JPH04268385A - Tackifier and adhesive composition - Google Patents
Tackifier and adhesive compositionInfo
- Publication number
- JPH04268385A JPH04268385A JP3010891A JP3010891A JPH04268385A JP H04268385 A JPH04268385 A JP H04268385A JP 3010891 A JP3010891 A JP 3010891A JP 3010891 A JP3010891 A JP 3010891A JP H04268385 A JPH04268385 A JP H04268385A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- adhesion
- adhesive composition
- weight
- imparting component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 33
- 239000000853 adhesive Substances 0.000 title claims abstract description 31
- 239000000203 mixture Substances 0.000 title claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 28
- -1 aminosilane compound Chemical class 0.000 claims abstract description 16
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 10
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 10
- 229920006230 thermoplastic polyester resin Polymers 0.000 claims abstract description 9
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 5
- 229910000077 silane Inorganic materials 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 125000003700 epoxy group Chemical group 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 7
- 150000003609 titanium compounds Chemical class 0.000 claims description 7
- 239000011521 glass Substances 0.000 abstract description 24
- 229920003002 synthetic resin Polymers 0.000 abstract description 11
- 239000000057 synthetic resin Substances 0.000 abstract description 11
- 238000010438 heat treatment Methods 0.000 abstract description 4
- 230000003213 activating effect Effects 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 9
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000005357 flat glass Substances 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 229920003217 poly(methylsilsesquioxane) Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 239000006087 Silane Coupling Agent Substances 0.000 description 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 2
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical class O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- ZGDSDWSIFQBAJS-UHFFFAOYSA-N 1,2-diisocyanatopropane Chemical class O=C=NC(C)CN=C=O ZGDSDWSIFQBAJS-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical class O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Chemical class 0.000 description 1
- 239000005058 Isophorone diisocyanate Chemical class 0.000 description 1
- QORUGOXNWQUALA-UHFFFAOYSA-N N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 Chemical compound N=C=O.N=C=O.N=C=O.C1=CC=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C1 QORUGOXNWQUALA-UHFFFAOYSA-N 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical class O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical class CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000007725 thermal activation Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Surface Treatment Of Glass (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【０００１】0001
【産業上の利用分野】本発明は、ガラスと合成樹脂製被
着材とを接着する際に有用な接着性付与成分と、該接着
性付与成分を含有する接着剤組成物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an adhesion-imparting component useful for adhering glass and synthetic resin adherends, and an adhesive composition containing the adhesion-imparting component.
【０００２】0002
【従来の技術】車両用ウインドガラスのうち、開閉機構
を備えていないウインドガラスの製造には、塩化ビニル
樹脂等の軟質合成樹脂製のウェザーストリップをガラス
廻りに接着する工程がある。従来、この工程では、下塗
剤と上塗剤とで構成される２コートタイプの接着剤（特
開昭６２−５８５０号公報参照）、あるいは、熱活性化
タイプの接着剤（特開昭６２−２６１１５号公報参照）
を使用していた。しかし、前者は、接着剤を２回塗布し
なければならないという、また、後者は、接着剤を活性
化するためにガラス板全体を加温しなければならないと
いう、作業上の煩雑さや設備の点における問題があった
。2. Description of the Related Art Among vehicle window glasses, the manufacture of window glasses without an opening/closing mechanism involves a step of adhering a weather strip made of a soft synthetic resin such as vinyl chloride resin around the glass. Conventionally, in this process, a two-coat type adhesive consisting of an undercoat and a topcoat (see JP-A-62-5850) or a heat-activated adhesive (JP-A-62-26115) has been used. (see publication)
was using. However, with the former, the adhesive must be applied twice, and with the latter, the entire glass plate must be heated to activate the adhesive, which is complicated and requires equipment. There was a problem with.
【０００３】0003
【発明が解決しようとする課題】本発明は、上記の従来
技術に鑑みてなされたものであり、ガラスと合成樹脂製
被着材との接着に有用な接着性付与成分と、該接着性付
与成分を含有し、１コートで、しかも熱活性化処理（ガ
ラス板の加温）を行なわなくてもガラス板と合成樹脂製
被着材とを接着できる接着剤組成物の提供を目的とする
。SUMMARY OF THE INVENTION The present invention has been made in view of the above-mentioned prior art, and provides an adhesion-imparting component useful for adhering glass and synthetic resin adherends, and an adhesive-imparting component useful for bonding glass and synthetic resin adherends, An object of the present invention is to provide an adhesive composition that can bond a glass plate and a synthetic resin adherend with one coat and without thermal activation treatment (heating of the glass plate).
