JPH0751701B2 - Novel adhesive composition - Google Patents
Novel adhesive compositionInfo
- Publication number
- JPH0751701B2 JPH0751701B2 JP1255195A JP25519589A JPH0751701B2 JP H0751701 B2 JPH0751701 B2 JP H0751701B2 JP 1255195 A JP1255195 A JP 1255195A JP 25519589 A JP25519589 A JP 25519589A JP H0751701 B2 JPH0751701 B2 JP H0751701B2
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- Japan
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- weight
- pressure
- adhesive
- emulsion
- ethylene
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- 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.)
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- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明は反応性乳化剤の存在下で乳化乳合されたエチレ
ン−酢酸ビニル−アクリル酸エステル共重合体エマルジ
ョンで、特にプラスチック基材に対し優れた密着性を有
する粘着剤に関する。DETAILED DESCRIPTION OF THE INVENTION (Industrial field of application) The present invention is an ethylene-vinyl acetate-acrylic acid ester copolymer emulsion emulsified in the presence of a reactive emulsifier, which is excellent especially for plastic substrates. And an adhesive having excellent adhesion.
（従来技術） 従来の合成樹脂エマルジョン系粘着剤はエマルジョンを
安定化させるために重合時に乳化剤が単独もしくは保護
コロイドと併用して使用される。これらの乳化剤もしく
は保護コロイドは粘着剤成分としては不純物であり、各
種基材に対する密着性や粘着性を損なう傾向がある。(Prior Art) In a conventional synthetic resin emulsion-based pressure-sensitive adhesive, an emulsifier is used alone or in combination with a protective colloid during polymerization in order to stabilize the emulsion. These emulsifiers or protective colloids are impurities as a pressure-sensitive adhesive component, and tend to impair the adhesion and tackiness to various substrates.
近年通常の紙・布以外に塩化ビニル樹脂、ポリエステル
樹脂などの合成樹脂、特にポリエチレンやポリプロピレ
ンの様なポリオレフィン系各種プラスチック材料に接着
良好な粘着剤が求められ種々の粘着剤が市販されてい
る。しかし、従来市場品はこれら被着体に対して接着力
が十分でなかった。In recent years, in addition to ordinary paper / cloth, synthetic resins such as vinyl chloride resin and polyester resin, in particular, various polyolefin-based plastic materials such as polyethylene and polypropylene, have been required to have good adhesion, and various adhesives have been marketed. However, the conventional products on the market have not been sufficiently adhesive to these adherends.
ポリオレフィン系樹脂基材に対する合成樹脂エマルジョ
ン系粘着剤としては例えば、特公昭58−18931号公報に
非イオン系分散剤の存在下で乳化重合したエチレン−酢
酸ビニル共重合体エマルジョンが開示されている。しか
しながら、該エチレン−酢酸ビニル共重合体エマルジョ
ンは非イオン系分散剤、即ち明細書に例示されているよ
うに、非イオン界面活性剤及び保護コロイドが使用され
ており、粘着剤として使用した場合、被着体への接着性
が低下する要因となっている。As a synthetic resin emulsion-based pressure-sensitive adhesive for a polyolefin-based resin substrate, for example, Japanese Patent Publication No. 58-18931 discloses an ethylene-vinyl acetate copolymer emulsion emulsion-polymerized in the presence of a nonionic dispersant. However, the ethylene-vinyl acetate copolymer emulsion uses a nonionic dispersant, that is, a nonionic surfactant and a protective colloid as exemplified in the specification, and when used as an adhesive, This is a factor that reduces the adhesiveness to the adherend.
又、さらには、特公昭60−47315号公報にポリオレフィ
ン系プラスチック基材用の粘着剤としてα−オレフィン
−ビニルエステル−不飽和カルボン酸エステル共重合体
エマルジョンが開示されている。しかしながら該エマル
ジョンも粘着剤として使用したとき、被着体への接着力
を低下させる乳化剤及び保護コロイドが使用されている
ことが明細書中に記述されている。Furthermore, Japanese Patent Publication No. 60-47315 discloses an α-olefin-vinyl ester-unsaturated carboxylic acid ester copolymer emulsion as an adhesive for polyolefin plastic substrates. However, it is described in the specification that emulsifiers and protective colloids are used which reduce the adhesion to the adherend when the emulsion is also used as an adhesive.
