dibenzothienopyrrole | 1101752-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: dibenzothienopyrrole
• 英文别名: dibenzothieno[3,2-b:2',3'-d]pyrrole；3,19-Dithia-11-azapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4,6,8,13,15,17-octaene；3,19-dithia-11-azapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4,6,8,13,15,17-octaene
• CAS: 1101752-38-8
• 化学式: C₁₆H₉NS₂
• 分子量: 279.386
• InChiKey: QDTPVYDNVDCOGR-UHFFFAOYSA-N

物化性质

• 沸点：
  545.6±30.0 °C(Predicted)
• 密度：
  1.525±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dibenzothienopyrrole 、 2-氯-4-苯基苯并[H]喹唑啉 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 作用下， 以 邻二甲苯 为溶剂， 反应 16.0h， 生成 11-(4-Phenylbenzo[h]quinazolin-2-yl)-3,19-dithia-11-azapentacyclo[10.7.0.02,10.04,9.013,18]nonadeca-1(12),2(10),4,6,8,13,15,17-octaene
  参考文献：
  名称：

  HETEROACENE AND ORGANIC ELECTROLUMINESCENCE DEVICE USING THE SAME

  摘要：

  本发明描述了一种具有以下公式（F）的杂环芳烃。有机电致发光器件包括该杂环芳烃作为磷光主体、荧光主体、阻挡层、或电子传输层。该杂环芳烃降低了驱动电压，或者增加了有机电致发光器件的电流效率或半衰期。与本发明中所述的定义相同。

  公开号：

  US20210040112A1
• 作为产物：
  描述：

  2,2'-bibenzo[b]thiophene 在 硝酸 、 溶剂黄146 、 三苯基膦 作用下， 以 邻二氯苯 为溶剂， 生成 dibenzothienopyrrole
  参考文献：
  名称：

  Advantage of arch-shaped structure on transistor performances over linear-shaped structure in dibenzothienopyrrole semiconductors

  摘要：

  To understand the influence of molecular shape on the optoelectronic properties of heteroacenes, we report here the syntheses and characterizations of two linear- and two arch-shaped dibenzothienopyrrole (DBTP) derivatives, namely, N-hexyldibenzothieno[3,2-b:2',3'-d]pyrrole (l-HDBTP), N-phenyldibenzothieno[3,2-b:2',3'-d] pyrrole (l-PDBTP), N-hexyldibenzothieno[2,3-b:3',2'-d]pyrrole (a-HDBTP) and N-phenyldibenzothieno[2,3-b:3',2'-d]pyrrole (a-PDBTP). Their structure-property relationships have been systematically studied by optical absorption, cyclic voltammetry, single-crystal X-ray diffraction analyses and the single-crystal-based and thin-film-based field-effect transistors (FETs). The results demonstrate that the arch-shaped DBTP derivatives can modify their electronic structures and molecular arrangements by tuning of substituents, to obtain a better charge-transporting ability relative to the linear-shaped ones. The arch-shaped N-phenyl substituted a-PDBTP exhibits optimum molecular pi-stacking arrangement and charge transport properties, with the hole mobility of 0.75 cm(2)V(-1)s(-1) and 0.058 cm(2)V(-1)s(-1) for the single-crystal and the thin-film OFETs, respectively. These results indicate that the arch-shaped DBTP core is a promising building block in the area of organic semiconducting materials.

  DOI：

  10.1016/j.orgel.2018.06.044

文献信息

• Synthesis and properties of the anti and syn isomers of dibenzothieno[b,d]pyrrole
  作者：Ting Qi、Yunlong Guo、Yunqi Liu、Hongxia Xi、Hengjun Zhang、Xike Gao、Ying Liu、Kun Lu、Chunyan Du、Giu Yu、Daoben Zhu

  DOI：10.1039/b813683a

  日期：——

  A novel type of anti and syn isomers of a pentacyclic compound consisting of two thiophene rings and one pyrrole ring were efficiently synthesized from benzo[b]thiophene, and the anti isomer exhibits better charge transport and OFET properties compared with the syn isomer and its N-hexyl substitution.

  由苯并[b]噻吩有效地合成了由两个噻吩环和一个吡咯环组成的五环化合物的新型反式和顺式异构体，与同式异构体及其氮原子相比，该反式异构体具有更好的电荷传输和OFET性质-己基取代。
• Heteroacene and organic electroluminescence device using the same
  申请人：Yen Feng-Wen

  公开号：US11524967B2

  公开（公告）日：2022-12-13

  A heteroacene having the following formula (F) is described. An organic electroluminescence device comprises the heteroacene as a phosphorescent host, a fluorescent host, a hole blocking layer, or an electron transport layer. The heteroacene lowers a driving voltage, or increases a current efficiency or a half-life of the organic electroluminescence device.

  本文描述了一种具有下式（F）的杂芳烯。一种有机电致发光器件包含该杂芳烃作为磷光寄主、荧光寄主、空穴阻挡层或电子传输层。该杂芳烃可降低驱动电压，或提高有机电致发光器件的电流效率或半衰期。
• Synthesis and Properties of Symmetric and Unsymmetric Dibenzothienopyrroles
  作者：Ganapathy Balaji、Suresh Valiyaveettil

  DOI：10.1021/ol901133m

  日期：2009.8.6

  Symmetrical and unsymmetrical heteroacenes containing thiophene and pyrrole rings were synthesized. The unsymmetrical heteroacene was synthesized In two steps involving an unexpected palladium catalyzed amination of alkyl or aryl amines with benzo[b]thiophene followed by a copper catalyzed coupling. The symmetrical heteroacene was obtained by a palladium catalyzed amination reaction and also by a copper catalyzed amidation reaction. The crystal structure, photophysical and electrochemical properties of symmetrical and unsymmetrical heteroacenes are described.
• WO2023/226000
  申请人：——

  公开号：——

  公开（公告）日：——