JP2003013015A - Method of production for pressure sensitive adhesive sheet and pressure sensitive adhesive sheet - Google Patents

Method of production for pressure sensitive adhesive sheet and pressure sensitive adhesive sheet

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Publication number
JP2003013015A
JP2003013015A JP2001194734A JP2001194734A JP2003013015A JP 2003013015 A JP2003013015 A JP 2003013015A JP 2001194734 A JP2001194734 A JP 2001194734A JP 2001194734 A JP2001194734 A JP 2001194734A JP 2003013015 A JP2003013015 A JP 2003013015A
Authority
JP
Japan
Prior art keywords
ultraviolet
sensitive adhesive
adhesive sheet
pressure
irradiation
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
Application number
JP2001194734A
Other languages
Japanese (ja)
Other versions
JP4730800B2 (en
Inventor
Rie Mogi
理恵 茂木
Kunio Nagasaki
国夫 長崎
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.)
Nitto Denko Corp
Original Assignee
Nitto Denko Corp
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 Nitto Denko Corp filed Critical Nitto Denko Corp
Priority to JP2001194734A priority Critical patent/JP4730800B2/en
Publication of JP2003013015A publication Critical patent/JP2003013015A/en
Application granted granted Critical
Publication of JP4730800B2 publication Critical patent/JP4730800B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

PROBLEM TO BE SOLVED: To provide a method of producing a pressure sensitive adhesive sheet using a UV-curing adhesive composition, excellent in productivity including possibility of a high speed polymerization, balance of adhesion such as adhesive strength, cohesive strength or the like and accuracy of the surface of the adhesive. SOLUTION: This method for producing the pressure sensitive adhesive sheet having an adhesive layer comprising a cured polymerized product of the UV- curing adhesive composition by coating the UV-curing adhesive composition including a vinyl-based monomer as the main ingredient on a material and then irradiating UV-ray, the UV-irradiating process comprises a first process irradiating UV-ray having >=30 mW/cm<2> of optical intensity of illumination and a second process irradiating UV-ray having intensity of illumination lower than the first process to substantially complete the polymerization reaction.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は感圧性接着シートの
製造方法に関する。また、本発明は当該製造方法により
得られた感圧性接着シート、さらには当該感圧性接着シ
ートおける基材上に形成されている感圧性接着剤に関す
る。
TECHNICAL FIELD The present invention relates to a method for producing a pressure-sensitive adhesive sheet. The present invention also relates to the pressure-sensitive adhesive sheet obtained by the manufacturing method, and further to the pressure-sensitive adhesive formed on the substrate of the pressure-sensitive adhesive sheet.

【0002】[0002]

【従来の技術】従来、アクリル系感圧性接着剤は、アル
キルアクリレート系モノマーを主成分とするビニル系モ
ノマーを溶液重合することにより調製され、また当該溶
剤型接着剤は基材に塗布、乾燥することにより感圧性接
着シートを製造してきた。近年では、大気汚染や環境問
題等を考慮して、紫外線硬化性接着剤組成物を用いて感
圧性接着シートが製造されている。紫外線硬化性接着剤
組成物は無溶剤で使用でき安全面、環境面で特に有利で
ある。
2. Description of the Related Art Conventionally, acrylic pressure-sensitive adhesives have been prepared by solution polymerization of a vinyl-based monomer having an alkyl acrylate-based monomer as a main component, and the solvent-based adhesive is applied to a substrate and dried. As a result, pressure-sensitive adhesive sheets have been manufactured. In recent years, pressure-sensitive adhesive sheets have been manufactured using ultraviolet curable adhesive compositions in consideration of air pollution, environmental problems and the like. The UV-curable adhesive composition can be used without a solvent and is particularly advantageous in terms of safety and environment.

【0003】紫外線硬化性接着剤組成物を利用した感圧
性接着シートまたはテープの製法として、たとえば、米
国特許第4181752号明細書には、アルキルアクリ
レート系モノマーを主成分とするビニル系モノマーに光
重合開始剤を添加した液状組成物を基材に塗布または含
浸し、これに波長300〜400nmで光照度が0.1
〜7mW/cm2 の紫外線を照射して上記ビニル系モノ
マーを重合反応させる方法が開示されている。この方法
は、紫外線の光照度を比較的低照度にすることにより上
記ビニル系モノマーによる重合体の高分子量化を行い、
それにより接着剤の性能(凝集力)を高めたものであ
る。しかし、光重合速度は光重合開始剤量と紫外線照度
の積の平方根に比例するため、前記方法のように低照射
度の紫外線照射を行うと、高分子量化により凝集力が向
上する反面、重合速度が遅くなり生産面での問題が生じ
る。このような問題に対し、生産性を考慮して、低照度
の紫外線を照射する場合には、光重合開始剤量の増量を
行うことが考えられる。しかしながら、光重合開始剤を
多量に添加すると、生成物の分子量が十分に高分子量化
せず、接着剤として必要な凝集力が得られず性能の低下
が起きることが考えられる。
As a method for producing a pressure-sensitive adhesive sheet or tape using an ultraviolet-curable adhesive composition, for example, US Pat. No. 4,181,752 discloses a photopolymerization of a vinyl-based monomer containing an alkyl acrylate-based monomer as a main component. The substrate is coated or impregnated with the liquid composition added with the initiator, and the illuminance at a wavelength of 300 to 400 nm is 0.1.
There is disclosed a method of polymerizing the vinyl-based monomer by irradiating with ultraviolet rays of ˜7 mW / cm 2 . This method is to increase the molecular weight of the polymer by the vinyl monomer by making the light intensity of ultraviolet light relatively low,
As a result, the performance (cohesion) of the adhesive is improved. However, since the photopolymerization rate is proportional to the square root of the product of the amount of photopolymerization initiator and the illuminance of ultraviolet light, when UV irradiation with a low irradiation degree is performed as in the above method, the cohesive force is improved by the increase in the molecular weight, but the polymerization It slows down and causes production problems. In view of such a problem, it is conceivable to increase the amount of the photopolymerization initiator in the case of irradiating with ultraviolet light of low illuminance in consideration of productivity. However, when a large amount of the photopolymerization initiator is added, the molecular weight of the product does not become sufficiently high, and the cohesive force required for the adhesive cannot be obtained, resulting in deterioration of performance.

