JP2000198961A - Curable coating composition, molded article coated with this and preparation of molded article - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an easily curable coating composition. SOLUTION: The objective composition contains at least the following components. (a) a substance having an epoxy group and an alkoxy group within the same molecule and/or a product obtained from the substance by hydrolyzing the alkoxy group, (b) a polymerization initiator which initiates polymerization of epoxy groups and/or polycondensation reaction of alkoxy groups by active energy radiation and (c) a polymerization initiator which initiates polymerization of epoxy groups and/or polycondensation reaction of alkoxy groups by heating.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a curable coating composition which cures in a short time by a combination of irradiation with active energy rays and heating, and a molded article having a cured film obtained by applying the coating composition to a substrate and curing the composition. And a method for producing the molded article.

[0002]

2. Description of the Related Art Moldings made of plastic materials generally have poor surface hardness. Conventionally, as a method for reinforcing the surface of such a molded product, a method of forming a hard coat film has been widely performed. Currently, there are many types of coating compositions for hard coat films that are put into practical use, and typical examples are compositions comprising an acrylic material, a silicon material, and a silicon material having an epoxy group as a functional group. Can be mentioned.

[0003] Among the materials constituting the composition, acrylic materials can be cured by light or heat.
The cured coat film has a problem that the range of application is limited because the surface hardness is low and the abrasion resistance is insufficient even when sufficiently cured. In addition, the silicon-based material contains silicon alkoxide as a main component of the coating solution and is usually 100%.
By performing heating at about ° C for several tens minutes to several hours, a polycondensation reaction of the alkoxide occurs, and a three-dimensional network is formed and cured. The coating film made of this silicon-based material has a high surface hardness and exhibits excellent scratch resistance, but it is difficult to apply it to a substrate having low heat resistance because it is heated during curing as described above. In addition, there is a problem that productivity is inferior because a long time is required for curing.

As a silicon-based material which cures in a short time by light, for example, Japanese Patent Application Laid-Open No. 4-372620 discloses a coating composition containing a polyorganosiloxane having an epoxy group as a functional group and a photopolymerization initiator comprising an onium salt. It has been disclosed. In this method, a photoacid generator acts on an epoxy group by light irradiation to polymerize. However, since the silicon part is a linear polymer, a three-dimensional network cannot be formed. Therefore, the surface hardness of the coat film was insufficient, and the surface hardness was low and the scratch resistance was poor as compared with the coat film made of the silicon-based material.

[0005]

The object of the present invention is to overcome the disadvantages of the prior art. That is, an object of the present invention is to provide a coating composition which has the same scratch resistance as a conventional heat-curable cured film made of a silicon-based material and can be easily cured in a short time. It is another object of the present invention to provide a molded article having the coating composition.

[0006]

The present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, have found that the above-mentioned problems can be solved by using a material having the advantageous properties of the material. And it was found that when both the epoxy group and the alkoxy group were functional groups, and cured by a combination of irradiation with active energy rays and heating, the cured film was cured in a short time, and a cured film having excellent scratch resistance was obtained. .

In the present invention, first, a curable coating composition comprising at least the following components: (a) a substance having an epoxy group and an alkoxy group in the same molecule and / or Decomposed product, (b) a polymerization initiator that initiates polymerization of the epoxy group and / or polycondensation reaction of the alkoxy group by irradiation with active energy rays, and (c) polymerization of the epoxy group and / or heating by heating. A polymerization initiator (Claim 1) for initiating a polycondensation reaction of an alkoxy group.

