JP2005075987A - Energy ray-curable composition, its coating film, construction material coated with the coating film, and process for removal of formalin odor in building - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a composition which can form in a short time a highly hard cured coating film on the surfaces of a construction material, a household furniture, and furnishings or the like, wherein the cured coating film is excellent in absorption of unpleasant odor such as formalin odor, and a deodorant construction material, a household furniture, and a furniture coated with the film. <P>SOLUTION: The energy ray-curable composition comprises (A):an energy ray-curable compound having at least one (meth)acryloyl group, and (B):at least one component selected from the group consisting of an inorganic compound bearing an amine-base compound, a hydrazide, an azole, and an azine; its coating film; a construction material coated with the coating film; and a method for removing formalin odor inside a building by forming the coating film on the surface of a construction material to absorb formalin inside the building into the coating film. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to an energy ray curable composition, a coating film thereof, a building material coated with the coating film, and a method for removing formalin odor in a building, and more specifically, forms a coating film having excellent formalin absorbability. The present invention relates to an energy ray curable composition that can be used, a coating film thereof, a building material coated with the coating film, and a method for removing formalin odor in a building.

  Conventionally, for detached houses, apartment houses such as apartments and condominiums, buildings such as school buildings and offices, and furniture and furniture housed in these buildings, construction and manufacturing costs are reduced or labor-saving, Synthetic building materials such as wooden materials and non-combustible materials using formalin adhesives, paints and preservatives containing toluene, xylene, etc. as solvents, from the viewpoints of high heat insulation, energy saving by high airtightness, and long life However, it has been widely used for structural materials, flooring materials, ceiling materials, interior materials, indoor furniture and furniture.

  However, in recent years, the problem of sick house syndrome due to volatile organic compounds (VOC) contained in these building materials as adhesives, solvents, etc., or used in assembly, construction, etc., has become prominent. ing. In addition, unpleasant odors such as the remaining and adhesion of tobacco odors such as acetaldehyde due to smoking indoors and the indoor musty odors that are closed are also problems.

  Therefore, as a paint used for such a building such as a house, a paint capable of forming a coating film excellent in absorbability of unpleasant odor such as formalin odor is required, and various proposals have been made so far. .

For example, (a): Japanese Patent Laid-Open No. 2003-52800 (Patent Document 1) has a specific surface area of 40.
A deodorant comprising finely divided zinc oxide having a hydrogen sulfide deodorizing capacity of 3.0 mmol / g or more and a primary particle diameter of 0.2 μm or less is disclosed in the range of ˜100 m ³ / g, and the fine particles A deodorant composition comprising zinc oxide, aluminum silicate, a substance having a primary amino group in the molecule (porous silicon dioxide), a tetravalent metal phosphate, and a hydrated zirconium oxide is disclosed. It describes that the deodorizing performance is excellent against bad odors, particularly sulfurous odors. Further, the deodorant may be added to the paint, and the oil or resin for paint may be any of natural products and synthetic materials, and the curing type may be any of oxidation polymerization type, ultraviolet curing type, etc. Natural vegetable oils such as oil, rosin, nitrocellulose, alkyd resin, acrylic resin, vinyl chloride, epoxy resin, urethane resin, saturated polyester resin, melamine resin, etc. It is described that it can be used for an inner wall, an outer wall, etc. of a building, a vehicle, etc. Further, “Examples 13 to 14 and Comparative Examples 9 to 10” and “Table 9” include xylene solvent, acrylic resin, A galvanized steel sheet coated (applied) with a paste-like composition containing zinc oxide or the like is placed in a bag, sulfur-based malodorous gas is injected into the bag, and a residual test after a predetermined time has elapsed. Was carried out, it has been described such that can not be detected is hydrogen sulfide, also is methyl mercaptan content was reduced.

However, even if the deodorant described in the publication (a) is blended in, for example, an acrylic ultraviolet curable coating, the resulting coating film has insufficient formalin absorption effect, and the coating film yellows after UV curing. There are problems such as.

(b): Japanese Patent Application Laid-Open No. 2002-187757 (Patent Document 2) discloses an interior building material having a deodorizing property in which a hydrazide compound is blended, and describes that it is excellent in a deodorizing property. Examples of interior building materials include gypsum board, gypsum plaster, gypsum putty and the like. However, there is no description or suggestion about a paint that can form a deodorant coating film.

(C): JP-A 2000-169757 (Patent Document 3) discloses an interior paint wall material composition comprising an aggregate such as silica sand and wood powder, an adhesive, and an aldehyde chemical adsorbent. Examples of aldehyde chemisorbents include amines, ureas, amides, imides, hydrazides, azoles, and azines. The publication also discloses carboxymethylcellulose sodium (CMC), methylcellulose (MC), hydroxyethylcellulose (HEC), methylhydroxyethylcellulose (MHEC) and natural as adhesives. In addition, when the adhesive alone does not provide sufficient adhesive strength as a wall material, ethylene / vinyl acetate copolymer emulsion, vinyl acetate / veova copolymer powder resin, vinyl acetate / acrylic copolymer It is described that it may be selected from an emulsion and polyvinyl alcohol (PVA). The publication (c) also describes that an interior coating wall material composition (interior coating wall material) excellent in adsorptive decomposability of aldehydes such as acetaldehyde and formaldehyde is provided.

The publication (c) describes that the interior coating wall material containing a vinyl acetate / acrylic copolymer emulsion or the like is applied to a flat plate and naturally dried. There is no description of the energy ray curable embodiment. In addition, the interior coating wall material composition described in the publication has a problem that the coating film strength is insufficient in terms of hardness, wear amount, scratch resistance, solvent resistance, and the like.

Thus, so far, energy ray-curable paints such as photo-curing paints that can form coatings with excellent absorbability of unpleasant odors such as formalin odor, formalin odors in buildings using the paints Such an efficient removal method is not known.
JP 2003-52800 A JP 2002-187757 A JP 2000-169757 A

  The present invention is intended to solve the problems associated with the prior art as described above, and is an energy beam such as a photo-curable paint that can form a coating film having excellent absorbability of unpleasant odor such as formalin odor. It is an object of the present invention to provide a curable coating composition, a coating film thereof, a building material coated with the coating film, and a method for efficiently removing off-flavors typified by formalin odor in the building.

The energy ray curable composition according to the present invention is:
(A): an energy ray-curable compound having at least one (meth) acryloyl group,
And (B): at least one component selected from the group consisting of inorganic compounds carrying amine compounds, hydrazides, azoles and azines,
It is characterized by comprising.

