JP2018184535A - (メタ)アクリロイル基含有樹脂及び積層フィルム - Google Patents
(メタ)アクリロイル基含有樹脂及び積層フィルム Download PDFInfo
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- JP2018184535A JP2018184535A JP2017087169A JP2017087169A JP2018184535A JP 2018184535 A JP2018184535 A JP 2018184535A JP 2017087169 A JP2017087169 A JP 2017087169A JP 2017087169 A JP2017087169 A JP 2017087169A JP 2018184535 A JP2018184535 A JP 2018184535A
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- meth
- acrylate
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- resin
- film
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- 239000011347 resin Substances 0.000 title claims abstract description 65
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- -1 bisphenol compound Chemical class 0.000 claims abstract description 93
- 238000000576 coating method Methods 0.000 claims abstract description 66
- 239000000203 mixture Substances 0.000 claims abstract description 64
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 15
- 125000005843 halogen group Chemical group 0.000 claims abstract description 14
- 239000003505 polymerization initiator Substances 0.000 claims description 6
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- 239000000463 material Substances 0.000 abstract description 28
- 239000002994 raw material Substances 0.000 abstract description 13
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- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical compound C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000001741 organic sulfur group Chemical group 0.000 description 1
- QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920006289 polycarbonate film Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- LVOICKNPHXSSQM-UHFFFAOYSA-N prop-2-en-1-one Chemical compound C=C[C]=O LVOICKNPHXSSQM-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- SBIBMFFZSBJNJF-UHFFFAOYSA-N selenium;zinc Chemical compound [Se]=[Zn] SBIBMFFZSBJNJF-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- GRJISGHXMUQUMC-UHFFFAOYSA-N silyl prop-2-enoate Chemical compound [SiH3]OC(=O)C=C GRJISGHXMUQUMC-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
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- 150000003440 styrenes Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000010558 suspension polymerization method Methods 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- OCGWQDWYSQAFTO-UHFFFAOYSA-N tellanylidenelead Chemical compound [Pb]=[Te] OCGWQDWYSQAFTO-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229940042596 viscoat Drugs 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 229940089401 xylon Drugs 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Images
