JPH11269438A - Heat-conductive flame-retardant pressure-sensitive adhesive and pressure-sensitive adhesive tape - Google Patents
Heat-conductive flame-retardant pressure-sensitive adhesive and pressure-sensitive adhesive tapeInfo
- Publication number
- JPH11269438A JPH11269438A JP10077266A JP7726698A JPH11269438A JP H11269438 A JPH11269438 A JP H11269438A JP 10077266 A JP10077266 A JP 10077266A JP 7726698 A JP7726698 A JP 7726698A JP H11269438 A JPH11269438 A JP H11269438A
- Authority
- JP
- Japan
- Prior art keywords
- sensitive adhesive
- pressure
- heat
- parts
- retardant
- 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
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、水和金属化合物を
含有した電気絶縁性の熱伝導難燃性感圧接着剤及び感圧
接着テープ類に関する。本発明の感圧接着剤及び感圧接
着テープ類は、優れた接着性と電気絶縁性、熱伝導性、
難燃性を合わせ持ち、電子部品の固定、特に電子部品と
ヒートシンクの接着固定、車両、航空機、船舶等の各分
野での部材の固定用途に有用である。The present invention relates to an electrically insulating, heat-conductive, flame-retardant pressure-sensitive adhesive and a pressure-sensitive adhesive tape containing a hydrated metal compound. The pressure-sensitive adhesives and pressure-sensitive adhesive tapes of the present invention have excellent adhesiveness and electrical insulation, heat conductivity,
Combined with flame retardancy, it is useful for fixing electronic components, particularly for bonding and fixing electronic components and heat sinks, and for fixing members in various fields such as vehicles, aircraft, and ships.
【０００２】[0002]
【従来の技術】近年、エレクトロニクス技術の格段なる
進歩により電気、電子機器の高集積化・高性能化が進む
に伴い、半導体やパワートランジスター等の電子部品の
発熱量の増加による機能異常が発生している。機能異常
を防止するため、電子部品にヒートシンクを接着又は機
械的に固定して熱放散を行っている。この接合部材には
熱伝導性と電気絶縁性が同時に要求される。また、熱が
蓄積した場合においても、発火の危険性が無いように接
着部材には高い難燃性が要求される。しかし、ＵＳＰ．
４，５７４，８７９号（ＤｅＧｒｅｅら）に記載されて
いる機械的な固定方法は、良好な熱伝導性、難燃性を有
するが、部品の固定に数段階の工程を有し、特に電子部
品が小さくなるに従って時間を要する。特開平６−８８
０６１に記載されている、熱伝導電気絶縁粒子をランダ
ムに分散した熱伝導電気絶縁感圧接着剤は、熱伝導性と
電気絶縁性、接着性を合わせもつものの、難燃性に関す
る記載は無く実際燃焼する。2. Description of the Related Art In recent years, with the remarkable progress in electronics technology, the integration of electric and electronic devices has become higher and higher in performance. As a result, malfunctions have occurred due to an increase in the amount of heat generated by electronic components such as semiconductors and power transistors. ing. In order to prevent functional abnormalities, heat dissipation is performed by bonding or mechanically fixing a heat sink to the electronic component. This joint member is required to have thermal conductivity and electrical insulation at the same time. Further, even when heat is accumulated, the adhesive member is required to have high flame retardancy so that there is no risk of ignition. However, USP.
The mechanical fixing method described in US Pat. No. 4,574,879 (DeGree et al.) Has good thermal conductivity and flame retardancy, but has several steps of fixing parts, especially electronic parts. It takes time as the size becomes smaller. JP-A-6-88
No. 061, the heat conductive electric insulating pressure-sensitive adhesive in which the heat conductive electric insulating particles are randomly dispersed has both heat conductivity, electric insulation and adhesiveness, but there is no description about flame retardancy. Burn.
【０００３】[0003]
【発明が解決しようとする課題】本発明の課題は、電気
絶縁性と熱伝導性、高接着力を発揮するとともに、更
に、難燃性をあわせ持つ感圧接着剤及び感圧接着テープ
類を提供することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide a pressure-sensitive adhesive and a pressure-sensitive adhesive tape which exhibit both electrical insulation, heat conductivity and high adhesive strength, and further have flame retardancy. To provide.
【０００４】[0004]
【課題を解決するための手段】本発明者らは鋭意検討の
結果、アクリル共重合体と粘着付与樹脂、水和金属化合
物を特定の配合で添加した感圧接着剤及び感圧接着テー
プ類が、電気絶縁性と熱伝導性、難燃性、高い接着性を
あわせ持つことをを見い出し本発明を完成するに至っ
た。Means for Solving the Problems As a result of intensive studies, the present inventors have found that pressure-sensitive adhesives and pressure-sensitive adhesive tapes in which an acrylic copolymer, a tackifying resin and a hydrated metal compound are added in a specific composition are used. The present inventors have found that they have both electrical insulation, thermal conductivity, flame retardancy, and high adhesiveness, and have completed the present invention.
