JP2002294192A - Thermally conductive flame-retardant pressure- sensitive adhesive and sheet by forming the same - Google Patents
Thermally conductive flame-retardant pressure- sensitive adhesive and sheet by forming the sameInfo
- Publication number
- JP2002294192A JP2002294192A JP2001096909A JP2001096909A JP2002294192A JP 2002294192 A JP2002294192 A JP 2002294192A JP 2001096909 A JP2001096909 A JP 2001096909A JP 2001096909 A JP2001096909 A JP 2001096909A JP 2002294192 A JP2002294192 A JP 2002294192A
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- Japan
- Prior art keywords
- flame
- sensitive adhesive
- pressure
- heat
- 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.)
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- Adhesives Or Adhesive Processes (AREA)
- Cooling Or The Like Of Semiconductors Or Solid State Devices (AREA)
- Adhesive Tapes (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、熱伝導性難燃性感
圧接着剤及びシートに関する。The present invention relates to a heat-conductive, flame-retardant, pressure-sensitive adhesive and sheet.
【０００２】[0002]
【従来の技術】近年、プラズマディスプレイパネル（Ｐ
ＤＰ）、集積回路（ＩＣ）チップ等のような電子部品の
発熱量の増大に伴い、温度上昇による機能障害対策を講
じる必要性が生じている。一般的には、電子部品等の発
熱体に、ヒートシンク、放熱金属板、放熱フィンなどの
放熱体を取り付けることで、熱を拡散させる方法が取ら
れている。発熱体から放熱体への熱伝導を効率よく行う
ために、各種熱伝導シートが使用されている。一般に、
発熱体と放熱体とを固定する用途においては感圧接着シ
ートが必要とされる。2. Description of the Related Art In recent years, plasma display panels (P
With the increase in the amount of heat generated by electronic components such as DP) and integrated circuit (IC) chips, it is necessary to take measures against functional failure due to temperature rise. Generally, a method of diffusing heat by attaching a heat radiator such as a heat sink, a heat radiating metal plate, and a heat radiating fin to a heat generating element such as an electronic component is adopted. In order to efficiently conduct heat from the heat generating element to the heat radiating element, various heat conductive sheets are used. In general,
A pressure-sensitive adhesive sheet is required for fixing the heat generating element and the heat radiating element.
【０００３】特開平６−８８０６１号公報（ウェッブ
ら、３Ｍ）には、アルキル基中に１〜１２個の炭素原子
を有する（メタ）アクリル酸アルキルエステル及びそれ
と共重合可能な極性モノマーを含有するモノマー混合物
から調製されるポリマー、及び、該モノマー混合物１０
０質量部に対して２０〜４００部の熱伝導性電気絶縁性
粒子(熱伝導性フィラー）を含有する熱伝導性電気絶縁
性感圧接着剤及び接着テープが開示されている。しか
し、この接着剤及び接着シートは難燃性が低く、燃焼し
やすいので、ＰＤＰに使用するのは好ましくない。JP-A-6-88061 (Webb et al., 3M) discloses an alkyl (meth) acrylate having 1 to 12 carbon atoms in an alkyl group and a polar monomer copolymerizable therewith. A polymer prepared from a monomer mixture, and the monomer mixture 10
A heat conductive electric insulating pressure-sensitive adhesive and an adhesive tape containing 20 to 400 parts of heat conductive electric insulating particles (heat conductive filler) with respect to 0 parts by mass are disclosed. However, these adhesives and adhesive sheets have low flame retardancy and easily burn, so that they are not preferably used for PDPs.
【０００４】特開平１１−２６９４３８号公報(大日本
インキ化学工業）には、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質量部以上、及び共重合可能な極性ビニルモノマ
ー０．５〜１０質量部を必須とするモノマー混合物から
調製されるアクリルコポリマー又は部分重合体１００質
量部と、粘着付与樹脂１０〜１００質量部からなる感圧
接着剤組成物１００質量部に対して、水和金属化合物５
０〜２５０質量部を含有することを特徴とする電気絶縁
性の熱伝導性難燃性感圧接着剤及び感圧接着テープが開
示されている。この発明においては、熱伝導性粒子及び
難燃剤の両方の機能を有するものとして水和金属化合物
が添加されているが、水和金属化合物は熱伝導率が比較
的に低いため、充分な熱伝導率を得るためには多量に添
加する必要がある。このような化合物の添加により、感
圧接着剤の接着力が低下する傾向があるので、充分な接
着力を得るために、粘着付与剤が必須成分として添加さ
れている。このような粘着付与剤の添加により、感圧接
着剤の凝集力が低下するという欠点がある。JP-A-11-269438 (Dainippon Ink and Chemicals) discloses that at least 50 parts by mass of a (meth) acrylic acid alkyl ester monomer having an alkyl group having 4 to 14 carbon atoms, 100 parts by mass of a pressure-sensitive adhesive composition comprising 100 parts by mass of an acrylic copolymer or a partial polymer prepared from a monomer mixture essentially containing 0.5 to 10 parts by mass of a polar vinyl monomer and 10 to 100 parts by mass of a tackifier resin Hydrated metal compound 5
An electrically insulating, heat-conductive, flame-retardant pressure-sensitive adhesive and a pressure-sensitive adhesive tape, characterized by containing 0 to 250 parts by mass, are disclosed. In the present invention, a hydrated metal compound is added as having both functions of a heat conductive particle and a flame retardant. However, since the hydrated metal compound has a relatively low thermal conductivity, sufficient heat conductivity is obtained. In order to obtain the rate, it is necessary to add a large amount. Since the addition of such a compound tends to decrease the adhesive strength of the pressure-sensitive adhesive, a tackifier is added as an essential component in order to obtain a sufficient adhesive strength. The addition of such a tackifier has the disadvantage that the cohesive strength of the pressure-sensitive adhesive decreases.
