JP2822544B2 - Organopolysiloxane composition - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to an organopolysiloxane composition having excellent storage stability.

[Conventional technology]

Organopolysiloxane is excellent in heat resistance, weather resistance, water resistance, corrosion resistance and the like.In recent years, it has coated the surface of aluminum, ceramics, paper, glass, plastics, etc., and has heat resistance, weather resistance, water resistance, It is widely used as a material for improving corrosion resistance and the like.

As such an organopolysiloxane, methylpolysiloxane obtained by hydrolysis and partial polycondensation of methylalkoxysilane has been proposed.

However, organopolysiloxane obtained by hydrolysis and partial polycondensation of methyl trialkoxysilane, the condensation reaction proceeds during storage,
The molecular weight increases, viscosity increases and gelation occurs, and storage stability is poor.

[Problems to be solved by the invention]

The present invention has been made against the background of the conventional technical problems described above, and has excellent hardness, heat resistance, weather resistance, water resistance, corrosion resistance, adhesion, bending workability, etc., and storage stability of a cured product. An object of the present invention is to provide an organopolysiloxane composition which is excellent and has excellent curability at the time of forming a coating film.

[Means for solving the problem]

The present invention relates to (A) a compound represented by the general formula CH ₃ SiX _{3 wherein} X is a halogen atom or an alkoxy group represented by OR ¹ , wherein R ¹ is an alkyl group having 1 to 5 carbon atoms or 1 to 5 carbon atoms. 4 of methylsilane represented by acyl shown by group) (hereinafter partial condensate of "(a) methylsilane" hereinafter) (hereinafter referred to as "methylsilane condensate") and / or the methylsilane of the general formula R ² _a Si (oR ¹ ) _4-a (wherein, R ² represents an organic group having 1 to 8 carbon atoms, a represents 0 or 2, and OR ¹ is the same as described above) and R ³ Si (OR ¹ ) ₃ (wherein R ³ is carbon number 2
8 organic group, at least one organoalkoxysilane (hereinafter referred to as "(a) 'organoalkoxysilane") partially co-condensate (hereinafter "methylsilane co-condensation of R ¹ is represented by the same) in the The above-mentioned methylsilane condensate and methylsilane cocondensate are collectively referred to as “(A)
[Here, the ratio of the component (a) to the component (a) 'is 100 parts by weight of the component (a).
Component 85-0 parts by weight] per 100 parts by weight, (B) the general formula ^{_{R 4 (OH 3) b Si}} (OR 1) in _3-b (wherein, R ⁴ is 3 to 10 carbon atoms
Organic groups, b is 0 or 1, R ¹ is that the same) alkoxysilane represented by (hereinafter "component (B)") 1
An organic product obtained by reacting 25 parts by weight (hereinafter, simply referred to as "specific reaction product") with an organic solvent and water as required to give a total solid concentration of 5 to 80% by weight. A polysiloxane composition is provided.

 Next, the composition of the present invention will be described in detail for each constituent element.

(A) Component Of these, the methylsilane condensate used in the present invention is obtained by subjecting (a) methylsilane represented by the above general formula to hydrolysis and partial polycondensation.

In this (a) methylsilane, X is a chlorine atom,
Halogen atom such as fluorine atom, bromine atom or -OR ¹
Is a group represented by

Here, R ¹ is an alkyl group having 1 to 5 carbon atoms or an acyl group having 1 to 4 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, Examples thereof include an s-butyl group, a t-butyl group, an acetyl group and the like.

Specific examples of (a) methylsilane include methyltrichlorosilane, methyltrimethoxysilane, methyltriethoxysilane, methyltri-n-propoxysilane, methyltri-i-propoxysilane, and methyltri-n-silane.
Butoxysilane, methyltris-butoxysilane, methyltri-t-butoxysilane, methyltriacetoxysilane, and the like.

As the component (A), the (a) methylsilane and at least one kind of (a) ′ organoalkoxy represented by the general formulas R ² _a Si (OR ¹ ) _4-a and R ³ Si (OR ¹ ) ₃ are used. It may be a co-condensate obtained by co-condensing silane.