Landscapes
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Epoxy Resins (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
Description
で表されるビスフェノール化合物(a)を原料とするノボラック型エポキシ樹脂(A)の(メタ)アクリレート化物である(メタ)アクリロイル基含有樹脂に関する。
で表されるビスフェノール化合物(a)を原料とするノボラック型エポキシ樹脂(A)の(メタ)アクリレート化物である。
カラム:東ソー株式会社製ガードカラム「HXL−L」
+東ソー株式会社製「TSK−GEL G2000HXL」
+東ソー株式会社製「TSK−GEL G2000HXL」
+東ソー株式会社製「TSK−GEL G3000HXL」
+東ソー株式会社製「TSK−GEL G4000HXL」
検出器: RI(示差屈折計)
データ処理:東ソー株式会社製「GPC−8020モデルIIバージョン4.10」
測定条件: カラム温度 40℃
展開溶媒 テトラヒドロフラン
流速 1.0ml/分
標準 : 前記「GPC−8020モデルIIバージョン4.10」の測定マニュアルに準拠して、分子量が既知の下記の単分散ポリスチレンを用いた。
(使用ポリスチレン)
東ソー株式会社製「A−500」
東ソー株式会社製「A−1000」
東ソー株式会社製「A−2500」
東ソー株式会社製「A−5000」
東ソー株式会社製「F−1」
東ソー株式会社製「F−2」
東ソー株式会社製「F−4」
東ソー株式会社製「F−10」
東ソー株式会社製「F−20」
東ソー株式会社製「F−40」
東ソー株式会社製「F−80」
東ソー株式会社製「F−128」
試料 : 樹脂固形分換算で1.0質量%のテトラヒドロフラン溶液をマイクロフィルターでろ過したもの(50μl)
カラム ; 東ソー株式会社製ガードカラムHXL−H
+東ソー株式会社製 TSKgel G5000HXL
+東ソー株式会社製 TSKgel G4000HXL
+東ソー株式会社製 TSKgel G3000HXL
+東ソー株式会社製 TSKgel G2000HXL
検出器 ; RI(示差屈折計)
データ処理:東ソー株式会社製 SC−8010
測定条件: カラム温度 40℃
溶媒 テトラヒドロフラン
流速 1.0ml/分
標準 ;ポリスチレン
試料 ;樹脂固形分換算で0.4質量%のテトラヒドロフラン溶液をマイクロフィルターでろ過したもの(100μl)
で表される化合物等のモノ(メタ)アクリレート化合物:前記各種のモノ(メタ)アクリレート化合物の分子構造中に(ポリ)オキシエチレン鎖、(ポリ)オキシプロピレン鎖、(ポリ)オキシテトラメチレン鎖等の(ポリ)オキシアルキレン鎖を導入した(ポリ)オキシアルキレン変性体;前記各種のモノ(メタ)アクリレート化合物の分子構造中に(ポリ)ラクトン構造を導入したラクトン変性体等が挙げられる。
で表されるビカルバゾール化合物、下記構造式(6−1)又は(6−2)
で表されるフルオレン化合物等の芳香族ジ(メタ)アクリレート化合物;前記各種の芳香族ポリ(メタ)アクリレート化合物の分子構造中に(ポリ)オキシエチレン鎖、(ポリ)オキシプロピレン鎖、(ポリ)オキシテトラメチレン鎖等の(ポリ)オキシアルキレン鎖を導入した(ポリ)オキシアルキレン変性体;前記各種の芳香族ポリ(メタ)アクリレート化合物の分子構造中に(ポリ)ラクトン構造を導入したラクトン変性体等が挙げられる。
カラム:東ソー株式会社製ガードカラム「HXL−L」
+東ソー株式会社製「TSK−GEL G2000HXL」
+東ソー株式会社製「TSK−GEL G2000HXL」
+東ソー株式会社製「TSK−GEL G3000HXL」
+東ソー株式会社製「TSK−GEL G4000HXL」
検出器: RI(示差屈折計)
データ処理:東ソー株式会社製「GPC−8020モデルIIバージョン4.10」
測定条件: カラム温度 40℃
展開溶媒 テトラヒドロフラン
流速 1.0ml/分
標準 : 前記「GPC−8020モデルIIバージョン4.10」の測定マニュアルに準拠して、分子量が既知の下記の単分散ポリスチレンを用いた。
(使用ポリスチレン)
東ソー株式会社製「A−500」
東ソー株式会社製「A−1000」
東ソー株式会社製「A−2500」
東ソー株式会社製「A−5000」
東ソー株式会社製「F−1」
東ソー株式会社製「F−2」
東ソー株式会社製「F−4」
東ソー株式会社製「F−10」
東ソー株式会社製「F−20」
東ソー株式会社製「F−40」
東ソー株式会社製「F−80」
東ソー株式会社製「F−128」
試料 : 樹脂固形分換算で1.0質量%のテトラヒドロフラン溶液をマイクロフィルターでろ過したもの(50μl)
カラム ; 東ソー株式会社製ガードカラムHXL−H
+東ソー株式会社製 TSKgel G5000HXL
+東ソー株式会社製 TSKgel G4000HXL
+東ソー株式会社製 TSKgel G3000HXL
