JP2012528238A - 高電荷キャリアを有する緑色可溶性共役ポリマー - Google Patents
高電荷キャリアを有する緑色可溶性共役ポリマー Download PDFInfo
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- JP2012528238A JP2012528238A JP2012513197A JP2012513197A JP2012528238A JP 2012528238 A JP2012528238 A JP 2012528238A JP 2012513197 A JP2012513197 A JP 2012513197A JP 2012513197 A JP2012513197 A JP 2012513197A JP 2012528238 A JP2012528238 A JP 2012528238A
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- RINYMRHPOQZCEK-UHFFFAOYSA-N 3,4-diphenoxyfuran Chemical compound C=1C=CC=CC=1OC1=COC=C1OC1=CC=CC=C1 RINYMRHPOQZCEK-UHFFFAOYSA-N 0.000 claims description 2
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y10/00—Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/06—Polythioethers from cyclic thioethers
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Abstract
Description
本願は、2009年5月26日に出願された米国仮出願第61/181,058号の利益を主張するものであり、すべての図、表および図面を含む当該出願の開示内容は、出典明示によりすべて本明細書に組み入れられる。
本発明は、空軍科学研究部門との契約第UFプロジェクト59866による政府の支援のもとでなされた。政府は本発明に関して一定の権利を有する。
無機金属酸化物を含む。
本発明の態様に基づく平面性単位を有し強い吸収を有するポリマーP3を与える。以下の表1は、上記の方法で合成した代表的なポリマーの分子量、光学特性および熱安定性を示す。
Claims (15)
- 高い電荷キャリア移動度を有するドナー−アクセプター(DA)型π共役ポリマーであって、
複数のD1kAD1k部分であって、kは1または2、D1は独立に少なくとも1種の可溶性側鎖を有するドナー単位を含み、Aはアクセプター単位を含む該複数のD1kAD1k部分と、
該複数のD1kAD1k部分の間に位置する複数のD2mスペーサー列であって、mは1〜6、D2は独立に第2のドナー単位を含み、該第2のドナー単位が、少なくとも一つの構造において該第2のドナー単位のすべての原子が同一平面上にある構造を有する、該複数のD2mスペーサー列とを含み、
上記のDA型π共役ポリマーが少なくとも1×10−6cm2V−1s−1の空間電荷制限(SCL)ゼロ場ホール移動度を有する該DA型π共役ポリマー。 - 上記のDA型π共役ポリマーが、青色がかった緑色、深い緑色、または黄色がかった緑色を反射する請求項1記載のDA型π共役ポリマー。
- 上記D1が、3,4−ジオキシチオフェン、3,4−ジオキシピロール、3,4−ジオキシフラン、3,4−ジオキシセレノフェン、または3,4−ジオキシテルロフェン、3,4−アルキレンジオキシチオフェン、3,4−アルキレンジオキシピロール、3,4−アルキレンジオキシフラン、3,4−アルキレンジオキシセレノフェン、または3,4−アルキレンジオキシテルロフェンを含み、
上記の可溶性側鎖がオキシ基または上記D1のいずれかの炭素に結合している請求項1記載のDA型π共役ポリマー。 - 上記D1kが一対の複素環を有するD12を含み、該一対の複素環は、2つの該複素環を架橋する炭素、酸素、窒素、硫黄、またはシリコンを含む共通の置換基により縮合され、
上記の可溶性側鎖が上記D12の炭素、酸素、窒素、硫黄、またはシリコンのいずれかに結合している請求項1記載のDA型π共役ポリマー。 - 上記D1kが、縮合シクロペンタジチオフェンまたは縮合ジチエノシロール縮合誘導体であるD12を含み、
上記の可溶性側鎖が上記D12の炭素、酸素、窒素、硫黄、またはシリコンのいずれかに結合している請求項4記載のDA型π共役ポリマー。 - 上記の側鎖は、非介在、無置換、あるいは1つまたは複数の官能基により介在または置換された、分岐または直鎖の炭素数3〜30のアルキル基またはアルキレン基またはアルキルアリール基を含み、該官能基が、ヒドロキシ基、アミノ基、エーテル基、エステル基、カルボニル基、カルボン酸シアノ基、またはハロゲン基を含む請求項1記載のDA型π共役ポリマー。
- 上記Aが、窒素含有電子受容性複素環を含む請求項1記載のDA型π共役ポリマー。
