JP2010514904A - 導電性ポリマーの高仕事関数および高導電率組成物 - Google Patents
導電性ポリマーの高仕事関数および高導電率組成物 Download PDFInfo
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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
- H10K85/1135—Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or 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 a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
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- C08L27/00—Compositions of homopolymers or 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 a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
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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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Abstract
Description
本件出願は、米国特許法第119条(e)項の下、その全体が本明細書に参照により援用される、2006年12月29日出願の米国仮特許出願第60/878,033号の優先権を主張するものである。
アノード/緩衝層/EL材料/カソード
通常、アノードは、たとえば、インジウム/スズ酸化物(ITO)などの、透明でありEL材料中に正孔を注入する能力を有するあらゆる材料である。場合により、アノードは、ガラスまたはプラスチックの基体上に支持されている。EL材料としては、蛍光性化合物、蛍光性およびリン光性の金属錯体、共役ポリマー、ならびにそれらの混合物が挙げられる。通常、カソードは、EL材料中に電子を注入する能力を有するあらゆる材料(たとえばCaまたはBaなど)である。緩衝層は、典型的には導電性ポリマーであり、アノードからEL材料層中への正孔の注入を促進する。緩衝層は、デバイス性能を促進する他の性質を有することもできる。
実施例および比較例に例示される材料を、30mm×30mmのガラス/インジウム/スズ半導性酸化物(ITO)基体上に2,000rpmの回転速度で1分間スピンコーティングした。ITO/ガラス基体は、100〜150nmのITO厚さを有する中心部における15mm×20mmのITO領域からなる。15mm×20mmのITO領域の1つのコーナーにおいて、ガラス/ITOの縁端部に延在するITOフィルム表面は、2つのケルビンプローブ電極のうちの1つとの電気接点として機能する。スピンコーティングの前に、ITO/ガラス基体を清浄にし、続いてそのITO側を酸素/プラズマで15分間処理した。水性の試料分散体でスピンコーティングした後、延在するITOフィルムのコーナー上に堆積した層を、水でぬらした綿帯状物チップで除去した。露出したITOパッドを、ケルビンプローブの2つの電極のうちの1つと接触を形成するために使用した。次に、堆積したフィルムを空気中で200℃にセットしたホットプレートで10分間乾燥させた。次に、およそ30nm厚さの範囲の乾燥フィルム試料を、窒素で満たされたガラス容器中に入れ、その後測定まで蓋をしたままにした。
各分散体試料の1滴を、3インチ×1インチ顕微鏡スライド上に広げてスライドの2/3を被覆した。過剰の液体を、スライドの1つの縁端部に向けて傾けてティシューによって吸い上げた。液体の滑らかな均一の層を確保した後、室温での初期乾燥のために平らな表面上にスライドを置いた。次に、スライドを200℃にセットされたホットプレート上に置いた。ホットプレートが表面温度計でモニターされるこの温度に達した後、それをこの温度に追加の5分間保った。全体の操作は空気中で行った。スライドをホットプレートから取り除き、フィルムをかみそりの刃で長いストリップに切り取った。このストリップの幅は0.2cm〜0.7cmの範囲であり、長さは約3cmであった。次に、銀ペーストをストリップの長さに垂直に塗装して4つの電極を形成した。2つの内部の平行電極は約0.3cm〜0.5cm離れており、Keithleyモデル225電流源(Current Source)によって供給される既知の電流が2つの他の平行電極に印加された場合の電圧の測定のためのKeithleyモデル616電位計に接続された。室温で得られた一連の相当する電流/電圧データを、オームの法則に従うかどうかを見るために記録した。実施例および比較例における試料はすべてオームの法則に従い、相当する電流/電圧データについて多かれ少なかれ同一の抵抗を与えた。測定を行った後、2つの内部電極における面積を厚さに対してプロフィルメータで測定した。抵抗、厚さ、2つの内部電極の分離長さおよびフィルムストリップの幅は既知であるので、次に、導電率を計算する。導電率の単位はS(ジーメンス)/cmとして表される。
本比較例は、導電性のポリ(3,4−エチレンジオキシチオフェン)、PEDOT/ポリ(スチレンスルホン酸)、PSSAの導電率および仕事関数を例示する。
本比較例は、Baytron(登録商標)−P HCV4の導電率の増加へのエチレングリコール、高沸点溶剤の影響を例示するが、仕事関数には影響しないことを例示する。
本比較例は、導電率の増加へのジメチルスルホキシド、高沸点溶剤の影響を例示するが、Baytron(登録商標)−P HCV4の仕事関数には影響しないことを例示する。
本実施例は、エチレングリコール中に含有されるNafion(登録商標)ポリマーをBaytron(登録商標)−P HCV4に加えることによる、高導電率を失わない仕事関数の増大を例示する。
本実施例は、ジメチルスルホキシド中に含有されるより多い量のNafion(登録商標)ポリマーをBaytron(登録商標)−P HCV4に加えることによる、高導電率を失わない仕事関数の増大を例示する。
本実施例は、より多い(実施例1および2のそれと比べて)量のNafion(登録商標)ポリマーをBaytron(登録商標)−P HCV4に加えることによる、高導電率を失わない仕事関数の増大を例示する。
本比較例は、高沸点溶剤の添加での導電率増大のための導電性ポリマーの最小導電率を例示する。
本実施例は、エチレングリコール中に含有されるNafion(登録商標)ポリマーを加えることによるBaytron(登録商標)−P PH500の導電率の増大を例示する。
Claims (16)
- 導電性ポリマーと過フッ素化ポリマー酸とを含む水性分散液または水溶液を含む高導電率および高仕事関数の組成物。
