KR101413125B1 - Heat-resistant one-part moisture-curable adhesive composition for polycarbonate resin - Google Patents

Abstract

An adhesive composition for a one-pack type moisture curable polycarbonate resin excellent in heat resistance, adhesion to polycarbonate and workability is provided.
An adhesive composition for a polycarbonate resin to which polycarbonate resins are bonded, which is obtained by reacting a polyisocyanate with at least one polyol selected from the group consisting of polytetramethylene glycol, modified polytetramethylene glycol and polycarbonate polyol, Group-containing urethane prepolymer (A), and at least one curing catalyst (B) selected from the group consisting of a tertiary amine catalyst and a tin catalyst.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention [0001] The present invention relates to a heat-resistant one-component moisture-curable polycarbonate resin adhesive composition,

The present invention relates to an adhesive composition for polycarbonate resin to which polycarbonate resins are bonded, and more particularly to a one-part moisture-curable polycarbonate resin adhesive composition excellent in heat resistance and adhesion to polycarbonate.

In terms of heat resistance, high performance plastic, PC (polycarbonate), PS (polystyrene), PPS (polyphenylene sulfide), PPO, PET, PBT (polybutylene terephthalate) Widely used.

As an adhesive for polycarbonate, Patent Document 1 discloses a first component (A) comprising a mixture of a polyfunctional isocyanate compound having an isocyanate group at the terminal and an organotin compound and a polyfunctional mercapto compound having a mercapto group at the terminal and an OH group (B) composed of a mixture of a polycarbonate diol and a polycarbonate diol. The adhesive described in Patent Document 1 has an initial adhesion to polycarbonate, but since it is of a two-component type, it is necessary to make efforts for mixing in work.

As one-component polycarbonate adhesive, Patent Document 2 is a solvent-type adhesive for bonding polycarbonate resin plates, and is a 1,4-dioxane, 1,1,1-trichloroethane, acetic acid, methylisobutylketone, n- Butyl alcohol, and a solvent for the polycarbonate resin plate. The adhesive described in Patent Document 2 exhibits excellent adhesion to polycarbonate, but has a problem in terms of environment and work safety because it contains a solvent.

Patent Document 1: JP-A-2-155979 Patent Document 2: JP-A-4-77590

An object of the present invention is to provide an adhesive composition for a one-pack type moisture curable polycarbonate resin excellent in heat resistance, adhesion to polycarbonate and workability.

In order to solve the above problems, the heat resistant one-pack type moisture curable polycarbonate resin adhesive composition is a polycarbonate resin adhesive composition for bonding polycarbonate resins, (A) having an isocyanate group at the terminal which can be obtained by reacting at least one polyol selected from the group consisting of a polyisocyanate and a polyisocyanate, and at least one curing catalyst selected from the group consisting of a tertiary amine catalyst and a tin catalyst B).

The heat resistant one-pack type moisture curable polycarbonate resin adhesive composition of the present invention is further suitably comprised of silica (C).

It is preferable to blend 0.01 to 10 parts by mass of the curing catalyst (B) with respect to 100 parts by mass of the urethane prepolymer (A).

The adhesive composition of the present invention is excellent in heat resistance and adhesion to polycarbonate, and has excellent performance as an adhesive or fixing agent for assembling electric appliances or precision instruments requiring heat resistance and adhesion to polycarbonate, And a long-term storage stability is excellent. In addition, the adhesive composition of the present invention is one-part type and has excellent workability because it is cured at room temperature by moisture in air.

Embodiments of the present invention will be described below, but these are shown by way of example, and it goes without saying that various modifications are possible without departing from the technical idea of the present invention.

The adhesive composition of the present invention is an adhesive composition for a polycarbonate resin to which polycarbonate resins are bonded, comprising a urethane prepolymer (A) having an isocyanate group at the terminal which can be obtained by reacting a polyol and a polyisocyanate, and a urethane prepolymer , And at least one curing catalyst (B) selected from the group consisting of polytetramethylene glycol, modified polytetramethylene glycol and polycarbonate polyol as the polyol.

As the polytetramethylene glycol, a known polymer of tetrahydrofuran can be widely used. The molecular weight of the polytetramethylene glycol is not particularly limited, but it is preferable to use those having a number average molecular weight of 500 to 5000, more preferably 500 to 2000. These polytetramethylene glycols may be used alone or in combination of two or more.

