JP3214850B2 - Pressure sensitive adhesive - Google Patents
Pressure sensitive adhesiveInfo
- Publication number
- JP3214850B2 JP3214850B2 JP15817390A JP15817390A JP3214850B2 JP 3214850 B2 JP3214850 B2 JP 3214850B2 JP 15817390 A JP15817390 A JP 15817390A JP 15817390 A JP15817390 A JP 15817390A JP 3214850 B2 JP3214850 B2 JP 3214850B2
- Authority
- JP
- Japan
- Prior art keywords
- adhesive
- weight
- sensitive adhesive
- pressure
- acid monoester
- 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.)
- Expired - Fee Related
Links
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- Adhesives Or Adhesive Processes (AREA)
Description
本発明は粘着性のテープ、ラベル、シート或は両面接
着テープ等の各種感圧性接着剤加工品に使用される感圧
性接着剤で、特に接着力と凝集力とのバランスがとれた
高接着性能を有するアクリル系感圧性接着剤に関するも
のである。The present invention relates to a pressure-sensitive adhesive used for various pressure-sensitive adhesive processed products such as an adhesive tape, a label, a sheet or a double-sided adhesive tape, and particularly, a high adhesive performance in which an adhesive force and a cohesive force are balanced. The present invention relates to an acrylic pressure-sensitive adhesive having:
感圧性接着剤には基本的に適切な粘着力、接着力がま
ず必要であるが、特にテープ、ラベル、シート等の各種
感圧性接着剤加工品に使用される感圧性接着剤には、同
時にサイドタック、打ち抜き加工等の加工物性に極めて
重要な影響を与える凝集力も要求される。しかし、一般
に接着物性と加工物性とは相反する性質であり、感圧性
接着剤の接着力や粘着力を増そうとすると、凝集力が低
下するという現象がみられ、接着力、粘着力と凝集力
(加工適性)のバランスを適切にとることが実用面で特
に必要とされる。 従来、代表的な上記各種加工品用感圧性接着剤として
は、アクリル系感圧性接着剤が挙げられる。かかる感圧
性接着剤としては、粘着性を与えるガラス転移温度の低
く?柔らかい主モノマー成分として(メタ)アクリル酸
エステルを使用し、これに酢酸ビニル、アクリロニトリ
ル、スチレン等の接着性や凝集力を与えるガラス転移温
度の高く硬いコモノマー成分、更に必要に応じてカルボ
キシル基、アミド基、ヒドロキシル基等の官能基を持つ
コモノマー成分を共重合した構成の共重合体を含有する
ものが知られている。しかし、従来のアクリル系接着剤
は粘着力には優れているが、凝集力が弱いものが多く、
そのバランスをとるのに苦慮しているのが実情である。
かかる問題を改善するために、共重合体の組成に工夫を
凝らし、例えばアクリル系主成分の二次転移点を下げ
て、かつ官能基を有するモノマーを多量に共重合させる
ことを試みたりしているが、逆に粘着力が低下する欠点
を生じることになるのである。そこで通常はイソシアネ
ート系化合物、メラミン系化合物、尿素系化合物、金属
キレート系化合物等の架橋剤を混合してカルボキシル基
等の官能基を架橋して接着力の低下をできるだけ阻止し
ながら凝集力を改善することが行われる。Basically, pressure-sensitive adhesives must first have appropriate adhesive strength and adhesive strength, but especially for pressure-sensitive adhesives used in various pressure-sensitive adhesive processed products such as tapes, labels, sheets, etc. A cohesive force that has a very important effect on the processing properties such as side tack and punching is also required. However, adhesive properties and work properties are generally contradictory properties, and when trying to increase the adhesive strength or adhesive strength of a pressure-sensitive adhesive, a phenomenon is seen in which the cohesive strength is reduced. A proper balance of force (workability) is particularly needed in practical terms. Conventionally, as typical pressure-sensitive adhesives for various processed products, acrylic pressure-sensitive adhesives are exemplified. Is such a pressure-sensitive adhesive having a low glass transition temperature that gives tackiness? A (meth) acrylic acid ester is used as a soft main monomer component, and a hard comonomer component having a high glass transition temperature that provides adhesion and cohesive strength of vinyl acetate, acrylonitrile, styrene, and the like, and a carboxyl group, an amide if necessary. It is known to contain a copolymer having a constitution obtained by copolymerizing a comonomer component having a functional group such as a group or a hydroxyl group. However, conventional acrylic adhesives have excellent adhesive strength, but many have low cohesive strength,
It is the fact that it is difficult to achieve that balance.
