JP4920097B2 - Adhesive composition - Google Patents
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本発明は、切削、切断、研削等のため被加工物を台座に仮止めするための接着剤組成物に関するものである。 The present invention relates to an adhesive composition for temporarily fixing a workpiece to a pedestal for cutting, cutting, grinding or the like.
従来、加工のための仮止め接着剤は熱溶融樹脂、水溶性樹脂、溶剤可溶樹脂、アルカリ水溶液可溶樹脂、酸可溶樹脂によるものなどがあった。それぞれ特徴を有し、熱溶融樹脂は水溶剤には強いものの、加工を上回る高温溶融温度で処理することと完全に樹脂を除去できないことが難点であった。水溶性樹脂は手軽な水ではあるが、水を処理時に使用することができず、溶剤可溶樹脂は溶剤を使い環境として好ましいものではなかった。アルカリ水溶液可溶、酸可溶樹脂は樹脂の設計が難しいものであった。 Conventionally, temporary fixing adhesives for processing include hot melt resins, water-soluble resins, solvent-soluble resins, alkaline aqueous solution-soluble resins, and acid-soluble resins. Although each has its own characteristics, the hot-melt resin is resistant to aqueous solvents, but it has been difficult to process at a high melting temperature exceeding the processing and to completely remove the resin. Although the water-soluble resin is easy water, water cannot be used at the time of processing, and the solvent-soluble resin is not preferable as an environment using a solvent. Resin design is difficult for aqueous alkali-soluble and acid-soluble resins.
研削加工等の加工を施す加工台等の所定の位置に、被加工物を仮固定する仮固定用ホットメルト接着剤において、仮固定用ホットメルト接着剤が、一種又は複数種の脂肪族化合物から成り、且つ前記接着剤が、室温で固体状であって、融点が５０℃以下であることを特徴とするもので、取扱が容易で、固定する時間を短縮し得る仮固定用ホットメルト接着剤が開示されている。（特許文献１） Temporary fixing hot melt adhesive for temporarily fixing a work piece at a predetermined position such as a processing table for processing such as grinding, wherein the temporary fixing hot melt adhesive is made of one or more kinds of aliphatic compounds. And the adhesive is solid at room temperature and has a melting point of 50 ° C. or less, is easy to handle and can be fixed for a short time. Is disclosed. (Patent Document 1)
常温で容易に再剥離できる接着剤組成物として、少なくとも一方が多孔質体であること、（Ａ）（ａ）炭素数４〜１２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７０〜９９．９重量％と、（ｂ）ａ，ｂ−不飽和カルボン酸０．１〜１０重量％と、（ｃ）前記（メタ）アクリル酸アルキルエステルと、ａ，ｂ−不飽和カルボン酸とを除くビニル化合物０〜２９．９重量％とをポリビニルアルコール不完全ケン化物の保護コロイドの存在下に水性懸濁重合することによって得られた粘着性重合体微細球を含有してなる水性エマルジョン形樹脂１００重量部（固形分換算）に対し、（Ｂ）有機ピグメント１００〜１０００重量部を含み、さらに、吸油量５０ｍｌ／１００ｇ以下の充填剤２０００重量部以下を含む条件が開示されている。（特許文献２） As an adhesive composition that can be easily re-peeled at room temperature, at least one is a porous body, (A) (a) (meth) acrylic acid alkyl ester having an alkyl group having 4 to 12 carbon atoms, 70 to 99. 9% by weight, (b) 0.1 to 10% by weight of a, b-unsaturated carboxylic acid, (c) vinyl excluding (meth) acrylic acid alkyl ester and a, b-unsaturated carboxylic acid 100% by weight of an aqueous emulsion resin containing adhesive polymer microspheres obtained by aqueous suspension polymerization of 0 to 29.9% by weight of a compound in the presence of a protective colloid of incompletely saponified polyvinyl alcohol Parts (B) containing 100 to 1000 parts by weight of organic pigment, and further containing 2000 parts by weight or less of a filler having an oil absorption of 50 ml / 100 g or less are disclosed. That. (Patent Document 2)
接着硬化物の水への溶解性が大きく、機械加工後の小物品を仮固定から取り外す際に、水中に浸漬するだけで容易に取り外し得、低かぶれ性、低毒性、低臭性をも保持した仮固定用紫外線硬化性接着剤組成物として、水に可溶な複素環状２級アミン残基を有する（メタ）アクリルアミドの樹脂成分、例えばアクリロイルモルホリンと、光重合開始剤、好ましくは水溶性光重合開始剤と、必要に応じて水とを含み、前記樹脂成分と、水との二成分間の含有比率は樹脂分５０重量％以上、水５０重量％以下であって、この配合物に光重合開始剤を所望の適当量添加したものが開示されている。（特許文献３） The adhesive-cured material has high solubility in water, and when removing a machined small article from temporary fixation, it can be easily removed by simply immersing it in water, and it retains low rash, low toxicity and low odor. As an ultraviolet curable adhesive composition for temporary fixing, a (meth) acrylamide resin component having a water-soluble heterocyclic secondary amine residue, such as acryloylmorpholine, and a photopolymerization initiator, preferably water-soluble light It contains a polymerization initiator and, if necessary, water, and the content ratio between the two components of the resin component and water is not less than 50% by weight of resin and not more than 50% by weight of water. A polymerization initiator added in an appropriate amount is disclosed. (Patent Document 3)
発泡処理前には耐熱性に優れまた発泡処理後は被着体から容易に剥離することができる発泡性接着剤組成物で、接着性ポリマーと、ｔ−ブチルオキシカルボニル構造を有する発泡性成分と、発泡開始剤と、を備える発泡性接着剤組成物が開示されている。（特許文献４） A foamable adhesive composition that has excellent heat resistance before foaming treatment and can be easily peeled off from an adherend after foaming treatment, an adhesive polymer, and a foamable component having a t-butyloxycarbonyl structure A foamable adhesive composition comprising a foaming initiator is disclosed. (Patent Document 4)
ベース樹脂１００重量部に対して、吸水性架橋高分子を１〜２００重量部、熱膨張性粒子を１〜３００重量部、および界面活性剤を０．００１〜２０重量部の範囲で含むことで吸水後に接着力が低下する剥離型接着剤組成物が開示されている。（特許文献５） By including 1 to 200 parts by weight of a water-absorbing crosslinked polymer, 1 to 300 parts by weight of thermally expandable particles, and 0.001 to 20 parts by weight of a surfactant with respect to 100 parts by weight of the base resin. A peelable adhesive composition in which the adhesive strength is reduced after water absorption is disclosed. (Patent Document 5)
接着剤組成物が水溶性充填剤を含有することにより、接着した被接着物を水又は加熱水に浸漬した場合に被接着物が容易にもとの部材に分離可能であることが開示されている。(特許文献６) It is disclosed that when the adhesive composition contains a water-soluble filler, the adherend can be easily separated into the original member when the adhered adherend is immersed in water or heated water. Yes. (Patent Document 6)
解決しようとする課題は、接着剤としての性能を有したまま、水による剥離が可能な接着剤組成物の提供である。 The problem to be solved is to provide an adhesive composition that can be peeled off with water while having performance as an adhesive.
