Monomer composition

JP2026141192APending Publication Date: 2026-09-04NOF CORP
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Application Number
JP2025027623
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-02-25
Publication Date
2026-09-04

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【0013】 本発明によれば、酸触媒不要の常温硬化によって強固な被膜を形成可能であり、洗浄耐久性、撥油性および油拭取性を発揮できるモノマー組成物を提供することである。

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Abstract

Provided is a monomer composition that can form a strong coating by room-temperature curing without requiring an acid catalyst, and can exhibit cleaning durability, oil repellency and oil wipeability. Solution: The monomer composition contains 0.001 to 30 mass% of an alkyl ester alkoxysilane (A) represented by formula (1), and 70 to 99.99 mass% of a solvent (B) having a boiling point of 50 to 200°C. Chemical Formula 1 (R 1 , R 2 and R 3 are each independently an alkoxy group having 1 to 4 carbon atoms or a hydroxy group, and R 4 and R 5 are each independently an alkylene group having 1 to 10 carbon atoms, R 6 is an alkylene group having 1 to 5 carbon atoms, R 7 is a hydrogen atom or a methyl group, R 8 is a hydrocarbon group having 12 to 24 carbon atoms, and a is 0 or 1.)
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Description

[Technical Field]

[0001] This invention relates to monomer compositions. [Background technology]

[0002] Alkoxysilanes possess high water repellency, forming a hydrophobic film on surfaces by bonding their alkoxy moieties with hydroxyl groups in glass and metals. Therefore, they are used as the main component of water-repellent coatings for glass and other materials. Examples of alkoxysilanes used in water-repellent agents include perfluoroalkylalkoxysilanes, long-chain alkyl alkoxysilanes, and silicone-based alkoxysilanes.

[0003] For example, perfluoroalkyl alkoxysilanes, such as those described in Patent Document 1, exhibit high water repellency and cleaning durability compared to long-chain alkyl alkoxysilanes and silicone alkoxysilanes, but they have high environmental persistence, raising concerns about usage restrictions. Therefore, there is a need for water repellents that are non-perfluoroalkyl and possess high water repellency and cleaning durability.

[0004] Examples of non-fluorinated alkoxysilanes used as water repellents include long-chain alkyl alkoxysilanes described in Patent Document 2 and silicone alkoxysilanes described in Patent Document 3.

[0005] Furthermore, when using these water-repellent coating agents, a method of heat curing at 70°C or higher is also known to form a stronger film (Patent Document 4). [Prior art documents] [Patent Documents]

[0006] [Patent Document 1] Japanese Patent Publication No. 2021-63057 [Patent Document 2] Japanese Patent Publication No. 2021-123678 [Patent Document 3] Japanese Patent Publication No. 2024-3104 [Patent Document 4] Japanese Patent Publication No. 2024-96808 [Overview of the project] [Problems that the invention aims to solve]

[0007] However, the inventors found that long-chain alkyl alkoxysilanes (Patent Document 2) and silicone alkoxysilanes (Patent Document 3) sometimes did not provide sufficient cleaning durability depending on the method of use. That is, for example, when used on automobile windshields where high water-repellent performance is required, the water-repellent properties and the ability to wipe away oil stains may decrease after washing with detergent.

[0008] Furthermore, regarding the method of obtaining a strong coating by heat curing as shown in Patent Document 4, there were cases where heat curing was difficult due to equipment limitations. When heat curing is not possible, room temperature curing must be performed, but this usually requires the use of an acid catalyst. In this case, if proper treatment is not performed during application or post-treatment, there is a risk that rust may form on metal parts due to the effects of the acid catalyst.

[0009] The object of the present invention is to provide a monomer composition that can form a strong film by room-temperature curing without the need for an acid catalyst, and that exhibits cleaning durability, oil repellency, and oil wiping properties. [Means for solving the problem]

[0010] In view of the above problems, the inventors have conducted diligent studies and have found that a water-repellent composition containing an alkyl ester alkoxysilane represented by general formula (1) can form a strong film by room-temperature curing without the need for an acid catalyst, and can provide a monomer composition that exhibits cleaning durability, oil repellency, and oil wiping properties.