更に反応性乳化剤の使用例としては、特公昭63−36358
号公報に示されているが、この反応性乳化剤はアリル
（メタ）基を含むマレイン酸又はフマール酸類と亜硫酸
塩と反応させたものであり で示されるものが記載されている。Further, examples of the use of the reactive emulsifier include JP-B-63-36358.
This reactive emulsifier is obtained by reacting maleic acid or fumaric acid containing an allyl (meth) group with sulfite. What is indicated by is described.
（発明の解決しようとする課題） 本発明はこれら各種プラスチック基材に対する接着力を
向上させるために従来市販の合成樹脂エマルジョンに於
て、エマルジョンの安定化のために使用されている乳化
剤が、エマルジョンを塗布乾燥し粘着剤として使用する
場合には、被着体への接着力に対し阻害物質となること
に着目し、これら乳化剤の弊害を取り除くことを目的と
するものである。しかして本発明はこれらの阻害物質を
含まないエチレン−酢酸ビニル−アクリル酸エステル合
成樹脂エマルジョン系粘着剤を提供し、さらには、エチ
レンを共重合することにより、その親和性の良好さによ
り、特に極性の低いポリエチレンや、ポリプロピレン等
のポリオレフィン系のプラスチックに対して、従来のア
クリル系エマルジョンより良好な粘着力及び接着力を有
している粘着剤を提供するものである。(Problems to be Solved by the Invention) In the present invention, in order to improve the adhesive strength to these various plastic substrates, in the commercially available synthetic resin emulsion, the emulsifier used for stabilizing the emulsion is an emulsion. It is intended to eliminate the harmful effects of these emulsifiers by paying attention to the fact that when they are applied and dried and used as a pressure-sensitive adhesive, they become an inhibitory substance to the adhesion to the adherend. Thus, the present invention provides an ethylene-vinyl acetate-acrylic acid ester synthetic resin emulsion-based pressure-sensitive adhesive that does not contain these inhibitors, and further, by copolymerizing ethylene, it is particularly preferable because of its good affinity. It is intended to provide a pressure-sensitive adhesive having better adhesion and adhesion to conventional plastic emulsions such as polyethylene and polypropylene having a low polarity, such as polypropylene.
（課題を解決するための手段） すなわち本発明は （ａ）次の一般式で表わされる反応性乳化剤の全モノマ
ー中0.1〜10重量％の存在下で R1は炭素数８〜24の炭化水素基 R2は水素原子又はスルホン酸塩 Ｅは炭素数２〜４のアルキレン基であり、 ｎは１〜100の数 （ｂ）エチレン１〜30重量％ （ｃ）酢酸ビニル10〜80重量％ （ｄ）アルキル基の炭素数が２〜12アクリル酸エステル
および（又は）メタクリル酸エステル20〜90重量％及び （ｅ）不飽和カルボン酸アミド0.1〜５重量％を乳化重
合して得られるエチレン−酢酸ビニル−（メタ）アクリ
ル酸エステル系共重合体エマルジョンからなることを特
徴とする粘着剤組成物である。(Means for Solving the Problems) That is, the present invention provides (a) in the presence of 0.1 to 10% by weight of all the monomers of the reactive emulsifier represented by the following general formula. R 1 is a hydrocarbon group having 8 to 24 carbon atoms R 2 is a hydrogen atom or a sulfonate E is an alkylene group having 2 to 4 carbon atoms, n is a number of 1 to 100 (b) 1 to 30% by weight of ethylene (C) 10 to 80% by weight of vinyl acetate (d) 20 to 90% by weight of acrylic acid ester and / or methacrylic acid ester having 2 to 12 carbon atoms of alkyl group, and (e) 0.1 to 5% by weight of unsaturated carboxylic acid amide % Of the ethylene-vinyl acetate- (meth) acrylic acid ester type copolymer emulsion obtained by emulsion polymerization.
