KR19980034797A - Adhesive composition for lamination and manufacturing method of laminated film using the same - Google Patents

Abstract

Provided is an adhesive composition for lamination which can complete a curing reaction at a short time at room temperature and has excellent productivity and workability, and a method for producing a laminated film using the adhesive composition for lamination.

It is an adhesive composition for lamination | stacking which consists of an organic compound (A) which has a functional group which can react with an isocyanate group, an organic isocyanate compound (B), a catalyst (C), and a coupling agent (D) as needed. This organic compound (A) is obtained by making a polyisocyanate component (a) and the isocyanate group reactive component (b) react.

Moreover, it is a manufacturing method of the laminated | multilayer film using this adhesive composition for lamination | stacking.

Description

Adhesive composition for lamination and manufacturing method of laminated film using the same

The present invention relates to a preferred adhesive composition for laminating a film and a method for producing a laminated film using the same.

In recent years, as a packaging method, composite soft packaging has been remarkably developed due to its strength, product protection, workability in packaging, propagation effect by packaging, and reduction of packaging cost due to large-scale supply of plastic materials. have.

As an adhesive used for laminating | stacking a film for this, it is excellent in adhesiveness, cold resistance, and heat resistance, and generally has active hydrogen groups, such as a hydroxyl group, for the reason of being wide adaptable range with respect to base materials, such as various plastics and metal thin films. The two-component polyurethane adhesive which consists of a hardening | curing agent which has a main body and an isocyanate group is mainstream.

However, at present, the two-component polyurethane-based laminating adhesive requires a curing acceleration process called age hardening because the curing reaction of the adhesive after adhesion is very slow. Specifically, it is necessary to cure the adhesive by storing the laminated film in a heat insulating room at 35 to 60 ° C. for about 3 to 5 days and ageing it. At this time, since the curing degree of the adhesive changes depending on the age hardening conditions, it affects the adhesive strength of the laminated film, and when the age hardening is insufficient, it causes a two-layer (layer peeling) due to poor curing of the adhesive. In particular, aliphatic polyurethane adhesives require quite a long time for this curing reaction. Therefore, such an age hardening process is an unavoidable process in the dry lamination method, and the cost of the facility investment for installing an age hardening thermal insulation chamber and the facilities for subsequent thermal insulation were required.

An object of the present invention is to provide an adhesive composition for lamination which can complete a curing reaction at a short time at room temperature and has excellent productivity and workability, and a method for producing a laminated film using the adhesive composition for lamination.

MEANS TO SOLVE THE PROBLEM As a result of earnestly examining in order to solve such a conventional problem, the present inventors discovered that an organic compound (A), an organic isocyanate compound (B), a catalyst (C) which have a functional group which can react with an isocyanate group, and a coupling agent ( The adhesive composition which consists of D) discovered that hardening reaction can be completed in a short time at normal temperature in the adhesion of films, and came to complete this invention.

That is, this invention is an adhesive composition for lamination | stacking which consists of an organic compound (A) which has a functional group which can react with an isocyanate group, an organic isocyanate compound (B), and a catalyst (C), The organic which has a functional group which can react with the said isocyanate group The compound (A) is an organic compound obtained by reacting a polyisocyanate component (a) with an isocyanate group reactive component (b).

The present invention relates to a laminating adhesive composition comprising an organic compound (A), an organic isocyanate compound (B), a catalyst (C) and a coupling agent (D) having a functional group capable of reacting with an isocyanate group, which can react with the isocyanate group. The organic compound (A) having a functional group is an organic compound obtained by reacting a polyisocyanate component (a) with an isocyanate group reactive component (b).

This invention is each said adhesive composition for lamination | stacking in which the said isocyanate group reactive component (b) contains a rosin polyol (b1).

Moreover, this invention is apply | coated each said adhesive composition for lamination | stacking to a 1st film, and after drying, it adhere | attaches a 2nd film to this, and is a manufacturing method of the laminated | multilayer film characterized by the above-mentioned.

First, the organic compound (A) which has a functional group which can react with the isocyanate group which is an essential component in this invention is described.

The organic compound (A) has a polyisocyanate component (a) and an isocyanate group reactive component (b), preferably with a ratio of isocyanate group equivalents / functional group equivalents capable of reacting with isocyanate groups of 0.50 / 1 to 0.98 / 1 It is a compound which has a functional group which can react with an isocyanate group obtained by making it react. It is preferable that the number average molecular weights of this organic compound (A) are 3000-60000, especially 10000-400000.

