JP6024399B2 - Resin composition and hot melt adhesive containing the same - Google Patents

Description

  The present invention relates to a resin composition. Specifically, the present invention relates to a resin composition suitable as a hot melt adhesive having improved heat resistant adhesiveness.

  Ethylene-vinyl acetate copolymer and its saponified product are used in a wide range of industries such as building materials, packaging, and adhesives because they are economical, flexible, transparent, and moldable. .

  And ethylene-vinyl acetate copolymer and its saponified product are used as hot melt adhesives by utilizing its high adhesiveness. The hot melt adhesive applicable to a wide range of applications can be adjusted by changing the vinyl acetate content, degree of saponification, molecular weight, and formulation of the saponified ethylene-vinyl acetate copolymer. Widely used in fields such as interlining.

  The amount of hot melt adhesive used is increasing year by year due to its short solidification time after application and the absence of solvent. However, in general, a hot-melt adhesive made of an ethylene-vinyl acetate copolymer and a saponified product thereof has a problem in heat resistance, and its use has been limited in applications where heat resistance is required.

  Therefore, in order to obtain a hot-melt adhesive with improved heat resistance, a resin composition using a specific paraffin wax in an ethylene-vinyl acetate copolymer (see, for example, Patent Document 1) or a specific high softening temperature tackifier A hot melt adhesive using an agent (see, for example, Patent Document 2) has been proposed.

JP-A-7-247468 JP 2004-263100 A

  However, the methods described in Patent Document 1 and Patent Document 2 make full use of blending technology using a specific raw material, and the heat resistance is improved although it is improved as compared with the conventional ethylene-vinyl acetate copolymer. It wasn't possible.

  As a result of intensive studies to solve the above-mentioned problems, the present inventor has improved the heat-resistant adhesiveness by using an ethylene-vinyl acetate copolymer resin composition having a specific acryloyl group. The inventors have found that the tackiness is excellent and have completed the present invention. That is, the present invention relates to ethylene residue units of 75.4 to 98.3 mol%, vinyl acetate residue units of 0.3 to 19.6 mol%, vinyl alcohol residue units of 0 to 24.2 mol%, An acryloyl group-containing ethylene containing 0.1 to 20.0 mol% of a residue unit having an acryloyl group represented by the general formula (1) and having an MFR measured according to JIS K6924-1 of 5 to 40,000 g / 10 min. -A resin composition characterized by containing a saponified vinyl acetate copolymer (A), a radical polymerization type photoinitiator (B) and a tackifier (C), and a hot melt adhesive.

  Hereinafter, the present invention will be described in detail.

  The resin composition of the present invention comprises ethylene residue units of 75.4 to 98.3 mol%, vinyl acetate residue units of 0.3 to 19.6 mol%, vinyl alcohol residue units of 0 to 24.2 mol%, and Containing an acryloyl group containing 0.1 to 20.0 mol% of a residue unit having an acryloyl group represented by the following general formula (1) and having an MFR measured according to JIS K6924-1 of 5 to 40,000 g / 10 min An ethylene-vinyl acetate copolymer saponified product (A), a radical polymerization type photoinitiator (B) and a tackifier (C) are included.

（ここで、Ｒ_１は水素またはメチル基を示し、Ｒ_２は炭素数２以上の炭化水素基を示す。）
本発明の樹脂組成物に含まれるアクリロイル基含有エチレン−酢酸ビニル共重合体ケン化物は、アクリロイル基を含有しているエチレン−酢酸ビニル共重合体ケン化物であり、エチレン−酢酸ビニル共重合体ケン化物にアクリロイル基を含有させることで得られる。

(Here, R ₁ represents hydrogen or a methyl group, and R ₂ represents a hydrocarbon group having 2 or more carbon atoms.)
The saponified acryloyl group-containing ethylene-vinyl acetate copolymer contained in the resin composition of the present invention is a saponified ethylene-vinyl acetate copolymer containing an acryloyl group, and an ethylene-vinyl acetate copolymer saponified product. It is obtained by adding an acryloyl group to the compound.