（作用） 本発明で使用する反応性乳化剤は （式中R1は水素原子又はノニオン又はアニオン系の親水
基、R2は水素原子又はスルホン酸塩、又はリン酸塩、Ｅ
は炭素数２〜４のアルキレン基であり、ｎは０〜100の
数）であり、この使用量は共重合エマルジョンを安定に
生成せしめるために必要な最少量にとどめるのが好まし
いが共重合体中0.1重量％以下では不安定であり、又10
重量％を超えると耐水性などが劣り好ましくない。(Function) The reactive emulsifier used in the present invention is (Wherein R 1 is a hydrogen atom or a nonionic or anionic hydrophilic group, R 2 is a hydrogen atom, a sulfonate, or a phosphate, E
Is an alkylene group having 2 to 4 carbon atoms, n is a number from 0 to 100), and it is preferable that the amount used is the minimum amount necessary for stably producing the copolymer emulsion, but the copolymer. If it is less than 0.1% by weight, it is unstable, and 10
If it exceeds 5% by weight, the water resistance is inferior, which is not preferable.
エチレンはプラスチック基材又はその他の一般に難接着
の接着させるのに極めて有効なモノマーであり、含有量
が１重量％以下では接着力が十分でなく、又、30重量％
以上になると接着剤として必要な凝集力が劣る様になり
好ましくない。アルキル基の炭素数が２〜12のアクリル
酸エステルおよびメタクリル酸エステルの具体例として
は、アクリル酸エチル、アクリル酸ブチル、アクリル酸
２エチルヘキシルなどのアクリル酸エステル類や、メタ
クリルエチル、メタクリル酸ブチル、メタクリル酸２−
エチルヘキシルなどのメタクリル酸エステルが挙げられ
る。これらモノマーの最適使用量は20〜90重量％であ
る。Ethylene is a very effective monomer for adhering plastic substrates or other generally difficult-to-adhere adhesives. If the content is 1% by weight or less, the adhesive strength is insufficient, and 30% by weight.
If the amount is above, the cohesive force required as an adhesive becomes poor, which is not preferable. Specific examples of the acrylate ester and methacrylate ester having an alkyl group having 2 to 12 carbon atoms include acrylate esters such as ethyl acrylate, butyl acrylate, and 2-ethylhexyl acrylate, methacryl ethyl, butyl methacrylate, and the like. Methacrylic acid 2-
Methacrylic acid esters such as ethylhexyl may be mentioned. The optimum use amount of these monomers is 20 to 90% by weight.
不飽和カルボン酸アミドにはアクリルアミド、Ｎ−メチ
ロールアクリルアミド、Ｎ−ブトキシメチルアクリルア
ミド、ジアセトンアクリルアミドなどが挙げられる。不
飽和カルボン酸アミドが存在しないとポリマーの凝集力
がなく、粘着性能としては保持力が小さい。又、多く存
在しすぎる凝集力が大きくなりすぎ、粘着力が小さくな
る。このモノマーの最適量は0.1〜５重量％である。Examples of unsaturated carboxylic acid amides include acrylamide, N-methylol acrylamide, N-butoxymethyl acrylamide, and diacetone acrylamide. When the unsaturated carboxylic acid amide is not present, the polymer has no cohesive force, and the adhesive property has low holding power. In addition, too much cohesive force becomes too large and the adhesive force becomes small. The optimum amount of this monomer is 0.1-5% by weight.
本発明の粘着剤は粘着テープ、粘着シート、粘着ラベル
等に広く適用出来、特にポリオレフィン系各種プラスチ
ックへの優れた接着力を利用してポリエチレンや、ポリ
プロピレンシートの粘着剤として有用である。The pressure-sensitive adhesive of the present invention can be widely applied to pressure-sensitive adhesive tapes, pressure-sensitive adhesive sheets, pressure-sensitive adhesive labels and the like, and is particularly useful as a pressure-sensitive adhesive for polyethylene or polypropylene sheets by utilizing its excellent adhesive strength to various polyolefin plastics.
（実施例） 以下に本発明を実施例により説明する。(Example) Hereinafter, the present invention will be described with reference to an example.
実施例１ 撹拌機、数個の供給口、冷却及び加熱装置、圧力計、温
度計を装備した加圧反応器に水379g、アクリルアミドの
40％水溶液10g、反応性乳化剤 を12gを仕込み、エチレンを50kg/cm2圧にする。Example 1 A pressure reactor equipped with a stirrer, several supply ports, a cooling and heating device, a pressure gauge and a thermometer was charged with 379 g of water and acrylamide.
40% aqueous solution 10g, reactive emulsifier Is charged to 12 g, and ethylene is adjusted to 50 kg / cm 2 pressure.