Organic compounds (A) having functional groups capable of reacting with isocyanate groups include inert solvents conventionally used in the polyurethane industry in the molten or bulk state or, if necessary, such as aromatic hydrocarbon solvents such as toluene and xylene; Ester solvents such as ethyl acetate and butyl acetate; Ketone solvents such as methyl ethyl ketone and cyclohexanone; Glycol ether ester solvents such as ethylene glycol ethyl ether acetate, propylene glycol methyl ether acetate and ethyl-3-ethoxypropionate; Ether solvents such as tetrahydrofuran and dioxane; By using one or two or more of polar solvents such as dimethylformamide, dimethylacetamide, N-methylpyrrolidone, furfural, and the like, the components are uniformly mixed and reacted in the above mixing condition range at 100 ° C. or lower. It can manufacture.

As the reaction apparatus, any apparatus may be used as long as the above reaction can be achieved. For example, a mixing kneading apparatus such as a kneading apparatus or a kneading machine, a single screw or a multi-screw extrusion reactor is recommended. In order to advance the reaction rapidly, as the catalyst, a metal catalyst such as dibutyltindilaunate or a tertiary amine catalyst such as triethylamine can be used which is commonly used in the production of polyurethane or polyurea.

As polyisocyanate component (a), one or two or more polyisocyanate compounds, such as this polymer, besides a polyisocyanate monomer are mentioned.

For example, 2,4-triylene diisocyanate, 2,6-triylene diisocyanate, xylene-1,4-diisocyanate, xylene-1,3-diisocyanate, 4,4'- diphenylmethane diisocyanate, 2, 4'-diphenylmethane diisocyanate, 4,4'-diphenylether diisocyanate, 2-nitrodiphenyl-4,4'-diisocyanate, 2,2'-diphenylpropane-4,4'-diisocyanate , 3,3'-dimethyldiphenylmethane-4,4'-diisocyanate, 4,4'-diphenylpropane diisocyanate, m-phenylenedi isocyanate, p-phenylenedi isocyanate, naphthylene-1,4-di Aromatic diisocyanates such as isocyanate, naphthylene-1,5-diisocyanate, 3,3'-dimethoxydiphenyl-4,4'-diisocyanate, or tetramethylene diisocyanate, hexamethylene diisocyanate (hereinafter referred to as HDI). Abbreviated), aliphatic diisocyanates such as lidin diisocyanate, or isofo Diisocyanates such as diisocyanates (hereinafter abbreviated as IPDI), hydrogenated triylene diisocyanate, hydrogenated xylene diisocyanate, hydrogenated diphenylmethane diisocyanate, and alicyclic diisocyanates such as tetramethylxylene diisocyanate, or the di Polymers such as biurets, dimers, trimers, dimer dimers, uretonimine modified compounds of isocyanates, polyfunctional or higher diols, and polyisocyanates obtained by the reaction of the diisocyanate or polymers thereof It is suitable.

The isocyanate group reactive component (b) is a compound containing a functional group capable of reacting with an isocyanate group, and a compound containing an active hydrogen group capable of reacting with an isocyanate group is preferable.

Specifically, it is preferable to include one or two or more selected from polyols, amino group-containing polyamines, urea resins, melamine resins, polyester resins, rosin resins, acrylic resins, and polyvinyl alcohols in addition to water.

Examples of the polyols include polyols known in the polyurethane industry, such as polyester polyols, polyesteramide polyols, polyether polyols, polyether polyols, polycarbonate polyols, and rosin polyols (b1).