【０００５】特開２０００−２８１９９７号公報（大日
本インキ化学工業）には、（メタ）アクリル酸アルキル
エステルモノマーからなるコポリマー１００質量部と、
熱伝導性電気絶縁性充填剤と含窒素リン化合物の比率が
８：２〜３：７で熱伝導性電気絶縁性充填剤と含窒素リ
ン化合物を総量として５０〜２００質量部の量で含有
し、熱伝導率が０．３Ｗ／ｍ・Ｋ以上であることを特徴
とする電気絶縁性の熱伝導性難燃性感圧接着剤及び感圧
接着テープが開示されている。難燃剤としての含窒素リ
ン化合物は熱伝導率が低いため、これを添加すると熱伝
導性充填剤の効果を低下させてしまう。その為、高い熱
伝導率を得るためには充填剤と難燃剤の添加量が増大す
るため、接着力の低下を招くという問題がある。Japanese Patent Application Laid-Open No. 2000-281997 (Dainippon Ink and Chemicals) discloses that 100 parts by mass of a copolymer comprising an alkyl (meth) acrylate monomer is
The ratio of the thermally conductive electrically insulating filler to the nitrogen-containing phosphorus compound is 8: 2 to 3: 7, and the thermally conductive electrically insulating filler and the nitrogen-containing phosphorus compound are contained in a total amount of 50 to 200 parts by mass. Further, there is disclosed an electrically insulating heat-conductive flame-retardant pressure-sensitive adhesive and a pressure-sensitive adhesive tape, each having a thermal conductivity of 0.3 W / m · K or more. Since the nitrogen-containing phosphorus compound as a flame retardant has a low thermal conductivity, the addition thereof decreases the effect of the thermally conductive filler. Therefore, in order to obtain a high thermal conductivity, the addition amount of the filler and the flame retardant increases, and there is a problem that the adhesive strength is reduced.
【０００６】[0006]
【発明が解決しようとする課題】したがって、本発明の
目的は、感圧接着剤の高い接着性能を維持しながら、充
分な熱伝導性と難燃性を有する熱伝導性難燃性感圧接着
剤及び熱伝導性難燃性感圧接着シートを提供することで
ある。SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a heat-conductive and flame-retardant pressure-sensitive adhesive having sufficient heat conductivity and flame resistance while maintaining the high adhesive performance of the pressure-sensitive adhesive. And a heat-conductive, flame-retardant, pressure-sensitive adhesive sheet.
【０００７】[0007]
【課題を解決するための手段】本発明によると、（メ
タ）アクリル酸エステルモノマーを含むモノマーを重合
してなるアクリル系ポリマー、熱伝導性を有しかつハロ
ゲンを含まない難燃剤、及び、前記難燃剤の粒径よりも
大きい粒径の熱伝導性フィラーを含有することを特徴と
する熱伝導性難燃性感圧接着剤が提供される。難燃剤と
ともに、この難燃剤の粒径よりも大きな粒径の熱伝導性
フィラーを含有させることにより、熱伝導効率が相乗的
に高められる。その結果、難燃剤及びフィラーの充填量
が比較的に少量であっても充分な熱伝導性を有し、それ
により、感圧接着剤の性能を良好に維持することができ
る。また、難燃剤がハロゲンを含まないので環境に与え
る負荷が低減される。本発明の別の態様によると、上記
感圧接着剤をシート状に成形した熱伝導性難燃性感圧接
着シートが提供される。このシートは本発明の感圧接着
剤の良好な熱伝導性及び感圧接着性のために、発熱体か
ら放熱体への熱伝導を効率よく行うとともに、これら両
者を強固に固定することができる。According to the present invention, there is provided an acrylic polymer obtained by polymerizing a monomer containing a (meth) acrylic acid ester monomer, a flame retardant having heat conductivity and containing no halogen. A heat-conductive, flame-retardant, pressure-sensitive adhesive is provided, which contains a heat-conductive filler having a particle size larger than the particle size of the flame retardant. By including a heat conductive filler having a particle diameter larger than the particle diameter of the flame retardant together with the flame retardant, the heat conduction efficiency is synergistically enhanced. As a result, even if the filling amounts of the flame retardant and the filler are relatively small, they have a sufficient thermal conductivity, so that the performance of the pressure-sensitive adhesive can be favorably maintained. Further, since the flame retardant does not contain halogen, the load on the environment is reduced. According to another aspect of the present invention, there is provided a heat-conductive and flame-retardant pressure-sensitive adhesive sheet obtained by molding the above-mentioned pressure-sensitive adhesive into a sheet. This sheet can efficiently conduct heat from the heating element to the heat radiating element and can firmly fix both of them because of the good thermal conductivity and pressure-sensitive adhesive property of the pressure-sensitive adhesive of the present invention. .
【０００８】[0008]
【発明の実施の形態】アクリル系ポリマー 本発明の感圧接着剤のために用いるアクリル系ポリマー
は、特に限定されず、従来から感圧接着剤に用いられる
ものが使用できる。このようなアクリル系ポリマーとし
ては、アルキル基中に１〜１２個の炭素原子を有するア
クリル酸アルキルエステル又はメタクリル酸アルキルエ
ステル（以下において、「（メタ）アクリル酸アルキル
エステル」ともいう）モノマーと、このモノマーと共重
合可能な極性モノマーとのコポリマーが挙げられる。BEST MODE FOR CARRYING OUT THE INVENTION Acrylic Polymer The acrylic polymer used for the pressure-sensitive adhesive of the present invention is not particularly limited, and those conventionally used for pressure-sensitive adhesives can be used. Examples of such an acrylic polymer include an alkyl acrylate or alkyl methacrylate (hereinafter, also referred to as "(meth) acrylic acid alkyl ester") monomer having 1 to 12 carbon atoms in an alkyl group, Copolymers of this monomer with a copolymerizable polar monomer may be mentioned.