Second, the component (a) is represented by the general formula (I): R ¹ _a R ² _b Si (OR ³ ) _{4- (a + b)} (where R ¹ is an epoxy group Having 4 to 4 carbon atoms
R ² is a hydrocarbon group having 1 to 7 carbon atoms or a halogenated hydrocarbon group having 1 to 7 carbon atoms;
³ is an alkyl group, alkoxyalkyl group or acyl group having 1 to 4 carbon atoms, a is an integer of 1 or more and 3 or less, b is any integer of 0, 1 or 2, and a + b is 1 or more and 3 or less. Is an integer. The curable coating composition according to claim 1 (claim 2), which is a substance represented by the formula (1) or a hydrolysis product thereof.
Thirdly, the present invention provides "the curable coating composition according to claim 1 or 2, wherein the component (b) is an onium salt." Fourthly, "(c)
The curable coating composition according to any one of claims 1 to 3, wherein the component is an acetylacetone complex salt (claim 4). " Fifth, "a molded article characterized in that a cured film of a coating composition having the following components is formed on a substrate. (A) A substance having an epoxy group and an alkoxy group in the same molecule and / or (B) a polymerization initiator which initiates polymerization of the epoxy group and / or polycondensation reaction of the alkoxy group by irradiation with active energy rays; and (c) heating of the epoxy group by heating. A polymerization initiator (Claim 5) for initiating polymerization and / or polycondensation reaction of the alkoxy group. Sixth, "at least,
(A) a substance having an epoxy group and an alkoxy group and / or a hydrolysis product of the substance having the alkoxy group in the same molecule, and (b) polymerization of the epoxy group by irradiation with active energy rays and / or A substrate is coated with a coating composition comprising a polymerization initiator for initiating a polycondensation reaction of an alkoxy group, and (c) a polymerization initiator for initiating the polymerization of the epoxy group and / or the polycondensation reaction of the alkoxy group by heating. A method of producing a molded article having a curable coating composition, comprising: a step of irradiating the substrate with an active energy ray; and a step of heating the substrate. provide. Seventhly, there is provided "the manufacturing method according to claim 6, wherein the irradiation of the active energy ray and the heating are performed simultaneously."

[0009]

DETAILED DESCRIPTION OF THE INVENTION The coating composition of the present invention comprises:
At least (a) a substance having an epoxy group and an alkoxy group in the same molecule and / or a hydrolysis product of the substance having the alkoxy group, and (b) polymerization of the epoxy group by irradiation with active energy rays and / or A polymerization initiator for initiating the polycondensation reaction of the alkoxy group; and (c) a polymerization initiator for initiating the polymerization of the epoxy group and / or the polycondensation reaction of the alkoxy group by heating. In this case, irradiation with active energy rays and heating are used in combination.

Since the epoxy-functional polyorganosiloxane has only the epoxy group as a functional group, it is not possible to form a three-dimensional network of silicon. However, in the present invention, in addition to the epoxy group, an alkoxy group is also used as a functional group. Therefore, a three-dimensional network can be formed by polycondensation of an alkoxy group in addition to the polymerization effect of an epoxy group. Due to this effect, the coat film of the present invention has a high surface hardness and can exhibit excellent scratch resistance.

The substance having both an epoxy group and an alkoxy group that can be used in the present invention is not particularly limited, but is preferably a compound represented by the general formula (I): R ¹ _a R ² _b Si (OR ³ ) _{4- ( a + b)} (where R ¹ is an epoxy group-containing carbon number 4 to 4)
R ² is a hydrocarbon group having 1 to 7 carbon atoms or a halogenated hydrocarbon group having 1 to 7 carbon atoms;
³ is an alkyl group, alkoxyalkyl group or acyl group having 1 to 4 carbon atoms, a is an integer of 1 or more and 3 or less, b is any integer of 0, 1 or 2, and a + b is 1 or more and 3 or less. Is an integer. ) Can be mentioned.

Specific examples of the substance represented by the general formula (I) include 3,4-epoxybutyltrimethoxysilane,
2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, (3-glycidoxypropyl) dimethylethoxysilane, (3-glycidoxypropyl) methyldiethoxysilane, (3-glycidoxypropyl) methyldimethoxy Silane, (3-glycidoxypropyl) trimethoxysilane, and the like.