In the general formula R ² _a Si (OR ¹ ) _4-a , R ² is an organic group having 1 to 8 carbon atoms, for example, a methyl group, an ethyl group, and n
-Propyl group, an alkyl group such as i-propyl group, and other γ-chloropropyl group, vinyl group, 3,3,3-trifluoropropyl group, γ-glycidoxypropyl group, γ-methacryloxypropyl group, γ -A mercaptopropyl group, a phenyl group, a 3,4-epoxycyclohexylethyl group and the like.

In the general formula R ² _a Si (OR ¹ ) _4-a , when a is 0, the (a) ′ organoalkoxysilane is a tetraalkoxysilane represented by the general formula Si (OR ¹ ) ₄ . Since all four bonding points of the silicon atom are provided for the siloxane bond, it can function as a densifying component in the component (A).

Specific examples of the tetraalkoxysilane include tetramethoxysilane, tetraethoxysilane, tetra-n-
Propoxy silane, tetra i-propoxy silane, tetra n-butoxy silane, tetra i-butoxy silane, tetra t-butoxy silane, tetraacetoxy silane, and the like, preferably tetramethoxy silane, tetra ethoxy silane, tetra i-propoxy silane It is.

In the general formula _{^{R 2 a Si (OR 1)}} 4-a, when a is 2, according (a) 'organoalkoxysilane represented by the general formula _{^{R 2 2 Si (OR 1)}} 2 diorgano Since it is a dialkoxysilane and can generate two siloxane bonds for one silicon atom, a highly flexible component having a linear siloxane bond can be contained in the methylsilane cocondensate. .

Specific examples of such diorganodialkoxysilanes include dimethyldimethoxysilane, dimethyldiethoxysilane, dimethyldii-propoxysilane, diethyldimethoxysilane, diethyldiethoxysilane, diethyldii-propoxysilane, di-n-propyldimethoxysilane, n-propyldiethoxysilane, dimethyldiacetoxysilane, di-n-propyldiacetoxysilane and the like.

Furthermore, when an organotrialkoxysilane represented by the general formula R ³ Si (OR ¹ ) ₃ is used as a coating material, a methylsilane co-condensate obtained by R ³ shown in the formula is used for the hardness and adhesion of the coating film. The coating film performance such as water repellency and water repellency can be improved.

The general formula ^{R 3 Si (OR 1) R} 3 in organotrialkoxysilane represented by ₃ is an organic group having 2 to 8 carbon atoms such as ethyl group, n- propyl group, i- propyl group, etc. Alkyl group, other γ-chloropropyl group, vinyl group, 3,3,3-trifluoropropyl group, γ-glycidoxypropyl group, γ-methacryloxypropyl group, γ
-A mercaptopropyl group, a phenyl group, a 3,4-epoxycyclohexyl group and the like.

Specific examples of the organotrialkoxysilane include ethyltrimethoxysilane, ethyltriethoxysilane, n-propyltrimethoxysilane, n-propyltriethoxysilane, i-propyltrimethoxysilane, i-propyltriethoxysilane, γ -Chloropropyltrimethoxysilane, γ-chloropropyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, 3,3,3-trifluoropropyltrimethoxysilane, 3,3,3-trifluoropropyltriethoxysilane Γ-glycidoxypropyltrimethoxysilane,
γ-glycidoxypropyltriethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane, phenyltrimethoxysilane, phenyl Triethoxysilane, γ-aminopropyltrimethoxysilane, 3,4-epoxycyclohexylethylmethoxysilane, 3,4-epoxycyclohexylethyltriethoxysilane, and the like, preferably ethyltrimethoxysilane, ethyltriethoxysilane , N-propyltrimethoxysilane, n-propyltriethoxysilane, i-propyltrimethoxysilane, i-propyltriethoxysilane, γ-chloropropyltrimethoxysilane, γ- Chloropropyltriethoxysilane.

The above-mentioned co-condensation ratio of (a) methylsilane and (a) 'organoalkoxysilane is (a) methylsilane 100
(A) 'organoalkoxysilane 85 to
0 parts by weight, preferably 70 to 0 parts by weight. (A) If the composition obtained when the amount of methylsilane is too small is used as a coating material, the curability of the material is reduced.