[0011] In other words, the present invention is as follows. [1] A monomer composition, characterized by containing 0.001 to 30% by mass of an alkyl ester alkoxysilane (A) represented by the following formula (1), and 70 to 99.99% by mass of a solvent (B) having a boiling point of 50 to 200°C.

Chemical Formula

[0012] [2] The monomer composition according to [1], characterized by further containing 0.001 to 5% by mass of a base catalyst (C).

Effects of the Invention

[0013] According to the present invention, there is provided a monomer composition that can form a strong coating by room-temperature curing without requiring an acid catalyst, and can exhibit cleaning durability, oil repellency, and oil wiping properties.

Mode for Carrying Out the Invention

[0014] Hereinafter, embodiments of the present invention will be described. <Alkyl ester alkoxysilane (A)> The alkyl ester alkoxysilane (A) is represented by the following general formula (1).

[0015]

Chemical Formula

[0016] In formula (1), R 1 , R 2 and R 3 are each independently an alkoxy group having 1 to 4 carbon atoms or a hydroxy group. From the viewpoint of washing durability, an alkoxy group having 1 to 2 carbon atoms is more preferred.

[0017] R 4 and R 5 are each independently an alkylene group having 1 to 5 carbon atoms; from the viewpoint of washing durability, it is more preferred that each is independently an alkylene group having 2 to 3 carbon atoms. Provided that when a=0, R 4 does not exist.

[0018] R 6 is an alkylene group having 1 to 5 carbon atoms, and from the viewpoint of raw material availability, an alkylene group having 2 to 3 carbon atoms is more preferred.

[0019] R 7 is a hydrogen atom or a methyl group, and from the viewpoint of raw material availability, a hydrogen atom is more preferred.

[0020] R 8The alkyl group is a linear or branched alkyl group having 12 to 24 carbon atoms. From the viewpoint of water repellency, alkyl groups having 16 to 24 carbon atoms are preferred, and from the viewpoint of workability, alkyl groups having 16 to 22 carbon atoms with low crystallinity are more preferred. a can be 0 or 1, but 0 is more preferable from the viewpoint of wash durability.

[0021] <Method for producing alkyl ester alkoxysilane (A) of the present invention> The method for producing the alkyl ester alkoxysilane (A) of the present invention is not particularly limited, but one example is a method in which an alkyl acrylate and an amino group-containing silane compound are subjected to a Michael addition reaction in an organic solvent. By removing the organic solvent from the resulting mixture, the alkyl ester alkoxysilane (A) of the present invention can be obtained.

[0022] As the alkyl acrylates mentioned above, long-chain alkyl acrylates having 12 to 24 carbon atoms are preferred, such as lauryl acrylate, myristyl acrylate, pentadecyl acrylate, palmityl acrylate, stearyl acrylate, and arachidyl acrylate.

[0023] Examples of the above amino group-containing silane compounds include 3-aminopropyltrimethoxysilane and N-(3-aminoethyl)-3-aminopropyltrimethoxysilane.

[0024] The above organic solvents are not particularly limited as long as they are compatible with both the alkyl acrylate and the amino group-containing silane compound, but examples include hydrocarbon solvents, alcohol solvents, and ketone solvents. For example, acetone, methyl ethyl ketone, methyl isobutyl ketone, ethanol, n-propanol, isopropyl alcohol, tert-butyl alcohol, tert-amyl alcohol, propylene glycol, dipropylene glycol monomethyl ether, tetrahydrofuran, toluene, n-hexane, n-heptane, cyclohexane, and methylcyclohexane. From the viewpoint of solvent removal after synthesis, a boiling point of 120°C or lower is more preferable, for example, acetone, methyl ethyl ketone, methyl isobutyl ketone, ethanol, n-propanol, isopropyl alcohol, tert-butyl alcohol, tert-amyl alcohol, tetrahydrofuran, toluene, n-hexane, n-heptane, cyclohexane, and methylcyclohexane. These organic solvents may be used individually or in combination of two or more.

[0025] The reaction temperature for the Michael addition reaction is 10 to 120°C, with 25 to 120°C being preferred from the viewpoint of reactivity, and 10 to 80°C being preferred from the viewpoint of suppressing by-products.