Specifically, for example, dicarboxylic acids such as known succinic acid, adipic acid, sebacic acid, azelaic acid, terephthalic acid, isophthalic acid, hexahydroterephthalic acid, hexahydroisophthalic acid, acid esters thereof, acid anhydrides, and the like, and ethylene glycol (hereinafter, Abbreviated EG), 1,3-propylene glycol, 1,2-propylene glycol (hereinafter abbreviated as 1,2-PG), 1,4-butylene glycol, 1,5-pentane glycol, 1,6 -Hexane glycol, 3-methyl-1,5-pentane glycol, 2-butyl-2-ethyl-1,3-propanediol, neopentyl glycol (hereinafter abbreviated as NPG), 1,8-octane glycol, 1 Ethylene oxide of 9-nonanediol, diethylene glycol, cyclohexane-1,4-diol, cyclohexane-1,4-dimethanol, dimer acid diol, trimethylolpropane, glycerin, hexanetriol, or bisphenol A Or glycols or triols such as propylene oxide adducts, or hexamethylenediamine, N, N, N ', N'-tetrakis (2-hydroxypropyl ) Polyester polyols and polyesteramide polyols obtained by dehydration condensation reaction with diamines such as ethylenediamine, xylenediamine, isophoronediamine, monoethanolamine, isopropanoltriamine, triamine or aminoalcohol alone or mixtures thereof Can be.

In addition, lactone-based polyester polyols obtained by ring-opening polymerization of cyclic ester (ie, lactone) monomers such as ε-caprolactone, alkyl substituted ε-caprolactone, δ-valerolactone, and alkyl substituted δ-valerolactone have.

Examples of the polyether polyol include polyethylene glycol, polypropylene ether polyol, polytetramethylene ether polyol, and the like. Examples of the polyether polyols include those produced from these polyether polyols and the dicarboxylic acids or acid anhydrides.

The polycarbonate polyol is obtained from the reaction of, for example, hexane glycol, 3-methyl-1,5-pentanediol, 1,4-cyclohexanedimethanol and the like, diethyl carbonate, diphenyl carbonate, and the like. Shikiisha's Nippon 980 and Nippon 981.

Further, monomolecular glycols or triols, which are referred to as raw materials of the polyester polyols, ie EG, 1,3-propylene glycol, 1,2-PG, 1,4-butylene glycol, 1,5-pentane glycol, 1 , 6-hexane glycol, 3-methyl-1,5-pentane glycol, NPG, 1,8-octane glycol, 1,9-nonanediol, diethylene glycol, cyclohexane-1,4-diol, cyclohexane-1 Ethylene oxide or propylene oxide adducts of, 4-dimethanol, dimer acid diol, trimethylolpropane, glycerin, hexanetriol, quadrol or bisphenol A and the like can also be used in the present invention as the polyol.

Examples of the amino group-containing polyamines include monomolecular diamines such as hexamethylenediamine, ethylenediamine and isophoronediamine, triamines, aromatic diamines, and polyether polyamines in which the terminal of the polyether is an amino group.

Further, urea resins, melamine resins, epoxy resins, polyester resins, acrylic resins, polyvinyl alcohols and the like are generally known in the polyurethane industry, and at least one functional group capable of reacting with isocyanate groups such as active hydrogen groups, Preferably, if it has two or more, it can be used as all or part of an isocyanate group reactive component (b).

The molecular weight of these isocyanate group reactive components (b) is preferably 18 to 20,000, particularly preferably water and a molecular weight of 400 to 10,000. If the molecular weight is too large, the introduction amount of the urethane group or the like is reduced, so that the toughness or strong cohesive force of the organic compound having a functional group capable of reacting with an isocyanate group is reduced, which is not preferable. If the molecular weight is too small, the organic compound having a functional group capable of reacting with an isocyanate group tends to be weak, which is not preferable. It is necessary to select this molecular weight appropriately according to a use, and it is preferable to use a low molecular weight thing in order to raise heat resistance or aggregation energy.

In addition, when the adhesive performance with a base film is considered, the aromatic polyester polyol using terephthalic acid, isophthalic acid, etc., or the polyester polyol using adipic acid is suitable.

Particularly suitable when the adhesive performance is considered is when the rosin polyol (b1) is used as part or all of the isocyanate group reactive component (b).

The rosin polyol (b1) has a functional group capable of reacting with an isocyanate group, and is a rosin ester obtained from rosin and a polyhydric alcohol (see Japanese Patent Laid-Open No. 90-155978) or a rosin ester obtained from an epoxy compound and rosin (Japanese Patent Publication 93-155972). Also preferred are polyethers having a rosin skeleton.

Among these, rosin ester (see Japanese Patent Laid-Open No. 93-263059) consisting of one molecule of diepoxy compound and two molecules of rosin refined by hydrolysis and disproportionation is among organic compound molecules having functional groups capable of reacting with isocyanate groups. It is preferable because it is easy to introduce and the molecular weight of this organic compound produced is easy to control. Specific examples of these rosin polyols (b1) include KE-601, KE-615-3, KE-622, KE-623, KE-624, etc. of Nether Chemical Industries, Ltd.