The modified polytetramethylene glycol is a copolymer of tetramethylene ether and an alkylene ether, and the alkylene ether preferably has a side chain. Examples of the modified polytetramethylene glycol include copolymers of tetrahydrofuran and alkyl-substituted tetrahydrofuran, copolymers of tetrahydrofuran and alkylene oxide, copolymers of tetrahydrofuran and an alkylene ether having a side chain And the like. As the copolymer of tetrahydrofuran and alkyl-substituted tetrahydrofuran, for example, a copolymer of tetrahydrofuran and 3-alkyltetrahydrofuran described in Japanese Patent Application Laid-Open No. 63-235320 can be used as a very suitable example .

The molecular weight of the modified polytetramethylene glycol is not particularly limited, but it is preferable to use those having a number average molecular weight of 500 to 5000, more preferably 1000 to 3000. These modified polytetramethylene glycols may be used alone or in combination of two or more.

As the polycarbonate polyol, a polyol having a structure represented by the following general formula (1) is very suitable.

In the formula (1), X is a hydrocarbon group, n is a natural number, R ¹ is a straight chain alkylene group such as a methylene group, an ethylene group or an n- Butylene, an alicyclic hydrocarbon group such as a 1,1-cyclohexylene group, a 1,2-cyclohexylene group, a 1,3-cyclohexylene group or a 1,4-cyclohexylene group An arylene group such as a phenylene group or a naphthalene group, an ether group such as an oxymethylene group or an oxypropylene group, or a bisphenol-type skeleton such as bisphenol A, bisphenol F or bisphenol S, have. R ¹ may be substituted with various substituents such as a halogen group such as fluorine, chlorine and bromine, a cyano group, a carboxyl group, a sulfonic acid group, a nitro group, a hydroxyl group and an alkoxy group. R ¹ may be an unsaturated group such as a vinylene group or a group containing one or more unsaturated groups such as a carbonyl group, a carboxyl group, an ether group, a thioether group, a urethane group, a urea group, a thiourea group, . R ¹ may be the same or different.

The molecular weight of the polycarbonate polyol is not particularly limited, but it is preferable to use those having a number average molecular weight of 300 to 3000, more preferably 500 to 2000. These polycarbonate polyols may be used alone or in combination of two or more.

The polytetramethylene glycol, the modified polytetramethylene glycol and the polycarbonate polyol may be used alone or in combination of two or more, and the combination is not particularly limited. However, from the viewpoint of workability, modified polytetramethylene glycol Is preferably used. When two or more polyols are used in combination, the urethane prepolymer (A) may be synthesized by reacting two or more polyols with a polyisocyanate, or a mixture of two or more urethane prepolymers (A) different in polyol component may be used.

In the present invention, the polyol component may be blended with polyol other than the above-mentioned polytetramethylene glycol, modified polytetramethylene glycol and polycarbonate polyol. When other polyols are blended, the total amount of the polytetramethylene glycol, the modified polytetramethylene glycol and the polycarbonate polyol is preferably 10% by mass or more, more preferably 30% by mass or more, based on the total polyol.

The other polyol may be an active hydrogen-containing compound having two or more active hydrogen groups, and is not particularly limited. Examples thereof include polyhydric alcohols having three or more functional groups, diols, other polyether polyols such as polypropylene glycol (PPG) Examples of the polyol include ester polyol, polybutadiene polyol, polyisoprene polyol, polyolefin polyol, polymer polyol, polycaprolactone polyol, and polyacrylate ester polyol. These polyols may be used alone or in combination of two or more do.

The polyisocyanate is not particularly limited, and a known polyisocyanate compound having two or more isocyanate groups can be used. For example, diphenylmethane diisocyanate (MDI), toluene diisocyanate (TDI), xylene diisocyanate XDI) and naphthalene diisocyanate, aromatic polyisocyanates such as hexamethylene diisocyanate (HDI) and lysine methyl ester diisocyanate, aliphatic polyisocyanates such as hydrogenated diphenylmethane diisocyanate, isophorone diisocyanate, norbornane And alicyclic polyisocyanates such as diisocyanate and hydrogenated toluene diisocyanate. As the polyisocyanate, MDI is preferable in terms of cost and reactivity, but the use of XDI is preferable in view of discoloration such as yellowing.

The method of reacting the polyol component with the polyisocyanate is not particularly limited, and a known method can be used. Specifically, a polyol component having two or more hydroxyl groups (OH) and a polyisocyanate having two or more isocyanate groups (NCO) are reacted so that the isocyanate group is excessive, that is, the NCO / OH equivalence ratio is greater than 1, A urethane prepolymer having an isocyanate group can be obtained.

