Hardening components
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2026-01-30
- Publication Date
- 2026-08-14
AI Technical Summary
【0007】 本開示によれば、室温での硬化性に優れた硬化性組成物を提供することができる。
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Abstract
Description
[Technical Field]
[0001] This disclosure relates to a curable composition containing a fluorine-containing compound. [Background technology]
[0002] Various curable resin compositions are known for producing cured resin products used in sealing materials and the like. For example, Patent Document 1 discloses a curable composition comprising a fluoropolyether group-containing silane compound, a crosslinking agent, and a catalyst. Patent Document 2 also discloses a curable composition comprising a fluoropolyether group-containing silane compound, a crosslinking agent, a catalyst, and an inorganic filler. [Prior art documents] [Patent Documents]
[0003] [Patent Document 1] International Publication No. 2019 / 088129 [Patent Document 2] International Publication No. 2021 / 125060 [Overview of the project] [Problems that the invention aims to solve]
[0004] Resin compositions like the one described in Patent Document 1 generally have low viscosity and poor applicability. Furthermore, in electronic components, especially power devices, high voltage resistance is required for insulating encapsulants, but resin compositions like the one described in Patent Document 2 have poor voltage resistance.
[0005] The present disclosure aims to provide a curable composition that exhibits excellent coatability and high voltage resistance of the resulting cured product. [Means for solving the problem]
[0006] This disclosure includes the following aspects: [Item 1] Component (A): A fluoropolyether group-containing silane compound containing a fluoropolyether group and a hydrolyzable silyl group, Ingredient (B): Crosslinking agent, Component (C): Catalyst, and Component (D): Fluorine-containing resin particles A curable composition containing the following: [Item 2] The curable composition according to Item 1, wherein the fluororesin constituting the fluororesin particles is polytetrafluoroethylene, tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer, tetrafluoroethylene / hexafluoropropylene copolymer, ethylene / tetrafluoroethylene copolymer, ethylene / tetrafluoroethylene / hexafluoropropylene copolymer, polychlorotrifluoroethylene, chlorotrifluoroethylene / tetrafluoroethylene copolymer, ethylene / chlorotrifluoroethylene copolymer, polyvinylidene fluoride, vinylidene fluoride / tetrafluoroethylene copolymer, or polyvinyl fluoride. [Item 3] The curable composition according to item 1 or 2, wherein the fluororesin constituting the fluororesin particles is polytetrafluoroethylene or a tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer. [Item 4] The curable composition according to any one of items 1 to 3, wherein the average particle size of the fluororesin particles is 0.01 to 100 μm. [Item 5] The surface area of the fluororesin particles is 10 to 400 m 2 A curable composition according to any one of items 1 to 4, wherein the amount is / g. [Item 6] The fluoropolyether group-containing silane compound is defined by the following formula (1) or (2): [ka] [In formula: R F1 Each of them is independent of Rf 1 -R F -O q -and; R F2 -Rf 2 p -RF -O q - is; Rf 1 is each independently a C alkyl group which may be substituted by one or more fluorine atoms; 1-16 is an alkyl group; Rf 2 is a C alkylene group which may be substituted by one or more fluorine atoms; 1-6 is an alkylene group; R F is each independently a divalent fluoropolyether group; p is 0 or 1; q is each independently 0 or 1; R Si is each independently a monovalent group containing a Si atom bonded with a hydroxyl group, a hydrolyzable group, a hydrogen atom or a monovalent organic group; At least one R Si is a monovalent group containing a Si atom bonded with a hydroxyl group or a hydrolyzable group; X A is each independently a single bond or a 2- to 10-valent organic group; α is an integer from 1 to 9; β is an integer from 1 to 9; γ is each independently an integer from 1 to 9.] The curable composition according to any one of items 1 to 6, which is at least one fluoropolyether group-containing compound represented by. [Item 7] R F is each independently of the formula: -(OC6F 12 ) a -(OC5F 10 ) b ]>-(OC4F8) c -(OC3R Fa ]>6) d -(OC2F4) e -(OCF2) f - [wherein, R Fa is each independently a hydrogen atom, a fluorine atom or a chlorine atom, a, b, c, d, e, and f are each independent integers between 0 and 200, the sum of a, b, c, d, e, and f is 1 or greater, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary within the expression. A curable composition according to item 6, wherein the group is represented by . [Section 8] Rf 1 Each of them is independent of C 1-16 It is a perfluoroalkyl group, Rf 2 Each of them is independent of C 1-6 It is a perfluoroalkylene group, R Fa The curable composition according to item 6 or 7, wherein is a fluorine atom. [Section 9] R F Each occurrence independently corresponds to the following equations (f1), (f2), (f3), (f4), (f5), or (f6): -(OC3F6) d -(OC2F4) e - (f1) [In the formula, d is an integer between 1 and 200, and e is either 0 or 1.] -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f2) [In the formula, c and d are each independent integers between 0 and 30; e and f are each independent integers between 1 and 200; The sum of c, d, e, and f is an integer between 10 and 200; The order of existence of each repeating unit, denoted by the subscripts c, d, e, or f and enclosed in parentheses, is arbitrary within the expression. -(R 6 -R 7 ) g -R 9 - (f3) [In the formula, R 6 This is either OCF2 or OC2F4; R 7 OC2F4, OC3F6, OC4F8, OC5F10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected from these groups; R 9 These are single bonds, or OCF2, OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected from these groups; g is an integer between 2 and 100. -(R 6 -R 7 ) g -R r -(R 7’ -R 6’ ) g’ - (f4) [In the formula, R 6 This is OCF2 or OC2F4, R 7 OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. R 6’ This is OCF2 or OC2F4, R 7’ OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. g is an integer between 2 and 100. g' is an integer between 2 and 100. R r teeth, [ka] (In the formula, * indicates the bonding position.) That is. -(OC6F 12 ) a -(OC5F 10 ) b-(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f5) [where e is an integer of 1 or more and 200 or less, and a, b, c, d, and f are each independently an integer of 0 or more and 200 or less, and the order of presence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.] -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f6) [where f is an integer of 1 or more and 200 or less, and a, b, c, d, and e are each independently an integer of 0 or more and 200 or less, and the order of presence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.] The curable composition according to any one of items 6 to 8, which is a group represented by the following formula. [Item 10] R F1 and R F2 are linear. The curable composition according to any one of items 6 to 9. [Item 11] R Si is represented by the following formula (S1), (S2), (S3), (S4), (S5), or (S6): [Chemical formula] [where: R 11 is, in each occurrence, independently a hydroxyl group or a hydrolyzable group; R 12 is, in each occurrence, independently a hydrogen atom or a monovalent organic group; n1 is (SiR 11 n1 R 12 3-n1Independently for each unit, it is an integer from 0 to 3; X 11 In each occurrence, independently of each other, it is a single bond or a divalent organic group; R 13 In each occurrence, independently of each other, it is a hydrogen atom or a monovalent organic group; t is, in each occurrence, independently of each other, an integer of 2 or more; R 14 In each occurrence, independently of each other, it is a hydrogen atom, a halogen atom or -X 11 -SiR 11 n1 R 12 3-n1 and; R 15 In each occurrence, independently of each other, it is a single bond, an oxygen atom, an alkylene group having 1 to 6 carbon atoms or an alkyleneoxy group having 1 to 6 carbon atoms; R a1 In each occurrence, independently of each other, it is -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 and; Z 1 In each occurrence, independently of each other, it is an oxygen atom or a divalent organic group; r1 is an integer between 0 and 3, independently in each occurrence; The sum of p1, q1, and r1 is SiR 21 p1 R 22 q1 R 23 r1 In terms of units, it is 3; Z 1’ Each instance is independently either an oxygen atom or a divalent organic group; R 21’ In each occurrence, -Z is independent. 1” -SiR 22” q1” R 23” r1” and; R 22’ Each instance is independently either a hydroxyl group or a hydrolyzable group; R 23’ Each instance is independently either a hydrogen atom or a monovalent organic group; p1' is an integer between 0 and 3, independently in each occurrence; q1' is an integer between 0 and 3, independently in each occurrence; r1' is an integer between 0 and 3, independently in each occurrence; The sum of p1', q1', and r1' is SiR 21’ p1’ R 22’ q1’ R 23’ r1’ In terms of units, it is 3; Z 1” Each instance is independently either an oxygen atom or a divalent organic group; R 22” Each instance is independently either a hydroxyl group or a hydrolyzable group; R 23” Each instance is independently either a hydrogen atom or a monovalent organic group; q1'' is an integer between 0 and 3, independently in each occurrence; r1" is an integer between 0 and 3, independently of each occurrence; The sum of q1" and r1" is SiR 22” q1” R 23” r1” In terms of units, it is 3; R b1 Each instance is independently either a hydroxyl group or a hydrolyzable group; R c1 Each instance is independently either a hydrogen atom or a monovalent organic group; k1 is an integer between 0 and 3, independently in each occurrence; l1 is an integer between 0 and 3, independently in each occurrence; m1 is an integer between 0 and 3, independently in each occurrence; The sum of k1, l1, and m1 is SiR a1 k1 R b1 l1 R c1 m1 In terms of units, it is 3; R d1 In each occurrence, -Z is independent. 2 -CR 31 p2 R 32 q2 R 33 r2 and; Z 2 Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R 31 In each occurrence, -Z is independent. 2’ -CR 32’ q2’ R 33’ r2’ and; R 32 In each occurrence, -Z is independent. 3 -SiR 34 n2 R 35 3-n2 and; R 33 Each instance is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group; p2 is an integer between 0 and 3, independently in each occurrence; q2 is an integer between 0 and 3, independently in each occurrence; r² is an integer between 0 and 3, independently in each occurrence; The sum of p2, q2, and r2 is SiR 31 p2 R 32 q2 R 33 r2 In terms of units, it is 3; Z 2’ Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R 32’ In each occurrence, -Z is independent. 3 -SiR 34 n2 R 35 3-n2 and; R 33’ Each instance is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group; q2' is an integer between 0 and 3, independently in each occurrence; r2' is an integer between 0 and 3, independently in each occurrence; The sum of q2' and r2' is SiR 32’ q2’ R 33’ r2’ In terms of units, it is 3; Z 3 Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R 34 Each instance is independently either a hydroxyl group or a hydrolyzable group; R 35 Each instance is independently either a hydrogen atom or a monovalent organic group; n² is an integer between 0 and 3, independently in each occurrence; R e1 In each occurrence, -Z is independent. 3 -SiR 34 n2 R35 3-n2 and; R f1 Each instance is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group; k2 is an integer between 0 and 3, independently in each occurrence; l2 is an integer between 0 and 3, independently in each occurrence; m2 is an integer between 0 and 3, independently in each occurrence; The sum of k2, l2, and m2 is CR d1 k2 R e1 l2 R f1 m2 In terms of units, it is 3; R g1 and R h1 In each occurrence, -Z is independent. 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 and; Z 4 Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R k1 These are, independently, -Z 5 -SiR 11 n1 R 12 3-n1 , -Z 5 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 5 -CR d1 k2 Re1 l2 R f1 m2 , or -Z 5 -NR g1 R g2 And, Z 5 Each of these is independently a single bond, an oxygen atom, or a divalent organic group; However, in formulas (S1), (S2), (S3), (S4), (S5), and (S6), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded. A curable composition according to any one of items 6 to 10, wherein the group is represented by . [Section 12] X A Each of these is independently a single bond or a divalent organic group. A curable composition according to any one of claims 6 to 11, wherein α, β, and γ are 1. [Item 13] The curable composition according to any one of items 1 to 12, wherein the average molecular weight of the fluoropolyether group-containing compound is 1,000 to 8,000. [Item 14] The crosslinking agent is of formula (B1): (R g1 -O) δ -Si-R g2 4-δ (B1) [In formula; R g1 Each instance is independently either a hydrogen atom or a monovalent organic group; R g2 Each of these is independently a monovalent organic group; δ is an integer between 2 and 4. A curable composition according to any one of items 1 to 13, which is a compound represented by . [Clause 15] The curable composition according to any one of Clauses 1 to 14, wherein the crosslinking agent is tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, dimethyltrimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluoro-n-octyltriethoxysilane, or tridecafluoro-n-octyltrimethoxysilane. [Clause 16] The curable composition according to any one of Clauses 1 to 15, wherein the catalyst is an acid, a base, a transition metal, an organic amine catalyst, or a metal complex selected from tin catalysts, titanium catalysts, zirconia catalysts, and bismuth catalysts. [Clause 17] The curable composition according to any one of Clauses 1 to 16, wherein the catalyst is acetic acid, trifluoroacetic acid, ammonia, triethylamine, diethylamine, Ti, Ni, Sn, di-n-butyltin(IV) dilaurate, titanium diisopropoxybis(ethyl acetate), titanium tetra-n-butoxide, titanium tetra-2-ethylhexoxide, titanium tetraacetylacetonate, zirconium tetraacetylacetonate, zirconium tetra-n-butoxide, zirconium dibutoxybis(ethyl acetate), tetraisopropaxititanate, or bismastris(2-ethylhexanoate). [Item 18] The curable composition according to any one of items 1 to 17, wherein the content of the fluoropolyether group-containing silane compound is 5 to 95 parts by mass per 100 parts by mass of the total of components (A) to (D). [Item 19] The curable composition according to any one of items 1 to 18, wherein the content of the fluororesin particles is 5 to 120 parts by mass per 100 parts by mass of component (A). [Item 20] The curable composition according to any one of items 1 to 19, wherein the content of the fluororesin particles is 30 to 100 parts by mass per 100 parts by mass of component (A). [Item 21] The curable composition according to any one of items 1 to 20, wherein the content of the crosslinking agent is 0.1 to 20 parts by mass per 100 parts by mass of component (A). [Item 22] The curable composition according to any one of items 1 to 21, wherein the content of the catalyst is 0.1 to 20 parts by mass per 100 parts by mass of component (A). [Item 23] The fluoropolyether group-containing silane compound is (CH3O)3-Si-CH2CH2CH2-NHCO-CF2-(CF2CF2O) n -(CF2O) m -CONH-CH2CH2CH2-Si-(OCH2CH3)3 [n is an integer between 1 and 200; m is an integer between 1 and 200. This is a fluoropolyether group-containing silane compound represented by the following: The aforementioned crosslinking agent is tetraethoxysilane. The catalyst is tetraisopropaxititanate, The fluorine-containing resin constituting the aforementioned fluorine-containing resin particles is polytetrafluoroethylene or tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer. The content of the aforementioned fluororesin particles is 30 to 100 parts by mass per 100 parts by mass of component (A). The amount of the crosslinking agent is 1 to 3 parts by mass per 100 parts by mass of component (A). The content of the catalyst is 1 to 3 parts by mass per 100 parts by mass of component (A). A curable composition as described in any one of items 1 to 22. [Item 24] A curable composition according to any one of items 1 to 23, having a viscosity of 1 to 100 Pa·s. [Item 25] A curable composition according to any one of items 1 to 24, further comprising a solvent. [Item 26] A cured product obtained from a curable composition described in any of Items 1 to 25. [Item 27] An article comprising a substrate and a layer formed on the surface of the substrate from a curable composition according to any one of items 1 to 25. [Effects of the Invention]
[0007] According to this disclosure, it is possible to provide a curable composition that exhibits excellent curability at room temperature. [Modes for carrying out the invention]
[0008] 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. Derivatives of hydrocarbon groups mean groups 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. 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.
