JP2013102116A - 有機薄膜トランジスタ絶縁層材料 - Google Patents
有機薄膜トランジスタ絶縁層材料 Download PDFInfo
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- JP2013102116A JP2013102116A JP2012116279A JP2012116279A JP2013102116A JP 2013102116 A JP2013102116 A JP 2013102116A JP 2012116279 A JP2012116279 A JP 2012116279A JP 2012116279 A JP2012116279 A JP 2012116279A JP 2013102116 A JP2013102116 A JP 2013102116A
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- Prior art keywords
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- film transistor
- organic thin
- insulating layer
- thin film
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- 239000000463 material Substances 0.000 title claims abstract description 104
- 238000009413 insulation Methods 0.000 title abstract 3
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- 229920000642 polymer Polymers 0.000 claims abstract description 90
- 125000000962 organic group Chemical group 0.000 claims abstract description 87
- 239000002253 acid Substances 0.000 claims abstract description 19
- 150000004292 cyclic ethers Chemical group 0.000 claims abstract description 19
- 239000010410 layer Substances 0.000 claims description 215
- 125000004432 carbon atom Chemical group C* 0.000 claims description 151
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 62
- 229910052731 fluorine Inorganic materials 0.000 claims description 61
- 125000001153 fluoro group Chemical group F* 0.000 claims description 58
- 239000011248 coating agent Substances 0.000 claims description 45
- 238000000576 coating method Methods 0.000 claims description 45
- 125000000524 functional group Chemical group 0.000 claims description 44
- 239000002981 blocking agent Substances 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 25
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- 239000001257 hydrogen Substances 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 239000000758 substrate Substances 0.000 claims description 22
- 239000011247 coating layer Substances 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 claims description 18
- 125000001810 isothiocyanato group Chemical group *N=C=S 0.000 claims description 17
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- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
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- 239000003960 organic solvent Substances 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 5
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
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- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 5
- 229910052740 iodine Inorganic materials 0.000 description 5
- 230000009257 reactivity Effects 0.000 description 5
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 5
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
