JPH023483A - Hot-melt pressure-sensitive adhesive composition - Google Patents
Hot-melt pressure-sensitive adhesive compositionInfo
- Publication number
- JPH023483A JPH023483A JP14552488A JP14552488A JPH023483A JP H023483 A JPH023483 A JP H023483A JP 14552488 A JP14552488 A JP 14552488A JP 14552488 A JP14552488 A JP 14552488A JP H023483 A JPH023483 A JP H023483A
- Authority
- JP
- Japan
- Prior art keywords
- acrylate
- weight
- meth
- parts
- alkyl
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- 239000012943 hotmelt Substances 0.000 title abstract description 7
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 20
- 229920000642 polymer Polymers 0.000 claims abstract description 19
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 239000000178 monomer Substances 0.000 claims abstract description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract 2
- 229930195733 hydrocarbon Natural products 0.000 claims abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 claims abstract 2
- 239000004831 Hot glue Substances 0.000 claims description 12
- 238000007334 copolymerization reaction Methods 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 abstract description 24
- 239000000853 adhesive Substances 0.000 abstract description 22
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 abstract description 7
- 238000000034 method Methods 0.000 abstract description 6
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract description 3
- 229920000098 polyolefin Polymers 0.000 abstract description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract description 2
- 150000002978 peroxides Chemical class 0.000 abstract description 2
- 239000003999 initiator Substances 0.000 abstract 1
- -1 polyethylene Polymers 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 230000007423 decrease Effects 0.000 description 6
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 229920000573 polyethylene Polymers 0.000 description 4
- 238000000576 coating method Methods 0.000 description 3
- 238000007757 hot melt coating Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920006112 polar polymer Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- XQQWBPOEMYKKBY-UHFFFAOYSA-H trimagnesium;dicarbonate;dihydroxide Chemical compound [OH-].[OH-].[Mg+2].[Mg+2].[Mg+2].[O-]C([O-])=O.[O-]C([O-])=O XQQWBPOEMYKKBY-UHFFFAOYSA-H 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、主としてポリオレフィン樹脂等の低極性被着
材に対する粘着力及び凝集力の優れたアクリル系ホット
メルト粘着剤組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an acrylic hot-melt adhesive composition that has excellent adhesive strength and cohesive strength to low-polar adherends such as mainly polyolefin resins.
（従来の技術）
（メタ）アクリル酸アルキルの重合体を主成分とする溶
剤タイプの感圧性粘着剤は、粘着性、凝集性、透明性、
耐老化性等の性能に優れ、多方面に使用されてきたが、
最近では、溶剤タイプから熱溶融塗工可能な無溶剤タイ
プへの変換が強く要望されている。(Prior art) Solvent-type pressure-sensitive adhesives containing polymers of alkyl (meth)acrylates as main components have high adhesion, cohesiveness, transparency,
It has excellent performance such as aging resistance and has been used in many fields, but
Recently, there has been a strong demand for conversion from solvent-based coatings to solvent-free coatings that can be applied by hot melt coating.
無溶剤タイプのホットメルト型アクリル系感圧性粘着剤
として、例えば、特開昭６０−２３４６９号公報、特開
昭５９−７５９７５号公報及び特開昭６１−１０３９７
１号公報には、（メタ）アクリル酸アルキル、重合性ポ
リマー（いわゆるマクロモノマー）、及びアクリル酸並
びにアクリルアミド等で代表される極性モノマーからな
る組成物や該組成物を使用した粘着シートが開示されて
いる。Examples of solvent-free hot-melt acrylic pressure-sensitive adhesives include JP-A-60-23469, JP-A-59-75975, and JP-A-61-10397.
Publication No. 1 discloses a composition comprising an alkyl (meth)acrylate, a polymerizable polymer (a so-called macromonomer), and a polar monomer such as acrylic acid and acrylamide, and a pressure-sensitive adhesive sheet using the composition. ing.
