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JPS5850275B2 - Kanatsuseisetsuchiyakuzaino Seizouhou - Google Patents

Kanatsuseisetsuchiyakuzaino Seizouhou

Info

Publication number
JPS5850275B2
JPS5850275B2 JP752301A JP230175A JPS5850275B2 JP S5850275 B2 JPS5850275 B2 JP S5850275B2 JP 752301 A JP752301 A JP 752301A JP 230175 A JP230175 A JP 230175A JP S5850275 B2 JPS5850275 B2 JP S5850275B2
Authority
JP
Japan
Prior art keywords
weight
parts
adhesive
ester
acrylic
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
Application number
JP752301A
Other languages
Japanese (ja)
Other versions
JPS5179131A (en
Inventor
明照 松井
信夫 前島
馨 倉本
滋和 本多
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kuramoto Sangyo Co
Original Assignee
Kuramoto Sangyo Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kuramoto Sangyo Co filed Critical Kuramoto Sangyo Co
Priority to JP752301A priority Critical patent/JPS5850275B2/en
Publication of JPS5179131A publication Critical patent/JPS5179131A/ja
Publication of JPS5850275B2 publication Critical patent/JPS5850275B2/en
Expired legal-status Critical Current

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  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Adhesive Tapes (AREA)

Description

【発明の詳細な説明】 本発明は感圧性接着剤の製造法に関するものである。[Detailed description of the invention] The present invention relates to a method for producing pressure sensitive adhesives.

感圧性接着剤は、従来一般にテープ、シート等の基材上
に接着性物質を溶液もしくはエマルジョン状態で塗布す
る方法で製造されていた。
Pressure-sensitive adhesives have conventionally been generally produced by applying an adhesive substance in the form of a solution or emulsion onto a base material such as a tape or sheet.

しかし溶液状態での塗布法いわゆる溶液法では多量の有
機溶剤の使用が不可欠であり、引火性、毒性等に問題が
あると共に大気汚染の一因ともなるという欠点があった
However, the so-called solution coating method requires the use of a large amount of organic solvent, which has the disadvantage of causing problems such as flammability and toxicity, as well as contributing to air pollution.

またエマルジョン状態での塗布法いわゆるエマルジョン
法では一般に接着性物質の耐水性が劣るという欠点を伴
ない金属に対する腐蝕性等に問題があった。
Furthermore, the so-called emulsion method, which is a coating method in an emulsion state, generally has the disadvantage that the adhesive substance has poor water resistance and has problems such as corrosiveness to metals.

またこれら二法ではいずれもその分散媒を熱で除去する
ため大量の熱量を必要とし、耐熱性のない基材には直接
塗布できなかった。
Furthermore, both of these two methods require a large amount of heat to remove the dispersion medium using heat, and cannot be applied directly to substrates that are not heat resistant.

しかるに最近、紫外線あるいは電離性放射線の照射によ
り無溶剤系で接着剤を製造する試みが一部でなされてい
るが、接着性の高いものは得られておらず、今だ実用上
は不十分である。
Recently, however, some attempts have been made to produce adhesives without solvents by irradiating them with ultraviolet rays or ionizing radiation, but they have not yielded highly adhesive products and are still insufficient for practical use. be.

本発明は前記二法の欠点を伴なわず、しかも接着性に優
れた感圧性接着剤の製造法を提供するものである。
The present invention provides a method for producing a pressure-sensitive adhesive that does not have the drawbacks of the above two methods and has excellent adhesive properties.

本発明方法は、 1 式CH2=C−C00R2(但しR1は水素またはメチ
ル基、R2は炭素数4以上のアルキル基)にて示される
アクリル化合物100重量部、ジアセトンアクリルアミ
ドまたはエステル部に水酸基を有するアクリル酸もしく
はメタアクリル酸のエステル1〜100重量部、及びア
クスル酸エステルもしくはメタアクリル酸エステル又は
アクリル酸エステルもしくはメタアクリル酸エステルと
ビニルモノマーの重合体からなる組成物を、基材もしく
は離型紙上に設けて後、実質上溶媒の存在しない状態で
重合せしめることにより感圧性接着剤を得るものである
The method of the present invention comprises: 1 100 parts by weight of an acrylic compound represented by the formula CH2=C-C00R2 (where R1 is hydrogen or a methyl group, R2 is an alkyl group having 4 or more carbon atoms), diacetone acrylamide or an ester moiety with a hydroxyl group. 1 to 100 parts by weight of acrylic acid or methacrylic acid ester, and a polymer of acrylic acid ester or methacrylic acid ester or acrylic acid ester or methacrylic acid ester and vinyl monomer. A pressure-sensitive adhesive is obtained by polymerizing the adhesive in substantially the absence of a solvent.

