Article comprising surface treatment layer

By using a specific silane compound and a silicon oxide intermediate layer in the surface treatment layer, the problem of insufficient friction durability of the surface treatment layer in the prior art is solved, and the effects of high wear resistance and fingerprint wipeability are achieved.

CN119677700APending Publication Date: 2025-03-21DAIKIN INDUSTRIES LTD
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Patent Information

Application Number
CN202380058250.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2022-08-10
Filing Date
2023-08-10
Publication Date
2025-03-21

AI Technical Summary

Technical Problem

In the prior art, the friction durability of the surface treatment layer is insufficient, making it difficult to meet the needs of high wear resistance and fingerprint wipeability.

Method used

A surface treatment layer containing a specific silane compound is adopted, and the chemical structure of the compound is R1-X1-RSi, where R1 is a linear C11-36 alkyl group, X1 is a divalent group containing a specific group, and RSi is a monovalent group containing a Si atom containing a hydroxyl group or a hydrolyzable group. The surface treatment layer is formed by evaporation treatment and bonded to an intermediate layer containing silicon oxide on the glass surface.

Benefits of technology

High friction durability and fingerprint wipeability of the surface treatment layer are achieved, while improving the adhesion and durability of the surface treatment layer.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

The present invention provides an article comprising a glass and a surface treatment layer formed from a compound represented by formula (1): R1-X1-RSi (1) [in the formula, R1 is a linear C11-36 alkyl group, X1 is a single bond or a divalent group including-CO-,-COO-,-NR2-,-CONR2-,-OCONR2-,-NR2-CO-NR2-,-O-or-S-, R2 is a hydrogen atom or a C1-6 alkyl group, R3 is a hydrogen atom or a C1-6 alkyl group, and R4 is a hydrogen atom or a C1-6 alkyl group. And RSi is a monovalent group including an Si atom to which a hydroxyl group or a hydrolyzable group is bonded. ].
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Description

Technical Field

[0001] The present invention relates to an article comprising a surface treatment layer. Background Art

[0002] It is known that certain 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] Problems to be solved by the invention

[0007] An object of the present invention is to provide an article having a surface-treated layer having higher friction durability.

[0008] Technical solutions to solve problems

[0009] The present invention includes the following embodiments.

[0010] [1] An article comprising glass and a surface-treated layer formed of a compound represented by the following formula (1),

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

[0012] [Wherein,

[0013] R 1 For straight chain C 11-36 alkyl,

[0014] X 1 Is a single bond or contains -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S- divalent group,

[0015] R 2 A hydrogen atom or C 1-6 alkyl,

[0016] R Si It is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.]

[0017] [2] The article according to [1] above, wherein R1 For straight chain C 17-36 alkyl.

[0018] [3] The article according to [1] or [2] above, wherein R Si is a group represented by the following formula (S1), (S2), (S3) or (S4),

[0019] -SiR 11 n1 R 12 3-n1 (S1)

[0020] -SiR a1 k1 R b1 l1 R c1 m1 (S2)

[0021] -CR d1 k2 R e1 l2 R f1 m2 (S3)

[0022] -NR g1 R h1 (S4)

[0023] [Wherein,

[0024] R 11 Each independently is a hydroxyl group or a hydrolyzable group;

[0025] R 12 Each is independently a hydrogen atom or a monovalent organic group;

[0026] n1 is an integer from 1 to 3;

[0027] R a1 Each independently is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 ;

[0028] Z 1 Each is independently an oxygen atom or a divalent organic group;

[0029] R 21 Each independently is -Z 1' -SiR 21' p1' R 22' q1' R23' r1' ;

[0030] R 22 Each independently is a hydroxyl group or a hydrolyzable group;

[0031] R 23 Each is independently a hydrogen atom or a monovalent organic group;

[0032] p1 is each independently an integer from 0 to 3;

[0033] q1 is each independently an integer from 0 to 3;

[0034] r1 is each independently an integer from 0 to 3;

[0035] Z 1' Each is independently an oxygen atom or a divalent organic group;

[0036] R 21' Each independently is -Z 1” -SiR 22” q1” R 23” r1” ;

[0037] R 22' Each independently is a hydroxyl group or a hydrolyzable group;

[0038] R 23' Each is independently a hydrogen atom or a monovalent organic group;

[0039] p1' is independently an integer from 0 to 3;

[0040] q1' is independently an integer from 0 to 3;

[0041] r1' is independently an integer from 0 to 3;

[0042] Z 1" Each is independently an oxygen atom or a divalent organic group;

[0043] R 22" Each independently is a hydroxyl group or a hydrolyzable group;

[0044] R 23" Each is independently a hydrogen atom or a monovalent organic group;

[0045] q1" are each independently an integer from 0 to 3;

[0046] r1" are each independently an integer from 0 to 3;

[0047] R b1 Each independently is a hydroxyl group or a hydrolyzable group;

[0048] R c1 Each is independently a hydrogen atom or a monovalent organic group;

[0049] k1 is independently an integer from 0 to 3;

[0050] l1 are each independently an integer from 0 to 3;

[0051] m1 is each independently an integer from 0 to 3;

[0052] R d1 Each independently is -Z 2 -CR 31 p2 R 32 q2 R 33 r2 ;

[0053] Z 2 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0054] R 31 Each independently is -Z 2 '-CR 32 ' q2' R 33 ' r2' ;

[0055] R 32 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0056] R 33 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0057] p2 is each independently an integer from 0 to 3;

[0058] q2 is each independently an integer from 0 to 3;

[0059] r2 is each independently an integer from 0 to 3;

[0060] Z 2 'Each independently is a single bond, an oxygen atom or a divalent organic group;

[0061] R 32 'Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0062] R33 'Each independently is a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0063] q2' is each independently an integer from 0 to 3;

[0064] r2' is independently an integer from 0 to 3;

[0065] Z 3 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0066] R 34 Each independently is a hydroxyl group or a hydrolyzable group;

[0067] R 35 Each is independently a hydrogen atom or a monovalent organic group;

[0068] n2 is each independently an integer from 0 to 3;

[0069] R e1 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0070] R f1 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0071] k2 are each independently an integer from 0 to 3;

[0072] l2 are each independently an integer from 0 to 3;

[0073] m2 are each independently an integer from 0 to 3;

[0074] R g1 and R h1 Each independently is -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 ;

[0075] Z4 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0076] In formulas (S2), (S3) and (S4), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.]

[0077] [4] The article according to any one of [1] to [3] above, wherein the hydrolyzable group is -OR j , -OCOR j 、-O-N=CR j 2. -NR j 2. -NHR j or -NCO (in these formulas, R j represents substituted or unsubstituted C 1-4 alkyl).

[0078] [5] The article according to any one of [1] to [4] above, comprising an intermediate layer containing silicon oxide between the glass and the surface treatment layer.

[0079] [6] The article according to [5] above, wherein the intermediate layer contains alkali metal atoms.

[0080] [7] The article according to [6] above, wherein at least a portion of the alkali metal atoms are sodium.

[0081] [8] The article according to any one of [1] to [7] above, wherein the thickness of the surface treatment layer is 15 nm or less.

[0082] [9] The article according to any one of [1] to [8] above, wherein the surface treatment layer is formed by treating the glass with a surface treatment agent containing the compound represented by the formula (1) and a low molecular weight silicone solvent.

[0083]

[10] The article according to [9] above, wherein the surface treatment agent comprises a 71 OR 72 , R 73 n8 C6H 6-n8 , R 74 R 75 R 76 Si-(O-SiR 77 R 78 ) m8 -R 79 and (OSiR 77 R 78 ) m9 The solvent for the compound shown,

[0084] [Wherein,

[0085] R 71 ~R 79 are each independently a monovalent organic group having 1 to 10 carbon atoms,

[0086] m8 is an integer from 1 to 6,

[0087] m9 is an integer from 4 to 8,

[0088] n8 is an integer from 0 to 6.]

[0089]

[11] The article according to

[10] above, wherein the solvent is R 74 R 75 R 76 Si-(O-SiR 77 R 78 ) m8 -R 79 .

[0090]

[12] The article according to

[10] or

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

[0091]

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

[12] above, wherein the surface treatment layer is formed by vapor deposition of the surface treatment agent.

[0092]

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

[13] above, wherein the article is an optical element.

[0093]

[15] A compound represented by formula (1),

[0094] R 1 -X 1 -R Si (1)

[0095] [Wherein,

[0096] R 1 For straight chain C 11-36 alkyl,

[0097] X 1 Is a single bond or contains -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S- divalent group,

[0098] R 2 A hydrogen atom or C 1-6 alkyl,

[0099] R Si It is a group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.]

[0100]

[16] The compound according to

[15] above, wherein R 1 For straight chain C 17-36 alkyl.

[0101]

[17] The compound according to

[15] or

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

[0102] -SiR 11 n1 R 12 3-n1 (S1)

[0103] -SiR a1 k1 R b1 l1 R c1 m1 (S2)

[0104] -CR d1 k2 R e1 l2 R f1 m2 (S3)

[0105] -NR g1 R h1 (S4)

[0106] [Wherein,

[0107] R 11 Each independently is a hydroxyl group or a hydrolyzable group;

[0108] R 12 Each is independently a hydrogen atom or a monovalent organic group;

[0109] n1 is an integer from 1 to 3;

[0110] R a1 Each independently is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 ;

[0111] Z 1 Each is independently an oxygen atom or a divalent organic group;

[0112] R 21 Each independently is -Z 1' -SiR 21' p1' R 22' q1' R 23' r1' ;

[0113] R 22 Each independently is a hydroxyl group or a hydrolyzable group;

[0114] R 23 Each is independently a hydrogen atom or a monovalent organic group;

[0115] p1 is each independently an integer from 0 to 3;

[0116] q1 is each independently an integer from 0 to 3;

[0117] r1 is each independently an integer from 0 to 3;

[0118] Z 1' Each is independently an oxygen atom or a divalent organic group;

[0119] R 21' Each independently is -Z 1” -SiR 22” q1” R 23” r1” ;

[0120] R 22' Each independently is a hydroxyl group or a hydrolyzable group;

[0121] R 23' Each is independently a hydrogen atom or a monovalent organic group;

[0122] p1' is independently an integer from 0 to 3;

[0123] q1' is independently an integer from 0 to 3;

[0124] r1' is independently an integer from 0 to 3;

[0125] Z 1" Each is independently an oxygen atom or a divalent organic group;

[0126] R 22" Each independently is a hydroxyl group or a hydrolyzable group;

[0127] R 23"Each is independently a hydrogen atom or a monovalent organic group;

[0128] q1" are each independently an integer from 0 to 3;

[0129] r1" are each independently an integer from 0 to 3;

