2-dodecyl-4,7-bis(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole | 1222171-59-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 2-dodecyl-4,7-bis(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole
• 英文别名: 4,7-bis(3-hexylthien-5-yl)-2-dodecyl-benzo[1,2,3]triazole；2-Dodecyl-4,7-bis(4-hexylthiophen-2-yl)benzotriazole；2-dodecyl-4,7-bis(4-hexylthiophen-2-yl)benzotriazole
• CAS: 1222171-59-6
• 化学式: C₃₈H₅₇N₃S₂
• 分子量: 620.023
• InChiKey: VAGXCTRUNZCDSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.8
• 重原子数：
  43
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-dodecyl-4,7-bis(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 12.0h， 以94.4%的产率得到4,7-bis(5-bromo-4-hexylthien-2-yl)-2-dodecylbenzo[1,2,3]triazole
  参考文献：
  名称：

  Electrochromic and optical studies of solution processable benzotriazole and fluorene containing copolymers

  摘要：

  2-Dodecyl benzotriazole and 9,9-dioctylfluorene containing alternating copolymers poly((9,9-dioctylfluorene)-2,7-diyl-(2-dodecyl-benzo[1,2,3] triazole)) (P1), poly((9,9-dioctylfluorene)- 2,7-diyl-(4,7-bis(thien-2-yl) 2-dodecyl-benzo[1,2,3] triazole)) (P2), poly((9,9-dioctylfluorene)- 2,7-diyl-(4,7-bis(3-hexylthien-5-yl) 2-dodecyl-benzo[1,2,3] triazole)) (P3) were synthesized via Suzuki polycondensation. Electronic and optical properties of resulting polymers showed that all polymers are both p and n dopable and have multicolored electrochromic states. HOMO and LUMO values, band gaps and spectral response of polymers upon externally applied potential and trifluoro acetic acid (TFA) addition were given in detail. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2010.11.001
• 作为产物：
  描述：

  2-dodecyl-2H-benzo[d][1,2,3]triazole 在 bis-triphenylphosphine-palladium(II) chloride 、 氢溴酸 、 溴 作用下， 以 四氢呋喃 为溶剂， 生成 2-dodecyl-4,7-bis(4-hexylthiophen-2-yl)-2H-benzo[d][1,2,3]triazole
  参考文献：
  名称：

  Electrochromic and optical studies of solution processable benzotriazole and fluorene containing copolymers

  摘要：

  2-Dodecyl benzotriazole and 9,9-dioctylfluorene containing alternating copolymers poly((9,9-dioctylfluorene)-2,7-diyl-(2-dodecyl-benzo[1,2,3] triazole)) (P1), poly((9,9-dioctylfluorene)- 2,7-diyl-(4,7-bis(thien-2-yl) 2-dodecyl-benzo[1,2,3] triazole)) (P2), poly((9,9-dioctylfluorene)- 2,7-diyl-(4,7-bis(3-hexylthien-5-yl) 2-dodecyl-benzo[1,2,3] triazole)) (P3) were synthesized via Suzuki polycondensation. Electronic and optical properties of resulting polymers showed that all polymers are both p and n dopable and have multicolored electrochromic states. HOMO and LUMO values, band gaps and spectral response of polymers upon externally applied potential and trifluoro acetic acid (TFA) addition were given in detail. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.orgel.2010.11.001

文献信息

• Processable Multipurpose Conjugated Polymer for Electrochromic and Photovoltaic Applications
  作者：Derya Baran、Abidin Balan、Selin Celebi、Beatriz Meana Esteban、Helmut Neugebauer、N. Serdar Sariciftci、Levent Toppare

  DOI：10.1021/cm100372t

  日期：2010.5.11

  A benzotriazole and 3-hexylthiophene (3HT) bearing a donor acceptor donor (D-A-D) type conjugated polymer (PHTBT) was synthesized. The polymer is both p and n-dopable, fluorescent, soluble in common organic solvents, and processable. Electrochemical and spectroelectrochemical characterization of PHTBT and its photovoltaic performance in organic bulk heterojunction (BHJ) solar cells (SC) have been measured. Using PHTBT as donor material in BHJ solar cells resulted in increased open circuit voltage (V-oc) up to 0.85 V.
• Electrochromic and optical studies of solution processable benzotriazole and fluorene containing copolymers
  作者：Emine Kaya、Abidin Balan、Derya Baran、Ali Cirpan、Levent Toppare

  DOI：10.1016/j.orgel.2010.11.001

  日期：2011.1

  2-Dodecyl benzotriazole and 9,9-dioctylfluorene containing alternating copolymers poly((9,9-dioctylfluorene)-2,7-diyl-(2-dodecyl-benzo[1,2,3] triazole)) (P1), poly((9,9-dioctylfluorene)- 2,7-diyl-(4,7-bis(thien-2-yl) 2-dodecyl-benzo[1,2,3] triazole)) (P2), poly((9,9-dioctylfluorene)- 2,7-diyl-(4,7-bis(3-hexylthien-5-yl) 2-dodecyl-benzo[1,2,3] triazole)) (P3) were synthesized via Suzuki polycondensation. Electronic and optical properties of resulting polymers showed that all polymers are both p and n dopable and have multicolored electrochromic states. HOMO and LUMO values, band gaps and spectral response of polymers upon externally applied potential and trifluoro acetic acid (TFA) addition were given in detail. (C) 2010 Elsevier B.V. All rights reserved.