JP2010138395A - ポリチオフェンおよびポリチオフェンを含む電子デバイス - Google Patents
ポリチオフェンおよびポリチオフェンを含む電子デバイス Download PDFInfo
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- JP2010138395A JP2010138395A JP2009277176A JP2009277176A JP2010138395A JP 2010138395 A JP2010138395 A JP 2010138395A JP 2009277176 A JP2009277176 A JP 2009277176A JP 2009277176 A JP2009277176 A JP 2009277176A JP 2010138395 A JP2010138395 A JP 2010138395A
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- polythiophene
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
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- DZUNDTRLGXGTGU-UHFFFAOYSA-N 2-(3-dodecylthiophen-2-yl)-5-[5-(3-dodecylthiophen-2-yl)thiophen-2-yl]thiophene Chemical compound C1=CSC(C=2SC(=CC=2)C=2SC(=CC=2)C2=C(C=CS2)CCCCCCCCCCCC)=C1CCCCCCCCCCCC DZUNDTRLGXGTGU-UHFFFAOYSA-N 0.000 description 11
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- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
- H01B1/124—Intrinsically conductive polymers
- H01B1/127—Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
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- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
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- H10K10/40—Organic transistors
- H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
- H10K10/462—Insulated gate field-effect transistors [IGFETs]
- H10K10/484—Insulated gate field-effect transistors [IGFETs] characterised by the channel regions
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- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
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- C08G2261/10—Definition of the polymer structure
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Abstract
Description
ポリ[5,5’−ビス(3−ドデシル−2−チエニル)−3−メチル−2,2’−ジチオフェン]を、スキーム1に記載されている通りに調製した。このポリチオフェンは、上記スキーム1のポリチオフェン1に対応する。
不活性アルゴン雰囲気下の250ミリリットル丸底フラスコ中の、磁気的に撹拌したマグネシウム削り状(1.69グラム、69.52mmol)の10ミリリットルTHF懸濁液に、2−ブロモ−3−ドデシルチオフェン(15.36グラム、46.36mmol)の30ミリリットル無水テトラヒドロフラン(THF)溶液を、20分の時間をかけてゆっくりと添加した。得られた混合物を、室温で2.5時間撹拌し、次いで50℃で30分間撹拌した後、室温まで冷却した。
ポリ[5,5’−ビス(3−ドデシル−2−チエニル)−3−メチル−2,2’−ジチオフェン]、ポリチオフェン1を、米国特許第6,770,904号に記載されている、塩化第二鉄を用いた方法と同様の手順を適用して調製した。ヘキセンを用い、その後クロロベンゼンを用いたソックスレー抽出によって最終ポリチオフェン生成物を精製した。このポリマーの収率は57%、分子量は重量平均分子量Mw=29,200、数平均分子量Mn=14,800であった。
上記のスキーム2に従って3種のコポリチオフェンを調製した。米国特許第6,770,904号に記載されている方法によって、モノマー2を調製した。実施例1で説明した方法によってモノマー1を調製した。
比較の目的で、ベースラインのポリチオフェンはPQT−12、ポリ(3,3’’’−ジドデシルクアテルチオフェン)であった。PQT−12は、これまで米国特許第6,770,904号に記載されていた。
堆積溶液を作製した。実施例1のポリチオフェン1、ならびに実施例2のコポリチオフェン2a、2bおよび2cをキシレンに溶解させた。比較例のPQT−12をジクロロベンゼンに溶解させた。これらの溶液は、ポリチオフェンを0.3〜1wt%含んでいた。
飽和領域:ID=Ciμ(W/2L)(VG−VT)2
式中、IDはドレイン電流、Ciはゲート誘電体層の単位面積当たりの容量、WおよびLはチャネルの幅および長さ、VGおよびVTはそれぞれゲート電圧およびしきい値電圧である。これらのOTFTの移動度および電流オン/オフ比を表1にまとめる。
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