Silane compounds

Abstract

Providing a silane compound capable of forming a surface treatment layer having higher UV durability. 【Solution means】The following formula (1): JPEG2026062588000080.jpg1685 [In the formula: R S 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 to decavalent group, R Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded, α is an integer of 1 to 9, and R S -X 1 The bond energy between them is 400 kJ / mol or more.] A compound represented by.

Description

[Technical Field]

[0001] This disclosure relates to silane compounds. [Background technology]

[0002] Certain silane compounds are known to provide excellent water and oil repellency when used as a surface treatment for substrates (Patent Document 1). [Prior art documents] [Patent Documents]

[0003] [Patent Document 1] Japanese Patent Publication No. 2019-44179 [Overview of the project] [Problems that the invention aims to solve]

[0004] The present disclosure aims to provide a silane compound that can form a surface treatment layer with higher UV resistance. [Means for solving the problem]

[0005] This disclosure includes the following aspects: [Section 1] Formula (1): [ka] [In formula: R S This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. X 1 It is a 2-10 valent group, R Si This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded, α is an integer between 1 and 9. R S -X 1 The bond energy between them is 400 kJ / mol or greater. A compound represented by [Item 2] X[[ID=,6]] 1 is a group containing an oxygen atom, a sulfur atom, a nitrogen atom, or a carbon atom bonded to R, the compound according to Item 1. [Item 3] X 1 is a group represented by -ZX 1a n-p X 1b p-1 -, and Z is a group selected from O, S, N, or -C≡C- bonded to the silicon atom of R S , X 1a are each independently a single bond or a divalent to decavalent group, X 1b are each independently a single bond or a monovalent group, n is the valence of the Z group, p is an integer greater than or equal to 1 and less than n, the compound according to Item 1 or Item 2. [Item 4] X 1 is a group represented by -ZX 1a n-p [[ID=4,8]]X 1b p-1 -, and Z is a group selected from O, S, N, or -C≡C- bonded to the silicon atom of R S , X 1a are each independently a single bond or a divalent to decavalent group, X 1b are each independently a single bond or a monovalent group excluding a hydrogen atom, n is the valence of the Z group, p is an integer greater than or equal to 1 and less than n, the compound according to any one of Items 1 to 3. [Item 5] X 1 is a group represented by -O-X 1a -, and X<00,00026>is a single bond or a divalent group, ​​A compound listed in any one of items 1 to 4. [Section 6] X 1 -NX 1a 2-p X 1b p-1 - is a base represented by X 1a Each of these is independently a single bond or a divalent group, X 1b It is a monovalent group excluding the hydrogen atom, p is either 1 or 2. A compound listed in any one of items 1 to 4. [Section 7] X 1 -C≡CX 1a - is a base represented by X 1a is a single bond or a divalent group, A compound listed in any one of items 1 to 4. [Section 8] X 1a Each of these is independent and expressed by the following formula: -(X 11 ) a1 -(X 12 ) a2 - [In formula: X 11 These are single bonds or divalent organic groups, X 12 -CO-, -COO-, -OCO-, -NR 41 -, -CONR 41 -, -NR 41 CO-, -OCONR 41 -, -NR 41 COO-, -NR 41 -CO-NR 41 -, -O-, or -S- R 41 is a hydrogen atom or C 1-6 It is an alkyl group, a1 is an integer between 1 and 5. a2 is an integer between 0 and 5. The order in which each repeating unit, denoted by a1 or a2 and enclosed in parentheses, exists is arbitrary within the expression. A compound described in any one of items 3 to 7, which is a group represented by . [Section 9] R S -X 1 The bond energy between them is 420 kJ / mol or greater. A compound listed in any one of items 1 to 8. [Section 10] R S -X 1 The bond energy between them is 490 kJ / mol or greater. A compound listed in any one of items 1 to 9. [Section 11] R S R 1 -R S1 -SiR 2 2-, R 1 is a hydrocarbon group, or R 1a na R 1b 3-na Si-(O) q -: R 1a Each of them is independent of R 1d -(SiR 1d 2-R 1c ) ma - is a base represented by R 1c Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d Each of these is independently a hydrocarbon group or R 1a’ And, R 1a’ R 1a It is synonymous with, Each of ma is an independent integer between 1 and 5. However, R 1a Medium, R 1a’ The number is 20 or less, R 1b Each of these is independently a hydrocarbon group, na is an integer between 1 and 3. q is either 0 or 1, R S1are each independently a single bond or the following formula: [Chemical formula] [wherein: R 3 are each independently a C 1-12 alkylene group, -R 6 -O-R 6 -, -R 8 -R 7 -R 8 -R 8 -R 7 -R 9 -R 7 -R 8 -R 8 -R 7 -R 9 -R 6 -R 9 -R 7 -R 8 - or -R 9 -R 6 -R 9 -R 7 -R 9 -R 6 -R 9 - and R 4 are each independently a C 1-12 alkylene group, -R 6 -O-R 6 -, -R 8 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 6 -R 9 -R 7 -R 8 - or -R 9 -R 6 -R 9 -R 7 -R 9 -R 6 -R 9 - and R 6Each of them is independent of C 1-6 It is an alkylene group, R 7 These are, independently, arylene groups which may be substituted, R 8 Each of these is independently a single bond, or C 1-6 It is an alkylene group, R 9 Each of these is independently a single bond or an oxygen atom. R 5 Each of these is independently a hydrocarbon group, x is an integer between 0 and 200. y is an integer between 0 and 200. z is an integer between 0 and 200. x+y+z is greater than or equal to 1. The order in which each repeating unit, denoted by x, y, or z and enclosed in parentheses, exists is arbitrary within the expression. It is a base represented by, R 2 Each of these is independently a hydrocarbon group, s is either 0 or 1. A compound described in any one of items 1 to 10. [Section 12] R 1 R 1a na R 1b 3-na It is Si-O-, R 1a Each of them is independent of R 1d -(SiR 1d 2-R 1c ) ma - is a base represented by R 1c Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d Each of these is independently a hydrocarbon group or R 1a’ And, R 1a’ R 1a It is synonymous with, Each of ma is an independent integer between 1 and 5. However, R 1a Medium, R 1a’ The number is 20 or less, R 1b Each of these is independently a hydrocarbon group, na is an integer between 1 and 3. The compound described in item 11, which is a group represented by the group. [Section 13] R 1a Each of them is independent of R 1d -(SiR 1d 2-0) ma - is a base represented by R 1d Each of these is independently a hydrocarbon group or R 1a’ And, R 1a’ R 1a It is synonymous with, ma is independently either 1 or 2. However, R 1a Medium, R 1a’ The number is 20 or less, R 1b Each of these is independently a hydrocarbon group, na is an integer between 1 and 3. The compounds described in item 11 or item 12. [Section 14] R 1d C 1-4 A compound that is an alkyl group, as described in any one of items 11 to 13. [Section 15] R Si This is expressed by the following formulas (S1), (S2), (S3), (S4), or (S5): [ka] [In formula: R 11 Each of these is independently a hydroxyl group or a hydrolyzable group, R 12 Each of these is independently a monovalent organic group, n1 is (SiR 11 n1 R 123-n1 Each unit is an independent integer between 0 and 3. X 11 Each of these is independently a single bond or a divalent organic group. R 13 Each of these is independently a hydrogen atom or a monovalent organic group. Each t is an independent integer greater than or equal to 2. R 14 Each of these is independently a hydrogen atom, a halogen atom, or -X 11 -SiR 11 n1 R 12 3-n1 And, R 15 Each of these is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkylene oxy group having 1 to 6 carbon atoms. R a1 These are, independently, -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 and; Z 1 These are, independently, divalent organic groups, R 21 These are, independently, -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ and; R 22 Each of these is independently a hydroxyl group or a hydrolyzable group, R 23 Each of these is independently a monovalent organic group, p1 is an integer between 0 and 3, independently of each other. Each q1 is an integer between 0 and 3, independently of the others. Each r1 is an independent integer between 0 and 3. Z 1’ These are, independently, divalent organic groups, R 21’These are, independently, -Z 1” -SiR 22” q1” R 23” r1” and; R 22’ Each of these is independently a hydroxyl group or a hydrolyzable group, R 23’ Each of these is independently a monovalent organic group, p1' are each independent integers between 0 and 3. Each of q1' is an independent integer between 0 and 3. r1' are each independent integers between 0 and 3. Z 1” These are, independently, divalent organic groups, R 22” Each of these is independently a hydroxyl group or a hydrolyzable group, R 23” Each of these is independently a monovalent organic group, Each of q1'' is an independent integer between 0 and 3. Each of r1'' is an independent integer between 0 and 3. R b1 Each of these is independently a hydroxyl group or a hydrolyzable group, R c1 Each of these is independently a monovalent organic group, k1 is an integer between 0 and 3, independently of each other. l1 are all independent integers between 0 and 3. Each m1 is an independent integer between 0 and 3. However, in formula (S3), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded, R d1 These are, independently, -Z 2 -CR 31 p2 R 32 q2 R 33 r2 And, Z 2 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. R31 These are, independently, -Z 2’ -CR 32’ q2’ R 33’ r2’ And, R 32 These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And, R 33 Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. p2 is an integer between 0 and 3, independently of each other. Each of the q2 values ​​is an integer between 0 and 3, independently of the others. Each of the r2 values ​​is an integer between 0 and 3, independently of the others. Z 2’ Each of these is independently a single bond, an oxygen atom, or a divalent organic group. R 32’ These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And, R 33’ Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. q2' are each independent integers between 0 and 3. r2' are each independent integers between 0 and 3. Z 3 Each of these is independently a single bond, an oxygen atom, or a divalent organic group; R 34 Each of these is independently a hydroxyl group or a hydrolyzable group, R 35 Each of these is independently a monovalent organic group, n2 are each an independent integer between 0 and 3. R e1 These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And, R f1 Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. k2 are each an independent integer between 0 and 3. l2 are each an independent integer between 0 and 3. Each of the m2 values ​​is an independent integer between 0 and 3. However, in formula (S4), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded, R g1 and R h1 These are, independently, -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , or -Z 4 -CR d1 k2 R e1 l2 R f1 m2 And, Z 4 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. However, in formula (S5), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded. A compound described in any one of items 1 to 14, which is a group represented by . [Section 16] The compound according to claim 1, which is represented by any of the following formulas. [ka] CH3(Si(CH3)2O) n Si(CH3)2C≡CCH2CH2CH2CH2CH2CH2CH2CH2CH2OCH2CH2CH2Si(OCH3)3 TIFF2026062588000005.tif80132CH3CH2CH2CH2(Si(CH3)2O) 14Si(CH3)2OCH2CH2CH2Si(OCH3)3 CH3CH2CH2CH2(Si(CH3)2O) 14 Si(CH3)2N[CH2CH2CH2Si(OCH3)3]2 [Section 17] The compounds described in item 7, and Formula (1'): R S -X 1’ -R Si [In formula: R s and R Si This is equivalent to the description in equation (1), X 1’ is, -CH 1-k’ R Si’ k’ =CH k’ R Si’ 1-k’ -X 1a’ - is a base represented by R Si’ -SiR 11’ n’ R 12’ 3-n’ It is a base represented by, R 11’ Each of these is independently a hydroxyl group or a hydrolyzable group, R 12’ Each of these is independently a monovalent organic group, n' is an integer between 1 and 3. k' is either 0 or 1. X 1a’ It is a divalent group. A composition containing a compound represented by [formula]. [Section 18] A surface treatment agent comprising a compound described in any one of items 1 to 16 or a composition described in item 17. [Section 19] The surface treatment agent according to item 18, further comprising a condensate of the compound described in item 1. [Section 20] A surface treatment agent according to item 18 or 19, for use in vacuum deposition. [Section 21] A surface treatment agent for wet coating, as described in any one of items 18 to 20. [Section 22] Pellets containing a surface treatment agent as described in any one of items 17 to 21. [Section 23] An article comprising a base material and a layer formed on the base material from a compound according to any one of claims 1 to 16 or a composition according to claim 17. [Section 24] The article according to claim 23, comprising an intermediate layer containing silicon dioxide between the substrate and the layer. [Section 25] The article according to item 24, wherein the intermediate layer contains alkali metal atoms. [Section 26] The article according to claim 25, wherein at least a portion of the alkali metal atoms are sodium atoms. [Section 27] An article that is an optical component, as described in any one of items 23 to 26. [Section 28] An article that is a display, as described in any one of paragraphs 23 to 26. [Section 29] The following formula: R S2 -X 2 -(CH=CH2) β [In formula: R S2 This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. X 2 It is a 2-10 valent group, β is an integer between 1 and 9. R S2 -X 2 The bond energy between them is 400 kJ / mol or greater. A compound represented by the formula. [Effects of the Invention]

[0006] According to this disclosure, it is possible to provide a silane compound that can form a surface treatment layer having higher UV resistance. [Modes for carrying out the invention]

[0007] In this specification, "monovalent organic group" means a monovalent group containing carbon. Monovalent organic groups are not particularly limited, but may be hydrocarbon groups or derivatives thereof. A derivative of a hydrocarbon group means a group having one or more N, O, S, Si, amide, sulfonyl, siloxane, carbonyl, carbonyloxy, etc., at the terminal or molecular chain of a hydrocarbon group. When simply referred to as "organic group," it means a monovalent organic group. Furthermore, "divalent organic group" means a divalent group containing carbon. Examples of such divalent organic groups include divalent groups obtained by removing one more hydrogen atom from an organic group. Similarly, trivalent or higher organic groups mean groups obtained by removing a predetermined number of hydrogen atoms from an organic group.

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

[0009] In the use herein, the substituents of the "hydrocarbon group" are not particularly limited, but may be, for example, a halogen atom, or a halogen atom, or C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, C 2-6 Alkynyl group, C 3-10 Cycloalkyl groups, C 3-10 Unsaturated cycloalkyl group, 5-10 membered heterocyclyl group, 5-10 membered unsaturated heterocyclyl group, C 6-10 Examples include one or more groups selected from aryl groups and heteroaryl groups with 5 to 10 members.

[0010] As used herein, "hydrolyzable group" means a group that can undergo hydrolysis, that is, 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 , or -NCO (wherein R in these formulas) h Examples include -OR (where - represents a substituted or unsubstituted C1-C4 alkyl group), and preferably -OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and methyl or ethyl groups are more preferred.

[0011] The silane compounds disclosed herein are given by the following formula (1): [ka] [In formula: R S This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. X 1 It is a 2-10 valent group, R Si This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded, α is an integer between 1 and 9. R S -X 1 The bond energy between them is 400 kJ / mol or greater. It is represented as follows.

[0012] The compounds disclosed herein are R S -X 1Since the bond energy between the atoms is 400 kJ / mol or higher, the surface treatment layer obtained from the compound of this disclosure can be given excellent ultraviolet (UV) resistance.

[0013] R S This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group.

[0014] In one embodiment, R S This is a group having at least one Si branched structure.

[0015] The above branching structure preferably has the following structure: The image is JPEG2026062588000007.jpg2535. Note that in the above formula, the Si atom is tetravalent, but other bonding types are not shown.

[0016] In one embodiment, the above branching structure has the following structure: JPEG2026062588000008.jpg3188 [* indicates the merged section.] This is also possible. That is, it may be branched into two SiO groups, or it may be branched into three SiO groups. Note that in the above formula, the Si atoms in SiO are tetravalent, but other bonds are not shown. The connection points represented by * are R S X that can be included 1 It may also be bound to other groups that are not bonded, R S X that can be included 1 It may also be bonded to a group that binds, X 1 It may be directly coupled to R. If the above branching structure contains one *, then * is R S X that can be included 1 The group to bond or X 1 It is preferable that it is directly bonded to R. If there are two or more *, each * is independent and R S X that can be included 1 It may also be bound to other groups that are not bonded, R S X that can be included 1 The group to bond or X 1They may be joined together, and at least one * is X 1 or X 1 It is preferable that the group is bonded to the group that binds to it.

[0017] In a preferred embodiment, R S R 1 -R S1 -(SiR 2 2) s - is a base represented by R 1 is a hydrocarbon group, or R 1a na R 1b 3-na Si-(O) q -: R 1a Each of them is independent of R 1d -(SiR 1d 2-R 1c ) ma - is a base represented by (q is 0 or 1) R 1c Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d Each of these is independently a hydrocarbon group or R 1a’ And, R 1a’ R 1a It is synonymous with, Each of ma is an independent integer between 1 and 5. However, R 1a Medium, R 1a’ The number is 20 or less, R 1b Each of these is independently a hydrocarbon group, na is an integer between 1 and 3. q is either 0 or 1, R S1 Each is independent, single-bonded, or as shown in the following formula: [ka] [In formula: R 3 Each of them is independent of C 1-12Alkylene 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 Each of them is independent of C 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 6 Each of them is independent of C 1-6 It is an alkylene group, R 7 These are, independently, arylene groups which may be substituted, R 8 Each of these is independently a single bond, or C 1-6It is an alkylene group, R 9 Each of these is independently a single bond or an oxygen atom. R 5 Each of these is independently a hydrocarbon group, x is an integer between 0 and 200. y is an integer between 0 and 200. z is an integer between 0 and 200. x+y+z is greater than or equal to 1. The order in which each repeating unit, denoted by x, y, or z and enclosed in parentheses, exists is arbitrary within the expression. It is a base represented by, R 2 Each of these is independently a hydrocarbon group, s is either 0 or 1.

[0018] R 1 is a hydrocarbon group, or R 1a na R 1b 3-na Si-(O) q It is a base represented by -.

[0019] In one embodiment, R 1 R is a hydrocarbon group. 1 The hydrocarbon group in the above-mentioned compound may preferably be an alkyl group or an aryl group.

[0020] The alkyl group may be linear or branched. The alkyl group is preferably a C1-C6 alkyl group, more preferably a C1-C4 alkyl group. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, or a tert-butyl group.

[0021] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0022] R 1 The hydrocarbon group in is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms, particularly preferably a methyl group, or an n-butyl group.

[0023] In a preferred embodiment, R 1 R 1a na R 1b 3-na Si-(O) z - is

[0024] R 1a Each of them is independent of R 1d -(SiR 1d 2-R 1c ) ma It is a base represented by -.

[0025] R 1c Each of these is independently a single bond, an oxygen atom, or C 1-6 It is an alkylene group.

[0026] R 1c C in 1-6 The alkylene group may be linear or branched. 1-6 The alkylene group is preferably C 1-4 Alkylene group, more preferably C 2-4 It may be an alkylene group.

[0027] In one embodiment, R 1c It is O.

[0028] In one embodiment, R 1c C 1-6 It is an alkylene group.

[0029] In one embodiment, some R 1c is O, and the other R 1c is C 1-6 It is an alkylene group.

[0030] R 1d Each of these is independently a hydrocarbon group or R1a’ That is the case.

[0031] In one embodiment, R 1d It is a hydrocarbon group.

[0032] R 1d The hydrocarbon group in the above-mentioned compound may preferably be an alkyl group or an aryl group.

[0033] The alkyl group may be linear or branched. The alkyl group is preferably a C1-C6 alkyl group, more preferably a C1-C4 alkyl group. 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.

[0034] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0035] R 1d The hydrocarbon group in is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms.

[0036] R 1d The C1-C4 alkyl group in the above is preferably a methyl group or an ethyl group, more preferably a methyl group.

[0037] In one embodiment, R 1d This is a methyl group.

[0038] In one embodiment, R 1d R 1a’ That is the case.

[0039] R 1a’ R 1a This is synonymous with R 1a’ R 1d -(SiR 1d 2-R 1c )ma - However, R 1a Medium, R 1a’ The number is 20 or less, preferably 10 or less, more preferably 6 or less, and even more preferably 3 or less.

[0040] In one embodiment, R 1d R 1d’ -(SiR 1d’ 2-R 1c’ ) ma’ - [In formula: R 1c’ Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d’ Each of these is independently a hydrocarbon group or R 1d -(SiR 1d 2-R 1c ) ma -and, at least one R 1d’ R 1d -(SiR 1d 2-R 1c ) ma -and, R 1c Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d These are, independently or as hydrocarbon groups, Each of ma is an independent integer between 1 and 5. Each of the variables 'ma' is an independent integer between 1 and 5. That is the case.

[0041] In another embodiment, R 1d R 1d’ -(SiR 1d’ 2-R 1c’ ) ma’ - [In formula: R 1c’ Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d’ Each of these is independently a hydrocarbon group or R1d” -(SiR 1d” 2-R 1c” ) ma” -and, at least one R 1d’ R 1d” -(SiR 1d” 2-R 1c” ) ma” -and, R 1d” Each of these is independently a hydrocarbon group or R 1d -(SiR 1d 2-R 1c ) ma -and, at least one R 1d” is, -(R 1c -SiR 1d 2) ma -R 1d And, R 1c Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d These are, independently or as hydrocarbon groups, Each of ma is an independent integer between 1 and 5. R 1c” Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, Each "ma" is an independent integer between 1 and 5. Each of the variables 'ma' is an independent integer between 1 and 5. That is the case.

[0042] Each of ma is an independent integer between 1 and 5, preferably 1 or 2.

[0043] R 1b Each of these is independently a hydrocarbon group.

[0044] R 1b The hydrocarbon group in the above-mentioned compound may preferably be an alkyl group or an aryl group.

[0045] The alkyl group may be linear or branched. The alkyl group is preferably a C1-C6 alkyl group, more preferably a C1-C4 alkyl group. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, or a tert-butyl group.

[0046] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0047] R 1b The group is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms, and even more preferably a methyl group.

[0048] na is an integer between 1 and 3. In one embodiment, na is 2. In another embodiment, na is 3. Note that R 1a’ If present, na is (Si 1d 2-R 1c ) ma Each is selected independently.

[0049] q is either 0 or 1. In one aspect, q is 0. In another aspect, q is 1.

[0050] R 1a In this material, there are two or more Si-O bonds, preferably three or more, more preferably four or more, and even more preferably six or more, for example, eight or more, nine or more, ten or more, or twelve or more.

[0051] In a preferred embodiment, R 1a na R 1b 3-na Si-(O) q -in, R 1a Each of them is independent of R 1d -(Si 1d 2-R 1c )ma - is a base represented by R 1c Each of these is independently an oxygen atom, or C 1-6 It is an alkylene group, R 1d Each of these independently comprises a hydrocarbon group (preferably an alkyl group having 1 to 4 carbon atoms), or R 1a’ It is preferably a hydrocarbon group (preferably an alkyl group having 1 to 4 carbon atoms), R 1a’ R 1a It is synonymous with, ma is either 1 or 2. R 1b Each of these is independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms, more preferably a methyl group. na is 1 to 3. q is 0 or 1, preferably 0.

[0052] R 1a na R 1b 3-na Si-(O) q Examples of groups represented by - include, but are not limited to, the following groups: [ka]

[0053] [ka] [ka]

[0054] In another embodiment, R 1 The formula is as follows: JPEG2026062588000013.jpg33107[In formula: R 54 Each of these is independently a hydrocarbon group, nb is an integer between 1 and 5. q is either 0 or 1. This is a B group represented by [formula].

[0055] R 54 Each of these is independently a hydrocarbon group.

[0056] R 54 The hydrocarbon group in the above-mentioned compound may preferably be an alkyl group or an aryl group.