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- 239000003999 initiator Substances 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
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- NCWDBNBNYVVARF-UHFFFAOYSA-N 1,3,2-dioxaborolane Chemical compound B1OCCO1 NCWDBNBNYVVARF-UHFFFAOYSA-N 0.000 description 3
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Images
Classifications
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- C—CHEMISTRY; METALLURGY
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
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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
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
- C08F212/22—Oxygen
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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
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F12/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
- C08F12/22—Oxygen
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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
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
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Abstract
【解決手段】環状エーテル構造を有する繰り返し単位と、酸により脱離しうる有機基を有する繰り返し単位とを含有する高分子化合物(A)を含む有機薄膜トランジスタ絶縁層材料。
【選択図】なし
Description
で表される繰り返し単位とを含有する高分子化合物(A)を含む有機薄膜トランジスタ絶縁層材料を提供する。
で表される繰り返し単位、及び、式(3)
で表される繰り返し単位、からなる群より選ばれる少なくとも1種の繰り返し単位である。
で表される基である。
で表される基である。
で表される繰り返し単位を含有する。
で表される繰り返し単位を含有する。
該塗布層に電磁波又は電子線を照射する工程;
を包含する有機薄膜トランジスタ絶縁層の形成方法を提供する。
該塗布層に電磁波又は電子線を照射する工程;及び
該塗布層に熱を印加する工程;
を包含する有機薄膜トランジスタ絶縁層の形成方法を提供する。
Reeで表される炭素数1〜20の二価の有機基の具体例としては、前述のRbbで表される炭素数1〜20の二価の有機基の具体例と同じ基が挙げられる。
で表される構造の重合性モノマーを使用すること以外は前記と同様にしてモノマー混合物の共重合を行い、次いで、N,N−ジアルキルチオカルバミック酸金属塩と反応させる方法により製造してもよい。
(メトキシエトキシメトキシ)スチレン−コ−3−メタクリロイルオキシメチル−3−エチルオキセタン−コ−3−(N,N−ジエチルジチオカルバミルメチル)スチレン)が挙げられる。
本発明の有機薄膜トランジスタ絶縁層材料は、混合や粘度調節のための溶媒や、高分子化合物(A)を架橋させるために用いる架橋剤、該架橋剤と組み合わせて用いられる添加剤などを含有していてもよい。該溶媒としては、テトラヒドロフランやジエチルエーテルなどのエーテル溶媒、ヘキサンなどの脂肪族炭化水素溶媒、シクロヘキサンなどの脂環式炭化水素溶媒、ペンテン等の不飽和炭化水素溶媒、キシレンなどの芳香族炭化水素溶媒、アセトンなどのケトン溶媒、ブチルアセテートなどのアセテート溶媒、イソプロピルアルコールなどのアルコール溶媒、クロロホルムなどのハロゲン溶媒、これらの溶媒の混合溶媒が挙げられる。また、添加剤としては、架橋反応を促進するための触媒、増感剤、レべリング剤、粘度調節剤などを用いることができる。
図1は、本発明の一実施形態であるボトムゲートトップコンタクト型有機薄膜トランジスタの構造を示す模式断面図である。この有機薄膜トランジスタには、基板1と、基板1上に形成されたゲート電極2と、ゲート電極2上に形成されたゲート絶縁層3と、ゲート絶縁層3上に形成された有機半導体層4と、有機半導体層4上にチャネル部を挟んで形成されたソース電極5及びドレイン電極6と、素子全体を覆うオーバーコート7とが、備えられている。
(高分子化合物1の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を5.63g、グリシジルメタクリレート(和光純薬製)を2.50g、2−(O−[1’−メチルプロピリデンアミノ]カルボキシアミノ)エチル−メタクリレート(昭和電工製、商品名「カレンズMOI−BM」)を2.81g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.05g、2−ヘプタノン(東京化成製)を16.49g入れ、アルゴンガスをバブリングした後、密栓した。60℃のオイルバス中で20時間重合させ、高分子化合物1が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物1は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(化合物2−Aの合成)
