JPH0149436B2 - - Google Patents
Info
- Publication number
- JPH0149436B2 JPH0149436B2 JP60112678A JP11267885A JPH0149436B2 JP H0149436 B2 JPH0149436 B2 JP H0149436B2 JP 60112678 A JP60112678 A JP 60112678A JP 11267885 A JP11267885 A JP 11267885A JP H0149436 B2 JPH0149436 B2 JP H0149436B2
- Authority
- JP
- Japan
- Prior art keywords
- glycidyl ether
- polyethyleneimine
- chain alkyl
- parts
- treatment agent
- 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
Links
- 239000003795 chemical substances by application Substances 0.000 claims description 23
- -1 alkyl glycidyl ether Chemical compound 0.000 claims description 15
- 229920002873 Polyethylenimine Polymers 0.000 claims description 13
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 description 10
- 239000000853 adhesive Substances 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000010410 layer Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- ZXJBWUAALADCRI-UHFFFAOYSA-N 2-(octadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCCCOCC1CO1 ZXJBWUAALADCRI-UHFFFAOYSA-N 0.000 description 4
- 206010040844 Skin exfoliation Diseases 0.000 description 4
- 239000002390 adhesive tape Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- QWDQYHPOSSHSAW-UHFFFAOYSA-N 1-isocyanatooctadecane Chemical compound CCCCCCCCCCCCCCCCCCN=C=O QWDQYHPOSSHSAW-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- SCURLAWXZMJRRH-UHFFFAOYSA-N 2-(heptadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCCOCC1CO1 SCURLAWXZMJRRH-UHFFFAOYSA-N 0.000 description 1
- YZUMRMCHAJVDRT-UHFFFAOYSA-N 2-(hexadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCOCC1CO1 YZUMRMCHAJVDRT-UHFFFAOYSA-N 0.000 description 1
- YHPJYCWOJLPFRY-UHFFFAOYSA-N 2-(nonadecoxymethyl)oxirane Chemical compound CCCCCCCCCCCCCCCCCCCOCC1CO1 YHPJYCWOJLPFRY-UHFFFAOYSA-N 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- 241001330002 Bambuseae Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000000879 imine group Chemical group 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Landscapes
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Adhesive Tapes (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Description
産業上の利用分野
本発明は、耐熱性にすぐれるポリエチレンイミ
ン―長鎖アルキルグリシジルエーテル系の剥離性
処理剤に関するものである。
従来の技術
基材の片面に粘着剤層を設けてなる粘着テープ
のように巻重物の形態で保存され、使用時にこれ
を巻戻すものにあつてはその自背面よりの巻戻し
を容易とするために、基材の背面に剥離性処理剤
を用いて剥離性付与処理が施されている。
この剥離性処理剤に要求される一般的性能は、
種々あるなかでも殊に、基材より剥離剤層が脱落
しないこと(接着性)、剥離剤層中の成分が粘着
剤側に移行して糊面を汚染しないこと(糊面の接
着力低減の防止性)、使用時にテープをスムース
に巻戻せる剥離性を経日後(熱履歴を含む)も維
持していること、自背面に対する接着力を程良く
有していて重ね貼りができることが重要である。
従来、剥離性処理剤として加熱硬化型シリコー
ン系のもの、ポリビニルアルコール―オクタデシ
ルイソシアネート系のもの(特公昭29―7333号公
報)、ポリエチレンイミン―オクタデシルイソシ
アネート系のもの(特公昭40―17661号公報)、含
活性水素ポリマーオクタデシルイソシアネート系
のもの(特公昭34―3382号公報)などが知られて
いた。
発明が解決しようとする問題点
しかしながら、加熱硬化型シリコーン系のもの
には剥離性に優つて接着力に劣り、自背面に対す
る接着力が弱いためにテープの重ね貼りができな
かつたり、巻重物がタケノコ現象等の形状くずれ
を起したりする問題があつた。他方、ポリビニル
アルコール―オクタデシルイソシアネート系のも
の等その他のものにあつては耐熱性に劣るという
問題があつた。すなわち、殊にゴム系粘着剤を用
いた粘着テープにおいてこれを50〜70℃などの高
温下に保存した場合、巻戻し時等における自背面
よりの引き剥がしに要する力が大きく増加し、粘
着剤の背面側への移行など実用上の重大な問題が
あつた。
問題点を解決するための手段
本発明者らは上記の問題を克服し、剥離―接着
バランス、耐熱性にすぐれる剥離性付与処理を施
すことができる剥離性処理剤を開発するために鋭
意研究を重ねた結果、ポリエチレンイミン―長鎖
アルキルグリシジルエーテル系のものによりその
目的を達成しうることを見出し、本発明をなすに
至つた。
すなわち、本発明はポリエチレンイミンと長鎖
アルキルグリシジルエーテルとの反応生成物から
なる剥離性処理剤を提供するものである。
本発明においては分子量が1000〜100000のポリ
エチレンイミンが好ましく用いられる。その分子
量が過少であると得られる剥離性処理剤による処
理層が耐熱性に劣つたものとなるし、他方過多で
あると取扱い性に劣つて反応を十分に進行させる
ことができないなどの不都合を生じる。
一方、長鎖アルキルグリシジルエーテルとして
は例えばヘキサデシルグリシジルエーテル、ヘプ
タデシルグリシジルエーテル、オクタデシルグリ
シジルエーテル、ノナデシルグリシジルエーテ
ル、エイコシルグリシジルエーテルなどで代表さ
れるアルキル基の炭素数が16〜20のものが好まし
く用いられる。
本発明の剥離性処理剤は、イミン基とグリシジ
ル基に基づいて長鎖アルキルグリシジルエーテル
がポリエチレンイミンにグラフト化してなるポリ
エチレンイミンと長鎖アルキルグリシジルエーテ
ルとの反応生成物からなるものである。その反応
に際し長鎖アルキルグリシジルエーテルは、ポリ
エチレンイミンにおけるイミノ基に基づいて0.8
〜1.0当量の割合で用いることが適当である。そ
の当量割合が過少であると得られる剥離性処理剤
による処理層が剥離性に劣つた(接着性過多)も
のとなるし、他方過多であると未反応長鎖アルキ
ルグリシジルエーテルが残存することとなり、そ
の反応液をそのまま剥離性処理剤の原液として利
用した場合に該未反応物が移行物質となつて粘着
剤面の接着力を低下させる場合があり好ましくな
い。