[0009] 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.
[0010] 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, C6-10 Examples include one or more groups selected from aryl groups and 5- to 10-membered heteroaryl groups.
[0011] 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 j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j -NCO, -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4 Examples include (showing an alkyl group).
[0012] The curable compositions of this disclosure, Component (A): A fluoropolyether group-containing silane compound containing a fluoropolyether group and a hydrolyzable silyl group, Ingredient (B): Crosslinking agent, Component (C): Catalyst, and Component (D): Fluorine-containing resin particles Includes.
[0013] The curable composition of this disclosure may have improved applicability by containing fluororesin particles of component (D) in addition to components (A) to (C). Furthermore, the cured product obtained from the curable composition of this disclosure may exhibit excellent dielectric strength.
[0014] This disclosure is not bound by any theory, but the mechanism by which the curable composition of this disclosure exhibits the above effects is presumed to be as follows: The fluoropolyether group-containing silane compound, which is the base material, has low viscosity, and the viscosity increases by adding fluororesin particles, improving the applicability. That is, there is less dripping after application of the curable composition, and gaps between parts and the walls of steps can be uniformly covered. Furthermore, the curable composition has appropriate thixotropy and viscosity, which prevents liquid skipping and clogging during application. In addition, the fluororesin particles have good compatibility with the fluoropolyether group-containing silane compound, which can suppress the incorporation of air bubbles that reduce the dielectric strength into the curable composition, thereby improving the dielectric strength.
[0015] Component (D): Fluorine-containing resin particles
[0016] The fluororesin constituting the above-mentioned fluororesin particles is preferably polytetrafluoroethylene (PTFE), tetrafluoroethylene (TFE) / perfluoroalkyl vinyl ether (PAVE) copolymer [PFA], TFE / hexafluoropropylene (HFP) copolymer [FEP], ethylene [Et] / TFE copolymer [ETFE], Et / TFE / HFP copolymer, polychlorotrifluoroethylene [PCTFE], chlorotrifluoroethylene (CTFE) / TFE copolymer, Et / CTFE copolymer, polyvinylidene fluoride [PVDF], or vinylidene fluoride (VDF) / TFE copolymer, or polyvinyl fluoride [PVF].
[0017] In a preferred embodiment, the fluororesin constituting the fluororesin particles may be polytetrafluoroethylene or a tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer. Using these resins further improves the coatability of the curable composition. Furthermore, these resins have better compatibility with the fluoropolyether group-containing silane compound used as the base material, and the dielectric strength of the resulting cured product is also further improved.
[0018] The average particle size of the fluororesin particles is preferably 10 nm or more, more preferably 30 nm or more, even more preferably 50 nm or more, and even more preferably 100 nm or more. By making the average particle size of the fluororesin particles 10 nm or more, the handling of the fluororesin particles is further improved. Alternatively, the average particle size of the fluororesin particles may be preferably 100 μm or less, more preferably 80 μm or less, even more preferably 60 μm or less, and even more preferably 50 μm or less. By making the average particle size of the fluororesin particles 100 μm or less, the dielectric strength of the resulting cured product is further improved. For example, the average particle size of the fluororesin particles may be preferably 10 nm to 100 μm, more preferably 30 nm to 80 μm, even more preferably 50 nm to 60 μm, and even more preferably 100 nm to 50 μm.
[0019] In this disclosure, the average particle size of fluororesin particles is the median diameter (D50) in the volume-based particle size distribution obtained by dynamic light scattering or laser diffraction scattering.
[0020] The surface area of the fluororesin particles is preferably 10 to 400 m². 2 / g, more comfortably 30-200m 2 / g, more preferably 40-100m 2 The value is / g. By setting the surface area of the fluororesin particles within the above range, the dielectric strength is further improved.
[0021] The surface area of fluororesin particles can be measured by gas adsorption.
[0022] The content of component (D) is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, even more preferably 30 parts by mass or more, and even more preferably 50 parts by mass or more, for example, 70 parts by mass or more, 80 parts by mass or more, 90 parts by mass or more, or 100 parts by mass or more, per 100 parts by mass of component (A). By setting the content of component (D) to 5 parts by mass or more per 100 parts by mass of component (A), the coatability of the curable composition is improved, and the dielectric strength of the resulting cured product is further improved. Alternatively, the content of component (D) may be preferably 120 parts by mass or less, more preferably 100 parts by mass or less, and even more preferably 90 parts by mass or less, for example, 80 parts by mass or less, per 100 parts by mass of component (A). By setting the content of component (D) to 120 parts by mass or less per 100 parts by mass of component (A), an excessive increase in the viscosity of the curable composition can be suppressed. For example, the content of component (D) may be preferably 5 to 120 parts by mass, more preferably 10 to 100 parts by mass, even more preferably 30 to 100 parts by mass, and even more preferably 50 to 100 parts by mass, per 100 parts by mass of component (A).
[0023] Component (A): A fluoropolyether group-containing silane compound containing a fluoropolyether group and a hydrolyzable silyl group.
[0024] The curable composition of this disclosure comprises a fluoropolyether group-containing silane compound containing a fluoropolyether group and a hydrolyzable silyl group. The curable composition of this disclosure has high curability at room temperature due to the inclusion of the above fluoropolyether group-containing silane compound.
[0025] The above-mentioned fluoropolyether group-containing silane compound contains a fluoropolyether group and a hydrolyzable silyl group in its molecule.
[0026] In a preferred embodiment, the fluoropolyether group-containing silane compound is of the following formula (1) or (2): [ka] [In formula: R F1 Each occurrence is independent of Rf 1 -R F -O q -and; R F2 -Rf 2 p -R F -O q -and; Rf 1 C may be independently substituted with one or more fluorine atoms in each occurrence. 1-16 It is an alkyl group; Rf 2 C may be substituted with one or more fluorine atoms. 1-6 It is an alkylene group; R F Each occurrence is independently a divalent fluoropolyether group; p is either 0 or 1; q is either 0 or 1 in each occurrence, independently; R Si Each instance independently contains a monovalent group comprising a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a Si atom to which a monovalent organic group is bonded; at least one R Si This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded; X A Each of these is independently a single bond or a 2-10 valent organic group; α is an integer between 1 and 9; β is an integer between 1 and 9; Each of the γ values is an independent integer between 1 and 9. It is at least one fluorine-containing silane compound represented by [formula].
[0027] In the above equation (1), R F1 Each occurrence is independent of Rf 1 -R F -O q - is
[0028] In equation (2) above, R F2 -Rf 2 p -R F -O q - is
[0029] In the above formula, Rf 1 C may be independently substituted with one or more fluorine atoms in each occurrence. 1-16 It is an alkyl group.
[0030] C may be substituted with one or more fluorine atoms as described above. 1-16 "C" in alkyl groups 1-16 The alkyl group may be linear or branched, preferably linear or branched C 1-6 Alkyl groups, especially C 1-3 It is an alkyl group, more preferably a linear C 1-6 Alkyl groups, especially C 1-3 It is an alkyl group.
[0031] The above Rf 1 Preferably, C is substituted with one or more fluorine atoms. 1-16 It is an alkyl group, more preferably CF2H-C 1-15 A perfluoroalkylene group, more preferably C 1-16 It is a perfluoroalkyl group.
[0032] C above 1-16 The perfluoroalkyl group may be linear or branched, preferably linear or branched C 1-6 Perfluoroalkyl groups, especially C 1-3 A perfluoroalkyl group, more preferably a linear C 1-6 Perfluoroalkyl groups, especially C 1-3 Perfluoroalkyl groups, specifically -CF3, -CF2CF3, or -CF2CF2CF3.
[0033] In the above formula, Rf 2C may be substituted with one or more fluorine atoms. 1-6 It is an alkylene group.
[0034] C may be substituted with one or more fluorine atoms as described above. 1-6 "C" in the alkylene group 1-6 The alkylene group may be linear or branched, preferably linear or branched C 1-3 An alkylene group, more preferably a linear C group 1-3 It is an alkylene group.
[0035] The above Rf 2 Preferably, C is substituted with one or more fluorine atoms. 1-6 It is an alkylene group, and more C 1-6 A perfluoroalkylene group, more preferably C 1-3 It is a perfluoroalkylene group.
[0036] C above 1-6 The perfluoroalkylene group may be linear or branched, preferably linear or branched C 1-3 A perfluoroalkylene group, more preferably a linear C 1-3 The perfluoroalkylene group is specifically -CF2-, -CF2CF2-, or -CF2CF2CF2-.
[0037] In the above formula, p is either 0 or 1. In one embodiment, p is 0. In another embodiment, p is 1.
[0038] In the above equation, q is either 0 or 1 independently in each occurrence. In one embodiment, q is 0. In another embodiment, q is 1.
[0039] In the above equations (1) and (2), R F Each instance is independently a divalent fluoropolyether group.
[0040] RF Preferably, the following: -(OC h1 R Fa 2h1 ) h3 -(OC h2 R Fa 2h2-2 ) h4 - [In formula: R Fa In each instance, it is independently a hydrogen atom, a fluorine atom, or a chlorine atom. h1 is an integer between 1 and 6. h2 is an integer between 4 and 8. h3 is a non-negative integer, h4 is a non-negative integer, However, the combination of h3 and h4 is 1 or more, preferably 2 or more, and more preferably 5 or more, and the order of existence of each repeating unit enclosed in parentheses with h3 and h4 is arbitrary in the formula. It may contain a group represented by .
[0041] In one embodiment, R F It can be linear or branched. F Preferably, the formula is: -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3R Fa 6) d -(OC2F4) e -(OCF2) f - [In formula: R Fa In each instance, it is independently a hydrogen atom, a fluorine atom, or a chlorine atom. a, b, c, d, e, and f are each independent integers between 0 and 200, and the sum of a, b, c, d, e, and f is 1 or greater. The order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the expression. However, all R FaIf is a hydrogen atom or a chlorine atom, then at least one of a, b, c, e, and f is 1 or more. It is a base represented by .
[0042] R Fa is preferably a hydrogen atom or a fluorine atom, and more preferably a fluorine atom. However, all R Fa If is a hydrogen atom or a chlorine atom, then at least one of a, b, c, e, and f is 1 or more.
[0043] a, b, c, d, e, and f may preferably be independent integers between 0 and 100.
[0044] The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more. The sum of a, b, c, d, e, and f is preferably 200 or less, more preferably 100 or less, and even more preferably 60 or less, and may be, for example, 50 or less or 30 or less.
[0045] These repeating units may be linear or branched. For example, -(OC6F 12 )- may also be -(OCF2CF2CF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2CF2CF2)-, -(OCF2CF(CF3)CF2CF2CF2)-, -(OCF2CF2CF(CF3)CF2CF2)-, -(OCF2CF2CF2CF(CF3)CF2)-, -(OCF2CF2CF2CF2CF(CF3))-, etc. -(OC5F 10)- may be -(OCF2CF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2CF2)-, -(OCF2CF(CF3)CF2CF2)-, -(OCF2CF2CF(CF3)CF2)-, -(OCF2CF2CF2CF(CF3))-, etc. -(OC4F8)- may be -(OCF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2)-, -(OCF2CF(CF3)CF2)-, -(OCF2CF2CF(CF3))-, -(OC(CF3)2CF2)-, -(OCF2C(CF3)2)-, -(OCF(CF3)CF(CF3))-, -(OCF(C2F5)CF2)-, and -(OCF2CF(C2F5))-. -(OC3F6)-(that is, in the above formula, R Fa (where is a fluorine atom) may be any of -(OCF2CF2CF2)-, -(OCF(CF3)CF2)-, and -(OCF2CF(CF3))-. -(OC2F4)- may be any of -(OCF2CF2)- and -(OCF(CF3))-.
[0046] In one embodiment, the repeating unit is linear. By making the repeating unit linear, it becomes easier to use at low temperatures.
[0047] In one embodiment, the repeating unit includes a branched chain.
[0048] In one embodiment, R F1 and R F2 It is a straight chain. F1 and R F2 Making it a straight chain makes it easier to use at low temperatures.
[0049] In one embodiment, R F This may include a ring structure.
[0050] The above ring structure may be a three-membered ring, a four-membered ring, a five-membered ring, or a six-membered ring. [ka] [In the formula, * indicates a bonding position.]
[0051] The above ring structure may preferably be a four-membered ring, a five-membered ring, or a six-membered ring, more preferably a four-membered ring or a six-membered ring.
[0052] The repeating units having a ring structure may preferably be the following units. [ka] [In the formula, * indicates a bonding position.]
[0053] In one embodiment, R F Each occurrence of is independently represented by one of the following equations (f1) to (f6). -(OC3F6) d -(OC2F4) e - (f1) [In the formula, d is an integer between 1 and 200, and e is either 0 or 1.] -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f2) [In the formula, c and d are independent integers between 0 and 30, and e and f are independent integers between 1 and 200.] The sum of c, d, e, and f is 2 or greater. The order of existence of each repeating unit, denoted by the subscripts c, d, e, or f and enclosed in parentheses, is arbitrary within the expression. -(R 6 -R 7 ) g -R 9 - (f3) [In the formula, R 6 This is OCF2 or OC2F4, R 7 OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. R 9These are single bonds, or OCF2, OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected from these groups; g is an integer between 2 and 100. -(R 6 -R 7 ) g -R r -(R 7’ -R 6’ ) g’ - (f4) [In the formula, R 6 This is OCF2 or OC2F4, R 7 OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. R 6’ This is OCF2 or OC2F4, R 7’ OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. g is an integer between 2 and 100. g' is an integer between 2 and 100. R r teeth, [ka] (In the formula, * indicates the bonding position.) That is. -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f5) [In the formula, e is an integer between 1 and 200, a, b, c, d, and f are each independent integers between 0 and 200, and the order of existence of the repeating units enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.] -(OC6F 12 ) a -(OC5F 10 ) b -(OC4F8) c -(OC3F6) d -(OC2F4) e -(OCF2) f - (f6) [In the formula, f is an integer between 1 and 200, a, b, c, d, and e are each independent integers between 0 and 200, and the order of existence of the repeating units enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.]
[0054] In the above formula (f1), d is preferably an integer between 5 and 200, more preferably between 10 and 100, and even more preferably between 15 and 50, for example between 25 and 35. In the above formula (f1), OC3F6 is preferably (OCF2CF2CF2), (OCF(CF3)CF2), or (OCF2CF(CF3)), and more preferably (OCF2CF2CF2). In one embodiment, e is 0. In another embodiment, e is 1. In the above formula (f1), (OC2F4) is preferably (OCF2CF2) or (OCF(CF3)), and more preferably (OCF2CF2).
[0055] In the above formula (f2), e and f are each an integer, preferably between 5 and 200, more preferably between 10 and 200. The sum of c, d, e, and f is preferably 5 or greater, more preferably 10 or greater, and may be, for example, 15 or greater or 20 or greater. In one embodiment, the above formula (f2) is preferably -(OCF2CF2CF2CF2) c -(OCF2CF2CF2) d -(OCF2CF2) e -(OCF2) f- is the base represented by -. In another embodiment, formula (f2) is -(OC2F4) e -(OCF2) f It may also be represented as a base by -.