【０００５】即ち、本発明の第一の構成は、炭素数が４
〜１４個のアルキル基を有する（メタ）アクリル酸アル
キルエステルモノマー５０部以上、及び共重合可能な極
性ビニルモノマー０．５〜１０部を必須とするモノマー
混合物から調整されるアクリル共重合体又は部分重合体
１００部と、粘着付与樹脂１０〜１００部からなる感圧
接着剤組成物１００部に対し、水和金属化合物５０〜２
５０部を含有することを特徴とする電気絶縁性の熱伝導
難燃性感圧接着剤に関する。[0005] That is, the first structure of the present invention has a carbon number of 4
Acrylic copolymer or portion prepared from a monomer mixture essentially comprising at least 50 parts of a (meth) acrylic acid alkyl ester monomer having from 14 to 14 alkyl groups and from 0.5 to 10 parts of a copolymerizable polar vinyl monomer. 100 parts of a polymer and 100 parts of a pressure-sensitive adhesive composition composed of 10 to 100 parts of a tackifier resin are added to 50 to 2 hydrated metal compounds.
The present invention relates to an electrically insulating, heat-conductive, flame-retardant, pressure-sensitive adhesive characterized by containing 50 parts.
【０００６】本発明は又、熱伝導率が０．３５Ｗ／ｍ・
Ｋ以上である前記した電気絶縁性の熱伝導難燃性感圧接
着剤に関する。更に本発明は、粘着付与樹脂として、常
温で粘稠な液体である粘着付与樹脂を含むことを特徴と
する電気絶縁性の熱伝導難燃性感圧接着剤に関する。本
発明は又、感圧接着剤組成物が光重合性であることを特
徴とする前記した電気絶縁性の熱伝導難燃性感圧接着剤
に関する。[0006] The present invention also provides a thermal conductivity of 0.35 W / m ·
The present invention relates to the above-mentioned electrically insulating, heat-conducting, flame-retardant, pressure-sensitive adhesive of K or more. Further, the present invention relates to an electrically insulating, heat-conductive, flame-retardant, pressure-sensitive adhesive, which comprises a tackifying resin which is a viscous liquid at normal temperature as the tackifying resin. The present invention also relates to the above-mentioned electrically insulating heat-conducting flame-retardant pressure-sensitive adhesive, wherein the pressure-sensitive adhesive composition is photopolymerizable.
【０００７】本発明の第二の構成は、基材の少なくとも
一面に前記した電気絶縁性の熱伝導難燃性感圧接着剤を
設けた感圧接着テープ類に関する。本発明は又、基材の
熱伝導率が０．３５Ｗ／ｍ・Ｋ以上である前記した感圧
接着テープ類に関する。更に本発明は、接着力が１ｋｇ
ｆ／２５ｍｍ以上である前記した感圧接着テープ類に関
する。A second configuration of the present invention relates to a pressure-sensitive adhesive tape having the above-mentioned electrically insulating heat-conductive flame-retardant pressure-sensitive adhesive on at least one surface of a substrate. The present invention also relates to the above-mentioned pressure-sensitive adhesive tapes, wherein the thermal conductivity of the substrate is 0.35 W / m · K or more. Further, the present invention has an adhesive force of 1 kg.
The present invention relates to the pressure-sensitive adhesive tapes having an f / 25 mm or more.
【０００８】[0008]
【発明の実施の形態】本発明に於いて用いられる（メ
タ）アクリル酸アルキルエステルとしては、炭素数が４
〜１４個のアルキル基を有するものであって、例として
は、アクリル酸エチル、アクリル酸プロピル、アクリル
酸ブチル、アクリル酸イソブチル、アクリル酸イソアミ
ル、アクリル酸ヘキシル、アクリル酸オクチル、アクリ
ル酸イソノリル、アクリル酸イソデシル、メタクリル酸
ブチル、メタクリル酸ヘキシル、メタクリル酸イソデシ
ル、メタクリル酸ラウリル等が挙げられるが、これに限
定されるものではない。アクリル共重合体又はアクリル
部分重合体１００部に対し、（メタ）アクリル酸アルキ
ルエステルの量が５０部未満であると初期接着性が低下
する。BEST MODE FOR CARRYING OUT THE INVENTION The alkyl (meth) acrylate used in the present invention has 4 carbon atoms.
Having 14 alkyl groups, examples of which include ethyl acrylate, propyl acrylate, butyl acrylate, isobutyl acrylate, isoamyl acrylate, hexyl acrylate, octyl acrylate, isonolyl acrylate, acrylic Examples include, but are not limited to, isodecyl acrylate, butyl methacrylate, hexyl methacrylate, isodecyl methacrylate, lauryl methacrylate, and the like. If the amount of the alkyl (meth) acrylate is less than 50 parts with respect to 100 parts of the acrylic copolymer or the acrylic partial polymer, the initial adhesiveness decreases.