【０００４】0004
【課題を解決するための手段】本発明第一の態様は、ア
ミノ基含有シラン化合物、エポキシ基含有シラン化合物
およびアルコキシ基含有有機チタン化合物の反応生成物
および／または混合物からなることを特徴とする接着性
付与成分である。[Means for Solving the Problems] A first aspect of the present invention is characterized in that it consists of a reaction product and/or mixture of an amino group-containing silane compound, an epoxy group-containing silane compound, and an alkoxy group-containing organic titanium compound. It is an adhesion imparting component.
【０００５】本発明第二の態様は、熱可塑性ポリエステ
ル樹脂、ポリイソシアナート化合物、および本発明第一
の態様の接着性付与成分を含有することを特徴とする接
着剤組成物である。[0005] A second aspect of the present invention is an adhesive composition characterized by containing a thermoplastic polyester resin, a polyisocyanate compound, and the adhesion-imparting component of the first aspect of the present invention.
【０００６】以下に、本発明を詳細に説明する。本発明
第一の態様の接着性付与成分は、下記（１）〜（３）の
３種の化合物の反応生成物および／または混合物である
。The present invention will be explained in detail below. The adhesion imparting component of the first aspect of the present invention is a reaction product and/or mixture of the following three types of compounds (1) to (3).
【０００７】（１）アミノ基含有シラン化合物シラン系
カップリング剤のうち、そのアルコキシ基以外の官能基
がアミノ基および／またはイミノ基部分を有する化合物
である。具体例としては、化１に示す式Ａ〜Ｈで表わさ
れる化合物が挙げられる。(1) Amino group-containing silane compound Among silane coupling agents, this is a compound whose functional group other than the alkoxy group has an amino group and/or imino group moiety. Specific examples include compounds represented by formulas A to H shown in Chemical Formula 1.
【０００８】[0008]
【化１】[Chemical formula 1]
【０００９】（２）エポキシ基含有シラン化合物シラン
系カップリング剤のうち、そのアルコキシ基以外の官能
基がエポキシ基部分を有する化合物である。具体例とし
ては、化２に示す式Ｉ〜Ｍで表わされる化合物が挙げら
れる。(2) Epoxy group-containing silane compound Among silane coupling agents, this is a compound whose functional group other than the alkoxy group has an epoxy group moiety. Specific examples include compounds represented by formulas I to M shown in Chemical Formula 2.
【００１０】0010
【化２】[Case 2]
【００１１】（３）アルコキシ基含有有機チタン化合物
有機チタン化合物のうち、アルコキシ基を有する化合物
である。具体例としては、式Ｎ〜Ｐで表される化合物が
挙げられる。
式Ｎ Ｔｉ（Ｏ−ｉｓｏＣ３Ｈ７）４式Ｏ
Ｔｉ（Ｏ−ｎＣ４Ｈ９）４式Ｐ Ｔｉ［ＯＣＨ
２ＣＨ（Ｃ２Ｈ５）Ｃ４Ｈ９］４(3) Alkoxy group-containing organic titanium compound Among organic titanium compounds, this is a compound having an alkoxy group. Specific examples include compounds represented by formulas NP. Formula N Ti(O-isoC3H7)4 Formula O
Ti(O-nC4H9)4 formula P Ti[OCH
2CH(C2H5)C4H9]4
【００１２】本発明第
一の態様の接着性付与成分は、上記（１）〜（３）の３
種の化合物を混合することで得られる、反応生成物およ
び／または混合物である。その詳細は不明であるが、上
記（１）〜（３）の３種の化合物を混合すると、発熱が
観察され、その後常温に戻るので、上記（１）〜（３）
の３種の化合物の少なくとも一部は反応しているものと
考えられる。[0012] The adhesion-imparting component of the first aspect of the present invention has three of the above (1) to (3).