  Since the ethylene residue unit of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer is excellent in the balance between adhesiveness and heat resistance, it is from 75.4 to 98.3 mol%. Since the balance is further excellent, 80.0 to 95.0 mol% is preferable.

  Since the vinyl acetate residue unit of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer has an excellent balance between adhesiveness and heat resistance, it is in the range of 0.3 to 19.6 mol%. Since the balance of heat resistance is further excellent, 0.8 to 10.0 mol% is preferable.

  Since the vinyl alcohol residue unit of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer has an excellent balance between adhesiveness and heat resistance, it is in the range of 0 to 24.2 mol%. Is more excellent, and 0.5 to 16.0 mol% is preferable.

  Since the acryloyl group-containing saponified acryloyl group-containing saponified acryloyl group has an excellent balance between heat resistance and economic efficiency, it is in the range of 0.1 to 20.0 mol%. 0.5-14.0 mol% is preferable because the balance between properties and economic efficiency is further improved.

  The melt mass flow rate (MFR) of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer measured in accordance with JIS K6924-1 is 5 to 40,000 g / 10 min because of excellent workability. It is preferable that it is -3000g / 10min. If it is less than 5 g / 10 minutes, the viscosity may be too high when hot-melt coating is applied, and if it exceeds 40000 g / 10 minutes, the mechanical strength may be reduced.

R ₂ of the acryloyl group represented by the general formula (1) represents a hydrocarbon group having 2 or more carbon atoms, for example, ethyl group, propyl group, n-butyl group, i-butyl group, t-butyl group, amyl Groups, hexyl groups, heptyl groups, 2-ethylhexyl groups, n-octyl groups, i-octyl groups, n-nonyl groups, i-nonyl groups, decyl groups, lauryl groups, tridecyl groups, stearyl groups, and the like. .

  As a method for producing the saponified acryloyl group-containing ethylene-vinyl acetate copolymer, for example, the saponified ethylene-vinyl acetate copolymer is dissolved in a solvent such as toluene or xylene and reacted with an acryloyl group-containing isocyanate. Can get.

  Examples of the method for producing a saponified ethylene-vinyl acetate copolymer include, for example, an ethylene-vinyl acetate copolymer produced by a known production method such as a high-pressure method or an emulsion polymerization method with a low-boiling point alcohol such as methanol or ethanol. It can be produced by saponification in a system comprising an alkali such as sodium hydroxide, potassium hydroxide, sodium methylate, etc., and the ethylene residue component, vinyl acetate residue component and vinyl alcohol residue in the polymer chain. Has a base component. The ethylene-vinyl acetate copolymer saponified product may be a commercially available product.

  Examples of the acryloyl group-containing isocyanate compound include acryloyloxyalkyl isocyanate compounds, and specific examples of commercially available acryloyloxyalkyl isocyanate compounds include 2-methacryloyloxyethyl isocyanate (manufactured by Showa Denko KK). , Karenz MOI), 2-acryloyloxyethyl isocyanate (produced by Showa Denko KK, Karenz AOI), 1,1-bis (acryloyloxymethyl) ethyl isocyanate (produced by Showa Denko KK, Karenz BEI) and the like. .

  The vinyl acetate residue content and vinyl alcohol residue content of the acryloyl group-containing ethylene-vinyl acetate copolymer saponified product depend on the vinyl acetate residue content and vinyl alcohol residue content of the ethylene-vinyl acetate copolymer saponified product. To do. The vinyl acetate residue content and vinyl alcohol residue content of the saponified ethylene-vinyl acetate copolymer can be adjusted by, for example, the concentration of vinyl acetate in the gas during polymerization and the amount of alkali added during the saponification reaction. It is. That is, if the vinyl acetate concentration in the gas at the time of polymerization is high, one having a high vinyl acetate residue content is obtained, and if the vinyl acetate concentration is low, one having a low vinyl acetate residue content is obtained. Moreover, if the amount of alkali added during the saponification reaction is an equimolar amount or more of the alkali with respect to the vinyl acetate residue content, a high vinyl alcohol residue content is obtained, and if the amount of alkali added is small, A product having a high vinyl acetate residue content and a low vinyl alcohol residue content is obtained.

