JP3374495B2 - Fluorine-containing cured coating for antireflection and fluorinated curable composition for antireflection coating - Google Patents

Description

Detailed Description of the Invention

[0001]

The present invention has a high surface hardness,
The present invention relates to a fluorine-containing cured coating for antireflection that can be used on the surface of various substrates and a fluorine-containing curable composition that can be used as a raw material for the cured coating.

[0002]

2. Description of the Related Art It is known that when a light ray passes through a transparent film, a part of the light ray is damaged by reflection on the surface. The reflectance depends on the refractive index of the film. For example, in a polyethylene terephthalate film having a refractive index of 1.65, since there is about 6.0% surface reflection on one side, the transmittance is about 88.0%. . Conventionally, by coating a resin having a lower refractive index than a transparent film with a film thickness of 0.1 to 0.2 μm corresponding to a quarter of the wavelength of visible light, the reflection of transmitted light is reduced and the transmittance is increased. The method of improving is theoretically considered. For example, a resin having a refractive index of 1.38 is added to the above polyethylene terephthalate film in an amount of 0.1 to 0.1%.
It is theoretically considered that by coating both surfaces with a film thickness of 0.2 μm, the surface reflection is reduced to 0.5% and the transmittance is improved to 99.0%. The reality is that it has not been realized.

On the other hand, it is known that a compound having a fluorine atom has a low refractive index. For example, polytetrafluoroethylene, tetrafluoroethylene / perfluoroalkyl vinyl ether copolymer, tetrafluoroethylene / hexafluoropropylene copolymer Perfluoropolymers such as coalesces have a low refractive index of 1.40 or less. However, the transparency is insufficient, the solubility in an organic solvent is poor, and the heat processability is poor.
It is very difficult to apply it with the above film thickness and is not suitable as an antireflection resin.

Therefore, copolymerization of a tetrafluoroethylene monomer and another monomer has been proposed for the purpose of improving the thermal processability and the solubility in an organic solvent. However, since these have a refractive index of 1.40 or more, they are unsuitable as antireflection resins.

Recently, non-crystalline perfluoro resins such as "CYTOP" (trade name, manufactured by Asahi Glass Co., Ltd.) and "Teflon AF" (trade name, manufactured by DuPont, USA) have been developed. These have high transparency and solubility in a solvent. However, it has the drawbacks of low surface hardness and poor wear resistance.

Further, a polymerizable monomer having a fluoroalkyl group in the side chain, for example, a polymer containing acrylic acid-containing fluoroalkyl ester and methacrylic acid-containing fluoroalkyl ester, or a polymer containing fluoroalkyl-containing styrene has been proposed. There is.

However, although the polymer containing fluoroalkyl styrene or the like has improved solubility in an organic solvent, the aromatic group absorbs ultraviolet rays and the deterioration reaction proceeds, so that the polymer has long-term stability (weather resistance). ) And the aromatic group has a high refractive index, it is unsuitable as an antireflection resin. On the other hand, long-chain fluoroalkyl esters of acrylic acid and methacrylic acid have a refractive index of 1.40 or less, but have a drawback that they have poor wear resistance because of their low surface hardness.

Therefore, recently, various studies have been conducted on α-fluoroacrylic acid and its fluoroalkyl ester. For example, JP-A-61-85345 discloses
The production method of α-fluoroacrylic acid fluoride, and the production method of α-fluoroacrylic acid methylated in JP-A-60-78940 are further described in the Chemical Society of Japan, 198.
5, (10), 1924-1928, a method for producing α-fluoroacrylic acid-2,2,2-trifluoroethyl is proposed. However, although these α-fluoroacrylic acid fluoroalkyl esters show a lower refractive index than acrylic acid fluoroalkyl esters, they have the drawback of being inferior in abrasion resistance because of their low surface hardness.