It is a reaction product and/or mixture obtained by mixing different types of compounds. Although the details are unknown, when the three types of compounds (1) to (3) above are mixed, heat generation is observed, and then the temperature returns to room temperature, so (1) to (3) above.
It is considered that at least a portion of the three types of compounds have reacted.
【００１３】本発明第一の態様の接着性付与成分を構成
する上記（１）〜（３）の３種の化合物の量比は、特に
限定されないが、該接着性付与成分の全量を１００重量
％としたときに、アミノ基含有シラン化合物が１５〜６
５重量％、エポキシ基含有シラン化合物が３０〜８０重
量％、アルコキシ基含有有機チタン化合物が５〜４０重
量％であるのがよい。この範囲外であると、該接着性付
与成分を含有する接着剤が、十分な接着性、特に耐水接
着性を示さない場合がある。The ratio of the three compounds (1) to (3) above constituting the adhesion-imparting component of the first aspect of the present invention is not particularly limited, but the total amount of the adhesion-imparting component is 100% by weight. %, the amino group-containing silane compound is 15 to 6
5% by weight of the silane compound containing an epoxy group, 30 to 80% by weight of the silane compound containing an epoxy group, and 5 to 40% by weight of the organic titanium compound containing an alkoxy group. Outside this range, the adhesive containing the adhesion-imparting component may not exhibit sufficient adhesion, particularly water-resistant adhesion.
【００１４】本発明第二の態様は、下記（４）〜（６）
の３種の化合物を必須成分として含有する接着剤組成物
である。[0014] The second aspect of the present invention is the following (4) to (6).
This adhesive composition contains three types of compounds as essential components.
【００１５】（４）熱可塑性ポリエステル樹脂ポリエチ
レンテレフタレート、ポリブチレンテレフタレートを代
表とする、その分子中に多数のエステル結合を有する鎖
状高分子化合物である。本発明では、数平均分子量が１
０，０００〜２０，０００程度の、および／または、そ
のガラス転移温度が３０℃〜８０℃程度のポリエステル
樹脂が好ましい。(4) Thermoplastic polyester resin A chain polymer compound having a large number of ester bonds in its molecule, typified by polyethylene terephthalate and polybutylene terephthalate. In the present invention, the number average molecular weight is 1
A polyester resin having a glass transition temperature of about 0,000 to 20,000 and/or a glass transition temperature of about 30°C to 80°C is preferred.
【００１６】（５）ポリイソシアナート化合物前記熱可
塑性ポリエステル樹脂を架橋し、本発明の接着剤組成物
の硬化物の耐熱性を上昇させるのに寄与する成分である
。(5) Polyisocyanate compound This is a component that crosslinks the thermoplastic polyester resin and contributes to increasing the heat resistance of the cured product of the adhesive composition of the present invention.
【００１７】本発明では、ポリイソシアナート化合物で
あればいずれを用いてもよいが、具体的には、２，４−
トリレンジイソシアナート、２，６−トリレンジイソシ
アナート、フェニレンジイソシアナート、キシレンジイ
ソシアナート、ジフェニルメタン−４，４´−ジイソシ
アナート、ナフチレン−１，５−ジイソシアナート、お
よびこれらに水添した化合物、エチレンジイソシアナー
ト、プロピレンジイソシアナート、テトラメチレンジイ
ソシアナート、ヘキサメチレンジイソシアナート、イソ
ホロンジイソシアナート、１−メチル−２，４−ジイソ
シアナートシクロヘキサン、１−メチル−２，６−ジイ
ソシアナートシクロヘキサン、ジシクロヘキシルメタン
ジイソシアナート、トリフェニルメタントリイソシアナ
ート等が挙げられる。これらのポリイソシアナート化合
物は、１種単独でも、２種以上を併用してもよい。In the present invention, any polyisocyanate compound may be used, but specifically, 2,4-
Tolylene diisocyanate, 2,6-tolylene diisocyanate, phenylene diisocyanate, xylene diisocyanate, diphenylmethane-4,4'-diisocyanate, naphthylene-1,5-diisocyanate, and hydrogenated compounds, ethylene diisocyanate, propylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, 1-methyl-2,4-diisocyanate cyclohexane, 1-methyl-2,6 -diisocyanate cyclohexane, dicyclohexylmethane diisocyanate, triphenylmethane triisocyanate and the like. These polyisocyanate compounds may be used alone or in combination of two or more.