特に、特開昭６１−１０３９７１号公報には、上記組成
物に可塑剤や粘着付与樹脂を添加することによって、熱
溶融性（ホットメルト性）、タンク、粘着力、及び凝集
力等の粘着物性のバランスが優れた感圧性粘着剤が開示
されている。In particular, JP-A No. 61-103971 discloses that by adding a plasticizer or tackifying resin to the above composition, adhesive properties such as hot meltability, tank strength, adhesive strength, and cohesive strength can be improved. A pressure sensitive adhesive having an excellent balance of the following is disclosed.
しかしながら、上記従来の技術による粘着剤組成物では
、アクリル系のホットメルト粘着剤に要求される熱溶融
性（ホットメルト性）と粘着性との物性バランスを付与
するのが非常に難しい。However, with the above-mentioned conventional adhesive compositions, it is very difficult to provide the physical property balance between heat meltability (hot melt properties) and tackiness required for acrylic hot melt adhesives.
特に、特開昭５９−７５９７５号公報及び特開昭６０−
２３４６９号公報に示された組成では、低極性物質（例
えばポリエチレン等）への粘着性、特に低温での粘着性
が低い等の問題点があった。In particular, JP-A-59-75975 and JP-A-60-
The composition disclosed in Publication No. 23469 had problems such as low adhesion to low polar substances (eg, polyethylene, etc.), particularly low adhesion at low temperatures.
また、特開昭６１−１０３９７１号公報に示されるよう
に、可塑剤を含む組成物を紙等の支持体に塗布した場合
、該可塑剤が支持体へ移行する等の問題点があった。Furthermore, as disclosed in JP-A-61-103971, when a composition containing a plasticizer is applied to a support such as paper, there is a problem that the plasticizer migrates to the support.
上述の如く、アクリル系粘着剤は、粘着性、耐劣化性、
耐候性等に優れるため、種々の用途に利用されているが
、現状では溶液又はエマルジョンタイプのように液状塗
布乾燥型粘着剤が主流であり、無溶剤化への要求からホ
ントメルト化が試みられているものの、十分な物性のも
のが得られておらず、実用に供することは難しい状況に
あった。As mentioned above, acrylic adhesives have good adhesion, deterioration resistance,
Due to its excellent weather resistance, it is used in a variety of applications, but currently liquid-coated and dry-type adhesives such as solution or emulsion types are the mainstream, and true melt adhesives have been attempted due to the demand for solvent-free adhesives. However, it has not been possible to obtain materials with sufficient physical properties, making it difficult to put them into practical use.
（発明が解決しようとする課Ｂ）
本発明のホットメルト粘着剤組成物は、上記問題点を解
決するためになされたものであり、その目的とするとこ
ろは、良好な熱溶融塗工性を有し、ポリオレフィン等の
低極性被着材に対する接着力と凝集力が優れたホットメ
ルトタイプのアクリル系感圧性粘着剤を提供することに
ある。(Problem B to be Solved by the Invention) The hot melt adhesive composition of the present invention has been made to solve the above problems, and its purpose is to provide good hot melt coating properties. The object of the present invention is to provide a hot-melt type acrylic pressure-sensitive adhesive having excellent adhesive strength and cohesive strength to low-polar adherends such as polyolefins.
（課題を解決するための手段）
本発明のホットメルト粘着剤組成物は、（メタ）アクリ
ル酸アルキル（Ａ） １００重量部と、重合性ポリマー
（Ｂ）５〜３０重量部と、アクリル酸シクロヘキシル（
Ｃ）２〜４０重量部と、極性ポリマー（Ｄ）０．２〜５
重量部とをラジカル共重合することにより、上記目的が
達成される。(Means for Solving the Problems) The hot melt adhesive composition of the present invention comprises 100 parts by weight of an alkyl (meth)acrylate (A), 5 to 30 parts by weight of a polymerizable polymer (B), and cyclohexyl acrylate. (
C) 2-40 parts by weight and polar polymer (D) 0.2-5
The above object is achieved by radical copolymerization with parts by weight.
