JPH04202581A - Ultraviolet crosslinking hot-melt type adhesive composition - Google Patents
Ultraviolet crosslinking hot-melt type adhesive compositionInfo
- Publication number
- JPH04202581A JPH04202581A JP2337378A JP33737890A JPH04202581A JP H04202581 A JPH04202581 A JP H04202581A JP 2337378 A JP2337378 A JP 2337378A JP 33737890 A JP33737890 A JP 33737890A JP H04202581 A JPH04202581 A JP H04202581A
- Authority
- JP
- Japan
- Prior art keywords
- synthetic rubber
- adhesive composition
- oligomer
- photopolymerization initiator
- rubber component
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 24
- 239000000853 adhesive Substances 0.000 title description 23
- 230000001070 adhesive effect Effects 0.000 title description 23
- 238000004132 cross linking Methods 0.000 title description 2
- 239000012943 hotmelt Substances 0.000 title 1
- 239000004831 Hot glue Substances 0.000 claims abstract description 19
- 229920003051 synthetic elastomer Polymers 0.000 claims abstract description 17
- 239000005061 synthetic rubber Substances 0.000 claims abstract description 17
- 239000003999 initiator Substances 0.000 claims abstract description 15
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims abstract description 8
- 229930195734 saturated hydrocarbon Natural products 0.000 claims abstract description 7
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000000379 polymerizing effect Effects 0.000 claims abstract 2
- 239000000178 monomer Substances 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 abstract description 7
- 238000000576 coating method Methods 0.000 abstract description 7
- 239000005062 Polybutadiene Substances 0.000 abstract description 4
- 229920002857 polybutadiene Polymers 0.000 abstract description 4
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 abstract description 2
- -1 ester acrylates Chemical class 0.000 description 8
- VHOQXEIFYTTXJU-UHFFFAOYSA-N Isobutylene-isoprene copolymer Chemical compound CC(C)=C.CC(=C)C=C VHOQXEIFYTTXJU-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- 229920002367 Polyisobutene Polymers 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 4
- 229920001083 polybutene Polymers 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000000281 laser microprobe mass spectrometry Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- 239000013032 Hydrocarbon resin Substances 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229920006270 hydrocarbon resin Polymers 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- MSFGZHUJTJBYFA-UHFFFAOYSA-M sodium dichloroisocyanurate Chemical compound [Na+].ClN1C(=O)[N-]C(=O)N(Cl)C1=O MSFGZHUJTJBYFA-UHFFFAOYSA-M 0.000 description 2
- DVQHRBFGRZHMSR-UHFFFAOYSA-N sodium methyl 2,2-dimethyl-4,6-dioxo-5-(N-prop-2-enoxy-C-propylcarbonimidoyl)cyclohexane-1-carboxylate Chemical compound [Na+].C=CCON=C(CCC)[C-]1C(=O)CC(C)(C)C(C(=O)OC)C1=O DVQHRBFGRZHMSR-UHFFFAOYSA-N 0.000 description 2
- 238000012719 thermal polymerization Methods 0.000 description 2
- 229920002725 thermoplastic elastomer Polymers 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- KEOLYBMGRQYQTN-UHFFFAOYSA-N (4-bromophenyl)-phenylmethanone Chemical compound C1=CC(Br)=CC=C1C(=O)C1=CC=CC=C1 KEOLYBMGRQYQTN-UHFFFAOYSA-N 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 1
- CERJZAHSUZVMCH-UHFFFAOYSA-N 2,2-dichloro-1-phenylethanone Chemical compound ClC(Cl)C(=O)C1=CC=CC=C1 CERJZAHSUZVMCH-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 1
- 241000178435 Eliokarmos dubius Species 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- JUVIOZPCNVVQFO-HBGVWJBISA-N rotenone Chemical compound O([C@H](CC1=C2O3)C(C)=C)C1=CC=C2C(=O)[C@@H]1[C@H]3COC2=C1C=C(OC)C(OC)=C2 JUVIOZPCNVVQFO-HBGVWJBISA-N 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は紫外線架橋性ホットメルト型接着剤組成物、特
に光ディスクの貼合せなどに用いられる接着剤に関する
。さらに詳しくは本発明の接着剤組成物は、特定の合成
ゴム成分に紫外線架橋性オリゴマーおよび光重合開始剤
を配合し、これを紫外線照射ＩＶ熱照射により架橋して
耐熱性の向上および塗布時の熱安定性の向上をはかった
ちのである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to an ultraviolet crosslinkable hot-melt adhesive composition, particularly an adhesive used for laminating optical discs. More specifically, in the adhesive composition of the present invention, a specific synthetic rubber component is blended with an ultraviolet crosslinkable oligomer and a photopolymerization initiator, and this is crosslinked by ultraviolet irradiation and IV heat irradiation to improve heat resistance and to improve heat resistance during application. The aim was to improve thermal stability.