[0130] R b1 Each independently is a hydroxyl group or a hydrolyzable group;

[0131] R c1 Each is independently a hydrogen atom or a monovalent organic group;

[0132] k1 is independently an integer from 0 to 3;

[0133] l1 are each independently an integer from 0 to 3;

[0134] m1 is each independently an integer from 0 to 3;

[0135] R d1 Each independently is -Z 2 -CR 31 p2 R 32 q2 R 33 r2 ;

[0136] Z 2 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0137] R 31 Each independently is -Z 2 '-CR 32 ' q2' R 33 ' r2' ;

[0138] R 32 Each is independent, -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0139] R 33 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0140] p2 is each independently an integer from 0 to 3;

[0141] q2 is each independently an integer from 0 to 3;

[0142] r2 is each independently an integer from 0 to 3;

[0143] Z 2'Each independently is a single bond, an oxygen atom or a divalent organic group;

[0144] R 32 'Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0145] R 33 'Each independently is a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0146] q2' is each independently an integer from 0 to 3;

[0147] r2' is independently an integer from 0 to 3;

[0148] Z 3 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0149] R 34 Each independently is a hydroxyl group or a hydrolyzable group;

[0150] R 35 Each is independently a hydrogen atom or a monovalent organic group;

[0151] n2 is each independently an integer from 0 to 3;

[0152] R e1 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0153] R f1 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0154] k2 are each independently an integer from 0 to 3;

[0155] l2 are each independently an integer from 0 to 3;

[0156] m2 are each independently an integer from 0 to 3;

[0157] R g1 and R h1 Each independently is -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1l1 R c1 m1 or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 ;

[0158] Z 4 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0159] In formulas (S2), (S3) and (S4), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.]

[0160]

[18] The compound according to any one of

[15] to

[17] , wherein the hydrolyzable group is -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).

[0161] Effects of the Invention

[0162] According to the present invention, it is possible to provide an article having a surface-treated layer having high friction durability. DETAILED DESCRIPTION

[0163] When used in this specification, "monovalent organic group" refers to a monovalent group containing carbon. There is no particular limitation on the monovalent organic group, and it can be a hydrocarbon group or a derivative thereof. A derivative of a hydrocarbon group refers to a group having one or more N, O, S, Si, amide, sulfonyl, silyl, carbonyl, carbonyl, carbonyloxy, etc. at the end of the hydrocarbon group or in the molecular chain. In addition, when it is simply expressed as an "organic group", it means a monovalent organic group. In addition, a "divalent organic group" refers to a divalent group containing carbon. In addition, as such a divalent organic group, for example, a divalent group obtained by removing a hydrogen atom from an organic group can be cited. A trivalent or higher organic group also refers to a group obtained by removing a set number of hydrogen atoms from an organic group.

[0164] In the context of this specification, the term "hydrocarbon group" refers to a group containing carbon and hydrogen, wherein hydrogen atoms are removed from hydrocarbons. Examples of such a hydrocarbon group include, but are not particularly limited to, C 1-20The hydrocarbon group may be a hydrocarbon group such as an aliphatic hydrocarbon group, an aromatic hydrocarbon group, etc. The above-mentioned "aliphatic hydrocarbon group" may be any of a straight chain, a branched chain or a ring, and may be any of a saturated or unsaturated hydrocarbon group. In addition, the hydrocarbon group may also include one or more cyclic structures. The hydrocarbon group may be substituted by one or more substituents.

[0165] In the present specification, examples of the substituent of the "hydrocarbon group" include, but are not particularly limited to, 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.

[0166] When 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 or -NCO (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). h Examples of include non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl; and substituted alkyl groups such as chloromethyl. Among them, alkyl groups are preferred, particularly non-substituted alkyl groups, and methyl or ethyl groups are more preferred.

[0167] The article of the present invention comprises glass and a surface-treated layer formed of a compound represented by the following formula (1):

[0168] R 1 -X 1 -R Si (1)

[0169] [Wherein,

[0170] R 1 For straight chain C 11-36 alkyl,

[0171] X 1 Is a single bond or contains -CO-, -COO-, -NR 2 -、-CONR2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S- divalent group,

[0172] R 2 A hydrogen atom or C 1~6 alkyl,

[0173] R Si It is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.]

[0174] The surface treatment layer contained in the article of the present invention has both high wear resistance and fingerprint wipeability. In addition, the surface treatment layer may also have water repellency, oil repellency, antifouling, water repellency (preventing water from penetrating into electronic components, etc.), surface smoothness (or lubricity, such as excellent touch to fingers), chemical corrosion resistance, etc., depending on the composition of the surface treatment agent used.

[0175] The thickness of the surface treatment layer is preferably, but not particularly limited to, 15 nm or less, for example, 1 to 15 nm, 1 to 13 nm, or 1 to 10 nm.

[0176] In one embodiment, the article of the present invention may further include 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.

[0177] In a preferred embodiment, the intermediate layer may contain alkali metal atoms in addition to silicon oxide.

[0178] Examples of the alkali metal atom include lithium, sodium, potassium, etc. The alkali metal atom is preferably sodium.

[0179] The thickness of the intermediate layer is preferably, but not particularly limited to, 1 to 200 nm, particularly preferably 1 to 20 nm. By setting the thickness of the intermediate layer to be equal to or greater than the lower limit of the above range, the effect of improving the bonding properties by the intermediate layer can be further enhanced.

[0180] The concentration of alkali metal atoms in the intermediate layer can be measured by various surface analysis devices such as TOF-SIMS, XPS, XRF, and the like.

[0181] The proportion of alkali metal atoms in all atoms in the entire intermediate layer can be obtained by XPS depth analysis using ion sputtering, which can be performed by alternately repeating measurement using XPS and etching the surface using ion sputtering using an ion gun built into the XPS device.

[0182] In the intermediate layer, a depth direction curve of the alkali metal atom concentration is obtained by TOF-SIMS (time-of-flight secondary ion mass spectrometry) depth direction analysis using an ion sputtering method, and then the average value of the alkali metal atom concentration in the curve is calculated, thereby obtaining the average value of the alkali metal concentration in the region below 1 nm from the surface in contact with the surface treatment layer. The TOF-SIMS depth direction analysis using an ion sputtering method can be performed by alternately and repeatedly performing measurement using XPS and etching the surface using ion sputtering using an ion gun built into the TOF-SIMS device.

[0183] The article of the present invention may be, but is not particularly limited to, an optical element. Examples of optical elements include the following: lenses of glasses, etc.; front protection plates, anti-reflection plates, polarizing plates, anti-glare plates of displays such as PDP and LCD; touch screen 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.

[0184] In addition, the article of the present invention may also be a medical device or a medical material. In addition, the article having the surface treatment layer obtained by the present invention may be an interior and exterior decorative component of an automobile. Examples of exterior decorative components include the following components: windows, lampshades, and exterior camera covers. Examples of interior decorative components include the following components: instrument panel covers, navigation system touch screens, and decorative interior decorative components.

[0185] R 1 For straight chain C 11-36 alkyl.

[0186] In one embodiment, in X 1 Middle and R 1 When the bonded atom is an atom other than a carbon atom, the lower limit of the number of carbon atoms is preferably 16, more preferably 18, and further preferably 19, for example, 21 or 23. The upper limit of the number of carbon atoms is preferably 32, more preferably 28, for example, 26 or 23. 1 It can be preferably a straight chain C 18-36 Alkyl, more preferably C 18-23 alkyl.

[0187] In one embodiment, in X 1 Middle and R 1 When the bonded atom is a carbon atom, R 1 The lower limit of the number of carbon atoms is preferably 15, more preferably 17, and further preferably 18, for example, 20 or 22. The upper limit of the number of carbon atoms is preferably 31, more preferably 27, for example, 25 or 22. 1 It can be preferably a straight chain C 17-35Alkyl, more preferably C 17-22 alkyl.

[0188] X 1 can be considered as an alkyl portion (R 1 ) and a silane portion (R Si ) is a connecting agent. Therefore, X 1 There are no particular limitations on the method as long as the compound represented by formula (1) can be stably present.

[0189] X 1 Is a single bond or contains -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S- divalent group, R 2 A hydrogen atom or C 1-6 alkyl.

[0190] R 2 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, more preferably C 1-3 The alkyl group is more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0191] In one embodiment, R 2 A hydrogen atom.

[0192] In one embodiment, X 1 For a single key.

[0193] In another embodiment, X 1 Containing -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 A divalent group of -, -O- or -S-.

[0194] The above-mentioned divalent group is preferably a group represented by the following formula.

[0195] -X 11 -X 12 -

[0196] [Wherein,

[0197] X 11 -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S-,

[0198] R 2 A hydrogen atom or C 1-6 alkyl,

[0199] X 12 is a single bond or C 1-6 Alkylene.]

[0200] X 11 Preferred are -CO-, -CONR 2 -or-OCONR 2 -. R 2 Preferred is a hydrogen atom.

[0201] In one embodiment, X 12 For a single key.

[0202] In another embodiment, X 12 C 1-6 Alkylene.

[0203] X 12 C 1-6 The alkylene group may be a straight chain or a branched chain. 1-6 In another embodiment, the alkylene group is a straight chain. 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.

[0204] -X 11 -X 12 -Preferably -CO-, -CONR 2 -X 12 -. R 2 Preferably, it is a hydrogen atom. 12 Preferably C 1-6 Alkylene.