【０００９】（メタ）アクリル酸アルキルエステルモノ
マーは、例えば、ブチル（メタ）アクリレート、ヘキシ
ル（メタ）アクリレート、ｎ−オクチル（メタ）アクリ
レート、イソオクチル（メタ）アクリレート、２−エチ
ルヘキシル（メタ）アクリレート、イソノニル（メタ）
アクリレートなどが挙げられる。このようなモノマーは
得られる感圧接着剤にタックを付与するように作用す
る。一方、（メタ）アクリル酸アルキルエステルモノマ
ーと共重合可能な極性モノマーは、（メタ）アクリル
酸、マレイン酸、フマル酸等のカルボキシル基を含有す
るモノマーや、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等の窒素を含有するモノ
マーが挙げられる。このような極性モノマーは感圧接着
剤の凝集力及び接着力を向上させるように作用する。
（メタ）アクリル酸アルキルエステルモノマーと、極性
モノマーとの割合は、限定するわけではないが、一般
に、（メタ）アクリル酸アルキルエステルモノマー１０
０質量部当たり１〜２０質量部である。The alkyl (meth) acrylate monomers include, for example, butyl (meth) acrylate, hexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isononyl (Meta)
Acrylate and the like. Such monomers act to impart tack to the resulting pressure sensitive adhesive. On the other hand, polar monomers copolymerizable with an alkyl (meth) acrylate monomer include monomers having a carboxyl group such as (meth) acrylic acid, maleic acid, and fumaric acid, acrylamide, N-vinylpyrrolidone, and N-vinyl. Nitrogen-containing monomers such as caprolactam are exemplified. Such a polar monomer acts to improve the cohesive strength and adhesive strength of the pressure-sensitive adhesive.
The ratio of the (meth) acrylic acid alkyl ester monomer to the polar monomer is not limited, but generally, the (meth) acrylic acid alkyl ester monomer 10
It is 1 to 20 parts by mass per 0 parts by mass.
【００１０】架橋剤 本発明の感圧接着剤に用いられるアクリル系ポリマー
は、所望により、架橋されてよい。架橋は、通常、使用
するモノマーの合計質量を基準として、約０．０５〜１
質量％の量で使用され、それにより、感圧接着剤のせん
断接着性を高めることができる。架橋剤としては、多官
能性アクリレート、例えば、1,6-ヘキサンジオールジア
クリレート、トリメチロールプロパントリアクリレー
ト、ペンタエリトリトールテトラアクリレート、1,2-エ
チレングリコールジアクリレート及び1,12-ドデカンジ
オールジアクリレートのような架橋性モノマーを用いる
ことができる。また、他の架橋剤としては、2,4-ビス
（トリクロロメチル)-6-p-メトキシスチレン-5-トリア
ジン等の置換トリアジン、4-アクリルオキシベンゾフェ
ノンのようなモノエチレン系不飽和芳香族ケトン等が挙
げられる。Crosslinking Agent The acrylic polymer used in the pressure-sensitive adhesive of the present invention may be crosslinked, if desired. Crosslinking is usually from about 0.05 to 1 based on the total weight of monomers used.
It is used in an amount of% by weight, whereby the shear adhesion of the pressure-sensitive adhesive can be increased. Crosslinking agents include polyfunctional acrylates such as 1,6-hexanediol diacrylate, trimethylolpropane triacrylate, pentaerythritol tetraacrylate, 1,2-ethylene glycol diacrylate and 1,12-dodecanediol diacrylate. Such a crosslinkable monomer can be used. Other crosslinking agents include substituted triazines such as 2,4-bis (trichloromethyl) -6-p-methoxystyrene-5-triazine, and monoethylenically unsaturated aromatic ketones such as 4-acryloxybenzophenone. And the like.
【００１１】重合法 通常、感圧接着剤のアクリル系ポリマーは、上記のモノ
マーの重合を、通常のラジカル重合法、例えば、溶液重
合、乳化重合、懸濁重合又はバルク重合により行うこと
により得られる。重合法は、好ましくは、適当な重合開
始剤の存在において光重合法に従って行うことができ
る。さらに好ましくは、本発明に使用される前記アクリ
ル系ポリマーは、上記モノマーに対して紫外線（ＵＶ）
等を照射することにより重合させることによって得るこ
とができる。適当な重合開始剤としては、例えばベンゾ
インエーテル、例えばベンゾインメチルエーテル又はベ
ンゾインイソプロピルエーテル、置換ベンゾインエーテ
ル、例えば、アニソールメチルエーテル、置換アセトフ
ェノン、２，２−ジエトキシアセトフェノン及び２，２
−ジメトキシ−２−フェニルアセトフェノン等を挙げる
ことができる。このような重合開始剤の量は一般にモノ
マーの混合物１００質量部にして０．０１〜５質量部の
量で使用するのが好ましい。Polymerization method Usually, the acrylic polymer of the pressure-sensitive adhesive is obtained by carrying out the polymerization of the above monomers by a usual radical polymerization method, for example, solution polymerization, emulsion polymerization, suspension polymerization or bulk polymerization. . The polymerization method can be preferably carried out according to a photopolymerization method in the presence of a suitable polymerization initiator. Still more preferably, the acrylic polymer used in the present invention is an ultraviolet polymer (UV) for the monomer.
And the like, and can be obtained by polymerization. Suitable polymerization initiators include, for example, benzoin ethers such as benzoin methyl ether or benzoin isopropyl ether, substituted benzoin ethers such as anisole methyl ether, substituted acetophenone, 2,2-diethoxyacetophenone and 2,2
-Dimethoxy-2-phenylacetophenone and the like. Generally, it is preferable to use the polymerization initiator in an amount of 0.01 to 5 parts by mass based on 100 parts by mass of the monomer mixture.
