JPWO2020137111A1 - 硬化性樹脂組成物、燃料電池およびシール方法 - Google Patents
硬化性樹脂組成物、燃料電池およびシール方法 Download PDFInfo
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- JPWO2020137111A1 JPWO2020137111A1 JP2020562852A JP2020562852A JPWO2020137111A1 JP WO2020137111 A1 JPWO2020137111 A1 JP WO2020137111A1 JP 2020562852 A JP2020562852 A JP 2020562852A JP 2020562852 A JP2020562852 A JP 2020562852A JP WO2020137111 A1 JPWO2020137111 A1 JP WO2020137111A1
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- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
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Images
Classifications
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- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/02—Details
- H01M8/0271—Sealing or supporting means around electrodes, matrices or membranes
- H01M8/028—Sealing means characterised by their material
- H01M8/0284—Organic resins; Organic polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/04—Polymers provided for in subclasses C08C or C08F
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/04—Polymers provided for in subclasses C08C or C08F
- C08F290/042—Polymers of hydrocarbons as defined in group C08F10/00
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/02—Details
- H01M8/0271—Sealing or supporting means around electrodes, matrices or membranes
- H01M8/0286—Processes for forming seals
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M8/1007—Fuel cells with solid electrolytes with both reactants being gaseous or vaporised
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M8/00—Fuel cells; Manufacture thereof
- H01M8/10—Fuel cells with solid electrolytes
- H01M2008/1095—Fuel cells with polymeric electrolytes
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/50—Fuel cells
Abstract
Description
(A)成分:(メタ)アクリロイル基を1以上と、−[CH2C(CH3)2]−単位を含むポリイソブチレン骨格を有するオリゴマー
(B)成分:(メタ)アクリロイルオキシ基と4員環以上の飽和ヘテロ環を有する単官能性モノマー
(C)成分:ラジカル重合開始剤。