請求項１の発明は、非水無溶剤エポキシ樹脂と、硬化剤と、炭酸水素ナトリウム粉末と、マイケル付加反応可能な（メタ）アクリルエステルモノマーとを含み、前記硬化剤が、常温硬化でき、（メタ）アクリルエステルモノマーとマイケル付加反応可能であり、水で剥離できることを特徴とする接着剤組成物であり、仮止め接着を水で剥離可能となる。 The invention of claim 1 includes a non-aqueous solventless epoxy resin, a curing agent , sodium hydrogen carbonate powder, and a (meth) acrylic ester monomer capable of Michael addition reaction , and the curing agent can be cured at room temperature, It is an adhesive composition that is capable of Michael addition reaction with a (meth) acrylic ester monomer and can be peeled off with water, and can be temporarily peeled off with water.
請求項２の発明は、硬化剤がアミノ基を有することを特徴とする請求項１に記載の接着剤組成物であり、耐溶剤性や常態での接着性に優れる。 The invention of claim 2 is the adhesive composition according to claim 1, wherein the curing agent has an amino group , and is excellent in solvent resistance and adhesiveness in a normal state.
請求項３の発明は、さらに、セルロース誘導体の粉末を含むことを特徴とする請求項１乃至請求項２のいずれかに記載の接着剤組成物で、水で剥離の低温化ができる。 The invention of claim 3 further includes a cellulose derivative powder, wherein the adhesive composition according to any one of claims 1 to 2 can be peeled off with water .
請求項４の発明は、炭酸水素ナトリウム粉末の平均粒子径が２０μｍ以下である請求項１乃至請求項３のいずれかに記載の接着剤組成物で、短時間化ができる。 The invention according to claim 4 is the adhesive composition according to any one of claims 1 to 3, wherein the sodium hydrogen carbonate powder has an average particle size of 20 μm or less, and the time can be shortened .
本発明の接着剤組成物は常態においては接着性等に優れ、水で処理することにより、被接着物を剥離解体することができる。 The adhesive composition of the present invention is excellent in adhesiveness and the like under normal conditions, and can be peeled and disassembled by treating with water.
本発明の接着剤組成物に用いられる材料は、常態で使用される時の特性、接着加工時の特性、混和性、硬化性、接着性などの他、作業効率や使用条件等を考慮して適宜選択される。同時に、硬化剤も適宜選択される。また、本発明の接着剤組成物は、非水無溶剤である。これは被接着材が非多孔質や解放されて乾燥する使途でないこと、すなわち水や溶剤の蒸発逸散により、凝集力が発現するものでなく、接着面積や材質に依存することなく、接着力が安定して得られ、常温或いは低温で乾燥せずに接着力を発現することによる。本明細書において「非水無溶剤」とは実質的に水と溶剤を含まないことを言う。使用材料の製造過程に依拠したもの等、前記特性に支障しない範囲で含有される水、溶剤についてまで排除するものではない。 The material used for the adhesive composition of the present invention is considered in consideration of work efficiency, use conditions, etc. in addition to characteristics when used in a normal state, characteristics during adhesive processing, miscibility, curability, adhesiveness, etc. It is selected appropriately. At the same time, a curing agent is also appropriately selected. Moreover, the adhesive composition of this invention is a non-water-free solvent. This is because the material to be bonded is not porous and is not used to be released and dried, that is, the cohesive force does not appear due to evaporation of water or solvent, and it does not depend on the bonding area or material, and the adhesion force Is obtained stably and exhibits adhesive strength without drying at room temperature or low temperature. In this specification, “non-water-free solvent” means that water and solvent are not substantially contained. It does not exclude water and solvents contained within a range that does not interfere with the above characteristics, such as those that depend on the manufacturing process of the materials used.
接着剤組成物に用いる接着用樹脂は非水無溶剤の熱硬化性樹脂で前記条件に合えば制限されるものではないが、最も好ましいものにエポキシ樹脂をあげることができる。このエポキシ樹脂は、ビスフェノールＡ型エポキシ樹脂、ビスフェノールＦ型エポキシ樹脂、反応性希釈剤などエポキシ基を有するもので、反応性、硬度、接着力を鑑みると、エポキシ基が分子中に２つ以上あることが望ましい。 The adhesive resin used in the adhesive composition is a non-waterless, solvent-free thermosetting resin that is not limited as long as the above conditions are met, but the most preferable one is an epoxy resin. This epoxy resin has an epoxy group such as a bisphenol A type epoxy resin, a bisphenol F type epoxy resin, or a reactive diluent, and there are two or more epoxy groups in the molecule in view of reactivity, hardness, and adhesive strength. It is desirable.
非水無溶剤の熱硬化性樹脂とは溶剤を乾燥させる必要がないもので、エポキシ希釈剤、ビニルエステル樹脂のモノマー、添加剤の媒体として溶剤等を含むものは無溶剤を意味する。 The non-waterless solventless thermosetting resin does not require drying of the solvent, and those containing a solvent as an epoxy diluent, a vinyl ester resin monomer, and an additive medium mean no solvent.
