JPH11209736A - Sealing material for multiple glass - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a hardenable composition having high weather resistance, high heat tolerance, not-stained properties, low moisture permeability, weather- resistant adhesion and low odor, and excellent in mechanical characteristics by including a specific saturated hydrocarbon-based polymer and a specified polymer. SOLUTION: This hardenable composition is obtained by including (A) a saturated hydrocarbon-based polymer which has one or more hydrolyzable silicon group at the ends of the molecular chain and (B) a polymer which has one or more reactive mercapto groups at the ends of the molecular chain, or polymers other than the saturated hydrocarbon-based polymer which has the hydrolyzable silicon groups. The component A preferably contains an isobutylene-based polymer having the hydrolyzable groups bonded to Si which can be crosslinked by forming one or more siloxane bonds, at the ends of the molecular chain. A poly sulfite which has one or more reactive mercapto groups at the molecular chain ends or a polysiloxane or the like which has one or more hydrolyzable silicon groups at the ends of the molecular chain end is preferably used as the component B.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to the following component (A):
And (B) a curable composition containing (B) an essential component; (A) a saturated hydrocarbon polymer having at least one hydrolyzable silicon group at a molecular chain terminal; (B) at least one reactivity at a molecular chain terminal. It relates to a polymer having a mercapto group or a hydrolyzable silicon group.

[0002]

2. Description of the Related Art Conventionally, in the fields of construction, automobiles, and electrics, various sealing materials have been used for bonding between the same or different materials or for reinforcing / supplementing during assembly processing. Until now, various materials having different curing modes and main chain structures have been proposed according to each application. However, conventionally used double-layer glass sealing materials have the following characteristics: (1) high weather resistance (2) high heat resistance (3) non-staining (4) low moisture permeability (5) weather resistance There was no material having (6) low odor characteristics. For example, the most widely used polysulfide-based sealing materials satisfy the properties (1), (2) and (3),
Because the property of (4) is insufficient, it cannot be used alone for a single seal. Furthermore, since the characteristic (5), which is the most important item as a sealing material for a double-glazed glass, is insufficient for the heat ray reflective glass that is often used for energy saving in recent years, it is difficult to obtain the characteristics at the stage of manufacturing the double-glazed glass. Before the sealing material is filled, an extra step of removing a metal coat film reflecting heat rays is required. In addition, since the hot water adhesion is insufficient and the property (6) is not present, there is a problem in the environmental aspect in the production process of the double glazing. Further, among other sealing materials for double glazing, the condensation-curable silicone sealing material satisfies the properties (1), (2), (5) and (6), but (3) and (4). And cannot be used alone for a single seal. And regarding the type using hot melt butyl, which is currently only used for single seals, (1)
(3) Although the various properties of (4) and (6) are satisfied, the above-mentioned properties of (2) and (5) are not satisfied, and there is a problem that they do not have sufficient mechanical properties. is there.

[0003]

SUMMARY OF THE INVENTION In view of the present situation, an object of the present invention is to combine various characteristics (1) to (6),
Another object of the present invention is to easily obtain a sealing material for double-glazed glass which has excellent mechanical properties and can be made into a single seal.

[0004]

Means for Solving the Problems In order to achieve this object, the present inventors have found a technique that simultaneously satisfies the various characteristics (1) to (6). That is, by blending a saturated hydrocarbon polymer having a hydrolyzable silicon group with a conventional sealing material for double glazing and making them compatible with each other, a sealing material for double glazing that can achieve the above object can be obtained. Thus, the present invention has been completed.

The present invention comprises the following components (A) and (B)
(A) a saturated hydrocarbon polymer having at least one hydrolyzable silicon group at a molecular chain terminal; and (B) a curable composition having at least one reactive mercapto group at a molecular chain terminal. And a polymer other than a polymer having a hydrolyzable silicon group.

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. The saturated hydrocarbon polymer as the component (A) of the present invention has a hydrolyzable group bonded to a silicon atom, and can be crosslinked by forming a siloxane bond, that is, a reactive silicon group. Is used at the end of the molecular chain. By using this saturated hydrocarbon-based polymer, the sealing material component can be provided with the same water vapor barrier property as the conventional primary seal.