In order to improve this problem, the composition of the copolymer was devised, for example, by lowering the secondary transition point of the acrylic main component, and trying to copolymerize a large amount of a monomer having a functional group. However, on the contrary, a disadvantage that the adhesive strength is reduced occurs. Therefore, a crosslinking agent such as an isocyanate-based compound, a melamine-based compound, a urea-based compound, or a metal chelate-based compound is usually mixed to crosslink functional groups such as a carboxyl group, thereby improving the cohesive force while preventing a decrease in adhesive force as much as possible. Is done.
しかし、かかる従来の技術では金属、ガラス(電車、
自動車等用)等の接着に用いられる両面粘着テープ、工
業用粘着テープ、ラベル等、最近の高性能の粘着力や接
着力が要求される用途においてはかかる架橋剤の使用量
にもおのずと限りがあるため、凝集力の改善効果が充分
であるとは言えず、強力な接着力を維持しながら、かつ
凝集力をも向上させた感圧性接着剤の更なる改善が求め
られているところである。However, in such conventional techniques, metal, glass (train,
For applications that require recent high-performance adhesiveness or adhesiveness, such as double-sided adhesive tapes, industrial adhesive tapes, labels, etc. used for bonding automobiles, etc.), the amount of such crosslinkers used is naturally limited. For this reason, the effect of improving cohesive strength cannot be said to be sufficient, and there is a need for a further improvement of a pressure-sensitive adhesive that maintains strong adhesive strength and also has improved cohesive strength.
【課題を解決するための手段】 そこで本発明者等はかかる課題を解決するために鋭意
研究を行った結果、特殊なジカルボン酸モノエステルを
共重合成分として含有するアクリル系樹脂を使用した場
合、その目的を達成し得ることを見出し、本発明を完成
するに至った。 即ち、本発明は、 「下記一般式(1)で示される2−(メタ)アクリロイ
ルオキシエチルジカルボン酸モノエステルを5重量%を
越えて15重量%以下共重合させてなるガラス転移温度が
−20℃以下のアクリル系共重合体と、第3級窒素原子を
有するエポキシ架橋剤とを併用してなる感圧性接着剤。 CH2=CR−COO−CH2CH2−O−CO−X−COOH …(1) (但し、Rは水素又はメチル基、Xはエチレン基、m−
フェニレン基、m−シクロヘキシレン基のいずれかを表
す)」 である。 本発明の特徴点は、上述の如くアクリル系共重合体の
成分として特定の2−(メタ)アクリロイルオキシエチ
ルジカルボン酸モノエステルを特定量使用することと、
該アクリル系共重合体が特定の温度以下のガラス転移温
度を持つこと、及び特定のエポキシ架橋剤を併用する点
にある。 かかる特殊なカルボン酸モノエステルを導入したアク
リル系共重合体より得られる感圧性接着剤は、高い接着
力を示し、かつ充分な凝集力を有するものである。 上記の一般式(1)で示される本発明の2−(メタ)
アクリロイルオキシエチルジカルボン酸モノエステルと
しては、例えば、下記化学式(2)で示される2−メタ
クリロイルオキシエチルコハク酸モノエステル、 下記化学式(3)で示される2−メタクリロイルオキシ
エチルフタル酸モノエステル、 2−メタクリロイルオキシエチルヘキサヒドロフタル酸
モノエステル、2−アクリロイルオキシエチルコハク酸
モノエステル、2−アクリロイルオキシエチルフタル酸
モノエステル、下記化学式(4)で示される2−アクリ
ロイルオキシエチルヘキサヒドロフタル酸モノエステ
ル、 などが挙げられ、これらは単独で用いてもよく、2種以
上併用してもよい。 本発明のアクリル系共重合体は、上記の2−(メタ)
アクリロイルオキシエチルジカルボン酸モノエステルを
5重量%を越えて15重量%以下共重合させることが必須
である。 該ジカルボン酸モノエステルが5重量%以下では、本
発明の効果は得難く、又15重量%を越えると接着力、粘
着力が低下するという欠点が顕著になり実用的でない。 本発明のアクリル共重合体において、上記の2−(メ
タ)アクリロイルオキシエチルジカルボン酸モノエステ
ル成分以外の構成成分としては特に限定はなく、従来の
アクリル共重合体系粘着剤と同様に、ガラス転移温度の
低く柔らかい主モノマー成分やガラス転移温度の高く硬
いコモノマー成分、更に必要に応じ少量の官能基含有モ
ノマー成分が挙げられる。 前記の主モノマー成分としては、アルキル基の炭素数
2〜12程度のアクリル酸アルキルエステルやアルキル基
の炭素数4〜12程度のメタクリル酸アルキルエステルな
どが挙げられ、前記のコモノマー成分としては、アクリ
ル酸メチル、アルキル基の炭素数1〜3のメタクリル酸
アルキルエステル、酢酸ビニル、アクリロニトリル、メ
タクリロニトリル、スチレンなどが挙げられ、前記の官
能基含有モノマー成分としては、アクリル酸、メタクリ
ル酸、クロトン酸、イタコン酸(またはその無水物)、
マレイン酸(またはその無水物)、フマール酸、ヒドロ
キシエチルアクリレート、ヒドロキシエチルメタクリレ
ート、ヒドロキシプロピルアクリレート、ヒドロキシプ