接着剤組成物の硬化剤はエポキシ樹脂とポリアミン、ポリアミドアミン、メルカプト基を有する硬化剤等の組み合わせが好ましく、マイケル付加反応可能な（メタ）アクリルエステルモノマーを添加し、効果を発現させることができ、炭酸水素ナトリウムが分解し難い常温硬化とすることができる。主剤と硬化剤の２液配合とする場合、前記硬化剤と本発明の構成する炭酸水素ナトリウムやセルロース誘導体と反応する恐れがある場合は、エポキシ樹脂等の主剤側に配合することが好ましい。この他三級アミンによる重合硬化、放射線による硬化、カチオン触媒による硬化などがエポキシ樹脂の硬化剤として挙げることができる。マイケル付加可能な（メタ）アクリルエステルモノマーの添加効果を適応しない場合のビニルエステル樹脂等はラジカル系開始剤を用いる。 The curing agent of the adhesive composition is preferably a combination of an epoxy resin and a polyamine, polyamidoamine, a curing agent having a mercapto group, etc., and a (meth) acrylic ester monomer capable of Michael addition reaction can be added to express the effect. Moreover, it can be set as normal temperature hardening in which sodium hydrogencarbonate is hard to decompose. When the two-component blend of the main agent and the curing agent is used, if there is a risk of reacting with the curing agent and the sodium bicarbonate or cellulose derivative constituting the present invention, it is preferably blended on the main agent side such as an epoxy resin. In addition, polymerization curing with a tertiary amine, curing with radiation, curing with a cationic catalyst, and the like can be cited as curing agents for epoxy resins. In the case where the addition effect of the (meth) acrylic ester monomer capable of Michael addition is not adapted, a radical initiator is used for the vinyl ester resin or the like.
本発明に用いるセルロース誘導体は粉末であれば良く平均粒子径５０μｍ以下が好ましい。より好ましくは３〜３０μｍが好ましい。この範囲では容易に混合でき、接着性能を落とすことがない。但し、エポキシ樹脂の希釈剤等に分散後ホモジナイザー等で微粒化すれば、上限もなく、３μｍ以下とすることもできる。セルロース誘導体としてはメチルセルロース、エチルセルロース等のアルキルセルロース、ヒドロキシプロピルメチルセルロース、ヒドロキシエチルセルロース等ヒドロキシ化アルキルセルロース、カルボキシメチルセルロースナトリウム、カルボキシメチルセルロースカリウム等アルカリ金属カルボキシメチルセルロースを上げることができ、単独或いは混合して用いても良い。中でも膨潤性が高い、カルボキシメチルセルロースナトリウムが好ましい。なお、ゲル化温度を有するセルロース誘導体は、その温度以上の温度では剥離を抑制する可能性があり、剥離時の温度管理が必要となる。 The cellulose derivative used in the present invention may be a powder and preferably has an average particle size of 50 μm or less. More preferably, 3-30 micrometers is preferable. In this range, it can be mixed easily and the adhesion performance is not deteriorated. However, if it is dispersed in an epoxy resin diluent or the like and then atomized with a homogenizer or the like, there is no upper limit, and it can be 3 μm or less. Examples of cellulose derivatives include alkyl celluloses such as methylcellulose and ethylcellulose, hydroxyalkylated alkylcelluloses such as hydroxypropylmethylcellulose and hydroxyethylcellulose, alkali metal carboxymethylcellulose such as carboxymethylcellulose sodium and carboxymethylcellulose potassium, which may be used alone or in combination. good. Of these, sodium carboxymethylcellulose, which is highly swellable, is preferred. In addition, the cellulose derivative which has gelation temperature may suppress peeling at the temperature more than the temperature, and temperature management at the time of peeling is needed.
水での短時間剥離性を奏するものは炭酸水素ナトリウム粉末であり、剥離性と常態での特性は樹脂、配合物により変わる。炭酸水素ナトリウム粉末の平均粒子径が２０μｍ以下であり、全体の重量に対して ２重量％以上配合すれば、６０℃以上の温水で剥離でき、７０℃以上では短時間に剥離することができる。
炭酸水素ナトリウム粉末の平均粒子径は、平均粒子径が３０μｍ以下が好ましい。より好ましくは３〜１０μｍである。３μｍを下回ると、炭酸水素ナトリウム自体が空気中の水分により溶解し固まってしまう不備を生じるものの、エポキシ樹脂の希釈剤等に分散後ホモジナイザー等で微粒化すれば、下限は設定できない。前記セルロース誘導体と併用することにより、相乗効果が得られ、剥離温度の低温化と短時間化ができ好ましい。
Sodium hydrogencarbonate powder exhibits short-time peelability with water, and peelability and normal properties vary depending on the resin and the blend. The average particle diameter of the sodium hydrogen carbonate powder is 20 μm or less, and if blended in an amount of 2% by weight or more based on the total weight, it can be peeled off with warm water of 60 ° C. or higher, and can be peeled off in a short time at 70 ° C. or higher.
The average particle size of the sodium hydrogen carbonate powder is preferably 30 μm or less. More preferably, it is 3-10 micrometers. If the thickness is less than 3 μm, the sodium hydrogen carbonate itself is dissolved and solidified by moisture in the air, but if it is atomized with a homogenizer after being dispersed in an epoxy resin diluent or the like, the lower limit cannot be set. By using together with the cellulose derivative, a synergistic effect can be obtained, and the peeling temperature can be lowered and the time can be shortened.
マイケル付加反応とはα,β-不飽和カルボニル化合物に求核剤が付加するもので、前者は（メタ）アクリルエステルモノマーで後者求核剤がエポキシ樹脂の硬化剤に含まれるアミノ基、メルカプト基等を含む組成物で、（メタ）アクリルエステルモノマーに導入される主鎖により、また、（メタ）アクリル基の官能数により、接着性の調整、エポキシ樹脂の耐水性、或いは親水性の付与ができ、本発明の設計自由度を高めることができる。本発明の水剥離性を高めるには親水性が好ましい。
マイケル付加反応可能な（メタ）アクリルエステルモノマーとはジペンタエリスリトールヘキサアクリレート、トリメチロールプロパントリアクリレート、ペンタエリシリトールトリアクリレート、１，９−ノナンジ(メタ)アクリレート、１，４−ブタンジオールジ(メタ)アクリレート、各種エチレンオキサイド、プロピレンオキサイド変性品等の(メタ)アクリレートを挙げることができる。
The Michael addition reaction is an addition of a nucleophile to an α, β-unsaturated carbonyl compound. The former is a (meth) acrylic ester monomer and the latter nucleophile is an amino group or mercapto group contained in the epoxy resin curing agent. In the composition containing, etc., by the main chain introduced into the (meth) acrylic ester monomer, and by the functional number of the (meth) acrylic group, adhesion adjustment, water resistance of the epoxy resin, or hydrophilicity can be imparted. It is possible to increase the degree of design freedom of the present invention. Hydrophilicity is preferred for enhancing the water peelability of the present invention.
