Silane compound

JP2025026509APending Publication Date: 2025-02-21DAIKIN INDUSTRIES LTD
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Patent Information

Application Number
JP2024210903
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2023-04-10
Filing Date
2024-12-04
Publication Date
2025-02-21

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【0006】 本開示によれば、摩擦耐久性と指紋拭き取り性の両方をバランスよく備えた表面処理層を形成することができる化合物を提供できる。

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Abstract

To provide a compound that can form a surface treatment layer with both friction durability and fingerprint wiping properties with a good balance therebetween.SOLUTION: The present invention provides a compound that is represented by the formula (1) in the figure. In the formula: R1 is a monovalent group that comprises one or more Si atoms not having any hydroxyl or hydrolyzable group bonded directly thereto; X1 is a divalent organic group that comprises an alkylene group with 11 or more carbon atoms; and RSi is a monovalent group that comprises a Si atom having a hydroxyl or hydrolyzable group bonded thereto.SELECTED DRAWING: None
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Description

[Technical field]

[0001] The present disclosure relates to silane compounds. [Background technology]

[0002] It is known that certain silane compounds can provide excellent water and oil repellency when used in the surface treatment of a substrate (Patent Document 1). [Prior art documents] [Patent documents]

[0003] [Patent Document 1] JP 2019-44179 A Summary of the Invention [Problem to be solved by the invention]

[0004] An object of the present disclosure is to provide a compound capable of forming a surface treatment layer having a good balance between abrasion resistance and ease of wiping off fingerprints. [Means for solving the problem]

[0005] The present disclosure includes the following aspects. [1] The following formula (1): [ka] [In formula: R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms, R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded. A compound represented by the formula: [2] R 1 is R 3 -(SiR 4 2O)n -SiR 4 2- and R 3 is C 1-12 is an alkyl group, R 4 are each independently 1-12 is an alkyl group, n is 0 to 1500; The compound according to the above [1]. [3] R 3 is a methyl group. [4] R 1 is R 3 -(SiR 4 2O) n -SiR 4 2- and R 3 is the following group A or group B: [ka] [In formula: R 51 are each independently -(R 61 -SiR 53 2) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group or R 51’ and R 51’ is R 51 is equivalent to Each ma is independently an integer of 1 to 5; However, R 51 Medium, R 51’ The number of is 20 or less, R 52 are each independently a hydrocarbon group; na is an integer from 1 to 3; R 54 are each independently a hydrocarbon group; nb is an integer from 1 to 5; z is 0 or 1. is a group represented by R 54 are each independently 1-12 is an alkyl group, n is 0 to 1500; The compound according to the above [1]. [5] R 4 is a methyl group. [6] The compound according to any one of the above [2] to [5], wherein n is 1 or 2. [7] R 1 -SiR 5 3, R 5 are each independently 1-6 Alkyl group or -SiR 6 3, R 6 are each independently 1-6 is an alkyl group, The compound according to the above [1]. [8] R 1 is the following group A or group B: [ka] [In formula: R 51 are each independently -(R 61 -SiR 53 2) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group or R 51’ and R 51’ is R 51 is equivalent to Each ma is independently an integer of 1 to 5; However, R 1 Medium, R1’ The number of is 20 or less, R 52 are each independently a hydrocarbon group; na is an integer from 1 to 3; R 54 are each independently a hydrocarbon group; nb is an integer from 1 to 5; z is 0 or 1. The compound according to any one of the above [1] to [7], wherein the group is represented by the following formula: [9] X 1 is further represented by -CO-, -COO-, -NR 2 -,-CONR 2 -,-OCONR 2 -, -NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH2) x -CONR 2 - or -O-(CH2) x is a divalent organic group containing -CO-, R 2 is a hydrogen atom or C 1-6 is an alkyl group, x is an integer from 1 to 20; The compound according to any one of the above items [1] to [8].

[10] X 1 is expressed by the following formula: -X 21 -X 10 -X 11 -X 12 - [In formula: X 21 is -O-,R 61 b1 R 62 3-b1 C-, R 63 b2 R 64 3-b2 Si- or R 65 2N-, R 61 is a divalent organic group, R 62 is a hydrogen atom or a monovalent organic group, R63 is a divalent organic group, R 64 is a hydrogen atom or a monovalent organic group, R 65 is a divalent organic group, b1 is 2 or 3; b2 is 2 or 3; X 10 is an alkylene group having 11 or more carbon atoms, X 11 is a single bond, -CO-, -COO-, -NR 2 -,-CONR 2 -,-OCONR 2 -, -NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH2) x -CONR 2 - or -O-(CH2) x -CO-, R 2 is a hydrogen atom or C 1-6 is an alkyl group, x is an integer from 1 to 20; X 12 is a single bond or C 1-6 is an alkylene group. is a group represented by The compound according to any one of the above [1] to [9].

[11] X 1 The number of carbon atoms in the alkylene group in R 1 The compound according to any one of the above [1] to

[10] , wherein the number of Si atoms is greater than the number of Si atoms in the compound.

[12] X 1 The number of carbon atoms in the alkylene group in R 1 The compound according to any one of the above [1] to

[10] , wherein the number of Si atoms in the compound is 2.5 times or more.

[13] X 1 The number of carbon atoms in the alkylene group in R 1 The compound according to any one of the above [1] to

[10] , wherein the number of atoms in the main chain is greater than the number of atoms in the main chain.

[14] X 1 The number of carbon atoms in the alkylene group in R 1The compound according to any one of the above [1] to

[10] , wherein the number of atoms in the main chain is 2.0 times or more.

[15] R Si is represented by the following formula (S1), (S2), (S3), or (S4): [ka] [In formula: R 11 are each independently a hydroxyl group or a hydrolyzable group; R 12 each independently represents a hydrogen atom or a monovalent organic group; n1 is an integer of 1 to 3; R a1 are each independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 and; Z 1 each independently represents an oxygen atom or a divalent organic group; R 21 are each independently -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ and; R 22 are each independently a hydroxyl group or a hydrolyzable group; R 23 each independently represents a hydrogen atom or a monovalent organic group; Each p1 is independently an integer of 0 to 3; Each q1 independently represents an integer of 0 to 3; Each r1 is independently an integer of 0 to 3; Z 1’ each independently represents an oxygen atom or a divalent organic group; R 21’ are each independently -Z 1” -SiR 22” q1” R23” r1” and; R 22’ are each independently a hydroxyl group or a hydrolyzable group; R 23’ each independently represents a hydrogen atom or a monovalent organic group; Each p1' is independently an integer of 0 to 3; Each q1' is independently an integer of 0 to 3; Each r1' is independently an integer of 0 to 3; Z 1” each independently represents an oxygen atom or a divalent organic group; R 22” are each independently a hydroxyl group or a hydrolyzable group; R 23” each independently represents a hydrogen atom or a monovalent organic group; Each q1″ is independently an integer of 0 to 3; Each r1″ is independently an integer of 0 to 3; R b1 are each independently a hydroxyl group or a hydrolyzable group; R c1 each independently represents a hydrogen atom or a monovalent organic group; Each k1 independently represents an integer of 0 to 3; Each l1 is independently an integer of 0 to 3; Each m1 independently represents an integer of 0 to 3; R d1 are each independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 and; Z 2 each independently represents a single bond, an oxygen atom, or a divalent organic group; R 31 are each independently -Z 2’ -CR 32’ q2’ R 33’ r2’and; R 32 are each independently -Z 3 -SiR 34 n2 R 35 3-n2 and; R 33 each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group; p2 each independently represents an integer of 0 to 3; Each q2 independently represents an integer of 0 to 3; Each r2 is independently an integer of 0 to 3; Z 2’ each independently represents a single bond, an oxygen atom, or a divalent organic group; R 32’ are each independently -Z 3 -SiR 34 n2 R 35 3-n2 and; R 33’ each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group; Each q2' is independently an integer of 0 to 3; Each r2' is independently an integer of 0 to 3; Z 3 each independently represents a single bond, an oxygen atom, or a divalent organic group; R 34 are each independently a hydroxyl group or a hydrolyzable group; R 35 each independently represents a hydrogen atom or a monovalent organic group; Each n2 independently represents an integer of 0 to 3; R e1 are each independently -Z 3 -SiR 34 n2 R 35 3-n2 and; R f1 each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group; Each k2 independently represents an integer of 0 to 3; Each l2 is independently an integer of 0 to 3; m2 each independently represents an integer of 0 to 3; R g1 and R h1 are each independently -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 and; Z 4 each independently represents a single bond, an oxygen atom, or a divalent organic group; However, in formulae (S2), (S3), and (S4), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.] The compound according to any one of the above [1] to

[14] , wherein the R is a group represented by the following formula:

[16] Formula (1a): [ka] [In formula: R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 2 is an alkylene group having 11 or more carbon atoms, R i -COOR 7 , -CONR 8 2, or -CONR 7 -CR 8 3, R 7 is a hydrogen atom or C 1-6 is an alkyl group, R 8 is a C with a terminal double bond2-6 is an alkenyl group. A compound represented by the formula:

[17] A surface treatment agent comprising the compound according to any one of the above items [1] to

[15] .

[18] The surface treatment agent according to the above

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

[15] .

[19] Furthermore, R 81 OR 82 , R 83 n8 C6H 6-n8 , R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 -R 89 , and (OSiR 87 R 88 ) m9 [In the ceremony R 81 ~R 89 are each independently a monovalent organic group having 1 to 10 carbon atoms, m8 is an integer from 1 to 6; m9 is an integer from 4 to 8, n8 is an integer from 0 to 6. The surface treatment agent according to the above

[17] or

[18] , further comprising a solvent selected from compounds represented by the following formula:

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

[21] The surface treatment agent according to the above

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

[22] The surface treatment agent according to any one of the above

[17] to

[21] , which is for vacuum deposition.

[23] The surface treatment agent according to any one of the above

[17] to

[21] , which is for wet coating.

[24] A pellet containing the surface treatment agent according to any one of the above items

[17] to

[21] .

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

[15] .

[26] The article according to

[25] above, further comprising an intermediate layer comprising silicon oxide between the substrate and the layer.

[27] The article according to

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

[28] The article described in

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

[29] The article according to any one of the above

[25] to

[28] , which is an optical member.

[30] The article according to any one of the above

[25] to

[28] , which is a display. Effect of the Invention

[0006] According to the present disclosure, it is possible to provide a compound capable of forming a surface treatment layer having a good balance between abrasion resistance and ease of wiping off fingerprints. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0007] As used herein, the term "monovalent organic group" refers to a monovalent group containing carbon. The monovalent organic group is not particularly limited, but may be a hydrocarbon group or a derivative thereof. The derivative of a hydrocarbon group refers to a group having one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc. at the end or in the molecular chain of the hydrocarbon group. In addition, when simply referring to an "organic group", it refers to a monovalent organic group. In addition, the term "divalent organic group" refers to a divalent group containing carbon. Examples of such divalent organic groups include divalent groups obtained by further removing one hydrogen atom from an organic group. Similarly, a trivalent or higher organic group refers to a group obtained by removing a predetermined number of hydrogen atoms from an organic group.

[0008] As used herein, the term "hydrocarbon group" refers to a group containing carbon and hydrogen, which is a group obtained by removing a hydrogen atom from a hydrocarbon. Such a hydrocarbon group is not particularly limited, but includes, for example, C 1-20 Examples of the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. The "aliphatic hydrocarbon group" may be linear, branched, or cyclic, and may be saturated or unsaturated. The hydrocarbon group may contain one or more ring structures. The hydrocarbon group may be substituted with one or more substituents.

[0009] As used herein, examples of the substituent of the "hydrocarbon group" include, but are not limited to, a halogen atom, a C 1-6 Alkyl group, C 2-6 Alkenyl group, C 2-6 Alkynyl group, C 3-10 Cycloalkyl groups, C 3-10 Unsaturated cycloalkyl groups, 5-10 membered heterocyclyl groups, 5-10 membered unsaturated heterocyclyl groups, C 6-10 Examples of the alkyl group include one or more groups selected from aryl groups and 5- to 10-membered heteroaryl groups.

[0010] As used herein, the term "hydrolyzable group" refers to a group that can undergo hydrolysis, i.e., a group that can be removed from the main skeleton of a compound by hydrolysis. Examples of hydrolyzable groups include -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h , -NCO, halogen (wherein R h represents a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms), and preferably -OR h (i.e., an alkoxy group). hExamples of the alkyl group include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, with methyl and ethyl groups being more preferred.

[0011] The silane compound of the present disclosure has the following formula (1): [ka] [In formula: R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms, R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded. It is a compound represented by the formula:

[0012] R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded.

[0013] A monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded may contain a Si atom to which a hydroxyl group or a hydrolyzable group is directly bonded.

[0014] In one embodiment, the monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded does not contain a Si atom to which a hydroxyl group or a hydrolyzable group is directly bonded.

[0015] In another embodiment, the monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded contains one or more Si atoms to which a hydroxyl group or a hydrolyzable group is directly bonded.

[0016] In one embodiment, R 1 is the following group: R 3-(SiR 4 2O) n -SiR 4 2- [In formula: R 3 is C 1-12 Alkyl group, group A or group B below: [ka] [In formula: R 51 are each independently -(R 61 -SiR 53 2) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group or R 51’ and R 51’ is R 51 is equivalent to Each ma is independently an integer of 1 to 5; However, R 51 Medium, R 51’ The number of is 20 or less, R 52 are each independently a hydrocarbon group; na is an integer from 1 to 3; R 54 are each independently a hydrocarbon group; nb is an integer from 1 to 5; z is 0 or 1. is a group represented by R 4 are each independently 1-12 is an alkyl group, n is 0 to 1500. It is a group represented by the following formula:

[0017] In another embodiment, R 1 is group A or group B: [ka] [In formula: R 51 are each independently -(R 61 -SiR 53 2) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group or R 51’ and R 51’ is R 51 is equivalent to Each ma is independently an integer of 1 to 5; However, R 1 Medium, R 1’ The number of is 20 or less, R 52 are each independently a hydrocarbon group; na is an integer from 1 to 3; R 54 are each independently a hydrocarbon group; nb is an integer from 1 to 5; z is 0 or 1. It is a group represented by the following formula:

[0018] In one embodiment, R 3 is C 1-12 It is an alkyl group.

[0019] R 3 C in 1-12 The alkyl group may be linear or branched. 1-12 The alkyl group is linear. 1-12 The alkyl group is branched. 1-12 The alkyl group is preferably C 1-6 Alkyl groups, more preferably C 1-3 It is preferably an alkyl group, more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0020] In one embodiment, R 3 is group A or group B. [ka]

[0021] R 51 are each independently -(R 61 -SiR 53 2) ma -R 53 It is a group represented by the following formula:

[0022] R 61 each independently represents an oxygen atom or C 1-6 It is an alkylene group.

[0023] R 61 C in 1-6 The alkylene group may be a straight chain or a branched chain. 1-6 The alkylene group is preferably 1-4 Alkylene group, more preferably C 2-4 It may be an alkylene group.

[0024] In one embodiment, R 61 is O.

[0025] In one embodiment, some R 61 is O and other R 61 is C 1-6 It is an alkylene group.

[0026] R 53 are each independently a hydrocarbon group or R 51’ It is.

[0027] R 53 The hydrocarbon group in the formula (I) may preferably be an alkyl group or an aryl group.

[0028] The alkyl group may be linear or branched. The alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, or a tert-butyl group.

[0029] The aryl group may be monocyclic or polycyclic. The aryl is preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0030] R 53 is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms.

[0031] R 51’ is R 51 That is, R 51’ -(OSiR 53 2) ma -R 53 However, R 51 Medium, R 51’ The number is 20 or less, preferably 10 or less, more preferably 6 or less, and further preferably 3 or less.

[0032] In one embodiment, R 53 are each independently a hydrocarbon group or R 51’ It is.

[0033] In a preferred embodiment, R 53 are each independently a hydrocarbon group.

[0034] In one embodiment, R 3 Is -(R 4’ -SiR 3’ 2) ma’ -R 3’ [In formula: R 3’ are each independently a hydrocarbon group or -(R 4 -SiR3 2) ma -R 3 and At least one R 3’ is -(R 4 -SiR 3 2) ma -R 3 and R 3 are each independently or a hydrocarbon group; R 4 each independently represents an oxygen atom or C 1-6 is an alkylene group, Each ma is independently an integer of 1 to 5; R 4’ each independently represents an oxygen atom or C 1-6 is an alkylene group, Each ma' is independently an integer of 1 to 5. It is.

[0035] In another embodiment, in one embodiment, R 53 Is -(R 61’ -SiR 53’ 2) ma’ -R 53’ [In formula: R 53’ are each independently a hydrocarbon group or -(R 61” -SiR 53” 2) ma” -R 3” and At least one R 53’ is -(R 61” -SiR 53” 2) ma” -R 53” and R 53” are each independently a hydrocarbon group or -(R 61 -SiR 53 2) ma -R 53 and At least one R 53” is -(R 61 -SiR 52 2) ma -R53 and R 53 are each independently or a hydrocarbon group; R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, Each ma is independently an integer of 1 to 5; R 61” each independently represents an oxygen atom or C 1-6 is an alkylene group, Each m is independently an integer from 1 to 5; R 61’ each independently represents an oxygen atom or C 1-6 is an alkylene group, Each ma' is independently an integer of 1 to 5. It is.