本発明に使用される（メタ）アクリル酸アルキル（Ａ）
は
で示され、式中Ｒ１はＨ又はＣＨ，を、Ｒ２は炭素数４
〜１０の鎖状炭化水素を示すアクリル酸アルキル又はメ
タクリル酸アルキルであって、例えば、（メタ）アクリ
ル酸ブチル、（メタ）アクリル酸２−エチルヘキシル、
（メタ）アクリル酸イソオクチル、（メタ）アクリル酸
イソノニル、（メタ）アクリル酸オクチル、（メタ）ア
クリル酸デシル等が好適に使用される。Alkyl (meth)acrylate (A) used in the present invention
In the formula, R1 is H or CH, and R2 has 4 carbon atoms.
-10 alkyl acrylates or alkyl methacrylates, such as butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate,
Isooctyl (meth)acrylate, isononyl (meth)acrylate, octyl (meth)acrylate, decyl (meth)acrylate, and the like are preferably used.
本発明に使用される重合性ポリマー（Ｂ）は、で示され
る、いわゆるマクロモノマーであり、−方の末端に重合
性の（メタ）アクリレート基を有し、他方の末端には非
重合性ポリマーＲ４を有する。式中Ｒ１はＨ又はＣＨ，
を示す。The polymerizable polymer (B) used in the present invention is a so-called macromonomer represented by, and has a polymerizable (meth)acrylate group at one end and a non-polymerizable polymer at the other end. It has R4. In the formula, R1 is H or CH,
shows.
Ｒ４で示される非重合性ポリマーは、Ｔｇ（ガラス転移
温度）が５０℃以上で、重量平均分子量が２０００〜５
ｏｏｏｏである。The non-polymerizable polymer represented by R4 has a Tg (glass transition temperature) of 50°C or higher and a weight average molecular weight of 2000 to 5.
It's oooo.
Ｔｇが５０℃未満では、得られた粘着剤が軟らかくなり
、凝集力が低下するので５０℃以上に限定される。If Tg is less than 50°C, the obtained adhesive becomes soft and the cohesive force decreases, so it is limited to 50°C or higher.
又、重量平均分子量は小さくなると粘着剤が軟らかくな
り、凝集力が低下する。逆に重量平均分子量が大きくな
ると重合性ポリマー（Ｂ）の反応性が低下するので、２
０００〜５ｏｏｏｏに限定されるのであり、好ましくは
５０００〜２００００である。Furthermore, as the weight average molecular weight decreases, the adhesive becomes softer and its cohesive force decreases. Conversely, as the weight average molecular weight increases, the reactivity of the polymerizable polymer (B) decreases.
It is limited to 000 to 5oooo, preferably 5000 to 20000.
非重合性ポリマーＲ４としては、例えば、ポリスチレン
もしくはその誘導体、又はポリメチルメタクリレートも
しくはその誘導体が好適に使用される。As the non-polymerizable polymer R4, for example, polystyrene or a derivative thereof, or polymethyl methacrylate or a derivative thereof is preferably used.
前記重合性ポリマー（Ｂ）の配合量は、（メタ）アクリ
ル酸アルキル（Ａ） １００重量部に対して５〜３０重
量部、望ましくは８〜１５重量部である。The blending amount of the polymerizable polymer (B) is 5 to 30 parts by weight, preferably 8 to 15 parts by weight, based on 100 parts by weight of the alkyl (meth)acrylate (A).
重合性ポリマー（Ｂ）を（メタ）アクリル酸アルキル（
Ａ）や他のモノマーと共重合することにより、凝集力の
向上が計られるが、重合性ポリマー（Ｂ）の量が５重量
部未満では十分な凝集力が得られず、逆に３０重量部を
越える場合は粘着性が発現しないので好ましくない。Polymerizable polymer (B) is converted into alkyl (meth)acrylate (
Copolymerization with A) and other monomers can improve cohesive force, but if the amount of polymerizable polymer (B) is less than 5 parts by weight, sufficient cohesive force cannot be obtained; If it exceeds 20%, tackiness will not develop, which is not preferable.
上記重合性ポリマー（Ｂ）は、米国特許第３．７８６．
１１６号公報及び３，８４２，０５９号公報や特開昭６
０−１３３００７号公報に開示されている方法により製
造することができる。The polymerizable polymer (B) described above is described in US Pat. No. 3.786.