  The residue component having an acryloyl group of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer is the addition of an acryloyl group-containing isocyanate compound when the saponified ethylene-vinyl acetate copolymer and the acryloyl group-containing isocyanate compound are reacted. It is possible to adjust the amount. That is, if the addition amount of the acryloyl group-containing isocyanate compound during the reaction is large, a product having a high acryloyl group content is obtained, and if the addition amount of the acryloyl group-containing isocyanate compound is small, a product having a low acryloyl group content is obtained.

  The MFR of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer depends on the MFR of the saponified ethylene-vinyl acetate copolymer, and the MFR of the saponified ethylene-vinyl acetate copolymer is, for example, during polymerization. It can be adjusted by the concentration of the chain transfer agent in the gas. If the concentration of the chain transfer agent is high, one having a high MFR is obtained, and if the concentration of the chain transfer agent is low, one having a low MFR is obtained.

  Examples of the chain transfer agent include olefins such as propylene, butene and hexene, paraffins such as ethane, propane and butane, carbonyl compounds such as acetone, methyl ethyl ketone and methyl acetate, and aromatic carbonization such as toluene, xylene and ethylbenzene. Hydrogen etc. can be mentioned.

The radical polymerization type photoinitiator contained in the resin composition of the present invention is a compound that generates radical species upon irradiation with visible light, ultraviolet light, or the like. For example, diethoxyacetophenone, 2-hydroxy-2-methyl-1 -Phenylpropan-1-one, benzyldimethyl ketal, 4- (2-hydroxyethoxy) phenyl- (2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexyl phenylketone, 2-methyl-2-morpholino (4- Thiomethylphenyl) propan-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butanone, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl] Acetophenones such as propanone oligomers; benzoin, benzoin methyl ether, Benzoins such as zoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether; benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyl-diphenyl sulfide, 3,3 ', 4 4′-tetra (t-butylperoxycarbonyl) benzophenone, 2,4,6-trimethylbenzophenone, 4-benzoyl-N, N-dimethyl-N- [2- (1-oxo-2-propenyloxy) ethyl] Benzophenones such as benzenemethananium bromide and (4-benzoylbenzyl) trimethylammonium chloride; 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, Examples include thioxanthones such as 1-chloro-4-propoxythioxanthone and 2- (3-dimethylamino-2-hydroxy) -3,4-dimethyl-9H-thioxanthone-9-one mesochloride. The tackifier included in the resin composition of the present invention is not particularly limited, and any known one can be used as long as it can improve the tackiness by plasticization. Examples include terpene resins, rosin resins, aliphatic hydrocarbon resins, alicyclic hydrocarbon resins, aromatic hydrocarbon resins, phenol resins, styrene resins, coumarone indene resins, and the like. 1 type, or 2 or more types of these can be used.

  Since the resin composition of the present invention is excellent in curing speed, adhesiveness, and economy, the radical polymerization photoinitiator (B) is used with respect to 100 parts by weight of the acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A). ) It is preferable that 0.1-10.0 weight part and 5-100 weight part of tackifier (C) are included.

  The radical polymerization type photoinitiator is more preferably 0.3 to 5.0 parts by weight because the curing rate and economy are further excellent.

  The tackifier is more preferably 10 to 80 parts by weight because the adhesiveness and compatibility are further excellent.

  The method for producing the resin composition of the present invention is, for example, a mixing method such as dry blending, solution mixing, melt mixing, etc., of the saponified acryloyl group-containing ethylene-vinyl acetate copolymer, radical polymerization type photoinitiator and tackifier. In particular, melt mixing is preferable because mixing can be efficiently performed.