The weight average molecular weight of the component (A) in terms of polystyrene is generally 500 to 300,000, preferably 800 to 100,000,
More preferably, it is 1,000 to 50,000, and when it is less than 500 or more than 300,000, when the obtained composition is used as a coating material, the adhesion of the coating film tends to be reduced.

Component (B) The component (B) is added to the component (A) to
The component (A) reacts with and condenses with the silanol groups remaining in the component to reduce the amount of the remaining silanol groups and to improve the storage stability of the composition obtained by the effect of the organic group represented by R ^4. To give.

In the general formula R ⁴ (OH ₃ ) _b Si (OR ¹ ) _3-b , R ⁴ is
An organic group having 3 to 10 carbon atoms, for example, an n-propyl group,
In addition to alkyl groups such as i-propyl and butyl,
-Chloropropyl group, 3,3,3-trifluoropropyl group,
γ-glycidoxypropyl group, γ-methacryloxypropyl group, γ-mercaptopropyl group, phenyl group, 3,
4-epoxycyclohexylethyl group and the like.

When the number of carbon atoms of R ⁴ is less than 3, the effect of improving the storage stability of the resulting composition is small. On the other hand, when the number of carbon atoms exceeds 10, the condensation reactivity of the component (B) is significantly reduced, Moreover, the compatibility with the component (A) also decreases.

In the case where the value of b in the component (B) is 2 or more,
By the condensation reaction with the component (A), all the silanol groups and alkoxy groups in the reaction system are consumed, and the curability of the obtained composition is significantly reduced.

Specific examples of these components (B) include n-propyltrimethoxysilane, n-propyltriethoxysilane, i-propyltrimethoxysilane, i-propyltriethoxysilane, γ-chloropropyltrimethoxysilane, γ- Chloropropyltriethoxysilane, 3,3,3
-Trifluoropropyltrimethoxysilane, 3,3,3-trifluoropropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-methacryloxypropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane, 3,4-epoxycyclohexylethyltrimethoxysilane, 3,4-epoxycyclohexylethyltriethoxysilane, γ-chloro Propylmethyldimethoxysilane, γ-chloropropylmethyldiethoxysilane, γ-
Glycidoxypropylmethyldimethoxysilane, γ-glycidoxymethyldiethoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-methacryloxymethyldiethoxysilane, 3,4-epoxycyclohexylethylmethyldiethoxysilane, etc. Preferably, n-propyltrimethoxysilane, n-propyltriethoxysilane, i-propyltrimethoxysilane, i-propyltriethoxysilane, γ-chloropropyltrimethoxysilane, γ-chloropropyltriethoxysilane , Γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-mercaptopropyltriethoxysilane, γ-mercaptopropyltriethoxysilane, 3,4-epoxycyclohexyl Ethyltrimethoxysilane, and the like 3,4-epoxycyclohexyl ethyl trimethoxy silane, more preferably .gamma. glyceryl citrate trimethoxysilane, .gamma.-glycidoxy -
Propyltriethoxysilane, 3,4-epoxycyclohexylethyltrimethoxysilane, 3,4-epoxycyclohexylethyltriethoxysilane, and the like.

In the present invention, the specific reaction product is the component (A) 100
Component (B) is usually 1 to 25 parts by weight,
Preferably added 2 to 15 parts by weight, preferably 50 ° C. or more,
More preferably, the reaction is carried out at 60 to 80 ° C.

The proportion of the specific reaction product in the composition of the present invention is usually 10 to 100% by weight, preferably 20 to 100% by weight.

(C) Metal oxide sol The composition of the present invention may optionally contain (C) a metal oxide sol.

The metal oxide sol is used for the purpose of increasing the viscosity, improving the heat resistance, hardness and adhesion of the resulting coating film, and further preventing static electricity.

Examples of the component (C) include silica sol, alumina sol, alumina sol, zirconia sol, and the like.

Among them, silica sol (colloidal silica) is an aqueous dispersion of high-purity silicic anhydride, and usually has an average particle diameter of 5 to 30 μm and a solid concentration of about 18 to 30% by weight.
This silica sol usually has a sodium content of 0.005% by weight or less and is in an acidic region, that is, in a pH range of 2 to 6.

