2,6-bis(4-tolyl)dithieno[3,2-b:2',3'-d]thiophene | 1429377-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻吩类
• 英文名称: 2,6-bis(4-tolyl)dithieno[3,2-b:2',3'-d]thiophene
• 英文别名: 4,10-Bis(4-methylphenyl)-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene；4,10-bis(4-methylphenyl)-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• CAS: 1429377-92-3
• 化学式: C₂₂H₁₆S₃
• 分子量: 376.567
• InChiKey: NJWKVMWOPZMABH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二噻吩[3,2-B:2',3'-D]噻吩 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 36.0h， 生成 2,6-bis(4-tolyl)dithieno[3,2-b:2',3'-d]thiophene
  参考文献：
  名称：

  The synthesis of 2,6-dialkylphenyldithieno[3,2-b:2′,3′-d]thiophene derivatives and their applications in organic field-effect transistors

  摘要：

  2,6-Dialkylphenyldithieno[3,2-b:2',3'-dithiophene derivatives (DPCn-DTT) were synthesized and characterized. Effect of alkyl groups on optical characteristics, electrochemical properties, film-forming ability, and field-effect performance was studied. The four compounds DPCn-DTT show almost the same energy levels of the highest occupied molecular orbits and optical energy gaps, but they exhibit different charge carrier transport characteristics. The thin film transistors based on DPC1-DIT with the shortest alkyl groups (methyl groups) show the highest mobility of 0.54 cm(2) V-1 s(-1). Substrate temperature and surface modification of the SiO2 insulators have a remarkable effect on field-effect performance. High-quality microribbons of DPC8-DTT with octyl groups were prepared by a solution-phase self-assembly process. Single crystal field-effect transistors based on an individual DPC8-DTT micro-ribbon exhibit a high mobility of 1.1 cm(2) V-1 s(-1) with a current on/off ratio of 6.5 x 10(4). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.02.007

文献信息

• ORGANIC SEMICONDUCTOR COMPOSITION AND SEMICONDUCTING LAYER OBTAINED THEREFROM
  申请人：SOLVAY SA

  公开号：US20190259964A1

  公开（公告）日：2019-08-22

  The present invention concerns a composition comprising at least one crystalline organic semiconductor and at least one compound of formula wherein R 1 R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 , which may be the same or different, represent H or a C 1 -C 50 hydrocarbyl or heterohydrocarbyl group, and wherein Ar is an optionally substituted aryl or heteroaryl group.
• [EN] ORGANIC SEMICONDUCTOR COMPOSITION AND SEMICONDUCTING LAYER OBTAINED THEREFROM<br/>[FR] COMPOSITION POUR SEMI-CONDUCTEUR ORGANIQUE ET COUCHE SEMI-CONDUCTRICE OBTENUE À PARTIR DE CELLE-CI
  申请人：SOLVAY

  公开号：WO2017216168A1

  公开（公告）日：2017-12-21

  The present invention concerns a composition comprising at least one crystalline organic semiconductor and at least one compound of formula wherein R1R2, R3, R4, R5, R6, R7 and R8, which may be the same or different, represent H or a C1-C50 hydrocarbyl or heterohydrocarbyl group, and wherein Ar is an optionally substituted aryl or heteroaryl group.
• The synthesis of 2,6-dialkylphenyldithieno[3,2-b:2′,3′-d]thiophene derivatives and their applications in organic field-effect transistors
  作者：Minliang Zhu、Hao Luo、Liping Wang、Yunlong Guo、Weifeng Zhang、Yunqi Liu、Gui Yu

  DOI：10.1016/j.dyepig.2013.02.007

  日期：2013.7

  2,6-Dialkylphenyldithieno[3,2-b:2',3'-dithiophene derivatives (DPCn-DTT) were synthesized and characterized. Effect of alkyl groups on optical characteristics, electrochemical properties, film-forming ability, and field-effect performance was studied. The four compounds DPCn-DTT show almost the same energy levels of the highest occupied molecular orbits and optical energy gaps, but they exhibit different charge carrier transport characteristics. The thin film transistors based on DPC1-DIT with the shortest alkyl groups (methyl groups) show the highest mobility of 0.54 cm(2) V-1 s(-1). Substrate temperature and surface modification of the SiO2 insulators have a remarkable effect on field-effect performance. High-quality microribbons of DPC8-DTT with octyl groups were prepared by a solution-phase self-assembly process. Single crystal field-effect transistors based on an individual DPC8-DTT micro-ribbon exhibit a high mobility of 1.1 cm(2) V-1 s(-1) with a current on/off ratio of 6.5 x 10(4). (C) 2013 Elsevier Ltd. All rights reserved.