Michael addition-reactive (meth) acrylic ester monomers include dipentaerythritol hexaacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, 1,9-nonanedi (meth) acrylate, 1,4-butanediol di ( Mention may be made of (meth) acrylates such as (meth) acrylates, various ethylene oxides and propylene oxide-modified products.
水での剥離性は本発明の構成要素の炭酸水素ナトリウムやセルロース誘導体に炭酸カルシウム等の粉末充填剤の配合で大きく改善され、平均粒子径３０μｍ以上の炭酸水素ナトリウム粉末での配合では充填剤を無配合では９０℃２４時間で剥離することができないが、この実質温水で剥離不可能な粒径でも充填剤の添加で、剥離が可能となり、剥離時間の短縮も可能となる。 The releasability with water is greatly improved by blending powdered fillers such as calcium carbonate with sodium bicarbonate and cellulose derivatives of the present invention, and fillers are blended with sodium bicarbonate powder having an average particle size of 30 μm or more. In the absence of blending, peeling cannot be performed at 90 ° C. for 24 hours, but even with a particle size that cannot be peeled off with substantially warm water, peeling can be achieved by adding a filler, and the peeling time can be shortened.
上記配合物の他、汎用に接着剤として使用される希釈剤、カップリング剤、充填剤、揺変剤、分散剤、界面活性剤、可塑剤、消泡剤、沈降防止剤、充填剤、有機溶剤等を配合することができる。 In addition to the above formulations, diluents, coupling agents, fillers, thixotropic agents, dispersants, surfactants, plasticizers, antifoaming agents, anti-settling agents, fillers, organics, used as adhesives for general purposes A solvent etc. can be mix | blended.
本発明の特徴は水での剥離ができ、しかも、常態での８．５ＭＰａ以上の接着強度を有し、熱硬化性による耐クリープ性等の特性を有する。 The feature of the present invention is that it can be peeled off with water, has an adhesive strength of 8.5 MPa or more under normal conditions, and has properties such as creep resistance due to thermosetting.
配合調製には、各種の混合、混練、分散機を使用することができる。例えば、２本ロールミル、３本ロールミル、プラネタリーミキサー、高速ミキサー、自公転撹拌機等が挙げられる。 Various blending, kneading and dispersing machines can be used for blending preparation. For example, a two-roll mill, a three-roll mill, a planetary mixer, a high-speed mixer, a self-revolving stirrer and the like can be mentioned.
本発明の接着剤組成物は通常公知の方法により被着体に塗工し、硬化させて接着層を形成することができる。ここでいう被着体は、特に制限されるものではないが、たとえば、シリコンウエハ切断時のシリコンインゴットと固定治具である台座への仮固定などが挙げられ、非水無溶剤接着剤で常温硬化が適性に適うものとなる。 The adhesive composition of the present invention can be applied to an adherend by a generally known method and cured to form an adhesive layer. The adherend here is not particularly limited, and examples thereof include temporary fixing to a pedestal that is a silicon ingot and a fixing jig at the time of cutting a silicon wafer. Curing will be suitable.
また、水に浸漬する際の時間は１分〜２４時間の範囲内で行うことができる。被着体の材質、形状、作業性などから決定する。なお、浸漬の際の加熱手段についても特に制限されるものではないが、オーブン、ドライヤー、加熱蒸気、オイルバス、ウォーターバス、赤外線加熱炉、高周波加熱炉などを用いることができる。 Moreover, the time at the time of immersing in water can be performed within the range of 1 minute-24 hours. It is determined from the material, shape, workability, etc. of the adherend. In addition, although the heating means at the time of immersion is not particularly limited, an oven, a dryer, heating steam, an oil bath, a water bath, an infrared heating furnace, a high-frequency heating furnace, or the like can be used.
以下に実施例・比較例を記して詳細な説明をする。結果を表１、表２に記した。 Examples and comparative examples are described in detail below. The results are shown in Tables 1 and 2.
ｊＥＲ８２８（ジャパンエポキシレジン（株）、商品名、エポキシ等量１８４〜１９４、比重１．１７、分子量約３７０）９０重量部と、反応性希釈剤ＹＥＤ２１６（ジャパンエポキシレジン（株）、商品名、エポキシ等量１４５〜１６５、アルキルジグリシジルエーテル）８重量部と、シランカップリング剤ＫＢＭ−４０３（信越化学（株）、商品名、化学名γ−グリシドキシプロピルトリメトキシシラン）２重量部と、炭酸水素ナトリウムとしてエコランダム１２００（旭硝子（株）、商品名、Ｄ５０が７〜８μｍ）１００重量部をそれぞれ配合した後、ミキサーを用いて１時間攪拌し、均一に混合した。次いで、エポキシ樹脂の硬化剤であるＲＣ１１（ジャパンエポキシレジン（株）、商品名、変性脂肪族ポリアミン、アミン価（ＫＯＨｍｇ／ｇで３４５〜３８５））を６０重量部添加した後、さらに５分間攪拌して、実施例１の接着剤組成物とした。 90 parts by weight of jER828 (Japan Epoxy Resin Co., Ltd., trade name, epoxy equivalent 184-194, specific gravity 1.17, molecular weight about 370) and reactive diluent YED216 (Japan Epoxy Resin Co., Ltd., trade name, epoxy) Equivalents 145 to 165, alkyl diglycidyl ether) 8 parts by weight, silane coupling agent KBM-403 (Shin-Etsu Chemical Co., Ltd., trade name, chemical name γ-glycidoxypropyltrimethoxysilane) 2 parts by weight, 100 parts by weight of Ecorandom 1200 (Asahi Glass Co., Ltd., trade name, D8: 7 to 8 μm) as sodium hydrogen carbonate was blended, and then stirred for 1 hour using a mixer and mixed uniformly. Next, 60 parts by weight of RC11 (Japan Epoxy Resin Co., Ltd., trade name, modified aliphatic polyamine, amine value (345 to 385 in KOHmg / g)), which is a curing agent for epoxy resin, was added, and the mixture was further stirred for 5 minutes. Thus, an adhesive composition of Example 1 was obtained.