No. 116 and No. 3,842,059 and Japanese Unexamined Patent Publication No. 1983
It can be manufactured by the method disclosed in Japanese Patent No. 0-133007.
本発明において、アクリル酸シクロヘキシル（Ｃ）の配
合量は、（メタ）アクリル酸アルキル（Ａ）１００重量
部に対して２〜４０重量部、望ましくは５〜３０重量部
である。In the present invention, the blending amount of cyclohexyl acrylate (C) is 2 to 40 parts by weight, preferably 5 to 30 parts by weight, based on 100 parts by weight of alkyl (meth)acrylate (A).
アクリル酸シクロヘキシル（Ｃ）は、オレフィンに対す
る接着性を向上するために添加されるが、過少の場合は
効果がなく、過多の場合は粘着力、特に０℃以下の低温
粘着力が低下し、好ましくない。Cyclohexyl acrylate (C) is added to improve the adhesion to olefins, but if it is too little, it will not be effective, and if it is too much, the adhesive strength, especially the low temperature adhesive strength below 0 ° C., will decrease, so it is preferable. do not have.
本発明において使用される極性モノマーとしては、例え
ば、（メタ）アクリルアミド、Ｎ−メチル（メタ）アク
リルアミド、（メタ）アクリル酸、及びイタコン酸等が
挙げられ、アクリルアミド及び６６アクリル酸が好適に
使用される。Examples of the polar monomer used in the present invention include (meth)acrylamide, N-methyl(meth)acrylamide, (meth)acrylic acid, and itaconic acid, with acrylamide and 66-acrylic acid being preferably used. Ru.
極性モノマー（Ｄ）の配合量は、（メタ）アクリル酸ア
ルキル（Ａ） １００重量部に対して、０．２〜５重量
部、望ましくは０．５〜２重量部である。The amount of the polar monomer (D) to be blended is 0.2 to 5 parts by weight, preferably 0.5 to 2 parts by weight, based on 100 parts by weight of the alkyl (meth)acrylate (A).
本発明において、極性上ツマ−（Ｄ）は、接着力、特に
極性界面を有する被着材に対する接着力を高める作用が
あるが、過少の場合は凝集力が向上せず、過多の場合は
ポリエチレン等の低極性被着材に対する接着力が低下す
るので好ましくない。In the present invention, the polar adhesive (D) has the effect of increasing the adhesive force, especially the adhesive force to adherends having a polar interface, but if it is too small, the cohesive force will not improve, and if it is too large, the polyethylene This is not preferable because the adhesion strength to low polarity adherends such as
本発明のホットメルト粘着剤組成物のラジカル共重合方
法は、任意の方法が採用されてよく、例えば、溶液重合
又は塊状重合等によって製造される。Any method may be adopted as the radical copolymerization method for the hot-melt pressure-sensitive adhesive composition of the present invention, and the hot-melt pressure-sensitive adhesive composition of the present invention may be produced by, for example, solution polymerization or bulk polymerization.
重合開始剤としては、例えばパーオキサイド系又はアゾ
系化合物等が使用されるが、光又は放射線等を照射して
光重合してもよい。As the polymerization initiator, for example, peroxide-based or azo-based compounds are used, but photopolymerization may be performed by irradiating with light or radiation.
又、分子量を調整するために、適当な連鎖移動剤、例え
ばラウリルメルカプタン等を使用してもよい。Further, in order to adjust the molecular weight, a suitable chain transfer agent such as lauryl mercaptan may be used.
更に、幅広い粘着物性を得るために、必要に応じて、可
塑剤、粘着付与樹脂、劣化防止剤等が添加されてもよい
。Furthermore, in order to obtain a wide range of adhesive properties, plasticizers, tackifier resins, deterioration inhibitors, etc. may be added as necessary.
本発明の粘着剤組成物が、熱溶融塗工に最適な溶融粘度
を有するためには、重量平均分子量が１０〜５０万が好
ましく、より好ましくは１５〜３５万の範囲である。In order for the pressure-sensitive adhesive composition of the present invention to have an optimum melt viscosity for hot melt coating, the weight average molecular weight is preferably in the range of 100,000 to 500,000, more preferably in the range of 150,000 to 350,000.