【００１２】また、紫外線（ＵＶ）等による光重合で
は、窒素などの不活性ガスの雰囲気下にて溶存酸素を除
去したモノマーの混合物を、適切な光開始剤および必要
に応じて架橋剤とともにキャリアーとなる基材上に塗布
し、紫外線を照射することにより重合を行うことができ
る。なお、基材上への塗布性を良好にするために、適切
な粘度の粘性液体（シロップ）になるまでモノマーを紫
外線により、予備重合してから、基材上に塗布し、その
後、さらに紫外線を照射して重合を完了させることが便
利である。In the case of photopolymerization using ultraviolet light (UV) or the like, a mixture of monomers from which dissolved oxygen has been removed under an atmosphere of an inert gas such as nitrogen is mixed with a suitable photoinitiator and, if necessary, a crosslinking agent together with a carrier. The composition can be polymerized by applying the composition on a substrate to be used and irradiating it with ultraviolet rays. In order to improve the applicability on the substrate, the monomer is prepolymerized with an ultraviolet ray until a viscous liquid (syrup) having an appropriate viscosity is obtained, and then the monomer is applied on the substrate, and then the ultraviolet ray is further applied. Is convenient to complete the polymerization.
【００１３】難燃剤 本発明の感圧接着剤は熱伝導性を有しかつハロゲンを含
まない難燃剤を含む。ここにいう「熱伝導性を有する」
とは、アクリル系ポリマーよりも良好な熱伝導率を有す
ることを意味する。このような難燃剤としては、水和金
属化合物、例えば、水酸化アルミニウム、水酸化マグネ
シウムなどが好ましく、水酸化アルミニウムが特に好ま
しい。水酸化アルミニウムは良好な熱伝導性と難燃性を
有し、かつ低コストで入手可能であるからである。Flame Retardant The pressure sensitive adhesive of the present invention comprises a flame retardant that is thermally conductive and does not contain halogen. As used herein, "has thermal conductivity"
Means having better thermal conductivity than acrylic polymers. As such a flame retardant, a hydrated metal compound such as aluminum hydroxide and magnesium hydroxide is preferable, and aluminum hydroxide is particularly preferable. This is because aluminum hydroxide has good thermal conductivity and flame retardancy, and is available at low cost.
【００１４】難燃剤の粒径は、限定するわけではない
が、１〜５０μｍであることが好ましい。１μｍ未満で
あると、感圧接着剤調製時の粘度上昇の問題が生じ、シ
ート化が困難になるおそれがあり、一方、５０μｍを超
えると、熱伝導性フィラーによる効率的な熱伝導を難燃
剤が阻害するおそれがあるからである。なお、ここにい
う粒径とは平均粒径を意味する。The particle size of the flame retardant is not limited, but is preferably 1 to 50 μm. When the thickness is less than 1 μm, a problem of an increase in viscosity at the time of preparation of the pressure-sensitive adhesive may occur, which may make it difficult to form a sheet. Is likely to be inhibited. Here, the particle size means an average particle size.
【００１５】熱伝導性フィラー 熱伝導性フィラーは、熱伝導性を有する難燃剤とともに
組み合わせて用いるときに、本発明の感圧接着剤の熱伝
導性を相乗的に向上させることができるものである。こ
のような熱伝導性フィラーは、難燃剤の粒径よりも大き
な粒径を有する。粒径の大きな熱伝導性フィラーの間の
空隙を埋めるように、粒径の小さい難燃剤が存在するこ
とにより、熱伝導性フィラーによる効率的な伝熱を促進
することができる。この為、比較的に少量の難燃剤及び
熱伝導性フィラーであっても高い伝熱性及び難燃性を達
成することができる。熱伝導性フィラーとしては、酸化
アルミニウム、窒化ホウ素、窒化アルミニウム等を挙げ
ることができる。Thermal Conductive Filler The thermal conductive filler is capable of synergistically improving the thermal conductivity of the pressure-sensitive adhesive of the present invention when used in combination with a flame retardant having thermal conductivity. . Such a thermally conductive filler has a particle size larger than the particle size of the flame retardant. The presence of the flame retardant having a small particle size so as to fill the gaps between the heat conductive fillers having a large particle size can promote efficient heat transfer by the heat conductive filler. Therefore, high heat conductivity and high flame retardancy can be achieved even with relatively small amounts of the flame retardant and the heat conductive filler. Examples of the thermally conductive filler include aluminum oxide, boron nitride, and aluminum nitride.
【００１６】熱伝導性フィラーの粒径は、限定するわけ
ではないが、５０〜１２０μｍであることが好ましい。
５０μｍ以下であると、効率的な伝熱を促進することが
できないからであり、一方、１２０μｍを超えると、シ
ートの表面の平滑性が失われ、粘着特性の低下を招くお
それがあるからである。なお、ここにいう粒径とは平均
粒径を意味する。The particle size of the thermally conductive filler is not limited, but is preferably 50 to 120 μm.
When the thickness is 50 μm or less, efficient heat transfer cannot be promoted. On the other hand, when the thickness is more than 120 μm, the smoothness of the surface of the sheet is lost and the adhesive property may be reduced. . Here, the particle size means an average particle size.
【００１７】難燃剤及び熱伝導性フィラーの配合 難燃剤及び熱伝導性フィラーは、感圧接着剤中に良好に
分散されるように、アクリル系ポリマーの製造の前又は
その間の適切なタイミングで配合される。例えば、上記
の紫外線重合において、適切な粘度のシロップになるま
でモノマーを一定量の紫外線により予備重合した後に、
これらのフィラー及び難燃剤をシロップ中に導入し、攪
拌し、その後、さらに紫外線を照射して重合を完了させ
ることにより、フィラー及び難燃剤を感圧接着剤中に良
好に分散させることができる。Incorporation of Flame Retardant and Thermal Conductive Filler The flame retardant and thermal conductive filler are blended at an appropriate time before or during the production of the acrylic polymer so as to be well dispersed in the pressure-sensitive adhesive. Is done. For example, in the above-mentioned UV polymerization, after pre-polymerizing a monomer with a certain amount of UV until a syrup having an appropriate viscosity is obtained,
The filler and the flame retardant are introduced into the syrup, stirred, and then irradiated with ultraviolet rays to complete the polymerization, whereby the filler and the flame retardant can be dispersed well in the pressure-sensitive adhesive.