[0057] The alkyl group may be linear or branched. The alkyl group is preferably a C1-C6 alkyl group, more preferably a C1-C4 alkyl group. The alkyl group is particularly preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, an n-butyl group, or a tert-butyl group.

[0058] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0059] R 54 The element is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms.

[0060] nb is an integer between 1 and 5, preferably 2 or 3.

[0061] In a preferred embodiment, in group B, R 54 Each of these is independently a hydrocarbon group, preferably an alkyl group having 1 to 4 carbon atoms. nb is either 2 or 3.

[0062] Examples of B groups, though not limited to them, include the following groups: [ka]

[0063] R S1 Each is independent of the other, either as a single bond or as shown below: [ka] (In the formula: R 3 Each of them is independent of C 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 Each of them is independent of C 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 6 Each of them is independent of C 1-6 It is an alkylene group, R 7 These are, independently, arylene groups which may be substituted, R 8 Each of these is independently a single bond, or C 1-6 It is an alkylene group, R 9 Each of these is independently a single bond or an oxygen atom. R 5 Each of these is independently a hydrocarbon group, x is an integer between 0 and 200. y is an integer between 0 and 200. z is an integer between 0 and 200. x+y+z is greater than or equal to 1. The order in which each repeating unit, denoted by x, y, or z and enclosed in parentheses, exists is arbitrary within the expression. It is a base represented by, R 2 Each of these is independently a hydrocarbon group, s is either 0 or 1. It is a base represented by .

[0064] In one embodiment, R S1 It is a single bond.

[0065] In another embodiment, R S1 teeth, [ka] It is a base represented by .

[0066] R 3 Each of them is independent of C 1-12 Alkylene group, -R 6 -OR 6 -, -R 8 -R 7 -R 8 -, -R 8 -R 7 -R 9 -R 7 -R8 -, -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 preferably C 1-12 Alkylene group, or -R 6 -OR 6 - is

[0067] R 4 Each of them is independent of C 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 - is

[0068] In one embodiment, R 4 Each of them is independent of C 1-12 Alkylene group, or -R 6 -OR 6 - is

[0069] In another embodiment, R 4 These are, independently, -R 8 -R 7 -R8 -, -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 - is

[0070] In one embodiment, R 3 Each of them is independent of C 1-12 Alkylene group, or -R 6 -OR 6 - and R 4 Each of them is independent of C 1-12 Alkylene group, or -R 6 -OR 6 - is

[0071] In another embodiment, R 3 Each of them is independent of C 1-12 Alkylene group, or -R 6 -OR 6 - and R 4 These are, independently, -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 -R6 -R 9 - is

[0072] C above 1-12 The alkylene group may be linear or branched. 1-12 The alkylene group is preferably linear.

[0073] C above 1-12 The alkylene group is preferably C 2-8 Alkylene group, more preferably C 2-6 It is an alkylene group.

[0074] R 6 Each of them is independent of C 1-6 It is an alkylene group. 1-6 The alkylene group may be linear or branched. 1-6 The alkylene group is preferably linear.

[0075] C above 1-6 The alkylene group is preferably C 2-4 Alkylene group, more preferably C 2-3 It is an alkylene group.

[0076] In a preferred embodiment, multiple R 6 In a group containing all R 6 They are the same base.

[0077] R 7 These are all independently substituted arylene groups.

[0078] In one embodiment, R 7 Each of them operates independently. [ka] That is the case.

[0079] In one embodiment, R 7 This is a phenylene group.

[0080] In another embodiment, R 7 This is a naphthylene group.

[0081] The above-mentioned arylene group may have substituents. The number of substituents is not particularly limited, for example, 1 to 4, preferably 1 or 2.

[0082] In one embodiment, the phenylene group and naphthylene group may have substituents. The number of substituents is not particularly limited, for example, 1 to 4, preferably 1 or 2. 2,5-substituted phenylene is preferred as the substituted phenylene group.

[0083] Each substituent relating to the above arylene group is independently -R 41 -R 42 That is the case.

[0084] R 41 This is a single bond, an oxygen atom, or a sulfur atom, preferably a single bond or an oxygen atom, and more preferably an oxygen atom.

[0085] R 42 C may be substituted with halogen. 1-12 Alkyl, -(OR 43 ) p , -R 44 -R 45 , -R 44 -OR 46 That is the case.

[0086] The halogen mentioned above is fluorine, chlorine, bromine, or iodine, and is preferably fluorine.

[0087] R 42 C in 1-12 Alkyl groups can be linear or branched.

[0088] R 43 C 1-6 Alkylene group, preferably C 2-4 This is an alkylene group. Such an alkylene group may be linear or branched.

[0089] R 44 C 1-12 Alkylene group, preferably C 1-6 This is an alkylene group. Such an alkylene group may be linear or branched.

[0090] R 45 -CH=CH2, or -OCOCH=CH2.

[0091] R 46 is a hydrogen atom, or C 1-6 It is an alkyl group. Such an alkyl group may be linear or branched. C 1-6 The alkyl group is preferably C 1-3 Alkyl alkyl groups, more C 1-2 An alkyl group, more preferably a methyl group.

[0092] R 8 Each of these is independently a single bond, or C 1-6 It is an alkylene group. 1-6 The alkylene group may be linear or branched.

[0093] In one embodiment, R 8 It is a single bond.

[0094] In another embodiment, R 8 C 1-6 It is an alkylene group.

[0095] R 9 Each of these is independently either a single bond or an oxygen atom.

[0096] In one embodiment, R 9 It is a single bond.

[0097] In another embodiment, R 9 This is an oxygen atom.

[0098] R 5These are each, independently, hydrocarbon groups. Such hydrocarbon groups may be substituted.

[0099] R 5 Each of these is independently preferably an unsubstituted hydrocarbon group or a hydrocarbon group substituted with a halogen atom. The halogen atom is preferably a fluorine atom.

[0100] R 5 Each of these C atoms may be independently substituted, preferably with a halogen atom. 1-18 Alkyl group or aryl group, more preferably C 1-18 It is an alkyl group or an aryl group.

[0101] C above 1-18 The alkyl group may be linear or branched, but is preferably linear. 1-18 The alkyl group is preferably C 1-10 Alkyl alkyl groups, more C 1-6 Alkyl alkyl groups, more preferably C 1-4 An alkyl group, and more preferably a methyl group.

[0102] The above aryl group is preferably a phenyl group.

[0103] In one embodiment, R 5 Each of them is independent of C 1-6 Alkyl alkyl group, preferably C 1-4 An alkyl group, more preferably a methyl group.

[0104] In another embodiment, R 5 This is a phenyl group.

[0105] In another embodiment, R 5 Each of these is independently a methyl group or a phenyl group, preferably a methyl group.

[0106] x is an integer between 0 and 200, preferably between 0 and 100, more preferably between 1 and 100, even more preferably between 5 and 50, and even more preferably between 10 and 30.

[0107] In one embodiment, x is 0.

[0108] In one embodiment, x is an integer from 1 to 200, preferably from 1 to 100, more preferably from 5 to 50, and even more preferably from 10 to 30.

[0109] y is an integer between 0 and 200, preferably between 0 and 100, more preferably between 1 and 100, even more preferably between 5 and 50, and even more preferably between 10 and 30.

[0110] In one embodiment, y is 0.

[0111] In one embodiment, y is an integer from 1 to 200, preferably from 1 to 100, more preferably from 5 to 50, and even more preferably from 10 to 30.

[0112] z is an integer between 0 and 200, preferably between 0 and 100, more preferably between 1 and 100, even more preferably between 5 and 50, and even more preferably between 10 and 30.

[0113] In one embodiment, z is 0.

[0114] In one embodiment, z is an integer from 1 to 200, preferably from 1 to 100, more preferably from 5 to 50, and even more preferably from 10 to 30.

[0115] In one embodiment, y is 0 and z is 0.

[0116] R S1 This can be either a random polymer or a block polymer.

[0117] s is either 0 or 1.

[0118] In a preferred embodiment, s is 1. S The silicon atom is X 1 When directly bonding with the oxygen atom, it is particularly preferable that s be 1.

[0119] R 2 These are, independently, monovalent hydrocarbon groups.

[0120] R 2 The monovalent hydrocarbon group in this is preferably an alkyl group or an aryl group.

[0121] The alkyl group may be linear or branched. The alkyl group is preferably a C1-C6 alkyl group, more preferably a C1-C4 alkyl group. The alkyl group is even more preferably a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, or a tert-butyl group, and is particularly preferably a methyl group.

[0122] The aryl group may be monocyclic or polycyclic. The aryl group is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. The aryl group is particularly preferably a phenyl group.

[0123] R 2 The group is preferably an alkyl group, more preferably an alkyl group having 1 to 4 carbon atoms, and particularly preferably a methyl group.

[0124] X 1 X is a group with 2 to 10 valencies. 1 The base is R on the left side. S Combined, the right side is R Si Combine.

[0125] In a preferred embodiment, X 1 R S It is a group containing an oxygen atom, sulfur atom, nitrogen atom, or carbon atom that is bonded to it.

[0126] In one embodiment, X 1 R S It is a group containing an oxygen atom bonded to R. That is, the oxygen atom contained in the group is R S It bonds with one of the atoms. In this case, the oxygen atom is R S It is preferable to bond to the silicon atom of X. 1 The oxygen atom is R S When bonding with a silicon atom, that silicon atom becomes X 1 It is particularly preferable that the group does not bond with any oxygen atoms other than the specified group. The type of the group is not particularly limited, but for example, -O-, -OCO-, -OCONR Y -, -O-(CH2) x1 -, -O-(CH2) x -CONR Y -[wherein, R Y is a hydrogen atom or C 1-30 Examples include: ] an alkyl group where x1 is an integer between 1 and 50.

[0127] In one embodiment, X 1 R S It is a group containing a sulfur atom bonded to R. That is, the sulfur atom contained in the group is R S It bonds with one of the atoms. At this time, the sulfur atom is R S It is preferable that the group bond to the silicon atom. The type of group is not particularly limited, but examples include -S-, -SS-, -S(=O)-, etc.

[0128] In one embodiment, X 1 R S It is a group containing a nitrogen atom bonded to it. That is, the nitrogen atom contained in the group is R S It bonds with one of the atoms. In this case, the nitrogen atom is R S It is preferable that the group bond to the silicon atom. The type of the group is not particularly limited, but for example, -NR Y -, -NR Y CO-, -NR Y COO-, NR Y -CO-NR Y -, piperidinyl group, azo group [wherein RY is a hydrogen atom or C 1-30 Examples include: ] an alkyl group.

[0129] In one embodiment, X 1 R S It is a group containing a carbon atom bonded to R. That is, the carbon atoms contained in the group are R S It bonds with one of the atoms. At this time, the carbon atom is R S It is preferable that the group bond to the silicon atom. The type of the group is not particularly limited, but for example, C 1-30 Alkylene group, -R Ar -, -CO-, -COO-, -CONR Y -[wherein, R Ar R is a 2-6 valent aromatic group, Y is a hydrogen atom or C 1-30 Examples include: ] an alkyl group.

[0130] R Ar It is a divalent to hexavalent aromatic group.

[0131] R Ar is a divalent to hexavalent aromatic group. In one embodiment, R Ar It is a divalent aromatic group.

[0132] The above-mentioned divalent aromatic group is not particularly limited as long as it is a divalent group that has aromatic properties.

[0133] The above-mentioned divalent aromatic group may be either an aromatic hydrocarbon group or a heteroaromatic group. The aromatic group may be monocyclic or polycyclic. The polycyclic aromatic group may be a group in which two rings are fused, a group in which two or more rings are bonded together, for example by a single bond, or a combination thereof.

[0134] The number of ring members of the above-mentioned divalent aromatic group is not particularly limited, but for example, it may be 6 to 30, 6 to 24, more preferably 6 to 20, even more preferably 6 to 14, and most preferably 6 to 12 in total.

[0135] In one embodiment, R Ar This is an arylene group with 6 to 20 carbon atoms.

[0136] In one embodiment, R Ar Each of them operates independently. [ka] That is the case.

[0137] In one embodiment, R Ar This group may be an o-phenylene group, an m-phenylene group, a p-phenylene group, a 2-methyl-1,4-phenylene group, a 2,5-dimethyl-1,4-phenylene group, a 1,2-naphthylene group, a 1,4-naphthylene group, a 1,5-naphthylene group, a 9,10-anthrylene group, a 9,10-phenanthrylene group, or a 4,4'-biphenylylene group.

[0138] In a preferred embodiment, R Ar This is a phenylene group, particularly preferably a p-phenylene group.

[0139] The above-mentioned divalent aromatic group may have substituents. The number of substituents is not particularly limited, for example, 1 to 4, preferably 1 or 2.

[0140] In a preferred embodiment, R Ar This is an unsubstituted phenylene group.

[0141] In a more preferred embodiment, X 1 The formula is as follows: -ZX 1a n-p X 1b p-1 - (2) It is a base represented by, Z is R S A group selected from O, S, N, or C≡C bonded to the silicon atom, where C≡C, O, and S are divalent groups, and N is a trivalent group. X 1a Each of these is independently a single bond or a 2-10 valent group. X 1b is, independently of each other, a single bond or a monovalent group, n is the valence of the Z group, p is an integer of 1 or more and less than n.

[0142] In a more preferred embodiment, Z is a group selected from O, S, N, or C≡C bonded to the silicon atom of R S .

[0143] When Z is an O atom bonded to the silicon atom of R S , it is preferred that the silicon atom bonded to Z does not bond to an O atom other than the said Z.

[0144] In one embodiment, Z is O bonded to the silicon atom of R S . At this time, X 1 is represented by -OX 1a -.

[0145] In one embodiment, Z is S bonded to the silicon atom of R S . At this time, X 1 is represented by -SX 1a -.

[0146] In one embodiment, Z is N bonded to the silicon atom of R S . At this time, X 1 is represented by -NX 1a 3-p X 1b p-1 is represented by

[0147] In one embodiment, Z is C≡C bonded to the silicon atom of R S . At this time, X 1 is represented by -C≡CX 1a -.

[0148] X 1a is, independently of each other, a single bond or a group of 2 to 10 valences.

[0149] In one embodiment, X1a This is a group with a valency of 2 to 10. The valency of this group is preferably 2 to 5, more preferably 2 to 3, and most preferably 2.

[0150] For example, the group represented by formula (2) is -NX 1a If it is 2-, then X 1a If it is divalent, the formula has the following structure: [ka] It means to represent.

[0151] X 1a The divalent groups in these are, for example, alkylene, phenylene, -CO-, -COO-, -NR x1 -, -CONR x1 -, -OCONR x1 -, -NR x1 -CO-NR x1 -, -O-, -S-, -O-(CH2) x11 -CONR x1 -, and -O-(CH2) x11 It may be a group containing at least one group selected from -CO-. x1 is a hydrogen atom or C 1-6 The alkylene is an alkyl group, where x11 is an integer from 1 to 50. The alkylene preferably has 1 to 50 carbon atoms, more preferably 1 to 30, for example, 1 to 10, 1 to 6, 2 to 30, 5 to 30, 10 to 30, or 12 to 25 carbon atoms.

[0152] X 1a If is a divalent group, preferably X 1a C 1-30 Alkylene group, -(CH2) f1 -O-(CH2) f2 -(wherein f1 is an integer between 0 and 30, e.g., an integer between 1 and 6, and f2 is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) f3 -Phenylene-(CH2) f4 -(wherein f3 is an integer from 0 to 6, for example, an integer from 1 to 6, and f4 is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0153] X 1a If there are two or more X 1a These may, together with the Z atom to which they are bonded, form a cyclic substituent with a valency of 2 to 10. For example, Z is C and X 1a If there are two X 1a These groups may combine to form a cycloheptyl group, a cyclohexyl group, a piperidinyl group, a phenyl group, etc. For example, the group of formula (2) is -NX 1a When represented by 2-, the group is expressed by the following formula: [ka] In other words, it can be a piperidinyl group.

[0154] In a preferred embodiment, X 1a Each of these is independent and expressed by the following formula: -(X 11 ) a1 -(X 12 ) a2 - [In formula: X 11 These are single bonds or divalent organic groups, X 12 -CO-, -COO-, -OCO-, -NR 41 -, -CONR 41 -, -NR 41 CO-, -OCONR 41 -, -NR 41 COO-, -NR 41 -CO-NR 41 -, -O-, or -S- R 41 is a hydrogen atom or C 1-6 It is an alkyl group, a1 is an integer from 1 to 5, a2 is an integer from 0 to 5, The order of existence of each repeating unit enclosed in parentheses with a1 or a2 attached is arbitrary in the formula. It is a group represented by

[0155] X 11 is a single bond or a divalent organic group.

[0156] In one embodiment, X 11 is a single bond.

[0157] In one embodiment, X 11 is a divalent organic group.

[0158] X 11 The divalent group in is an alkylene, phenylene, -CO-, -COO-, -NR x1 -, -CONR x1 -, -OCONR x1 -, -NR x1 -CO-NR x1 -, -O-, -S-, -O-(CH2) x1 -CONR x1 -, and -O-(CH2) x1 -CO- and may be a group containing at least one group selected from. R x1 is a hydrogen atom or a C 1-6 alkyl group, and x1 is an integer from 1 to 50. The above alkylene may preferably have 1 to 50 carbon atoms, more preferably 1 to 30 carbon atoms, for example 1 to 10, 1 to 6, 2 to 30, 5 to 30, 10 to 30, or 12 to 25 carbon atoms.

[0159] Xa 11 is preferably a C 1-30 alkylene group, -(CH2) f1 -O-(CH2) f2 -(where f1 is an integer from 0 to 30, for example an integer from 1 to 6, and f2 is an integer from 0 to 30, for example an integer from 1 to 6) or, -(CH2) f3 -phenylene-(CH2) f4-(wherein f3 is an integer from 0 to 6, for example, an integer from 1 to 6, and f4 is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30 The alkylene group may be linear or branched. These groups may include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 Such C may be substituted with one or more substituents selected from alkynyl groups, but is preferably unsubstituted. 1-30 Examples of alkylene groups include, for example, methylene group, ethylene group, n-propylene group, n-butylene group, n-hexyl group, 2-hexylene group, n-octylene group, isooctylene group, n-nonylene group, n-decanylene group, n-dodecanylene group, n-hexadecanyl group, n-icosanylene group, and n-tetracosanylene group.

[0160] X 12 -CO-, -COO-, -OCO-, -NR 41 -, -CONR 41 -, -NR 41 CO-, -OCONR 41 -, -NR 41 COO-, -NR 41 -CO-NR 41 -, -O-, or -S-. In one embodiment, X 12 is -OR 41 -In another embodiment, X 12 -CONR 41 - is

[0161] X 1b Each of these is independently a single bond or a monovalent group.

[0162] X 1b If it is a single bond, then X 1b The carbon or nitrogen atom to which it is bonded can form a multiple bond. For example, the group in formula (2) is -NX 1a X 1b - If it is represented as X 1b If it is a single bond, then the equation becomes -N=X 1a - can represent. For example, the base of equation (2) is -CX1a X 1b If expressed as 2-, then any X 1b If it is a single bond, then the equation becomes -C≡X 1a - can represent.

[0163] X 1b If is a monovalent base, then X 1b Preferably, it is not a hydrogen atom.

[0164] Also, X 1b If is a monovalent base, then X 1b It is preferable that the group is neither a hydroxyl group nor a hydrolyzable group.

[0165] R S -X 1 The bond energy between them is 400 kJ / mol or greater. S -X 1 If the bond energy between the elements is greater than or equal to the above, the surface treatment layer obtained from the compound of this disclosure can be given excellent ultraviolet (UV) resistance.

[0166] In this disclosure, R S -X 1 The bond energy between the elements is calculated using quantum chemical calculations based on density functional theory. In these calculations, ωb97xd is used as the functional and 6-31+G(d,p) is used as the basis set.

[0167] R in this disclosure S -X 1 The above method for calculating the bond energy is just one example, and the bond energy may be calculated by other known methods. Furthermore, the bond energy may be calculated by theoretical calculations as described above, or it may be calculated from actual compounds by analyzing them using analytical instruments.

[0168] In a preferred embodiment, R S -X 1 The bond energy between them is 420 kJ / mol or greater.

[0169] In another preferred embodiment, R S -X1 The bond energy between them is 490 kJ / mol or greater.

[0170] R Si This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded.

[0171] In a preferred embodiment, R Si This is expressed by the following formulas (S1), (S2), (S3), (S4), or (S5): [ka] [In formula: R 11 Each of these is independently a hydroxyl group or a hydrolyzable group, R 12 Each of these is independently a monovalent organic group, n1 is (SiR 11 n1 R 12 3-n1 Each unit is an independent integer between 0 and 3. X 11 Each of these is independently a single bond or a divalent organic group. R 13 Each of these is independently a hydrogen atom or a monovalent organic group. Each t is an independent integer greater than or equal to 2. R 14 Each of these is independently a hydrogen atom, a halogen atom, or -X 11 -SiR 11 n1 R 12 3-n1 And, R 15 Each of these is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkylene oxy group having 1 to 6 carbon atoms. R a1 These are, independently, -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 and; Z1 These are, independently, divalent organic groups, R 21 These are, independently, -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ and; R 22 Each of these is independently a hydroxyl group or a hydrolyzable group, R 23 Each of these is independently a monovalent organic group, p1 is an integer between 0 and 3, independently of each other. Each q1 is an integer between 0 and 3, independently of the others. Each r1 is an independent integer between 0 and 3. Z 1’ These are, independently, divalent organic groups, R 21’ These are, independently, -Z 1” -SiR 22” q1” R 23” r1” and; R 22’ Each of these is independently a hydroxyl group or a hydrolyzable group, R 23’ Each of these is independently a monovalent organic group, p1' are each independent integers between 0 and 3. Each of q1' is an independent integer between 0 and 3. r1' are each independent integers between 0 and 3. Z 1” These are, independently, divalent organic groups, R 22” Each of these is independently a hydroxyl group or a hydrolyzable group, R 23” Each of these is independently a monovalent organic group, Each of q1'' is an independent integer between 0 and 3. Each of r1'' is an independent integer between 0 and 3. Rb1 Each of these is independently a hydroxyl group or a hydrolyzable group, R c1 Each of these is independently a monovalent organic group, k1 is an integer between 0 and 3, independently of each other. l1 are all independent integers between 0 and 3. Each m1 is an independent integer between 0 and 3. However, in formula (S3), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded, R d1 These are, independently, -Z 2 -CR 31 p2 R 32 q2 R 33 r2 And, Z 2 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. R 31 These are, independently, -Z 2’ -CR 32’ q2’ R 33’ r2’ And, R 32 These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And, R 33 Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. p2 is an integer between 0 and 3, independently of each other. Each of the q2 values ​​is an integer between 0 and 3, independently of the others. Each of the r2 values ​​is an integer between 0 and 3, independently of the others. Z 2’ Each of these is independently a single bond, an oxygen atom, or a divalent organic group. R 32’ These are, independently, -Z 3 -SiR 34 n2 R 353-n2 And, R 33’ Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. q2' are each independent integers between 0 and 3. r2' are each independent integers between 0 and 3. Z 3 Each of these is independently a single bond, an oxygen atom, or a divalent organic group; R 34 Each of these is independently a hydroxyl group or a hydrolyzable group, R 35 Each of these is independently a monovalent organic group, n2 are each an independent integer between 0 and 3. R e1 These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And, R f1 Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. k2 are each an independent integer between 0 and 3. l2 are each an independent integer between 0 and 3. Each of the m2 values ​​is an independent integer between 0 and 3. However, in formula (S4), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded, R g1 and R h1 These are, independently, -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , or -Z 4 -CR d1 k2 R e1 l2 R f1m2 And, Z 4 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. However, in formula (S5), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded. It is a base represented by .

