benzoseleno[3,2-b]-benzoselenophene | 37831-54-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: benzoseleno[3,2-b]-benzoselenophene
• 英文别名: BSBS；[1]Benzoselenopheno[3,2-b][1]benzoselenophene；[1]benzoselenolo[3,2-b][1]benzoselenole
• CAS: 37831-54-2
• 化学式: C₁₄H₈Se₂
• 分子量: 334.138
• InChiKey: YHZFMMPGSYIAGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  benzoseleno[3,2-b]-benzoselenophene 在 溴 作用下， 以 氯仿 为溶剂， 反应 10.0h， 以38%的产率得到2,7-dibromobenzoselenobenzoselenophene
  参考文献：
  名称：

  NOVEL CONDENSED POLYCYCLIC AROMATIC COMPOUND AND USE THEREOF

  摘要：

  公开号：

  EP1847544B1
• 作为产物：
  描述：

  双(2-溴苯基)乙炔 在 selenium 、 叔丁基锂 作用下， 生成 benzoseleno[3,2-b]-benzoselenophene
  参考文献：
  名称：

  由2,2'-二溴二苯基乙炔简单地一锅合成[1] benzotelluro [3,2- b ] [1] -benzotellurophenes及其硒和硫类似物†

  摘要：

  用叔丁基锂处理2，2'-二溴二苯乙炔7，然后插入碲导致分子内环闭合，得到[1] benzotelluro [3,2- b ] [1] benzotellurophene 8a。同样地，[1] benzoseleno-并[3,2- b ] [1]苯并硒吩8B和[1]苯并噻吩并[3,2- b ] [1]苯并噻吩8C也获得了。

  DOI：

  10.1002/jhet.5570350337

文献信息

• An Organic Metal Derived from a Selenium Analogue of Benzothienobenzothiophene
  作者：Toshiki Higashino、Tomofumi Kadoya、Shohei Kumeta、Kohei Kurata、Tadashi Kawamoto、Takehiko Mori

  DOI：10.1002/ejic.201402221

  日期：2014.8

  excellent organic transistor material, and its charge-transfer salt (BTBT)2PF6 is an organic metal that exhibits conductivity as high as 1500 S cm–1 at room temperature. Here, we report a charge-transfer salt of the selenium analogue, benzoseleno[3,2-b]benzoselenophene (BSBS). (BSBS)2TaF6 is a one-dimensional metal isostructural to (BTBT)2PF6. The resistance jump temperature is reduced from 150 to 90

  苯并噻吩并[3,2-b]苯并噻吩（BTBT）是一种优异的有机晶体管材料，其电荷转移盐（BTBT）2PF6是一种有机金属，在室温下电导率高达1500 S cm-1。在这里，我们报告了硒类似物苯并硒 [3,2-b] 苯并硒酚 (BSBS) 的电荷转移盐。(BSBS)2TaF6 是一种与 (BTBT)2PF6 同构的一维金属。电阻跃变温度由150K降低到90K，低温电阻率的增加幅度大大减小。然而，自旋敏感性在 50 K 以下明显下降，这意味着低温基态本质上是单线态。
• 2,7-Diphenyl[1]benzoselenopheno[3,2-<i>b</i>][1]benzoselenophene as a Stable Organic Semiconductor for a High-Performance Field-Effect Transistor
  作者：Kazuo Takimiya、Yoshihito Kunugi、Yasushi Konda、Hideaki Ebata、Yuta Toyoshima、Tetsuo Otsubo

  DOI：10.1021/ja057641k

  日期：2006.3.1

  [1]Benzoselenopheno[3,2-b][1]benzoselenophene (BSBS) and its 2,7-diphenyl derivative (DPh-BSBS) were readily synthesized from diphenylacetylene and bis(biphenyl-4-yl)acetylene, respectively, with a newly developed straightforward selenocyclization protocol. In contrast to the parent BSBS that has poor film-forming properties, the diphenyl derivative DPh-BSBS formed a good thin film on the Si/SiO2 substrate by vapor deposition. X-ray diffraction examination revealed that this film consists of highly ordered molecules that are nearly perpendicular to the substrate, making it suitable for use in the fabrication of organic field-effect transistors (OFETs). When fabricated at different substrate temperatures (room temperature, 60 degrees C, and 100 degrees C) in a "top-contact" configuration, all the DPh-BSBS-based OFET devices exhibited excellent p-channel field-effect properties with hole mobilities >0.1 cm(2) V-1 s(-1) and current on/off ratios of similar to 10(6). This high performance was essentially maintained over 3000 continuous scans between V-g = +20 and -100 V and reproduced even after storage under ambient laboratory conditions for at least one year.
• NOVEL CONDENSED POLYCYCLIC AROMATIC COMPOUND AND USE THEREOF
  申请人：National University of Corporation Hiroshima University

  公开号：EP1847544B1

  公开（公告）日：2011-10-19
• A simple one-pot synthesis of [1]benzotelluro[3,2-<i>b</i>][1]-benzotellurophenes and its selenium and sulfur analogues from 2,2′-dibromodiphenylacetylene
  作者：Haruki Sashida、Syuji Yasuike

  DOI：10.1002/jhet.5570350337

  日期：1998.5

  Treatment of 2, 2′-dibromodiphenylacetylene 7 with tert-butyllithium followed by tellurium insertion resulted in intramolecular ring closure to afford [1]benzotelluro[3,2-b][1]benzotellurophene 8a. Similarly, [1]benzoseleno-[3,2-b][1]benzoselenophene 8b and [1]benzothieno[3,2-b][1]benzothiophene 8c were also obtained.

  用叔丁基锂处理2，2'-二溴二苯乙炔7，然后插入碲导致分子内环闭合，得到[1] benzotelluro [3,2- b ] [1] benzotellurophene 8a。同样地，[1] benzoseleno-并[3,2- b ] [1]苯并硒吩8B和[1]苯并噻吩并[3,2- b ] [1]苯并噻吩8C也获得了。