As the organic isocyanate compound (B) which is an essential component in the present invention, the above-mentioned compounds and the like may be used as the polyisocyanate component (a). Specifically, Nippon Polyurethane Co., Ltd. Cronate L, Cronate 3041, Cronate HL, Chronate HX, and the like.

It is preferable that the compounding quantity of this organic isocyanate compound (B) is 1-30 weight part, especially 3-15 weight part in conversion of solid content with respect to 100 weight part of solid content of the said organic compound (A).

Next, the catalyst (C) which is an essential component of this invention is described.

The catalyst (C) includes those generally known as transesterification catalysts, urethaneization catalysts, block isocyanate dissociation catalysts, isocyanurate catalysts, and the like. Specific examples thereof include tin such as dibutyl tin dilaurate and stanus octoate. System catalysts; Triethylenediamine, triethylamine, N, N, N ', N'-tetramethylpropylenediamine, N, N, N', N'-tetrakis (2-hydroxypropyl) ethylenediamine, N-methylmorpholine , 1,2-dimethylimidazole, 1,5-diazabicyclo (4,3,0) nonene-5, 1,8-diazabicyclo (5,4,0) -undecene-7 (hereinafter, Abbreviated DBU), various amine salt catalysts such as boron salt, DBU phenol salt, DBU octylate, DBU carbonate, etc. of these amine catalysts; Carboxylates such as magnesium naphthenate, lead naphthenate and CH3COOK; Trialkyl phosphines such as triethyl phosphine and tribenzyl phosphine; Alkoxides such as CH 3 ONa; Zinc-based organometallic catalysts;

Among these, considering the catalytic effect and stability of the adhesive composition after addition, various acid salts of DBU and DBU can be suitably used.

Although the curing rate varies greatly depending on the type or amount of the catalyst to be added, a practical curing rate can be obtained even in a temperature range near room temperature, preferably 15 to 35 ° C, by appropriately selecting these.

However, for example, when the amount of catalyst added is less than 0.01% by weight based on the solid content of the organic compound (A) having a functional group capable of reacting with isocyanate groups, it is difficult to obtain the effect of promoting the curing reaction by the addition of the catalyst, and exceeds 5.00% by weight. It is not preferable because the curing speed is too high, so that the coating process becomes difficult and there is a possibility that the hydrolysis of the adhesive after curing may be promoted.

Therefore, the amount of the catalyst added to the solid content of the organic compound (A) having a functional group capable of reacting with an isocyanate group is preferably 0.01 to 5.00% by weight, particularly 0.05 to 2.00% by weight.

Coupling agents (D) which can be used in the present invention include silane coupling agents, titanate coupling agents, aluminum coupling agents and the like.

As for the addition amount of the coupling agent with respect to 100 weight part of solid content of the organic compound (A) which has a functional group which can react with an isocyanate group, 0.05-10.00 weight part is preferable. More suitable is 0.1 to 5.00 parts by weight. The addition amount shown here is computed in consideration of the base film coating area, coating efficiency, adhesive performance, etc. of a coupling agent.

As a silane coupling agent, Vinylsilane compounds, such as (gamma)-methacryloxypropyl trimethoxysilane and vinyl triethoxysilane; epoxy silane compounds such as β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane and γ-glycidoxypropyltrimethoxysilane; aminosilane compounds such as γ-aminopropyltriethoxysilane and N-β-aminoethyl-γ-aminopropylmethyldimethoxysilane; Or mercaptosilane compounds such as γ-mercaptopropyltrimethoxysilane and the like are preferably used.

As titanate coupling agent, isopropyl triisostearoyl titanate, isopropyl tridodecylbenzenesulfonyl titanate, isopropyl tris (dioctylpyrophosphate) titanate, tetraisopropyl bis (dioctyl phosphite) Titanate, tetraoctylbis (ditridecylphosphite) titanate, tetra (2,2-diallyloxymethyl-1-butyl) bis (ditridecylphosphite) titanate, bis (dioctylpyrophosphate) oxy Acetate titanate, bis (dioctylpyrophosphate) ethylene titanate, isopropyltrioctanoyl titanate, isopropyldimethacrylisostearoyl titanate, isopropylisostearoyldiacryl titanate, isopropyl tree (Dioctylphosphate) titanate, isopropyl tricumylphenyl titanate, isopropyl tri (N-amidoethylaminoethyl) titanate, Cumylphenyloxyacetate titanate, diisostearoylethylene titanate, etc. are mentioned, Specifically, the fractants of Mino Corporation KR TTS, KR 46B, KR 55, KR 41B, KR 38S, KR 138S , KR 238S, KR 338X, KR 12, KR 44, KR 9SA, KR 34S and the like can be preferably used.

