JPH10324840A - Fluororubber coating composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a coating composition having excellent properties, stable viscosity, a long pot life and being capable of being freely controlled in its viscosity by including a fluororubber, a coating material stabilizer having a specified structure and a solvent. SOLUTION: This composition is prepared by dissolving 100 pts.wt. fluororubber such as a tetrafluoroethylene/propylene copolymer or a vinylidene fluoride/hexafluoropropylene/tetrafluoroethylene copolymer and 0.1-50 pts.wt. at least one coating material stabilizer selected among compounds of formulas I to IV [Rf is a 1-25 C polyfluoroalkyl; a 1-25 C polyfluoroalkyl terminated with a divalent SO2 NR<1> group (R<1> is a 1-5 C alkyl); R<2> to R<5> are each a 1-8 C alkyl; at least one of them is hydroxyl; n is 1-8; R<6> is a 1-22 C polyfluoroalkyl; R<7> and R<8> are each H or a 5 C or lower alkyl; and R<10> is H or a 18 C or lower hydrocarbon group] and polyalkylene glycols in an organic solvent.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a fluororubber coating composition, and more particularly to a fluororubber coating composition having good storage stability.

[0002]

2. Description of the Related Art Fluoro rubber has oil resistance, heat resistance, weather resistance,
Because of its excellent surface characteristics, it is used in a wide range of fields, and is often used as a coating after being dissolved or dispersed in a solvent or the like. When a fluorocarbon rubber and a vulcanizing agent are mixed and stored as a paint, there are problems such as an increase in viscosity during the storage period. Further, an additive having an effect of lowering the viscosity of the paint while maintaining the performance of the paint has not been found so far.

[0003]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a fluorine-containing polymer which has a stable paint viscosity, has a long pot life, and can control viscosity arbitrarily while maintaining excellent properties as a paint. A coating composition is provided.

[0004]

DISCLOSURE OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and comprises a fluororubber, a compound represented by the formula (1) or (2), and a compound represented by the formula (3). The present invention relates to a fluororubber coating composition comprising at least one coating stabilizer selected from a compound represented by the formula, a compound represented by the formula (4), and a polyalkylene glycol, and a solvent.

RfCH ₂ CH ₂ OCOCH = CH ₂ (1) RfCH ₂ CH ₂ OCOC (CH ₃ ) = CH ₂ (2)

(Rf is a polyfluoroalkyl group having 1 to 25 carbon atoms or a divalent SO ₂ NR ¹ group (R ¹ is an alkyl group having 1 to 5 carbon atoms). Is a polyfluoroalkyl group having 1 to 25.)

(R ² ) (R ³ ) N (CH ₂ ) _m N (R ⁴ ) (R ⁵ ) formula (3)

(R ² , R ³ , R ⁴ and R ^{5 each} have 1 to 1 carbon atoms.
8 alkyl groups, at least one of which contains a hydroxyl group and has 1 to 8 carbon atoms. m is 1
8. )

[0009]

Embedded image R ⁶ CH ₂ CH ₂ CH ₂ O [C (R ⁷ ) (R ⁸ ) CH (R ⁹ ) O] _n R ¹⁰ Formula (4)

(R ⁶ is a polyfluoroalkyl group having 1 to 22 carbon atoms. R ⁷ and R ⁸ are hydrogen or an alkyl group having 5 or less carbon atoms. R ⁹ is a hydrogen or an alkyl group having 1 to 8 carbon atoms. An alkyl group or a phenyl group, and R ¹⁰ is hydrogen or a hydrocarbon group having 18 or less carbon atoms.)

[Fluororubber] The fluororubber in the present invention includes vinylidene fluoride (hereinafter, referred to as VdF), tetrafluoroethylene (hereinafter, referred to as TFE), hexafluoropropylene (hereinafter, referred to as HFP), trifluoroethylene, and fluorine. It is a copolymer of two or more fluoroolefins such as vinyl chloride or chlorotrifluoroethylene, or a copolymer of one or more fluoroolefins and another copolymerizable monomer. Other copolymerizable monomers include, for example, hydrocarbon monomers such as ethylene, propylene, or alkyl vinyl ether, and perfluoro (alkyl vinyl ether) (where the alkyl group has 1 to 12 carbon atoms). ) And (perfluoroalkyl) ethylenes.