［従来の技術および課題号
ホットメルト型接着剤は、無溶剤型で用いることができ
、溶融冷却して固化接着することから初期接着力の要求
される各種の分野で広く使用されている。特に光ディス
クの製造分野においては、両面光ディスクあるいは基板
との貼合せ用接着剤として検討かなされている。[Prior Art and Problems Hot melt adhesives can be used in a solvent-free manner and are widely used in various fields where initial adhesive strength is required because they are melted and cooled to solidify and adhere. Particularly in the field of manufacturing optical discs, it is being studied as an adhesive for bonding double-sided optical discs or substrates.
例えば、特開昭５８−１０８０４４号公報には、ブロッ
ク状熱可塑性エラストマー、粘着付与剤および軟化剤か
らなり軟化点や溶融粘度を調整したホットメルト型接着
剤が開示されている。このような接着剤を使用するにあ
たっては、ディスクに損傷を与えないようなるべく低温
、低粘度で塗布を行うことが必要である。しかしながら
、低温低粘度のホットメルト型接着剤では使用後の接着
剤の耐熱性は充分でない。このようにホットメルト型接
着剤は、その塗布性能と耐熱性とをバランスさせること
は非常に困難であり、使用範囲も制限されてｔ）る。For example, Japanese Unexamined Patent Publication No. 58-108044 discloses a hot-melt adhesive comprising a block-shaped thermoplastic elastomer, a tackifier, and a softener, and whose softening point and melt viscosity are adjusted. When using such an adhesive, it is necessary to apply the adhesive at as low a temperature and as low a viscosity as possible so as not to damage the disk. However, hot-melt adhesives with low temperatures and low viscosity do not have sufficient heat resistance after use. As described above, it is very difficult to balance the application performance and heat resistance of hot melt adhesives, and the range of use is also limited.
このような欠点を解消するｆこめ、ホットメルト型接着
剤に放射線硬化性化合物（アクリレートモノマーなと）
を配合し、これを放射線照射により硬化して耐熱性を向
上させる試みもなされている（特開昭４７−１０８６号
公報、西独特許公開第２３５００８０号公報参照）。し
かし、アクリレートモノマーは配合時あるいは塗布作業
時の加熱によって容易に熱重合を起こし、ホットメルト
型接着剤の増粘、ゲル化か頻繁に起こる。このため、混
練から塗布までのプロセスを一連の作業で短時間に行う
必要がある。To overcome these drawbacks, hot-melt adhesives contain radiation-curable compounds (such as acrylate monomers).
Attempts have also been made to improve heat resistance by blending and curing this by radiation irradiation (see Japanese Patent Laid-Open No. 1086/1986 and West German Patent Publication No. 2350080). However, acrylate monomers easily undergo thermal polymerization due to heating during compounding or coating operations, which frequently causes thickening and gelation of hot melt adhesives. Therefore, it is necessary to perform the process from kneading to coating in a short time as a series of operations.