Further, Si atoms in the above general formula may be replaced with Al atoms or Ti atoms. Specific examples of the substance having an epoxy group and an alkoxy group with Si as a central atom other than the general formula (I) include 1,3-bis (glycidoxypropyl) tetramethyldisiloxane,
(3-glycidoxypropyl) bis (trimethylsiloxy) methylsilane, (3-glycidoxypropyl) pentamethyldisiloxane, and the like.

The substance having both an epoxy group and an alkoxy group which can be used in the present invention may be used as it is, or may be used after hydrolyzing the alkoxy group in advance. By hydrolyzing the alkoxy group in this manner, the composition can be more reliably cured.
It is also possible to shorten the curing time. Usually, an acid such as hydrochloric acid is used for the hydrolysis. Usually 0.1-0.0
The 001N acid solution is preferably added in an amount of 5 to 50 parts by weight based on 100 parts by weight of the substance having both the epoxy group and the alkoxy group, followed by stirring for several hours to one day.

There is no particular limitation on the polymerization initiator (component (b)) that can be used in the present invention to initiate the polymerization of epoxy groups and / or the polycondensation reaction of alkoxy groups by irradiation with active energy rays. It is suitable. Specific examples of the onium _{^{salts, R 4 2 I + X -}} , R 4 3 S + X -, R 4 2
^{R 5 S + X -, R} 4 R 5 2 S + X -, R 4 3 Se + X -, R 4 4 P
^{+ X -, R 4 N 2+} X -, R 5 2 I + X -, R 5 3 S + X -, R 5 2 R 6
^{S + X -, R 5 R} 6 2 S + X -, R 5 3 Se + X -, R 5 4 P + X -,
R ⁵ N ²⁺ X ⁻ (wherein, R ⁴ is an aryl group, R ⁵ is an alkyl group, X ⁻ is SbF ⁶⁻ , AsF ⁶⁻ , PF ⁶⁻ , BF ⁴⁻ , HS
^{O 4-, ClO 4-, Cl -} , CF 3 SO 3-, B (C
₆ F ₅₎ ^4-diaryl iodonium salts represented by anions) such as, triarylsulfonium salts, diaryl monoalkyl sulfonium salts, monoaryl dialkyl sulfonium salts, triaryl selenonium salts, tetra aryl phosphonium salts, aryl diazonium salt , Aromatic diazonium salts, aromatic sulfonium salts, aromatic iodonium salts, aromatic selenonium salts, aromatic phosphonium salts, and the like, but the present invention is not limited to these.

The amount of the polymerization initiator for initiating the polymerization of the epoxy group and / or the polycondensation reaction of the alkoxy group by irradiation with active energy rays is 0.01 to 20 parts by weight based on 100 parts by weight of all the components. Is appropriate. If the amount is less than 0.01 part by weight, the curability becomes insufficient, and if it is more than 20 parts by weight, cracks may occur in the cured film.

The curing of the coating solution of the present invention is characterized in that it is performed by a combination of irradiation with active energy rays and heating.
Therefore, the coating composition of the present invention also contains a polymerization initiator that initiates polymerization of an epoxy group and / or polycondensation reaction of an alkoxy group by heating. Examples of the polymerization initiator (component (c)) that initiates polymerization of an epoxy group or / and polycondensation reaction of an alkoxy group by heating include various metal complex compounds, metal alkoxides, organic metal salts, perchlorates, magnesium perchlorate, Ammonium perchlorate,
Organic acids or anhydrides thereof, Lewis acids, copper halides and the like can be mentioned.

More preferably, aluminum acetylacetonate, chromium acetylacetonate, titanyl acetylacetonate, cobalt acetylacetonate,
Examples include acetylacetone complex salts such as iron acetylacetonate, manganese acetylacetonate, and nickel acetylacetonate, but the present invention is not limited thereto.

