ﹣R 89 .

[0597] In one embodiment, the solvent is (OSiR 87 R 88 ) m9 . (OSiR 87 R 88 ) m9 For multiple OSiR 87 R 88 Cyclic siloxanes are formed by combining units in a ring.

[0598] R 84 ~R 89 are independently a hydrogen atom or a C 1-6 Alkyl, preferably C 1-6 Alkyl, more preferably C 1-3 It is preferably an alkyl group, and more preferably a methyl group.

[0599] m8 is preferably an integer of 1-6, more preferably an integer of 1-5, and even more preferably 1-2.

[0600] m9 is preferably an integer of 3-6, more preferably an integer of 3-5.

[0601] In one embodiment, 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, n-propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, carbitol acetate, diethyl oxalate. , ethyl pyruvate, ethyl-2-hydroxybutyrate, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, ethyl 2-hydroxyisobutyrate and other esters; acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methyl aminoketone, 2-heptanone and other ketones; ethyl cellosolve, methyl cellosolve, methyl cellosolve acetate, ethyl cellosolve Fiber agent 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 diols such as diols; cyclic ethers such as tetrahydrofuran, tetrahydropyran, dioxane; amides such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone; ether alcohols such as methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, diethylene glycol monomethyl ether; diethylene glycol monoethyl ether acetate; polyfluorinated aromatic hydrocarbons (such as 1,3-bis(trifluoromethyl)benzene); polyfluorinated aliphatic hydrocarbons (such as C6F 13 CH2CH3 (e.g., ASAHIKLIN (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), C6F 13H (for example, ASAHIKLIN (registered trademark) AC-2000 produced by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, ZEON CORPORATION ZEORORA (registered trademark) H); 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225), 1,3-bis(trifluoromethyl)benzene and other fluorinated hydrocarbons; CF3CH2OH, CF3CF2CH2OH, (CF3)2CHOH and other fluorinated alcohols; hydrofluoroethers (HFE) (e.g. perfluoropropyl methyl ether (C3F7OCH3) (e.g. Novec (trademark) 7000 produced by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C4F9OCH3) (e.g. Alkyl perfluoroalkyl ethers (perfluoroalkyl and alkyl may be linear or branched), such as Novec (trademark) 7100 produced by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C4F9OC2H5) (for example, Novec (trademark) 7200 produced by Sumitomo 3M Co., Ltd.), perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (for example, Novec (trademark) 7300 produced by Sumitomo 3M Co., Ltd.), or CF3CH2OCF2CHF2 (for example, ASAHIKLIN (registered trademark) AE-3000 produced by Asahi Glass Co., Ltd.), hydrofluoroolefins; CF3CH=CHCl (for example, Central Glass Co., Ltd. CELEFIN (registered trademark) 1233Z), CHF2CF=CHCl (for example, AMOLEA (registered trademark) AS-300 produced by Asahi Glass Co., Ltd.), cyclopentyl methyl ether and other ethers; hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane and other siloxanes; dimethyl sulfoxide, etc. Or a mixed solvent of two or more thereof can be listed. Among them, aliphatic hydrocarbons, esters, glycol ethers, alcohols, ether alcohols, and siloxanes are preferred. For example, hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, mineral spirits, methyl acetate, ethyl acetate, n-propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, diethylene glycol monomethyl ether, hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, octamethylcyclotetrasiloxane, and octamethylcyclopentasiloxane are preferred.Particularly preferred are diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol diethyl ether, 2-ethoxyethanol, 1,2-diethoxyethane, 2-methoxyethanol, tetraethylene glycol dimethyl ether, diethylene glycol dibutyl ether, diethylene glycol monohexyl ether, and methoxycyclopentane.

[0602] The silicone oil is not particularly limited, and examples thereof include compounds represented by the following general formula (3a).

[0603] R 1a ﹣(SiR 3a 2-0) a1 ﹣SiR 3a 2-R 1a …(3a)

[0604] [Wherein,

[0605] R 1a are independently a hydrogen atom or a hydrocarbon group,

[0606] R 3a are independently a hydrogen atom or a hydrocarbon group,

[0607] a1 is 2 to 3000.]

[0608] The above R 3a are each independently a hydrogen atom or a hydrocarbon group. The hydrocarbon group may be substituted.

[0609] R 3a Each of them is independently preferably an unsubstituted hydrocarbon group or a hydrocarbon group substituted by a halogen atom. The halogen atom is preferably a fluorine atom.

[0610] R 3a are each independently preferably C 1-6 Alkyl or aryl, more preferably C 1-6 Alkyl or aryl.

[0611] C 1-6 The alkyl group may be a straight chain or a branched chain, and is preferably a straight chain. 1-6 The alkyl group is preferably C 1-3 An alkyl group is more preferably a methyl group.

[0612] The above-mentioned aryl group is preferably a phenyl group.

[0613] In one approach, R 3a C 1-6 Alkyl, preferably C 1-3 An alkyl group is more preferably a methyl group.

[0614] In another embodiment, R 3a It is phenyl.

[0615] In another embodiment, R 3a It is methyl or phenyl, preferably methyl.

[0616] The above R 1a are independently a hydrogen atom or a hydrocarbon group, and have the same meaning as above R 3a same.

[0617] R 1a are each independently preferably C 1-6 Alkyl or aryl, more preferably C 1-6 Alkyl or aryl.

[0618] In one approach, R 1a C 1-6 Alkyl, preferably C 1-3 An alkyl group is more preferably a methyl group.

[0619] In another embodiment, R 1a It is phenyl.

[0620] In another embodiment, R 1a It is methyl or phenyl, preferably methyl.

[0621] The above-mentioned a1 is 2 to 1500. a1 may be preferably 5 or more, more preferably 10 or more, further preferably 15 or more, for example 30 or more or 50 or more. a1 may be preferably 1000 or less, more preferably 500 or less, further preferably 200 or less, further more preferably 150 or less, for example 100 or less or 80 or less.

[0622] a1 is preferably 5 to 1000, more preferably 10 to 500, further preferably 15 to 200, and further more preferably 15 to 150.

[0623] As other silicone oils, there can be mentioned the compounds shown in the following (3b).

[0624] R 1a ﹣R S2 ﹣R 3a …(3b)

[0625] [Wherein,

[0626] R 1a are independently a hydrocarbon group,

[0627] R 3a are independently a hydrocarbon group,

[0628] R S2 For -R SO ﹣SiR 5 2-,

[0629] R SO Each independently represents a group represented by the following formula.

[0630]

[0631] (Where,

[0632] R 3 C 1-12 Alkylene, -R 6 ﹣O﹣R 6 ﹣、﹣R 8 ﹣R 7 ﹣R 8 ﹣、﹣R 8 ﹣R 7 ﹣R 9 ﹣R 7 ﹣R 8 ﹣、﹣R 8 ﹣R 7 ﹣R 9 ﹣R 6 ﹣R 9 ﹣R 7 ﹣R 8 - or - R 9 ﹣R 6 ﹣R 9 ﹣R 7 ﹣R 9 ﹣R 6 ﹣R 9 ﹣,

[0633] R 4 C 1-12 Alkylene, -R 6 ﹣O﹣R 6 ﹣、﹣R 8 ﹣R 7 ﹣R 8 ﹣、﹣R 8 ﹣R 7 ﹣R 9 ﹣R 7 ﹣R 8 ﹣、﹣R 8 ﹣R 7 ﹣R 9 ﹣R 6 ﹣R 9 ﹣R 7 ﹣R 8 - or - R 9 ﹣R 6 ﹣R 9 ﹣R 7 ﹣R 9 ﹣R 6 ﹣R 9 ﹣,

[0634] R 6 C 1-6 Alkylene,

[0635] R 7 are each independently a phenylene group or a naphthylene group which may be substituted,

[0636] R 8 are independently a single bond or C 1-6 Alkylene,

[0637] R 9 are independently a single bond or an oxygen atom,

[0638] R 5 are independently a hydrocarbon group,

[0639] x is an integer from 0 to 200,

[0640] y is an integer from 0 to 200,

[0641] z is an integer from 0 to 200,

[0642] x+y+z is greater than 1,

[0643] The order of presence of the repeating units indicated by x, y or z and enclosed in parentheses in the formula is arbitrary. )]

[0644] The silicone oil may have an average molecular weight of 500 to 1,000,000, and preferably 1,000 to 100,000. The molecular weight of the silicone oil may be measured using GPC.

[0645] As the silicone oil, for example, -(SiR 3a 2-0) a1 ― is a straight-chain or cyclic silicone oil in which a1 is 30 or less. The straight-chain silicone oil may be a so-called ordinary silicone oil or a modified silicone oil. Examples of ordinary silicone oils include dimethyl silicone oil, methylphenyl silicone oil, and methyl hydrogen silicone oil. Examples of modified silicone oils include silicone oils obtained by modifying ordinary silicone oils with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, and the like. Examples of cyclic silicone oils include cyclic dimethylsiloxane oil, and the like.

[0646] The silicone oil may be contained in an amount of, for example, 0 to 50% by mass, preferably 0.001 to 30% by mass, and more preferably 0.1 to 5% by mass, based on the surface treatment agent of the present invention.

[0647] In the surface treatment agent of the present invention, the silicone oil can be contained in an amount of, for example, 0 to 300 parts by mass, preferably 0 to 100 parts by mass, more preferably 0 to 50 parts by mass, and further preferably 0 to 10 parts by mass, relative to a total of 100 parts by mass of the above-mentioned compounds of the present invention (the total of these when there are two or more types, the same below).

[0648] Silicone oil helps to improve the surface slip properties of the surface treatment layer.

[0649] Examples of the alcohols include methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octanol, 3-methyl-3-methoxybutanol, and tert-pentanol. Adding these alcohols to the surface treatment agent can improve the stability of the surface treatment agent.