[0172] In the above formula (S1) or formula (S2), R 11 These are, independently, hydroxyl groups or hydrolyzable groups.

[0173] R 11 Preferably, each of these is independently a hydrolyzable group.

[0174] R 11 Preferably, each is independently -OR h , -OCOR h , -ON=CR h 2. -NR h 2, -NHR h , -NCO, or halogen (wherein R in these formulas) h C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. 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 This is an ethyl group.

[0175] In the above formula (S1) or formula (S2), R 12 These are each independently monovalent organic groups. Such monovalent organic groups are monovalent organic groups excluding the hydrolyzable groups mentioned above.

[0176] R 12 In this, the monovalent organic group is preferably C1-20 It is an alkyl group, more preferably C 1-6 An alkyl group, more preferably a methyl group.

[0177] In the above formula (S1) or formula (S2), n1 is (SiR 11 n1 R 12 3-n1 Each unit is an independent integer between 0 and 3. However, in equation (S1), n1 is between 1 and 3 (SiR 11 n1 R 12 3-n1 There are at least two units. In other words, in formula (S1), there are at least two Si atoms to which a hydroxyl group or hydrolyzable group is attached.

[0178] n1 is (SiR 11 n1 R 12 3-n1 Each unit is independently an integer, preferably between 1 and 3, more preferably between 2 and 3, and even more preferably 3.

[0179] In the above equation (S1), X 11 Each of these is independently a single bond or a divalent organic group. Such a divalent organic group is preferably -R 28 -O x -R 29 -(In the formula, R 28 and R 29 Each of these is independently a single bond or C 1-20 It is an alkylene group, and x is 0 or 1. 1-20 The alkylene group may be linear or branched, but is preferably linear. 1-20 The alkylene group is preferably C 1-10 Alkylene group, more preferably C 1-6 Alkylene group, more preferably C 1-3 It is an alkylene group.

[0180] In one embodiment, X 11 These are, independently, -C 1-6Alkylene-OC 1-6 Alkilen- or -OC 1-6 It is alkylene-

[0181] In a preferred embodiment, X 11 Each of these is independently a single bond or a linear chain of carbon atoms. 1-6 An alkylene group, preferably a single bond or a linear C bond. 1-3 Alkylene group, more preferably a single bond or linear carbon chain 1-2 An alkylene group, more preferably a linear carbon group. 1-2 It is an alkylene group.

[0182] In the above equation (S1), R 13 Each of these is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is preferably C 1-20 It is an alkyl group.

[0183] In another embodiment, R 13 The monovalent organic group in is preferably C 1-20 A group containing an alkyloxy group, or C 1-20 It is an alkyl group, and more preferably C 1-20 It is an alkyl group. 1-20 The alkyl group may be linear or branched, but is preferably linear. 1-20 Examples of groups containing alkyloxy groups include the following: [ka] [In the formula: X is independently a hydroxyl group or a hydrolyzable group, L is independently a methylene group, an ethylene group, a propylene group, or a butylene group, l is an integer from 1 to 20, R is a methyl group, an ethyl group, a propyl group, or a butyl group, d' is an integer from 0 to 10, and e' is an integer from 2 to 10.]

[0184] In a preferred embodiment, R 13 Each of these is independently a hydrogen atom or a linear C 1-6 It is an alkyl group, preferably a hydrogen atom or a linear C1-3 The alkyl group is preferably a hydrogen atom or a methyl group.

[0185] In the above equation (S1), R 15 Each of these is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkylene oxy group having 1 to 6 carbon atoms.

[0186] In one embodiment, R 15 These are, independently, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkylene oxy group having 1 to 6 carbon atoms.

[0187] In a preferred embodiment, R 15 It is a single bond.

[0188] In the above equation (S1), each t is an independent integer greater than or equal to 2.

[0189] In a preferred embodiment, t is an integer between 2 and 10, preferably between 2 and 6, independently of each other.

[0190] In the above formula, R 14 Each of these is independently a hydrogen atom, a halogen atom, or -X 11 -SiR 11 n1 R 12 3-n1 The halogen atom is preferably an iodine atom, a chlorine atom, or a fluorine atom, and more preferably a fluorine atom. In a preferred embodiment, R 14 This is a hydrogen atom.

[0191] In one embodiment, equation (S1) is given by the following equation (S1-a). [ka] [In the formula, R 11 , R 12 , R 13 , X 11 , and n1 have the same meaning as described in the above formula (S1), t1 and t2 are each independent integers of 1 or more, preferably integers from 1 to 10, more preferably integers from 2 to 10, for example, integers from 1 to 5 or integers from 2 to 5. The order in which each repeating unit, denoted by t1 and t2 and enclosed in parentheses, exists is arbitrary within the expression.

[0192] In a preferred embodiment, formula (S1) is the following formula (S1-b). [ka] [In the formula, R 11 , R 12 , R 13 , X 11 n1 and t have the same meaning as described in the above formula (S1).

[0193] R a1 These are, independently, -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 That is the case.

[0194] Z 1 Each of these is independently an oxygen atom or a divalent organic group. (Note: Z follows) 1 The structure described as follows is (-SiR 21 p1 R 22 q1 R 23 r1 ) joins.

[0195] In a preferred embodiment, Z 1 It is a divalent organic group.

[0196] In a preferred embodiment, Z 1 is, Z 1 It does not contain any element that forms a siloxane bond with the Si atom to which it is bonded. Preferably, in formula (S3), (Si-Z 1 -Si) does not contain a siloxane bond.

[0197] Z 1 Preferably, C 1-30 Alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer between 0 and 30, e.g., an integer between 1 and 6, and z2 is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z3 -Phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 6, for example, an integer from 1 to 6, and z4 is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30 The alkylene group is more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be linear or branched, but are preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0198] In a preferred embodiment, Z 1 C 1-30 Alkylene group or -(CH2) z3 -Phenylene-(CH2) z4 -, preferably -phenylene-(CH2) z4 - is

[0199] In another preferred embodiment, Z 1 C 1-20 It is an alkylene group. In one embodiment, Z 1 This could be -CH2CH2CH2-. In another embodiment, Z 1 This could be -CH2CH2-. In another embodiment, Z 1 is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0200] R 21 These are, independently, -Z 1’ -SiR21’ p1’ R 22’ q1’ R 23’ r1’ That is the case.

[0201] Z 1’ Each of these is independently an oxygen atom or a divalent organic group. (Note: Z follows) 1’ The structure described as follows is (-SiR 21’ p1’ R 22’ q1’ R 23’ r1’ ) joins.

[0202] In a preferred embodiment, Z 1’ It is a divalent organic group.

[0203] In a preferred embodiment, Z 1’ is, Z 1’ It does not contain any element that forms a siloxane bond with the Si atom to which it is bonded. Preferably, in formula (S3), (Si-Z 1’ -Si) does not contain a siloxane bond.

[0204] Z 1’ Preferably, C 1-6 Alkylene group, -(CH2) z1’ -O-(CH2) z2’ -(wherein z1' is an integer between 0 and 30, e.g., an integer between 1 and 6, and z2' is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z3’ -Phenylene-(CH2) z4’ -(wherein z3' is an integer between 0 and 6, for example between 1 and 6, and z4' is an integer between 0 and 6, for example between 1 and 6). Such C 1-30 The alkylene group is more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be linear or branched, but are preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0205] In a preferred embodiment, Z 1’ C 1-20 Alkylene group or -(CH2) z3’ -Phenylene-(CH2) z4’ -, preferably -phenylene-(CH2) z4’ - is

[0206] In another preferred embodiment, Z 1’ C 1-20 It is an alkylene group. In one embodiment, Z 1’ This could be -CH2CH2CH2-. In another embodiment, Z 1’ This could be -CH2CH2-. In another embodiment, Z 1’ is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0207] The above R 21’ These are, independently, -Z 1” -SiR 22” q1” R 23” r1” That is the case.

[0208] The above Z 1” Each of these is independently an oxygen atom or a divalent organic group. (Note: Z follows) 1” The structure described as follows is (SiR 22” q1” R 23” r1” ) joins.

[0209] In a preferred embodiment, Z 1” It is a divalent organic group.

[0210] In a preferred embodiment, Z 1” is, Z 1” It does not contain any element that forms a siloxane bond with the Si atom to which it is bonded. Preferably, in formula (S3), (Si-Z 1”-Si) does not contain a siloxane bond.

[0211] Z 1” Preferably, C 1-30 Alkylene group, -(CH2) z1” -O-(CH2) z2” -(wherein z1'' is an integer between 0 and 30, e.g., an integer between 1 and 6, and z2'' is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z3” -Phenylene-(CH2) z4” -(wherein z3'' is an integer from 0 to 6, for example, an integer from 1 to 6, and z4'' is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30 The alkylene group is more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be linear or branched, but are preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0212] In a preferred embodiment, Z 1” C 1-6 Alkylene group or -(CH2) z3” -Phenylene-(CH2) z4” -, preferably -phenylene-(CH2) z4” - is Z 1” If the group is such that it can have higher light resistance, especially UV resistance.

[0213] In another preferred embodiment, Z 1” C 1-3 It is an alkylene group. In one embodiment, Z 1” This could be -CH2CH2CH2-. In another embodiment, Z 1” This could be -CH2CH2-. In another embodiment, Z 1” is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0214] The above R 22” These are, independently, hydroxyl groups or hydrolyzable groups.

[0215] The above R 22” Preferably, each of these is independently a hydrolyzable group.

[0216] The above R 22” Preferably, each is independently -OR h , -OCOR h , -ON=CR h 2. -NR h 2, -NHR h , or -NCO (wherein R in these formulas) h C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. 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 This is an ethyl group.

[0217] R 23” These are each independently monovalent organic groups. Such monovalent organic groups are monovalent organic groups excluding the hydrolyzable groups mentioned above.

[0218] R 23” In this, the monovalent organic group is preferably C 1-20 It is an alkyl group, more preferably C 1-6 An alkyl group, more preferably a methyl group.

[0219] Each of q1'' is an independent integer between 0 and 3, and each of r1'' is an independent integer between 0 and 3. The sum of q1'' and r1'' is (SiR 22”q1” R 23” r1” In units of 3, it is 3.

[0220] q1” is (SiR 22” q1” R 23” r1” Each unit is independently an integer, preferably between 1 and 3, more preferably between 2 and 3, and even more preferably 3.

[0221] R 22’ These are, independently, hydroxyl groups or hydrolyzable groups.

[0222] R 22’ Preferably, each of these is independently a hydrolyzable group.

[0223] R 22’ Preferably, each is independently -OR h , -OCOR h , -ON=CR h 2. -NR h 2, -NHR h , or -NCO (wherein R in these formulas) h C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. 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 This is an ethyl group.

[0224] R 23’ These are each independently monovalent organic groups. Such monovalent organic groups are monovalent organic groups excluding the hydrolyzable groups mentioned above.

[0225] R 23’In this, the monovalent organic group is preferably C 1-20 It is an alkyl group, more preferably C 1-6 An alkyl group, more preferably a methyl group.

[0226] p1' are independent integers between 0 and 3, q1' are independent integers between 0 and 3, and r1' are independent integers between 0 and 3. The sum of p', q1', and r1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ In units of 3, it is 3.

[0227] In one embodiment, p1' is 0.

[0228] In one embodiment, p1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ Each unit may independently be an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred embodiment, p1' is 3.

[0229] In one embodiment, q1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ Each unit is an integer between 1 and 3, preferably between 2 and 3, and more preferably 3.

[0230] In one embodiment, p1' is 0 and q1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ Each unit is an integer between 1 and 3, preferably between 2 and 3, and more preferably 3.

[0231] R 22These are, independently, hydroxyl groups or hydrolyzable groups.

[0232] R 22 Preferably, each of these is independently a hydrolyzable group.

[0233] R 22 Preferably, each is independently -OR h , -OCOR h , -ON=CR h 2. -NR h 2, -NHR h , or -NCO (wherein R in these formulas) h C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. 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 This is an ethyl group.

[0234] The above R 23 These are each independently monovalent organic groups. Such monovalent organic groups are monovalent organic groups excluding the hydrolyzable groups mentioned above.

[0235] R 23 In this, the monovalent organic group is preferably C 1-20 It is an alkyl group, more preferably C 1-6 An alkyl group, more preferably a methyl group.

[0236] Each of the above p1 is an independent integer between 0 and 3, each of the q1 is an independent integer between 0 and 3, and each of the r1 is an independent integer between 0 and 3. Note that the sum of p1, q1 and r1 is (SiR 21 p1 R 22q1 R 23 r1 In units of 3, it is 3.

[0237] In one embodiment, p1 is 0.

[0238] In one embodiment, p1 is (SiR 21 p1 R 22 q1 R 23 r1 Each unit may independently be an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred embodiment, p1 is 3.

[0239] In one mode, q1 is (SiR 21 p1 R 22 q1 R 23 r1 Each unit is an integer between 1 and 3, preferably between 2 and 3, and more preferably 3.

[0240] In one embodiment, p1 is 0 and q1 is (SiR 21 p1 R 22 q1 R 23 r1 Each unit is an integer between 1 and 3, preferably between 2 and 3, and more preferably 3.

[0241] In the formula, R b1 These are, independently, hydroxyl groups or hydrolyzable groups.

[0242] R b1 Preferably, each of these is independently a hydrolyzable group.

[0243] R b1 Preferably, each is independently -OR h , -OCOR h , -ON=CR h 2. -NR h 2, -NHRh , or -NCO (wherein R in these formulas) h C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. 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 This is an ethyl group.

[0244] In the formula, R c1 These are each independently monovalent organic groups. Such monovalent organic groups are monovalent organic groups excluding the hydrolyzable groups mentioned above.

[0245] R c1 In this, the monovalent organic group is preferably C 1-20 It is an alkyl group, more preferably C 1-6 An alkyl group, more preferably a methyl group.

[0246] k1 is an independent integer between 0 and 3, l1 is an independent integer between 0 and 3, and m1 is an independent integer between 0 and 3. The sum of k1, l1, and m1 is (SiR a1 k1 R b1 l1 R c1 m1 In units of 3, it is 3.

[0247] In one embodiment, k1 is (SiR a1 k1 R b1 l1 R c1 m1 Each unit is an integer between 1 and 3, preferably 2 or 3, more preferably 3. In a preferred embodiment, k1 is 3.

[0248] In formula (S3), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded.

[0249] In a preferred embodiment, at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded are present at the terminal portion of formula (S3).

[0250] In a preferred embodiment, the group represented by formula (S3) is -Z 1 -SiR 22 q1 R 23 r1 (In the formula, q1 is an integer between 1 and 3, preferably 2 or 3, more preferably 3, and r1 is an integer between 0 and 2.) -Z 1’ -SiR 22’ q1’ R 23’ r1’ (In the formula, q1' is an integer between 1 and 3, preferably 2 or 3, more preferably 3, and r1' is an integer between 0 and 2.) or -Z 1” -SiR 22” q1” R 23” r1” (wherein the formula, q1'' is an integer between 1 and 3, preferably 2 or 3, more preferably 3, and r1'' is an integer between 0 and 2.) Z 1 , Z 1’ , Z 1” , R 22 , R 23 , R 22’ , R 23’ , R 22” , and R 23” This is synonymous with the above.

[0251] In a preferred embodiment, in formula (S3), R 21’ If present, at least one, preferably all R 21’ In this, q1'' is an integer between 1 and 3, preferably 2 or 3, more preferably 3.

[0252] In a preferred embodiment, in formula (S3), R21 If present, at least one, preferably all R 21 In this case, p1' is 0, and q1' is an integer between 1 and 3, preferably 2 or 3, more preferably 3.

[0253] In a preferred embodiment, in formula (S3), R a1 If present, at least one, preferably all R a1 In this case, p1 is 0, and q1 is an integer between 1 and 3, preferably 2 or 3, more preferably 3.

[0254] In a preferred embodiment, in formula (S3), k1 is 2 or 3, preferably 3, p1 is 0, and q1 is 2 or 3, preferably 3.

[0255] R d1 These are, independently, -Z 2 -CR 31 p2 R 32 q2 R 33 r2 That is the case.

[0256] Z 2 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. (Note: Z follows) 2 The structure described as follows is (CR) on the right side. 31 p2 R 32 q2 R 33 r2 ) joins.

[0257] In a preferred embodiment, Z 2 It is a divalent organic group.

[0258] In a preferred embodiment, Z 2 It does not contain siloxane bonds.

[0259] Z 2 Preferably, C 1-30 Alkylene group, -(CH2) z5-O-(CH2) z6 -(wherein z5 is an integer between 0 and 30, e.g., an integer between 1 and 6, and z6 is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z7 -Phenylene-(CH2) z8 -(wherein z7 is an integer from 0 to 6, for example, an integer from 1 to 6, and z8 is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30 The alkylene group is more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be linear or branched, but are preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0260] In a preferred embodiment, Z 2 C 1-20 Alkylene group or -(CH2) z7 -Phenylene-(CH2) z8 -, preferably -phenylene-(CH2) z8 - is Z 2 If the group is such that it can have higher light resistance, especially UV resistance.

[0261] In another preferred embodiment, the above Z 2 C 1-20 It is an alkylene group. In one embodiment, Z 2 This could be -CH2CH2CH2-. In another embodiment, Z 2 This could be -CH2CH2-. In another embodiment, Z 2 is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0262] R 31 These are, independently, -Z 2’ -CR 32’ q2’ R 33’r2’ That is the case.

[0263] Z 2’ Each of these is independently a single bond, an oxygen atom, or a divalent organic group. (Note: Z follows) 2’ The structure described as follows is (CR) on the right side. 32’ q2’ R 33’ r2’ ) joins.

[0264] In a preferred embodiment, Z 2’ It does not contain siloxane bonds.

[0265] Z 2’ Preferably, C 1-30 Alkylene group, -(CH2) z5’ -O-(CH2) z6’ -(wherein z5' is an integer between 0 and 30, e.g., an integer between 1 and 6, and z6' is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z7’ -Phenylene-(CH2) z8’ -(wherein z7' is an integer from 0 to 6, for example, an integer from 1 to 6, and z8' is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30 The alkylene group is more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be linear or branched, but are preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0266] In a preferred embodiment, Z 2’ C 1-20 Alkylene group or -(CH2) z7’ -Phenylene-(CH2) z8’ -, preferably -phenylene-(CH2) z8’ - is Z 2’If the group is such that it can have higher light resistance, especially UV resistance.

[0267] In another preferred embodiment, the above Z 2’ C 1-20 It is an alkylene group. In one embodiment, Z 2’ This could be -CH2CH2CH2-. In another embodiment, Z 2’ This could be -CH2CH2-. In another embodiment, Z 2’ is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0268] R 32’ These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 That is the case.

[0269] Z 3 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. (Note: Z follows) 3 The structure described as follows is (SiR 34 n2 R 35 3-n2 ) joins.

[0270] In one embodiment, Z 3 It is an oxygen atom.

[0271] In one embodiment, Z 3 It is a divalent organic group.

[0272] In a preferred embodiment, Z 3 It does not contain siloxane bonds.

[0273] Z 3 Preferably, C 1-30 Alkylene group, -(CH2) z5” -O-(CH2) z6”-(wherein z5'' is an integer between 0 and 30, e.g., an integer between 1 and 6, and z6'' is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z7” -Phenylene-(CH2) z8” -(wherein z7'' is an integer between 0 and 6, e.g., an integer between 1 and 6, and z8'' is an integer between 0 and 6, e.g., an integer between 1 and 6), or -(CH2) z9” -OCONR z1 -(CH2) z10” -(In the formula, R z1 is a hydrogen atom or C 1-6 An alkyl group, especially a hydrogen atom, where z9'' is an integer from 0 to 6, e.g., an integer from 1 to 6, and z10'' is an integer from 0 to 6, e.g., an integer from 1 to 6). 1-30 The alkylene group is linear, more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be branched but preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0274] In a preferred embodiment, Z 3 C 1-6 Alkylene group or -(CH2) z7” -Phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” - is Z 3 If the group is such that it can have higher light resistance, especially UV resistance.

[0275] In another preferred embodiment, the above Z 3 C 1-20 It is an alkylene group. In one embodiment, Z 3 This could be -CH2CH2CH2-. In another embodiment, Z 3 This could be -CH2CH2-. In another embodiment, Z 3is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0276] R 34 These are, independently, hydroxyl groups or hydrolyzable groups.

[0277] R 34 Preferably, each of these is independently a hydrolyzable group.

[0278] R 34 Preferably, each is independently -OR h , -OCOR h , -ON=CR h 2. -NR h 2, -NHR h , -NCO, or halogen (wherein R in these formulas) h C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR h (That is, an alkoxy group). h Examples include unsubstituted alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, and isobutyl groups; and substituted alkyl groups such as chloromethyl groups. 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 This is an ethyl group.

[0279] R 35 These are each independently monovalent organic groups. Such monovalent organic groups are monovalent organic groups excluding the hydrolyzable groups mentioned above.

[0280] R 35 In this, the monovalent organic group is preferably C 1-20 It is an alkyl group, more preferably C 1-6 An alkyl group, more preferably a methyl group.

[0281] n2 is (SiR 34 n2 R35 3-n2 Each unit is an independent integer between 0 and 3. However, in the terminal part of equation (S4), n2 is between 1 and 3 (SiR 34 n2 R 35 3-n2 There are at least two units. In other words, at the terminal part of formula (S4), there are at least two Si atoms to which a hydroxyl group or hydrolyzable group is attached.

[0282] n2 is (SiR 34 n2 R 35 3-n2 Each unit is independently an integer, preferably between 1 and 3, more preferably between 2 and 3, and even more preferably 3.

[0283] R 33’ Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.

[0284] R 33’ In this, the monovalent organic group is preferably C 1-20 Alkyl or -(C s H 2s ) t1 -(OC s H 2s ) t2 (wherein s is an integer from 1 to 6, preferably from 2 to 4; t1 is 1 or 0, preferably 0; t2 is an integer from 1 to 20, preferably from 2 to 10, more preferably from 2 to 6.) and more preferably C 1-20 Alkyl alkyl groups, more preferably C 1-6 Alkyl groups, particularly preferably methyl groups.

[0285] In one embodiment, R 33’ This is a hydroxyl group.

[0286] In another embodiment, R 33’ This is a monovalent organic group, preferably C 1-20 It is an alkyl group, more preferably C1-6 It is an alkyl group.

[0287] Each of the above q2' is an independent integer between 0 and 3, and each of the above r2' is an independent integer between 0 and 3. The sum of q2' and r2' is (CR 32’ q2’ R 33’ r2’ In units of 3, it is 3.

