JPS6131449A - Ultraviolet-curing resin composition - Google Patents

Abstract

PURPOSE:A non-polluting composition having improved productivity and energy saving, causing neither fading nor change in color, obtained by blending a (meth) acryloyl group-containing compound with a colorant such as a specific amine salt, etc. and a photopolymerization initiator. CONSTITUTION:A compound containing at least one (meth)acryloyl group in the molecule is blended with a colorant of any of C.I.No. solvent Yellow 116, C.I.No. solvent Yellow 151, C.I.No. Solvent Yellow 82, C.I.No. Disperse Yellow 54, C.I. No. Solvent Orange 81, C.I.No. solvent Orange 67, C.I.No. Solvent Red 179, C.I.No. Solvent Red 132, C.I.No. Vat Red 41, C.I.No. Solvent Blue 70, C.I.No. Acid Brown 283, or C.I.No. Acid Blue 300, or C.I.No. Acid Black 155 and a photopolymerization initiator.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to an ultraviolet curable resin composition. The present invention relates to an ultraviolet curable resin composition.

[Problem that the invention seeks to solve]

In recent years, research on resin compositions that can be cured by ultraviolet light has been actively conducted, especially for printing inks, clear coats, paints, adhesives, and photoresists.

Practical application is progressing in the field of technology. However, the reality is that ultraviolet curable resin compositions prepared by dissolving colorants that do not fade or undergo little discoloration with ultraviolet rays have hardly been put to practical use. Therefore, transparent and colored paints used for stained glass, various aluminum vapor-deposited products, and other products are made by dissolving coloring agents in thermoplastic resins, thermosetting resins, etc., and using solvents, etc. If an ultraviolet curable resin composition made by dissolving a coloring agent that does not fade or changes color with ultraviolet rays can be put into practical use, it would improve productivity and improve productivity. It has practical advantages in terms of energy saving and non-pollution.

[Means for solving problems]

The present inventors focused on the above points, and as a result of diligent research, they have completed an ultraviolet curable resin composition in which a colorant that does not fade with ultraviolet light or has little discoloration is dissolved therein.

That is, the ultraviolet curable resin composition of the present invention comprises a compound (A) containing at least one (meth)acryloyl group in the molecule, and C01, No.

5olvent Yellow 116, C, T,
No, Disperse Yellow 54.

C. I. No. Solvent Yellow151,
5olvent Yellow 15 ], C. I
．． No. Solvent Yellow151, 5ol
vent Yellow82, C. I. No. So
lventYellow151, 5olvent O
range 81, C. I. No. Solvent
Yellow151, SolventOrange
67, C. I. No. Solvent Yellow
151, 5olvent R, ed 179, C
．． I. No. Solvent Yellow151, V
atRed 4 ], , C. I. No. Solve
ntYellow151, 5olvent Red
l 32, C. I. No. SolventYell
ow151, 5olventBlue 70, C
．． I. No. Solvent Yellow151, A
Amine salt of c1d Brown 283, C.I. I. No
．． SolventYellow151,'A,cid
Amine salt of Blue 30 Q, or C.I. I. No. S
olive Yellow151.

Ac1d Black] The present invention relates to an ultraviolet curable resin composition characterized by containing a colorant (Bl) of any of the amine salts of No. 55 and a photopolymerization initiator (C).

Compounds containing at least one (meth)acryloyl group in the molecule used in the present invention (for compounds containing at least one (meth)acryloyl group in the molecule, One or a mixture of two or more of them may be used. Examples of such compound (A) include methoxyethyl (meth)acrylate, ethoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, and stearyl. (meth)acrylate, phenoxyethyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, nonylphenoxyethyl (meth)acrylate, polyethylene glycol di(meth)acrylate, triprobylene glycol di(meth)acrylate, 1゜6ni Hexanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, dipentaerythritol hexaacrylate, etc. have low viscosity, monofunctional and polyfunctional acrylic esters used as diluents, phenyl glycidyl ether ( meth)acrylate, 1.
Di(meth)acrylate of 6-hexanesiol diglycidyl ether, tri(meth)acrylate of trimethylolpropane triglycidyl ether, poly(meth)acrylate of enol novolac polyglycidyl ether, di(meth)acrylate of bisphenol A diglycidyl ether
(Meth)acrylate of glycidyl ethers such as meth)acrylate, neopentyl glyco-/l/, 1.6
- (meth)acrylates of polyesters, which are reaction products of diols such as hexanediol, and dibasic acids such as adipic acid, maleic acid, and phthalic acid, and unsaturated group-containing resins such as polyurethane acrylates, etc. can be mentioned.