次にアクリル酸２エチルヘキシル264g、アクリル酸5g
と、酢酸ビニル113gの混合物、過酸化カリウムの２％水
溶液15gをそれぞれ４時間で添加する。この間温度を78
℃に保ち重合させる。その後さらに1.5時間78℃保ち、
熟成を行なう。濃度51％、粘度180cpの共重合エマルジ
ョンの粘着剤を得た。Next, 264 g of 2-ethylhexyl acrylate and 5 g of acrylic acid
And a mixture of 113 g of vinyl acetate and 15 g of a 2% aqueous solution of potassium peroxide are added over 4 hours. During this time the temperature is 78
Keep at ℃ and polymerize. After that, keep at 78 ℃ for another 1.5 hours,
Aging is performed. A co-polymer emulsion adhesive having a concentration of 51% and a viscosity of 180 cp was obtained.
この得た共重合エマルジョン粘着剤を４ミルのアプリケ
ーターを用い、ポリエチレンテレフタレートフィルムに
均一に塗布した後、100℃で１分間乾燥して粘着シート
を得た。The obtained copolymer emulsion pressure-sensitive adhesive was uniformly applied to a polyethylene terephthalate film using a 4 mil applicator, and then dried at 100 ° C. for 1 minute to obtain a pressure-sensitive adhesive sheet.
この粘着シートの粘着性能はJ.Dowのボールタック法に
準じ30度の傾斜板上に100mmの粘着シートを固定し、100
mmの助走路を経て、粘着面に直径1/32インチから１イン
チまでの鋼球をころがし、粘着シート上で完全に停止し
た際の鋼球の最大直径（ボールナンバー）で表示した。The adhesive performance of this adhesive sheet is 100% by fixing a 100 mm adhesive sheet on a 30 ° inclined plate according to the J.Dow ball tack method.
The maximum diameter (ball number) of the steel ball when a steel ball with a diameter of 1/32 inch to 1 inch was rolled on the adhesive surface through the runway of mm and completely stopped on the adhesive sheet was shown.
接着性能は清浄したステンレス板もしくはポリエチレン
板に長さ150mm、巾１インチの粘着シートを2kgのローラ
ーで５往復させ圧着する。圧着20分後20℃、65％RHの条
件下で300mm/minの速度で180度剥離強度を測定した。保
持力は、清浄したステンレス板の一端に粘着シートを25
×25mm2の面積が接する様に張り、2kgのローラーで５往
復させ圧着させる。圧着20分後、20℃、65％RHの条件下
でステンレス板及び粘着シートが垂直になる様にして、
粘着テープの他端に1kgの錘をかけ、粘着シートが落下
するまでの時間を測定した。As for the adhesive performance, a 150 mm long, 1 inch wide adhesive sheet is reciprocated 5 times with a 2 kg roller on a clean stainless steel plate or polyethylene plate and pressure bonded. After 20 minutes of pressure bonding, 180 degree peel strength was measured at a speed of 300 mm / min under the conditions of 20 ° C. and 65% RH. Holding power is 25% with adhesive sheet on one end of clean stainless steel plate.
Tighten so that the area of × 25 mm 2 comes into contact, and press it back and forth 5 times with a 2 kg roller. After 20 minutes of pressure bonding, make the stainless steel plate and adhesive sheet vertical under the conditions of 20 ° C and 65% RH,
A 1 kg weight was applied to the other end of the adhesive tape, and the time until the adhesive sheet dropped was measured.
実施例２ 実施例１の反応性乳化剤 の代りに を用いて、実施例１と同様に重合を行ない、濃度51％の
共重合エマルジョンの粘着剤を得、粘着性能テストを行
なった。Example 2 Reactive emulsifier of Example 1 Instead of Polymerization was carried out in the same manner as in Example 1 to obtain a pressure-sensitive adhesive of a copolymer emulsion having a concentration of 51%, and the pressure-sensitive adhesive performance test was conducted.
実施例３ 実施例１に於て、アクリル酸２エチルエキシルの代り
に、アクリル酸２エチルエキシルとアクリル酸ブチルの
1:1の混合モノマーを用い、他は実施例１の通り行ない
濃度51％共重合エマルジョンの粘着剤を得、粘着性能テ
ストを行なった。Example 3 In Example 1, instead of 2-ethylexyl acrylate, 2-ethylexyl acrylate and butyl acrylate were used.
