5-bromo-5''-hexadecyloxymethyl-2,2':5',2''-terthiophene | 162896-41-5

• 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''-hexadecyloxymethyl-2,2':5',2''-terthiophene
• 英文别名: 2-bromo-5-[5-[5-(hexadecoxymethyl)thiophen-2-yl]thiophen-2-yl]thiophene
• CAS: 162896-41-5
• 化学式: C₂₉H₄₁BrOS₃
• 分子量: 581.746
• InChiKey: PHBBZPWEDGOTJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.97
• 重原子数：
  34.0
• 可旋转键数：
  19.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-bromo-5''-hexadecyloxymethyl-2,2':5',2''-terthiophene 在 bis(triphenylphosphine)nickel(II) chloride 、 三苯基膦 、 potassium iodide 、 锌 作用下， 生成 α,ω-dihexadecyloxymethylsexithiophene
  参考文献：
  名称：

  Synthesis of α,ω-long chain disubstituted sexithiophenes

  摘要：

  The synthesis and electrochemistry of three new symmetrical alpha,omega-disubstituted sexithiophene derivatives 1-3 substituted by heptadecyl, hexadecyloxymethyl, and trans-heptadecenyl groups is described.

  DOI：

  10.1016/0040-4020(95)00038-a
• 作为产物：
  描述：

  2,2':5',2'-四噻吩-5-甲醛 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 46.5h， 生成 5-bromo-5''-hexadecyloxymethyl-2,2':5',2''-terthiophene
  参考文献：
  名称：

  Synthesis of α,ω-long chain disubstituted sexithiophenes

  摘要：

  The synthesis and electrochemistry of three new symmetrical alpha,omega-disubstituted sexithiophene derivatives 1-3 substituted by heptadecyl, hexadecyloxymethyl, and trans-heptadecenyl groups is described.

  DOI：

  10.1016/0040-4020(95)00038-a

文献信息

• Supramolecular formation of fibrous nanostructure in donor–acceptor dyad film
  作者：Takeshi Nishizawa、Keisuke Tajima、Kazuhito Hashimoto

  DOI：10.1039/b701438d

  日期：——

  A novel oligothiophene and its fullerene derivative were synthesized and their film morphologies were investigated. AFM images revealed that the oligothiophene formed well-aligned fiber-like nanostructures in the film after being thermally annealed at its liquid-crystalline temperature. In the oligothiophene–fullerene dyad film, fibers were already formed in the as-cast film. Thermal annealing further enhanced the structural order and a long, partially aligned fibrous nanostructure with a width of around 10 nm and a length of as long as 200 nm was observed. Combined with the results of X-ray analysis, these features were ascribed to supramolecular self-assembly via π–π interaction of the oligothiophene groups. Photovoltaic properties of the molecules were also investigated.

  一种新型寡聚噻吩及其富勒烯衍生物被合成，并对其薄膜形态进行了研究。原子力显微镜（AFM）图像显示，寡聚噻吩在其液晶温度下经过热退火后形成了良好排列的纤维状纳米结构。在寡聚噻吩-富勒烯二元薄膜中，已在铸膜状态下形成了纤维。热退火进一步增强了结构的有序性，观察到一种宽度约为10纳米、长度可达200纳米的长且部分对齐的纤维状纳米结构。结合X射线分析的结果，这些特征被归因于通过寡聚噻吩基团的π-π相互作用实现的超分子自组装。同时也对这些分子的光电性能进行了研究。