三方コック及びセプタムを取り付けた300mlの三つ口フラスコに、3−エチル−3−ヒドロキシメチルオキセタン(東亞合成製、商品名:OXT−101)を33.29g、トリエチルアミン(和光純薬製)を48.31g、脱水テトラヒドロフラン(和光純薬製)を200ml、攪拌子を入れ、フラスコ内部の空気を窒素で置換した。フラスコを氷浴中に浸け、マグネティックスターラーで攪拌子を攪拌させることにより反応混合物を攪拌させながら、ガスタイトシリンジを用いてメタクリロイルクロライド25.00gをゆっくり滴下した。滴下終了後、氷浴中で更に2時間攪拌を続け、その後、室温で一晩攪拌を続けて反応させた。反応終了後、生成したトリエチルアミン塩酸塩を濾別し、濾液を500mlの分液ロートに移し、濾液にジエチルエーテル200mlを加えた後、100mlのイオン交換水で有機層を水洗し、有機層を分液した。有機層の水洗を3回繰り返した後、有機層を分液し、無水硫酸マグネシウムを加えて乾燥させた。無水硫酸マグネシウムを濾別した後、濾液をロータリーエバポレーターを用いて濃縮し、化合物2−Aを淡褐色液体として得た。化合物2−Aの得量は29.3gであり、収率は61.3%であった。
(高分子化合物2の合成)
50ml耐圧容器(エース製)に、化合物2−Aを3.00g、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を4.80g、2−(O−[1’−メチルプロピリデンアミノ]カルボキシアミノ)エチル−メタクリレート(昭和電工製、商品名「カレンズMOI−BM」)を2.40g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.05g、2−ヘプタノン(東京化成製)を15.38g入れ、アルゴンガスをバブリングした後、密栓した。60℃のオイルバス中で20時間重合させ、高分子化合物2が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物2は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(高分子化合物3の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を3.38g、グリシジルメタクリレート(和光純薬製)を2.50g、アクリロニトリル(和光純薬製)を0.62g、2−(O−[1’−メチルプロピリデンアミノ]カルボキシアミノ)エチル−メタクリレート(昭和電工製、商品名「カレンズMOI−BM」)を2.81g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.05g、2−ヘプタノン(東京化成製)を14.04g入れ、アルゴンガスをバブリングした後、密栓した。60℃のオイルバス中で20時間重合させ、高分子化合物3が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物3は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(高分子化合物4の合成)
2,1,3−ベンゾチアジアゾール−4,7−ジ(エチレンボロネート)を1.88g、及び2,6−ジブロモ−(4,4−ビス−ヘキサデカニル−4H−シクロペンタ[2,1−b;3,4−b’]−ジチオフェン)を3.81g含む80mLのトルエン80中に、窒素雰囲気下において、テトラキス(トリフェニルホスフィン)パラジウムを0.75g、メチルトリオクチルアンモニウムクロライド(Aldrich製、商品名「Aliquat 336」(登録商標))を1.0g、及び2Mの炭酸ナトリウム水溶液を24mL加えた。得られた混合物を激しく攪拌し、加熱して24時間還流させた。粘稠な反応混合物をアセトン500mLに注ぎ、繊維状の黄色のポリマーを沈澱させた。このポリマーを濾過して集め、アセトンで洗浄し、真空オーブンにおいて60℃で一晩乾燥させた。得られたポリマーを高分子化合物4とよぶ。高分子化合物4は、下記繰り返し単位を有している。nは繰り返し単位の数を示している。
(高分子化合物5の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を1.92g、化合物2−Aを4.00g、アクリロニトリル(和光純薬製)を0.71g、2−(O−[1’−メチルプロピリデンアミノ]カルボキシアミノ)エチル−メタクリレート(昭和電工製、商品名「カレンズMOI−BM」)を1.60g、スチレン(和光純薬製)を1.74g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.05g、2−ヘプタノン(東京化成製)を23.36g入れ、アルゴンガスをバブリングした後、密栓した。60℃のオイルバス中で20時間重合させ、高分子化合物5が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物5は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(高分子化合物6の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を1.88g、化合物2−Aを3.00g、グリシジルメタクリレート(和光純薬製)を0.46g、4−ビニルアニソール(アルドリッチ製)を2.19g、アクリロニトリル(和光純薬製)を0.69g、2−(O−[1’−メチルプロピリデンアミノ]カルボキシアミノ)エチル−メタクリレート(昭和電工製、商品名「カレンズMOI−BM」)を0.78g、メチルメタクリレート(和光純薬製)を0.33g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.04g、2−ヘプタノン(東京化成製)を21.86g入れ、アルゴンガスをバブリングした後、密栓した。80℃のオイルバス中で8時間重合させ、高分子化合物6が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物5は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(高分子化合物7の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を1.88g、化合物2−Aを3.00g、グリシジルメタクリレート(和光純薬製)を0.46g、4−ビニルアニソール(アルドリッチ製)を2.19g、アクリロニトリル(和光純薬製)を0.69g、メチルメタクリレート(和光純薬製)を0.65g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.04g、2−ヘプタノン(東京化成製)を20.79g入れ、アルゴンガスをバブリングした後、密栓した。80℃のオイルバス中で8時間重合させ、高分子化合物7が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物7は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(化合物8−Aの合成)