[0009]

An object of the present invention is to provide an antireflection fluorine-containing cured film having excellent weather resistance, heat resistance, high surface hardness, and light transmittance and a refractive index of 1.388 or less, and to provide a fluorinated curable composition used as a raw material for cured film.

[0010]

According to the present invention, di- (α-fluoroacrylic acid) represented by the following general formula 2
Fluorine- containing curable composition containing fluoroalkyl ester (hereinafter referred to as diester A) and a fluoropolymer
Surface hardness with pencil hardness H or higher obtained by polymerizing and curing objects
And a refractive index of 1.388 or less.
An antireflection fluorine-containing cured coating is provided.

[0011]

[Chemical 2]

Further, according to the present invention, the antireflection film is included.
A fluorine-containing curable composition for a fluorine -cured film , comprising:
Stell A 50% by weight or more and fluorine-containing polymer 0.001
Antireflection coating containing 30% by weight
A fluorine-containing curable composition for use is provided.

The present invention will be described in more detail below.

For use in the antireflection fluorine-containing cured coating of the present invention
The fluorine-containing curable composition of the present invention has the general formula 2
A composition comprising a diester A represented by and a fluoropolymer, which has a three-dimensional network structure when cured, has a high glass transition temperature, and has excellent heat resistance and weather resistance. Obtainable. In the general formula 2, when X has 15 or more carbon atoms, the production is difficult.

[0015] as the Jisuteru A, if for example di - (α
-Fluoroacrylic acid) -2,2,3,3,4,4,4
5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononylethylene glycol, di- (α-fluoroacrylic acid) -2,2,3,3,4,4 , 5,
5,6,6,7,7,8,8,9,9,10,10,1
0-nonadecafluorodecyl ethylene glycol, di-
(Α-Fluoroacrylic acid) -2,2,3,3,4
4,5,5,6,6,7,7,8,8,9,9,10,
10,11,11,11-heneicosafluoroundecylethylene glycol, di- (α-fluoroacrylic acid) -2,2,3,3,4,4,5,5,6,6,7,
7,8,8,9,9,10,10,11,11,12,
12,12-Tricosafluorododecyl ethylene glycol, di- (α-fluoroacrylic acid) -3,3,4
4,5,5,6,6,7,7,8,8,9,9,10,
10,10-Heptadecafluorodecyl ethylene glycol , di- (α-fluoroacrylic acid) -8-trifluoromethyl-2,2,3,3,4,4,5,5,6 ，
6,7,7,8,9,9,9-hexadecafluorononylethylene glycol, di- (α-fluoroacrylic acid) -10-trifluoromethyl-2,2,3,3,3
4,4,5,5,6,6,7,7,8,8,9,9,1
0,11,11,11-eicosafluoroundecyl ethylene glycol, di- (α-fluoroacrylic acid)-
Perfluorocyclopentylmethylethylene glycol, di- (α-fluoroacrylic acid) -perfluorocyclohexylmethylethylene glycol, di- (α-fluoroacrylic acid) -perfluorocycloheptylmethylethylene glycol, di- (α-fluoroacrylic acid) -perfluoro Cyclooctylmethylethylene glycol and the like can be preferably mentioned, and when they are used, they can be used alone or as a mixture. To prepare such a diester A, for example, α
An α-fluoroacrylic acid hydroxyfluoroalkyl ester that can be easily obtained by a normal ring-opening reaction between an α-fluoroacrylic acid obtained from a fluoroalkyl acid fluoride and a corresponding fluorine-containing epoxy, and α
-It can be easily obtained by a usual esterification reaction with fluoroacrylic acid fluoride.

In the fluorine-containing curable composition of the present invention,
The mixing ratio of the diester A is based on the total amount of the composition.
50 wt% or more, 80% by weight or more especially desirable. In this case the content of diester A is in the case of less than 50 wt% not be obtained the desired low refractive index cured film.