前記式で示されるアクリル化合物のR2は炭素数4以上
のアルキル基であれば本質的にはいずれでもよいが、通
常はブチル、ヘキシル、オクチル、ドデシル等炭素数4
〜12のアルキル基が好ましく用いられる。
R2 of the acrylic compound represented by the above formula may essentially be any alkyl group having 4 or more carbon atoms, but it is usually an alkyl group with 4 carbon atoms such as butyl, hexyl, octyl, dodecyl, etc.
-12 alkyl groups are preferably used.

かかるアクリル化合物としてはブチルアクリレート、2
−エチルへキシルアクリレート、2−エチルへキシルメ
タアクリレート、オクチルアクリレート、オクチルメタ
アクリレート等がある。
Such acrylic compounds include butyl acrylate, 2
-Ethylhexyl acrylate, 2-ethylhexyl methacrylate, octyl acrylate, octyl methacrylate, etc.

かかるアクリル化合物に配合される一方の成分はジアセ
トンアクリルアミドまたはエステル部に水酸基を有する
アクリル酸もしくはメタアクリル酸のエステルであるが
、これらは前記式のアクリル化合物100重量部に対し
1〜100重量部配合される。
One component blended into such an acrylic compound is diacetone acrylamide or an ester of acrylic acid or methacrylic acid having a hydroxyl group in the ester moiety, and these are used in an amount of 1 to 100 parts by weight per 100 parts by weight of the acrylic compound of the above formula. It is blended.

このエステル部のアルキル基の炭素数は本質的にはいず
れでもよいが通常は1〜12のものから選択される。
Although the number of carbon atoms in the alkyl group of this ester moiety may essentially be any, it is usually selected from 1 to 12 carbon atoms.

これらの成分は生成物の接着性向上に著しい効果を与え
るものだがこれが、アクリル化合物100重量部に対し
、1重量部以下では十分な接着性が得られず、また10
0重量部以上では接着剤の初期接着力が低下し、かつ共
重合性が不十分で好ましくない。
These components have a remarkable effect on improving the adhesiveness of the product, but if they are less than 1 part by weight per 100 parts by weight of the acrylic compound, sufficient adhesiveness cannot be obtained;
If it is more than 0 parts by weight, the initial adhesive strength of the adhesive will decrease and the copolymerizability will be insufficient, which is not preferable.

本発明ではさらに所定の重合体が配合されることを本質
とする。
The essence of the present invention is that a predetermined polymer is further blended.

この重合体は主に粘度調節及び接着性向上の機能を持つ
ものであり、必須モノマ一単位としてアクリル酸エステ
ルもしくはメタアクリル酸エステル単位を持つ重合体か
ら選択される。
This polymer mainly has the functions of adjusting viscosity and improving adhesiveness, and is selected from polymers having an acrylic ester or methacrylic ester unit as one essential monomer unit.

この七ツマ一単位は通常該重合体の全モノマ一単位の2
0%以上好ましくは50%以上あればよく、これと組合
される他のモノマ一単位は適宜のビニルモノマーが選択
されうる。
This seven unit is usually 2 of the total monomer unit of the polymer.
It may be 0% or more, preferably 50% or more, and an appropriate vinyl monomer can be selected as the other monomer unit to be combined with this.