【0004】これらの問題点に対し、特公平7−538
49号では、始めに光照度が0.1〜30mW/cm2
の紫外線を照射してビニル系モノマーのうちの少なくと
も90重量%を重合反応させ、その後に前記光照度より
も光照度が高い紫外線を照射することにより生産性と粘
着性能の両立ができるという方法が示されている。しか
しながら、上記方法では、照射開始時の紫外線照射が低
照度であるため、重合開始までの誘導期間が長く、また
重合反応の大部分が終わるまで低照度の紫外線を照射す
るため、重合反応時間が長くなり生産性に劣るという問
題が生じる。また、重合速度が遅いため、塗工後、紫外
線照射ゾーン内でシートとしての形状が安定するまでに
時間が掛かり、糊面の厚さが十分でなく、また糊面が荒
れやすいという糊面精度の問題も発生する。
To solve these problems, Japanese Patent Publication No. 7-538
In No. 49, the light illuminance is 0.1 to 30 mW / cm 2 at the beginning.
A method is shown in which both productivity and adhesive performance can be achieved by irradiating at least 90% by weight of the vinyl-based monomer to cause a polymerization reaction, and then irradiating with ultraviolet light having a higher light illuminance than the above light illuminance. ing. However, in the above method, since the ultraviolet irradiation at the start of irradiation has a low illuminance, the induction period until the start of polymerization is long, and since irradiation with low illuminance of ultraviolet rays is performed until most of the polymerization reaction ends, the polymerization reaction time There is a problem that it becomes long and the productivity is poor. In addition, since the polymerization rate is slow, it takes time for the shape of the sheet to stabilize in the ultraviolet irradiation zone after coating, the adhesive surface thickness is not sufficient, and the adhesive surface accuracy is likely to be rough. The problem of occurs.

【0005】[0005]

【発明が解決しようとする課題】本発明は、上記の問題
を解決しようとするものであり、紫外線硬化性接着剤組
成物を利用した感圧性接着シートの製造方法であって、
高速の重合が可能で生産性に優れ、しかも接着力、凝集
力等の粘着性能のバランスに優れ、接着剤層の糊面精度
の良好な感圧性接着シートの製造方法を提供することを
目的とする。また、本発明は当該製造方法により得られ
た感圧性接着シート、さらには当該感圧性接着シートお
ける基材上に形成されている感圧性接着剤を提供するこ
とを目的とする。
DISCLOSURE OF THE INVENTION The present invention is intended to solve the above problems, and is a method for producing a pressure-sensitive adhesive sheet using an ultraviolet-curable adhesive composition,
An object of the present invention is to provide a method for producing a pressure-sensitive adhesive sheet which is capable of high-speed polymerization and is excellent in productivity, and also has an excellent balance of adhesive strength such as adhesive strength and cohesive strength, and good adhesive surface precision of the adhesive layer. To do. Another object of the present invention is to provide a pressure-sensitive adhesive sheet obtained by the manufacturing method, and further to provide a pressure-sensitive adhesive formed on a substrate of the pressure-sensitive adhesive sheet.

【0006】[0006]

【課題を解決するための手段】本発明者らは、上記課題
を解決すく、鋭意検討した結果、以下に示す感圧性接着
シートの製造方法の製造方法により、上記目的を達成で
きることを見出し、本発明を完成するに至った。
Means for Solving the Problems The present inventors have found that the above objects can be achieved by the manufacturing method of the pressure-sensitive adhesive sheet manufacturing method shown below as a result of diligent research to solve the above problems. The invention was completed.

【0007】すなわち本発明は、基材上に、ビニル系モ
ノマーを主成分として含有する紫外線硬化性接着剤組成
物を塗布した後に紫外線照射することにより、前記紫外
線硬化性接着剤組成物の重合硬化物からなる接着剤層を
有する感圧性接着シートを製造する方法において、前記
紫外線照射工程が、光照度30mW/cm2 以上の紫外
線照射を行う第一工程、次いで第一工程よりも低い光照
度の紫外線照射を行い実質的に重合反応を完了させる第
二工程を有することを特徴とする感圧性接着シートの製
造方法、に関する。
That is, according to the present invention, a UV-curable adhesive composition containing a vinyl-based monomer as a main component is coated on a substrate and then irradiated with UV rays to polymerize and cure the UV-curable adhesive composition. In the method for producing a pressure-sensitive adhesive sheet having an adhesive layer composed of a material, the ultraviolet irradiation step comprises a first step of performing ultraviolet irradiation with a light illuminance of 30 mW / cm 2 or more, and then an ultraviolet irradiation with a light illuminance lower than that of the first step. And a second step of substantially completing the polymerization reaction.

【0008】上記本発明では、まず紫外線照射の第一工
程において、光照度30mW/cm 2 以上の紫外線照射
を行う。このように第一段階目に比較的高照度の紫外線
照射を行うことにより、ビニル系モノマーの重合開始ま
での重合誘導期間を短縮することができ高速重合により
生産性が向上する。また速やかに重合反応が進行するた
め、得られるシート形状が安定し糊面精度が向上する。
第一工程の光照度は、35mW/cm2 以上とするのが
好ましい。なお、第一工程の光照度は30〜350mW
/cm2 の範囲で行うのが好ましい。
In the present invention, first, the first step of ultraviolet irradiation is carried out.
Light illuminance of 30 mW / cm 2 UV irradiation above
I do. In this way, in the first stage ultraviolet rays of relatively high illuminance
By irradiating, the polymerization of vinyl monomer is started.
The high-speed polymerization can shorten the polymerization induction period
Productivity is improved. Also, the polymerization reaction proceeded rapidly.
Therefore, the obtained sheet shape is stable and the adhesive surface accuracy is improved.
The light illuminance in the first step is 35 mW / cm2 The above is
preferable. The light illuminance in the first step is 30 to 350 mW.
/ Cm2 It is preferable to carry out in the range of.

【0009】次いで、第二工程では実質的に重合反応が
完了するまで、第一工程の光照射よりも低い照度の紫外
線を照射するため紫外線硬化性接着剤組成物の重合硬化
物が高分子量化され、接着力、凝集力等の粘着性能のバ
ランスに優れた接着剤層が得られる。実質的な重合反応
の完了は、重合硬化物の重合率が98%程度以上となっ
ていることをいう。
Next, in the second step, ultraviolet rays having an illuminance lower than that of the light irradiation in the first step are irradiated until the polymerization reaction is substantially completed, so that the polymerization cured product of the ultraviolet curable adhesive composition has a high molecular weight. Thus, an adhesive layer having an excellent balance of adhesive performance such as adhesive strength and cohesive strength can be obtained. The substantial completion of the polymerization reaction means that the polymerization rate of the cured polymer is about 98% or more.