+東ソー株式会社製 TSKgel G2000HXL
検出器 ; RI(示差屈折計)
データ処理:東ソー株式会社製 SC−8010
測定条件: カラム温度 40℃
溶媒 テトラヒドロフラン
流速 1.0ml/分
標準 ;ポリスチレン
試料 ;樹脂固形分換算で0.4質量%のテトラヒドロフラン溶液をマイクロフィルターでろ過したもの(100μl)
温度計、滴下ロート、冷却管、分留管、撹拌器を取り付けたフラスコに、ビスフェノールA228質量部、水6質量部、メタノール6質量部、蓚酸0.5質量部を仕込んだ。撹拌しながら、室温から100℃まで45分かけて昇温させた。42質量%ホルマリン水溶液48質量部を1時間かけて滴下した。滴下終了後、さらに100℃で1時間攪拌し、その後180℃まで3時間かけて昇温させた。反応終了後、反応系内に残った水分を加熱減圧条件下で除去し、ノボラック型樹脂中間体220質量部を得た。ノボラック型樹脂中間体の水酸基当量は118g/当量、軟化点は110℃であった。
撹拌装置、冷却管、酸素導入管を備えた反応装置に、プロピレングリコールモノメチルエーテルアセテート137質量部、ノボラック型エポキシ樹脂(A)400質量部を仕込み、攪拌しながら系内温度が70℃になるまで加熱した。アクリル酸143質量部、メトキノン0.27質量部、トリフェニルホスフィン2.7質量部を加え、反応液中に空気をバブリングさせながら105℃まで加熱し、10時間保持して反応させて、(メタ)アクリロイル基含有樹脂(1)溶液(不揮発分79.5質量%)を得た。(メタ)アクリロイル基含有樹脂(1)のアクリロイル基当量は274g/当量、数平均分子量(Mn)は1400、質量平均分子量(Mw)は4350であった。
攪拌機、冷却管、温度計、塩化水素ガス導入装置を具備した5L4つ口フラスコに、ジフェニル709質量部、パラホルムアルデヒド276質量部、酢酸1381質量部、濃塩酸958質量部を仕込み、80℃まで昇温した。仕込み溶液が80℃であることを確認後、木下式ガラスボールフィルターを使って塩化水素ガスを20g/hr速度で仕込み溶液に導入した。仕込み溶液への塩化水素ガスの溶解が飽和であることを確認後、リン酸1061質量部を1時間かけて滴下し、更に、30時間反応を行った。反応終了後、直ちに反応溶液から下層を取り除き、有機層にトルエン2300質量部を添加し、有機層を400質量部の12.5%水酸化ナトリウム水溶液、飽和炭酸水素ナトリウム水溶液、蒸留水で洗浄した。有機層を留去後、クロロ中間体を白色固体として908質量部得た。
得られたフェニルベンジルアクリレート組成物の25℃における液屈折率は1.592であり、粘度は30mPa・sであった。フェニルベンジルアクリレート組成物100質量部中に含まれる各成分の含有量を、ガスクロマトグラムを用いて測定したところ、フェニルベンジルアクリレートが65.2質量部、ビス(アクリロイルメチル)ビフェニルが18.6質量部、ビフェニル構造がメチレンを介して結節された分子構造を有するビフェニル化合物が2.3質量部、ビフェニルが5.8質量部含まれており、残りの8.1質量部にはビフェニル以外の未反応原料等が含まれていた。また、フェニルベンジルアクリレートの異性体の質量比(モル比も同等)[〔オルトフェニルベンジルアクリレート〕/〔メタフェニルベンジルアクリレート〕/〔パラフェニルベンジルアクリレート〕]は20/1/79であった。
機器:島津社製「GC−2010」
カラム:島津社製「Zebron ZB−5」
条件:Heキャリアガス、流量1.47mL/min、カラムオーブン50℃、気化室300℃、昇温範囲50℃から300℃(25℃/min)
撹拌装置、冷却管、酸素導入管を備えた反応装置に、プロピレングリコールモノメチルエーテルアセテート126質量部、フェノールノボラック型樹脂(DIC株式会社製「EPCLON N−770」エポキシ当量190g/当量、軟化点70℃))360質量部を仕込み、攪拌しながら系内温度が70℃になるまで加熱した。アクリル酸142質量部、メトキノン0.25質量部、トリフェニルホスフィン2.5質量部を加え、反応液中に空気をバブリングさせながら105℃まで加熱し、10時間保持して反応させて、(メタ)アクリロイル基含有樹脂(1’)溶液(不揮発分80.8質量%)を得た。(メタ)アクリロイル基含有樹脂(1’)のアクリロイル基当量は256g/当量、数平均分子量(Mn)は1660、質量平均分子量(Mw)は7900であった。
表1に示す割合で各成分を混合し、メチルエチルケトンを用いて不揮発分を30質量%に調整して硬化性組成物を得た。得られた硬化性組成物について下記の要領で各種評価試験を行った。結果を表1に示す。
※光重合開始剤:BASF社製「イルガキュア#184」
硬化性組成物をクロムメッキ処理金属板上に塗布し、その上からポリエチレンテレフタレート(PET)フィルムを重ね、硬化性組成物層が5μmとなるように調整した。PETフィルム側から高圧水銀灯により200mJ/cm2の紫外線を照射して硬化させた。金属板及びPETフィルムを剥離し、硬化物を得た。
得られた硬化物の屈折率を、アッべ屈折率計(アタゴ社製「NAR−3T」)を使用し、25℃条件下で測定した。
A:1.570以上
B:1.570未満
屈折率の測定と同様の方法にて硬化物を製造した。
硬化性組成物をPETフィルム(膜厚100μm)上に硬化後の膜厚が5μmとなるようにバーコーターで塗布し、80℃で2分乾燥させた。窒素雰囲気下で高圧水銀灯を用いて200mJ/cm2の照射量で通過させて硬化させることにより、積層フィルムを得た。
測色色差計(日本電色工業社製「ZE−6000」)を用い、得られた積層フィルムの黄味度(b*値)を25℃条件下で測定した。