[0036] Each ma is independently an integer of 1 to 5, preferably 1 or 2.

[0037] R 52 are each independently a hydrocarbon group.

[0038] R 52 The hydrocarbon group in the formula (I) may preferably be an alkyl group or an aryl group.

[0039] The alkyl group may be linear or branched. The alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, or a tert-butyl group.

[0040] The aryl group may be monocyclic or polycyclic. The aryl is preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0041] R52 is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms.

[0042] na is an integer of 1 to 3. In one embodiment, na is 2. In another embodiment, na is 3. 51’ If exists, na is (R 61 -SiR 53 2) ma Each is selected independently.

[0043] z is 0 or 1. In one embodiment, z is 0. In another embodiment, z is 1.

[0044] In a preferred embodiment, in the A group: R 51 are each independently -(R 61 -SiR 53 2) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms, ma is 1 or 2, R 52 are each independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms, na is 1 or 2.

[0045] Examples of A groups include, but are not limited to, the following groups: [ka]

[0046] [ka]

[0047] [ka]

[0048] R 54 are each independently a hydrocarbon group.

[0049] R 54 The hydrocarbon group in the formula (I) may preferably be an alkyl group or an aryl group.

[0050] The alkyl group may be linear or branched. The alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, or a tert-butyl group.

[0051] The aryl group may be monocyclic or polycyclic. The aryl is preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0052] R 54 is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms.

[0053] nb is an integer of 1 to 5, preferably 2 or 3.

[0054] In a preferred embodiment, in the B group: R 54 are each independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms, nb is 2 or 3.

[0055] Examples of B groups include, but are not limited to, the following groups: [ka]

[0056] R 4 C in 1-12 The alkyl group may be linear or branched. 1-12 The alkyl group is linear. 1-12 The alkyl group is branched. 1-12 The alkyl group is preferably C 1-6 Alkyl groups, more preferably C 1-3 It is preferably an alkyl group, more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0057] n may be 0 to 1500, preferably 0 to 1500, more preferably 0 to 500, and even more preferably 0 to 10. In one embodiment, n may be preferably 1 to 1500, more preferably 1 to 500, and even more preferably 1 to 10. n is even more preferably 0, 1, or 2.

[0058] In one embodiment, n is 10-500, and more preferably 10-100.

[0059] In a preferred embodiment, R 3 is methyl, R 4 is methyl and n is 1 or 2.

[0060] In one embodiment, R 1 may be a monovalent organic group that contains one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded and does not contain a siloxane bond.

[0061] In one embodiment, R 1 is expressed by the following formula: -SiR 5 3 [In formula: R 5 are each independently 1-6 Alkyl group or -SiR 6 3, R 6 are each independently 1-6 is an alkyl group. It is a group represented by the following formula:

[0062] R 5 C in 1-6 The alkyl group may be linear or branched. 1-6 The alkyl group is linear. 1-6 The alkyl group is branched. 1-6 The alkyl group is preferably C 1-4 It is an alkyl group.

[0063] R 6 C in 1-12 The alkyl group may be linear or branched. 1-12 The alkyl group is linear. 1-12 The alkyl group is branched. 1-12 The alkyl group is preferably C 1-6 Alkyl groups, more preferably C 1-3 It is preferably an alkyl group, more preferably a methyl group or an ethyl group, and particularly preferably a methyl group.

[0064] The above-mentioned SiR 5 3 may preferably be -Si(CH3)3, -Si(CH2CH3)3, -Si(CH(CH3)2)3, -Si(CH3)(CH3)(C(CH3)3)), -Si(Si(CH3)3, or -Si(Si(CH2CH3)3.

[0065] X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms.

[0066] X 1 In addition to the alkylene group having 11 or more carbon atoms, -CO-, -COO-, -NR 2 -,-CONR 2 -,-OCONR 2 -, -NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH2) x -CONR2 - or -O-(CH2) x A divalent organic group containing -CO-, R 2 is a hydrogen atom or C 1-6 It is an alkyl group, and x is an integer of 1 to 20.

[0067] In one embodiment, X 1 is preferably of the formula: -X 21 -X 10 -X 11 -X 12 - [In formula: X 21 is -O-,R 61 b1 R 62 3-b1 C-, R 63 b2 R 64 3-b2 Si- or R 65 2N-, R 61 is a divalent organic group, R 62 is a hydrogen atom or a monovalent organic group, R 63 is a divalent organic group, R 64 is a hydrogen atom or a monovalent organic group, R 65 is a divalent organic group, b1 is 2 or 3; b2 is 2 or 3; X 10 is an alkylene group having 11 or more carbon atoms, X 11 is a single bond, -CO-, -COO-, -NR 2 -,-CONR 2 -,-OCONR 2 -, -NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH2) x -CONR 2 - or -O-(CH2) x -CO-, R 2is a hydrogen atom or C 1-6 is an alkyl group, x is an integer from 1 to 20; X 12 is a single bond or C 1-6 is an alkylene group. It is a group represented by the following formula:

[0068] In one embodiment, X 1 is preferably of the formula: -X 10 -X 11 -X 12 - [In formula: X 10 is an alkylene group having 11 or more carbon atoms, X 11 is a single bond, -CO-, -COO-, -NR 2 -,-CONR 2 -,-OCONR 2 -, -NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH2) x -CONR 2 - or -O-(CH2) x -CO-, R 2 is a hydrogen atom or C 1-6 is an alkyl group, x is an integer from 1 to 20; X 12 is a single bond or C 1-6 is an alkylene group. It is a group represented by the following formula:

[0069] X 21 is R 61 b1 R 62 3-b1 C-, R 63 b2 R 64 3-b2 Si- or R 65 It is 2N-.

[0070] R 61 is a divalent organic group.

[0071] R 61 is preferably C 1-6 Alkylene group, -(CH2) f1 -O-(CH2) f2 - (wherein f1 is an integer of 0 to 6, for example, an integer of 1 to 6, and f2 is an integer of 0 to 6, for example, an integer of 1 to 6), or -(CH2) f3 -Phenylene-(CH2) f4 - (wherein f3 is an integer of 0 to 6, for example, an integer of 1 to 6, and f4 is an integer of 0 to 6, for example, an integer of 1 to 6). 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0072] In a preferred embodiment, R 61 is C 1-6 Alkylene group or -(CH2) f3 -Phenylene-(CH2) f4 -, preferably -phenylene-(CH2) f4 -It is.

[0073] In another preferred embodiment, R 61 is C 1-3 In one embodiment, R 61 can be -CHCHCH-. In another embodiment, R 61 can be -CH2CH2-.

[0074] R 62 is a hydrogen atom or a monovalent organic group.

[0075] In one embodiment, R 62 is a hydrogen atom.

[0076] In another embodiment, R 62is a monovalent organic group.

[0077] R 62 In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0078] b1 is 2 or 3. In one embodiment, b1 is 2. In another embodiment, b1 is 3.

[0079] R 63 is a divalent organic group.

[0080] R 63 is preferably C 1-6 Alkylene group, -(CH2) g1 -O-(CH2) g2 - (wherein g1 is an integer of 0 to 6, for example, an integer of 1 to 6, and g2 is an integer of 0 to 6, for example, an integer of 1 to 6), or -(CH2) g3 -Phenylene-(CH2) g4 - (wherein g3 is an integer of 0 to 6, for example, an integer of 1 to 6, and g4 is an integer of 0 to 6, for example, an integer of 1 to 6). 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0081] In a preferred embodiment, R 63 is C 1-6 Alkylene group or -(CH2) g3 -Phenylene-(CH2) g4 -, preferably -phenylene-(CH2) g4 -It is.

[0082] In another preferred embodiment, R 63 is C1-3 In one embodiment, R 63 can be -CHCHCH-. In another embodiment, R 63 can be -CH2CH2-.

[0083] R 64 is a hydrogen atom or a monovalent organic group.

[0084] In one embodiment, R 64 is a hydrogen atom.

[0085] In another embodiment, R 64 is a monovalent organic group.

[0086] R 64 In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0087] b2 is 2 or 3. In one embodiment, b2 is 2. In another embodiment, b2 is 3.

[0088] R 65 is a divalent organic group.

[0089] R 65 is preferably C 1-6 Alkylene group, -(CH2) h1 -O-(CH2) h2 - (wherein h1 is an integer of 0 to 6, for example, an integer of 1 to 6, and h2 is an integer of 0 to 6, for example, an integer of 1 to 6), or -(CH2) h3 -Phenylene-(CH2) h4 - (wherein h3 is an integer of 0 to 6, for example, an integer of 1 to 6, and h4 is an integer of 0 to 6, for example, an integer of 1 to 6). 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0090] In a preferred embodiment, R 65 is C 1-6 Alkylene group or -(CH2) h3 -Phenylene-(CH2) h4 -, preferably -phenylene-(CH2) h4 -It is.

[0091] In another preferred embodiment, R 65 is C 1-3 In one embodiment, R 65 can be -CHCHCH-. In another embodiment, R 65 can be -CH2CH2-.

[0092] In one embodiment, X 21 is R 61 b1 R 62 3-b1 It's a C-.

[0093] In one embodiment, X 21 is R 63 b2 R 64 3-b2 It is Si-.

[0094] In one embodiment, X 21 is R 65 It is 2N-.

[0095] In one embodiment, X 21 is -O-.

[0096] X 1 and X 10 The number of carbon atoms in the alkylene group in X may be preferably 12 or more, more preferably 16 or more, even more preferably 18 or more, and even more preferably 22 or more. 1 and X 10The number of carbon atoms in the alkylene group in X may be preferably 60 or less, more preferably 40 or less, even more preferably 30 or less, and even more preferably 24 or less. 1 and X 10 The alkylene group in the formula (I) may preferably have 11 to 60 carbon atoms, more preferably 12 to 40 carbon atoms, and further preferably 18 to 30 carbon atoms.

[0097] X 1 and X 10 The alkylene group in may be a straight chain or a branched chain. The alkylene group is preferably a straight chain.

[0098] X 11 is preferably -CO-, -COO-, -NR 2 -,-CONR 2 -,-OCONR 2 -, -NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH2) x -CONR 2 - or -O-(CH2) x -CO-, more preferably -CO-, -CONR 2 - or -OCONR 2 -, more preferably -CONR 2 -It is. 2 is preferably a hydrogen atom, and x is an integer of 1-20.

[0099] In one embodiment, X 12 is a single bond.

[0100] In another embodiment, X 12 or C 1-6 It is an alkylene group.

[0101] X 12 In or C 1-6 The alkylene group may be linear or branched. 1-6 The alkylene group is linear. 1-6 The alkylene group is a branched chain.1-6 The alkylene group is preferably 1-4 Alkylene group, more preferably C 1-3 It is an alkylene group.

[0102] In one embodiment, X 1 The number of carbon atoms in the alkylene group in R 1 The number of Si atoms in X 1 The number of carbon atoms in the alkylene group in R 1 By making the number of Si atoms larger than the number of Si atoms in the nanotube, the friction durability of the resulting surface treatment layer can be made higher.

[0103] In a preferred embodiment, X 1 The number of carbon atoms in the alkylene group in R 1 The number of Si atoms in the X may be 2.5 times or more, preferably 3.0 times or more, and more preferably 3.5 times or more. 1 The number of carbon atoms in the alkylene group in R 1 The number of Si atoms in the SiO 2 layer may be preferably 50 times or less, for example 30 times or less, 20 times or less, or 10 times or less, as compared to the number of Si atoms in the SiO 2 layer.

[0104] In one embodiment, X 1 The number of carbon atoms in the alkylene group in R 1 more than the number of atoms in the main chain. X 1 The number of carbon atoms in the alkylene group in R 1 By making the number of atoms in the polyimide group larger than the number of atoms in the main chain, the friction durability of the resulting surface treatment layer can be increased.

[0105] In a preferred embodiment, X 1 The number of carbon atoms in the alkylene group in R 1 The number of atoms in the main chain in the X may be 2.0 times or more, preferably 2.5 times or more, more preferably 3.0 times or more, and even more preferably 4.0 times or more. 1 The number of carbon atoms in the alkylene group in R 1 The number of atoms in the main chain may be preferably 30 times or less, for example 20 times or less, 10 times or less, or 6.0 times or less, of the number of atoms in the main chain.

[0106] Here, R 1 The main chain in the middle is X 1 R binds to 1 It means the atomic chain with the largest number of atoms (excluding hydrogen atoms) from the Si atom in the molecule. For example, R 1 The number of atoms in the main chain in Si(CH3)3OSi(CH3)2- is four, and in R 1 The number of atoms in the main chain in Si(CH3)3OSi(CH3)3OSi(CH3)2- is six, and in Si(Si(CH3)3)3- is three.

[0107] R Si is a monovalent group containing a silicon atom having a hydroxyl group or a hydrolyzable group bonded thereto.

[0108] R Si is preferably represented by the following formula (S1), (S2), (S3), or (S4): [ka] [In formula: R 11 are each independently a hydroxyl group or a hydrolyzable group; R 12 each independently represents a hydrogen atom or a monovalent organic group; n1 is an integer of 1 to 3; R a1 are each independently -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 and; Z 1 each independently represents an oxygen atom or a divalent organic group; R 21 are each independently -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ and; R22 are each independently a hydroxyl group or a hydrolyzable group; R 23 each independently represents a hydrogen atom or a monovalent organic group; Each p1 is independently an integer of 0 to 3; Each q1 independently represents an integer of 0 to 3; Each r1 is independently an integer of 0 to 3; Z 1’ each independently represents an oxygen atom or a divalent organic group; R 21’ are each independently -Z 1” -SiR 22” q1” R 23” r1” and; R 22’ are each independently a hydroxyl group or a hydrolyzable group; R 23’ each independently represents a hydrogen atom or a monovalent organic group; Each p1' is independently an integer of 0 to 3; Each q1' is independently an integer of 0 to 3; Each r1' is independently an integer of 0 to 3; Z 1” each independently represents an oxygen atom or a divalent organic group; R 22” are each independently a hydroxyl group or a hydrolyzable group; R 23” each independently represents a hydrogen atom or a monovalent organic group; Each q1″ is independently an integer of 0 to 3; Each r1″ is independently an integer of 0 to 3; R b1 are each independently a hydroxyl group or a hydrolyzable group; R c1 each independently represents a hydrogen atom or a monovalent organic group; Each k1 independently represents an integer of 0 to 3; Each l1 is independently an integer of 0 to 3; Each m1 independently represents an integer of 0 to 3; R d1 are each independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 and; Z 2 each independently represents a single bond, an oxygen atom, or a divalent organic group; R 31 are each independently -Z 2’ -CR 32’ q2’ R 33’ r2’ and; R 32 are each independently -Z 3 -SiR 34 n2 R 35 3-n2 and; R 33 each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group; p2 each independently represents an integer of 0 to 3; Each q2 independently represents an integer of 0 to 3; Each r2 is independently an integer of 0 to 3; Z 2’ each independently represents a single bond, an oxygen atom, or a divalent organic group; R 32’ are each independently -Z 3 -SiR 34 n2 R 35 3-n2 and; R 33’ each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group; Each q2' is independently an integer of 0 to 3; Each r2' is independently an integer of 0 to 3; Z 3 each independently represents a single bond, an oxygen atom, or a divalent organic group; R34 are each independently a hydroxyl group or a hydrolyzable group; R 35 each independently represents a hydrogen atom or a monovalent organic group; Each n2 independently represents an integer of 0 to 3; R e1 are each independently -Z 3 -SiR 34 n2 R 35 3-n2 and; R f1 each independently represents a hydrogen atom, a hydroxyl group, or a monovalent organic group; Each k2 independently represents an integer of 0 to 3; Each l2 is independently an integer of 0 to 3; m2 each independently represents an integer of 0 to 3; R g1 and R h1 are each independently -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 and; Z 4 each independently represents a single bond, an oxygen atom, or a divalent organic group; However, in formulae (S2), (S3), and (S4), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded.] is a group represented by

[0109] R 11 are each independently a hydroxyl group or a hydrolyzable group.

[0110] R 11 are preferably each independently a hydrolyzable group.

[0111] R 11 are preferably each independently -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h or -NCO (wherein R h is a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR h (i.e., an alkoxy group). h Examples of R include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is a methyl group, and in another embodiment, R h is an ethyl group.

[0112] R 12 are each independently a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0113] R 12 In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0114] In the above formula, n1 is an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3.

[0115] R a1 are each independently -Z 1 -SiR 21 p1 R 22 q1 R 23r1 It is.

[0116] Z 1 are each independently an oxygen atom or a divalent organic group. 1 The structure written as is shown on the right side (SiR 21 p1 R 22 q1 R 23 r1 )

[0117] In a preferred embodiment, Z 1 is a divalent organic group.

[0118] In a preferred embodiment, Z 1 is Z 1 Preferably, in the formula (S2), (Si-Z 1 --Si) does not contain a siloxane bond.

[0119] Z 1 is preferably C 1-6 Alkylene group, -(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 groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0120] In a preferred embodiment, Z 1 is C 1-6Alkylene group or -(CH2) z3 -Phenylene-(CH2) z4 -, preferably -phenylene-(CH2) z4 -It is.