【0010】また本発明は、基材上に、ビニル系モノマ
ーを主成分として含有する紫外線硬化性接着剤組成物を
塗布した後に紫外線照射することにより、前記紫外線硬
化性接着剤組成物の重合硬化物からなる接着剤層を有す
る感圧性接着シートを製造する方法において、前記紫外
線照射工程が、光照度30mW/cm2 以上の紫外線照
射を行う第一工程、次いで第一工程よりも低い光照度の
紫外線照射により紫外線硬化性接着剤組成物の重合硬化
物の重合率を少なくとも70%にする第二工程、次いで
光照度30mW/cm2 以上の紫外線照射を行い実質的
に重合反応を完了させる第三工程を有することを特徴と
する感圧性接着シートの製造方法、に関する。
In the present invention, the ultraviolet-curable adhesive composition containing a vinyl-based monomer as a main component is coated on a substrate and then irradiated with ultraviolet rays to polymerize and cure the ultraviolet-curable adhesive composition. In the method for producing a pressure-sensitive adhesive sheet having an adhesive layer composed of a material, the ultraviolet irradiation step comprises a first step of performing ultraviolet irradiation with a light illuminance of 30 mW / cm 2 or more, and then an ultraviolet irradiation with a light illuminance lower than that of the first step. Has a second step of increasing the degree of polymerization of the cured product of the UV-curable adhesive composition to at least 70%, and then a third step of irradiating the UV with a light illuminance of 30 mW / cm 2 or more to substantially complete the polymerization reaction. A method of manufacturing a pressure-sensitive adhesive sheet, comprising:

【0011】本発明の感圧性接着シートの製造方法おけ
る生産性を更に向上を高める場合には、第二工程による
紫外線照射により重合を実質的に終了させずに、紫外線
硬化性接着剤組成物の重合硬化物の重合率を少なくとも
70%とした後、再び光照度30mW/cm2 以上の比
較的高照度の紫外線照射を必要な時間、照射すること
で、重合反応終了までの時間を更に短くすることが可能
である。かかる第三工程の光照度も第一工程と同様に、
35mW/cm2 以上とするのが好ましい。なお、第三
工程の光照度も30〜350mW/cm2 の範囲で行う
のが好ましい。
In order to further improve the productivity in the method for producing the pressure-sensitive adhesive sheet of the present invention, the UV-curable adhesive composition of the UV-curable adhesive composition can be obtained without substantially completing the polymerization by the UV irradiation in the second step. To further shorten the time until the completion of the polymerization reaction by setting the polymerization rate of the cured product to at least 70% and then irradiating it again with UV light of relatively high illuminance of 30 mW / cm 2 or more for the required time. Is possible. The light illuminance of the third step is the same as that of the first step.
It is preferably 35 mW / cm 2 or more. The light illuminance in the third step is also preferably in the range of 30 to 350 mW / cm 2 .

【0012】前記感圧性接着シートの製造方法におい
て、第一工程の紫外線照射時間が、紫外線の全照射時間
の20%以下であることが好ましい。
In the method for producing a pressure-sensitive adhesive sheet, the ultraviolet irradiation time in the first step is preferably 20% or less of the total irradiation time of ultraviolet rays.

【0013】第一工程の比較的高照度の紫外線照射の時
間が長くなると第二工程の比較的低照度の紫外線照射の
時間が短くなり、紫外線硬化性接着剤組成物の重合硬化
物が十分に高分子量化されず接着力、凝集力等の粘着性
能のバランスに優れた接着剤層を得難くなるため、第一
工程の紫外線照射時間は、紫外線の全照射時間の20%
以下、好ましくは15%以下、さらに好ましくは10%
以下である。なお、第一工程の紫外線照射時間は、紫外
線の全照射時間の通常、2%以上とするのが好適であ
る。紫外線硬化性接着剤組成物の第一工程での重合率は
40%以下、好ましくは30%以下、さらに好ましくは
20%以下とするのが好適である。
When the time of the relatively high illuminance ultraviolet irradiation in the first step is prolonged, the time of the relatively low illuminance ultraviolet irradiation in the second step is shortened, so that the polymerized and cured product of the ultraviolet curable adhesive composition can be sufficiently obtained. Since it is difficult to obtain an adhesive layer that does not have a high molecular weight and has a good balance of adhesive properties such as adhesive strength and cohesive strength, the ultraviolet irradiation time in the first step is 20% of the total irradiation time of ultraviolet rays.
Or less, preferably 15% or less, more preferably 10%
It is the following. The UV irradiation time in the first step is usually preferably 2% or more of the total UV irradiation time. The polymerization rate of the ultraviolet curable adhesive composition in the first step is preferably 40% or less, preferably 30% or less, more preferably 20% or less.

【0014】前記感圧性接着シートの製造方法におい
て、第二工程における紫外線の光照度が30mW/cm
2 未満であることが好ましい。
In the method for producing the pressure-sensitive adhesive sheet, the light illuminance of ultraviolet rays in the second step is 30 mW / cm.
It is preferably less than 2 .

【0015】第二工程による紫外線照射による光照度
は、第一工程における光照度よりも低いものであれば特
に制限されないが、紫外線硬化性接着剤組成物の重合硬
化物を高分子量化するには、第二工程における紫外線の
光照度が30mW/cm2 未満、より好ましくは0.2
〜25mW/cm2 、さらには1〜10mW/cm2
するのが好適である。
The light illuminance due to the UV irradiation in the second step is not particularly limited as long as it is lower than the light illuminance in the first step, but in order to make the polymerization cured product of the UV curable adhesive composition have a high molecular weight, The light illuminance of ultraviolet light in the two steps is less than 30 mW / cm 2 , more preferably 0.2.
-25 mW / cm 2 , and more preferably 1-10 mW / cm 2 .

【0016】また、本発明は、前記感圧性接着シートの
製造方法により得られた感圧性接着シート、に関する。
さらには、前記感圧性接着シートの製造方法により得ら
れた感圧性接着シートにおける基材上に形成されている
感圧性接着剤、に関する。
The present invention also relates to the pressure-sensitive adhesive sheet obtained by the method for producing the pressure-sensitive adhesive sheet.
Further, the present invention relates to a pressure-sensitive adhesive formed on a substrate in the pressure-sensitive adhesive sheet obtained by the method for producing a pressure-sensitive adhesive sheet.

【0017】[0017]

【発明の実施の形態】以下、本発明を詳細に説明する。BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below.

【0018】本発明の紫外線硬化性接着剤組成物は、接
着剤組成物として用いられているビニル系モノマーを主
成分として含有してなるものである。ビニル系モノマー
は、アルキル(メタ)アクリレートを主成分とする。な
お、アルキル(メタ)アクリレートとは、とは、アルキ
ルアクリレートおよび/またはアルキルメタクリレート
を意味し、以下(メタ)は同様の意味である。
The ultraviolet-curable adhesive composition of the present invention contains a vinyl-based monomer used as an adhesive composition as a main component. The vinyl-based monomer has an alkyl (meth) acrylate as a main component. In addition, with an alkyl (meth) acrylate, means an alkyl acrylate and / or an alkyl methacrylate, and the following (meth) has the same meaning.