そこで本発明者らは、かかるＵＶ硬化により接着剤の耐
熱性の向上をはかると共に接着作業時の熱安定化をはか
るべく鋭意検討を進めたところ、特定の合成ゴム成分、
紫外線架橋性オリゴマーおよび光重合開始剤を配合し、
これをＵＶ照射すれば、所期の目的が達成されることを
見出し本発明を完成するに至った。Therefore, the present inventors conducted intensive studies to improve the heat resistance of adhesives by UV curing and to stabilize heat during bonding work, and found that a specific synthetic rubber component,
Contains ultraviolet crosslinkable oligomer and photopolymerization initiator,
It was discovered that the intended purpose could be achieved by irradiating this with UV light, and the present invention was completed.
［課題を解決するための手段：
すなわち本発明は、イソブチレジおよびイソプレンから
選ばれ１こ少なくとも１種のモノマーを重合した合成ゴ
ム成分、１分子中に少なくとも１つのアクリロイル基を
有する飽和炭化水素オリゴマー、並びに光重合開始剤か
らなることを特徴とする紫外線架橋性ホットメルト型接
着剤組成物を提供するものである。[Means for Solving the Problems: That is, the present invention provides a synthetic rubber component polymerized with at least one monomer selected from isobutylene and isoprene, a saturated hydrocarbon oligomer having at least one acryloyl group in one molecule, The present invention also provides an ultraviolet crosslinkable hot melt adhesive composition characterized by comprising a photopolymerization initiator.
本発明組成物で用いる合成ゴム成分としては、イソブチ
レンまたはイソプレンの合成ゴムあるいはこれらの共重
合体、及びその部分架橋物またはこれらの混合物が用い
られる。As the synthetic rubber component used in the composition of the present invention, synthetic rubbers of isobutylene or isoprene, copolymers thereof, partially crosslinked products thereof, or mixtures thereof are used.
例えばイソブチレンの合成ゴムとしてはエクソン化学社
製ビスタネックスＬＭＭＳ （粘度平均分子量：８７０
０〜１０，０００）、ＬＭＭＩ（（粘度平均分子量１０
，０００〜１１，７００）、ＭＭＬ−１４０（１１７，
０００〜１３５，０００）等が挙げられる。For example, as a synthetic rubber of isobutylene, Vistanex LMMS manufactured by Exxon Chemical Co., Ltd. (viscosity average molecular weight: 870
0 to 10,000), LMMI ((viscosity average molecular weight 10
,000-11,700), MML-140 (117,
000 to 135,000).
イソプレンの合成ゴムとしてはクリフレックスＩＲ−３
０５（ムーニー粘度・５５〜６０−ＭＬ＋＋４，１００
℃；ンエル化学社製）などが挙げられる。Kryflex IR-3 is an isoprene synthetic rubber.
05 (Mooney viscosity 55-60-ML++4,100
°C; manufactured by Neru Kagaku Co., Ltd.).
イソブチレン−イソプレン共重合体の合成ゴムとしては
、＃０６５ （ムーニー粘度・４１〜４９−ＭＬ−８１
００℃、エクソン化学社製）、＃２６８（ムーニー粘度
４６〜５６−ＭＬ−８゜夏２５℃）、その他＃１００
、＃３０１（ポリサーブチル社製）等が挙げられる。As a synthetic rubber of isobutylene-isoprene copolymer, #065 (Mooney viscosity, 41-49-ML-81
00℃, manufactured by Exxon Chemical Co.), #268 (Mooney viscosity 46-56-ML-8゜Summer 25℃), other #100
, #301 (manufactured by Polyservutyl Co., Ltd.), and the like.
イソブチレン−イソプレン共重合体の部分架橋物として
は、エスコラント＃ｌＯ（ムーニー粘度・３５〜５５−
ＭＬ１＋３，１２１°Ｃ；エクソン化学社製）等が挙げ
られる。As a partially crosslinked isobutylene-isoprene copolymer, Escolant #1O (Mooney viscosity: 35-55-
ML1+3,121°C; manufactured by Exxon Chemical Co., Ltd.), and the like.
