tris[4-(4-pyridylethenyl)phenyl]amine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tris[4-(4-pyridylethenyl)phenyl]amine
• 英文别名: tris[p-(4-pyridylvinyl)phenyl]amine；Tris(4-(2-(pyridin-4-yl)vinyl)phenyl)amine；4-[(E)-2-pyridin-4-ylethenyl]-N,N-bis[4-[(E)-2-pyridin-4-ylethenyl]phenyl]aniline
• 化学式: C₃₉H₃₀N₄
• 分子量: 554.694
• InChiKey: SCEMSXFASXSUBP-GZDDRBCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三苯胺 在 palladium diacetate 、 三(邻甲基苯基)磷 碘 、 三乙胺 、 mercury(II) oxide 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 tris[4-(4-pyridylethenyl)phenyl]amine
  参考文献：
  名称：

  支链烯烃和炔烃发色团中双光子吸收特性的研究

  摘要：

  已经合成了新的烯烃和炔烃支链结构，并报道了它们的双光子吸收 (2PA) 特性。这一系列的烯烃和炔烃三聚体系统测试了增强 2PA 过程的机械方法，这通常由 pi 桥接、离域长度和 2PA 横截面上的相应电荷转移决定。结果表明烯烃支化系统具有更高的 2PA 截面。虽然稳态吸收和发射测量不能成功预测 2PA 截面的观察趋势，但时间分辨测量已经解释了观察到的趋势。发现，在光激发时，存在超快电荷定位到分子内电荷转移 (ICT) 状态，

  DOI：

  10.1021/ja060630m

文献信息

• Investigations and facile synthesis of a series of novel multi-functional two-photon absorption materials
  作者：Yu-Peng Tian、Lin Li、Ju-Zhou Zhang、Jia-Xiang Yang、Hong-ping Zhou、Jie-ying Wu、Ping-ping Sun、Li-min Tao、Ya-hui Guo、Chuan-Kui Wang、Hui Xing、Wen-hao Huang、Xu-Tang Tao、Min-Hua Jiang

  DOI：10.1039/b703853d

  日期：——

  Six centrosymmetric D–(π–A)3 structural triphenylamine derivatives that can be used as two-photon photopolymerization and optical data storage chromophores, tris[4-(4-pyridylethenyl)phenyl]amine (1), tris[4-(2-pyridylethenyl)phenyl]amine (2), tris(4-cyanoethenylphenyl)amine (3), tris[4-butylacrylatephenyl]amine (4), tris[4-methylacrylatephenyl]amine (5) and tris[4-acrylicethenylphenyl]amine (6), have been successfully synthesized via a triple palladium-catalyzed Heck coupling reaction, and the novel chromophores were fully characterized by elemental analysis, IR, 1H-NMR and ESIMS. The structure for 3 was determined by single crystal X-ray diffraction study. One- and two-photon absorption and fluorescence in various solvents were experimentally investigated. Two-photon initiated polymerization microfabrication and optical data recording experiments were carried out under 780 nm laser radiation, and the possible polymerization mechanism is discussed based on theoretical calculations. All the six chromophores have relatively large two-photon absorption cross-sections, and exhibit optical memory and highly efficient two-photon initiated polymerization abilities.

  六种中心对称的D–(π–A)3结构的三苯胺衍生物，分别为三[4-(4-吡啶乙烯基)苯基]胺（1）、三[4-(2-吡啶乙烯基)苯基]胺（2）、三(4-氰乙烯基苯基)胺（3）、三[4-丁基丙烯酸酯苯基]胺（4）、三[4-甲基丙烯酸酯苯基]胺（5）和三[4-丙烯酸乙烯基苯基]胺（6），已成功合成，合成过程采用了三次钯催化的Heck偶联反应。这些新型染料通过元素分析、红外光谱、氢谱核磁共振（1H-NMR）和电喷雾质谱（ESIMS）进行了全面表征。通过单晶X射线衍射研究确定了3的结构。在不同溶剂中进行了单光子和双光子吸收及荧光的实验研究。在780 nm激光照射下进行了双光子引发的聚合微加工和光学数据记录实验，并基于理论计算讨论了可能的聚合机理。所有六种染料均具有相对较大的双光子吸收截面，并表现出光学存储和高效的双光子引发聚合能力。
• NOVEL TRIPHENYLAMINE DERIVATIVES USEFUL AS FLUOROPHORES IN BIOLOGY, IN PARTICULAR FOR TWO-PHOTON MICROSCOPY
  申请人：Allain Clémence

  公开号：US20090314990A1

  公开（公告）日：2009-12-24

  Triphenylamine derivatives useful as fluorophores in biology, in particular for two-photon microscopy; and compositions comprising these derivatives, to the use of these compositions and of the derivatives themselves for labelling biological molecules (or “biomolecules”) such as nucleic acids, oligonucleotides, proteins, polypeptides, plasmids, and the like, for their examination in particular by two-photon microscopy, and to biomolecules labelled with the said derivatives.

  三苯胺衍生物在生物学中作为荧光染料特别是用于双光子显微镜的有用性；以及包含这些衍生物的组合物，使用这些组合物和衍生物本身来标记生物分子（或“生物分子”）如核酸、寡核苷酸、蛋白质、多肽、质粒等，特别是通过双光子显微镜对它们进行检测，并且标记有上述衍生物的生物分子。
• Synthesis, structure and two-photon absorption properties of a new multi-branched two-photon photopolymerization initiator
  作者：Yunxing Yan、Xutang Tao、Yuanhong Sun、Wentao Yu、Chuankui Wang、Guibao Xu、Jiaxiang Yang、Yongzhong Wu、Xian Zhao、Minhua Jiang

  DOI：10.1016/j.molstruc.2004.08.004

  日期：2005.1

  A new free-radical photonpolymerization initiator Tris-[4-(2-pyridin-4-yl-vinyl)-phenyl]-amine (TPPA) has been synthesized and characterized by H-1 NNM spectra, C-13 NMR spectra and elemental analyses. X-ray diffraction analyses reveal that TPPA belongs to monoclinic system, P2(1)/n space group with a = 15.851 (3), b = 9.7932 (18), c = 20.084 (6) Angstrom, alpha = 90, beta = 107.241 (12), gamma = 90degrees, V = 2977.6 (12) Angstrom(3), Z = 4, T = 293 (2) K, D-c = 1.237 g cm(-3), R-1 = 0.0569, wR = 0.1245. The calculated two-photon absorption cross-section is 33.6 X 10(-50) cm(4) s photon(-1). The experimental results confirm that TPPA is a good two-photon absorbing chromophore and operative two-photon photopolymerization initiator. When pumped with 820 run laser irradiation, TPPA shows strong two-photon induced fluorescence. A microstructure has been fabricated under irradiation using a 200 fs, 76 MHz Ti: sapphire femtosecond laser at 820 nm. The possible photopolymerization mechanism is discussed. (C) 2004 Elsevier B.V. All rights reserved.
• NOUVEAUX DERIVES DE LA TRIPHENYLAMINE UTILES COMME FLUOROPHORES EN BIOLOGIE, NOTAMMENT POUR LA MICROSCOPIE BIPHOTONIQUE
  申请人：Commissariat à l'Energie Atomique

  公开号：EP2086937A1

  公开（公告）日：2009-08-12
• US8664400B2
  申请人：——

  公开号：US8664400B2

  公开（公告）日：2014-03-04