The reaction conditions include, but are not particularly limited to, reaction at 70 to 100 占 폚 for several hours in a nitrogen or dry air stream at a ratio of NCO / OH equivalent ratio of 1.3 to 10.0, more preferably 1.5 to 5.0 . When the equivalent ratio of NCO / OH is less than 1.3, the viscosity of the prepolymer becomes high, which causes problems in workability. When the ratio is more than 10, inconvenience may occur due to foaming.

The adhesive composition of the present invention may further contain a known urethane prepolymer other than the urethane prepolymer (A). When other urethane prepolymers are compounded, the total amount of the urethane prepolymer (A) is preferably 10% by mass or more, more preferably 30% by mass or more, based on the total urethane prepolymer in the adhesive composition of the present invention.

Specific examples of the other urethane prepolymer include a urethane prepolymer having an isocyanate group at the terminal which can be obtained by reacting an isocyanate compound with a polyol other than polytetramethylene glycol, modified polytetramethylene glycol and polycarbonate polyol. The other polyol may be an active hydrogen-containing compound having two or more active hydrogen groups, and is not particularly limited. Examples thereof include polyhydric alcohols having three or more functional groups, diols, other polyether polyols such as polypropylene glycol (PPG) There may be used an ester polyol, a polybutadiene polyol, a polyisoprene polyol, a polyolefin polyol, a polymer polyol, a polycaprolactone polyol, a polyacrylate ester polyol, etc. These polyols may be used alone, do.

As the tertiary amine catalyst to be used for the curing catalyst (B), well-known tertiary amines can be widely used. For example, triethylamine, tripropylamine, triisopropylamine, tributylamine, triisobutyl Amine, tri-tert-butylamine, triamylamine, trihexylamine, trioctylamine, tri-2-ethylhexylamine, methyldi-2-ethylhexylamine, dibutyl 2-ethylhexylamine, Polyamines such as tetramethyl 1,2-diaminoethane, tetramethyl 1,3-diaminopropane, tetramethylhexamethylenediamine, and pentamethyldiethylenetriamine; polyamines such as triethylenediamine, N- (3,6-dimethylmorpholinoethyl) ether, bis (2,6-dimethylmorpholinoethyl) ether, bis Nonethyl) ether, 4- (3,5-dimethylmorpholino) -4 '- (3,6-dimethylmorph And the like can be mentioned morpholine compounds such as Reno) diethyl ether.

As the tin catalyst used in the curing catalyst (B), known organotin compounds can be widely used, and examples thereof include divalent organic tin compounds such as tin octylate and tin naphthenate; dibutyltin dioctate, di Butyltin dilaurate, dibutyltin diacetate, dibutyltin dimaleate, dibutyltin distearate, dioctyltin dilaurate, dioctyltin divarate, dibutyltin oxide, dibutyltin bis Tetravalent organic tin compounds such as a reaction product of dibutyltin oxide and phthalic acid ester, and tin chelate compounds such as dibutyltin bis (acetylacetonate).

The blending ratio of the curing catalyst (B) is not particularly limited, but it is preferably 0.01 to 10 parts by mass, more preferably 0.01 to 2 parts by mass, relative to 100 parts by mass of the urethane prepolymer (A) . These tertiary amine catalysts and tin catalysts may be used alone or in combination of two or more.

It is preferable that the adhesive composition of the present invention further comprises silica (C). As the silica (C), fumed silica, calcined silica, precipitated silica, pulverized silica, dissolved silica and the like are preferably used, and it is preferable to use fine powdered silica.

The mixing ratio of the silica (C) is not particularly limited, but is preferably 0.5 to 30.0 parts by mass, more preferably 3.0 to 15.0 parts by mass, based on 100 parts by mass of the urethane prepolymer (A).

The adhesive composition of the present invention may further contain, in addition to the above components, a filler, a plasticizer, a colorant, an antisticking agent, a tackifier, a physical property adjuster, a releasing agent, a lubricant, a dehydrating agent (storage stability improver), a tackifier, Various additives such as an ultraviolet absorber, an antioxidant, a hydrolysis stabilizer, a flame retardant, a radical polymerization initiator, and a diluent such as a high boiling solvent may be added.