- 上記窒素含有電子受容性複素環が、ベンゾチアジアゾール、チアジアゾロキノクサリン、キノクサリン、チエノチアジアゾール、チエノピラジン、ピラジノキノクサリン、ベンゾビスチアジアゾールまたはチアジアゾロチエノピラジンを含み、
上記窒素含有電子受容性複素環が、置換または無置換である請求項7記載のDA型π共役ポリマー。 - 上記D2が、芳香族単位または複素芳香族単位を含む請求項1記載のDA型π共役ポリマー。
- 上記複素芳香族単位が、チオフェン、ピロール、フラン、セレノフェン、テルロフェン、3,4−ジヒドロキシチオフェン、3,4−ジヒドロキシピロール、3,4−ジヒドロキシフラン、3,4−ジヒドロキシセレノフェン、3,4−ジヒドロキシテルロフェン、3,4−ジフェノキシチオフェン、3,4−ジフェノキシピロール、3,4−ジフェノキシフラン、3,4−ジフェノキシセレノフェン、3,4−ジフェノキシテルロフェン、3,4−ジエテニルオキシチオフェン、3,4−ジエテニルオキシピロール、3,4−ジエテニルオキシフラン、3,4−ジエテニルオキシセレノフェン、3,4−ジエテニルオキシテルロフェン、3,4−ジホルミルオキシチオフェン、3,4−ジホルミルオキシピロール、3,4−ジホルミルオキシフラン、3,4−ジホルミルオキシセレノフェン、3,4−ジホルミルオキシテルロフェン、3,4−(1,2−ビニレン)ジオキシチオフェン、3,4−(1,2−ビニレン)ジオキシピロール、3,4−(1,2−ビニレン)ジオキシフラン、3,4−(1,2−ビニレン)ジオキシセレノフェン、3,4−(1,2−ビニレン)ジオキシテルロフェン、3,4−(1,2−フェニレン)ジオキシチオフェン、3,4−(1,2−フェニレン)ジオキシピロール、3,4−(1,2−フェニレン)ジオキシフラン、3,4−(1,2−フェニレン)ジオキシセレノフェン、3,4−(1,2−フェニレン)ジオキシテルロフェン、3,4−ジシアノチオフェン、3,4−ジシアノピロール、3,4−ジシアノフラン、3,4−ジシアノセレノフェン、3,4−ジシアノテルロフェン、3,4−ジアミノチオフェン、3,4−ジアミノピロール、3,4−ジアミノフラン、3,4−ジアミノセレノフェン、3,4−ジアミノテルロフェン、3,4−ジハロチオフェン、3,4−ジハロピロール、3,4−ジハロフラン、3,4−ジハロセレノフェン、3,4−ジハロテルロフェン、チオフェン−3,4−ジカルボン酸、フラン−3,4−ジカルボン酸、セレノフェン−3,4−ジカルボン酸、テルロフェン−3,4−ジカルボン酸、3,4−ジハロチオフェン、3,4−ジハロピロール、3,4−ジハロフラン、3,4−ジハロセレノフェン、または3,4−ジハロテルロフェンを含む請求項9記載のDA型π共役ポリマー。
- 上記Aが、ベンゾチアジアゾールを含み、D1が炭素数3〜30のアルキル基を有するジオキシチオフェンを含む、D2がチオフェンを含む請求項1記載のDA型π共役ポリマー。
- さらにPCBMが混合されている請求項1記載のDA型π共役ポリマー。
- 上記PCBMが、[6,6]−フェニル−C61−ラク酸メチルエステル(PC60BM)、[6,6]−フェニル−C71−ラク酸メチルエステル(PC70BM)、または機能的に同等な置換バックミンスターフラーレンである請求項12記載のDA型π共役ポリマー。
- 上記PCBMが、混合物の最大95重量%含まれる請求項12記載のDA型π共役ポリマー。
- さらに無機金属酸化物が混合されている請求項1記載のDA型π共役ポリマー。
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JP2013023572A (ja) * | 2011-07-20 | 2013-02-04 | Mitsubishi Chemicals Corp | 新規コポリマー、有機半導体材料、及びこれを用いた有機電子デバイス、光電変換素子並びに太陽電池モジュール |
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IL216530A0 (en) | 2012-02-29 |
US20120061630A1 (en) | 2012-03-15 |
ZA201108567B (en) | 2012-07-25 |
US8372315B2 (en) | 2013-02-12 |
EP2435498A4 (en) | 2013-12-18 |
CN102762630A (zh) | 2012-10-31 |
WO2010138566A3 (en) | 2011-03-03 |
KR20120027391A (ko) | 2012-03-21 |
EP2435498A2 (en) | 2012-04-04 |
WO2010138566A2 (en) | 2010-12-02 |
CA2763188A1 (en) | 2010-12-02 |
AU2010254138A1 (en) | 2012-01-12 |
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