Acetoalkoxy aluminum diisopropylate etc. are mentioned as an aluminum type coupling agent, As a commodity, Minoso's pneumatic arc AL-M etc. can be used suitably.

Epoxysilane compounds, aminosilane compounds, phosphate titanates and the like are suitable in view of the improvement in adhesion to polyethylene terephthalate films, aluminum films, nylon films, polyolefin films, and the like, which are widely used among the coupling agents.

Particularly preferred among them is an epoxysilane compound as the coupling agent (D), and a case where a combination of various acid salts of DBU and DBU is used as the catalyst (C).

In the present invention, the films used to laminate include stretched polypropylene, unstretched polypropylene (hereinafter abbreviated as CPP), polyester (hereinafter abbreviated as PET), nylon (hereinafter abbreviated as NY), low density polyethylene Plastic films such as high density polyethylene, ethylene-vinyl acetate copolymer, polyvinyl alcohol, ethylene-vinyl alcohol copolymer (hereinafter abbreviated as EVOH), polystyrene, polycarbonate, polyvinylidene chloride and polyvinyl chloride; Metal thin films such as Al and Cu; There are papers and films with polymer coating thereon.

It is preferable to perform appropriate surface treatments, such as corona discharge treatment, before these films are laminated | stacked because they can improve adhesive force.

In addition, since the polymer coated film may cause problems such as bubble generation and lowering of adhesive strength, it is necessary to consider in advance the kind, coating amount, surface characteristics, and the like of the polymer to be coated.

Next, the lamination method of a film is described.

The adhesive composition for lamination of this invention can be used for well-known lamination | stacking methods, such as dry lamination, hot melt lamination | stacking, and extrusion lamination. And the laminated | multilayer film can complete hardening reaction by the age hardening of a predetermined time (preferably within 24 hours) at normal temperature (preferably 15-35 degreeC).

By the method of this invention, not only the film in which two sheets were laminated | stacked, but also the thing in which three or more sheets were laminated | stacked can be manufactured.

EXAMPLE

Next, although the Example of this invention is described in detail, this invention is not limitedly interpreted by these Examples. Unless specifically indicated, parts and percentages in the Synthesis Examples, Examples, and Comparative Examples mean parts by weight and% by weight, respectively.

Synthesis of Organic Compounds Having Functional Groups That Can React with Isocyanate Groups

Synthesis Example 1

A number average molecular weight of 2000 synthesized from 100 parts of HDI, dimethyl terephthalate / sebacic acid (mole ratio of 1/1) and EG / NPG (mole ratio of 3/7) in a reactor equipped with a stirrer, thermometer, nitrogen seal tube and cooler 1323 parts of polyester polyol and 1423 parts of ethyl acetate were added and reacted at 75 ° C. After 4 hours, it was confirmed by FT-IR that the absorption peak of the isocyanate group was lost, and the reaction was terminated to obtain a polyurethane resin (having the active hydrogen group) (hereinafter the same). This is called PU-A.

Synthesis Example 2

In a reactor equipped with a stirrer, a thermometer, a nitrogen seal and a cooler, 100 parts of HDI, isophthalic acid / azelaic acid (mole ratio of 1/1) and 3-methyl-1,5-pentane glycol / 1,2-PG (8 1293 parts of the polyester polyol (hereinafter abbreviated as polyol A) having a number average molecular weight of 2000 synthesized from the mole ratio), and 1393 parts of ethyl acetate were added and reacted at 75 ° C. After 4 hours, the absorption peak of the isocyanate group was confirmed to disappear by FT-IR, and the reaction was terminated to obtain a polyurethane resin. This is called PU-B.