【0019】アルキル(メタ)アクリレートとしては、
アルキル基の炭素数が1〜14程度の範囲のもの、好ま
しくはアルキル基の炭素数が4〜14程度の範囲のもの
があげられる。かかるアルキル(メタ)アクリレートと
しては、たとえば、メチル(メタ)アクリレート、n−
ブチル(メタ)アクリレート、2−エチルヘキシル(メ
タ)アクリレート、イソオクチル(メタ)アクリレー
ト、イソノニル(メタ)アクリレートなどの例示でき
る。
As the alkyl (meth) acrylate,
The alkyl group has a carbon number in the range of about 1 to 14, and preferably the alkyl group has a carbon number in the range of about 4 to 14. Examples of such alkyl (meth) acrylates include methyl (meth) acrylate and n-
Examples thereof include butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, and isononyl (meth) acrylate.

【0020】紫外線硬化性接着剤組成物は、アルキル
(メタ)アクリレートの他に、これと共重合可能な極性
基含有モノマーを含んでいてもよい。極性基含有モノマ
ーとしては、(メタ)アクリル酸、カルボキシエチル
(メタ)アクリレート、カルボキシペンチル(メタ)ア
クリレート、イタコン酸、マレイン酸、フマル酸、クロ
トン酸などのカルボキシル基含有モノマー;無水マレイ
ン酸、無水イタコン酸などの酸無水物モノマー;(メ
タ)アクリル酸2−ヒドロキシエチル、(メタ)アクリ
ル酸2−ヒドロキシプロピル、(メタ)アクリル酸4−
ヒドロキシブチル、(メタ)アクリル酸6−ヒドロキシ
ヘキシル、(メタ)アクリル酸8−ヒドロキシオクチ
ル、(メタ)アクリル酸10−ヒドロキシデシル、(メ
タ)アクリル酸12−ヒドロキシラウリル、(4−ヒド
ロキシメチルシクロヘキシル)メチル(メタ)アクリレ
ートなどのヒドロキシル基含有モノマー;スチレンスル
ホン酸、アリルスルホン酸、2−(メタ)アクリルアミ
ド−2−メチルプロパンスルホン酸、(メタ)アクリル
アミドプロパンスルホン酸、スルホプロピル(メタ)ア
クリレート、(メタ)アクリロイルオキシナフタレンス
ルホン酸などのスルホン酸基含有モノマー;2−ヒドロ
キシエチルアクリロイルホスフェートなどのリン酸基含
有モノマー;アクリルアミド、アクリロニトリル、アク
リロイルモルホリン、イソボルニルアクリレート、スチ
レンなどがあげられる。
The UV-curable adhesive composition may contain, in addition to the alkyl (meth) acrylate, a polar group-containing monomer copolymerizable therewith. Examples of polar group-containing monomers include (meth) acrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid, and other carboxyl group-containing monomers; maleic anhydride, anhydrous Acid anhydride monomers such as itaconic acid; 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4- (meth) acrylic acid
Hydroxybutyl, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, (4-hydroxymethylcyclohexyl) Hydroxyl group-containing monomer such as methyl (meth) acrylate; styrenesulfonic acid, allylsulfonic acid, 2- (meth) acrylamido-2-methylpropanesulfonic acid, (meth) acrylamidopropanesulfonic acid, sulfopropyl (meth) acrylate, ( (Meth) acryloyloxynaphthalenesulfonic acid-containing monomers such as sulfonic acid group; 2-hydroxyethyl acryloyl phosphate-containing monomers such as phosphoric acid group; acrylamide, acrylonitrile, acryloylmorpholine Isobornyl acrylate and styrene.

【0021】これら極性基含有モノマーは、全ビニル系
モノマーの30重量%以下の割合で含有することができ
る。極性基含有モノマーは、全ビニル系モノマーの10
重量%以下の割合で含有するのが好ましい。これら極性
基含有モノマーは、接着特性上、これらを全ビニル系モ
ノマーの1重量%以上、さらには2重量%以上の割合で
含有するのが好ましい。すなわち、紫外線硬化性接着剤
組成物は、ビニル系モノマーとして、アルキル(メタ)
アクリレートを70〜99重量%、極性基含有モノマー
を30〜1重量%、特にアルキル(メタ)アクリレート
を90〜98重量%、極性基含有モノマーを10〜2重
量%含有するものが好ましい。
These polar group-containing monomers can be contained in a proportion of 30% by weight or less based on the total vinyl monomers. The polar group-containing monomer is 10 of all vinyl-based monomers.
It is preferably contained in a proportion of not more than wt%. These polar group-containing monomers preferably contain 1% by weight or more, and more preferably 2% by weight or more of the total vinyl-based monomers in terms of adhesive properties. That is, the ultraviolet-curable adhesive composition has an alkyl (meth) as a vinyl-based monomer.
Those containing 70 to 99% by weight of acrylate, 30 to 1% by weight of polar group-containing monomer, particularly 90 to 98% by weight of alkyl (meth) acrylate, and 10 to 2% by weight of polar group-containing monomer are preferable.

【0022】紫外線硬化性接着剤組成物は光重合開始剤
を含有する。光重合開始剤としては、ベンゾインメチル
エーテル、ベンゾインイソプロピルエーテル、2,2−
ジメトキシ−1,2−ジフェニルエタン−1−オンなど
のベンゾインエーテル、アニソールメチルエーテルなど
の置換ベンゾインエーテル、2,2−ジエトキシアセト
フェノン、2,2−ジメトキシ−2−フェニルアセトフ
ェノン、1−ヒドロキシ−シクロヘキシル−フェニル−
ケトンなどの置換アセトフェノン、2−メチル−2−ヒ
ドロキシプロピオフェノンなどの置換アルファーケトー
ル、2−ナフタレンスルフォニルクロライドなどの芳香
族スルフォニルクロライド、1−フェニル−1,1−プ
ロパンジオン−2−(o−エチキシカルボニル)−オキ
シムなどの光活性オキシム、アシルフォスフィンオキサ
イドなどがあげられる。これらの光重合開始剤は、前記
ビニル系モノマー100重量部に対して、0.01〜5
重量部、好ましくは0.1〜3重量部の割合で用いられ
る。
The UV-curable adhesive composition contains a photopolymerization initiator. As the photopolymerization initiator, benzoin methyl ether, benzoin isopropyl ether, 2,2-
Benzoin ethers such as dimethoxy-1,2-diphenylethan-1-one, substituted benzoin ethers such as anisole methyl ether, 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 1-hydroxy-cyclohexyl -Phenyl-
Substituted acetophenone such as ketone, substituted alpha-ketol such as 2-methyl-2-hydroxypropiophenone, aromatic sulfonyl chloride such as 2-naphthalene sulfonyl chloride, 1-phenyl-1,1-propanedione-2- (o- Examples thereof include photoactive oximes such as etoxycarbonyl) -oxime and acylphosphine oxides. These photopolymerization initiators are added in an amount of 0.01 to 5 with respect to 100 parts by weight of the vinyl-based monomer.
It is used in a proportion of parts by weight, preferably 0.1 to 3 parts by weight.

