JP2010083918A - Active energy ray-curable resin composition and printed matter using the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an active energy ray-curable resin composition that reduces odor peculiar to an active energy ray-curable composition and removes discomfort caused by the odor and to provide printed matter using the same. <P>SOLUTION: The active energy ray-curable resin composition using a hydrogen abstraction-type photoinitiator includes perfume and/or a masking agent. The printed matter uses the active energy ray-curable resin composition. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to an active energy ray curable resin composition, particularly an active energy ray curable ink or varnish, used for a printed material such as a container, a packaging material for wrapping the container, or a label attached to the container.

Conventionally, containers such as boxes made of paper, plastic bottles, glass bottles, metal cans and the like are widely used as liquid containers for soft drinks, milk drinks, beer, wine, seasonings, cosmetics and the like. The design of printed matter such as labels, packaging materials, containers, etc. with these printed picture patterns represents the concept and image of products such as soft drinks, which is important for consumers' willingness to purchase It is a serious factor.
Active energy ray-curable resin compositions used as printing inks or varnishes used in the above-mentioned printed materials, particularly ultraviolet curable resin compositions, are usually hydrogen abstraction type photopolymerization initiator or intramolecular cleavage type photopolymerization. Initiator is added.
However, if a low molecular weight or low melting point hydrogen abstraction type photoinitiator or an intramolecular cleavage type photoinitiator that generates a low molecular weight or low melting point splitting compound after cleavage is used, it is unique to the active energy ray-curable composition. Odor may be strong. (See Patent Document 1)
In addition, when the active energy ray-curable resin composition is thickly printed by a screen printing method or the like in order to emphasize letters, logo marks, etc., the above odor may become stronger.

JP 2007-204543 A

  The present invention provides an active energy ray-curable resin composition that can reduce the odor peculiar to the active energy ray-curable composition and eliminate the unpleasant feeling caused by the odor under such circumstances, and a printed matter using the same. It is an object to do.

As a result of intensive studies to achieve the above problems, the present inventors have found that the above problems can be solved by adding a specific material to the active energy ray-curable resin composition. The present invention has been completed based on such findings.
That is, the gist of the present invention is as follows.
1. An active energy ray-curable resin composition using a hydrogen abstraction type photopolymerization initiator, comprising a fragrance and / or a masking agent.
2. 2. The active energy ray-curable resin composition according to 1 above, wherein the fragrance is a fragrance derived from citrus fruits.
3. 2. The active energy ray-curable resin composition according to 1 above, wherein the fragrance is a coniferous fragrance.
4). 2. The active energy ray-curable resin composition according to 1 above, wherein the masking agent is a salicylic acid ester.
5). Salicylic acid esters include salicylic acid phenyl, salicylic acid benzyl, salicylic acid p-tolyl ester, salicylic acid o-tolyl ester, salicylic acid (2-phenylethyl) ester, salicylic acid 2-hydroxyethyl ester, salicylic acid 5- 5. The active energy ray-curable resin composition according to 4 above, which is at least one selected from the group consisting of hexenyl ester and salicylic acid 2-heptenyl ester.
6). 6. The active energy ray-curable resin composition according to any one of 1 to 5, which is an ink or a varnish.
7). Printed matter formed using the active energy ray-curable resin composition according to any one of 1 to 6 above.
8). 7. A printed material obtained by thickly printing the active energy ray-curable resin composition according to any one of 1 to 6 above by a screen printing method.
9. The printed matter according to 7 or 8, which is a label, a packaging material or a container.

  ADVANTAGE OF THE INVENTION According to this invention, the active energy ray hardening-type resin composition which can reduce the odor peculiar to an active energy ray hardening-type composition and can remove the discomfort resulting from an odor, and printed matter using the same can be provided.

  The active energy ray-curable resin composition of the present invention is characterized in that the active energy ray-curable resin composition using a hydrogen abstraction type photopolymerization initiator contains a fragrance and / or a masking agent.

