1,4-Bischloromethyl-2,5-bis[(S)-2-methylbutoxy]benzene | 188947-39-9

• 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: 1,4-Bischloromethyl-2,5-bis[(S)-2-methylbutoxy]benzene
• 英文别名: 1,4-bis(chloromethyl)-2,5-bis[(2S)-2-methylbutoxy]benzene
• CAS: 188947-39-9
• 化学式: C₁₈H₂₈Cl₂O₂
• 分子量: 347.325
• InChiKey: AIRVXTVDHHXYFC-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-Bischloromethyl-2,5-bis[(S)-2-methylbutoxy]benzene 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 (E,E)-1,4-Bis{4-methyl-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]benzene
  参考文献：
  名称：

  Synthesis, Photophysical Properties, and Photovoltaic Devices of Oligo(p-phenylene vinylene)-fullerene Dyads

  摘要：

  The synthesis of a homologous series of oligo(p,-phenylene vinylene)-fulleropyrrolidines (OPVn-C-60, n 1-4, where n is the number of phenyl rings) is described. The photophysical properties of these donor-acceptor dyads and the corresponding model compounds, alpha,omega -dimethyl-2,5-bis(2- (S)-methylbutoxy)-1,4-phenylene vinylene oligomers (OPVn, n = 2-4) and N-methylfulleropyrrolidine (MP-C-60), are studied as a function of the conjugation length in solvents of different polarity and as thin films. Fast singlet energy transfer occurs after photoexcitation of the OPVn moiety of the dyads toward the fullerene moiety in an apolar solvent. Photoexcitation of the dyads in a polar solvent results in electron transfer fur OPV3-C-60 and OPV4-C-60. and to some extent for OPV2-C-60, but not for OPV1-C-60 These results are compared to the results obtained for mixtures of OPVn and MP-C-60 in the same solvents. The solvent-dependent change in free energy for charge separation of the donor-acceptor systems is calculated from the Weller equation, and the rate constants for energy and electron transfer are derived from the fluorescence lifetime and quenching. The results show that in a polar solvent electron transfer in these dyads is likely to occur via a two-step process, that is, a very fast singlet energy transfer prior to charge separation. In thin solid films of OPV3-C-60 and OPV4-C-60, a long-lived charge-separated state is Termed after photoexcitation. The long lifetime in the film is attributed to the migration of charges to different molecules. A flexible photovoltaic device is prepared from OPV4-C-60.

  DOI：

  10.1021/jp001717b
• 作为产物：
  描述：

  对苯二酚 在 盐酸 、 氢氧化钾 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 16.0h， 生成 1,4-Bischloromethyl-2,5-bis[(S)-2-methylbutoxy]benzene
  参考文献：
  名称：

  Synthesis, Photophysical Properties, and Photovoltaic Devices of Oligo(p-phenylene vinylene)-fullerene Dyads

  摘要：

  The synthesis of a homologous series of oligo(p,-phenylene vinylene)-fulleropyrrolidines (OPVn-C-60, n 1-4, where n is the number of phenyl rings) is described. The photophysical properties of these donor-acceptor dyads and the corresponding model compounds, alpha,omega -dimethyl-2,5-bis(2- (S)-methylbutoxy)-1,4-phenylene vinylene oligomers (OPVn, n = 2-4) and N-methylfulleropyrrolidine (MP-C-60), are studied as a function of the conjugation length in solvents of different polarity and as thin films. Fast singlet energy transfer occurs after photoexcitation of the OPVn moiety of the dyads toward the fullerene moiety in an apolar solvent. Photoexcitation of the dyads in a polar solvent results in electron transfer fur OPV3-C-60 and OPV4-C-60. and to some extent for OPV2-C-60, but not for OPV1-C-60 These results are compared to the results obtained for mixtures of OPVn and MP-C-60 in the same solvents. The solvent-dependent change in free energy for charge separation of the donor-acceptor systems is calculated from the Weller equation, and the rate constants for energy and electron transfer are derived from the fluorescence lifetime and quenching. The results show that in a polar solvent electron transfer in these dyads is likely to occur via a two-step process, that is, a very fast singlet energy transfer prior to charge separation. In thin solid films of OPV3-C-60 and OPV4-C-60, a long-lived charge-separated state is Termed after photoexcitation. The long lifetime in the film is attributed to the migration of charges to different molecules. A flexible photovoltaic device is prepared from OPV4-C-60.

  DOI：

  10.1021/jp001717b

文献信息

• Synthesis, Photophysical Properties, and Photovoltaic Devices of Oligo(<i>p</i>-phenylene vinylene)-fullerene Dyads
  作者：Emiel Peeters、Paul A. van Hal、Joop Knol、Christoph J. Brabec、N. Serdar Sariciftci、J. C. Hummelen、René A. J. Janssen

  DOI：10.1021/jp001717b

  日期：2000.11.1

  The synthesis of a homologous series of oligo(p,-phenylene vinylene)-fulleropyrrolidines (OPVn-C-60, n 1-4, where n is the number of phenyl rings) is described. The photophysical properties of these donor-acceptor dyads and the corresponding model compounds, alpha,omega -dimethyl-2,5-bis(2- (S)-methylbutoxy)-1,4-phenylene vinylene oligomers (OPVn, n = 2-4) and N-methylfulleropyrrolidine (MP-C-60), are studied as a function of the conjugation length in solvents of different polarity and as thin films. Fast singlet energy transfer occurs after photoexcitation of the OPVn moiety of the dyads toward the fullerene moiety in an apolar solvent. Photoexcitation of the dyads in a polar solvent results in electron transfer fur OPV3-C-60 and OPV4-C-60. and to some extent for OPV2-C-60, but not for OPV1-C-60 These results are compared to the results obtained for mixtures of OPVn and MP-C-60 in the same solvents. The solvent-dependent change in free energy for charge separation of the donor-acceptor systems is calculated from the Weller equation, and the rate constants for energy and electron transfer are derived from the fluorescence lifetime and quenching. The results show that in a polar solvent electron transfer in these dyads is likely to occur via a two-step process, that is, a very fast singlet energy transfer prior to charge separation. In thin solid films of OPV3-C-60 and OPV4-C-60, a long-lived charge-separated state is Termed after photoexcitation. The long lifetime in the film is attributed to the migration of charges to different molecules. A flexible photovoltaic device is prepared from OPV4-C-60.