The same procedure as in Example 1 was carried out except that 1: 1 mixed monomers were used to obtain a 51% concentration copolymer emulsion pressure-sensitive adhesive, and the pressure-sensitive adhesive performance test was conducted.
実施例４ 実施例１に於てアクリル酸２エチルヘキシルの量を151
g、酢酸ビニル226gに代えて、他は実施例１の通り行な
い濃度52％のエマルジョンを得、粘着性能テストを行な
った。Example 4 The amount of 2-ethylhexyl acrylate in Example 1 was changed to 151
g and vinyl acetate 226 g were replaced by the same procedure as in Example 1 to obtain an emulsion having a concentration of 52% and subjected to an adhesive performance test.
実施例５ 実施例１に於て、アクリルアミド40％水溶液10gを5gに
代えて、他は実施例１の通り行ない濃度51％のエマルジ
ョンを得、粘着性能テストを行なった。Example 5 The same procedure as in Example 1 was carried out except that 10 g of the 40% aqueous acrylamide solution was replaced with 5 g to obtain an emulsion having a concentration of 51%, and the adhesive performance test was conducted.
実施例６ 実施例４に於て、エチレン圧を70kg/cm2とし、他は実施
例４の通り行ない濃度52％のエマルジョンを得、粘着性
能テストを行なった。Example 6 The procedure of Example 4 was repeated except that the ethylene pressure was set to 70 kg / cm 2 and the concentration of 52% was obtained.
実施例７ 実施例１に於て、アクリルアミドをＮ−メチロールアク
リルアミド4gに代えて、他は実施例１の通り行ない、濃
度51％エマルジョンを得、粘着性能テストを行なった。Example 7 The procedure of Example 1 was repeated except that 4 g of N-methylolacrylamide was used instead of acrylamide in Example 1, and a 51% concentration emulsion was obtained, and an adhesive performance test was conducted.
比較例１ 実施例１に於て、反応性乳化剤 の代りに、通常の乳化剤 を用いて、他は実施例１の通り行ない濃度51％の共重合
エマルジョンの粘着剤を得、粘着性能テストを行なっ
た。Comparative Example 1 In Example 1, the reactive emulsifier Instead of the usual emulsifier Other than that were carried out as in Example 1 to obtain a pressure-sensitive adhesive of a copolymer emulsion having a concentration of 51%, and the pressure-sensitive adhesive performance test was conducted.
比較例２ 実施例１に於て、反応性乳化剤 の代りに特公昭63−36358号公報に使用されている 反応性乳化剤 を用いて、他は実施例１の通り行ない濃度約50％の共重
合エマルジョンの粘着剤を得、粘着性能テストを行なっ
た。Comparative Example 2 The reactive emulsifier in Example 1 Reactive emulsifier used in Japanese Patent Publication No. 63-36358 instead of Others were carried out as in Example 1 to obtain a pressure-sensitive adhesive of a copolymer emulsion having a concentration of about 50%, and the pressure-sensitive adhesive performance test was conducted.
比較例３ 実施例１に於て、エチレンを使用せずに、他は実施例１
の通り行ない、濃度49％のエマルジョンを得、粘着性能
テストを行なった。Comparative Example 3 Example 1 was repeated except that ethylene was not used in Example 1.
By following the procedure described above, an emulsion having a concentration of 49% was obtained, and an adhesive performance test was conducted.
比較例４ 実施例１に於て、アクリルアミドを使用せずに、他は実
施例１の通り行ない、濃度50％のエマルジョンを得、粘
着性能テストを行なった。Comparative Example 4 The procedure of Example 1 was repeated, except that acrylamide was not used, to obtain an emulsion having a concentration of 50% and to perform an adhesive performance test.
これらの結果を第１表に示した。The results are shown in Table 1.
第１表からわかる様に実施例１〜７の反応性乳化剤使用
のエチレン−酢酸ビニル−アクリル酸エステル−不飽和
カルボン酸アミド共重合粘着剤は比較例１〜４と比べて
バランスの優れた性能を有していることがわかる。本発
明に使用した反応性乳化剤は で示され特公昭63−36358号公報に使用されている反応
性乳化剤のようにマレイン酸等のジカルボン酸のエステ
ルを含むものとは化学構造が異なるものである。As can be seen from Table 1, the ethylene-vinyl acetate-acrylic acid ester-unsaturated carboxylic acid amide copolymer pressure-sensitive adhesives of Examples 1 to 7 using the reactive emulsifier have excellent performance in balance as compared with Comparative Examples 1 to 4. It turns out that it has. The reactive emulsifier used in the present invention is Which has a chemical structure different from that of the reactive emulsifying agent used in JP-B-63-36358 and containing an ester of a dicarboxylic acid such as maleic acid.