【００１８】難燃剤及び熱伝導性フィラーの配合量は、
要求される伝熱性にもよるが、通常、アクリル系ポリマ
ー１００質量部に対して難燃剤４０〜８０質量部、熱伝
導性フィラー４０〜１２０質量部である。難燃剤及び熱
伝導性フィラーの量が上記の範囲より多いと、重合完了
前の粘性液体の流動性が失われることにより感圧接着シ
ートの調製が困難になり、或いは、得られる感圧接着剤
の被着体に対する濡れ性が低下し、接着性能に悪影響を
及ぼすことがある。また、上記範囲よりも少量である
と、充分な熱伝導性と難燃性を両立することが困難にな
るおそれがある。The amounts of the flame retardant and the thermally conductive filler are as follows:
Although it depends on the required heat conductivity, it is usually 40 to 80 parts by mass of the flame retardant and 40 to 120 parts by mass of the thermally conductive filler based on 100 parts by mass of the acrylic polymer. When the amounts of the flame retardant and the heat conductive filler are larger than the above ranges, the fluidity of the viscous liquid before the completion of the polymerization is lost, so that the preparation of the pressure-sensitive adhesive sheet becomes difficult, or the obtained pressure-sensitive adhesive May decrease the wettability to the adherend and adversely affect the adhesive performance. On the other hand, if the amount is smaller than the above range, it may be difficult to achieve both sufficient thermal conductivity and flame retardancy.
【００１９】その他の成分 本発明の感圧接着剤は、本発明の効果に悪影響を及ぼさ
ないかぎり、顔料、酸化防止剤、安定剤、粘度調節剤等
の添加剤を含むことができる。Other Ingredients The pressure-sensitive adhesive of the present invention may contain additives such as pigments, antioxidants, stabilizers, and viscosity modifiers as long as the effects of the present invention are not adversely affected.
【００２０】シートの成形 本発明の感圧接着剤はいずれかの適切な方法によってシ
ート状に成形されて、熱伝導性シートとして使用される
ことが望ましい。熱伝導性シートは好ましくは自立フィ
ルムとして形成される。シート化は、例えば、上記のよ
うに溶液重合により、難燃剤及び熱伝導性フィラーを含
むアクリル系ポリマー溶液を製造したときには、剥離処
理を施したプラスティックフィルム、例えば、ポリエチ
レンテレフタレート（ＰＥＴ）フィルム上に塗布し、そ
して乾燥して溶剤を除去することによりシート化され
る。また、紫外線によるバルク重合においては、予備重
合したシロップを上記と同様のフィルム上でさらに紫外
線を照射することにより重合を完成させてシート化され
る。シートの厚さは特に限定されないが、通常、５０μ
ｍ〜３ｍｍの厚さである。５０μｍより薄いと、発熱体
と放熱体を固定する際に空気を巻き込み易く、結果とし
て充分な熱伝導性を得られないおそれがある。一方、３
ｍｍより厚いと、シートの熱抵抗が大きくなり、放熱性
が損なわれるおそれがある。また、本発明の感圧接着剤
は、基材の片面あるいは両面に形成して提供することも
できる。基材としては、プラスチックフィルム、不織
布、ガラスクロスなどが挙げられる。Sheet Forming The pressure-sensitive adhesive of the present invention is preferably formed into a sheet by any suitable method and used as a heat conductive sheet. The thermally conductive sheet is preferably formed as a free-standing film. For example, when an acrylic polymer solution containing a flame retardant and a thermally conductive filler is produced by solution polymerization as described above, a sheet is formed on a plastic film subjected to a release treatment, for example, a polyethylene terephthalate (PET) film. The sheet is formed by coating and drying to remove the solvent. In the case of bulk polymerization using ultraviolet light, the prepolymerized syrup is further irradiated with ultraviolet light on the same film as described above to complete the polymerization and form a sheet. The thickness of the sheet is not particularly limited.
m to 3 mm in thickness. If the thickness is less than 50 μm, air tends to be entrained when fixing the heat generating body and the heat radiating body, and as a result, sufficient heat conductivity may not be obtained. Meanwhile, 3
If the thickness is larger than mm, the thermal resistance of the sheet increases, and the heat dissipation may be impaired. Further, the pressure-sensitive adhesive of the present invention can be provided by being formed on one or both sides of a substrate. Examples of the substrate include a plastic film, a nonwoven fabric, and a glass cloth.
【００２１】また、本発明の感圧接着剤は、放熱体のよ
うな基材上に直接的に形成して、電子部品の一部として
提供することもできる。The pressure-sensitive adhesive of the present invention can be formed directly on a substrate such as a heat radiator and provided as a part of an electronic component.