ロピルメタクリレート、ジメチルアミノエチルメタクリ
レート、アクリルアミド、メタクリルアミド、メチロー
ルアクリルアミド、グリシジルメタクリレートなどが挙
げられる。 本発明ではアクリル系共重合体のガラス転移温度を−
20℃以下にすることも必要であり、−20℃以下のガラス
転移温度以上では粘着剤が硬くなり過ぎ、接着力、粘着
力の低下が著しい。ガラス転移温度は上記主モノマー成
分の含有量を調節することによって行われる。 かかる含有量は他に含有させるコモノマー成分や官能
基含有モノマー成分の種類や含有量により一概に規定で
きないが、一般的には上記主モノマーを50重量%以上含
有させることが好ましい。 本発明のアクリル共重合体は、前述の2−(メタ)ア
クリロイルオキシエチルジカルボン酸モノエステル、主
モノマー、コモノマー、更に必要に応じて官能基含有モ
ノマーを有機溶剤中でラジカル共重合させる如き、当業
者周知の方法によって容易に製造される。 前記重合に用いられる有機溶剤としては、トルエン、
キシレンなどの芳香族炭化水素類、酢酸エチル、酢酸ブ
チルなどのエステル類、n−プロピルアルコール、iso
−プロピルアルコールなどの脂肪族アルコール類、メチ
ルエチルケトン、メチルイソブチルケトン、シクロヘキ
サノンなどのケトン類などが挙げられる。 前記ラジカル重合に使用する重合触媒としては、通常
のラジカル重合触媒であるアゾビスイソブチロニトリ
ル、ベンゾイルパーオキサイド、ジ−t−ブチルパーオ
キサイド、クメンハイドロパーオキサイドなどが具体例
として挙げられる。 本発明に用いる第3級窒素原子を有するエポキシ架橋
剤としては、N,N−ジグリシジルアニリン、N,N−ジグリ
シジルトルイジン、m−N,N−ジグリシジルアミノフエ
ニルグリシジルエーテル、P−N,N−ジグリシジルアミ
ノフエニルグリシジルエーテル、トリグリシジルイソシ
アヌレート、N,N,N′,N′−テトラグリシジルエチレン
ジアミン、N,N,N′,N′−テトラグリシジルジアミノジ
フエニルメタン、N,N,N′,N′−テトラグリシジル−m
−キシリレンジアミン、N,N,N′,N′,N″−ペンタグリ
シジルジエチレントリアミンなどのポリグリシジルアミ
ン等が挙げられる。 かかるエポキシ架橋剤の添加量は、本発明のアクリル
共重合体100重量部に対して0.001〜2重量部、好ましく
は0.005〜1重量部である。 かかる添加量が下限未満では架橋剤の使用効果が認め
難く、一方、上限を越えて添加すると該接着剤は硬くな
り過ぎ、接着力や粘着力が低下する。 本発明のアクリル系共重合体を含有する感圧性接着剤
は、他にロジン、ロジンエステル、水添ロジンエステ
ル、テルペン、フェノール樹脂、芳香族変性テルペン樹
脂、脂肪族系石油樹脂、脂環族系石油樹脂、スチレン系
樹脂、キシレン系樹脂等の粘着付与剤、接着改良剤、添
加剤等を混合することも可能である。 本発明の感圧性接着剤は、包装用粘着テープ、事務用
粘着テープ、医療用粘着製品、電気絶縁テープ、マスキ
ング用テープ又はシート、粘着ラベル、両面粘着テー
プ、特種粘着テープ等の各種感圧性接着剤加工品に使用
できる。更に、特に高度の接着力と凝集力を要する用途
としては、電車、自動車等に使用されている金属、ガラ
スを接着する場合の他に最近の技術革新が著しい、電
気、電子部品関連に使用される、電気絶縁テープや両面
粘着テープ、粘着ラベル、特殊粘着テープに使用でき
る。Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve the problems, and as a result, when an acrylic resin containing a special dicarboxylic acid monoester as a copolymer component is used, They have found that the object can be achieved, and have completed the present invention. That is, the present invention relates to a compound having a glass transition temperature obtained by copolymerizing 2- (meth) acryloyloxyethyldicarboxylic acid monoester represented by the following general formula (1) exceeding 5% by weight and 15% by weight or less. A pressure-sensitive adhesive obtained by using an acrylic copolymer having a tertiary nitrogen atom in combination with an acrylic copolymer having a temperature of not more than 0 ° C. CH 2 CRCR—COO—CH 2 CH 2 —O—CO—X—COOH ... (1) (where R is hydrogen or a methyl group, X is an ethylene group, m-
A phenylene group or an m-cyclohexylene group) ”. A feature of the present invention is that a specific amount of a specific 2- (meth) acryloyloxyethyldicarboxylic acid monoester is used as a component of the acrylic copolymer as described above,
The acrylic copolymer has a glass transition temperature of a specific temperature or lower and a specific epoxy crosslinking agent is used in combination. The pressure-sensitive adhesive obtained from the acrylic copolymer into which such a special carboxylic acid monoester is introduced has high adhesive strength and sufficient cohesive strength. 2- (meta) of the present invention represented by the above general formula (1)