【０００９】本発明に於いて用いられる極性ビニルモノ
マーは、感圧接着剤の凝集力、接着力を向上するために
用いられる。特に限定されるものではないが、例として
アクリル酸、イタコン酸、（無水）マレイン酸、（無
水）フマル酸等のカルボキシル基を含有したものや、ア
クリルアミド、置換アクリルアミド、Ｎ−ビニルピロリ
ドン、Ｎ−ビニルカプロラクタム、アクリロイルモルフ
ォリン、（メタ）アクリルアミド等の窒素を含むものが
挙げられる。アクリル共重合体又はアクリル部分重合体
１００部に対し、極性ビニルモノマー量が０．５部未満
では凝集力と接着性が低下する。また１０部を越えると
初期接着性が低下する。The polar vinyl monomer used in the present invention is used to improve the cohesive strength and adhesive strength of the pressure-sensitive adhesive. Although not particularly limited, examples thereof include those containing a carboxyl group such as acrylic acid, itaconic acid, (anhydrous) maleic acid, (anhydrous) fumaric acid, acrylamide, substituted acrylamide, N-vinylpyrrolidone, N- Those containing nitrogen such as vinylcaprolactam, acryloylmorpholine, (meth) acrylamide and the like can be mentioned. If the amount of the polar vinyl monomer is less than 0.5 part based on 100 parts of the acrylic copolymer or the acrylic partial polymer, the cohesive strength and the adhesiveness are reduced. On the other hand, if it exceeds 10 parts, the initial adhesiveness decreases.
【００１０】また感圧接着剤を架橋するために、ヒドロ
キシエチル（メタ）アクリレート、４ヒドロキシブチル
アクリレート等の水酸基含有モノマーを添加してもよ
い。In order to crosslink the pressure-sensitive adhesive, a hydroxyl group-containing monomer such as hydroxyethyl (meth) acrylate or 4-hydroxybutyl acrylate may be added.
【００１１】上記アクリル共重合体又は部分重合体の重
合方法としては、例えば溶液重合、隗状重合、懸濁重
合、乳化重合、ＵＶ重合等の公知の重合方法で共重合さ
せることにより得ることが出来る。重合開始方法も、過
酸化ベンゾイルや過酸化ラウロイル等の過酸化物系、ア
ゾビスイソブチルニトリル等のアゾ系の熱重合開始剤を
用いた熱による開始方法や、アセトフェノン系、ベンゾ
インエーテル系、ベンジルケタール系、アシルフォスフ
ィンオキサイド系、ベンゾイン系、ベンゾフェノン系の
光重合開始剤を用いた低強度の紫外線照射による開始方
法や、電子線照射による方法を任意に選択できる。The above-mentioned acrylic copolymer or partial polymer can be obtained by copolymerization by a known polymerization method such as solution polymerization, bulk polymerization, suspension polymerization, emulsion polymerization, UV polymerization and the like. I can do it. The polymerization initiation method is also a thermal initiation method using a thermal polymerization initiator such as a peroxide system such as benzoyl peroxide or lauroyl peroxide or an azo system such as azobisisobutylnitrile, or an acetophenone system, a benzoin ether system or a benzyl ketal. A method of starting by low-intensity ultraviolet irradiation using a photopolymerization initiator of a system, acylphosphine oxide system, benzoin system, or benzophenone system or a method by electron beam irradiation can be arbitrarily selected.
【００１２】本発明に使用される感圧接着剤の凝集力の
向上のため適宜架橋してもよい。架橋剤としては、（メ
タ）アクリルモノマーを重合する際に多官能（メタ）ア
クリレートを添加するか、共重合体を製造した後にエポ
キシ系架橋剤、イソシアネート系架橋剤、アジリジン系
架橋剤、キレート系架橋剤を用いることができる。The pressure-sensitive adhesive used in the present invention may be appropriately crosslinked to improve cohesion. As the crosslinking agent, a polyfunctional (meth) acrylate is added when polymerizing the (meth) acrylic monomer, or an epoxy-based crosslinking agent, an isocyanate-based crosslinking agent, an aziridine-based crosslinking agent, a chelate-based Crosslinking agents can be used.
【００１３】本発明で使用される粘着付与樹脂として
は、テルペン系樹脂、テルペンフェノール樹脂、ロジン
系樹脂、石油系樹脂、クマロン−インデン樹脂、フェノ
ール系樹脂等が挙げられる。形状としては、常温で固
体、粘稠な液体のものが使用できる。粘着付与樹脂の添
加を増加した場合、特に常温で液体の粘着付与樹脂を併
用することが望ましい。The tackifier resin used in the present invention includes terpene resins, terpene phenol resins, rosin resins, petroleum resins, cumarone-indene resins, phenol resins and the like. As a shape, a solid or viscous liquid at normal temperature can be used. When the addition of the tackifier resin is increased, it is particularly desirable to use a tackifier resin which is liquid at normal temperature.
【００１４】紫外線等の活性エネルギー線を用いて感圧
接着剤を合成する場合には、粘着付与樹脂中の重合性二
重結合による重合阻害を防止するために、重合性の二重
結合が少なく重合を阻害しにくい粘着付与樹脂が用いら
れる。例えば、水添ロジンエステル、不均化ロジンエス
テル、クマロン−インデン樹脂、テルペンフェノール樹
脂、キシレン樹脂等が挙げられる。When synthesizing a pressure-sensitive adhesive using active energy rays such as ultraviolet rays, the amount of polymerizable double bonds is small in order to prevent polymerization inhibition by polymerizable double bonds in the tackifying resin. A tackifier resin that hardly inhibits polymerization is used. For example, hydrogenated rosin ester, disproportionated rosin ester, cumarone-indene resin, terpene phenol resin, xylene resin and the like can be mentioned.