The amount of the polymerization initiator for initiating the polymerization of the epoxy group and / or the polycondensation reaction of the alkoxy group by heating is 0.00 0.00 parts by weight of the total amount of all the components.
It is appropriate to use 1 to 10 parts by weight. If this amount is 0.0
If the amount is less than 01 parts by weight, the curability is insufficient, and if the amount is more than 10 parts by weight, cracks may occur in the cured film.

The coating film of the present invention comprises the above (a), (b),
(C) Each component alone exhibits sufficient scratch resistance and can be used as a hard coat, but fine particles can be added for the purpose of further improving scratch resistance.
There is no particular limitation on the fine particles that can be used in the present invention, but inorganic oxide fine particles are preferably used. Specific examples of the inorganic oxide fine particles include Al ₂ O ₃ , SiO ₂ , SnO ₂ , and Sb.
₂ O ₅ , Ta ₂ O ₅ , CeO ₂ , La ₂ O ₃ , Fe ₂ O ₃ , Fe
Inorganic oxide fine particles such as O, ZnO, WO ₃ , ZrO ₂ , In ₂ O ₃ , TiO ₂ , or SiO ₂ , Ai ₂ O ₃ , Sn
O ₂ , Sb ₂ O ₅ , Ta ₂ O ₅ , CeO ₂ , La ₂ O ₃ , Fe ₂
O ₃ , FeO, ZnO, WO ₃ , ZrO ₂ , In ₂ O ₃ , T
Examples include fine particles of a composite oxide or a solid solution composed of two or more kinds of inorganic oxides such as iO ₂ , or a mixture thereof.

In the present invention, a mixture is a form in which a plurality of different types of oxide fine particles coexist, and a composite oxide is a type in which a plurality of different types of oxide fine particles are integrated while maintaining their respective structures. (E.g., a two-layer structure or one integrated by bonding or adsorption of particles), and a solid solution is a mixture of two or more substances at the atomic level,
One that forms two crystal structures.

The size of these inorganic oxide fine particles is preferably about 1 to 5000 nm. If the particle size is larger than this, the surface of the coat film will not be smooth, which will adversely affect the appearance. On the other hand, if the particle diameter is smaller than this, the improvement of the scratch resistance due to the addition of the particles may not be exhibited. The amount of the fine particles to be added is suitably 10 to 70 parts by weight based on 100 parts by weight of all components of the coating composition.
If the amount is less than 10 parts by weight, the effect of improving the abrasion resistance of the coat film is scarcely observed, and if the amount is 70 parts by weight or more, cracks tend to occur in the coat film.

In order to form a coating film using the coating composition of the present invention, first, a coating composition is applied to a substrate on which a coating film is to be formed. The method of application can be selected from brush coating, spray application, dipping, spin coating and the like according to the purpose. The film thickness can be adjusted by changing the application conditions. In the present invention,
It is appropriate that the thickness of the coat film is 0.1 μm or more and 20 μm or less. If the film thickness is less than 0.1 μm, sufficient scratch resistance cannot be obtained, and if it is 20 μm or more, it becomes difficult to sufficiently cure a uniform film.

The active energy rays used for curing the coating composition of the present invention include ultraviolet rays, visible rays, infrared rays, electron rays, X-rays, and radiations. It is preferably used. Examples of active energy ray sources include mercury arc lamps, high pressure mercury lamps, low mercury lamps, metal halide lamps,
Examples include a halogen lamp, various electron beam sources, various radiation sources, and the like, but the present invention is not limited to these.

In the present invention, it is possible to form a coating film having high scratch resistance due to the combined effect as compared with the case where irradiation with active energy rays and heating are performed independently. In addition, the temperature of the substrate and the applied coating liquid is generally low only by irradiation with active energy rays, and thus the coat film that cures in a short time is easily cured while generating stress therein. Therefore, the effect of increasing the fluidity of the coating composition during curing and minimizing the occurrence of stress can be expected by using heating in combination.