[0288] q2' is (CR 32’ q2’ R 33’ r2’ Each unit is independently an integer, preferably between 1 and 3, more preferably between 2 and 3, and even more preferably 3.

[0289] R 32 These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 This is the case. 3 -SiR 34 n2 R 35 3-n2 The above R 32’ This is equivalent to the description in [the relevant section].

[0290] R 33 Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.

[0291] R 33 In this, the monovalent organic group is preferably C 1-20 Alkyl or -(C s H 2s ) t1 -(OC s H 2s ) t2 (wherein s is an integer from 1 to 6, preferably from 2 to 4; t1 is 1 or 0, preferably 0; t2 is an integer from 1 to 20, preferably from 2 to 10, more preferably from 2 to 6.) and more preferably C1-20 Alkyl alkyl groups, more preferably C 1-6 Alkyl groups, particularly preferably methyl groups.

[0292] In one embodiment, R 33 This is a hydroxyl group.

[0293] In another embodiment, R 33 This is a monovalent organic group, preferably C 1-20 It is an alkyl group, more preferably C 1-6 It is an alkyl group.

[0294] p2 are independent integers between 0 and 3, q2 are independent integers between 0 and 3, and r2 are independent integers between 0 and 3. The sum of p2, q2, and r2 is (CR). 31 p2 R 32 q2 R 33 r2 In units of 3, it is 3.

[0295] In one embodiment, p2 is 0.

[0296] In one embodiment, p2 is (CR 31 p2 R 32 q2 R 33 r2 Each unit may independently be an integer from 1 to 3, an integer from 2 to 3, or 3. In a preferred embodiment, p2 is 3.

[0297] In one embodiment, q2 is (CR 31 p2 R 32 q2 R 33 r2 Each unit is an integer between 1 and 3, preferably between 2 and 3, and more preferably 3.

[0298] In one embodiment, p2 is 0 and q2 is (CR 31 p2R 32 q2 R 33 r2 Each unit is an integer between 1 and 3, preferably between 2 and 3, and more preferably 3.

[0299] R e1 These are, independently, -Z 3 -SiR 34 n2 R 35 3-n2 This is the case. 3 -SiR 34 n2 R 35 3-n2 The above R 32’ This is equivalent to the description in [the relevant section].

[0300] R f1 Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.

[0301] R f1 In this, the monovalent organic group is preferably C 1-20 Alkyl or -(C s H 2s ) t1 -(OC s H 2s ) t2 (wherein s is an integer from 1 to 6, preferably from 2 to 4; t1 is 1 or 0, preferably 0; t2 is an integer from 1 to 20, preferably from 2 to 10, more preferably from 2 to 6.) and more preferably C 1-20 Alkyl alkyl group or C 2-20 Alkenyl group, more preferably C 1-6 Alkyl alkyl group or C 2-6 The alkenyl group is particularly preferably a methyl group, an ethyl group, or a 2-propenyl group.

[0302] In one embodiment, R f1 This is a hydrogen atom.

[0303] In one embodiment, Rf1 This is a hydroxyl group.

[0304] In another embodiment, R f1 This is a monovalent organic group, preferably C 1-20 Alkyl alkyl group or C 2-20 It is an alkenyl group, more preferably C 1-6 Alkyl alkyl group or C 2-6 It is an alkenyl group.

[0305] k2 are independent integers between 0 and 3, l2 are independent integers between 0 and 3, and m2 are independent integers between 0 and 3. The sum of k2, l2, and m2 is (CR d1 k2 R e1 l2 R f1 m2 In units of 3, it is 3.

[0306] In one embodiment, n2 is 1 to 3, preferably 2 or 3, more preferably 3 (SiR 34 n2 R 35 3-n2 The units are present in groups of two or more, for example, 2 to 27, preferably 2 to 9, more preferably 2 to 6, even more preferably 2 to 3, and particularly preferably 3, at each terminal part of formula (S4).

[0307] In a preferred embodiment, in formula (S4), R 32’ If present, at least one, preferably all R 32’ In this, n2 is an integer between 1 and 3, preferably 2 or 3, more preferably 3.

[0308] In a preferred embodiment, in formula (S4), R 32 If present, at least one, preferably all R 32 In this, n2 is an integer between 1 and 3, preferably 2 or 3, more preferably 3.

[0309] In a preferred embodiment, in formula (S4), Re1 If present, at least one, preferably all R a1 In this, n2 is an integer between 1 and 3, preferably 2 or 3, more preferably 3.

[0310] In a preferred embodiment, in formula (S4), k2 is 0, l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.

[0311] R g1 and R h1 These are, independently, -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 Here, R 11 , R 12 , R a1 , R b2 , R c1 , R d1 , R e1 , R f1 n1, k1, l1, m1, k2, l2, and m2 have the same meaning as above.

[0312] In a preferred embodiment, R g1 and R h1 These are, independently, -Z 4 -SiR 11 n1 R 12 3-n1 That is the case.

[0313] The above Z 4 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. (Note: Z follows) 4 The structure described as follows is (-SiR11 n1 R 12 3-n1 ) joins.

[0314] In one embodiment, Z 4 It is an oxygen atom.

[0315] In one embodiment, Z 4 It is a divalent organic group.

[0316] In a preferred embodiment, Z 4 It does not contain siloxane bonds.

[0317] Z 4 Preferably, C 1-30 Alkylene group, -(CH2) z5” -O-(CH2) z6” -(wherein z5'' is an integer between 0 and 30, e.g., an integer between 1 and 6, and z6'' is an integer between 0 and 30, e.g., an integer between 1 and 6) or -(CH2) z7” -Phenylene-(CH2) z8” -(wherein z7'' is an integer from 0 to 6, for example, an integer from 1 to 6, and z8'' is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-30 The alkylene group is more preferably C 1-20 Alkylene group, more preferably C 1-15 These are alkylene groups, which may be linear or branched, but are preferably linear. These groups include, for example, a fluorine atom, C 1-30 Alkyl alkyl group, C 2-30 Alkenyl group, and C 2-30 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.

[0318] In a preferred embodiment, Z 4 C 1-20 Alkylene group or -(CH2) z7” -Phenylene-(CH2) z8” -, preferably -phenylene-(CH2) z8” - is Z 3If the group is such that it can have higher light resistance, especially UV resistance.

[0319] In another preferred embodiment, the above Z 4 C 1-20 It is an alkylene group. In one embodiment, Z 4 This could be -CH2CH2CH2-. In another embodiment, Z 4 This could be -CH2CH2-. In another embodiment, Z 4 is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠

[0320] In one embodiment, formulas (S1), (S2), (S3), and (S4) do not contain siloxane bonds.

[0321] In one embodiment, R Si is a group represented by formula (S2), (S3), (S4), or (S5).

[0322] In one embodiment, R Si is a group represented by formula (S2), (S3), or (S4).

[0323] In one embodiment, R Si is a group represented by formula (S3), (S4), or (S5).

[0324] In one embodiment, R Si is a group represented by formula (S3) or (S4).

[0325] In one embodiment, R Si is a base represented by formula (S4) or (S5).

[0326] In one embodiment, R Si This is a base represented by formula (S2).

[0327] In one embodiment, R Siis a group represented by formula (S1). In a preferred embodiment, n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0328] In one embodiment, R Si is a group represented by formula (S2). In a preferred embodiment, n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0329] In a preferred embodiment, equation (S2) is the following equation: where * is X 1 This represents the connection point. [ka]

[0330] In one embodiment, R Si is a group represented by formula (S3). In a preferred embodiment, formula (S3) is -SiR a1 2R c1 , or -SiR a1 3, R a1 is, -Z 1 -SiR 22 q1 R 23 r1 And Z 1 C 1-6 Alkylene group, -(CH2) z1 -O-(CH2) z2 -(wherein z1 is an integer between 0 and 6, e.g., an integer between 1 and 6, and z2 is an integer between 0 and 6, e.g., an integer between 1 and 6), or -(CH2) z3 -Phenylene-(CH2) z4 -(wherein z3 is an integer from 0 to 6, for example, an integer from 1 to 6, and z4 is an integer from 0 to 6, for example, an integer from 1 to 6), preferably C 1-6 It is an alkylene group, and q1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0331] In a preferred embodiment, formula (S3) is the following formula: where * is X 1 This represents the connection point. [ka]

[0332] In one embodiment, R Si is a group represented by formula (S4). In a preferred embodiment, formula (S4) is -CR e1 2R f1 , or -CR e1 3, R e1 is, -Z 3 -SiR 34 n2 R 35 3-n2 And Z 3 C 1-6 Alkylene group, -(CH2) z5” -O-(CH2) z6” -(wherein z5'' is an integer between 0 and 6, e.g., an integer between 1 and 6, and z6'' is an integer between 0 and 6, e.g., an integer between 1 and 6) or -(CH2) z7” -Phenylene-(CH2) z8” -(wherein z7'' is an integer between 0 and 6, for example between 1 and 6, and z8'' is an integer between 0 and 6, for example between 1 and 6), preferably C 1-6 It is an alkylene group, and n2 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0333] In a preferred embodiment, equation (S4) is the following equation: where * is X 1 This represents the connection point. [ka]

[0334] In one embodiment, R Si is a group represented by formula (S5). In a preferred embodiment, R g1 and R h1 is, -Z 4 -SiR 11 n1 R 12 3-n1 And Z 4 C 1-6 Alkylene group, -(CH2) z5” -O-(CH2)z6” -(wherein z5'' is an integer between 0 and 6, e.g., an integer between 1 and 6, and z6'' is an integer between 0 and 6, e.g., an integer between 1 and 6) or -(CH2) z7” -Phenylene-(CH2) z8” -(wherein z7'' is an integer between 0 and 6, for example between 1 and 6, and z8'' is an integer between 0 and 6, for example between 1 and 6), preferably C 1-6 It is an alkylene group, and n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0335] In another preferred embodiment, R g1 and R h1 is, -Z 4 -SiR 11 n1 R 12 3-n1 And Z 4 C 1-15 Alkylene group, -(CH2) z5” -O-(CH2) z6” -(wherein z5'' is an integer between 0 and 6, e.g., an integer between 1 and 6, and z6'' is an integer between 0 and 6, e.g., an integer between 1 and 6) or -(CH2) z7” -Phenylene-(CH2) z8” -(wherein z7'' is an integer between 0 and 6, for example between 1 and 6, and z8'' is an integer between 0 and 6, for example between 1 and 6), preferably C 1-15 It is an alkylene group, and n1 is 1 to 3, preferably 2 to 3, and more preferably 3.

[0336] In a preferred embodiment, equation (S5) is the following equation: where * is X 1 This represents the connection point. [ka]

[0337] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H2 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H2 is an integer from 0 to 60, preferably from 10 to 30, more preferably from 18 to 25. JPEG2026062588000029.jpg24486 JPEG2026062588000030.jpg23586

[0338] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H2 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H2 is an integer from 0 to 60, preferably from 10 to 30, more preferably from 18 to 25. JPEG2026062588000031.jpg233100 JPEG2026062588000032.jpg164100

[0339] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H3 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H3 is an integer from 0 to 60, preferably from 5 to 40, more preferably from 10 to 30. JPEG2026062588000033.jpg25482 JPEG2026062588000034.jpg24182

[0340] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H4 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H4 is an integer from 0 to 60, preferably from 4 to 40, more preferably from 10 to 30, and particularly preferably from 11 to 24. JPEG2026062588000035.jpg25595 JPEG2026062588000036.jpg13295

[0341] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H5 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H5 is an integer from 0 to 60, preferably from 4 to 40, more preferably from 10 to 30, and particularly preferably from 11 to 24. JPEG2026062588000037.jpg25376 JPEG2026062588000038.jpg16376

[0342] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H6 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H6 is an integer from 0 to 60, preferably from 0 to 40, more preferably from 0 to 30. JPEG2026062588000039.jpg19876

[0343] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 and H7 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H7 is an integer from 1 to 60, preferably from 1 to 40, more preferably from 1 to 30. JPEG2026062588000040.jpg9059

[0344] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 represents the average value of the repeating units. H1 is an integer between 0 and 300, preferably between 0 and 100. JPEG2026062588000041.jpg25385 JPEG2026062588000042.jpg13285

[0345] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1 represents the average value of the repeating units. H1 is an integer between 0 and 300, preferably between 0 and 100. JPEG2026062588000043.jpg10665

[0346] Specific examples of the compounds of this disclosure include the compounds shown below. In the formulas below, H1, H8, and H9 represent the average value of the number of repeating units. H1 is an integer from 0 to 300, preferably from 0 to 100. H8 is an integer from 0 to 60, preferably from 1 to 40, more preferably from 2 to 30. H9 is an integer from 0 to 60, preferably from 1 to 40, more preferably from 2 to 30. The sum of H8 and H9 is an integer from 0 to 60, more preferably from 6 to 40, even more preferably from 10 to 30, and particularly preferably from 11 to 24. JPEG2026062588000044.jpg24691 JPEG2026062588000045.jpg25191 JPEG2026062588000046.jpg3389

[0347] Specific examples of the compounds of this disclosure include the compounds shown below. In the following formulas, n, t, and u represent the average value of the number of repeating units. n, t, and u are each independent integers between 0 and 60, preferably between 0 and 45, and more preferably between 0 and 30. In the following formulas, Ac represents an acetyl group, Me represents a methyl group, and Et represents an ethyl group.

[0348] [ka] CH3(Si(CH3)2O) n Si(CH3)2C≡CCH2CH2CH2CH2CH2CH2CH2CH2CH2OCH2CH2CH2Si(OCH3)3 JPEG2026062588000048.jpg80132CH3CH2CH2CH2(Si(CH3)2O) 14 Si(CH3)2OCH2CH2CH2Si(OCH3)3 CH3CH2CH2CH2(Si(CH3)2O) 14 Si(CH3)2N[CH2CH2CH2Si(OCH3)3]2

[0349] [Manufacturing method] The method for producing the silane compounds of this disclosure is described below. However, the method for producing the silane compounds of this disclosure is not limited to the method described below.

[0350] (Manufacturing method 1) The above-mentioned siloxane group-containing silane compounds can be obtained, for example, by reacting a compound having a group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group with a compound having a hydrolyzable silane group.

[0351] For example, the following formula: R 61 -COOH [In the formula, R 61 This is a group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. The compound represented by the following formula: NH2-R 62 [In the formula, R 62 It is an allyl group-containing group. When reacted with a compound represented by the following formula: R 61 -CONH-R 63 -R 64 n [In the formula, R 61 This is synonymous with the above, R 63 is a (n+1) valent linker group, R 64 It is an allyl group, n is an integer between 1 and 9. Next, obtain the allyl compound. HSiR 65 m R 66 3-m [In the formula, R 65 Each instance is independently either a hydroxyl group or a hydrolyzable group. R 66Each instance is independently a monovalent organic group, m is an integer between 1 and 3. The silane compound of this disclosure can be obtained by reacting it with the compound represented by .

[0352] (Manufacturing method 2) Alternatively, R can be used according to the following scheme. 61 -A silane compound of this disclosure can be obtained by obtaining an oxadiazole compound from COOH and using it as a starting material. For example, if R has an allyl group at the terminal, HSiR can be obtained as described above. 65 m R 66 3-m By reacting these, the silane compounds of this disclosure can be obtained. [ka] [In formula: R 61 This is synonymous with the above, R is an alkyl or allyl which may contain a functional group at its terminus. The above functional groups are carboxylic acid derivatives such as esters (e.g., allyl, ester, amide, carboxylic acid, acid anhydride, acid chloride, nitrile), amines, epoxides, benzene rings, alcohols, or unsaturated bonds.

[0353] Alternatively, use the following formula: R 61 -CW m X 3-m [In formula: R 61 This is synonymous with the above, X is a hydrolyzable group, W is a monovalent organic group in each instance, independently. m is an integer between 1 and 3. The compound represented by the following formula: MR 62 [In formula: M is a metal-containing group, such as Li, halogen-Mg, or Zn. R 62 It is an allyl group-containing group. When reacted with a compound represented by the following formula: R 61 -CW m (-R 63 -R 64 ) 3-m [In formula: R 61 This is synonymous with the above, R 63 It is a divalent group, R 64 It is an allyl group, W is a monovalent organic group in each instance, independently. m is an integer between 1 and 3. Next, obtain the allyl compound. HSiR 65 m R 66 3-m [In the formula, R 65 Each instance is independently either a hydroxyl group or a hydrolyzable group. R 66 Each instance is independently a monovalent organic group, m is an integer between 1 and 3. The silane compound of this disclosure can be obtained by reacting it with the compound represented by .

[0354] (Manufacturing method 3) Alternatively, use the following formula: R 61 -COR 67 [In formula: R 61 This is synonymous with the above, R 67 These are hydrolyzable groups such as OH, or halogen elements, NR2, -OCOR', or alkoxy groups. Each R is independently either a hydrogen atom or an alkyl group. R' is either a hydrogen atom or an alkyl group. Compounds represented by, MR 62 [In formula: M is a metal-containing group, such as Li, halogen-Mg, or Zn. R 62 It is an allyl group-containing group. When reacted with a compound represented by the following formula: R 61 -C(OH)(-R 63 -R 64 )2 [In formula: R 61 This is synonymous with the above, R 63 It is a divalent group, R 64 This is an allyl group. A compound represented by the following formula is obtained. The obtained compound is then converted to the following formula: LR 62 [In formula: L is a leaving group, R 62 It is an allyl group-containing group. By reacting with a certain compound, R 61 -C(-OR 63 -R 64 )(-R 63 -R 64 )2 [In formula: R 61 This is synonymous with the above, R 63 It is a divalent group, R 64 This is an allyl group. A compound represented by is obtained. Next, the obtained allyl compound is HSiR 65 m R 66 3-m [In the formula, R 65 Each instance is independently either a hydroxyl group or a hydrolyzable group. R 66 Each instance is independently a monovalent organic group, m is an integer between 1 and 3. The silane compound of this disclosure can be obtained by reacting it with the compound represented by .

[0355] (Manufacturing method 4) Alternatively, use the following formula: R 61 -CH=CH2 [In the formula: R 61 This is synonymous with the above. A compound represented by the following formula H-SiX3 [In the formula, X is a hydrolyzable group.] Reacting these together, the following equation is obtained: R 61 -CH2CH2SiX3 A compound represented by is obtained. Next, the obtained compound is MR 62 [In the formula, M is a metal-containing group, such as Li, halogen-Mg, or Zn. R 62 It is an allyl group-containing group. When reacted with a compound represented by the following formula: R 61 -CH2CH2Si(-R 63 -R 64 )3 [In formula: R 61 This is synonymous with the above, R 63 It is a divalent group, R 64 This is an allyl group. Next, obtain the allyl compound. Then, take the obtained allyl compound and HSiR 65 m R 66 3-m [In the formula, R 65Each instance is independently either a hydroxyl group or a hydrolyzable group. R 66 Each instance is independently a monovalent organic group, m is an integer between 1 and 3. The silane compound of this disclosure can be obtained by reacting it with the compound represented by .

[0356] In the above reaction, R 61 -CH=CH2 can be reacted with an oxidizing agent to form an epoxy compound, and the silane compound of this disclosure can be obtained using such an epoxy compound.

[0357] Furthermore, R 61 -CH=CH2 reacts with thiol compounds represented by HSR, R 61 -CH2-CH2-SR or R 61 The thio compound is represented as -CH(SR)-CH3, and the silane compound of this disclosure can be obtained using such a thio compound. Here, R is any group.

[0358] Furthermore, as shown in the scheme below, R 61 -CH=CH2 can be reacted with a diene to form a cyclic compound, and the silane compounds of this disclosure can be obtained using such cyclic compounds. [ka] [In the formula, R is independently a hydrocarbon, a hydrogen atom, or an oxygen atom, a nitrogen atom, or -COR'. R' is any group.]

[0359] Furthermore, as shown in the scheme below, R 61 -CH=CH2 can be reacted with a boron reagent such as diborane, borane dimethyl sulfide complex, or 9-borabicyclo[3,3,1]-nonane, and the resulting borane derivative can then be converted into an alcohol compound. Using this alcohol compound, the silane compounds of this disclosure can be obtained. [ka] [In the formula, R is independently either a hydrogen atom or a hydrocarbon group.]

[0360] Alternatively, use the following formula: R 61 -SiW 2 -H [In the formula, R 61 This is synonymous with the above, In each instance, W is an independently monovalent organic group. A compound represented by the following formula: H2C=CH-R 67 [R 67 These are functional group-containing groups such as amides, carboxylic acids, acid anhydrides, acid chlorides, nitriles, amines, epoxides, benzene rings, and alcohols. Reacting these together, the following equation is obtained: R 61 -SiX2-CH2CH2-R 67 A compound represented by can be obtained. Using such a compound as a starting material, the silane compound of this disclosure can be obtained by appropriately utilizing the above reaction.

[0361] (Manufacturing method 6) Alternatively, use the following formula: R 61 -CH2NR 68 H [In the formula, R 61 This is synonymous with the above, R 68 is any base. The compound represented by the following formula HOCO-R 69 [In the formula, R 69 It is a double bond-containing group. When reacted with the compound represented by the following formula: R 61 -CH2NR 68 CO-R 69 To obtain such a compound, use it as a raw material, R 69The silane compounds of this disclosure can be obtained by performing the above hydrosilylation reaction on the double bonds contained therein.

[0362] (Manufacturing method 7) Alternatively, use the following formula: R 61 -CH2NH2 [In the formula, R 61 This is synonymous with the above. The compound represented by R 70 -COOH [In the formula, R 70 These are functional group-containing groups such as double bonds, amides, carboxylic acids, acid anhydrides, acid chlorides, nitriles, amines, epoxides, benzene rings, and alcohols. By reacting with the compound represented by, R 61 -CH2NHCO-R 70 A compound can be obtained, and the silane compound of this disclosure can be obtained using such a compound as a raw material.

[0363] (Manufacturing method 8) Alternatively, as shown in the scheme below, the silane compound of this disclosure can be obtained using a compound obtained by reacting an epoxy compound with a compound as shown below as a starting material. [ka] [ka] [In the formula, R 61 This is synonymous with the above, R 1 is a hydrogen atom or an alkyl group, R 2 is a hydrogen atom or an alkyl group, R is a hydrocarbon group which may contain a functional group at its terminus. The above functional groups are carboxylic acid derivatives such as esters (e.g., esters, amides, carboxylic acids, acid anhydrides, acid chlorides, nitriles), amines, epoxides, benzene rings, alcohols, or unsaturated bonds.

[0364] (Manufacturing method 9) Alternatively, R can be used according to the following scheme. 61 A substituted isocyanurate compound can be obtained by reacting -CH2X with isocyanuric acid in the presence of a suitable base (such as sodium hydride, sodium carbonate, potassium t-butoxide, or metal hexamethyldisilazide). Here, X is a leaving functional group, and examples include chloride, bromide, iodide, p-toluenesulfonate, trifluoromethanesulfonate, and carboxylate. [ka]

[0365] (Manufacturing method 10) Alternatively, add R to the end. s3 An olefin-containing amide compound can be produced by reacting a carbonyl group (-C(=O)-)-containing compound with an olefin (-CH=CH2)-containing amine compound, and the silane compound of this disclosure can be synthesized from this olefin-containing amide compound. For example, an amide compound containing an olefin at the terminal end can be given the following formula: HSiR j27 m3 R j28 3-m3 [In the formula, R j27 Each of these is independently a hydroxyl group or a hydrolyzable group, R j28 Each of these is independently a monovalent organic group, m3 is an integer between 1 and 3. A silane compound can be obtained by reacting it with the compound represented by . The above monovalent organic group does not contain a hydrolyzable group.