[0056] In the above equation (f3), R 6 Preferably, it is OC2F4. In (f3) above, R 7 Preferably, the group is selected from OC2F4, OC3F6, and OC4F8, or a combination of two or three groups independently selected from these groups, and more preferably, a group selected from OC3F6 and OC4F8. The combination of two or three groups independently selected from OC2F4, OC3F6, and OC4F8 is not particularly limited, but examples include -OC2F4OC3F6-, -OC2F4OC4F8-, -OC3F6OC2F4-, -OC3F6OC3F6-, -OC3F6OC4F8-, -OC4F8OC4F8-, -OC4F8OC3F6-, -OC4F8OC2F4-, and -OC Examples include 2F4OC2F4OC3F6-, -OC2F4OC2F4OC4F8-, -OC2F4OC3F6OC2F4-, -OC2F4OC3F6OC3F6-, -OC2F4OC4F8OC2F4-, -OC3F6OC2F4OC2F4-, -OC3F6OC2F4OC3F6-, -OC3F6OC3F6OC2F4-, and -OC4F8OC2F4OC2F4-. In the above formula (f3), g is preferably an integer of 3 or more, more preferably 5 or more. The above g is preferably an integer of 50 or less. In the above formula (f3), OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12 The chain may be either linear or branched, and is preferably linear. In this embodiment, the above formula (f3) is preferably -(OC2F4-OC3F6) g -or-(OC2F4-OC4F8) g -In one embodiment, R 9 It is a single bond. In another embodiment, R 9 OCF2, OC2F4, OC3F6, OC4F8, OC5F 10 and OC6F 12It is a group selected from these groups, or a combination of two or three groups selected from these groups. 9 Preferably, the group is selected from OCF2, OC2F4, OC3F6, and OC4F8, or a combination of two or three groups selected from these groups, and more preferably -OC2F4OC3F6-.
[0057] In the above equation (f4), R 6 , R 7 And g have the same meaning as described in the above formula (f3) and have the same characteristics. 6’ , R 7’ and g' are R as described in formula (f3) above, respectively. 6 , R 7 And g are synonymous and have similar characteristics. r Preferably, [ka] [In the formula, * indicates a bonding position.] and, more [ka] [In the formula, * indicates a bonding position.] That is the case.
[0058] In the above formula (f5), e is preferably an integer between 1 and 100, more preferably between 5 and 100. The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, for example between 10 and 100.
[0059] In the above formula (f6), f is preferably an integer between 1 and 100, more preferably between 5 and 100. The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, for example between 10 and 100.
[0060] In one embodiment, the above R F This is the group represented by the above formula (f1).
[0061] In one embodiment, the above R F This is the group represented by the above formula (f2).
[0062] In one embodiment, the above R F This is the group represented by the above formula (f3).
[0063] In one embodiment, the above R F This is the group represented by the above formula (f4).
[0064] In one embodiment, the above R F This is the group represented by the above formula (f5).
[0065] In one embodiment, the above R F This is the group represented by the above formula (f6).
[0066] The above R F In this mixture, the ratio of e to f (hereinafter referred to as the "e / f ratio") is 0.1 to 10, preferably 0.2 to 5, more preferably 0.2 to 2, even more preferably 0.2 to 1.5, and even more preferably 0.6 to 1.4. By setting the e / f ratio to 10 or less, the dispersibility in the solvent is improved. On the other hand, by setting the e / f ratio to 0.1 or more, the stability of the compound can be further enhanced.
[0067] In the above fluorine-containing silane compound, R F1 and R F2 The number-average molecular weight of the part is not particularly limited, but is, for example, 500 to 30,000, preferably 1,500 to 30,000, and more preferably 2,000 to 10,000. In this specification, R F1 and R F2 The number-average molecular weight is, 19 The value shall be measured by 1F-NMR.
[0068] In another embodiment, R F1 and R F2The number-average molecular weight of the part may be 500 to 30,000, preferably 1,000 to 20,000, more preferably 2,000 to 15,000, and even more preferably 2,000 to 10,000, for example, 3,000 to 6,000.
[0069] In another embodiment, R F1 and R F2 The number-average molecular weight of the part may be 4,000 to 30,000, preferably 5,000 to 10,000, and more preferably 6,000 to 10,000.
[0070] In the above equations (1) and (2), R Si Each instance independently contains a monovalent group comprising a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a Si atom to which a monovalent organic group is bonded, and at least one R Si This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded.
[0071] Here, "hydrolyzable group" refers to 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 j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, halogen (in these formulas, R j C is either substituted or non-substituted. 1-4 Examples include (showing an alkyl group).
[0072] In a preferred embodiment, R Si This is a monovalent group containing a Si atom to which a hydroxyl group or hydrolyzable group is bonded.
[0073] In a preferred embodiment, R Si This is expressed by the following formulas (S1), (S2), (S3), (S4), (S5), or (S6): [ka] It is a base represented by .
[0074] In the above formula, R 11 Each of these groups is independently either a hydroxyl group or a hydrolyzable group in its respective appearance.
[0075] R 11 Preferably, each occurrence is independently a hydrolyzable group.
[0076] R 11 Preferably, in each occurrence, independently, -OR j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR j (That is, an alkoxy group). j 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 j is a methyl group, and in another embodiment, R j This is an ethyl group.
[0077] In the above formula, R 12 Each instance independently represents either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.
[0078] R 12 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.
[0079] In the above formula, n1 is (SiR 11 n1 R12 3-n1 Each unit is an independent integer between 0 and 3. However, R Si If the group is represented by formula (S1) or (S2), then the terminal R of formulas (1) and (2) Si In the part (hereinafter also simply referred to as the "terminal part" of equations (1) and (2)), n1 is 1 to 3 (SiR 11 n1 R 12 3-n1 There is at least one unit. That is, in such terminal parts, not all n1s are 0 at the same time. In other words, in the terminal parts of formulas (1) and (2), there is at least one Si atom to which a hydroxyl group or hydrolyzable group is bonded.
[0080] 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.
[0081] In the above formula, X 11 Each occurrence is independently either 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 instance is independently of 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.
[0082] In one embodiment, X 11 In each occurrence, -C is independent. 1-6Alkylene-OC 1-6 Alkilen- or -OC 1-6 It is alkylene-.
[0083] In a preferred embodiment, X 11 Each instance independently involves 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 single bond or linear carbon 1-2 An alkylene group, more preferably a linear carbon group. 1-2 It is an alkylene group.
[0084] In the above formula, R 13 Each instance is independently either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is preferably C 1-20 It is an alkyl group. 1-20 The alkyl group may be linear or branched, but is preferably linear.
[0085] In a preferred embodiment, R 13 Each instance independently represents a hydrogen atom or a linear C atom. 1-6 It is an alkyl group, preferably a hydrogen atom or a linear C 1-3 The alkyl group is preferably a hydrogen atom or a methyl group.
[0086] In the above formula, t is an integer greater than or equal to 2, independently in each occurrence.
[0087] In a preferred embodiment, t is an integer between 2 and 10, preferably between 2 and 6, independently in each occurrence.
[0088] In the above formula, R 14 Each instance independently represents a hydrogen atom, a halogen atom, or -X. 11 -SiR 11 n1 R 12 3-n1The 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.
[0089] In the above formula, R 15 Each instance independently consists of a single bond, an oxygen atom, a C1-C6 alkylene group, or a C1-C6 alkylene oxy group.
[0090] In one embodiment, R 15 In each instance, these are independently an oxygen atom, a C1-C6 alkylene group, or a C1-C6 alkylene oxy group.
[0091] In a preferred embodiment, R 15 It is a single bond.
[0092] 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 are equivalent to the description in the above formula (S1); t1 and t2 are, independently in each occurrence, integers of 1 or greater, preferably integers between 1 and 10, more preferably integers between 2 and 10, for example, integers between 1 and 5 or integers between 2 and 5; The order in which each repeating unit, denoted by t1 and t2 and enclosed in parentheses, exists is arbitrary within the expression.
[0093] In a preferred embodiment, formula (S1) is the following formula (S1-b). [ka] [In the formula, R 11 , R 12 , R 13 , X 11n1 and t have the same meaning as described in the above formula (S1).
[0094] In the above formula, R a1 In each occurrence, -Z is independent. 1 -SiR 21 p1 R 22 q1 R 23 r1 That is the case.
[0095] The above Z 1 Each instance is independently either 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 ) is joined to it.
[0096] In a preferred embodiment, Z 1 It is a divalent organic group.
[0097] 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.
[0098] The above Z 1 Preferably, 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). Such C 1-6The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0099] 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.
[0100] In another preferred embodiment, the above Z 1 C 1-3 It is an alkylene group. In one embodiment, Z 1 This could be -CH2CH2CH2-. In another embodiment, Z 1 It can be -CH2CH2-.
[0101] The above R 21 In each occurrence, -Z is independent. 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ That is the case.
[0102] The above Z 1’ Each instance is independently either 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’ ) is joined to it.
[0103] In a preferred embodiment, Z1’ It is a divalent organic group.
[0104] 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.
[0105] The above Z 1’ Preferably, 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 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 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0106] 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.
[0107] In another preferred embodiment, the above Z 1’ C 1-3 It is an alkylene group. In one embodiment, Z 1’This could be -CH2CH2CH2-. In another embodiment, Z 1’ It can be -CH2CH2-.
[0108] The above R 21’ In each occurrence, -Z is independent. 1” -SiR 22” q1” R 23” r1” That is the case.
[0109] The above Z 1” Each instance is independently either an oxygen atom or a divalent organic group. (Note: Z follows) 1” The structure described as follows is (SiR 22” q1” R 23” r1” ) is joined to it.
[0110] In a preferred embodiment, Z 1” It is a divalent organic group.
[0111] 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.
[0112] The above Z 1” Preferably, 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). Such C 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0113] 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.
[0114] In another preferred embodiment, the above Z 1” C 1-3 It is an alkylene group. In one embodiment, Z 1” This could be -CH2CH2CH2-. In another embodiment, Z 1” It can be -CH2CH2-.
[0115] The above R 22” Each of these groups is independently either a hydroxyl group or a hydrolyzable group in its respective appearance.
[0116] The above R 22” Preferably, each occurrence is independently a hydrolyzable group.
[0117] The above R 22” Preferably, in each occurrence, independently, -OR j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR j (That is, an alkoxy group). jExamples 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 j is a methyl group, and in another embodiment, R j This is an ethyl group.
[0118] The above R 23” Each instance independently represents either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.
[0119] The above 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.
[0120] The above q1'' is an integer between 0 and 3, independently in each occurrence, and the above r1'' is an integer between 0 and 3, independently in each occurrence. Note that the sum of q1'' and r1'' is (SiR 22” q1” R 23” r1” In units of 3, it is 3.
[0121] The above 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.
[0122] The above R 22’ Each of these groups is independently either a hydroxyl group or a hydrolyzable group in its respective appearance.
[0123] R 22’ Preferably, each occurrence is independently a hydrolyzable group.
[0124] R 22’ Preferably, in each occurrence, independently, -OR j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR j (That is, an alkoxy group). j 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 j is a methyl group, and in another embodiment, R j This is an ethyl group.
[0125] The above R 23’ Each instance independently represents either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.
[0126] 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.
[0127] The above p1' is an integer between 0 and 3, independently of each occurrence; q1' is an integer between 0 and 3, independently of each occurrence; and r1' is an integer between 0 and 3, independently of each occurrence. Note that the sum of p', q1', and r1' is (SiR 21’ p1’ R 22’ q1’ R 23’ r1’ In units of 3, it is 3.
[0128] In one embodiment, p1' is 0.
[0129] 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.
[0130] 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.
[0131] 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.
[0132] The above R 22 Each of these groups is independently either a hydroxyl group or a hydrolyzable group in its respective appearance.
[0133] R 22 Preferably, each occurrence is independently a hydrolyzable group.
[0134] R 22 Preferably, in each occurrence, independently, -OR j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4(representing an alkyl group), more preferably OR j (That is, an alkoxy group). j 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 j is a methyl group, and in another embodiment, R j This is an ethyl group.
[0135] The above R 23 Each instance independently represents either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.
[0136] 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.
[0137] The above p1 is an integer between 0 and 3, independently of each occurrence; q1 is an integer between 0 and 3, independently of each occurrence; and r1 is an integer between 0 and 3, independently of each occurrence. Note that the sum of p1, q1, and r1 is (SiR 21 p1 R 22 q1 R 23 r1 In units of 3, it is 3.
[0138] In one embodiment, p1 is 0.
[0139] In one embodiment, p1 is (SiR 21 p1 R 22 q1 R 23 r1Each 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.
[0140] 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.
[0141] 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.
[0142] In the above formula, R b1 Each of these groups is independently either a hydroxyl group or a hydrolyzable group in its respective appearance.
[0143] The above R b1 Preferably, each occurrence is independently a hydrolyzable group.
[0144] The above R b1 Preferably, in each occurrence, independently, -OR j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR j (That is, an alkoxy group). jExamples 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 j is a methyl group, and in another embodiment, R j This is an ethyl group.
[0145] In the above formula, R c1 Each instance independently represents either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.
[0146] The above 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.
[0147] The above k1 is an integer between 0 and 3, independently in each occurrence; l1 is an integer between 0 and 3, independently in each occurrence; and m1 is an integer between 0 and 3, independently in each occurrence. Note that the sum of k1, l1, and m1 is (SiR a1 k1 R b1 l1 R c1 m1 In units of 3, it is 3.
[0148] 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.
[0149] In the above equations (1) and (2), R SiWhen is a group represented by formula (S3), preferably, at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded are present in the terminal portions of formulas (1) and (2).
[0150] 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.
[0151] 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.
[0152] In a preferred embodiment, in formula (S3), R 21 If present, at least one, preferably all R 21In this case, p1' is 0, and q1' is an integer between 1 and 3, preferably 2 or 3, more preferably 3.
[0153] 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.
[0154] 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.
[0155] R d1 In each occurrence, -Z is independent. 2 -CR 31 p2 R 32 q2 R 33 r2 That is the case.
[0156] Z 2 Each instance independently consists of 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 ) is joined to it.
[0157] In a preferred embodiment, Z 2 It is a divalent organic group.
[0158] The above Z 2 Preferably, 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 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 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0159] In a preferred embodiment, Z 2 C 1-6 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.
[0160] In another preferred embodiment, the above Z 2 C 1-3 It is an alkylene group. In one embodiment, Z 2 This could be -CH2CH2CH2-. In another embodiment, Z 2 It can be -CH2CH2-.
[0161] R 31 In each occurrence, -Z is independent. 2’ -CR 32’ q2’ R 33’ r2’ That is the case.
[0162] Z 2’ Each instance independently consists of 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’ ) is joined to it.