本発明に用いられる(A)成分とは、(メタ)アクリロイル基を1以上有し、かつ−[CH2C(CH3)2]−単位を含むポリイソブチレン骨格を有するオリゴマーであれば特に限定されるものではない。(A)成分としては、例えば、(メタ)アクリロイル基(CH2=CH−C(=O)−またはCH2=C(CH3)−C(=O)−)および−[CH2C(CH3)2]−単位(ポリイソブチレン骨格)を有すればよく、「−[CH2C(CH3)2]−単位以外の他の構成単位」を含むオリゴマーであってもよい。(A)成分は、−[CH2C(CH3)2]−単位を、構成単位全量((A)成分)に対して、例えば70質量%以上含み、好ましくは75質量%以上含み、より好ましくは80質量%以上含むことが適当である。また、(A)成分は、−[CH2C(CH3)2]−単位を、構成単位全量((A)成分)に対して、例えば100質量%以下含み、別の態様では100質量%未満含み、別の態様では95質量%以下含み、また別の態様では90質量%以下含むことが適当である。または、(A)成分は、−[CH2C(CH3)2]−単位を、ポリイソブチレン骨格に対して、例えば80質量%以上含み、好ましくは85質量%以上含み、より好ましくは90質量%以上含み、さらに好ましくは95質量%を超えて含むことが適当である。また、(A)成分は、−[CH2C(CH3)2]−単位を、ポリイソブチレン骨格に対して、例えば100質量%以下含み、他の態様では100質量%未満含むことが適当である。(A)成分は、(メタ)アクリロイル基を、好ましくは1〜12個、より好ましくは2〜8個、さらに好ましくは2〜4個、特に好ましくは2個有することが適当である。なお、本発明において、オリゴマーとは、下記理論にとらわれないが、例えば、オリゴマーの主鎖にモノマーの繰り返し単位を伴う構造で、100以上の繰り返し単位からなる化合物を指すと定義できる。1つのポリイソブチレン骨格(下記一般式(1)中のPIB)における−[CH2C(CH3)2]−単位の数は、例えば100以上、好ましくは120〜300、より好ましくは150〜250である。また、(メタ)アクリロイル基は分子の側鎖、および/または、末端のいずれに存在していてもかまわないが、圧縮永久歪みが優れるという観点から分子の末端に存在することが好ましい。
本発明の(B)成分は、1個の(メタ)アクリロイルオキシ基(CH2=CH−C(=O)−O−またはCH2=C(CH3)−C(=O)−O−)および4員環以上の飽和ヘテロ環を有する単官能性モノマーである。本発明の(B)成分は、本発明のその他成分との組み合わせにより、低粘度でありながら、圧縮永久歪みが優れた硬化物が得られる硬化性樹脂組成物を提供するものである。前記ヘテロ環を構成するヘテロ原子としては、酸素原子、窒素原子、硫黄原子などがあげられる。(B)成分は、1つのヘテロ原子を1個または2個以上を有してもよい。また、(B)成分は、2種以上の異なるヘテロ原子を1個または2個以上を有してもよい。より一層、低粘度でありながら圧縮永久歪みが優れた硬化物が得られる硬化性樹脂組成物が得られることから、中でも酸素原子を含むことが好ましい。すなわち、本発明の好ましい形態では、(B)成分のヘテロ環を構成するヘテロ原子が酸素原子である。
本発明で使用することができる(C)成分は、ラジカル開始剤である。このような(C)としては、光ラジカル開始剤、有機過酸化物(熱ラジカル開始剤)等が挙げられる。本発明のラジカル硬化性樹脂組成物の硬化形態は、本発明の(C)成分の選択により、光硬化、加熱硬化又はレドックス硬化を選択することが可能である。例えば、ラジカル硬化性樹脂組成物に関して「光硬化性」を付与したい場合は、光ラジカル開始剤を選択し、「加熱硬化又はレドックス反応による硬化」を付与したい場合は、有機過酸化物を選択すればよい。
本発明の硬化性樹脂組成物に対し、本発明の目的を損なわない範囲で、(メタ)アクリレートモノマー(本発明の(B)成分を含まない)、(メタ)アクリロイル基を有するポリマーまたはオリゴマー(本発明の(A)成分を含まない)、スチレン系共重合体等の各種エラストマー、充填材、保存安定剤、酸化防止剤、光安定剤、可塑剤、顔料、難燃剤、及び界面活性剤等の添加剤を使用することができる。
本発明の硬化性樹脂組成物を被着体への塗布する方法としては、公知のシール剤や接着剤の方法が用いられる。例えば、自動塗布機を用いたディスペンシング、スプレー、インクジェット、スクリーン印刷、グラビア印刷、ディッピング、スピンコートなどの方法を用いることができる。なお、本発明の硬化性樹脂組成物は、塗布性の観点から25℃で液状であることが好ましい。