  The energy beam curable composition of the present invention is preferably a photocurable composition further containing a photopolymerization initiator as component (C).

In the energy ray curable composition of the present invention, the component (A) comprises a urethane (meth) acrylate compound having at least one (meth) acryloyl group, an epoxy (meth) acrylate compound, and a polyester (meth) acrylate compound. It is preferably a photocurable and / or electron beam curable composition that is at least one photocurable and / or electron beam curable (meth) acrylate compound selected from the group.

  In the energy beam curable composition of this invention, it is preferable that the component (B) is mix | blended in the quantity of 0.3-5 weight part with respect to 100 weight part of components (A).

  The coating film which concerns on this invention consists of an energy-beam curable composition in any one of the said, It is characterized by the above-mentioned.

  The building material according to the present invention is characterized in that the surface of the base material is coated with a coating film made of the energy beam curable composition.

  The method for removing formalin odor in a building according to the present invention comprises forming a coating film formed from the energy ray-curable composition described in any of the above on the surface of a building material, such as formalin in a building. The unpleasant odor is absorbed and removed by the coating film.

  According to the present invention, an energy ray-curable coating composition such as a photo-curable coating composition capable of forming a coating film excellent in absorbability of unpleasant odor such as formalin odor, the coating film, and the architecture coated with the coating film Provided is an efficient method for removing off-flavors typified by formalin odor in materials and buildings.

  Hereinafter, the energy ray-curable coating composition according to the present invention, its coating film, the building material coated with the coating film, and the method for efficiently removing off-flavors typified by formalin odor in the building will be specifically described. To do.

[Energy ray curable composition]
The energy ray curable composition according to the present invention is:
(A): an energy ray-curable compound having at least one (meth) acryloyl group,
And (B): at least one component selected from the group consisting of inorganic compounds carrying amine compounds, hydrazides, azoles and azines,
Is included. And in the preferable aspect, the component (B) is mix | blended in the quantity of 0.3-5 weight part with respect to 100 weight part of component (A).

<Energy ray curable compound (A)>
As the energy ray curable compound (A), those having at least one (meth) acryloyl group are used.

Examples of such energy ray curable compounds (A) include photocurable resins described in columns [0012] to [0018] of JP-A-8-253707, and JP2003-625A.
Conventionally known compounds such as the (meth) acryloyl group-containing polymerizable compounds described in columns [0024] to [0027] of No. 24 can be used.

The energy ray-curable compound (A) used in the present invention has one or more, preferably two or more (meth) acryloyl groups (CH ₂ ═CH—CO— or CH ₂ ═C) in one molecule. (CH ₃ ) CO—).

In the present invention, among the energy ray curable compounds (A), urethane (meth) acrylate, polyester (meth) acrylate, epoxy (meth) acrylate, and the like have high hardness of the obtained cured coating film, quick drying property, This is preferable from the standpoint of excellent balance of properties such as abrasion, scratch resistance, solvent resistance, weather resistance, and flexibility.

Urethane (meth) acrylate compounds are, for example, (i) reacting isocyanates with hydroxyalkyl (meth) acrylates, or (ii) reacting isocyanates, hydroxyalkyl (meth) acrylates and polyols, obtained by a method such as has as functional groups in the molecule (meth) acryloyl group (CH ₂ = CHCO- or _{CH 2 = C (CH 3)} CO-) and urethane bond (-NH · COO-).

  Specific examples of the isocyanates include hexamethylene diisocyanate [HDI], isophorone diisocyanate [IPDI], methylenebis (4-cyclohexylisocyanate) [HMDI], trimethylhexamethylene diisocyanate [TMHMDI], tolylene diisocyanate [TDI], 4, And diisocyanates such as 4-diphenylmethane diisocyanate [MDI], xylylene diisocyanate [XDI], and dicyclomethane diisocyanate.

  Further, polyisocyanates such as those obtained by reacting isocyanate with trimethylolpropane, trimers of diisocyanate (isocyanurate), and burettes obtained by reaction of diisocyanate and water are exemplified.

  The polyols are classified into (1) polyether polyol, (2) polyester polyol, and (3) alkylene polyol.

(1) Examples of the polyether polyol include polypropylene glycol (diol, triol, etc.), polyethylene glycol, polytetramethylene glycol and the like.

(2) Polyester polyol is synthesized by dehydration condensation reaction between dibasic acids such as adipic acid and phthalic anhydride and alcohols such as ethylene glycol, 1,4-butanediol, 1,6-hexanediol, and trimethylolpropane. And a lactone polyester polyol obtained by ring-opening polymerization of ε-caprolactam.

(3) As the alkylene polyol, ethylene glycol, propylene glycol,
Examples include 1,4-butanediol, 1,6-hexanediol, and trimethylolpropane.

  These polyols may be used alone or in combination of two or more.

  The alkylene polyol is used in combination with a polyether polyol or a polyester polyol.

  Hydroxyalkyl (meth) acrylates may be mono (meth) acrylates or polyvalent (meth) acrylates, specifically 2-hydroxyethyl acrylate [HEA], 2-hydroxyethyl methacrylate [HEMA]. 2-hydroxypropyl acrylate [HPA], 2-hydroxypropyl methacrylate [HPMA], pentaerythritol triacrylate [PETA], 4-hydroxybutyl acrylate [4-HBA], and the like.

As the urethane (meth) acrylate compound, particularly urethane poly (meth) acrylate, specifically, for example, a trimer of 1,6-hexamethylene diisocyanate is reacted with 2-hydroxyethyl (meth) acrylate. Urethane tri (meth) acrylate, urethane di (meth) acrylate obtained by reacting isophorone diisocyanate with 2-hydroxypropyl (meth) acrylate, urethane hexa (meth) obtained by reacting isophorone diisocyanate with pentaerythritol tri (meth) acrylate Urethane di (meth) acrylate obtained by reacting acrylate, dicyclomethane diisocyanate and 2-hydroxyethyl (meth) acrylate, dicyclomethane diisocyanate and polytetramethylene glycol (tetramethylene glycol) Examples thereof include urethane di (meth) acrylate obtained by reacting 2-hydroxyethyl (meth) acrylate with a urethanization reaction product with a repeating unit of recall n = 6 to 15).