[0163] Said Z 2’ is preferably a C 1-6 alkylene group, -(CH2) z5’ -O-(CH2) z6’ -(wherein, z5’ is an integer from 0 to 6, for example, an integer from 1 to 6, and z6’ is an integer from 0 to 6, for example, an integer from 1 to 6) or, -(CH2) z7’ -phenylene-(CH2) z8’ [[ID=…]]-(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 1-6 alkylene group may be linear or branched, but is preferably linear. These groups are, for example, a fluorine atom, C 1-6 alkyl group, C 2-6 alkenyl group, and C 2-6 alkynyl group, and may be substituted by one or more substituents selected therefrom, but is preferably unsubstituted.
[0164] In a preferred embodiment, Z 2’ is a C 1-6 alkylene group or -(CH2) z7’ -phenylene-(CH2) z8’ -, preferably -phenylene-(CH2) z8’ -. When Z 2’ is such a group, the light resistance, particularly the ultraviolet resistance, can be higher.
[0165] In another preferred embodiment, said Z 2’ is a C 1-3 alkylene group. In one embodiment, Z 2’ can be -CH2CH2CH2-. In another embodiment, Z 2’ can be -CH2CH2-.
[0166] Said R 32’ is, in each occurrence, independently, -Z 3 -SiR 34 n2 R 35 3-n2 [[ID=…]]is.
[0167] The above Z 3 Each instance independently consists of 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 ) is joined to it.
[0168] In one embodiment, Z 3 It is an oxygen atom.
[0169] In one embodiment, Z 3 It is a divalent organic group.
[0170] The above Z 3 Preferably, 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 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 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0171] 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.
[0172] In another preferred embodiment, the above Z 3 C 1-3 It is an alkylene group. In one embodiment, Z 3 This could be -CH2CH2CH2-. In another embodiment, Z 3 It can be -CH2CH2-.
[0173] The above R 34 Each of these groups is independently either a hydroxyl group or a hydrolyzable group in its respective appearance.
[0174] R 34 Preferably, each occurrence is independently a hydrolyzable group.
[0175] R 34 Preferably, in each occurrence, independently, -OR j , -OCOR j , -ON=CR j 2. -NR j 2, -NHR j , -NCO, or halogen (wherein R in these formulas) j C is either substituted or non-substituted. 1-4 (representing an alkyl group), more preferably OR j (That is, an alkoxy group). j 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 j is a methyl group, and in another embodiment, R j This is an ethyl group.
[0176] The above R 35 Each instance independently represents either a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group other than the hydrolyzable group mentioned above.
[0177] The above R35 In this case, the monovalent organic group is preferably a C 1-20 alkyl group, more preferably a C 1-6 alkyl group, still more preferably a methyl group.
[0178] In the above formula, n2 is, for each (SiR 34 n2 R 35 3-n2 ) unit, independently an integer of 0 to 3. However, when R Si is a group represented by the formula (S4), at the terminal portions of the formula (1) and the formula (2), n2 is 1 to 3 and at least one (SiR 34 n2 R 35 3-n2 ) unit exists. That is, in such terminal portions, all n2 do not simultaneously become 0. In other words, at the terminal portions of the formula (1) and the formula (2), at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded exists.
[0179] n2 is, for each (SiR 34 n2 R 35 3-n2 ) unit, independently preferably an integer of 1 to 3, more preferably 2 to 3, still more preferably 3.
[0180] The above R 33’ is, in each occurrence, independently a hydrogen atom, a hydroxyl group or a monovalent organic group. Such monovalent organic group is a monovalent organic group excluding the above hydrolyzable group.
[0181] In the above R 33’ , the monovalent organic group is preferably a C 1-20 alkyl group or -(C s H 2s ) t1 -(O-C s H 2s ) t2H(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.
[0182] In one embodiment, R 33’ This is a hydroxyl group.
[0183] 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.
[0184] The above q2' is an integer between 0 and 3, independently of each occurrence, and the above r2' is an integer between 0 and 3, independently of each occurrence. Note that the sum of q2' and r2' is (CR 32’ q2’ R 33’ r2’ In units of 3, it is 3.
[0185] 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.
[0186] R 32 In each occurrence, -Z is independent. 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].
[0187] The above R 33 Each instance 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.
[0188] The above 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 H(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.
[0189] In one embodiment, R 33 This is a hydroxyl group.
[0190] 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.
[0191] The above p2 is an integer between 0 and 3, independently of each occurrence; q2 is an integer between 0 and 3, independently of each occurrence; and r2 is an integer between 0 and 3, independently of each occurrence. Note that the sum of p2, q2, and r2 is (CR 31 p2 R 32 q2 R 33 r2 In units of 3, it is 3.
[0192] In one embodiment, p2 is 0.
[0193] In one embodiment, p2 is (CR 31p2 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.
[0194] 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.
[0195] In one embodiment, p2 is 0 and 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.
[0196] The above R e1 In each occurrence, -Z is independent. 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].
[0197] The above R f1 Each instance 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.
[0198] The above R f1 In this, the monovalent organic group is preferably C 1-20 Alkyl or -(C s H2s ) t1 -(OC s H 2s ) t2 H(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.
[0199] In one embodiment, R f1 This is a hydroxyl group.
[0200] In another embodiment, R f1 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.
[0201] The above k2 is an integer between 0 and 3, independently in each occurrence; l2 is an integer between 0 and 3, independently in each occurrence; and m2 is an integer between 0 and 3, independently in each occurrence. Note that the sum of k2, l2, and m2 is (CR d1 k2 R e1 l2 R f1 m2 In units of 3, it is 3.
[0202] In the above equations (1) and (2), R Si When is a group represented by formula (S4), preferably, at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded are present in the terminal portions of formulas (1) and (2).
[0203] In one embodiment, R Si When is a group represented by formula (S4), n2 is 1 to 3, preferably 2 or 3, more preferably 3 (SiR 34 n2 R 35 3-n2The units are present in two or more units at each terminal portion of formula (1) and formula (2), for example, 2 to 27 units, preferably 2 to 9 units, more preferably 2 to 6 units, even more preferably 2 to 3 units, and particularly preferably 3 units.
[0204] 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.
[0205] 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.
[0206] In a preferred embodiment, in formula (S4), R e1 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.
[0207] 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.
[0208] The above R g1 and R h1 In each occurrence, -Z is independent. 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 f1m2 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.
[0209] 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.
[0210] The above Z 4 Each instance independently consists of a single bond, an oxygen atom, or a divalent organic group. (Note: Z follows) 4 The structure described as follows is (SiR 11 n1 R 12 3-n1 ) is joined to it.
[0211] In one embodiment, Z 4 It is an oxygen atom.
[0212] In one embodiment, Z 4 It is a divalent organic group.
[0213] The above Z 4 Preferably, 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 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 1-6The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0214] In a preferred embodiment, Z 4 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.
[0215] In another preferred embodiment, the above Z 4 C 1-3 It is an alkylene group. In one embodiment, Z 4 This could be -CH2CH2CH2-. In another embodiment, Z 4 It can be -CH2CH2-.
[0216] R k1 These are, independently, -Z 5 -SiR 11 n1 R 12 3-n1 , -Z 5 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 5 -CR d1 k2 R e1 l2 R f1 m2 , or -Z 5 -NR g1 R g2 That is. R 11 , R 12 n1, R a1 , Rb1 , R c1 k1, l1, m1, R d1 , R e1 , R f1 k2, l2, m2, R g1 and R g2 These terms are equivalent to the above.
[0217] However, in formula (S6), there are at least two Si atoms to which a hydroxyl group or a hydrolyzable group is bonded.
[0218] In a preferred embodiment, R k1 These are, independently, -Z 5 -SiR 11 n1 R 12 3-n1 That is the case.
[0219] Z 5 Each of these is independently a single bond, an oxygen atom, or a divalent organic group. (Note: Z follows) 5 The structure described as follows has -SiR on the right side. 11 n1 R 12 3-n1 , -SiR a1 k1 R b1 l1 R c1 m1 ,-CR d1 k2 R e1 l2 R f1 m2 , or -NR g1 R g2 Combine.
[0220] The above Z 5 In one embodiment, is an oxygen atom.
[0221] The above Z 5 In one embodiment, it is a divalent organic group.
[0222] The above Z 5 In a preferred embodiment, it does not contain siloxane bonds.
[0223] The above Z 5 Preferably, C 1-30 Alkylene group, -(CH2) z91 -O-(CH2) z92 -(wherein z91 is an integer between 0 and 6, e.g., an integer between 1 and 6, and z92 is an integer between 0 and 6, e.g., an integer between 1 and 6) or -(CH2) z93 -Phenylene-(CH2) z94 -(wherein z93 is an integer from 0 to 6, for example, an integer from 1 to 6, and z94 is an integer from 0 to 6, for example, an integer from 1 to 6). Such C 1-6 The alkylene group may be linear or branched, but is preferably linear. These groups may include, for example, a fluorine atom, C 1-6 Alkyl alkyl group, C 2-6 Alkenyl group, and C 2-6 The alkynyl group may be substituted with one or more substituents selected from the alkynyl group, but is preferably unsubstituted.
[0224] The above Z 5 In a preferred embodiment, C 1-30 Alkylene group or -(CH2) z93 -Phenylene-(CH2) z94 -, preferably -phenylene-(CH2) z94 - is Z 5 If the group is such that it can have higher light resistance, especially UV resistance.
[0225] The above Z 5 In another preferred embodiment, C 1-30 Alkylene group, for example, C 1-6 Alkylene group or C 1-3 It is an alkylene group. In one embodiment, Z 5 This could be -CH2CH2CH2-. In another embodiment, Z 5 This could be -CH2CH2-. In yet another embodiment, Z 5 is used GOCH2CH2CH2CH2CH2CH2CH2CH2CH2CH2CH2- ≠
[0226] In one embodiment, R Si is a group represented by formula (S1), (S2), (S3), (S4), or (S5).
[0227] In one embodiment, R Si is a group represented by formula (S2), (S3), (S4), (S5), or (S6).
[0228] In one embodiment, R Si is a group represented by formula (S2), (S3), (S4), or (S5).
[0229] In one embodiment, R Si These are groups represented by formulas (S3), (S4), or (S5). Because these compounds have multiple hydrolyzable groups at one end, they can exhibit high curability.
[0230] In one embodiment, R Si This is a group represented by formula (S3) or (S4). These compounds may have high curability because they may have multiple hydrolyzable groups branched from a single Si or C atom at one end.
[0231] In one embodiment, R Si This is a base represented by equation (S1).
[0232] In one embodiment, R Si This is a base represented by formula (S2).
[0233] In one embodiment, R Si This is a base represented by formula (S3).
[0234] In one embodiment, R Si This is a base represented by formula (S4).
[0235] In one embodiment, R Si This is a base represented by equation (S5).
[0236] In the above equations (1) and (2), X AThe fluoropolyether portion (R) primarily provides functionality. F1 and R F2 ) and the part that provides bonding ability to the substrate (R Si It is understood to be a linker that connects ) and . Therefore, the X A The group may be a single bond or any other group, as long as the compounds represented by formulas (1) and (2) can exist stably.
[0237] In equation (1) above, α is an integer from 1 to 9, and β is an integer from 1 to 9. These α and β are X A It can change depending on the valence of α. The sum of α and β is X A It is the same as the valence of X. For example, X A If is a 10-valent organic group, the sum of α and β is 10, and for example, α can be 9 and β 1, α can be 5 and β 5, or α can be 1 and β 9. Also, X A If it is a divalent organic group, then α and β are 1.
[0238] In equation (2) above, γ is an integer from 1 to 9. γ is X A It can change depending on the valence of X. That is, γ is X A This is the value obtained by subtracting 1 from the valence of [the element].
[0239] X A Each of these is independently a single bond or a 2-10 valent organic group;
[0240] The above X A The 2-10 valent organic group in is preferably a 2-8 valent organic group. In one embodiment, such a 2-10 valent organic group is preferably a 2-4 valent organic group, and more preferably a 2 valent organic group. In another embodiment, such a 2-10 valent organic group is preferably a 3-8 valent organic group, and more preferably a 3-6 valent organic group.
[0241] In one embodiment, X A It is a single-bonded or divalent organic group, where α is 1 and β is 1.
[0242] In one embodiment, XA It is a single-bonded or divalent organic group, and γ is 1.
[0243] In one embodiment, X A is a 3- to 6-valent organic group, with α being 1 and β being 2- to 5.
[0244] In one embodiment, X A γ is a 3- to 6-valent organic group, and γ is 2- to 5.
[0245] In one embodiment, X A is a trivalent organic group, where α is 1 and β is 2, or α is 2 and β is 1.
[0246] In one embodiment, X A It is a trivalent organic group, and γ is 2.
[0247] X A However, in the case of a single bond or a divalent organic group, formulas (1) and (2) are represented by the following formulas (1') and (2'). [ka]
[0248] In one embodiment, X A It is a single bond.
[0249] In another embodiment, X A It is a divalent organic group.
[0250] In one embodiment, X A For example, a single bond or the following formula: -(R 51 ) p5 -(X 51 ) q5 - [In formula: R 51 This is a single bond, -(CH2) s5 - or o-, m- or p-phenylene group, preferably a single bond or -(CH2) s5 -and, s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and even more preferably 1 or 2. X 51 is, -(X 52 ) l5 - represents, X 52 In each instance, these independently include -O-, -S-, o-, m- or p-phenylene groups, -C(O)O-, and -Si(R 53 )2-,-(Si(R 53 )2O) m5 -Si(R 53 )2-, -CONR 54 -, -O-CONR 54 -, -NR 54 -and-(CH2) n5 - Represents a group selected from the group consisting of, R 53 In each appearance, independently, a phenyl group and C are present. 1-6 Alkyl alkyl group or C 1-6 Represents an alkoxy group, preferably a phenyl group or C 1-6 It is an alkyl group, more preferably a methyl group, R 54 Each instance independently comprises a hydrogen atom, a phenyl group, or C. 1-6 Represents an alkyl group (preferably a methyl group), In each occurrence, m5 is an integer between 1 and 100, preferably between 1 and 20, independently. n5 is, in each occurrence, independently an integer between 1 and 20, preferably an integer between 1 and 6, more preferably an integer between 1 and 3. l5 is an integer between 1 and 10, preferably between 1 and 5, more preferably between 1 and 3. p5 is either 0 or 1. q5 is either 0 or 1. Here, at least one of p5 and q5 is 1, and the order of existence of each repeating unit enclosed in parentheses with p5 or q5 is arbitrary. A divalent organic group represented by X is an example. Here, X A (typically X AThe hydrogen atom of the fluorine atom, C 1-3 Alkyl and C 1-3 It may be substituted with one or more substituents selected from fluoroalkyl groups. In a preferred embodiment, X A These groups are not substituted by these groups.
[0251] In a preferred embodiment, the above X A These are, independently, -(R 51 ) p5 -(X 51 ) q5 -R 52 - is R 52 This is a single bond, -(CH2) t5 - or o-, m- or p-phenylene group, preferably -(CH2) t5 - is the case. t5 is an integer from 1 to 20, preferably an integer from 2 to 6, more preferably an integer from 2 to 3. Here, R 52 (typically R 52 The hydrogen atom of the fluorine atom, C 1-3 Alkyl and C 1-3 It may be substituted with one or more substituents selected from fluoroalkyl groups. In a preferred embodiment, R 56 These groups are not substituted by these groups.