実施例１のエコランダム１２００をセルマイクＢ−８１９（三協化成（株）、商品名、Ｄ５０が１０μｍ）に変えた以外実施例１と同じに行い、実施例２の接着剤組成物とした。 The adhesive composition of Example 2 was obtained in the same manner as in Example 1 except that Eco Random 1200 of Example 1 was changed to Cellmic B-819 (Sankyo Kasei Co., Ltd., trade name, D50 = 10 μm).
実施例１のエコランダム１２００をセルマイク２６６（三協化成（株）、商品名、Ｄ５０が２０μｍ）に変えた以外実施例１と同じに行い、実施例３の接着剤組成物とした。 The adhesive composition of Example 3 was obtained in the same manner as in Example 1 except that Eco Random 1200 of Example 1 was changed to Cell Microphone 266 (Sankyo Kasei Co., Ltd., trade name, D50 = 20 μm).
実施例１のＹＥＤ２１６を（メタ）アクリルエステルモノマーとしてライトアクリレート１４ＥＧ−Ａ（共栄社化学（株）、商品名、化学名ＰＥＧ６００＃ジアクリレート）に変えた以外実施例１と同じに行い実施例４の接着剤組成物とした。 The same procedure as in Example 1 was performed except that YED216 in Example 1 was changed to Light Acrylate 14EG-A (Kyoeisha Chemical Co., Ltd., trade name, chemical name PEG600 # diacrylate) as a (meth) acrylic ester monomer. An adhesive composition was obtained.
実施例１のエコランダム１２００、１００重量部を２０重量部に、さらに、充填材として炭酸カルシウムＡ（三共製粉（株）、商品名、Ｄ５０が１５μｍ）８０重量部を配合した以外実施例１と同じに行い、実施例５の接着剤組成物とした。 Example 1 except that 100 parts by weight of Eco-random 1200 of Example 1 was added to 20 parts by weight and 80 parts by weight of calcium carbonate A (Sankyo Flour Milling Co., Ltd., trade name, D50 is 15 μm) as a filler. The same procedure was performed to obtain an adhesive composition of Example 5.
実施例１のエコランダム１２００、１００重量部を４重量部に、さらに、炭酸カルシウムＡ９６重量部を配合した以外実施例１と同じに行い、実施例６の接着剤組成物とした。 The adhesive composition of Example 6 was obtained in the same manner as in Example 1 except that 100 parts by weight of Ecorandom 1200 of Example 1 was mixed with 4 parts by weight and 96 parts by weight of calcium carbonate A.
実施例１のＹＥＤ２１６を（メタ）アクリルエステルモノマーとしてライトアクリレート１、９ＮＤ−Ａ（共栄社化学（株）、商品名、化学名１，９ノナンジオールジアクリレート）に変えた以外実施例１と同じに行い、実施例７の接着剤組成物とした。 The same as Example 1 except that YED216 of Example 1 was changed to Light Acrylate 1, 9ND-A (Kyoeisha Chemical Co., Ltd., trade name, chemical name 1,9 nonanediol diacrylate) as a (meth) acrylic ester monomer. The adhesive composition of Example 7 was obtained.
実施例１のエコランダム１２００、１００重量部をエコランダムＫＰ（旭硝子（株）、商品名、Ｄ５０が３０μｍ）２０重量部さらに炭酸カルシウムＡ８０重量部を配合した以外実施例１と同じに行い、実施例８の接着剤組成物とした。 Example 1 Eco-random 1200, 100 parts by weight were the same as Example 1 except that 20 parts by weight of Eco-Random KP (Asahi Glass Co., Ltd., trade name, D50 is 30 μm) and 80 parts by weight of calcium carbonate A were added. The adhesive composition of Example 8 was obtained.
実施例１のエコランダム１２００、１００重量部をエコランダムＫＦ（旭硝子（株）、商品名、Ｄ５０が１００μｍ）２０重量部に、さらに炭酸カルシウムＡ８０重量部を配合した以外実施例１と同じに行い、実施例９の接着剤組成物とした。 The same procedure as in Example 1 was performed except that 100 parts by weight of Ecorandom 1200 of Example 1 was mixed with 20 parts by weight of Ecorandom KF (Asahi Glass Co., Ltd., trade name, D50 is 100 μm) and 80 parts by weight of calcium carbonate A. The adhesive composition of Example 9 was obtained.
比較例１
実施例１のエコランダム１２００を炭酸カルシウムＡに変えた以外実施例１と同じに行い比較例1の接着剤組成物とした。
Comparative Example 1
An adhesive composition of Comparative Example 1 was prepared in the same manner as in Example 1 except that Ecorandom 1200 of Example 1 was changed to calcium carbonate A.
接着強度：初期接着力としてＪＩＳＫ６８５０に準拠して引っ張りせん断接着力を測定した。実施例１〜９・比較例１の組成物を２枚のＳＵＳ板（長さ１００ｍｍ×幅２５ｍｍ×厚さ１．５ｍｍ）の間に、接着面積が３．１２５ｃｍ２となるように挟み、次いで、２３℃、２４時間の条件で静置後、接着力測定試料とした。引っ張りせん断強度（初期接着力、ｎ＝５）は、温度２３℃、相対湿度５０％の環境条件下、万能抗張力試験試験機５５８２型（インストロンジャパン（株）製）を用いた。 Adhesive strength: The tensile shear adhesive strength was measured according to JISK6850 as the initial adhesive strength. The compositions of Examples 1 to 9 and Comparative Example 1 were sandwiched between two SUS plates (length 100 mm × width 25 mm × thickness 1.5 mm) so that the adhesion area was 3.125 cm 2 , then Then, after standing at 23 ° C. for 24 hours, an adhesive strength measurement sample was obtained. For the tensile shear strength (initial adhesive force, n = 5), a universal tensile test machine 5582 (manufactured by Instron Japan Co., Ltd.) was used under the environmental conditions of a temperature of 23 ° C. and a relative humidity of 50%.