かかる重合体としてはたとえば、ポリメチルアクリレー
ト、ポリエチルアクリレート、ポリブチルアクリレート
、ポリ2−エチルへキシルアクリレート、ポリメチルメ
タアクリレート、ポリエチルメタアクリレート、ポリブ
チルメタアクリレート、ポリ2−エチルへキシルメタア
クリレート等のアクリル酸もしくはメタアクリル酸エス
テルのホモポリマー、及びアクリル酸エステルとエチレ
ン姓不飽和化合物との共重合体等がある。
Such polymers include, for example, polymethyl acrylate, polyethyl acrylate, polybutyl acrylate, poly 2-ethylhexyl acrylate, polymethyl methacrylate, polyethyl methacrylate, polybutyl methacrylate, poly 2-ethylhexyl methacrylate. These include homopolymers of acrylic acid or methacrylic esters, such as acrylic acid esters, and copolymers of acrylic esters and ethylenically unsaturated compounds.

各種の塗工方法に適した粘度を得るために、上記アクリ
ル系重合体の配合量を選択することは、当業者にとって
可能である。
Those skilled in the art can select the amount of the acrylic polymer to be added in order to obtain a viscosity suitable for various coating methods.

また、重合促進剤を併用する事も可能で、一般的なラジ
カル重合促進剤であるジメチルアニリン、ジエチルアニ
リン、塩化亜鉛等が適宜用いられ得る。
It is also possible to use a polymerization accelerator in combination, and common radical polymerization accelerators such as dimethylaniline, diethylaniline, zinc chloride, etc. can be used as appropriate.

もちろん本発明の組成物には各種可塑剤、充填剤、接着
付与剤等を適宜添加する事もできる。
Of course, various plasticizers, fillers, adhesion promoters, etc. can also be appropriately added to the composition of the present invention.

重合方法は紫外線、電子線等の照射による従来公知の方
法が適宜採用されうる。
As the polymerization method, conventionally known methods using irradiation with ultraviolet rays, electron beams, etc. can be appropriately employed.

一般には前記組成物をナイフコーティング、ロールコー
ティング、ディップコーティング等の公知の方法で紙、
合成樹脂フィルム等の各種基材に塗布し、必要なら離型
処理をした紙もしくはフィルム等でこれを保護し、直接
酸素と触れない様にし、紫外線等を照射する方法が好ま
しく適用される。
Generally, the composition is applied to paper by a known method such as knife coating, roll coating, dip coating, etc.
Preferably, the method is applied by applying it to various base materials such as synthetic resin films, protecting it with release-treated paper or film if necessary, preventing direct contact with oxygen, and irradiating it with ultraviolet rays or the like.

なお、上記組成物は、前記式で示されるアクリル化合物
を有するために重合、架橋した場合において架橋密度が
小さい。
Note that the above composition has a low crosslink density when polymerized and crosslinked because it contains the acrylic compound represented by the above formula.

このため、本発明の感圧性接着剤は、高い粘着性を有す
る。
Therefore, the pressure sensitive adhesive of the present invention has high tackiness.

本発明の感圧性接着剤による接着力は被着体及び配合組
成により異なるが、ステンレススチールに対しては少な
くとも250g/l1m以上であり、従来の紫外線照射
、電子線照射による感圧性接着剤に比して優れた接着性
を示した。
The adhesive strength of the pressure-sensitive adhesive of the present invention varies depending on the adherend and the composition, but it is at least 250 g/l 1 m or more for stainless steel, and is compared to conventional pressure-sensitive adhesives that are irradiated with ultraviolet rays or electron beams. It showed excellent adhesion.

以下本発明を実施例により具体的に説明するが、本発明
がこれによって限定されるものではない。
EXAMPLES The present invention will be specifically explained below with reference to Examples, but the present invention is not limited thereto.

本発明によって得られた感圧性接着剤は、基材もしくは
離型紙上で実質的に溶媒の存在しない状態で重合するの
で、引火性、毒性、作業環境の汚染等の問題がなく、十
分な接着力が得られる。
The pressure-sensitive adhesive obtained by the present invention polymerizes on the base material or release paper in the substantially absence of a solvent, so there are no problems such as flammability, toxicity, or contamination of the working environment, and sufficient adhesion is achieved. You can gain strength.

またエマルジョン法のように、接着剤の耐水性が良好で
金属に対する腐蝕性にも問題がない。
Also, unlike the emulsion method, the adhesive has good water resistance and there is no problem with corrosiveness to metals.