The fluorine-containing polymer used in the fluorine-containing curable composition of the present invention preferably has a structural unit composed of a fluorine-containing (meth) acrylic acid ester and / or a fluorine-containing fumaric acid diester in an amount of 50% by weight or more, In particular, a polymer containing 70% by weight or more can be mentioned, and 50% by weight or less of a structural unit composed of another copolymerizable monomer may be contained, and each structural unit may be random or block. At this time, when the constitutional unit composed of the fluorine-containing (meth) acrylic acid ester and / or the fluorine-containing fumaric acid diester is less than 50% by weight, the compatibility with the diester A becomes poor and a uniform coating film can be obtained. It is not preferable because it is not available.

Examples of the fluorinated (meth) acrylic acid ester which can be a constitutional unit of the fluorinated polymer include, for example, (meth) acrylic acid-2,2,2-trifluoroethyl, (meth) acrylic acid-2, 2,3,3,3-pentafluoropropyl, (meth) acrylic acid-2,2
3,3,4,4,4-heptafluorobutyl, (meth)
Acrylic acid-2,2,3,3,4,4,5,5,5-nonafluoropentyl, (meth) acrylic acid-2,2
3,3,4,4,5,5,6,6,6-undecafluorohexyl, (meth) acrylic acid-2,2,3,3,3
4,4,5,5,6,6,7,7,7-tridecafluoroheptyl, (meth) acrylic acid-2,2,3,3,3
4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl, (meth) acrylic acid-3,3
4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl, (meth) acrylic acid-2,2
3,3,4,4,5,5,6,6,7,7,8,8,
9,9,10,10,10-nonadecafluorodecyl,
(Meth) acrylic acid-3,3,4,4,5,5,6,6
6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl, (meth) acrylic acid-2-trifluoromethyl-3,3,3-trifluoropropyl,
(Meth) acrylic acid-3-trifluoromethyl-4,
4,4-trifluorobutyl, (meth) acrylic acid-1
-Methyl-2,2,3,3,3-pentafluoropropyl, 1-methyl-2,2,3, (meth) acrylic acid
Preferred examples include 3,4,4,4-heptafluorobutyl and the like, and when used, they can be used alone or as a mixture.

Examples of the fluorinated fumaric acid diester which can be a constitutional unit of the fluorinated polymer include, for example, isopropyl-2,2,2-trifluoroethyl fumarate and isopropyl-2,2,3,3,3 fumarate. 3-pentafluoropropyl, isopropyl fumarate-2,2
3,3,4,4,4-heptafluorobutyl, isopropyl fumarate-2,2,3,3,4,4,5,5,5-
Nonafluoropentyl, isopropyl fumarate-2,
2,3,3,4,4,5,5,6,6,6-undecafluorohexyl, isopropyl fumarate-2,2,3
3,4,4,5,5,6,6,7,7,7-tridecafluoroheptyl, isopropyl fumarate-2,2,3,3
3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl, isopropyl fumarate-
3,3,4,4,5,5,6,6,7,7,8,8,8
-Tridecafluorooctyl, isopropyl fumarate-
2,2,3,3,4,4,5,5,6,6,7,7,
8,8,9,9,10,10,10-nonadecafluorodecyl, isopropyl fumarate-3,3,4,4,5
5,6,6,7,7,8,8,9,9,10,10,1
0-heptadecafluorodecyl, isopropyl-2-trifluoromethyl-3,3,3-trifluoropropyl fumarate, isopropyl-3-trifluoromethyl-4,4,4-trifluorobutyl fumarate, isopropyl fumarate -1-Methyl-2,2,3,3,3-pentafluoropropyl, isopropyl fumarate-1-methyl-
2,2,3,3,4,4,4-heptafluorobutyl,
Fumarate-tert-butyl-2,2,2-trifluoroethyl, fumarate-tert-butyl-2,2,3
3,3-pentafluoropropyl, fumaric acid-tert
-Butyl-2,2,3,3,4,4,4-heptafluorobutyl, tert-butyl fumarate-2,2,3
3,4,4,5,5,5-nonafluoropentyl, tert-butyl fumarate-2,2,3,3,4,4
5,5,6,6,6-undecafluorohexyl, tert-butyl fumarate-2,2,3,3,4,4,4
5,5,6,6,7,7,7-tridecafluoroheptyl, -tert-butyl fumarate-2,2,3,3,3
4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl, fumarate-tert-butyl-
3,3,4,4,5,5,6,6,7,7,8,8,8
-Tridecafluorooctyl, tert-butyl fumarate-2,2,3,3,4,4,5,5,6,6,7,
7,8,8,9,9,10,10,10-nonadecafluorodecyl, f-f-f-f-tert-butyl-3,3,3
4,4,5,5,6,6,7,7,8,8,9,9,1
0,10,10-heptadecafluorodecyl, f-fumarate-tert-butyl-2-trifluoromethyl-3,
3,3-trifluoropropyl, fumaric acid -tert-
Butyl-3-trifluoromethyl-4,4,4-trifluorobutyl, fumarate-tert-butyl-1-methyl-2,2,3,3,3-pentafluoropropyl, fumarate-tert-butyl- 1-methyl-2,2,3
Preferred examples include 3,4,4,4-heptafluorobutyl and the like, and when used, they can be used alone or as a mixture.