The amount of the specific colorant 03) used in the present invention is (
It is preferably 0.01 to 2.0% by weight based on component A).

The photopolymerization initiator (C1) used in the present invention may be any known photopolymerization initiator, but it is required to have good storage stability after blending.

Examples of such photopolymerization initiators include benzoin alkyl ethers such as benzoin ethyl ether, benzoin isobutyl ether, benzoin, and isopropyl ether, and 2,2-jethoxyacetophenone-4'-phenoxy-2,2-dichloroacetophenone. Acetophenone series, 2-hydroxy-2-methylpropiophenone, 4/ (propiophenone series such as soprobyl-2-hydroxy-2-methylpropiophenone, 4'-dodecyl-2-hydroxy-2-methylpropiophenone, benzyl dimethyl ketal 14 hydroxycyclohexylphenyl ketone and 2-ethylanthraquinone,
Examples include anthraquinone type photopolymerization initiators such as 2-chloroanthraquinone, and other thioxanthone type photopolymerization initiators.

These photopolymerization initiators (C) may be used alone or in a mixture of two or more in any proportion.

The amount used is usually 0.1 to 10% by weight of the resin composition.
is used. The ultraviolet curable resin composition of the present invention may further contain a modifying resin and various additives, if necessary, and may be diluted with a solvent before use if desired. Examples of the modifying resin include butyral resin, acrylic resin, epoxy resin, polyamide, polyurethane, polyether, polyamideimide, silicone resin, and phenol resin.

Further, as the above-mentioned additives, polymerization inhibitors, leveling agents, fluidity improvers, matting agents, plasticizers, fillers, and other auxiliary agents can be used in combination.

〔Example〕

Examples that specifically support the effects of this invention will be given below.

Examples 1-16. Comparative Example] 7.18゜The ingredients were blended as shown in Table 1 to form an ultraviolet resin composition, and this was coated on art paper to a thickness of 30μ, and then irradiated with a high-pressure mercury lamp of 80 W/crn, and the surface The curability and degree of decolorization by ultraviolet rays were confirmed.

Regarding surface hardening, the amount of irradiation (m) required for the surface of the coating film to become tack-free
j/m2). Regarding the degree of decolorization by ultraviolet rays, the irradiation amount is 1400 mj/crr? based on the tack-free irradiation amount (mj/Crn2). The discoloration and fading when irradiated with ultraviolet rays was measured using a color tester (manufactured by Suga Shikenki ■) and expressed as ΔE. The smaller the value, the less discoloration caused by ultraviolet irradiation.

Unexamined Japanese Patent Application Sho G1-31449 (5) To ＼

Claims (1)

[Claims] (1) a compound (A) containing at least one (meth)acryloyl group in the molecule; and C. I. No. Solvent Yellow116, C. I. No. Disperse Yellow54, C. I. No. Solvent Yellow151, C. I. No. Solvent Yellow82, C. I. No. Solvent Orange81, C. I. No. Solvent Orange67, C. I. No. Solvent Red179, C. I. No. Vat Red41, C. I. No. Solvent Red132, C. I. No. Solvent Blue70, C. I. No. Amine salt of Acid Brown 283, C. I. No. Acid Blue 300 amine salt,
or C. I. No. An ultraviolet curable resin composition comprising a colorant (B) of an amine salt of Acid Black 155 and a photopolymerization initiator (C).