[0205] R Si It is a monovalent group including a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

[0206] R SiPreferably, it is a group represented by the following formula (S1), (S2), (S3) or (S4),

[0207] S i 11 n1 R 12 3-n1 (S1)

[0208] S i a1 k1 R b1 l1 R c1 m1 (S2)

[0209] -CR d1 k2 R e1 l2 R f1 m2 (S3)

[0210] -NR g1 R h1 (S4)

[0211] [Wherein,

[0212] R 11 Each independently is a hydroxyl group or a hydrolyzable group;

[0213] R 12 Each is independently a hydrogen atom or a monovalent organic group;

[0214] n1 is an integer from 1 to 3;

[0215] R a1 Each independently is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 ;

[0216] Z 1 Each is independently an oxygen atom or a divalent organic group;

[0217] R 21 Each independently is -Z 1' -SiR 21' p1' R 22' q1' R 23' r1' ;

[0218] R 22 Each independently is a hydroxyl group or a hydrolyzable group;

[0219] R 23 Each is independently a hydrogen atom or a monovalent organic group;

[0220] p1 is each independently an integer from 0 to 3;

[0221] q1 is each independently an integer from 0 to 3;

[0222] r1 is each independently an integer from 0 to 3;

[0223] Z 1 'Each independently is an oxygen atom or a divalent organic group;

[0224] R 21' Each independently is -Z 1 ” - SiR 22 ” q1” R 23 ” r1” ;

[0225] R 22' Each independently is a hydroxyl group or a hydrolyzable group;

[0226] R 23' Each is independently a hydrogen atom or a monovalent organic group;

[0227] p1' is independently an integer from 0 to 3;

[0228] q1' is independently an integer from 0 to 3;

[0229] r1' is independently an integer from 0 to 3;

[0230] Z 1 "Each independently is an oxygen atom or a divalent organic group;

[0231] R 22 "each independently a hydroxyl group or a hydrolyzable group;

[0232] R 23 "each independently a hydrogen atom or a monovalent organic group;

[0233] q1" are each independently an integer from 0 to 3;

[0234] r1" are each independently an integer from 0 to 3;

[0235] R b1 Each independently is a hydroxyl group or a hydrolyzable group;

[0236] R c1 Each is independently a hydrogen atom or a monovalent organic group;

[0237] k1 is independently an integer from 0 to 3;

[0238] l1 are each independently an integer from 0 to 3;

[0239] m1 is each independently an integer from 0 to 3;

[0240] R d1 Each independently is -Z 2 -CR 31 p2 R 32 q2 R 33 r2 ;

[0241] Z 2 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0242] R 31 Each independently is -Z 2 '-CR 32 ' q2' R 33 ' r2' ;

[0243] R 32 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0244] R 33 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0245] p2 is each independently an integer from 0 to 3;

[0246] q2 is each independently an integer from 0 to 3;

[0247] r2 is each independently an integer from 0 to 3;

[0248] Z 2 'Each independently is a single bond, an oxygen atom or a divalent organic group;

[0249] R 32 'Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0250] R 33 'Each independently is a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0251] q2' is each independently an integer from 0 to 3;

[0252] r2' is independently an integer from 0 to 3;

[0253] Z 3 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0254] R 34 Each independently is a hydroxyl group or a hydrolyzable group;

[0255] R 35 Each is independently a hydrogen atom or a monovalent organic group;

[0256] n2 is each independently an integer from 0 to 3;

[0257] R e1 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ;

[0258] R f1 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group;

[0259] k2 are each independently an integer from 0 to 3;

[0260] l2 are each independently an integer from 0 to 3;

[0261] m2 are each independently an integer from 0 to 3;

[0262] R g1 and R h1 Each independently is -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 ;

[0263] Z 4 Each is independently a single bond, an oxygen atom or a divalent organic group;

[0264] In formulas (S2), (S3) and (S4), there is at least one Si atom bonded with a hydroxyl group or a hydrolyzable group.]

[0265] R 11 Each is independently a hydroxyl group or a hydrolyzable group.

[0266] R 11 Preferably, each of them is independently a hydrolyzable group.

[0267] R 11 Preferably, each independently is -OR h , -OCOR h 、-O-N=CR h 2. -NR h 2. -NHR h Or -NCO, where R h represents substituted or unsubstituted C 1~4 Alkyl, more preferably -OR h (i.e., alkoxy). h , can be exemplified by non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially non-substituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl, in another embodiment, R h It is ethyl.

[0268] R 12 Each independently represents a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0269] In R 12 The monovalent organic group is preferably C 1-20 Alkyl, more preferably C 1~6 The alkyl group is more preferably a methyl group.

[0270] In the above formula, n1 is an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0271] R a1 Each independently is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 .

[0272] Z 1 Each independently represents an oxygen atom or a divalent organic group. 1 The structure represented by (SiR 21p1 R 22 q1 R 23 r1 ) bonding.

[0273] In a preferred embodiment, Z 1 It is a divalent organic group.

[0274] In a preferred embodiment, Z 1 Not including Z 1 The Si atom to which it is bonded forms a siloxane bond. Preferably, in formula (S2), (Si—Z 1 -Si) does not contain siloxane bonds.

[0275] 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 alkyl group may be straight chain or branched, preferably straight chain. 1-6 Alkyl, C 2-6 Alkenyl, C 2-6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0276] In a preferred embodiment, Z 1 C 1~6 Alkylene or -(CH2) z3 -phenylene-(CH2) z4 -, preferably -phenylene-(CH2) z4 -

[0277] 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-.

[0278] R 21 Each independently is -Z 1' -SiR 21' p1' R 22'q1' R 23' r1' .

[0279] Z 1' Each independently represents an oxygen atom or a divalent organic group. 1' The structure represented by (SiR 21' p1' R 22' q1' R 23' r1' ) bonding.

[0280] In a preferred embodiment, Z 1' It is a divalent organic group.

[0281] In a preferred embodiment, Z 1' Not including Z 1' The Si atom to which it is bonded forms a siloxane bond. Preferably, in formula (S2), (Si—Z 1' -Si) does not contain siloxane bonds.

[0282] 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 straight chain or branched, preferably straight chain. 1-6 Alkyl, C 2-6 Alkenyl, C 2-6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0283] In a preferred embodiment, Z 1' C 1-6 Alkylene or -(CH2) z3' -phenylene-(CH2) z4' -, preferably -phenylene-(CH2) z4' -

[0284] 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-.

[0285] The above R 21' Each independently is -Z 1” -SiR 22” q1” R 23” r1” .

[0286] The above Z 1 " are each independently an oxygen atom or a divalent organic group. In addition, as the following Z 1 " indicates a structure with (SiR 22' q1” R 23 ” r1” ) bonding.

[0287] In a preferred embodiment, Z 1 " is a divalent organic group.

[0288] In a preferred embodiment, Z 1 "Does not include Z 1 " The Si atom bonded to it forms a siloxane bond. Preferably, in formula (S2), (Si-Z 1 ”-Si) does not contain siloxane bonds.

[0289] 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 straight chain or branched, preferably straight chain. 1-6 Alkyl, C 2-6 Alkenyl, C 2-6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0290] 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 this group, the light resistance can be further improved, and in particular, the ultraviolet resistance can be improved.

[0291] In another preferred embodiment, Z 1 " is C 1-3 In one embodiment, Z 1 " may be -CH2CH2CH2-. In another embodiment, Z 1 " can be -CH2CH2-.

[0292] The above R 22 " are each independently a hydroxyl group or a hydrolyzable group.

[0293] The above R 22 " are preferably each independently a hydrolyzable group.

[0294] The above R 22 " is preferably each independently -OR h , -OCOR h 、-O-N=CR h 2. -NR h 2. -NHR h Or -NCO, where R h represents substituted or unsubstituted C 1~4 Alkyl, more preferably -OR h (i.e., alkoxy). h , can be exemplified by non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially non-substituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl, in another embodiment, R h It is ethyl.

[0295] R 23 " are each independently a hydrogen atom or a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0296] 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.

[0297] 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” R23 ” r1” ) unit is 3.

[0298] 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 further preferably 3.

[0299] R 22' Each is independently a hydroxyl group or a hydrolyzable group.

[0300] R 22' Preferably, each of them is independently a hydrolyzable group.

[0301] R 22' Preferably, each independently is -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 , can be exemplified by non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially non-substituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl, in another embodiment, R h It is ethyl.

[0302] R 23' Each independently represents a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0303] 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.

[0304] 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 p1', q1' and r1' is (SiR 21' p1' R 22' q1' R 23' r1' ) unit is 3.

[0305] In one embodiment, p1′ is zero.

[0306] In one embodiment, p1' is present in each (SiR 21' p1' R 22' q1' R 23' r1' ) units, each independently may be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1' is 3.

[0307] In one embodiment, q1' is present in each (SiR 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.

[0308] In one embodiment, p1' is 0, q1' is in each (SiR 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.

[0309] R 22 Each is independently a hydroxyl group or a hydrolyzable group.

[0310] R 22 Preferably, each is independently a hydrolyzable group.

[0311] R 22 Preferably, each independently is -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 , can be exemplified by non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially non-substituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl, in another embodiment, R h It is ethyl.

[0312] The above R 23 Each independently represents a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0313] 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.

[0314] The above p1 is independently an integer of 0 to 3; q1 is independently an integer of 0 to 3; r1 is independently an integer of 0 to 3. Furthermore, the sum of p1, q1 and r1 is (SiR 21 p1 R 22 q1 R 23 r1 ) unit is 3.

[0315] In one embodiment, p1 is zero.

[0316] In one embodiment, p1 is present in each (SiR 21 p1 R 22 q1 R 23 r1 ) units, each independently may be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1 is 3.

[0317] In one embodiment, q1 is present in each (SiR 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.

[0318] In one embodiment, p1 is 0, q1 is in each (SiR 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.

[0319] In the formula, R b1 Each is independently a hydroxyl group or a hydrolyzable group.

[0320] R b1 Preferably, each of them is independently a hydrolyzable group.

[0321] R b1 Preferably, each independently is -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 , can be exemplified by non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially non-substituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl, in another embodiment, R h It is ethyl.

[0322] In the formula, R c1 Each independently represents a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0323] 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.

[0324] k1 is an integer of 0 to 3 independently; l1 is an integer of 0 to 3 independently; m1 is an integer of 0 to 3 independently. The sum of k1, l1 and m1 is (SiR a1 k1 R b1 l1 R c1 m1 ) unit is 3.

[0325] In one embodiment, k1 is present in each (SiR a1 k1 R b1 l1 R c1 m1 ) units are each independently an integer of 1 to 3, preferably 2 or 3, more preferably 3. In a preferred embodiment, k1 is 3.

[0326] In formula (S2), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded.

[0327] 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).

[0328] 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), any one of 1 , Z 1' , Z 1” , R 22 , R 23 , R 22' , R 23' , R 22” , R 23” Same meaning as above.

[0329] 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.

[0330] In a preferred embodiment, in formula (S2), in the presence of 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.

[0331] 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.

[0332] 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.

[0333] R d1 Each independently is -Z 2 -CR 31 p2 R 32 q2 R 33 r2 .

[0334] Z 2 Each independently represents a single bond, an oxygen atom or a divalent organic group. 2 The structure recorded on the right side is (CR 31 p2 R 32 q2 R 33 r2 ) bonding.

[0335] In a preferred embodiment, Z 2 It is a divalent organic group.

[0336] In a preferred embodiment, Z 2 Contains no siloxane bonds.

[0337] Z 2 Preferably C 1-6 Alkylene, -(CH2) z5 -O-(CH2) z6 -(wherein z5 is an integer of 0 to 6, such as an integer of 1 to 6, and z6 is an integer of 0 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 straight chain or branched, preferably straight chain. These groups may be selected from, for example, fluorine atoms, C 1-6 Alkyl, C 2-6 Alkenyl and C 2-6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0338] In a preferred embodiment, Z 2 C 1~6 Alkylene or -(CH2) z7 -phenylene-(CH2) z8 -, preferably -phenylene-(CH2) z8 -. In Z 2In the case of these groups, light resistance, particularly ultraviolet resistance, can be made higher.