[0121] In another preferred embodiment, Z 1 is C 1-3 In one embodiment, Z is an alkylene group. 1 can be -CH2CH2CH2-. In another embodiment, Z 1 can be -CH2CH2-.

[0122] R 21 are each independently -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ It is.

[0123] Z 1’ are each independently an oxygen atom or a divalent organic group. 1’ The structure written as is shown on the right side (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ )

[0124] In a preferred embodiment, Z 1’ is a divalent organic group.

[0125] In a preferred embodiment, Z 1’ is Z 1’ Preferably, in the formula (S2), (Si-Z 1’ --Si) does not contain a siloxane bond.

[0126] Z 1’ is preferably C 1-6 Alkylene group, -(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 groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0127] In a preferred embodiment, Z 1’ is C 1-6 Alkylene group or -(CH2) z3’ -Phenylene-(CH2) z4’ -, preferably -phenylene-(CH2) z4’ -It is.

[0128] In another preferred embodiment, Z 1’ is C 1-3 In one embodiment, Z is an alkylene group. 1’ can be -CH2CH2CH2-. In another embodiment, Z 1’ can be -CH2CH2-.

[0129] Above R 21’ are each independently -Z 1” -SiR 22” q1” R 23” r1” It is.

[0130] Above Z 1” are each independently an oxygen atom or a divalent organic group. 1” The structure written as is shown on the right side (SiR 22” q1” R 23” r1”)

[0131] In a preferred embodiment, Z 1” is a divalent organic group.

[0132] In a preferred embodiment, Z 1” is Z 1” Preferably, in the formula (S2), (Si-Z 1” --Si) does not contain a siloxane bond.

[0133] Z 1” is preferably C 1-6 Alkylene group, -(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 groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0134] In a preferred embodiment, Z 1” is C 1-6 Alkylene group or -(CH2) z3” -Phenylene-(CH2) z4” -, preferably -phenylene-(CH2) z4” -It is. 1” is such a group, light resistance, particularly ultraviolet resistance, can be improved.

[0135] In another preferred embodiment, Z 1” is C1-3 In one embodiment, Z is an alkylene group. 1” can be -CH2CH2CH2-. In another embodiment, Z 1” can be -CH2CH2-.

[0136] Above R 22” are each independently a hydroxyl group or a hydrolyzable group.

[0137] Above R 22” are preferably each independently a hydrolyzable group.

[0138] Above R 22” are preferably each independently -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h or -NCO (wherein R h is a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR h (i.e., an alkoxy group). h Examples of R include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is a methyl group, and in another embodiment, R h is an ethyl group.

[0139] R 23” are each independently a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0140] R 23” In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0141] Each q1″ is independently an integer of 0 to 3, and each r1″ is independently an integer of 0 to 3. The sum of q1″ and r1″ is not more than (SiR 22” q1” R 23” r1” ) units, it is 3.

[0142] q1” is (SiR 22” q1” R 23” r1” ) units are each independently preferably an integer of 1 to 3, more preferably 2 or 3, and even more preferably 3.

[0143] R 22’ are each independently a hydroxyl group or a hydrolyzable group.

[0144] R 22’ are preferably each independently a hydrolyzable group.

[0145] R 22’ are preferably each independently -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h or -NCO (wherein R h is a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR h (i.e., an alkoxy group). h Examples of R include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is a methyl group, and in another embodiment, R h is an ethyl group.

[0146] R 23’are each independently a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0147] R 23’ In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0148] Each p1' is independently an integer of 0 to 3, each q1' is independently an integer of 0 to 3, and each r1' is independently an integer of 0 to 3. The sum of p', q1', and r1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) units, it is 3.

[0149] In one embodiment, p1' is 0.

[0150] In one embodiment, p1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) units may each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1' is 3.

[0151] In one embodiment, q1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) units each independently represents an integer of 1 to 3, preferably an integer of 2 or 3, and more preferably 3.

[0152] In one embodiment, p1' is 0 and q1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’) units each independently represents an integer of 1 to 3, preferably an integer of 2 or 3, and more preferably 3.

[0153] R 22 are each independently a hydroxyl group or a hydrolyzable group.

[0154] R 22 are preferably each independently a hydrolyzable group.

[0155] R 22 are preferably each independently -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h or -NCO (wherein R h is a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR h (i.e., an alkoxy group). h Examples of R include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is a methyl group, and in another embodiment, R h is an ethyl group.

[0156] Above R 23 are each independently a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0157] R 23 In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0158] Each of the above p1's is independently an integer of 0 to 3, each of the q1's is independently an integer of 0 to 3, and each of the r1's is independently an integer of 0 to 3. The sum of p1, q1, and r1 is (SiR 21 p1 R 22 q1 R 23 r1 ) units, it is 3.

[0159] In one embodiment, p1 is 0.

[0160] In one embodiment, p1 is (SiR 21 p1 R 22 q1 R 23 r1 ) units may each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p1 is 3.

[0161] In one embodiment, q1 is (SiR 21 p1 R 22 q1 R 23 r1 ) units each independently represents an integer of 1 to 3, preferably an integer of 2 or 3, and more preferably 3.

[0162] In one embodiment, p1 is 0 and q1 is (SiR 21 p1 R 22 q1 R 23 r1 ) units each independently represents an integer of 1 to 3, preferably an integer of 2 or 3, and more preferably 3.

[0163] In the formula, R b1 are each independently a hydroxyl group or a hydrolyzable group.

[0164] R b1 are preferably each independently a hydrolyzable group.

[0165] R b1 are preferably each independently -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h or -NCO (wherein R h is a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR h (i.e., an alkoxy group). h Examples of R include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is a methyl group, and in another embodiment, R h is an ethyl group.

[0166] In the formula, R c1 are each independently a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0167] R c1 In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0168] Each k1 is independently an integer of 0 to 3, each l1 is independently an integer of 0 to 3, and each m1 is independently an integer of 0 to 3. The sum of k1, l1, and m1 is (SiR a1 k1 R b1 l1 R c1 m1 ) units, it is 3.

[0169] In one embodiment, k1 is (SiR a1 k1 Rb1 l1 R c1 m1 ) units are each independently an integer of 1 to 3, preferably 2 or 3, and more preferably 3. In a preferred embodiment, k1 is 3.

[0170] In formula (S2), there are at least two Si atoms having hydroxyl groups or hydrolyzable groups bonded thereto.

[0171] In a preferred embodiment, in the terminal portion of formula (S2), there are at least two Si atoms to which hydroxyl groups or hydrolyzable groups are bonded.

[0172] In a preferred embodiment, the group represented by formula (S2) is -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). Z 1 , Z 1’ , Z 1” , R 22 , R 23 , R 22’ , R 23’ , R 22” , and R 23” has the same meaning as above.

[0173] In a preferred embodiment, in formula (S2), R 21’When present, at least one, and preferably all, R 21’ In the above formula, q1″ is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0174] In a preferred embodiment, in formula (S2), R 21 When present, at least one, and preferably all, R 21 In the above formula, p1' is 0, and q1' is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0175] In a preferred embodiment, in formula (S2), R a1 When present, at least one, and preferably all, R a1 In the above formula, p1 is 0, and q1 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0176] 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.

[0177] R d1 are each independently -Z 2 -CR 31 p2 R 32 q2 R 33 r2 It is.

[0178] Z 2 are each independently a single bond, an oxygen atom, or a divalent organic group. 2 The structure written as is shown on the right side (CR 31 p2 R 32 q2 R 33 r2 )

[0179] In a preferred embodiment, Z 2 is a divalent organic group.

[0180] In a preferred embodiment, Z 2 does not contain a siloxane bond.

[0181] Z 2 is preferably C 1-6 Alkylene group, -(CH2) z5 -O-(CH2) z6 - (wherein z5 is an integer of 0 to 6, for example, an integer of 1 to 6, and z6 is an integer of 0 to 6, for example, an integer of 1 to 6), or -(CH2) z7 -Phenylene-(CH2) z8 - (wherein z7 is an integer of 0 to 6, for example, an integer of 1 to 6, and z8 is an integer of 0 to 6, for example, an integer of 1 to 6). 1-6 The alkylene groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0182] In a preferred embodiment, Z 2 is C 1-6 Alkylene group or -(CH2) z7 -Phenylene-(CH2) z8 -, preferably -phenylene-(CH2) z8 -It is. 2 is such a group, light resistance, particularly ultraviolet resistance, can be improved.

[0183] In another preferred embodiment, the Z 2 is C 1-3 In one embodiment, Z is an alkylene group. 2 can be -CH2CH2CH2-. In another embodiment, Z 2 can be -CH2CH2-.

[0184] R 31 are each independently -Z 2’ -CR 32’ q2’ R33’ r2’ It is.

[0185] Z 2’ are each independently a single bond, an oxygen atom, or a divalent organic group. 2’ The structure written as is shown on the right side (CR 32’ q2’ R 33’ r2’ )

[0186] In a preferred embodiment, Z 2’ does not contain a siloxane bond.

[0187] Z 2’ is preferably C 1-6 Alkylene group, -(CH2) z5’ -O-(CH2) z6’ - (wherein z5' is an integer of 0 to 6, for example, an integer of 1 to 6, and z6' is an integer of 0 to 6, for example, an integer of 1 to 6), or -(CH2) z7’ -Phenylene-(CH2) z8’ - (wherein z7' is an integer of 0 to 6, for example, an integer of 1 to 6, and z8' is an integer of 0 to 6, for example, an integer of 1 to 6). 1-6 The alkylene groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0188] In a preferred embodiment, Z 2’ is C 1-6 Alkylene group or -(CH2) z7’ -Phenylene-(CH2) z8’ -, preferably -phenylene-(CH2) z8’ -It is. 2’ is such a group, light resistance, particularly ultraviolet resistance, can be improved.

[0189] In another preferred embodiment, the Z 2’ is C 1-3 In one embodiment, Z is an alkylene group. 2’ can be -CH2CH2CH2-. In another embodiment, Z 2’ can be -CH2CH2-.

[0190] R 32’ are each independently -Z 3 -SiR 34 n2 R 35 3-n2 It is.

[0191] Z 3 are each independently a single bond, an oxygen atom, or a divalent organic group. 3 The structure written as is shown on the right side (SiR 34 n2 R 35 3-n2 )

[0192] In one embodiment, Z 3 is an oxygen atom.

[0193] In one embodiment, Z 3 is a divalent organic group.

[0194] In a preferred embodiment, Z 3 does not contain a siloxane bond.

[0195] Z 3 is preferably C 1-6 Alkylene group, -(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). 1-6The alkylene groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C 2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0196] In a preferred embodiment, Z 3 is C 1-6 Alkylene group or -(CH2) z7” -Phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” -It is. 3 is such a group, light resistance, particularly ultraviolet resistance, can be improved.

[0197] In another preferred embodiment, the Z 3 is C 1-3 In one embodiment, Z is an alkylene group. 3 can be -CH2CH2CH2-. In another embodiment, Z 3 can be -CH2CH2-.

[0198] R 34 are each independently a hydroxyl group or a hydrolyzable group.

[0199] R 34 are preferably each independently a hydrolyzable group.

[0200] R 34 are preferably each independently -OR h , -OCOR h , -ON=CR h 2, -NR h 2, -NHR h , -NCO, or halogen (wherein R h is a substituted or unsubstituted C 1-4 alkyl group), more preferably -OR h (i.e., an alkoxy group). hExamples of R include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred. In one embodiment, R h is a methyl group, and in another embodiment, R h is an ethyl group.

[0201] R 35 are each independently a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0202] R 35 In the above, the monovalent organic group is preferably C 1-20 is an alkyl group, more preferably C 1-6 It is preferably an alkyl group, more preferably a methyl group.

[0203] n2 is (SiR 34 n2 R 35 3-n2 ) units are each independently an integer of 0 to 3. However, in the terminal portion of formula (S3), n2 is 1 to 3 (SiR 34 n2 R 35 3-n2 In other words, at least two Si atoms having hydroxyl groups or hydrolyzable groups bonded thereto are present in the terminal portion of formula (S3).

[0204] n2 is (SiR 34 n2 R 35 3-n2 ) units are each independently preferably an integer of 1 to 3, more preferably 2 or 3, and even more preferably 3.

[0205] R 33’ are each independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0206] R 33’ In the above, the monovalent organic group is preferably C 1-20 Alkyl group or -(C s H 2s ) t1 -(OC 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; and 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 groups, more preferably C 1-6 An alkyl group, particularly preferably a methyl group, is preferred.

[0207] In one embodiment, R 33’ is a hydroxyl group.

[0208] In another embodiment, R 33’ is a monovalent organic group, preferably C 1-20 is an alkyl group, more preferably C 1-6 It is an alkyl group.

[0209] Each of the q2's is independently an integer of 0 to 3, and each of the r2's is independently an integer of 0 to 3. The sum of q2' and r2' is not more than (CR 32’ q2’ R 33’ r2’ ) units, it is 3.

[0210] q2' is (CR 32’ q2’ R 33’ r2’ ) units are each independently preferably an integer of 1 to 3, more preferably 2 or 3, and even more preferably 3.

[0211] R 32 are each independently -Z 3 -SiR 34 n2 R 35 3-n2This is -Z 3 -SiR 34 n2 R 35 3-n2 is the above R 32’ This has the same meaning as described above.

[0212] R 33 are each independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0213] R 33 In the above, the monovalent organic group is preferably C 1-20 Alkyl group or -(C s H 2s ) t1 -(OC 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; and 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 groups, more preferably C 1-6 An alkyl group, particularly preferably a methyl group, is preferred.

[0214] In one embodiment, R 33 is a hydroxyl group.

[0215] In another embodiment, R 33 is a monovalent organic group, preferably C 1-20 is an alkyl group, more preferably C 1-6 It is an alkyl group.

[0216] Each p2 is independently an integer of 0 to 3, each q2 is independently an integer of 0 to 3, and each r2 is independently an integer of 0 to 3. The sum of p2, q2, and r2 is (CR 31 p2 R 32 q2 R 33 r2 ) units, it is 3.

[0217] In one embodiment, p2 is 0.

[0218] In one embodiment, p2 is (CR 31 p2 R 32 q2 R 33 r2 ) units may each independently be an integer of 1 to 3, an integer of 2 to 3, or 3. In a preferred embodiment, p2 is 3.

[0219] In one embodiment, q2 is (CR 31 p2 R 32 q2 R 33 r2 ) units each independently represents an integer of 1 to 3, preferably an integer of 2 or 3, and more preferably 3.

[0220] In one embodiment, p2 is 0 and q2 is (CR 31 p2 R 32 q2 R 33 r2 ) units each independently represents an integer of 1 to 3, preferably an integer of 2 or 3, and more preferably 3.

[0221] R e1 are each independently -Z 3 -SiR 34 n2 R 35 3-n2 This is -Z 3 -SiR 34 n2 R 35 3-n2 is the above R 32’ This has the same meaning as described above.

[0222] R f1 are each independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such monovalent organic groups are monovalent organic groups excluding the above hydrolyzable groups.

[0223] R f1 In the above, the monovalent organic group is preferably C 1-20 Alkyl group or -(C s H 2s ) t1 -(OC 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; and 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 groups, more preferably C 1-6 An alkyl group, particularly preferably a methyl group, is preferred.

[0224] In one embodiment, R f1 is a hydroxyl group.

[0225] In another embodiment, R f1 is a monovalent organic group, preferably C 1-20 is an alkyl group, more preferably C 1-6 It is an alkyl group.

[0226] Each k2 is independently an integer of 0 to 3, each l2 is independently an integer of 0 to 3, and each m2 is independently an integer of 0 to 3. The sum of k2, l2, and m2 is (CR d1 k2 R e1 l2 R f1 m2 ) units, it is 3.

[0227] In one embodiment, n2 is 1 to 3, preferably 2 or 3, more preferably 3 (SiR 34 n2 R 35 3-n2 ) units are present at each terminal portion of formula (S3) by 2 or more, for example, 2 to 27, preferably 2 to 9, more preferably 2 to 6, further preferably 2 to 3, and particularly preferably 3.

[0228] In a preferred embodiment, in formula (S3), R 32’ When present, at least one, and preferably all, R 32’ In the above formula, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0229] In a preferred embodiment, in formula (S3), R 32 When present, at least one, and preferably all, R 32 In the above formula, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0230] In a preferred embodiment, in formula (S3), R e1 When present, at least one, and preferably all, R a1 In the above formula, n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3.

[0231] In a preferred embodiment, in formula (S3), k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.

[0232] R g1 and R h1 are each independently -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 Here, R 11 , R 12 , R a1 , R b2 , R c1 , R d1 , R e1, R f1 , n1, k1, l1, m1, k2, l2, and m2 are as defined above.

[0233] In a preferred embodiment, R g1 and R h1 are each independently -Z 4 -SiR 11 n1 R 12 3-n1 It is.

[0234] Above Z 4 are each independently a single bond, an oxygen atom, or a divalent organic group. 4 The structure written as is shown on the right side (SiR 11 n1 R 12 3-n1 )

[0235] In one embodiment, Z 4 is an oxygen atom.

[0236] In one embodiment, Z 4 is a divalent organic group.

[0237] In a preferred embodiment, Z 4 does not contain a siloxane bond.

