4,4'-bis[2-(3-(9-ethylcarbazyl))ethenyl]biphenyl | 144810-07-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4,4'-bis[2-(3-(9-ethylcarbazyl))ethenyl]biphenyl
• 英文别名: 4,4'-bis[2-(N-ethylcarbazol-3-yl)vinyl]biphenyl；BCzVBi；9-ethyl-3-[2-[4-[4-[2-(9-ethylcarbazol-3-yl)ethenyl]phenyl]phenyl]ethenyl]carbazole
• CAS: 144810-07-1
• 化学式: C₄₄H₃₆N₂
• 分子量: 592.783
• InChiKey: RAPHUPWIHDYTKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  46
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  9.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  N-乙基咔唑-3-甲醛 、 Phosphorane, [[1,1a(2)-biphenyl]-4,4a(2)-diylbis(methylene)]bis[chlorotriphenyl- 在 potassium tert-butylate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 以29%的产率得到4,4'-bis[2-(3-(9-ethylcarbazyl))ethenyl]biphenyl
  参考文献：
  名称：

  Four new two-photon polymerization initiators with varying donor and conjugated bridge: Synthesis and two-photon activity

  摘要：

  A specific series of dumbbell-shaped bis-carbazoles or bis-phenothiazines dyes (1, 2, 3 and 4) constructed with styrene or biphenylethyne as the pi-bridge have been synthesized and characterized. Detailed spectral properties including linear absorption, one and two-photon fluorescence properties were investigated. The results show that extending conjugated chain and introducing donors have substantial effect on their photophysical properties. Among them, two-photon absorption cross sections (sigma) of the four dyes in DMF determined by the Z-scan technique are successively increased from 1 to 4 with enhancing electron-donating ability and extending conjugated chain, but electron-donating ability has larger contribution to the a values than extending conjugated chain based on the comparison of small molecules (D-pi-D). Two-photon initiation polymerization (TPIP) microfabrication experiments have been carried out using compound 4 as an initiator under irradiation of 200 fs, 76 MHz femtosecond laser at 760 nm. The results confirm that the four dyes can be effectively used as organic two-photon photopolymerization initiators. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.09.051

文献信息

• Four new two-photon polymerization initiators with varying donor and conjugated bridge: Synthesis and two-photon activity
  作者：Fuying Hao、Zhaodi Liu、Mingliang Zhang、Jie Liu、Shengyi Zhang、Jieying Wu、Hongping Zhou、YuPeng Tian

  DOI：10.1016/j.saa.2013.09.051

  日期：2014.1

  A specific series of dumbbell-shaped bis-carbazoles or bis-phenothiazines dyes (1, 2, 3 and 4) constructed with styrene or biphenylethyne as the pi-bridge have been synthesized and characterized. Detailed spectral properties including linear absorption, one and two-photon fluorescence properties were investigated. The results show that extending conjugated chain and introducing donors have substantial effect on their photophysical properties. Among them, two-photon absorption cross sections (sigma) of the four dyes in DMF determined by the Z-scan technique are successively increased from 1 to 4 with enhancing electron-donating ability and extending conjugated chain, but electron-donating ability has larger contribution to the a values than extending conjugated chain based on the comparison of small molecules (D-pi-D). Two-photon initiation polymerization (TPIP) microfabrication experiments have been carried out using compound 4 as an initiator under irradiation of 200 fs, 76 MHz femtosecond laser at 760 nm. The results confirm that the four dyes can be effectively used as organic two-photon photopolymerization initiators. (C) 2013 Elsevier B.V. All rights reserved.