【００２２】熱伝導性難燃性感圧接着剤 本発明の感圧接着剤は、上記のとおり、比較的に少量の
難燃剤及び熱伝導性フィラーであっても高い伝熱性及び
難燃性を達成することができる。この結果として、タッ
クを補うための粘着付与剤などは必要なく、また、被着
体に対する濡れ性がよくなるので、高い接着性能を有す
ることができる。具体的には、本発明の感圧接着剤は、
１ｍｍ厚さのシートとして、ステンレス板に対する９０
°方向の接着力をＪＩＳ Ｚ１５４１に基づいて測定し
たときに、４Ｎ／ｃｍを超える接着力を示すことが判っ
た。また、上記１ｍｍ厚さのシートを１０ｍｍ以上とな
るまで積層して、約６０ｍｍ×１３０ｍｍの大きさに切
断したサンプルに対して熱伝導率を測定したところ、
０．５Ｗ／（ｍ・Ｋ）を超える熱伝導率であることが判
った。さらに、シートはＵＬ９４Ｖ規格に基づいた燃焼
試験において「Ｖ−２」の難燃性を示した。なお、「Ｖ
−２」とは燃焼試験において接炎の後に、サンプルが燃
え尽きる以前に、自動的に燃焼が終了することを意味
し、この為、このグレードに属するものは自己消火性で
あるということができる。本発明の感圧接着剤及びシー
トは、上記のとおりの高い接着力、熱伝導性及び難燃性
を有する。この為、接着力、熱伝導性及び難燃性につい
て厳しい性能を要求する電子部品（例えばプラズマディ
スプレイパネル）と放熱体との固定の用途に特に有用で
ある。Heat-Conducting Flame-Retardant Pressure-Sensitive Adhesive As described above, the pressure-sensitive adhesive of the present invention achieves high heat conductivity and flame retardancy even with a relatively small amount of a flame retardant and a heat-conductive filler. can do. As a result, a tackifier or the like for compensating tack is not required, and the wettability to an adherend is improved, so that a high adhesive performance can be obtained. Specifically, the pressure-sensitive adhesive of the present invention is:
As a 1 mm thick sheet, 90
When the adhesive force in the ° direction was measured based on JIS Z1541, it was found that the adhesive force exceeded 4 N / cm. Further, when the above-mentioned sheet having a thickness of 1 mm was laminated until it became 10 mm or more, and the thermal conductivity of a sample cut into a size of about 60 mm × 130 mm was measured,
It was found that the thermal conductivity exceeded 0.5 W / (m · K). Further, the sheet exhibited a flame resistance of "V-2" in a combustion test based on the UL94V standard. Note that "V
"-2" means that after the flame contact in the combustion test, the combustion is automatically terminated before the sample is burned out, so that those belonging to this grade can be said to be self-extinguishing. The pressure-sensitive adhesive and sheet of the present invention have high adhesive strength, thermal conductivity and flame retardancy as described above. For this reason, it is particularly useful for fixing an electronic component (for example, a plasma display panel) that requires strict performance with respect to adhesive strength, heat conductivity, and flame retardancy to a radiator.
【００２３】[0023]
【実施例】以下において、実施例を用いて本発明をさら
に説明する。実施例において、特に」指示がない限り、
部及び百分率は質量を基準とする。 実施例１ （メタ）アクリル酸アルキルエステルモノマーとして２
−エチルヘキシルアクリレート（日本触媒社製）１００
部と、光開始剤としてイルガキュア６５１（２，２−ジ
メトキシ−２−フェニルアセトフェノン：チバ・スペシ
ャルティー・ケミカルズ社製）０．０４部をガラス容器
中でよく混合し、窒素ガスにて溶存酸素を置換した後
に、低圧水銀ランプで数分間紫外線照射して部分重合さ
せ、粘度が１５００ｃＰの粘性液体（シロップ）を得
た。得られた組成物１００部に対して極性モノマーとし
てアクリル酸（三菱化学社製）３部、架橋剤として１，
６−ヘキサンジオールジアクリレート（ＨＤＤＡ）（新
中村化学社製のＮＫ−エステル−Ａ−ＨＤ(商品名））
０．０８部、追加の光開始剤（イルガキュア６５１）
０．１部を加えて充分に攪拌した。さらに、熱伝導性フ
ィラーとして、平均粒径が８０μｍである酸化アルミニ
ウム（Ａｌ2Ｏ3、日本軽金属社製のＡ−２１（商品
名））７０部、難燃剤として、平均粒径が３０μｍであ
る水酸化アルミニウム（Ａｌ（ＯＨ）3、日本軽金属社
製のＢ−３０３（商品名））５０部を加え、均一になる
まで攪拌した。この混合物を真空脱泡した後に、剥離処
理を施した５０μｍ厚のポリエステルフィルムの上に１
ｍｍ厚となるように塗工し、重合を阻害する酸素を除去
するためにもう一枚の上記と同一のフィルムを被せ、両
面から低圧水銀ランプで約５分間照射し、熱伝導性難燃
性感圧接着シートを得た。In the following, the present invention will be further described with reference to examples. In the examples, unless otherwise indicated.
Parts and percentages are by weight. Example 1 As a (meth) acrylic acid alkyl ester monomer, 2
-Ethylhexyl acrylate (Nippon Shokubai Co., Ltd.) 100
Parts and 0.04 part of Irgacure 651 (2,2-dimethoxy-2-phenylacetophenone: Ciba Specialty Chemicals) as a photoinitiator in a glass container, and dissolve dissolved oxygen with nitrogen gas. After the substitution, the mixture was partially polymerized by irradiating ultraviolet rays with a low-pressure mercury lamp for several minutes to obtain a viscous liquid (syrup) having a viscosity of 1500 cP. 3 parts of acrylic acid (manufactured by Mitsubishi Chemical Corporation) as a polar monomer and 1,
6-hexanediol diacrylate (HDDA) (NK-ester-A-HD (trade name) manufactured by Shin-Nakamura Chemical Co., Ltd.)
0.08 parts, additional photoinitiator (Irgacure 651)
0.1 part was added and sufficiently stirred. Further, 70 parts of aluminum oxide (Al 2 O 3 , A-21 (trade name) manufactured by Nippon Light Metal Co., Ltd.) having an average particle size of 80 μm as a thermally conductive filler, and 30 μm as a flame retardant. 50 parts of aluminum hydroxide (Al (OH) 3 , B-303 (trade name) manufactured by Nippon Light Metal Co., Ltd.) was added, and the mixture was stirred until it became uniform. After vacuum defoaming this mixture, 1 μm was placed on a 50 μm thick polyester film which had been subjected to a release treatment.
mm, apply another film as above to remove oxygen that inhibits polymerization, and irradiate from both sides with a low-pressure mercury lamp for about 5 minutes. A pressure-bonded sheet was obtained.