  For melt mixing, for example, a Banbury mixer, a pressure kneader, an internal mixer, an intensive mixer, a roll molding machine, a single screw extruder, a twin screw extruder, and the like are used for plastic or rubber processing. Is possible.

  The resin composition of the present invention can be used as an adhesive and may contain various polymers and various additives as long as the effects of the present invention are not impaired. Examples of additives include dyes, pigments, plasticizers, processing aids, antioxidants, foaming agents, lubricants, crystal nucleating agents, mold release agents, hydrolysis inhibitors, antiblocking agents, antistatic agents, and antifogging agents. Agents, flame retardants, flame retardant aids and the like.

  The hot melt adhesive containing the resin composition of the present invention is useful for adhesion of metal, paper, plywood, cloth, thermoplastic resin, thermoplastic elastomer, rubber and the like.

  Examples of the method of using the hot melt adhesive containing the resin composition of the present invention include, for example, a method in which the composition of the present invention is hot melt coated and fused to an adherend and then cured by UV irradiation. Is mentioned.

  The resin composition of the present invention is excellent in adhesion to various base materials, and can be applied and bonded in the same manner as ordinary hot melt adhesives, and its heat-resistant adhesiveness (heat resistance) is improved by photocuring. It is suitable as a hot melt adhesive.

  EXAMPLES Hereinafter, the present invention will be described more specifically based on examples, but these are examples for helping understanding of the present invention, and the present invention is not limited to these examples. The reagents used were commercially available unless otherwise noted.

<Evaluation method of adhesive strength>
The obtained resin composition was compression-molded at a temperature of 150 ° C. and a pressure of 10 MPa using a compression molding machine (manufactured by Shinfuji Metal Industry Co., Ltd., model AWFA50) to obtain a press sheet having a thickness of 0.1 mm. . A press sheet having a width of 100 mm is sandwiched between polyethylene terephthalate films (Teijin DuPont Films Co., Ltd., Burex A31, thickness 75 μm), and a heat seal tester (manufactured by Tester Sangyo Co., Ltd.) is used. It was pressed with a heat seal bar under the condition of time 2 seconds for heat adhesion, and UV irradiation (irradiation amount 1,500 mJ / cm ² ) was performed using a UV irradiation apparatus.

  The obtained test piece was cut into a strip having a width of 25 mm, and the heat-sealed portion was peeled off at 300 mm / min using a tensile tester (Orientec Co., Ltd., Tensilon Universal Tester, RTE-1210). The shear peel strength at the time of peeling was taken as the adhesive strength.

<Tacking evaluation method>
Using a dispenser (Musashi Engineering Co., Ltd., SM200DSS) on a glass substrate (size 25 mm x 50 mm, thickness 0.7 mm), apply a small amount at 150 ° C, and apply the other glass substrate with a load of 1 kg. A test piece for evaluation of tackiness was obtained by overlapping. Using the tensile tester (Orientec Co., Ltd., Tensilon RTE-1210), the obtained test piece was peel strength at a peel rate of 5 mm / min.

<Method for evaluating heat-resistant adhesion>
A test piece for glass adhesive strength was suspended in an oven set at a temperature of 150 ° C., and the state of the test piece after being allowed to stand for 3 hours was confirmed to be used as an index of heat resistant adhesion. The glass substrate was not peeled off and the shape was maintained as “◯”, and the glass substrate was peeled off as “x”.

Production Example 1 <Manufacture of saponified acryloyl group-containing ethylene-vinyl acetate copolymer (A1)>
Ethylene-vinyl acetate copolymer (manufactured by Tosoh Corporation, Ultrasen (registered trademark) 727, vinyl acetate content 28 wt%, MFR = 2200 g / 10 min) in a methanol solvent under a caustic concentration of 0.3 mol / L Was reacted at 60 ° C. for 4 hours to obtain a saponified ethylene-vinyl acetate copolymer (D1). 100 g of the saponified ethylene-vinyl acetate copolymer obtained was dissolved in 500 mL of toluene, and 4.7 g of an acryloyl group-containing isocyanate compound (manufactured by Showa Denko KK, Karenz MOI) was added and stirred at 70 ° C. for 6 hours. The product was precipitated in methanol, solid-liquid separation, washing, and vacuum drying to produce a saponified acryloyl group-containing ethylene-vinyl acetate copolymer (A1) (ethylene residue unit: 88.8 mol%). Vinyl acetate residue unit: 7.8 mol%, vinyl alcohol residue unit: 2.4 mol%, residue unit having acryloyl group: 1.0 mol%).