得られた本発明の剥離性処理剤としての反応生
成物は、例えば有機溶媒溶液などとして基材に適
用される。
発明の効果
本発明の剥離性処理剤によれば、基材に対する
剥離―接着バランスにすぐれ、耐熱性にすぐれる
剥離性付与処理を施すことができる。
実施例
実施例 1
還流冷却器を付設した三ツ口フラスコに分子量
1000のポリエチレンイミンの20重量%トルエン溶
液100部(重量部、以下同様)を入れ、これにオ
クタデシルグリシジルエーテル155部を加えて80
℃に加温し、穏やかな撹拌下で10時間反応を行わ
せて目的とする反応生成物を得た。
次に、この反応生成物を含有する反応液にトル
エンを加えて固形分1重量%の剥離性処理剤含有
液を得た。
実施例 2〜5
分子量1200のポリエチレンイミン100部とオク
タデシルグリシジルエーテル775部(実施例2)、
分子量1800のポリエチレンイミン100部とオク
タデシルグリシジルエーテル620部(同3)、
分子量10000のポリエチレンイミン100部とエイ
コシルグリシジルエーテル675部(同4)、
分子量30000のポリエチレンイミン100部とエイ
コシルグリシジルエーテル840部(同5)を用い
たほかは実施例1に準じて剥離性処理剤含有液を
得た。
比較例 1
分子量10000のポリエチレンイミン100部とオク
タデシルイソシアネート700部を用いたほかは実
施例1に準じて剥離性処理剤含有液を得た。
比較例 2
分子量62000、ケン化度88%のポリビニルアリ
コール100部とオクタデシルイソシアネート520部
を用いたほかは実施例1に準じて剥離性処理剤含
有液を得た。
評価試験
コロナ処理したポリエステルフイルムの片面に
実施例、比較例で得た剥離性処理剤を0.05g/m2
の塗布量で塗布し乾燥させて剥離性付与処理フイ
ルムを得た。
次に、その処理フイルムにポリエステル基材系
粘着テープ(日東電気工業社製、No.31D)を貼付
け、常態で24時間又は70℃で24時間放置したもの
を常態に戻したものにつきその180度ピールによ
る剥離力を調べた。結果を表に示した。
INDUSTRIAL APPLICATION FIELD The present invention relates to a polyethyleneimine-long chain alkyl glycidyl ether-based stripping agent that has excellent heat resistance. PRIOR TECHNOLOGY When an adhesive tape is stored in the form of a roll, such as an adhesive tape with an adhesive layer on one side of a base material, and is unwound when used, it is easy to unwind it from its own back side. In order to do this, the back surface of the base material is subjected to a releasability imparting treatment using a releasability treatment agent. The general performance required for this removable treatment agent is:
Among various things, in particular, the release agent layer should not fall off from the base material (adhesion), and the components in the release agent layer should not migrate to the adhesive side and contaminate the adhesive surface (reducing the adhesive strength of the adhesive surface). It is important that the tape maintains releasability over time (including heat history) so that the tape can be smoothly rewound during use, and that it has adequate adhesion to its own back surface so that it can be layered. . Conventionally, as release treatment agents, heat-curable silicone-based ones, polyvinyl alcohol-octadecyl isocyanate-based ones (Japanese Patent Publication No. 7333-1983), and polyethyleneimine-octadecyl isocyanate-based ones (Japanese Patent Publication No. 17661-1977) have been used. , active hydrogen-containing polymer octadecyl isocyanate type (Japanese Patent Publication No. 34-3382), etc. were known. Problems to be Solved by the Invention However, heat-curing silicone-based tapes have superior releasability but poor adhesive strength, and their adhesive strength to their own backside is weak, making it impossible to apply tapes overlapping tapes, or to prevent tapes from being attached to rolled objects. However, there was a problem that the shape could be distorted, such as the bamboo shoot phenomenon. On the other hand, other materials such as those based on polyvinyl alcohol-octadecyl isocyanate have a problem of poor heat resistance. In other words, when an adhesive tape using a rubber-based adhesive is stored at a high temperature such as 50 to 70°C, the force required to peel it off from its own back surface during unwinding increases greatly, and the adhesive There were serious problems in practical use, such as the transition of the image to the back side. Means for Solving the Problems The present inventors have conducted intensive research in order to overcome the above problems and develop a releasability treatment agent that can perform releasability imparting treatment with excellent peel-adhesion balance and heat resistance. As a result of repeated research, it was discovered that the object could be achieved using a polyethyleneimine-long chain alkyl glycidyl ether system, and the present invention was completed. That is, the present invention provides a stripping