【００１８】（６）接着性付与成分 本発明第一の態様で説明した通りである。(6) Adhesion imparting component This is as explained in the first aspect of the present invention.
【００１９】本発明第二の態様の接着剤組成物は、上記
（４）〜（６）の３種の化合物を必須成分として含有し
ていればよく、その量比は特に限定されないが、上記（
４）〜（６）の３種の化合物の合計量を１００重量％と
したときに、接着性付与成分は２．５重量％以上である
のがよい。２．５重量％未満であると、接着剤組成物の
硬化物が耐水接着性に劣ることがある。また、その上限
は特に限定されないが、コストの観点から、２５重量％
程度が上限である。The adhesive composition according to the second aspect of the present invention may contain the above three compounds (4) to (6) as essential components, and their quantitative ratio is not particularly limited. (
When the total amount of the three types of compounds 4) to (6) is 100% by weight, the adhesion imparting component is preferably 2.5% by weight or more. If the amount is less than 2.5% by weight, the cured product of the adhesive composition may have poor water-resistant adhesive properties. In addition, the upper limit is not particularly limited, but from the viewpoint of cost, 25% by weight
The degree is the upper limit.
【００２０】また、ポリイソシアナート化合物含有量は
、熱可塑性ポリエステル樹脂量を１００重量％としたと
きに、１０〜１００重量％程度が好ましい。１０重量％
未満であると、接着剤組成物の硬化物が耐熱性に劣るこ
とがあり、一方、１００重量％超であると、耐水接着性
に劣ることがある。Further, the content of the polyisocyanate compound is preferably about 10 to 100% by weight when the amount of thermoplastic polyester resin is 100% by weight. 10% by weight
If it is less than 100% by weight, the cured product of the adhesive composition may have poor heat resistance, while if it exceeds 100% by weight, it may have poor water-resistant adhesive properties.
【００２１】本発明の接着剤組成物には、上記必須成分
の他に、本発明の趣旨を損わない範囲で、有機溶剤、顔
料、染料、触媒等も含有せしめてもよい。The adhesive composition of the present invention may also contain organic solvents, pigments, dyes, catalysts, etc., in addition to the above-mentioned essential components, as long as they do not impair the spirit of the present invention.
【００２２】本発明の接着剤組成物は、その構成成分を
計量、混合することで得られる。The adhesive composition of the present invention can be obtained by measuring and mixing its constituent components.
【００２３】本発明の接着剤組成物の用途のひとつとし
て、車両用ウインドガラスの製造工程におけるガラス廻
りへの塩化ビニル樹脂製のウェザーストリップの接着が
挙げられるが、具体的には下記のように行なう。One of the applications of the adhesive composition of the present invention is the adhesion of a vinyl chloride resin weather strip to the glass area in the manufacturing process of vehicle window glasses. Let's do it.
【００２４】ガラス板の必要箇所に、本発明の接着剤組
成物を塗付け、風乾する。次に、このガラス板を成形用
金型内に設置し、この金型内に、１６０℃〜２００℃で
塩化ビニル樹脂を射出する。[0024] The adhesive composition of the present invention is applied to the required locations on a glass plate and air-dried. Next, this glass plate is placed in a mold for molding, and vinyl chloride resin is injected into the mold at 160°C to 200°C.
【００２５】このように、本発明の接着剤組成物を用い
れば、一工程のみの接着剤塗付けで、ガラスと塩化ビニ
ル樹脂とを接着でき、しかも、射出される塩化ビニル樹
脂由来の熱だけで、該接着剤組成物中の諸成分が反応し
、硬化可能である。[0025] As described above, by using the adhesive composition of the present invention, it is possible to bond glass and vinyl chloride resin by applying the adhesive in only one step, and moreover, only the heat derived from the injected vinyl chloride resin can be used. Then, various components in the adhesive composition react and can be cured.
【００２６】[0026]
【実施例】以下に、実施例により、本発明を具体的に説
明する。[Examples] The present invention will be specifically explained below with reference to Examples.