As the fluororubber, specifically, TFE
/ Propylene copolymer having a ratio of polymerized units based on styrene / polymerized units based on propylene of 40 to 70/30 to 60 (mol%), polymerized units based on VdF / polymerized units based on TFE / polymerized units based on propylene The ratio is 2
VdF being 50/30 to 60/15 to 50 (mol%)
/ TFE / propylene copolymer, ratio of polymerized unit based on VdF / polymerized unit based on HFP is 70 to 90/10
VdF / HFP copolymer which is 30 (mol%), or polymerized units based on VdF / polymerized units based on HFP / T
When the ratio of polymerized units based on FE is 40 to 80/5 to 40/5
A VdF / HFP / TFE copolymer having a molecular weight of ４０40 (mol%) is preferably used. These copolymers may contain polymerized units based on other copolymerizable components other than the above-mentioned monomers. These copolymers are used alone or as a mixture of two or more.

For the production of the fluororubber, various known polymerization methods such as bulk polymerization, suspension polymerization, emulsion polymerization and solution polymerization can be appropriately employed. Further, the fluororubber used in the present invention can be used in an arbitrary molecular weight range.

The fluororubber used in the present invention can be vulcanized. Examples of the vulcanization site include halogens such as iodine and bromine, epoxy groups, carboxylic acid groups or derivative groups of carboxylic acid groups, sulfonic acid groups or derivative groups of sulfonic acid groups, functional groups such as nitrile groups, vinyl groups, and allyl groups. And the like. These vulcanized sites can be introduced by copolymerizing a copolymerizable monomer that provides the vulcanized site during the production of the fluororubber, or by subjecting the fluororubber to heat treatment or alkali treatment.

Further, when the fluororubber has a polymerized unit based on vinylidene fluoride, the polymerized unit can be regarded as a vulcanized site, and vulcanization can be carried out without requiring the introduction of the above vulcanized site. it can.

By introducing a vulcanized site into the fluororubber,
Fluororubber can be vulcanized by general vulcanization methods such as peroxide vulcanization, polyol vulcanization, and amine vulcanization.

The vulcanizing agent is appropriately selected depending on the type of vulcanization site of the fluororubber, and is not particularly limited as long as it can vulcanize the fluororubber. Further, the vulcanizing agent is not limited to one kind of compound, and a necessary vulcanizing agent may be combined.

When vulcanizing a fluororubber having polymerized units based on VdF, bisphenol A is used as a vulcanizing agent.
It is preferable to use organic polyhydroxy compounds such as F, bisphenol A, and hydroquinone.

As a promoter, quaternary phosphonium salts such as triphenylbenzylphosphonium chloride and trioctylmethylphosphonium chloride, tetrabutylammonium bromide, tetrabutylammonium hydrogensulfate, tetrabutylammonium hydroxide, 8-benzyl-1,8-
Organic onium compounds such as quaternary ammonium salts such as diazabicyclo [5.4.0] undec-7-enium chloride, iminium salts and sulfonium salts can be used, and these are preferably used in combination.

The organic polyhydroxy compound is used in an amount of 0.1 to 10 parts by weight, preferably 0.5 to 5 parts by weight, and the organic onium compound is used in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the fluororubber.
It is preferable to use 5 parts by weight, preferably 0.2 to 3 parts by weight.

When vulcanizing fluororubber, divalent metal oxides or hydroxides are used as acid acceptors, and magnesium oxide, zinc oxide, lead oxide, calcium hydroxide and the like are particularly preferably used.

[Paint Stabilizer] In the fluororubber coating composition of the present invention, a compound represented by the formula (1) or (2), a compound represented by the formula (3), a compound represented by the formula (4), Alternatively, polyalkylene glycol is a component for imparting long-term storage stability of the fluororubber paint, and the viscosity of the fluororubber paint can be easily adjusted by adding a small amount thereof.