（作用）
本発明のホットメルト粘着剤組成物は、重合性ポリマー
（Ｂ）を（メタ、）アクリル酸アルキル（Ａ）や他の七
ツマ−と共重合した場合、重合性ポリマーの末端Ｒ４が
グラフト化した構造となり、合成された粘着剤の高次構
造はポリ （メタ）アクリル酸アルキル部分とＲ４の部
分が相分離した構造となり、常温付近では物理架橋状態
を呈することによって被着体と強固に粘着する。(Function) In the hot melt adhesive composition of the present invention, when the polymerizable polymer (B) is copolymerized with the (meth)alkyl acrylate (A) or other 7-mer, the terminal R4 of the polymerizable polymer is The synthesized adhesive has a higher-order structure in which the alkyl poly(meth)acrylate part and the R4 part are phase-separated, and exhibits a physical crosslinking state at around room temperature to form a strong bond with the adherend. stick to.
又、高温では該物理架橋状態が消失して流動性を有する
ので容易に塗工することができる。In addition, at high temperatures, the physical crosslinking state disappears and it has fluidity, so it can be easily coated.
（実施例） 以下に本発明の実施例について述べる。(Example) Examples of the present invention will be described below.
実施例１〜５、比較例１〜４
１）ホットメルト粘着シートの調製
ＩＩｌのセパラブルフラスコ中に、表１に示した所定量
のアクリル酸２−エチルヘキシルもしくはアクリル酸ｎ
−ブチル（Ａ）、一方の末端がメタクリレート化された
ポリスチレン（Ｂ）（サートマー社製マクロマー〇−４
５００、重量平均分子量１３０００ 、 Ｔｇ １００
℃）、アクリル酸シクロヘキシル（Ｃ）、アクリルアミ
ド又はアクリル酸（Ｄ）及び、酢酸エチル１１８重量部
とラウリルメルカプタン０．１５重量部とを添加して均
一に混合した後昇温し、酢酸エチル還流下にてアゾビス
イソブチロニトリルを１時間毎に０．０１重量部滴下し
て６時間ラジカル共重合を行い、重量平均分子量２５万
の共重合体溶液を得た。Examples 1 to 5, Comparative Examples 1 to 4 1) Preparation of hot melt adhesive sheet In a separable flask of IIl, a predetermined amount of 2-ethylhexyl acrylate or n acrylate shown in Table 1 was added.
-Butyl (A), polystyrene (B) with one end methacrylated (Macromer 0-4 manufactured by Sartomer)
500, weight average molecular weight 13000, Tg 100
℃), cyclohexyl acrylate (C), acrylamide or acrylic acid (D), 118 parts by weight of ethyl acetate and 0.15 parts by weight of lauryl mercaptan were added and mixed uniformly, then heated and heated under reflux of ethyl acetate. 0.01 part by weight of azobisisobutyronitrile was added dropwise every hour to carry out radical copolymerization for 6 hours to obtain a copolymer solution having a weight average molecular weight of 250,000.
得られた共重合体溶液の溶剤を揮散して本発明のホット
メルト粘着剤を得、該ホットメルト粘着剤を２５μｍ厚
のポリエチレンテレフタレートフィルム上に、粘着剤層
の厚さが２０μｍになるように・１６０℃で塗布しホッ
トメルト粘着シートを得た。The solvent of the obtained copolymer solution was evaporated to obtain the hot melt adhesive of the present invention, and the hot melt adhesive was placed on a 25 μm thick polyethylene terephthalate film so that the thickness of the adhesive layer was 20 μm. - A hot melt adhesive sheet was obtained by coating at 160°C.
２）ホントメルト粘着シートの物性測定ｌ）で調製した
ホットメルト粘着シートの物性を以下に示す測定法に従
って測定し、その結果を表２に示した。2) Measurement of physical properties of hot melt adhesive sheet The physical properties of the hot melt adhesive sheet prepared in step 1) were measured according to the measuring method shown below, and the results are shown in Table 2.