Examples of the filler include various organic or inorganic fillers such as calcium carbonate, magnesium carbonate, zinc carbonate, carbon black, mud, talc, kaolin, diatomaceous earth, zeolite, titanium oxide, quicklime, iron oxide, Barium, magnesium oxide, aluminum sulfate, vinyl chloride paste resin, inorganic balloons such as glass balloons, shirasu balloons, saran balloons, phenol balloons and vinylidene chloride resin balloons, organic balloons and the like, or these fatty acids, fatty acid ester- And may be used alone or in combination. In addition, inorganic hollow fillers such as glass balloons and silica balloons, and organic hollow fillers such as polyvinylidene fluoride and polyvinylidene fluoride copolymer may be used.

Examples of the plasticizers include dioctyl phthalate (DOP), dibutyl phthalate (DBP), dilauryl phthalate (DLP), butyl benzyl phthalate (BBP), dioctyl adipate, diisononyl phthalate, Adipic acid butylene glycol polyester, alkyl epoxy epoxystearate, epoxidized soybean oil and the like can be used as the filler, And may be used alone or in combination.

Examples of the ultraviolet absorber include benzotriazole ultraviolet absorbers such as 2- (3,5-di-tert-butyl-2-hydroxyphenyl) -5-chlorobenzotriazole, 2- (4,6- Triazine-based ultraviolet absorbers such as diphenyl-1,3,5-triazin-2-yl) -5 - [(hexyl) oxy] -phenol, benzophenone- -butylphenyl-3,5-di-tert-butyl-4-hydroxybenzoate, and the like.

Examples of the antioxidant include hindered phenol compounds and triazole compounds. Examples of the hindered phenol antioxidant include pentaerythritol tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], octadecyl-3- Di-tert-butyl-4-hydroxyphenyl) propionate], N, N'-hexane- Hydroxyphenyl) propioamide], benzenepropanoic acid 3,5-bis (1,1-dimethylethyl) -4-hydroxy C7-C9 branched alkyl ester, 2,4-dimethyl- Decyl) phenol, and the like.

As the hydrolysis stabilizer, an aromatic carboxylimide can be enumerated, and in particular, a carboxylimide monomer having a melting point of about 40 DEG C, a carboxylimide low molecular weight polymer having a melting point of 60 to 90 DEG C and a carboxylimide polymer having a melting point of 100 to 120 DEG C Do. The hydrolysis stabilizer is preferably blended in an amount of 0.01 to 3.0 parts by mass, more preferably 0.1 to 2.0 parts by mass, based on 100 parts by mass of the urethane prepolymer (A).

As the flame retardant, a nitrogen-containing compound such as an organic halogen compound, a phosphorus compound, or an (iso) cyanuric acid derivative compound, an inorganic compound or the like may be added. From the viewpoint of the environment, it is preferable to blend a halogen-free flame retardant.

The adhesive composition of the present invention can be used to adhere components to a product. Examples of products include electric products such as speakers, video cassette players, televisions, radios, vending machines, refrigerators, personal computers, card-type batteries, video cameras, and other automobile parts and precision instruments of cameras.

Example

Hereinafter, the present invention will be described in more detail by way of examples, but it goes without saying that these examples are illustrative and should not be construed as limiting.

(Synthesis Examples 1 to 3) Synthesis of urethane prepolymer (A)

As shown in Table 1, a predetermined amount of a polyol component was added to a stirrer equipped with a thermometer, dehydrated, added with a predetermined amount of an isocyanate component, and reacted at 70 to 90 ° C for 5 hours under a nitrogen atmosphere to obtain urethane prepolymers A1 to A3 . R values (ratio of NCO / OH) of the obtained urethane prepolymer are shown in Table 1 together.

(Comparative Synthesis Examples 1 and 2) Synthesis of urethane prepolymer X and Y

Urethane prepolymers X and Y were obtained in the same manner as in Synthesis Examples 1 to 3 except that the polyol component was changed as shown in Table 1.

Synthesis Example 1 Synthesis Example 2 Synthesis Example 3 compare
Synthesis Example 1 compare
Synthesis Example 2 Polyol component
Polytetramethylene glycol ^{* 1}
Modified polytetramethylene glycol ^{* 2}
Polycarbonate Polyol ^{* 3}
Polyester Polyol ^{* 4}
Polypropylene glycol ^{* 5}
100

-
-

-
-
-

100
-

-
-
-

-
100

-
-
-

-
-

100
-
-

-
-

-
100 Isocyanate component
MDI ^{* 6}
25.0
27.8
25.0
25.0
25.0 Urethane prepolymer A1 A2 A3 X Y R value 2.0 2.0 2.0 2.0 2.0

In Table 1, the compounding amounts of the respective compounding ingredients are expressed as parts by mass, and * 1 to * 6 are as follows.