The Rf group of the compound represented by the formula (1) or (2) is a polyfluoroalkyl group having 1 to 25 carbon atoms or a divalent SO ₂ NR ¹ group (R ¹ is a group having 1 carbon atom. ~
5 alkyl groups. ) At the binding end. Preferred polyfluoroalkyl groups have 4 to 25 carbon atoms. Further, the polyfluoroalkyl group may be linear or branched.

The substitution ratio of hydrogen to fluorine in the alkyl group in the polyfluoroalkyl group varies depending on the number of carbon atoms, but is preferably 60 to 100%. Particularly, a perfluoroalkyl group having a fluorine substitution rate of 100% is preferable. The perfluoroalkyl group may be linear or branched. The carbon number of the perfluoroalkyl group is preferably from 4 to 25. Specific examples of the compound represented by the formula (1) or the formula (2) include the following compounds. C ₄ F ₉
CH ₂ CH ₂ OCOCH = CH ₂ , C ₄ F ₉ CH ₂ CH
₂ OCOC (CH ₃ ) = CH ₂ , C ₆ F ₁₃ CH ₂ CH ₂
OCOCH = CH ₂ , C ₆ F ₁₃ CH ₂ CH ₂ OCOC
(CH ₃ ) = CH ₂ , C ₁₀ F ₂₁ CH ₂ CH ₂ OCOCH
_{= CH 2, C 10 F 21} CH 2 CH 2 OCOC (CH 3) =
CH ₂ , C ₂₂ F ₄₅ CH ₂ CH ₂ OCOCH = CH ₂ , C
₂₂ F ₄₅ CH ₂ CH ₂ OCOC (CH ₃ ) = CH ₂ , C ₄
F ₉ SO ₂ N (C ₂ H ₅ ) CH ₂ CH ₂ OCOCH = C
_{H 2, C 4 F 9 SO} 2 N (C 2 H 5) CH 2 CH 2 OC
OC (CH ₃ ) = CH ₂ , C ₈ F ₁₇ SO ₂ N (C ₂ H
_{5) CH 2 CH 2 OCOCH =} CH 2. C ₈ F ₁₇ SO ₂
N (C ₂ H ₅ ) CH ₂ CH ₂ OCOC (CH ₃ ) = CH
₂ .

The compound represented by the formula (3) is specifically
[HOCH ₂ CH (CH ₃ )] ₂ N (CH ₂ ) ₂ N [C
H (CH ₃ ) CH ₂ OH] ₂ (hereinafter referred to as compound 1), [HO (CH ₂ ) ₄ ] ₂ N (CH ₂ ) ₃ N [(C
H ₂ ) ₄ OH] ₂ (hereinafter, referred to as compound 2).

Specific examples of the compound represented by the formula (4) include the following compounds. C ₄ F ₉ C ₃ H
₆ O (C ₂ H ₄ O) ₃ H, C ₈ F ₁₇ C ₃ H ₆ O (C ₂ H
₄ O) ₃ H, C ₈ F ₁₇ C ₃ H ₆ O (C ₂ H ₄ O) ₁₃ H,
C ₈ F ₁₇ C ₃ H ₆ O (C ₂ H ₄ O) ₂₄ H, C ₁₀ F ₂₁ C _{3
H 6 O (C 2 H 4} O) 11 H.

Specific examples of the polyalkylene glycol include polyethylene glycol, polypropylene glycol, polybutylene glycol, polyisobutylene glycol, and the like. The terminal of the polyalkylene glycol is not limited, and those having a hydroxyl group, an alkyl group, an ester group, or the like may be used. Used. The polyalkylene glycol is liquid at room temperature, for example, it cannot be limited because it differs depending on the structure, but the molecular weight is 1
Those having a molecular weight of 000 or less are preferable because they dissolve well in the paint. The above-mentioned paint stabilizers can be used singly or as a mixture of two or more.