[0650] Examples of the catalyst include acids (e.g., acetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, p-toluenesulfonic acid, trifluoroacetic acid, etc.), bases (e.g., sodium hydroxide, potassium hydroxide, ammonia, triethylamine, diethylamine, etc.), transition metals (e.g., Ti, Ni, Sn, Zr, Al, B, Si, Ta, Nb, Mo, W, Cr, Hf, V, etc.), sulfur-containing compounds or nitrogen-containing compounds having unshared electron pairs in their molecular structures (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphoric acid amide compounds, amide compounds, urea compounds), and the like.

[0651] Examples of the aliphatic amine compound include diethylamine and triethylamine, and examples of the aromatic amine compound include aniline and pyridine.

[0652] In a preferred embodiment, the transition metal is contained in the form of a transition metal compound represented by M-R (wherein M is a transition metal atom and R is a hydrolyzable group). By making the transition metal compound a compound formed by combining a transition metal with a hydrolyzable group, the surface treatment layer can be more effectively made to contain transition metal atoms, which can further improve the friction durability and chemical resistance of the surface treatment layer.

[0653] The hydrolyzable group is a group that can undergo a hydrolysis reaction similar to the hydrolyzable group involved in the above-mentioned compound, that is, a group that can be separated from the transition metal atom by a hydrolysis reaction. Examples of the hydrolyzable group include -OR m , ﹣OCOR m 、﹣O﹣N=CR m 2. -NR m 2. -NHR m , -NCO, halogen (in these formulas, R m Indicates substituted or unsubstituted C 1-4 Alkyl) etc.

[0654] In a preferred embodiment, the hydrolyzable group is -OR m By using an alkoxy group as the hydrolyzable group, the surface treatment layer can contain transition metal atoms more effectively, and the friction durability and chemical resistance of the surface treatment layer can be further improved.

[0655] In one embodiment, the hydrolyzable group may be the same as the hydrolyzable group contained in the compound. By making the hydrolyzable groups in the compound and the transition metal compound the same, even when the hydrolyzable groups are exchanged, the influence thereof can be reduced.

[0656] In another embodiment, the hydrolyzable group may be different from the hydrolyzable group contained in the above-mentioned compound. By making the hydrolyzable groups in the compound and the transition metal compound different, the reactivity of the hydrolysis can be controlled.

[0657] In one embodiment, the hydrolyzable group and the hydrolyzable group contained in the compound may be replaced with each other in the surface treatment agent.

[0658] In a preferred embodiment, the transition metal compound is Ta(OR m )5(where R m is substituted or unsubstituted C 1-4 alkyl), preferably Ta(OCH2CH3)5 or Si(OR m ) 1﹣m1 R m ' m1 (Where R m is substituted or unsubstituted C 1-4 Alkyl, R m ' is C 1-4 The alkyl group, m1 being 0 or 1), may preferably be tetraethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, tetraisopropoxysilane, dimethyldiethoxysilane or dimethyldimethoxysilane.

[0659] The content of the catalyst may be, for example, 0.0002% by mass or more relative to the entire surface treatment agent. The content of the catalyst may be preferably 0.02% by mass or more, more preferably 0.04% by mass or more relative to the entire surface treatment agent. The content of the catalyst may be, for example, 10% by mass or less, particularly 1% by mass or less relative to the entire surface treatment agent. The surface treatment agent of the present invention contributes to the formation of a more durable surface treatment layer by containing the catalyst at the above concentration.

[0660] The content of the catalyst is preferably 0 to 10% by mass, more preferably 0 to 5% by mass, and particularly preferably 0 to 1% by mass, based on the compound of the present invention.

[0661] The catalyst promotes the hydrolysis and dehydration condensation of the compound of the present invention, and promotes the formation of a layer formed by the surface treatment agent of the present invention.

[0662] Examples of other components other than the above components include tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, and methyltriacetoxysilane.

[0663] The surface treatment agent of the present invention may contain, in addition to the above-mentioned components, trace amounts of Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, silane condensates, and the like as impurities.

[0664] In one embodiment, the surface treatment agent of the present invention is used for a dry coating method, preferably for vacuum deposition.

[0665] In one embodiment, the surface treatment agent of the present invention is used for wet coating, preferably for dipping.

[0666] The surface treatment agent of the present invention can be impregnated into a porous material, such as a porous ceramic material, or a material obtained by fixing metal fibers such as steel wool in a cotton-like state, to prepare pellets, which can be used, for example, for vacuum deposition.

[0667] Hereinafter, the article of the present invention will be described.

[0668] The article of the present invention comprises a substrate and a layer (surface treatment layer) formed on the surface of the substrate by the surface treatment agent of the present invention.

[0669] 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, ceramics, stone, building materials, sanitary products, or any other suitable material.

[0670] For example, when the article to be manufactured is an optical component, the material constituting the surface of the substrate can 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 or an anti-reflection layer, can also be formed on the surface (outermost layer) of the substrate. The anti-reflection layer can use any of a single-layer anti-reflection layer and a multi-layer anti-reflection layer. Examples of inorganic substances that can be used in the anti-reflection layer include SiO2, SiO, ZrO2, TiO2, TiO, Ti2O3, Ti2O5, Al2O3, Ta2O5, Ta3O5, Nb2O5, HfO2, Si3N4, CeO2, MgO, Y2O3, SnO2, MgF2, WO3, etc. These inorganic substances can be used alone, or two or more of them can be used in combination (for example, in the form of a mixture). When a multi-layer anti-reflection layer is formed, it is preferred to use SiO2 and / or SiO in its outermost layer. When the article to be manufactured is an optical glass component for a touch panel, a transparent electrode may be provided on a portion of the surface of the substrate (glass), such as a thin film obtained by using indium tin oxide (ITO) or indium zinc oxide. 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, depending on its specific specifications.

[0671] The shape of the 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 as long as at least a portion of the substrate surface can be appropriately determined according to the purpose of the article to be manufactured and specific specifications etc.

[0672] 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 in the case of not having hydroxyl groups originally, by subjecting the substrate to a certain pretreatment, hydroxyl groups can be introduced into the surface of the substrate or increased. As examples of such pretreatments, plasma treatment (such as corona discharge) or ion beam irradiation may be cited. In order to be able to introduce hydroxyl groups into the surface of the substrate or increase hydroxyl groups and to purify the surface of the substrate (remove foreign matter, etc.), plasma treatment may also be suitable. In addition, as other examples of such pretreatments, the following methods may be cited: using the LB method (Langmuir-Blodgett method) or chemical adsorption method, an interface 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 disconnected in an atmosphere containing oxygen, nitrogen, etc.

[0673] In another embodiment, such a substrate may be a substrate at least the surface of which is formed of an organic silicon compound having one or more other reactive groups, for example, a Si—H group, or a material containing an alkoxysilane.

[0674] 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.

[0675] In one embodiment, the article of the present invention may have an intermediate layer containing silicon oxide between the glass and the surface treatment layer. By providing such an intermediate layer, the adhesion between the glass and the surface treatment layer is improved, and the durability is improved.

[0676] In a preferred embodiment, the intermediate layer may contain an alkali metal in addition to silicon oxide.

[0677] Examples of the alkali metal include lithium, sodium, potassium, etc. The alkali metal is preferably sodium.

[0678] The thickness of the intermediate layer is not particularly limited, but is preferably 1 to 200 nm, particularly preferably 1 to 20 nm. When the thickness of the intermediate layer is equal to or greater than the lower limit of the above range, the effect of improving the adhesiveness by the intermediate layer is greater.

[0679] The concentration of alkali metal atoms in the intermediate layer can be measured using various surface analysis devices, such as TOF-SIMS, XPS, and XRF.

[0680] The ratio of alkali metal atoms to all atoms in the entire intermediate layer can be obtained by XPS depth analysis using ion sputtering by alternately repeating measurement using XPS and surface etching using ion sputtering using an ion gun built into the XPS apparatus.

[0681] In the intermediate layer, the average value of the alkali metal concentration in the region with a depth of 1 nm or less from the surface in contact with the surface treatment layer is obtained by calculating the average value of the alkali metal atom concentration on the distribution curve obtained by depth direction analysis of the concentration of alkali metal atoms in the depth direction by TOF-SIMS (time-of-flight secondary ion mass spectrometry) using ion sputtering. The TOF-SIMS depth direction analysis using ion sputtering is performed by alternately repeating measurement using TOF-SIMS and surface etching using ion sputtering using an ion gun built into the TOF-SIMS device.

[0682] 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.

[0683] 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.

[0684] Examples of the wet coating method include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating, wipe coating, squeegee coating, die coating, ink jetting, casting, Langmuir-Blodgett method, and the like.

[0685] 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.

[0686] Alternatively, coating may be performed using a normal pressure plasma method.

