(S)-2-bromo-3-(3,7-dimethyloctyl)thiophene | 176261-81-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: (S)-2-bromo-3-(3,7-dimethyloctyl)thiophene
• 英文别名: 2-bromo-3-((S)-3,7-dimethyloctyl)thiophene；2-bromo-3-[(3S)-3,7-dimethyloctyl]thiophene
• CAS: 176261-81-7
• 化学式: C₁₄H₂₃BrS
• 分子量: 303.307
• InChiKey: DZZZQKPENGWQSK-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-2-bromo-3-(3,7-dimethyloctyl)thiophene 在 四(三苯基膦)钯 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 2-(4-bromo-2,5-dimethoxyphenyl)-3-[(3S)-3,7-dimethyloctyl]thiophene
  参考文献：
  名称：

  Steering Poly(thiophene) Properties by Incorporation of Phenyl Groups

  摘要：

  In order to tune the optical properties of poly(3-alkylthiophene)s, varying amounts of phenyl groups were incorporated more or less randomly along the backbone of this polymer. Because a living random copolymerization of thiophene and phenyl monomers is not possible in standard conditions, a specially designed biaryl monomer was used. The degree of randomness of this incorporation could be estimated by an in-depth H-1 NMR analysis. The effect on the bandgap was remarkable, since a linear relation between the bandgap and the percentage of introduced phenyl rings was observed. This enables the synthesis of conjugated polymers with tunable and predictable bandgaps. Aggregation and crystallization behavior were also affected by the introduction of phenyl rings. Aggregation was still possible with 20% of phenyl rings, albeit to a small extent, while crystallization was already completely inhibited at that point.

  DOI：

  10.1021/ma502141h

文献信息

• AB Block Copoly(3-alkylthiophenes): Synthesis and Chiroptical Behavior
  作者：Michiel Verswyvel、Frederic Monnaie、Guy Koeckelberghs

  DOI：10.1021/ma2021503

  日期：2011.12.27

  polymerization but vary in the length of the respective blocks. The chiroptical behavior was studied by changing the ratio solvent/nonsolvent, meanwhile monitoring the UV–vis and circular dichroism (CD) spectra. Three series were investigated: one in which both blocks aggregate simultaneously, one in which the achiral block stacks before the chiral block, and one in which the chiral block stacks first followed

  在本文的第一部分中，研究了由这些聚合物最常用的引发剂Ni（dppp）Cl 2引发的AB型嵌段共聚（3-烷基噻吩）的合成。在本研究中，相应的1确定了所有可能的端基的1 H NMR共振。该结果证实了以下假设：Ni（dppp）物种可以返回到聚合物链的起点，并且传播可以发生在链的两端。本文的下一部分将研究具有一个手性嵌段的AB型嵌段共聚（3-烷基噻吩）的手性行为，并将其结果与相应的无规共聚物进行比较。为了仅获得AB型嵌段共聚物，由改性的Ni引发剂制备聚合物。它们都具有相同的聚合度，但是各个嵌段的长度不同。通过更改溶剂/非溶剂比率来研究手性行为，同时监测UV-vis和圆二色性（CD）光谱。研究了三个系列：一种是两个嵌段同时聚集，一种是非手性嵌段在手性嵌段之前堆叠，另一种是手性嵌段先堆叠，然后是非手性嵌段。发现当块独立地堆叠时，后者的（手性/非手性）堆叠受到前者的显着影响。如果聚合物链的两个嵌段同时聚
• Expression of Supramolecular Chirality in Block Copoly(thiophene)s
  作者：Karlien Van den Bergh、Inge Cosemans、Thierry Verbiest、Guy Koeckelberghs

  DOI：10.1021/ma100266b

  日期：2010.4.27

  Three block copolymers, P3AT(S*)-b-P3AOT, P3AT(R*)-b-P3AOT(S*), and P3AT(S*)-b-P3AOT(S*), composed of an alkyl- and an alkoxy-substituted poly(thiophene) block, were synthesized using the living chain-growth polymerization of poly(3-alkylthiophene)s. One or both of the blocks are equipped with a chiral side chain. The formation of the block copolymers was confirmed by GPC and 1H NMR experiments. UV−vis

  三嵌段共聚物，P3AT（小号*） - b -P3AOT，P3AT（[R *） - b -P3AOT（小号*） ，和P3AT（小号*） - b -P3AOT（小号*） ，烷基和组成的使用聚（3-烷基噻吩）的活性链增长聚合法合成烷氧基取代的聚噻吩嵌段。两个嵌段中的一个或两个均配备有手性侧链。通过GPC和1证实了嵌段共聚物的形成1 H NMR实验。紫外可见光谱，圆二色性和发射光谱用于研究这些嵌段共聚物在溶液中的构象和超分子行为。这表明在添加非溶剂时首先聚集的嵌段对另一嵌段的堆积和手性行为具有重大影响。