The irradiation time of the active energy ray depends on the thickness of the coating film and the type of the radiation source, but is generally preferably 1 second to 10 minutes. If the irradiation time is shorter than this, it is difficult to sufficiently cure. On the other hand, when the irradiation is performed for more than 10 minutes, there is a problem that productivity is poor. The heating temperature is desirably from 30 ° C to 150 ° C. When the temperature is lower than 30 ° C., hardening by heating is not substantially observed, and no special improvement in abrasion resistance is observed as compared with the case of only irradiation with active energy rays. If the temperature is higher than 150 ° C., the temperature exceeds the heat-resistant temperature of many plastic substrates, which is not preferable.

Heating can be performed before, during, or after the irradiation of the active energy ray.
It is particularly desirable to carry out at least during irradiation with active energy rays. When heating is performed during irradiation with active energy rays, the fluidity of the coating composition during the curing reaction can be increased, and the residual stress after curing can be reduced. The coating composition of the present invention can be formed on many substrates without any particular limitation. Generally, when a coating film using the coating composition of the present invention is applied to a substrate having a low surface hardness, excellent scratch resistance can be imparted. Therefore, plastic is particularly suitable as the substrate on which the coating film is applied in the present invention. There is no particular limitation on the plastic material that can be coated, and it can be applied to a wide variety of substrates, from commonly used substrates such as polycarbonate, acrylic, and polystyrene to base materials for spectacle lenses such as diethylene glycol bisallyl carbonate.

The coating composition according to the present invention can be used as a hard coat film for spectacle lenses. Then, if an antireflection film made of an inorganic oxide formed by a vacuum evaporation method is formed on the hard coat film, a lens having an excellent antireflection effect and an excellent appearance can be manufactured. Materials used for the antireflection film include silicon oxide, titanium oxide, zirconium oxide, and aluminum oxide.

Further, if a primer layer for improving the adhesion and impact resistance is formed between the lens substrate and the hard coat film, a plastic lens having more excellent adhesion and impact resistance can be manufactured. As a material of the primer layer, a polyurethane resin, an epoxy resin, a polyacetal resin, or the like is preferable. It is also possible to form a primer layer made of crosslinked polyvinyl acetal. The primer layer made of polyvinyl acetal dissolves polyvinyl acetal as a main component, a hydrolyzable organosilane compound or a hydrolysis condensate thereof, an alkoxide compound of aluminum or titanium, or an alkoxide diketonate compound of aluminum or titanium and a curing catalyst. It can be formed by applying the primer composition thus obtained to the surface of a plastic lens and subjecting it to heat treatment.

The thickness of the primer layer is 0.1 to 5 μm, preferably 0.2 to 3 μm after the thermosetting. If the thickness of the primer layer is less than 0.1 μm, the improvement of impact resistance is not sufficient, and if it is more than 5 μm, there is no problem in terms of impact resistance, but heat resistance and surface accuracy may be reduced. Further, the coating composition serving as the primer layer may contain inorganic fine particles as added to the hard coat film. As these inorganic fine particles, commercially available fine particles dispersed in water or an organic solvent can be used as they are.

The average particle diameter of the inorganic fine particles or the composite of these inorganic oxides is 1 to 300 nm, preferably 1 to 300 nm.
５０50 nm. If the average particle diameter exceeds 300 nm, fogging of the lens occurs due to light scattering. It is also possible to form a water-repellent film as the uppermost layer. As the material, a coating composition containing an organic polysiloxane compound or a perfluoroalkyl group-containing compound as a main component is preferably used, and a mono- to trifunctional silazane compound having a fluorine atom (the functional group is an amino group or an alkoxy group) is used. , A siloxazan compound, an alkoxy compound having a fluorine group and the like are preferably used. As a forming method, it can be formed by an immersion method, a vacuum method such as a dry method, a CVD method, a sputtering method, or the like.