本発明の硬化性樹脂組成物を、活性エネルギー線(例えば、紫外線、可視光等の光)を照射することにより硬化させるに際しての光源は特に限定されず、例えば、低圧水銀灯、中圧水銀灯、高圧水銀灯、超高圧水銀灯、ブラックライトランプ、マイクロウェーブ励起水銀灯、メタルハライドランプ、ナトリウムランプ、ハロゲンランプ、キセノンランプ、LED、蛍光灯、太陽光、電子線照射装置等が挙げられる。光照射の照射量(積算光量)は硬化物の特性の観点から、5kJ/m2以上であることが好ましく、より好ましくは15kJ/m2以上である。また、光照射の照射量(積算光量)は、圧縮永久歪みの優れる硬化物が得られるとのの観点から、100kJ/m2以下であることが好ましく、より好ましくは150kJ/m2以下である。また、本発明の硬化性樹脂組成物は加熱で硬化させることができる。この際の加熱方法は、特に限定されないが、恒温槽、遠赤外線ヒータなどが挙げられる。硬化条件は、例えば、40〜300℃、好ましくは60〜200℃、特に好ましくは80〜150℃の温度で、例えば、10秒〜3時間、好ましくは20秒〜60分、特に好ましくは30秒〜30分の条件で加熱することが適当である。
本発明の硬化物は、本発明の硬化性樹脂組成物に対し、上記硬化方法によって紫外線等の活性エネルギー線を照射または加熱することにより硬化させてなる。本発明の硬化物は、本発明の硬化性樹脂組成物が硬化したものであれば、その硬化方法の如何は問わない。すなわち、本発明は、本発明の硬化性樹脂組成物を硬化させて得られる硬化物をも提供する。
本発明の硬化性樹脂組成物またはその硬化物が好適に用いられる用途としては、硬化性シール剤である。本発明においてシール剤とは、接着剤、コーティング剤、注型剤、ポッティング剤等の用途も含まれるものである。なお、このような用途で使用するにあたり、本発明の硬化性樹脂組成物は25℃で液状であることが好ましい。
燃料電池とは、水素と酸素を化学的に反応させることにより電気を発生させる発電装置である。また、燃料電池には、固体高分子形燃料電池、りん酸形燃料電池、溶融炭酸塩形燃料電池、固体酸化物形燃料電池の4つの方式がある。中でも固体高分子形燃料電池は、運転温度が比較的低温(80℃前後)でありながら高発電効率であるので、自動車用動力源、家庭用発電装置、携帯電話などの電子機器用小型電源、非常電源等の用途に用いられる。
本発明の硬化性樹脂組成物を用いたシール手法としては、特に限定されないが、代表的には、FIPG(フォームインプレイスガスケット)、CIPG(キュアーインプレイスガスケット)、MIPG(モールドインプレイスガスケット)、液体射出成形などが挙げられる。
<a1の製造>
アクリロイルオキシエトキシフェニル基を有するポリイソブチレン(a1)の製造
5Lのセパラブルフラスコの容器内を窒素置換した後、n−ヘキサン200mL及び塩化ブチル2000mLを加え、窒素雰囲気下で攪拌しながら−70℃まで冷却した。次いで、イソブチレン840mL(9mol)、p−ジクミルクロライド12g(0.05mol)及び2−メチルピリジン1.1g(0.012mol)を加えた。反応混合物が−70℃まで冷却された後で、四塩化チタン5.0mL(0.05mol)を加えて重合を開始した。重合開始3時間後に、フェノキシエチルアクリレート(ライトアクリレートPO−A、共栄社化学株式会社製)40gと四塩化チタン110mlを添加した。その後、−70℃で4時間攪拌を続けた後、メタノール1000mlを添加して反応を停止させた。
・実施例1
本発明の(A)成分として上記合成例1で得られたアクリロイルオキシエトキシフェニル基を有するポリイソブチレン(a1)100質量部と、
(B)成分としてテトラヒドロフルフリルアクリレート(大阪有機化学工業株式会社製ビスコート#150)20質量部と、
(C)成分として2−ヒドロキシ−2−メチル−1−フェニル−プロパン−1−オン 1質量部と、
をプラネタリーミキサーに添加し、遮光下で常温(25℃)にてプラネタリーミキサーで60分混合し、硬化性樹脂組成物である実施例1を得た。本例で得られた硬化性樹脂組成物は、25℃で液状であった。
実施例1において、テトラヒドロフルフリルアクリレートの添加量を30質量部に変更した以外は、実施例1と同様にして調製し、硬化性樹脂組成物(実施例2)を得た。本例で得られた硬化性樹脂組成物は、25℃で液状であった。
実施例1において、テトラヒドロフルフリルアクリレートの代わりに、ラウリルアクリレート(大阪有機化学工業株式会社LA)を用いた以外は、実施例1と同様にして調製し、比較例1を得た。
実施例1において、テトラヒドロフルフリルアクリレートの代わりに、ジシクロペンタニルメタクリレート(日立化成株式会社FA−513M)を用いた以外は、実施例1と同様にして調製し、比較例2を得た。
実施例1において、テトラヒドロフルフリルアクリレートの代わりに、トリシクロデカンジメタノールジアクリレート(新中村化学工業株式会社製A−DCP)を用いた以外は、実施例1と同様にして調製し、比較例3を得た。