【００２７】（１）接着性付与成分の製造アミノ基含有
シラン化合物として、γ−アミノプロピルトリエトキシ
シラン（Ａ１１１０、ユニオンカーバイド社製）、エポ
キシ基含有シラン化合物として、γ−グリシドキシプロ
ピルトリメトキシシラン（Ａ１８７、ユニオンカーバイ
ド社製）、アルコキシ基含有有機チタン化合物としてテ
トラ−ｎ−ブトキシチタン（Ｂ−１、日本曹達社製）を
選択し、これらを、表Ａに示す割合で計量し、はじめに
γ−アミノプロピルトリエトキシシランとテトラ−ｎ−
ブトキシチタンとを混合して反応させ、次いでγ−グリ
シドキシプロピルトリメトキシシランを加えて反応させ
、接着性付与成分を得た。(1) Production of adhesion-imparting components As the amino group-containing silane compound, γ-aminopropyltriethoxysilane (A1110, manufactured by Union Carbide); as the epoxy group-containing silane compound, γ-glycidoxypropyltrimethoxy Silane (A187, manufactured by Union Carbide Co., Ltd.) and tetra-n-butoxytitanium (B-1, manufactured by Nippon Soda Co., Ltd.) were selected as the alkoxy group-containing organic titanium compound, and these were weighed in the proportions shown in Table A. γ-aminopropyltriethoxysilane and tetra-n-
Butoxytitanium was mixed and reacted, and then γ-glycidoxypropyltrimethoxysilane was added and reacted to obtain an adhesion imparting component.
【００２８】[0028]
【００２９】（２）接着剤組成物の製造熱可塑性ポリエ
ステル樹脂として、東洋紡績社製のバイロン２００（数
平均分子量１５，０００〜２０，０００、ガラス転移温
度６７℃）、ポリイソシアナート化合物として、住友バ
イエルウレタン社製のスミジュールＬ−７５を選択した
。(2) Production of adhesive composition As a thermoplastic polyester resin, Vylon 200 manufactured by Toyobo Co., Ltd. (number average molecular weight 15,000 to 20,000, glass transition temperature 67°C), as a polyisocyanate compound, Sumidur L-75 manufactured by Sumitomo Bayer Urethane was selected.
【００３０】熱可塑性ポリエステル樹脂をトルエンおよ
び酢酸エチルに溶解させた後、（１）で製造した接着性
付与成分のいずれかを加えて混合し、続いてポリイソシ
アナート化合物を加えて混合し、接着剤組成物を得た。
なお、各成分の配合量は、表Ｂに示す通りとした。[0030] After dissolving the thermoplastic polyester resin in toluene and ethyl acetate, one of the adhesion-imparting components produced in (1) is added and mixed, and then a polyisocyanate compound is added and mixed to form an adhesive. A drug composition was obtained. The amounts of each component were as shown in Table B.
【００３１】（３）試験サンプルの製造ガラス板に、（
２）で製造した接着剤を脱脂ガーゼで塗付け、風乾した
。このガラス板を、成形用金型内に設置し、そこに、１
９０℃で塩化ビニル樹脂を射出し、ガラス板に塩化ビニ
ル樹脂が接着した試験サンプルを得た。
これらの試験サンプルを、２０℃、６５％ＲＨで２４時
間硬化養生させた後（常態）、あるいは、その後、８０
℃の温水に２４時間浸漬した後、ガラス板から塩化ビニ
ル樹脂を手剥離し、接着力を評価した。(3) Production of test sample On the glass plate, (
The adhesive prepared in 2) was applied with degreased gauze and air-dried. This glass plate is placed in a mold for molding, and 1
A test sample in which the vinyl chloride resin was adhered to a glass plate was obtained by injecting the vinyl chloride resin at 90°C. These test samples were cured for 24 hours at 20°C and 65% RH (normal condition), or after that,
After 24 hours of immersion in warm water at 0.degree. C., the vinyl chloride resin was manually peeled off from the glass plate, and the adhesive strength was evaluated.
【００３２】結果は、塩化ビニル樹脂が材破した場合を
○、界面剥離の場合を×として、表Ｂに示した。The results are shown in Table B, with ○ indicating that the vinyl chloride resin was broken and × indicating interfacial peeling.
