5'-bromo-5,5"-dimethyl-[2,2':3',2"]terthiophene | 1231767-26-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5'-bromo-5,5"-dimethyl-[2,2':3',2"]terthiophene
• 英文别名: 5'-Bromo-5,5''-dimethyl-2,2':3',2''-terthiophene；5-bromo-2,3-bis(5-methylthiophen-2-yl)thiophene
• CAS: 1231767-26-2
• 化学式: C₁₄H₁₁BrS₃
• 分子量: 355.343
• InChiKey: ISCMPDBLSQIAKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5'-bromo-5,5"-dimethyl-[2,2':3',2"]terthiophene 、 2-(5,5"-dimethyl-[2,2':3',2"]terthiophen-5'-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 15.0h， 以60%的产率得到4,5,4',5"-tetra(5-methylthienyl)bisthiophene
  参考文献：
  名称：

  Tetrathiophenes with thiophene side chains: effect of substitution on packing and conjugation

  摘要：

  The effect of substitution pattern on conjugation and packing has been investigated by synthesizing a series of tetrathiophenes with systematically varied alkyl thiophene substituents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.087
• 作为产物：
  描述：

  5,5"-dimethyl-[2,2':3',2"]terthiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以80%的产率得到5'-bromo-5,5"-dimethyl-[2,2':3',2"]terthiophene
  参考文献：
  名称：

  Tetrathiophenes with thiophene side chains: effect of substitution on packing and conjugation

  摘要：

  The effect of substitution pattern on conjugation and packing has been investigated by synthesizing a series of tetrathiophenes with systematically varied alkyl thiophene substituents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.03.087

文献信息

• MODULAR SUPRAMOLECULAR ACTIVE LAYER AND ORGANIC PHOTOVOLTAIC DEVICES
  申请人：UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INC.

  公开号：US20140345682A1

  公开（公告）日：2014-11-27

  A photoactive layer for an organic photovoltaic device has a supramolecular assembly of donors or acceptors formed from a plurality of units that are mixed with electron acceptors or electron donors, respectively, to form an ordered or semi-ordered bulk heterojunction structure. Each unit is formed from a plurality of sub-units that are combined and ordered by hydrogen bonding or other non-covalent interactions to form units that by π-stacking and, optionally, other forces are organized into the supramolecular assembly. Each sub-unit includes at least one electron donor or acceptor moiety, at least one non-covalent interacting moiety, and a linking moiety between the non-covalent interacting moiety and the electron donor or electron acceptor moiety of the sub-unit. The organized supramolecular assembly connects donors or acceptors through the thickness of the photoactive layer, and allows parallel continuous electron acceptor or electron donor phases through the thickness of the active layer.

  一种有机光伏器件的光活性层具有供体或受体的超分子组装，由多个单元混合电子受体或电子供体形成有序或半有序的杂化结构。每个单元由多个亚单元组成，通过氢键或其他非共价相互作用组合和有序排列，形成通过π堆积和可选的其他力组织成超分子组装体。每个亚单元包括至少一个电子供体或受体基团，至少一个非共价相互作用基团，以及连接非共价相互作用基团和亚单元电子供体或电子受体基团之间的连接基团。有序的超分子组装体通过光活性层的厚度连接供体或受体，并允许平行连续的电子受体或电子供体相通过活性层的厚度。