[0687] In the case of using a wet coating method, the surface treatment agent of the present invention can be diluted with a solvent and applied to the surface of the substrate. From the viewpoint of the stability of the composition of the present invention and the volatility of the solvent, the following solvents are preferably used: 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, carbomer acetate, etc. Esters such as ethyl acetate, diethyl oxalate, ethyl pyruvate, ethyl-2-hydroxybutyrate, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, 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 ethyl Acid esters, 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 diols such as ethanol and propylene glycol; cyclic ethers such as tetrahydrofuran, tetrahydropyran, and dioxane; amides such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone; ether alcohols such as methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, and diethylene glycol monomethyl ether; diethylene glycol monoethyl ether acetate; polyfluorinated aromatic hydrocarbons (such as 1,3-bis(trifluoromethyl)benzene); polyfluorinated aliphatic hydrocarbons (such as C6F 13 CH2CH3 (e.g. ASAHIKLIN (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), C6F 13H (for example, ASAHIKLIN (registered trademark) AC-2000 produced by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, ZEORORA (registered trademark) H produced by ZEON CORPORATION); 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225), 1,3-bis(trifluoromethyl)benzene and other fluorine-containing hydrocarbons; CF3CH2OH, CF3CF2CH2OH, (CF3)2CHOH and other fluorine-containing alcohols; hydrofluoroethers (HFE) (for example, perfluoropropyl methyl ether (C3F7OCH3) (for example, Nov Alkyl perfluoroalkyl ethers (perfluoroalkyl and alkyl groups may be linear or branched), such as Novec (trademark) 7300 produced by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C4F9OCH3) (e.g. Novec (trademark) 7100 produced by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C4F9OC2H5) (e.g. Novec (trademark) 7200 produced by Sumitomo 3M Co., Ltd.), perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g. Novec (trademark) 7300 produced by Sumitomo 3M Co., Ltd.), or CF3CH2OCF2CHF2 (e.g. ASAHIKLIN (registered trademark) AE-3000 produced by Asahi Glass Co., Ltd.), hydrofluoroolefins; CF3CH=CHCl (e.g. Central Glass Co., Ltd. CELEFIN (registered trademark) 1233Z), CHF2CF=CHCl (for example, AMOLEA (registered trademark) AS-300 produced by Asahi Glass Co., Ltd.), cyclopentyl methyl ether and other ethers; hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane and other siloxanes; dimethyl sulfoxide and the like. These solvents can be used alone or in the form of a mixture of two or more. Among them, aliphatic hydrocarbons, esters, glycol ethers, alcohols, ether alcohols, and siloxanes are preferred. For example, hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, mineral spirits, methyl acetate, ethyl acetate, n-propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, diethylene glycol monomethyl ether, hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, octamethylcyclotetrasiloxane, and octamethylcyclopentasiloxane are particularly preferred.Particularly preferred are diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, 2-ethoxyethanol, 1,2-diethoxyethane, 2-methoxyethanol, tetraethylene glycol dimethyl ether, diethylene glycol dibutyl ether, diethylene glycol monohexyl ether, and methoxycyclopentane.

[0688] When the dry coating method is used, the surface treatment 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.

[0689] 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, in the case of utilizing the wet covering method, 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. In the case of utilizing the dry covering method, 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 obtained granular material is used for vapor deposition (usually vacuum deposition) treatment.

[0690] The catalyst may be any appropriate acid or base, transition metal (e.g., Ti, Ni, Sn, Zr, Al, B, etc.), sulfur-containing compounds having non-shared electron pairs in the molecular structure, or nitrogen-containing compounds (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphoric acid amide compounds, amide compounds, urea compounds), etc. As an acid catalyst, for example, acetic acid, formic acid, trifluoroacetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, methanesulfonic acid, p-toluenesulfonic acid, etc. may be used. In addition, as a base catalyst, for example, organic amines such as ammonia, sodium hydroxide, potassium hydroxide, triethylamine, diethylamine, etc. may be used. The transition metal, aliphatic amine compound, and aromatic amine compound may be the same as those mentioned above.

[0691] The surface treatment layer included in the article of the present invention has both high wear durability and fingerprint wiping performance. In addition, in addition to having high wear durability, the surface treatment layer can also have water repellency, oil repellency, antifouling properties (for example, preventing the adhesion of stains such as fingerprints), water repellency (preventing water from penetrating into electronic components, etc.), surface sliding properties (or lubricity, such as wiping performance of stains such as fingerprints, excellent finger touch), chemical resistance, etc., although it also varies depending on the composition of the surface treatment agent used, and is suitable for use as a functional film.

[0692] Therefore, the present invention also relates to an optical material having the above-mentioned surface treatment layer as the outermost layer.

[0693] As optical materials, in addition to optical materials related to displays 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 with anti-reflection film treatment applied to their surfaces.

[0694] The article of the present invention is not particularly limited and may be an optical component. 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 panel sheets 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.

[0695] 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 material of an automobile. Examples of exterior materials include windows, lampshades, and exterior camera covers. Examples of interior materials include instrument panel covers, navigation system touch panels, and decorative interior materials.

[0696] The thickness of the layer is not particularly limited. In the case of an optical component, the thickness of the layer is preferably 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.

[0697] As an apparatus for X-ray photoelectron spectroscopy for measuring the atomic composition and atomic ratio of the surface treatment layer, XPS and PHI5000VersaProbeII manufactured by ULVAC-PHI can be used. As the measurement conditions of XPS analysis, the X-ray source can be set to 25W for monochromatized AlKα rays, the photoelectron detection area can be set to 1400μm×300μm, the photoelectron detection angle can be set to a range of 20 to 90 degrees (for example, 20 degrees, 45 degrees, 90 degrees), and the energy can be set to 23.5eV, etc., and sputtering can use gas cluster ion beams, Ar ions, etc. The peak areas of C1s, O1s, and Si2p are observed by the above-mentioned apparatus and measurement conditions, and the atomic ratios of carbon, oxygen, and silicon are calculated, thereby being able to determine the composition of the surface treatment layer and the intermediate layer.

[0698] In addition, it is also possible to perform analysis in the depth direction. As the measurement conditions for XPS analysis, the X-ray source can use monochromatic AlKα rays at 25W, the photoelectron detection area is set to 1400μm×300μm, the photoelectron detection angle is set to a range of 20 degrees to 90 degrees (for example, 20 degrees, 45 degrees, 90 degrees), the pass can be set to 23.5eV, etc., and the sputtering ions use Ar ions, gas cluster ions, C60 ions, etc. By sputtering 1 to 100nm etching, the composition of the coating at each depth after etching can also be obtained.

[0699] By adjusting the photoelectron detection angle of the XPS analysis, the detection depth can be appropriately adjusted. For example, by setting a shallow angle close to 20 degrees, the detection depth can be about 3 nm, and by setting a deep angle close to 90 degrees, the detection depth can be about tens of nm.

[0700] The silicon oxide-containing intermediate layer may be formed by applying a silicon oxide precursor to the surface of the substrate. When the intermediate layer contains an alkali metal, the intermediate layer may be formed by applying a composition containing a silicon oxide precursor and an alkali metal source to the surface of the substrate.

[0701] As the above-mentioned silicon oxide precursor, silicic acid, partial condensates of silicic acid, alkali metal silicates, silane compounds having hydrolyzable groups bonded to silicon atoms, and partial hydrolysis condensates of the silane compounds can be listed. Silicic acid or its partial condensates can be dehydrated and condensed to form silicon oxide; alkali metal silicates can form silicic acid or its partial condensates using acid or cation exchange resins, and the generated silicic acid or its partial condensates can be dehydrated and condensed to form silicon oxide. As the hydrolyzable groups in the silane compounds having hydrolyzable groups bonded to silicon atoms, alkoxy groups, chlorine atoms, etc. can be listed. The hydrolyzable groups of the silane compounds are hydrolyzed to form hydroxyl groups, and the generated silanol compounds are dehydrated and condensed to form silicon oxide. As the silane compounds having hydrolyzable groups bonded to silicon atoms, alkoxysilanes such as tetraalkoxysilane and alkyltrialkoxysilane or tetrachlorosilane can be listed.

[0702] As the above-mentioned alkali metal source, alkali metal hydroxides, water-soluble alkali metal salts, etc. can be cited. As the water-soluble alkali metal salts, alkali metal carbonates, alkali metal hydrogen carbonates, alkali metal hydrochlorides, alkali metal nitrates, etc. As the alkali metal source, alkali metal hydroxides and alkali metal carbonates are preferred.

[0703] Among them, alkali metal silicates can be used as silicon oxide precursors and alkali metal sources. Although alkali metal silicates can form silicon oxide through silicic acid, a small amount of alkali metal will remain in the generated silicon oxide. Therefore, by adjusting the amount of residual alkali metal, silicon oxide containing a specified amount of alkali metal atoms can be obtained.

[0704] The thickness of the intermediate layer is not particularly limited, and is, for example, in the range of 1 to 50 nm, preferably 1 to 30 nm, more preferably 2 to 15 nm, and even more preferably 3 to 10 nm.

[0705] The compounds, compositions, and articles of the present invention have been described in detail above, but the compounds, compositions, and articles of the present invention are not limited to the examples described above.

[0706] Example

[0707] Hereinafter, the present invention will be described with reference to Examples, but the present invention is not limited to the following Examples.

[0708] (Synthesis example 1)

[0709] After adding 3.02 g of 2,2-tricosenoic acid, 26 mL of toluene and 17 mL of methanol, 20 mL of trimethylsilyldiazomethane was added dropwise, and the mixture was stirred at room temperature for 3 hours and then concentrated under reduced pressure to obtain 3.11 g of compound (1).

[0710] 1 H NMR(CDCl3,400MHz)δ[ppm]:1.249-1.649(m),2.005-2.061(m),2.279-2.316(t),1.567-1.622(m),3.662(s),4.904-5.015(m),5.760-5.862(m)

[0711] Compound (1)

[0712]

[0713] (Synthesis example 2)

[0714] 0.897 g of the compound (1) obtained in Synthesis Example 1, 5.0 mL of toluene, and 0.158 g of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, respectively, and then cooled in an ice bath, and 0.7 mL of 1,1,1,3,3-pentamethyldisiloxane was added dropwise. After stirring at 60° C. for 7 hours, the mixture was purified to obtain 1.17 g of the following compound (2).

[0715] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.028-0.120(m),0.483-0.522(t),1.229-1.258(m),1.256-1.285(m),1.601-1.638(m),2.267-2.322(t),3.667(s)

[0716] Compound (2)

[0717]

[0718] (Synthesis example 3)

[0719] 1.10 g of the compound (2) obtained in Synthesis Example 2, 1.0 mL of toluene, 1.83 g of 4-[2,2-di(2-propenyl)]pentenylamine, and 0.568 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 125° C. for 24 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 1.18 g of compound (3).

[0720] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.010-0.088(m),0.491-0.509(m),1.249-1.287(m),1.570-1.642(m) ,2.021-2.041(d),2.139-2.177(t),3.186-3.202(d),5.070-5.116(m),5.535(s),5.812-5.917(m)

[0721] Compound (3)

[0722]

[0723] (Synthesis Example 4)

[0724] After adding 1.18 g of the compound (3) obtained in Synthesis Example 3, 18.2 mL of toluene, 0.1 mL of pyridine, and 0.6 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 1.8 mL of trimethoxysilane was added, and the mixture was stirred at room temperature overnight. Afterwards, purification was performed to obtain 1.63 g of the following compound (4) having a trimethoxysilyl group at the end.