Further, as the other copolymerizable monomer which can be a constitutional unit of the fluoropolymer, olefin, (meth) acrylic acid and their alkyl esters; fumaric acid, maleic acid, citraconic acid, mesaconic acid, Unsaturated polybasic acids such as itaconic acid and tetrahydrophthalic acid and their alkyl esters, vinyl esters of fatty acids, styrenes, vinyl halides, vinylidene halides, vinyl alkyl ethers, vinyl alkyl ketones, butadienes and the like are preferably mentioned. Specifically, for example, ethylene, propylene, methyl acrylate, butyl acrylate, methyl methacrylate, butyl methacrylate, acrylonitrile, methacrylonitrile,
Vinyl acetate, vinyl propionate, vinyl stearate, vinyl pivalate, styrene, α-methylstyrene, vinyl chloride, vinylidene chloride, aryl acetate, vinyl butyl ether, vinyl methyl ketone, vinyl ethyl ketone, vinyl carbazole, 1,3-butadiene , Isoprene and the like are preferable, and vinyl acetate, vinyl propionate, vinyl pivalate, styrene, vinyl butyl ether, vinyl methyl ketone and butadiene are particularly preferable from the viewpoint of copolymerizability. Further, it is preferable to use a copolymerizable monomer other than the above-mentioned diester A into which fluorine or a fluoroalkyl group is introduced, in order to realize a low refractive index.

The above-mentioned fluoropolymer can be easily prepared by a commonly used radical polymerization method or the like. Specifically, for example, azobisisobutyronitrile,
Azo-bis-cyclohexylene San carbonitrile, azo radical polymerization initiators such as azobisvaleronitrile; benzoyl peroxide, tert- Buchirohido b peroxide, cumene peroxide, an organic peroxide-based radical polymerization initiators such as diacyl peroxides; Ammonium persulfate,
Inorganic radical polymerization initiators such as potassium persulfate; solution polymerization, bulk polymerization, emulsion polymerization, suspension polymerization, etc. using various radical polymerization initiators such as hydrogen peroxide-sodium hydroxide system redox system radical polymerization initiators. It can be obtained by a known radical polymerization method such as suspension polymerization or radiation polymerization. At this time, the reaction temperature is 10 to 100 ° C., and the reaction time is 1 to 100.
It is preferably time. The thus-obtained fluoropolymer has an average molecular weight of 1,000 to 300,000.
Is desirable.

In the fluorine-containing curable composition of the present invention,
The blending ratio of the fluoropolymer is preferably 0.001 to 30% by weight, particularly 0.01 to 20% by weight. When the blending ratio of the fluoropolymer is less than 0.001% by weight,
Can not be improved thin film coatability, it decreases the surface hardness of the cured film exceeds 30 wt%.