[0026] <Solvent (B)> The solvent (B) contained in the composition of the present invention may be any solvent with a boiling point of 50 to 200°C, and may be any solvent that dissolves alkyl ester alkoxysilane. Examples include acetone (56°C; the temperature in parentheses below indicates the boiling point), methyl ethyl ketone (80°C), methyl isobutyl ketone (80°C), ethanol (78°C), n-propanol (97°C), isopropyl alcohol (83°C), tert-butyl alcohol (83°C), tert-amyl alcohol (102°C), propylene glycol (188°C), dipropylene glycol monomethyl ether (188°C), ethyl acetate (77°C), butyl acetate (126°C), tetrahydrofuran (66°C), toluene (110°C), n-hexane (69°C), n-heptane (94°C), cyclohexane (81°C), methylcyclohexane (100°C), and the like.

[0027] Among these, from the viewpoint of the reactivity between the base material and alkyl ester alkoxysilane (A), it is more preferable that the boiling point of the solvent be 80 to 120°C. Preferred examples include methyl ethyl ketone (80°C), methyl isobutyl ketone (80°C), n-propanol (97°C), isopropyl alcohol (83°C), tert-butyl alcohol (83°C), tert-amyl alcohol (102°C), toluene (110°C), n-heptane (94°C), cyclohexane (81°C), and methylcyclohexane (100°C), with tert-amyl alcohol (102°C) being more preferred. These solvents may be used individually or in combination of two or more.

[0028] <Base catalyst (C)> Examples of base catalysts (C) that can be contained in the monomer composition of the present invention include alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, calcium hydroxide, and barium hydroxide, and aqueous solutions thereof; and tertiary amines such as triethylamine, tributylamine, N,N-diisopropylethylamine, tetramethylethylenediamine, pyridine, N,N-dimethyl-4-aminopyridine, 1,8-diazabicyclo[5.4.0]undeca-7-ene, and 1,5-diazabicyclo[4.3.0]-5-nonene.

[0029] From the viewpoint of reaction efficiency between the alkyl ester alkoxysilane (A) and the material to be treated, amines such as triethylamine, tributylamine, N,N-diisopropylethylamine, tetramethylethylenediamine, pyridine, N,N-dimethyl-4-aminopyridine, 1,8-diazabicyclo[5.4.0]undeca-7-ene, and 1,5-diazabicyclo[4.3.0]-5-nonene are preferred.

[0030] <Composition of monomer composition> The content of alkyl ester alkoxysilane (A) in the monomer composition of the present invention shall be 0.001 to 30% by mass of the total water-repellent composition in terms of effective content. However, the total amount of the monomer composition is defined as 100% by mass. If the content of alkyl ester alkoxysilane (A) is less than 0.001% by mass, the water repellency of the composition will decrease, so it should be 0.001% by mass or more, preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and still preferably 1% by mass or more. Furthermore, if the content of alkyl ester alkoxysilane (A) exceeds 30% by mass, the appearance of the substrate will deteriorate, so it should be 30% by mass or less, preferably 20% by mass or less, more preferably 10% by mass or less, and still preferably 5% by mass or less.

[0031] The content of solvent (B), which has a boiling point of 50 to 200°C, shall be 70 to 99.99% by mass. The content of solvent (B) shall preferably be 80% by mass or more, more preferably 90% by mass or more, and even more preferably 95% by mass or more. Furthermore, the content of solvent (B) shall be 99.99% by mass or less, preferably 99.9% by mass or less, more preferably 99.5% by mass or less, and even more preferably 99% by mass or less.

[0032] Furthermore, if the base catalyst (C) is further included in the monomer composition, the content of the base catalyst (C) should be 0.001 to 5% by mass. Preferably, the content of the base catalyst (C) should be 1% by mass or more, and more preferably 0.01% by mass or more. Also, preferably, the content of the base catalyst (C) should be 1% by mass or less, and more preferably 0.5% by mass or less.

[0033] The monomer composition of the present invention may optionally contain other components, as long as they do not hinder the effects of the present invention. Examples of other components include higher alcohols, lower alcohols, polyhydric alcohols, alkylalkoxysilanes, silicones, thickeners, and preservatives. From the viewpoint of water repellency, alkylalkoxysilanes are preferred, and alkylalkoxysilanes having 12 to 22 carbon atoms are more preferred. The other components may be used individually or in combination of two or more. Furthermore, the content of other components in the monomer composition is preferably 10% by mass or less, and more preferably 1% by mass or less.