  Polyester (meth) acrylate compounds are dibasic acids such as phthalic anhydride, isophthalic acid, adipic acid, maleic anhydride, ethylene glycol, 1,4-butanediol, 1,6-hexanediol, trimethylolpropane, glycerin. Synthesize | combined by making polyester obtained by the dehydration condensation reaction with alcohol, such as pentaerythritol, and (meth) acrylic acid react.

  The epoxy acrylate compound is synthesized by a reaction between a compound having a glycidyl group and (meth) acrylic acid.

  Examples of the compound having a glycidyl group include bisphenol type glycidyl ether which is a reaction product of bisphenol such as bisphenol A, bisphenol S and bisphenol F and epichlorohydrin, novolak type glycidyl ether which is a reaction product of phenol novolac and epichlorohydrin, Examples thereof include polyethylene glycol, polypropylene glycol, glycol type glycidyl ether which is a reaction product of polyether glycol such as bisphenol A added with EO (ethylene oxide) or PO (propylene oxide) and epichlorohydrin.

  In addition, in what is marketed as a component (A), as a urethane (meth) acrylate compound, "UV-55, UV-62" (made by Akira Ohtake Shin Chemical Co., Ltd.) etc. is used, and an epoxy is used. As the (meth) acrylate compound, “Lipoxy VR-77” (manufactured by Showa Kogyo Co., Ltd.) or the like is used, and as the ester (meth) acrylate compound, “Aronix M-7100” (manufactured by Toagosei Co., Ltd.), “ “ACMO” (manufactured by Kojin Co., Ltd.), “Biscoat 260” (manufactured by Osaka Organic Chemical Industry Co., Ltd.) or the like may be used.

  Specific examples of the radically polymerizable compound having a (meth) acryloyl group other than those described above include, for example, the following compounds described in columns [0028] to [0031] of JP-A-2003-62524. Can be mentioned.

Acrylamides such as acrylamide, N, N-dimethylacrylamide, N, N-dimethylmethacrylamide, N-methylolacrylamide, N-methoxymethylacrylamide, N-butoxymethylacrylamide, Nt-butylacrylamide, acryloylmorpholine, methylenebisacrylamide;
(Meth) acrylic acid, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, (meth) acrylic acid t-butyl, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, morpholyl (meth) acrylate, (Meth) acrylic acid 2-hydroxyethyl, (meth) acrylic acid 2-hydroxypropyl, (meth) acrylic acid 4-hydroxybutyl, (meth) acrylic acid glycidyl, (meth) acrylic acid dimethylaminoethyl, (meth) acrylic Diethylaminoethyl acid, benzyl (meth) acrylate, cyclohexyl (meth) acrylate, ( T) phenoxyethyl acrylate, tricyclodecane (meth) acrylate, dicyclopentenyl (meth) acrylate, allyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, isobornyl (meth) acrylate, ( Mono (meth) acrylates such as phenyl (meth) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, Polyethylene glycol di (meth) acrylate (ethylene glycol repeating units n = 5 to 14), propylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, Di (meth) acryl Tetrapropylene glycol diacid, polypropylene glycol di (meth) acrylate (repeat unit of propylene glycol n = 5-14), 1,3-butylene glycol di (meth) acrylate, 1,4-di (meth) acrylic acid Butanediol, poly (butylene glycol di (meth) acrylate) (butylene glycol repeating unit n = 3 to 16), di (meth) acrylic acid poly (1-methylbutylene glycol) (1-methylbutylene glycol repeating unit n = 5-20), 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, neopentyl glycol di (meth) hydroxypivalate ) Acrylic acid esters, di (meth) acrylates of dicyclopentanediol, hydroxypiva Di (meth) acrylic acid ester of adduct in which 2 to 5 ε-caprolactone is added to both ends of neopentyl glycolate, and adduct in which 2 to 5 caprolactone is added to both ends of bisphenol A Di (meth) acrylic acid ester, bisphenol A ethylene oxide adduct (ethylene oxide repeating unit n = 1-7) di (meth) acrylic acid ester, bisphenol A propylene oxide adduct (propylene oxide repeating unit n = 1-7) di (meth) acrylic acid ester, trimethylolpropane tri (meth) acrylic acid ester, glycerin tri (meth) acrylic acid ester, ditrimethylolpropane tetra (meth) acrylic acid ester, pentaerythritol tri (meth) Acrylic acid ester, trime Tri (meth) acrylic acid ester of roll propane ethylene oxide adduct (ethylene oxide repeating unit n = 1-5), trimethylolpropane propylene oxide adduct (propylene oxide repeating unit n = 1-5) tri (meta) ) acrylic acid ester, glycerin ethylene oxide adduct (tri (meth) acrylic acid ester of the repeating unit n = 1 to 5) of ethylene oxide, ditrimethylolpropane ethylene oxide adduct (repeating unit n = 1 to 5 ethylene oxide) Tetra (meth) acrylic acid ester, pentaerythritol ethylene oxide adduct (ethylene oxide repeating unit n = 1-5) tri (meth) acrylic acid ester, pentaerythritol ethylene oxide adduct (ethylene oxide) Tetra (meth) acrylate of side repeating unit n = 1 to 15), penta (erythritol) propylene oxide adduct (propylene oxide repeating unit n = 1 to 5) tri (meth) acrylate, pentaerythritol propylene oxide Tetra (meth) acrylate ester, pentaerythritol tetra (meth) acrylate ester, dipenerythritol penta (meth) acrylate ester, dipentaerythritol hexa (meta) of adducts (propylene oxide repeating units n = 1 to 15) ) Acrylic acid ester, dipentaerythritol ethylene oxide adduct (ethylene oxide repeating unit n = 1-5) penta (meth) acrylic acid ester, dipentaerythritol ethylene oxide adduct (eth Hexa (meth) acrylic acid ester of oxide repeating unit n = 1 to 15), N, N ′, N ″ -tris ((meth) acryloxypoly (ethoxy repeating unit n = 1 to 4) (ethoxy) And poly (meth) acrylates such as ethyl) isocyanurate.

<Component (B)>
As the component (B), it can exhibit the adsorptive power of unpleasant odors (unpleasant odors) such as aldehydes and its sustainability, and can be widely used as long as it does not cause discoloration. For example, [0014] of JP 2000-169757 A ] To [0024] aldehyde chemisorbents such as amines, ureas, amides, imides, hydrazides, azoles and azines;
The hydrazide compounds described in the columns [0023] to [0033] of JP-A No. 2002-187757 (“Patent Document 2”);
"Substance carrying a compound having a primary amino group" described in JP-A-2003-52800, columns [0016] to [0021];
The “inorganic compound carrying an amine compound” represented by the above can be used.