温水剥離性評価 ガラス板（長さ１００ｍｍ×幅２５ｍｍ×厚さ１．５ｍｍ）に、実施例１〜９・比較例１の組成物を４０〜５０ｇ／ｍ２塗布し、２３℃、２４時間の条件で静置し、温水剥離性試験試料とした。次いで、５０、６０、７０、８０、９０℃の温水に浸漬し、自己剥離するまでの時間を測定した。６時間までは１０分ごとにその後、１６時間、２４時間に観察し、その時に自己剥離していないものを、×とした。 Evaluation of hot water peelability 40 to 50 g / m 2 of the compositions of Examples 1 to 9 and Comparative Example 1 were applied to a glass plate (length 100 mm × width 25 mm × thickness 1.5 mm) at 23 ° C. for 24 hours. It left still on conditions, and was set as the hot water peelability test sample. Subsequently, it was immersed in warm water of 50, 60, 70, 80, and 90 ° C., and the time until self peeling was measured. Up to 6 hours were observed every 10 minutes and then observed for 16 hours and 24 hours.
ｊＥＲ８２８を８８重量部とライトアクリレート１４ＥＧ−Ａ１０重量部とＫＢＭ−４０３を２重量部と、セルロース誘導体としてサンローズＭＡＣ３００ＨＣ（日本製紙ケミカル（株）、商品名、カルボキシメチルセルロース、１％水溶液粘度１０００〜３０００ｍＰａ・ｓ、エーテル化度０．８〜１．０）３７．５重量部、エコランダム１２００を２５重量部、炭酸カルシウムＡ３７．５重量部をそれぞれ配合した後、ミキサーを用いて１時間攪拌し、均一に混合した。次いで、エポキシ樹脂の硬化剤であるＦＸＪ−８０７４―Ｄ（富士化成（株）、商品名、変性脂肪族ポリアミン、アミン価４０９）を３０重量部、トーマイド２５２−Ａ（富士化成（株）、商品名、ポリアミノアミド、アミン価６８０）を４０重量部添加した後、さらに５分間攪拌して、実施例１０の接着剤組成物とした。 88 parts by weight of jER828, 10 parts by weight of light acrylate 14EG-A and 2 parts by weight of KBM-403, Sunrose MAC300HC (Nippon Paper Chemical Co., Ltd., trade name, carboxymethylcellulose, 1% aqueous solution viscosity 1000 to 3000 mPas as a cellulose derivative S, etherification degree 0.8-1.0) 37.5 parts by weight, Ecorandom 1200, 25 parts by weight, calcium carbonate A 37.5 parts by weight, respectively, and then stirred for 1 hour using a mixer, Mix evenly. Next, 30 parts by weight of FXJ-8074-D (Fuji Kasei Co., Ltd., trade name, modified aliphatic polyamine, amine value 409), which is a curing agent for epoxy resin, and Tomide 252-A (Fuji Kasei Co., Ltd., Commodity) After adding 40 parts by weight of name, polyaminoamide, amine value 680), the mixture was further stirred for 5 minutes to obtain an adhesive composition of Example 10.
実施例１０のサンローズＭＡＣ３００ＨＣを、サンローズＳＬＤ−Ｆ１（日本製紙ケミカル（株）、商品名、カルボキシメチルセルロース、１％水溶液粘度２００ｍＰａ・ｓ以下、エーテル化度０．２〜０．３）に変えた以外実施例１０と同じに行い実施例１１の接着剤組成物とした。 Sunrose MAC300HC of Example 10 was changed to Sunrose SLD-F1 (Nippon Paper Chemical Co., Ltd., trade name, carboxymethylcellulose, 1% aqueous solution viscosity 200 mPa · s or less, degree of etherification 0.2 to 0.3). The adhesive composition of Example 11 was obtained in the same manner as Example 10 except for the above.
実施例１０のサンローズＭＡＣ３００ＨＣを、サンローズＦ６００ＬＣ（日本製紙ケミカル（株）、商品名、カルボキシメチルセルロース、１％水溶液粘度６０００〜８０００ｍＰａ・ｓ、エーテル化度０．５５〜０．６５）に変えた以外実施例１０と同じに行い実施例１２の接着剤組成物とした。 Sunrose MAC300HC of Example 10 was changed to Sunrose F600LC (Nippon Paper Chemical Co., Ltd., trade name, carboxymethylcellulose, 1% aqueous solution viscosity 6000 to 8000 mPa · s, degree of etherification 0.55 to 0.65). The adhesive composition of Example 12 was obtained in the same manner as Example 10.
実施例１０のサンローズＭＡＣ３００ＨＣを、サンローズＦ１４００ＭＣ（日本製紙ケミカル（株）、商品名、カルボキシメチルセルロース、１％水溶液粘度１２０００〜１４０００ｍＰａ・ｓ、エーテル化度０．６５〜０．７５）に変えた以外実施例１０と同じに行い実施例１３の接着剤組成物とした。 Sunrose MAC300HC of Example 10 was changed to Sunrose F1400MC (Nippon Paper Chemical Co., Ltd., trade name, carboxymethylcellulose, 1% aqueous solution viscosity 12000 to 14000 mPa · s, degree of etherification 0.65 to 0.75). The adhesive composition of Example 13 was obtained in the same manner as Example 10.
実施例１０のサンローズＭＡＣ３００ＨＣを、サンローズＳＮ６０Ｃ（日本製紙ケミカル（株）、商品名、カルボキシメチルセルロース、１％水溶液粘度５００〜７００Ｐａ・ｓ、エーテル化度０．５５〜０．７５）に変えた以外実施例１０と同じに行い実施例１４の接着剤組成物とした。 Sunrose MAC300HC of Example 10 was changed to Sunrose SN60C (Nippon Paper Chemical Co., Ltd., trade name, carboxymethylcellulose, 1% aqueous solution viscosity 500 to 700 Pa · s, degree of etherification 0.55 to 0.75). The adhesive composition of Example 14 was obtained in the same manner as Example 10.