[0034] The monomer composition of the present invention can be applied to various materials such as paper, cloth, metals and oxides, leather, resins, wood, glass, resin films, ceramics, and stone, as well as to the surface of coatings applied to these substrates with various paints. It is preferably applied to paper, metal, and glass, and more preferably to glass.

[0035] The monomer composition of the present invention can be used, for example, as a surface protective material for various substrates, a heat-resistant agent, a weather-resistant agent, a water-repellent agent, a corrosion inhibitor, and a stain-resistant agent, and is particularly preferred for use as a water-repellent agent. [Examples]

[0036] The present invention will be described in more detail below with reference to examples and comparative examples. The alkyl ester alkoxysilanes (A) used in the following synthesis examples are shown in Table 1 below.

[0037] [Table 1]

[0038] <Method for identifying the structure> 1 The structure of each product was identified by 1H-NMR. In this process, each product was dissolved in CDCl3 solvent. 1 The structure was confirmed using 1H-NMR (400 MHz, deuterated chloroform, tetramethylsilane internal standard), and it was confirmed that the purity was 98% or higher.

[0039] <Synthesis example (A-1)> In a 1 L four-necked flask fitted with a thermometer, stirrer, and Liebig condenser, 50 g of lauryl acrylate, 28 g of 3-aminopropyltrimethoxysilane, 156 g of cyclohexane, and 156 g of tert-amyl alcohol were charged, and the mixture was heated in a water bath until the internal temperature reached 50°C. After stirring for 16 hours following the internal temperature reaching 50°C, the mixture was dried under reduced pressure at 40°C and 20 torr using an evaporator to completely remove the solvent and obtain alkyl ester alkoxysilane (A-1) shown in Table 1.

[0040] <Synthesis example (A-2)> In a 1 L four-necked flask fitted with a thermometer, stirrer, and Liebig condenser, 50 g of stearyl acrylate, 28 g of 3-aminopropyltrimethoxysilane, 156 g of cyclohexane, and 156 g of tert-butyl alcohol were charged, and the mixture was heated in a water bath until the internal temperature reached 50°C. After stirring for 16 hours once the internal temperature of the reaction mixture reached 50°C, the mixture was dried under reduced pressure at 40°C and 20 torr using an evaporator to completely remove the solvent and obtain alkyl ester alkoxysilane (A-2). 1 We confirmed that (A-2) was synthesized using 1H-NMR.

[0041] The following describes alkyl ester alkoxysilane (A-2) obtained by synthesizing stearyl acrylate and 3-aminopropyltrimethoxysilane. 1 These are the measurement results obtained using 1H-NMR. 1 H-NMR, δ (ppm): 4.07(2H), 3.57(9H), 2.87(2H), 2.61(2H) 2.51(2H), 1.61(2H), 0.65(2H).

[0042] <Synthesis example (A-3)> In a 1 L four-necked flask fitted with a thermometer, stirrer, and Liebig condenser, 50 g of behenyl acrylate, 28 g of 3-aminopropyltrimethoxysilane, 156 g of cyclohexane, and 156 g of tert-butyl alcohol were charged, and the mixture was heated in a water bath until the internal temperature reached 50°C. After stirring for 16 hours following the internal temperature reaching 50°C, the mixture was dried under reduced pressure at 40°C and 20 torr using an evaporator to completely remove the solvent and obtain alkyl ester alkoxysilane (A-3). 1 We confirmed that (A-3) was synthesized using 1H-NMR.

[0043] <Synthesis example (A-4)> In a 1 L four-necked flask fitted with a thermometer, stirrer, and Liebig condenser, 50 g of stearyl acrylate, 28 g of N-2-(aminoethyl)-3-aminopropyltrimethoxysilane, 156 g of cyclohexane, and 156 g of tert-butyl alcohol were charged, and the mixture was heated in a water bath until the internal temperature reached 50°C. After stirring for 16 hours once the internal temperature of the reaction mixture reached 50°C, the mixture was dried under reduced pressure at 40°C and 20 torr using an evaporator to completely remove the solvent and obtain alkyl ester alkoxysilane (A-4). 1 We confirmed that (A-4) was synthesized using 1H-NMR.