[0252] Preferably, the above X A Each of them operates independently. single bond, C 1-20 Alkylene group, -R 51 -X 53 -R 52 -, or -X 54 -R 5 - [In the formula, R 51 and R 52 This is synonymous with the above, X 53 teeth, -O-, -S-, -C(O)O-, -CONR 54-, -O-CONR 54 -, -Si(R 53 )2-, -(Si(R 53 )2O) m5 -Si(R 53 )2-, -O-(CH2) u5 -(Si(R 53 )2O) m5 -Si(R 53 )2-, -O-(CH2) u5 -Si(R 53 )2-O-Si(R 53 )2-CH2CH2-Si(R 53 )2-O-Si(R 53 )2-, -O-(CH2) u5 -Si(OCH3)2OSi(OCH3)2-, -CONR 54 -(CH2) u5 -(Si(R 53 )2O) m5 -Si(R 53 )2-, -CONR 54 -(CH2) u5 -N(R 54 )-, or -CONR 54 -(o-, m- or p-phenylene)-Si(R 53 )2- (In the formula, R 53 , R 54 And m5 has the same meaning as above, u5 represents an integer between 1 and 20, preferably between 2 and 6, more preferably between 2 and 3. X 54 teeth, -S-, -C(O)O-, -CONR 54 -, -O-CONR 54 -, -CONR 54 -(CH2) u5 -(Si(R 54 )2O)m5 -Si(R 54 )2-, -CONR 54 -(CH2) u5 -N(R 54 )-, or -CONR 54 -(o-, m- or p-phenylene)-Si(R 54 )2- (In the formula, each symbol has the same meaning as above.) [This represents...] It is possible.
[0253] More preferably, the above X A Each of them operates independently. single bond, C 1-20 Alkylene group, -(CH2) s5 -X 53 -, -(CH2) s5 -X 53 -(CH2) t5 - -X 54 -, or -X 54 -(CH2) t5 - [where, X 53 , X 54 s5 and t5 have the same meaning as above. That is the case.
[0254] More preferably, the above X A Each of them operates independently. single bond, C 1-20 Alkylene group, -(CH2) s5 -X 53 -(CH2) t5 -, or -X 54 -(CH2) t5 - [In the formula, each symbol has the same meaning as above.] It is possible.
[0255] In a preferred embodiment, the above XA Each of them operates independently. single bond C 1-20 Alkylene group, -(CH2) s5 -X 53 -, or -(CH2) s5 -X 53 -(CH2) t5 - [In the formula, X 53 -O-, -CONR 54 -, or -O-CONR 54 -and, R 54 Each instance independently comprises a hydrogen atom, a phenyl group, or C. 1-6 Represents an alkyl group, s5 is an integer between 1 and 20. t5 is an integer between 1 and 20. It is possible.
[0256] In a preferred embodiment, the above X A Each of them operates independently. -(CH2) s5 -O-(CH2) t5 - -CONR 54 -(CH2) t5 - [In the formula, R 54 Each instance independently comprises a hydrogen atom, a phenyl group, or C. 1-6 Represents an alkyl group, s5 is an integer between 1 and 20. t5 is an integer between 1 and 20. It is possible.
[0257] In one embodiment, the above X A Each of them operates independently. single bond, C 1-20 Alkylene group, -(CH2) s5 -O-(CH2) t5 -, -(CH2)s5 -(Si(R 53 )2O) m5 -Si(R 53 )2-(CH2) t5 -, -(CH2) s5 -O-(CH2) u5 -(Si(R 53 )2O) m5 -Si(R 53 )2-(CH2) t5 -, or -(CH2) s5 -O-(CH2) t5 -Si(R 53 )2-(CH2) u5 -Si(R 53 )2-(C v H 2v )- [In the formula, R 53 m5, s5, t5, and u5 have the same meaning as above, and v5 is an integer from 1 to 20, preferably an integer from 2 to 6, more preferably an integer from 2 to 3. That is the case.
[0258] In the above formula, -(C v H 2v )- may be a linear or branched chain, and may be, for example, -CH2CH2-, -CH2CH2CH2-, -CH(CH3)-, or -CH(CH3)CH2-.
[0259] The above X A These are, independently, a fluorine atom and a carbon atom. 1-3 Alkyl and C 1-3 Fluoroalkyl groups (preferably C 1-3 It may be substituted with one or more substituents selected from perfluoroalkyl groups. In one embodiment, X A This is a non-substitution.
[0260] Furthermore, the above X A In each equation, the left side is R F1 or R F2 Combined, the right side is R Si Combine.
[0261] In one embodiment, X A These are, independently, -OC 1-6 It may be a group other than an alkylene group.
[0262] In another embodiment, X A Examples include the following bases: [ka] [ka] [In the formula, R 41 Each of these independently consists of a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or C 1-6 An alkoxy group, preferably a methyl group; D is -CH2O(CH2)2-, -CH2O(CH2)3-, -CF2O(CH2)3-, -(CH2)2-, -(CH2)3-, -(CH2)4-, -CONH-(CH2)3-, -CON(CH3)-(CH2)3-, -CON(Ph)-(CH2)3- (wherein Ph means phenyl), and [ka] (In the formula, R 42 These are, independently, hydrogen atoms and C 1-6 alkyl group or C 1-6 (This represents an alkoxy group, preferably a methyl group or a methoxy group, more preferably a methyl group.) It is a base selected from, E is -(CH2) n -(n is an integer from 2 to 6), D is the R of the molecular backbone. F1 or R F2 E is bonded to R Si [Combine with...]
[0263] The above X A Specific examples of single bond, -CH2OCH2-, -CH2O(CH2)2-, -CH2O(CH2)3-, -CH2O(CH2)4-, -CH2O(CH2)5-, -CH2O(CH2)6-, -CH2O(CH2)3Si(CH3)2OSi(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2OSi(CH3)2OSi(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)2Si(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O)3Si(CH3)2(CH2)2-, -CH2O(CH2)3Si(CH3)2O(Si(CH3)2O) 10 Si(CH3)2(CH2)2-, <00-CH2OCH2CHFCF2OCF2CF2-、 -CH2OCH2CHFCF2OCF2CF2CF2-、 -CH2OCH2CHFCF2OCF(CF3)CF2OCF2-、 -CH2OCH2CHFCF2OCF(CF3)CF2OCF2CF2-、 -CH2OCH2CHFCF2OCF(CF3)CF2OCF2CF2CF2-、 -CH2OCF2CHFOCF2CF2CF2-C(O)NH-CH2-、 -CH2OCH2(CH2)7CH2Si(OCH3)2OSi(OCH3)2(CH2)2Si(OCH3)2OSi(OCH3)2(CH2)2-、 -CH2OCH2CH2CH2Si(OCH3)2OSi(OCH3)2(CH2)3-、 -CH2OCH2CH2CH2Si(OCH2CH3)2OSi(OCH2CH3)2(CH2)3-、 -CH2OCH2CH2CH2Si(OCH3)2OSi(OCH3)2(CH2)2-、 -CH2OCH2CH2CH2Si(OCH2CH3)2OSi(OCH2CH3)2(CH2)2-、 -(CH2)2-Si(CH3)2-(CH2)2-、 -CH2-、 -(CH2)2-、 -(CH2)3-、 -(CH2)4-、 -(CH2)5-、 -(CH2)6-、 -CO-、 -CONH-、 -CONH-CH2-、 -CONH-(CH2)2-、 -CONH-(CH2)3-、 -CONH-(CH2)4-、 -CONH-(CH2)5-、 -CONH-(CH2)6-、 -CON(CH3)-CH2-、 -CON(CH3)-(CH2)2-、 -CON(CH3)-(CH2)3-, -CON(CH3)-(CH2)4-, -CON(CH3)-(CH2)5-, -CON(CH3)-(CH2)6-, -CON(Ph)-CH2- (where Ph represents phenyl), -CON(Ph)-(CH2)2- (wherein Ph means phenyl), -CON(Ph)-(CH2)3-(wherein Ph represents phenyl), -CON(Ph)-(CH2)4-(wherein Ph represents phenyl), -CON(Ph)-(CH2)5-(wherein Ph represents phenyl), -CON(Ph)-(CH2)6-(wherein Ph represents phenyl), -CONH-(CH2)2NH(CH2)3-, -CONH-(CH2)6NH(CH2)3-, -CH2O-CONH-(CH2)3-, -CH2O-CONH-(CH2)6-, -S-(CH2)3-, -(CH2)2S(CH2)3-, -CONH-(CH2)3Si(CH3)2OSi(CH3)2(CH2)2-, -CONH-(CH2)3Si(CH3)2OSi(CH3)2OSi(CH3)2(CH2)2-, -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)2Si(CH3)2(CH2)2-, -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O)3Si(CH3)2(CH2)2-, -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O) 10 Si(CH3)2(CH2)2-, -CONH-(CH2)3Si(CH3)2O(Si(CH3)2O) 20 Si(CH3)2(CH2)2-, -C(O)O-(CH2)3-, -C(O)O-(CH2)6-, -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-(CH2)2-, -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-CH(CH3)-, -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-(CH2)3-, -CH2-O-(CH2)3-Si(CH3)2-(CH2)2-Si(CH3)2-CH(CH3)-CH2-, -OCH2-, -O(CH2)3-, -OCFHCF2-, [ka] These are some examples.
[0264] In yet another embodiment, X A These are independent of each other, and the formula is:-(R 16 ) x1 -(CFR 17 ) y1 -(CH2) z1 This is a base represented by -. In the formula, x1, y1, and z1 are each independent integers between 0 and 10, the sum of x1, y1, and z1 is 1 or greater, and the order of existence of each repeating unit enclosed in parentheses is arbitrary in the formula.
[0265] In the above formula, R 16 In each appearance, the oxygen atom, phenylene, carbasoliene, and -NR appear independently. 18 -(In the formula, R 18 R represents a hydrogen atom or an organic group) or a divalent organic group. Preferably, 18 This is an oxygen atom or a divalent polar group.
[0266] The above-mentioned "divalent polar group" is not particularly limited, but includes -C(O)-, -C(=NR 19 )-, and -C(O)NR 19 -(In these formulas, R 19Examples include (where represents a hydrogen atom or a lower alkyl group). The "lower alkyl group" is, for example, an alkyl group having 1 to 6 carbon atoms, such as methyl, ethyl, or n-propyl, which may be substituted with one or more fluorine atoms.
[0267] In the above formula, R 17 Each instance is independently a hydrogen atom, a fluorine atom, or a lower fluoroalkyl group, preferably a fluorine atom. The "lower fluoroalkyl group" is, for example, a fluoroalkyl group having 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms, preferably a perfluoroalkyl group having 1 to 3 carbon atoms, more preferably a trifluoromethyl group, a pentafluoroethyl group, and even more preferably a trifluoromethyl group.
[0268] In yet another embodiment, X A Examples include the following bases: [ka] [In the formula, R 41 Each of these independently consists of a hydrogen atom, a phenyl group, an alkyl group having 1 to 6 carbon atoms, or C 1-6 The alkoxy group is preferably a methyl group; each X A In the base, any some of T are R of the molecular backbone. F1 or R F2 The following groups that bind to them: -CH2O(CH2)2-, -CH2O(CH2)3-, -CF2O(CH2)3-, -(CH2)2-, -(CH2)3-, -(CH2)4-, -CONH-(CH2)3-, -CON(CH3)-(CH2)3-, -CON(Ph)-(CH2)3- (wherein Ph means phenyl), or [ka] [In the formula, R 42 These are, independently, hydrogen atoms and C 1-6 alkyl group or C 1-6 This represents an alkoxy group, preferably a methyl group or a methoxy group, more preferably a methyl group. And some of the other T's are R's of the molecular backbone. Si If bonded, the remaining T, if present, independently consists of a methyl group, a phenyl group, and C. 1-6 It is an alkoxy group, a radical scavenging group, or an ultraviolet absorbing group.
[0269] The radical scavenging group is not particularly limited as long as it can capture radicals generated by light irradiation, but examples include residues of benzophenones, benzotriazoles, benzoic acid esters, phenyl salicylates, crotonic acids, malonic acid esters, organoacrylates, hindered amines, hindered phenols, or triazines.
[0270] The ultraviolet absorbing group is not particularly limited as long as it can absorb ultraviolet light, but examples include residues of benzotriazoles, hydroxybenzophenones, substituted and unsubstituted benzoic acid or salicylic acid compounds, acrylates or alkoxycinnamates, oxamides, oxanilides, benzoxazinones, and benzoxazoles.
[0271] In a preferred embodiment, preferred radical scavenging groups or ultraviolet absorbing groups are: [ka] These are some examples.
[0272] In this embodiment, X A Each of these can independently be a 3- to 10-valent organic group.
[0273] In yet another embodiment, X A Examples include the following bases: [ka] [In the formula, R 25 , R 26 and R 27 These are each independently 2-6 valent organic groups, R 25 is at least one R F1 Combined with R 26 and R 27 Each of these has at least one R Si [Combine with...]
[0274] In one embodiment, the above R 25 C is a single bond. 1-20 Alkylene group, C 3-20 Cycloalkylene group, C 5-20 Arylene group, -R 57 -X 58 -R 59 -, -X 58 -R 59 -, or -R 57 -X 58 - is the case. Above, R 57 and R 59 Each of them is independently a single bond, C 1-20 Alkylene group, C 3-20 Cycloalkylene group, or C 5-20 It is an arylene group. 58 These are -O-, -S-, -CO-, -O-CO-, or -COO-.
[0275] In one embodiment, the above R 26 and R 27 Each is independently a hydrocarbon, or a group having at least one atom selected from N, O, and S in the end or main chain of a hydrocarbon, preferably C 1-6 Alkyl alkyl group, -R 36 -R 37 -R 36 -, -R 36 -CHR 38 2- are examples. Here, R 36 Each of these is independently a single bond or an alkyl group having 1 to 6 carbon atoms, preferably an alkyl group having 1 to 6 carbon atoms. 37R is N, O, or S, preferably N or O. 38 is, -R 45 -R 46 -R 45 -, -R 46 -R 45 -or-R 45 -R 46 - is the case. Here, R 45 Each of these is an alkyl group having 1 to 6 carbon atoms. 46 is N, O, or S, and preferably O.
[0276] In this embodiment, X A Each of these can independently be a 3- to 10-valent organic group.
[0277] In yet another embodiment, X A For example, see below: [ka] [where, X a This refers to a single-bonded or divalent organic group. Examples of groups represented by
[0278] The above X a X is a single bond or a divalent linking group that is directly bonded to an isocyanuric ring. a Preferably, the group is a divalent group containing a single bond, an alkylene group, or at least one bond selected from the group consisting of an ether bond, an ester bond, an amide bond, and a sulfide bond, and more preferably, a divalent hydrocarbon group having 1 to 10 carbon atoms containing a single bond, an alkylene group having 1 to 10 carbon atoms, or at least one bond selected from the group consisting of an ether bond, an ester bond, an amide bond, and a sulfide bond.