ジムロートを取り付けた500mlの三つ口フラスコに、ビニルベンジルクロライド(アルドリッチ製)を10.00g、N,N−ジエチルジチオカルバメート・3水和物(和光純薬製)を17.69g、アセトン(和光純薬製)を200ml、及び、攪拌子を入れ、フラスコをオイルバスに漬け、還流下、マグネティックスターラーで攪拌子を攪拌させることにより反応混合物を攪拌させながら、20時間反応させた。反応終了後、析出物を濾別し、濾液をロータリーエバポレーターで濃縮した。得られた粘稠な液体をジエチルエーテル200mlに溶解させた後、100mlのイオン交換水で有機層を水洗し、有機層を分液した。有機層の水洗を3回繰り返した後、有機層を分液し、無水硫酸マグネシウムを加えて乾燥させた。無水硫酸マグネシウムを濾別した後、濾液をロータリーエバポレーターを用いて濃縮し、化合物8−Aを黄褐色液体として得た。化合物8−Aの得量は15gであり、収率は86%であった。
(高分子化合物8の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を1.88g、化合物2−Aを3.00g、アクリロニトリル(和光純薬製)を0.69g、化合物8−Aを0.86g、メチルメタクリレート(和光純薬製)を0.33g、グリシジルメタクリレート(和光純薬製)を0.46g、4−ビニルアニソール(アルドリッチ製)を2.19g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.05g、2−ヘプタノン(東京化成製)を22.05g入れ、アルゴンガスをバブリングした後、密栓した。80℃のオイルバス中で8時間重合させ、高分子化合物8が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物8は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(高分子化合物9の合成)
50ml耐圧容器(エース製)に、4−(1−エトキシエトキシ)スチレン(東ソー有機化学製)を1.73g、化合物2−Aを3.00g、グリシジルメタクリレート(和光純薬製)を0.43g、4−ビニルアニソール(アルドリッチ製)を2.01g、アクリロニトリル(和光純薬製)を0.64g、2−(O−[1’−メチルプロピリデンアミノ]カルボキシアミノ)エチル−メタクリレート(昭和電工製、商品名「カレンズMOI−BM」)を1.44g、2,2’−アゾビス(2−メチルプロピオニトリル)を0.05g、2−ヘプタノン(東京化成製)を21.68g入れ、アルゴンガスをバブリングした後、密栓した。80℃のオイルバス中で8時間重合させ、高分子化合物9が溶解している粘稠な2−ヘプタノン溶液を得た。高分子化合物9は、下記繰り返し単位を有している。括弧の添え数字は繰り返し単位のモル分率を示している。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例1で得た高分子化合物1の2−ヘプタノン溶液を1.00g、光カチオン重合開始剤であるフォトイニシエーターPI−2074(ローディア製)を0.004g、光増感剤である9,10−ジブトキシアントラセン(DBA)(川崎化成製)を0.0008g、2−ヘプタノンを2.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液1を調製した。
こうして作製した電界効果型有機薄膜トランジスタについて、ゲート電圧Vgを20〜−40V、ソース・ドレイン間電圧Vsdを0〜−40Vに変化させた条件で、そのトランジスタ特性を真空プロ−バ(BCT22MDC−5−HT−SCU;Nagase Electronic Equipments Service Co., LTD製)を用いて測定した。結果を表1に示す。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例3で得た高分子化合物2の2−ヘプタノン溶液を1.00g、フォトイニシエーターPI−2074(ローディア製)を0.004g、DBA(川崎化成製)を0.0008g、2−ヘプタノンを2.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液2を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例4で得た高分子化合物3の2−ヘプタノン溶液を1.00g、フォトイニシエーターPI−2074(ローディア製)を0.004g、DBA(川崎化成製)を0.0008g、2−ヘプタノンを2.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液3を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例6で得た高分子化合物5の2−ヘプタノン溶液を1.00g、フォトイニシエーターPI−2074(ローディア製)を0.004g、DBA(川崎化成製)を0.0008g、2−ヘプタノンを2.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液4を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例7で得た高分子化合物6の2−ヘプタノン溶液を1.00g、フォトイニシエーターPI−2074(ローディア製)を0.004g、DBA(川崎化成製)を0.0008g、2−ヘプタノンを2.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液5を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例8で得た高分子化合物7の2−ヘプタノン溶液を1.00g、フォトイニシエーターPI−2074(ローディア製)を0.004g、DBA(川崎化成製)を0.0008g、2−ヘプタノンを2.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液6を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例10で得た高分子化合物8の2−ヘプタノン溶液を1.00g、ジビニルベンゼンを0.015g、フォトイニシエーターPI−2074(ローディア製)を0.004g、DBA(川崎化成製)を0.0008g、2−ヘプタノンを1.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液7を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例3で得た高分子化合物2の2−ヘプタノン溶液を1.00g、光酸発生剤LW-S1(サンアプロ製)を0.008g、2−ヘプタノンを1.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液8を調製した。