[0366] Olefin-containing amine compounds are compounds having H2N- and -CH=CH2, for example, H2N(CH2) x31 Q((CH2) x32 CH=CH2) x33 R x3 x34 (In the formula: x31 is an integer from 0 to 30, x32 is an integer from 0 to 6, x33 is an integer greater than or equal to 1, x34 is an integer greater than or equal to 0, the sum of x33 and x34 is the valence of Q - 1, Q is N, Si or C, R) x3 ( is a hydrogen atom, a hydroxyl group, or a monovalent organic group).

[0367] Examples of olefin-containing amine compounds include allylamine, diallylamine, 2-allylpento-4-ene-1-amine (H2NCH2CH(CH2CH=CH2)2), 2,2-diallylpento-4-ene-1-amine (H2N-CH2C(CH2CH=CH2)3), 3-butene-1-amine, 4-pentene-1-amine, 5-hexen-1-amine, 6-heptene-1-amine, 7-octen-1-amine, 8-nonene-1-amine, and 9-decene-1-amine. Examples include 10-undecene-1-amine, 11-dodecene-1-amine, 12-tridecene-1-amine, 13-tetradecene-1-amine, 14-pentadekene-1-amine, 15-hexadekene-1-amine, 16-heptadekene-1-amine, 17-octadecene-1-amine, 18-nonadekene-1-amine, 19-icosene-1-amine, 20-henicosene-1-amine, 23-tetracosene-1-amine, and 29-triaconten-1-amine.

[0368] Carbonyl group-containing compounds are R s3 - and a compound containing a C(=O) group. Examples of carbonyl group-containing compounds include compounds obtained by the synthesis method described later, or compounds with formula: R s3 -R j13 -CO-R j14 Examples of compounds represented by [formula] can be given.

[0369] In the above formula, R s3 R is in equation (1) SIt is synonymous with R j13 R is a single bond or a divalent group; j14 This is a hydroxyl group, a fluorine atom, a chlorine atom, or a -O-lower alkyl group (i.e., an alkoxide group), for example, a hydrogen atom, a methoxide group, or an ethoxide group, specifically a hydrogen atom or a methoxide group.

[0370] When a carbonyl group-containing compound has an acid chloride (C(=O)Cl), an olefin-containing amide compound can be obtained by reacting it with an olefin-containing amine compound in the presence of a trialkylamine. Examples of trialkylamines include triethylamine.

[0371] If the carbonyl group-containing compound has a carboxylic acid, an olefin-containing amide compound can be obtained by reacting it with a condensing agent. The condensing agents include 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (EDC), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC·HCl), N,N'-dicyclohexylcarbodiimide (DCC), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxidehexafluorophosphate (HATU), and 1-[bis(dimethylamino)methylene]-1H-benzotriazolium 3-Oxide hexafluorophosphate (HBTU), 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide tetrafluoroborate (TATU), 1-[bis(dimethylamino)methylene]-1H-benzotriazolium 3-oxide tetrafluoroborate (TBTU), (1-cyano-2-ethoxy-2-oxoethylideneaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate (COM U), O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium hexafluorophosphate (HOTU), 1H-benzotriazole-1-yloxytripyrrolidinophosphonium hexafluorophosphate (PyBOP), 1H-benzotriazole-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP), bromotripyrrolidinophosphonium hexafluorophosphate (PyBroP), di Phenylphosphoryl azide (DPPA), 4-(4,6-dimethoxy-1,3,5-triazine-2-yl)-4-methylmorpholinium chloride (DMT-MM), 1-hydroxybenzotriazole (HOBt), and 1-hydroxy-7-azabenzotriazole (HOAt) are preferred, and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, N,N'-dicyclohexylcarbodiimide, and 1-hydroxybenzotriazole are preferred. Furthermore, 4-dimethylaminopyridine (DMAP) or the like may be added as a catalyst.

[0372] If the carbonyl group-containing compound has an ester, an olefin-containing amide compound can be obtained by reacting it in the presence of a base. Preferably, the bases used are 1,5,7-triazabicyclo[4.4.0]deca-5-ene (TBD), 1,2,4-triazole, 1,8-diazabicyclo[5.4.0]-7-undecene (DBU), sodium methoxide, and sodium tert-butoxide, with 1,5,7-triazabicyclo[4.4.0]deca-5-ene being more preferable.

[0373] The above reaction temperature is not particularly limited. For example, the reaction temperature may be 0-150°C, 0-100°C, or 0-50°C. The solvent can be at least one selected from the group consisting of, for example, diethyl ether, tetrahydrofuran, cyclopentyl methyl ether, ethylene glycol, dichloromethane, chloroform, benzene, toluene, and 1,3-bis(trifluoromethyl)benzene. Preferably, acetonitrile, dichloromethane, chloroform, toluene, diethyl ether, or tetrahydrofuran are used. The reaction may also be carried out without a solvent.

[0374] (Manufacturing method 11) Alternatively, a silane compound can be produced using an olefin group-containing compound as a raw material. Compounds containing olefin groups are R 1 It is a compound having a - and an olefin group (-CH=CH2). Examples of olefin group-containing compounds include those obtained by the synthesis method described later.

[0375] For example, in an olefin group, HSiM3(M is independently a halogen atom or C 1-6 The alkoxy group is reacted with the resulting compound, Formula: Hal-J-CH=CH2 (wherein J represents Mg, Cu, Pd, or Zn, and Hal represents a halogen atom.) Compounds represented by, and optionally Formula:Rc h’ L (wherein, R c This is synonymous with the above, and L is R c This represents a base that can be bonded to, where h' is an integer between 1 and 3. By reacting with the compound represented by the following compound: R s3 -R j21 -CH2CH2-SiR c’ m (CH=CH2) k’ (In the formula, R s3 This is equivalent to the description in equation (2), and -R j21 -CH2CH2- is X 1 This applies to -R. j21 -CH2CH2- is an alkylene group, or an alkylene group containing an ether bond, for example, C 1-30 C containing an alkylene group or an ether bond 1-30 Alkylene group, specifically C 10-25 C containing an alkylene group or an ether bond 10-25 Obtaining an alkylene group; and The above compound is HSiM3 (wherein M is independently a halogen atom or C). 1-6 (It is an alkoxy group), and optionally Formula:R 23 i’ L'(where R 23 The above is synonymous, and L' is R 23 This represents a base that can be joined with , where i' is an integer between 1 and 3. Compounds represented by, and optionally Formula:R 24 j’ L” (in the formula, R 24 The above is synonymous, and L'' is R 24 This represents a base that can be joined with , where j' is an integer between 1 and 3. Reacting with a compound represented by, By a method including the formula: R s3 -R j22 -R Si (In the formula, R 1This is equivalent to the description in equation (2), and R j22 is a divalent organic group, -R j21 This corresponds to -CH2CH2-. Si (This is synonymous with the above.) This can be manufactured. Furthermore, the above description can also be applied to other olefin group-containing compounds.

[0376] (Manufacturing method 12) Alternatively, a silane compound can be produced by reacting a carbonyl group-containing compound with an amine-containing silane compound.

[0377] Carbonyl group-containing compounds are R s3 These are compounds containing - and C(=O). Examples of carbonyl group-containing compounds include those obtained by the synthesis methods described later.

[0378] Amine-containing silane compounds have an H2N- group and R Si It is a compound having a group. Examples of amine-containing silane compounds include H2N-R j23 -R Si Examples include aminopropyltrimethoxysilane. j23 is an alkylene group, for example, C 1-4 Alkylene groups, specifically methylene groups, ethylene groups, and propylene groups; the above R Si This is synonymous with the above, for example, R Si This is expressed by equation (S2).

[0379] The reaction temperature is preferably between 0°C and 150°C, and more preferably between 20°C and 100°C. The solvent can be the same as that used in manufacturing method 1, and preferably toluene, dichloromethane, chloroform, methanol, or ethanol can be used.

[0380] (Manufacturing method 13) Alternatively, silane compounds can be produced by reacting them with olefin group-containing compounds. Specifically, the following formula applies to olefin group-containing compounds: HSiR j25 m3 R j26 3-m3 [In the formula, R j25 Each of these is independently a hydroxyl group or a hydrolyzable group, R j26 Each of these is independently a monovalent organic group, m3 is an integer between 1 and 3. A silane compound can be obtained by reacting the compound represented by [the formula shown]. The above description can also be applied to other olefin group-containing compounds.

[0381] Compounds containing olefin groups are R 1 It is a compound having an olefin group. Examples of olefin group-containing compounds include those obtained by the synthesis method described later.

[0382] R at the end of the above 1 A carbonyl group-containing compound having the above characteristics can be produced, for example, by the following method. First, an unsaturated carboxylic acid, or an unsaturated carboxylic acid ester, for example, formula: CH2=CH-R 81 -COOR 82 [In the formula, R 81 This is an alkylene group which may contain an ether bond, R 82 is a hydrogen atom, or C 1-6 It is an alkyl group. Compounds represented by formula: and silane compounds, for example, formula: R 1 -(SiR 84 20) n -SiR 84 2-H [In formula: R 1 This is equivalent to the description in equation (1), R 84 Each of them is independent of C 1-12It is an alkyl group, n is between 1 and 1500. It is reacted with a compound represented by formula: R 1 -(SiR 84 20) n -SiR 84 2-CH2CH2-R 81 -COOR 「82 A compound represented by is obtained.

[0383] Unsaturated carboxylic acids or unsaturated carboxylic acid esters include unsaturated carboxylic acids or unsaturated carboxylic acid esters having 10 to 30 carbon atoms, specifically including 22-tricosenoic acid, methyl 22-tricosenoate, 10-undecenoic acid, and methyl 10-undecenoate.

[0384] Unsaturated carboxylic acids or unsaturated carboxylic acid esters may contain an ether structure, and specific examples include the following structures. [ka]

[0385] Examples of silane compounds include 1,1,1,3,5,5,5-heptamethyltrisiloxane, tris(trimethylsilyloxy)silane, and structures such as those shown below. [ka] [In the formula, n is between 0 and 500, preferably between 0 and 200.] In one embodiment, n is 0. In one embodiment, n is 1 to 200, preferably 10 to 100, and more preferably 10 to 50. In one embodiment, n is preferably 1 to 10, more preferably 1 to 6.

[0386] Alternatively, add R to the end of the above line. 1 A carbonyl group-containing compound having the above characteristics can be produced, for example, by the following method. First, a carboxylic acid or carboxylic acid ester having a hydroxyl group at its terminus, for example, formula: HO-CH2-R 81 -COOR 82 [In the formula, R 82 This is an alkylene group which may contain an ether bond, R 82 is a hydrogen atom, or C 1-6 It is an alkyl group. Compounds represented by formula: and silane compounds, for example, formula: R 1 -(SiR 84 20) n -SiR 84 2-H [In formula: R 1 This is equivalent to the description in equation (1), R 84 Each of them is independent of C 1-12 It is an alkyl group, n is between 1 and 1500. It is reacted with a compound represented by formula: R 1 -(SiR 84 20) n -SiR 84 2-O-CH2-R 81 -COOR 82 A compound represented by is obtained.

[0387] Examples of carboxylic acids or carboxylic acid esters having a hydroxyl group at the terminal include 15-hydroxypentadecanoic acid, methyl 15-hydroxypentadecanoate, 16-hydroxyhexadecanoic acid, and methyl 16-hydroxyhexadecanoate.

[0388] Specific examples of silane compounds include 1,1,1,3,5,5,5-heptamethyltrisiloxane, tris(trimethylsilyloxy)silane, and structures like the one shown below. [ka] [In the formula, n is between 0 and 500, preferably between 0 and 200.] In one embodiment, n is 0. In one embodiment, n is 1 to 200, preferably 10 to 100, and more preferably 10 to 50. In one embodiment, n is preferably 1 to 10, more preferably 1 to 6.

[0389] Alternatively, add R to the end of the above line. 1 A carbonyl group-containing compound having the above characteristics can be produced, for example, by the following method. First, a carboxylic acid or carboxylic acid ester having chlorosilane at the terminal, for example, formula: Cl-Si(CH3)2-R 81 -COOR 82 [In the formula, R 81 This is an alkylene group which may contain an ether bond, R 82 is a hydrogen atom, or C 1-6 It is an alkyl group. Compounds represented by formula: and silane compounds, for example, formula: R 1 -(SiR 84 20) n -SiR 84 2-OH [In formula: R 1 This is equivalent to the description in equation (1), R 84 Each of them is independent of C 1-12 It is an alkyl group, n is between 1 and 1500. It is reacted with a compound represented by formula: R 1 -(SiR 84 20) n -SiR 84 2-O-Si(CH3)2-R 81 -COOR 82 A compound represented by is obtained.

[0390] Examples of carboxylic acids or carboxylic acid esters having a chlorosilane at the terminal include the following structures. [ka]

[0391] Examples of silane compounds include the following structures. [ka] [In the formula, n is between 0 and 500, preferably between 0 and 200.] In one embodiment, n is 0. In one embodiment, n is 1 to 200, preferably 10 to 100, and more preferably 10 to 50. In one embodiment, n is preferably 1 to 10, more preferably 1 to 6.

[0392] Alternatively, add R to the end of the above line. s3 A carbonyl group-containing compound having the above characteristics can be produced, for example, by the following method. First, a carboxylic acid or carboxylic acid ester having a hydroxyl group at its terminus, for example, formula: XO-[Si(CH3)2] n -Si(CH3)2-R 81 -COOR 82 [In the formula, R 81 This is an alkylene group which may contain an ether bond, R 82 is a hydrogen atom, or C 1-6 It is an alkyl group, X is either hydrogen or lithium. Compounds represented by formula: and silane compounds, for example, formula: R s3 -(SiR 84 20) n -SiR 84 2-Cl [In formula: R s3 This is equivalent to the description in equation (1), R 84 Each of them is independent of C 1-12 It is an alkyl group, n is between 1 and 1500. It is reacted with a compound represented by formula: R s3 -(SiR 84 20) n -SiR 84 2-O-[Si(CH3)2] n -Si(CH3)2-R 81 -COOR 82 A compound represented by is obtained.

[0393] Examples of carboxylic acids or carboxylic acid esters having a hydroxyl group at the terminal include 15-hydroxypentadecanoic acid, methyl 15-hydroxypentadecanoate, 16-hydroxyhexadecanoic acid, and methyl 16-hydroxyhexadecanoate.

[0394] Examples of silane compounds include the following structures. [ka] [In the formula, n is between 0 and 500, preferably between 0 and 200.] In one embodiment, n is 0. In one embodiment, n is 1 to 200, preferably 10 to 100, and more preferably 10 to 50. In one embodiment, n is preferably 1 to 10, more preferably 1 to 6.

[0395] Olefin group-containing compounds can be produced, for example, by the following method. First, an olefin having a hydroxyl group at its terminus, for example, formula: HO-CH2-R 81 -CH=CH2 [In the formula, R 81 This is an alkylene group that may contain an ether bond. Compounds represented by formula: and silane compounds, for example, formula: R s3 -(SiR 84 20) n -SiR 84 2-H [In formula: R s3 This is equivalent to the description in equation (2), R 84 Each of them is independent of C 1-12 It is an alkyl group, n is between 1 and 1500. It is reacted with a compound represented by formula: R 1 -(SiR 84 20) n -SiR 84 2-O-CH2-R 81 -CH=CH2 A compound represented by is obtained.

[0396] Examples of olefins having a hydroxyl group at the end include 3-hydroxypropene, 4-hydroxy-1-butene, 5-hydroxy-1-pentene, 6-hydroxy-1-hexene, 7-hydroxy-1-heptene, 8-hydroxy-1-octene, 9-hydroxy-1-nonene, 10-hydroxy-1-decene, 11-hydroxy-1-undecene, 12-hydroxy-1-dodecene, 13-hydroxy-1-tridecene, 14-hydroxy-1-tetradecene, 15-hydroxy-1-pentadekene, 16-hydroxy-1-hexadekene, 17-hydroxy-1-heptadekene, 18-hydroxy-1-octadecene, 19-hydroxy-1-nonadekene, 20-hydroxy-1-icosene, 21-hydroxy-1-henicosene, 24-hydroxy-1-tetracosene, and 30-hydroxy-1-triacontene.

[0397] Specific examples of silane compounds include 1,1,1,3,5,5,5-heptamethyltrisiloxane, tris(trimethylsilyloxy)silane, and structures like the one shown below. [ka]

[0398] Alternatively, olefin group-containing compounds can be produced, for example, by the following method. First, a carboxylic acid or carboxylic acid ester having a hydroxyl group at its terminus, for example, formula: XO-[Si(CH3)2] n -Si(CH3)2-R 81 -CH=CH2 [In the formula, R 81 This is an alkylene group which may contain an ether bond, X is either hydrogen or lithium. Compounds represented by formula: and silane compounds, for example, formula: R s3 -(SiR 84 20) n -SiR 84 2-Cl [In formula: R s3 This is equivalent to the description in equation (1), R 84 Each of them is independent of C 1-12 It is an alkyl group, n is between 1 and 1500. It is reacted with a compound represented by formula: R s3 -(SiR 84 20) n -SiR 84 2-O-[Si(CH3)2] n -Si(CH3)2-R 81 -CH=CH2 A compound represented by is obtained.

[0399] Examples of carboxylic acids or carboxylic acid esters having a hydroxyl group at the terminal include 15-hydroxypentadecanoic acid, methyl 15-hydroxypentadecanoate, 16-hydroxyhexadecanoic acid, and methyl 16-hydroxyhexadecanoate.

[0400] Examples of silane compounds include the following structures. [ka] [In the formula, n is between 0 and 500, preferably between 0 and 200.] In one embodiment, n is 0. In one embodiment, n is 1 to 200, preferably 10 to 100, and more preferably 10 to 50. In one embodiment, n is preferably 1 to 10, more preferably 1 to 6.

[0401] (Manufacturing method 14) Alternatively, use the following formula: R 61 -H [In formula: R 61 This is synonymous with the above. The compound represented by the following formula: HO-R 71 -(CH=CH2) n [In formula: R 71 is a (n+1) valence base, n is an integer between 1 and 9. When reacted with a compound represented by the following formula, R 61 -OR 71 -(CH=CH2) n A compound represented by the following formula is obtained. Then, the obtained compound is converted to the following formula: H-SiX3 [In the formula, X is a halogen element.] When reacted with a compound represented by the following formula: R 61 -OR 71 -(CH2-CH2-SiX3) n A compound represented by [formula] is obtained. Then, by reacting the obtained compound with an orthoester, the silane compound of this disclosure can be obtained.

[0402] Specific examples of the above orthoesters include orthoformate esters, orthoacetate esters, orthopropionate esters, and orthobutyrate esters, but orthoformate esters are preferred. Examples of orthoformate esters include trimethyl orthoformate, triethyl orthoformate, and tripropyl orthoformate, but trimethyl orthoformate is preferred.

[0403] In the reaction between a halogenated silane-containing compound and an orthoester, it is preferable to carry out the reaction in a reaction solution containing an alcohol as a by-component. The type of alcohol is not particularly limited, but examples include methanol, ethanol, and isopropanol, although methanol is preferred.

[0404] (Manufacturing method 15) Alternatively, use the following formula: HC≡CR 72 -OH [In formula: R 72 This is a divalent alkylene group that may have an ether bond. The compound represented by is reacted with a strong base (e.g., sodium hydride) and then with an allyl halide (e.g., allyl bromide) to produce the compound shown in the following formula: HC≡CR 71 -O-CH2-CH=CH2 A compound represented by the formula is obtained. Next, the obtained compound is reacted with a strong base (e.g., n-butyllithium), and then reacted with a cyclic siloxane containing one or more Si atoms that are not directly bonded to a hydroxyl group or hydrolyzable group, to obtain the compound shown in the formula below: R 61 -C≡CR 72 -O-CH2-CH=CH2 [In formula: R 61 This is synonymous with the above. A compound represented by is obtained. Next, the vinyl group of the obtained compound is converted to, for example, the following formula: HSiR j27 m3 R j28 3-m3 [In the formula, R j27 Each of these is independently a hydroxyl group or a hydrolyzable group, R j28 Each of these is independently a monovalent organic group, m3 is between 1 and 3. The silane compound of this disclosure can be obtained by hydrosilylation reaction with the compound represented by .

[0405] The types of cyclic siloxanes mentioned above are not particularly limited, but examples include hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, and decamethylcyclopentasiloxane.

[0406] The temperature conditions for the above reaction are not particularly limited, but in reactions using a strong base, it is preferable to carry out the reaction at a low temperature, for example, below 0°C. The solvent for the above reaction is not particularly limited, but at least one selected from the group consisting of diethyl ether, tetrahydrofuran, cyclopentyl methyl ether, ethylene glycol, dichloromethane, chloroform, hexane, benzene, toluene, and 1,3-bis(trifluoromethyl)benzene may be used.

[0407] The hydrosilylation reaction used in the production of the silane compounds of this disclosure is preferably carried out using a transition metal catalyst. Preferred transition metal catalysts include those of Group 8 to Group 10, particularly platinum, ruthenium, and rhodium. Platinum catalysts are especially preferred. Examples of platinum catalysts include Pt / divinyltetramethyldisiloxane complex, Pt / tetramethyltetravinylcyclotetrasiloxane complex, chloroplatinic acid, and platinum oxide. Of these, either Pt / divinyltetramethyldisiloxane complex or Pt / tetramethyltetravinylcyclotetrasiloxane complex is preferred.

[0408] The amount of the transition metal catalyst used is preferably 0.1 to 100,000 ppm, and particularly preferably 1 to 50,000 ppm, in mass ratio to the compound having a double bond that is the target of the reaction. By using the above amount, the reaction proceeds appropriately and coloration caused by the catalyst can be suppressed.

[0409] In a preferred embodiment, the catalyst, particularly the platinum catalyst, is used in combination with a nitrogen-containing compound or a sulfur-containing compound. These compounds may be used individually or in combination of two or more.

[0410] Examples of nitrogen-containing compounds include aliphatic amine compounds, triethylamine, aromatic amine compounds (aniline, pyridine, etc.), phosphate amides (hexamethylphosphoramide, etc.), amide compounds (N,N-diethylacetamide, N,N-diethylformamide, N,N-dimethylacetamide, N-methylformamide, N,N-dimethylformamide, etc.), urea compounds (tetramethylurea, etc.), and cyclic amide compounds (N-methylpyrrolidone, etc.). Among nitrogen-containing compounds, compounds with a high donor number, as described later, are preferred, with aliphatic amine compounds, aromatic amine compounds, phosphate amides, and urea compounds being preferred. Furthermore, if the nitrogen-containing compound is highly basic, side reactions such as hydrolysis of hydrolyzable groups and condensation reactions are more likely to proceed, so compounds with low basicity or neutrality are preferable. For these reasons, aromatic amine compounds, phosphate amides, and urea compounds are preferred.