[0279] X a The formula is as follows: -(CX 121 X 122 ) x1 -(X a1 ) y1 -(CX 123 X 124 )z1 - (In the formula, X 121 ~X 124 These are H, F, OH, or -OSi(OR) respectively, independently. 121 )3(In the formula, three R 121 These are, independently, alkyl groups having 1 to 4 carbon atoms. The above X a1 These are -C(=O)NH-, -NHC(=O)-, -O-, -C(=O)O-, -OC(=O)-, -OC(=O)O-, or -NHC(=O)NH- (where the left side of each bond is CX). 121 X 122 It joins to ( ). x1 is an integer between 0 and 10, y1 is either 0 or 1, and z1 is an integer between 1 and 10. A group represented by is even more preferable.
[0280] The above X a1 -C(=O)NH-, -O-, or -C(=O)O- are preferred.
[0281] The above X a The formula is as follows: -(CF2) m11 -(CH2) m12 -O-(CH2) m13 - (In the formula, m11 is an integer between 1 and 3, m12 is an integer between 1 and 3, and m13 is an integer between 1 and 3.) A base represented by -(CF2) m14 -(CH2) m15 -O-CH2CH(OH)-(CH2) m16 - (In the formula, m14 is an integer between 1 and 3, m15 is an integer between 1 and 3, and m16 is an integer between 1 and 3.) A base represented by -(CF2) m17 -(CH2) m18 - (In the formula, m17 is an integer between 1 and 3, and m18 is an integer between 1 and 3.) A base represented by -(CF2) m19-(CH2) m20 -O-CH2CH(OSi(OCH3)3)-(CH2) m21 - (In the formula, m19 is an integer between 1 and 3, m20 is an integer between 1 and 3, and m21 is an integer between 1 and 3.) A base represented by, -(CH2) m22 - (In the formula, m22 is an integer between 1 and 3.) A group represented by is particularly preferred.
[0282] The above X a While not particularly limited, specifically, -CH2-, -C2H4-, -C3H6-, -C4H8-, -C4H8-O-CH2-, -CO-O-CH2-CH(OH)-CH2-, -(CF2) n5 -(n5 is an integer between 0 and 4.), -(CF2) n5 -(CH2) m5 -(n5 and m5 are integers between 0 and 4, respectively), -CF2CF2CH2OCH2CH(OH)CH2-, -CF2CF2CH2OCH2CH(OSi(OCH3)3)CH2- These are some examples.
[0283] In this embodiment, X A Each of these can independently be a divalent or trivalent organic group.
[0284] The fluorine-containing silane compound represented by formula (1) or formula (2) above is not particularly limited, but is 5 × 10 2 ~1 × 10 5 It may have an average molecular weight of 800 to 20,000, more preferably 1,000 to 8,000. Note that this "average molecular weight" refers to the number-average molecular weight, and "average molecular weight" refers to the number-average molecular weight. 19The value shall be measured by F-NMR. By setting the average molecular weight of the above fluorine-containing silane compound to be above the above lower limit, the fluorine content can be increased, and an excessive increase in crosslink density can be suppressed, resulting in desirable physical properties. By setting the average molecular weight of the above fluorine-containing silane compound to be below the above upper limit, the viscosity of the base material can be moderately reduced, the filler content can be increased, and the desired liquid properties and dielectric strength can be obtained.
[0285] In one embodiment, the fluorine-containing silane compound in the curable composition of the present disclosure is a compound represented by formula (1).
[0286] In another embodiment, the fluorine-containing silane compound in the curable composition of the present disclosure is a compound represented by formula (2).
[0287] In another embodiment, the fluorine-containing silane compounds in the curable compositions of the present disclosure are the compound represented by formula (1) and the compound represented by formula (2).
[0288] In the curable composition of this disclosure, the compound represented by formula (2) is preferably 0.1 mol% or more and 35 mol% or less relative to the total amount of the compound represented by formula (1) and the compound represented by formula (2). The lower limit of the content of the compound represented by formula (2) relative to the total amount of the compound represented by formula (1) and the compound represented by formula (2) is preferably 0.1 mol%, more preferably 0.2 mol%, even more preferably 0.5 mol%, even more preferably 1 mol%, particularly preferably 2 mol%, and especially possibly 5 mol%. The upper limit of the content of the compound represented by formula (2) relative to the total amount of the compound represented by formula (1) and the compound represented by formula (2) is preferably 35 mol%, more preferably 30 mol%, even more preferably 20 mol%, even more preferably 15 mol%, or 10 mol%. The amount of the compound represented by formula (2) relative to the sum of the compound represented by formula (1) and the compound represented by formula (2) is preferably 0.1 mol% to 30 mol%, more preferably 0.1 mol% to 20 mol%, even more preferably 0.2 mol% to 10 mol%, even more preferably 0.5 mol% to 10 mol%, and particularly preferably 1 mol% to 10 mol%, for example, 2 mol% to 10 mol% or 5 mol% to 10 mol%. By setting the amount of the compound represented by formula (2) within this range, wear resistance can be further improved.
[0289] In one embodiment, the curable composition of the present disclosure comprises two or more fluorine-containing silane compounds represented by formula (1) or (2).
[0290] In one embodiment, the curable composition of the present disclosure, R Si The compound comprises two or more fluorine-containing silane compounds represented by formula (1) or (2), each containing a group selected from formulas (S1), (S2), (S3), (S4), and (S5), which are distinct from each other.
[0291] The compounds represented by formula (1) or (2) above can be obtained, for example, by methods known to the present day, such as those described in International Publication No. 97 / 07155, Japanese Patent Publication No. 2008-534696, Japanese Patent Publication No. 2014-218639, Japanese Patent Publication No. 2017-82194, etc.
[0292] The content of the above-mentioned fluoropolyether group-containing silane compound (component (A)) may be preferably 5 to 95 parts by mass, more preferably 10 to 90 parts by mass, even more preferably 20 to 80 parts by mass, and particularly preferably 45 to 75 parts by mass, based on 100 parts by mass of the total of components (A) to (D). By setting the content of the above-mentioned fluorine-containing silane compound within the above range, more desired coating properties and dielectric strength can be obtained.
[0293] Ingredient (B): Crosslinking agent The above crosslinking agent is not particularly limited, but may be, for example, an alkoxysilane compound.
[0294] In a preferred embodiment, the crosslinking agent is preferably of formula (B1): [ka] [In formula: R g1 Each instance is independently either a hydrogen atom or a monovalent organic group; R g2 Each of these is independently a monovalent organic group; δ is an integer between 2 and 4. It is a compound represented by [formula].
[0295] R g1 Each of these is independently preferably a monovalent organic group, more preferably C 1-6 This may be an alkyl group, more preferably a methyl group or an ethyl group.
[0296] R g2 Each of these is independently, preferably C 1-16 Alkyl alkyl group, C 3-16 Cycloalkyl groups, C 6-16 Aryl group, or C 1-16 Alkenyl group, more preferably C 1-16 Alkyl alkyl groups, more preferably C 1-10 Alkyl alkyl groups, and more preferably C 1-3 It can be an alkyl group.
[0297] R g2 Examples include alkyl groups such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, heptyl, octyl, nonyl, and decyl groups; cycloalkyl groups such as cyclopentyl, cyclohexyl, and cycloheptyl groups; aryl groups such as phenyl, tolyl, xylyl, and naphthyl groups; aralkyl groups such as benzyl, phenylethyl, and phenylpropyl groups; and alkenyl groups such as vinyl, allyl, propenyl, and butenyl groups.
[0298] δ is preferably 3 or 4. In one embodiment, δ is 3. In another embodiment, δ is 4.
[0299] The crosslinking agent is preferably tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, dimethyltrimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluoro-n-octyltriethoxysilane, or tridecafluoro-n-octyltrimethoxysilane.
[0300] Component (B) is preferably present in an amount of 0.1 to 20 parts by mass, more preferably 1 to 10 parts by mass, even more preferably 1 to 5 parts by mass, and even more preferably 1 to 3 parts by mass, per 100 parts by mass of component (A).
[0301] Component (C): Catalyst The catalyst described above is not particularly limited, but may include, for example, acids (e.g., acetic acid, trifluoroacetic acid, etc.), bases (e.g., ammonia, triethylamine, diethylamine, etc.), transition metals (e.g., Ti, Ni, Sn, etc.), organic amine catalysts, or metal complexes, such as tin-based catalysts, titanium-based catalysts, zirconia-based catalysts, or bismuth-based catalysts.
[0302] Examples of the tin-based catalysts mentioned above include di-n-butyltin(IV) dilaurate. Examples of the above-mentioned titanium-based catalysts include titanium diisopropoxybis(ethyl acetoacetate), titanium tetra-n-butoxide, titanium tetra-2-ethylhexoxide, titanium tetraacetylacetonate, and tetraisopropaxititanate. Examples of the zirconia-based catalysts mentioned above include zirconium tetraacetylacetonate, zirconium tetra-n-butoxide, and zirconium dibutoxybis(ethylacetoacetate). An example of the bismuth-based catalyst mentioned above is bismastris(2-ethylhexanoate).
[0303] Diazabicycloundecene is an example of the above-mentioned organic amine catalyst.
[0304] In one embodiment, the catalyst may be acetic acid, trifluoroacetic acid, ammonia, triethylamine, diethylamine, Ti, Ni, Sn, di-n-butyltin(IV) dilaurate, titanium diisopropoxybis(ethyl acetate), titanium tetra-n-butoxide, titanium tetra-2-ethylhexoxide, titanium tetraacetylacetonate, zirconium tetraacetylacetonate, zirconium tetra-n-butoxide, zirconium dibutoxybis(ethyl acetate), tetraisopropaxititanate, or bismastris(2-ethylhexanoate).
[0305] The catalyst may be added to the curable composition immediately before use.
[0306] The above catalyst may be added to the curable composition immediately before use, depending on the method of use.
[0307] The above component (C) is preferably present in an amount of 0.1 to 20 parts by mass, more preferably 0.2 to 10 parts by mass, even more preferably 0.5 to 5 parts by mass, and even more preferably 1 to 3 parts by mass, per 100 parts by mass of the above component (A).
[0308] The total content of components (A) to (D) in the curable composition of this disclosure is preferably 50% by mass or more, more preferably 70% by mass or more, even more preferably 80% by mass or more, even more preferably 90% by mass or more, particularly preferably 95% by mass or more, for example 98% by mass or more, 99% by mass or more, and typically 100% by mass, relative to the entire curable composition. Alternatively, the total content of components (A) to (D) in the curable composition of this disclosure may be, for example, 99.9% by mass or less, 99% by mass or less, 98% by mass or less, 95% by mass or less, 90% by mass or less, and 80% by mass or less, relative to the entire curable composition.
[0309] The curable compositions of this disclosure may contain a solvent.
[0310] The solvent may preferably be an aliphatic hydrocarbon, an aromatic hydrocarbon, an ester, a ketone, a glycol ether, an alcohol, a glycol, a cyclic ether, an amide, an ether alcohol, a perfluoroaliphatic hydrocarbon having 5 to 12 carbon atoms, a polyfluoroaromatic hydrocarbon, a polyfluoroaliphatic hydrocarbon, a hydrofluorocarbon, a hydrochlorofluorocarbon, or a hydrofluoroether. The solvent may also be a mixture of two or more of these solvents.
[0311] In a preferred embodiment, the solvent is an alcohol, a hydrofluoroether, or a mixture of two or more of these.
[0312] Examples of the above-mentioned aliphatic hydrocarbons include hexane, cyclohexane, heptane, octane, nonane, decane, undecane, dodecane, and mineral spirits.
[0313] Examples of the above-mentioned aromatic hydrocarbons include benzene, toluene, xylene, naphthalene, and solvent naphtha.
[0314] Examples of the above esters include methyl acetate, ethyl acetate, propyl acetate, n-butyl acetate, isopropyl acetate, isobutyl acetate, cellosolve acetate, propylene glycol methyl ether acetate, carbitol acetate, diethyl oxalate, ethyl pyruvate, ethyl-2-hydroxybutyrate, ethyl acetacetate, amyl acetate, methyl lactate, ethyl lactate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 2-hydroxyisobutyrate, and ethyl 2-hydroxyisobutyrate.
[0315] Examples of the above-mentioned ketones include acetone, methyl ethyl ketone, methyl isobutyl ketone, 2-hexanone, cyclohexanone, methylamino ketone, and 2-heptanone.
[0316] Examples of the glycol ethers mentioned above include ethyl cellosolve, methyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether acetate, dipropylene glycol dimethyl ether, and diethylene glycol monoethyl ether acetate.
[0317] Examples of the above-mentioned alcohols include methanol, ethanol, iso-propanol, n-butanol, isobutanol, tert-butanol, sec-butanol, 3-pentanol, octyl alcohol, 3-methyl-3-methoxybutanol, and tert-amyl alcohol. The alcohols are preferably methanol, ethanol, and iso-propanol.
[0318] Examples of the glycols mentioned above include ethylene glycol and propylene glycol.
[0319] Examples of the above-mentioned cyclic ethers include tetrahydrofuran, tetrahydropyran, and dioxane.
[0320] Examples of the above-mentioned amides include N,N-dimethylformamide and N,N-dimethylacetamide.
[0321] Examples of the above-mentioned ether alcohols include methyl cellosolve, cellosolve, isopropyl cellosolve, butyl cellosolve, and diethylene glycol monomethyl ether.
[0322] Examples of perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms include perfluorohexane, perfluoromethylcyclohexane, and perfluoro-1,3-dimethylcyclohexane.
[0323] Examples of the polyfluoroaromatic hydrocarbons mentioned above include bis(trifluoromethyl)benzene.
[0324] The above polyfluoroaliphatic hydrocarbon is C6F 13 Examples include CH2CH3 (for example, AsahiClean® AC-6000 manufactured by Asahi Glass Co., Ltd.) and 1,1,2,2,3,3,4-heptafluorocyclopentane (for example, Zeolora® H manufactured by Nippon Zeon Corporation).
[0325] Examples of hydrofluorocarbons (HFCs) include 1,1,1,3,3-pentafluorobutane (HFC-365mfc).
[0326] Examples of hydrochlorofluorocarbons (HCFCs) include 1,1,2-trichloro-1,2,2-trifluoroethane, 1,2-dichloro-1,1,2,2-tetrafluoroethane, and 1,1-dichloro-1,2,2,3,3-pentafluoropropane (HCFC225) (for example, Asahi Clean® AK225).
[0327] Examples of the above hydrofluoroethers (HFEs) include alkyl perfluoroalkyl ethers such as 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.), perfluorohexyl methyl ether (C2F5CF(OCH3)C3F7) (e.g., Novec® 7300 manufactured by Sumitomo 3M Co., Ltd.), and CF3CH2OCF2CHF2 (e.g., Asahiclean® AE-3000 manufactured by Asahi Glass Co., Ltd.).
[0328] In a preferred embodiment, the solvent is methanol, ethanol, iso-propanol, perfluoropropyl methyl ether, perfluorobutyl methyl ether, perfluorobutyl ethyl ether, perfluorohexyl methyl ether, or CF3CH2OCF2CHF2, or a mixture of two or more of these solvents.