Specific examples of such a silica sol include Snowtex O manufactured by Nissan Chemical Industries, Ltd., Cataroid SN manufactured by Catalysis Kasei Kogyo Co., Ltd., Ludox manufactured by DuPont, Syton manufactured by Moncite, and Narco Chemical manufactured by Narco Chemical. Nalcog and the like.

Further, the alumina sol contains 5 to 25% by weight of aluminum oxide (Al ₂ O ₃ ), and nitric acid,
Hydrochloric acid, acetic acid and the like can be used, and those having a particle diameter of 10 to 100 mμ can be exemplified. The alumina sol has an acidic range, preferably a pH in the range of 2-6. Specific examples of such an alumina sol include alumina sol 100, alumina sol 200, and alumina sol 520 manufactured by Nissan Chemical Industries, Ltd.
And the like.

Further, as the titania sol, a dispersion of a hydrolyzate of an alkyl titanate can be exemplified.

Further, the zirconia sol is an aqueous dispersion of zirconium dioxide, or an aqueous solution of zirconium acetate. Examples of such zirconium sol include zirconia sol NZS-20A and zirconia sol acetate manufactured by Nissan Chemical Industries, Ltd. it can.

The proportion of the above component (C) in the composition is from 0 to 70
% By weight.

A filler can be added to the composition of the present invention, if necessary.

Examples of the filler include organic and inorganic pigments. Examples of the organic pigment include First Yellow G, Diazo Yellow, Diazo Orange, Naphthol Red, and Florocyanine Green. Examples of the inorganic pigment include particulate, fibrous metals and alloys and oxides, hydroxides, carbides, nitrides, sulfides, and the like thereof.Specific examples include particulate or fibrous iron and copper. , Aluminum, nickel,
Chromium, lead, silver, zinc, ferrite, carbon black, stainless steel, silicon dioxide, titanium oxide, aluminum oxide, nickel oxide, copper oxide, zinc oxide, lead oxide, chromium oxide, manganese oxide, iron oxide, zirconium oxide, oxide Cobalt, synthetic mullite, kaolin, mica,
Zircon (zirconium silicate), aluminum hydroxide, iron hydroxide, silicon carbide, silicon nitride, boron nitride,
Examples include potassium titanate and molybdenum disulfide, but are not limited thereto.

The average particle size or average length of these fillers is usually
0.05-100 μm, preferably 0.1-70 μm, 0.05 μm
If it is less than m, the viscosity of the composition increases, while if it exceeds 100 μm, the dispersibility of the obtained composition may deteriorate.

The proportion of the filler in the composition is usually from 0 to 70% by weight.

The selection of the filler is performed based on, for example, the following selection depending on the purpose of the coating film to be obtained.

As a filler for making a corrosion-resistant film, silicon dioxide,
Use materials having excellent corrosion resistance, such as titanium oxide, aluminum oxide, chromium oxide, zirconium oxide, synthetic mullite, zircon, silicon carbide, and nitrogen silicon.

As a filler for forming the electric insulating film, an electric insulating metal oxide, carbide or nitride containing no alkali metal is used.

Fillers for making decorative films include iron oxide, titanium dioxide, cobalt oxide, zinc oxide, tin oxide, lead oxide,
Use oxides such as aluminum oxide and stainless steel.

As a filler for forming the heat radiation film, an oxide such as iron oxide, copper oxide, cobalt oxide, manganese oxide, chromium oxide, silicon dioxide, titanium oxide, aluminum oxide, or zircon is used.

As a filler for making a conductive film or a semiconductive film,
Copper, aluminum, nickel, silver, carbon black,
Use tin oxide or the like.

As a filler for forming the heat insulating film, a metal oxide, a hydroxide, a nitride, or the like having a low thermal conductivity is used.

Zinc, lead, chromium, or the like is used as a filler for forming the anticorrosion film.

Stainless steel or the like is used as a filler for forming a weldable film.

Nickel, aluminum, mica, stainless steel, or the like is used as a filler for forming a film having a metallic luster.

In addition, two or more of the above-mentioned fillers can be used in combination in order to form a coating film utilizing the properties of various fillers.