[0044] <Synthesis example (A-5)> In a 1 L four-necked flask fitted with a thermometer, stirrer, and Liebig condenser, 50 g of stearyl acrylate, 28 g of 3-aminopropylethoxysilane, 156 g of cyclohexane, and 156 g of tert-butyl alcohol were charged, and the mixture was heated in a water bath until the internal temperature reached 50°C. After stirring for 16 hours once the internal temperature of the reaction mixture reached 50°C, the mixture was dried under reduced pressure at 40°C and 20 torr using an evaporator to completely remove the solvent and obtain alkyl ester alkoxysilane (A-5). 1 We confirmed that (A-5) had been synthesized using 1H-NMR.

[0045] <Example 1> A monomer composition was obtained by charging 1.0 g of alkyl ester alkoxysilane (A-1) obtained in synthesis example (A-1), 0.05 g of triethylamine (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0046] <Example 2> A monomer composition was obtained by charging 1.0 g of the alkyl ester alkoxysilane (A-2) solution obtained in synthesis example (A-2), 0.05 g of triethylamine (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0047] <Example 3> A monomer composition was obtained by charging 1.0 g of the alkyl ester alkoxysilane (A-3) solution obtained in synthesis example (A-3), 0.05 g of triethylamine (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0048] <Example 4> A monomer composition was obtained by charging 1.0 g of the alkyl ester alkoxysilane (A-4) solution obtained in synthesis example (A-4), 0.05 g of triethylamine (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0049] <Example 5> A monomer composition was obtained by charging 1.0 g of the alkyl ester alkoxysilane (A-5) solution obtained in synthesis example (A-5), 0.05 g of triethylamine (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0050] <Example 6> A monomer composition was obtained by charging 1.0 g of alkyl ester alkoxysilane (A-2) obtained in synthesis example (A-2), 0.05 g of diazabicycloundecene (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0051] <Example 7> A monomer composition was obtained by charging 1.0 g of alkyl ester alkoxysilane (A-2) obtained in synthesis example (A-2), 0.05 g of sodium hydroxide (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0052] <Example 8> A monomer composition was obtained by charging 10.0 g of alkyl ester alkoxysilane (A-2) obtained in synthesis example (A-2), 0.05 g of triethylamine (C), and 89.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0053] <Example 9> A monomer composition was obtained by charging 20.0 g of alkyl ester alkoxysilane (A-2) obtained in synthesis example (A-2), 0.05 g of triethylamine (C), and 79.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0054] <Example 10> A monomer composition was obtained by charging 1.0 g of the alkyl ester alkoxysilane (A-2) obtained in synthesis example (A-2) and 99.0 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0055] <Example 11> A monomer composition was obtained by charging 0.5 g of alkyl ester alkoxysilane (A-2) obtained in synthesis example (A-2), 0.5 g of octadecyltrimethoxysilane (A'-1), 0.05 g of triethylamine (C), and 98.95 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0056] <Comparative Example 1> A monomer composition was obtained by charging 1.0 g of dimethyldimethoxysilane (A'), 0.05 g of triethylamine (C), and 98.5 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0057] <Comparative Example 2> A monomer composition was obtained by charging 1.0 g of hexadecyltrimethoxysilane (A'), 0.05 g of triethylamine (C), and 98.5 g of tert-amyl alcohol (B) into a glass container and stirring at room temperature for 5 minutes.

[0058] The monomer compositions obtained in each example and comparative example were evaluated as described below, and the results are shown in Tables 2 to 4.

[0059] <Fabrication of evaluation boards> Each water-repellent composition from Examples 1-11 and Comparative Examples 1-2 was applied to a glass substrate (MICRO SLIDE GLASS, white-green polished front, size 76 x 26 mm, thickness 1.0-1.2 mm, manufactured by Matsunami Glass Co., Ltd.) using a bar coater (1 / 2 inch diameter, No. 32, manufactured by RD Specialties). After standing for 5 minutes, any unreacted material with the glass was wiped off with a hand towel (soft type, manufactured by Nippon Paper Industries Kurashiru Co., Ltd.) until the glass plate became transparent, and then dried at room temperature for 5 hours to obtain evaluation substrates.