The saturated hydrocarbon polymer having a reactive silicon group is a polymer which does not substantially contain a carbon-carbon unsaturated bond other than an aromatic ring, for example, polyethylene, polypropylene, polyisobutylene, hydrogenated polybutadiene. And hydrogenated polyisoprene. As the saturated hydrocarbon polymer, an isobutylene polymer or a hydrogenated polybutadiene polymer is preferable. The number average molecular weight of the saturated hydrocarbon polymer is preferably about 500 to 30,000, particularly 1,000 to 15,000.
Those having a degree of liquidity or fluidity are preferred in terms of easy handling.

The hydrolyzable group bonded to the silicon atom of the hydrolyzable silicon group in the component (A) includes, for example, a hydrogen atom, an alkoxy group, an acyloxy group, a ketoximate group, an amino group, an amide group, and an amino group. Commonly used groups such as an oxy group, a mercapto group, and an alkenyloxy group are exemplified, and an alkoxy group is particularly preferred because it has mild hydrolyzability and is easy to handle. Hydrolyzable groups and hydroxyl groups are 1 to 1 silicon atom.
It is preferable to bond in three ranges. When two or more hydrolyzable groups or hydroxyl groups are bonded to the reactive silicon group, they may be the same or different.
The number of reactive silicon groups in one molecule of the saturated hydrocarbon-based polymer is one or more, preferably 1.1 to 5. If the number of reactive silicon groups contained in the molecule is less than one, the curability may be insufficient and good rubber elasticity may not be obtained. Incidentally, the content of the saturated hydrocarbon polymer having a reactive silicon group in the curable composition of the present invention is 1
0 wt% or more is preferable, and 30 wt% or more is more preferable. As one of the polymers having a reactive mercaptosilane group at the terminal used as the component (B) of the present invention, polysulfide is suitably used. Specifically, a group represented by the following general formula (1) is used. Compounds.

[0009]

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(Wherein, n is an integer of 1 or more) A modified polysulfide having a mercapto group at a terminal and having a polyether urethane bond mainly in a main chain;
Specifically, Nippon Shokubai Co., Ltd.'s Permapol P-965, P
-500, P-700 and the like are also included as a kind of polysulfide. Above all, LP of Toray Thiokol
-3, LP-2, LP-32, LP-31, LP-12
And the like are preferably used as the most general-purpose polysulfide. These mercapto group-containing polymers are easily cured when mixed with an oxidizing agent, and easily react with a mercapto group, an epoxy group, an isocyanate group or the like to increase the molecular weight. As the oxidizing agent for the mercapto group-containing polymer, metal oxides, inorganic oxides, inorganic oxidizing agents, inorganic peroxides, organic peroxides and the like are known, but generally PbO ₂ , MnO ₂ , ZnO ₂ , CaO ₂
Such metal oxides are widely used, and it is preferable to use MnO ₂ as the above-mentioned sealing material for double glazing. The component (B) may contain a plasticizer, a filler and the like, but existing commercial products containing the component (B) can be suitably used. For example, as domestic products, PRC-428-Y, SM-5000, SM-510
0, SM-6500, SM-7000, SM-7500
(Yokohama Rubber Co., Ltd.), examples of imported products include Terosta
t998R, GD-116, GD-116M and the like.

As the polymer having a terminal hydrolyzable group used as the component (B) of the present invention, a polymer having polydimethylsiloxane as a main chain is suitably used. As the hydrolyzable group in the component (B) of the present invention, those exemplified above as the hydrolyzable silicon group in the component (A) are preferable, and the hydrolyzable silicon group in the component (A) is more preferable. The same as the group is more preferable because the curability is easily controlled. The component (B) may be newly added with a plasticizer, a filler, or the like, but existing commercial products containing the component (B) can be suitably used. Specific examples of these include ultra-high modulus type SE-9500 (manufactured by Dow Corning Toray), TG
S711 (manufactured by Toshiba Silicone), sealant 92 (manufactured by Shin-Etsu Chemical), high modulus type DC-795, S
E-797, SE-978 (manufactured by Toray Dow Corning),
Sealant 90 (Shin-Etsu Chemical Co., Ltd.), Tosseal 52
(Made by Toshiba Silicone), among others,
Ultra-high modulus type SE-9500 is preferred.