更に本発明の感圧注性着剤は十分な接着強度を有する等
の各種の特徴を有している。
Furthermore, the pressure-sensitive adhesive of the present invention has various characteristics such as sufficient adhesive strength.

実施例 1 2−エチルへキシルアクリレート100重量部とダイア
七トンアクリルアミド10重量部とを配合したモノマー
80重量部に対し、2−エチルへキシルアクリレート1
00重量部と酢酸ビニル48重量部とから得られた二元
共重合体を20重量部配合し、これにベンゾイン1重量
部、ベンゾフェノンO15重量部、ジエチルアニリン0
.5重量部を加えて、接着剤組成物を準備した。
Example 1 One part of 2-ethylhexyl acrylate was added to 80 parts by weight of a monomer containing 100 parts by weight of 2-ethylhexyl acrylate and 10 parts by weight of diaseptone acrylamide.
20 parts by weight of a binary copolymer obtained from 00 parts by weight and 48 parts by weight of vinyl acetate were mixed with 1 part by weight of benzoin, 15 parts by weight of benzophenone O, and 0 parts by weight of diethylaniline.
.. An adhesive composition was prepared by adding 5 parts by weight.

次に接着剤組成物を、厚さ50μのポリエステルフイル
ム上に、塗布厚が25μとなるように塗布し、この被覆
シートに、窒素雰囲気中で20cmの距離をおいた45
0W高圧水銀灯にて10分間紫外線を照射して、接着剤
組成物を重合、架橋せしめた。
Next, the adhesive composition was applied onto a polyester film having a thickness of 50 μm so that the coating thickness was 25 μm, and this coated sheet was coated with a 45 μm film at a distance of 20 cm in a nitrogen atmosphere.
The adhesive composition was polymerized and crosslinked by irradiating it with ultraviolet rays for 10 minutes using a 0W high-pressure mercury lamp.

この接着剤によって被覆されたシートを巾15闘に切断
して接着テープを作り、J l5−Z−1522に準じ
て、180°ビールテストを行ない、接着力を測定した
ところ、接着力は300 g/l 5+uであった。
An adhesive tape was made by cutting the sheet coated with this adhesive into a width of 15 mm, and a 180° beer test was performed according to J15-Z-1522 to measure the adhesive strength, and the adhesive strength was 300 g. /l 5+u.

*1800ピールテストとは、ステンレス板に接着テー
プを貼着し、2時のゴムロールを2往復させた後、接着
テープをテストパネルに対して180°に折り返して、
300 mm /vanの速度で剥離させ、このときの
剥離力を測定する方法である。
*1800 peel test refers to adhesive tape being attached to a stainless steel plate, the rubber roll at 2 o'clock being moved back and forth twice, and then the adhesive tape being folded back at 180 degrees to the test panel.
This is a method of peeling at a speed of 300 mm/van and measuring the peeling force at this time.

実施例 2 実施例1におけるモノマー組成を、2−エチルへキシル
アクリレート100重要部とダイア七トンアクリルアミ
ド30重量部とに代え、以下実施例1ど同様にして、接
着剤組成物を重合、架橋させ、接着テープを作威し、接
着力を前記方法で測定したところ390g/15mmで
あった。
Example 2 An adhesive composition was polymerized and crosslinked in the same manner as in Example 1 except that the monomer composition in Example 1 was replaced with 100 parts by weight of 2-ethylhexyl acrylate and 30 parts by weight of diaseptone acrylamide. An adhesive tape was prepared and the adhesive strength was measured using the method described above, and it was found to be 390 g/15 mm.

実施例 3 2− エチルへキシルアクリレート100重量部と2−
ヒドロキシエチルアクリレート40重量部とを配合して
なるモノマー70重量部に対して、2−エチルへキシル
アクリレート100重量部トダイア七トンアクリルアミ
ド35重量部との2元共重合体を30重量部を配合し、
これにベンゾイン1重量部、ジエチルアニリン1重量部
を加えて接着剤組成物を準備した。
Example 3 100 parts by weight of 2-ethylhexyl acrylate and 2-
30 parts by weight of a binary copolymer of 100 parts by weight of 2-ethylhexyl acrylate and 35 parts by weight of todia-7ton acrylamide were blended with 70 parts by weight of a monomer obtained by blending 40 parts by weight of hydroxyethyl acrylate. ,
An adhesive composition was prepared by adding 1 part by weight of benzoin and 1 part by weight of diethylaniline.