Production Example 2 <Manufacture of saponified acryloyl group-containing ethylene-vinyl acetate copolymer (A2)>
As an ethylene-vinyl acetate copolymer, Ultrasene (registered trademark) 760 manufactured by Tosoh Corporation (vinyl acetate content 42 wt%, MFR = 70 g / 10 min) was used, and the saponification reaction conditions were adjusted to a caustic concentration of 1.5 mol. Acryloyl group-containing ethylene-acetic acid in the same manner as in Production Example 1, except that the addition amount of the acryloyl group-containing isocyanate compound is 75 g and the reaction is carried out at 90 ° C. for 10 hours under the conditions of / L. Saponified vinyl copolymer (A2) was produced (ethylene residue unit: 80.9 mol%, vinyl acetate residue unit: 1.0 mol%, vinyl alcohol residue unit: 0 mol%, having acryloyl group) Residual unit: 18.1 mol%).

Production Example 3 <Manufacture of saponified acryloyl group-containing ethylene-vinyl acetate copolymer (A3)>
As an ethylene-vinyl acetate copolymer, Ultrasene (registered trademark) 7A55A (vinyl acetate content 14% by weight, MFR = 30000 g / 10 min) manufactured by Tosoh Corporation was used, and the saponification reaction conditions were adjusted to a caustic concentration of 0.4 mol. The acryloyl group-containing ethylene-vinyl acetate copolymer saponified product was prepared in the same manner as in Production Example 1 except that the addition amount of the acryloyl group-containing isocyanate compound was 15 g under the conditions of / L at 70 ° C. for 8 hours. A3) (ethylene residue unit: 93.7 mol%, vinyl acetate residue unit: 1.3 mol%, vinyl alcohol residue unit: 2.0 mol%, residue unit having an acryloyl group: 3 0.0 mol%).

Production Example 4 <Manufacture of saponified acryloyl group-containing ethylene-vinyl acetate copolymer (A4)>
As an ethylene-vinyl acetate copolymer, Ultrasene (registered trademark) 0B54E (vinyl acetate content 33 wt%, MFR = 400 g / 10 min) manufactured by Tosoh Corporation was used, and the saponification reaction conditions were adjusted to a caustic concentration of 0.9 mol. Acryloyl group-containing ethylene-vinyl acetate copolymer ken in the same manner as in Production Example 1 except that the addition amount of the acryloyl group-containing isocyanate compound was 2.8 g under the conditions of / L at 90 ° C. (A4) (ethylene residue unit: 86.2 mol%, vinyl acetate residue unit: 2.8 mol%, vinyl alcohol residue unit: 10.4 mol%, residue unit having an acryloyl group) : 0.6 mol%).

Example 1
100 parts by weight of an acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1), Ciba Japan Co., Ltd. as a radical polymerization type photoinitiator (B1), 1.0 part by weight of Irgacure 184, tackifier (C1 ) As a terpene tackifier (trade name: YS Resin PX800, manufactured by Yasuhara Chemical Co., Ltd.) in a ratio of 10 parts by weight, and a total amount of 70 g is filled in a 100 cc mixer (labor plast mill, manufactured by Toyo Seiki Seisakusho) A resin composition was obtained by melt mixing at 150 ° C. for 10 minutes.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