実施例１０のサンローズＭＡＣ３００ＨＣを、ＰＭＣ−１５ＵＳ（三星精密化学、商品名、ヒドロキシプロピルメチルセルロース、２％水溶液粘度１２０００〜１８０００ｍＰａ・ｓ、グリオキサール表面処理品、低置換度品）に変えた以外実施例１０と同じに行い実施例１５の接着剤組成物とした。 Example 10 except that Sunrose MAC300HC of Example 10 was changed to PMC-15US (Samsung Precision Chemical Co., Ltd., trade name, hydroxypropylmethylcellulose, 2% aqueous solution viscosity 12000-18000 mPa · s, glyoxal surface treatment product, low substitution product) The adhesive composition of Example 15 was obtained in the same manner as in Example 10.
実施例１０のエコランダム１２００を、タルクＳＷ（白石カルシウム（株）、商品名、Ｄ５０が１２μｍ）に変えた以外実施例１０と同じに行い炭酸水素ナトリウム無配合の実施例１６の接着剤組成物とした。 The adhesive composition of Example 16 was the same as that of Example 10 except that Eco Random 1200 of Example 10 was changed to talc SW (Shiraishi Calcium Co., Ltd., trade name, D50 = 12 μm). It was.
実施例１０のライトアクリレート１４ＥＧ−Ａを、アデカグリシロールＥＤ−５０３（（株）ＡＤＥＫＡ、商品名、グリシジルエーテルのエポキシ樹脂希釈剤）に変えた以外実施例１０と同じに行い（メタ）アクリルエステルモノマー無配合の実施例１７の接着剤組成物とした。 A (meth) acrylic ester was prepared in the same manner as in Example 10 except that light acrylate 14EG-A in Example 10 was changed to Adekaglycilol ED-503 (ADEKA, trade name, epoxy resin diluent of glycidyl ether). The adhesive composition of Example 17 containing no monomer was used.
実施例１０のサンローズＭＡＣ３００ＨＣを、ＰＭＣ−４０ＨＳ（三星精密化学、商品名、ヒドロキシプロピルメチルセルロース、２％水溶液粘度３５００〜５６００ｍＰａ・ｓ、グリオキサール表面処理、低置換度品）に変えた以外実施例１０と同じに行い実施例１８の接着剤組成物とした。 Example 10 except that Sunrose MAC300HC of Example 10 was changed to PMC-40HS (Samsung Precision Chemical, trade name, hydroxypropylmethylcellulose, 2% aqueous solution viscosity 3500-5600 mPa · s, glyoxal surface treatment, low substitution product) The adhesive composition of Example 18 was obtained.
実施例１０のサンローズＭＡＣ３００ＨＣを、ＥＭＡ−７０Ｕ（三星精密化学、商品名、ヒドロキシエチルメチルセルロース、２％水溶液粘度５００００〜７００００ｍＰａ・ｓ、グリオキサール表面未処理、高置換度品）に変えた以外実施例１０と同じに行い実施例１９の接着剤組成物とした。 Example 10 except that Sunrose MAC300HC of Example 10 was changed to EMA-70U (Samsung Precision Chemical, trade name, hydroxyethylmethylcellulose, 2% aqueous solution viscosity 50000-70000 mPa · s, glyoxal surface untreated, high substitution product) The adhesive composition of Example 19 was obtained in the same manner as in Example 10.
比較例２
実施例１０のセルロース誘導体、炭酸水素ナトリウムを無配合とし、タルクＳＷ５０重量部を配合した以外実施例１０と同じく行い、比較例２の接着剤組成物とした。
Comparative Example 2
The adhesive composition of Comparative Example 2 was obtained in the same manner as in Example 10 except that the cellulose derivative of Example 10 and sodium hydrogen carbonate were not blended and 50 parts by weight of talc SW was blended.
接着強度：初期接着力としてＪＩＳＫ６８５０に準拠して引っ張りせん断接着力を測定した。実施例１０〜１９・比較例２の組成物を２枚のＳＵＳ板（長さ１００ｍｍ×幅２５ｍｍ×厚さ１．５ｍｍ）の間に、接着面積が３．１２５ｃｍ２となるように挟み、次いで、２３℃、２４時間の条件で静置後、接着力測定試料とした。引っ張りせん断強度（初期接着力、ｎ＝５）は、温度２３℃、相対湿度５０％の環境条件下、万能抗張力試験試験機５５８２型（インストロンジャパン（株）製）を用いた。 Adhesive strength: The tensile shear adhesive strength was measured according to JISK6850 as the initial adhesive strength. The compositions of Examples 10 to 19 and Comparative Example 2 were sandwiched between two SUS plates (length 100 mm × width 25 mm × thickness 1.5 mm) so that the adhesion area was 3.125 cm 2, and then Then, after standing at 23 ° C. for 24 hours, an adhesive strength measurement sample was obtained. For the tensile shear strength (initial adhesive force, n = 5), a universal tensile test machine 5582 (manufactured by Instron Japan Co., Ltd.) was used under the environmental conditions of a temperature of 23 ° C. and a relative humidity of 50%.
水剥離性評価 ガラス板（長さ１００ｍｍ×幅２５ｍｍ×厚さ１．５ｍｍ）に、実施例１０〜１９・比較例２の組成物を４０〜５０ｇ／ｍ２塗布し、２３℃、１８時間の条件で静置し、水剥離性試験試料とした。次いで、２０、４０、６０、７５℃の水に浸漬し、剥離するまでの時間を測定した。２時間までは３〜１０分の観察、その後、１２時間まで３０分間隔で観察し、１２時間で剥離していないものを、×とした。 Evaluation of water peelability A glass plate (length 100 mm × width 25 mm × thickness 1.5 mm) was coated with 40 to 50 g / m 2 of the composition of Examples 10 to 19 and Comparative Example 2 at 23 ° C. for 18 hours. It left still on condition, and was set as the water peelability test sample. Subsequently, it was immersed in 20, 40, 60, and 75 degreeC water, and the time until it peeled was measured. Observation was made for 3 to 10 minutes up to 2 hours, and then observed at 30-minute intervals up to 12 hours.