agent comprising a reaction product of polyethyleneimine and a long-chain alkyl glycidyl ether. In the present invention, polyethyleneimine having a molecular weight of 1,000 to 100,000 is preferably used. If the molecular weight is too small, the resulting layer treated with the peelable treatment agent will have poor heat resistance, while if it is too large, it will be difficult to handle and the reaction will not proceed sufficiently. arise. On the other hand, long-chain alkyl glycidyl ethers include those in which the alkyl group has 16 to 20 carbon atoms, such as hexadecyl glycidyl ether, heptadecyl glycidyl ether, octadecyl glycidyl ether, nonadecyl glycidyl ether, and eicosyl glycidyl ether. Preferably used. The strippable treatment agent of the present invention is composed of a reaction product of polyethyleneimine and long-chain alkyl glycidyl ether, which is obtained by grafting a long-chain alkyl glycidyl ether to polyethylene imine based on an imine group and a glycidyl group. In the reaction, the long chain alkyl glycidyl ether is 0.8
It is appropriate to use it in a proportion of ~1.0 equivalent. If the equivalent ratio is too small, the resulting layer treated with the releasable treatment agent will have poor releasability (excessive adhesiveness), while if it is too large, unreacted long-chain alkyl glycidyl ether will remain. If the reaction solution is used as it is as a stock solution of a releasable treatment agent, the unreacted substances may become transferred substances and reduce the adhesive strength of the pressure-sensitive adhesive surface, which is not preferable. The obtained reaction product as a releasable treatment agent of the present invention is applied to a substrate as, for example, an organic solvent solution. Effects of the Invention According to the releasability treatment agent of the present invention, it is possible to perform releasability imparting treatment on a substrate with excellent release-adhesion balance and excellent heat resistance. Examples Example 1 Molecular weight was measured in a three-necked flask equipped with a reflux condenser.
Add 100 parts of a 20% by weight toluene solution of 1000 polyethyleneimine (parts by weight, the same applies hereinafter), add 155 parts of octadecyl glycidyl ether to make 80%
The reaction mixture was heated to ℃ and allowed to react for 10 hours under gentle stirring to obtain the desired reaction product. Next, toluene was added to the reaction solution containing this reaction product to obtain a stripping treatment agent-containing solution with a solid content of 1% by weight. Examples 2 to 5 100 parts of polyethyleneimine with a molecular weight of 1200 and 775 parts of octadecyl glycidyl ether (Example 2), 100 parts of polyethyleneimine with a molecular weight of 1800 and 620 parts of octadecyl glycidyl ether (Example 3), 100 parts of polyethyleneimine with a molecular weight of 10000 A stripping treatment agent-containing liquid was obtained in the same manner as in Example 1, except that 675 parts of eicosyl glycidyl ether (4), 100 parts of polyethyleneimine having a molecular weight of 30,000, and 840 parts of eicosyl glycidyl ether (5) were used. Comparative Example 1 A stripping treatment agent-containing liquid was obtained according to Example 1, except that 100 parts of polyethyleneimine having a molecular weight of 10,000 and 700 parts of octadecyl isocyanate were used. Comparative Example 2 A stripping agent-containing liquid was obtained in the same manner as in Example 1, except that 100 parts of polyvinyl alcohol having a molecular weight of 62,000 and a degree of saponification of 88% and 520 parts of octadecyl isocyanate were used. Evaluation test 0.05 g/m 2 of the release agent obtained in the Examples and Comparative Examples was applied to one side of the corona-treated polyester film.