本発明組成物においては１分子中に少なくとも１つのア
クリロイル基を有する飽和炭化水素系オリゴマーの紫外
線架橋性成分が用いられる。かかる紫外線架橋成分のオ
リゴマーとしては具体的には、１分子中に少なくとも１
つの水酸基またはカルボキシル基を含有する飽和炭化水
素系オリゴマー、例えば水酸基、カルボキシル基を導入
した水添ポリブタノエン、ポリブテン、水添ポリイソプ
レン、ポリイソブチレンなどの飽和炭化水素系オリゴマ
ーのアクリレート、例えばウレタンアクリレート、エス
テルアクリレートまたはエステルアクリレートか挙げら
れ、これらの１種または２種以上が用いられる。In the composition of the present invention, an ultraviolet crosslinkable component of a saturated hydrocarbon oligomer having at least one acryloyl group in one molecule is used. Specifically, the oligomer of the ultraviolet crosslinking component includes at least one oligomer in one molecule.
Acrylates of saturated hydrocarbon oligomers such as hydrogenated polybutanoene, polybutene, hydrogenated polyisoprene, and polyisobutylene into which hydroxyl or carboxyl groups have been introduced, such as urethane acrylates and esters. Examples include acrylates and ester acrylates, and one or more of these may be used.
該オリゴマーの配合量は通常、合成ゴム成分１００部（
重量部、以下同様）に対して５〜１００部、好ましくは
１０〜４０部である。該オリゴマーの配合量が５部未満
であると耐熱性が充分に向上せず、一方、配合量が１０
０部を越えると粘着性が低下する。The amount of the oligomer is usually 100 parts of the synthetic rubber component (
The amount is 5 to 100 parts, preferably 10 to 40 parts by weight. If the amount of the oligomer is less than 5 parts, the heat resistance will not be sufficiently improved; on the other hand, if the amount of the oligomer is less than 10 parts,
If it exceeds 0 parts, the tackiness will decrease.
次に本発明組成物に用いる光重合開始剤としては、ＵＶ
照射によりラジカルを発生する公知の光重合開始剤がい
ずれも用いられる。かかる光重合開始剤としては、例え
ばベンゾインエーテル系（ベンゾインイソプロピルエー
テル、ベンゾインイソブチルエーテルなど）、ベンゾフ
ェノン系（ベンゾフェノン、ｐ−メトキンベンゾフェノ
ン、ｐ−ブロモベンゾフェノンなど）、アセトフェノン
系（ヘンノルメチルケタール、２．２−ンエトキンアセ
トフェノン、１．１−ジクロロアセトフェノンなど）、
チオキサントン系（２−クロロチオキサントンなど）が
挙げられる。これら光重合開始剤の使用量は通常、紫外
線架橋性成分のオリゴマー１００重量部に対して０５〜
２０重量部であるのが好ましい。Next, as a photopolymerization initiator used in the composition of the present invention, UV
Any known photopolymerization initiator that generates radicals upon irradiation can be used. Examples of such photopolymerization initiators include benzoin ether type (benzoin isopropyl ether, benzoin isobutyl ether, etc.), benzophenone type (benzophenone, p-methquine benzophenone, p-bromobenzophenone, etc.), acetophenone type (hennolmethyl ketal, 2 .2-ethquinacetophenone, 1,1-dichloroacetophenone, etc.),
Examples include thioxanthone (2-chlorothioxanthone, etc.). The amount of these photopolymerization initiators used is usually 0.5 to 0.05 parts by weight per 100 parts by weight of the oligomer of the ultraviolet crosslinkable component.
Preferably it is 20 parts by weight.
本発明の紫外線架橋性ホットメルト型接着剤組成物は、
前記合成ゴム成分、紫外線架橋性の飽和炭化水素系オリ
ゴマーおよび光重合開始剤を所定割合で配合し、更に必
要に応じて公知の充填剤、老化防止剤、重合禁止剤等を
加えて調製され、通常８０〜１８０°Ｃの温度で溶融し
て使用に供する。The ultraviolet crosslinkable hot melt adhesive composition of the present invention includes:
The synthetic rubber component, a UV-crosslinkable saturated hydrocarbon oligomer, and a photopolymerization initiator are blended in a predetermined ratio, and if necessary, known fillers, anti-aging agents, polymerization inhibitors, etc. are added. It is usually melted at a temperature of 80 to 180°C before use.