[0238] Z 4 is preferably C 1-6 Alkylene group, -(CH2) z5” -O-(CH2) z6” - (wherein z5" is an integer of 0 to 6, for example, an integer of 1 to 6, and z6" is an integer of 0 to 6, for example, an integer of 1 to 6), or -(CH2) z7” -Phenylene-(CH2) z8” - (wherein z7" is an integer of 0 to 6, for example, an integer of 1 to 6, and z8" is an integer of 0 to 6, for example, an integer of 1 to 6). 1-6 The alkylene groups may be linear or branched, but are preferably linear. These groups may contain, for example, fluorine atoms, C 1-6 Alkyl group, C2-6 Alkenyl groups, and C 2-6 It may be substituted by one or more substituents selected from alkynyl groups, but is preferably unsubstituted.

[0239] In a preferred embodiment, Z 4 is C 1-6 Alkylene group or -(CH2) z7” -Phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” -It is. 3 is such a group, light resistance, particularly ultraviolet resistance, can be improved.

[0240] In another preferred embodiment, the Z 4 is C 1-3 In one embodiment, Z is an alkylene group. 4 can be -CH2CH2CH2-. In another embodiment, Z 4 can be -CH2CH2-.

[0241] In one embodiment, formulas (S1), (S2), (S3), and (S4) do not contain a siloxane bond.

[0242] In one embodiment, R Si is a group represented by formula (S2), (S3), or (S4).

[0243] In one embodiment, R Si is a group represented by formula (S3), (S4) or (S5).

[0244] In one embodiment, R Si is a group represented by the formula (S1). In a preferred embodiment, n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0245] In one embodiment, R Si is a group represented by formula (S2). In a preferred embodiment, formula (S2) is -SiR a1 2R c1 , or -SiRa1 3, R a1 -Z 1 -SiR 22 q1 R 23 r1 and Z 1 is C 1-6 Alkylene group, -(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 It is an alkylene group, and q1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0246] 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 and Z 3 is C 1-6 Alkylene group, -(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 It is an alkylene group, and n2 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0247] In one embodiment, R Siis a group represented by formula (S4). In a preferred embodiment, R g1 and R h1 -Z 4 -SiR 11 n1 R 12 3-n1 and Z 4 is C 1-6 Alkylene group, -(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 It is an alkylene group, and n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0248] The compound represented by formula (1) can be produced, for example, by the following method. First, an unsaturated carboxylic acid or an unsaturated carboxylic acid ester, for example, a compound represented by the formula: CH2=CH-R 71 -COOR 72 [In the formula, R 71 is an alkylene group having 9 or more carbon atoms, R 72 is a hydrogen atom or C 1-6 is an alkyl group. and silane compounds, for example compounds represented by the formula: R 3 -(SiR 4 2O) n -SiR 4 2-H [In formula: R 3 is C 1-12 is an alkyl group, R 4 are each independently 1-12 is an alkyl group, n is 0 to 1500. and reacting with a compound represented by the formula: R 3 -(SiR 4 2O) n -SiR 4 2-CH2CH2-R 71 -COOR 72 Then, the resulting compound is reacted with an amine derivative having a terminal carbon-carbon double bond, for example, a compound represented by the formula: NH2-R 73 [In the formula, R 73 -R 74 -CH=CH2 or -R 75 (-R 74 -CH=CH2)3, R 74 is a single bond or C 1-6 is an alkylene group, R 75 -R 76 -C, R 76 is a single bond or C 1-6 is an alkylene group. and reacting the compound represented by R 3 -(SiR 4 2O) n -SiR 4 2-CH2CH2-R 71 -CONH2-R 74 -CH=CH2, or R 3 -(SiR 4 2O) n -SiR 4 2-CH2CH2-R 71 -CONH2-R 75 (-R 74 -CH=CH2)3 Finally, the compound obtained above is reacted with a compound represented by, for example, the formula: HSi(R 77 )3 [In the formula, R 77 is a hydrolyzable group. A compound represented by formula (1) can be obtained by reacting the compound represented by formula (1) with a compound represented by formula (1).

[0249] Next, the surface treatment agent of the present invention will be described.

[0250] The surface treatment agent of the present disclosure contains at least one compound represented by formula (1).

[0251] In one embodiment, the surface treatment agent of the present disclosure is at least one compound represented by formula (1) itself.

[0252] In one embodiment, the content of the compound represented by the above formula (1) may be preferably 0.1 to 50.0 mass%, more preferably 1.0 to 30.0 mass%, further preferably 5.0 to 25.0 mass%, and particularly preferably 10.0 to 20.0 mass%, based on the total mass of the surface treatment agent.

[0253] In another embodiment, the content of the compound represented by the above formula (1) may be preferably 0.001 to 30 mass%, more preferably 0.01 to 10 mass%, even more preferably 0.05 to 5 mass%, and particularly preferably 0.05 to 2 mass%, based on the total mass of the surface treatment agent.

[0254] In one embodiment, the surface treatment agent of the present disclosure may contain at least one of the compound of the present disclosure and a condensate in which at least a portion of the compound of the present disclosure is condensed.

[0255] In the above embodiment, the content of the condensate may be preferably 40% by mass or less, more preferably 30% by mass or less, based on the total of the silane compound and the condensate. Here, the content of the condensate can be determined, for example, from the abundance ratio of peak position and area in GPC (gel permeation chromatography).

[0256] The surface treatment agent of the present disclosure may include a solvent, a (non-reactive) silicone compound that may be understood as silicone oil (hereinafter referred to as "silicone oil"), an amine compound, an alcohol, a catalyst, a surfactant, a polymerization inhibitor, a sensitizer, and the like.

[0257] In one embodiment, the surface treatment agent of the present disclosure is R 90 This includes compounds represented by -OH. R 90 is a monovalent organic group, preferably C 1-20 Alkyl group or C 3-20 These groups are alkylene groups, and may be substituted with one or more substituents. Examples of the substituents include a hydroxyl group, -OR 91 (where R 91 is C 1-10 Alkyl groups, preferably C 1-3 Alkyl groups, for example methyl groups, can be mentioned.

[0258] In one embodiment, the surface treatment agent of the present disclosure is R 81 OR 82 , R 83 n8 C6H 6-n8 , R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 -R 89 , and (OSiR 87 R 88 ) m9 [In the ceremony R 81 ~R 89 are each independently a monovalent organic group having 1 to 10 carbon atoms, m8 is an integer from 1 to 6; m9 is an integer from 3 to 8; n8 is an integer from 0 to 6. The solvent may include a solvent selected from compounds represented by the formula:

[0259] The monovalent organic group having 1 to 10 carbon atoms may be a straight chain or a branched chain, and may further contain a cyclic structure.

[0260] 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.

[0261] In another embodiment, the monovalent organic group having 1 to 10 carbon atoms does not contain a halogen atom.

[0262] In a preferred embodiment, the monovalent organic group having 1 to 10 carbon atoms is a hydrocarbon group which may be substituted with a halogen, and preferably a hydrocarbon group which is not substituted with a halogen.

[0263] In one embodiment, the hydrocarbon group is linear.

[0264] In another embodiment, the hydrocarbon group is branched.

[0265] In another embodiment, the hydrocarbon group comprises a cyclic structure.

[0266] In one embodiment, the solvent is R 81 OR 82 It is.

[0267] R 81 and R 82 are each independently preferably a hydrocarbon group having 1 to 8 carbon atoms, more preferably C 1-6 or C 5-8 It may be a cycloalkyl group of the formula:

[0268] In one embodiment, the solvent is R 83 n8 C6H 6-n8 It is.

[0269] C6H 6-n8 is an n8-valent benzene ring. That is, R 83 n8 C6H 6-n8 is n8 R 83 is benzene substituted with

[0270] R 83 each independently represents a halogen or a C optionally substituted by a halogen 1-6 The alkyl group may be:

[0271] n8 is preferably an integer of 1 to 3.

[0272] In one embodiment, the solvent is R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 -R 89 It is.

[0273] In one embodiment, the solvent is (OSiR 87 R 88 ) m9 (OSiR 87 R 88 ) m9 Multiple OSiR 87 R 88 It is a cyclic siloxane formed by bonding units in a ring.

[0274] R 84 ~R 89 are each independently a hydrogen atom or C 1-6 Alkyl groups of the formula C 1-6 More preferably, the alkyl group 1-3 and more preferably a methyl group.

[0275] m8 is preferably an integer of 1 to 6, more preferably an integer of 1 to 5, and further preferably 1 to 2.

[0276] m9 is preferably an integer of 3 to 6, and more preferably an integer of 3 to 5.

[0277] In one embodiment, the solvent may be, for example, an aliphatic hydrocarbon such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, or mineral spirit; an aromatic hydrocarbon such as benzene, toluene, xylene, naphthalene, or solvent naphtha; an aromatic hydrocarbon such as methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, carbitol acetate, diethyl oxalate, ethyl pyruvate, or ethyl 2-hydroxybutyrate. esters such as acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methyl amino ketone, 2-heptanone; ethyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether ... Glycol ethers such as glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol dimethyl ether, and ethylene glycol monoalkyl ether; alcohols such as methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol; glycols such as ethylene glycol and propylene glycol; cyclic ethers such as tetrahydrofuran, tetrahydropyran, and dioxane; amides such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone; ether alcohols such as methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, and diethylene glycol monomethyl ether; diethylene glycol monoethyl ether acetate;Polyfluoroaromatic hydrocarbons (e.g., 1,3-bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g., C6F; 13 CH2CH3 (e.g., Asahiklin (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), C6F 13H (e.g., Asahiklin (registered trademark) AC-2000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (e.g., Zeorora (registered trademark) H manufactured by Zeon Corporation); fluorine-containing hydrocarbons such as 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225), and 1,3-bis(trifluoromethyl)benzene; CF3CH2OH, CF3 Fluorine-containing alcohols such as CF2CH2OH and (CF3)2CHOH; hydrofluoroethers (HFEs) (for example, perfluoropropyl methyl ether (C3F7OCH3) (for example, Novec (trademark) 7000 manufactured by Sumitomo 3M Limited), perfluorobutyl methyl ether (C4F9OCH3) (for example, Novec (trademark) 7100 manufactured by Sumitomo 3M Limited), perfluorobutyl ethyl ether (C4F9OC2H5) (for example, Novec (trademark) 7200 manufactured by Sumitomo 3M Limited), perfluoro alkyl perfluoroalkyl ethers (wherein the perfluoroalkyl group and the alkyl group may be linear or branched) such as fluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g., Novec (trademark) 7300 manufactured by Sumitomo 3M Limited), or CF3CH2OCF2CHF2 (e.g., Asahiklin (registered trademark) AE-3000 manufactured by Asahi Glass Co., Ltd.), hydrofluoroolefins; CF3CH=CHCl (e.g., CELEFIN (registered trademark) 1233Z manufactured by Central Glass Co., Ltd.), ), CHFCF=CHCl (for example, AMOLEA (registered trademark) AS-300 manufactured by Asahi Glass Co., Ltd.), ethers such as cyclopentyl methyl ether, siloxanes such as hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, and dimethylsulfoxide. Alternatively, a mixed solvent of two or more of these may be used.Among these, aliphatic hydrocarbons, esters, glycol ethers, alcohols, ether alcohols, and siloxanes are preferred.For example, hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, mineral spirits, methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, diethylene glycol monomethyl ether, hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, octamethylcyclotetrasiloxane, and octamethylcyclopentasiloxane are preferred. Furthermore, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol diethyl ether, 2-ethoxyethanol, 1,2-diethoxyethane, 2-methoxyethanol, tetraethylene glycol dimethyl ether, diethylene glycol dibutyl ether, diethylene glycol monohexyl ether, and methoxycyclopentane are particularly preferred.

[0278] The silicone oil is not particularly limited, but may be, for example, a silicone oil represented by the following general formula (3a): R 1a -(SiR 3a 2-O) a1 -SiR 3a 2-R 1a (3a) [In formula: R 1a are each independently a hydrogen atom or a hydrocarbon group, R 3a are each independently a hydrogen atom or a hydrocarbon group, a1 is 2 to 3000. Examples of the compound include compounds represented by the following formula:

[0279] Above R 3a are each independently a hydrogen atom or a hydrocarbon group. Such a hydrocarbon group may be substituted.

[0280] R 3a are each independently preferably an unsubstituted hydrocarbon group or a hydrocarbon group substituted with a halogen atom. Such a halogen atom is preferably a fluorine atom.

[0281] R 3a each independently is preferably C optionally substituted by a halogen atom 1-6 An alkyl group or an aryl group, more preferably C 1-6 It is an alkyl group or an aryl group.

[0282] Above C 1-6 The alkyl group may be straight-chain or branched-chain, but is preferably straight-chain. C 1-6 The alkyl group is preferably C 1-3 It is preferably an alkyl group, more preferably a methyl group.

[0283] The aryl group is preferably a phenyl group.

[0284] In one embodiment, R 3a are each independently 1-6 Alkyl groups, preferably C 1-3 It is preferably an alkyl group, more preferably a methyl group.

[0285] In another embodiment, R 3a is a phenyl group.

[0286] In another embodiment, R 3a is a methyl group or a phenyl group, preferably a methyl group.

[0287] Above R 1aare each independently a hydrogen atom or a hydrocarbon group, and 3a This has the same meaning as:

[0288] R 1a each independently is preferably C optionally substituted by a halogen atom 1-6 An alkyl group or an aryl group, more preferably C 1-6 It is an alkyl group or an aryl group.

[0289] In one embodiment, R 1a are each independently 1-6 Alkyl groups, preferably C 1-3 It is preferably an alkyl group, more preferably a methyl group.

[0290] In another embodiment, R 1a is a phenyl group.

[0291] In another embodiment, R 1a is a methyl group or a phenyl group, preferably a methyl group.

[0292] The above a1 is 2 to 1500. a1 may be preferably 5 or more, more preferably 10 or more, even more preferably 15 or more, for example 30 or more, or 50 or more. a1 may be preferably 1000 or less, more preferably 500 or less, even more preferably 200 or less, even more preferably 150 or less, for example 100 or less, or 80 or less.

[0293] a1 may be preferably 5-1000, more preferably 10-500, further preferably 15-200, and even more preferably 15-150.

[0294] Another silicone oil is (3b) below: R 1a -R S2 -R 3a (3b) [In formula: R 1a are each independently a hydrocarbon group; R3a are each independently a hydrocarbon group; R S2 -R SO -SiR 5 2- and R SO are each independently represented by the following formula: [ka] (In the formula: R 3 are each independently 1-12 Alkylene group, -R 6 -OR 6 -, -R 8 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 6 -R 9 -R 7 -R 8 - or -R 9 -R 6 -R 9 -R 7 -R 9 -R 6 -R 9 - and R 4 are each independently 1-12 Alkylene group, -R 6 -OR 6 -, -R 8 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 6 -R 9 -R 7 -R 8 - or -R 9 -R6 -R 9 -R 7 -R 9 -R 6 -R 9 - and R 6 are each independently 1-6 is an alkylene group, R 7 each independently represents an optionally substituted phenylene group or naphthylene group, R 8 each independently represents a single bond or C 1-6 is an alkylene group, R 9 are each independently a single bond or an oxygen atom; R 5 are each independently a hydrocarbon group; x is an integer from 0 to 200; y is an integer from 0 to 200; z is an integer from 0 to 200; x+y+z is greater than or equal to 1, The order of occurrence of each repeating unit enclosed in parentheses with x, y, or z is arbitrary in the formula. is a group represented by the following formula: Examples of the compound include compounds represented by the following formula:

[0295] 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 can be measured using GPC.

[0296] The silicone oil may be, for example, -(SiR 3a 2-O) a1A linear or cyclic silicone oil having an a1 of 30 or less can be used. The linear silicone oil may be a so-called straight silicone oil or a modified silicone oil. Examples of the straight silicone oil include dimethyl silicone oil, methylphenyl silicone oil, and methylhydrogen silicone oil. Examples of the modified silicone oil include straight silicone oil modified with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, and the like. Examples of the cyclic silicone oil include cyclic dimethylsiloxane oil.

[0297] The silicone oil may be contained in an amount of, for example, 0 to 50% by mass, preferably 0.001 to 30% by mass, and more preferably 0.1 to 5% by mass, relative to the surface treatment agent of the present disclosure.

[0298] In the surface treatment agent of the present disclosure, such silicone oil may be contained in an amount of, for example, 0 to 300 parts by mass, preferably 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 a total of 100 parts by mass of the compounds of the present disclosure (when there are two or more types, the total of these, the same applies below).

[0299] The silicone oil contributes to improving the surface slipperiness of the surface treatment layer.

[0300] Examples of the alcohols include methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol. Addition of these alcohols to the surface treatment agent improves the stability of the surface treatment agent.

[0301] 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 an unshared electron pair in the molecular structure, or nitrogen-containing compounds (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphoric acid amide compounds, amide compounds, urea compounds), etc.

[0302] Examples of the aliphatic amine compound include diethylamine, triethylamine, etc. Examples of the aromatic amine compound include aniline, pyridine, etc.

[0303] In a preferred embodiment, the transition metal is contained as a transition metal compound represented by MR (wherein M is a transition metal atom and R is a hydrolyzable group). By making the transition metal compound a compound in which a transition metal is bonded to a hydrolyzable group, the transition metal atom can be contained more efficiently in the surface treatment layer, and the friction durability and chemical resistance of the surface treatment layer can be further improved.