【００２４】比較例１ 平均粒径が８０μｍである酸化アルミニウム（Ａｌ
2Ｏ3、日本軽金属社製のＡ−２１（商品名））の代わり
に、平均粒径が５μｍである酸化アルミニウム（Ａｌ2
Ｏ3、日本軽金属社製のＡ−３１（商品名））を用いた
以外は、実施例１と同様にシートを製造した。Comparative Example 1 Aluminum oxide (Al) having an average particle size of 80 μm
Instead of 2 O 3 , A-21 (trade name, manufactured by Nippon Light Metal Co., Ltd.), aluminum oxide (Al 2 ) having an average particle size of 5 μm was used.
A sheet was produced in the same manner as in Example 1 except that O 3 and A-31 (trade name, manufactured by Nippon Light Metal Co., Ltd.) were used.
【００２５】比較例２ 平均粒径が８０μｍである酸化アルミニウム（Ａｌ
2Ｏ3、日本軽金属社製のＡ−２１（商品名））の量を１
２０部とし、平均粒径が３０μｍである水酸化アルミニ
ウム（Ａｌ（ＯＨ）3、日本軽金属社製のＢ−３０３
（商品名））を用いなかった以外は、実施例１と同様に
シートを製造した。Comparative Example 2 Aluminum oxide (Al) having an average particle size of 80 μm
2 O 3 , A-21 (trade name) manufactured by Nippon Light Metal Co., Ltd.)
20 parts, aluminum hydroxide (Al (OH) 3 having an average particle size of 30 μm, B-303 manufactured by Nippon Light Metal Co., Ltd.
A sheet was produced in the same manner as in Example 1, except that (trade name)) was not used.
【００２６】比較例３ 平均粒径が８０μｍである酸化アルミニウム（Ａｌ
2Ｏ3、日本軽金属社製のＡ−２１（商品名））を用い
ず、平均粒径が３０μｍである水酸化アルミニウム（Ａ
ｌ（ＯＨ）3、日本軽金属社製のＢ−３０３（商品
名））の量を１５０部とした以外は、実施例１と同様に
シートを製造した。Comparative Example 3 Aluminum oxide (Al) having an average particle size of 80 μm
Aluminum hydroxide (A) having an average particle size of 30 μm without using 2 O 3 or A-21 (trade name, manufactured by Nippon Light Metal Co., Ltd.)
A sheet was produced in the same manner as in Example 1 except that the amount of 1 (OH) 3 , B-303 (trade name, manufactured by Nippon Light Metal Co., Ltd.) was changed to 150 parts.
【００２７】以下に各例の組成を示す。The composition of each example is shown below.
【表１】 [Table 1]
【００２８】サンプルの試験法 １．接着力試験 上記の各例において得られたシートのステンレス板に対
する接着力をＪＩＳＺ１５４１に基づいて測定した。但
し、放置時間は２０分間とした。 ２．熱伝導率試験 上記の各例において得られたシートを１０ｍｍ以上とな
るまで積層して、約６０ｍｍ×１３０ｍｍの大きさに切
断し、このサンプルの熱伝導率を京都電子工業(株）製
迅速熱伝導率計ＱＴＭ−Ｄ３を使用して測定した。 ３．難燃性試験 得られたシートに対してＵＬ９４Ｖ規格に基づいた燃焼
試験を行い、難燃性を判定した。具体的には、試験内容
は以下のとおりである。１３ｍｍ×１２５ｍｍの大きさ
のサンプルの長辺が垂直になるように吊り下げて保持
し、１組５個のサンプルに対して、各サンプルにつき１
０秒の接炎を２回行い、残炎燃焼時間の合計、燃焼距離
などで下記の条件を満たすと「Ｖ−２」と分類される。 各サンプルの残炎燃焼時間：３０秒以内 ５個のサンプルの合計燃焼時間：２５０秒以内 クランプまで燃焼しない ２回目の接炎後の無炎燃焼時間：６０秒以内 ４．硬度試験 得られたシートを１０ｍｍ厚以上になるように積層した
後に、高分子計器(株）製ゴム硬度計（ＪＩＳ Ｋ６２
５３Ｅ型）を使用して測定した。Sample Test Method Adhesion test The adhesion of the sheet obtained in each of the above examples to a stainless steel plate was measured based on JISZ1541. However, the leaving time was 20 minutes. 2. Thermal conductivity test The sheets obtained in each of the above examples were laminated until the thickness became 10 mm or more, cut into a size of about 60 mm x 130 mm, and the thermal conductivity of this sample was measured using a rapid thermal tester manufactured by Kyoto Electronics Industry Co., Ltd. It measured using the conductivity meter QTM-D3. 3. Flame retardancy test The obtained sheet was subjected to a flame test based on the UL94V standard to determine flame retardancy. Specifically, the test contents are as follows. A sample having a size of 13 mm × 125 mm is suspended and held such that the long sides thereof are vertical, and one set of five samples has one sample per sample.
A flame contact of 0 seconds is performed twice, and if the following conditions are satisfied in terms of the total after-flame burning time, the burning distance, etc., the flame is classified as "V-2". 3. Burning time of residual flame of each sample: within 30 seconds Total burning time of five samples: within 250 seconds No burning until clamp No-flame burning time after second flame contact: within 60 seconds Hardness test After laminating the obtained sheets so as to have a thickness of 10 mm or more, a rubber hardness tester (JIS K62) manufactured by Kobunshi Keiki Co., Ltd.
53E).
【００２９】上記試験の結果を下記の表２に示す。The results of the above test are shown in Table 2 below.