[0411] Examples of the above-mentioned sulfur-containing compounds include sulfoxide compounds (tetramethylene sulfoxide, dimethyl sulfoxide, etc.).

[0412] The above compounds are preferably one or more aromatic amine compounds and sulfoxide compounds, and particularly preferably one or more tetramethylene sulfoxide or dimethyl sulfoxide.

[0413] The nitrogen-containing and sulfur-containing compounds mentioned above all have a large donor number. The donor number is one of the solvent parameters and is a measure of electron (pair) donation. When compounds with a large donor number are used in combination with the above transition metal catalyst, the compounds that bind to the transition metal in the transition metal catalyst are thought to coordinate, thereby controlling the coordination of compounds with double bonds to the transition metal. As a result, compositions with specific compositions can be obtained.

[0414] Here, the donor number is the amount of heat required when a nitrogen-containing compound or sulfur-containing compound forms a 1:1 adduct with SbCl5. The donor numbers of various compounds, methods for calculating the donor number, etc., are disclosed, for example, in the following references (1) and (2). (1) Pure & Appl. Chem., Vol. 41, No. 3, pp. 291-326, 1975. (2) Pure & Appl. Chem., Vol. 58, No. 8, pp. 1153-1161, 1986.

[0415] The amount of nitrogen-containing compound or sulfur-containing compound used is preferably 0.001 to 1,000 parts by mass, and particularly preferably 0.01 to 10 parts by mass, per 100 parts by mass of the compound having a double bond. Furthermore, the mass ratio of the transition metal catalyst to the nitrogen-containing compound or sulfur-containing compound (nitrogen-containing compound or sulfur-containing compound:transition metal catalyst) is preferably 10:1 to 10,000:1, and particularly preferably 20:1 to 1,000:1.

[0416] This disclosure provides intermediates used in the production of the silane compounds of this disclosure. The intermediates of the compounds of this disclosure are given by the following formula: R S2 -X 2 -(CH=CH2) β [In formula: R S2 This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. X 2 It is a 2-10 valent group, β is an integer between 1 and 9. R S2 -X 2The bond energy between them is 400 kJ / mol or greater. It may be a compound represented by [formula].

[0417] In a preferred embodiment, X 2 R S2 It is a group containing an oxygen atom, sulfur atom, nitrogen atom, or carbon atom bonded to it.

[0418] In a more preferred embodiment, X 2 is, -ZX 2a n-p X 2b p-1 - is a base represented by Z is R S2 A group selected from O, S, N, or -C≡C- bonded to the silicon atom, X 2a Each of these is independently a single bond or a 2-10 valent group. X 2b Each of these is independently a single bond or a monovalent group. n is the valence of the Z group, p is an integer between 1 and n (inclusive).

[0419] Next, the surface treatment agent of the present invention will be described.

[0420] The surface treatment agent of the present disclosure contains at least one silane compound represented by formula (1). That is, the surface treatment agent of the present disclosure may contain two silane compounds represented by formula (1).

[0421] Furthermore, the surface treatment agent of this disclosure is a compound represented by formula (I), and X 1 -C≡CX 1a - represents a compound and the following formula (1'): R S -X 1’ -R Si [In formula: R s and R Si This is equivalent to the description in equation (1), X 1’ is, -CH1-k’ R Si’ k’ =CH k’ R Si’ 1-k’ -X 1a’ - is a base represented by R Si’ -SiR 11’ n’ R 12’ 3-n’ It is a base represented by, R 11’ Each of these is independently a hydroxyl group or a hydrolyzable group, R 12’ Each of these is independently a monovalent organic group, n' is an integer between 1 and 3. k' is either 0 or 1. X 1a’ It is a divalent group. A composition containing a compound represented by [the formula shown] may also be included.

[0422] The silane compound represented by formula (1) may include a silane compound having one Si atom to which a hydrolyzable group is attached, and a silane compound having two or more Si atoms to which a hydrolyzable group is attached, for example, two or three.

[0423] The ratio of a silane compound having one Si atom to which a hydrolyzable group is attached to to a silane compound having two or more Si atoms to which a hydrolyzable group is attached may be 10:90 to 90:10 by mass ratio, preferably 20:80 to 80:20, for example 30 to 70 to 70:30.

[0424] In one embodiment, the surface treatment agent of the present disclosure is at least one compound represented by formula (1) itself.

[0425] In one embodiment, the content of the compound represented by formula (1) above may be preferably 0.1 to 50.0% by mass, more preferably 1.0 to 30.0% by mass, even more preferably 5.0 to 25.0% by mass, and particularly preferably 10.0 to 20.0% by mass, relative to the total surface treatment agent.

[0426] In another embodiment, the content of the compound represented by formula (1) above may be preferably 0.001 to 30% by mass, more preferably 0.01 to 10% by mass, even more preferably 0.05 to 5% by mass, and particularly preferably 0.05 to 2% by mass, relative to the total surface treatment agent.

[0427] In one embodiment, the surface treatment agent of the present disclosure may contain a compound represented by formula (1) and a condensate obtained by condensing at least a portion of the compound represented by formula (1).

[0428] In the above embodiment, the content of the condensate may be preferably 40% by mass or less, more preferably 30% by mass or less, relative to the total of the compound represented by formula (1) and the condensate. Here, the content of the condensate can be determined, for example, from the ratio of peak positions and areas in GPC (gel permeation chromatography).

[0429] The surface treatment agent disclosed herein is further formulated with formula (3): R 51 -R 52 -CONR 55 -R 53 -SiR 11 n1 R 12 3-n1 (3) [In formula: R 51 This is CH3CH2CH2-, CH3CH=CH-, or R 12 3-n1 R 11 n1 It is Si-, R 52 C 0-30 It is an alkylene group, R 53 C 1-10 It is an alkylene group, R 55 C is a hydrogen atom. 1-6 It is an alkyl group or a phenyl group, R 11 Each of these is independently a hydroxyl group or a hydrolyzable group, R 12Each of these is independently a hydrogen atom or a monovalent organic group. n1 is an integer between 1 and 3. The surface treatment agent of this disclosure may contain a compound represented by formula (3). By containing a compound represented by formula (3), the friction durability of the surface treatment agent is further improved.

[0430] In one embodiment, R 51 These can be CH3CH2CH2- and CH3CH=CH-.

[0431] In one embodiment, R 52 This is a C0 alkylene group, i.e., a single bond.

[0432] In another embodiment, R 52 C 1-30 Alkylene group, for example, C 1-10 Alkylene group, C 3-6 Alkylene group, C 6-27 Alkylene group, C 7-23 Alkylene group, C 8-21 Alkylene group, C 9-19 It may be an alkylene group.

[0433] R 53 C 1-10 Alkylene group, preferably C 2-6 Alkylene group, more preferably C 2-4 It is an alkylene group,

[0434] In one embodiment, R 55 This is a hydrogen atom.

[0435] In another embodiment, R 55 C 1-6 It is an alkyl group or a phenyl group.

[0436] R 55 C in 1-6 The alkyl group may be linear or branched. In one embodiment, the above C 1-6 The alkyl group is linear. In another embodiment, the above C 1-6 Alkyl groups are branched chains. (See above C)1-6 The alkyl group is preferably C 1-4 It is an alkyl group.

[0437] R 11 , R 12 And n are equivalent to the definition in equation (1).

[0438] The surface treatment agent of the present disclosure may contain the compound represented by formula (3) in an amount of preferably 0.1% to 30% by mass, more preferably 0.5% to 20% by mass, and even more preferably 1.0% to 20% by mass, relative to the total amount of the compound represented by formula (1) and the compound represented by formula (3).

[0439] In one embodiment, the surface treatment agent of the present disclosure is R 55 C 1-6 The compound represented by formula (3), which is an alkyl group or a phenyl group, may be included in an amount of, for example, 0.5% to 99.5% by mass, preferably 0.5% to 30% by mass, more preferably 1.0% to 20% by mass, or 30% to 70% by mass, or 70% to 99.5% by mass, relative to the total amount of the compound represented by formula (1) and the compound represented by formula (3).

[0440] In one embodiment, the surface treatment agent of the present disclosure is R 55 R 12 3-n1 R 11 n1 The compound represented by formula (3), which is Si-, may be included in an amount of, for example, 0.1% to 99.5% by mass, preferably 0.1% to 3.0% by mass, more preferably 0.1% to 1.0% by mass, or 3.0% to 50% by mass, 50% to 99.5% by mass, 30% to 70% by mass, or 70% to 99.5% by mass, relative to the total amount of the compound represented by formula (1) and the compound represented by formula (3).

[0441] The compositions according to this disclosure contain at least one of the above compounds. The compositions may contain two or more of the above compounds.

[0442] In one embodiment, the composition of the present disclosure is such that the above (formula 2) is -OX 1a Contains the compound represented by -.

[0443] The compositions disclosed herein are those in which (Formula 2) above is -C≡CX 1a It contains a compound represented by -. In this case, the compound is represented by the following formula: R S -X 1’ -R Si (Formula 1') [In formula: R s and R Si This is equivalent to the description in equation (1), X 1’ is, -CH 1-k R Si’ k =CH k R Si’ 1-k -X 1a - is a base represented by R Si’ -SiR 11 n1 R 12 3-n1 It is a base represented by, R 11 Each of these is independently a hydroxyl group or a hydrolyzable group, R 12 Each of these is independently a monovalent organic group, n1 is an integer between 1 and 3. k is either 0 or 1. X 1a It is a divalent group. The compound may further contain the compound represented by .

[0444] In addition to the compounds listed above, the compositions of this disclosure may also include solvents, silicone compounds (non-reactive) that can be understood as silicone oils (hereinafter referred to as "silicone oils"), amine compounds, alcohols, catalysts, surfactants, polymerization inhibitors, sensitizers, and the like.

[0445] In one embodiment, the surface treatment agent of the present disclosure is R 90 Contains compounds represented by -OH. R 90 is a monovalent organic group, preferably C 1-20 These are alkyl groups, and these groups may be substituted with one or more substituents. Examples of substituents include hydroxyl groups, -OR 91 (Here, R 91 is C 1-10 Alkyl alkyl group, preferably C 1-3 Examples include alkyl groups (for example, a methyl group).

[0446] In one embodiment, the surface treatment agent of the present disclosure is R 81 Ure 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 Each of these is independently a monovalent organic group with 1 to 10 carbon atoms. m8 is an integer between 1 and 6. m9 is an integer between 3 and 8. n8 is an integer between 0 and 6. It may contain a solvent selected from the compounds represented by .

[0447] The monovalent organic group having 1 to 10 carbon atoms may be linear, branched, or may even contain a cyclic structure.

[0448] 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.

[0449] In another embodiment, the monovalent organic group having 1 to 10 carbon atoms does not contain a halogen atom.

[0450] 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, preferably an unsubstituted hydrocarbon group.

[0451] In one embodiment, the hydrocarbon group is a straight chain.

[0452] In another embodiment, the hydrocarbon group is a branched chain.

[0453] In another embodiment, the hydrocarbon group includes a cyclic structure.

[0454] In one embodiment, the solvent is R 81 Ure 82 That is the case.

[0455] R 81 and R 82 Each of these is independently preferably a hydrocarbon group having 1 to 8 carbon atoms, more preferably C 1-6 Alkyl alkyl group, or C 5-8 It may be a cycloalkyl group.

[0456] In one embodiment, the solvent is R 83 n8 C6H 6-n8 That is the case.

[0457] C6H 6-n8 This is an n8 valent benzene ring. That is, R 83 n8 C6H 6-n8 This consists of n8 R 83 This is a benzene substituted with [substance name].

[0458] R 83 Each of these is independently a halogen, or a C which may be substituted with a halogen. 1-6 It can be an alkyl group.

[0459] n8 is preferably an integer between 1 and 3.

[0460] In one embodiment, the solvent is R 84 R 85 R 86 Si-(O-SiR 87 R 88 ) m8 -R 89 That is the case.

[0461] In one embodiment, the solvent is (OSiR 87 R 88 ) m9 (OSiR 87 R 88 ) m9 This involves multiple OSiR 87 R 88 It is a cyclic siloxane formed by the ring-like bonding of units.

[0462] R 84 ~R 89 Each of these is independently a hydrogen atom, or C 1-6 an alkyl group, preferably C 1-6 alkyl groups, more preferably C 1-3 The alkyl group, more preferably a methyl group.

[0463] m8 is preferably an integer between 1 and 6, more preferably an integer between 1 and 5, and even more preferably between 1 and 2.

[0464] m9 is preferably an integer between 3 and 6, more preferably an integer between 3 and 5.

[0465] In one embodiment, the solvent may be, for example, aliphatic hydrocarbons such as hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, or mineral spirits; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, or solvent naphtha; methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, carbitol acetate, diethyl oxalate, ethyl pyruvate, or ethyl-2-hydroxybutyl acetate. Esters such as ethyl acetate, ethyl acetate, 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, methylaminoketone, 2-heptanone; ethyl cellosolve, methyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether, propylene 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; and diethylene glycol monoethyl ether acetate.Polyfluoroaromatic hydrocarbons (e.g., 1,3-bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g., C6F); 13 CH2CH3 (for example, Asahi Clean® AC-6000 manufactured by Asahi Glass Co., Ltd.), C6F 13H (for example, AsahiClean® AC-2000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, Zeolora® H manufactured by Nippon Zeon Co., Ltd.); fluorinated 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 (HFE) (e.g., perfluoropropyl methyl ether (C3F7OCH3) (e.g., Novec® 7000 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C4F9OCH3) (e.g., Novec® 7100 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C4F9OC2H5) (e.g., Novec® 7200 manufactured by Sumitomo 3M Co., Ltd.), perfluoro Alkyl perfluoroalkyl ethers such as o-lohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g., Novec® 7300 manufactured by Sumitomo 3M Limited) (the perfluoroalkyl group and alkyl group may be linear or branched), or CF3CH2OCF2CHF2 (e.g., Asahiclean® AE-3000 manufactured by Asahi Glass Co., Ltd.), hydrofluoroolefins; CF3CH=CHCl (e.g., CELEFIN® 1233Z manufactured by Central Glass Co., Ltd.) Examples include ethers such as ), CHF2CF=CHCl (for example, AMOLEA® AS-300 manufactured by Asahi Glass Co., Ltd.), and cyclopentyl methyl ether; siloxanes such as hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and tetradecamethylhexasiloxane; and dimethyl sulfoxides. Alternatively, mixed solvents of two or more of these are also possible.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, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, diethylene glycol monomethyl ether, hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, tetradecamethylhexasiloxane, octamethylcyclotetrasiloxane, and octamethylcyclopentasiloxane are preferred.

[0466] The silicone oil is not particularly limited, but for example, the following general formula (3a): R 1a -(SiR 3a 2-0) a1 -SiR 3a 2-R 1a ...(3a) [In formula: R 1a Each of these is independently a hydrogen atom or a hydrocarbon group. R 3a Each of these is independently a hydrogen atom or a hydrocarbon group. a1 is between 2 and 3000. Examples of compounds represented by [the formula shown] are given.

[0467] The above R 3a Each of these is independently either a hydrogen atom or a hydrocarbon group. Such hydrocarbon groups may be substituted.

[0468] R 3aEach of these is independently preferably an unsubstituted hydrocarbon group or a hydrocarbon group substituted with a halogen atom. The halogen atom is preferably a fluorine atom.

[0469] R 3a Each of these C atoms may be independently substituted, preferably with a halogen atom. 1-6 Alkyl group or aryl group, more preferably C 1-6 It is an alkyl group or an aryl group.

[0470] C above 1-6 The alkyl group may be linear or branched, but linear is preferred. C 1-6 The alkyl group is preferably C 1-3 An alkyl group, more preferably a methyl group.

[0471] The above aryl group is preferably a phenyl group.

[0472] In one embodiment, R 3a Each of them is independent of C 1-6 Alkyl alkyl group, preferably C 1-3 An alkyl group, more preferably a methyl group.

[0473] In another embodiment, R 3a This is a phenyl group.

[0474] In another embodiment, R 3a This is a methyl group or a phenyl group, preferably a methyl group.

[0475] The above R 1a Each of these is independently a hydrogen atom or a hydrocarbon group, and the above R 3a It is synonymous with [the above].

[0476] R 1a Each of these C atoms may be independently substituted, preferably with a halogen atom. 1-6 Alkyl group or aryl group, more preferably C 1-6It is an alkyl group or an aryl group.

[0477] In one embodiment, R 1a Each of them is independent of C 1-6 Alkyl alkyl group, preferably C 1-3 An alkyl group, more preferably a methyl group.

[0478] In another embodiment, R 1a This is a phenyl group.

[0479] In another embodiment, R 1a This is a methyl group or a phenyl group, preferably a methyl group.

[0480] The above a1 is between 2 and 1500. a1 is 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 is 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.

[0481] a1 may preferably be 5 to 1000, more preferably 10 to 500, even more preferably 15 to 200, and even more preferably 15 to 150.

[0482] Other silicone oils include the following (3b): R 1a -R SO2 -R 3a ...(3b) [In formula: R 1a Each of these is independently a hydrocarbon group, R 3a Each of these is independently a hydrocarbon group, R SO2 is, -R S -SiR 5 2- and R S and R 5 This is synonymous with the above. Examples of compounds represented by [the formula shown] are given.

[0483] The above-mentioned silicone oil may have an average molecular weight of 500 to 1,000,000, preferably 1,000 to 100,000. The molecular weight of the silicone oil can be measured using GPC.

[0484] Examples of the above silicone oils include -(SiR 3a 2-0) a1 A linear or cyclic silicone oil with a1 of -30 or less may be used. Linear silicone oils may be so-called straight silicone oils and modified silicone oils. Examples of straight silicone oils include dimethyl silicone oil, methylphenyl silicone oil, and methylhydrogen silicone oil. Examples of modified silicone oils include straight silicone oils modified with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, etc. An example of a cyclic silicone oil is cyclic dimethylsiloxane oil.

[0485] The above-mentioned silicone oil may be present in the composition of the present disclosure 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.

[0486] In the compositions of the present disclosure, such silicone oil may be included 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, based on 100 parts by mass of the total of the compounds of the present disclosure (the sum of two or more compounds, and so on).

[0487] Silicone oil contributes to improving the surface lubricity of the surface-treated layer.

[0488] Examples of the alcohols mentioned above include methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol. Adding these alcohols to the composition improves the stability of the composition.

[0489] Examples of catalysts include acids (e.g., acetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, p-toluenesulfonic acid, trifluoroacetic acid, etc.), bases (e.g., sodium hydroxide, potassium hydroxide, ammonia, triethylamine, diethylamine, etc.), transition metals (e.g., Ti, Ni, Sn, Zr, Al, B, Si, Ta, Nb, Mo, W, Cr, Hf, V, etc.), sulfur-containing compounds having lone pairs of electrons in their molecular structure, or nitrogen-containing compounds (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphate amide compounds, amide compounds, urea compounds, etc.).

[0490] Examples of the above-mentioned aliphatic amine compounds include diethylamine and triethylamine. Examples of the above-mentioned aromatic amine compounds include aniline and pyridine.

[0491] In a preferred embodiment, the transition metal is included as a transition metal compound represented by the formula 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 and a hydrolyzable group are bonded, transition metal atoms can be more efficiently incorporated into the surface treatment layer, further improving the friction durability and chemical resistance of the surface treatment layer.

[0492] The above-mentioned hydrolyzable group refers to a group that can undergo hydrolysis, similar to the hydrolyzable group relating to the above-mentioned compound; that is, a group that can be removed from the transition metal atom by hydrolysis. Examples of hydrolyzable groups include -OR m , -OCOR m , -ON=CR m 2. -NRm 2, -NHR m , -NCO, halogen (in these formulas, R m C is either substituted or non-substituted. 1-4 Examples include (showing an alkyl group).

[0493] In a preferred embodiment, the hydrolyzable group is -OR m The group is preferably methoxy or ethoxy. By using an alkoxy group as the hydrolyzable group, transition metal atoms can be more efficiently incorporated into the surface treatment layer, further improving the friction durability and chemical resistance of the surface treatment layer.

[0494] In one embodiment, the hydrolyzable group may be the same as the hydrolyzable group contained in the compound described above. By making the hydrolyzable group in the compound and the transition metal compound the same, the effect can be reduced even if such hydrolyzable groups are exchanged with each other.

[0495] In another embodiment, the hydrolyzable group may be different from the hydrolyzable group contained in the compound described above. By making the hydrolyzable group in the compound different from that in the transition metal compound, the reactivity of hydrolysis can be controlled.

[0496] In one embodiment, the hydrolyzable group and the hydrolyzable group contained in the compound may be interchangeable in the composition.

[0497] In a preferred embodiment, the transition metal compound is Ta(OR m )5(wherein, R m C is either substituted or non-substituted. 1-4 It is an alkyl group. Preferably Ta(OCH2CH3)5, or Si(OR m ) 1-m1 R m’ m1 (In the formula, R m C is either substituted or non-substituted. 1-4 It is an alkyl group, R m’ C 1-4It is an alkyl group, and m1 is 0 or 1. Preferably, it may be tetraethoxysilane, methyltrimethoxysilane, methyltriethoxysilane, tetraisopropoxysilane, dimethyldiethoxysilane, or dimethyldimethoxysilane.

[0498] The catalyst may be present in the composition in an amount of, for example, 0.0002% by mass or more. Preferably, the catalyst is present in an amount of 0.02% by mass or more, and more preferably 0.04% by mass or more, relative to the total composition. The catalyst may be present in an amount of, for example, 10% by mass or less, and particularly 1% by mass or less, relative to the total composition. The composition of this disclosure, by containing the catalyst at the above concentrations, can contribute to the formation of a surface treatment layer with better durability.

[0499] 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, relative to the compound of this disclosure.

[0500] The catalyst promotes the hydrolysis and dehydration condensation of the compounds of the Disclosure, thereby facilitating the formation of the layer formed by the composition of the Disclosure.

[0501] Other components besides those listed above include, for example, tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, and methyltriacetoxysilane.

[0502] In addition to the components described above, the compositions of this disclosure may contain trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and silane condensates.

[0503] In one embodiment, the compositions of the present disclosure are for dry coating, preferably for vacuum deposition.

[0504] In one embodiment, the compositions of the present disclosure are for wet coating, preferably for immersion coating.

[0505] The compositions of this disclosure can be impregnated into porous materials, such as porous ceramic materials, or metal fibers, such as steel wool compressed into a cotton-like form, to form pellets. These pellets can be used, for example, in vacuum deposition.

[0506] The compositions of this disclosure are preferably used as surface treatment agents or as components of surface treatment agents.

[0507] The articles of this disclosure are described below.

[0508] The articles of this disclosure include a substrate and a layer (surface treatment layer) formed on the surface of the substrate from the surface treatment agent of this disclosure.

[0509] The substrates usable in this disclosure may consist of, for example, glass, resin (natural or synthetic resin, such as common plastic materials), metal, ceramics, semiconductors (silicon, germanium, etc.), fibers (textiles, nonwovens, etc.), fur, leather, wood, ceramics, stone, building materials, sanitary products, or any other suitable material.