[0304] The hydrolyzable group means a group that can undergo hydrolysis, similar to the hydrolyzable group in the above compound, that is, a group that can be eliminated from a transition metal atom by hydrolysis. Examples of the hydrolyzable group include -OR m , -OCOR m , -ON=CR m 2, -NR m 2, -NHR m , -NCO, halogen (wherein R m is a substituted or unsubstituted C 1-4 (representing an alkyl group) and the like.

[0305] In a preferred embodiment, the hydrolyzable group is -OR mBy using an alkoxy group as the hydrolyzable group, the transition metal atom can be more efficiently incorporated into the surface treatment layer, and the friction durability and chemical resistance of the surface treatment layer can be further improved.

[0306] In one embodiment, the hydrolyzable group may be the same as the hydrolyzable group contained in the compound described above. By making the hydrolyzable groups in the compound and the transition metal compound the same, even if the hydrolyzable groups are exchanged with each other, the effect can be reduced.

[0307] In another embodiment, the hydrolyzable group may be different from the hydrolyzable group contained in the compound described above. By making the hydrolyzable groups in the compound and the transition metal compound different, the hydrolysis reactivity can be controlled.

[0308] In one embodiment, the hydrolyzable group and the hydrolyzable group contained in the compound may be interchangeable in the surface treatment agent.

[0309] In a preferred embodiment, the transition metal compound is Ta(OR m )5(wherein, R m is a substituted or unsubstituted C 1-4 ), preferably Ta(OCH2CH3)5 or Si(OR m ) 1-m1 R m’ m1 (In the formula, R m is a substituted or unsubstituted C 1-4 is an alkyl group, R m’ is C 1-4 is an alkyl group, and m1 is 0 or 1.) and preferably tetraethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, tetraisopropoxysilane, dimethyldiethoxysilane, or dimethyldimethoxysilane.

[0310] The catalyst may be contained in an amount of, for example, 0.0002% by mass or more based on the entire surface treatment agent. The catalyst is preferably contained in an amount of 0.02% by mass or more based on the entire surface treatment agent, and more preferably contained in an amount of 0.04% by mass or more based on the entire surface treatment agent. The catalyst may be contained in an amount of, for example, 10% by mass or less based on the entire surface treatment agent, and particularly 1% by mass or less. The surface treatment agent of the present disclosure may contribute to the formation of a surface treatment layer with better durability by containing the catalyst in the above-mentioned concentration.

[0311] The content of the catalyst is preferably 0 to 10% by mass, more preferably 0 to 5% by mass, and particularly preferably 0 to 1% by mass, based on the compound of the present disclosure.

[0312] The catalyst promotes the hydrolysis and dehydration condensation of the compound of the present disclosure, and promotes the formation of the layer formed by the surface treatment agent of the present disclosure.

[0313] Other examples of the other components include tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, and methyltriacetoxysilane in addition to the above.

[0314] In addition to the components described above, the surface treatment agent of the present disclosure may contain trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and silane condensates.

[0315] In one embodiment, the surface treatment agent of the present disclosure is for dry coating methods, preferably vacuum deposition.

[0316] In one embodiment, the surface treatment agent of the present disclosure is for use in a wet coating method, preferably dip coating.

[0317] The surface treatment agent of the present disclosure can be impregnated into a porous material, such as a porous ceramic material or a metal fiber, such as steel wool, and formed into a pellet. The pellet can be used, for example, in vacuum deposition.

[0318] The articles of the present disclosure are described below.

[0319] The article of the present disclosure includes a substrate and a layer (surface treatment layer) formed on the surface of the substrate from the surface treatment agent of the present disclosure.

[0320] Substrates that can be used in the present disclosure may be made of any suitable material, such as glass, resin (which may be a natural or synthetic resin, for example, a general plastic material), metal, ceramics, semiconductors (silicon, germanium, etc.), fibers (woven fabrics, nonwoven fabrics, etc.), fur, leather, wood, ceramics, stone, etc., building materials, etc., sanitary products, etc.

[0321] For example, when the article to be manufactured is an optical member, the material constituting the surface of the substrate may be a material for optical members, such as glass or transparent plastic. When the article to be manufactured is an optical member, the surface (outermost layer) of the substrate may have some layer (or film), such as a hard coat layer or an anti-reflection layer. The anti-reflection layer may be either a single-layer anti-reflection layer or a multi-layer anti-reflection layer. Examples of inorganic substances that can be used for the anti-reflection layer include SiO2, SiO, ZrO2, TiO2, TiO, Ti2O3, Ti2O5, Al2O3, Ta2O5, Ta3O5, Nb2O5, HfO2, Si3N4, CeO2, MgO, Y2O3, SnO2, MgF2, and WO3. These inorganic substances may be used alone or in combination of two or more of them (for example, as a mixture). When a multi-layer anti-reflection layer is used, it is preferable to use SiO2 and / or SiO for the outermost layer. When the product to be manufactured is an optical glass part for a touch panel, a transparent electrode, for example, a thin film using indium tin oxide (ITO) or indium zinc oxide, may be provided on a part of the surface of the substrate (glass). In addition, the substrate may have an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomizing film layer, a hard coating film layer, a polarizing film, a phase difference film, a liquid crystal display module, etc., depending on the specific specifications.

[0322] The shape of the substrate is not particularly limited, and may be, for example, a plate, a film, or other form. The surface region of the substrate on which the surface treatment layer is to be formed may be at least a part of the substrate surface, and may be appropriately determined according to the application and specific specifications of the product to be manufactured.

[0323] In one embodiment, the substrate may be made of a material that originally has hydroxyl groups at least on its surface. Examples of such materials include glass, metals (particularly base metals), ceramics, semiconductors, etc., on whose surfaces natural oxide films or thermal oxide films are formed. Alternatively, in cases where the substrate has insufficient hydroxyl groups, such as resins, or where the substrate does not originally have hydroxyl groups, the substrate may be subjected to some pretreatment to introduce or increase the number of hydroxyl groups on the substrate surface. Examples of such pretreatment include plasma treatment (e.g., corona discharge) and ion beam irradiation. Plasma treatment can introduce or increase hydroxyl groups on the substrate surface, and can also be suitably used to clean the substrate surface (remove foreign matter, etc.). Another example of such pretreatment is a method in which an interface adsorbent having a carbon-carbon unsaturated bond group is formed in advance in the form of a monomolecular film on the substrate surface by the LB method (Langmuir-Blodgett method) or chemical adsorption method, and then the unsaturated bond is cleaved in an atmosphere containing oxygen, nitrogen, etc.

[0324] In another embodiment, the substrate may be one in which at least the surface portion is made of a material containing another reactive group, such as a silicone compound having one or more Si-H groups, or an alkoxysilane.

[0325] In a preferred embodiment, the substrate is glass, preferably sapphire glass, soda-lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, or quartz glass, more preferably chemically strengthened soda-lime glass, chemically strengthened alkali aluminosilicate glass, or chemically bonded borosilicate glass.

[0326] In one embodiment, the article of the present disclosure may 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 durability is improved.

[0327] In a preferred embodiment, the intermediate layer may contain an alkali metal in addition to silicon oxide.

[0328] Examples of the alkali metal include lithium, sodium, potassium, etc. The alkali metal is preferably sodium.

[0329] The thickness of the intermediate layer is not particularly limited, but is preferably 1 to 200 nm, and particularly preferably 1 to 20 nm. By making the thickness of the intermediate layer equal to or greater than the lower limit of the above range, the effect of improving adhesiveness by the intermediate layer becomes greater.

[0330] The alkali metal atom concentration in the intermediate layer can be measured by various surface analysis devices, such as TOF-SIMS, XPS, and XRF.

[0331] The proportion of alkali metal atoms in the total atoms of the entire intermediate layer can be obtained by XPS depth profiling using ion sputtering, which is performed by alternating between XPS measurement and surface etching by ion sputtering using an ion gun built into the XPS instrument.

[0332] In the intermediate layer, the average value of the alkali metal concentration in a region 1 nm or less deep from the surface in contact with the surface treatment layer is obtained by obtaining a depth profile of the alkali metal atom concentration by TOF-SIMS (time-of-flight secondary ion mass spectrometry) depth profile analysis by ion sputtering, and then calculating the average value of the alkali metal atom concentration in the profile. The TOF-SIMS depth profile analysis by ion sputtering is performed by alternately repeating TOF-SIMS measurement and surface etching by ion sputtering using an ion gun built into the TOF-SIMS device.

[0333] The article of the present disclosure can be produced by forming a layer of the surface treatment agent of the present disclosure on the surface of the substrate, and then post-treating this layer as necessary, thereby forming a layer from the surface treatment agent of the present disclosure.

[0334] The layer formation of the surface treatment agent of the present disclosure can be carried out by applying the surface treatment agent to the surface of the substrate so as to coat the surface. The coating method is not particularly limited. For example, a wet coating method and a dry coating method can be used.

[0335] Examples of wet coating methods include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating, wipe coating, squeegee coating, die coating, ink jet, casting, Langmuir-Blodgett coating, and the like.

[0336] Examples of dry coating methods include deposition (usually vacuum deposition), sputtering, CVD, and similar methods. Specific examples of deposition methods (usually vacuum deposition) include resistance heating, electron beam, high frequency heating such as with microwaves, ion beam, and similar methods. Specific examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.

[0337] Furthermore, coating by atmospheric pressure plasma method is also possible.

[0338] When using the wet coating method, the surface treatment agent of the present disclosure may be diluted with a solvent and then applied to the substrate surface. From the viewpoint of the stability of the composition of the present disclosure and the volatility of the solvent, the following solvents are preferably used: aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, mineral spirits, etc.; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, solvent naphtha, etc.; methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, carby acetate, etc. Esters such as ethyl acetate, diethyl oxalate, ethyl pyruvate, ethyl 2-hydroxybutyrate, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, ethyl 2-hydroxyisobutyrate; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methyl amino ketone, 2-heptanone; ethyl cellosolve, methyl cellosol glycol ethers such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol dimethyl ether, and ethylene glycol monoalkyl ether; alcohols such as methanol, ethanol, isopropanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol; glycols such as ethylene glycol and propylene glycol; cyclic ethers such as tetrahydrofuran, tetrahydropyran, and dioxane; amides such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone;Ether alcohols such as methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, and diethylene glycol monomethyl ether; diethylene glycol monoethyl ether acetate; polyfluoroaromatic hydrocarbons (e.g., 1,3-bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g., C6F; 13 CH2CH3 (e.g., Asahiklin (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), C6F 13H (e.g., Asahiklin (registered trademark) AC-2000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (e.g., Zeorora (registered trademark) H manufactured by Zeon Corporation); fluorine-containing hydrocarbons such as 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225), and 1,3-bis(trifluoromethyl)benzene; CF3CH2OH, C Fluorine-containing alcohols such as FCFCHOH and (CF)CHOH; hydrofluoroethers (HFEs) (e.g., perfluoropropyl methyl ether (CFOCH) (e.g., Novec (trademark) 7000 manufactured by Sumitomo 3M Limited), perfluorobutyl methyl ether (CFOCH) (e.g., Novec (trademark) 7100 manufactured by Sumitomo 3M Limited), perfluorobutyl ethyl ether (CFOC2H) (e.g., Novec (trademark) 7200 manufactured by Sumitomo 3M Limited), alkyl perfluoroalkyl ethers (wherein the perfluoroalkyl group and the alkyl group may be linear or branched) such as perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g., Novec (trademark) 7300 manufactured by Sumitomo 3M Limited) or CF3CH2OCF2CHF2 (e.g., Asahiklin (registered trademark) AE-3000 manufactured by Asahi Glass Co., Ltd.)), hydrofluoroolefins; CF3CH=CHCl (e.g., CELEFIN (registered trademark) manufactured by Central Glass Co., Ltd.) 1233Z), CHFCF=CHCl (for example, AMOLEA (registered trademark) AS-300 manufactured by Asahi Glass Co., Ltd.), ethers such as cyclopentyl methyl ether, etc.; siloxanes such as hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, etc.; dimethyl sulfoxide, etc. These solvents can be used alone or as a mixture of two or more kinds.Among them, aliphatic hydrocarbons, esters, glycol ethers, alcohols, ether alcohols, and siloxanes are preferred.For example, hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, mineral spirits, methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, diethylene glycol monomethyl ether, hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, octamethylcyclotetrasiloxane, and octamethylcyclopentasiloxane are particularly preferred. Furthermore, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol diethyl ether, 2-ethoxyethanol, 1,2-diethoxyethane, 2-methoxyethanol, tetraethylene glycol dimethyl ether, diethylene glycol dibutyl ether, diethylene glycol monohexyl ether, and methoxycyclopentane are particularly preferred.

[0339] When the dry coating method is used, the surface treatment agent of the present disclosure may be subjected to the dry coating method as it is, or may be subjected to the dry coating method after being diluted with the above-mentioned solvent.

[0340] The layer formation of the surface treatment agent is preferably carried out so that the surface treatment agent of the present disclosure is present together with a catalyst for hydrolysis and dehydration condensation in the layer. Conveniently, in the case of the wet coating method, the surface treatment agent of the present disclosure may be diluted with a solvent, and then a catalyst may be added to the diluted solution of the surface treatment agent of the present disclosure immediately before application to the substrate surface. In the case of the dry coating method, the surface treatment agent of the present disclosure to which the catalyst has been added may be directly subjected to deposition (usually vacuum deposition) treatment, or a metal porous body such as iron or copper may be subjected to deposition (usually vacuum deposition) treatment using a pellet-shaped material impregnated with the surface treatment agent of the present disclosure to which the catalyst has been added.

[0341] The catalyst may be any suitable acid or base, transition metal (e.g., Ti, Ni, Sn, Zr, Al, B, etc.), sulfur-containing compound having an unshared electron pair in the molecular structure, or nitrogen-containing compound (e.g., sulfoxide compound, aliphatic amine compound, aromatic amine compound, phosphoric acid amide compound, amide compound, urea compound), etc. The acid catalyst may be, for example, acetic acid, formic acid, trifluoroacetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, methanesulfonic acid, p-toluenesulfonic acid, etc. The base catalyst may be, for example, ammonia, sodium hydroxide, potassium hydroxide, organic amines such as triethylamine, diethylamine, etc. The transition metal, aliphatic amine compound, and aromatic amine compound may be the same as those described above.

[0342] The surface treatment layer included in the article of the present disclosure has both high abrasion resistance and fingerprint wiping property.In addition to high abrasion resistance, the surface treatment layer may have water repellency, oil repellency, antifouling property (for example, preventing adhesion of dirt such as fingerprints), waterproof property (preventing water from penetrating into electronic components, etc.), surface slipperiness (or lubricity, for example, wiping property of dirt such as fingerprints, and excellent tactile feeling against fingers), chemical resistance, etc., depending on the composition of the surface treatment agent used, and may be suitably used as a functional thin film.

[0343] Therefore, the present disclosure further relates to an optical material having the above-mentioned surface treatment layer as the outermost layer.

[0344] Preferred examples of the optical material include optical materials relating to displays and the like, such as those exemplified below, as well as a wide variety of other optical materials: for example, displays such as cathode ray tubes (CRTs; for example, personal computer monitors), liquid crystal displays, plasma displays, organic electroluminescence displays, inorganic thin-film electroluminescence dot matrix displays, rear projection displays, vacuum fluorescent displays (VFDs), field emission displays (FEDs), and other displays, protective plates for such displays, or displays whose surfaces have been treated with an anti-reflection film.

[0345] The article of the present disclosure may be, but is not limited to, an optical member. Examples of optical members include lenses for glasses, front protection plates, anti-reflection plates, polarizing plates, and anti-glare plates for displays such as PDPs and LCDs, touch panel sheets for devices such as mobile phones and personal digital assistants, disc surfaces for optical discs such as Blu-ray (registered trademark) discs, DVD discs, CD-Rs, and MOs, optical fibers, and display surfaces for watches.

[0346] The article of the present disclosure may be a medical device or medical material. The article having a layer obtained by the present disclosure may be an automobile interior or exterior member. Examples of exterior materials include windows, light covers, and exterior camera covers. Examples of interior materials include instrument panel covers, navigation system touch panels, and decorative interior materials.

[0347] The thickness of the layer is not particularly limited. In the case of an optical member, the thickness of the layer is preferably in the range of 1 to 50 nm, 1 to 30 nm, and more preferably 1 to 15 nm, from the viewpoints of optical performance, abrasion resistance, and antifouling properties.

[0348] As an apparatus for performing X-ray photoelectron spectroscopy to measure the atomic composition and the ratio of constituent atoms of the surface treatment layer, an XPS, PHI5000VersaProbeII manufactured by ULVAC-PHI, Inc. can be used. The measurement conditions for XPS analysis are a monochromatic AlKα ray of 25 W for the X-ray source, a photoelectron detection area of ​​1400 μm × 300 μm, a photoelectron detection angle in the range of 20 degrees to 90 degrees (for example, 20 degrees, 45 degrees, 90 degrees), a pass energy of 23.5 eV, etc., and gas cluster ion beams, Ar ions, etc. can be used for sputtering. With the above apparatus and measurement conditions, the peak areas of C1s, O1s, and Si2p can be observed, and the atomic ratios of carbon, oxygen, and silicon can be calculated to determine the composition of the surface treatment layer and the intermediate layer.