【００１５】粘着付与樹脂の添加量が１０部未満では粘
着感が無くなり、１００部以上では高温下での感圧接着
剤の凝集力が低下する。When the amount of the tackifier resin is less than 10 parts, the tackiness is lost, and when the amount is more than 100 parts, the cohesive strength of the pressure-sensitive adhesive at high temperatures is reduced.
【００１６】本発明で使用する水和金属化合物として
は、水酸化アルミニウム、水酸化マグネシウム等が挙げ
られる。また感圧接着剤への分散性を向上するためカッ
プリング処理、ステアリン酸処理等の表面処理を適宜行
っても良い。これらの化合物粉末の平均粒径は約０．５
〜２００μｍ、好ましくは１〜５０μｍである。粒子形
状は、球状、針状、フレーク状が挙げられる。化合物種
類及び平均粒径、形状は単独で使用しても２種以上組み
合わせて使用してもよい。水和金属化合物の添加量とし
ては、感圧接着剤組成物１００部に対し５０〜２５０部
である。５０部未満であると熱伝導性、難燃性が極端に
悪化し、２５０部を越えると感圧接着性が消失してしま
う。また難燃性を向上するために、接着性に悪影響を与
えない範囲で、ポリ燐酸アンモン、ほう酸亜鉛、錫化合
物、有機リン系、赤リン系、カーボンブラック、シリコ
ーン系難燃剤を使用することが出来る。The hydrated metal compound used in the present invention includes aluminum hydroxide, magnesium hydroxide and the like. Further, surface treatment such as coupling treatment and stearic acid treatment may be appropriately performed in order to improve dispersibility in the pressure-sensitive adhesive. The average particle size of these compound powders is about 0.5
To 200 μm, preferably 1 to 50 μm. The particle shape includes a spherical shape, a needle shape, and a flake shape. The compound type, the average particle size, and the shape may be used alone or in combination of two or more. The amount of the hydrated metal compound to be added is 50 to 250 parts based on 100 parts of the pressure-sensitive adhesive composition. If the amount is less than 50 parts, the thermal conductivity and the flame retardancy are extremely deteriorated, and if the amount exceeds 250 parts, the pressure-sensitive adhesive property is lost. In order to improve the flame retardancy, ammonium polyphosphate, zinc borate, tin compounds, organic phosphorus, red phosphorus, carbon black, and silicone flame retardants may be used as long as the adhesiveness is not adversely affected. I can do it.
【００１７】本発明で使用する水和金属化合物を感圧接
着剤組成物中に添加し、高速分散機で攪拌分散すること
により熱伝導電気絶縁難燃性感圧接着剤が得られる。The hydrated metal compound used in the present invention is added to the pressure-sensitive adhesive composition and stirred and dispersed by a high-speed disperser to obtain a heat-conductive, electrically insulating, flame-retardant pressure-sensitive adhesive.
【００１８】本発明で使用する基材としては特に限定さ
れないが、好ましくは熱伝導性を向上するためにアル
ミ、銅、鉄等の金属箔や、熱伝導性粒子を分散したポリ
イミドフィルム等の耐熱フィルムが用いられる。The substrate used in the present invention is not particularly limited, but is preferably a heat-resistant material such as a metal foil of aluminum, copper, iron or the like or a polyimide film in which heat conductive particles are dispersed in order to improve the heat conductivity. A film is used.
【００１９】[0019]
【実施例】以下に実施例について具体的説明するが、こ
れに限定されるものではない。The present invention will be described in detail with reference to the following Examples, but it should not be construed that the invention is limited thereto.
【００２０】（１−１）アクリル共重合体の調整 冷却管、攪拌機、温度計、摘下漏斗を備えた反応容器に
２−エチルヘキシルアクリレート５０部、ｎ−ブチルア
クリレート４６部、アクリル酸３．５部、２−ヒドロキ
シエチルアクリレート０．５部と重合開始剤として２，
２’−アゾビスイソブチロニトリル０．２部とを酢酸エ
チル１００部に溶解し、窒素置換後、８０℃で８時間重
合して固形分５０％、Ｍｗ４０万のアクリル共重合体溶
液を得た。(1-1) Preparation of Acrylic Copolymer In a reaction vessel equipped with a cooling tube, a stirrer, a thermometer and a dropping funnel, 50 parts of 2-ethylhexyl acrylate, 46 parts of n-butyl acrylate, 3.5 parts of acrylic acid Parts, 0.5 part of 2-hydroxyethyl acrylate and 2,2 as a polymerization initiator
Dissolve 0.2 part of 2'-azobisisobutyronitrile in 100 parts of ethyl acetate, replace with nitrogen, and polymerize at 80 ° C for 8 hours to obtain an acrylic copolymer solution having a solid content of 50% and Mw of 400,000. Was.
