2,5-dibromo-3-diethoxyphosphorylthiopehene | 21512-28-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2,5-dibromo-3-diethoxyphosphorylthiopehene
• 英文别名: 2,5-Dibromo-3-diethoxyphosphorylthiophene
• CAS: 21512-28-7
• 化学式: C₈H₁₁Br₂O₃PS
• 分子量: 378.021
• InChiKey: YMYGAINDZBXFCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-dibromo-3-diethoxyphosphorylthiopehene 、 5-(5,6-difluoro-7-(4-hexylthiophen-2-yl)benzo[c][1,2,5]thiadiazol-4-yl)-3-hexylthiophene-2-carbaldehyde 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 以79%的产率得到5,6-difluoro-4-(4-hexyl-2-thienyl)-7-[2-(2,5-dibromo-3-thienylvinyl)-4-hexyl-2-thienyl]benzo[c][1,2,5]diathiazole
  参考文献：
  名称：

  Synthesis and photovoltaic properties of conjugated polymers with an asymmetric 4-(2-ethylhexyloxy)-8-(2-ethylhexylthio)benzo[1,2-b:4,5-b′]dithiophene unit

  摘要：

  Two novel copolymers containing an asymmetric 4-(2-ethylhexyloxy)-8-(2-ethylhexylthio)benzo[1,2-b:4,5-b']dithiophene and different conjugated side groups were designed and synthesized for polymer solar cell applications. The thermal, optical, and electrochemical properties were investigated by thermal gravimetric analysis, UV Vis absorption, and cyclic voltammetry, respectively. The two copolymers showed a good thermal stability and solubility in common organic solvents, and relatively deep highest occupied molecular orbital (HOMO) energy levels with the values of 5.56 eV for 5,6-difluoro-benzodiathiazole-based copolymer and 5.48 eV for isoindigo-based copolymer. The polymer photovoltaic devices based on 5,6-difluoro-benzodiathiazole-based polymer/phenyl-C-71-butyric acid methyl ester exhibited a high open circuit voltage (V-oc) of 0.92 V and the power conversion efficiency of 5.0%. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.12.012
• 作为产物：
  描述：

  diethyl (thiophen-3-yl)phosphonate 在 溴 作用下， 以 氯仿 为溶剂， 反应 23.0h， 生成 2,5-dibromo-3-diethoxyphosphorylthiopehene
  参考文献：
  名称：

  OLIGOMERS AND POLYMERS OF THIOPHENE COMPOUNDS HAVING PHOSPHORIC ESTER AND PROCESS FOR PRODUCING THE SAME

  摘要：

  公开号：

  EP1882694B1

文献信息

• Thiophene compound having phosphoric ester and process for producing the same
  申请人：Kakiuchi Nobuyuki

  公开号：US20100019229A1

  公开（公告）日：2010-01-28

  A thiophene compound having a phosphate group, for example, one represented by the formula [1]. The compound has high resistance to heat and oxidation and can be improved in solubility or dispersibility in various solvents. (In the formula, R 1 and R 2 each independently represents, e.g., hydrogen, halogeno, cyano, or phenyl optionally substituted by W; and R 3 to R 6 each independently represents —OR 7 , SR 8 , or —NR 9 2 , provided that R 7 to R 9 each independently represents hydrogen, C 1-10 alkyl, or phenyl optionally substituted by W and W represents halogeno, cyano, nitro, hydroxyl, mercapto, amino, formyl, carboxy, C 1-10 alkyl, etc.)

  一种含磷酸基的噻吩化合物，例如，由公式[1]表示的化合物。该化合物具有高耐热性和抗氧化性，并且可以在各种溶剂中改善溶解性或分散性。（在公式中，R1和R2各自独立地表示氢，卤素，氰基或苯基，可选择地被W取代；而R3到R6各自独立地表示-OR7，SR8或-NR92，前提是R7到R9各自独立地表示氢，C1-10烷基或可选择地被W取代的苯基，W表示卤素，氰基，硝基，羟基，巯基，氨基，甲酰基，羧基，C1-10烷基等。）
• THIOPHENE COMPOUND HAVING PHOSPHORIC ESTER AND PROCESS FOR PRODUCING THE SAME
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP1882694A1

  公开（公告）日：2008-01-30

  A thiophene compound having a phosphate group, for example, one represented by the formula [1]. The compound has high resistance to heat and oxidation and can be improved in solubility or dispersibility in various solvents. (In the formula, R1 and R2 each independently represents, e.g., hydrogen, halogeno, cyano, or phenyl optionally substituted by W; and R3 to R6 each independently represents -OR7, SR8, or -NR92, provided that R7 to R9 each independently represents hydrogen, C1-10 alkyl, or phenyl optionally substituted by W and W represents halogeno, cyano, nitro, hydroxyl, mercapto, amino, formyl, carboxy, C1-10 alkyl, etc.)

  一种具有磷酸基的噻吩化合物，例如由式[1]表示的化合物。这种化合物具有很强的耐热性和抗氧化性，在各种溶剂中的溶解性或分散性也能得到改善。 (在式中，R1 和 R2 各自独立地代表氢、卤素、氰基或任选被 W 取代的苯基；R3 至 R6 各自独立地代表-OR7、SR8 或-NR92，条件是 R7 至 R9 各自独立地代表氢、C1-10 烷基或任选被 W 取代的苯基，且 W 代表卤素、氰基、硝基、羟基、巯基、氨基、甲酰基、羧基、C1-10 烷基等）。
• Synthesis and photovoltaic properties of conjugated polymers with an asymmetric 4-(2-ethylhexyloxy)-8-(2-ethylhexylthio)benzo[1,2-b:4,5-b′]dithiophene unit
  作者：Yuanshuai Huang、Fen Wu、Min Zhang、Suli Mei、Ping Shen、Songting Tan

  DOI：10.1016/j.dyepig.2014.12.012

  日期：2015.4

  Two novel copolymers containing an asymmetric 4-(2-ethylhexyloxy)-8-(2-ethylhexylthio)benzo[1,2-b:4,5-b']dithiophene and different conjugated side groups were designed and synthesized for polymer solar cell applications. The thermal, optical, and electrochemical properties were investigated by thermal gravimetric analysis, UV Vis absorption, and cyclic voltammetry, respectively. The two copolymers showed a good thermal stability and solubility in common organic solvents, and relatively deep highest occupied molecular orbital (HOMO) energy levels with the values of 5.56 eV for 5,6-difluoro-benzodiathiazole-based copolymer and 5.48 eV for isoindigo-based copolymer. The polymer photovoltaic devices based on 5,6-difluoro-benzodiathiazole-based polymer/phenyl-C-71-butyric acid methyl ester exhibited a high open circuit voltage (V-oc) of 0.92 V and the power conversion efficiency of 5.0%. (C) 2014 Elsevier Ltd. All rights reserved.
• US8030438B2
  申请人：——

  公开号：US8030438B2

  公开（公告）日：2011-10-04
• OLIGOMERS AND POLYMERS OF THIOPHENE COMPOUNDS HAVING PHOSPHORIC ESTER AND PROCESS FOR PRODUCING THE SAME
  申请人：Nissan Chemical Industries, Ltd.

  公开号：EP1882694B1

  公开（公告）日：2013-04-03