[0725] 1 H NMR (CDCl3, 400MHz) δ [ppm]: 0.033-0.137 (m), 0.465-0.613 (m), 1.150-1.423 (m), 1.598-1.633 (m), 2.131-2.169 (t), 3.535-3.618 (m) Compound (4)

[0726]

[0727] (Surface treatment agent 1)

[0728] The compound 4 obtained above was diluted into a 20 wt % ethanol solution to obtain a surface treatment agent 1.

[0729] (Synthesis Example 5)

[0730] 0.86 g of the compound (2) obtained in Synthesis Example 2, 1.0 mL of toluene, 0.60 g of allylamine, and 0.252 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75° C. for 6 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.791 g of the compound (5).

[0731] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.011-0.123(m),0.478-0.517(m),1.203-1.368(m),1.598-1 .671(m),2.168-2.206(t),3.872-3.901(t),5.115-5.205(m),5.479(s),5.792-5.889(m)

[0732] Compound (5)

[0733]

[0734] (Synthesis Example 6)

[0735] After adding 0.79 g of the compound (5) obtained in Synthesis Example 5, 15.0 mL of toluene, 0.05 mL of pyridine, and 0.6 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 1.0 mL of trimethoxysilane was added, and the mixture was stirred at room temperature overnight. After purification, 0.912 g of the following compound (6) having a trimethoxysilyl group at the terminal was obtained.

[0736] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.005-0.202(m),0.472-0.591(m),0.623-0.664(m),1. 245-1.282(m),1.576-1.669(m),2.119-2.158(t),3.216-3.265(m),3.534-3.614(m)

[0737] Compound (6)

[0738]

[0739] (Surface treatment agent 2)

[0740] The compound 6 obtained above was used as the surface treatment agent 2 without being diluted with a solvent.

[0741] (Synthesis Example 7)

[0742] After adding 0.41 g of the compound (1) obtained in Synthesis Example 1, 1.0 g of toluene, 0.1 mL of pyridine, and 0.1 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 8.95 g of CH3CH2CH2CH2(Si(CH3)2O) were added, n Si(CH3)2H was stirred at room temperature overnight and then purified to obtain 8.36 g of the following polydimethylsiloxane group-containing compound (7).

[0743] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.085-0.299(m),0.509-0.558(m),0.866-0.901(t),1.256-1.329(m),1.601-1.638(m),2.283-2.321(t),3.666(s)

[0744] Compound (7)

[0745]

[0746] (n≈60)

[0747] (Synthesis Example 8)

[0748] 3.01 g of the polydimethylsiloxane group-containing compound (7) obtained in Synthesis Example 7, 3.16 g of toluene, 0.247 g of allylamine, and 0.0452 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75° C. for 20 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 2.181 g of compound (8).

[0749] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.090-0.295(m),0.504-0.553(m),0.862-0.898(t),1.208-1.324(m) ,1.589-1.673(m),2.169-2.208(t),3.876-3.904(m),5.117-5.214(m),5.451(s),5.755-5.896(m)

[0750] (Compound 8)

[0751]

[0752] (Synthesis Example 9)

[0753] 2.00 g of the compound (8) obtained in Synthesis Example 8, 2.00 g of toluene, 0.1 mL of pyridine, and 0.2 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.5 mL of trimethoxysilane was added, followed by stirring at room temperature overnight. After purification, 2.09 g of the following compound (9) having a trimethoxysilyl group at the terminal was obtained.

[0754] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.006-0.295(m),0.504-0.556(m),0.630-0.670(m),0.862-0.8 96(m),1.250-1.347(m),1.590-1.672(m),2.108-2.164(t),3.213-3.281(m),3.542-3.621(m)

[0755] (Compound 9)

[0756]

[0757] (Surface treatment agent 3)

[0758] The compound 9 obtained above was diluted to a 20 wt % hexamethyldisiloxane solution to obtain a surface treatment agent 3.

[0759] (Synthesis Example 10)

[0760] After adding 5.02 g of 10-undecenoic acid methyl ester, 7.5 mL of toluene, 0.3 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 0.1 mL of pyridine, the mixture was cooled to below 5°C in an ice bath, 20 mL of 1,1,1,3,3-pentamethyldisiloxane was added, and the mixture was stirred at 60°C for 3 hours. Afterwards, the mixture was purified to obtain 8.62 g of compound (10).

[0761] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.017-0.077(m),0.465-0.504(t),1.250-1.268(m),1.567-1.622(m),2.264-2.301(t),3.643(s)

[0762] Compound (10)

[0763]

[0764] (Synthesis Example 11)

[0765] 3.01 g of the compound (10) obtained in Synthesis Example 10, 8.7 mL of toluene, 0.140 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 5.52 g of allylamine were added, and the mixture was stirred at 75°C for 24 hours. The mixture was then diluted with toluene and washed with an aqueous hydrochloric acid solution. The mixture was then dehydrated with magnesium sulfate and concentrated under reduced pressure to obtain 2.74 g of the compound (12). 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.004-0.036(m),0.448-0.487(m),1.229-1.258(m),1.562- 1.636(m),2.154-2.193(t),3.815-3.847(m),5.053-5.162(m),5.745-5.841(m),6.237(s)

[0766] Compound (11)

[0767]

[0768] (Synthesis Example 12)

[0769] After adding 2.07 g of the compound (11) obtained in Synthesis Example 11, 2.0 g of toluene, 0.1 mL of pyridine, and 0.2 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 6.2 mL of trimethoxysilane was added, and the mixture was stirred at room temperature overnight. After purification, 2.53 g of the following compound (12) having a trimethoxysilyl group at the terminal was obtained.

[0770] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.136-0.046(m),0.464-0.503(t),0.618-0.658(m),1.2 47-1.272(m),1.571-1.663(m),1.796(s),2.117-2.155(t),3.209-3.258(m),3.562(s)

[0771] Compound (12)

[0772]

[0773] (Surface treatment agent 4)

[0774] The compound 12 obtained above was diluted into a 20 wt % hexamethyldisiloxane solution to obtain a surface treatment agent 4.

[0775] (Synthesis Example 14)

[0776] 0.50 g of the compound (1) obtained in Synthesis Example 1, 10.0 mL of toluene, 0.05 mL of pyridine, and 0.3 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.2 mL of 1,1,1,3,5,5,5-heptamethyltrisiloxane was added dropwise. After stirring at room temperature for 17 hours, the mixture was purified to obtain 0.87 g of the following compound (14).

[0777] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.033-0.241(m),0.438-0.550(m),1.191-1.413(m),1.607-1.642(m),2.242-2.325(m),3.669(s)

[0778] Compound (14)

[0779]

[0780] (Synthesis Example 15)

[0781] 0.86 g of the compound (14) obtained in Synthesis Example 14, 5.0 mL of allylamine, and 0.20 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75° C. for 3 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.72 g of the compound (15).

[0782] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.076-0.128(m),0.413-0.465(t),1.183-1.1.404(m),1 .604-1.677(m),2.173-2.248(t),3.841-3.942(m),5.122-5.210(m),5.809-5.877(m)

[0783] Compound (15)

[0784]

[0785] (Synthesis Example 16)

[0786] 0.72 g of the compound (15) obtained in Synthesis Example 15, 6.0 mL of toluene, 0.04 mL of pyridine, and 0.26 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.4 mL of trimethoxysilane was added, followed by stirring at room temperature overnight. After purification, 0.48 g of the following compound (16) having a trimethoxysilyl group at the terminal was obtained.

[0787] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.054-0.149(m),0.425-0.464(t),0.628-0.68 1(m),1.181-1.402(m),1.544-1.768(m),2.125-2.164(t),3.558-3.646(m)

[0788] Compound (16)

[0789]

[0790] (Surface treatment agent 5)

[0791] The compound 16 obtained above was diluted into a 20 wt % ethanol solution to obtain a surface treatment agent 4.

[0792] (Synthesis Example 17)

[0793] 0.93 g of the compound (1) obtained in Synthesis Example 1, 15.0 mL of toluene, 0.09 mL of pyridine, and 0.6 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.1 g of heptamethylcyclotetrasiloxane was added dropwise. After stirring at room temperature for 6 hours, the mixture was purified to obtain 2.1 g of the following compound (17).

[0794] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.029-0.219(m),0.507-0.546(t),1.221-1.407(m),1.569-1.640(m),2.269-2.322(m),3.669(s)

[0795] Compound (17)

[0796]

[0797] (Synthesis Example 18)

[0798] 1.10 g of the compound (17) obtained in Synthesis Example 17, 9.0 mL of allylamine, and 0.39 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75°C for 6 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 2.43 g of the compound (18).

[0799] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.025-0.172(m),0.447-0.570(m),1.108-1.435(m),1.60 4-1.677(quin),2.175-2.214(t),3.879-3.904(m),5.121-5.206(m),5.796-5.893(m)

[0800] Compound (18)

[0801]

[0802] (Synthesis Example 19)

[0803] After adding 2.40 g of the compound (18) obtained in Synthesis Example 18, 20 mL of toluene, 0.1 mL of pyridine, and 0.8 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 4.0 mL of trimethoxysilane was added, and the mixture was stirred at room temperature overnight. After purification, 2.4 g of the following compound (19) having a trimethoxysilyl group at the terminal was obtained.

[0804] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.024-0.169(m),0.504-0.569(m),0.631-0.672(t),1.183 -1.403(m),1.586-1.676(quin),2.127-2.166(t),3.192-3.273(quin),3.492-3.612(m)

[0805] Compound (19)

[0806]

[0807] (Surface treatment agent 6)

[0808] The compound 19 obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 6.