実施例２
粘着付与剤（Ｃ１）１０重量部を８０重量部とした以外は、実施例１と同様の方法で樹脂組成物を得た。

Example 2
A resin composition was obtained in the same manner as in Example 1 except that 10 parts by weight of the tackifier (C1) was changed to 80 parts by weight.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Example 3
Instead of 10 parts by weight of the tackifier (C1), 10 parts by weight of a rosin ester tackifier (trade name: Superester A-75, manufactured by Arakawa Chemical Industries, Ltd.) was used as the tackifier (C2). Except for the above, a resin composition was obtained in the same manner as in Example 1.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Example 4
Instead of using 10 parts by weight of the tackifier (C1), 10 parts by weight of an aliphatic hydrocarbon resin (Arakawa Chemical Industries, trade name: Alcon M-90) was used as the tackifier (C3). Obtained the resin composition by the method similar to Example 1. FIG.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Example 5
Instead of 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1), 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A2) and 10 weight parts of tackifier (C1) The resin composition was prepared in the same manner as in Example 1, except that 10 parts by weight of terpene phenol resin (trade name: Tamanol 803L, manufactured by Arakawa Chemical Industries, Ltd.) was used as the tackifier (C4) instead of the parts. Got.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Example 6
Instead of 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1), 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A3) and 10 weight parts of tackifier (C1) The resin composition was prepared in the same manner as in Example 1 except that 10 parts by weight of hydrogenated terpene resin (trade name: Clearon P85, manufactured by Yashara Chemical Co., Ltd.) was used as the tackifier (C5) instead of the parts. Obtained.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Example 7
Instead of 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1), 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A4) and 10 weight parts of tackifier (C1) Resin composition in the same manner as in Example 1, except that 10 parts by weight of hydrogenated rosin (Arakawa Chemical Industries, trade name: High Pale CH) was used as the tackifier (C6) instead of the parts. Got.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Example 8
A resin composition was obtained in the same manner as in Example 1 except that 1.0 part by weight of the radical polymerization type photoinitiator (B1) was changed to 5.0 parts by weight.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the outstanding adhesiveness and heat-resistant adhesiveness were shown.

Comparative Example 1
Except for 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1), 1.0 part by weight of radical polymerization type photoinitiator (B1), and 0 part by weight of tackifier (C1). 1 was used to obtain a resin composition.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the obtained resin composition was inferior to adhesive strength, tackiness, and heat-resistant adhesiveness.

Comparative Example 2
The same method as in Example 1 except that 100 parts by weight of ethylene-vinyl acetate copolymer saponified product (D1) was used instead of 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1). A resin composition was obtained.

  Using the obtained resin composition, evaluation of adhesive strength, tackiness, and heat resistant adhesiveness was performed. The results are shown in Table 1. From Table 1, the obtained resin composition was inferior to adhesive strength, tackiness, and heat-resistant adhesiveness.

Comparative Example 3
Example 1 except that 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A1), 0 parts by weight of radical polymerization photoinitiator (B1), and 10 parts by weight of tackifier (C1) were used. A resin composition was obtained in the same manner. However, the obtained resin composition was not cured by UV irradiation and melted and was not evaluated.

Claims (3)

75.4 to 98.3 mol% ethylene residue units, 0.3 to 19.6 mol% vinyl acetate residue units, 0 to 24.2 mol% vinyl alcohol residue units, and the following general formula (1) The acryloyl group-containing ethylene-vinyl acetate copolymer KEN contains 0.1 to 20.0 mol% of residue units having an acryloyl group and has an MFR measured according to JIS K6924-1 of 5 to 40,000 g / 10 min. A resin composition comprising a chemical compound (A), a radical polymerization photoinitiator (B), and a tackifier (C).

(Here, R ₁ represents hydrogen or a methyl group, and R ₂ represents a hydrocarbon group having 2 or more carbon atoms.) Radical polymerization type photoinitiator (B) 0.1 to 10.0 parts by weight and tackifier (C) 5 to 100 parts by weight with respect to 100 parts by weight of acryloyl group-containing ethylene-vinyl acetate copolymer saponified product (A). The resin composition according to claim 1, comprising a part. A hot melt adhesive comprising the resin composition according to claim 1.