【００３０】[0030]
【表２】 [Table 2]
【００３１】上記の結果から、本発明の感圧接着剤は従
来の接着剤と比較して、高い接着力と、優れた熱伝導率
及び難燃性を兼ね備えていることが判る。また、かかる
性能を得るために要求される熱伝導性フィラー及び難燃
剤の量は比較的に少量であるから、硬度の上昇は見られ
ず、柔軟なシートを得ることができることが判る。From the above results, it can be seen that the pressure-sensitive adhesive of the present invention has both high adhesive strength, excellent thermal conductivity and excellent flame retardancy as compared with conventional adhesives. Further, since the amounts of the heat conductive filler and the flame retardant required for obtaining such performance are relatively small, no increase in hardness is observed, and it can be seen that a flexible sheet can be obtained.
【００３２】[0032]
【発明の効果】本発明では、熱伝導性及び難燃性を得る
ために、熱伝導性フィラー及び難燃剤等の充填剤を多量
に充填する必要がないので、タックがなくなり接着力が
大きく低下するといった問題がない。したがって、原則
として、粘着付与剤や可塑剤を添加する必要がない。充
填剤の量を少量にすることができるので、得られる感圧
接着剤のシートの柔軟性及び硬度を損なうことがない。
この為、貼り付け作業性がよく、また、放熱体の凹凸に
良好に追従できるので、密着性の低下による熱伝導特性
の低下への懸念は解消される。難燃剤として、ハロゲン
を含まないものを用いるので、環境や健康に対する負荷
が少ない。また、難燃剤として水和金属化合物を用いる
と、高機能感圧接着シートを安価で提供することができ
る。According to the present invention, it is not necessary to fill a large amount of a filler such as a thermally conductive filler and a flame retardant in order to obtain thermal conductivity and flame retardancy. There is no problem of doing. Therefore, in principle, it is not necessary to add a tackifier or a plasticizer. Since the amount of the filler can be reduced, the flexibility and hardness of the obtained sheet of the pressure-sensitive adhesive is not impaired.
For this reason, the sticking workability is good and the unevenness of the heat radiator can be followed well, so that the concern about the deterioration of the heat conduction characteristics due to the deterioration of the adhesion is eliminated. Since a halogen-free flame retardant is used, the load on the environment and health is small. When a hydrated metal compound is used as a flame retardant, a high-performance pressure-sensitive adhesive sheet can be provided at low cost.
───────────────────────────────────────────────────── フロントページの続き Ｆターム(参考） 4J004 AA10 AA18 AB01 BA02 CA04 CB01 CC02 FA08 4J040 DF021 DF031 DF061 DF091 HA136 JA09 JB09 KA03 KA36 LA03 LA06 LA08 NA20 5F036 AA01 BB21 BD21 ──────────────────────────────────────────────────続 き Continued on the front page F term (reference) 4J004 AA10 AA18 AB01 BA02 CA04 CB01 CC02 FA08 4J040 DF021 DF031 DF061 DF091 HA136 JA09 JB09 KA03 KA36 LA03 LA06 LA08 NA20 5F036 AA01 BB21 BD21
Claims (5)
含むモノマーを重合してなるアクリル系ポリマー、熱伝
導性を有しかつハロゲンを含まない難燃剤、及び、前記
難燃剤の粒径よりも大きい粒径の熱伝導性フィラーを含
有することを特徴とする熱伝導性難燃性感圧接着剤。1. An acrylic polymer obtained by polymerizing a monomer containing a (meth) acrylic acid ester monomer, a flame retardant having heat conductivity and containing no halogen, and particles having a particle diameter larger than the particle diameter of the flame retardant. A thermally conductive flame-retardant pressure-sensitive adhesive, characterized by containing a thermally conductive filler having a diameter.
り、かつ、前記熱伝導性フィラーの粒径は５０〜１２０
μｍである、請求項１記載の熱伝導性難燃性感圧接着
剤。2. The particle size of the flame retardant is 1 to 50 μm, and the particle size of the thermally conductive filler is 50 to 120 μm.
The heat-conductive flame-retardant pressure-sensitive adhesive according to claim 1, which has a thickness of μm.
００質量部当たり４０〜８０質量部の量で含まれ、か
つ、前記熱伝導性フィラーは前記アクリル系ポリマー１
００質量部当たり４０〜１２０質量部の量で含まれる、
請求項１又は２記載の熱伝導性難燃性感圧接着剤。3. The flame retardant according to claim 1, wherein the acrylic polymer 1
And the heat conductive filler is contained in the acrylic polymer 1 in an amount of 40 to 80 parts by mass per 100 parts by mass.
Included in an amount of 40 to 120 parts by mass per 00 parts by mass,
The heat-conductive flame-retardant pressure-sensitive adhesive according to claim 1.
り、かつ、前記熱伝導性フィラーは酸化アルミニウムで
ある、請求項１〜３のいずれか１項記載の熱伝導性難燃
性感圧接着剤。4. The heat-conductive, flame-retardant, pressure-sensitive adhesive according to claim 1, wherein the flame-retardant is aluminum hydroxide, and the heat-conductive filler is aluminum oxide.
接着剤をシート状に成形した熱伝導性難燃性感圧接着シ
ート。5. A heat-conductive and flame-retardant pressure-sensitive adhesive sheet obtained by molding the heat-conductive and flame-retardant pressure-sensitive adhesive according to claim 1 into a sheet.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001096909A JP2002294192A (en) | 2001-03-29 | 2001-03-29 | Thermally conductive flame-retardant pressure- sensitive adhesive and sheet by forming the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001096909A JP2002294192A (en) | 2001-03-29 | 2001-03-29 | Thermally conductive flame-retardant pressure- sensitive adhesive and sheet by forming the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2002294192A true JP2002294192A (en) | 2002-10-09 |
Family
ID=18950764
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001096909A Pending JP2002294192A (en) | 2001-03-29 | 2001-03-29 | Thermally conductive flame-retardant pressure- sensitive adhesive and sheet by forming the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2002294192A (en) |
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