次にこの接着剤組成物を、表面をシリコン処理した離型
紙上に、25μの厚みに均一に塗布し、窒素雰囲気中で
600W高圧水銀灯を20cmの距離から7分間照射さ
せて、接着剤組成物を離型紙上で重合架橋させた。
Next, this adhesive composition was applied uniformly to a thickness of 25 μm on a release paper whose surface had been siliconized, and the adhesive composition was irradiated with a 600W high-pressure mercury lamp from a distance of 20 cm in a nitrogen atmosphere for 7 minutes. was polymerized and crosslinked on release paper.

次にこの接着剤表面に、50μの軟質塩化ビニルフィル
ムを積層し、接着剤をフィルム基材に転写させて、離型
紙によって被覆された接着シートを作成した。
Next, a 50μ soft vinyl chloride film was laminated on the surface of this adhesive, and the adhesive was transferred to the film base material to create an adhesive sheet covered with release paper.

この接着シートを15闘巾に切断して、接着力測定用テ
ープ片を作り、接着力を測定したところ500g/15
aであった。
This adhesive sheet was cut into 15 strips to make tape pieces for measuring adhesive strength, and the adhesive strength was measured at 500 g/15
It was a.

Claims (1)

【特許請求の範囲】 1h・ 式CH2=C−C00R2(但しR1は水素またはメチ
ル基、R2は炭素数4以上のアルキル基)にて示される
アクリル化合物100重量部と、ジアセトンアクリルア
ミドまたはエステル部に水酸基を有するアクリル酸もし
くはメタアクリル酸のエステル1〜100重量部と、及
びアクリル酸エステルもしくはメタアクリル酸エステル
又はアクリル酸エステルもしくはメタアクリル酸エステ
ルとビニルモノマーの重合体とからなる組成物を、基材
もしくは離型紙上に設けて、実質上溶媒の存在しない状
態で重合せしめることを特徴とする感圧性接着剤の製造
法。
[Claims] 1h. 100 parts by weight of an acrylic compound represented by the formula CH2=C-C00R2 (wherein R1 is hydrogen or a methyl group, and R2 is an alkyl group having 4 or more carbon atoms) and diacetone acrylamide or an ester moiety. A composition comprising 1 to 100 parts by weight of an ester of acrylic acid or methacrylic acid having a hydroxyl group, and a polymer of an acrylic ester or methacrylic ester or an acrylic ester or methacrylic ester and a vinyl monomer, A method for producing a pressure-sensitive adhesive, which comprises providing it on a base material or release paper and polymerizing it in substantially the absence of a solvent.
JP752301A 1974-12-28 1974-12-28 Kanatsuseisetsuchiyakuzaino Seizouhou Expired JPS5850275B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP752301A JPS5850275B2 (en) 1974-12-28 1974-12-28 Kanatsuseisetsuchiyakuzaino Seizouhou

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP752301A JPS5850275B2 (en) 1974-12-28 1974-12-28 Kanatsuseisetsuchiyakuzaino Seizouhou

Publications (2)

Publication Number Publication Date
JPS5179131A JPS5179131A (en) 1976-07-09
JPS5850275B2 true JPS5850275B2 (en) 1983-11-09

Family

ID=11525531

Family Applications (1)

Application Number Title Priority Date Filing Date
JP752301A Expired JPS5850275B2 (en) 1974-12-28 1974-12-28 Kanatsuseisetsuchiyakuzaino Seizouhou

Country Status (1)

Country Link
JP (1) JPS5850275B2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57143378A (en) * 1981-02-27 1982-09-04 Nitto Electric Ind Co Ltd Sheet for mounting
JPS5989381A (en) * 1982-11-11 1984-05-23 Sekisui Chem Co Ltd Production of adhesive tape

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5226259B2 (en) * 1973-02-10 1977-07-13

Also Published As

Publication number Publication date
JPS5179131A (en) 1976-07-09

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