A:0.5以下
B:1.0以下
C:1.5以下
硬化性組成物をPETフィルム(膜厚100μm)上に硬化後の膜厚が5μmとなるようにバーコーターで塗布し、80℃で2分乾燥させた。窒素雰囲気下で高圧水銀灯を用いて200mJ/cm2の照射量で通過させて硬化させることにより、積層フィルムを得た。
スチールウール(日本スチールウール株式会社製「ボンスター#0000」)0.5gで直径2.4センチメートルの円盤状の圧子を包み、該圧子に500g重の荷重をかけて、積層フィルムの塗装表面を10往復させる磨耗試験を行った。磨耗試験前後の積層フィルムのヘーズ値をスガ試験機株式会社製「ヘーズコンピュータHZ−2」を用いて測定し、それらの差の値(ΔH)で評価した。
A:ΔH1.0以下
B:ΔH1.0を超える
Claims (6)
- 前記ノボラック型エポキシ樹脂(A)が、前記構造式(1)で表されるビスフェノール化合物(a1)のジグリシジルエーテルを5〜50%の範囲で含有する請求項1記載の(メタ)アクリロイル基含有樹脂。
- 請求項1又は2に記載の(メタ)アクリロイル基含有樹脂と重合開始剤とを含有する硬化性組成物。
- 樹脂成分中の前記(メタ)アクリロイル基含有樹脂の割合が50質量%以上である請求項3記載の硬化性組成物。
- 請求項3又は4記載の硬化性組成物からなる塗膜。
- 請求項5記載の塗膜からなる層を有する積層フィルム。
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WO2024116861A1 (ja) * | 2022-11-29 | 2024-06-06 | Dic株式会社 | 硬化性樹脂、硬化性樹脂組成物、及び、硬化物 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6295313A (ja) * | 1985-10-22 | 1987-05-01 | Dainippon Ink & Chem Inc | 硬化性樹脂組成物 |
JPH0268A (ja) * | 1987-11-13 | 1990-01-05 | Toshiba Corp | ソルダ−レジスト組成物 |
JPH06228253A (ja) * | 1993-02-08 | 1994-08-16 | Nippon Kayaku Co Ltd | 樹脂組成物、ソルダーレジスト樹脂組成物及びこれらの硬化物 |
JP2003306518A (ja) * | 2002-04-16 | 2003-10-31 | Nippon Kayaku Co Ltd | 感光性樹脂組成物及びその硬化皮膜を有するフィルム |
JP2012082387A (ja) * | 2010-09-14 | 2012-04-26 | Dic Corp | 光学材料用高屈折組成物、及びその硬化物 |
JP2013087212A (ja) * | 2011-10-19 | 2013-05-13 | Dic Corp | エポキシ樹脂、硬化性樹脂組成物、その硬化物、及びプリント配線基板 |
JP2018500399A (ja) * | 2014-10-24 | 2018-01-11 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | ノボラック系ビニルエステルを有する嫌気硬化性組成物 |
-
2017
- 2017-04-26 JP JP2017087169A patent/JP6919308B2/ja active Active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6295313A (ja) * | 1985-10-22 | 1987-05-01 | Dainippon Ink & Chem Inc | 硬化性樹脂組成物 |
JPH0268A (ja) * | 1987-11-13 | 1990-01-05 | Toshiba Corp | ソルダ−レジスト組成物 |
JPH06228253A (ja) * | 1993-02-08 | 1994-08-16 | Nippon Kayaku Co Ltd | 樹脂組成物、ソルダーレジスト樹脂組成物及びこれらの硬化物 |
JP2003306518A (ja) * | 2002-04-16 | 2003-10-31 | Nippon Kayaku Co Ltd | 感光性樹脂組成物及びその硬化皮膜を有するフィルム |
JP2012082387A (ja) * | 2010-09-14 | 2012-04-26 | Dic Corp | 光学材料用高屈折組成物、及びその硬化物 |
JP2013087212A (ja) * | 2011-10-19 | 2013-05-13 | Dic Corp | エポキシ樹脂、硬化性樹脂組成物、その硬化物、及びプリント配線基板 |
JP2018500399A (ja) * | 2014-10-24 | 2018-01-11 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | ノボラック系ビニルエステルを有する嫌気硬化性組成物 |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2024116861A1 (ja) * | 2022-11-29 | 2024-06-06 | Dic株式会社 | 硬化性樹脂、硬化性樹脂組成物、及び、硬化物 |
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