Examples of the acryloyloxyethyl dicarboxylic acid monoester include 2-methacryloyloxyethyl succinic acid monoester represented by the following chemical formula (2): 2-methacryloyloxyethyl phthalic acid monoester represented by the following chemical formula (3): 2-methacryloyloxyethyl hexahydrophthalic acid monoester, 2-acryloyloxyethyl succinic acid monoester, 2-acryloyloxyethyl phthalic acid monoester, 2-acryloyloxyethyl hexahydrophthalic acid monoester represented by the following chemical formula (4) ester, These may be used alone or in combination of two or more. The acrylic copolymer of the present invention is obtained by using the above-mentioned 2- (meth)
It is essential that the acryloyloxyethyl dicarboxylic acid monoester is copolymerized in an amount of more than 5% by weight and 15% by weight or less. If the content of the dicarboxylic acid monoester is 5% by weight or less, the effect of the present invention is hardly obtained. If the content exceeds 15% by weight, the drawback that the adhesive strength and the adhesive strength are reduced becomes remarkable, which is not practical. In the acrylic copolymer of the present invention, the components other than the above-mentioned 2- (meth) acryloyloxyethyldicarboxylic acid monoester component are not particularly limited, and the glass transition temperature is the same as that of the conventional acrylic copolymer-based pressure-sensitive adhesive. And a soft comonomer component having a high glass transition temperature and a small amount of a functional group-containing monomer component as required. Examples of the main monomer component include an alkyl acrylate having about 2 to 12 carbon atoms in an alkyl group and an alkyl methacrylate having about 4 to 12 carbon atoms in an alkyl group. Examples include methyl acrylate, alkyl methacrylate having 1 to 3 carbon atoms in an alkyl group, vinyl acetate, acrylonitrile, methacrylonitrile, and styrene. Examples of the functional group-containing monomer component include acrylic acid, methacrylic acid, and crotonic acid. , Itaconic acid (or its anhydride),
Maleic acid (or its anhydride), fumaric acid, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, dimethylaminoethyl methacrylate, acrylamide, methacrylamide, methylolacrylamide, glycidyl methacrylate and the like can be mentioned. In the present invention, the glass transition temperature of the acrylic copolymer is-
It is necessary to keep the temperature at 20 ° C. or lower. If the temperature is equal to or higher than the glass transition temperature of −20 ° C. or lower, the pressure-sensitive adhesive becomes too hard, and the adhesive strength and the adhesive strength are significantly reduced. The glass transition temperature is controlled by adjusting the content of the main monomer component. Such a content cannot be specified unconditionally depending on the type and content