【００３３】[0033]
【表１】[Table 1]
【００３４】[0034]
【発明の効果】本発明により、ガラスと合成樹脂製被着
材との接着に有用な接着性付与成分と、該接着性付与成
分を含有し、１コートで、しかも熱活性化処理（ガラス
板の加温）を行なわなくてもガラス板と合成樹脂製被着
材とを接着できる接着剤組成物が提供される。従って、
ガラスと合成樹脂製被着材との接着に際し、接着剤塗付
け工程が簡便となり、かつ、ガラスを加温するための設
備が不要となり、製造コストが下がる。Effects of the Invention According to the present invention, an adhesion-imparting component useful for adhesion between glass and a synthetic resin adherend, and an adhesion-imparting component containing the adhesion-imparting component, which can be coated in one coat and heat-activated (glass plate Provided is an adhesive composition that can bond a glass plate and a synthetic resin adherend without the need for heating. Therefore,
When adhering glass and a synthetic resin adherend, the adhesive application process is simplified, and equipment for heating the glass is not required, reducing manufacturing costs.
Claims (4)
基含有シラン化合物およびアルコキシ基含有有機チタン
化合物の反応生成物および／または混合物からなること
を特徴とする接着性付与成分。1. An adhesion-imparting component comprising a reaction product and/or a mixture of an amino group-containing silane compound, an epoxy group-containing silane compound, and an alkoxy group-containing organic titanium compound.
％としたときに、アミノ基含有シラン化合物が１５〜６
５重量％、エポキシ基含有シラン化合物が３０〜８０重
量％、アルコキシ基含有有機チタン化合物が５〜４０重
量％である請求項１に記載の接着性付与成分。2. When the total amount of the adhesion-imparting component is 100% by weight, the amino group-containing silane compound is 15 to 6% by weight.
5% by weight of the epoxy group-containing silane compound, and 30-80% by weight of the alkoxy group-containing organic titanium compound.
シアナート化合物、および、請求項１または２に記載の
接着性付与成分を含有することを特徴とする接着剤組成
物。3. An adhesive composition comprising a thermoplastic polyester resin, a polyisocyanate compound, and the adhesion imparting component according to claim 1 or 2.
シアナート化合物および接着性付与成分の合計量を１０
０重量％としたときに、該接着性付与成分が２．５重量
％以上含有されてなる請求項３に記載の接着剤組成物。4. The total amount of the thermoplastic polyester resin, polyisocyanate compound, and adhesion imparting component is 10
The adhesive composition according to claim 3, wherein the adhesion imparting component is contained in an amount of 2.5% by weight or more when 0% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3010891A JPH04268385A (en) | 1991-02-25 | 1991-02-25 | Tackifier and adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3010891A JPH04268385A (en) | 1991-02-25 | 1991-02-25 | Tackifier and adhesive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04268385A true JPH04268385A (en) | 1992-09-24 |
Family
ID=12294585
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3010891A Pending JPH04268385A (en) | 1991-02-25 | 1991-02-25 | Tackifier and adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04268385A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5567752A (en) * | 1995-02-27 | 1996-10-22 | General Electric Company | Silicon- and nitrogen- containing adhesion promotors and compositions containing them |
| JP2001288408A (en) * | 2000-04-07 | 2001-10-16 | The Inctec Inc | Vapor deposition coating liquid |
| JP2004231954A (en) * | 2003-01-09 | 2004-08-19 | Yokohama Rubber Co Ltd:The | Primer composition |
| JP2013122059A (en) * | 2013-01-30 | 2013-06-20 | Nitto Shinko Kk | Hot melt adhesive sheet |
-
1991
- 1991-02-25 JP JP3010891A patent/JPH04268385A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5567752A (en) * | 1995-02-27 | 1996-10-22 | General Electric Company | Silicon- and nitrogen- containing adhesion promotors and compositions containing them |
| JP2001288408A (en) * | 2000-04-07 | 2001-10-16 | The Inctec Inc | Vapor deposition coating liquid |
| JP2004231954A (en) * | 2003-01-09 | 2004-08-19 | Yokohama Rubber Co Ltd:The | Primer composition |
| JP2013122059A (en) * | 2013-01-30 | 2013-06-20 | Nitto Shinko Kk | Hot melt adhesive sheet |
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