As the fragrance contained in the active energy ray-curable resin composition of the present invention, fragrances derived from citrus fruits, fragrances derived from conifers, or original fragrances of beverages such as coffee, Japanese tea, and tea are preferable.
Here, as a fragrance | flavor derived from a citrus fruit, the fragrance | flavors derived from fruits, such as orange, lime, lemon (tangerine), mandarin orange, mandarin, coconut, grapefruit, bergamot, are mentioned suitably. As a fragrance | flavor derived from a conifer, the fragrance | flavor derived from hinoki is mentioned suitably.

Moreover, you may use the following well-known things as a masking agent contained in the active energy ray hardening-type resin composition of this invention.
Specifically, amber core, ambroxane, cedrol, cedryl methyl ether, cis-3-hexenyl salicylate, cis-jasmon, citronellol, dihydromyrcenol, ethyl linalool, geraniol, methyl dihydrojasmonate, heliotropin, benzoic acid Benzyl acid, hexylcinnamic aldehyde, hexyl salicylate, iso-e super, lyral, lyral, methyl-β-naphthyl ketone, perleide, phenoxyethanol, tentalum, α-damascone, benzyl alcohol, dimethylol, linalool, linalyl acetate, acetic acid Examples thereof include pt-butylcyclohexyl, tert-butylcyclohexyl acetate, phenylethyl alcohol, and salicylic acid esters.
Of these, salicylic acid esters are preferred. Here, as salicylic acid esters, phenyl salicylate, benzyl salicylate, salicylic acid p-tolyl ester, salicylic acid o-tolyl ester, salicylic acid (2-phenylethyl) ester, salicylic acid 2-hydroxyethyl ester, Preferred examples include salicylic acid 5-hexenyl ester and salicylic acid 2-heptenyl ester.
Said fragrance | flavor and / or masking agent may be used individually by 1 type, and may be used in combination of 2 or more type.

As the photopolymerization initiator used in the active energy ray-curable resin composition of the present invention, a hydrogen abstraction type photopolymerization initiator is used from the viewpoint of reducing residual odor.
Examples of the hydrogen abstraction type photopolymerization initiator include benzophenone, methyl o-benzoylbenzoate (trade name “Highcure OBM”), 4-phenylbenzophenone (trade name “Speedcure PBZ”), 4,4′-dichlorobenzophenone, hydroxy Benzophenone, 4-benzoyl-4′-methyldiphenyl sulfide (trade name “Speedcure BMS”), 3,3 ′, 4,4′-tetra (t-butylperoxycarbonyl) benzophenone, 3,3′-dimethyl-4 Benzophenone series such as -methoxybenzophenone, 1- [4- (4-benzoylphenylsulfanyl) phenyl] -2-methyl-2- (4-methylphenylsulfonyl) propan-1-one (trade name "Esacure 1001M"); 2-isopropylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthio Thioxanthones such as Sandton and 2,4-dichlorothioxanthone; Aminobenzophenones such as Michler's ketone and 4,4′-diethylaminobenzophenone; 10-butyl-2-chloroacridone, 2-ethylanthraquinone, and 9,10-phenance Examples include lenquinone and camphorquinone.

  If desired, a known photosensitizer may be used in combination with a hydrogen abstraction type photopolymerization initiator. As photosensitizers, 4,4′-diethylaminobenzophenone, n-butylamine, triethylamine, N-methyldiethanolamine, triethyl-n-butylphosphine diethylamine ethyl methacrylate, ethyl p-dimethylaminobenzoate, p-dimethylaminobenzoic acid Examples include isobutyl, 2-dimethylaminoethylbenzoate, isoamyl p-dimethylaminobenzoate, and the like.

The active energy ray-curable resin used in the active energy ray-curable resin composition of the present invention is not particularly limited, but (meth) such as urethane (meth) acrylate, epoxy (meth) acrylate, and polyester (meth) acrylate. It is preferable to use an acrylate oligomer and a polyfunctional (meth) acrylate monomer in combination.
Of these combinations, the combined use of urethane (meth) acrylate and polyfunctional (meth) acrylate monomer is particularly preferred.

  The urethane (meth) acrylate is obtained by reacting three kinds of a diol component, a polyisocyanate component, and a hydroxy group-containing (meth) acrylate compound. (Meth) acrylate includes both methacrylate and acrylate.