  In the present invention, among these, at least one component selected from the group consisting of inorganic compounds carrying amine compounds, hydrazides, azoles and azines is used as a deodorizing component, such as odors such as aldehydes. It is preferable in that it has excellent adsorption power and sustainability, and is excellent in solubility or dispersibility in the component (A).

  In the present invention, since these deodorant components (B) are contained in the energy ray curable composition, the obtained coating film is excellent in absorbability of unpleasant odor such as formalin odor. Moreover, when the building material covered with this coating film is used, it is possible to efficiently remove off-flavors represented by formalin odor in the building.

  Examples of the amines include hydroxylamine, ethanolamine, dimethylamine, diethylamine, isopropylamine, proline, hydroxyproline, dicyanodiamide, ethyleneimine, ethylenediamine, propylenediamine, diethylenetriamine, 2-diethylaminoethanol, 2-dimethylaminoethanol, 1 , 2-diaminopropane, triethylenetetramine, tetraethylenepentamine, iminobispropylamine, tetramethylenediamine, guanidine carbonate, glycine, alanine, sarcosine, glutamic acid, hexamethylenediamine, melamine, morpholine, 2-amino-4,5 Examples include -dicyanoimidazole, 3-azahexane-1,6-diamine, and sodium aminobenzoate.

  Examples of ureas include urea, thiourea, methylurea, ethyleneurea, acetylurea, azodicarbonamide, and the like.

  Examples of amides include formamide, acetamide, succinic acid amide, dicyandiamide and the like.

  Examples of imides include succinimide, hydantoin, and isocyanuric acid.

  Examples of hydrazides include lauric acid hydrazide, salicylic acid hydrazide, form hydrazide, acetohydrazide, propionic acid hydrazide, p-hydroxybenzoic acid hydrazide, naphthoic acid hydrazide, 3-hydroxy-2-naphthoic acid hydrazide, oxalic acid dihydrazide, and malonic acid dihydrazide. , Succinic acid dihydrazide, adipic acid dihydrazide, azelaic acid dihydrazide, sebacic acid dihydrazide, dodecane-2 acid dihydrazide, maleic acid dihydrazide, fumaric acid dihydrazide, diglycolic acid dihydrazide, tartaric acid dihydrazide, diphthalide diacid dihydrazide, diphthalide diacid dihydrazide , Dimer acid dihydrazide, 2,6-naphthoic acid dihydrazide and the like.

As azoles and azines, 3-methyl-5-pyrazolone, 1,3-dimethyl-5-pyrazolone, 3-methyl-1-phenyl-5-pyrazolone, 3-phenyl-6-pyrazolone, 3-methyl- Pyrazolones such as 1- (3-sulfophenyl) -5-pyrazolone,
Pyrazole, 3-methylpyrazole, 1,4-dimethylpyrazole, 3,5-dimethylpyrazole, 3,5-dimethyl-1-phenylpyrazole, 3-aminopyrazole, 5-amino-3-methylpyrazole, 3-methylpyrazole -5-carboxylic acid, 3-methylpyrazole-5-carboxylic acid methyl ester, 3-methylpyrazole-5-carboxylic acid ethyl ester, 1,2,3-triazole, 1,2,4-triazole, 3-n- Butyl-3,5-dimethyl-1,2,4-triazole, 3,5-di-n-butyl-1,2,4-triazole, 3-mercapto-1,2,4-triazole, 3-amino- 1,2,4-triazole, 4-amino-1,2,4-triazole, 3,5-diamino-1,2,4-triazole, 5-amino- -Mercapto-1,2,4-triazole, 3-amino-5-phenyl-1,2,4-triazole, 3,5-diphenyl-1,2,4-triazole, 1,2,4-triazole-3 -One, urazole (3,5-dioxy-1,2,4-triazole), 1,2,4-triazole-3-carboxylic acid, 1-hydroxybenzotriazole, 5-hydroxy-7-methyl-1,3 , 8-triazaindolizine, 1H-benzotriazole, 4-methyl-1H-benzotriazole, 5-methyl-1H-benzotriazole, 6-methyl-8-hydroxytriazolopyridazine, 4,5-dichloro-3- Pyridazine, maleic hydrazide, 6-methyl-3-pyridazone and the like can be mentioned.

  Examples of the “inorganic compound carrying an amine compound (amines)” include “a substance carrying a compound having a primary amino group” described in columns [0016] to [0021] of JP-A-2003-52800. And aluminum tripolyphosphate carrying diethylenetriamine.

Among the “inorganic compounds carrying an amine compound”, the primary amino group-containing compound used when preparing the “substance carrying a compound having a primary amino group” is described in the above publication (special Aliphatic compounds described in JP-A-2003-52800: “H ₂ N— (CH ₂ CH ₂ —NH) _n —CH ₂ CH ₂ NH ₂ (n is an integer of 0 or more and 3 or less)”, aroma The family anilines are preferred.

  The amount of the compound having a primary amino group supported on the carrier is preferably 0.02 to 2 mmol / g from the viewpoint of malodor adsorption ability, kneading processability to the carrier, and the like.

  In addition, an organic silicon compound having an amino group capable of absorbing aldehyde gas, such as γ-aminopropyltrimethoxysilane, γ-aminopropyltrimethyl, on the surface of the substance carrying the compound having a primary amino group. An aldehyde-based gas deodorizing capacity may be improved by further supporting ethoxysilane or the like.

  As the inorganic compound for supporting the amine compound, inorganic substances such as silicon dioxide, activated carbon, sepiolite, and mica are preferable from the viewpoint of heat resistance. Among these inorganic carriers, porous silicon dioxide is particularly preferable from the viewpoint of excellent aldehyde gas deodorization performance.

As porous silicon dioxide, those having a specific surface area (BET method calculated from nitrogen adsorption amount) of 200 to 900 m ² / g and an average pore diameter of 0.1 to 10 nm are compounds having a primary amino group and It is desirable from the viewpoints of improvement in contact area with malodorous gas, proper loading amount of the compound having a primary amino group, mechanical strength, and the like.

  Examples of commercially available porous silicon dioxide include silica gel and nip seal (fine particle-containing silicon dioxide).

  These components (B) can be used alone or in combination of two or more.