Synthesis Example 3

100 parts of HDI, 1035 parts of polyol A, rosin polyol KE-601 (Hwangcheon Chemical Industry Co., Ltd., 111.2 KOHmg / g, acid value 1.8KOHmg / g, water) in a reactor equipped with a stirrer, a thermometer, a nitrogen seal tube and a cooler 129 parts of average molecular weight 1010) and 1264 parts of ethyl acetate were added to react the mixture at 75 ° C. After 4 hours, it was confirmed that the absorption peak of the isocyanate group was lost by FT-IR, and the reaction was terminated to obtain a polyurethane resin. This is called PU-C.

Synthesis Example 4

In a reactor equipped with a stirrer, a thermometer, a nitrogen seal tube, and a cooler, 100 parts of IPDI, 720 parts of polyol A, rosin polyol KE-615-3 (Hwangcheon Chemical Co., Ltd., 58.5 KOHmg / g of hydroxyl value, 1.5KOHmg / of acid value) 168 parts of number average molecular weight 2000) and 988 parts of ethyl acetate were added and reacted at 75 degreeC. After 4 hours, it was confirmed that the absorption peak of the isocyanate group was lost by FT-IR, and the reaction was terminated to obtain a polyurethane resin. This is called PU-D.

Examples 1-5 and Comparative Examples 1-4

Preparation of adhesive composition for lamination

A polyurethane resin, an organic isocyanate compound, a catalyst, and optionally a coupling agent were blended to prepare an adhesive composition for lamination. These are shown in Table 1.

Fabrication of Laminated Films

After applying the adhesive composition of Examples 1-5 or Comparative Examples 1-4 on the 1st plastic film and drying on the conditions shown below, the 2nd plastic film or a metal thin film was adhered on it by a nip roll, and it After applying and drying the adhesive composition again, a third plastic film was adhered thereon with a nip roll and aged to prepare a laminated film.

Solid content of adhesive composition: 25% (dilution with ethyl acetate)

Composition of Laminated Films: 25μ NY / 15μ EVOH / 50μ CPP

12μ PET / 7μ Al / 70μ CPP

Coating amount of adhesive composition: 3.5 g / m 2 (after drying)

Drying condition: 80 degrees Celsius * 15 second

Aging Curing Condition: 25 ℃ × 24 hours

Evaluation of Laminated Film

The laminated film was evaluated on the conditions shown below. The results are shown in Tables 2-6.

Peel Adhesion Strength: T-type Peel Test (according to JIS K6854)

Tensile Speed: 300mm / min

Self-treatment: The laminated film made of NY / EVOH / CPP was heat sealed to make a pouch, filled with water, and then rinsed at 95 ° C. for 30 minutes.

Retort Treatment: A laminated film made of PET / Al / CPP was heat sealed to form a pouch, filled with water, and then retorted at 120 ° C. for 30 minutes.

Laminated films, such as plastic films or metal thin films, prepared using the adhesive composition for lamination of the present invention exhibit good adhesive strength at room temperature, shorten the aging cure period as compared to conventionally known adhesive compositions, and lower the aging cure temperature. I can do it. In addition, even after the boiling process or the retort treatment, no abnormality such as a double layer was observed in the appearance of the laminated film, and it was confirmed that the adhesive strength was maintained.

Accordingly, the present invention greatly improves the productivity or workability of the laminated film, thereby enabling cost reduction or shortening.

Claims (4)

A laminating adhesive composition comprising an organic compound (A) having an functional group capable of reacting with an isocyanate group, an organic isocyanate compound (B) and a catalyst (C), wherein the organic compound (A) having a functional group capable of reacting with the isocyanate group is Adhesive composition for lamination | stacking characterized by the organic compound obtained by making a polyisocyanate component (a) and the isocyanate group reactive component (b) react. A laminating adhesive composition comprising an organic compound (A), an organic isocyanate compound (B), a catalyst (C) and a coupling agent (D) having a functional group capable of reacting with an isocyanate group, having a functional group capable of reacting with the isocyanate group. The adhesive composition for lamination | stacking characterized by the organic compound (A) being an organic compound obtained by making a polyisocyanate component (a) and the isocyanate group reactive component (b) react. The method according to claim 1 or 2, Adhesive composition for lamination | stacking in which the said isocyanate group reactive component (b) contains a rosin polyol (b1). The method of manufacturing a laminated film, wherein the adhesive composition for lamination according to any one of claims 1 to 3 is applied to the first film and dried, and then the second film is bonded thereto to be age-cured at room temperature.