[0329] The content of the above solvent is 20 to 90% by mass, preferably 40 to 90% by mass, relative to the total amount of components (A) to (D).
[0330] The curable compositions of this disclosure may include a fluoropolyether compound (unreactive) which can be understood as a fluorine-containing oil, preferably a perfluoro(poly)ether compound (hereinafter collectively referred to as "fluorine-containing oil"), alcohols, and surfactants.
[0331] Examples of fluorinated oils are not limited to those represented by the following general formula (3) (perfluoro(poly)ether compounds). Rf 5 -(OC4F8) a’ -(OC3F6) b’-(OC2F4) c’ -(OCF2) d’ -Rf 6 ...(3) In the formula, Rf 5 C1-16 alkyl group (preferably C) may be substituted with one or more fluorine atoms. 1―16 Rf represents a perfluoroalkyl group. 6 C1-16 alkyl group (preferably C) may be substituted with one or more fluorine atoms. 1-16 Rf represents a perfluoroalkyl group, a fluorine atom, or a hydrogen atom. 5 and Rf 6 More preferably, each independently, C 1-3 It is a perfluoroalkyl group. a', b', c', and d' represent the number of repeating units of the four types of perfluoro(poly)ether that constitute the main backbone of the polymer, and are independent integers between 0 and 300, with the sum of a', b', c', and d' being at least 1, preferably 1 to 300, and more preferably 20 to 300. The order of existence of each repeating unit enclosed in parentheses with the subscripts a', b', c', or d' is arbitrary in the formula. These repeating units may be linear, branched, or contain ring structures. For example, -(OC4F8)- may be any of -(OCF2CF2CF2CF2)-, -(OCF(CF3)CF2CF2)-, -(OCF2CF(CF3)CF2)-, -(OCF2CF2CF(CF3))-, -(OC(CF3)2CF2)-, -(OCF2C(CF3)2)-, -(OCF(CF3)CF(CF3))-, -(OCF(C2F5)CF2)-, and (OCF2CF(C2F5))-, but preferably -(OCF2CF2CF2CF2)-. -(OC3F6)- may be any of -(OCF2CF2CF2)-, -(OCF(CF3)CF2)-, and (OCF2CF(CF3))-, but preferably -(OCF2CF2CF2)-. -(OC2F4)- may be either -(OCF2CF2)- or (OCF(CF3))-, but is preferably -(OCF2CF2)-.
[0332] The above ring structure is a three-membered ring or a four-membered ring as follows: [ka] [In the formula, * indicates a bonding position.] It is possible
[0333] For example, (OC4F8) is [ka] [In the formula, * indicates a bonding position.] It is possible.
[0334] Examples of perfluoro(poly)ether compounds represented by the above general formula (3) include compounds represented by either of the following general formulas (3a) and (3b) (which may be one or a mixture of two or more). Rf 5 -(OCF2CF2CF2) b” -Rf 6 ...(3a) Rf 5 -(OCF2CF2CF2CF2) a” -(OCF2CF2CF2) b” -(OCF2CF2) c” -(OCF2) d” -Rf 6 ...(3b) In these equations, Rf 5 and Rf 6 As stated above, in equation (3a), b'' is an integer between 1 and 100; in equation (3b), a'' and b'' are independently integers between 0 and 30, and c'' and d'' are independently integers between 1 and 300. The order of existence of each repeating unit enclosed in parentheses with subscripts a'', b'', c'', and d'' is arbitrary within the equation.
[0335] From another perspective, fluorine-containing oils have the general formula Rf 3 -F(where Rf 3 is C 5-16It may be a compound represented as a perfluoroalkyl group. It may also be a chlorotrifluoroethylene oligomer.
[0336] The above-mentioned fluorine-containing oil may have an average molecular weight of 500 to 10000. The molecular weight of the fluorine-containing oil can be measured using GPC.
[0337] Fluorine-containing oil may be present in the curable composition of the Disclosure in an amount of, for example, 0 to 50% by mass, preferably 0 to 30% by mass, and more preferably 0 to 5% by mass. In one embodiment, the curable composition of the Disclosure is substantially free of fluorine-containing oil. Substantially free of fluorine-containing oil means that it is completely free of fluorine-containing oil or may contain trace amounts of fluorine-containing oil.
[0338] Examples of the alcohols mentioned above include C1-C6 alcohols which may be substituted with one or more fluorine atoms, such as methanol, ethanol, iso-propanol, tert-butanol, CF3CH2OH, CF3CF2CH2OH, and (CF3)2CHOH. Adding these alcohols to the curable composition improves the stability of the curable composition and also improves the compatibility between the perfluoropolyether group-containing acrylic compound and the fluoropolyether group-containing silane compound and the solvent.
[0339] The alcohols mentioned above are preferably methanol, ethanol, 2,2,3,3,3-pentafluoro-1-propanol, or 2,2,2-trifluoroethanol.
[0340] In addition to the components described above, the curable composition of this disclosure may contain trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and silane condensates.
[0341] The viscosity of the curable composition of this disclosure may preferably be 5000 Pa·s or less, more preferably 3000 Pa·s or less, and even more preferably 2000 Pa·s or less. By reducing the viscosity of the curable composition, it becomes possible to apply the curable composition to areas with finer shapes. Alternatively, the viscosity of the curable composition of this disclosure may preferably be 1 Pa·s or more, more preferably 10 Pa·s or more, and even more preferably 50 Pa·s or more. By increasing the viscosity of the curable composition, it becomes easier to form thicker films and control wetting spread.
[0342] In one embodiment, the viscosity of the curable composition of the present disclosure may be preferably 100 to 5000 Pa·s, more preferably 500 to 3000 Pa·s, and even more preferably 1000 to 2000 Pa·s.
[0343] (Application) Cured products obtained from the curable compositions of this disclosure can be used, for example, as potting materials, sealing materials, etc. Cured products obtained from the curable compositions of this disclosure can be used, for example, by filling them into gaps in electronic components (for example, the joint between the housing and the printed circuit board, or the gap between the resin-molded metal terminal and the molded resin, etc.) and curing them.
[0344] In order to form cured products with higher wear resistance (e.g., potting materials, sealing materials), it is preferable to wash the object to be treated with acetone, hydrofluoroether, etc., to remove oil from the walls of the voids, and then dry it, prior to treatment with the curable composition of this disclosure. Furthermore, in addition to the above washing, pretreatment with UV ozone, oxygen plasma, etc., can further improve the wear resistance of the cured product.
[0345] Prior to treatment with the curable composition of this disclosure, if necessary, a primer treatment can be applied to the walls of the voids, etc., to improve the adhesion of the potting material formed from the curable composition and further improve its abrasion resistance. The primer treatment can be carried out according to a conventional method, under the same conditions as when using a silane coupling agent.
[0346] Furthermore, when adhering cured products obtained from the curable composition of this disclosure to various substrates, various primers can also be used in combination.
[0347] In one embodiment, the curable composition can be cured at room temperature. Such a curable composition is particularly useful as a composition for forming potting materials.
[0348] In one embodiment, when using the curable composition of this disclosure, the composition may be further diluted with a solvent depending on its application and purpose. As the solvent used for dilution, the fluorine-type agents exemplified above can be used. For example, the composition may be dissolved in 1,3-bis(trifluoromethyl)benzene, Fluorinert (manufactured by 3M), perfluorobutyl methyl ether, perfluorobutyl ethyl ether, etc., at a desired concentration and used as a solvent. In particular, the use of the above solvents is preferred for thin film coating applications.
[0349] The curable compositions of this disclosure can form cured products with good adhesion to metal or plastic substrates, and are therefore particularly useful as adhesives or sealants for applications around electrical and electronic components and automotive components. Because the curable compositions of this disclosure have a good elastic modulus, even at low temperatures, they are particularly useful in automotive components (e.g., sealants, specifically gaskets) that can be used in cold climates (e.g., below -50°C). Furthermore, the cured products of the curable compositions of this disclosure may also be useful as resin molds (replica molds) for nanoimprinting.
[0350] Cured products of the curable compositions of this disclosure may have improved voltage resistance, chemical resistance, acid resistance, and / or base resistance, and may also have higher electrical resistance and / or surface resistance. Such cured products of the curable compositions of this disclosure can be used in chemical plants, semiconductor manufacturing equipment, wafer holders (electrostatic chucks), and the like.
[0351] This disclosure provides cured products obtained from the curable compositions of this disclosure. Because the curable compositions of this disclosure have excellent applicability and voltage resistance, they can be used as cured products for a variety of applications.
[0352] This disclosure includes an article comprising a substrate and a cured layer on which the curable composition of this disclosure has been cured.
[0353] The substrates usable in this disclosure may consist of any suitable material, such as glass, resin (natural or synthetic resin, for example, common plastic material), OCA (Optical Clear Adhesive), polarizing metal, ceramics, semiconductors (silicon, germanium, etc.), electronic equipment, fibers (textiles, nonwovens, etc.), fur, leather, wood, ceramics, adhesives, binders, rubber, stone, building materials, sanitary products, alumina, zirconia, titanium, silicone, adhesive sheets, thermal conductive materials (TIM), etc.
[0354] In a preferred embodiment, the substrate is glass, resin, polarizer, OCA (Optical Clear Adhesive), or metal, and is preferably glass, resin, polarizer, or OCA (Optical Clear Adhesive).
[0355] The above-mentioned glass is preferably sapphire glass, soda-lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, or quartz glass, with chemically strengthened soda-lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glass being particularly preferred.
[0356] 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 cured 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.
[0357] The articles of this disclosure can be manufactured by forming a layer of the curable composition of this disclosure on the surface of the substrate, and post-treating this layer as necessary, thereby forming a layer from the curable composition of this disclosure.
[0358] Layer formation of the curable composition of this disclosure can be carried out by applying the curable composition to the surface of a substrate so as to cover the surface. The coating method is not particularly limited. For example, wet coating and dry coating methods can be used.
[0359] Examples of wet coating methods include immersion coating, bar coating, spin coating, flow coating, spray coating, roll coating, gravure coating, needle dispensing, jet dispensing, and similar methods. The wet coating method is preferably bar coating, spin coating, flow coating, roll coating, needle dispensing, or jet dispensing.
[0360] In a preferred embodiment, the articles of this disclosure may be used in electrical and electronic components, automotive components, automotive parts (e.g., sealing materials, specifically gaskets), chemical plants, semiconductor manufacturing equipment, and the like.
[0361] Furthermore, the articles of this disclosure may be medical devices or medical materials.
[0362] The thickness of the above layer is not particularly limited, but may be, for example, 1 μm or more, 10 μm or more, or 100 μm or more. Also, the thickness of the above layer is not particularly limited, but may be 1000 μm or less, 500 μm or less, or 100 μm or less.
[0363] The curable compositions, cured products, and articles of this disclosure have been described in detail above. However, these of this disclosure are not limited to those exemplified above. [Examples]
[0364] The compounds of this disclosure will be described below in the examples, but this disclosure is not limited to the following examples. In these examples, the order of the repeating units constituting the fluoropolyether is arbitrary, and the chemical formulas shown below represent the average composition.
[0365] (Preparation of curable compositions 1-a to 1-d) Composition A was prepared by weighing 100 parts by mass of base compound (A), a fluoropolyether group-containing silane compound, 2 parts by mass of tetraethoxysilane as a crosslinking agent, and 2 parts by mass of tetraisopropaxititanate as a curing catalyst into a glass container for mixing, and stirring and mixing. Compound (A) (CH3O)3Si-CH2CH2CH2-NHCO-CF2-(CF2CF2O) n -(CF2O) m -CONH-CH2CH2CH2-Si(OCH2CH3)3(n=20,m=18) 120 parts by mass of polytetrafluoroethylene (PTFE) microparticles with an average particle size of 0.1 μm were added to a portion of composition A, and the mixture was mixed in a planetary mixer to uniformly disperse the PTFE microparticles, thereby obtaining curable composition 1-d. Next, composition A was added to curable composition 1-d in amounts of 30, 50, and 100 parts by mass of PTFE microparticles, and the mixture was uniformly mixed with a stirrer to obtain compositions 1-a, 1-b, and 1-c, respectively.
[0366] [Table 1]
[0367] (Preparation of curable compositions 2-a to 2-d) To a portion of composition A, 120 parts by mass of tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer (PFA) microparticles with an average particle size of 30 μm were added and mixed in a planetary mixer to uniformly disperse the PFA microparticles, thereby obtaining curable composition 2-d. Next, composition A was added to the curable composition 2-d in amounts of 30, 50, and 100 parts by mass of PFA microparticles, and the mixture was uniformly mixed with a stirrer to obtain compositions 2-a, 2-b, and 2-c, respectively.
[0368] [Table 2]
[0369] (Preparation of curable compositions 3-a to 3-d) Composition B was prepared by weighing 100 parts by mass of base compound (B), which is a non-silane compound, 13.5 parts by mass of compound (C) as a crosslinking agent, and 1 part by mass of a xylene solution containing 2% of a Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane as a curing catalyst into a glass container for mixing, stirring and mixing. Compound (B) CH2=CHCH2OCH2CF2(OC2F4) n -(OCF2) m -CF2CH2OCH2CH=CH2(n=20,m=18) Compound (C) TIFF2026131588000028.tif4155 120 parts by mass of PTFE microparticles with an average particle size of 0.1 μm were added to a portion of composition B and mixed in a planetary mixer to uniformly disperse the PTFE microparticles and obtain curable composition 3-d. Next, composition A was added to the curable composition 3-d in amounts of 30, 50, and 100 parts by mass of PTFE microparticles, and the mixture was uniformly mixed with a stirrer to obtain compositions 3-a, 3-b, and 3-c, respectively.
[0370] [Table 3]
[0371] (Preparation of curable compositions 4-a to 4-d) Fifty parts by mass of hydrophobic silica particles with an average particle size of 0.2 μm were added to a portion of composition A and mixed in a planetary mixer to uniformly disperse the hydrophobic silica particles, thereby obtaining curable composition 4. Next, composition A was added to the curable composition 4 in amounts of 10, 20, 30, and 40 parts by mass of hydrophobic silica particles, and the mixture was uniformly mixed with a stirrer to obtain compositions 4-a, 4-b, 4-c, and 4-d, respectively.
[0372] [Table 4]
[0373] (Evaluation test) 1. Room temperature evaluation The obtained curable composition was applied to a glass-like surface with an applicator to a thickness of 200 μm, and after standing at room temperature for 24 hours, the curability of the applied material was evaluated by touch. (Evaluation Criteria) 1: It's not hardened yet; it will transfer if you touch it with your finger. 2: Once hardened, it doesn't transfer or become sticky even when pressed with a finger.
[0374] 2.Applicability The resulting curable composition was placed in a dispenser syringe, and a straight line was drawn on the glass using an air dispenser. Then, the liquid was cured with the glass plate tilted at a 90° angle, and the change in the shape of the drawn line was evaluated. (Evaluation Criteria) 1: The liquid is dripping and not maintaining a linear shape. 2: The liquid is too thick, and the lines are not drawn with a uniform width. 3: It hardened without dripping, maintaining the painted appearance.