[0349] It is also possible to carry out analysis in the depth direction. The measurement conditions for XPS analysis are: monochromatic AlKα radiation at 25 W as the X-ray source; photoelectron detection area of ​​1400 μm×300 μm; photoelectron detection angle in the range of 20 degrees to 90 degrees (for example, 20 degrees, 45 degrees, 90 degrees); pass energy of 23.5 eV; and Ar ions, gas cluster ions, C60 ions, etc. can be used as sputter ions. It is also possible to etch 1 to 100 nm by sputtering, and obtain the composition in the coating film at each etching depth.

[0350] By adjusting the photoelectron detection angle in the above XPS analysis, the detection depth can be appropriately adjusted. For example, a shallow angle close to 20 degrees can provide a detection depth of about 3 nm, while a deep angle close to 90 degrees can provide a detection depth of about 10 nm.

[0351] The intermediate layer containing silicon oxide can be formed by applying a silicon oxide precursor to the surface of the substrate. When the intermediate layer contains an alkali metal, the intermediate layer can be formed by applying a composition containing a silicon oxide precursor and an alkali metal source to the surface of the substrate.

[0352] Examples of the silicon oxide precursor include silicic acid, partial condensates of silicic acid, alkali metal silicates, silane compounds having a hydrolyzable group bonded to a silicon atom, and partial hydrolysis condensates of the silane compounds. Silicic acid and partial condensates thereof can be dehydrated and condensed to form silicon oxide, and alkali metal silicates can be converted to silicic acid and partial condensates thereof by using an acid or a cation exchange resin, and the resulting silicic acid and partial condensates can be dehydrated and condensed to form silicon oxide. Examples of the hydrolyzable group in the silane compound having a hydrolyzable group bonded to a silicon atom include an alkoxy group and a chlorine atom. The hydrolyzable group of the silane compound can be hydrolyzed to a hydroxyl group, and the resulting silanol compound can be dehydrated and condensed to form silicon oxide. Examples of the silane compound having a hydrolyzable group bonded to a silicon atom include alkoxysilanes such as tetraalkoxysilanes and alkyltrialkoxysilanes, and tetrachlorosilanes.

[0353] The alkali metal source includes alkali metal hydroxides, water-soluble alkali metal salts, etc. The water-soluble alkali metal salts include alkali metal carbonates, alkali metal hydrogencarbonates, alkali metal hydrochlorides, alkali metal nitrates, etc. The alkali metal source is preferably an alkali metal hydroxide or an alkali metal carbonate.

[0354] In addition, alkali metal silicate can be used as a silicon oxide precursor and an alkali metal source. The alkali metal silicate can be converted into silicon oxide via silicic acid, but a small amount of alkali metal may remain in the silicon oxide produced at that time. Therefore, the amount of the remaining alkali metal can be adjusted to obtain silicon oxide containing a predetermined amount of alkali metal atoms.

[0355] The thickness of the intermediate layer is not particularly limited, but is, for example, in the range of 1 to 50 nm, preferably 1 to 30 nm, more preferably 2 to 15 nm, and further preferably 3 to 10 nm.

[0356] The compounds, compositions, and articles of the present disclosure have been described in detail above. Note that the compounds, compositions, and articles of the present disclosure are not limited to those exemplified above. EXAMPLES

[0357] The present disclosure will be described below with reference to examples, but the present disclosure is not limited to the following examples.

[0358] (Synthesis Example 1) 3.02 g of 22-tricosenoic acid, 26 mL of toluene, and 17 mL of methanol were added, and then 20 mL of trimethylsilyldiazomethane was added dropwise and stirred at room temperature for 3 hours. After that, the mixture was concentrated under reduced pressure to obtain 3.11 g of compound (1).

[0359] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 1.249-1.649 (m), 2.005-2.061 (m), 2.279-2.316 (t), 1.567-1.622 (m), 3.662 (s), 4.904-5.015 (m), 5.760-5.862 (m)

[0360] Compound (1) JPEG2025026509000016.jpg14122

[0361] (Synthesis Example 2) 0.897 g of the compound (1) obtained in Synthesis Example 1, 5.0 mL of toluene, and 0.158 g of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then the mixture was cooled in an ice bath, and 0.7 mL of 1,1,1,3,3-pentamethyldisiloxane was added dropwise. After stirring for 7 hours at 60°C, purification was performed to obtain 1.17 g of the following compound (2).

[0362] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.028-0.120 (m), 0.483-0.522 (t), 1.229-1.258 (m), 1.256-1.285 (m), 1.601-1.638 (m), 2.267-2.322 (t), 3.667 (s)

[0363] Compound (2) JPEG2025026509000017.jpg18142

[0364] (Synthesis Example 3) 1.10 g of compound (2) obtained in Synthesis Example 2, 1.0 mL of toluene, 1.83 g of 4-[2,2-di(2-propylenyl)]pentenylamine, and 0.568 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 24 hours at 125° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 1.18 g of compound (3).

[0365] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.010-0.088 (m), 0.491-0.509 (m), 1.249-1.287 (m), 1.570-1.642 (m), 2.021-2.041 (d), 2.139-2.177 (t), 3.186-3.202(d), 5.070-5.116(m), 5.535 (s), 5.812-5.917 (m)

[0366] Compound (3) JPEG2025026509000018.jpg19146

[0367] (Synthesis Example 4) 1.18 g of the compound (3) obtained in Synthesis Example 3, 18.2 mL of toluene, 0.1 mL of pyridine, and 0.6 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.8 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 1.63 g of the following compound (4) having a trimethoxysilyl group at the end.

[0368] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.033-0.137 (m), 0.465-0.613 (m), 1.150-1.423 (m), 1.598-1.633 (m), 2.131-2.169 (t), 3.535-3.618 (m)

[0369] Compound (4) JPEG2025026509000019.jpg19148

[0370] (Surface treatment agent 1) The compound 4 obtained above was diluted to a 20 wt % ethanol solution, to obtain a surface treatment agent 1.

[0371] (Synthesis Example 5) 0.86 g of compound (2) obtained in Synthesis Example 2, 1.0 mL of toluene, 0.60 g of allylamine, and 0.252 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 6 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.791 g of compound (5).

[0372] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.011-0.123 (m), 0.478-0.517 (m), 1.203-1.368 (m), 1.598-1.671 (m), 2.168-2.206 (t), 3.872-3.901 (t), 5.115-5.205(m), 5.479(s), 5.792-5.889 (m)

[0373] Compound (5) JPEG2025026509000020.jpg17140

[0374] (Synthesis Example 6) 0.79 g of the compound (5) obtained in Synthesis Example 5, 15.0 mL of toluene, 0.05 mL of pyridine, and 0.6 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.0 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 0.912 g of the following compound (6) having a trimethoxysilyl group at the end.

[0375] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.005-0.202 (m), 0.472-0.591 (m), 0.623-0.664 (m), 1.245-1.282 (m), 1.576-1.669 (m), 2.119-2.158 (t), 3.216-3.265 (m), 3.534-3.614 (m)

[0376] Compound (6) JPEG2025026509000021.jpg15139

[0377] (Surface treatment agent 2) The compound 6 obtained above was used as the surface treatment agent 2 without being diluted with a solvent.

[0378] (Synthesis Example 7) 0.41 g of the compound (1) obtained in Synthesis Example 1, 1.0 g of toluene, 0.1 mL of pyridine, and 0.1 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then CH3CH2CH2CH2(Si(CH3)2O) n8.95 g of Si(CH3)2H was added and stirred overnight at room temperature. After that, purification was performed to obtain 8.36 g of the following polydimethylsiloxane group-containing compound (7).

[0379] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.085-0.299 (m), 0.509-0.558 (m), 0.866-0.901 (t), 1.256-1.329 (m), 1.601-1.638 (m), 2.283-2.321 (t), 3.666 (s)

[0380] Compound (7) JPEG2025026509000022.jpg17152(n≒60)

[0381] (Synthesis Example 8) 3.01 g of the polydimethylsiloxane group-containing compound (7) obtained in Synthesis Example 7, 3.16 g of toluene, 0.247 g of allylamine, and 0.0452 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 20 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 2.181 g of compound (8).

[0382] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.090-0.295 (m), 0.504-0.553 (m), 0.862-0.898 (t), 1.208-1.324 (m), 1.589-1.673 (m), 2.169-2.208 (t), 3.876-3.904 (m), 5.117-5.214 (m), 5.451 (s), 5.755-5.896 (m)

[0383] (Compound 8) JPEG2025026509000023.jpg16155

[0384] (Synthesis Example 9) 2.00 g of the compound (8) obtained in Synthesis Example 8, 2.00 g of toluene, 0.1 mL of pyridine, and 0.2 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.5 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 2.09 g of the following compound (9) having a trimethoxysilyl group at the end.

[0385] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.006-0.295 (m), 0.504-0.556 (m), 0.630-0.670 (m), 0.862-0.896 (m), 1.250-1.347 (m), 1.590-1.672 (m), 2.108-2.164 (t), 3.213-3.281 (m), 3.542-3.621 (m)

[0386] (Compound 9) JPEG2025026509000024.jpg14147

[0387] (Surface treatment agent 3) The compound 9 obtained above was diluted to a 20 wt % hexamethyldisiloxane solution, and a surface treatment agent 3 was obtained.

[0388] (Synthesis Example 10) 5.02 g of methyl 10-undecenoate, 7.5 mL of toluene, 0.3 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 0.1 mL of pyridine were added, and the mixture was cooled to below 5° C. in an ice bath, and 20 mL of 1,1,1,3,3-pentamethyldisiloxane was added and stirred for 3 hours at 60° C. Then, purification was performed to obtain 8.62 g of compound (10).

[0389] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.017-0.077 (m), 0.465-0.504 (t), 1.250-1.268 (m), 1.567-1.622 (m), 2.264-2.301 (t), 3.643 (s)

[0390] Compound (10) JPEG2025026509000025.jpg1882

[0391] (Synthesis Example 11) 3.01 g of compound (10) obtained in Synthesis Example 10, 8.7 mL of toluene, 0.140 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 5.52 g of allylamine were added, and the mixture was stirred at 75° C. for 24 hours. The mixture was then diluted with toluene and washed with an aqueous hydrochloric acid solution. The mixture was then dehydrated with magnesium sulfate and concentrated under reduced pressure to obtain 2.74 g of compound (12).

[0392] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.004-0.036 (m), 0.448-0.487 (m), 1.229-1.258 (m), 1.562-1.636 (m), 2.154-2.193 (t), 3.815-3.847 (m), 5.053-5.162 (m), 5.745-5.841 (m), 6.237 (s)

[0393] Compound (11) JPEG2025026509000026.jpg1681

[0394] (Synthesis Example 12) 2.07 g of the compound (11) obtained in Synthesis Example 11, 2.0 g of toluene, 0.1 mL of pyridine, and 0.2 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 6.2 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 2.53 g of the following compound (12) having a trimethoxysilyl group at the end.

[0395] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.136-0.046 (m), 0.464-0.503 (t), 0.618-0.658 (m), 1.247-1.272 (m), 1.571-1.663 (m), 1.796 (s), 2.117-2.155(t), 3.209-3.258(m), 3.562(s)

[0396] Compound (12) JPEG2025026509000027.jpg17102

[0397] (Surface treatment agent 4) The compound 12 obtained above was diluted to a 20 wt % hexamethyldisiloxane solution, and a surface treatment agent 4 was obtained.

[0398] (Synthesis Example 14) 0.50 g of compound (1) obtained in Synthesis Example 1, 10.0 mL of toluene, 0.05 mL of pyridine, and 0.3 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by dropwise addition of 1.2 mL of 1,1,1,3,5,5,5-heptamethyltrisiloxane. After stirring at room temperature for 17 hours, purification was performed to obtain 0.87 g of the following compound (14).

[0399] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.033-0.241 (m), 0.438-0.550 (m), 1.191-1.413 (m), 1.607-1.642 (m), 2.242-2.325 (m), 3.669 (s)

[0400] Compound (14) TIFF2025026509000028.tif28115

[0401] (Synthesis Example 15) 0.86 g of compound (14) obtained in Synthesis Example 14, 5.0 mL of allylamine, and 0.20 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 3 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.72 g of compound (15).

[0402] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.076-0.128 (m), 0.413-0.465 (t), 1.183-1.1.404 (m), 1.604-1.677 (m), 2.173-2.248 (t), 3.841-3.942(m), 5.122-5.210(m), 5.809-5.877(m)

[0403] Compound (15) TIFF2025026509000029.tif27116

[0404] (Synthesis Example 16) 0.72 g of the compound (15) obtained in Synthesis Example 15, 6.0 mL of toluene, 0.04 mL of pyridine, and 0.26 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.4 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 0.48 g of the following compound (16) having a trimethoxysilyl group at the end.

[0405] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.054-0.149 (m), 0.425-0.464 (t), 0.628-0.681 (m), 1.181-1.402 (m), 1.544-1.768(m), 2.125-2.164 (t), 3.558-3.646 (m)

[0406] Compound (16) TIFF2025026509000030.tif27138

[0407] (Surface treatment agent 5) The compound 16 obtained above was diluted to a 20 wt % ethanol solution, to obtain a surface treatment agent 4.

[0408] (Synthesis Example 17) 0.93 g of compound (1) obtained in Synthesis Example 1, 15.0 mL of toluene, 0.09 mL of pyridine, and 0.6 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.1 g of heptamethylcyclotetrasiloxane was added dropwise. After stirring at room temperature for 6 hours, purification was performed to obtain 2.1 g of the following compound (17).

[0409] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.029-0.219 (m), 0.507-0.546 (t), 1.221-1.407 (m), 1.569-1.640 (m), 2.269-2.322 (m), 3.669 (s)

[0410] Compound (17) TIFF2025026509000031.tif25134

[0411] (Synthesis Example 18) 1.10 g of compound (17) obtained in Synthesis Example 17, 9.0 mL of allylamine, and 0.39 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 6 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 2.43 g of compound (18).

[0412] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.025-0.172 (m), 0.447-0.570 (m), 1.108-1.435 (m), 1.604-1.677 (quin), 2.175-2.214 (t), 3.879-3.904(m), 5.121-5.206(m), 5.796-5.893(m)

[0413] Compound (18) TIFF2025026509000032.tif25140

[0414] (Synthesis Example 19) 2.40 g of the compound (18) obtained in Synthesis Example 18, 20 mL of toluene, 0.1 mL of pyridine, and 0.8 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 4.0 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 2.4 g of the following compound (19) having a trimethoxysilyl group at the end.

[0415] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.024-0.169 (m), 0.504-0.569 (m), 0.631-0.672 (t), 1.183-1.403 (m), 1.586-1.676 (quin), 2.127-2.166 (t), 3.192-3.273 (quin), 3.492-3.612 (m)

[0416] Compound (19) TIFF2025026509000033.tif23145

[0417] (Surface treatment agent 6) The compound 19 obtained above was diluted to a 20 wt % ethanol solution, whereby a surface treatment agent 6 was obtained.

[0418] (Synthesis Example 20) 1.0 g of the compound (1) obtained in Synthesis Example 1, 5.5 mL of toluene, 0.9 mL of chlorodimethylsilane, and 0.14 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and the mixture was stirred at 40°C for 4 hours. After that, purification was performed to obtain 1.12 g of a compound (101) having a chlorodimethylsilyl group at the end. Next, in another flask, 3 g of palladium / carbon (Pd10%) (about 55% water-wet product), 44 mL of tetrahydrofuran, 9 mL of water, and 10 mL of 1,1,1,3,5,5,5-heptamethyltrisiloxane were added, and the mixture was stirred at 70°C for 2 hours. After that, purification was performed to obtain 2.2 g of a compound (102) having a silanol group at the end. Compound (101) and compound (102) were dissolved in toluene, stirred at room temperature overnight, pyridine was added, and the mixture was stirred for another hour. Thereafter, separation and purification using a silica gel column were carried out to obtain 0.401 g of compound (20).

[0419] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.359-0.477 (m), 0.790-0.830 (m), 1.251-1.439 (m), 1.578-1.632 (t), 2.277-2.315 (t), 3.659 (s)

[0420] (Compound 20) TIFF2025026509000034.tif28140

[0421] (Synthesis Example 21) 0.401 g of compound (20) obtained in Synthesis Example 20, 0.085 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 1.55 g of allylamine were added, and the mixture was stirred at 75° C. for 4 hours. The mixture was then diluted with diethyl ether and washed with an aqueous hydrochloric acid solution. The mixture was then dehydrated with magnesium sulfate and concentrated under reduced pressure to obtain 0.374 g of compound (21).

[0422] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.057-0.269 (m), 0.512-0.552 (m), 1.150-1.431 (m), 1.599-1.672 (m), 2.173-2.211 (m), 3.889 (s), 5.115-5.125(m), 5.482(bs), 5.792-5.889(m)

[0423] (Compound 21) TIFF2025026509000035.tif30157

[0424] (Compound 22) 0.374 g of compound (21) obtained in Synthesis Example 21, 3.6 mL of toluene, 13.5 μL of aniline, and 28 μL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 0.13 mL of trimethoxysilane was added and stirred for 4 hours at 45° C. Then, purification was performed to obtain 0.384 g of the following compound (22) having a trimethoxysilyl group at the end.

