3,8-bis(2-ethylhexyloxy)naphtho[3,2-b:7,6-b′]dithiophene-5,10-dicarboxylic acid diethyl ester | 1396466-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,8-bis(2-ethylhexyloxy)naphtho[3,2-b:7,6-b′]dithiophene-5,10-dicarboxylic acid diethyl ester
• 英文别名: Diethyl 4,9-bis(2-ethylhexoxy)-[1]benzothiolo[6,5-f][1]benzothiole-2,7-dicarboxylate；diethyl 4,9-bis(2-ethylhexoxy)-[1]benzothiolo[6,5-f][1]benzothiole-2,7-dicarboxylate
• CAS: 1396466-12-8
• 化学式: C₃₆H₄₈O₆S₂
• 分子量: 640.906
• InChiKey: PUEWHKCLCSBAFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  44
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,8-bis(2-ethylhexyloxy)naphtho[3,2-b:7,6-b′]dithiophene-5,10-dicarboxylic acid diethyl ester 在 喹啉 、 正丁基锂 、 水 、 铜 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 19.0h， 生成 5,10-bis(trimethyltin)-3,8-di(2-ethylhexyloxy)naphtho[3,2-b:7,6-b′]dithiophene
  参考文献：
  名称：

  Synthesis and Characterization of a Novel Naphthodithiophene-Based Copolymer for Use in Polymer Solar Cells

  摘要：

  A novel naphtho[2,3-b:6,7-d']dithiophene (NDT)-based copolymer, poly[4,9-bis(2-ethylhexyloxy)naphtho[2,3-b:6,7-d']dithiophene-2,7-diyl-alt-1,3-(5-heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6-dione] (P1), was synthesized and characterized for use in polymer solar cells. We systematically investigated the synthesis, thermal stability, optical and electrochemical properties, field-effect carrier mobilities, and photovoltaic characteristics of the resulting polymer. The properties of the NDT-based polymer were compared with those of poly[4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene-alt-1,3-(5-heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6-dione] (P2) prepared via the same synthetic procedure. Polymer solar cells made from the new polymer, P1, yielded a power conversion efficiency of 4.0% with a short-circuit current density of 11.54 mA/cm(2), an open-circuit voltage of 0.69 V, and a fill factor of 0.50 under AM 1.5 G irradiation (100 mW/cm(2)).

  DOI：

  10.1021/ma301312d
• 作为产物：
  描述：

  1,5-dimethoxynaphthalene-2,6-dicarboxaldehyde 在 aluminum (III) chloride 、 叔丁基锂 、 potassium carbonate 作用下， 以 乙醚 、 乙醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.5h， 生成 3,8-bis(2-ethylhexyloxy)naphtho[3,2-b:7,6-b′]dithiophene-5,10-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Synthesis and Characterization of a Novel Naphthodithiophene-Based Copolymer for Use in Polymer Solar Cells

  摘要：

  A novel naphtho[2,3-b:6,7-d']dithiophene (NDT)-based copolymer, poly[4,9-bis(2-ethylhexyloxy)naphtho[2,3-b:6,7-d']dithiophene-2,7-diyl-alt-1,3-(5-heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6-dione] (P1), was synthesized and characterized for use in polymer solar cells. We systematically investigated the synthesis, thermal stability, optical and electrochemical properties, field-effect carrier mobilities, and photovoltaic characteristics of the resulting polymer. The properties of the NDT-based polymer were compared with those of poly[4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene-alt-1,3-(5-heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6-dione] (P2) prepared via the same synthetic procedure. Polymer solar cells made from the new polymer, P1, yielded a power conversion efficiency of 4.0% with a short-circuit current density of 11.54 mA/cm(2), an open-circuit voltage of 0.69 V, and a fill factor of 0.50 under AM 1.5 G irradiation (100 mW/cm(2)).