以下に 特許文献６の実施例の溶剤型エポキシ樹脂に水溶性充填剤を配合した比較例３〜７で、本発明との効果比較を行った。 Below, the effect comparison with this invention was performed in Comparative Examples 3-7 which mix | blended the water-soluble filler with the solvent-type epoxy resin of the Example of patent document 6. FIG.
比較例３
エポキー８７７（三井化学（株）、商品名、溶剤型変性エポキシ樹脂、固形分４５％）を１００重量部と水溶性充填剤としてサンローズＭＡＣ３００ＨＣを１６．７重量部、エコランダム１２００を３３．３重量部を配合し１時間攪拌して、比較例３の接着剤組成物とした。
Comparative Example 3
100 parts by weight of Epokey 877 (Mitsui Chemicals, Inc., trade name, solvent-modified epoxy resin, solid content 45%), 16.7 parts by weight of Sunrose MAC300HC as a water-soluble filler, and 33.3 of EcoRandom 1200 An adhesive composition of Comparative Example 3 was prepared by blending parts by weight and stirring for 1 hour.
比較例４
エポキー８７７を１００重量部とエコランダム１２００を５０重量部を配合し１時間攪拌して、比較例４の接着剤組成物とした。
Comparative Example 4
100 parts by weight of Epokey 877 and 50 parts by weight of Ecorandom 1200 were mixed and stirred for 1 hour to obtain an adhesive composition of Comparative Example 4.
比較例５
エポキー８７７を１００重量部と粉末ＥＤＴＡ（ナカライテスク、試薬）を５０重量部を配合し１時間攪拌して、比較例５の接着剤組成物とした。
Comparative Example 5
100 parts by weight of Epokey 877 and 50 parts by weight of powdered EDTA (Nacalai Tesque, reagent) were blended and stirred for 1 hour to obtain an adhesive composition of Comparative Example 5.
比較例６
エポキー８７７を１００重量部と粉末アクリルアミド（和光純薬、試薬、乳鉢で粉末状にすりつぶしたもの）を３０重量部を配合し１時間攪拌して、比較例６の接着剤組成物とした。
Comparative Example 6
100 parts by weight of Epokey 877 and 30 parts by weight of powdered acrylamide (Wako Pure Chemicals, reagent, ground in a mortar) were mixed and stirred for 1 hour to obtain an adhesive composition of Comparative Example 6.
比較例７
エポキー８７７をそのままで比較例３〜６の標準として、比較例７の接着剤組成物とした。
Comparative Example 7
The adhesive composition of Comparative Example 7 was used as the standard of Comparative Examples 3 to 6 with Epokey 877 as it was.
表３は表２と同じに行った（表の後段参照）他に乾燥機中で５０℃２４時間静置したものも追加した。 Table 3 was carried out in the same manner as Table 2 (see the latter part of the table), and what was left in a dryer at 50 ° C. for 24 hours was also added.
比較例３〜７の試験結果は 特許文献６のそのまま追試したものではないが、本発明の特徴を対比できる結果となった。水剥離は塗布後解放系静置されたもので、特許文献とは異なる。どのような効果作用かは不明であるが、水剥離性は２３℃に静置したものの方が悪い結果となっている。また、比較例５の２３℃静置では添加物の特異性が発現され、６０℃温水では逆の結果となっている。これら比較例３〜７は本発明とは技術思想が異なるものと思われ、異なる発明である。 Although the test results of Comparative Examples 3 to 7 were not directly tested in Patent Document 6, the results of the present invention could be compared. The water peeling is a release system that is allowed to stand after application, and is different from the patent literature. It is unclear what kind of effect it is, but the water peelability is worse when it is left at 23 ° C. Moreover, the specificity of an additive is expressed by standing at 23 ° C. in Comparative Example 5, and the opposite result is obtained at 60 ° C. hot water. These Comparative Examples 3 to 7 are considered to have different technical ideas from the present invention and are different inventions.
本発明の接着剤組成物は常態では通常の接着剤の性能が得られ、酸、アルカリ、溶剤等の環境負荷が大きい材料を使うことなく、解体等の接着機能が不要になった時に水で処理することができる。代表的な対象としてシリコンインゴットの切断・研磨等の仮固定があげることができる。 The adhesive composition of the present invention can be obtained with normal adhesive performance, and with water when an adhesive function such as dismantling is unnecessary without using a material with a large environmental load such as acid, alkali, and solvent. Can be processed. A typical target is temporary fixing such as cutting and polishing of a silicon ingot.
Claims (4)
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| JP2010120170A JP4920097B2 (en) | 2009-06-01 | 2010-05-26 | Adhesive composition |
| CN2010102860818A CN102120918A (en) | 2010-01-09 | 2010-09-19 | Adhesive composition |
| TW99131842A TW201124495A (en) | 2010-01-09 | 2010-09-20 | Adhesive composition. |
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| JP2010120170A JP4920097B2 (en) | 2009-06-01 | 2010-05-26 | Adhesive composition |
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| KR101175915B1 (en) | 2012-03-22 | 2012-08-22 | 김정두 | Inorganic adhesive with water-resisting qualities manufacturing method and using method thereof |
| JP5899443B2 (en) * | 2012-07-03 | 2016-04-06 | パナソニックＩｐマネジメント株式会社 | Thermosetting adhesive for fixing silicon ingot, silicon ingot fixing method using the same, and silicon wafer manufacturing method |
| CN102850980A (en) * | 2012-07-25 | 2013-01-02 | 常州大学 | Epoxy resin glue for silicon rod cutting and preparation method thereof |
| JP5909460B2 (en) * | 2012-09-28 | 2016-04-26 | 富士フイルム株式会社 | A temporary adhesive for manufacturing a semiconductor device, an adhesive support using the same, and a method for manufacturing a semiconductor device. |
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| JP2002275242A (en) * | 2001-03-21 | 2002-09-25 | Yokohama Rubber Co Ltd:The | Low-temperature curable epoxy resin composition and adhesive using the same |
| JP5352970B2 (en) * | 2007-07-04 | 2013-11-27 | 住友ベークライト株式会社 | Resin composition and semiconductor device |
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