In the fluorine-containing curable composition of the present invention,
The fluorine-containing polymer can increase the viscosity of the curable resin to improve the operability during use and the wettability when a thin film having a thickness of 1 μm or less is applied.

In the fluorine-containing curable composition of the present invention, if necessary, a thermosetting monomer, an energy ray curable monmer, etc., which are usually used as other curable components, can be added. For example, a polyfunctional monomer having two or more polymerizable unsaturated groups, specifically, di- (meth) acrylic acid hexanediol, di- (meth) acrylic acid nonanediol, and di- (meth) acrylic acid neopentyl. glycol, di - (meth) acrylate tricyclodecane, tri - (meth) acrylic acid pentaerythritol, tris - (acryloxyethyl) may isocyanate, Jibiniruben Zen, be preferably exemplified diethylene glycol di (meth) acrylate . The mixing ratio of other curable components is preferably 50% by weight or less, and particularly preferably 30% by weight or less. If the mixing ratio of the curable component exceeds 50% by weight, the refractive index will increase when polymerized and cured, and a desired cured film cannot be obtained, which is not preferable.

The antireflection cured coating of the present invention is obtained by polymerizing and curing the above fluorine-containing curable composition, and has a surface hardness of pencil hardness H or more and a refractive index of 1.388 or less. Have. The film thickness obtained is 0.02 to 200.
0 μm is preferable, and 0.1 to 1 μm is particularly desirable.

To prepare the antireflection cured coating film of the present invention, for example, a curing initiator, a solvent and the like are optionally added to and mixed with the above-mentioned fluorine-containing curable composition, and then a usual coating method, For example, it is applied to the substrate by a method such as a roll coating method, a gravure coating method, a dip coating method and a spin coating method, and after drying, preferably at room temperature to 200 ° C.
Method of heat curing for 5 to 100 hours, or ultraviolet light,
It can be obtained by a method of polymerizing and curing by irradiation with active energy rays such as electron beam and radiation.

[0027] As the curing initiator, such as azobisisobutyronitrile, azobiscyclohexanecarbonitrile, a radical polymerization initiator azo such as azobisvaleronitrile; benzoyl peroxide, tert- butyl hydroperoxide, cumene hydroperoxide Organic peroxide radical polymerization initiators such as peroxides and diacyl peroxides, benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether and benzoin isopropyl ether; carbonyl compounds such as benzophenone, acetophenone and Michler's ketone; azodibenzoyl Azo compounds such as; photopolymerization initiators such as a mixture of α-diketone and a tertiary amine can be used. The amount of the curing initiator used is the curing component 10 in the fluorine-containing curable composition.
It is preferably 0.01 to 10 parts by weight with respect to 0 parts by weight.

Examples of the solvent include trifluoromethylbenzene, 1,3-bis (trifluoromethyl) benzene, hexafluorobenzene, hexafluorocyclohexane, perfluorodimethylcyclohexane, perfluoromethylcyclohexane, octafluorodecalin, 1,1, 2-trichloro-1,2,2-trifluoroethane and the like can be mentioned, and commercially available products such as trade name "ASAHIKLIN (AK225)" (manufactured by Asahi Glass Co., Ltd.) can also be used.

The base material is not particularly limited, but inorganic materials such as glass, stone, concrete, tiles; vinyl chloride resin, polyethylene terephthalate, polyolefin resin, (meth) acrylic resin,
(Meth) acrylic acid ester resin, phenol resin, xylene resin, urea resin, melamine resin, epoxy resin, silicone resin, diallyl phthalate resin, furan resin, amino resin, alkyd resin, urethane resin, vinyl ester resin, polyimide resin, etc. Synthetic resins; metals such as iron, aluminum and copper, and wood, paper and the like.