[0809] (Synthesis Example 20)

[0810] 1.0 g of the compound (1) obtained in Synthesis Example 1, 5.5 mL of toluene, 0.9 mL of chlorodimethylsilane, and 0.14 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, respectively, and the mixture was stirred at 40°C for 4 hours. Afterwards, purification was performed to obtain 1.12 g of a compound (101) having a chlorodimethylsilyl group at the terminal. Next, 3 g of palladium / carbon (Pd 10%) (about 55% water-wetted product), 44 mL of tetrahydrofuran, 9 mL of water, and 10 mL of 1,1,1,3,5,5,5-heptamethyltrisiloxane were added to another flask, and the mixture was stirred at 70°C for 2 hours. Afterwards, purification was performed to obtain 2.2 g of a compound (102) having a silanol group at the terminal. Compound (101) and Compound (102) were dissolved in toluene, and stirred at room temperature overnight, pyridine was added, and the mixture was stirred for another hour, followed by liquid separation purification and silica gel column purification to obtain 0.401 g of Compound (20).

[0811] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.359-0.477(m),0.790-0.830(m),1.251-1.439(m),1.578-1.632(t),2.277-2.315(t),3.659(s)

[0812] (Compound 20)

[0813]

[0814] (Synthesis Example 21)

[0815] 0.401 g of the compound (20) obtained in Synthesis Example 20, 0.085 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 1.55 g of allylamine were added, and the mixture was stirred at 75°C for 4 hours. The mixture was then diluted with diethyl ether and washed with aqueous hydrochloric acid. The mixture was then dehydrated with magnesium sulfate and concentrated under reduced pressure to obtain 0.374 g of the compound (21).

[0816] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.057-0.269(m),0.512-0.552(m),1.150-1.431(m),1.59 9-1.672(m),2.173-2.211(m),3.889(s),5.115-5.125(m),5.482(bs),5.792-5.889(m)

[0817] (Compound 21)

[0818]

[0819] (Compound 22)

[0820] After adding 0.374 g of the compound (21) obtained in Synthesis Example 21, 3.6 mL of toluene, 13.5 μL of aniline, and 28 μL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 0.13 mL of trimethoxysilane was added, and the mixture was stirred at 45° C. for 4 hours. After purification, 0.384 g of the following compound (22) having a trimethoxysilyl group at the terminal was obtained.

[0821] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.010-0.209(m),0.450-0.560(m),0.628-0.668(m),1.180-1 .367(m),1.581-1.674(m),2.123-2.162(t),3.220-3.269(q),3.561-3.618(m),5.636(bs)

[0822] (Compound 22)

[0823]

[0824] (Surface treatment agent 7)

[0825] The compound 22 obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 7 .

[0826] (Compound 23)

[0827] Tris(trimethylsiloxy)silane (0.7 g), 18-octadecene-1-ol (1.0 g), tris(pentafluorophenyl)borane (0.24 g), and toluene (10 mL) were added to a flask, and the solution was heated in an oil bath (set to 70° C.) for 2 hours while being stirred with a magnetic stirrer. The reaction solution was then filtered through a silica gel column, and the filtrate was concentrated to obtain 1.2 g of a terminal olefin compound (23) as a colorless oil.

[0828] 1H-NMR (400MHz, chloroform-D) δ5.87-5.76 (m, 1H), 5.02-4.91 (m, 2H), 3.64 (t, J=6.6Hz, 2H), 2.07-2.01 (m, 2H), 1.55-1.50 (m, 2H), 1.41-1.26 (m, 26H), 0.15-0.07 (m, 18H), 0.03 (s, 3H)

[0829] (Compound 23)

[0830]

[0831] (Synthesis Example 24)

[0832] In a flask, terminal olefin compound (23) (1.0 g), Karstedt catalyst (0.13 g, xylene solution containing 2% platinum), trimethoxysilane (0.75 g), pyridine (22 mg), and toluene (10 mL) were added. After stirring at room temperature for 4 hours, the mixture was concentrated under reduced pressure to obtain 1.09 g of compound (24) in the form of a slightly yellow oil.

[0833] 1H-NMR (400MHz, chloroform-D) δ3.74-3.53 (m, 11H), 1.56-1.50 (m, 2H), 1.43-1.25 (m, 30H), 0.67-0.62 (m, 2H), 0.26-0.07 (m, 18H), 0.04 (q, J = 4.4Hz, 3H)

[0834] (Compound 24)

[0835]

[0836] (Surface treatment agent 8)

[0837] The compound 24 obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 8 .

[0838] (Synthesis Example 25)

[0839] 1.8 g of the compound (14) obtained in Synthesis Example 14, 2.01 mL of 2-allylpent-4-ene-1-amine, and 0.43 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75° C. for 3 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 1.92 g of the compound (25).

[0840] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.076-0.128(m),0.413-0.465(t),1.183-1.1.404(m),1.604-1.677(m),1.704-1.7 69(m),1.994-2.093(m),2.103-2.285(m),3.161-3.328(t),4.997-5.195(m),5.397-5.595(s),5.708-5.975(m)

[0841] Compound (25)

[0842]

[0843] (Synthesis Example 26)

[0844] 0.47 g of the compound (25) obtained in Synthesis Example 25, 3.5 mL of toluene, 0.014 mL of pyridine, and 0.1 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 0.52 mL of trimethoxysilane was added, followed by stirring at room temperature for 3 hours. After purification, 0.48 g of the following compound (26) having a trimethoxysilyl group at the terminal was obtained.

[0845] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.054-0.149(m),0.425-0.464(t),0.628-0.681(t),1.181-1.40 2(m),1.544-1.768(m),2.125-2.164(t),3.135-3.203(t),3.558-3.646(m),5.449-5.528(s)

[0846] Compound (26)

[0847]

[0848] (Surface treatment agent 9)

[0849] The compound 26 obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 9 .

[0850] (Synthesis Example 27)

[0851] A stirring bar, 2.0 g of 16-hydroxyhexadecanoic acid, 3.6 g of potassium carbonate, 1.5 g of methyl iodide, and 10 mL of dimethyl sulfoxide were added to a glass flask, and the flask was placed in an oil bath at 60°C and stirred for 18 hours using a magnetic stirrer. Toluene and water were then added to the flask, and the mixture was stirred. The liquid in the flask was transferred to a separatory funnel, and the mixture was allowed to stand for separation, and the lower layer (water layer) was removed. The mixture was added twice in the same manner, and the organic layer was washed with water, dried with magnesium sulfate, and then concentrated under reduced pressure to obtain 1.9 g of 16-hydroxyhexadecanoic acid methyl ester as a colorless oil.

[0852] 1H-NMR (400MHz, chloroform-D) δ3.66-3.62 (m, 5H), 2.36-2.28 (m, 2H), 1.65-1.53 ​​(m, 4H), 1.33-1.25 (m, 22H)

[0853] 16-Hydroxyhexadecanoic acid methyl ester

[0854]

[0855] (Synthesis Example 28)

[0856] A stirring bar, 0.93 g of 16-hydroxyhexadecanoic acid methyl ester obtained in Synthesis Example 27, 0.46 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 2.5 mL of allylamine were added to a glass flask and stirred at room temperature for 2 hours using a magnetic stirrer. Chloroform and aqueous hydrochloric acid solution were then added to the flask and stirred. The liquid in the flask was transferred to a separatory funnel and allowed to stand for separation, and the upper layer (water layer) was removed. The same addition was repeated twice, and the organic layer was washed with water, dried with magnesium sulfate, and then concentrated under reduced pressure to obtain 0.88 g of N-allyl-16-hydroxyhexadecanoic acid amide as a white solid.

[0857] 1H-NMR (400MHz, chloroform-D) δ5.89-5.79 (m, 1H), 5.49 (s, 1H), 5.20-5.12 (m, 2H), 3.89 (td, J = 5.7, 1.4 Hz, 2H), 3.64 (dd, J = 12.1, 5.3 Hz, 2H), 2.21-2.17 (m, 2H), 1.65-1.53 ​​(m, 4H), 1.40-1.25 (m, 22H)

[0858] N-allyl-16-hydroxyhexadecanoic acid amide

[0859]

[0860] (Synthesis Example 29)

[0861] In a glass flask, a stirring bar, 0.77 g of N-allyl-16-hydroxyhexadecanoic acid amide obtained in Synthesis Example 28, 0.5 g of 1,1,1,3,5,5,5-heptamethyltrisiloxane, and 0.11 g of tris(pentafluorophenyl)borane were placed, and 14 mL of toluene was added. The flask was placed in an oil bath at 70°C and stirred for 2 hours using a magnetic stirrer. 5 g of silica gel was placed in the flask, stirred at room temperature, and then filtered. The filtrate was concentrated under reduced pressure to obtain 0.86 g of compound (29) as a white solid.

[0862] 1H-NMR (400MHz, chloroform-D) δ5.89-5.79 (m, 1H), 5.45 (s, 1H), 5.21-5.12 (m, 2H), 3.89 (tt, J = 5.7, 1.4 Hz, 2H), 3.65 (q, J = 6.9 Hz, 2H), 2.18 (q, J = 7.3 Hz, 2H), 1.67-1.50 (m, 4H), 1.29-1.25 (m, 22H), 0.16-0.09 (m, 18H), 0.03 (s, 3H)

[0863] Compound (29)

[0864]

[0865] (Synthesis Example 30)

[0866] In a glass flask, a stirring bar, 0.86 g of the compound (29) obtained in Synthesis Example 29, 0.1 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 14 μL of pyridine, 0.50 mL of trimethoxysilane, and 10 mL of toluene were placed, and stirred at room temperature for 4 hours using a magnetic stirrer. The mixture was then concentrated under reduced pressure to obtain 0.94 g of the compound (30) as a light yellow oil.

[0867] 1H-NMR (400MHz, chloroform-D) δ5.62 (s, 1H), 3.65-3.54 (m, 11H), 3.25 (q, J = 6.7 Hz, 2H), 2.20-2.12 (m, 2H), 1.68-1.50 (m, 6H), 1.27 (d, J = 12.8 Hz, 22H), 0.67-0.63 (m, 2H), 0.15-0.07 (m, 18H), 0.01 (s, 3H)

[0868] Compound (30)

[0869]

[0870] (Surface treatment agent 10)

[0871] The compound (30) obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 10.