The above-mentioned paint stabilizer is used in an amount of 0.1 to 50 parts by weight, preferably 0.5 to 1 part by weight, per 100 parts by weight of the fluororubber.
It is preferable to use it in the range of 0 parts by weight. If the amount is too small, the effect is low, and if it is too large, the properties of the fluororubber deteriorate.

[Solvent] The solvent used in the present invention is used to convert fluororubber into a paint. The type and amount used are not particularly limited, and are appropriately selected according to the use and the method of use. As the solvent, those which dissolve the above-mentioned components are preferable, but those which disperse a part of the components may be used.
Specific examples of the solvent include ethyl acetate, acetone, methyl ethyl ketone, methanol, methanol, toluene, xylene, hexane, octane, and the like.

The fluororubber coating composition of the present invention may contain silica, if necessary, as long as the performance of the coating is not impaired.
Fillers such as carbon, glass fiber and carbon fiber, pigments,
An optional component such as a plasticizer, a lubricant, an adhesion promoter, a silane coupling agent such as aminosilane or epoxysilane, or a titanate coupling agent can be mixed. Further, it can be used by mixing with other paints.

The fluororubber coating composition of the present invention can be easily produced by uniformly mixing the above components.
Further, two components may be divided into a paint agent and a curing agent so that some components such as a vulcanizing agent can be mixed immediately before application of the paint.

The obtained fluororubber coating composition can be applied to an organic material such as synthetic resin or wood, or an inorganic material such as metal, glass, stone or ceramic by a method such as dipping, spraying or brushing.

In the case of vulcanization, the vulcanization conditions are determined by the working conditions and the like, and are generally, for example, at a temperature of 100 to 400 ° C. for several seconds to 24 hours, preferably 150 to 2 hours.
3 minutes to 30 minutes at a temperature of 00C.

[0034]

The fluororubber coating composition of the present invention is stable in solution viscosity of the fluororubber coating composition by a coating stabilizer and can be stored for a long period of time.

[0035]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described by way of examples. Examples 1 to 12 show Examples and Example 13 shows Comparative Examples. In addition, the part in an example shows a weight part.

Example 1 (polymerized unit based on VdF) /
100 parts of a copolymer (fluororubber A) having a composition of (polymerized units based on TFE) / (polymerized units based on propylene) of 35/40/25 (molar ratio), 35 parts of MT-carbon,
5 parts of Kyowa Mag 150 (magnesium oxide, manufactured by Kyowa Chemical Co., Ltd.), 6 parts of carbite (calcium hydroxide, manufactured by Omi Chemical Co., Ltd.), 1 part of sodium stearate, 1 part of γ-aminopropyltriethoxysilane, C ₁₀ F ₂₁ CH ₂ CH ₂
1 part of OCOCH = CH ₂ , bisphenol AF1.8
And 0.5 part of tetrabutylammonium hydrogen sulfate were uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition.

With respect to the solution viscosity of the fluororubber composition, a change over time for 3 weeks was measured. The results are shown in Table 1. In addition, a film of this coating composition was prepared and JIS-
Physical properties were measured according to K6251. The results are shown in Table 1.

Example 2 (polymerized units based on VdF) /
100 parts of a copolymer (fluororubber B) having a composition of (polymerized units based on HFP) 80/20 (molar ratio), 35 parts of MT-carbon, 5 parts of Kyowamag 150, 5 parts of carbite
Parts, 1 part of sodium stearate, C ₈ F ₁₇ SO ₂ N
(C ₂ H ₅ ) CH ₂ CH ₂ OCOCH ＝ CH ₂ 3 parts,
Two parts of bisphenol AF and 0.4 part of triphenylbenzylphosphonium chloride were uniformly mixed with a two-roll mill. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 1.

Example 3 (polymerized unit based on VdF) /
100 parts of copolymer (fluororubber C) having a composition of (polymerized units based on HFP) / (polymerized units based on TFE) of 60/20/20 (molar ratio), 35 parts of MT-carbon, and 5 parts of Kyowa Mag 150 , 6 parts of carbite, 1 part of sodium stearate, and C ₄ F ₉ CH ₂ CH ₂ OCO
CH = CH ₂ 15% by weight, C ₆ F ₁₃ CH ₂ CH ₂ OCO
CH = CH ₂ 40% by weight, C ₁₀ F ₂₁ CH ₂ CH ₂ OCO
CH = CH ₂ 40% by weight, C ₂₂ F ₄₅ CH ₂ CH ₂ OCO
5 parts of a mixture of 5% by weight of CH = CH ₂ were uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. Table 1 shows the results
It was shown to.