[0030]

Since the fluorine-containing curable composition for an antireflection coating of the present invention contains the diester A and the fluorine-containing polymer as curing components, it is not repelled by the substrate.
A cured film having a film thickness of 1 μm or less can be obtained. Further, this antireflection fluorine-containing cured coating has a low refractive index of 1.388 or less, high light transmittance, and high surface hardness.
Excellent wear resistance.

[0031]

EXAMPLES The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited thereto.

[0032]

Example 1 Di- (α-fluoroacrylic acid) -2,
2,3,3,4,4,5,5,6,6,7,7,8,
10 parts by weight of 8,9,9,9-heptadecafluorononylethylene glycol (hereinafter abbreviated as F ₁₇ EGDA), poly (acrylic acid-3,3,4,4,5,5,6,6,7,
Fluorine-containing curable composition was prepared by mixing 1 part by weight of 7,8,8,9,9,10,10,10-heptadecafluorodecyl (hereinafter abbreviated as PF ₁₇ A) and 100 parts by weight of trifluoromethylbenzene. Prepared. Then, the film thickness after drying was 0 on a polyethylene terephthalate film (trade name "Lumirror T # 200", manufactured by Toray Industries Co., Ltd., abbreviated as PET film hereinafter) using a dipping type thin film forming apparatus (manufactured by Sugiyama Gen-Igiki Co., Ltd.). It was applied so as to have a thickness of 0.15 μm to form a fluorine-containing coating film. After drying, an electron beam with an absorbed dose of 30 Mrad was irradiated on both sides with an electron beam irradiator (manufactured by Iwasaki Electric Co., Ltd.) at an accelerator voltage of 174 kV and a beam current of 5 mA, and both surfaces were cured to prepare a fluorine-containing cured coating film. PET obtained
The transmittance of a PET film (hereinafter referred to as an antireflection PET) having a fluorine-containing cured film (hereinafter referred to as an antireflection film) having a thickness of 0.15 μm formed on both surfaces thereof for visible light of 600 nm to a diode array spectrophotometer ( Yokogawa Electric Corporation). Furthermore, the pencil hardness is JIS K53
Measured according to 80. The prepared fluorine-containing curable coating solution is separately applied on a PET film by using a thin film coating device (manufactured by Sugiyama Gen-Igiki Co., Ltd.) on one side so that the film thickness after drying is 500 μm. Was formed. Next, using an electron beam irradiator (manufactured by Iwasaki Electric Co., Ltd.), accelerator voltage 174
An electron beam with an absorbed dose of 10 Mrad was irradiated and cured at kV and a beam current of 5 mA to obtain a fluorine-containing cured film (hereinafter referred to as a thick film). The obtained thick film was peeled from the PET film, and the refractive index was measured using an Abbe refractometer (manufactured by Atago Co., Ltd.). The results are shown in Table 1.

[0033]

Examples 2 to 9 and Comparative Example 1 Diester A shown in Table 1
A fluorinated curable composition was prepared in the same manner as in Example 1 except that the fluorinated polymer was used. An antireflection film and a thick film were prepared in the same manner as in Example 1 by using the obtained fluorine-containing curable composition, and each measurement was performed. The results are shown in Table 1.

[0034]

Example 10 The diester A shown in Table 1, a fluoropolymer and a trade name "DAROCUR111" as a curing initiator.
6 "(Acetophenone compound manufactured by Merck & Co., Inc.),
Further, the coating film was cured by using a UV irradiator (manufactured by ORC, trade name "UV-330AP1") instead of the electron beam irradiator, and irradiating the ultraviolet ray of 330 nm with 1000 mJ / cm ^2. An antireflection film and a thick film were prepared in the same manner as in Example 1. Each measurement was performed on the obtained antireflection film and thick film in the same manner as in Example 1. The results are shown in Table 1.

