bis(3-methylselenobiphenyl-4-yl)acetylene | 900806-52-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(3-methylselenobiphenyl-4-yl)acetylene
• 英文别名: bis(3-methylseleno-4-biphenylyl)acetylene；bis(3-selenomethyl-4-biphenylyl)acetylene；2-Methylselanyl-1-[2-(2-methylselanyl-4-phenylphenyl)ethynyl]-4-phenylbenzene
• CAS: 900806-52-2
• 化学式: C₂₈H₂₂Se₂
• 分子量: 516.403
• InChiKey: WALXTLUODGXAJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  bis(3-methylselenobiphenyl-4-yl)acetylene 在 碘 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以91%的产率得到2,7-diphenyl[1]benzoselenopheno[3,2-b][1]benzoselenophene
  参考文献：
  名称：

  2,7-Diphenyl[1]benzoselenopheno[3,2-b][1]benzoselenophene as a Stable Organic Semiconductor for a High-Performance Field-Effect Transistor

  摘要：

  [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.

  DOI：

  10.1021/ja057641k
• 作为产物：
  描述：

  4-溴代联苯 在 N,N-二异丙基乙胺 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 正丁基锂 、 potassium tert-butylate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 正己烷 、 水 、 苯 为溶剂， 反应 35.5h， 生成 bis(3-methylselenobiphenyl-4-yl)acetylene
  参考文献：
  名称：

  2,7-Diphenyl[1]benzoselenopheno[3,2-b][1]benzoselenophene as a Stable Organic Semiconductor for a High-Performance Field-Effect Transistor

  摘要：

  [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.

  DOI：

  10.1021/ja057641k

文献信息

• 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
• 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.