【0023】また、 紫外線硬化性接着剤組成物は、 上
記の成分の他に、 二官能以上の多官能(メタ)アクリ
レートを含有してもよい。多官能(メタ)アクリレート
としては、たとえばトリメチロールプロパントリ(メ
タ)アクリレート、ペンタエリスリトールジ(メタ)ア
クリレート、ペンタエリスリトールトリ(メタ)アクリ
レート、ペンタエリスリトールテトラ(メタ)アクリレ
ート、ジペンタエリスリトールヘキサ(メタ)アクリレ
ート1,2−エチレングリコールジ(メタ)アクリレー
ト、1,6−ヘキサンジオール(メタ)ジアクリレー
ト、1,12−ドデカンジオールジ(メタ)アクリレー
ト、(ポリ)エチレングリコールジ(メタ)アクリレー
ト、(ポリ)プロピレングリコールジ(メタ)アクリレ
ート、ネオペンチルグリコールジ(メタ)アクリレート
などがあげられる。
The UV-curable adhesive composition may contain, in addition to the above-mentioned components, a polyfunctional (meth) acrylate having two or more functional groups. Examples of polyfunctional (meth) acrylates include trimethylolpropane tri (meth) acrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol hexa (meth). Acrylate 1,2-ethylene glycol di (meth) acrylate, 1,6-hexanediol (meth) diacrylate, 1,12-dodecanediol di (meth) acrylate, (poly) ethylene glycol di (meth) acrylate, (poly ) Propylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate and the like can be mentioned.

【0024】これら多官能(メタ)アクリレートの使用
量は、その官能基数などにより多少異なるが、紫外線硬
化性接着剤組成物の重合を実質的に完結した際の重合硬
化物の不溶解分率が5〜90重量%、好ましくは10〜
70重量% 、更に好ましくは20〜50重量%になる
ように添加することが好ましい。このような範囲で多官
能(メタ)アクリレートを用いると、粘着付与剤等への
連鎖移動により凝集力の低下が見られても、これが上記
単量体の架橋効果によって補われ、良好な凝集力が維持
でき保持性が向上する。なお、不溶解分率は、重合硬化
物を秤量し、これを酢酸エチル中に投入し、室温で一週
間以上放置したのち、不溶分のみを取り出し、不溶分に
含まれている溶剤を乾燥除去した後、秤量し、不溶解分
率=不溶分重量/初期重量×100(%)で求められ
る。
The amount of these polyfunctional (meth) acrylates to be used varies somewhat depending on the number of functional groups, etc., but the insoluble fraction of the cured polymer when the polymerization of the UV-curable adhesive composition is substantially completed. 5 to 90% by weight, preferably 10
It is preferable to add 70% by weight, more preferably 20 to 50% by weight. When a polyfunctional (meth) acrylate is used in such a range, even if a decrease in cohesive force due to chain transfer to a tackifier or the like is observed, this is compensated for by the crosslinking effect of the above-mentioned monomer and a good cohesive force is obtained. Can be maintained and the holding property is improved. The insoluble fraction is obtained by weighing the polymerized cured product, putting it in ethyl acetate, and leaving it at room temperature for 1 week or more, then taking out only the insoluble component and drying and removing the solvent contained in the insoluble component. After that, it is weighed, and the ratio of insoluble matter = insoluble matter weight / initial weight × 100 (%) is obtained.

【0025】また、紫外線硬化性接着剤組成物には、前
記以外に任意成分として、極性基含有モノマーの極性官
能基と反応しうるイソシアネート基、エポキシ基、アジ
リジニル基、オキザゾリン基、カルボジイミド基等の官
能基を有する架橋性化合物やや、粘着付与剤、可塑剤、
軟化剤、充填剤、顔料、染料などの従来公知の各種の添
加剤をその光重合性を阻害しない範囲内で適宜に配合す
ることができる。
In addition to the above, the UV-curable adhesive composition may further include an optional component such as an isocyanate group, an epoxy group, an aziridinyl group, an oxazoline group, or a carbodiimide group, which can react with the polar functional group of the polar group-containing monomer. A crosslinkable compound having a functional group, a tackifier, a plasticizer,
Various conventionally known additives such as softening agents, fillers, pigments, dyes and the like can be appropriately added within a range that does not impair the photopolymerizability.

【0026】なお、紫外線硬化性接着剤組成物は、当該
接着剤組成物を塗工に適した粘度に調整するため、増粘
用ポリマーを加えたり、モノマー成分を部分的に重合し
て粘度を高めたモノマーシロップとすることができる。
紫外線硬化性接着剤組成物として重合率10%の部分重
合したモノマーシロップを用いる場合には、当該重合率
10%は各工程における重合率に含まれる。たとえば、
重合率10%の部分重合したモノマーシロップを用いた
場合、第一工程での重合率が実質10%の場合に第一工
程照射後の重合率が20%になる。
The UV-curable adhesive composition has a viscosity adjusted by adding a viscosity increasing polymer or partially polymerizing a monomer component in order to adjust the viscosity of the adhesive composition to a level suitable for coating. It can be an enhanced monomer syrup.
When a partially polymerized monomer syrup having a polymerization rate of 10% is used as the ultraviolet curable adhesive composition, the polymerization rate of 10% is included in the polymerization rate in each step. For example,
When a partially polymerized monomer syrup having a polymerization rate of 10% is used, the polymerization rate after irradiation in the first step is 20% when the polymerization rate in the first step is substantially 10%.

【0027】本発明では、前記紫外線硬化性接着剤組成
物を、基材に塗布した後、紫外線照射することにより、
前記紫外線硬化性接着剤組成物の重合硬化物からなる接
着剤層を有する感圧性接着シートを製造する。
In the present invention, the above-mentioned ultraviolet-curable adhesive composition is applied to a substrate and then irradiated with ultraviolet rays,
A pressure-sensitive adhesive sheet having an adhesive layer composed of a cured product of the ultraviolet-curable adhesive composition is produced.

【0028】基材としては、感圧性接着シートに用いら
れているポリエステルフィルムなどの合成樹脂フィルム
や繊維基材などの各種基材を使用でき、この基材の片面
または両面に紫外線硬化性接着剤組成物を直接塗工し
て、紫外線照射することにより、シート状やテープ状な
どの形態とした接着シート類とすることができる。基材
に塗工した紫外線硬化性接着剤組成物には、剥離紙を貼
り合せて紫外線放射を施すこともできる。また、基材と
しては、剥離紙上を用いることができ、一旦剥離紙上で
紫外線照射により形成した重合硬化物を、感圧性接着シ
ートとなる被着体に転写することができる。この時の接
着剤層の厚さは任意であるが、一般的には20〜200
μm程度である。
As the base material, various base materials such as a synthetic resin film such as a polyester film used for a pressure-sensitive adhesive sheet or a fiber base material can be used. One or both surfaces of the base material can be used as an ultraviolet curable adhesive. By directly applying the composition and irradiating it with ultraviolet rays, adhesive sheets in the form of a sheet or tape can be obtained. The UV-curable adhesive composition coated on the base material can also be exposed to UV radiation by laminating a release paper. Further, release paper can be used as the base material, and the polymerized cured product once formed on the release paper by ultraviolet irradiation can be transferred to the adherend to be the pressure-sensitive adhesive sheet. The thickness of the adhesive layer at this time is arbitrary, but is generally 20 to 200.
It is about μm.