  Among these components (B), at least one selected from inorganic compounds carrying amine compounds, hydrazides, azoles and azines is used as a deodorizing component, and the adsorptive power and adsorption of odorous components such as aldehydes It is preferable in terms of excellent durability and excellent solubility or dispersibility in the component (A).

In addition, in what is marketed as a component (B), "Chem catch" (Product number: T-6900, P-9600: Hydrazide: Otsuka Chemical Co., Ltd. product), "Kesmon NS-
103 "(manufactured by Toagosei Chemical Co., Ltd., an inorganic compound carrying an amine compound) or the like may be used.

<Other ingredients>
In the present invention, the energy beam curable composition depends on a curing method such as photocuring or electron beam curing, but if necessary, further includes a photopolymerization initiator (C), a radical polymerizable compound other than the above. (D), photosensitizer, release agent, lubricant, plasticizer, antioxidant, antistatic agent, light stabilizer, ultraviolet absorber, flame retardant, flame retardant aid, polymerization inhibitor, filler, silane Coupling agents, solvents, pigments, dyes, and other additives may be included.

<Photopolymerization initiator (C)>
The energy beam curable composition of the present invention preferably further contains a photopolymerization initiator (C) as the component (C) from the viewpoint of enhancing curability. The photopolymerization initiator (C) is usually used when the coating film is cured by light irradiation, but is not necessarily required when the coating film is cured by electron beam irradiation.

  Examples of the photopolymerization initiator (C) include those described in JP-A-2003-62524, columns [0033] to [0034], and those described in JP-A-2003-165828 [0041]. A conventionally well-known thing, such as an energy beam polymerization initiator, can be used widely.

That is, as the photopolymerization initiator (C), specifically, for example, benzophenone, 4,4-bis (diethylamino) benzophenone, 2,4,6-trimethylbenzophenone, methyl orthobenzoylbenzoate, 4-phenylbenzophenone, etc. Benzophenones; anthraquinones such as t-butylanthraquinone and 2-ethylanthraquinone; thioxanthones such as 2,4-diethylthioxanthone, isopropylthioxanthone and 2,4-dichlorothioxanthone; diethoxyacetophenone, 2-hydroxy-2-methyl -1-phenylpropan-1-one,
Benzyldimethyl ketal, 1-hydroxycyclohexyl-phenylketone, 2-methyl-2-morpholino (4-thiomethylphenyl) propan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl)- Acetophenones such as butanone; benzoin ethers such as benzoin methyl ether, benzoyl ethyl ether, benzoin isopropyl ether and benzoin isobutyl ether; 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis (2,6-dimethoxybenzoyl) -2 Acylphosphine oxides such as 1,4,4-trimethylpentylphosphine oxide, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, methylphenylglyoxyester, methylbenzoylformate, 1,7-bisacridini Luheptane, Examples include 9-phenylacridine.

  Among these photopolymerization initiators (C), acetophenones, benzophenones, acylphosphine oxides, etc. are preferable, and 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 1-hydroxycyclohexyl-phenylketone, methylphenylglycol are particularly preferable. Oxyesters are preferred.

  These photopolymerization initiators (C) can be used alone or in combination of two or more.

  For example, “Irgacure 184” (manufactured by Ciba Specialty Chemical), “Bicure 55” (manufactured by Akzo Nobel) or the like may be used as a photopolymerization initiator (C).

  In this invention, when using such a photoinitiator (C), a photoinitiator (C) is a solid content conversion value, and the following component (D) used with the said (A) component as needed. And the total ((A) + (D)) amount of 100 parts by weight (parts by weight) is usually 0.05 to 15 parts by weight (parts by weight), preferably 0.5 to 6 parts by weight (parts by weight). ). When the photopolymerization initiator (C) is used in such an amount, the active energy ray curability is excellent, the productivity is excellent, and the low odor property after curing is also excellent. There is a tendency to be excellent in contamination, weather resistance, and heat resistance.

<Radically polymerizable compound (D)>
The energy ray-curable composition of the present invention may further contain a radical polymerizable compound (D) other than the above if necessary.

The radically polymerizable compound (D) is a compound (D) (component (D)) that can be copolymerized with the component (A) and has one or more radically polymerizable groups in the molecule.

  Examples of such radically polymerizable compound (D) include compounds having a vinyl ether group, an allyl group, or the like in the molecule. Such a radically polymerizable compound (D) is in a coating film containing a copolymer cured product obtained by using the radically polymerizable compound (D), and wear resistance of the stain resistant coating film. , Contributing to improvements in durability and adhesion to the substrate.

  Specific examples of the radically polymerizable compound (D) include the following compounds described in, for example, columns [0028] to [0031] of JP-A-2003-62524.

That is, aromatic vinyl monomers such as styrene, α-methylstyrene, α-chlorostyrene, vinyltoluene and divinylbenzene;
Vinyl ester monomers such as vinyl acetate, vinyl butyrate, N-vinylformamide, N-vinylacetamide, N-vinyl-2-pyrrolidone, N-vinylcaprolactam, divinyl adipate;
Vinyl ethers such as ethyl vinyl ether and phenyl vinyl ether;
Allyl compounds such as diallyl phthalate, trimethylolpropane diallyl ether, and allyl glycidyl ether;

  These radically polymerizable compounds (D) can be used alone or in combination of two or more.

  In the energy ray curable composition used in the present invention, the total of the (meth) acryloyl group-containing polymerizable compound (A) and the radical polymerizable compound (D) ((A) + (D)) is 100 parts by weight. On the other hand, the (meth) acryloyl group-containing polymerizable compound (A) is a solid content converted value and is usually contained in an amount of 5 to 95 parts by weight, preferably 40 to 85 parts by weight. ) Is preferably included in the remaining amount.

When the components (A) and (D) are contained in the above amounts in the energy ray curable composition, the cured film made of the composition is excellent in wear resistance and stain resistance, and the coating cost is low. Also tend to be cheaper.

<Photosensitizer>
Conventionally known photosensitizers can be widely used. For example, ethanolamine, diethanolamine, triethanolamine, N-methyldiethanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4 -Amyl dimethylaminobenzoate, 4-dimethylaminoacetophenone, etc. are mentioned.

  In addition, the viscosity of such an energy beam curable composition can be adjusted suitably, for example, when measured at room temperature (25 degreeC) with a rotary B-type viscometer, it is 10-100,000 (100,000) mPa. When it is about s, it is often convenient for handling or coating, and when it is 300 to 2000 mPa · s, there is a tendency that coating property is excellent.