[0339] 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-.

[0340] R 31 Each independently is -Z 2 '-CR 32 ' q2' R 33 ' r2' . Z 2 ' are each independently a single bond, an oxygen atom or a divalent organic group. 2 ' indicates a structure with the right side being (CR 32 ' q2' R 33 ' r2' ) bonding.

[0341] In a preferred embodiment, Z 2 'Contains no siloxane bonds.

[0342] 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) 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 straight chain or branched, preferably straight chain. 1-6 Alkyl, C 2-6 Alkenyl, C 2-6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0343] In a preferred embodiment, Z 2 ' is C 1-6 Alkylene or -(CH2) z7' -phenylene-(CH2) z8' -, preferably -phenylene-(CH2) z8' -. In Z 2In the case of these groups, the light resistance, especially the ultraviolet resistance, can be made higher.

[0344] In another preferred embodiment, the above Z 2 ' is C 1-3 In one embodiment, Z 2 ' may be -CH2CH2CH2-. In another embodiment, Z 2 'It can be -CH2CH2-.

[0345] R 32 'Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 .

[0346] Z 3 Each independently represents a single bond, an oxygen atom or a divalent organic group. 3 The structure represented by (SiR 34 n2 R 35 3-n2 ) bonding.

[0347] In a preferred embodiment, Z 3 For oxygen atoms.

[0348] In a preferred embodiment, Z 3 It is a divalent organic group.

[0349] In a preferred embodiment, Z 3 Contains no siloxane bonds.

[0350] Z 3 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 alkyl group may be straight chain or branched, preferably straight chain. 1-6 Alkyl, C 2-6 Alkenyl and C 2-6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0351] 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 this group, the light resistance can be further improved, and in particular, the ultraviolet resistance can be improved.

[0352] In another preferred embodiment, Z 3 C 1-3 In one embodiment, Z 3 It can be -CH2CH2CH2-. In another embodiment, Z 3 It can be -CH2CH2-.

[0353] R 34 Each is independently a hydroxyl group or a hydrolyzable group.

[0354] R 34 Preferably, each of them is independently a hydrolyzable group.

[0355] R 34 Preferably, each independently is -OR h , -OCOR h 、-O-N=CR h 2. -NR h 2. -NHR h , -NCO or halogen (in these formulas, R h represents substituted or unsubstituted C 1-4 alkyl), more preferably -OR h (i.e., alkoxy). h , can be exemplified by non-substituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, etc.; substituted alkyl groups such as chloromethyl, etc. Among them, alkyl groups are preferred, especially non-substituted alkyl groups, and methyl or ethyl groups are more preferred. In one embodiment, R h is methyl, in another embodiment, R h It is ethyl.

[0356] R 35 Each independently represents a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0357] 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.

[0358] n2 in each (SiR 34 n2 R 35 3-n2 ) units are each independently an integer of 0 to 3. In the terminal part of formula (S3), there are at least two (SiR 34 n2 R 35 3-n2 In other words, at the terminal portion of formula (S3), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded.

[0359] 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.

[0360] 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 other than the above-mentioned hydrolyzable group.

[0361] 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 1-20 Alkyl, more preferably C 1-6 The alkyl group is particularly preferably a methyl group.

[0362] In one embodiment, R 33 ” is hydroxyl.

[0363] In another embodiment, R 33 " is a monovalent organic group, preferably C 1-20 Alkyl, more preferably C 1-6 alkyl.

[0364] The above q2' is independently an integer of 0 to 3, and the above r2' is independently an integer of 0 to 3. Furthermore, the sum of q2' and r2' is (CR 32 ' q2' R 33 ' r2' ) unit is 3.

[0365] 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.

[0366] R 32 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 . The -Z 3 -SiR 34 n2 R 35 3-n2 With the above R 32 ' has the same meaning as the records.

[0367] R 33 Each independently represents a hydrogen atom, a hydroxyl group or a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0368] 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 1-20 Alkyl, more preferably C 1-6 The alkyl group is particularly preferably a methyl group.

[0369] In one embodiment, R 33 It is hydroxyl.

[0370] In another embodiment, R 33 is a monovalent organic group, preferably C 1-20 Alkyl, more preferably C 1-6 alkyl.

[0371] 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 r2, q2 and r2 is (CR 31 p2 R 32 q2R 33 r2 ) unit is 3.

[0372] In one embodiment, p2 is 0.

[0373] In one embodiment, p2 is in each (CR 31 p2 R 32 q2 R 33 r2 ) units are each independently an integer of 1 to 3, an integer of 2 to 3 or 3. In a preferred embodiment, p2 is 3.

[0374] In one embodiment, q2 is in each (CR 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.

[0375] In one embodiment, p2 is 0, q2 is in each (CR 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.

[0376] R e1 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 . The -Z 3 -SiR 34 n2 R 35 3-n2 With the above R 32 ' has the same meaning as the records.

[0377] R f1 Each independently represents a hydrogen atom, a hydroxyl group or a monovalent organic group. The monovalent organic group is a monovalent organic group other than the above-mentioned hydrolyzable group.

[0378] In R f1 The monovalent organic group is preferably C 1-20 Alkyl or -(C s H 2s ) t1 -(O-C s H2s ) 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.

[0379] In one embodiment, R f1 It is hydroxyl.

[0380] In another embodiment, R f1 is a monovalent organic group, preferably C 1-20 Alkyl, more preferably C 1-6 alkyl.

[0381] 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.

[0382] In one embodiment, n2 is 1 to 3, preferably 2 or 3, more preferably 3 (SiR 34 n2 R 35 3-n2 ) units exist at each terminal portion of formula (S3) in 2 or more numbers, for example 2 to 27, preferably 2 to 9, more preferably 2 to 6, further preferably 2 to 3, and particularly preferably 3.

[0383] In a preferred embodiment, in formula (S3) there is R 32 ', then at least one, preferably all R 32 ', n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0384] In a preferred embodiment, in formula (S3) there is R 32 In the case of 32 In the above, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0385] In a preferred embodiment, in formula (S3) there is R e1 In the case of a1 In the above, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0386] In a preferred embodiment, in formula (S3), k2 is 0, l2 is 2 or 3, preferably 3, and p2 is 2 or 3, preferably 3.

[0387] R g1 and R h1 Each independently is -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 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.

[0388] In a preferred embodiment, R g1 and R h1 Each independently is -Z 4 -SiR 11 n1 R 12 3-n1 .

[0389] The above Z 4 Each independently represents a single bond, an oxygen atom or a divalent organic group. 4 The structure recorded on the right side is (SiR 11 n1 R 12 3n-1 ) bonding.

[0390] In a preferred embodiment, Z 4 For oxygen atoms.

[0391] In a preferred embodiment, Z 4 It is a divalent organic group.

[0392] In a preferred embodiment, Z 4 Contains no siloxane bonds.

[0393] Z 4 Preferably C 1-6 Alkylene, -(CH2) z5” -O-(CH2) z6” -(wherein, z5" is an integer of 0 to 6, such as an integer of 1 to 6, and z6" is an integer of 0 to 6, such as 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 straight chain or branched, preferably straight chain. These groups may be selected from, for example, fluorine atoms, C 1~6 Alkyl, C 2~6 Alkenyl and C 2~6 The alkynyl group may be substituted with one or more substituents, but is preferably unsubstituted.

[0394] In a preferred embodiment, Z 4 C 1~6 Alkylene or -(CH2) z7” -phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” -. In Z 4 In the case of these groups, light resistance, particularly ultraviolet resistance, can be made higher.

[0395] 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-.

[0396] In one embodiment, formulas (S1), (S2), (S3) and (S4) do not contain siloxane bonds.

[0397] In one embodiment, R Si It is a group represented by formula (S2), (S3) or (S4).

[0398] In one embodiment, R Si It is a group represented by formula (S3), (S4) or (S5).

[0399] In one embodiment, R SiIt is a group represented by formula (S1). In a preferred embodiment, n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0400] In one embodiment, R Si In a preferred embodiment, the formula (S2) is -SiR a1 2R c1 or -SiR a1 3. R a1 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.

[0401] In one embodiment, 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 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.

[0402] In one embodiment, R Si is a group represented by formula (S4). In a preferred embodiment, R g1 and R h1 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.

[0403] The compound represented by the formula (1) can be obtained, for example, by reacting a compound represented by the following formula (1a) with a compound represented by the following formula (1b).

[0404] R 1 -X 1a -R i (1a)

[0405] [Wherein,

[0406] R 1 For straight chain C 11-36 alkyl,

[0407] X 1a is a single bond or a divalent organic group,

[0408] R i For -R 61 , -CONR 61 2. -SiR 61 3 or -CR 61 3. R 61 C with a double bond at the end 2-6 Alkenyl.]

[0409] HkDJ 63 m R 64 3-m (1b)

[0410] [Wherein,

[0411] R 63are each independently a hydroxyl group or a hydrolyzable group,

[0412] R 64 are each independently a monovalent organic group,

[0413] m is 1 to 3.]

[0414] As another method, the compound represented by the above formula (1a) can be reacted with the compound represented by the following formula (1c), and then reacted with alcohols (such as methanol, ethanol, isopropanol, etc.) or alcohol salts (such as alkali metal salts of methanol, ethanol, isopropanol, etc., the alkali metal can be sodium or potassium, etc.).

[0415] HSiCl m R 64 (3-m) Formula (1c)

[0416] [Wherein,

[0417] R 64 are each independently a monovalent organic group,

[0418] m is 1 to 3.]

[0419] The surface treatment layer produced on the article of the present invention can be formed by applying the compound represented by formula (1) to the glass surface. The compound represented by formula (1) can be applied to the glass surface as a surface treatment agent.

[0420] The surface treatment agent contains at least one compound represented by formula (1).

[0421] In one embodiment, the surface treatment agent contains only the compound represented by formula (1).

[0422] In one embodiment, the content of the compound represented by formula (1) is preferably 0.1 to 50.0% by mass, more preferably 1.0 to 30.0% by mass, further preferably 5.0 to 25.0% by mass, particularly preferably 10.0 to 20.0% by mass, based on the total mass of the surface treatment agent.

[0423] In another embodiment, the content of the compound represented by the formula (1) is preferably 0.001 to 30% by mass, more preferably 0.01 to 10% by mass, further preferably 0.05 to 5% by mass, particularly preferably 0.05 to 2% by mass, based on the total surface treatment agent.

[0424] In one embodiment, the surface treatment agent contains at least one of the silane compound of the present invention and a condensate in which at least a part of the silane compound of the present invention is condensed.