【0029】紫外線照射は、光照度30mW/cm2
上の紫外線照射を行う第一工程、次いで第一工程よりも
低い光照度の紫外線照射を行い実質的に重合反応を完了
させる第二工程を施す方法、または光照度30mW/c
2 以上の紫外線照射を行う第一工程、次いで第一工程
よりも低い光照度の紫外線照射により紫外線硬化性接着
剤組成物の重合硬化物の重合率を少なくとも70%にす
る第二工程、次いで光照度30mW/cm2 以上の紫外
線照射を行い実質的に重合反応を完了させる第三工程を
施す方法により行われる。
The ultraviolet irradiation is carried out by a first step of irradiating ultraviolet rays having an illuminance of 30 mW / cm 2 or more, and then a second step of irradiating ultraviolet rays having an illuminance lower than that of the first step to substantially complete the polymerization reaction. Or light illuminance 30mW / c
m 2 or more ultraviolet ray irradiation, then the second step to make the polymerization rate of the polymerized and cured product of the ultraviolet curable adhesive composition at least 70% by irradiation with ultraviolet light having a light intensity lower than that of the first step, and then the light intensity It is carried out by a method of performing a third step of irradiating ultraviolet rays of 30 mW / cm 2 or more to substantially complete the polymerization reaction.

【0030】紫外線照射に用いられる紫外線ランプとし
ては、波長300〜400nm領域にスペクトル分布を
持つものが用いられ、その例としてはケミカルランプ、
ブラックライト(東芝ライテック(株)製の商品名)、
低圧水銀ランプ、高圧水銀ランプ、超高圧水銀ランプ、
メタルハライドランプ等があげられる。
As an ultraviolet lamp used for ultraviolet irradiation, one having a spectral distribution in the wavelength range of 300 to 400 nm is used.
Black light (trade name of Toshiba Lighting & Technology Corporation),
Low pressure mercury lamp, high pressure mercury lamp, super high pressure mercury lamp,
Examples include metal halide lamps.

【0031】これらのうち第一工程、第三工程の紫外線
照射には、低圧水銀ランプ、高圧水銀ランプ、超高圧水
銀ランプ、メタルハライドランプ等の紫外線ランプが用
いられ、第二工程の紫外線照射には、ケミカルランプ、
ブラックライト等の紫外線ランプが用いられる。各工程
における紫外線の光照度は、紫外線ランプから紫外線被
照射物(紫外線硬化性接着剤組成物)までの距離や電圧
の調節によって目的の照度に設定される。なお、各工程
における紫外線照射をそれぞれ複数段階に分割して行
い、それにより粘着性能を更に精密に調節することがで
きる。
Of these, ultraviolet lamps such as a low-pressure mercury lamp, a high-pressure mercury lamp, an ultrahigh-pressure mercury lamp, and a metal halide lamp are used for the ultraviolet irradiation in the first step and the third step, and for the ultraviolet irradiation in the second step. , Chemical lamps,
An ultraviolet lamp such as a black light is used. The illuminance of ultraviolet light in each step is set to a desired illuminance by adjusting the distance from the ultraviolet lamp to the ultraviolet irradiation target (ultraviolet curable adhesive composition) and the voltage. It should be noted that the ultraviolet irradiation in each step is performed in each of a plurality of stages, whereby the adhesive performance can be adjusted more precisely.

【0032】[0032]

【実施例】以下に、本発明の実施例及び比較例を示す。
各例中の部とあるのは重量部を意味する。接着テープの
評価は以下の方法で行った。
EXAMPLES Examples and comparative examples of the present invention will be shown below.
Parts in each example mean parts by weight. The adhesive tape was evaluated by the following methods.

【0033】(I)重合率 重合率を測定しようとする試料の重量(X1 g)を秤
り、130℃で3時間乾燥機で乾燥させた後に再び試料
の重量(X2 g)を秤り、このX1 g、X2 gの重量か
ら、重合率=(X2 /X1 )×100(%)として計算
した。
(I) Polymerization rate The weight (X 1 g) of the sample whose polymerization rate is to be measured is weighed, dried in a dryer at 130 ° C. for 3 hours, and then weighed again (X 2 g). Based on the weight of X 1 g and X 2 g, the polymerization rate was calculated as (X 2 / X 1 ) × 100 (%).

【0034】(II)耐熱保持力 感圧接着シートを25μmのポリエチレンテレフタレー
トフィルムに貼りあわせたものを試料テープとし、ベー
クライト板に接着面積が幅10mm長さ20mmとなる
ように貼り付け、80℃の恒温中で30分間放置したの
ち、500gの荷重を掛けたときの1時間後のずれ距離
(mm)を測定した。
(II) Heat-resistant holding power A pressure-sensitive adhesive sheet adhered to a 25 μm polyethylene terephthalate film was used as a sample tape, which was adhered to a Bakelite plate so that the adhesive area was 10 mm wide and 20 mm long, and the temperature was 80 ° C. After being left for 30 minutes in a constant temperature, a shift distance (mm) after 1 hour when a load of 500 g was applied was measured.

【0035】(III )接着力 25μmのポリエチレンテレフタレートフィルムを基材
として作成した試料テープの20mm幅に切断したもの
を、JIS Z−1522に準じ、被着体としてステン
レス板を用いて、接着力(N/20mm)を測定した。
(III) Adhesive strength A sample tape prepared by using a polyethylene terephthalate film having a thickness of 25 μm as a base material and cut into a width of 20 mm was prepared according to JIS Z-1522, and a stainless steel plate was used as an adherend. N / 20 mm) was measured.

【0036】(IV)糊面精度 糊面のむら、荒れを以下の基準で目視で判断した。 むら、荒れ無し:○。 むら、荒れ有り:×。(IV) Paste surface accuracy The unevenness and roughness of the adhesive surface were visually evaluated according to the following criteria. No unevenness or roughness: ○. There is unevenness and roughness: ×.