１）４０℃保持力
Ｊ Ｉ Ｓ −２０２３７に従い、２５龍×２５■■の
面積でホントメルト粘着シートをステンレススチール板
に貼付した後、４０℃のオープン中で１ ｋｇの荷重（
錘）を掛け、錘が落下するまでの時間を測定した。1) Holding power at 40℃ In accordance with JIS-20237, after attaching a true melt adhesive sheet to a stainless steel plate with an area of 25 x 25 mm, a load of 1 kg (
A weight was placed on the test piece, and the time until the weight fell was measured.
１ｉ）ＳＰ粘着力
Ｊ Ｉ Ｓ −２０２３７に従い、ステンレススチール
板に対する粘着力を１８０度剥離により測定した。1i) SP Adhesive Strength The adhesive strength to a stainless steel plate was measured by 180 degree peeling according to JIS-20237.
ｉｉｉ ）対ポリエチレン粘着力
被着体に清浄な表面のポリエチレン板を使用したこと以
外は、対ＳＰ粘着力と同様な方法にて、温度２３℃、０
℃、及び＝ｌＯ℃における１８０度剥離により粘着力を
測定した。iii) Adhesion to polyethylene Adhesion to SP was performed in the same manner as the adhesion to SP, except that a polyethylene plate with a clean surface was used as the adherend.
Adhesion was measured by 180 degree peeling at 0.degree. C. and =10.degree.
ｒＶ） １６０℃溶融粘度
高化式フローテスタ（品性製作所製）を用いて、１６０
℃における粘度を測定した。rV) Using a 160°C melt viscosity enhancement type flow tester (manufactured by Kinsei Seisakusho),
The viscosity at °C was measured.
条件：荷重１０ｋｇｆ 、グイ１ｍφ×１０龍（以下余
白）
註）
表
一方６末端がメタクリレート化されたポリスチレン（以
下余白）
表
（発明の効果）
本発明のホットメルト粘着剤組成物は、上述のように、
（メタ）アクリル酸アルキルと重合性ポリマーとが重合
しているので、熱溶融性と粘着性との性能バランスが優
れており、更に、アクリル酸シクロヘキシル及び極性モ
ノマーが共重合しているので、低極性の被着物、例えば
、ポリオレフィンに対しても粘着力や凝集力（保持力）
が優れ、且つ低温においても粘着力や凝集力の低下が少
ない。Conditions: Load: 10 kgf, Gui: 1 mφ To,
Since the alkyl (meth)acrylate and the polymerizable polymer are polymerized, the performance balance between heat meltability and adhesiveness is excellent.Furthermore, since the cyclohexyl acrylate and the polar monomer are copolymerized, the performance is low. Adhesive strength and cohesive strength (holding strength) even for polar adherends, such as polyolefins
is excellent, and there is little decrease in adhesive strength or cohesive strength even at low temperatures.