Further, it is also possible to form an anti-fogging film on the anti-reflection film. As a material, a material containing titanium oxide or silicon oxide as a main component can be used.

[0033]

EXAMPLES Example 1 (1) Preparation of Coating Composition In a reaction vessel equipped with a rotor, 0.001 normal to 100 parts by weight of γ-glycidoxypropyltrimethoxysilane as the component (a) was used. 20 parts by weight of
The mixture was stirred for 2 hours to hydrolyze the methoxy group (this was referred to as solution A).

Next, 350 parts by weight of a methanol dispersion of silica particles having an average particle diameter of 10 nm (solid content concentration: 30% by weight) was added to the solution A, and the mixture was stirred for 10 minutes (this was referred to as a solution B). As the component (c), 0.2 parts by weight of iron acetylacetonate is dissolved in 50 parts by weight of methanol,
Stir for 0 minutes (this is called solution C).

The solution C was slowly added to the solution B, and the mixture was further stirred for 10 minutes (this is referred to as a solution D). Adeka optoma-sp1 was added to the solution D as the component (b).
5 parts by weight of 70 (manufactured by Asahi Denka Kogyo Co., Ltd .: 50% propylene carbonate solution of onium salt) were added, and the mixture was stirred for 10 minutes to prepare a coating composition. (2) Formation of Coat Film Using a 5 mm thick acrylic plate, the solution prepared in (1) was dip-coated at a pulling rate of 1 mm / sec.

After setting the temperature of the ultraviolet irradiation chamber of the ultraviolet irradiation apparatus (manufactured by Mitsubishi Rayon Engineering Co., Ltd.) to 80 ° C., an acrylic plate coated with the coating composition is put into the irradiation chamber and irradiated with ultraviolet light for 10 seconds. Then, a coat film was formed. (3) Evaluation The substrate formed in the above (2) was subjected to the following test to evaluate the characteristics of the coat film.

(A) Scratch resistance test The surface of the coating film was rubbed with steel wool # 0000, and the scratch resistance was examined. The evaluation criteria were the following three levels. ◎: No scratches even if strongly rubbed. ：: Slight scratches when strongly rubbed. X: Damage occurs even with weak friction.

The evaluation results of the substrate formed in the above (2) are as follows:
Met. Incidentally, evaluation of the substrate without the coat film was also performed, and the result was x. (B) Adhesion After immersing the substrate formed in the above (2) in warm water of 90 ° C. for 2 hours, cut lines are cut in the vertical and horizontal directions at intervals of 1 mm with a knife on the surface of the coated film, so that 100 pieces of a checkerboard are formed. I made eyes. Next, a cellophane adhesive tape (trade name “Cellotape” manufactured by Nichiban Co., Ltd.) was strongly adhered. One end of the tape was quickly peeled off in the direction of 90 degrees, and the number of grids of the coating film peeled was examined. The adhesiveness was represented by the numerical value of X / 100, where X was the number of peeled grids. Needless to say, the smaller the X, the better the adhesion.

When the substrate formed in the above (2) was evaluated,
The adhesion was 0/100. [Example 2] (1) Preparation of coating composition The same procedure as in Example 1 was performed. (2) Formation of a coat film The same procedure as in Example 1 was carried out except that a polycarbonate having a thickness of 3 mm was used as a substrate.

(3) Evaluation When the evaluation was performed in the same manner as in Example 1, the scratch resistance was ◎ and the adhesion was 0.
/ 100. Incidentally, the scratch resistance of the substrate without the coating film was x. [Example 3] (1) Preparation of coating composition The same procedure as in Example 1 was performed.