[0375] 3. Withstand voltage The obtained curable composition was applied to an aluminum substrate to a thickness of 100 μm and a length of 10 cm, and left to stand at room temperature for one week to obtain a cured product for dielectric strength measurement. With the obtained cured product attached to the aluminum plate, electrodes of a dielectric strength meter were placed above and below it, and a voltage was applied to evaluate the dielectric breakdown voltage at which dielectric breakdown occurred in the thickness direction of the cured product. Evaluations were performed at three locations, and the average value of the three valid points was taken as the dielectric breakdown voltage.
[0376] The evaluation results for each curable composition are shown in the table below.
[0377] [Table 5] [Industrial applicability]
[0378] The curable compositions of this disclosure can be suitably used to form cured layers on a wide variety of substrates.
Claims
1. Component (A): A fluoropolyether group-containing silane compound containing a fluoropolyether group and a hydrolyzable silyl group, Ingredient (B): Crosslinking agent, Component (C): Catalyst, and Component (D): Fluorine-containing resin particles A curable composition containing the following:
2. The curable composition according to claim 1, wherein the fluororesin constituting the fluororesin particles is polytetrafluoroethylene, tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer, tetrafluoroethylene / hexafluoropropylene copolymer, ethylene / tetrafluoroethylene copolymer, ethylene / tetrafluoroethylene / hexafluoropropylene copolymer, polychlorotrifluoroethylene, chlorotrifluoroethylene / tetrafluoroethylene copolymer, ethylene / chlorotrifluoroethylene copolymer, polyvinylidene fluoride, vinylidene fluoride / tetrafluoroethylene copolymer, or polyvinyl fluoride.
3. The curable composition according to claim 1, wherein the fluorine-containing resin constituting the fluorine-containing resin particles is polytetrafluoroethylene or a tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer.
4. The curable composition according to claim 1, wherein the average particle size of the fluororesin particles is 0.01 to 100 μm.
5. The surface area of the fluororesin particles is 10 to 400 m². 2 The curable composition according to claim 1, wherein the amount is / g.
6. The fluoropolyether group-containing silane compound is defined by the following formula (1) or (2): 【Chemistry 1】 [In the formula: R F1 Each of them is independent of Rf 1 -R F -O q - and; R F2 is -Rf 2 p -R F -O q -; Rf 1 Each of these C atoms may be independently substituted with one or more fluorine atoms. 1-16 It is an alkyl group; Rf 2 C may be substituted with one or more fluorine atoms. 1-6 It is an alkylene group; R F Each of these is independently a divalent fluoropolyether group; p is either 0 or 1; q is either 0 or 1, independently of each other; R Si Each of these is independently a monovalent group containing a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a Si atom to which a monovalent organic group is bonded; at least one R Si This is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded; X A Each of these is independently a single bond or a divalent to decavalent organic group; α is an integer between 1 and 9; β is an integer between 1 and 9; Each of the γ values is an independent integer between 1 and 9. The curable composition according to claim 1, which is at least one fluoropolyether group-containing compound represented by .
7. R F Each of these is independently expressed in the formula: -(OC 6 F 12 ) a -(OC 5 F 10 ) b -(OC 4 F 8 ) c -(OC 3 R Fa 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f - [In the formula, R Fa These are, independently, a hydrogen atom, a fluorine atom, or a chlorine atom. a, b, c, d, e, and f are each independent integers between 0 and 200, the sum of a, b, c, d, e, and f is 1 or greater, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary within the expression. The curable composition according to claim 6, wherein the group is represented by .
8. Rf 1 Each of them is independent of C 1-16 It is a perfluoroalkyl group, Rf 2 Each of them is independent of C 1-6 It is a perfluoroalkylene group, R Fa The curable composition according to claim 6, wherein is a fluorine atom.
9. R F Each occurrence independently satisfies the following equations (f1), (f2), (f3), (f4), (f5), or (f6): -(OC 3 F 6 ) d -(OC 2 F 4 ) e - (f1) [In the formula, d is an integer between 1 and 200, and e is 0 or 1.] -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f - (f2) [In the formula, c and d are each independent integers between 0 and 30; e and f are each independent integers between 1 and 200; The sum of c, d, e, and f is an integer between 10 and 200; The order of existence of each repeating unit, which is subscripted c, d, e, or f and enclosed in parentheses, is arbitrary within the formula. -(R 6 -R 7 ) g -R 9 - (f3) [In the formula, R 6 OCF 2 or OC 2 F 4 And; R 7 OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 It is a group selected from these groups, or a combination of two or three groups selected from these groups; R 9 is a single bond or OCF 2 , OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 is a group selected from these groups or a combination of two or three groups selected from these groups; g is an integer between 2 and 100. -(R 6 -R 7 ) g -R r -(R 7’ -R 6’ ) g’ - (f4) [In the formula, R 6 OCF 2 or OC 2 F 4 And, R 7 OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. R 6’ OCF 2 or OC 2 F 4 And, R 7’ OC 2 F 4 , OC 3 F 6 , OC 4 F 8 , OC 5 F 10 and OC 6 F 12 It is a group selected from these groups, or a combination of two or three groups selected independently from these groups. g is an integer between 2 and 100. g' is an integer between 2 and 100. R r teeth, 【Chemistry 2】 (In the formula, * indicates the bonding position.) That is. -(OC 6 F 12 ) a -(OC 5 F 10 ) b -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f - (f5) [In the formula, e is an integer between 1 and 200, a, b, c, d, and f are each independent integers between 0 and 200, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.] -(OC 6 F 12 ) a -(OC 5 F 10 ) b -(OC 4 F 8 ) c -(OC 3 F 6 ) d -(OC 2 F 4 ) e -(OCF 2 ) f - (f6) [In the formula, f is an integer between 1 and 200, a, b, c, d, and e are each independent integers between 0 and 200, and the order of existence of each repeating unit enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.] The curable composition according to claim 6, wherein the group is represented by .
10. R F1 and R F2 The curable composition according to claim 6, wherein the chain is linear.
11. R Si This is expressed by the following formulas (S1), (S2), (S3), (S4), (S5), or (S6): 【Transformation 3】 [In the formula: R 11 Each instance is independently either a hydroxyl group or a hydrolyzable group; R 12 Each instance is independently either a hydrogen atom or 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 instance is independently either a single bond or a divalent organic group; R 13 Each instance is independently either a hydrogen atom or a monovalent organic group; t is an integer greater than or equal to 2, independently in each occurrence; R 14 Each instance independently represents a hydrogen atom, a halogen atom, or -X. 11 -SiR 11 n1 R 12 3-n1 And; R 15 Each instance independently consists of a single bond, an oxygen atom, a C1-C6 alkylene group, or a C1-C6 alkylene oxy group; R a1 In each occurrence, independently, -Z 1 -SiR 21 p1 R 22 q1 R 23 r1 And; Z 1 Each instance is independently either an oxygen atom or a divalent organic group; R 21 In each occurrence, independently, -Z 1’ -SiR 21’ p1’ R 22’ q1’ R 23’ r1’ And; R 22 Each instance is independently either a hydroxyl group or a hydrolyzable group; R 23 Each instance is independently either a hydrogen atom or a monovalent organic group; p1 is an integer between 0 and 3, independently in each occurrence; q1 is an integer between 0 and 3, independently in each occurrence; r1 is an integer between 0 and 3, independently in each occurrence; The sum of p1, q1, and r1 is SiR 21 p1 R 22 q1 R 23 r1 In terms of units, it is 3; Z 1’ Each instance is independently either an oxygen atom or a divalent organic group; R 21’ In each occurrence, independently, -Z 1” -SiR 22” q1” R 23” r1” And; R 22’ Each instance is independently either a hydroxyl group or a hydrolyzable group; R 23’ Each instance is independently either a hydrogen atom or a monovalent organic group; p1' is an integer between 0 and 3, independently in each occurrence; q1' is an integer between 0 and 3, independently in each occurrence; r1' is an integer between 0 and 3, independently in each occurrence; The sum of p1', q1', and r1' is SiR 21’ p1’ R 22’ q1’ R 23’ r1’ In terms of units, it is 3; Z 1” Each instance is independently either an oxygen atom or a divalent organic group; R 22” Each instance is independently either a hydroxyl group or a hydrolyzable group; R 23” Each instance is independently either a hydrogen atom or a monovalent organic group; q1'' is an integer between 0 and 3, independently in each occurrence; r1'' is an integer between 0 and 3, independently in each occurrence; The sum of q1" and r1" is SiR 22” q1” R 23” r1” In terms of units, it is 3; R b1 Each instance is independently either a hydroxyl group or a hydrolyzable group; R c1 Each instance is independently either a hydrogen atom or a monovalent organic group; k1 is an integer between 0 and 3, independently in each occurrence; l1 is an integer between 0 and 3, independently in each occurrence; m1 is an integer between 0 and 3, independently in each occurrence; The sum of k1, l1, and m1 is SiR a1 k1 R b1 l1 R c1 m1 In terms of units, it is 3; R d1 In each occurrence, independently, -Z 2 -CR 31 p2 R 32 q2 R 33 r2 And; Z 2 Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R 31 In each occurrence, independently, -Z 2’ -CR 32’ q2’ R 33’ r2’ And; R 32 In each occurrence, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And; R 33 Each instance is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group; p2 is an integer between 0 and 3, independently in each occurrence; q2 is an integer between 0 and 3, independently in each occurrence; r² is an integer between 0 and 3, independently in each occurrence; The sum of p2, q2, and r2 is SiR 31 p2 R 32 q2 R 33 r2 In terms of units, it is 3; Z 2’ Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R 32’ In each occurrence, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And; R 33’ Each instance is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group; q2' is an integer between 0 and 3, independently in each occurrence; r²' is an integer between 0 and 3, independently in each occurrence; The sum of q2' and r2' is SiR 32’ q2’ R 33’ r2’ In terms of units, it is 3; Z 3 Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R 34 Each instance is independently either a hydroxyl group or a hydrolyzable group; R 35 Each instance is independently either a hydrogen atom or a monovalent organic group; n² is an integer between 0 and 3, independently in each occurrence; R e1 In each occurrence, independently, -Z 3 -SiR 34 n2 R 35 3-n2 And; R f1 Each instance is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group; k2 is an integer between 0 and 3, independently in each occurrence; l2 is an integer between 0 and 3, independently in each occurrence; m² is an integer between 0 and 3, independently in each occurrence; The sum of k2, l2, and m2 is CR d1 k2 R e1 l2 R f1 m2 In terms of units, it is 3; R g1 and R h1 In each occurrence, independently, -Z 4 -SiR 11 n1 R 12 3-n1 , -Z 4 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 4 -CR d1 k2 R e1 l2 R f1 m2 And; Z 4 Each instance is independently a single bond, an oxygen atom, or a divalent organic group; R k1 Each of them is independent of -Z 5 -SiR 11 n1 R 12 3-n1 , -Z 5 -SiR a1 k1 R b1 l1 R c1 m1 , -Z 5 -CR d1 k2 R e1 l2 R f1 m2 , or -Z 5 -NR g1 R g2 And, Z 5 Each of these is independently a single bond, an oxygen atom, or a divalent organic group; However, in formulas (S1), (S2), (S3), (S4), (S5), and (S6), there is at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded. The curable composition according to claim 6, wherein the group is represented by .
12. X A Each of these is independently a single bond or a divalent organic group. The curable composition according to claim 6, wherein α, β, and γ are 1.
13. The curable composition according to claim 1, wherein the average molecular weight of the fluoropolyether group-containing compound is 1,000 to 8,000.
14. The aforementioned crosslinking agent is given by formula (B1): (R) g1 -O) δ -Si-R g2 4-δ (B1) [In formula; R g1 Each instance is independently either a hydrogen atom or a monovalent organic group; R g2 Each of these is independently a monovalent organic group; δ is an integer between 2 and 4. The curable composition according to claim 1, wherein the compound is represented by [the specified compound].
15. The curable composition according to claim 1, wherein the crosslinking agent is tetraethoxysilane, tetramethoxysilane, methyltriethoxysilane, methyltrimethoxysilane, dimethyldimethoxysilane, dimethyltrimethoxysilane, aminopropyltriethoxysilane, aminopropyltrimethoxysilane, tridecafluoro-n-octyltriethoxysilane, or tridecafluoro-n-octyltrimethoxysilane.
16. The curable composition according to claim 1, wherein the catalyst is an acid, a base, a transition metal, an organic amine catalyst, or a metal complex selected from tin catalysts, titanium catalysts, zirconia catalysts, and bismuth catalysts.
17. The curable composition according to claim 1, wherein the catalyst is acetic acid, trifluoroacetic acid, ammonia, triethylamine, diethylamine, Ti, Ni, Sn, di-n-butyltin (IV) dilaurate, titanium diisopropoxybis(ethyl acetate), titanium tetra-n-butoxide, titanium tetra-2-ethylhexoxide, titanium tetraacetylacetonate, zirconium tetraacetylacetonate, zirconium tetra-n-butoxide, zirconium dibutoxybis(ethyl acetate), tetraisopropaxititanate, or bismastris(2-ethylhexanoate).
18. The curable composition according to claim 1, wherein the content of the fluoropolyether group-containing silane compound is 5 to 95 parts by mass with respect to 100 parts by mass of the total of components (A) to (D).
19. The curable composition according to claim 1, wherein the content of the fluororesin particles is 5 to 120 parts by mass per 100 parts by mass of component (A).
20. The curable composition according to claim 1, wherein the content of the fluororesin particles is 30 to 100 parts by mass per 100 parts by mass of component (A).
21. The curable composition according to claim 1, wherein the content of the crosslinking agent is 0.1 to 20 parts by mass per 100 parts by mass of component (A).
22. The curable composition according to claim 1, wherein the content of the catalyst is 0.1 to 20 parts by mass per 100 parts by mass of component (A).
23. The fluoropolyether group-containing silane compound is (CH) 3 O) 3 -Si-CH 2 CH 2 CH 2 -NHCO-CF 2 -(CF) 2 CF 2 O) n -(CF) 2 O) m -CONH-CH 2 CH 2 CH 2 -Si-(OCH 2 CH 3 ) 3 [n is an integer between 1 and 200; m is an integer between 1 and 200. This is a fluoropolyether group-containing silane compound represented by the following: The aforementioned crosslinking agent is tetraethoxysilane. The catalyst is tetraisopropaxititanate, The fluorine-containing resin constituting the aforementioned fluorine-containing resin particles is polytetrafluoroethylene or tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer. The amount of the fluororesin particles is 30 to 100 parts by mass per 100 parts by mass of component (A). The amount of the crosslinking agent is 1 to 3 parts by mass per 100 parts by mass of component (A). The content of the catalyst is 1 to 3 parts by mass per 100 parts by mass of component (A). The curable composition according to claim 1.
24. The curable composition according to claim 1, having a viscosity of 1 to 100 Pa·s.
25. The curable composition according to claim 1, further containing a solvent.
26. A cured product obtained from the curable composition according to any one of claims 1 to 25.
27. An article comprising a base material and a layer formed on the surface of the base material from a curable composition according to any one of claims 1 to 25.
Citation Information
Patent Citations
Curable composition
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Curable composition
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