サーモフィッシャーサイエンティフィック株式会社製のレオメーター HAAKE MARSIIIにより下記の測定条件に基づき、各硬化性樹脂組成物の粘度(Pa・s)を測定した。本発明は塗布性の観点から粘度は、750Pa・s以下が好ましく、特に好ましくは600Pa・s以下である。
せん断速度 1(1/s)
温度 25℃。
各硬化樹脂組成物を自動塗布機にて、70mm×70mmのアルミ板に対して高さ2mm、幅3mmのビートを塗布して、積算光量30kJ/m2の紫外線を照射して硬化させて試験片とした。次に、当該試験片を用い、これをJIS−K−6262(2013)にて規定される治具とスペーサを用いて25%の圧縮率で圧縮を行った状態で90℃のオーブン中に静置した。72時間経過後にオーブンから取り出し、その後、各試験片の厚さを測定し、以下の式により圧縮永久歪みを測定した。結果を下記の基準に基づき評価してその結果を表1示す。本発明において燃料電池シール剤として用いた場合の信頼性に優れるという観点から圧縮永久歪みは、5%以下であることが好ましい。
合格:圧縮永久歪みが5%以下
不合格:圧縮永久歪みが5%超
200mm×200mm×1.0mmの枠に実施例1の硬化性樹脂組成物を流し込んだ。その後、紫外線照射機により積算光量45kJ/m2になるように紫外線を20秒間照射し、厚さ1.0mmのシート状の硬化物を作製した。塩化カルシウム(無水)5gを直径30mmの開口部を有するアルミニウム製カップに入れて、前記硬化物をカップにセットした。「初期の全重量」(g)を測定した後、雰囲気温度40℃で相対湿度95%RHに保たれた恒温恒湿槽に24時間放置し、「放置後の全重量」(g)を測定して、透湿度(g/m2・24h)を計算した。詳細な試験方法はJIS Z 0208に準拠する。実施例1の試験結果は50g/m2・24h未満であり、燃料電池用硬化性シール剤に求められる水蒸気バリア性を満たしていることが確認された。
上記(3)透湿度(水蒸気バリア性)と同様にして、実施例1の硬化性樹脂組成物を用いて紫外線照射機により積算光量45kJ/m2になるように紫外線を20秒間照射し、厚さ1.0mmのシート状の硬化物を作製した。次にシート状の硬化物を用いて、JIS K7126−1:2006(プラスチック−フィルム及びシート−ガス透過度試験方法−第1部:差圧法)に準拠し測定した。尚、試験の種類は圧力センサ法であり、条件は23℃、高圧側の試験ガス(水素ガス)は100kPaにて測定した。実施例1の試験結果は、1×10−15mol・m/m2・s・Pa未満であり、燃料電池用光硬化性シール剤に求められる水素ガスバリア性を有していることが確認された。
上記(3)透湿度(水蒸気バリア性)と同様にして、実施例1〜2及び比較例1〜3の硬化性樹脂組成物の厚さを1mmに設定し、積算光量45kJ/m2の紫外線を照射して硬化させてシート状の硬化物を作製する。A型デュロメータ(硬度計)の加圧面を試験片(各シート状の硬化物を6枚重ねて、厚さ6mmに設定した状態のもの)に対して平行に保ちながら、10Nの力で押しつけ、加圧面と試料とを密着させる。測定時に最大値を読み取り、最大値を「硬さ」とする。詳細はJIS K 6253(2012)に従う。結果は表2に示す。
上記(3)透湿度(水蒸気バリア性)と同様にして、実施例1〜2及び比較例1〜3の硬化性樹脂組成物の厚さを1mmに設定し、積算光量45kJ/m2の紫外線を照射して硬化させてシート状の硬化物を作製する。3号ダンベルで打ち抜いてテストピースを作製し、20mm間隔の標線をテストピースに記入する。
上記(3)透湿度(水蒸気バリア性)と同様にして、実施例1〜2及び比較例1〜3の硬化性樹脂組成物の厚さを1mmに設定し、積算光量45kJ/m2の紫外線を照射して硬化させてシート状の硬化物を作製する。3号ダンベルで打ち抜いてテストピースを作製する。テストピースの長軸とチャックの中心が一直線になる様に、テストピースの両端をチャックに固定する。引張速度50mm/minでテストピースを引張り、最大荷重を測定する。当該最大荷重時の強度を「引張強さ(MPa)」とする。結果を表2に示す。詳細はJIS K 6251(2010)に従う。なお、本発明において、硬化物の圧縮永久歪みが優れるという観点から硬化物の引張強さは0.8〜3.5MPaの範囲であることが好ましい。
2 セパレーター
3a 空気極(カソード)
3b 燃料極(アノード)
4 高分子電解質膜
5 電解質膜電極接合体(MEA)
6 フレーム
7 接着剤またはシール剤
8a 酸化ガス流路
8b 燃料ガス流路
9 冷却水流路
10 セルスタック
11 固体高分子形燃料電池
Claims (15)
- 下記の(A)〜(C)成分を含有することを特徴とする硬化性樹脂組成物。
(A)成分:(メタ)アクリロイル基を1以上と、−[CH2C(CH3)2]−単位を含むポリイソブチレン骨格を有するオリゴマー