[0872] (Synthesis Example 31)

[0873] Add 7.01g of 12-aminolauric acid methyl ester H2N(CH2) 11COOCH3, 40.0 ml of dichloromethane, 0.73 g of 4-dimethylaminopyridine, 8.77 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 6.20 g of 10-undecenoic acid were added under ice bath, and stirred at room temperature overnight. After purification, 11.34 g of the following amide-containing methyl ester compound (31) was obtained: CH2=CH(CH2)8CONH(CH2) 11 COOCH3.

[0874] 1 H NMR(CDCl3,400MHz)δ[ppm]:1.251-1.375(m),1.456-1.490(m),1.573-1.644(m),1.998-2.061 (m),2.121-2.158(t),2.275-2.313(t),3.201-3.251(m),3.658(s),4.903-5.007(m),5.397(br s),5.747-5.849(m)

[0875] Amide-containing methyl ester compounds (31)

[0876]

[0877] (Synthesis Example 32)

[0878] 4.00 g of the amide group-containing methyl ester compound (31) CH2=CH(CH2)8CONH(CH2) obtained in Synthesis Example 31 were added to each 11 COOCH3, 46.0 ml of toluene, 0.33 ml of pyridine, 0.52 ml of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 6.86 ml of 1,1,1,3,5,5,5-heptamethyltrisiloxane were stirred at 60°C for 8 hours. After purification, 5.09 g of the following terminal siloxane compound (32) ((CH3)3SiO)2SiCH3(CH2) was obtained. 10 CONH(CH2) 11 COOCH3.

[0879] 1H NMR(CDCl3,400MHz)δ[ppm]:0.014-0.013(m),0.415-0.453(t),1.250-1.271(m),1.998-2.061 (m),2.121-2.158(t),2.275-2.313(t),3.201-3.251(m),3.658(s),4.903-5.007(m),5.397(br s),5.747-5.849(m)

[0880] Terminal siloxane compounds (32)

[0881]

[0882] (Synthesis Example 33)

[0883] 1.27 g of the terminal siloxane compound (32) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 32 were added to each 10 CONH(CH2) 11 COOCH3, 0.34 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 3.52 g of allylamine were heated to 65°C and stirred for 6 hours. After that, purification was performed to obtain 1.05 g of the following terminal siloxane compound (33): ((CH3)3SiO)2SiCH3(CH2) 10 CONH(CH2) 11 CONHCH2CH=CH2.

[0884] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.072-0.104(m),0.418-0.457(t),1.255-1.287(m),1.459-1.494(m),1. 597-1.631(m),2.124-2.206(m),3.204-3.254(m),3.871-3.903(m),5.112-5.199(m),5.791-5.887(m)

[0885] Terminal siloxane compounds (33)

[0886]

[0887] (Synthesis Example 34)

[0888] 1.00 g of the terminal siloxane compound (33) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 33 were added to each 10 CONH(CH2)11 CONHCH2CH=CH2, 10.0 g of toluene, 0.01 g of triacetoxymethylsilane, and 0.08 ml of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 0.40 ml of trichlorosilane was added, and the mixture was heated to 60°C and stirred for 3 hours. After that, the volatile components were distilled off under reduced pressure, and a mixed solution of 0.15 g of methanol and 3.40 ml of trimethyl orthoformate was added, and the mixture was heated to 65°C and stirred for 2 hours. After that, purification was performed to obtain 0.60 g or less of a terminal trimethoxysilyl-containing compound (34) ((CH3)3SiO)2SiCH3(CH2) 10 CONH(CH2) 11 CONH(CH2)3Si(OCH3)3.

[0889] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.081-0.154(m),0.521-0.668(m),1.253(br s),1.463-1.495(m),1.581-1.698(m),2.124-2.163(t),3.204-3.251(m),3.570(s)

[0890] Compounds containing terminal trimethoxysilyl groups (34)

[0891]

[0892] (Synthesis Example 35)

[0893] After adding 1.00 g of 16-heptadecenoic acid, 11.2 mL of toluene, and 7.50 mL of methanol, 7.60 mL of trimethylsilyldiazomethane was added dropwise, and the mixture was stirred at room temperature for 1 hour and then concentrated under reduced pressure to obtain 1.15 g of compound (35).

[0894] 1 H NMR(CDCl3,400MHz)δ[ppm]:1.252-1.371(m),1.597-1.615(m),2.010-2.061(m),2.279-2.316(t),3.662(s),4.910-5.012(dd),5.777-5.846(m)°

[0895] Compound (35)

[0896]

[0897] (Synthesis Example 36)

[0898] After adding 1.06 g of the compound (35) obtained in Synthesis Example 35, 18.8 mL of toluene, 0.12 mL of pyridine, and 0.43 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 3.06 mL of 1,1,1,3,5,5,5-heptamethyltrisiloxane was added dropwise, and the mixture was stirred at room temperature for 6 hours. After that, the mixture was concentrated under reduced pressure to obtain 2.07 g of compound (36).

[0899] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.001-0.130(m),0.434-0.472(m),1.176-1.288(m),1.582-1.640(m),2.269-2.323(m),3.670(s)

[0900] Compound (36)

[0901]

[0902] (Synthesis Example 37)

[0903] 0.80 g of the compound (36) obtained in Synthesis Example 36, 5.96 mL of allylamine, and 0.22 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75°C for 3 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.62 g of the compound (37).

[0904] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.012-0.123(m),0.423-0.461(m),1.250-1.289(m),1.615-1.66 0(m),2.166-2.204(t),3.122-2.228(m),3.876-3.902(m),5.108-5.202(m),5.778-5.886(m)°

[0905] Compound (37)

[0906]

[0907] (Synthesis Example 38)

[0908] After adding 0.5 g of the compound (37) obtained in Synthesis Example 37, 2.0 mL of toluene, 0.054 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 0.026 mL of aniline, 0.24 mL of trimethoxysilane was added, and the mixture was stirred at 45° C. for 2 hours. After purification, 0.46 g of the following compound (38) having a trimethoxysilyl group at the terminal was obtained.

[0909] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.064-0.0.231(m),0.446(t),0.652(t),1.109- 1.404(m),1.529-1.676(m),2.148(t),3.249(q),3.493-3.667(m),5.630(br)

[0910] Compound (38)

[0911]

[0912] (Surface treatment agent 11)

[0913] The compound (38) obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 11.

[0914] (Synthesis Example 39)

[0915] 1.00 g of compound (36) obtained in the same manner as in Synthesis Example 36, 2.41 mL of 2-allylpent-4-ene-1-amine, and 0.28 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and the mixture was stirred at 75° C. for 3 hours. The mixture was then washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 1.03 g of compound (39).

[0916] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.012-0.123(m),0.423-0.561(m),1.178-1.279(m),1.610-1.629(m),1. 716-1.749(m),2.042-2.352(m),3.122-2.228(m),3.663-3.744(m),5.031-5.157(m),5.734-5.838(m)°

[0917] Compound (39)

[0918]

[0919] (Synthesis Example 40)

[0920] After adding 0.82 g of the compound (39) obtained in Synthesis Example 39, 2.0 mL of toluene, 0.078 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 0.038 mL of aniline, 0.70 mL of trimethoxysilane was added, and the mixture was stirred at 45° C. for 2 hours. After purification, 1.08 g of the following compound (40) having a trimethoxysilyl group at the terminal was obtained.

[0921] 1 H NMR(CDCl3,400MHz)δ[ppm]:-0.001-0.166(m),0.453(t),0.635(t),1.190-1.327( m),1.398-1.546(m),1.627(quin),2.159(t),3.189(t),3.489-3.685(m),5.510(t)

[0922] Compound (40)

[0923]

[0924] (Surface treatment agent 12)

[0925] The compound (40) obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 12.

[0926] (Synthesis Example 41)

[0927] 1.04 g of compound (1) obtained in the same manner as in Synthesis Example 1, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 3.68 mL of MCR-H07 produced by Gelest was added dropwise. After stirring at room temperature for 2 days, the mixture was purified to obtain 4.15 g of the following compound (41). The average value of the number of repeating units n was 10.

[0928] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.019-0.115(m),0.511(t),0.858(t),1.200-1.325(m),1.592(quin),2.276-2.293(m),3.641(s)

[0929] Compound (41)

[0930]

[0931] (Synthesis Example 42)

[0932] 3.85 g of compound (41) obtained in Synthesis Example 41, 10 mL of allylamine, and 0.40 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75°C for 3 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 3.09 g of compound (42). The average value of the number of repeating units n was 10.

[0933] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.018-0.113(m),0.509(t),0.858(t),1.165-1.376(m),1. 613(quin),2.162(t),3.852-3.877(m),5.093-5.175(m),5.412(br),5.7770-5.864(m)

[0934] Compound (42)

[0935]

[0936] (Synthesis Example 43)

[0937] 3.09 g of the compound (42) obtained in Synthesis Example 42, 10 mL of toluene, 0.065 mL of pyridine, and 0.47 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 2.4 mL of trimethoxysilane was added, followed by stirring at room temperature overnight. After purification, 2.96 g of the following compound (43) having a trimethoxysilyl group at the end was obtained. The average value of the number of repeating units n was 10.

[0938] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.019-0.086(m),0.482-0.541(m),0.625(t),0.858(t), 1.259-1.325(m),1.520-1.649(m),2.121(t),3.223(q),3.519-3.590(m),5.599(br)

[0939] Compound (43)

[0940]

[0941] (Surface treatment agent 13)

[0942] The compound (43) obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 13.

[0943] (Synthesis Example 44)

[0944] 1.04 g of compound (1) obtained in the same manner as in Synthesis Example 1, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 4.0 g of MCR-H11 produced by Gelest was added dropwise. After stirring at room temperature for 2 days, the mixture was purified to obtain 4.36 g of the following compound (44). The average value of the number of repeating units n was 13.