【００２１】（１−２）電気絶縁性の熱伝導難燃性感圧
接着剤の調整 （１−１）で得られたアクリル共重合体溶液に表１の組
み合わせで粘着付与樹脂、水和金属化合物、トルエンを
添加混合し固形分６０％の感圧接着剤溶液を得た。同表
１の配合で架橋剤を添加し均一になるまで充分攪拌し、
電気絶縁性の熱伝導難燃性感圧接着剤を得た。表１、２
の粘着付与樹脂Ａ（固形）は、不均化ロジンのグリセリ
ンエステルであるスーパーエステルＡ−１００（荒川化
学社製）、Ｂ（液状）は液状テルペンフェノール樹脂で
あるＹＰ−９０ＬＬ（ヤスハラケミカル社製）を使用し
た。水和金属化合物は、水酸化アルミニウム（昭和電工
社製ハイジライトＨ３２、Ｈ３２Ｉ）、水酸化マグネシ
ウム（協和化学工業社製キスマ５Ｊ）を使用した。比較
例４では酸化アルミ（昭和電工社製アルミナＡＳ５０）
を使用した。表１、２の架橋剤は、エポキシ系架橋剤
（綜研化学社製Ｅ−０５Ｘ、固形分０．５％）、イソシ
アネート系架橋剤（大日本インキ化学工業社製ＮＣ４
０、固形分４０％）を使用した。(1-2) Preparation of Electrically Insulating, Heat-Conducting, Flame-Retardant, Pressure-Sensitive Adhesive The tackifying resin and the hydrated metal compound were combined with the acrylic copolymer solution obtained in (1-1) in the combination shown in Table 1. And toluene were added and mixed to obtain a pressure-sensitive adhesive solution having a solid content of 60%. Add the cross-linking agent with the composition shown in Table 1 and stir thoroughly until uniform,
An electrically insulating, heat-conducting, flame-retardant, pressure-sensitive adhesive was obtained. Tables 1 and 2
Is a superester A-100 (manufactured by Arakawa Chemical Co., Ltd.), which is a glycerin ester of disproportionated rosin, and B (liquid) is YP-90LL, a liquid terpene phenol resin (manufactured by Yasuhara Chemical Co., Ltd.). It was used. As the hydrated metal compound, aluminum hydroxide (Heidilite H32, H32I manufactured by Showa Denko KK) and magnesium hydroxide (Kisuma 5J manufactured by Kyowa Chemical Industry Co., Ltd.) were used. In Comparative Example 4, aluminum oxide (Alumina AS50 manufactured by Showa Denko KK)
It was used. The crosslinking agents in Tables 1 and 2 are epoxy-based crosslinking agent (E-05X manufactured by Soken Chemical Co., solid content 0.5%), isocyanate-based crosslinking agent (NC4 manufactured by Dainippon Ink and Chemicals, Inc.)
0, 40% solids).
【００２２】（１−３）テープの調整 （１−２）で得られた電気絶縁性の熱伝導難燃性感圧接
着剤を、乾燥後の厚みが５０μｍになるように、実施例
１〜４、６は熱伝導性ポリイミドフィルム（トーレデュ
ポン社製１００ＭＴ、厚み２５μｍ、熱伝導性０．４５
Ｗ／ｍＫ）の両面に、実施例５はアルミ箔（厚み３５μ
ｍ）の両面に塗工後８０℃で５分乾燥し４０℃３日熟成
し、両面感圧接着テープを得た。(1-3) Preparation of Tape The heat insulating and flame-retardant pressure-sensitive adhesive of electrical insulation obtained in (1-2) was prepared in Examples 1-4 so that the thickness after drying was 50 μm. , 6 is a heat conductive polyimide film (100 MT manufactured by Torre Dupont, thickness 25 μm, heat conductivity 0.45
W / mK), aluminum foil (35 μm thick)
m) and dried at 80 ° C. for 5 minutes and aged at 40 ° C. for 3 days to obtain a double-sided pressure-sensitive adhesive tape.
【００２３】（２−１）アクリル部分重合体の調整 冷却管、攪拌機、温度計、摘下漏斗を備えた反応容器に
イソオクチルアクリレート９０部、アクリル酸１０部と
光重合開始剤としてアシルホスフィンオキサイド（ＢＡ
ＳＦ社製ルシリンＴＰＯ）を０．１部を攪拌混合し窒素
置換後、ケミカルランプを０．５ｍＷ／ｃｍ2 の照射強
度で照射し、重合率３％、粘度１０００ｃｐｓのアクリ
ル部分重合体を得た。(2-1) Preparation of Acrylic Partial Polymer 90 parts of isooctyl acrylate, 10 parts of acrylic acid and acylphosphine oxide as a photopolymerization initiator were placed in a reaction vessel equipped with a cooling pipe, a stirrer, a thermometer, and a dropping funnel. (BA
After stirring and mixing 0.1 part of Luciline TPO (manufactured by SF Co.) and replacing with nitrogen, the mixture was irradiated with a chemical lamp at an irradiation intensity of 0.5 mW / cm 2 to obtain an acrylic partial polymer having a polymerization rate of 3% and a viscosity of 1000 cps. .
【００２４】（２−２）電気絶縁性の熱伝導難燃性感圧
接着剤の調整 （２−１）で得られたアクリル部分重合体１００部に光
開始剤０．１部、光架橋剤０．３部を添加し均一に攪拌
した後、表４の組み合わせで重合を阻害しにくい粘着付
与樹脂、水和金属化合物を添加し均一になるまで充分攪
拌した。真空脱泡し電気絶縁性の熱伝導難燃性感圧接着
剤組成物を得た。(2-2) Preparation of Electrically Insulating Heat Conductive Flame Retardant Pressure-Sensitive Adhesive 0.1 part of photoinitiator and 100 parts of photocrosslinking agent were added to 100 parts of the acrylic partial polymer obtained in (2-1). After adding 3 parts and uniformly stirring, a tackifier resin and a hydrated metal compound which hardly inhibit polymerization in the combinations shown in Table 4 were added and sufficiently stirred until the mixture became uniform. Vacuum defoaming was performed to obtain an electrically insulating heat-conductive flame-retardant pressure-sensitive adhesive composition.