of the comonomer component and the functional group-containing monomer component to be contained, but it is generally preferable to contain the main monomer in an amount of 50% by weight or more. The acrylic copolymer of the present invention is prepared by subjecting the above-mentioned 2- (meth) acryloyloxyethyldicarboxylic acid monoester, a main monomer, a comonomer and, if necessary, a functional group-containing monomer to radical copolymerization in an organic solvent. It is easily manufactured by a method well known in the art. As the organic solvent used for the polymerization, toluene,
Aromatic hydrocarbons such as xylene, esters such as ethyl acetate and butyl acetate, n-propyl alcohol, iso
Aliphatic alcohols such as -propyl alcohol; ketones such as methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone. Specific examples of the polymerization catalyst used in the radical polymerization include azobisisobutyronitrile, benzoyl peroxide, di-t-butyl peroxide, cumene hydroperoxide and the like, which are ordinary radical polymerization catalysts. Epoxy crosslinking agents having a tertiary nitrogen atom used in the present invention include N, N-diglycidylaniline, N, N-diglycidyltoluidine, mN, N-diglycidylaminophenyl glycidyl ether, PN , N-Diglycidylaminophenyl glycidyl ether, triglycidyl isocyanurate, N, N, N ', N'-tetraglycidylethylenediamine, N, N, N', N'-tetraglycidyldiaminodiphenylmethane, N, N , N ', N'-tetraglycidyl-m
-Xylylenediamine, polyglycidylamine such as N, N, N ', N', N "-pentaglycidyldiethylenetriamine, etc. The amount of the epoxy crosslinking agent added is 100 parts by weight of the acrylic copolymer of the present invention. If the amount is less than the lower limit, the effect of using the crosslinking agent is hardly recognized, while if the amount exceeds the upper limit, the adhesive becomes too hard. The pressure-sensitive adhesive containing the acrylic copolymer of the present invention also includes rosin, rosin ester, hydrogenated rosin ester, terpene, phenol resin, aromatic modified terpene resin, It is also possible to mix tackifiers such as aliphatic petroleum resins, alicyclic petroleum resins, styrene resins, xylene resins, adhesion improvers, additives, etc. The pressure-sensitive adhesive of the present invention Can be used for various pressure-sensitive adhesive processed products such as packaging adhesive tapes, office adhesive tapes, medical adhesive products, electrical insulating tapes, masking tapes or sheets, adhesive labels, double-sided adhesive tapes, and special adhesive tapes. In addition, applications requiring particularly high adhesive and cohesive strength include not only the case of bonding metal and glass used in trains and automobiles, but also the use of electrical and electronic components related to recent technical innovations. It can be used for electrical insulating tape, double-sided adhesive tape, adhesive label, special adhesive tape.