[0945] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.019-0.115(m),0.490-0.530(m),0.858(t),1.200-1.378(m),1.592(quin),2.276-2.293(m),3.640(s)

[0946] Compound (44)

[0947]

[0948] (Synthesis Example 45)

[0949] 4.36 g of compound (44) obtained in Synthesis Example 44, 10 mL of allylamine, and 0.37 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75°C for 3 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 3.55 g of compound (45). The average value of the number of repeating units n was 13.

[0950] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.018-0.131(m),0.490-0.528(t),0.858(t),1.182-1.377(m) ),1.613(quin),2.162(t),3.852-3.880(m),5.093-5.175(m),5.401(br),5.770-5.868(m)

[0951] Compound (45)

[0952]

[0953] (Synthesis Example 46)

[0954] After adding 3.55 g of the compound (45) obtained in Synthesis Example 45, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 3.0 mL of trimethoxysilane was added, and the mixture was stirred at room temperature overnight. After purification, 3.43 g of the following compound (46) having a trimethoxysilyl group at the end was obtained. The average value of the number of repeating units n was 13.

[0955] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.019-0.100(m),0.491-0.531(m),0.626(t),0.859(t), 1.184-1.327(m),1.578-1.653(m),2.122(t),3.225(q),3.520-3.626(m),5.600(br)

[0956] Compound (46)

[0957]

[0958] (Surface treatment agent 14)

[0959] The compound (46) obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 14.

[0960] (Synthesis Example 47)

[0961] 1.25 g of compound (1) obtained in the same manner as in Synthesis Example 1, 20.0 mL of toluene, 0.1 mL of pyridine, and 0.65 mL of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and 1.01 g of tris(trimethylsiloxy)silane was added dropwise. The mixture was stirred at room temperature overnight and purified to obtain 1.36 g of the following compound (47).

[0962] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.013-0.142(m),0.408(t),1.137-1.378(m),1.591(quin),2.275(t),3.639(s)

[0963] Compound (47)

[0964]

[0965] (Synthesis Example 48)

[0966] 0.64 g of the compound (47) obtained in Synthesis Example 47, 2.8 mL of allylamine, and 0.12 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, respectively, and stirred at 75°C for 3 hours. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.68 g of the compound (48).

[0967] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.011-0.217(m),0.407(t),1.153-1.378(m),1.6 12(quin),2.163(t),3.865(tt),5.090-5.182(m),5.409(br),5.770-5.866(m)

[0968] Compound (48)

[0969]

[0970] (Synthesis Example 49)

[0971] After adding 0.56 g of the compound (48) obtained in Synthesis Example 48, 10.0 mL of toluene, 0.022 mL of aniline, and 0.46 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 0.2 mL of trimethoxysilane was added, and the mixture was stirred at 45° C. for 2 hours. After purification, 0.57 g of the following compound (49) having a trimethoxysilyl group at the terminal was obtained.

[0972] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.010-0.141(m),0.408(t),0.629(t),1.150-1 .376(m),1.519-1.652(m),2.121(t),3.172(q),3.516-3.589(m),5.607(br)

[0973] Compound (49)

[0974]

[0975] (Surface treatment agent 15)

[0976] The compound (49) obtained above was diluted to a 20 wt % ethanol solution to obtain a surface treatment agent 15.

[0977] (Synthesis Example 50)

[0978] 4.00 g of 11-bromo-1-undecene CH2=CH(CH2)9Br, 23.0 ml of toluene, 0.11 g of triacetoxymethylsilane, 0.76 ml of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 6.98 ml of 1,1,1,3,5,5,5-heptamethyltrisiloxane were added, and the mixture was stirred at room temperature for 6 hours. Afterwards, the mixture was purified to obtain 7.02 g or less of a terminal siloxane compound (50) ((CH3)3SiO)2SiCH3(CH2) 11 Br.

[0979] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.002(s),0.050-0.100(m),0.427-0.465(t),1.266-1.281(m),1.404-1.440(m),1.816-1.888(m),3.387-3.421(t)

[0980] Terminal siloxane compounds (50)

[0981]

[0982] (Synthesis Example 51)

[0983] 2.50 g of the terminal siloxane compound (50) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 50 were added to each 11 Br, 5.5 ml of tetrahydrofuran, 0.14 g of magnesium, and 0.02 g of iodine were stirred at 65°C for 2 hours. Then, 0.89 ml of chlorodimethylsilane was added under ice bath, and stirred at room temperature overnight. After that, purification was performed to obtain 2.14 g or less of terminal siloxane compound (51) ((CH3)3SiO)2SiCH3(CH2) 11 Si(CH3)2H.

[0984] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.052(s),0.061(s),0.077-0.101(m),0.428-0.467(t),0.551-0.597(m),1.261-1.311(m),3.817-3.853(m)

[0985] Terminal siloxane compounds (51)

[0986]

[0987] (Synthesis Example 52)

[0988] 1.51 g of the terminal siloxane compound (51) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 51 were added respectively. 11 Si(CH3)2H, 7.6 g of toluene, 0.01 g of pyridine, and 0.08 ml of a xylene solution containing a 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 0.70 mL of trimethoxy(7-octenyl-1-yl)silane was added, and the mixture was heated to 50°C and stirred for 6 hours. Afterwards, purification was performed to obtain 1.97 g or less of a terminal siloxane compound (52) ((CH3)3SiO)2SiCH3(CH2) 11 Si(CH3)2(CH2)8Si(OCH3)3.

[0989] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.082(s),0.426-0.480(m),0.625-0.665(m),1.231-1.349(m),1.370-1.1.409(m),3.566(s)

[0990] Terminal siloxane compounds (52)

[0991]

[0992] (Na-containing intermediate layer forming material)

[0993] 2.2 g of sodium hydroxide (produced by Fujifilm Wako Pure Chemical Industries, Ltd.) was dissolved in 24 g of distilled water to obtain an 8.4% by mass sodium hydroxide aqueous solution. 24 g of the 8.4% by mass sodium hydroxide aqueous solution was mixed with 20 g of MS gel (MSGEL D-100-60A (produced by AGC Si-Tech Co., Ltd.)) to allow the sodium hydroxide aqueous solution to be absorbed by the MS gel. The MS gel that absorbed the sodium hydroxide aqueous solution was dried at 25°C for 8 hours, and then formed using a tablet forming machine (4 MPa, 1 minute), and then fired at 1000°C for 1 hour to obtain a formed body 1 (pellets).

[0994] (Formation of Surface Treatment Layer)

[0995] (Examples 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21, 23 and 25, Comparative Example 1)

[0996] The surface treatment agents 1 to 14 prepared above were vacuum-deposited on chemically strengthened glass (Gorilla Glass, manufactured by Corning, thickness 0.7 mm). Specifically, 0.1 g of the surface treatment agent was filled into a molybdenum boat in a vacuum deposition apparatus, and the vacuum deposition apparatus was evacuated to a pressure of 3.0 × 10 -3 Pa or less. Then, a 7 nm thick silicon dioxide film was formed, and the boat was heated by resistance heating to form a surface treatment layer. Then, a heat treatment was performed in an oven at 150°C for 2 hours to obtain a surface treatment layer.

[0997] (Examples 2, 4, 6, 8, 10, 12, 14, 16, 18, 20, 22, 24, 26 and 28)

[0998] The surface treatment agents 1 to 3 and 5 to 14 prepared above were vacuum-deposited on chemically strengthened glass (Gorilla Glass, manufactured by Corning, thickness 0.7 mm). Specifically, 0.1 g of the surface treatment agent was filled into a molybdenum boat in a vacuum deposition apparatus, and the vacuum deposition apparatus was evacuated to a pressure of 3.0 × 10 -3 Pa or less. Then, the molded body 1 was used for electron beam evaporation to form a 7 nm thick Na-containing silicon dioxide film, and the boat was heated by resistance heating to form a surface treatment layer. Then, a heat treatment was performed in an oven at 150°C for 2 hours to obtain a surface treatment layer.

[0999] <Evaluation>

[1000] [Abrasion resistance evaluation]

[1001] (Initial Evaluation)

[1002] As an initial evaluation (0 friction times), after forming the surface treatment layer, wipe off the excess components on the surface, and then measure the static contact angle of water. The contact angle is measured using a fully automatic contact angle meter DropMaster700 (manufactured by Kyowa Interface Science Co., Ltd.) at 25°C. Specifically, the substrate with the surface treatment layer of the measurement object is placed horizontally, water is dripped onto its surface by a microsyringe, and a still picture is taken with a video microscope 1 second after the dripping, thereby measuring the static contact angle. The static contact angle is measured at 5 different locations on the surface treatment layer of the substrate, and the calculated average value is used.

[1003] (Evaluation after wear resistance test)

[1004] The formed surface treatment layer was brought into contact with the following friction material, a load of 5 N was applied thereto, and the friction material was reciprocated at a speed of 40 mm / sec under the applied load. The static contact angle of water was measured at a predetermined number of frictions. The results are shown in (Table 1).

[1005] Friction parts

[1006] As the friction material, a product in which the surface of the silicone rubber processed product shown below was covered with a cotton sheet impregnated with artificial sweat of the composition shown below was used.

[1007] Composition of artificial sweat:

[1008] Anhydrous disodium hydrogen phosphate: 2g

[1009] Sodium chloride: 20g

[1010] 85% lactic acid: 2g

[1011] Histidine hydrochloride: 5g

[1012] Distilled water: 1Kg

[1013] Silicone rubber processed products:

[1014] Silicone rubber stopper SR-51 manufactured by TIGERS POLYMER CORPORATION was processed into a cylindrical shape with a diameter of 1 cm and a thickness of 1 cm.

[1015] [Table 1]

[1016]

[1017] Industrial Applicability

[1018] The surface treatment agent of the present invention can be applied to various uses.