なお、溶融粘度は一般に１２０〜１５０℃の温度範囲で
５，０００〜３００，０００ｃｐｓに設定する。Note that the melt viscosity is generally set at 5,000 to 300,000 cps in a temperature range of 120 to 150°C.
本発明の接着剤組成物には、さらに必要に応じて熱可塑
性ポリマー（アククチツクポリプロピレン、低密度ポリ
エチレン、エチレン−プロピレン共重合体など）、粘着
付与剤（ロノン樹脂、水添石油樹脂、水添テルペン樹脂
、フェノール樹脂、クマロン樹脂など）、軟化剤（プロ
セス油、パラフィン油、ポリブテンなと）、ワックス類
を適量加えるのが好ましい。水添タイプの粘着付与剤は
、相溶性が良く、熱安定性に悪影響を及ぼさず、また吸
水率も低いので良好な耐食性をもたらす。The adhesive composition of the present invention may further include thermoplastic polymers (actic polypropylene, low density polyethylene, ethylene-propylene copolymer, etc.), tackifiers (ronone resin, hydrogenated petroleum resin, water It is preferable to add appropriate amounts of additives (terpene resin, phenol resin, coumaron resin, etc.), softeners (process oil, paraffin oil, polybutene, etc.), and waxes. Hydrogenated tackifiers have good compatibility, do not adversely affect thermal stability, and have low water absorption, so they provide good corrosion resistance.
本発明接着剤組成物を用いて接着作業を行うには、まず
該接着剤組成物を溶融し、これを一方の被着体（例えば
光デイスク基板）の接着面に厚みｌＯ〜５０μにて塗布
（例えばロールコータ−使用）後、ＵＶを照射する。次
いで、接着剤が塗布されていない別の被着体（例えば光
ディスクの裏面）を重ねて０ 、２〜２０ ｋｇ／ａｍ
’で圧締するか、または重ね合わせて圧締後にＵＶ照射
する。To perform bonding work using the adhesive composition of the present invention, first melt the adhesive composition and apply it to the adhesive surface of one adherend (for example, an optical disk substrate) to a thickness of 10 to 50 μm. After that (using a roll coater, for example), UV irradiation is performed. Next, another adherend to which no adhesive has been applied (for example, the back side of an optical disk) is placed on top of the other adherend and heated at 0.2 to 20 kg/am.
', or overlap them and irradiate them with UV light after pressing.
［作用］
本発明接着剤組成物によれば、低温、低粘度塗布が可能
で、ＵＶ照射によってホットメルト型接着剤の物性を高
軟化点、高粘度のものに変えることができ、このためデ
ィスクに損傷を与えることなく、耐熱性の向上をはかる
ことができ、さらに耐湿性、耐候性も向上する。また、
アクリレートモノマーなどを含まないため作業時の熱安
定性に優れ、ポットライフが充分に長くなり、ディスク
基板のプラスチックを侵食する恐れもない。[Function] According to the adhesive composition of the present invention, low temperature and low viscosity coating is possible, and the physical properties of the hot melt adhesive can be changed to one with a high softening point and high viscosity by UV irradiation. Heat resistance can be improved without causing damage to the material, and moisture resistance and weather resistance can also be improved. Also,
Since it does not contain acrylate monomers, it has excellent thermal stability during operation, has a sufficiently long pot life, and has no fear of corroding the plastic of the disk substrate.
さらに本発明接着剤は特定の合成ゴム成分を用いたため
、熱可塑性樹脂を用いたものと異なり粘着性か高く優れ
る。したがって、接着剤を被着体の両方に塗布すること
なく、一方に塗布して異種物質を接着することができる
。また、同種物質同士の接着も可能であり、両面塗布に
より異種物質あるいは同種物質の接着も可能である。Furthermore, since the adhesive of the present invention uses a specific synthetic rubber component, it has excellent adhesiveness, unlike adhesives using thermoplastic resins. Therefore, different materials can be bonded by applying the adhesive to one of the adherends without having to apply the adhesive to both sides. Furthermore, it is possible to bond similar materials together, and it is also possible to bond different or similar materials by coating on both sides.