[0425] In the above embodiment, the content of the condensate relative to the total of the silane compound and the condensate may be preferably 40% by mass or less, more preferably 30% by mass or less. The content of the condensate may be obtained, for example, by the abundance ratio of the peak position and area in GPC (gel permeation chromatography).

[0426] The surface treatment agent may include a solvent, an organic silicon compound which can be understood as silicone oil (non-reactive) (hereinafter referred to as "silicone oil"), an amine compound, an alcohol, a catalyst, a surfactant, an inhibitor, a sensitizer, and the like.

[0427] In one embodiment, the surface treatment agent of the present invention comprises R 90 Compounds represented by -OH.

[0428] R 90 is a monovalent organic group, preferably C 1-20 Alkyl or C 3-20 Alkylene groups may be substituted by one or more substituents. Examples of the substituents include hydroxyl groups, -OR 91 (Among them, R 91 C 1-10 Alkyl, preferably C 1-3 alkyl, such as methyl).

[0429] In one embodiment, the surface treatment agent of the present invention may include a 71 OR 72 , R 73 n8 C6H 6-n8 , R 74 R 75 R 76 Si-(O-SiR 77 R 78 ) m8 -R 79 and (OSiR 77 R 78 ) m9

[0430] [Wherein,

[0431] R 71 ~R 79 are each independently a monovalent organic group having 1 to 10 carbon atoms,

[0432] m8 is an integer from 1 to 6,

[0433] m9 is an integer from 3 to 8,

[0434] n8 is an integer from 0 to 6]

[0435] Solvents for the indicated compounds.

[0436] The monovalent organic group having 1 to 10 carbon atoms may be linear or branched, and may also contain a cyclic structure.

[0437] 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.

[0438] In another embodiment, the monovalent organic group having 1 to 10 carbon atoms does not contain a halogen atom.

[0439] 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 is preferably a hydrocarbon group which is not substituted by halogen.

[0440] In one embodiment, the hydrocarbon group is a straight chain.

[0441] In another embodiment, the above hydrocarbon group is branched.

[0442] In another embodiment, the hydrocarbon group comprises a cyclic structure.

[0443] In one embodiment, the solvent is R 71 OR 72 .

[0444] R 71 and R 72 Each of them independently may be preferably a hydrocarbon group having 1 to 8 carbon atoms, more preferably C 1-6 Alkyl or C 5-8 of a cycloalkyl group.

[0445] In one embodiment, the solvent is R 73 n8 C6H 6-n8 .

[0446] C6H 6-n8 is a benzene ring with a valence of n8, that is, R 73 n8 C6H 6-n8 For n8 R 73 Substituted benzene.

[0447] R 73 C which may be independently halogen or substituted by halogen 1-6 of alkyl.

[0448] n8 is preferably an integer of 1-3.

[0449] In one embodiment, the solvent is R 74 R 75 R76 Si-(O-SiR 77 R 78 ) m8 -R 79 .

[0450] In one embodiment, the solvent is (OSiR 77 R 78 ) m9 . (OSiR 77 R 78 ) m9 Multiple OSiRs 77 R 78 Cyclosiloxanes are formed by bonding the units into a ring.

[0451] R 74 ~R 79 are each independently a hydrogen atom or a C 1-6 Alkyl, more preferably C 1-3 The alkyl group is more preferably a methyl group.

[0452] m8 is preferably an integer of 1-6, more preferably an integer of 1-5, and even more preferably 1-2.

[0453] m9 is preferably an integer of 3-6, more preferably an integer of 3-5.

[0454] In one embodiment, the solvent includes 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, cellulose acetate cellosolve, propylene glycol methyl ether acetate, diethylene glycol ethyl ether acetate, diethyl oxalate, ethyl pyruvate, ethyl 2-hydroxybutyrate, ethyl acetoacetate, acetic acid Esters such as amyl ester, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, ethyl 2-hydroxyisobutyrate; ketones such as acetone, butanone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methyl amino ketone, 2-heptanone; cellulose ethyl ester, cellulose methyl ester, cellulose acetyl methyl ester, cellulose acetyl ethyl ester, 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 Glycol ethers such as glycol dimethyl ether and ethylene glycol monoalkyl ether; alcohols such as methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octanol, 3-methyl-3-methoxybutanol, tert-pentanol; glycols such as ethylene glycol 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 cellulose, cellulose, isopropyl cellulose, butyl cellulose, and diethylene glycol monomethyl ether; diols such as propylene glycol and ethylene glycol; Ethers such as glycol monoethyl ether acetate; ethers such as cyclopentyl methyl ether; siloxanes such as hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane; fluorinated solvents such as 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, dimethyl sulfoxide, 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225), ZEORORA H, 1,3-bis(trifluoromethyl)benzene, HFE7100, HFE7200, HFE7300, CF3CH2OH, CF3CF2CH2OH, (CF3)2CHOH, etc. Or a mixed solvent of two or more of these solvents can also be mentioned. Among them, glycol ethers, alcohols, ether alcohols, and siloxanes are preferred. For example, 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.

[0455] Examples of silicone oils include, but are not particularly limited to, compounds represented by the following general formula (3a):

[0456] R 1a -(SiR 3a 2-O) a1 -SiR 3a 2-R 1a …(3a)

[0457] [Wherein,

[0458] R 1a are each independently a hydrogen atom or a hydrocarbon group,

[0459] R 3a are each independently a hydrogen atom or a hydrocarbon group,

[0460] a1 is 2 to 3000.]

[0461] R 3a Each is independently a hydrogen atom or a hydrocarbon group. The hydrocarbon group may be substituted.

[0462] R 3a Each is independently preferably an unsubstituted hydrocarbon group or a hydrocarbon group substituted by a halogen atom. The halogen atom is preferably a fluorine atom.

[0463] R 3a Each is independently preferably C 1-6 Alkyl or aryl, more preferably C 1-6 Alkyl or aryl.

[0464] 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 The alkyl group is more preferably a methyl group.

[0465] In one embodiment, R 3a Each independently is C 1-6 Alkyl, preferably C 1-3 Alkylalkyl, more preferably methyl.

[0466] In another embodiment, R 3a It is phenyl.

[0467] In another embodiment, R 3a It is methyl or phenyl, preferably methyl.

[0468] R 1a Each independently is a hydrogen atom or a hydrocarbon group, and R 3a Same meaning.

[0469] R 1aEach of the following is preferably C which may be substituted by a halogen atom. 1-6 Alkyl or aryl, more preferably C 1-6 Alkyl or aryl.

[0470] In one embodiment, R 1a Each independently is C 1-6 Alkyl, preferably C 1-3 The alkyl group is more preferably a methyl group.

[0471] In another embodiment, R 1a It is phenyl.

[0472] In another embodiment, R 1a It is methyl or phenyl, preferably methyl.

[0473] The above-mentioned a1 is 2 to 1500. a1 is preferably 5 or more, more preferably 10 or more, and further preferably 15 or more, for example, 30 or more or 50 or more. a1 is preferably 1000 or less, more preferably 500 or less, further preferably 200 or less, and further preferably 150 or less, for example, 100 or less or 80 or less.

[0474] a1 is preferably 5 to 1000, more preferably 10 to 500, further preferably 15 to 200, and further preferably 15 to 150.

[0475] As another silicone oil, there can be mentioned a compound represented by the following general formula (3b):

[0476] R 1a -R S2 -R 3a …(3b)

[0477] [Wherein,

[0478] R 1a are each independently a hydrocarbon group,

[0479] R 3a are each independently a hydrocarbon group,

[0480] R S2 The meaning is the same as that in formula (2).

[0481] 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.

[0482] As the silicone oil, for example, -(SiR 3a 2-O) a1- is a straight-chain or cyclic silicone oil with a1 of less than 30. The straight-chain silicone oil may be a so-called pure silicone oil or a modified silicone oil. As pure silicone oil, dimethyl silicone oil, methylphenyl silicone oil and methyl hydrogenated diene silicone oil may be mentioned. As modified silicone oil, silicone oil obtained by modifying pure silicone oil with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, etc. may be mentioned. Examples of cyclic silicone oil include cyclodimethylsiloxane oil, etc.

[0483] The silicone oil can 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.

[0484] The amount of the silicone oil in the surface treatment agent is, for example, 0 to 300 parts by mass, preferably 0 to 100 parts by mass, more preferably 0 to 50 parts by mass, and even more preferably 0 to 10 parts by mass, relative to 100 parts by mass of the total silane compound of the present invention (the total of the two or more types when there are two or more types, the same below).

[0485] Silicone oil helps to improve the surface slip properties of the surface treatment layer.

[0486] 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.

[0487] 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 having lone pairs of electrons in their molecular structures, or nitrogen-containing compounds (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphoric acid amide compounds, amide compounds, urea compounds), and the like.

[0488] Examples of the aliphatic amine compound include diethylamine, triethylamine, and the like. Examples of the aromatic amine compound include aniline, pyridine, and the like.

[0489] 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 forming the transition metal compound into a compound in which a transition metal and a hydrolyzable group are bonded, the surface treatment layer can contain transition metal atoms more efficiently, and the friction durability and chemical corrosion resistance of the surface treatment layer can be further improved.

[0490] The hydrolyzable group mentioned above, like the hydrolyzable group related to the above silane compound, refers to a group that can undergo a hydrolysis reaction, 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 or halogen (in these formulas, R m represents substituted or unsubstituted C 1-4 Alkyl) etc.

[0491] In a preferred embodiment, the hydrolyzable group is -OR m By using an alkoxy group as the hydrolyzable group, the transition metal atom can be more effectively contained in the surface treatment layer, and the friction durability and chemical corrosion resistance of the surface treatment layer can be further improved.

[0492] In one embodiment, the hydrolyzable group may be the same as the hydrolyzable group contained in the silane compound. By making the hydrolyzable group in the transition metal compound and the group in the silane compound the same, even if the hydrolyzable groups are mutually exchanged, the influence thereof can be reduced.

[0493] In another embodiment, the hydrolyzable group may be different from the hydrolyzable group contained in the silane compound. By making the hydrolyzable groups in the silane compound and the transition metal compound different, the reactivity of the hydrolysis can be controlled.

[0494] In one embodiment, the hydrolyzable group and the hydrolyzable group contained in the silane compound may be interchangeable in the surface treating agent.

[0495] 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.

[0496] The catalyst may be contained, for example, in an amount of 0.0002% by mass or more relative to the entire surface treatment agent. The catalyst may preferably be contained in an amount of 0.02% by mass or more relative to the entire surface treatment agent, and more preferably may be contained in an amount of 0.04% by mass or more relative to the entire surface treatment agent. The catalyst may be contained, for example, in an amount of 10% by mass or less relative to the entire surface treatment agent, and particularly may be contained in an amount of 1% by mass or less relative to the entire surface treatment agent. The surface treatment agent may contribute to the formation of a surface treatment layer having better durability by containing the catalyst in the above concentration.