- 前記導電性ポリマーが共役モノマーまたはコモノマーと、少なくとも1つの非フッ素化ポリマー酸とから製造されたポリマーを含む請求項1に記載の組成物。
- 前記共役モノマーがチオフェン類、セレノフェン類、チエノチオフェン類、およびチエノセレノフェン類から選択される請求項2に記載の組成物。
- 前記共役モノマーが3,4−エチレンジオキシチオフェンおよび3,4−エチレンジオキシセレノフェンからなる群から選択される請求項3に記載の組成物。
- 前記過フッ素化ポリマー酸がパーフルオロエーテルスルホン酸側鎖を有するパーフルオロオレフィン類から選択される請求項1に記載の組成物。
- 前記過フッ素化ポリマー酸が高分子量の過フッ素化スルホンアミド類から選択される請求項1に記載の組成物。
- 前記導電率が少なくとも100S/cmである請求項1に記載の組成物。
- 前記仕事関数が少なくとも5.1eVである請求項1に記載の組成物。
- 前記過フッ素化ポリマー酸がTFE(テトラフルオロエチレン)とPSEPVE(3,6−ジオキサ−4−メチル−7−オクテン)スルホン酸とのコポリマーである、請求項1に記載の組成物。
- ポリ(3,4−エチレンジオキシチオフェン)−ポリスチレンスルホン酸を含む請求項9に記載の組成物。
- 請求項1に記載の組成物を含む少なくとも1つの層を含むデバイス。
- 請求項6に記載の組成物を含む少なくとも1つの層を含むデバイス。
- 請求項7に記載の組成物を含む少なくとも1つの層を含むデバイス。
- 請求項8に記載の組成物を含む少なくとも1つの層を含むデバイス。
- 請求項9に記載の組成物を含む少なくとも1つの層を含むデバイス。
- 請求項10に記載の組成物を含む少なくとも1つの層を含むデバイス。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US87803306P | 2006-12-29 | 2006-12-29 | |
US60/878,033 | 2006-12-29 | ||
PCT/US2007/026512 WO2008082663A1 (en) | 2006-12-29 | 2007-12-28 | Compositions comprising electrically conducting polymers |
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JP2010514904A true JP2010514904A (ja) | 2010-05-06 |
JP2010514904A5 JP2010514904A5 (ja) | 2011-02-17 |
JP5519292B2 JP5519292B2 (ja) | 2014-06-11 |
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- 2007-12-28 WO PCT/US2007/026512 patent/WO2008082663A1/en active Application Filing
- 2007-12-28 JP JP2009544121A patent/JP5519292B2/ja active Active
- 2007-12-28 EP EP07868143.4A patent/EP2111429B1/en active Active
- 2007-12-28 KR KR1020097015823A patent/KR101413396B1/ko active IP Right Grant
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JP2009074055A (ja) * | 2007-07-13 | 2009-04-09 | Air Products & Chemicals Inc | セレン含有導電性ポリマー及び導電性ポリマーの製造方法 |
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JP2012524834A (ja) * | 2009-04-24 | 2012-10-18 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 導電性ポリマー組成物およびそれから作製されたフィルム |
US8945427B2 (en) | 2009-04-24 | 2015-02-03 | E I Du Pont De Nemours And Company | Electrically conductive polymer compositions and films made therefrom |
JP2013543633A (ja) * | 2010-09-27 | 2013-12-05 | オーシャンズ キング ライティング サイエンスアンドテクノロジー カンパニー リミテッド | 導電重合体−炭素材料の複合対電極及びその製造方法 |
CN102800809A (zh) * | 2011-05-27 | 2012-11-28 | 浦项工科大学校产学协力团 | 使用具有高功函数的聚合物阳极的简化的有机电子器件 |
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US8999527B2 (en) | 2011-05-27 | 2015-04-07 | Postech Academy-Industry Foundation | Simplified organic electronic device employing polymeric anode with high work function |
CN102800810B (zh) * | 2011-05-27 | 2016-08-03 | 浦项工科大学校产学协力团 | 电极和包括其的电子器件 |
CN102800809B (zh) * | 2011-05-27 | 2016-08-17 | 浦项工科大学校产学协力团 | 使用具有高功函数的聚合物阳极的简化的有机电子器件 |
Also Published As
Publication number | Publication date |
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TW200840842A (en) | 2008-10-16 |
JP5519292B2 (ja) | 2014-06-11 |
US8491819B2 (en) | 2013-07-23 |
US20110168952A1 (en) | 2011-07-14 |
KR101413396B1 (ko) | 2014-06-27 |
US20080191172A1 (en) | 2008-08-14 |
KR20090101476A (ko) | 2009-09-28 |
WO2008082663A1 (en) | 2008-07-10 |
EP2111429B1 (en) | 2013-07-17 |
EP2111429A1 (en) | 2009-10-28 |
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