Further, when the sealing material of the present invention is used in a part to which sunlight is directly or indirectly applied, since a weather-resistant adhesive is particularly required, a light stabilizer may be added. Among them, preferred as the light stabilizer are commercially available nickel-based light stabilizers. Specific examples thereof include, for example, nickel dimethyldithiocarbamate,
Nickel dithiocarbamate salts such as nickel diethyldithiocarbamate and nickel dibutyldithiocarbamate, [2,2′-thiobis (4-t-octylphenolate)]-n-butylamine nickel, [2,2′-thiobis (4-t -Octylphenolate)]-2-ethylhexylamine nickel, [2,2′-thiobis (4
Nickel compounds such as nickel complexes such as -t-octylphenolate)]-triethanolamine nickel and nickel bis (octylphenyl) sulfide and nickel isopropylxanthogenate can be exemplified. These light stabilizers may be used alone or in combination of two or more. The compounding amount of the light stabilizer is preferably about 0.1 to 20 parts by weight, more preferably 1 to 10 parts by weight, based on 100 parts by weight of the saturated hydrocarbon polymer. If the amount of the light stabilizer is less than this range, the weather resistance to glass may not be exhibited. On the other hand, if it exceeds this range, the physical properties and workability of the compound may decrease, and it is not preferable from the viewpoint of cost.

In addition, inorganic materials generally used as reinforcing agents and fillers can be used, and if necessary, other fillers, adhesion-imparting agents, antioxidants, plasticizers, ultraviolet absorbers , A pigment, a surfactant and the like can be appropriately added. Specific examples of the filler include calcium carbonate, clay, talc, titanium oxide, zinc white, diatomaceous earth, barium sulfate, and carbon black.

Among these, the plasticizer is used for adjusting the flow characteristics and improving the workability. Generally used plasticizers can be used, but the saturated hydrocarbon polymer used in the present invention can be used. Those having good compatibility with are preferred. Specific examples of the plasticizer having good compatibility include, for example, polybutene, hydrogenated polybutene, α-methylstyrene oligomer, liquid polybutadiene, hydrogenated liquid polybutadiene, paraffin oil,
Naphthenic oil, atactic polypropylene and the like, among which hydrogenated polybutene preferably containing no unsaturated bond, hydrogenated liquid polybutadiene, paraffin oil,
Hydrocarbon compounds such as naphthenic oil and atactic polypropylene are preferred. These plasticizers may be used alone or in combination of two or more. Further, a plasticizer having poor compatibility when used alone can be used as long as the compatibility is improved by the combined use with the above-mentioned hydrocarbon compounds.