  In the energy ray-curable composition of the present invention, the component (B) is preferably 0.3 to 5 parts by weight, more preferably 0.5 to 4 parts by weight, relative to 100 parts by weight of the component (A). Is blended in the amount of the coating film, the coating state, the paint state (that is, the uniform dispersion or solubility of the component (B) in the component (A) in the paint), the adsorptivity of off-flavors such as formaldehyde odor, etc. Is desirable from the standpoint of excellent balance and characteristics.

  In order to prepare such an energy ray-curable composition according to the present invention, conventionally known methods may be appropriately combined.

  For example, in addition to the components (A) and (B), the components (C) and (D) may be added in any order as necessary, and mixed and stirred. At this time, if necessary, heating or the like may be performed.

<Curing of energy beam curable composition>
In the present invention, building materials, wood floor materials for interiors, wood construction materials (eg, wall materials, ceiling materials, staircase materials, etc.), ceramic panels, various plastics, metals, furniture, furniture, etc. Irradiation of energy rays toward the uncured coating surface with the energy ray-curable composition of the present invention (also referred to simply as “composition”) applied to the surface of the material by a conventionally known method Then, the uncured coating film (layer) made of the energy beam curable composition is cured.

The irradiation amount of the energy rays at this time is not generally determined by the thickness of the uncured composition layer, the component composition, etc., but for example, an uncured coating film made of the resin composition (example: 5 To 100 μm (thickness)), typically 30 to 300 W / cm, preferably 30 to 120 W / cm, high pressure mercury lamp or metal highland lamp ultraviolet discharge lamp, usually 100 to 500 mJ / cm ² , preferably 150 What is necessary is just to cure by irradiating energy rays in an amount of about ~ 350 mJ / cm ² .

  For example, from the viewpoint of on-site workability, as described in Japanese Patent Application Laid-Open No. 8-126686, it is common to use a high-pressure mercury lamp in the above range, particularly in the range of 100 to 2000 W / cm. This makes it possible to use a household power source without using a temporary power source in a simple home or construction site, and is excellent in handling. When the energy ray-curable composition is irradiated with active energy rays in this manner, the composition contains (meth) acryloyl group-containing polymerizable compound (A) and other radical polymerizable compounds contained in the composition. When the carbon-carbon double bond (C = C) in (D) is cleaved, the component units derived from (A) and (D) are randomly bonded or block bonded to form a copolymer, It is thought that it will cure in a short time.

  As the (active) energy beam, an electron beam, an ultraviolet ray, a visible ray, or the like can be used, and an ultraviolet ray or an electron beam is preferable from the viewpoint of device cost, productivity, and the like. The light source is not particularly limited, and low pressure, medium pressure, high pressure or ultrahigh pressure mercury lamp, metal halide mercury lamp, argon laser, helium-cadmium laser, solid state laser, xenon lamp, high frequency induction mercury lamp, sunlight, etc. It is done.

  As is clear from the above detailed description, the energy ray-curable composition is cured in the coating film according to the present invention. Moreover, as for the building material which concerns on this invention, the surface of a base material is coat | covered with the hardened coating film which consists of the said energy beam curable composition.

  Thus, the method for removing formalin odor in a building according to the present invention forms a coating film formed from the energy ray-curable composition described in any one of the above on the surface of a building material. The formalin is absorbed by the coating film and removed.

<Effect of the invention>
In the present invention, the component (B) contributing to deodorization is excellent in uniform dispersibility or solubility in the resin component (A), and the component (B) contributing to deodorization to the resin component (A). Can be uniformly dispersed or dissolved without generation of inhomogeneous dispersion or insoluble matter, whereby a high-quality energy beam curable composition of the present invention can be prepared.

  In addition, this energy ray curable composition is applied to the outermost layer of an article to be coated (base material) as a coating material, particularly as an overcoat, and when irradiated with energy rays and cured, an unpleasant odor such as formalin odor is obtained. Can be formed efficiently in a short time.

  Therefore, if a building material covered with a coating film (cured film) made of such an energy ray-curable coating composition is used, it is possible to efficiently remove off-flavors typified by formalin odor in the building. Become.

[Example]
Hereinafter, the present invention will be described more specifically based on examples, but the present invention is not limited to the examples.

  The main components used in the following examples and comparative examples are as follows.

<Component (A): Energy ray-curable compound having a (meth) acryloyl group>
(I) Urethane acrylate compound
(a) Otake Akira Shin Chemical Co., Ltd .: “UV-55” (weight average molecular weight (Mw): 2400, Nv
Value: 100%
Structural formula:

(b) Otake Akira Shin Chemical Co., Ltd .: “UV-62” (weight average molecular weight (Mw): 3700, Nv value: 100%,
Structural formula:

However, in the formula, DPHA represents a group derived from dipentaerythritol hexaacrylate. (Ii) Epoxy acrylate compound manufactured by Showa Polymer Co., Ltd .: “Lipoxy VR-77” (weight average molecular weight (Mw): 500, Nv value: 100%,
Structural formula:

(iii) Ester acrylate compound manufactured by Toagosei Co., Ltd .: “Aronix M-7100” (weight average molecular weight (Mw): 600, Nv value: 100%, polyester acrylate, trifunctional or higher,
Structural formula:

(A: group derived from acrylic acid, X: group derived from polyhydric alcohol, Y: group derived from polybasic acid, n: number of repetitions.)
(iv) Acrylic monomer
(a) manufactured by Kojin Co., Ltd .: “ACMO”, Nv value: 100%, acryloylmorpholine,
Structural formula:

 (b) Osaka Organic Chemical Industry Co., Ltd .: “Biscoat 260”, Nv value: 100%, compound name: 1,9-nonanediol diacrylate.

<Ingredient (B): inorganic compound carrying amine compound, hydrazide, azole, azine or other deodorant not contained in ingredient (B)>
(i) Otsuka Chemical Co., Ltd .: “Chemcat T-6900” (hydrazides of component (B)).
(ii) Otsuka Chemical Co., Ltd .: “Chemcat P-9600” (hydrazides of component (B)).
(Iii) Toagosei Co., Ltd. product: “Kesmon NS-103” (an inorganic compound carrying an amine compound of component (B)).
(iv) Maruo Calcium Co., Ltd .: “Polonex” (calcium phosphate) (other deodorant not included in component (B)).