[0425] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.010-0.209 (m), 0.450-0.560 (m), 0.628-0.668 (m), 1.180-1.367 (m), 1.581-1.674 (m), 2.123-2.162(t), 3.220-3.269(q), 3.561-3.618(m), 5.636 (bs)

[0426] (Compound 22) TIFF2025026509000036.tif27160

[0427] (Surface treatment agent 7) The compound 22 obtained above was diluted to a 20 wt % ethanol solution, whereby a surface treatment agent 7 was obtained.

[0428] (Compound 23) Tris(trimethylsilyloxy)silane (0.7 g), 18-octadecen-1-ol (1.0 g), tris(pentafluorophenyl)borane (0.24 g), and toluene (10 mL) were added to the flask, and the solution was heated in an oil bath (set at 70°C) for 2 hours while being stirred with a magnetic stirrer. The reaction solution was then filtered through a silica gel column, and the filtrate was Concentration gave 1.2 g of the terminal olefin compound (23) as a colorless oil.

[0429] 1H-NMR (400 MHz, chloroform-D) δ 5.87-5.76 (m, 1H), 5.02-4.91 (m, 2H), 3.64 (t, J = 6.6 Hz, 2H), 2.07-2.01 (m, 2H), 1.55-1.50 (m, 2H), 1.41-1.26 (m, 26H), 0.15-0.07 (m, 18H), 0.03 (s, 3H)

[0430] (Compound 23) TIFF2025026509000037.tif35119

[0431] (Synthesis Example 24) A terminal olefin compound (23) (1.0 g), Karstedt's catalyst (0.13 g, xylene solution containing 2% platinum), trimethoxysilane (0.75 g), pyridine (22 mg), and toluene (10 mL) were added to a flask and stirred at room temperature for 4 hours. The mixture was then concentrated under reduced pressure to obtain 1.09 g of compound (24) as a slightly yellow oil.

[0432] 1H-NMR (400 MHz, chloroform-D) δ 3.74-3.53 (m, 11H), 1.56-1.50 (m, 2H), 1.43-1.25 (m, 30H), 0.67-0.62 (m, 2H), 0.26-0.07 (m, 18H), 0.04 (q, J = 4.4 Hz, 3H)

[0433] (Compound 24) TIFF2025026509000038.tif28115

[0434] (Surface treatment agent 8) The compound 24 obtained above was diluted to a 20 wt % ethanol solution, to obtain a surface treatment agent 8.

[0435] (Synthesis Example 25) 1.8 g of compound (14) obtained in Synthesis Example 14, 2.01 mL of 2-allylpent-4-en-1-amine, and 0.43 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 3 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 1.92 g of compound (25).

[0436] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.076-0.128 (m), 0.413-0.465 (t), 1.183-1.1.404 (m), 1.604-1.677 (m),1.704-1.769 (m), 1.994-2.093 (m), 2.103-2.285 (m), 3.161-3.328(t), 4.997-5.195(m), 5.397-5.595 (s), 5.708-5.975 (m)

[0437] Compound (25) TIFF2025026509000039.tif31145

[0438] (Synthesis Example 26) 0.47 g of the compound (25) obtained in Synthesis Example 25, 3.5 mL of toluene, 0.014 mL of pyridine, and 0.1 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 0.52 mL of trimethoxysilane was added and stirred at room temperature for 3 hours. After that, purification was performed to obtain 0.48 g of the following compound (26) having a trimethoxysilyl group at the end.

[0439] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.054-0.149 (m), 0.425-0.464 (t), 0.628-0.681 (t), 1.181-1.402 (m), 1.544-1.768(m), 2.125-2.164 (t), 3.135-3.203 (t), 3.558-3.646 (m), 5.449-5.528 (s)

[0440] Compound (26) TIFF2025026509000040.tif31151

[0441] (Surface treatment agent 9) The compound 26 obtained above was diluted to a 20 wt % ethanol solution, to obtain a surface treatment agent 9.

[0442] (Synthesis Example 27) A glass flask was charged with a stirrer tip, 2.0 g of 16-hydroxyhexadecanoic acid, 3.6 g of potassium carbonate, 1.5 g of methyl iodide, and 10 mL of dimethyl sulfoxide, and the flask was placed in an oil bath at 60°C and stirred with a magnetic stirrer for 18 hours. Toluene and water were then added to the flask and stirred, and the liquid in the flask was transferred to a separatory funnel and allowed to stand for separation, and the lower layer (aqueous layer) was removed. The organic layer was washed with water twice in the same manner, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 1.9 g of methyl 16-hydroxyhexadecanoate as a colorless oil.

[0443] 1H-NMR (400 MHz, chloroform-D) δ 3.66-3.62 (m, 5H), 2.36-2.28 (m, 2H), 1.65-1.53 ​​(m, 4H), 1.33-1.25 (m, 22H)

[0444] 16-Hydroxyhexadecanoic acid methyl ester TIFF2025026509000041.tif15103

[0445] (Synthesis Example 28) A glass flask was charged with a stirrer chip, 0.93 g of methyl 16-hydroxyhexadecanoate obtained in Synthesis Example 27, 0.46 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 2.5 mL of allylamine, and stirred at room temperature with a magnetic stirrer for 2 hours. Then, chloroform and an aqueous hydrochloric acid solution were added to the flask and stirred, and the liquid in the flask was transferred to a separatory funnel, left to stand for separation, and the upper layer (aqueous layer) was removed. The organic layer was washed with water twice in the same manner, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 0.88 g of N-allyl-16-hydroxyhexadecanamide as a white solid.

[0446] 1H-NMR (400 MHz, Chloroform-D) δ 5.89-5.79 (m, 1H), 5.49 (s, 1H), 5.20-5.12 (m, 2H), 3.89 (td, J = 5.7, 1.4 Hz, 2H), 3.64 (dd, J = 12.1, 5.3 Hz, 2H), 2.21-2.17 (m, 2H), 1.65-1.53 ​​(m, 4H), 1.40-1.25 (m, 22H)

[0447] N-Allyl-16-hydroxyhexadecanamide TIFF2025026509000042.tif1489

[0448] (Synthesis Example 29) A glass flask was charged with a stirrer tip, 0.77 g of N-allyl-16-hydroxyhexadecanamide obtained in Synthesis Example 28, 0.5 g of 1,1,1,3,5,5,5-heptamethyltrisiloxane, 0.11 g of tris(pentafluorophenyl)borane, and 14 mL of toluene, and the flask was placed in an oil bath at 70°C and stirred with a magnetic stirrer for 2 hours. 5 g of silica gel was added to the flask, stirred at room temperature, and then filtered. The filtrate was concentrated under reduced pressure to obtain 0.86 g of compound (29) as a white solid.

[0449] 1H-NMR (400 MHz, chloroform-D) δ 5.89-5.79 (m, 1H), 5.45 (s, 1H), 5.21-5.12 (m, 2H), 3.89 (tt, J = 5.7, 1.4 Hz, 2H), 3.65 (q, J = 6.9 Hz, 2H), 2.18 (q, J = 7.3 Hz, 2H), 1.67-1.50 (m, 4H), 1.29-1.25 (m, 22H), 0.16-0.09 (m, 18H), 0.03 (s, 3H)

[0450] Compound (29) TIFF2025026509000043.tif25122

[0451] (Synthesis Example 30) A glass flask was charged with a stirrer tip, 0.86 g of compound (29) obtained in Synthesis Example 29, 0.1 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 14 μL of pyridine, 0.50 mL of trimethoxysilane, and 10 mL of toluene, and stirred at room temperature with a magnetic stirrer for 4 hours. After that, the mixture was concentrated under reduced pressure to obtain 0.94 g of compound (30) as a pale yellow oil.

[0452] 1H-NMR (400 MHz, chloroform-D) δ 5.62 (s, 1H), 3.65-3.54 (m, 11H), 3.25 (q, J = 6.7 Hz, 2H), 2.20-2.12 (m, 2H), 1.68-1.50 (m, 6H), 1.27 (d, J = 12.8 Hz, 22H), 0.67-0.63 (m, 2H), 0.15-0.07 (m, 18H), 0.01 (s, 3H)

[0453] Compound(30) TIFF2025026509000044.tif24138

[0454] (Surface treatment agent 10) The compound (30) obtained above was diluted to a 20 wt % ethanol solution, thereby obtaining a surface treatment agent 10.

[0455] (Synthesis Example 31) 12-amino methyl laurate H2N(CH2) 11 7.01 g of COOCH3, 40.0 ml of dichloromethane, 0.73 g of 4-dimethylaminopyridine, 8.77 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added, and 6.20 g of 10-undecenoic acid was added in an ice bath and stirred overnight at room temperature. After that, purification was performed to obtain the following amide group-containing methyl ester compound (31) CH2=CH(CH2)8CONH(CH2) 11 311.34 g of COOCH was obtained.

[0456] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 1.251-1.375 (m), 1.456-1.490 (m), 1.573-1.644 (m), 1.998-2.061 (m), 2.121-2.158 (t), 2.275-2.313 (t), 3.201-3.251 (m), 3.658 (s), 4.903-5.007 (m), 5.397 (br s), 5.747-5.849 (m)

[0457] Amide group-containing methyl ester compound (31) TIFF2025026509000045.tif16102

[0458] (Synthesis Example 32) Amide group-containing methyl ester compound (31) CH2=CH(CH2)8CONH(CH2) obtained in Synthesis Example 31 11 4.00 g of COOCH3, 46.0 ml of toluene, 0.33 ml of pyridine, 0.52 ml of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 6.86 ml of 1,1,1,3,5,5,5-heptamethyltrisiloxane were added and stirred at 60°C for 8 hours. After purification, the following terminal siloxane compound (32) ((CH3)3SiO)2SiCH3(CH2) 10 CONH(CH2) 11 35.09 g of COOCH was obtained.

[0459] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.014-0.013 (m), 0.415-0.453 (t), 1.250-1.271 (m), 1.998-2.061 (m), 2.121-2.158 (t), 2.275-2.313 (t), 3.201-3.251 (m), 3.658 (s), 4.903-5.007 (m), 5.397 (br s), 5.747-5.849 (m)

[0460] Terminal siloxane compounds (32) TIFF2025026509000046.tif19142

[0461] (Synthesis Example 33) Terminal siloxane compound (32) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 32 10 CONH(CH2) 111.27 g of COOCH3, 0.34 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene, and 3.52 g of allylamine were added, heated to 65°C, and stirred for 6 hours. After that, purification was performed to obtain the following terminal siloxane compound (33) ((CH3)3SiO)2SiCH3(CH2) 10 CONH(CH2) 11 1.05 g of CONHCH2CH=CH2 was obtained.

[0462] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.072-0.104 (m), 0.418-0.457 (t), 1.255-1.287 (m), 1.459-1.494 (m), 1.597-1.631 (m), 2.124-2.206 (m), 3.204-3.254 (m), 3.871-3.903 (m), 5.112-5.199 (m), 5.791-5.887 (m)

[0463] Terminal siloxane compounds (33) TIFF2025026509000047.tif18144

[0464] (Synthesis Example 34) Terminal siloxane compound (33) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 33 10 CONH(CH2) 11 1.00g of CONHCH2CH=CH2, 10.0g of toluene, 0.01g of triacetoxymethylsilane, and 0.08ml of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by 0.40ml of trichlorosilane, which was then heated to 60°C and stirred for 3 hours. After that, the volatile matter was distilled off under reduced pressure, and a mixed solution of 0.15g of methanol and 3.40ml of trimethyl orthoformate was added, heated to 65°C and stirred for 2 hours. After that, purification was performed to obtain the following terminal trimethoxysilyl group-containing compound (34) ((CH3)3SiO)2SiCH3(CH2) 10 CONH(CH2) 110.60 g of CONH(CH2)3Si(OCH3)3 was obtained.

[0465] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.081-0.154 (m), 0.521-0.668 (m), 1.253 (br s), 1.463-1.495 (m), 1.581-1.698 (m), 2.124-2.163 (t), 3.204-3.251 (m), 3.570 (s)

[0466] Compounds containing terminal trimethoxysilyl groups (34) TIFF2025026509000048.tif18151

[0467] (Synthesis Example 35) 1.00 g of 16-heptadecenoic acid, 11.2 mL of toluene, and 7.50 mL of methanol were added, and then 7.60 mL of trimethylsilyldiazomethane was added dropwise and stirred at room temperature for 1 hour. After that, the mixture was concentrated under reduced pressure to obtain 1.15 g of compound (35).

[0468] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 1.252-1.371 (m),1.597-1.615 (m), 2.010-2.061 (m), 2.279-2.316 (t), 3.662 (s), 4.910-5.012 (dd), 5.777-5.846 (m)°

[0469] Compound (35) TIFF2025026509000049.tif22110

[0470] (Synthesis Example 36) 1.06 g of compound (35) obtained in Synthesis Example 35, 18.8 mL of toluene, 0.12 mL of pyridine, and 0.43 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 3.06 mL of 1,1,1,3,5,5,5-heptamethyltrisiloxane was added dropwise and stirred at room temperature for 6 hours. After that, the mixture was concentrated under reduced pressure to obtain 2.07 g of compound (36).

[0471] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.001-0.130 (m),0.434-0.472 (m), 1.176-1.288 (m), 1.582-1.640 (m), 2.269-2.323 (m), 3.670(s)

[0472] Compound(36) TIFF2025026509000050.tif30136

[0473] (Synthesis Example 37) 0.80 g of compound (36) obtained in Synthesis Example 36, 5.96 mL of allylamine, and 0.22 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 3 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.62 g of compound (37).

[0474] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.012-0.123 (m),0.423-0.461 (m), 1.250-1.289 (m), 1.615-1.660 (m),2.166-2.204 (t), 3.122-2.228(m), 3.876-3.902 (m), 5.108-5.202 (m),5.778-5.886(m)°

[0475] Compound(37) TIFF2025026509000051.tif28131

[0476] (Synthesis Example 38) 0.5 g of compound (37) obtained in Synthesis Example 37, 2.0 mL of toluene, 0.054 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 0.026 mL of aniline were added, and then 0.24 mL of trimethoxysilane was added and stirred for 2 hours at 45° C. After that, purification was performed to obtain 0.46 g of the following compound (38) having a trimethoxysilyl group at the end.

[0477] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.064-0.0.231 (m), 0.446 (t), 0.652 (t), 1.109-1.404 (m), 1.529-1.676 (m), 2.148 (t), 3.249 (q), 3.493-3.667 (m), 5.630 (br)

[0478] Compound (38) TIFF2025026509000052.tif20114

[0479] (Surface treatment agent 11) The compound (38) obtained above was diluted to a 20 wt % ethanol solution, thereby obtaining a surface treatment agent 11.

[0480] (Synthesis Example 39) 1.00 g of compound (36) obtained by the same method as in Synthesis Example 36, 2.41 mL of 2-allylpent-4-en-1-amine, and 0.28 g of 1,5,7-triazabicyclo[4.4.0]deca-5-ene were added, and the mixture was stirred for 3 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 1.03 g of compound (39).

[0481] 1H NMR (CDCl3, 400 MHz) δ[ppm]: -0.012-0.123 (m),0.423-0.561 (m), 1.178-1.279 (m), 1.610-1.629 (m),1.716-1.749 (m),2.042-2.352(m), 3.122-2.228(m), 3.663-3.744(m), 5.031-5.157(m),5.734-5.838(m)°

[0482] Compound (39) TIFF2025026509000053.tif25119

[0483] (Synthesis Example 40) 0.82 g of compound (39) obtained in Synthesis Example 39, 2.0 mL of toluene, 0.078 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 0.038 mL of aniline were added, and then 0.70 mL of trimethoxysilane was added and stirred for 2 hours at 45° C. After that, purification was performed to obtain 1.08 g of the following compound (40) having a trimethoxysilyl group at the end.

[0484] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.001-0.166 (m), 0.453 (t), 0.635 (t), 1.190-1.327 (m), 1.398-1.546 (m), 1.627(quin), 2.159(t), 3.189(t), 3.489-3.685(m), 5.510(t)

[0485] Compound(40) TIFF2025026509000054.tif22136

[0486] (Surface treatment agent 12) The compound (40) obtained above was diluted to a 20 wt % ethanol solution, thereby obtaining a surface treatment agent 12.

[0487] (Synthesis Example 41) 1.04 g of compound (1) obtained by the same method as in Synthesis Example 1, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 3.68 mL of MCR-H07 manufactured by Gelest was added dropwise. After stirring for two days at room temperature, purification was performed to obtain 4.15 g of the following compound (41). The average value of the number of repeating units n was 10.

[0488] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.019-0.115 (m), 0.511 (t), 0.858(t), 1.200-1.325 (m), 1.592 (quin), 2.276-2.293 (m), 3.641(s)

[0489] Compound (41) TIFF2025026509000055.tif17151 (Synthesis example 42) 3.85 g of compound (41) obtained in Synthesis Example 41, 10 mL of allylamine, and 0.40 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred at 75° C. for 3 hours. The mixture was then washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 3.09 g of compound (42). The average number of repeating units n was 10.