In the present invention, an adhesion-imparting agent may be added as required. A typical example thereof is a silane coupling agent. However, an adhesion-imparting agent other than the silane coupling agent can be used. The silane coupling agent is a compound having a group containing a silicon atom to which a hydrolyzable group is bonded (hereinafter, referred to as a hydrolyzable silicon group) and a functional group other than the group. Specifically, the groups already exemplified as the hydrolyzable group can be mentioned,
A methoxy group, an ethoxy group, and the like are preferable because of a high hydrolysis rate. The number of hydrolysable groups is 2 or more, especially 3
Or more is preferred. Examples of the functional group other than the hydrolyzable silicon group include primary, secondary, and tertiary amino groups, mercapto groups, epoxy groups, carboxyl groups, vinyl groups, isocyanate groups, isocyanurates, and halogens. Of these, primary, secondary, and tertiary amino groups, epoxy groups, isocyanate groups, isocyanurates, and the like are preferable, and isocyanate groups and epoxy groups are particularly preferable.
Specific examples of the silane coupling agent include γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-aminopropylmethyldimethoxysilane, γ- (2-aminoethyl) aminopropyltrimethoxysilane, and γ-aminopropyltrimethoxysilane. (2-aminoethyl) aminopropylmethyldimethoxysilane, γ- (2-aminoethyl) aminopropyltriethoxysilane, γ- (2-aminoethyl) aminopropyltriethoxysilane, γ-
Ureidopropylpropyltrimethoxysilane, n-β
Amino-containing silanes such as-(n-vinylbenzylaminoethyl) -γ-aminopropyltriethoxysilane, γ-anilinopropyltrimethoxysilane; γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane; Mercapto group-containing silanes such as γ-mercaptopropylmethyldimethoxysilane and γ-mercaptopropylmethyldiethoxysilane; γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyl Epoxy group-containing silanes such as methyldimethoxysilane and β- (3,4-epoxycyclohexyl) ethyltriethoxysilane; β-carboxyethyltriethoxysilane, β-carboxyethylphenylbis (2-methoxyethoxy) silane, Carboxysilanes such as -β- (n-carboxymethylaminoethyl) -γ-aminopropyltrimethoxysilane; vinyltrimethoxysilane, vinyltriethoxysilane, γ-methacryloyloxypropylmethyldimethoxysilane, γ-acroyloxypropyl Vinyl-type unsaturated group-containing silanes such as methyltriethoxysilane; halogen-containing silanes such as γ-chloropropyltrimethoxysilane; isocyanurate silanes such as tris (trimethoxysilyl) isocyanurate; γ-isocyanatopropyltrimethoxysilane And silanes containing isocyanate such as γ-isocyanatopropyltriethoxysilane. In addition, amino-modified silyl polymers, silylated amino polymers, unsaturated amino silane complexes, blocked isocyanate silanes, phenylamino long-chain alkyl silanes, amino silylated silicones, silylated polyesters, and the like, which are modified derivatives thereof, are also used as silane coupling agents. Can be used.

As an adhesion-imparting agent other than the silane coupling agent, a compound having an epoxy group or an isocyanate group in a molecule (including a polymer of isocyanate) may of course be used. The adhesion-imparting agent used in the present invention is used in an amount of 0.01 to 20 parts by weight based on 100 parts (parts by weight, hereinafter the same) of the reactive silicon group-containing saturated hydrocarbon polymer.
Used in a range of parts. In particular, it is preferable to use in the range of 0.1 to 10 parts. The above-mentioned adhesiveness-imparting agents may be used alone or in combination of two or more.
Adhesion can also be exhibited by adding an organic titanium compound having a Ti—O—C bond, which is a useful catalyst for a hydrolysis-condensation reaction of an alkoxysilyl group. Specific examples include tetraalkoxytitanium such as tetraisopropoxytitanium and tetrabutoxytitanium, as well as general titanate coupling agents such as those having a residue such as oxyacetic acid and ethylene glycol.

As the tackifier, various tackifier resins can be used. However, in consideration of compatibility with the saturated hydrocarbon polymer of the present invention, terpene-based, terpene-phenol-based, and hydrogenated oils can be used. A cyclic petroleum resin, an aliphatic petroleum resin, and an aromatic petroleum resin are preferred. Of course, these tackifier resins may be added alone or as a mixture of two or more.

The silanol compound condensation catalyst is a conventionally known silanol condensation catalyst. Specific examples thereof include tin carboxylate salts such as dibutyltin dilaurate, dibutyltin maleate, dibutyltin diacetate, tin octylate, tin naphthenate; a reaction product of dibutyltin oxide and a phthalate; dibutyltin diacetyl Acetonate; lead octylate; butylamine,
Amine compounds such as octylamine, laurylamine, dibutylamine, monoethanolamine, diethanolamine, triethanolamine, diethylenetriamine, triethylenetetramine, oleylamine and cyclohexylamine, and salts of these amine compounds with carboxylic acids and the like; And other known silanol condensation catalysts. These catalysts may be used alone,
More than one species may be used in combination.