<Component (C): Photopolymerization initiator>
(i) Ciba Specialty Chemicals: “Irgacure 184” (1-hydroxycyclohexyl-phenyl ketone).
(ii) Made by Akzo Nobel: “Bicure 55” (methylphenylglyoxyester).

<Leveling agent>
“Polyflow 75” (acrylic copolymer) manufactured by Kyoeisha Chemical Co., Ltd.

  The test plates used in the following Examples and Comparative Examples and the production methods, formaldehyde adsorption performance, paint state, and evaluation methods such as curability are as follows.

[Create test plate]
A test paint is applied to a glass plate with a bar coater # 08 so that the coating area becomes 12 cm × 12 cm, and the film thickness of the cured coating film becomes 10 μm (thickness). It was cured by irradiation with a line.

<(A) Formaldehyde adsorption performance>
[Measuring method]
After placing the test plate prepared by the above method in a 5 L (liter) Tedlar bag, about 3 L of formaldehyde gas of about 20 ppm was sealed.

  The concentration of formaldehyde gas at the initial stage immediately after filling and after lapse of time [after 24 hours] was measured with a detector tube manufactured by Gastec.

The measurement result of the formaldehyde gas concentration was evaluated in three stages.
(Evaluation 3: Pass, Evaluation 1-2: Fail)
“3”: 1 ppm or less.

    “2”; more than 1 to less than 5 ppm.

    “1”: 5 ppm or more.

  In addition, the state of the paint when the energy ray-curable composition is prepared by dissolving or dispersing the component (B) in the resin component (A) and further adding the component (C) and the leveling agent is as follows. evaluated.

<Visual evaluation criteria of solubility and dispersibility of component (B) in resin component (A)>
(Evaluation 3: Pass, Evaluation 1-2: Fail)
“3”: Dispersed uniformly or completely dissolved.
“2”: partly dispersed or partly dissolved.
“1”: Aggregates and does not disperse or dissolve.

[UV curing]
The test paint was applied to a glass plate with a bar coater # 08 and then cured by ultraviolet irradiation (80 W / cm, 5 m / min × 1 lamp) with a high-pressure mercury lamp (manufactured by IST).

[Electron beam curing]
The test paint was applied to a glass plate with a bar coater # 08 so that the “cured” film thickness was 10 μm (thickness), and then irradiated with an electron beam irradiation device (Iwasaki Electric Co., Ltd.) (acceleration voltage 200 KV). 5 Mrad) and cured.

<Evaluation criteria for curability>
(Evaluation 3: Pass, Evaluation 1-2: Fail)
“3”: The following acetone rubbing test was conducted 50 times, and there was no abnormality in the coating film.
"2": The coating film is attacked by acetone rubbing 10 to 49 times.
“1”: The coating film is attacked by acetone rubbing less than 10 times.

“Acetone rubbing test method”: the number of times the acetone-impregnated gauze was impregnated with the coating film when the gauze was impregnated with acetone and the surface of the coating film was rubbed by the reciprocating motion of the gauze under a load of 1 kg / cm ² .

[Preparation of coating composition]
As a photo-curable (meth) acrylate resin, “UV-55 (trade name)” (manufactured by Otake Akira Shin Chemical Co., Ltd., urethane acrylate resin) 50 parts by weight,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.), 25 parts by weight,
"Biscoat 260 (trade name)" (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel Co., Ltd.),
0.5 parts by weight of “Chemcat T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as the formaldehyde adsorbent and “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) as the leveling agent 1 part by weight (total 100.6 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

[Create test plate]
The photocurable coating composition is applied to a glass plate with a bar coater # 08 so that the cured film thickness is 10 μm (thickness), and then irradiated with ultraviolet light (80 W / cm, 5 m / min × 1 lamp) and cured to prepare a test plate.

[Test plate evaluation]
The test plate obtained as described above was evaluated for formaldehyde adsorption performance, paint state immediately after preparation of paint, and evaluation of curability according to the above-described methods.

As a result, the formaldehyde adsorption performance was evaluated as “1 (failed)” when the initial formaldehyde gas concentration was 20 ppm, but the time-dependent formaldehyde gas concentration was evaluated as “3 (passed)” at 1 ppm or less.
The evaluation of the paint state was “3 (good)”, and the evaluation of curability was “3 (good)” (50 times or more by acetone rubbing).

  The results are also shown in Table 1.

[Preparation of coating composition]
As an electron beam curable (meth) acrylate resin, “UV-62 (trade name)” (manufactured by Akira Ohtake Shin Chemical Co., Ltd., urethane acrylate resin), 50 parts by weight,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.), 25 parts by weight,
"Biscoat 260 (trade name)" (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel Co., Ltd.),
1 part by weight of “Chemcat T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as a formaldehyde adsorbent, and “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) 0.1 as a leveling agent Parts by weight (total 96.1 parts by weight of ingredients)
And stirred to prepare an electron beam curable coating composition.

  Next, test plates were prepared as described below, and the test plates were evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Create test plate]
The above-mentioned electron beam curable coating composition is applied to a glass plate with a bar coater # 08 so that the cured film thickness is 10 μm (thickness), and then irradiated with an electron beam irradiation device (manufactured by Iwasaki Electric Co., Ltd.). (Acceleration voltage 200 KV, 5 Mrad) was cured to prepare a test plate.