  As the diol component, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, butylene glycol, 1,4-butanediol, polybutylene glycol, 1,6-hexane Diol, neopentyl glycol, cyclohexanedimethanol, hydrogenated bisphenol A, polycaprolactone, trimethylolethane, trimethylolpropane, polytrimethylolpropane, pentaerythritol, polypentaerythritol, sorbitol, mannitol, arabitol, xylitol, galactitol, glycerin , Polyglycerin, polytetramethylene glycol, etc. Polyether polyol having at least one structure of polyethylene oxide, polypropylene oxide, ethylene oxide / propylene oxide block or random copolymerization, the polyhydric alcohol or polyether polyol and maleic anhydride, maleic acid, fumaric acid Examples thereof include polyester polyols that are condensates with polybasic acids such as itaconic anhydride, itaconic acid, adipic acid, and isophthalic acid, and caprolactone-modified polyols such as caprolactone-modified polytetramethylene polyol. As the diol component, polyolefin-based polyols and hydrogenated products thereof are preferable, and 1,2-polybutadiene diol, 1,4-polybutadiene diol, or hydrogenated products thereof are particularly preferable.

  Examples of the polyisocyanate component include aromatic, aliphatic and alicyclic polyisocyanates, among which tolylene diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, modified diphenylmethane diisocyanate, hydrogenated xylylene diene. Examples thereof include diisocyanates such as isocyanate, xylylene diisocyanate, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, tetramethylxylylene diisocyanate, isophorone diisocyanate, norbornene diisocyanate, and 1,3-bis (isocyanatomethyl) cyclohexane.

  Examples of the hydroxy group-containing (meth) acrylate include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-hydroxyethylacryloyl phosphate, 4-butylhydroxy (meth) ) Acrylate, 2- (meth) acryloyloxyethyl-2-hydroxypropyl phthalate, 2-hydroxy-3 acryloyloxypropyl (meth) acrylate, caprolactone-modified 2-hydroxyethyl (meth) acrylate, pentaerythritol tri (meth) Examples include acrylate, dipentaerythritol penta (meth) acrylate, and caprolactone-modified 2-hydroxyethyl (meth) acrylate.

  In the reaction, the diol and the polyisocyanate are reacted at a reaction molar ratio of k: k + 1 (molar ratio) (k is an integer of 1 or more), and further, hydroxy group-containing (unreacted isocyanate groups in the reaction product) The (meth) acrylate may be reacted at a reaction molar ratio of 1: 2. In the reaction, it is preferable to use a catalyst such as dibutyltin dilaurate.

Examples of the epoxy (meth) acrylate include epoxy (meth) acrylates such as bisphenol type, novolac type, and alicyclic type having a (meth) acryloyl group obtained by esterifying an epoxy group of an epoxy resin with (meth) acrylic acid, Examples are those having a weight average molecular weight of 400 to 1,000, preferably bisphenol A type epoxy (meth) acrylate having a weight average molecular weight of 400 to 1,000.
As said polyester (meth) acrylate, what introduce | transduced the (meth) acryloyl group based on oils, modified alkyd, modified polyester, etc. is mentioned, Furthermore, the urethanized thing is also contained.

Examples of the polyfunctional (meth) acrylate monomer include bifunctional or higher (meth) acrylate monomers.
Bifunctional (meth) acrylate monomers include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate , Hexane di (meth) acrylate, polyethylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, 1,3-butanediol di ( (Meth) acrylate, 1,4-butanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate Relate, 1,9-nonanediol di (meth) acrylate, glycerin di (meth) acrylate, dimethylol tricyclodecane di (meth) acrylate, bisphenol A ethylene oxide adduct di (meth) acrylate, bisphenol A propylene oxide Examples include adduct di (meth) acrylate, isocyanuric acid ethylene oxide adduct di (meth) acrylate, neopentyl glycol di (meth) acrylate propylene oxide adduct, and the like.