【００２５】表４の粘着付与樹脂Ｃは水添ロジンエステ
ル（荒川化学社製クリアロンＰ−１０５）、粘着付与樹
脂Ｄはキシレン樹脂（三菱ガス化学製ニカノールＨ−８
０／常温で液状）を使用した。光架橋剤としては、アル
キルジアクリレート（大阪有機社製ＡＰＧ７００）を使
用した。光開始剤としては、アシルフォスフィンオキサ
イド（ＢＡＳＦ社製／ルシリンＴＰＯ）を使用した。水
和金属化合物は、水酸化アルミニウム（昭和電工社製ハ
イジライトＨ３２、Ｈ３４ＨＬ）。比較例６ではニッケ
ル粉（インコ社製＃２１０）を使用した。In Table 4, tackifying resin C is hydrogenated rosin ester (Clearon P-105 manufactured by Arakawa Chemical Co., Ltd.), and tackifying resin D is xylene resin (Nikanol H-8 manufactured by Mitsubishi Gas Chemical).
0 / liquid at room temperature). As the photocrosslinking agent, an alkyl diacrylate (APG700 manufactured by Osaka Organic Co., Ltd.) was used. Acylphosphine oxide (BASF / Lucillin TPO) was used as a photoinitiator. The hydrated metal compound is aluminum hydroxide (Heidilite H32, H34HL manufactured by Showa Denko KK). In Comparative Example 6, nickel powder (# 210 manufactured by Inco Corporation) was used.
【００２６】（２−３）テープの調整 （２−２）で得られた光重合性の電気絶縁性の熱伝導難
燃性感圧接着剤を、剥離処理した１００μｍのポリエス
テルフィルムに乾燥後の厚みが２００μｍになるように
塗工し、重合を阻害する酸素を除去するために、剥離処
理した３８μｍポリエステルフィルムをかぶせ、両面か
ら照射強度１ｍＷ／ｃｍ2 になるようにケミカルランプ
で５分間照射し、電気絶縁性の熱伝導難燃性感圧接着テ
ープを得た。(2-3) Preparation of Tape The photopolymerizable, electrically insulating, heat-conductive, flame-retardant, pressure-sensitive adhesive obtained in (2-2) is dried on a 100 μm-thick polyester film and dried. Is coated so as to be 200 μm, covered with a release-treated 38 μm polyester film in order to remove oxygen that inhibits polymerization, and irradiated with a chemical lamp for 5 minutes from both sides to an irradiation intensity of 1 mW / cm 2 , An electrically insulating heat-conductive flame-retardant pressure-sensitive adhesive tape was obtained.
【００２７】表１、２、４の配合で、実施例、比較例と
して作成したテープサンプルついて、以下に示す方法に
より、〔熱伝導性（率）〕、〔難燃性〕、〔接着力〕、
〔耐熱保持力〕、〔体積固有抵抗値〕を測定し、評価結
果を表３、５に記した。With respect to the tape samples prepared as Examples and Comparative Examples with the compositions shown in Tables 1, 2, and 4, the following methods were used to determine the thermal conductivity (rate), flame retardancy, and adhesive strength. ,
[Heat resistance] and [Volume resistivity] were measured, and the evaluation results are shown in Tables 3 and 5.
【００２８】〔熱伝導性〕 剥離フィルムを剥がしたテープサンプルを厚みが約２
ｍｍになるよう積層し５０ｍｍ×１２０ｍｍの大きさに
切断し試験片とした。 室温で、迅速熱伝導率計ＱＴＭ５００（京都電子工業
社製）により、標準物質であるＰＥ発泡体、シリコン、
石英の熱伝導率を測定した。 各標準物質の上に試験片を接着し、同様に熱伝導率を
測定した。 の熱伝導率との熱伝導率の偏差をプロットし、内
挿法により熱伝導率を求めた。熱伝導率の算出にはＱＴ
Ｍ−Ｄ３（京都電子工業製）ソフトを用いた。尚、表３
は基材を含むテープとしての値を、表５は粘着剤単体と
しての値を示している。[Thermal Conductivity] The tape sample from which the release film has been peeled has a thickness of about 2
mm and cut into a size of 50 mm × 120 mm to obtain a test piece. At room temperature, using a rapid thermal conductivity meter QTM500 (manufactured by Kyoto Electronics Manufacturing Co., Ltd.), PE foam, silicon,
The thermal conductivity of quartz was measured. A test piece was adhered on each standard material, and the thermal conductivity was measured similarly. Was plotted, and the thermal conductivity was determined by interpolation. QT for calculating thermal conductivity
MD-D3 (made by Kyoto Denshi Kogyo) software was used. Table 3
Indicates a value as a tape including a base material, and Table 5 indicates a value as a single adhesive.