［実施例］
次に実施例および比較例を挙げて本発明をより具体的に
説明する。[Example] Next, the present invention will be described in more detail with reference to Examples and Comparative Examples.
実施例１
成 分 重量部イソブ
チレン−イソプレン共重合体＃０６５ ２０（エクソ
ン化学社製）
ポリイソブチレンＬＭＭＳ １０
（エクソン化学社製）
両末端アクリロイル基（ウレタンアクリレート ２０
タイプ）含有水添ポリブタジェンオリゴマーＴＥＡＩ−
３０００（日本曹達型）
粘着付与剤水素添加炭化水素樹脂 ３５ク
リアロンＭ−１１５（安原油脂製）
軟化剤ポリブテンＨＶ−３００１０
（白石化学社製）
光重合開始剤ベンジルジメチルケタール ２イ
ルガキユア６５１（日本チバガイギー社製）上記成分を
１２０〜２００°Ｃで溶融混合し、本発明の紫外線架橋
性ホットメルト型接着剤組成物を得た。この組成物の溶
融粘度（１２０℃）は９０．０ＯＯｃｐｓであった。Example 1 Ingredients Part by weight Isobutylene-isoprene copolymer #065 20 (manufactured by Exxon Chemical Co., Ltd.) Polyisobutylene LMMS 10
(Manufactured by Exxon Chemical Co., Ltd.) Both terminal acryloyl groups (urethane acrylate 20
type) containing hydrogenated polybutadiene oligomer TEAI-
3000 (Nippon Soda type) Tackifier hydrogenated hydrocarbon resin 35 Clearon M-115 (manufactured by Cheap Oil) Softener polybutene HV-30010 (manufactured by Shiraishi Kagaku Co., Ltd.) Photopolymerization initiator benzyl dimethyl ketal 2 Irgakiure 651 (manufactured by Nippon Ciba Geigy Co., Ltd.) The above components were melt-mixed at 120 to 200°C to obtain an ultraviolet crosslinkable hot-melt adhesive composition of the present invention. The melt viscosity (120°C) of this composition was 90.0OOcps.
実施例２
成 分 重量部イソブ
チレン−イソプレン共重合体＃０６５ １０（エクソ
ン化学社製）
ポリイソブチレンＬＭＭＳ １５
（エクソン化学社製）
プロピレン−エチレン−ブテン１共重合体 ５
ＲＴ２７３０（レキセン社製）
両末端アクリロイル基（ウレタンアクリレート ２５
タイプ）含有水添ポリブタジェンオリゴマーＴＥＡＩ−
３０００（日本曹達製）
粘着付与剤水素添加炭化水素樹脂 ３５ク
リアロンＭ−１１５（安原油脂製）
軟化剤ポリブテンＨＶ−３００ｓ
（８石化学社製）
光重合開始剤ベンジルジメチルケタール ２イ
ルカキユア６５１（日本チバガイギー社製）上記成分を
１２０〜２００℃で溶融混合し、本発明の紫外線架橋性
ホットメルト型接着剤組成物を得た。この組成物の溶融
粘度（１２０℃）は８０．０００ｃｐｓであった。Example 2 Ingredients Parts by weight Isobutylene-isoprene copolymer #065 10 (manufactured by Exxon Chemical Co., Ltd.) Polyisobutylene LMMS 15
(manufactured by Exxon Chemical Co., Ltd.) Propylene-ethylene-butene 1 copolymer 5
RT2730 (manufactured by Lexen) Acryloyl groups at both ends (urethane acrylate 25
type) containing hydrogenated polybutadiene oligomer TEAI-
3000 (manufactured by Nippon Soda) Tackifier hydrogenated hydrocarbon resin 35 Clearon M-115 (manufactured by Yasukawa Oil) Softener polybutene HV-300s (manufactured by Yaseki Kagaku Co., Ltd.) Photopolymerization initiator benzyl dimethyl ketal 2 Iruka Kyure 651 (manufactured by Nippon Ciba Geigy) The above components were melt-mixed at 120 to 200°C to obtain an ultraviolet crosslinkable hot melt adhesive composition of the present invention. The melt viscosity (120° C.) of this composition was 80.000 cps.