  Trifunctional or higher (meth) acrylate monomers include trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, glycerin tri (meth) acrylate, tetratrimethylolpropane tri (meth) acrylate, ethylene oxide modified tri Methylolpropane tri (meth) acrylate, propylene oxide modified trimethylolpropane tri (meth) acrylate, isocyanuric acid ethylene oxide modified tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipenta Erythritol hexa (meth) acrylate, dipentaerythritol penta (meth) acrylate, glycerin tetra (meth) acrylate Rate and dipentaerythritol hexa (meth) acrylate.

The active energy ray-curable resin composition of the present invention includes both an uncolored or colored varnish that is transparent or translucent and a colored opaque ink.
As the colorant used in the composition of the present invention, general-purpose materials such as carbon black, organic pigments, inorganic pigments and dyes are used.
As the carbon black, known carbon blacks such as furnace black, acetylene black, and channel black are used.
Examples of the organic pigment include polycyclic pigments such as azo pigments, phthalocyanine pigments, perylene pigments, anthraquinone pigments, quinacdrine pigments and dioxazine pigments; nitro pigments and nitroso pigments.
Examples of the inorganic pigment include titanium dioxide, zinc sulfide, titanium black, ultramarine blue, bitumen, molybdenum red, and titanium yellow.
Further, specific color pigments such as red, green, and brown, metallic luster pigments such as gold and silver, plastic pigments, and the like may be used.
These colorants may be used alone or in combination of two or more.

In addition to the above, the active energy ray-curable resin composition of the present invention may contain various additives as desired.
Examples of the additive include a light stabilizer such as an ultraviolet absorber, an antistatic agent, a heat stabilizer, a lubricant, a surfactant, and a dispersion stabilizer.
The ultraviolet absorber may be either inorganic or organic. As the inorganic ultraviolet absorber, titanium dioxide, cerium oxide, zinc oxide or the like having an average particle size of about 5 to 120 nm can be preferably used. Moreover, as an organic type ultraviolet absorber, benzotriazole type, for example, 2- (2-hydroxy-5-methylphenyl) benzotriazole, 2- (2-hydroxy-3,5-di-tert-) is specifically mentioned. Amylphenyl) benzotriazole, 3- [3- (benzotriazol-2-yl) -5-tert-butyl-4-hydroxyphenyl] propionic acid ester of polyethylene glycol, and the like. On the other hand, examples of the light stabilizer include hindered amines, specifically 2- (3,5-di-tert-butyl-4-hydroxybenzyl) -2′-n-butylmalonate bis (1,2,2). , 6,6-pentamethyl-4-piperidyl), bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, tetrakis (2,2,6,6-tetramethyl-4-piperidyl)- 1,2,3,4-butanetetracarboxylate and the like. Further, as the ultraviolet absorber, a reactive ultraviolet absorber or a light stabilizer having a polymerizable group such as a (meth) acryloyl group in the molecule can be used.

The above-mentioned active energy ray-curable resin, photopolymerization initiator, fragrance and / or masking agent, coloring material added as desired, and other additives, for example, the method described in JP-A-2000-086950, etc. Thus, the active energy ray-curable resin composition of the present invention is produced as a varnish or an ink.
In the varnish, as the solid content, the active energy ray-curable resin 50 to 95% by mass, the hydrogen abstraction type photopolymerization initiator 1 to 10% by mass, the fragrance and / or the masking agent 0.1 to 10% by mass and other additions It is preferable that 0-10 mass% of agents are mix | blended.
Moreover, in ink, as solid content, 50-95 mass% of active energy ray-curable resins, 1-10 mass% of hydrogen drawing type photopolymerization initiators, 0.1-10 mass% of perfume and / or masking agents, coloring It is preferable that 5-50 mass% of materials and 0-10 mass% of other additives are blended.

  The varnish of the present invention can be made into a gel varnish by adding a gelling agent as necessary. Examples of the gelling agent include aluminum ethyl acetoacetate diisopropylate (manufactured by Kawaken Fine Chemical Co., Ltd., ALCH), aluminum tris (ethylacetoacetate), aluminum isopropylate, aluminum stearate, aluminum octylate, and mixtures thereof. Can be mentioned.