* 1) Polytetramethylene glycol: Product name PTG-2000, manufactured by Hodogaya Chemical Co., Ltd., molecular weight 2000

* 2) Modified polytetramethylene glycol: PTXG-L1800, manufactured by Asahi Chemical Industry Co., Ltd., molecular weight 1800

* 3) Polycarbonate polyol: manufactured by Asahi Chemical Industry Co., Ltd., trade name: T5652, molecular weight: 2000

* 4) Polyester polyol: manufactured by Kuraray Co., Ltd., trade name: Kururepiolol 2010, molecular weight 2000

* 5) Polypropylene glycol: manufactured by Mitsui Chemicals Polyurethanes, product name Diol 2000, molecular weight 2000

* 6) MDI: manufactured by Nippon Polyurethane Industry Co., Ltd .; Myrionate MT

(Examples 1 to 14)

In the formulations shown in Table 2, the urethane prepolymer, silica and diluent were mixed and stirred at room temperature under a nitrogen stream, and then a curing catalyst was added thereto, followed by stirring and mixing at room temperature in a nitrogen stream to obtain an adhesive composition.

Example No. One 2 3 4 5 6 7 8 9 10 11 12 13 14 Polymer A1 100 - - 80 80 80 80 80 80 80 80 80 - - Polymer A2 - 100 - - - - - - - - - - 80 - Polymer A3 - - 100 - - - - - - - - - - 80 Polymer X - - - 20 10 10 10 10 10 10 10 10 10 10 Polymer Y - - - - 10 10 10 10 10 10 10 10 10 10 Tertiary amine catalyst ^{* 7} 0.1 0.1 0.1 0.1 0.1 0.3 1.5 0.3 0.3 0.3 - - 0.3 0.3 Tin catalyst ^{* 8} - - - - - - - - - - 0.1 1.0 - - Silica ^{* 9} - - - - - - - One 10 20 10 10 10 10 Thinner ^{* 10} 20 20 20 20 20 20 20 20 20 20 20 20 20 20

The prepolymers A1 to A3 were urethane prepolymers A1 to A3 synthesized in Synthesis Examples 1 to 3 respectively, and prepolymers X and Y were synthesized in Comparative Synthesis Examples 1 and 2, respectively A urethane prepolymer X and Y, and * 7 to * 10 are as follows.

* 7) Amine curing catalyst: bis (morpholinoethyl) ether

* 8) Tin-based curing catalyst: STANN BL, manufactured by Nitto Chemical Industry Co., Ltd., dioctyl tin divisate

* 9) Silica: RY200S manufactured by Aero Chemical Industry Co., Ltd., fumed silica

* 10) Thinner: manufactured by Japan Energy Co., Ltd .; normal paraffin N-11

The adhesive composition obtained above was subjected to the following test. The results are shown in Table 3.

1. Adhesion test

1-1) Initial adhesion test

The test was conducted in accordance with JIS K6850. As an adherend, a polycarbonate of 100 x 25 x 3 mm (trade name: Yufiron Sheet NF2000V, manufactured by Mitsubishi Gas Chemical Co., Ltd.) was used. The adhesive composition was applied to a thickness of about 100 mu m, and the open time was taken for 5 minutes, followed by pasting and mixing. Thereafter, the sample was cured at 23 ° C and 50% RH for 1 week to obtain an initial adhesive property test body. The evaluation criteria are as follows.

?: The adhesive strength was 2.0 N / mm ² or more, or the fracture state indicated cohesive failure of the adhesive layer

B: An adhesive strength of not less than 1.0 and not more than 2.0 N / mm ^2, or a fracture state accompanied by interface breakage of an adhesive surface

X: Adhesive strength less than 1.0 N / mm ²

1-2) Heat Resistance Adhesion Test

The initial adhesion test body was cured for a predetermined time shown in Table 3 in a dryer at each temperature (100 占 폚 or 130 占 폚), and then the test piece was taken out and cooled for one day at 23 占 폚 and 50% RH. The test method was the same as the initial adhesion test. The strength retention ratio shown in the following formula was calculated, and the heat-resistant adhesion was evaluated by the following evaluation criteria.

Strength retention ratio (%) = 100 x (heat-resistant adhesive strength / initial adhesive strength)

?: The strength retention ratio is 90% or more

○: The strength retention ratio was 70% or more and less than 90%

△: Strength retention ratio is 50% or more and less than 70%

X: The strength retention ratio is less than 50%

2. Workability test

The viscosity of the adhesive composition at 23 캜 was measured in accordance with the viscosity measuring method of JIS K6833. The BS type clay system was used for the clay system, and the viscosity value was evaluated by the following evaluation criteria using the viscosity at the revolution of 10 rpm.