  DOI：

  10.1021/ma301312d

文献信息

• ORGANIC SEMICONDUCTOR COMPOUND, METHOD FOR PREPARING SAME, AND ORGANIC SEMICONDUCTOR DEVICE EMPLOYING SAME
  申请人：Moon Sang Jin

  公开号：US20140046013A1

  公开（公告）日：2014-02-13

  Provided are an organic semiconductor compound, a method for preparing same, a polymer compound having the organic semiconductor compound of the present invention as a monomer, and an organic semiconductor device containing the polymer compound. Said organic semiconductor compound has side chains in the chemical structure thereof, and is highly soluble in a solvent, and therefore the organic semiconductor compound can be effectively used in solution-based processes. The organic semiconductor device containing the polymer compound according to the present invention yields high manufacturing efficiency

  提供了一种有机半导体化合物、其制备方法、以该有机半导体化合物为单体的聚合物化合物以及含有该聚合物化合物的有机半导体器件。该有机半导体化合物在其化学结构中具有侧链，并且在溶剂中高度溶解，因此该有机半导体化合物可以有效地用于溶液基工艺。根据本发明的聚合物化合物所含有的有机半导体器件具有高制造效率。
• US9236573B2
  申请人：——

  公开号：US9236573B2

  公开（公告）日：2016-01-12
• [EN] ORGANIC SEMICONDUCTOR COMPOUND, METHOD FOR PREPARING SAME, AND ORGANIC SEMICONDUCTOR DEVICE EMPLOYING SAME<br/>[FR] COMPOSÉ SEMI-CONDUCTEUR ORGANIQUE, SON PROCÉDÉ DE PRÉPARATION, ET DISPOSITIF SEMI-CONDUCTEUR ORGANIQUE UTILISANT CELUI-CI
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2012148185A2

  公开（公告）日：2012-11-01

  본 발명은 유기 반도체 화합물과 이의 제조방법 및 본 발명에 따른 유기 반도체 화합물을 단위체로 한 고분자 화합물과 이러한 고분자 화합물을 함유한 유기 반도체 장치를 제공하며, 상기 유기 반도체 화합물은 곁가지를 가지고 있어 용매에 잘 용해되어 용액 공정기반에 유용하고, 본 발명에 따른 고분자 화합물을 함유한 유기반도체 장치는 높은 효율을 가진다.
• 단분자 유기 반도체 화합물, 이의 제조방법 및 이를 채용한 유기 반도체 소자
  申请人：한국화학연구원

  公开号：KR101484921B1

  公开（公告）日：2015-02-02

  본 발명은 단분자 유기 반도체 화합물과 이의 제조방법 및 이를 함유한 유기 반도체 소자를 제공하며, 상기 단분자 유기 반도체 화합물은 전하이동도와 광안정성이 높고, 곁가지를 가지고 있어 용해도가 높아 용액 공정기반에 유용하여, 이를 함유한 유기반도체 소자는 높은 효율을 가진다.
• Synthesis and Characterization of a Novel Naphthodithiophene-Based Copolymer for Use in Polymer Solar Cells
  作者：Sanjaykumar S R、Sachin Badgujar、Chang Eun Song、Won Suk Shin、Sang-Jin Moon、In-Nam Kang、Jaemin Lee、Shinuk Cho、Sang Kyu Lee、Jong-Cheol Lee

  DOI：10.1021/ma301312d

  日期：2012.9.11

  A novel naphtho[2,3-b:6,7-d']dithiophene (NDT)-based copolymer, poly[4,9-bis(2-ethylhexyloxy)naphtho[2,3-b:6,7-d']dithiophene-2,7-diyl-alt-1,3-(5-heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6-dione] (P1), was synthesized and characterized for use in polymer solar cells. We systematically investigated the synthesis, thermal stability, optical and electrochemical properties, field-effect carrier mobilities, and photovoltaic characteristics of the resulting polymer. The properties of the NDT-based polymer were compared with those of poly[4,8-bis(2-ethylhexyloxy)benzo[1,2-b:4,5-b']dithiophene-alt-1,3-(5-heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6-dione] (P2) prepared via the same synthetic procedure. Polymer solar cells made from the new polymer, P1, yielded a power conversion efficiency of 4.0% with a short-circuit current density of 11.54 mA/cm(2), an open-circuit voltage of 0.69 V, and a fill factor of 0.50 under AM 1.5 G irradiation (100 mW/cm(2)).