【0037】実施例1 ブチルアクリレート95部、アクリル酸5部からなる混
合モノマー溶液に、2,2 −ジメトキシ−1,2 −ジフ
ェニルエタン−1−オン0.12部、1−ヒドロキシ−
シクロヘキシル−フェニル−ケトン0.12部を加えた
溶液を4つ口フラスコに投入し、窒素雰囲気下で紫外線
に曝露して部分的に光重合(重合率10%)させること
によって、プレポリマーを含むシロップ(粘度30ポイ
ズ)を得た。この部分重合したシロップ100部に、
トリメチロールプロパントリアクリレート0.2部を均
一混合して、紫外線硬化性接着剤組成物を調製した。
Example 1 0.12 parts of 2,2-dimethoxy-1,2-diphenylethan-1-one and 1-hydroxy-oxygen were added to a mixed monomer solution consisting of 95 parts of butyl acrylate and 5 parts of acrylic acid.
A solution containing 0.12 parts of cyclohexyl-phenyl-ketone was charged into a four-necked flask, and exposed to ultraviolet rays under a nitrogen atmosphere to partially photopolymerize (polymerization rate: 10%), thereby containing a prepolymer. A syrup (viscosity 30 poise) was obtained. To 100 parts of this partially polymerized syrup,
0.2 parts of trimethylolpropane triacrylate were uniformly mixed to prepare an ultraviolet curable adhesive composition.

【0038】この接着剤組成物を、 低接着性剥離処理
がされた厚さ25μmのポリエチレンテレフタレートフ
ィルムに光照射後の厚さが50μmとなるように塗布
し、更にその上に厚さ25μmの離型処理されたポリエ
チレンテレフタレートフィルムを被せた。
This adhesive composition was applied to a polyethylene terephthalate film having a thickness of 25 μm, which had been subjected to a low-adhesion peeling treatment, so that the thickness after irradiation with light would be 50 μm. The mold-treated polyethylene terephthalate film was covered.

【0039】このシートにメタルハライドランプ(80
W/cm)を用いて光照度70mW/cm2 (ピーク感
度最大波350nmのトプコンUVR−T1で測定)の
紫外線を10秒間照射した(第一工程の照射)。続い
て、ブラックライト(15W/cm)を用いて、光照度
7mW/cm2 の紫外線を重合率98%に達するまで必
要な時間だけ照射した(第二工程の照射)。得られた接
着シートの耐熱保持力、接着力、面精度を評価した。全
照射時間および評価結果を表1に示す。
Metal halide lamp (80
W / cm) was used to irradiate ultraviolet light having a light illuminance of 70 mW / cm 2 (measured with Topcon UVR-T1 having a peak sensitivity maximum wave of 350 nm) for 10 seconds (irradiation in the first step). Subsequently, a black light (15 W / cm) was used to irradiate ultraviolet rays having a light illuminance of 7 mW / cm 2 for a necessary time until the polymerization rate reached 98% (irradiation in the second step). The heat-resistant holding power, adhesive strength, and surface accuracy of the obtained adhesive sheet were evaluated. Table 1 shows the total irradiation time and the evaluation results.

【0040】比較例1 実施例1において、紫外線の照射条件を、ブラックライ
トを用いた単一照度による紫外線照射で、光照度7mW
/cm2 の紫外線を連続照射したこと以外は実施例1と
同様にして接着シートを作製した。また、実施例1と同
様の評価を行った。全照射時間および評価結果を表1に
示す。
Comparative Example 1 In Example 1, the irradiation condition of ultraviolet rays was set to 7 mW of light irradiation by ultraviolet irradiation with a single illuminance using a black light.
An adhesive sheet was produced in the same manner as in Example 1 except that the ultraviolet ray of / cm 2 was continuously irradiated. Moreover, the same evaluation as in Example 1 was performed. Table 1 shows the total irradiation time and the evaluation results.

【0041】比較例2 実施例1において、紫外線の照射条件は、メタルハライ
ドランプを用いた単一照度による紫外線照射で、光照度
70mW/cm2 の紫外線を連続照射したこと以外は実
施例1と同様にして接着シートを作製した。また、実施
例1と同様の評価を行った。全照射時間および評価結果
を表1に示す。
Comparative Example 2 In Example 1, the ultraviolet irradiation conditions were the same as in Example 1 except that the ultraviolet irradiation with a single illuminance using a metal halide lamp was performed and the ultraviolet irradiation with the light illuminance of 70 mW / cm 2 was continuously applied. To produce an adhesive sheet. Moreover, the same evaluation as in Example 1 was performed. Table 1 shows the total irradiation time and the evaluation results.

【0042】[0042]

【表1】 表1から、実施例1の接着シートの製造方法では、重合
完結までの時間が短く生産性がよく、また耐熱保持力、
接着力および糊面精度に優れていることがわかる。一
方、低照度の紫外線を連続照射した比較例1の製造方法
では、重合完結までの時間が長く、また糊面精度も不良
であることが認められる。高照度の紫外線を連続照射し
た比較例2では、重合完結までの時間が短いが、高分子
量化が十分でなく凝集力が低下し耐熱保持力が悪い。
[Table 1] From Table 1, in the method for producing the adhesive sheet of Example 1, the time until the completion of the polymerization is short, the productivity is good, the heat-resistant holding power,
It can be seen that the adhesive strength and adhesive surface accuracy are excellent. On the other hand, in the production method of Comparative Example 1 in which ultraviolet rays of low illuminance are continuously irradiated, it takes a long time to complete the polymerization, and it is recognized that the adhesive surface accuracy is also poor. In Comparative Example 2 in which ultraviolet rays with high illuminance were continuously irradiated, the time until the completion of the polymerization was short, but the high molecular weight was not sufficient, the cohesive force was lowered, and the heat resistance was poor.

【0043】実施例2 実施例1において、紫外線の照射条件を以下のように変
えた以外は実施例1と同様にして接着シートを作製し
た。また、実施例1と同様の評価を行った。全照射時間
および評価結果を表2に示す。
Example 2 An adhesive sheet was produced in the same manner as in Example 1 except that the irradiation conditions of ultraviolet rays were changed as follows. Moreover, the same evaluation as in Example 1 was performed. Table 2 shows the total irradiation time and the evaluation results.

【0044】第一工程の照射:メタルハライドランプ
(80W/cm)を用いて光照度70mW/cm2 の紫
外線を4秒間照射した。 第二工程の照射:続いて、ブラックライト(15W/c
m)を用いて、光照度7mW/cm2 の紫外線を60秒
間照射した。この段階での重合硬化物の重合率は90%
であった。 第三工程の照射:メタルハライドランプ(80W/c
m)を用いて光照度70mW/cm2 の紫外線を重合率
98%に達するまで必要な時間だけ照射した。
Irradiation in the first step: A metal halide lamp (80 W / cm) was used to irradiate ultraviolet rays having a light illuminance of 70 mW / cm 2 for 4 seconds. Irradiation in the second step: Subsequently, black light (15 W / c
m) was used to irradiate ultraviolet rays having a light illuminance of 7 mW / cm 2 for 60 seconds. The polymerization rate of the cured product at this stage is 90%
Met. Irradiation in the third step: Metal halide lamp (80W / c
m) was used to irradiate ultraviolet rays having a light illuminance of 70 mW / cm 2 for a necessary time until the polymerization rate reached 98%.