[0497] The content of the catalyst relative to the silane compound of the present invention is preferably 0 to 10% by mass, more preferably 0 to 5% by mass, and particularly preferably 0 to 1% by mass.

[0498] The catalyst promotes the hydrolysis and dehydration condensation of the silane compound of the present invention and promotes the formation of the layer formed by the above-mentioned surface treatment agent.

[0499] Examples of other components other than the above components include tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidyloxypropyltrimethoxysilane, and methyltriacetoxysilane.

[0500] The surface treatment agent may contain trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and condensates of silane in addition to the above components.

[0501] In one embodiment, the surface treatment agent is used for dry coating, preferably for vacuum evaporation.

[0502] In one embodiment, the surface treatment agent is used in a wet coating method, preferably in a dip coating method.

[0503] The surface treatment agent can be impregnated into a porous material, such as a porous ceramic material, a metal fiber, or a cotton-like article such as steel wool solidified to form a granular material. The granular material can be used, for example, for vacuum evaporation.

[0504] The article of the present invention can be produced by forming a surface treatment agent layer containing the compound represented by formula (1) on the surface of a substrate (glass) and, if necessary, post-treating the layer to form the surface treatment agent layer of the present invention.

[0505] The layer formation of the surface treatment agent can be carried out by applying the surface treatment agent to the surface of the substrate in a manner that covers the surface of the substrate. The coating method is not particularly limited. For example, a wet coating method and a dry coating method can be used.

[0506] Examples of wet coating methods include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating, wipe coating, blade coating, die coating, inkjet, cast film, Langmuir-Blodgett (LB) method, and the like.

[0507] Examples of dry coating methods include evaporation (usually vacuum evaporation), sputtering, CVD, and the like. Specific examples of evaporation methods (usually vacuum evaporation) include impedance heating, electron beams, high-frequency heating using microwaves, ion beams, and the like. Specific examples of CVD methods include plasma CVD, optical CVD, thermal CVD, and the like.

[0508] Furthermore, coating can also be performed by a normal pressure plasma method.

[0509] In the case of wet coating, the surface treatment agent may be diluted with a solvent and then applied to the surface of the substrate. From the perspective of the stability of the surface treatment agent 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; esters such as methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellulose acetate cellosolve, propylene glycol methyl ether acetate, diethylene glycol ethyl ether acetate, diethyl oxalate, ethyl pyruvate, ethyl 2-hydroxybutyrate, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, and ethyl 2-hydroxyisobutyrate; ketones such as acetone, butanone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methylaminoketone, and 2-heptanone; ethyl cellulose, methyl cellulose , cellulose acetomethyl ester, cellulose acetoethyl ester, 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 ; glycols such as ethylene glycol 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 cellulose, cellulose, isopropyl cellulose, butyl cellulose, and diethylene glycol monomethyl ether; diethylene glycol monoethyl ether acetate; polyfluoroaromatic hydrocarbons (e.g., 1,3-bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g., C6F 13CH2CH3 (for example, ASAHIKLIN (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, ZEORORA (registered trademark) H manufactured by Zeon Co., Ltd.); hydrofluoroether (HFE) (for example, perfluoropropyl methyl ether (C3F7OCH3) (for example, Novec (registered trademark) 7000 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C4F9OCH3) (for example, Novec (registered trademark) 7100 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C4F9OC2H5) (for example, Novec (registered trademark) 7100 manufactured by Sumitomo 3M Co., Ltd.); c (trademark) 7200), perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (for example, Novec (trademark) 7300 manufactured by Sumitomo 3M Co., Ltd.), perfluoroalkyl alkyl ethers (perfluoroalkyl and alkyl can be linear or branched), or CF3CH2OCF2CHF2 (for example, Asahi Glass Co., Ltd. ASAHIKLIN (registered trademark) AE-3000)), cyclopentyl methyl ether and other ethers; hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane and other siloxanes. These solvents can be used alone or in the form of a mixture of two or more. Among them, glycol ethers, alcohols, ether alcohols, and siloxanes are preferred. Particularly preferred are, for example, 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.

[0510] When dry coating is used, the surface treatment agent of the present invention may be directly applied to the dry coating method, or may be diluted with the above-mentioned solvent and then applied to the dry coating method.

[0511] The layer formation of the surface treatment agent is preferably implemented in a state where the surface treatment agent of the present invention and the catalyst for hydrolysis and dehydration condensation coexist in the layer. A simple method may also be to dilute the surface treatment agent of the present invention with a solvent in the case of a wet coating method, and then add a catalyst to the dilution of the surface treatment agent of the present invention before applying it to the substrate surface. In the case of a dry coating method, the surface treatment agent of the present invention to which the catalyst has been added can be directly subjected to vapor deposition (usually vacuum deposition), or a granular material impregnated with the surface treatment agent of the present invention to which the catalyst has been added in a porous metal body such as iron or copper can be subjected to vapor deposition (usually vacuum deposition).

[0512] Catalyst can use any suitable acid or alkali, transition metal (such as Ti, Ni, Sn, Zr, Al, B etc.), sulfur-containing compound or nitrogen-containing compound (such as sulfoxide compound, aliphatic amine compound, aromatic amine compound, phosphoric acid amide compound, amide compound, urea compound) etc. with lone pair electron in molecular structure. As 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. can be used. As base catalyst, for example organic amines such as ammonia, sodium hydroxide, potassium hydroxide, triethylamine and diethylamine etc. can be used. Transition metal, aliphatic amine compound and aromatic amine compound can enumerate the same compound as above.

[0513] The intermediate layer containing silicon oxide can be formed by applying a silicon oxide precursor to the substrate surface. In the case where the intermediate layer contains alkali metal atoms, the intermediate layer can be formed by applying a composition containing a silicon oxide precursor and an alkali metal source to the substrate surface.

[0514] 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, partial hydrolysis condensates of the silane compounds, etc. can be cited. Silicic acid and its partial condensates can be dehydrated and condensed to form silicon oxide, and alkali metal silicates can be made into silicic acid or its partial condensates using acids or cation exchange resins, and the generated silicic acid or its partial condensates are 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 cited. The hydrolyzable groups of the silane compounds can be hydrolyzed to obtain hydroxyl groups, and the generated silanol compounds are dehydrated and condensed to obtain silicon oxide. As the silane compounds having hydrolyzable groups bonded to silicon atoms, alkoxysilanes such as tetraalkoxysilane and alkyltrialkoxysilane, and tetrachlorosilane, etc. can be cited.

[0515] As the above-mentioned alkali metal source, there can be mentioned alkali metal hydroxides, water-soluble alkali metal salts, etc. As the water-soluble alkali metal salts, there can be mentioned 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.

[0516] In addition, alkali metal silicates can be used as silicon oxide precursors and alkali metal sources. Alkali metal silicates can be made into silicon oxide through silicic acid, but at this time a small amount of alkali metal will remain in the generated silicon oxide. Therefore, by adjusting the amount of residual alkali metal atoms, silicon oxide containing a specified amount of alkali metal atoms can be obtained.

[0517] The article of the present invention has been described in detail above. However, it should be noted that the article of the present invention is not limited to the article described above.

[0518] Example

[0519] Hereinafter, the present invention will be described with reference to Examples, but the present invention is not limited to the following Examples.

[0520] <Synthesis example>

[0521] Synthesis example 1

[0522] Tricosanoic acid (2.16 g), 2,2-diallyl-4-penten-1-amine (5.5 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.85 g), 4-dimethylaminopyridine (83.2 mg) and dichloromethane (21.6 g) were mixed and stirred overnight at room temperature. The mixture was diluted with dichloromethane, washed with hydrochloric acid and water, and concentrated under reduced pressure to obtain CH3(CH2) 21 CONHCH2C(CH2CH=CH2)3 (1.89g).

[0523] 1H NMR(CDCl3,400MHz)δ[ppm]:0.84-0.88(m,),1.23-27(m),1.57-59(m),2.24-2.27(m),3.82-3.94(m)5.05-5.14(m),5.51-5.60(m),5.80-5.93(m)

[0524] CH3(CH2) 21 -CONHCH2C(CH2CH=CH2)3 (3 g), toluene (20 mL), xylene solution of Karstedt's catalyst (2%, 1.8 mL), aniline (0.3 g) and trimethoxysilane (10.0 mL) were mixed, stirred at room temperature overnight, and then concentrated under reduced pressure to obtain CH3(CH2) 21 -CONHCH2C{CH2CH2CH2Si(OCH3)}3 (3.2 g, compound 1).

[0525] 1H NMR(CDCl3,400MHz)δ[ppm]:0.84-0.88(m,),1.23-27(m),1.57-59(m),2.24-2.27(m),3.01-3.10(m)3.82-3.94(m)

[0526] Synthesis example 2

[0527] Tricosanoic acid (2.16 g), diallylamine (1.47 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.85 g), 4-dimethylaminopyridine (83.2 mg) and dichloromethane (21.6 g) were mixed and stirred overnight at room temperature. The mixture was diluted with dichloromethane, washed with hydrochloric acid and water, and concentrated under reduced pressure to obtain CH3(CH2) 21 CON(CH2CH=CH2)2 (1.39 g).

[0528] 1H NMR(CDCl3,400MHz)δ[ppm]:0.86-0.90(m),1.25-1.29(m),1.62-1.67(m),2.17-2.21(m),3.87-3.91(m),5.12-5.21(m),5.44(m),5.79-5.89(m)

[0529] CH3(CH2) 21 -CON(CH2CH=CH2)2 (2.1 g), toluene (20 mL), Custer catalyst xylene solution (2%, 1.8 mL), aniline (0.3 g) and trimethoxysilane (6.3 mL) were mixed, stirred at room temperature overnight, and then concentrated under reduced pressure to obtain CH3(CH2) 21 -CON{CH2CH2CH2Si(OCH3)3}2 (2.2 g, compound 2).

[0530] 1H NMR(CDCl3,400MHz)δ[ppm]:0.83-0.92(m),1.22-26(m),1.56-1.65(m),2.20-2.26(m),3.15-3.27(m),3.53-3.67(m)

[0531] Synthesis example 3

[0532] Stearoyl chloride (5.1 g), diallylamine (3.2 g) and dichloromethane (15 mL) were mixed and stirred overnight at room temperature. The mixture was diluted with dichloromethane, washed with hydrochloric acid and water, and concentrated under reduced pressure to obtain C 17 H 35 -CON(CH2CH=CH2)2(4.8g).