【００２９】〔難燃性〕２０ｍｍ×１００ｍｍのテープ
サンプルの一端に、ブンゼンバーナーで５秒間着火し、
テープサンプルの燃焼具合を目視にて評価した。 Ａ：着火しない Ｂ：着火するが自己消火する Ｃ：燃焼する[Flame Retardancy] An end of a 20 mm × 100 mm tape sample was ignited with a Bunsen burner for 5 seconds.
The burning condition of the tape sample was visually evaluated. A: Not ignited B: Ignite but self extinguish C: Burn
【００３０】〔接着力〕ポリエステルフィルム２５μｍ
で一方の粘着面をバッキングした２５ｍｍ×１００ｍｍ
のテープサンプルを、銅板に２ｋｇローラー１往復加圧
貼付し室温で１時間放置後、１８０°方向に剥離速度３
００ｍｍ／ｍｉｎで引き剥がし接着力を測定した。[Adhesion] Polyester film 25 μm
25mm x 100mm backing one adhesive side with
Tape sample was applied to a copper plate with a 2-kg roller and reciprocating pressure was applied and left at room temperature for 1 hour.
The peel strength was measured at 00 mm / min.
【００３１】〔耐熱保持力〕アルミ箔で一方の粘着面を
バッキングしたテープサンプルを、ステンレス板に貼付
面積が２５ｍｍ×２５ｍｍになるよう２ｋｇローラー１
往復加圧貼付し室温で３０分放置後、１２０℃雰囲気下
で１ｋｇを掛けテープサンプルが落下するまでの時間を
測定した。２４時間以上落下しないテープサンプルに関
しては「２４時間＜」と記載した。[Heat resistance] A 2 kg roller 1 was used to attach a tape sample having one adhesive surface backed with aluminum foil to a stainless steel plate so that the area of the tape sample was 25 mm x 25 mm.
After applying the reciprocating pressure and leaving at room temperature for 30 minutes, 1 kg was applied under an atmosphere of 120 ° C., and the time until the tape sample dropped was measured. A tape sample that did not drop for more than 24 hours was described as "24 hours <".
【００３２】〔体積固有抵抗値〕タケダ理研製超絶縁／
微少電流計ＴＲ８６０１で測定した。測定温度は３０
℃、測定電圧は５００Ｖである。表３は基材を含むテー
プとしての値を、表５は粘着剤単体としての値を示して
いる。[Volume resistivity] Takeda Riken super insulation /
It was measured with a microammeter TR8601. Measurement temperature is 30
° C and the measurement voltage is 500V. Table 3 shows values as a tape including a base material, and Table 5 shows values as a single adhesive.
【００３３】[0033]
【表１】 [Table 1]
【００３４】[0034]
【表２】 [Table 2]
【００３５】表１、２の各成分は以下を示す。 粘着付与樹脂Ａ（固形）：不均化ロジンのグリセリンエ
ステルであるスーパーエステルＡ−１００（荒川化学社
製） 粘着付与樹脂Ｂ（液状）：液状テルペンフェノール樹脂
であるＹＰ−９０ＬＬ（ヤスハラケミカル社製） 水和金属化合物：水酸化アルミニウム（昭和電工社製ハ
イジライトＨ３２、Ｈ３２Ｉ） 水酸化マグネシウム：（協和化学工業社製キスマ５Ｊ） 酸化アルミ：（昭和電工社製アルミナＡＳ５０）を使用
した。 架橋剤：エポキシ系架橋剤（綜研化学社製Ｅ−０５Ｘ、
固形分０．５％） ：イソシアネート系架橋剤（大日本インキ化学工業社製
ＮＣ４０、固形分４０％）Each component in Tables 1 and 2 shows the following. Tackifying resin A (solid): Superester A-100 which is a glycerin ester of disproportionated rosin (manufactured by Arakawa Chemical Co.) Tackifying resin B (liquid): YP-90LL which is a liquid terpene phenol resin (manufactured by Yasuhara Chemical) Hydrated metal compound: Aluminum hydroxide (Hygilite H32, H32I manufactured by Showa Denko KK) Magnesium hydroxide: (Kisuma 5J manufactured by Kyowa Chemical Industry Co., Ltd.) Aluminum oxide: (Alumina AS50 manufactured by Showa Denko KK) was used. Crosslinking agent: Epoxy crosslinking agent (E-05X manufactured by Soken Chemical Co., Ltd.)