?: Less than 200 Pa

?: 200 PaS or more and less than 400 Pa

?: Less than 400 PaS and less than 600 PaS

×: 600 PaS or more

The Ti value (BH type viscometer 10 rpm viscosity / 1 rpm viscosity) calculated from the viscosity measurement was used as an indicator of the actual breakage property and evaluated by the following evaluation criteria.

?: Ti value of not less than 3.0

○: Ti value is 2.0 or more and less than 3.0

DELTA: Ti value is 1.5 or more and less than 2.0

X: Ti value less than 1.5

3. Curing test

The adhesive composition was uniformly spread over the releasing paper at a thickness of about 3 mm at 23 캜 and 50% RH to measure the time until the film was formed. The evaluation criteria are as follows.

◎: Less than 10 minutes until the film is made

○: The time until the film is formed is from 10 minutes to less than 40 minutes

[Delta]: The time until the film was formed was from 40 minutes to less than 80 minutes

X: More than 80 minutes until the film is formed

4. Storage stability test

Using the viscosity measured by the above workability test as an initial value, the sample was transferred to a sealed container and heated at 50 DEG C for 1 week, then cooled at 23 DEG C for 1 day, and the viscosity was measured in accordance with the viscosity measurement method of JIS K6833 . The increase rate (measured value / initial value) was calculated and evaluated according to the following evaluation criteria.

○: Increase ratio less than 1.5

?: Increase ratio of 1.5 or more and less than 2.0

X: Increase ratio of 2.0 or more

Example No. One 2 3 4 5 6 7 8 9 10 11 12 13 14 Adhesiveness
Initial adhesion
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◎ 130 ℃ Heat resistant adhesive
100 hours
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○ Workability
Viscosity
Handsome
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○ Hardenability △ △ △ △ △ ○ ◎ ○ ○ ○ ○ ◎ ○ ○ Storage stability ○ ○ ○ ○ ○ ○ △ ○ ○ ○ ○ △ ○ ○

As shown in Table 3, the adhesive composition of the present invention was excellent in initial adhesion and heat-resistant adhesion to polycarbonate, and was excellent in workability, curability, and storage stability.

(Comparative Examples 1 and 2)

An adhesive composition was obtained in the same manner as in Example 1, except that the composition was changed as shown in Table 4. The obtained adhesive composition was subjected to the same test as in Example 1. The results are shown in Table 5.

Comparative Example 1 Comparative Example 2 Polymer X 100 - Polymer Y - 100 Tertiary amine catalyst ^{* 7} 0.3 0.3 Silica ^{* 9} 10 10 Thinner ^{* 10} 20 20

The prepolymers X and Y are urethane prepolymers X and Y synthesized in Comparative Synthesis Examples 1 and 2 respectively, and * 7, * 9 and * 10 are shown in Table 2 and Table 3, same.

(Comparative Example 3)

A test was conducted in the same manner as in Example 1 using a modified silicone adhesive (trade name: 1530, manufactured by Surly Bond Co., Ltd.). The results are shown in Table 5.

(Comparative Example 4)

(Polypropylene glycol MDI) -based adhesive (trade name: UM600V, manufactured by Cemedine Co., Ltd.). The results are shown in Table 5.

Comparative Example No. One 2 3 4 Adhesiveness
Initial adhesion
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△ 100 ℃ Heat Resistance Adhesiveness
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× 130 ℃ Heat resistant adhesive
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× Workability
Viscosity
Handsome
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◎ Hardenability ○ ○ ◎ △ Storage stability ○ ○ ○ ○

Claims (3)

An adhesive composition for polycarbonate resin to which polycarbonate resins are bonded,
A urethane prepolymer (A) having an isocyanate group at the terminal which can be obtained by reacting at least one polyol selected from the group consisting of polytetramethylene glycol, modified polytetramethylene glycol and polycarbonate polyol, and polyisocyanate, and
(B) a curing catalyst (B) selected from the group consisting of a tertiary amine catalyst and a tin catalyst. The method according to claim 1,
Heat-resistant one-component moisture-curable polycarbonate resin adhesive composition according to claim 1, further comprising silica (C). The method according to claim 1 or 2,
Wherein the curing catalyst (B) is blended in an amount of 0.01 to 10 parts by mass with respect to 100 parts by mass of the urethane prepolymer (A).