[0533] 1H NMR(CDCl3,400MHz)δ[ppm]:0.81-0.83(m),1.21-24(m),1.54-1.60(m),2.24-2.27(m),3.82-3.94(m),5.05-5.23(m),5.35(m),5.68-5.84(m)

[0534] C 17 H 35 -CON(CH2CH=CH2)2 (3.1 g), toluene (20 mL), Custer catalyst xylene solution (2%, 1.8 mL), aniline (0.3 g) and trimethoxysilane (6.3 mL) were mixed, stirred at room temperature overnight, and then concentrated under reduced pressure to obtain C 17 H 35 -CON{CH2CH2CH2Si(OCH3)3}2 (3.2 g, compound 3).

[0535] 1H NMR(CDCl3,400MHz)δ[ppm]:0.83-0.92(m),1.22-26(m),1.56-1.65(m),2.20-2.26(m),3.15-3.27(m),3.53-3.67(m)

[0536] Synthesis example 4

[0537] Stearyl alcohol (2.00 g), (3-isocyanatepropyl)trimethoxysilane (1.70 mL), dibutyltin dilaurate (58.9 mg) and dichloromethane (14.8 mL) were mixed and stirred overnight at room temperature. The mixture was then concentrated under reduced pressure and washed with hexamethyldisiloxane to obtain CH3(CH2) 17 OCONHCH2CH2CH2Si(OCH3)3 (3.0 g, compound 4).

[0538] 1H NMR(CDCl3,400MHz)δ[ppm]:0.61-0.70(m),0.85-0.88(t),1.21-1.28(m),1.56-1.64(m),3.10-3.16(m),3.47-3.73(m),4.00-4.03(t)

[0539] Synthesis example 5

[0540] 5.13 g of stearoyl chloride, 5.7 mL of toluene, and 2.60 g of 2-allyl-pent-4-enylamine were mixed and stirred at room temperature overnight, then diluted with chloroform, washed with 3N hydrochloric acid, and concentrated under reduced pressure to obtain 3.98 g of Intermediate A.

[0541] Intermediate A

[0542]

[0543] 1H NMR(CDCl3,400MHz)δ[ppm]:0.855(t),1.086-1.379(m),1.574-1.608(m),1.680-1.760(m) ),1.987-2.091(m),2.133(t),3.195(t),5.013-5.5.163(m),5.479(br),5.714-5.818(m)

[0544] Synthesis example 6

[0545] After adding 3.98 g of intermediate A, 50 mL of toluene, 0.30 mL of pyridine, and 2.3 mL of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 23 mL of trimethoxysilane was added, and the mixture was stirred overnight at room temperature. The mixture was then purified to obtain Compound 5 (8.55 g) having a trimethoxysilyl group at the terminal.

[0546] 1 H NMR(CDCl3,400MHz)δ[ppm]:0.025-0.159(m),0.629(t),0.881(t),1.183-1.323(m) ),1.374-1.541(m),1.662(quin),2.154(t),3.184(t),3.557-3.575(m),5.524(t)

[0547] Compound 5

[0548]

[0549] Synthesis Example 7

[0550] Stearoyl chloride (5 g), allylamine (2.5 mL) and dichloromethane (15 mL) were mixed and stirred at room temperature overnight. The mixture was diluted with dichloromethane, washed with hydrochloric acid and water, and then concentrated under reduced pressure to obtain C 17 H 35 -CONHCH2CH2CH=CH2(5.0g).

[0551] 1H NMR(CDCl3,400MHz)δ[ppm]:0.85-0.88(m,3H),1.23-27(m,28H),1.60-1.70(m, 2H),2.15-2.22(m,2H),3.85-3.89(m,2H),5.01-5.15(m,2H),5.78-5.86(m,1H).

[0552] C 17 H 35-CONHCH2CH2CH=CH2 (5 g), toluene (70 mL), Custer catalyst xylene solution (2%, 3.5 mL), aniline (0.5 g) and trimethoxysilane (5.9 mL) were mixed, stirred at room temperature overnight, and then concentrated under reduced pressure to obtain C 17 H 35 -CONH-CH2CH2CH2Si(OCH3)3 (Compound 6, 6.3 g).

[0553] Synthesis example 8

[0554] Tricosanoic acid (2.16 g), allylamine (1.47 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.85 g), 4-dimethylaminopyridine (83.2 mg) and dichloromethane (21.6 g) were mixed and stirred overnight at room temperature. The mixture was diluted with dichloromethane, washed with hydrochloric acid and water, and concentrated under reduced pressure to obtain 1.39 g of CH3(CH2) 21 CONHCH2CH=CH2.

[0555] 1H NMR(CDCl3,400MHz)δ[ppm]:0.86-0.90(m),1.25-1.29(m),1.62-1.67(m),2.17 -2.21(m),3.87-3.91(m)3.87-3.91(m),5.12-5.21(m),5.44(m),5.79-5.89(m)

[0556] Add 1.0 g of the above obtained CH3(CH2) 21 CONHCH2CH=CH2, 3.0 g of toluene, 0.1 mL of pyridine and a xylene solution of Custer catalyst (2%, 0.3 mL), 1.0 mL of trimethoxysilane was added, and the mixture was stirred overnight at room temperature. Then, CH3(CH2) with a trimethoxysilyl group at the end was obtained by purification. 21 CONHCH2CH2CH2Si(OCH3)3 (Compound 7, 1.10 g).

[0557] Compound 7

[0558] 1H NMR(CDCl3,400MHz)δ[ppm]:0.014-0.146(m),0.49-0.59(m),0.63-0.69(m),0.86-0 .95(m),1.16-1.40(m),1.47-1.67(m),2.12-2.17(m),3.19-3.27(m),3.57-3.64(m)

[0559] Decyltrichlorosilane, octyltriethoxysilane, decyltriethoxysilane, dodecyltriethoxysilane, octadecyltriethoxysilane, tetraethyl orthosilicate, and solvents hexamethyldisiloxane, ethanol, and ethyl acetate used in the examples were purchased from Tokyo Chemical Industry Co., Ltd.

[0560] The above compounds were diluted with the solvents shown in Table 1 to a predetermined concentration, thereby obtaining surface treatment agents 1 to 8.

[0561] <Preparation of Na-containing intermediate layer forming material>

[0562] 2.2 g of sodium hydroxide (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was dissolved in 24 g of distilled water to obtain an 8.4 mass % sodium hydroxide aqueous solution. 24 g of the 8.4 mass % sodium hydroxide aqueous solution and 20 g of MS gel (MSGEL D-100-60A (manufactured by AGC SITEC)) were mixed, and the sodium hydroxide aqueous solution was absorbed into the MS gel. The MS gel absorbed with the sodium hydroxide aqueous solution was dried at 25° C. for 8 hours, and then formed using a tablet forming machine (1 minute at 4 MPa), and fired at 1000° C. for 1 hour to obtain a formed body 1 (pellets).

[0563] <Formation of Surface Treatment Layer>

[0564] Example 1

[0565] The surface treatment agent 1 was vacuum-deposited on chemically strengthened glass (Gorilla Glass, 0.7 mm thick, manufactured by Corning). 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 3.0 × 10 ﹣3 Pa or less. Then, the molded body 1 was used for evaporation by electron beam evaporation to form a silicon dioxide film containing Na with a thickness of 7 nm, and then the molybdenum boat was heated by impedance 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.

[0566] Example 2

[0567] A surface-treated layer was obtained in the same manner as in Example 1 except that the surface-treating agent was changed to surface-treating agent 2.

[0568] Example 3

[0569] A surface-treated layer was obtained in the same manner as in Example 1 except that the surface-treating agent was changed to surface-treating agent 3.

[0570] Example 4

[0571] The surface treatment agent 4 was spin-coated on a chemically strengthened glass (Gorilla Glass manufactured by Corning, 0.7 mm thick). Specifically, in a vacuum evaporation device, a substrate on which a silicon dioxide film was formed by evaporation of silicon dioxide to a thickness of 7 nm was subjected to a UV ozone treatment for 10 minutes for hydrophilization, and the surface treatment agent 4 was spin-coated at 3000 rpm for 30 seconds. Then, a heating treatment was performed in an oven at 150° C. for 2 hours to obtain a surface treatment layer.

[0572] Example 5

[0573] A surface-treated layer was obtained in the same manner as in Example 4 except that the surface-treating agent was changed to surface-treating agent 5.

[0574] Example 6

[0575] A surface-treated layer was obtained in the same manner as in Example 1 except that the surface-treating agent was changed to surface-treating agent 6.

[0576] Example 7

[0577] A surface-treated layer was obtained in the same manner as in Example 4 except that the surface-treating agent was changed to surface-treating agent 7.

[0578] Example 8

[0579] A surface-treated layer was obtained in the same manner as in Example 1 except that the surface-treating agent was changed to surface-treating agent 11.

[0580] Example 9

[0581] A surface-treated layer was obtained in the same manner as in Example 1 except that the surface-treating agent was changed to surface-treating agent 12.

[0582] Example 10

[0583] A surface-treated layer was obtained in the same manner as in Example 4 except that the surface-treating agent was changed to surface-treating agent 13.

[0584] Comparative Example 1

[0585] A surface-treated layer was obtained in the same manner as in Example 4 except that the surface-treating agent was changed to surface-treating agent 8.

[0586] Comparative Example 2

[0587] Decyltrichlorosilane (C 10 H 213 parts by mass of SiCl3) and 97 parts by mass of isooctane (boiling point 99°C) were blended and mixed until uniform, thereby preparing surface treatment agent 9. Next, the surface treatment agent 9 was impregnated into a thin paper, and then the surface treatment agent 9 was wiped with the thin paper and applied to a chemically strengthened glass (Gorilla Glass, 0.7 mm thick, manufactured by Corning). Then, after 5 minutes, the surface of the glass plate was wiped with a clean towel. Then, the glass plate was left at room temperature for 30 minutes. Thereafter, the surface of the glass plate was cleaned with a sponge soaked in pure water, and then rinsed with 1000 g of water, thereby repelling water from the glass plate.

[0588] Comparative Example 3

[0589] 2.8 parts by mass (0.01 mole) of octyltriethoxysilane and 41.7 parts by mass (0.20 mole) of tetraethyl orthosilicate (tetraethoxysilane) were mixed with 84 parts by mass of ethanol as a solvent (C) and 60 parts by mass of hydrochloric acid (0.01 mol / L aqueous solution) as a catalyst, and stirred at room temperature for 24 hours to obtain a surface treatment agent 10. The obtained surface treatment agent 10 was spin-coated on a chemically strengthened glass (Gorilla Glass manufactured by Corning Incorporated, thickness 0.7 mm) using a spin coater at a rotation speed of 3000 rpm for 20 seconds and then dried to obtain a coating film.