Solid content: 0.5%): Isocyanate-based cross-linking agent (NC40 manufactured by Dainippon Ink and Chemicals, solid content: 40%)
【００３６】[0036]
【表３】 [Table 3]
【００３７】[0037]
【表４】 [Table 4]
【００３８】表４の各成分は以下を示す。 粘着付与樹脂Ｃ：水添ロジンエステル（荒川化学社製ク
リアロンＰ−１０５） 粘着付与樹脂Ｄ：キシレン樹脂（三菱ガス化学製ニカノ
ールＨ−８０／常温で液状） 光架橋剤：アルキルジアクリレート（大阪有機社製ＡＰ
Ｇ７００） 光開始剤：アシルフォスフィンオキサイド（ＢＡＳＦ社
製／ルシリンＴＰＯ） 水和金属化合物：水酸化アルミニウム（昭和電工社製ハ
イジライトＨ３２、Ｈ３４ＨＬ） ニッケル粉：（インコ社製＃２１０）Each component in Table 4 shows the following. Tackifying resin C: hydrogenated rosin ester (Clearon P-105 manufactured by Arakawa Chemical Co.) Tackifying resin D: xylene resin (Nicanol H-80 manufactured by Mitsubishi Gas Chemical / liquid at normal temperature) Photocrosslinking agent: alkyl diacrylate (Osaka organic) Company AP
G700) Photoinitiator: acylphosphine oxide (manufactured by BASF / Lucillin TPO) Metal compound hydrated: aluminum hydroxide (Heidilite H32, H34HL manufactured by Showa Denko) Nickel powder: (# 210 manufactured by INCO)
【００３９】[0039]
【表５】 [Table 5]
【００４０】[0040]
【発明の効果】本発明の電気絶縁性の熱伝導難燃性感圧
接着剤及び感圧接着テープを使用することにより、ヒー
トシンク等と電子部品の接着作業性が向上でき、電子部
品が発生する熱をヒートシンク等の放熱装置に効率良く
伝えるため電子部品の誤作動を防止できる。また万一熱
が蓄積した場合も難燃性であるため火災等を防止でき
る。さらに発ガン性が疑われる三酸化アンチモン、ダイ
オキシン等を発生する可能性のあるハロゲン系、特にブ
ロモ系難燃剤を含有しないため、人体や環境への負荷を
低減できる。According to the present invention, the use of the electrically insulating heat conductive flame-retardant pressure-sensitive adhesive and the pressure-sensitive adhesive tape of the present invention can improve the workability of bonding an electronic component to a heat sink or the like, and the heat generated by the electronic component can be improved. Is efficiently transmitted to a heat radiating device such as a heat sink, thereby preventing malfunction of electronic components. Even if heat accumulates, it is flame-retardant and can prevent fire and the like. Furthermore, since it does not contain a halogen-based, particularly bromo-based flame retardant which may generate antimony trioxide, dioxin, etc. which are suspected of carcinogenicity, the burden on human bodies and the environment can be reduced.
Claims (7)
る（メタ）アクリル酸アルキルエステルモノマー５０重
量部（以下部）以上、及び、共重合可能な極性ビニルモ
ノマー０．５〜１０部を必須とするモノマー混合物から
調整されるアクリル共重合体又は部分重合体１００部
と、粘着付与樹脂１０〜１００部からなる感圧接着剤組
成物１００部に対し、水和金属化合物５０〜２５０部を
含有することを特徴とする電気絶縁性の熱伝導難燃性感
圧接着剤。An alkyl (meth) acrylate monomer having an alkyl group having 4 to 14 carbon atoms in an amount of at least 50 parts by weight (hereinafter referred to as "part") and at least 0.5 to 10 parts of a copolymerizable polar vinyl monomer. 100 parts of an acrylic copolymer or a partial polymer prepared from an essential monomer mixture and 100 parts of a pressure-sensitive adhesive composition composed of 10 to 100 parts of a tackifying resin, 50 to 250 parts of a hydrated metal compound. An electrically insulating, heat-conducting, flame-retardant, pressure-sensitive adhesive characterized by containing.
る請求項１に記載の電気絶縁性の熱伝導難燃性感圧接着
剤。2. The pressure-sensitive adhesive according to claim 1, which has a heat conductivity of 0.35 W / m · K or more.
粘着付与樹脂を含むものである請求項１又は２に記載の
電気絶縁性の熱伝導難燃性感圧接着剤。3. The pressure-sensitive adhesive according to claim 1, wherein the tackifying resin contains a tackifying resin which is a viscous liquid at room temperature.
項１〜３のいずれかに記載の電気絶縁性の熱伝導難燃性
感圧接着剤。4. The pressure-sensitive adhesive according to claim 1, wherein the pressure-sensitive adhesive composition is photopolymerizable.
いずれかに記載の電気絶縁性の熱伝導難燃性感圧接着剤
を設けたことを特徴とする感圧接着テープ。5. A pressure-sensitive adhesive tape, characterized in that the electrically insulating heat-conductive flame-retardant pressure-sensitive adhesive according to claim 1 is provided on at least one surface of a substrate.
上である請求項５に記載の感圧接着テープ。6. The pressure-sensitive adhesive tape according to claim 5, wherein the thermal conductivity of the base material is 0.35 W / m · K or more.
請求項５又は６に記載の感圧接着テープ。7. The pressure-sensitive adhesive tape according to claim 5, wherein the adhesive force is 1 kgf / 25 mm or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10077266A JPH11269438A (en) | 1998-03-25 | 1998-03-25 | Heat-conductive flame-retardant pressure-sensitive adhesive and pressure-sensitive adhesive tape |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10077266A JPH11269438A (en) | 1998-03-25 | 1998-03-25 | Heat-conductive flame-retardant pressure-sensitive adhesive and pressure-sensitive adhesive tape |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH11269438A true JPH11269438A (en) | 1999-10-05 |
Family
ID=13629051
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10077266A Pending JPH11269438A (en) | 1998-03-25 | 1998-03-25 | Heat-conductive flame-retardant pressure-sensitive adhesive and pressure-sensitive adhesive tape |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH11269438A (en) |
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-
1998
- 1998-03-25 JP JP10077266A patent/JPH11269438A/en active Pending
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