[Preparation of coating composition]
As a photo-curable (meth) acrylate resin, “UV-55 (trade name)” (manufactured by Otake Akira Shin Chemical Co., Ltd., urethane acrylate resin) 50 parts by weight,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.), 25 parts by weight,
"Biscoat 260 (trade name)" (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel Co., Ltd.),
2 parts by weight of “Chemcat T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as the formaldehyde adsorbent and 0.1 weight of “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) as the leveling agent Parts (total 102.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Preparation of coating composition]
As a photo-curable (meth) acrylate resin, “UV-62 (trade name)” (manufactured by Akira Ohtake Shin Chemical Co., Ltd., urethane acrylate resin), 50 parts by weight,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.), 25 parts by weight,
"Biscoat 260 (trade name)" (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel Co., Ltd.),
1 part by weight of “Chemcat T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as a formaldehyde adsorbent, and “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) 0.1 as a leveling agent Parts by weight (total 101.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Preparation of coating composition]
50 parts by weight of “Lipoxy VR-77 (trade name)” (manufactured by Showa Polymer Co., Ltd., epoxy acrylate resin) as a photocurable (meth) acrylate resin,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.), 25 parts by weight,
"Biscoat 260 (trade name)" (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel Co., Ltd.),
1 part by weight of “Chemcatch T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as a formaldehyde adsorbent and 0.1 weight of “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) as a leveling agent Parts (total 101.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Preparation of coating composition]
50 parts by weight of “Aronix M-7100 (trade name)” [manufactured by Toagosei Chemical Co., Ltd., ester acrylate resin] as a photocurable (meth) acrylate resin,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.) 25 parts by weight, and “Biscoat 260 (trade name)” (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), and 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel)
1 part by weight of “Chemcatch T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as a formaldehyde adsorbent, and “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) 0.1 as a leveling agent Parts by weight (total 101.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Preparation of coating composition]
As a photo-curable (meth) acrylate resin, “UV-55 (trade name)” (manufactured by Otake Akira Shin Chemical Co., Ltd., urethane acrylate resin) 50 parts by weight,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.) 25 parts by weight, and “Biscoat 260 (trade name)” (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), and 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel)
1 part by weight of “Chemcat P-9600 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as a formaldehyde adsorbent and 0.1 weight of “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) as a leveling agent Parts (total 101.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Preparation of coating composition]
As a photo-curable (meth) acrylate resin, “UV-55 (trade name)” (manufactured by Akira Ohtake Shin Chemical Industry Co., Ltd., urethane acrylate resin) 50 parts by weight,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.) 25 parts by weight, and “Biscoat 260 (trade name)” (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), and 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel)
1 part by weight of “Kesmon NS-103 (trade name)” (manufactured by Toa Gosei Chemical Co., Ltd.) as a formaldehyde adsorbent and 0.1 weight of “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) as a leveling agent Parts (total 101.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the evaluation of formaldehyde adsorption performance, paint state, and curability were all good as in Example 1.

  The results are also shown in Table 1.

[Comparative Example 1]
[Preparation of coating composition]
In Example 1, a photocurable coating composition was prepared in the same manner as in Example 1 except that no formaldehyde adsorbent was added.

That is, 50 parts by weight of “UV-55 (trade name)” (manufactured by Akira Ohtake Shin Chemical Co., Ltd., urethane acrylate resin) as a photocurable (meth) acrylate resin,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.) 25 parts by weight, and Biscoat 260 (trade name) (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals) and 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel Co., Ltd.), and a leveling agent "Polyflow 75 (trade name)" (manufactured by Kyoeisha Chemical Co., Ltd.) 0.1 parts by weight (total 100.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the formaldehyde adsorption performance was “1”, the paint state was “3”, and the curability evaluation was “3”.

  The results are also shown in Table 1.

[Comparative Example 2]
[Preparation of coating composition]
In Example 1, instead of “Chemcat T-6900 (trade name)” (manufactured by Otsuka Chemical Co., Ltd.) as the formaldehyde adsorbent, “Boronex (trade name)” (manufactured by Maruo Calcium Co., Ltd., calcium phosphate) was used. A photocurable coating composition was prepared in the same manner as in Example 1 except that 5 parts by weight was used.

That is, 50 parts by weight of “UV-55 (trade name)” (manufactured by Akira Ohtake Shin Chemical Co., Ltd., urethane acrylate resin) as a photocurable (meth) acrylate resin,
As an acrylic monomer, “ACMO (trade name)” (manufactured by Kojin Co., Ltd.) 25 parts by weight, and “Biscoat 260 (trade name)” (manufactured by Osaka Organic Chemical Industry Co., Ltd.) 20 parts by weight,
As a photopolymerization initiator, 4 parts by weight of “Irgacure 184 (trade name)” (manufactured by Ciba Specialty Chemicals), and 1 part by weight of “Bicure 55 (trade name)” (manufactured by Akzo Nobel)
5 parts by weight of “Boronex (trade name)” (manufactured by Maruo Calcium Co., Ltd., calcium phosphate) as a formaldehyde adsorbent and 0.1 part by weight of “Polyflow 75 (trade name)” (manufactured by Kyoeisha Chemical Co., Ltd.) as a leveling agent (Total 105.1 parts by weight)
Was added and stirred to prepare a photocurable coating composition.

  Next, a test plate was prepared in the same manner as in Example 1, and the test plate was evaluated. The paint state was also examined.

  As a result, the formaldehyde adsorption performance was “1”, the paint state was “3”, and the curability evaluation was “3”.

  The results are also shown in Table 1.

  The energy ray curable composition according to the present invention can efficiently form a hard coating film having a high hardness excellent in absorbability of unpleasant odor such as formalin odor on the surface of building materials, furniture and furniture in a short time, Deodorant building materials, furniture, furniture and the like coated with the coating film are provided. Further, if such building materials are used, it is possible to efficiently remove off-flavors typified by formalin odor in the building.

Claims (8)

(A): an energy ray-curable compound having at least one (meth) acryloyl group,
And (B): at least one component selected from the group consisting of inorganic compounds carrying amine compounds, hydrazides, azoles and azines,
An energy ray-curable composition comprising:   Furthermore, a photoinitiator is contained as a component (C), The photocurable composition of Claim 1 characterized by the above-mentioned. Component (A) is at least one photocurable selected from the group consisting of urethane (meth) acrylate compounds having at least one (meth) acryloyl group, epoxy (meth) acrylate compounds, and polyester (meth) acrylate compounds. It is a (meth) acrylate compound, The photocurable composition of Claim 1 or 2 characterized by the above-mentioned. Component (A) is at least one electron beam curing selected from the group consisting of urethane (meth) acrylate compounds having at least one (meth) acryloyl group, epoxy (meth) acrylate compounds, and polyester (meth) acrylate compounds. The electron beam curable composition according to claim 1, wherein the electron beam curable composition is a functional (meth) acrylate compound. Component (B) is mix | blended in the quantity of 0.3-5 weight part with respect to 100 weight part of component (A), The photocurability in any one of Claims 1-4 characterized by the above-mentioned / Or an electron beam curable composition.   The coating film formed from the energy-beam curable composition in any one of Claims 1-5.   A building material, wherein the surface of the substrate is coated with the coating film according to claim 6. A coating film formed from the energy ray-curable composition according to any one of claims 1 to 5 is formed on a surface of a building material, and the formalin in the building is absorbed by the coating film. How to remove formalin odor in buildings.