以下、実施例を挙げて本発明を更に具体的に説明す
る。 アクリル系共重合体製造例1 2−エチルヘキシルアクリレート(2−EHA)43重量
部、ブチルアクリレート(BA)43重量部、酢酸ビニル
(VAc)5重量部、2−メタクリロイルオキシエチルコ
ハク酸 9重量部、酢酸エチル 100重量部、アゾビス
イソブチロニトリル(AIBN)0.1重量部をコンデンサ
ー、撹拌機及び温度計付きのフラスコに仕込み、90℃に
加温して重合させ、重合途中にトルエン 10重量部にAI
BN 0.1重量部を溶解させた重合触媒液を逐次追加しな
がら7時間重合させた後、トルエンを加えて濃度を調整
し、樹脂分 40重量%、粘度6,000cps/25℃の樹脂溶液
を得た。 得られた共重合体(A−1)の重合率は97%であっ
た。また、ガラス転移温度は−53℃であった。 アクリル系共重合体製造例2〜5 第1表に示されている各共重合体成分を用いて、製造
例1に準じて共重合体を製造した。該製造例2、3で得
られた共重合体はそれぞれ樹脂(A−2)、(A−3)
とし、該製造例4、5で得られた共重合体を樹脂(a−
1)、(a−2)と表示した。 実施例1 樹脂(A−1)100重量部(樹脂分40重量%の酢酸エ
チル、トルエン溶液)に架橋剤として(B−1)N,N,
N′,N′−テトラグリシジルエチレンジアミンを0.015重
量部を添加した感圧性接着剤を製造した後、JIS Z 0
237に基づいてSUSケンマ板に対する接着力、保持力(80
℃×1kg)、ボールタックを測定した。結果を第2表に
示す。 実施例2,3及び対照例1,2 樹脂(A−2)、(A−3)、(a−1)、(a−
2)と第2表記載の架橋剤を使用した感圧性接着剤の評
価を前記と同様に行った。結果を第2表に示す。 Hereinafter, the present invention will be described more specifically with reference to examples. Acrylic copolymer production example 1 43 parts by weight of 2-ethylhexyl acrylate (2-EHA), 43 parts by weight of butyl acrylate (BA), 5 parts by weight of vinyl acetate (VAc), 9 parts by weight of 2-methacryloyloxyethyl succinic acid, 100 parts by weight of ethyl acetate and 0.1 part by weight of azobisisobutyronitrile (AIBN) are charged into a flask equipped with a condenser, a stirrer and a thermometer, and heated to 90 ° C. to polymerize. AI
After 7 hours of polymerization while sequentially adding a polymerization catalyst solution in which 0.1 parts by weight of BN was dissolved, toluene was added to adjust the concentration to obtain a resin solution having a resin content of 40% by weight and a viscosity of 6,000 cps / 25 ° C. . The polymerization rate of the obtained copolymer (A-1) was 97%. Further, the glass transition temperature was -53 ° C. Acrylic Copolymer Production Examples 2 to 5 Copolymers were produced according to Production Example 1 using the respective copolymer components shown in Table 1. The copolymers obtained in Production Examples 2 and 3 were resins (A-2) and (A-3), respectively.
And the copolymers obtained in Production Examples 4 and 5 were resin (a-
1) and (a-2). Example 1 100 parts by weight of a resin (A-1) (a solution of 40% by weight of resin in ethyl acetate and toluene) was used as a crosslinking agent (B-1) N, N,
After producing a pressure-sensitive adhesive containing 0.015 parts by weight of N ', N'-tetraglycidylethylenediamine, JIS Z0
Based on 237, the adhesive strength and holding power (80
° C x 1 kg) and the ball tack was measured. The results are shown in Table 2. Examples 2 and 3 and Comparative Examples 1 and 2 Resins (A-2), (A-3), (a-1), (a-
2) and the pressure-sensitive adhesives using the crosslinking agents described in Table 2 were evaluated in the same manner as described above. The results are shown in Table 2.
本発明の感圧性接着剤は、特定の2−(メタ)アクリ
ロイルオキシエチルジカルボン酸モノエステルを含有す
るアクリル共重合体を用いているため、被着体との接着
力を維持しながら凝集力をも改善することができる。Since the pressure-sensitive adhesive of the present invention uses an acrylic copolymer containing a specific 2- (meth) acryloyloxyethyldicarboxylic acid monoester, the pressure-sensitive adhesive has a cohesive force while maintaining an adhesive force with an adherend. Can also be improved.