[0590] (Durability test)

[0591] The sample article with the surface treatment layer formed was arranged horizontally, and the friction piece described below was brought into contact with the surface of the surface treatment layer (the contact surface was a circle with a diameter of 1 cm), a load of 5 N was applied thereto, and then the friction piece was reciprocated at a speed of 40 mm / sec under the applied load. The friction piece was reciprocated 50 times, and the static contact angle (°) of water was measured at 5 points, and the average value of each item was evaluated as described below.

[0592] ◎(Excellent): The average water contact angle is greater than 90°

[0593] ○(Good): 85°~90°

[0594] ×(bad): below 85°

[0595] Friction parts

[0596] As the friction member, a silicone rubber processed product surface (1 cm in diameter) shown below and covered with cotton impregnated with artificial sweat of the composition shown below was used.

[0597] Composition of artificial sweat:

[0598] Anhydrous disodium hydrogen phosphate: 2g

[0599] Sodium chloride: 20g

[0600] 85% lactic acid: 2g

[0601] Histidine hydrochloride: 5g

[0602] Distilled water: 1Kg

[0603] Silicone rubber processed products

[0604] Silicone rubber stopper SR-51 manufactured by TIGERS POLYMER was processed into a cylindrical article having a diameter of 1 cm and a thickness of 1 cm.

[0605] <Ink wiping test>

[0606] After the surface treatment layer is formed, the surface is wiped clean to prepare the evaluation sample. After drawing a line on the surface layer of the evaluation sample with an oily felt pen (McKee Super Dark Black: product name, manufactured by Zebra), a Kimwipe is used as a friction piece at a moving speed of 70 rpm and a load of 500 g / 3 cm. 2 After rubbing 50 times under the conditions of , the adhesion state of the oily ink (line) was observed with the naked eye, and the ink removability (initial ink removability) was evaluated according to the following criteria.

[0607] ◎ (Excellent): The removal rate of oily ink is 90% or more.

[0608] ○ (good): The removal rate of the oil-based ink is 60% or more and less than 90%.

[0609] × (bad): The removal rate of the oily ink is less than 60%.

[0610] <Film Thickness Measurement>

[0611] After the surface treatment layer was formed, the surface was wiped clean and used as an evaluation sample. The evaluation sample was measured for film thickness at three angles of incidence: 50°, 60°, and 70° using an M-2000D ellipsometer manufactured by JA Woollam.

[0612] [Table 1]

[0613]

[0614] [Table 2]

[0615]

[0616] Industrial Applicability

[0617] The composition of the present invention can be suitably used in various applications.

Claims

1. An article, characterized in that: It comprises glass and a surface treatment layer formed of a compound represented by the following formula (1), R 1 -X 1 -R Si (1) In the formula, R 1 For straight chain C 11-36 alkyl, X 1 Is a single bond or contains -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S- divalent group, R 2 A hydrogen atom or C 1-6 alkyl, R Si It is a monovalent group including a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

2. The article according to claim 1, characterized in that: R 1 For straight chain C 17-36 alkyl.

3. The article according to claim 1 or 2, 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 Each independently is a hydroxyl group or a hydrolyzable group; R 12 Each is independently a hydrogen atom or a monovalent organic group; n1 is an integer from 1 to 3; R a1 Each independently is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 ; Z 1 Each is independently an oxygen atom or a divalent organic group; R 21 Each independently is -Z 1' -SiR 21' p1' R 22' q1' R 23' r1' ; R 22 Each independently is a hydroxyl group or a hydrolyzable group; R 23 Each is independently a hydrogen atom or a monovalent organic group; p1 is each independently an integer from 0 to 3; q1 is each independently an integer from 0 to 3; r1 is each independently an integer from 0 to 3; Z 1' Each is independently an oxygen atom or a divalent organic group; R 21' Each independently is -Z 1 ” - SiR 22 ” q1” R 23 ” r1” ; R 22' Each independently is a hydroxyl group or a hydrolyzable group; R 23' Each is 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" Each is independently an oxygen atom or a divalent organic group; R 22" Each independently is a hydroxyl group or a hydrolyzable group; R 23" Each is 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 Each independently is a hydroxyl group or a hydrolyzable group; R c1 Each is independently a hydrogen atom or a monovalent organic group; k1 is independently an integer from 0 to 3; l1 are each independently an integer from 0 to 3; m1 is each independently an integer from 0 to 3; R d1 Each independently is -Z 2 -CR 31 p2 R 32 q2 R 33 r2 ; Z 2 Each is independently a single bond, an oxygen atom or a divalent organic group; R 31 Each independently is -Z 2' -CR 32' q2' R 33' r2' ; R 32 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ; R 33 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group; p2 is each independently an integer from 0 to 3; q2 is each independently an integer from 0 to 3; r2 is each independently an integer from 0 to 3; Z 2' Each is independently a single bond, an oxygen atom or a divalent organic group; R 32' Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ; R 33' Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group; q2' is each independently an integer from 0 to 3; r2' is each independently an integer from 0 to 3; Z 3 Each is independently a single bond, an oxygen atom or a divalent organic group; R 34 Each independently is a hydroxyl group or a hydrolyzable group; R 35 Each is independently a hydrogen atom or a monovalent organic group; n2 is each independently an integer from 0 to 3; R e1 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ; R f1 Each is 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 Each independently is -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 Each is independently a single bond, an oxygen atom or a divalent organic group; Among them, in formulas (S2), (S3) and (S4), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

4. The article according to any one of claims 1 to 3, characterized in that: The hydrolyzable group is -OR j , -OCOR j 、-O-N=CR j 2. -NR j 2. -NHR j or -NCO, in which R j Indicates substituted or unsubstituted C 1-4 alkyl.

5. The article according to any one of claims 1 to 4, characterized in that: An intermediate layer containing silicon oxide is contained between the glass and the surface treatment layer.

6. The article according to claim 5, characterized in that: The intermediate layer contains alkali metal atoms.

7. The article according to claim 6, characterized in that: At least a portion of the alkali metal atoms are sodium.

8. The article according to any one of claims 1 to 7, characterized in that: The thickness of the surface treatment layer is less than 15 nm.

9. The article according to any one of claims 1 to 8, characterized in that: The surface treatment layer is formed by treating the glass with a surface treatment agent containing the compound represented by the formula (1) and a low-molecular-weight organic silicon solvent.

10. The article according to claim 9, characterized in that: The surface treatment agent comprises a 71 OR 72 , R 73 n8 C6H 6-n8 , R 74 R 75 R 76 Si-(O-SiR 77 R 78 ) m8 -R 79 and (OSiR 77 R 78 ) m9 The solvent for the compound shown, In the formula, R 71 ~R 79 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.

11. The article according to claim 10, characterized in that: The solvent is R 74 R 75 R 76 Si-(O-SiR 77 R 78 ) m8 -R 79 .

12. The article according to claim 10 or 11, characterized in that: The solvent is hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane or decamethylcyclopentasiloxane.

13. The article according to any one of claims 10 to 12, characterized in that: The surface treatment layer is formed by vapor-depositing the surface treatment agent.

14. The article according to any one of claims 1 to 13, characterized in that: The article is an optical element.

15. A compound represented by formula (1), R 1 -X 1 -R Si (1) In the formula, R 1 For straight chain C 11-36 alkyl, X 1 Is a single bond or contains -CO-, -COO-, -NR 2 -、-CONR 2 -、-OCONR 2 -, -NR 2 -CO-NR 2 -, -O- or -S- divalent group, R 2 A hydrogen atom or C 1-6 alkyl, R Si It is a group including a Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

16. The compound according to claim 15, characterized in that: R 1 For straight chain C 17-36 alkyl.

17. The compound according to claim 15 or 16, 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 91 R h1 (S4) In the formula, R 11 Each independently is a hydroxyl group or a hydrolyzable group; R 12 Each is independently a hydrogen atom or a monovalent organic group; n1 is an integer from 1 to 3; R a1 Each independently is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 ; Z 1 Each is independently an oxygen atom or a divalent organic group; R 21 Each independently is -Z 1 '-SiR 21 ' p1' R 22 ' q1' R 23 ' r1' ; R 22 Each independently is a hydroxyl group or a hydrolyzable group; R 23 Each is independently a hydrogen atom or a monovalent organic group; p1 is each independently an integer from 0 to 3; q1 is each independently an integer from 0 to 3; r1 is each independently an integer from 0 to 3; Z 1 'Each independently is an oxygen atom or a divalent organic group; R 21 'Each independently is -Z 1 ” - SiR 22 ” q1” R 23 ” r1” ; R 22 'Each independently is a hydroxyl group or a hydrolyzable group; R 23 'Each independently is 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 "Each independently is an oxygen atom or a divalent organic group; R 22 "each independently a hydroxyl group or a hydrolyzable group; R 23 "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 Each independently is a hydroxyl group or a hydrolyzable group; R c1 Each is independently a hydrogen atom or a monovalent organic group; k1 is independently an integer from 0 to 3; l1 are each independently an integer from 0 to 3; m1 is each independently an integer from 0 to 3; R d1 Each independently is -Z 2 -CR 31 p2 R 32 q2 R 33 r2 ; Z 2 Each is independently a single bond, an oxygen atom or a divalent organic group; R 31 Each independently is -Z 2' -CR 32' q2' R 33' r2' ; R 32 Each is independent, -Z 3 -SiR 34 n2 R 35 3-n2 ; R 33 Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group; p2 is each independently an integer from 0 to 3; q2 is each independently an integer from 0 to 3; r2 is each independently an integer from 0 to 3; Z 2 'Each independently is a single bond, an oxygen atom or a divalent organic group; R 32' Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ; R 33' Each is independently a hydrogen atom, a hydroxyl group or a monovalent organic group; q2' is each independently an integer from 0 to 3; r2' is independently an integer from 0 to 3; Z 3 Each is independently a single bond, an oxygen atom or a divalent organic group; R 34 Each independently is a hydroxyl group or a hydrolyzable group; R 35 Each is independently a hydrogen atom or a monovalent organic group; n2 is each independently an integer from 0 to 3; R e1 Each independently is -Z 3 -SiR 34 n2 R 35 3-n2 ; R f1 Each is 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 Each independently is -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 ; Z 4 Each is independently a single bond, an oxygen atom or a divalent organic group; Among them, in formulas (S2), (S3) and (S4), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.

18. The compound according to any one of claims 15 to 17, characterized in that: The hydrolyzable group is -OR h , -OCOR h 、-O-N=CR h 2. -NR h 2. -NHR h or -NCO, in which R h represents substituted or unsubstituted C 1-4 alkyl.

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

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