比較例１
実施例１の合成ゴム成分のイソブチレン−イソプレン共
重合体及びポリイソブチレンの代わりにポリスチレン−
エチレンブチレン共重合体ブロック状熱可塑性エラスト
マー（フレイトンＧＸ−１７２６；シェル化学社製）を
３５重量部使用する以外は実施例１と同様にしてホット
メルト型接着剤組成物を得た。溶融粘度（１２０℃）は
６０゜０００ｃｐｓであった。Comparative Example 1 In place of isobutylene-isoprene copolymer and polyisobutylene in the synthetic rubber component of Example 1, polystyrene-
A hot melt adhesive composition was obtained in the same manner as in Example 1, except that 35 parts by weight of an ethylene butylene copolymer block thermoplastic elastomer (Freighton GX-1726; manufactured by Shell Chemical Co., Ltd.) was used. The melt viscosity (120°C) was 60°000 cps.
比較例２
実施例Ｉの両末端アクリロイル基（ウレタンアクリレー
トタイプ）含有水添ポリブタジェンオリゴマーの代わり
にトリメチロールプロパントリアクリレートを同量使用
する以外は実施例１と同様にしてホットメルト型接着剤
組成物を得た。溶融粘度は４０，００Ｑｃｐｓてあった
。Comparative Example 2 A hot melt adhesive was prepared in the same manner as in Example 1, except that the same amount of trimethylolpropane triacrylate was used instead of the hydrogenated polybutadiene oligomer containing acryloyl groups at both ends (urethane acrylate type) in Example I. A composition was obtained. The melt viscosity was 40.00 Qcps.
（性能試験） 結果を第１表に示す。(performance test) The results are shown in Table 1.
熱安定性・
各接着剤を１２０℃の溶融状態で２４時間放置させた後
、状態変化を観察する。Thermal Stability - After leaving each adhesive in a molten state at 120°C for 24 hours, observe changes in state.
耐熱クリープ性； ２枚のポリカーボネート板（２５ｘ６０ｘｌ。Heat resistant creep property; 2 polycarbonate plates (25x60xl.
５ ｍ ｍ ）に対し、各接着剤を１２０℃で溶融して
厚み３０μにて塗布し、これにＵＶを９００ ｍＪ／ｃ
」２照射後、２５ｍｍラップさせて直ちに重ね合せて１
０ ｋｇ／ｃｍ’で圧締する。得られた貼合板を６０℃
の雰囲気中で、耐熱クリープ試験（荷重１００ｇ、垂直
落下時間）に供した。5 mm), each adhesive was melted at 120°C and applied to a thickness of 30μ, and UV was applied at 900 mJ/c.
” After 2 irradiation, wrap 25mm and immediately overlap 1.
Tighten at 0 kg/cm'. The obtained laminated board was heated to 60°C.
It was subjected to a heat-resistant creep test (load: 100 g, vertical drop time) in an atmosphere of
第 ｌ 表
ヒートサイクル試験：
１ｍｍ厚、１２０ｍｍφのポリカーボネート板に対し、
各接着剤を１２０℃で溶融して厚み３０μにて塗布し、
ＵＶを９００ｍＪ／ｃｍ’照射後、１ｍｍ厚、１２０ｍ
ｍφのガラス板を直ちに重ね合わせて２ ｋｇ／ｃｍ”
で圧締する。得られた貼合板を一２０℃、３０分／６０
℃、３０分を１サイクル／１時間として２０サイクルの
ヒートサイクル試験に供した。Table l Heat cycle test: For a polycarbonate plate with a thickness of 1 mm and a diameter of 120 mm,
Each adhesive was melted at 120℃ and applied to a thickness of 30μ,
After 900mJ/cm' UV irradiation, 1mm thickness, 120m
Immediately overlap glass plates of mφ to 2 kg/cm”
Tighten with. The obtained laminated board was heated at -20°C for 30 minutes/60
It was subjected to a heat cycle test of 20 cycles with 1 cycle/1 hour at 30 minutes at °C.
