1,2-dicyano-4,5-bis(decyloxy)benzene | 118132-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2-dicyano-4,5-bis(decyloxy)benzene
• 英文别名: 4,5-dicyano-1,2-bis-(decyloxy)benzene；1,2-dicyano-4,5-didecyloxybenzene；1,2-Dicyano-4,5-didecyloxybenzene；4,5-didecoxybenzene-1,2-dicarbonitrile
• CAS: 118132-12-0
• 化学式: C₂₈H₄₄N₂O₂
• 分子量: 440.67
• InChiKey: MSRBHNWWKSSMLJ-UHFFFAOYSA-N

物化性质

• 熔点：
  103.8-104.8 °C(Solv: methanol (67-56-1))
• 沸点：
  573.6±50.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  32
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-dicyano-4,5-bis(decyloxy)benzene 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Effect of Phthalimide in 2,1,3-Benzooxadiazole Based Copolymer on the Performances of Solar Cells

  摘要：

  Two newly designed donor-acceptor (D-A) conjugated polymers were prepared from the Stille coupling reactions by incorporating phthalimide derivative as a co-acceptor unit into 2,1,3-benzooxadiazole (BO) and thiophene with different ratios of 5mol.% and 10mol.% of TBO-I 5, TBO-I 10, respectively. Polymers possess moderate molecular weights and excellent thermal properties with a 5% weight loss temperatures (T-d) around 300 degrees C. Compared to poly{5,6-bis(decyloxy)-4-(thiophen-2-yl)benzo[c][1,2,5]oxadiazole} (TBO), adding phthalimide unit in TBO-I 5 and TBO-I 10 shifted UV-Vis absorption spectra and changed the HOMO and LUMO levels of polymers. Bulk hetero junction (BHJ) polymer solar cells (PSCs) based on polymers blended with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) were fabricated to investigate photovoltaic properties. As a results, with increasing the composition of phthalimide, the J(sc) of the devices based on polymers were reduced in the order of TBO (4.74mA/cm(2)) > TBO-I 5 (3.94mA/cm(2)) > TBO-I 10 (1.90mA/cm(2)) due to the blue-shifted in absorption spectra and twisting in polymer main chain of TBO-I polymers. The decrease in J(sc) led to low photovoltaic performances and the device based on TBO showed higher performances than those of TBO-I 5 and TBO-I 10 with the PCE of 1.66%, the J(sc) of 4.74mA/cm(2), the V-oc of 0.82V and the FF of 42.4% under the illumination of AM 1.5G, 100 mW/cm(2).

  DOI：

  10.1080/15421406.2014.933383
• 作为产物：
  描述：

  4,5-二溴苯-1,2-二醇 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 1,2-dicyano-4,5-bis(decyloxy)benzene
  参考文献：
  名称：

  Sauer, Thomas; Wegner, Gerhard, Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 162, p. 97 - 118

  摘要：

  DOI：

文献信息

• Complementary Syntheses Giving Access to a Full Suite of Differentially Substituted Phthalocyanine‐Porphyrin Hybrids
  作者：Faeza Alkorbi、Alejandro Díaz‐Moscoso、Jacob Gretton、Isabelle Chambrier、Graham J. Tizzard、Simon J. Coles、David L. Hughes、Andrew N. Cammidge

  DOI：10.1002/anie.202016596

  日期：2021.3.29

  properties. The selective synthesis of unsymmetrical systems, particularly phthalocyanines, has remained a significant unmet challenge. Porphyrin‐phthalocyanine hybrids offer the potential to combine the favorable features of both parent structures, but again synthetic strategies are poorly developed. Here we demonstrate strategies that give straightforward, controlled access to differentially substituted

  酞菁和卟啉通常是广泛应用中选择的支架。合成技术的进步使得可以定制衍生物，定制其特性。不对称体系（特别是酞菁）的选择性合成仍然是一个尚未解决的重大挑战。卟啉-酞菁杂化物提供了结合两种母体结构的有利特征的潜力，但合成策略仍然缺乏开发。在这里，我们展示了通过芳基氨基异吲哚 (A) 引发剂和互补邻苯二甲腈 (B) 之间的反应，直接、受控地获得差异取代的内消旋芳基四苯并三氮杂卟啉的策略。前体和反应条件的选择允许选择性制备 1:3 Ar-ABBB 和独特的 2:2 Ar-ABBA 功能化杂化物。
• Hauschel, Bernd; Jung, Reiner; Hanack, Michael, European Journal of Inorganic Chemistry, 1999, # 4, p. 693 - 703
  作者：Hauschel, Bernd、Jung, Reiner、Hanack, Michael

  DOI：——

  日期：——
• Electrical conductivity of octakis(decyloxy) phthalocyaninato-copper(II)
  作者：Kuninobu Kasuga、Takuya Mihara、Tadahiro Nakao、Kazuhiro Takahashi

  DOI：10.1016/s0020-1693(00)80382-5

  日期：1991.11
• Sauer, Thomas; Wegner, Gerhard, Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 162, p. 97 - 118
  作者：Sauer, Thomas、Wegner, Gerhard

  DOI：——

  日期：——
• Effect of Phthalimide in 2,1,3-Benzooxadiazole Based Copolymer on the Performances of Solar Cells
  作者：Thu Trang Do、Ye Eun Ha、Byung-Hyun Ahn、Gun Dae Lee、Joo Hyun Kim

  DOI：10.1080/15421406.2014.933383

  日期：2014.7.24

  Two newly designed donor-acceptor (D-A) conjugated polymers were prepared from the Stille coupling reactions by incorporating phthalimide derivative as a co-acceptor unit into 2,1,3-benzooxadiazole (BO) and thiophene with different ratios of 5mol.% and 10mol.% of TBO-I 5, TBO-I 10, respectively. Polymers possess moderate molecular weights and excellent thermal properties with a 5% weight loss temperatures (T-d) around 300 degrees C. Compared to poly5,6-bis(decyloxy)-4-(thiophen-2-yl)benzo[c][1,2,5]oxadiazole} (TBO), adding phthalimide unit in TBO-I 5 and TBO-I 10 shifted UV-Vis absorption spectra and changed the HOMO and LUMO levels of polymers. Bulk hetero junction (BHJ) polymer solar cells (PSCs) based on polymers blended with [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) were fabricated to investigate photovoltaic properties. As a results, with increasing the composition of phthalimide, the J(sc) of the devices based on polymers were reduced in the order of TBO (4.74mA/cm(2)) > TBO-I 5 (3.94mA/cm(2)) > TBO-I 10 (1.90mA/cm(2)) due to the blue-shifted in absorption spectra and twisting in polymer main chain of TBO-I polymers. The decrease in J(sc) led to low photovoltaic performances and the device based on TBO showed higher performances than those of TBO-I 5 and TBO-I 10 with the PCE of 1.66%, the J(sc) of 4.74mA/cm(2), the V-oc of 0.82V and the FF of 42.4% under the illumination of AM 1.5G, 100 mW/cm(2).