フロントページの続き (56)参考文献 特開 昭55−58275(JP,A) 特開 平1−271471(JP,A) 特開 平2−120381(JP,A) 特開 昭52−121644(JP,A) 特開 平1−234485(JP,A) 特開 昭62−246909(JP,A) 特開 平3−133457(JP,A) 特開 昭62−297372(JP,A) 特開 平3−237181(JP,A) 特開 平2−185583(JP,A) 特開 昭54−138034(JP,A) 特開 昭57−155274(JP,A) 特開 昭59−71379(JP,A) 特開 昭49−4730(JP,A) 特開 昭63−132913(JP,A) 特開 平4−7379(JP,A) 特開 昭64−48866(JP,A) 特開 昭60−1277(JP,A) 特開 昭61−235425(JP,A) 特開 昭61−171721(JP,A) 特開 昭61−47727(JP,A) 特開 昭60−243114(JP,A) 特開 昭51−142492(JP,A) 特開 平3−88883(JP,A) 特開 昭60−250081(JP,A) 特開 昭59−157164(JP,A) 特開 昭63−112608(JP,A) 特開 平3−21603(JP,A) 特開 平3−127728(JP,A) 特開 昭63−135470(JP,A) 特開 昭58−134629(JP,A) 特開 平3−133912(JP,A) 特許2730826(JP,B2) 米国特許3790533(US,A) 米国特許3994764(US,A) (58)調査した分野(Int.Cl.7,DB名) C09J 1/00 - 201/10 C08L 1/00 - 101/16 C08G 59/00 - 59/72 CA(STN) REGISTRY(STN)Continuation of the front page (56) References JP-A-55-58275 (JP, A) JP-A-1-271471 (JP, A) JP-A-2-120381 (JP, A) JP-A-52-121644 (JP) JP-A-1-234485 (JP, A) JP-A-62-246909 (JP, A) JP-A-3-133457 (JP, A) JP-A-62-297372 (JP, A) JP-A-2-185583 (JP, A) JP-A-54-138034 (JP, A) JP-A-57-155274 (JP, A) JP-A-59-71379 (JP, A) A) JP-A-49-4730 (JP, A) JP-A-63-132913 (JP, A) JP-A-4-7379 (JP, A) JP-A-64-48866 (JP, A) JP-A-6060 -1277 (JP, A) JP-A-61-235425 (JP, A) JP-A-61-171721 (JP, A) JP-A-61-47727 (JP, A) JP-A-60-243114 (JP, A) JP-A-51-142492 (JP, A) JP-A-3-88883 (JP, A) JP-A-60-250081 (JP, A) JP-A-59-157164 (JP, A) JP-A-63-112608 (JP, A) JP-A-3-21603 (JP, A) JP-A-3-127728 (JP, A) JP-A-63-135470 (JP) JP-A-58-134629 (JP, A) JP-A-3-133912 (JP, A) Patent 2730826 (JP, B2) US Patent 3,790,533 (US, A) US Patent 3,974,684 (US, A) (58) ) Field surveyed (Int. Cl. 7 , DB name) C09J 1/00-201/10 C08L 1/00-101/16 C08G 59/00-59/72 CA (STN) REGISTRY (STN)
Claims (1)
アクリロイルオキシエチルジカルボン酸モノエステルを
5重量%を越えて15重量%以下共重合させてなるガラス
転移温度が−20℃以下のアクリル系共重合体と、第3級
窒素原子を有するエポキシ架橋剤とを併用してなる感圧
性接着剤。 CH2=CR−COO−CH2CH2−O−CO−X−COOH …(1) (但し、Rは水素又はメチル基、Xはエチレン基、m−
フェニレン基、m−シクロヘキシレン基のいずれかを表
す)1. 2- (meta) represented by the following general formula (1)
An acrylic copolymer having a glass transition temperature of −20 ° C. or less, obtained by copolymerizing acryloyloxyethyl dicarboxylic acid monoester in an amount of more than 5% by weight and not more than 15% by weight, and an epoxy crosslinking agent having a tertiary nitrogen atom. A pressure-sensitive adhesive that is used in combination. CH 2 CRCR—COO—CH 2 CH 2 —O—CO—X—COOH (1) (where R is hydrogen or methyl, X is ethylene, m-
Represents any of a phenylene group and an m-cyclohexylene group)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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JP15817390A JP3214850B2 (en) | 1990-06-15 | 1990-06-15 | Pressure sensitive adhesive |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15817390A JP3214850B2 (en) | 1990-06-15 | 1990-06-15 | Pressure sensitive adhesive |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0446982A JPH0446982A (en) | 1992-02-17 |