The active energy ray-curable resin composition of the present invention can be used as a varnish or an ink to form a printed matter by a known layer forming method such as a printing method or a coating method. Specifically, it may be formed by a printing method such as screen printing, flexographic printing, or gravure printing, or a coating method such as roll coating, comma coating, or die coating. In the printing method, partial formation in an arbitrary shape is easy, but even in the coating method, partial formation can be performed by intermittent coating.
In particular, the active energy ray-curable resin composition of the present invention can suitably reduce odors generated when thickly printed by a screen printing method to form a printed matter, and can eliminate discomfort caused by odors. .

In the present invention, active energy rays refer to ionizing radiation such as visible light, ultraviolet rays, electron beams, α rays, β rays, and γ rays. However, when ionizing radiation such as electron beam, α-ray, β-ray, and γ-ray is used, it cures quickly without using a photopolymerization initiator or photosensitizer. In the case where a hydrogen abstraction type photopolymerization initiator is blended with the energy ray curable resin composition, it is included in the present invention.
Of the above-mentioned active energy rays, ultraviolet rays are preferably used from the viewpoints of reactivity, safety, cost, and the like. The wavelength of the ultraviolet rays used is preferably 200 to 400 nm, and preferable irradiation conditions are, for example, an irradiation dose of 10 to 1000 mJ / cm ² . Examples of the active energy ray irradiation apparatus include a high pressure mercury lamp, a low pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, an excimer lamp, a chemical lamp, a black light lamp, a mercury-xenon lamp, and an argon ion laser. A pulse such as a helium neon laser, a continuous laser light source, or the like can be used. In the case of electron beam irradiation, it is preferable to use an electron beam having an energy in the range of 30 to 1,000 KeV and set the irradiation amount to 20 to 50 kGy.
Usually, an irradiation source having a lamp output of about 80 to 300 W / cm is used.

The printed matter in the present invention includes a label, a packaging material, or a container. The label or the packaging material is obtained by printing the active energy ray-curable resin composition of the present invention on a base material which is a raw material such as paper or plastic film. The paper as the base material used for the label or the packaging material may be paperboard, synthetic paper, or a laminate of plastic films on them by lamination or the like. In addition, a resin film such as polyethylene, polypropylene, polyester {for example, polyethylene terephthalate (hereinafter referred to as “PET”)} is used for the plastic film as the base material.
The container is not limited to a plastic bottle such as a PET bottle (pet bottle or the like) or a cylindrical body or a box as a container for filling a soft drink or liquid seasoning, but is filled with a soft drink or an alcoholic beverage. It refers to all containers including containers such as metal cans such as aluminum cans and steel cans, boxes such as glass bottles and paper. The active energy ray-curable resin composition of the present invention is printed on the base material of these containers to obtain the printed material of the present invention.

Hereinafter, the printed matter of the present invention will be described with reference to the drawings. FIG. 1 is a schematic view showing a cross section of one embodiment of the printed matter of the present invention.
In FIG. 1, the first embodiment of the printed matter 1 according to the present invention includes a concealing layer 3 and / or a pattern layer 4 and an active energy ray-curable resin composition according to the present invention, which are optionally laminated on the surface of a substrate 2. A cured varnish layer 5 (hereinafter abbreviated as “varnish layer 5”) is laminated in that order. The varnish layer 5 is formed by thickly printing the active energy ray-curable resin composition of the present invention by screen printing. As shown in FIG. 1, a sheet in which a separate paper 8 is attached to the back surface of the base material 2 via an adhesive layer 7 may be used as desired.
FIG. 2 is a schematic view showing a cross section of another embodiment of the printed material of the present invention.
In FIG. 2, another embodiment of the printed matter 1 of the present invention is a pattern layer 6 obtained by curing the concealing layer 3 and the active energy ray-curable resin composition of the present invention, which are laminated on the surface of the substrate 2 as desired. (Hereinafter abbreviated as “the present composition picture layer 6”) are laminated in that order. The composition layer 6 of the present invention is formed by thickly printing the active energy ray-curable resin composition of the present invention by screen printing (for example, rotary screen printing) as necessary. As shown in FIG. 2, a sheet in which a separate paper 8 is attached to the back surface of the base material 2 via an adhesive layer 7 may be used as desired.
In addition, in FIG. 1, you may laminate | stack the composition layer 6 of this invention instead of the pattern layer 4 laminated | stacked if desired.
As described above, by thickly printing the active energy ray-curable resin composition of the present invention by screen printing, it is possible to further reduce the odor and enhance the effect of removing discomfort caused by the odor.
The thickness of emboss printing in the present invention is preferably 50 to 500 μm. And particularly preferably 100 to 300 μm It is.