Claims

1. A compound represented by the following formula (1), characterized in that: R 1 -X 1 -R Si (1) In the formula, R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms, R Si It is a monovalent group including a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

2. The compound according to claim 1, characterized in that R 1 For R 3 ﹣(SiR 4 2O) n -SiR 4 2-, R 3 C 1-12 alkyl, R 4 C 1-12 alkyl, n is 0 to 1500.

3. The compound according to claim 2, characterized in that R 3 It is methyl.

4. The compound according to any one of claims 1 to 3, characterized in that R 1 For R 3 ﹣(SiR 4 2O) n -SiR 4 2-, R 3 is a group represented by the following A group or B group, R 51 na R 52 3-na Si-(O) z - (A) In the formula, R 51 Each independently is -(R 61 -SiR 53 2) ma ﹣R 53 The groups shown, R 61 are independently an oxygen atom or a C 1-6 Alkylene, R 53 are independently a hydrocarbon group or R 51' , R 51' The meaning of R 51 same, ma are each independently an integer of 1 to 5, Among them, R 51 In, R 51' The number is less than 20, R 52 are independently a hydrocarbon group, na is an integer from 1 to 3, R 54 are independently a hydrocarbon group, nb is an integer from 1 to 5, z is 0 or 1, R 54 C 1-12 alkyl, n is 0 to 1500.

5. The compound according to any one of claims 2 to 4, characterized in that R 4 It is methyl.

6. The compound according to any one of claims 2 to 5, characterized in that n is 1 or 2.

7. The compound according to any one of claims 1 to 6, characterized in that R 1 For -SiR 5 3. R 5 C 1-6 Alkyl or -SiR 6 3. R 6 C 1-6 alkyl.

8. The compound according to any one of claims 1 to 7, characterized in that R 1 is a group represented by the following A group or B group, R 51 na R 52 3-na Si-(O) z - (A) In the formula, R 51 Each independently is -(R 61 -SiR 53 2) ma ﹣R 53 The groups shown, R 61 are independently an oxygen atom or a C 1-6 Alkylene, R 53 are independently a hydrocarbon group or R 51' , R 51' The meaning of R 51 same, ma are each independently an integer of 1 to 5, Among them, R 1 In, R 1' The number is less than 20, R 52 are independently a hydrocarbon group, na is an integer from 1 to 3, R 54 are independently a hydrocarbon group, nb is an integer from 1 to 5, z is 0 or 1.

9. The compound according to any one of claims 1 to 8, characterized in that X 1 It also includes ﹣CO﹣, ﹣COO﹣, ﹣NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x -CO- a divalent organic group, R 2 A hydrogen atom or C 1-6 alkyl, x is an integer from 1 to 20.

10. The compound according to any one of claims 1 to 9, characterized in that X 1 The formula is: -X 21 ﹣X 10 ﹣X 11 ﹣X 12 ﹣The group shown, In the formula, X 21 =O-R 61 b1 R 62 3-b1 C﹣、R 63 b2 R 64 3-b2 Si - or R 65 2N﹣, R 61 is a divalent organic group, R 62 is a hydrogen atom or a monovalent organic group, R 63 is a divalent organic group, R 64 is a hydrogen atom or a monovalent organic group, R 65 is a divalent organic group, b1 is 2 or 3, b2 is 2 or 3, X 10 is an alkylene group having 11 or more carbon atoms, X 11 Single bond, -CO-, -COO-, -NR 2 ﹣、﹣CONR 2 ﹣、﹣OCONR 2 ﹣、﹣NR 2 ﹣CO﹣NR 2 ﹣, ﹣O﹣, ﹣S﹣, ﹣O﹣(CH2) x ﹣CONR 2 ﹣ or ﹣O﹣(CH2) x ﹣CO﹣, R 2 A hydrogen atom or C 1-6 alkyl, x is an integer from 1 to 20, X 12 is a single bond or C 1-6 Alkylene.

11. The compound according to claim 1, characterized in that X 1 The carbon number of the alkylene group in R 1 There are many Si atoms in it.

12. The compound according to any one of claims 1 to 11, characterized in that X 1 The number of carbon atoms in the alkylene group is R 1 More than 2.5 times the number of Si atoms in MgO.

13. The compound according to any one of claims 1 to 12, characterized in that X 1 The carbon number of the alkylene group in R 1 The number of atoms in the main chain is large.

14. The compound according to any one of claims 1 to 13, characterized in that X 1 The number of carbon atoms in the alkylene group is R 1 2.0 times or more the number of atoms in the main chain.

15. The compound according to any one of claims 1 to 14, characterized in that R Si is a group represented by the following formula (S1), (S2), (S3) or (S4), -SiR 11 n1 R 12 3-n1 (S1) -SiR a1 k1 R b1 l1 R c1 m1 (S2) -CR d1 k2 R e1 l2 R f1 m2 (S3) -NR g1 R h1 (S4) In the formula, R 11 are independently a hydroxyl group or a hydrolyzable group; R 12 are each independently a hydrogen atom or a monovalent organic group; n1 is an integer from 1 to 3; R a1 Independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 ; Z 1 are each independently an oxygen atom or a divalent organic group; R 21 Independently -Z 1' -SiR 21' p1' R 22' q1' R 23' r1' ; R 22 are independently a hydroxyl group or a hydrolyzable group; R 23 are each independently a hydrogen atom or a monovalent organic group; p1 are each independently an integer from 0 to 3; q1 is independently an integer from 0 to 3; r1 is independently an integer from 0 to 3; Z 1' are each independently an oxygen atom or a divalent organic group; R 21' Independently -Z 1” -SiR 22” q1” R 23” r1” ; R 22' are independently a hydroxyl group or a hydrolyzable group; R 23' are each independently a hydrogen atom or a monovalent organic group; p1' is independently an integer from 0 to 3; q1' is independently an integer from 0 to 3; r1' is independently an integer from 0 to 3; Z 1” are each independently an oxygen atom or a divalent organic group; R 22” are independently a hydroxyl group or a hydrolyzable group; R 23” are each independently a hydrogen atom or a monovalent organic group; q1" are each independently an integer from 0 to 3; r1" are each independently an integer from 0 to 3; R b1 are independently a hydroxyl group or a hydrolyzable group; R c1 are each independently a hydrogen atom or a monovalent organic group; k1 are each independently an integer from 0 to 3; l1 are each independently an integer from 0 to 3; m1 are each independently an integer from 0 to 3; R d1 Independently -Z 2 ﹣CR 31 p2 R 32 q2 R 33 r2 ; Z 2 are each independently a single bond, an oxygen atom or a divalent organic group; R 31 Independently -Z 2' ﹣CR 32' q2' R 33' r2' ; R 32 Independently -Z 3 -SiR 34 n2 R 35 3﹣n2 ; R 33 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group; p2 are each independently an integer from 0 to 3; q2 are each independently an integer from 0 to 3; r2 are each independently an integer from 0 to 3; Z 2' are each independently a single bond, an oxygen atom or a divalent organic group; R 32' Independently -Z 3 -SiR 34 n2 R 35 3﹣n2 ; R 33' are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group; q2' is independently an integer from 0 to 3; r2' is independently an integer from 0 to 3; Z 3 are each independently a single bond, an oxygen atom or a divalent organic group; R 34 are independently a hydroxyl group or a hydrolyzable group; R 35 are each independently a hydrogen atom or a monovalent organic group; n2 are each independently an integer from 0 to 3; R e1 Independently -Z 3 -SiR 34 n2 R 35 3﹣n2 ; R f1 are each independently a hydrogen atom, a hydroxyl group or a monovalent organic group; k2 are each independently an integer from 0 to 3; l2 are each independently an integer from 0 to 3; m2 are each independently an integer from 0 to 3; R g1 and R h1 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 ; Z 4 are each independently a single bond, an oxygen atom or a divalent organic group; In formulae (S2), (S3) and (S4), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

16. A compound represented by the following formula (1a), characterized in that: R 1 -X 2 -R i (1a) In the formula, R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 2 is an alkylene group having 11 or more carbon atoms, R i For -COOR 7 , -CONR 8 2 or -CONR 7 ﹣CR 8 3. R 7 A hydrogen atom or C 1-6 alkyl, R 8 C with a double bond at the end 2-6 Alkenyl.

17. A surface treatment agent, characterized in that: Contains the compound according to any one of claims 1 to 15.

18. The surface treatment agent according to claim 17, characterized in that The present invention further comprises a condensate of the compound according to any one of claims 1 to 15.

19. The surface treatment agent according to claim 17 or 18, characterized in that Also contains selected from R 81 OR 82 , R 83 n8 C6H 6﹣n8 , R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 ﹣R 89 and (OSiR 87 R 88 ) m9 The solvent for the compound shown, In the formula, R 81 ~R 89 are each independently a monovalent organic group having 1 to 10 carbon atoms, m8 is an integer from 1 to 6, m9 is an integer from 4 to 8, n8 is an integer from 0 to 6.

20. The surface treatment agent according to claim 19, characterized in that The solvent is R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 ﹣R 89 .

21. The surface treatment agent according to claim 19 or 20, characterized in that The solvent is hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane or decamethylcyclopentasiloxane.

22. The surface treatment agent according to any one of claims 17 to 21, characterized in that It is a surface treatment agent for vacuum evaporation.

23. The surface treatment agent according to any one of claims 17 to 21, characterized in that It is a surface treatment agent for wet covering.

24. A pellet, characterized in that Contains the surface treatment agent according to any one of claims 17 to 23.

25. An article, characterized in that The invention comprises a substrate and a layer formed of the compound according to any one of claims 1 to 15 on the substrate.

26. The article of claim 25, wherein: An intermediate layer containing silicon oxide is included between the substrate and the layer.

27. The article of claim 26, wherein: The intermediate layer contains alkali metal atoms.

28. The article of claim 27, wherein At least a portion of the alkali metal atoms are sodium atoms.

29. The article according to any one of claims 25 to 28, characterized in that It is an optical component.

30. The article according to any one of claims 25 to 29, characterized in that It is a display.

Citation Information

Patent Citations

  • Compound, composition, surface treatment agent, article and manufacturing method of compound

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