[0035]

Example 11 A fluorine-containing curable composition was prepared in the same manner as in Example 1 except that the diester A, the fluoropolymer and the curing initiator shown in Table 1 were used. The obtained fluorine-containing curable composition was used to cure the antireflection film at 100 ° C. for 2
An antireflection film and a thick film were prepared in the same manner as in Example 1 except that heating was performed for a time. Each measurement was performed on the obtained antireflection film and thick film in the same manner as in Example 1. The results are shown in Table 1.

[0036]

Comparative Example 2 Each measurement was performed on the PET film in the same manner as in Example 1. The results are shown in Table 1.

[0037]

[Table 1]

The abbreviations in Table 1 indicate the following compounds, respectively. F ₁₇ EGDFA; Di- (α-fluoroacrylic acid)-
2,2,3,3,4,4,5,5,6,6,7,7,
8,8,9,9,9-Heptadecafluorononylethylene glycol F ₁₉ EGDFA; Di- (α-fluoroacrylic acid)-
2,2,3,3,4,4,5,5,6,6,7,7,
8,8,9,9,10,10,10-nonadecafluorodecyl ethylene glycol F ₂₁ EGDFA; di- (α-fluoroacrylic acid)-
2,2,3,3,4,4,5,5,6,6,7,7,
8,8,9,9,10,10,11,11,11-heneicosafluoroundecylethylene glycol F ₂₃ EGDFA; di- (α-fluoroacrylic acid)-
2,2,3,3,4,4,5,5,6,6,7,7,
8,8,9,9,10,10,11,11,12,1
2,12-Tricosafluorododecyl ethylene glycol NMODA; nonanediol diacrylate F ₁₇ DEDA; diacrylic acid-2,2,3,3,4
4,5,5,6,6,7,7,8,8,9,9,9- heptadecafluoro nonyl ethylene glycol PF ₁₇ A; poly (acrylic acid -3,3,4,4,5,
5,6,6,7,7,8,8,9,9,10,10,1
0-heptadecafluorodecyl) PF ₁₇ F; poly (fumaric acid-iso-3,3,4,4,4)
5,5,6,6,7,7,8,8,9,9,10,1
0,10-Heptadecafluorodecyl) P (P ₁₇ AB); (Acrylic acid-3,3,4,4,4)
5,5,6,6,7,7,8,8,9,9,10,1
0,10-Heptadecafluorodecyl-acrylic acid-n
-Butyl) copolymer weight ratio (4: 1) DAR. 1116; Product name "DAROCUR 1116"
(Merck) BPO; benzoyl peroxide

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI C08F 20/68 C08F 20/68 (56) Reference JP-A-1-224247 (JP, A) JP-A-1-182306 (JP , A) JP 61-21110 (JP, A) JP 62-199643 (JP, A) JP 6-306326 (JP, A) JP 5-247142 (JP, A) JP 60-78940 (JP, A) JP 7-72356 (JP, A) JP 5-17655 (JP, A) (58) Fields investigated (Int.Cl. ⁷ , DB name) C07C 1/00 -409/44 C09D 1/00-10/00 C09D 101/00-201/10 C08F 251/00-283/00 C08F 283/02-289/00 C08F 291/00-297/08 C08C 19/00-19 / 44 C08F 6/00-246/00 CA (STN) REGISTRY (STN)

Claims (2)

(57) [Claims] 1. A di- (α-represented by the following general formula 1
Fluoroacrylic acid) fluoroalkyl ester and fluorine-containing
And surface hardness pencil hardness of H or more obtained by polymerizing and curing a fluorinated curable composition comprising a Tsu-containing polymer, 1.3
A fluorine-containing cured coating for antireflection, which has a refractive index of 88 or less. [Chemical 1] 2. An antireflection fluorine-containing curing agent according to claim 1.
A fluorine-containing curable composition for coating, di represented by one general formula of 1 - (alpha-fluoro acrylic acid) fluoroalkyl ester 50 wt% or more fluoropolymer 0.0
Antireflective coating , characterized by containing from 01 to 30% by weight
A fluorine-containing curable composition for a coating film .