5-[(2E,4E,6E,8E)-9-(4-Dibutylamino-phenyl)-nona-2,4,6,8-tetraenylidene]-1,3-diethyl-2-thioxo-dihydro-pyrimidine-4,6-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-[(2E,4E,6E,8E)-9-(4-Dibutylamino-phenyl)-nona-2,4,6,8-tetraenylidene]-1,3-diethyl-2-thioxo-dihydro-pyrimidine-4,6-dione
• 英文别名: 5-[(2E,4E,6E,8E)-9-[4-(dibutylamino)phenyl]nona-2,4,6,8-tetraenylidene]-1,3-diethyl-2-sulfanylidene-1,3-diazinane-4,6-dione
• 化学式: C₃₁H₄₁N₃O₂S
• 分子量: 519.751
• InChiKey: BNFVBXXKAVUWPS-XZLOGWRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-(二丁基氨基)苯甲醛 在 盐酸 、 18-冠醚-6 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 90.0h， 生成 5-[(2E,4E,6E,8E)-9-(4-Dibutylamino-phenyl)-nona-2,4,6,8-tetraenylidene]-1,3-diethyl-2-thioxo-dihydro-pyrimidine-4,6-dione
  参考文献：
  名称：

  Large Quadratic Hyperpolarizabilities with Donor–Acceptor Polyenes Exhibiting Optimum Bond Length Alternation: Correlation Between Structure and Hyperpolarizability

  摘要：

  AbstractDonor–acceptor polyenes of various lengths, and that combine aromatic electron‐donating moieties with powerful heterocyclic electron‐withdrawing terminal groups, have been synthesized and characterized as efficient nonlinear optical (NLO) chromophores. Their linear and nonlinear optical properties have been investigated, and variations in these properties have been related to ground‐state polarization (dipole μ) and structure. In particular, unprecedented quadratic hyperpolarizabilities (β) have been achieved (up to β(0) = 1500 × 10−30 esu) by reduction of the bond‐length alternation (BLA) in the polyenic chain. In each series of homologous compounds, increasing the number n of conjugated double bonds in the polyenic chain results in a marked bathochromic shift, more pronounced BLA, and exponential increases in μβ(0) values. As a result, polyenic chromophores displaying excellent optical quadratic nonlinearities (μβ values as large as 100 times that of the quadratic NLO benchmark 4‐dimethyl‐amino‐4′‐nitrostilbene (DANS)), as well as satisfactory solubility, have been obtained.

  DOI：

  10.1002/chem.19970030717

文献信息

• Large Quadratic Hyperpolarizabilities with Donor–Acceptor Polyenes Exhibiting Optimum Bond Length Alternation: Correlation Between Structure and Hyperpolarizability
  作者：M. Blanchard-Desce、V. Alain、P. V. Bedworth、S. R. Marder、A. Fort、C. Runser、M. Barzoukas、S. Lebus、R. Wortmann

  DOI：10.1002/chem.19970030717

  日期：1997.7

  AbstractDonor–acceptor polyenes of various lengths, and that combine aromatic electron‐donating moieties with powerful heterocyclic electron‐withdrawing terminal groups, have been synthesized and characterized as efficient nonlinear optical (NLO) chromophores. Their linear and nonlinear optical properties have been investigated, and variations in these properties have been related to ground‐state polarization (dipole μ) and structure. In particular, unprecedented quadratic hyperpolarizabilities (β) have been achieved (up to β(0) = 1500 × 10−30 esu) by reduction of the bond‐length alternation (BLA) in the polyenic chain. In each series of homologous compounds, increasing the number n of conjugated double bonds in the polyenic chain results in a marked bathochromic shift, more pronounced BLA, and exponential increases in μβ(0) values. As a result, polyenic chromophores displaying excellent optical quadratic nonlinearities (μβ values as large as 100 times that of the quadratic NLO benchmark 4‐dimethyl‐amino‐4′‐nitrostilbene (DANS)), as well as satisfactory solubility, have been obtained.