(2) Formation of Coat Film The same procedure as in Example 1 was carried out except that diethylene glycol bisallyl carbonate having a thickness of 3 mm was used as a substrate. (3) Evaluation In the same manner as in Example 1, the scratch resistance was ◎ and the adhesion was 0.
/ 100. Incidentally, the scratch resistance of the substrate without the coating film was x. [Comparative Example 1] (1) Preparation of coating composition The same procedure as in Example 1 was performed, except that the addition of component (b) ADEKA OPTOMER-sp170 was not performed.

(2) Formation of Coat Film The same procedure as in Example 1 was performed. (3) Evaluation When performed in the same manner as in Example 1, the abrasion resistance was × and the adhesion was 8
0/100. Incidentally, the scratch resistance of the substrate without the coating film was x. Comparative Example 2 (1) Preparation of Coating Composition The same procedure as in Example 1 was carried out except that the addition of the component (c), iron acetylacetonate, in Example 1 was not performed.

(2) Formation of Coat Film The same procedure as in Example 1 was performed. (3) Evaluation When performed in the same manner as in Example 1, the scratch resistance was × and the adhesion was 5
0/100. Incidentally, the scratch resistance of the substrate without the coating film was x.

[0044]

As described above, according to the present invention, a film obtained by curing the coating composition of the present invention has high abrasion resistance equivalent to that of a conventional silicon-based heat-curable cured film, In addition, while exhibiting good adhesion to various substrates, the curing time can be significantly reduced. Further, the pot life of the coating composition of the present invention is longer than the conventional coating composition.

Thus, the coating composition of the present invention
It is possible to achieve a reduction in work efficiency and cost without reducing the conventional performance.

Claims (7)

[Claims] 1. A curable coating composition comprising at least the following components: (A) a substance having an epoxy group and an alkoxy group in the same molecule and / or a product obtained by hydrolyzing an alkoxy group of the substance (b) polymerization of the epoxy group and / or the alkoxy group by irradiation with active energy rays (C) a polymerization initiator which initiates the polymerization of the epoxy group and / or the polycondensation reaction of the alkoxy group by heating 2. The component (a) is represented by the general formula (I): R ¹ _a R ² _b Si (OR ³ ) _{4- (a + b)} (wherein, R ¹ has an epoxy group) Carbon number 4 ~
R ² is a hydrocarbon group having 1 to 7 carbon atoms or a halogenated hydrocarbon group having 1 to 7 carbon atoms;
³ is an alkyl group, alkoxyalkyl group or acyl group having 1 to 4 carbon atoms, a is an integer of 1 or more and 3 or less, b is any integer of 0, 1 or 2, and a + b is 1 or more and 3 or less. Is an integer. The curable coating composition according to claim 1, which is a substance represented by the formula (1) or a hydrolysis product thereof. 3. The curable coating composition according to claim 1, wherein the component (b) is an onium salt. 4. The curable coating composition according to claim 1, wherein the component (c) is an acetylacetone complex salt. 5. A molded article having a cured film of a coating composition having the following components formed on a substrate. (A) a substance having an epoxy group and an alkoxy group and / or a hydrolysis product of a substance having the alkoxy group in the same molecule; and (b) polymerization of the epoxy group and / or the alkoxy group by irradiation with active energy rays. (C) a polymerization initiator which initiates the polymerization of the epoxy group and / or the polycondensation reaction of the alkoxy group by heating 6. At least (a) a substance having an epoxy group and an alkoxy group and / or a hydrolysis product of the substance having the alkoxy group in the same molecule,
(B) a polymerization initiator that initiates polymerization of the epoxy group and / or polycondensation reaction of the alkoxy group by irradiation with active energy rays, and (c) polymerization of the epoxy group and / or polycondensation of the alkoxy group by heating. A step of applying a coating composition containing a polymerization initiator for initiating a reaction to a substrate, a step of irradiating the substrate with an active energy ray, and a step of heating the substrate. A method for producing a molded article having a functional coating composition. 7. The method according to claim 6, wherein the irradiation with the active energy ray and the heating are performed simultaneously.