(有機薄膜トランジスタ絶縁層材料及び電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、合成例11で得た高分子化合物9の2−ヘプタノン溶液を1.50g、光酸発生剤LW-S1(サンアプロ製)を0.009g、2−ヘプタノンを1.00g入れ、攪拌しながら溶解して、有機薄膜トランジスタ絶縁層材料である均一な塗布溶液9を調製した。
(電界効果型有機薄膜トランジスタの製造)
10mlのサンプル瓶に、ポリビニルフェノール−コ−ポリメチルメタクリレート(アルドリッチ製、Mn=6700)を1.00g、N,N,N’,N’,N”,N”−ヘキサメトキシメチルメラミン(住友化学製)を0.163g、熱酸発生剤(みどり化学(株)製、商品名:TAZ-108)を0.113g、2−ヘプタノンを7.00g入れ、攪拌溶解して均一な塗布溶液8を調製した。
2…ゲート電極、
3…ゲート絶縁層、
4…有機半導体層、
5…ソース電極、
6…ドレイン電極、
7…オーバーコート。
Claims (15)
- 環状エーテル構造を有する繰り返し単位と、式(1)
[式中、R5は、水素原子又はメチル基を表す。Rbbは、高分子化合物の主鎖と側鎖とを連結し、フッ素原子を有していてもよい連結部分を表す。Rは、酸により脱離しうる有機基を表す。R’は、水素原子又は炭素数1〜20の一価の有機基を表す。該炭素数1〜20の一価の有機基中の水素原子は、フッ素原子で置換されていてもよい。bは、0又は1の整数を表し、nは、1〜5の整数を表す。Rが複数個ある場合、それらは同一であっても相異なってもよい。R’が複数個ある場合、それらは同一であっても相異なってもよい。]
で表される繰り返し単位とを含有する高分子化合物(A)を含む有機薄膜トランジスタ絶縁層材料。 - 前記環状エーテル構造を有する繰り返し単位が、式(2)
[式中、R1は、水素原子又はメチル基を表す。R2〜R4は、それぞれ独立に、水素原子又は炭素数1〜20の一価の有機基を表す。Raaは、高分子化合物の主鎖と側鎖とを連結し、フッ素原子を有していてもよい連結部分を表す。aは、0又は1の整数を表す。]
で表される繰り返し単位、及び、式(3)
[式中、R12は、水素原子又はメチル基を表す。R13〜R17は、それぞれ独立に、水素原子又は炭素数1〜20の一価の有機基を表す。Rddは、高分子化合物の主鎖と側鎖とを連結し、フッ素原子を有していてもよい連結部分を表す。dは、0又は1の整数を表す。]
で表される繰り返し単位とからなる群より選ばれる少なくとも1種の繰り返し単位である請求項1に記載の有機薄膜トランジスタ絶縁層材料。 - 前記高分子化合物(A)が、更に、第1の官能基を含有する繰り返し単位であって、該第1の官能基が、活性水素と反応しうる第2の官能基を電磁波もしくは熱の作用により生成しうる官能基である繰り返し単位、を含有する請求項1又は2に記載の有機薄膜トランジスタ絶縁層材料。
- 前記第1の官能基が、ブロック化剤でブロックされたイソシアナト基及びブロック化剤でブロックされたイソチオシアナト基からなる群から選ばれる少なくとも1種の基である請求項3に記載の有機薄膜トランジスタ絶縁層材料。
- 請求項1〜8のいずれか一項に記載の有機薄膜トランジスタ絶縁層材料を含む液を基材に塗布して該基材上に塗布層を形成する工程;及び
該塗布層に電磁波又は電子線を照射する工程;
を包含する有機薄膜トランジスタ絶縁層の形成方法。 - 請求項1〜8のいずれか一項に記載の有機薄膜トランジスタ絶縁層材料を含む液を基材に塗布して該基材上に塗布層を形成する工程;
該塗布層に電磁波又は電子線を照射する工程;及び
該塗布層に熱を印加する工程;
を包含する有機薄膜トランジスタ絶縁層の形成方法。 - 前記電磁波が紫外線である請求項9又は10に記載の有機薄膜トランジスタ絶縁層の形成方法。
- 請求項1〜8のいずれか一項に記載の有機薄膜トランジスタ絶縁層材料を用いて形成した有機薄膜トランジスタ絶縁層を有する有機薄膜トランジスタ。
- 前記有機薄膜トランジスタ絶縁層がゲート絶縁層である請求項12に記載の有機薄膜トランジスタ。
- 請求項12又は13に記載の有機薄膜トランジスタを含むディスプレイ用部材。
- 請求項14に記載のディスプレイ用部材を含むディスプレイ。
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WO2017141933A1 (ja) * | 2016-02-18 | 2017-08-24 | 住友化学株式会社 | 高分子化合物、組成物及び有機薄膜トランジスタ |
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WO2017141933A1 (ja) * | 2016-02-18 | 2017-08-24 | 住友化学株式会社 | 高分子化合物、組成物及び有機薄膜トランジスタ |
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JP6034056B2 (ja) | 2016-11-30 |
US20140070205A1 (en) | 2014-03-13 |
KR20140033441A (ko) | 2014-03-18 |
WO2012161175A1 (ja) | 2012-11-29 |
US9035292B2 (en) | 2015-05-19 |
TW201302811A (zh) | 2013-01-16 |
TWI547504B (zh) | 2016-09-01 |
KR101888718B1 (ko) | 2018-08-14 |
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