[0510] For example, if the article to be manufactured is an optical component, the material constituting the surface of the substrate may be an optical component material, such as glass or transparent plastic. Also, if the article to be manufactured is an optical component, some layer (or film), such as a hard coat layer or an anti-reflective layer, may be formed on the surface (outermost layer) of the substrate. Either a single-layer anti-reflective layer or a multi-layer anti-reflective layer may be used for the anti-reflective layer. Examples of inorganic materials that can be used for the anti-reflective layer include SiO2, SiO, ZrO2, TiO2, TiO, Ti2O3, Ti2O5, Al2O3, Ta2O5, Ta3O5, Nb2O5, HfO2, Si3N4, CeO2, MgO, Y2O3, SnO2, MgF2, and WO3. These inorganic materials may be used individually or in combination of two or more (for example, as a mixture). When a multi-layer anti-reflective layer is used, it is preferable to use SiO2 and / or SiO for the outermost layer. If the article to be manufactured is an optical glass component for a touch panel, a thin film using a transparent electrode, such as indium tin oxide (ITO) or indium zinc oxide, may be present on a portion of the surface of the substrate (glass). Furthermore, depending on its specific specifications, 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, and a liquid crystal display module.

[0511] The shape of the substrate is not particularly limited and may be, for example, a plate, a film, or other form. Furthermore, the surface area of ​​the substrate on which the surface treatment layer is to be formed may be at least a part of the substrate surface and can be appropriately determined according to the intended use and specific specifications of the article to be manufactured.

[0512] In one embodiment, the substrate may consist of a material that originally has hydroxyl groups, at least on its surface. Examples of such materials include glass, metals (especially base metals) on which a native oxide film or thermal oxide film is formed on the surface, ceramics, semiconductors, etc. Alternatively, if the material has insufficient hydroxyl groups, such as resins, or if it does not originally have hydroxyl groups, the substrate can be pretreated to introduce or increase hydroxyl groups on its 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 interfacial adsorbent having carbon-carbon unsaturated bond groups is formed in the form of a monolayer on the substrate surface by the LB method (Langmuir-Bludget method) or chemical adsorption method, and then the unsaturated bonds are cleaved in an atmosphere containing oxygen or nitrogen.

[0513] In another embodiment, such a substrate may consist of a material in which at least its surface portion is made of another reactive group, such as a silicone compound having one or more Si-H groups, or an alkoxysilane.

[0514] In a preferred embodiment, the substrate is glass. Preferred glass includes sapphire glass, soda-lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, quartz glass, and crystallized glass, with chemically strengthened soda-lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glass being particularly preferred.

[0515] 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 the durability is improved.

[0516] In a preferred embodiment, the intermediate layer may contain an alkali metal in addition to silicon oxide.

[0517] Examples of the alkali metals mentioned above include lithium, sodium, and potassium. The alkali metal is preferably sodium.

[0518] 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 setting the thickness of the intermediate layer to be above the lower limit of the above range, the effect of improving adhesion by the intermediate layer becomes greater.

[0519] The alkali metal atom concentration in the intermediate layer can be measured using various surface analysis devices, such as TOF-SIMS, XPS, and XRF.

[0520] The proportion of alkali metal atoms in the total atoms of the intermediate layer can be obtained by XPS depth profiling using ion sputtering. This is done by repeatedly alternating between XPS measurement and surface etching using an ion gun built into the XPS instrument.

[0521] In the intermediate layer, the average concentration of alkali metals in the region with a depth of 1 nm or less from the surface in contact with the surface treatment layer is determined by obtaining a depth profile of alkali metal atom concentrations using TOF-SIMS (time-of-flight secondary ion mass spectrometry) depth profiling by ion sputtering, and then calculating the average value of alkali metal atom concentrations in that profile. TOF-SIMS depth profiling by ion sputtering is performed by repeatedly alternating between TOF-SIMS measurement and surface etching using an ion gun built into the TOF-SIMS instrument.

[0522] The articles of this disclosure can be manufactured by forming a layer of the surface treatment agent of this disclosure on the surface of the substrate, and post-treating this layer as necessary, thereby forming a layer from the surface treatment agent of this disclosure.

[0523] Layer formation of the surface treatment agent of this disclosure can be carried out by applying the surface treatment agent to the surface of a substrate so as to cover the surface. The coating method is not particularly limited. For example, a wet coating method and a dry coating method can be used.

[0524] Examples of wet coating methods include immersion coating, spin coating, flow coating, spray coating, roll coating, gravure coating, wipe coating, squeegee coating, die coating, inkjet, cast coating, Langmuir-Bludget method, and similar methods.

[0525] Examples of dry coating methods include vapor deposition (usually vacuum deposition), sputtering, CVD, and similar methods. Specific examples of vapor deposition methods (usually vacuum deposition) include resistance heating, electron beams, high-frequency heating using microwaves, ion beams, and similar methods. Specific examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.

[0526] Furthermore, coating using the atmospheric pressure plasma method is also possible.

[0527] When using a wet coating method, the surface treatment agents of the present disclosure may be diluted with a solvent before being 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, and mineral spirits; aromatic hydrocarbons such as benzene, toluene, xylene, naphthalene, and solvent naphtha; methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, and carboxymethyl acetate. Esters such as tol, diethyl oxalate, ethyl pyruvate, ethyl-2-hydroxybutyrate, ethyl acetoacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, and ethyl 2-hydroxyisobutyrate; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methylaminoketone, and 2-heptanone; ethyl cellosol, methyl cellosol Glycol ethers such as methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol dimethyl ether, and ethylene glycol monoalkyl ether; alcohols such as methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol; glycols such as ethylene glycol and propylene glycol; cyclic ethers such as tetrahydrofuran, tetrahydropyran, and dioxane; amides such as N,N-dimethylformamide, 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 (for example, Asahi Clean® AC-6000 manufactured by Asahi Glass Co., Ltd.), C6F 13H (for example, AsahiClean® AC-2000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, Zeolora® H manufactured by Nippon Zeon Co., Ltd.); fluorinated 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 F3CF2CH2OH and (CF3)2CHOH; hydrofluoroethers (HFE) (e.g., perfluoropropyl methyl ether (C3F7OCH3) (e.g., Novec® 7000 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl methyl ether (C4F9OCH3) (e.g., Novec® 7100 manufactured by Sumitomo 3M Co., Ltd.), perfluorobutyl ethyl ether (C4F9OC2H5) (e.g., Novec® 7200 manufactured by Sumitomo 3M Co., Ltd.), Alkyl perfluoroalkyl ethers such as perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g., Novec® 7300 manufactured by Sumitomo 3M Limited) (the perfluoroalkyl group and alkyl group may be linear or branched), or CF3CH2OCF2CHF2 (e.g., AsahiClean® AE-3000 manufactured by Asahi Glass Co., Ltd.), hydrofluoroolefins; CF3CH=CHCl (e.g., CELEFIN® manufactured by Central Glass Co., Ltd.) Ethers such as 1233Z), CHF2CF=CHCl (e.g., AMOLEA® AS-300 manufactured by Asahi Glass Co., Ltd.), and cyclopentyl methyl ether; siloxanes such as hexamethyldisiloxane, hexaethyldisiloxane, octamethyltrisiloxane, octamethylcyclotetrasiloxane, octamethylcyclopentasiloxane, decamethylcyclopentasiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and tetradecamethylhexasiloxane; and dimethyl sulfoxides. These solvents can be used individually or as mixtures of two or more.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, 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.

[0528] In one aspect, when using the wet coating method, the solvent is, for example, R 90 Compounds represented by -OH can be used. 90 is a monovalent organic group, preferably C 1-20 These are alkyl groups, and these groups may be substituted with one or more substituents. Examples of substituents include hydroxyl groups, -OR 91 (Here, R 91 is C 1-10 Alkyl alkyl group, preferably C 1-3 Examples include alkyl groups (for example, a methyl group).

[0529] When using the dry coating method, the surface treatment agent of this disclosure may be subjected to the dry coating method as is, or it may be diluted with the solvent described above before being subjected to the dry coating method.

[0530] The layer formation of the surface treatment agent is preferably carried out such that the surface treatment agent of the present disclosure is present in the layer together with a catalyst for hydrolysis and dehydration condensation. For convenience, in the case of a wet coating method, the surface treatment agent of the present disclosure may be diluted with a solvent, and the 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 a dry coating method, the surface treatment agent of the present disclosure with the catalyst added may be directly vapor-deposited (usually by vacuum deposition), or a pellet-like material impregnated with the surface treatment agent of the present disclosure with the catalyst added may be used for vapor deposition (usually by vacuum deposition).

[0531] Any suitable acid or base, transition metals (e.g., Ti, Ni, Sn, Zr, Al, B, etc.), sulfur-containing compounds having lone pairs of electrons in their molecular structure, or nitrogen-containing compounds (e.g., sulfoxide compounds, aliphatic amine compounds, aromatic amine compounds, phosphate amide compounds, amide compounds, urea compounds, etc.) can be used as catalysts. Examples of acid catalysts include acetic acid, formic acid, trifluoroacetic acid, hydrochloric acid, nitric acid, sulfuric acid, phosphoric acid, sulfonic acid, methanesulfonic acid, and p-toluenesulfonic acid. Examples of base catalysts include ammonia, sodium hydroxide, potassium hydroxide, and organic amines such as triethylamine and diethylamine. Examples of transition metals, aliphatic amine compounds, and aromatic amine compounds are the same as those mentioned above.

[0532] The surface treatment layer included in the articles of this disclosure may have high abrasion resistance. In addition to high abrasion resistance, the surface treatment layer may also have water repellency, oil repellency, stain resistance (e.g., preventing the adhesion of dirt such as fingerprints), water resistance (preventing water from entering electronic components, etc.), surface slipperiness (or lubricity, e.g., ease of wiping away dirt such as fingerprints and excellent tactile feel to the fingers), and chemical resistance, and may be suitably used as a functional thin film.

[0533] Accordingly, this disclosure also relates to optical materials having the above-mentioned surface treatment layer as the outermost layer.

[0534] As optical materials, a wide variety of optical materials are preferred, in addition to optical materials related to displays, as exemplified below: for example, displays such as cathode ray tubes (CRTs; e.g., PC monitors), liquid crystal displays, plasma displays, organic EL displays, inorganic thin-film EL dot matrix displays, rear projection displays, fluorescent display tubes (VFDs), field emission displays (FEDs), or protective plates for such displays, or materials on which an anti-reflective coating has been applied to their surface.

[0535] The articles of this disclosure may be optical components, but are not limited to these. Examples of optical components include: lenses such as those in eyeglasses; front protective plates, anti-reflective 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.

[0536] Furthermore, the articles of this disclosure may be medical devices or medical materials. Also, articles having layers obtained by this disclosure may be automotive interior and exterior components. Examples of exterior components include: windows, light covers, and exterior camera covers. Examples of interior components include: instrument panel covers, navigation system touch panels, and decorative interior components.

[0537] The thickness of the above layer is not particularly limited. In the case of optical components, the thickness of the above layer may be in the range of, for example, 1 to 50 nm, preferably 1 to 30 nm, and more preferably 1 to 15 nm, from the viewpoint of optical performance, wear resistance, and antifouling properties.

[0538] For X-ray photoelectron spectroscopy (XPS) analysis to measure the atomic composition and constituent atom ratios of the surface treatment layer, the ULVAC-PHI PHI5000VersaProbeII can be used. XPS analysis conditions include a 25W monochromatic AlKα X-ray source, a 1400μm × 300μm photoelectron detection area, a photoelectron detection angle in the range of 20 to 90 degrees (e.g., 20, 45, 90 degrees), and a pass energy of 23.5eV. For sputtering, gas cluster ion beams or Ar ions can be used. Using 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.

[0539] Furthermore, depth analysis can also be performed. For XPS analysis, the measurement conditions include using a monochromatic AlKα X-ray source at 25W, a photoelectron detection area of ​​1400 μm × 300 μm, a photoelectron detection angle in the range of 20 to 90 degrees (e.g., 20 degrees, 45 degrees, 90 degrees), and a pass energy of 23.5 eV. Sputter ions such as Ar ions, gas cluster ions, and C60 ions can be used. Sputtering can also be used to etch 1 to 100 nm and obtain the composition of the coating film at each etching depth.

[0540] By adjusting the photoelectron detection angle in the XPS analysis described above, the detection depth can be adjusted as needed. For example, by setting a shallow angle close to 20 degrees, the detection depth can be set to about 3 nm, while by setting a deep angle close to 90 degrees, the detection depth can be set to about 10-something nm.

[0541] The silicon dioxide intermediate layer described above can be formed by applying a silicon dioxide precursor to the surface of the substrate. If the intermediate layer contains an alkali metal, it can be formed by applying a composition containing a silicon dioxide precursor and an alkali metal source to the surface of the substrate.

[0542] Examples of silicon oxide precursors include silicic acid, partial condensates of silicic acid, alkali metal silicates, silane compounds having a hydrolyzable group bonded to a silicon atom, and partial hydrolyzable condensates of the silane compounds. Silicic acid and its partial condensates can be dehydrated and condensed to produce silicon oxide, while alkali metal silicates can be converted to silicic acid or its partial condensates using an acid or cation exchange resin, and the resulting silicic acid or partial condensates can be dehydrated and condensed to produce silicon oxide. Examples of hydrolyzable groups in silane compounds having a hydrolyzable group bonded to a silicon atom include alkoxy groups and chlorine atoms. The hydrolyzable group in the silane compound can be hydrolyzed to a hydroxyl group, and the resulting silanol compound can be dehydrated and condensed to produce silicon oxide. Examples of silane compounds having a hydrolyzable group bonded to a silicon atom include alkoxysilanes such as tetraalkoxysilanes and alkyltrialkoxysilanes, and tetrachlorosilanes.

[0543] Examples of alkali metal sources include alkali metal hydroxides and water-soluble alkali metal salts. Examples of water-soluble alkali metal salts include alkali metal carbonates, alkali metal bicarbonates, alkali metal hydrochlorides, and alkali metal nitrates. Alkali metal hydroxides and alkali metal carbonates are preferred as alkali metal sources.

[0544] Furthermore, alkali metal silicates can be used as silicon oxide precursors and alkali metal sources. Alkali metal silicates can be converted to silicon oxide via silicic acid, but a small amount of alkali metal may remain in the silicon oxide produced during this process. Therefore, by adjusting the amount of residual alkali metal, silicon oxide containing a predetermined amount of alkali metal atoms can be obtained.

[0545] The thickness of the above-mentioned 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 even more preferably 3 to 10 nm.

[0546] The compounds, compositions, and articles of this disclosure have been described in detail above. However, the compounds, compositions, and articles of this disclosure are not limited to those exemplified above. [Examples]

[0547] (Synthesis Example 1) 0.008 g of tris(pentafluorophenyl)borane, 1.6 ml of toluene, and 0.97 ml of 4-allyl-1,6-heptadiene-4-ol were added and heated to 70°C. 6.6 g of MCR-H11 (Gelest grade) was added dropwise and the mixture was stirred for 5 hours. Subsequently, 5.3 g of compound (1) was obtained by column purification. The average number of repeating units n was 13.

[0548] 1 H NMR (CDCl3, 400MHz) δ[ppm]: -0.092-0.312(m), 0.528-0.569(m), 0.877-0.912(t), 1.271-1.400(m), 2.290-2.308(d), 4.984-5.088(m), 5.818-5.924(m)

[0549] Compound (1) [ka]

[0550] (Synthesis Example 2) 3.0 g of compound (1), 5 ml of toluene, 0.02 g of triacetoxymethylsilane, 0.13 ml of xylene solution containing 2% of the Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane, and 2.6 ml of trichlorosilane were added and the mixture was stirred at 60°C for 3 hours. After that, volatile components were removed by distillation under reduced pressure, and 0.3 ml of methanol and 6.0 ml of trimethyl orthoformate were added and the mixture was stirred for 3 hours. Subsequently, 3.5 g of compound (2) was obtained by purification. The average value of the number of repeating units n was 13.

[0551] 1H NMR (CDCl3, 400MHz) δ[ppm]:-0.122-0.282(m), 0.498-0.694(m), 0.847-0.902(t), 1.240-1.335(m), 1.415-1.519(m), 1.947-2.029(m), 2.062-2.122(m), 3.483-3.605(m)

[0552] Compound (2) [ka]

[0553] (Synthesis Example 3) 10-Undecine-1-ol (3.4 g) was dissolved in dichloromethane (30 mL), and the reaction vessel was cooled to 0°C in an ice bath. Then sodium hydride (1.4 g, 50% w / w) was added, the temperature was raised, and the mixture was stirred at room temperature for 15 minutes. The reaction vessel was cooled again to 0°C in an ice bath, and allyl bromide (3.0 mL) was added. After stirring at room temperature for 24 hours, the reaction was stopped by adding water. The reaction mixture was diluted with chloroform, extracted, and dried over anhydrous magnesium sulfate. Subsequently, it was purified by silica gel column chromatography to obtain compound (3) as a pale yellow oily substance (4.2 g).

[0554] 1 H NMR (400MHz, CDCl3) δ 5.97-5.87(m, 1H), 5.37-5.24(m, 1H), 5.18-5.15(m, 1H), 4.14-3.95(m, 2H), 3.42(t, J=6.6Hz, 2H), 2.17(td, J=7.1, 2.6Hz, 2H), 1.93(t, J=2.6Hz, 1H), 1.77-1.48(m, 4H), 1.42-1.14(m, 10H).

[0555] Compound (3) [ka]

[0556] Synthesis example (4) 1.25 g of compound (3) was dissolved in tetrahydrofuran (15 mL), the reaction vessel was cooled to -78°C, and then n-butyllithium (4.5 mL, 1.6 M hexane solution) was added. The temperature was then raised to -20°C and the mixture was stirred for 30 minutes. While still cooled to -20°C, a solution of hexamethylcyclotrisiloxane (13.3 g) in tetrahydrofuran (15 mL) was added. The temperature was raised and the mixture was stirred at room temperature for 2 hours, after which the reaction was stopped with chlorotrimethylsilane (0.5 mL). The reaction mixture was diluted with ethyl acetate, extracted, washed with saturated sodium bicarbonate solution, and then dried over anhydrous magnesium sulfate. The solvent was removed by vacuum distillation, and the resulting residue was washed with acetonitrile and dried under reduced pressure to obtain compound (4) CH3(Si(CH3)2O) as a pale yellow oily substance (4.3 g). n The compound Si(CH3)2C≡CCH2CH2CH2CH2CH2CH2CH2CH2CH2OCH2CH=CH2 was obtained. The average number of repeating units n is 24.

[0557] 1 H NMR (400MHz, CDCl3) δ 5.97-5.87(m, 1H), 5.26(dq, J=17.2, 1.8Hz, 1H), 5.18-5.14(m, 1H), 3.96(td, J=3.4, 1.8Hz, 2 H), 3.42(t, J=7.2Hz, 2H), 2.20(t, J=7.1Hz, 2H), 1.65-1.47(m, 4H), 1.42-1.26(m, 10H), 0.209 (s, 6H), 0.11-0.04(m, 147H).

[0558] Synthesis example (5) 1.00 g of compound (4), along with a xylene solution of platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex (Pt 2%) (43.9 μL), pyridine (1.55 μL), and toluene (4.7 mL), were placed in a reaction vessel. The vessel was purged with nitrogen, cooled to 0°C, and then trimethoxysilane (73.4 μL) was added. The mixture was stirred at 0°C for 2 hours. Subsequently, toluene (0.3 mL) and trimethoxysilane (7.3 μL) were added, and the mixture was stirred at 0°C for 30 minutes. Then, under reduced pressure, toluene and unreacted excess trimethoxysilane were removed by distillation. After purification, compound (5) CH3(Si(CH3)2O) was obtained. n Si(CH3)2C≡CCH2CH2CH2CH2CH2CH2CH2CH2CH2OCH2CH2CH2Si(OCH3)3 1.03 g was obtained. The average number of repeating units n is 24.

[0559] 1 H NMR (400MHz, CDCl3) δ3.56(s, 4H), 3.40-3.35(m, 2H), 2.20-2.17(t, 2H), 1.71-1.63(m, 2H), 1.58-1.46 (m, 2H), 1.55(s, 9H) 1.35-1.25(m, 10H), 0.88-0.82(m, 2H), 0.68-0.64(m, 2H), 0.20 (s, 6H), 0.11-0.04(m, 147H).

[0560] (Synthesis Example 6) 1.04 g of methyl 22-tricosenoate, 15 mL of toluene, 0.08 mL of pyridine, and 0.6 mL of xylene solution containing 2% of the Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, and then 3.68 mL of Gelest MCR-H07 was added dropwise. After stirring at room temperature for two days, the compound (6)CH3CH2CH2CH2(Si(CH3)2O) was purified. n Si(CH3)2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2COCH3 4.15g was obtained. The average number of repeating units n was 10.

[0561] 1 H NMR (CDCl3, 400MHz) δ[ppm]:0.019-0.115(m), 0.511(t), 0.858(t), 1.200-1.325(m), 1.592(quin), 2.276-2.293(m), 3.641(s)

[0562] (Synthesis Example 7) 3.85 g of compound (6), 10 mL of allylamine, and 0.40 g of 1,5,7-triazabicyclo[4.4.0]deca-5-ene were added, and the mixture was stirred at 75°C for 3 hours. Afterward, the mixture was washed with aqueous hydrochloric acid, dehydrated with magnesium sulfate, and concentrated under reduced pressure to obtain compound (7) CH3CH2CH2CH2(Si(CH3)2O). n Si(CH3)2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2YESHCH2CH=CH23.09g was obtained. The average value of the number of repeating units n is 10.

[0563] 1 H NMR (CDCl3, 400MHz) δ[ppm]:0.018-0.113(m), 0.509(t), 0.858(t), 1.165-1.376(m), 1.613(quin ), 2.162(t), 3.852-3.877(m), 5.093-5.175(m), 5.412(br), 5.7770-5.864(m)

[0564] (Synthesis Example 8) 3.09 g of compound (7), 10 mL of toluene, 0.065 mL of pyridine, and 0.47 mL of xylene solution containing 2% of the Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by 2.4 mL of trimethoxysilane, and the mixture was stirred overnight at room temperature. Subsequently, purification was performed to obtain compound (8) CH3CH2CH2CH2(Si(CH3)2O) nSi(CH3)2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CONSHCH2CH2CH2Si(OCH3)32.96g was obtained. The average number of repeating units n was 10.

[0565] (Synthesis Example 9) 1.0 g of 1-bromo-4-(4-penten-1-yl)benzene and 16 mL of tetrahydrofuran were added, and then 2.8 mL of hexane solution containing 15% n-butyllithium was added dropwise at -78°C, and the mixture was stirred at -78°C for 1 hour. Subsequently, 21 mL of tetrahydrofuran solution containing 4.9 g of hexamethylcyclotrisiloxane was added dropwise, and the mixture was stirred at room temperature for 4 hours. Then, 1.7 mL of chlorotrimethylsilane was added dropwise, and the mixture was stirred at room temperature for 16 hours. After that, water and toluene were added, the aqueous layer was removed, the toluene layer was washed twice with water, and the toluene layer was concentrated to obtain 4.6 g of compound (9). The average number of repeating units was 15.