Example 4 100 parts of fluororubber A, MT-
35 parts of carbon, 5 parts of Kyowa Mag 150, 6 parts of carbite, 1 part of sodium stearate, 1 part of γ-aminopropyltriethoxysilane, 1 part of compound 1 which is a paint stabilizer, 1.8 parts of bisphenol AF, sulfuric acid 0.5 parts of tetrabutylammonium hydrogen was uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. Table 1 shows the results
It was shown to.

Example 5 100 parts of fluoro rubber B, MT-
35 parts of carbon, 5 parts of Kyowa Mag 150, 6 parts of carbite, 1 part of sodium stearate, 3 parts of compound 2 which is a paint stabilizer, 2 parts of bisphenol AF, and 2 parts of 0.4 parts of triphenylbenzylphosphonium chloride And mixed uniformly. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1.
The results are shown in Table 1.

Example 6 100 parts of fluoro rubber C, MT-
35 parts of carbon, 5 parts of Kyowa Mag 150, 6 parts of carbite, 1 part of sodium stearate, 2 parts of bisphenol AF, 0.4 part of triphenylbenzylphosphonium chloride, 2 parts of 5 parts of compound 1 which is a paint stabilizer And mixed uniformly. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1.
The results are shown in Table 1.

Example 7 100 parts of fluororubber A, MT-
35 parts of carbon, 5 parts of Kyowa Mag 150, 6 parts of carbite, 1 part of sodium stearate, 1 part of γ-aminopropyltriethoxysilane, 1 part of polyethylene glycol (average molecular weight 300), 1 part of bisphenol AF.
8 parts and 0.5 parts of tetrabutylammonium hydrogen sulfate in 2 parts
The mixture was uniformly mixed with this roll. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 1.

Example 8 100 parts of fluoro rubber B, MT-
35 parts of carbon, 5 parts of Kyowa Mag 150, 6 parts of carbite, 1 part of sodium stearate, 3 parts of diethylene glycol, 2 parts of bisphenol AF, and 0.4 part of triphenylbenzylphosphonium chloride were uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 2.

Example 9 100 parts of fluoro rubber C, MT-
35 parts of carbon, 5 parts of Kyowamag 150, 6 parts of carbit, 1 part of sodium stearate, 2 parts of bisphenol AF, 0.4 part of triphenylbenzylphosphonium chloride, and a mixture of 50% by weight of diethylene glycol and 50% by weight of dipropylene glycol Five parts were uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 2.

Example 10 100 parts of fluoro rubber A, MT
35 parts of carbon, 5 parts of Kyowamag 150, 6 parts of carbite, 1 part of sodium stearate, 1 part of γ-aminopropyltriethoxysilane, C ₈ F ₁₇ C ₃ H ₆ O (C
₂ H ₄ O) ₃ H 1 part, bisphenol AF 1.8
And 0.5 part of tetrabutylammonium hydrogen sulfate were uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 2.

Example 11 100 parts of fluoro rubber B, MT
- 35 parts of carbon, 5 parts of Kyowa Mag 150, Karubitto 6 parts, 1 part of sodium stearate, C ₈ F ₁₇ C ₃
3 parts of H ₆ O (C ₂ H ₄ O) ₁₃ H, bisphenol AF
And 0.4 parts of triphenylbenzylphosphonium chloride were uniformly mixed with a two-roll mill. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 2.

[Example 12] 100 parts of fluoro rubber C, MT
35 parts of carbon, 5 parts of Kyowa Mag 150, 6 parts of carbite, 1 part of sodium stearate, 2 parts of bisphenol AF, 0.4 part of triphenylbenzylphosphonium chloride, C ₈ F ₁₇ C ₃ H ₆ O (C ₂ H ₄ O) ₂₄ H
Was uniformly mixed with two rolls. This was uniformly dispersed in 588 parts of butyl acetate to obtain a fluororubber coating composition. The properties of the obtained coating composition were evaluated in the same manner as in Example 1. The results are shown in Table 2.