［発明の効果］
本発明の紫外線架橋性ホットメルト型接着剤組成物は、
耐熱性が高く、かつ低温、低粘度で塗布でき優れた塗布
性能を有する。しかも、アクリレートモノマーを配合し
た従来の紫外線架橋性ホットメルト型接着剤のごとく、
配合時、塗布作業時の加熱によって熱重合を起こし接着
剤の増粘、ゲル化が起こるようなことがなく、作業性が
著しく改善される。また、本発明の接着剤は粘着性が高
く、接着剤を被着体の一方に塗布して異種物質を接着す
ることができる。[Effect of the invention] The ultraviolet crosslinkable hot melt adhesive composition of the present invention has the following properties:
It has high heat resistance and can be applied at low temperatures and low viscosity, providing excellent coating performance. Moreover, like conventional ultraviolet crosslinkable hot melt adhesives containing acrylate monomers,
Workability is significantly improved because the adhesive does not thicken or gel due to thermal polymerization caused by heating during compounding and coating operations. Furthermore, the adhesive of the present invention has high tackiness, and can be applied to one side of an adherend to bond different materials together.
特許出願人 サンスター技研株式会社代理人弁理士
森 岡 博Patent applicant Sunstar Giken Co., Ltd. Representative Patent Attorney
Hiroshi Morioka
Claims (2)
くとも１種のモノマーを重合した合成ゴム成分、１分子
中に少なくとも１つのアクリロイル基を有する飽和炭化
水素系オリゴマー、並びに光重合開始剤からなることを
特徴とする紫外線架橋性ホットメルト型接着剤組成物。(1) A synthetic rubber component obtained by polymerizing at least one monomer selected from isobutylene and isoprene, a saturated hydrocarbon oligomer having at least one acryloyl group in one molecule, and a photopolymerization initiator. UV crosslinkable hot melt adhesive composition.
重量部に対して５〜１００重量部であり、光重合開始剤
の配合量がオリゴマー１００重量部に対して０．５〜２
０重量部である前記請求項１記載の紫外線架橋性ホット
メルト型接着剤組成物。(2) The blending amount of the oligomer is 100% of the synthetic rubber component.
The amount of the photopolymerization initiator is 5 to 100 parts by weight, and the amount of the photopolymerization initiator is 0.5 to 2 parts by weight based on 100 parts by weight of the oligomer.
The ultraviolet crosslinkable hot melt adhesive composition according to claim 1, which contains 0 parts by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2337378A JP2818909B2 (en) | 1990-11-30 | 1990-11-30 | UV crosslinkable hot melt adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2337378A JP2818909B2 (en) | 1990-11-30 | 1990-11-30 | UV crosslinkable hot melt adhesive composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04202581A true JPH04202581A (en) | 1992-07-23 |
| JP2818909B2 JP2818909B2 (en) | 1998-10-30 |
Family
ID=18308064
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2337378A Expired - Fee Related JP2818909B2 (en) | 1990-11-30 | 1990-11-30 | UV crosslinkable hot melt adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2818909B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6337118B1 (en) | 1998-08-20 | 2002-01-08 | Jsr Corporation | Adhesive for optical disks |
| JP2004531610A (en) * | 2001-05-09 | 2004-10-14 | ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン | Hot melt adhesive in granular form |
| US8921443B2 (en) | 2010-08-18 | 2014-12-30 | Henkel IP & Holding GmbH | Radiation curable temporary laminating adhesive for use in high temperature applications |
-
1990
- 1990-11-30 JP JP2337378A patent/JP2818909B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6337118B1 (en) | 1998-08-20 | 2002-01-08 | Jsr Corporation | Adhesive for optical disks |
| JP2004531610A (en) * | 2001-05-09 | 2004-10-14 | ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチエン | Hot melt adhesive in granular form |
| US8921443B2 (en) | 2010-08-18 | 2014-12-30 | Henkel IP & Holding GmbH | Radiation curable temporary laminating adhesive for use in high temperature applications |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2818909B2 (en) | 1998-10-30 |
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