[0490] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.018-0.113 (m), 0.509 (t), 0.858 (t), 1.165-1.376 (m), 1.613 (quin), 2.162(t), 3.852-3.877(m), 5.093-5.175 (m), 5.412(br), 5.7770-5.864(m)

[0491] Compound (42) TIFF2025026509000056.tif16152

[0492] (Synthesis Example 43) 3.09 g of the compound (42) obtained in Synthesis Example 42, 10 mL of toluene, 0.065 mL of pyridine, and 0.47 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 2.4 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 2.96 g of the following compound (43) having a trimethoxysilyl group at the end. The average value of the number of repeating units n was 10.

[0493] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.019-0.086 (m), 0.482-0.541 (m), 0.625 (t), 0.858 (t), 1.259-1.325(m), 1.520-1.649 (m), 2.121 (t), 3.223(q), 3.519-3.590(m), 5.599(br)

[0494] Compound (43) TIFF2025026509000057.tif14153

[0495] (Surface treatment agent 13) The compound (43) obtained above was diluted to a 20 wt % ethanol solution, thereby obtaining a surface treatment agent 13.

[0496] (Synthesis Example 44) 1.04 g of compound (1) obtained by the same method as in Synthesis Example 1, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 4.0 g of MCR-H11 manufactured by Gelest was added dropwise. After stirring for two days at room temperature, purification was performed to obtain 4.36 g of the following compound (44). The average value of the number of repeating units n was 13.

[0497] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.019-0.115 (m), 0.490-0.530 (m), 0.858 (t), 1.200-1.378 (m), 1.592 (quin), 2.276-2.293 (m), 3.640 (s)

[0498] Compound (44) TIFF2025026509000058.tif16148

[0499] (Synthesis Example 45) 4.36 g of compound (44) obtained in Synthesis Example 44, 10 mL of allylamine, and 0.37 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred at 75° C. for 3 hours. The mixture was then washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 3.55 g of compound (45). The average number of repeating units n was 13.

[0500] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.018-0.131 (m), 0.490-0.528 (t), 0.858 (t), 1.182-1.377 (m), 1.613 (quin), 2.162 (t), 3.852-3.880 (m), 5.093-5.175(m), 5.401(br), 5.770-5.868(m)

[0501] Compound (45) TIFF2025026509000059.tif16155

[0502] (Synthesis Example 46) 3.55 g of the compound (45) obtained in Synthesis Example 45, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 3.0 mL of trimethoxysilane was added and stirred at room temperature overnight. After that, purification was performed to obtain 3.43 g of the following compound (46) having a trimethoxysilyl group at the end. The average value of the number of repeating units n is 13.

[0503] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.019-0.100 (m), 0.491-0.531 (m), 0.626 (t), 0.859 (t), 1.184-1.327(m), 1.578-1.653 (m), 2.122 (t), 3.225 (q), 3.520-3.626 (m), 5.600 (br)

[0504] Compound(46) TIFF2025026509000060.tif14153

[0505] (Surface treatment agent 14) The compound (46) obtained above was diluted to a 20 wt % ethanol solution, thereby obtaining a surface treatment agent 14.

[0506] (Synthesis Example 47) 1.25 g of compound (1) obtained by the same method as in Synthesis Example 1, 20.0 mL of toluene, 0.1 mL of pyridine, and 0.65 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 1.01 g of tris(trimethylsilyloxy)silane was added dropwise. After stirring overnight at room temperature, purification was performed to obtain 1.36 g of the following compound (47).

[0507] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.013-0.142 (m), 0.408 (t), 1.137-1.378 (m), 1.591 (quin), 2.275 (t), 3.639 (s)

[0508] Compound(47) TIFF2025026509000061.tif25119

[0509] (Synthesis Example 48) 0.64 g of compound (47) obtained in Synthesis Example 47, 2.8 mL of allylamine, and 0.12 g of 1,5,7-triazabicyclo[4.4.0]dec-5-ene were added, and the mixture was stirred for 3 hours at 75° C. Thereafter, the mixture was washed with an aqueous hydrochloric acid solution, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain 0.68 g of compound (48).

[0510] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.011-0.217 (m), 0.407 (t), 1.153-1.378 (m), 1.612 (quin),2.163 (t), 3.865(tt), 5.090-5.182(m), 5.409 (br), 5.770-5.866 (m)

[0511] Compound (48) TIFF2025026509000062.tif43135

[0512] (Synthesis Example 49) 0.56 g of compound (48) obtained in Synthesis Example 48, 10.0 mL of toluene, 0.022 mL of aniline, and 0.46 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by adding 0.2 mL of trimethoxysilane and stirring for 2 hours at 45° C. After that, purification was performed to obtain 0.57 g of the following compound (49) having a trimethoxysilyl group at the end.

[0513] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.010-0.141 (m), 0.408 (t), 0.629 (t), 1.150-1.376 (m), 1.519-1.652(m), 2.121 (t), 3.172 (q), 3.516-3.589 (m), 5.607 (br)

[0514] Compound (49) TIFF2025026509000063.tif25144

[0515] (Surface treatment agent 15) The compound (49) obtained above was diluted to a 20 wt % ethanol solution, thereby obtaining a surface treatment agent 15.

[0516] (Synthesis Example 50) 4.00 g of 11-bromo-1-undecene CH2=CH(CH2)9Br, 23.0 ml of toluene, 0.11 g of triacetoxymethylsilane, 0.76 ml of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 6.98 ml of 1,1,1,3,5,5,5-heptamethyltrisiloxane were added and stirred at room temperature for 6 hours. After that, purification was performed to obtain the following terminal siloxane compound (50)((CH3)3SiO)2SiCH3(CH2) 11 7.02 g of Br was obtained.

[0517] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.002 (s), 0.050-0.100 (m), 0.427-0.465 (t), 1.266-1.281 (m), 1.404-1.440 (m), 1.816-1.888 (m), 3.387-3.421 (t)

[0518] Terminal siloxane compounds (50) TIFF2025026509000064.tif1586

[0519] (Synthesis Example 51) Terminal siloxane compound (50) obtained in Synthesis Example 50 ((CH3)3SiO)2SiCH3(CH2) 11 2.50 g of Br, 5.5 ml of tetrahydrofuran, 0.14 g of magnesium, and 0.02 g of iodine were added, and the mixture was stirred at 65°C for 2 hours. Next, 0.89 ml of chlorodimethylsilane was added in an ice bath, and the mixture was stirred overnight at room temperature. After that, purification was performed to obtain the following terminal siloxane compound (51) ((CH3)3SiO)2SiCH3(CH2) 11 2.14 g of Si(CH3)2H was obtained.

[0520] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: 0.052 (s), 0.061 (s), 0.077-0.101 (m), 0.428-0.467 (t), 0.551-0.597 (m), 1.261-1.311 (m), 3.817-3.853 (m)

[0521] Terminal siloxane compounds (51) TIFF2025026509000065.tif1474

[0522] (Synthesis Example 52) Terminal siloxane compound (51) ((CH3)3SiO)2SiCH3(CH2) obtained in Synthesis Example 51 11 After adding 1.51 g of Si(CH3)2H, 7.6 g of toluene, 0.01 g of pyridine, and 0.08 ml of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, 0.70 ml of trimethoxy(7-octen-1-yl)silane was added and heated to 50°C and stirred for 6 hours. After purification, the following terminal siloxane compound (52) ((CH3)3SiO)2SiCH3(CH2) 11 1.97 g of Si(CH3)2(CH2)8Si(OCH3)3 was obtained.

[0523] 1H NMR (CDCl3, 400 MHz) δ[ppm]: 0.082 (s), 0.426-0.480 (m), 0.625-0.665 (m), 1.231-1.349 (m), 1.370-1.1.409 (m), 3.566 (s)

[0524] Terminal siloxane compounds (52) TIFF2025026509000066.tif17142

[0525] (Na-containing intermediate layer forming material) 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 this 8.4 mass% sodium hydroxide aqueous solution was mixed with 20 g of MS gel (MSGEL D-100-60A (manufactured by AGC Si-Tech Co., Ltd.) to absorb the sodium hydroxide aqueous solution into the MS gel. The MS gel that absorbed the sodium hydroxide aqueous solution was dried at 25°C for 8 hours, then molded with a tablet molding machine (4 MPa for 1 minute) and baked at 1,000°C for 1 hour to obtain a molded body 1 (pellet).

[0526] (Formation of surface treatment layer) (Examples 1, 3, 5, 7, 9, 11, 13, 15, 17, 19, 21, 23, and 25, Comparative Example 1) The surface treatment agents 1 to 14 prepared above were vacuum-deposited on chemically strengthened glass (Corning Gorilla Glass, thickness 0.7 mm). Specifically, 0.1 g of the surface treatment agent was loaded into a molybdenum boat in a vacuum deposition apparatus, and the inside of the vacuum deposition apparatus was heated to a pressure of 3.0×10 -3 The chamber was evacuated to less than 100 Pa. After that, a silicon dioxide film with a thickness of 7 nm was formed, and then the boat was heated by a resistance heating method to form a surface treatment layer. After that, a heat treatment was performed in an oven at 150°C for 2 hours to obtain a surface treatment layer.

[0527] (Examples 2, 4, 6, 8, 10, 12, 14, 16, 18, 20, 22, 24, 26 and 28) The surface treatment agents 1 to 3 and 5 to 14 prepared above were vacuum-deposited on chemically strengthened glass (Corning Gorilla Glass, thickness 0.7 mm). Specifically, 0.1 g of the surface treatment agent was filled in a molybdenum boat in a vacuum deposition apparatus, and the inside of the vacuum deposition apparatus was heated to a pressure of 3.0×10 -3 The chamber was evacuated to a pressure of 100 Pa or less. After that, a silicon dioxide film containing Na was formed to a thickness of 7 nm by electron beam deposition using the molded body 1, and the boat was then heated by resistance heating to form a surface treatment layer. After that, a heat treatment was performed in an oven at 150° C. for 2 hours to obtain a surface treatment layer.

[0528] <Evaluation> [Wear resistance evaluation] (Initial evaluation) As an initial evaluation (friction count 0), after the surface treatment layer was formed, the excess on the surface was wiped off, and then the static contact angle of water was measured. The contact angle was measured using a fully automatic contact angle meter DropMaster700 (manufactured by Kyowa Interface Science Co., Ltd.) in an environment of 25°C. Specifically, the substrate having the surface treatment layer to be measured was placed horizontally, water was dripped onto the surface from a microsyringe, and a still image was taken 1 second after the dripping with a video microscope to measure the static contact angle. The static contact angle was measured at five different points on the surface treatment layer of the substrate, and the average value was calculated.

[0529] (Evaluation after abrasion resistance test) The frictional element described below was placed in contact with the surface treatment layer, a load of 5N was applied, and the frictional element was moved back and forth at a speed of 40 mm / sec while the load was applied. After a certain number of frictions, the static contact angle of water was measured. The results are shown in Table 1.

[0530] ·Friction element The surface of the silicone rubber processed product shown below was covered with cotton soaked in artificial sweat of the composition shown below and used as a friction element. Artificial sweat composition: Anhydrous disodium hydrogen phosphate: 2g Sodium chloride: 20g 85% lactic acid: 2g Histidine hydrochloride: 5g Distilled water: 1 kg Silicone rubber products: Silicone rubber stopper SR-51, manufactured by Tigers Polymer, processed into a cylindrical shape with a diameter of 1 cm and a thickness of 1 cm.

[0531] [Table 1] [Industrial Applicability]

[0532] The surface treatment agent of the present disclosure can be suitably used for a wide variety of applications.

Claims

1. The following formula (1): 【Chemistry 1】 [In the formula: R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 1 is a divalent organic group containing an alkylene group having 11 or more carbon atoms, R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded. A compound represented by the formula:

2. R 1 is R 3 -(SiR 4 2 O) n -SiR 4 2 - and R 3 is C 1-12 is an alkyl group, R 4 are each independently 1-12 is an alkyl group, n is 0 to 1500; The compound of claim 1.

3. R 3 The compound according to claim 2 , wherein is a methyl group.

4. R 1 is R 3 -(SiR 4 2 O) n -SiR 4 2 - and R 3 is the following group A or group B: 【Chemistry 2】 [In the formula: R 51 are each independently -(R 61 -SiR 53 2 ) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group or R 51’ and R 51’ is R 51 is equivalent to Each m is independently an integer from 1 to 5, However, R 51 Medium, R 51’ is 20 or less, R 52 are each independently a hydrocarbon group; n a is an integer from 1 to 3, R 54 are each independently a hydrocarbon group; nb is an integer from 1 to 5, z is 0 or 1. is a group represented by R 54 are each independently 1-12 is an alkyl group, n is 0 to 1500; The compound of claim 1.

5. R 4 The compound according to claim 2 or 4, wherein is a methyl group.

6. 5. The compound according to claim 2 or 4, wherein n is 1 or 2.

7. R 1 is -SiR 5 3 and R 5 are each independently 1-6 Alkyl group, or -SiR 6 3 and R 6 are each independently 1-6 is an alkyl group, The compound of claim 1.

8. R 1 is the following group A or group B: 【Chemistry 3】 [In the formula: R 51 are each independently -(R 61 -SiR 53 2 ) ma -R 53 is a group represented by R 61 each independently represents an oxygen atom or C 1-6 is an alkylene group, R 53 are each independently a hydrocarbon group or R 51’ and R 51’ is R 51 is equivalent to Each m is independently an integer from 1 to 5, However, R 1 Medium, R 1’ is 20 or less, R 52 are each independently a hydrocarbon group; n a is an integer from 1 to 3, R 54 are each independently a hydrocarbon group; nb is an integer from 1 to 5; z is 0 or 1. The compound according to claim 1 , wherein the compound is a group represented by the formula:

9. X 1 can further include -CO-, -COO-, -NR 2 --, --CONR 2 --, --OCONR 2 --, --NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH 2 ) x -CONR 2 -, or -O-(CH 2 ) x is a divalent organic group containing —CO—, R 2 is a hydrogen atom or C 1-6 is an alkyl group, x is an integer from 1 to 20; The compound of claim 1.

10. X 1 is represented by the following formula: -X 21 -X 10 -X 11 -X 12 - [In the formula: X 21 is -O-, R 61 b1 R 62 3-b1 C-, R 63 b2 R 64 3-b2 Si- or R 65 2 N-, R 61 is a divalent organic group, R 62 is a hydrogen atom or a monovalent organic group, R 63 is a divalent organic group, R 64 is a hydrogen atom or a monovalent organic group, R 65 is a divalent organic group, b1 is 2 or 3; b2 is 2 or 3; X 10 is an alkylene group having 11 or more carbon atoms, X 11 represents a single bond, -CO-, -COO-, or -NR 2 --, --CONR 2 --, --OCONR 2 --, --NR 2 -CO-NR 2 -, -O-, -S-, -O-(CH 2 ) x -CONR 2 -, or -O-(CH 2 ) x -CO-, R 2 is a hydrogen atom or C 1-6 is an alkyl group, x is an integer from 1 to 20; X 12 is a single bond, or C 1-6 is an alkylene group. is a group represented by The compound of claim 1.

11. X 1 The number of carbon atoms of the alkylene group in R 1 The compound according to claim 1 , wherein the number of Si atoms in

12. X 1 The number of carbon atoms of the alkylene group in R 1 The compound according to claim 1, wherein the number of Si atoms in the compound is 2.5 times or more.

13. X 1 The number of carbon atoms of the alkylene group in R 1 The compound of claim 1 , wherein the number of atoms in the main chain is greater than the number of atoms in the main chain.

14. X 1 The number of carbon atoms of the alkylene group in R 1 The compound according to claim 1, wherein the number of atoms in the main chain is 2.0 times or more.

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

16. The following formula (1a): 【Chemistry 5】 [In the formula: R 1 is a monovalent group containing one or more Si atoms to which a hydroxyl group or a hydrolyzable group is not directly bonded, X 2 is an alkylene group having 11 or more carbon atoms, R i is -COOR 7 , -CONR 8 2 , or -CONR 7 -CR 8 3 and R 7 is a hydrogen atom or C 1-6 is an alkyl group, R 8 is a C having a double bond at the end 2-6 is an alkenyl group. A compound represented by the formula:

17. A surface treatment agent comprising the compound according to claim 1.

18. The surface treatment agent according to claim 17, further comprising a condensate of the compound according to claim 1.

19. Furthermore, R 81 OR 82 , R 83 n8 C 6 H 6-n8 , R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 -R 89 , and (OSiR 87 R 88 ) m9 [During the ceremony R 81 ~R 89 are each independently a monovalent organic group having 1 to 10 carbon atoms, m8 is an integer from 1 to 6, m9 is an integer from 4 to 8, n8 is an integer from 0 to 6. The surface treatment agent according to claim 17, further comprising a solvent selected from compounds represented by the following formula:

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

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

22. The surface treatment agent according to claim 17, which is for vacuum deposition.

23. The surface treatment agent according to claim 17, which is for wet coating.

24. A pellet comprising the surface treatment agent according to claim 17.

25. 13. An article comprising a substrate and a layer formed thereon from the compound of claim 1.

26. 26. The article of claim 25, comprising an intermediate layer between the substrate and the layer comprising silicon oxide.

27. 27. The article of claim 26, wherein the intermediate layer comprises alkali metal atoms.

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

29. 26. The article of claim 25 which is an optical component.

30. 26. The article of claim 25 which is a display.

Citation Information

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

    JP2019044179A