2,2-dimethyl-1,3-propanediyl 4-octyloxyphenylboronate | 1245902-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-dimethyl-1,3-propanediyl 4-octyloxyphenylboronate
• CAS: 1245902-30-0
• 化学式: C₁₉H₃₁BO₃
• 分子量: 318.264
• InChiKey: VNSDMWCLILCNJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  23.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-1,3-propanediyl 4-octyloxyphenylboronate 、 3,6-二溴菲醌 在 四(三苯基膦)钯 、 水 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 0.08h， 以58%的产率得到3,6-bis(4-octyloxyphenyl)-9,10-phenanthrenequinone
  参考文献：
  名称：

  Expanded π-Electron Systems, Tri(phenanthro)hexaazatriphenylenes and Tri(phenanthrolino)hexaazatriphenylenes, That Are Self-Assembled To Form One-Dimensional Aggregates

  摘要：

  This paper reports the self-assembling and electrochemical nature of hexaazatriphenylene-based electron-deficient heteroaromatics with an expanded pi-electron system The tri(phenanthro)hexaazatriphenylenes (TPHAT-Cs) and tri(phenanthrolino)hexaazatriphenylenes (TPHAT-Ns) were prepared by condensation reactions or the corresponding phenanthrenequinonones and phenanthrolinediones respectively. with hexaaminobenzene Their election affinity was indicated from cyclic voltammetry measurements. In which the first reduction potentials were evaluated at mound -1 7 V (vs Fc/Fe+) in dichloromethane In nonpolar and polar solvents and in the film state. the TPHAT-Cs and TPHAT-Ns formed one-dimensional aggregates with an H-type stacking mode. In the MALDI-TOF mass spectra significant peaks were seen at several multiples of the parent ion up to tell;liner aggregates The NMR spectra indicated a line-broadening effect due to the aggregation The UV-vis and fluorescence spectra showed a concentration dependence which is. attributed to a dynamic exchange between the monomer and aggregate species The older of the aggregative nature was estimated from the concentration dependence and the fluorescence quantum yield By replacement of the peripheral aromatic moieties instead of the phenanthiene (TPHAT-Cs) with the phenanthroline (TPHAT-Ns). the aggregative nature was enhanced

  DOI：

  10.1021/jo101212d
• 作为产物：
  描述：

  4-正辛氧基溴苯 在 正丁基锂 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 2,2-dimethyl-1,3-propanediyl 4-octyloxyphenylboronate
  参考文献：
  名称：

  Design, synthesis and photophysical properties of A-D-A-D-A small molecules for photovoltaic application

  摘要：

  A series of linear-conjugated small molecule compounds featured with the acceptor-donor-acceptor-donor-acceptor (A-D-A-D-A) structure were designed, synthesized and characterized. The films of the compounds showed a broad UV-Vis absorption range of 300-800 nm with high molar absorption coefficient of more than 1.0 x 10(4) cm(-1). Their hole-mobility can be as high as 1.0 x 10(-3) cm(2) V-1 s(-1). The compounds have a compatible HOMO energy level of -5.0 eV to PC71BM and a high solubility up to 20 mg mL(-1) in chloroform. Therefore, compounds can blend with PC71BM in the chloroform and form an active layer for a photovoltaic cell device by spin-coating of the blend solution. A maximum power conversion efficiency of 3.2% was achieved with the DERH3TT solar cell device. These results indicate that the A-D-A-D-A small molecules with electron-withdrawing dyes as terminals are promising candidates for the high efficiency solution processed organic photovoltaic cells. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.05.009