(B)成分:(メタ)アクリロイルオキシ基と4員環以上の飽和ヘテロ環を有する単官能性モノマー
(C)成分:ラジカル重合開始剤 - 前記(B)成分のヘテロ原子が酸素であることを特徴とする請求項1または2に記載の硬化性樹脂組成物。
- 前記(A)成分100質量部に対して、(B)成分を5〜500質量部を含むことを特徴とする請求項1〜3のいずれか1項に記載の硬化性樹脂組成物。
- 前記(B)成分が、(2ーメチル−2−エチル−1,3−ジオキソラン−4−イル)メチル(メタ)アクリレート、(3−エチルオキセタン−3−イル)メチル(メタ)アクリレート、環状トリメチロールプロパンホルマール(メタ)アクリレート、テトラヒドロフルフリル(メタ)アクリレート、アルコキシ化テトラヒドロフルフリルアクリレート、カプロラクトン変性テトラヒドロフルフリル(メタ)アクリレートからなる群から少なくとも1以上選択されることを特徴とする請求項1〜4のいずれか1項に記載の硬化性樹脂組成物。
- 請求項1〜5のいずれか1項に記載の硬化性樹脂組成物を含む、燃料電池用硬化性シール剤。
- 前記燃料電池用硬化性シール剤が、燃料電池における部材であるセパレーター、フレーム、電解質膜、燃料極、空気極、電解質膜電極接合体からなる群のいずれかの部材周辺用燃料電池用硬化性シール剤である、請求項6に記載の燃料電池用硬化性シール剤。
- 前記燃料電池用硬化性シール剤が、燃料電池における隣り合うセパレーター同士との間のシール剤、燃料電池のフレームと電解質膜または電解質膜電極接合体との間のシール剤である、請求項6または7に記載の燃料電池用硬化性シール剤。
- 前記燃料電池用硬化性シール剤が、固体高分子形燃料電池用硬化性シール剤である、請求項6〜8のいずれか1項に記載の燃料電池用硬化性シール剤。
- 請求項1〜5のいずれか1項に記載の硬化性樹脂組成物または請求項6〜9のいずれか1項に記載の燃料電池用硬化性シール剤を硬化させて得られる硬化物。
- 燃料電池における隣り合うセパレーター同士との間のシール、及び燃料電池のフレームと電解質膜または電解質膜電極接合体との間のシールからなる群のいずれかを含む燃料電池であって、前記いずれかのシールが、請求項10に記載の硬化物である、燃料電池。
- 前記燃料電池が、固体高分子形燃料電池である、請求項11に記載の燃料電池。
- 少なくとも2つのフランジを有する被シール部品の当該少なくとも2つのフランジの間の少なくとも一部をシールする方法であって、前記フランジの少なくとも一方が活性エネルギー線の光を透過可能であり、前記フランジの少なくとも一方の表面に、請求項1〜5のいずれか1項に記載の硬化性樹脂組成物を塗布する工程、前記硬化性樹脂組成物を塗布した一方のフランジと他方のフランジとを前記硬化性樹脂組成物を介して貼り合わせる工程、及び、活性エネルギー線を前記光透過可能なフランジを通して照射して前記硬化性樹脂組成物を硬化させ、前記少なくとも2つのフランジの間の少なくとも一部をシールする工程、を含むことを特徴とする前記シール方法。
- 少なくとも2つのフランジを有する被シール部品の当該少なくとも2つのフランジの間の少なくとも一部をシールする方法であって、前記フランジの少なくとも一方のフランジに、請求項1〜5のいずれか1項に記載の硬化性樹脂組成物を塗布する工程、前記塗布した硬化性樹脂組成物に活性エネルギー線を照射して前記硬化性樹脂組成物を硬化させ、前記硬化性樹脂組成物の硬化物からなるガスケットを形成する工程、他方のフランジを前記ガスケット上に配置して、硬化性樹脂組成物を塗布した一方のフランジと前記他方のフランジとを前記ガスケットを介して圧着し、前記少なくとも2つのフランジの間の少なくとも一部をシールする工程、を含むことを特徴とする前記シール方法。
- 少なくとも2つのフランジを有する被シール部品の当該少なくとも2つのフランジの間の少なくとも一部をシールする方法であって、前記フランジの少なくとも一方のフランジ上にガスケット形成用金型を配置する工程、前記ガスケット形成用金型と該金型を配置したフランジとの間の空隙の少なくとも一部に請求項1〜5のいずれか1項に記載の硬化性樹脂組成物を注入する工程、前記硬化性樹脂組成物に前記活性エネルギー線を照射して前記硬化性樹脂組成物を硬化させ、前記硬化性樹脂組成物の硬化物からなるガスケットを形成する工程、前記金型を前記一方のフランジから取り外す工程、他方のフランジを前記ガスケット上に配置して、前記一方のフランジと前記他方のフランジとを前記ガスケットを介して圧着し、前記少なくとも2つのフランジの間の少なくとも一部をシールする工程、を含むことを特徴とするシール方法。
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