The amount of the component catalyst is 0.1 to 100 parts by weight of the saturated hydrocarbon polymer as the component (A).
It is preferably about 20 parts by weight, more preferably 1 to 10 parts by weight. If the amount of the catalyst is less than this range, the curing speed may be reduced, and the curing reaction may not sufficiently proceed. On the other hand, if the amount of the catalyst exceeds this range, local heat generation or foaming occurs during curing, making it difficult to obtain a good cured product, and also shortening the pot life, which is not preferable from the viewpoint of workability. Further, if necessary, additives such as various antioxidants and ultraviolet absorbers may be added to improve the heat resistance and weather resistance of the cured product.

In the composition of the present invention, either a one-part composition or a two-part composition is possible.

[0021]

The present invention will be described in more detail with reference to the following Examples, which should not be construed as limiting the present invention. Production Example 1 Production of Saturated Hydrocarbon Polymer (A) P-DCC [1,
4-bis (α-chloroisopropyl) benzene]

[0022]

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After 7.5 mmol was added and a stirring blade, a three-way cock and a vacuum line were attached, the inside was replaced with nitrogen. Thereafter, while flowing nitrogen from one of the three-way cocks, the molecular sieve was injected into the autoclave using a syringe.
Solvent, toluene 330 mL,
141 mL of hexane was introduced. Next, 3.0 mmol of the additive α-picoline was added.

Next, a liquefied gas collection tube made of pressure-resistant glass with a needle valve containing 113 g of isobutylene dehydrated by passing through a column filled with barium oxide was connected to a three-way cock. Was cooled in a dry ice-acetone bath for 1 hour while stirring the inside of the polymerization vessel. After cooling, the inside was depressurized by a vacuum line, then the needle valve was opened, and isobutylene was introduced into the polymerization vessel from a pressure-resistant glass liquefied gas sampling tube.
Thereafter, the pressure was returned to normal pressure by flowing nitrogen from one of the three-way cocks.

Next, it was confirmed that the inside of the polymerization vessel was stable at -70 ° C., and 7.18 g (3.8 mm) of TiCl 4 was obtained.
ol) was added from a three-way cock using a syringe to initiate polymerization, and after 2 hours, 2.57 g (22.5 mmol) of allyltrimethylsilane was added. After an additional hour of reaction, the catalyst was deactivated by pouring the reaction mixture into water. Next, the organic layer was washed with pure water three times and then separated, and the solvent was distilled off under reduced pressure to obtain an allyl-terminated isobutylene polymer.

Next, 100 g of the allyl-terminated isobutylene polymer thus obtained was added to 50 mL of n-heptane.
And heated to about 70 ° C., and then methyldimethoxysilane 1.2 [eq. / Allyl group], platinum (vinyl siloxane) complex 1 × 10-4 [eq. / Allyl group] was added to carry out a hydrosilylation reaction. The reaction was traced by FT-IR spectrum, and 1640 cm -1 was observed in about 4 hours.
After confirming the disappearance of the olefin-derived absorption, the reaction was stopped.

The reaction solution was concentrated under reduced pressure to obtain a desired isobutylene polymer having a reactive silicon at both ends (compound A). The structure of Compound A is as shown below.

[0028]

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The yield was calculated from the yield of the polymer thus obtained, and the Mn and Mw / Mn were determined by GPC method, and the terminal structure was determined by 300 MHz 1H-NMR analysis. : 6.5 to 7.5 ppm, methyl proton bonded to silicon atom derived from polymer end: 0.0 to 0.1 ppm
And methoxy protons: 3.5 to 3.4) were determined by measuring and comparing the intensities of the resonance signals. 1H-NMR is Va
It was measured in CDCl3 using rian Gemini300 (300MHz for 1H).