【0045】比較例3 実施例1において、紫外線の照射条件を以下のように変
えた以外は実施例1と同様にして接着シートを作製し
た。また、実施例1と同様の評価を行った。全照射時間
および評価結果を表2に示す。
Comparative Example 3 An adhesive sheet was produced in the same manner as in Example 1 except that the irradiation conditions of ultraviolet rays were changed as follows. Moreover, the same evaluation as in Example 1 was performed. Table 2 shows the total irradiation time and the evaluation results.

【0046】第一工程の照射:ブラックライト(15W
/cm)を用いて、光照度7mW/cm2 の紫外線を7
0秒間照射した。この段階での重合硬化物の重合率は9
0%であった。 第二工程の照射:続いてメタルハライドランプ(80W
/cm)を用いて光照度70mW/cm2 の紫外線を重
合率98%に達するまで40秒間照射した。
Irradiation in the first step: Black light (15 W
/ Cm) to generate 7 mW / cm 2 of ultraviolet light.
Irradiate for 0 seconds. The polymerization rate of the cured product at this stage is 9
It was 0%. Irradiation in the second step: Next, metal halide lamp (80W
/ Cm) for 40 seconds until a polymerization rate of 98% was reached with ultraviolet light having an illuminance of 70 mW / cm 2 .

【0047】[0047]

【表2】 表2の実施例2から、第三工程の照射を行うことによ
り、実施例1よりも更に重合完結までの時間を短縮し、
生産性を向上させつつ、粘着性能にも優れた接着シート
を作製することができることが認められる。比較例3で
は、紫外線照射を二段階で行っているが糊面精度が不良
であり、実施例に比べて接着力に劣る。
[Table 2] From Example 2 in Table 2, by performing the irradiation of the third step, the time until the completion of the polymerization is further shortened as compared with Example 1,
It is recognized that it is possible to produce an adhesive sheet having excellent adhesiveness while improving productivity. In Comparative Example 3, the UV irradiation is performed in two stages, but the adhesive surface accuracy is poor, and the adhesive strength is inferior to that of the Example.

フロントページの続き Fターム(参考) 4J004 AA01 AA17 AB01 AB07 CA06 CB01 CC02 DB02 EA05 GA01 GA02 Continued front page    F term (reference) 4J004 AA01 AA17 AB01 AB07 CA06                       CB01 CC02 DB02 EA05 GA01                       GA02

Claims (6)

【特許請求の範囲】[Claims] 【請求項1】 基材上に、ビニル系モノマーを主成分と
して含有する紫外線硬化性粘着剤組成物を塗布した後に
紫外線照射することにより、前記紫外線硬化性接着剤組
成物の重合硬化物からなる接着剤層を有する感圧性接着
シートを製造する方法において、前記紫外線照射工程
が、光照度30mW/cm2 以上の紫外線照射を行う第
一工程、次いで第一工程よりも低い光照度の紫外線照射
を行い実質的に重合反応を完了させる第二工程を有する
ことを特徴とする感圧性接着シートの製造方法。
1. A polymerization-cured product of the ultraviolet-curable adhesive composition is obtained by applying an ultraviolet-curable pressure-sensitive adhesive composition containing a vinyl-based monomer as a main component onto a substrate and then irradiating the ultraviolet-ray. In the method for producing a pressure-sensitive adhesive sheet having an adhesive layer, the ultraviolet irradiation step comprises first irradiation with ultraviolet light having an illuminance of 30 mW / cm 2 or more, and then irradiation with ultraviolet light having a lower illuminance than the first step. A method for producing a pressure-sensitive adhesive sheet, which comprises a second step of completing a polymerization reaction.
【請求項2】 基材上に、ビニル系モノマーを主成分と
して含有する紫外線硬化性接着剤組成物を塗布した後に
紫外線照射することにより、前記紫外線硬化性接着剤組
成物の重合硬化物からなる接着剤層を有する感圧性接着
シートを製造する方法において、前記紫外線照射工程
が、光照度30mW/cm2 以上の紫外線照射を行う第
一工程、次いで第一工程よりも低い光照度の紫外線照射
により紫外線硬化性接着剤組成物の重合硬化物の重合率
を少なくとも70%にする第二工程、次いで光照度30
mW/cm2 以上の紫外線照射を行い実質的に重合反応
を完了させる第三工程を有することを特徴とする感圧性
接着シートの製造方法。
2. A polymerization-cured product of the ultraviolet-curable adhesive composition is obtained by applying an ultraviolet-curable adhesive composition containing a vinyl-based monomer as a main component on a substrate and then irradiating with ultraviolet light. In the method for producing a pressure-sensitive adhesive sheet having an adhesive layer, the ultraviolet irradiation step comprises a first step of performing ultraviolet irradiation with a light illuminance of 30 mW / cm 2 or more, and then an ultraviolet curing by an ultraviolet irradiation with a light illuminance lower than that of the first step. Step of increasing the polymerization rate of the polymerized and cured product of the water-based adhesive composition to at least 70%, and then the light intensity of 30
A process for producing a pressure-sensitive adhesive sheet, which comprises a third step of irradiating ultraviolet rays of mW / cm 2 or more to substantially complete the polymerization reaction.
【請求項3】 第一工程の紫外線照射時間が、紫外線の
全照射時間の20%以下であることを特徴とする請求項
1または2記載の感圧性接着シートの製造方法。
3. The method for producing a pressure-sensitive adhesive sheet according to claim 1, wherein the ultraviolet irradiation time in the first step is 20% or less of the total irradiation time of ultraviolet rays.
【請求項4】 第二工程における紫外線の光照度が30
mW/cm2 未満であることを特徴とする請求項1〜3
のいずれかに記載の感圧性接着シートの製造方法。
4. The illuminance of ultraviolet light in the second step is 30.
It is less than mW / cm < 2 >, The Claims 1-3 characterized by the above-mentioned.
The method for producing a pressure-sensitive adhesive sheet according to any one of 1.
【請求項5】 請求項1〜4のいずれかに記載の製造方
法により得られた感圧性接着シート。
5. A pressure-sensitive adhesive sheet obtained by the production method according to claim 1.
【請求項6】 請求項1〜4のいずれかに記載の製造方
法により得られた感圧性接着シートにおける基材上に形
成されている感圧性接着剤。
6. A pressure-sensitive adhesive formed on a base material in a pressure-sensitive adhesive sheet obtained by the manufacturing method according to claim 1.
JP2001194734A 2001-06-27 2001-06-27 Method for producing pressure-sensitive adhesive sheet and pressure-sensitive adhesive sheet Expired - Fee Related JP4730800B2 (en)

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JPH05179208A (en) * 1991-12-26 1993-07-20 Sony Chem Corp Production of double-adhesive tape
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JP2001064593A (en) * 1999-08-31 2001-03-13 Shinnakamura Kagaku Kogyo Kk Adhesive composition and adhesive

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