Next, when the composition of the present invention is provided as a coating material or the like, an organic solvent is used for the purpose of improving workability at the time of forming a coating film or mixing the composition of the present invention with another paint pigment or filler. Use

Examples of the organic solvent include methanol, ethanol, n-propyl alcohol, i-propyl alcohol, s-butyl alcohol, t-butyl alcohol, and n
-Pentyl alcohol, neo-pentyl alcohol, n
-Hexyl alcohol, n-heptyl alcohol, methyl cellosolve, ethyl cellosolve, propyl cellosolve, ethylene glycol, propylene glycol, methyl diglyme, ethyl diglyme, tetrahydrofuran, 1,4-dioxane, acetone, methyl ethyl ketone, methyl propyl ketone, methyl n -Butyl ketone,
Examples include methyl isobutyl ketone, acetophenone, benzophenone, benzene, toluene, xylene, ethyl acetate, propyl acetate, butyl acetate, dichloromethane, chloroform, carbon tetrachloride, and various chlorofluorocarbon solvents.

The amount of the organic solvent to be added may be determined as necessary, and may be a mixed solvent of two or more or more solvents.

Further, the composition of the present invention can be mixed with water in addition to the use of the organic solvent.

Furthermore, in order to cure the composition of the present invention faster, a curing accelerator may be used, and in order to cure the composition at a relatively low temperature, it is more effective to use a curing accelerator.

Examples of such a curing accelerator include alkali compounds such as sodium hydroxide and potassium hydroxide; alkyl titanates,
Acidic compounds such as phosphoric acid, p-toluenesulfonic acid and phthalic acid; aliphatic diamines such as ethylenediamine and hexanediamine; aliphatic polyamines such as diethylenetriamine, triethylenetetramine and tetraethylenepentamine; alicyclic compounds such as piperidine and piperazine Amines; aromatic amines such as metaphenylenediamine; ethanolamines, triethylamine, various modified amines used as curing agents for epoxy resins; γ-aminopropyltriethoxysilane, γ- (2-aminoethyl)
-Aminopropyltrimethoxysilane, γ- (2-aminoethyl) -aminopropylmethyldimethoxysilane,
An amine-based silane coupling agent such as γ-anilinopropyltrimethoxysilane, an organic tin compound and the like are used. The proportion of these curing accelerators in the composition is
In the composition of the present invention, it is generally used in an amount of 0.1 to 15% by weight, preferably 0.5 to 10% by weight.

In addition, various surfactants, dyes, and the like can be added to the composition of the present invention.

The total solid content of the composition of the present invention is 5 to 80% by weight, preferably 10 to 50% by weight, particularly preferably 15 to 35% by weight. In some cases, properties such as heat resistance, water resistance, chemical resistance, and weather resistance of a coating film formed by subjecting the composition to a coating may not be exhibited, and a pinhole is generated in the formed coating film. On the other hand, if it exceeds 80% by weight, the solid content concentration is too high and the storage stability of the composition is deteriorated,
Even when the composition is applied to a coating, adverse effects such as difficulty in forming a uniform coating film may occur.

〔Example〕

Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to the following examples.

In the examples, parts and% are by weight unless otherwise specified. Also, various measurements in the examples,
It is as follows.

The weight average molecular weight in terms of polystyrene was measured by gel permeation chromatography (GPC) using tetrahydrofuran as a solvent under the following conditions, and dissolving 1 g of organopolysiloxane in 100 cc of tetrahydrofuran to obtain a sample. The standard polystyrene used was standard polystyrene manufactured by Tosoh Corporation.

Apparatus: High-performance liquid chromatogram (model LC-RID-6A), manufactured by Shimadzu Corporation Column: SHODEXA-8M, manufactured by Showa Denko KK, length 50 cm Measurement temperature; 40 ° C, flow rate: 1 cc / min After the substrate test according to JIS K5400, a tape peeling test was performed three times, and the average was determined.

 The hardness was determined by pencil hardness according to JIS K5400.

Storage stability, sealed storage in a polyethylene bottle,
After storage in a thermostat at 45 ° C. for a certain period, the presence or absence of gelation was visually determined.