The FT-IR is IR-408 manufactured by Shimadzu Corporation.
GPC is a WatersLC Module 1 as a liquid delivery system, and a column is S
This was performed using hodex K-804. Molecular weights are given as relative molecular weights to polystyrene standards. Analytical values of the polymer were as follows: Mn = 111416, Mn / Mw =
1.47, Fn (silyl) = 1.95 (number-average molecular weight was converted into polystyrene, and the number of terminal silyl functional groups was the number per isobutylene polymer). Production Example 2 The main ingredient was prepared by using the polymer obtained in Production Example 1 and kneading well with a three paint roll in the composition shown in Table 1. The curing agent used was SCAT-27 manufactured by Sankyoki Co., Ltd. as a curing catalyst, and the components shown in Table 1 were manually mixed and kneaded in a disposable cup. Using an Excel Auto Homogenizer, the operation was carried out three times with stirring at 10,000 rpm for 10 minutes. In addition, as each compound, a paraffin-based process oil (manufactured by Idemitsu Kosan Co., Ltd.
Diana Process PS-32), heavy calcium carbonate (manufactured by Maruo Calcium Co., Ltd., snow light SS), (Shiraishi Calcium Co., Ltd., trade name PO3)
20B10), colloidal calcium carbonate (Shiraishi Industry Co., Ltd.)
(Trade name: EDS-D10A), talc (trade name: LMR, manufactured by Maruo Calcium Co., Ltd.), sodium sulfate (Na ₂ SO ₄ .10)
H ₂ O), an anti-aging agent (Ciba Geigy Co., Ltd., trade name Irganox 1010), (Sumitomo Chemical Co., Ltd., trade name Sumisorb 400), (Sankyo KK, trade name Sanol LS-765) , A light stabilizer (manufactured by Sanshin Chemical Co., Ltd., trade name Sundant NBC), (ACC make, trade name, CY
ASORB UV-1084), a photocurable resin (trade name, Alonix M400, manufactured by Toagosei Co., Ltd.), a thixotropic agent (trade name, Disparon # 30, manufactured by Kusumoto Kasei Co., Ltd.)
5), a silane coupling agent (manufactured by Nippon Unicar Co., Ltd.)
(Product name A-1310), (manufactured by Nippon Unicar Co., Ltd., product name A-187), and a curing catalyst (manufactured by Sankyoki Co., Ltd.)
SCAT-27) was used.

[0031]

[Table 1]

Example 1 and Comparative Example 1 As a commercially available sealing material for polysulfide-based double-glazing, HAMATITE SM-7500 (trade name, manufactured by Yokohama Rubber Co., Ltd.)
), Medium viscosity type (manufactured by Kemetal), trade name Terostat
Using 998R (manufactured by Teloson Co.), the main ingredient obtained in Production Example 2 was mixed at the ratio shown in Table 2, and the snap-up time was measured. The results are shown in Table 3. The snap-up time is measured by stirring the composition on a hot plate at 50 ° C. until it becomes a rubbery elastic body. From Table 3, even if the main agent obtained in Production Example 2 is added,
It can be seen that the retardation effect on the curability of the commercially available polysulfide is hardly observed.

[0033]

[Table 2]

[0034]

[Table 3]

Example 2 and Comparative Example 2 A commercially available polysulfide base material was mixed with the base material prepared in Production Example 2 at the ratio shown in Table 4, and the snap-up time was measured. The results are shown in Table 5. Table 5 shows that the addition of the commercially available polysulfide main agent has no retarding effect on the curability of the sealing material for double glazing obtained in Production Example 2.

[0036]

[Table 4]

[0037]

[Table 5]

Example 3 A base material and a curing agent obtained in Production Example 2 were mixed in a ratio shown in Table 6 with a commercially available sealing material for polysulfide-based double glazing, and the snap-up time was measured. Show. From Table 3, it can be seen that even when the main agent and the curing agent obtained in Production Example 2 are added to the commercially available polysulfide-based double-glazing material, almost no retardation effect on the curability of the commercially available polysulfide is observed. Recognize. From these facts, Production Example 2 of the present invention was compared with a commercially available sealing material for polysulfide-based double-glazing.
It was confirmed that the sealing material for double glazing can be mixed and used at an arbitrary ratio.