[0060] <Evaluation of water repellency (initial contact angle)> Using an evaluation substrate, 1.5 μL of deionized water was dropped onto the glass surface, and the water contact angle of the droplet was measured using an automatic contact angle meter, DropMasteR501Hi (manufactured by Kyowa Interface Science Co., Ltd.). In this evaluation, a larger contact angle value indicates better water repellency. The evaluation criteria are as follows. ◎: The contact angle is 105° or greater. ○: The contact angle is 95° or greater and less than 105°. ×: The contact angle is less than 95°.

[0061] <Washing durability test: Evaluation of water repellency after washing durability test (contact angle after washing)> The evaluation substrate was washed with 50% detergent water (Stahome F, manufactured by NOF Corporation) and rubbed five times back and forth with a dishwashing sponge (Scotch-Brite Net Sponge, polyester / acrylic net, manufactured by 3M Japan Ltd.) to obtain a cleaned evaluation substrate. Using the evaluation substrate, a 1.5 μL droplet of deionized water was dropped onto the glass surface, and the contact angle of the water was measured using an automatic contact angle meter DropMasteR501Hi (manufactured by Kyowa Interface Science Co., Ltd.). In this evaluation, a larger contact angle value indicates better water repellency. The evaluation criteria for cleaning durability are as follows: ◎: The contact angle of water is 100° or more. ○: The water contact angle is 90° or greater and less than 100°. ×: The water contact angle is less than 90°.

[0062] <Evaluation of oil repellency (contact angle of hexadecane)> Using an evaluation substrate, 1.5 μL of hexadecane was dropped onto the glass surface, and the water contact angle of the droplet was measured using an automatic contact angle meter, DropMasterR501Hi (manufactured by Kyowa Interface Science Co., Ltd.). In this evaluation, a larger contact angle value indicates better oil repellency. The evaluation criteria are as follows. ◎: The contact angle of hexadecane is 30° or greater. ○: The contact angle of hexadecane is 25° or more and less than 30°. ×: The contact angle of hexadecane is less than 25°.

[0063] <Evaluation of oil-wiping properties> Using an evaluation circuit board, a 1cm straight line was drawn on the board surface with an oil-based marker (Mackie Extra Fine, manufactured by Zebra Co., Ltd.). A hand towel (soft type, manufactured by Nippon Paper Kurashiru Co., Ltd.) was then wiped back and forth along the line drawn with the marker, and the number of back-and-forth movements required to wipe away the material was measured. The evaluation criteria are as follows. ◎: The number of wiping strokes is one back and forth. ○: Two or more round trips but less than four round trips. ×: More than 4 round trips.

[0064] [Table 2]

[0065] [Table 3]

[0066] [Table 4]

[0067] The results shown in Tables 2-4 indicate that the compositions of Examples 1-11, which contain the alkyl ester alkoxysilane (A) according to the present invention, exhibited good initial water contact angle, water contact angle after washing, washing durability, hexadecane contact angle, and oil wiping properties when cured at room temperature without the use of an acid catalyst. Examples 2 and 3, in particular, showed high water repellency, oil repellency, and washing durability.

[0068] On the other hand, in Comparative Example 1, where dimethoxysilane was used instead of alkyl ester alkoxysilane (A), the contact angle between water and hexadecane deteriorated, and the cleaning durability and oil wiping properties also worsened.

[0069] In Comparative Example 2, which used hexadecyltrimethoxysilane instead of alkylester alkoxysilane (A), the contact angle between water and hexadecane deteriorated, and the cleaning durability and oil wiping properties also worsened.

Claims

1. A monomer composition characterized by containing 0.001 to 30% by mass of an alkyl ester alkoxysilane (A) represented by the following formula (1), and 70 to 99.99% by mass of a solvent (B) having a boiling point of 50 to 200°C. 【Chemistry 1】 (In formula (1), R 1 , R 2 and R 3 Each of these is independently an alkoxy group or hydroxyl group having 1 to 4 carbon atoms. R 4 and R 5 Each of these is independently an alkylene group having 1 to 10 carbon atoms. R 6 This is an alkylene group having 1 to 5 carbon atoms. R 7 is a hydrogen atom or a methyl group, R 8 This is a hydrocarbon group having 12 to 24 carbon atoms. a is either 0 or 1.

2. The monomer composition according to claim 1, further characterized by containing 0.001 to 5% by mass of a base catalyst (C).

Citation Information

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