2,6-bis(4-butylphenyl)dithieno[3,2-b:2',3'-d]thiophene | 1429377-93-4

• 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-butylphenyl)dithieno[3,2-b:2',3'-d]thiophene
• 英文别名: 2,6-di(4-butylphenyl)dithieno[3,2-b:2′,3′-d]thiophene；4,10-Bis(4-butylphenyl)-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene；4,10-bis(4-butylphenyl)-3,7,11-trithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
• CAS: 1429377-93-4
• 化学式: C₂₈H₂₈S₃
• 分子量: 460.728
• InChiKey: AWAXGHVIOZCLEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 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-butylphenyl)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

• A Convenient Synthesis of Dithieno[3,2-b:2′,3′-d]thiophenes from Thiophene
  作者：Kyukwan Zong、Kyung Park、Joon Park

  DOI：10.1055/s-0035-1562531

  日期：——

  derivatives. A new synthetic method for dithieno[3,2-b:2′,3′-d]thiophenes was developed. The approach involves three steps starting from thiophene: tetraiodation of thiophene, selective dialkynylations on the 2,5-positions of the tetraiodothiophene, and finally CuI/TMEDA catalyzed double annulations of 2,5-dialkynyl-3,4-diiodothiophenes by Na2S, to afford dithieno[3,2-b:2′,3′-d]thiophene and its derivatives

  摘要 开发了一种新的二噻吩并[3,2- b：2'，3'- d ]噻吩合成方法。该方法涉及从噻吩开始的三个步骤：噻吩的四碘化，四碘噻吩的2,5-位上的选择性二炔基化，最后由CuI / TMEDA通过Na 2 S催化2,5-二炔基-3,4-二碘噻吩的双环。，得到二噻吩并[3,2- b：2'，3'- d ]噻吩及其衍生物。 开发了一种新的二噻吩并[3,2- b：2'，3'- d ]噻吩合成方法。该方法涉及从噻吩开始的三个步骤：噻吩的四碘化，四碘噻吩的2,5-位上的选择性二炔基化，最后由CuI / TMEDA通过Na 2 S催化2,5-二炔基-3,4-二碘噻吩的双环。，得到二噻吩并[3,2- b：2'，3'- d ]噻吩及其衍生物。