[0039]

[Table 6]

[0040]

[Table 7]

Example 4 A test sample was prepared by assembling a glass or aluminum substrate into an H-shape according to the method for preparing a tensile adhesion test specimen specified in JIS A 5758-1992, and using the main agent of Production Example 2 and a curing agent. It was weighed so as to have a weight ratio shown in Table 1, and a silicone-based double-layer glass sealing material having the same weight (manufactured by Toray Dow Corning Co., Ltd.)
(SE-9500, trade name), and the mixture was filled and cured in an oven. The curing conditions were 23 ° C x 7 days + 50 ° C x 7 days. The base material used for the H-type tensile test is a float glass (manufactured by Guangyuan Co., Ltd., designated by the Japan Sealing Material Manufacturers Association) in accordance with JISA 5758-1992.
Pure aluminum (3 x 5 x 0.5 cm), JIS H4000-compliant (made by Taiyo base material: A 1100 P, dimensions: 5 x 5 x 0.2)
cm) or a heat-reflective glass (trade name: KLS, dimensions: 5 × 5 × 0.6 cm)
Is a seed. These adherends were washed with methyl ethyl ketone (manufactured by Wako Pure Chemical Industries, Ltd .: special grade) and filled with a clean cotton cloth before filling the composition. The H-type tensile test sample prepared by the above method was subjected to a tensile adhesion test method specified in JIS A 5758-1992 in a constant temperature room at a temperature of 23 ° C and a humidity of 65 ± 5% at a tensile speed of 50 mm / min. Was. Table 3 shows the test results. The ratio of cohesive failure (CF) / thin layer fracture (TCF) / interfacial fracture (AF) in the table is the ratio of the fracture surface after the tensile test visually evaluated. As can be seen from Table 8, in Example 4, good adhesion was exhibited on all adherends.

[0042]

[Table 8]

[0043]

According to the present invention, (A) a saturated hydrocarbon polymer having at least one hydrolyzable silicon group at a molecular chain terminal and (B) a polymer having at least one reactive mercapto group at a molecular chain terminal, or By using a polymer other than the saturated hydrocarbon polymer having a hydrolyzable silicon group as an essential component, a double-layered glass sealing material that can be made into a single seal can be easily obtained.

Claims (6)

[Claims] 1. A curable composition comprising the following components (A) and (B) as essential components: (A) a saturated hydrocarbon polymer having at least one hydrolyzable silicon group at a molecular chain terminal; B) A polymer other than a polymer having at least one reactive mercapto group or a saturated hydrocarbon polymer having a hydrolyzable silicon group at a molecular chain terminal 2. The component (A) comprises an isobutylene-based polymer having at least one hydrolyzable group bonded to a silicon atom which can be crosslinked by forming a siloxane bond at a molecular chain terminal. Item 1. Curable composition according to Item 1. 3. The saturated hydrocarbon polymer of the component (A) has the general formula: ## STR1 ## (Wherein, R1 and R2 each independently represent a carbon atom of 1
To 20 alkyl groups, aryl groups having 6 to 20 carbon atoms, aralkyl groups having 7 to 20 carbon atoms, or (R ′) 3 SiO—
(R ′ is each independently a substituted or unsubstituted hydrocarbon group having 1 to 20 carbon atoms). X is each independently a hydroxyl group or a hydrolyzable group. Further, a is 0, 1,
B is 0, 1, or 2, and a and b do not become 0 at the same time. Also, m
Is an integer of 0 or an integer of 1 to 19), and has a molecular weight of 500 to 30,000. 4. The curable composition according to claim 1, wherein X in the terminal represented by the general formula (1) of the saturated hydrocarbon polymer as the component (A) is an alkoxy group. 5. The curable composition according to claim 1, wherein the polymer as the component (B) is a polysulfide having at least one reactive mercapto group at a molecular chain terminal. 6. The curable composition according to claim 1, wherein the polymer as the component (B) is a polysiloxane having at least one hydrolyzable silicon group at a molecular chain terminal.