JP3214850B2 true JP3214850B2 (en) | 2001-10-02 |
Family
ID=15665871
Family Applications (1)
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JP15817390A Expired - Fee Related JP3214850B2 (en) | 1990-06-15 | 1990-06-15 | Pressure sensitive adhesive |
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JP (1) | JP3214850B2 (en) |
Families Citing this family (16)
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JP2730826B2 (en) * | 1991-08-12 | 1998-03-25 | 積水化学工業株式会社 | Alkaline water-soluble adhesive used for plating masking tape in electronic material field and plating masking tape in electronic material field |
JPH08319466A (en) * | 1995-03-20 | 1996-12-03 | Fujitsu Ltd | Adhesive, semiconductor device and manufacturing method thereof |
SE515697C2 (en) * | 1997-02-18 | 2001-09-24 | Ericsson Telefon Ab L M | Process for producing an optical fiber wrap film |
JP2006104389A (en) * | 2004-10-07 | 2006-04-20 | Sekisui Chem Co Ltd | Acrylic adhesive and adhesive tape for fixing inorganic adherend |
JP2006199843A (en) * | 2005-01-21 | 2006-08-03 | Toyo Ink Mfg Co Ltd | Adhesive composition and adhesive sheet using the same |
JP5364226B2 (en) * | 2005-02-21 | 2013-12-11 | 日東電工株式会社 | Adhesive composition, double-sided adhesive tape and adhesion method |
JP2007246483A (en) * | 2006-03-17 | 2007-09-27 | Hakuto Co Ltd | Polymerizable dendrimer and photocurable resin composition |
WO2010107697A1 (en) | 2009-03-16 | 2010-09-23 | Interlock Industries, Inc. | Multi-purpose adhesives and methods of making and using thereof |
JP6105188B2 (en) * | 2009-11-18 | 2017-03-29 | 旭化成株式会社 | Pellicle |
CN103492423B (en) * | 2011-10-14 | 2015-05-27 | 三菱丽阳株式会社 | Resin composition, primer for metal base, and laminated body and method for manufacturing same |
JP2012067315A (en) * | 2011-11-02 | 2012-04-05 | Nitto Denko Corp | Pressure sensitive adhesive composition, double-sided pressure sensitive adhesive tape, and method for bonding |
CN104718264B (en) * | 2012-10-19 | 2017-05-10 | 琳得科株式会社 | Adhesive agent composition and adhesive sheet |
JP6686830B2 (en) * | 2015-10-06 | 2020-04-22 | 三菱ケミカル株式会社 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive obtained by crosslinking the same, pressure-sensitive adhesive for masking film, heat-resistant pressure-sensitive adhesive film for masking, and method of using heat-resistant pressure-sensitive adhesive film for masking |
JP6947605B2 (en) * | 2017-10-26 | 2021-10-13 | 日本カーバイド工業株式会社 | Adhesive film and adhesive sheet |
JP6859248B2 (en) * | 2017-10-26 | 2021-04-14 | 日本カーバイド工業株式会社 | Adhesive film and adhesive sheet |
CN108802009B (en) * | 2018-08-24 | 2022-03-04 | 哈尔滨工业大学(威海) | Method for detecting heavy metal by using plasma atomic emission spectrometer |
-
1990
- 1990-06-15 JP JP15817390A patent/JP3214850B2/en not_active Expired - Fee Related
Also Published As
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JPH0446982A (en) | 1992-02-17 |
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