A film treated with releasability was obtained by coating the film in a coating amount of . Next, a polyester-based adhesive tape (manufactured by Nitto Electric Kogyo Co., Ltd., No. 31D) was attached to the treated film, and the film was left to stand for 24 hours under normal conditions or at 70℃ for 24 hours. The peeling force due to peeling was investigated. The results are shown in the table.
【表】【table】
【表】
表より実施例の本発明剥離性処理剤による処理
層は、加熱処理後の剥離力の上昇率が小さくその
耐熱性にすぐれており、その剥離力としての値か
ら自背面に対する剥離―接着パランスにすぐれて
いることがわかる。[Table] From the table, it can be seen that the treated layer using the peeling treatment agent of the present invention in Examples has a small increase rate in peeling force after heat treatment and has excellent heat resistance. It can be seen that the adhesive properties are excellent.
Claims (1)
ルエーテルとの反応生成物からなる剥離性処理
剤。 2 ポリエチレンイミンが分子量1000〜100000の
ものであり、長鎖アルキルグリシジルエーテルが
そのアルキル基の炭素数16〜20のものである特許
請求の範囲第1項記載の処理剤。 3 ポリエチレンイミンにおけるイミノ基に基づ
いて長鎖アルキルグリシジルエーテルを0.8〜1.0
当量配合してなる特許請求の範囲第1項記載の処
理剤。[Scope of Claims] 1. A stripping treatment agent comprising a reaction product of polyethyleneimine and long-chain alkyl glycidyl ether. 2. The processing agent according to claim 1, wherein the polyethyleneimine has a molecular weight of 1,000 to 100,000, and the long chain alkyl glycidyl ether has an alkyl group of 16 to 20 carbon atoms. 3 Based on the imino group in polyethyleneimine, the long chain alkyl glycidyl ether is 0.8 to 1.0
The processing agent according to claim 1, which is blended in equivalent amounts.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60112678A JPS61271371A (en) | 1985-05-24 | 1985-05-24 | Strippable treating agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP60112678A JPS61271371A (en) | 1985-05-24 | 1985-05-24 | Strippable treating agent |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS61271371A JPS61271371A (en) | 1986-12-01 |
JPH0149436B2 true JPH0149436B2 (en) | 1989-10-24 |
Family
ID=14592735
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP60112678A Granted JPS61271371A (en) | 1985-05-24 | 1985-05-24 | Strippable treating agent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61271371A (en) |
-
1985
- 1985-05-24 JP JP60112678A patent/JPS61271371A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS61271371A (en) | 1986-12-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP3190743B2 (en) | Adhesive tape or sheet | |
US4362833A (en) | Composition for forming a release coating layer | |
JPS61174285A (en) | Direct printable tape equipped with novel release paint | |
JPH09165460A (en) | Antistatic treatment method | |
JPH1086289A (en) | Release film | |
JP2000008094A (en) | Releasant, separator and adhesive member | |
JPH0149436B2 (en) | ||
JPH04220481A (en) | Double-coated pressure-sensitive adhesive tape | |
JPH05117605A (en) | Releasable layer, pressure-sensitive adhesive member and separator | |
JPH04178482A (en) | Pressure-sensitive adhesive and surface-protective member using the same | |
JPS6050392B2 (en) | Peelable film forming agent | |
JPS62116680A (en) | Pressure-sensitive adhesive composition | |
JPH01308473A (en) | Releasable treatment layer | |
JPH04161477A (en) | Pressure-sensitive adhesive composition | |
JP2728295B2 (en) | Self-adhesive adhesive and its adhesive member | |
JPH07286145A (en) | Double-coated tacky tape and wound material of the same | |
JPH0369952B2 (en) | ||
JPH0539474A (en) | Adhesive composition for surface-protection material | |
JPH09125023A (en) | Release agent and release sheet | |
JPH03170579A (en) | Pressure-sensitive adhesive composition | |
JPH0142984B2 (en) | ||
JPS61268785A (en) | Release treating agent | |
JPH0142985B2 (en) | ||
JPS5887152A (en) | Releasable processing agent | |
JPS6072966A (en) | Strippable film-forming agent |