Examples 1 to 8 and Comparative Examples 1 to 6 In a reactor equipped with a reflux condenser and a stirrer, 100 parts of methyltrimethoxysilane, alumina sol (aqueous dispersion liquid manufactured by Nissan Chemical Industries, Ltd., solid content concentration 20%) ) 50 parts and i-Propyl alcohol 15 parts were added, heated to 60 ° C and reacted for 4 hours, further added γ-glycidoxypropyltrimethoxysilane 5 parts, heated to 60 ° C and reacted for 20 minutes. ,
Cool to room temperature and add another 100 parts of i-propyl alcohol.
And the weight average molecular weight in terms of polystyrene is 8,000
A composition A containing the specific reaction product was obtained.

In the same manner as described above, by changing the components (A) and (B) as shown in Table 1, the composition (B) of the present invention can be obtained.
F, as well as compositions for comparison.

Further, zirconium silicate and titanium dioxide were added to compositions A and D, respectively, to obtain compositions G and H.

Next, each of the obtained compositions I to I was spray-coated on a degreased aluminum plate (JIS K4000, A2024) and heated at 150 ° C. for 30 minutes to form a cured coating film.

The adhesiveness and hardness of these cured coating films were measured. In addition, the storage stability of various compounds was evaluated. The results are shown in Table 1.

Comparative Examples 7 to 8 In a reactor equipped with a reflux condenser and a stirrer, as shown in Table 2, methyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, silica sol (manufactured by Nissan Chemical Industries, Ltd.) Ethanol dispersion, solid content concentration 20%), i-
Add propyl alcohol and water and heat to 60 ° C for 5
The reaction was carried out for a period of time to obtain compositions Y and T.

The obtained composition was the same as in Examples 1 to 8 and Comparative Examples 1 to 6, in terms of polystyrene equivalent weight average molecular weight by the GPC method,
The adhesiveness, hardness and storage stability were evaluated. The results are shown in Table 2.

[Effect of the Invention] The coating film obtained by providing the composition of the present invention as a coating material has excellent curability and various types of plating such as hot-dip galvanized steel sheet, electro-galvanized steel sheet, aluminum-plated steel sheet, and organic composite plated steel sheet. Steel sheet, chemical conversion treated steel sheet, stainless steel, aluminum, ceramics, cement, fiber,
Paper, glass, plastics (however, fluorine resin,
It is possible to use it for curing for 10 to 120 minutes at 80 to 300 ° C, or for only 1 to 7 days at room temperature. In addition, despite the fact that the composition of the present invention is a hydrolyzable composition containing water,
Storage stability for more than a month can be ensured.

Moreover, the coating film obtained from the composition of the present invention has hardness,
It is excellent in heat resistance, weather resistance, water resistance, corrosion resistance, adhesion and the like.

──────────────────────────────────────────────────の Continued on the front page (58) Field surveyed (Int. Cl. ⁶ , DB name) C08L 83/04 C08K 5/54 C09D 183/04

Claims (1)

(57) [Claims] (A) A compound of the general formula CH ₃ SiX ₃ (wherein X is a halogen atom or a group represented by OR ¹ , wherein R ¹ is an alkyl group having 1 to 5 carbon atoms or 1 to 5 carbon atoms) 4) and / or a partial condensate of methylsilane represented by the general formula R ² _a Si
(OR ¹ ) _4-a (wherein, R ² is an organic group having 1 to 8 carbon atoms, a is 0)
Or 2 wherein R ¹ is as defined above) and R ³ Si (OR ¹ )
₃ (wherein, R ³ is an organic group having 2 to 8 carbon atoms, and R ¹ is the same as described above) and a partial cocondensate with at least one (a) ′ organoalkoxysilane represented by the formula The ratio of the component (a) to the component (a) 'is 85 to 0 parts by weight of the component (a)' per 100 parts by weight of the component (a)]. ^{_{4 (OH 3) b Si (}} oR 1) 3-b ( wherein, R ⁴ is an organic group having 3 to 10 carbon atoms, b is 0 or 1, R ¹ have the same meanings as defined above)
An organopolysiloxane composition in which a reaction product obtained by reacting 1 to 25 parts by weight of an alkoxysilane represented by the formula is mixed with an organic solvent and, if necessary, water to give a total solid concentration of 5 to 80% by weight. Stuff.