記述する比較例２に示すごとく、本発明に使用した反応
性乳化剤の方が著しく強い接着力を示した。又、該公報
記載では被着体であるポリオレフィン系プラスチック基
材と良好な親和性を付与するエチレンモノマーも使用し
ていないので基材に対する密着力が不十分である。As shown in Comparative Example 2 to be described, the reactive emulsifier used in the present invention showed a significantly stronger adhesive force. Further, in the description of this publication, since no ethylene monomer that gives good affinity to the adherend polyolefin-based plastic substrate is used, the adhesion to the substrate is insufficient.
（発明の効果） 本発明のエチレン−酢酸ビニル−アクリル酸エステル合
成樹脂エマルジョン系粘着剤は親和性が良好で、特に極
性の低いポリエチレンや、ポリプロピレン等のポリオレ
フィン系のプラスチックに対して、従来のアクリル系エ
マルジョンより良好な粘着力及び接着力を有している。 (Effects of the Invention) The ethylene-vinyl acetate-acrylic acid ester synthetic resin emulsion-based pressure-sensitive adhesive of the present invention has a good affinity, and is particularly suitable for conventional acrylics with respect to low-polarity polyethylene and polyolefin-based plastics such as polypropylene. It has better adhesion and adhesion than the system emulsion.
フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ０８Ｆ 218/08 ＭＬＦ 220/18 ＭＭＡ Continuation of front page (51) Int.Cl. 6 Identification number Office reference number FI technical display area C08F 218/08 MLF 220/18 MMA
Claims (1)
剤の全モノマー中0.1〜10重量％の存在下で R1は炭素数８〜24の炭化水素基 R2は水素原子又はスルホン酸塩 Ｅは炭素数２〜４のアルキレン基であり、 ｎは１〜100の数 （ｂ）エチレン１〜30重量％ （ｃ）酢酸ビニル10〜80重量％ （ｄ）アルキル基の炭素数が２〜12アクリル酸エステル
および（又は）メタクリル酸エステル20〜90重量％及び （ｅ）不飽和カルボン酸アミド0.1〜５重量％を乳化重
合して得られるエチレン−酢酸ビニル−（メタ）アクリ
ル酸エステル系共重合体エマルジョンからなることを特
徴とする粘着剤組成物。1. A reactive emulsifier represented by the following general formula: in the presence of 0.1 to 10% by weight based on the total monomers. R 1 is a hydrocarbon group having 8 to 24 carbon atoms R 2 is a hydrogen atom or a sulfonate E is an alkylene group having 2 to 4 carbon atoms, n is a number of 1 to 100 (b) 1 to 30% by weight of ethylene (C) 10 to 80% by weight of vinyl acetate (d) 20 to 90% by weight of acrylic acid ester and / or methacrylic acid ester having 2 to 12 carbon atoms of alkyl group, and (e) 0.1 to 5% by weight of unsaturated carboxylic acid amide % Of the ethylene-vinyl acetate- (meth) acrylic acid ester type copolymer emulsion obtained by emulsion polymerization.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1255195A JPH0751701B2 (en) | 1989-10-02 | 1989-10-02 | Novel adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1255195A JPH0751701B2 (en) | 1989-10-02 | 1989-10-02 | Novel adhesive composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03119079A JPH03119079A (en) | 1991-05-21 |
| JPH0751701B2 true JPH0751701B2 (en) | 1995-06-05 |
Family
ID=17275351
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1255195A Expired - Lifetime JPH0751701B2 (en) | 1989-10-02 | 1989-10-02 | Novel adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0751701B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5157090A (en) * | 1989-02-23 | 1992-10-20 | Societe Francaise Hoechst | Glycerol derivatives, their preparation process, cross-linking compositions containing them, and their use in the textile industry |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01174511A (en) * | 1987-12-28 | 1989-07-11 | Sanyo Chem Ind Ltd | Modifying agent and method for modification |
-
1989
- 1989-10-02 JP JP1255195A patent/JPH0751701B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH03119079A (en) | 1991-05-21 |
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