Example 13 A fluororubber coating composition was obtained in the same manner as in Example 1 except that no coating stabilizer was mixed. The characteristics were evaluated in the same manner as in Example 1. The results are shown in Table 2. When the change with time of the solution viscosity was measured, the solution viscosity increased after 2 weeks.

[0050]

[Table 1]

[0051]

[Table 2]

[0052]

According to the present invention, there can be obtained a fluororubber coating composition in which the solution viscosity is stable for a long time and the solution viscosity can be easily adjusted.

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Akiko Nakazawa 3-474-2 Tsukakoshi, Saiwai-ku, Kawasaki-shi, Kanagawa Prefecture Tamagawa Branch, Asahi Glass Co., Ltd.

Claims (8)

[Claims] 1. A compound represented by the formula (1) or (2), a compound represented by the formula (3), a compound represented by the formula (4)
A fluororubber coating composition comprising a compound represented by the formula: and at least one coating stabilizer selected from polyalkylene glycols and a solvent. RfCH ₂ CH ₂ OCOCH = CH ₂ Formula (1) RfCH ₂ CH ₂ OCOC (CH ₃ ) = CH ₂ Formula (2) (Rf is a polyfluoroalkyl group having 1 to 25 carbon atoms; Or a divalent SO ₂ NR ¹ group (R ¹ has a carbon number of 1 to
5 alkyl groups. ) Having 1 to 25 carbon atoms at the bonding end
A polyfluoroalkyl group. ) (R ² ) (R ³ ) N (CH ₂ ) _m N (R ⁴ ) (R ⁵ ) Formula (3) (R ² , R ³ , R ⁴ and R ^{5 each} have 1 to 8 carbon atoms) Wherein at least one of them is an alkyl group containing a hydroxyl group and having 1 to 8 carbon atoms, m is 1 to 8.) R ⁶ CH ₂ CH ₂ CH ₂ O [C (R ⁷ ) (R ⁸ ) CH (R ⁹ ) O] _n R ¹⁰ Formula (4) (R ⁶ is a polyfluoroalkyl group having 1 to 22 carbon atoms. R ⁷ and R ⁸ are hydrogen or 5 carbon atoms. R ⁹ is hydrogen or an alkyl group having 1 to 8 carbon atoms or a phenyl group. R ¹⁰ is hydrogen or a hydrocarbon group having 18 or less carbon atoms.) 2. The compound represented by the formula (1) or (2), wherein Rf is a perfluoroalkyl group or a divalent SO
_{2. A} perfluoroalkyl group containing a ₂ NR ¹ group (R ¹ is an alkyl group having 1 to 5 carbon atoms) at a bonding terminal.
The fluororubber coating composition according to the above. 3. The compound represented by the formula (4), wherein R ⁶ is a perfluoroalkyl group having 1 to 22 carbon atoms, R ⁷ and R ⁸
Is a hydrogen and R ⁹ is a hydrogen polyfluoroalkyl group-containing polyoxyalkylene compound. Compound represented by wherein formula (4) is a perfluoroalkyl group R ⁶ is 1 to 22 carbon atoms, R ^7, R
^8, R ¹⁰ is hydrogen, fluorine rubber coating composition of claim 1, wherein R ⁹ is hydrogen polyfluoroalkyl group-containing polyoxyalkylene compounds. 5. The fluorine-containing rubber coating composition according to claim 1, which contains a vulcanizing agent and an accelerator and can be vulcanized. 6. The fluororubber coating composition according to claim 1, wherein the fluororubber is a vinylidene fluoride copolymer. 7. The fluororubber coating composition according to claim 5, wherein the vulcanizing agent is an organic polyhydroxy compound. 8. The fluororubber coating composition according to claim 5, wherein the accelerator is an organic onium compound.