（以下余白）(Margin below)
Claims (1)
〜１０の鎖状炭化水素基を示す）で示される（メタ）ア
クリル酸アルキル（Ａ）１００重量部と、一般式▲数式
、化学式、表等があります▼ （但し、Ｒ＿３はＨ又はＣＨ＿３を、Ｒ＿４は重量平均
分子量２０００〜５００００でＴｇが５０℃以上の非重
合性ポリマーを示す）で示される重合性ポリマー（Ｂ）
５〜３０重量部と、アクリル酸シクロヘキシル（Ｃ）２
〜４０重量部と、極性モノマー（Ｄ）０．２〜５重量部
とをラジカル共重合してなるホットメルト粘着剤組成物
。[Claims] 1. General formula ▲ Numerical formula, chemical formula, table, etc. ▼ (However, R_1 is H or CH_3, R_2 is carbon number 4
100 parts by weight of alkyl (meth)acrylate (A) represented by ~10 chain hydrocarbon groups) and the general formula ▲ Numerical formula, chemical formula, table, etc. ▼ (However, R_3 is H or CH_3, R_4 is a non-polymerizable polymer with a weight average molecular weight of 2000 to 50000 and a Tg of 50°C or higher) (B)
5 to 30 parts by weight and cyclohexyl (C) acrylate2
A hot melt adhesive composition obtained by radical copolymerization of ~40 parts by weight and 0.2 to 5 parts by weight of a polar monomer (D).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14552488A JPH023483A (en) | 1988-06-13 | 1988-06-13 | Hot-melt pressure-sensitive adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14552488A JPH023483A (en) | 1988-06-13 | 1988-06-13 | Hot-melt pressure-sensitive adhesive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH023483A true JPH023483A (en) | 1990-01-09 |
Family
ID=15387216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14552488A Pending JPH023483A (en) | 1988-06-13 | 1988-06-13 | Hot-melt pressure-sensitive adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH023483A (en) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5932298A (en) * | 1994-09-09 | 1999-08-03 | Minnesota Mining And Manufacturing Company | Methods of making packaged viscoelastic compositions |
| WO2005026302A1 (en) * | 2003-09-17 | 2005-03-24 | Unilever N.V. | Liquid laundry detergent with polyanionic ammonium surfactant |
| WO2008029581A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, adhesive film and method for producing the adhesive composition |
| WO2008029586A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, adhesive film and method for producing the adhesive composition |
| WO2008029584A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, adhesive film and method for producing the adhesive composition |
| WO2008029569A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, film adhesive, and process for production of the composition |
| WO2008062603A1 (en) * | 2006-11-22 | 2008-05-29 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and adhesive film |
| WO2008065801A1 (en) * | 2006-11-29 | 2008-06-05 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and adhesive film |
| JP2008169394A (en) * | 2008-01-30 | 2008-07-24 | Mitsubishi Plastics Ind Ltd | Hot-melt type ultraviolet-crosslinking transparent self-adhesive sheet and laminated body |
| CN100450413C (en) * | 2005-08-10 | 2009-01-14 | 三洋电机株式会社 | Auxiliary device of dust collector |
| US8124685B2 (en) | 2009-01-13 | 2012-02-28 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and film adhesive |
-
1988
- 1988-06-13 JP JP14552488A patent/JPH023483A/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5932298A (en) * | 1994-09-09 | 1999-08-03 | Minnesota Mining And Manufacturing Company | Methods of making packaged viscoelastic compositions |
| US6294249B1 (en) | 1994-09-09 | 2001-09-25 | 3M Innovative Properties Company | Packaged pre-adhesive composition |
| WO2005026302A1 (en) * | 2003-09-17 | 2005-03-24 | Unilever N.V. | Liquid laundry detergent with polyanionic ammonium surfactant |
| CN100450413C (en) * | 2005-08-10 | 2009-01-14 | 三洋电机株式会社 | Auxiliary device of dust collector |
| WO2008029569A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, film adhesive, and process for production of the composition |
| WO2008029584A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, adhesive film and method for producing the adhesive composition |
| WO2008029586A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, adhesive film and method for producing the adhesive composition |
| WO2008029581A1 (en) * | 2006-09-07 | 2008-03-13 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition, adhesive film and method for producing the adhesive composition |
| US7999052B2 (en) | 2006-09-07 | 2011-08-16 | Tokyo Ohka Kogyo Co., Ltd. | Process for producing an adhesive composition |
| WO2008062603A1 (en) * | 2006-11-22 | 2008-05-29 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and adhesive film |
| US8148457B2 (en) | 2006-11-22 | 2012-04-03 | Tokyo Ohta Kogyo Co., Ltd. | Adhesive composition and film adhesive |
| WO2008065801A1 (en) * | 2006-11-29 | 2008-06-05 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and adhesive film |
| US8426543B2 (en) | 2006-11-29 | 2013-04-23 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and adhesive film |
| JP2008169394A (en) * | 2008-01-30 | 2008-07-24 | Mitsubishi Plastics Ind Ltd | Hot-melt type ultraviolet-crosslinking transparent self-adhesive sheet and laminated body |
| US8124685B2 (en) | 2009-01-13 | 2012-02-28 | Tokyo Ohka Kogyo Co., Ltd. | Adhesive composition and film adhesive |
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