As the ink used for the hiding layer 3 and / or the pattern layer 4 provided as desired according to the present invention, the same resin as the active energy ray-curable resin composition of the present invention may be used as the binder resin, Other resins may be used. Examples of other resins include polyester resins, acrylic / urethane resins, urethane resins, acrylic resins, vinyl acetate resins, vinyl chloride-vinyl acetate copolymers, vinyl chloride resins, chlorinated polyolefins, and cellulose resins (for example, Nitrocellulose) or the like is used. Moreover, what is necessary is just to use what is used for the above-mentioned this invention composition as a coloring material, for example.
In particular, it is desirable that the masking layer 3 contains an inorganic pigment having a high masking property.
The pattern pattern of the pattern layer 4 is, for example, a wood grain pattern, a bamboo pattern, a stone pattern, a sand pattern, a tiled pattern, a brickwork pattern, a cloth pattern, a leather pattern, a geometric figure, a character, a symbol, or various abstracts. It is a pattern or the like, and the entire surface of the concealing layer 3 is generally solid.

  In the present invention, the concealing layer 3 is not essential, and may or may not be provided when the base material 2 has or does not have the concealing property. However, when the base material 2 is not concealable, in order to conceal the color and the like caused by the container and to make the color of the picture layer 4 or the composition layer 6 of the present invention vivid, the masking layer 3 is used as the base material. 2 and the pattern layer 4 or the composition layer 6 of the present invention. Even if the base material 2 has a concealing property, it is preferable to provide the concealing layer 3 in order to make the pattern layer 4 or the composition layer 6 of the present invention more vivid. The concealing layer 3 may have only one printing layer or coating layer, or may have a plurality of printing layers or coating layers, depending on the purpose of concealment.

The hiding layer 3 and / or the pattern layer 4 provided as desired according to the present invention may be formed by known printing such as flexographic printing, offset printing, letter press printing, gravure printing, or a coating method such as gravure coating. The thickness of each layer is usually 0.5 to 10 μm Degree.

EXAMPLES Next, although an Example demonstrates this invention further in detail, this invention is not limited at all by these examples.
The odor intensity sensory evaluation and the pleasure / discomfort sensory evaluation were evaluated according to the following methods.
<Odor intensity sensory evaluation>
Twenty-eight people (16 men and 12 women) sniffed the printed matter, and evaluated according to the criteria shown in Table 1 below using Comparative Example 1 as a standard.
<Pleasure / discomfort intensity sensory evaluation>
Twenty-eight people (16 men and 12 women) sniffed the printed matter, and evaluated according to the criteria shown in Table 1 below using Comparative Example 1 as a standard.

Examples 1 to 3 and Comparative Example 1
After preparing the active energy ray-curable varnishes of Examples 1 to 3 and Comparative Example 1 according to the formulation shown in Table 2, each of the active energy ray-curable varnishes was easily bonded using polyethylene terephthalate (bar coater # 12) (PET) film was applied so that the thickness after curing was 10 μm.
Next, using a high pressure mercury lamp as a UV lamp, curing treatment was performed at 120 w / cm at a transition speed of 10 m / min.
The obtained printed samples of Examples 1 to 3 and Comparative Example 1 (size: 10 cm × 20 cm) were placed in an aluminum zip bag (size: 15 cm × 24 cm), and 3 days later, odor intensity sensory evaluation and pleasantness / Unpleasant sensory evaluation and odor measurement were performed. The results are shown in Table 2.