[0566] Compound (9) [ka]

[0567] 1H-NMR (400 MHz, CHLOROFORM-D) δ 7.50 (d, J = 7.8 Hz, 2H), 7.22 (d, J = 7.8 Hz, 2H), 5.89-5.82 (m, 1H), 5.07-4.98 (m, 2H), 2.64 (t, J = 7.8 Hz, 2H), 2.12 (q, J = 7.2 Hz, 2H), 1.78-1.72 (m, 2H), 0.35 (s, 6H), 0.25--0.05 (m)

[0568] (Synthesis Example 10) 2.0 g of compound (9), 6.0 mL of toluene, 17 μL of pyridine, and 117 μL of xylene solution containing 2% of the Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by the addition of 0.59 mL of trimethoxysilane. The mixture was then stirred at room temperature for 3 hours. Subsequently, 1.8 g of compound (10) was obtained by concentration under reduced pressure. The average number of repeating units was 15.

[0569] (Compound 10) [ka]

[0570] 1H-NMR (400 MHz, CHLOROFORM-D) δ 7.48 (d, J = 7.8 Hz, 2H), 7.18 (d, J = 7.8 Hz, 2H), 3.63-3.57 (m, 9H), 2.60 (t, J = 7.8 Hz, 2H), 1.65-1.62 (m, 2H), 1.48-1.38 (m, 4H), 0.68-0.64 (m, 2H), 0.33 (s, 6H), 0.23--0.14 (m)

[0571] (Synthesis Example 11) 1.02 g of 1-bromo-4-(4-dodecen-1-yl)benzene and 10 mL of tetrahydrofuran were added, and then 2.0 mL of hexane solution containing 15% n-butyllithium was added dropwise at -78°C, and the mixture was stirred at -78°C for 1 hour. Subsequently, 10.8 mL of tetrahydrofuran solution containing 10.3 g of hexamethylcyclotrisiloxane was added dropwise, and the mixture was stirred at room temperature for 16 hours. Then, 1.2 mL of chlorotrimethylsilane was added dropwise, and the mixture was stirred at room temperature for 16 hours. After that, toluene was added and the mixture was purified by silica gel column chromatography, and the toluene layer was concentrated to obtain the crude product. This was washed three times with acetonitrile and concentrated to obtain 5.78 g of compound (11). The average number of repeating units was 78.

[0572] 1H NMR (CDCl3, 400 MHz) δ[ppm]: -0.102-0.213 (m), 0.299 (s), 1.160-1.363 (m), 1.581 (quin), 2.012 (q), 2.565 (t), 4.875-5.003 (m), 5.729-5.849 (m), 7.148 (d), 7.444 (d)

[0573] Compound (11) [ka]

[0574] (Synthesis Example 12) 1.5 g of compound (11), 2 mL of toluene, 2.7 μL of pyridine, and 19 μL of xylene solution containing 2% of the Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by 0.095 mL of trimethoxysilane, and the mixture was stirred at room temperature for 3 hours. Subsequently, 1.5 g of compound (12) was obtained by vacuum concentration. The average number of repeating units was 78.

[0575] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.094-0.221 (m), 0.307 (s), 0.607-0.648 (m), 1.181-1.428 (m), 1.589 (quin), 2.571 (t), 3.529-3.595 (m), 7.154(d), 7.451(d)

[0576] Compound (12) [ka]

[0577] (Synthesis Example 13) 0.31 g of 1-bromo-4-(4-dodecen-1-yl)benzene and 3.3 mL of tetrahydrofuran were added, and then 0.61 mL of hexane solution containing 15% n-butyllithium was added dropwise at -78°C, and the mixture was stirred at -78°C for 1 hour. Subsequently, 6.5 mL of tetrahydrofuran solution containing 6.2 g of hexamethylcyclotrisiloxane was added dropwise, and the mixture was stirred at room temperature for 16 hours. Then, 0.37 mL of chlorotrimethylsilane was added dropwise, and the mixture was stirred at room temperature for 16 hours. After that, toluene was added and the mixture was purified by silica gel column chromatography, and the toluene layer was concentrated to obtain the crude product. This was washed three times with acetonitrile and concentrated to obtain 3.9 g of compound (13). The average number of repeating units was 129.

[0578] 1 H NMR (CDCl3, 400 MHz) δ[ppm]: -0.114-0.226 (m), 0.313 (s), 1.181-1.376 (m), 1.597 (quin), 2.022 (q), 2.578 (t), 4.896-4.997 (m), 5.742-5.844 (m), 7.159 (d), 7.458 (d)

[0579] Compound (13) [ka]

[0580] (Synthesis Example 14) 1.0 g of compound (13), 1 mL of toluene, 1.5 μL of pyridine, and 11 μL of xylene solution containing 2% of the Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane were added, followed by 0.055 mL of trimethoxysilane, and the mixture was stirred at room temperature for 3 hours. Subsequently, 1.0 g of compound (14) was obtained by vacuum concentration. The average number of repeating units was 129.

[0581] 1H NMR (CDCl3, 400 MHz) δ[ppm]: -0.092-0.223 (m), 0.308 (s), 0.608-0.649 (m), 1.166-1.431 (m), 1.591 (quin), 2.574 (t), 3.524-3.586 (m), 7.156(d), 7.453(d)

[0582] Compound (14) [ka]

[0583] <Preparation of surface treatment agent> Surface treatment agents were prepared by combining compounds and solvents as shown in Table 1 below. The concentration of the compound relative to the solvent was 10 wt%.

[0584] [Table 1]

[0585] (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% by mass sodium hydroxide aqueous solution. 24 g of this 8.4% by mass sodium hydroxide aqueous solution was mixed with 20 g of MS gel (MSGEL D-100-60A (manufactured by AGC SI-TEC)) to allow the sodium hydroxide aqueous solution to be absorbed into the MS gel. The MS gel that absorbed the sodium hydroxide aqueous solution was dried at 25°C for 8 hours, then molded using a tablet molding machine (4 MPa for 1 minute), and fired at 1,000°C for 1 hour to obtain molded body 1 (pellet).

[0586] (Formation of surface treatment layer) The surface treatment agent prepared above was vacuum deposited onto chemically strengthened glass (Corning Gorilla Glass, 0.7 mm thick). Specifically, 0.1 g of the surface treatment agent was filled into a molybdenum boat inside the vacuum deposition apparatus, and the inside of the vacuum deposition apparatus was subjected to a pressure of 3.0 × 10⁻¹⁰ -3The air was evacuated to below Pa. Then, a silicon dioxide film containing Na with a thickness of 7 nm was formed by electron beam deposition using molded body 1, and subsequently, a surface treatment layer was formed by heating the boat using resistance heating. After that, the surface treatment layer was obtained by heat treatment in an oven at 150°C for 2 hours.

[0587] <Rating> [Weather resistance evaluation] (Initial evaluation) As an initial evaluation (before UV irradiation), after the surface treatment layer was formed and any excess material on the surface was wiped off, the static contact angles of water and oleic acid were measured. The contact angles were measured using a fully automatic contact angle meter, DropMaster700 (Kyowa Interface Science Co., Ltd.), in a 25°C environment. Specifically, the substrate with the surface treatment layer to be measured was placed horizontally, and water or oleic acid was dropped onto its surface from a microsyringe. The static contact angle was measured by capturing a still image 1 second after dropping with a video microscope. The static contact angle was measured at five different points on the surface treatment layer of the substrate, and the average value was used.

[0588] (Evaluation after weather resistance testing) A weathering test was performed on the formed surface treatment layer. The accelerated weathering test is a test that involves UV irradiation as follows: UV irradiation was performed using a 7.5kW xenon lamp (manufactured by Suga Test Instruments, with an irradiance of 62W / m² at 300-400nm). 2 Using a UV lamp, the distance between the lamp and the surface treatment layer of the substrate was set to 290 mm, and the temperature of the plate on which the substrate was placed was 55°C and the humidity was 55%. After 300 hours of UV irradiation, the surface treatment layer was wiped with a Kimwipe (product name, manufactured by Jujo Kimberly Co., Ltd.) thoroughly soaked in ethanol, and then dried. The static contact angles of water and oleic acid were measured immediately thereafter. The evaluation results are shown in Table 2 below.

[0589] [Table 2]

[0590] The bond energy is calculated using the following procedure: 1. Creation of the molecule to be calculated: Calculate the energy of the most stable structure in the ground state of the molecule to be calculated. 2. Creation of radical molecules: R of the molecule to be calculated S -X 1 Create molecules in which the bonds between them undergo radical cleavage, and calculate the energy of each. 3. Calculation of bond energy: By subtracting the energy of the molecule being calculated from the sum of the energies of two radical molecules, R S -X 1 Calculate the bond energy between them. The calculations were performed using density functional theory (DFT), with ωb97xd as the functional and 6-31+G(d,p) as the basis set. Gaussian 09 was used as the quantum chemistry calculation program.

[0591] In this disclosure, calculations were also performed using the above procedure for compounds not used in Examples 1-5 and Comparative Example 1 (compound 15 and compound 16). The structures of compounds 15 and 16 are as follows.

[0592] (Compound 15) CH3CH2CH2CH2(Si(CH3)2O) n Si(CH3)2OCH2CH2CH2Si(OCH3)3 The average number of repeating units n is 14.

[0593] (Compound 16) CH3CH2CH2CH2(Si(CH3)2O) n Si(CH3)2N[CH2CH2CH2Si(OCH3)3]2 The average number of repeating units n is 14.

[0594] Table 3 below shows the calculated bond energies for each compound.

[0595] [Table 3] [Industrial applicability]

[0596] The surface treatment agents disclosed herein can be suitably used in a wide variety of applications.

Claims

1. The following formula (1): 【Chemistry 1】 [In the formula: R Ｓ This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. X １ It is a group with 2 to 10 valents, R Ｓｉ This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded. α is an integer from 1 to 9. R Ｓ -X １ The bond energy between them is 400 kJ / mol or greater. A compound represented by the formula.

2. X １ R Ｓ The compound according to claim 1, wherein the group includes an oxygen atom, sulfur atom, nitrogen atom, or carbon atom bonded to it.

3. X １ is a group represented by -ZX １ａ ｎ－ｐ X １ｂ ｐ－１ and is a group represented by - Z is R Ｓ A group selected from O, S, N, or -C≡C- bonded to the silicon atom, X １ａ Each of these is independently a single bond or a group with 2 to 10 valents. X １ｂ Each of these is independently a single bond or a monovalent group. n is the valence of the Z group, p is an integer between 1 and n (inclusive). The compound according to claim 1.

4. X １ is, -ZX １ａ ｎ－ｐ X １ｂ ｐ－１ It is a base represented by -, Z is R Ｓ A group selected from O, S, N, or -C≡C- bonded to the silicon atom, X １ａ Each of these is independently a single bond or a group with 2 to 10 valents. X １ｂ Each of these is independently a single bond or a monovalent group excluding a hydrogen atom. n is the valence of the Z group, p is an integer between 1 and n (inclusive). The compound according to claim 1.

5. X １ is -O-X １ａ It is a base represented by -, X １ａ is a single bond or a divalent group, The compound according to claim 1.

6. X １ is, -NX １ａ ２－ｐ X １ｂ ｐ－１ It is a base represented by -, X １ａ Each of these is independently a single bond or a divalent group, X １ｂ It is a monovalent group excluding the hydrogen atom, p is either 1 or 2. The compound according to claim 1.

7. X １ is -C≡CX １ａ It is a base represented by -, X １ａ is a single bond or a divalent group, The compound according to claim 1.

8. X １ａ Each of these is independent and expressed by the following formula: -(X １１ ) ａ１ -(X １２ ) ａ２ - [In the formula: X １１ These are single bonds or divalent organic groups, X １２ -CO-, -COO-, -OCO-, -NR ４１ -, -CONR ４１ -, -NR ４１ CO-, -OCONR ４１ -, -NR ４１ COO-, -NR ４１ -CO-NR ４１ -, -O-, or -S- R ４１ is a hydrogen atom or C １－６ It is an alkyl group, a1 is an integer between 1 and 5. a2 is an integer between 0 and 5. The order in which each repeating unit, denoted as a1 or a2 and enclosed in parentheses, exists is arbitrary within the formula. The compound according to claim 3, wherein the group is represented by .

9. R Ｓ -X １ The bond energy between them is 420 kJ / mol or greater. The compound according to claim 1.

10. R Ｓ -X １ The bond energy between them is 490 kJ / mol or greater. The compound according to claim 1.

11. R Ｓ R １ -R Ｓ１ -SiR ２ ２ - and R １ is a hydrocarbon group, or R １ａ ｎａ R １ｂ ３－ｎａ Si-(O) ｑ -: R １ａ Each of them is independent of R １ｄ - (SiR １ｄ ２ -R １ｃ ) ｍａ It is a base represented by -, R １ｃ Each of these is independently an oxygen atom, or C １－６ It is an alkylene group, R １ｄ Each of these is independently a hydrocarbon group or R １ａ’ And, R １ａ’ R １ａ It is synonymous with, Each of ma is an independent integer between 1 and 5. However, R １ａ Medium, R １ａ’ The number is 20 or less, R １ｂ Each of these is independently a hydrocarbon group, na is an integer from 1 to 3. q is either 0 or 1, R Ｓ１ Each is independent, single-bonded, or as shown in the following formula: 【Chemistry 2】 [In the formula: R ３ is, independently of each other, C １－１２ alkylene group, -R ６ -O-R ６ -, -R ８ -R ７ -R ８ -, -R ８ -R ７ -R ９ -R ７ -R ８ -, -R ８ -R ７ -R ９ -R ６ -R ９ -R ７ -R ８ -, or -R ９ -R ６ -R ９ -R ７ -R ９ -R ６ -R ９ - and is R ４ Each of them is independent of C １－１２ Alkylene group, -R ６ -O-R ６ -, -R ８ -R ７ -R ８ -, -R ８ -R ７ -R ９ -R ７ -R ８ -, -R ８ -R ７ -R ９ -R ６ -R ９ -R ７ -R ８ -, or -R ９ -R ６ -R ９ -R ７ -R ９ -R ６ -R ９ - and R ６ Each of them is independent of C １－６ It is an alkylene group, R ７ These are, independently, arylene groups which may be substituted, R ８ Each of these is independently a single bond, or C １－６ It is an alkylene group, R ９ Each of these is independently a single bond or an oxygen atom. R ５ Each of these is independently a hydrocarbon group, x is an integer between 0 and 200. y is an integer between 0 and 200. z is an integer between 0 and 200. x + y + z is greater than or equal to 1. The order in which each repeating unit, denoted by x, y, or z and enclosed in parentheses, exists is arbitrary within the formula. It is a base represented by, R ２ Each of these is independently a hydrocarbon group, s is either 0 or 1. The compound according to claim 1.

12. R １ R １ａ ｎａ R １ｂ ３－ｎａ It is Si-O-, R １ａ Each of them is independent of R １ｄ - (SiR １ｄ ２ -R １ｃ ) ｍａ It is a base represented by -, R １ｃ Each of these is independently an oxygen atom, or C １－６ It is an alkylene group, R １ｄ Each of these is independently a hydrocarbon group or R １ａ’ And, R １ａ’ R １ａ It is synonymous with, Each of ma is an independent integer between 1 and 5. However, R １ａ Medium, R １ａ’ The number is 20 or less, R １ｂ Each of these is independently a hydrocarbon group, na is an integer between 1 and 3. The compound according to claim 11, wherein the group is represented by

13. R １ａ Each of them is independent of R １ｄ - (SiR １ｄ ２ -O) ｍａ It is a base represented by -, R １ｄ Each of these is independently a hydrocarbon group or R １ａ’ And, R １ａ’ R １ａ It is synonymous with, ma is independently either 1 or 2. However, R １ａ Medium, R １ａ’ The number is 20 or less, R １ｂ Each of these is independently a hydrocarbon group, na is an integer between 1 and 3. The compound according to claim 11.

14. R １ｄ C １－４ The compound according to claim 11, wherein it is an alkyl group.

15. R Ｓｉ This is expressed by the following formulas (S1), (S2), (S3), (S4), or (S5): 【Transformation 3】 [In the formula: R １１ These are, independently, hydroxyl groups or hydrolyzable groups, R １２ Each of these is independently a monovalent organic group, n1 is (SiR １１ ｎ１ R １２ ３－ｎ１ Each unit is an independent integer between 0 and 3. X １１ Each of these is independently a single bond or a divalent organic group. R １３ Each of these is independently a hydrogen atom or a monovalent organic group. Each t is an independent integer greater than or equal to 2. R １４ Each of these is independently a hydrogen atom, a halogen atom, or -X １１ -SiR １１ ｎ１ R １２ ３－ｎ１ And, R １５ Each of these is independently a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms, or an alkylene oxy group having 1 to 6 carbon atoms. R ａ１ Each of them is independent of -Z １ -SiR ２１ ｐ１ R ２２ ｑ１ R ２３ ｒ１ And; Z １ These are, independently, divalent organic groups, R ２１ Each of them is independent of -Z １’ -SiR ２１’ ｐ１’ R ２２’ ｑ１’ R ２３’ ｒ１’ And; R ２２ Each of these is independently a hydroxyl group or a hydrolyzable group, R ２３ Each of these is independently a monovalent organic group, p1 is an integer between 0 and 3, independently of each other. Each of q1 is an integer between 0 and 3, independently of the others. Each r1 is an independent integer between 0 and 3. Z １’ These are, independently, divalent organic groups, R ２１’ Each of them is independent of -Z １” -SiR ２２” ｑ１” R ２３” ｒ１” And; R ２２’ These are, independently, hydroxyl groups or hydrolyzable groups, R ２３’ Each of these is independently a monovalent organic group, p1' are each independent integers between 0 and 3. Each of q1' is an independent integer between 0 and 3. r1' are each independent integers between 0 and 3. Z １” These are, independently, divalent organic groups, R ２２” These are, independently, hydroxyl groups or hydrolyzable groups, R ２３” Each of these is independently a monovalent organic group, Each of q1'' is an independent integer between 0 and 3. Each of r1'' is an independent integer between 0 and 3. R ｂ１ Each of these is independently a hydroxyl group or a hydrolyzable group, R ｃ１ Each of these is independently a monovalent organic group, k1 is an integer between 0 and 3, independently of each other. l1 are each an independent integer between 0 and 3. Each of the m1 values ​​is an integer between 0 and 3, independently of the others. However, in formula (S3), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded, R ｄ１ Each of them is independent of -Z ２ -CR ３１ ｐ２ R ３２ ｑ２ R ３３ ｒ２ And, Z ２ Each of these is independently a single bond, an oxygen atom, or a divalent organic group. R ３１ Each of them is independent of -Z ２’ -CR ３２’ ｑ２’ R ３３’ ｒ２’ And, R ３２ Each of them is independent of -Z ３ -SiR ３４ ｎ２ R ３５ ３－ｎ２ And, R ３３ Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. p2 is an integer between 0 and 3, independently of each other. Each of the q2 values ​​is an integer between 0 and 3, independently of the others. Each of the r2 values ​​is an integer between 0 and 3, independently of the others. Z ２’ Each of these is independently a single bond, an oxygen atom, or a divalent organic group. R ３２’ Each of them is independent of -Z ３ -SiR ３４ ｎ２ R ３５ ３－ｎ２ And, R ３３’ Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. Each of q2' is an integer between 0 and 3, independently of the others. r2' are each independent integers between 0 and 3. Z ３ Each of these is independently a single bond, an oxygen atom, or a divalent organic group; R ３４ Each of these is independently a hydroxyl group or a hydrolyzable group, R ３５ Each of these is independently a monovalent organic group, n2 are each an independent integer between 0 and 3. R ｅ１ Each of them is independent of -Z ３ -SiR ３４ ｎ２ R ３５ ３－ｎ２ And, R ｆ１ Each of these is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group. k2 are each an independent integer between 0 and 3. l2 are each an independent integer between 0 and 3. Each of the values ​​of m2 is an independent integer between 0 and 3. However, in formula (S4), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded, R ｇ１ and R ｈ１ Each of them is independent of -Z ４ -SiR １１ ｎ１ R １２ ３－ｎ１ , -Z ４ -SiR ａ１ ｋ１ R ｂ１ ｌ１ R ｃ１ ｍ１ , or -Z ４ -CR ｄ１ ｋ２ R ｅ１ ｌ２ R ｆ１ ｍ２ And, Z ４ Each of these is independently a single bond, an oxygen atom, or a divalent organic group. However, in formula (S5), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded. The compound according to claim 1, wherein the group is represented by

16. The compound according to claim 1, which is represented by any of the following formulas. 【Chemistry 4】 CH ３ (Si(CH) ３ ) ２ O) ｎ Si(CH) ３ ) ２ C≡CCH ２ CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ CH ２ OCH ２ CH ２ CH ２ Si(OCH) ３ ) ３ 【change】 CH ３ CH ２ CH ２ CH ２ (Si(CH) ３ ) ２ O) １４ Si(CH) ３ ) ２ OCH ２ CH ２ CH ２ Si(OCH) ３ ) ３ CH ３ CH ２ CH ２ CH ２ (Si(CH) ３ ) ２ O) １４ Si(CH) ３ ) ２ N[CH ２ CH ２ CH ２ Si(OCH) ３ ) ３ ] ２

17. The compound according to claim 7, and Formula (1'): R Ｓ -X １’ -R Ｓｉ [In the formula: R ｓ and R Ｓｉ This is equivalent to the description in formula (1), X １’ is, -CH １－ｋ’ R Ｓｉ’ ｋ’ =CH ｋ’ R Ｓｉ’ １－ｋ’ -X １ａ’ It is a base represented by -, R Ｓｉ’ is, -SiR １１’ ｎ’ R １２’ ３－ｎ’ It is a base represented by, R １１’ Each of these is independently a hydroxyl group or a hydrolyzable group, R １２’ Each of these is independently a monovalent organic group, n' is an integer between 1 and 3. k' is either 0 or 1, X １ａ’ It is a divalent group. A composition containing a compound represented by [formula].

18. A surface treatment agent comprising a compound according to any one of claims 1 to 16 or a composition according to claim 17.

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

20. A surface treatment agent according to claim 18, for use in vacuum deposition.

21. The surface treatment agent according to claim 18, which is for wet coating.

22. A pellet containing the surface treatment agent described in claim 18.

23. An article comprising a base material and a layer formed on the base material from a compound according to any one of claims 1 to 16 or a composition according to claim 17.

24. The article according to claim 23, further comprising an intermediate layer containing silicon dioxide between the substrate and the layer.

25. The article according to claim 24, wherein the intermediate layer contains alkali metal atoms.

26. The article according to claim 25, wherein at least a portion of the alkali metal atoms are sodium atoms.

27. The article according to claim 23, which is an optical component.

28. The article according to claim 23, which is a display.

29. The following formula: R Ｓ２ -X ２ -(CH=CH ２ ) β [In the formula: R Ｓ２ This is a monovalent group containing one or more Si atoms that are not directly bonded to a hydroxyl group or a hydrolyzable group. X ２ It is a group with 2 to 10 valents, β is an integer between 1 and 9. R Ｓ２ -X ２ The bond energy between them is 400 kJ / mol or greater. A compound represented by the formula.

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