1-Bromo-2,5-bis[(S)-2-methylbutoxy]-4-bromomethylbenzene | 312702-77-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 1-Bromo-2,5-bis[(S)-2-methylbutoxy]-4-bromomethylbenzene
• CAS: 312702-77-5
• 化学式: C₁₇H₂₆Br₂O₂
• 分子量: 422.2
• InChiKey: XTCRCZDTAAXFQV-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.19
• 重原子数：
  21.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Bromo-2,5-bis[(S)-2-methylbutoxy]-4-bromomethylbenzene 在 正丁基锂 、 potassium tert-butylate 作用下， 以 乙醚 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.58h， 生成 (E,E)-4-{4-(4-Methyl-2,5-bis[(S)-2-methylbutoxy]styryl)-2,5-bis[(S)-2-methylbutoxy]styryl}-2,5-bis[(S)-2-methylbutoxy]-bromobenzene
  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：

  1,4-Bis[(S)-2-methylbutoxy]-2-methylbenzene 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 2.0h， 生成 1-Bromo-2,5-bis[(S)-2-methylbutoxy]-4-bromomethylbenzene
  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