［注］
＊１：ウレタンアクリレート（ダイセル・サイテック（株）製、商品名「ＥＢＥＣＲＹＬ２５４」）
＊２：トリプロピレングリコールジアクリレート（ダイセル・サイテック（株）製、商品名「ＴＰＧＤＡ」）
＊３：ｏ−メチルベンゾイルベンゾエート（ダイセル・サイテック（株）製、商品名「ＯＢＭ１００」）
＊４：オレンジ（マイクロカプセル入り香料、三木理研工業（株）製、商品名「リケンレチンＲＭＣ−ＦＯ」）
＊５：ヒノキ（マイクロカプセル入り香料、三木理研工業（株）製、商品名「リケンレチンＲＭＣ−ＨＯＬ」）
＊６：サルチル酸イソアミル（三木理研工業（株）製）

[note]
* 1: Urethane acrylate (Daicel Cytec Co., Ltd., trade name “EBECRYL254”)
* 2: Tripropylene glycol diacrylate (Daicel Cytec Co., Ltd., trade name “TPGDA”)
* 3: o-Methylbenzoylbenzoate (Daicel Cytec Co., Ltd., trade name “OBM100”)
* 4: Orange (fragrance with microcapsules, manufactured by Miki Riken Kogyo Co., Ltd., trade name “Rikenretin RMC-FO”)
* 5: Cypress (fragrance with microcapsules, manufactured by Miki Riken Kogyo Co., Ltd., trade name “RIKENRETIN RMC-HOL”)
* 6: Isoamyl salicylate (Miki Riken Kogyo Co., Ltd.)

  As is clear from Table 2, the printed materials using the active energy ray-curable resin compositions of Examples 1 to 3 were compared with the printed material using the active energy ray-curable resin composition of Comparative Example 1, Odor intensity was greatly reduced, and discomfort caused by odor was remarkably removed.

  The printed matter of the present invention is a PET bottle (such as a PET bottle), a cylinder filled with a liquid such as a soft drink or a liquid seasoning, a viscous fluid such as honey, or a powdery seasoning or a granular food such as a granular food. Plastic containers such as bodies or boxes, metal cans such as aluminum cans and steel cans, labels or packaging materials for various containers such as boxes made of glass bottles and paper, or active energy ray curing of the present invention It is suitably used as a container on which a mold resin composition is printed.

It is a schematic diagram which shows the cross section of one embodiment of the printed matter of this invention. It is a schematic diagram which shows the cross section of the other embodiment of the printed matter of this invention.

Explanation of symbols

DESCRIPTION OF SYMBOLS 1 Printed material 2 Base material 3 Concealment layer 4 Picture layer 5 Varnish layer formed by hardening | curing active energy ray curable resin composition of this invention 6 Picture layer 7 obtained by hardening | curing active energy ray curable resin composition of this invention 7 Adhesive layer 8 Separate paper

Claims (9)

  An active energy ray-curable resin composition using a hydrogen abstraction type photopolymerization initiator, comprising a fragrance and / or a masking agent.   The active energy ray-curable resin composition according to claim 1, wherein the fragrance is a fragrance derived from citrus fruits.   The active energy ray-curable resin composition according to claim 1, wherein the perfume is a coniferous perfume.   The active energy ray-curable resin composition according to claim 1, wherein the masking agent is a salicylic acid ester.   The salicylic acid esters include phenyl salicylate, benzyl salicylate, salicylic acid p-tolyl ester, salicylic acid o-tolyl ester, salicylic acid (2-phenylethyl) ester, salicylic acid 2-hydroxyethyl ester, salicylic acid 5- The active energy ray-curable resin composition according to claim 4, which is at least one selected from the group consisting of hexenyl ester and salicylic acid 2-heptenyl ester.   The active energy ray-curable resin composition according to claim 1, which is an ink or a varnish.   A printed matter using the active energy ray-curable resin composition according to claim 1.   The printed matter formed by carrying out thick printing of the active energy ray hardening-type resin composition in any one of Claims 1-6 by the screen-printing method.   The printed matter according to claim 7 or 8, which is a label, a packaging material or a container.

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