trans-2-[4-(N-ethyl-N-(2-hydroxyethyl)amino)styryl]thiophene-5-carboxaldehyde | 926634-45-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: trans-2-[4-(N-ethyl-N-(2-hydroxyethyl)amino)styryl]thiophene-5-carboxaldehyde
• 英文别名: 5-[(E)-2-[4-[ethyl(2-hydroxyethyl)amino]phenyl]ethenyl]thiophene-2-carbaldehyde
• CAS: 926634-45-9
• 化学式: C₁₇H₁₉NO₂S
• 分子量: 301.409
• InChiKey: VQFUUIPTOHQXAV-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  68.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  trans-2-[4-(N-ethyl-N-(2-hydroxyethyl)amino)styryl]thiophene-5-carboxaldehyde 在 新戊醇 、 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 24.0h， 生成 5-[[5-[(E)-2-[4-[6-[6-bromo-1-(6-bromo-2-hexoxynaphthalen-1-yl)naphthalen-2-yl]oxyhexyl-ethylamino]phenyl]ethenyl]thiophen-2-yl]methylidene]-1,3-diethyl-1,3-diazinane-2,4,6-trione
  参考文献：
  名称：

  Synthesis and Properties of Chiral Chromophore-Functionalized Polybinaphthalenes for Nonlinear Optics:  Influence of Chromophore Concentration

  摘要：

  A series of chromophore-functionalized polybinaphthalenes have been prepared and characterized for their (nonlinear optical) properties. The polymers were prepared by direct polymerization using a Stille coupling between a bis(trimethyltin) compound and dibromo-substituted binaphthalene monomers. The chromophores were attached to the binaphthalene unit via an alkyl spacer. The influence of the chromophore concentration, spacer length, and number of chromophores per binaphthalene unit was studied. The typical treelike macromolecular architecture of these molecules gives rise to a unique behavior in the glass transition temperature, NMR, and nonlinear optical properties. The nonlinear optical response shows a continuous increase in function of the chromophore content. In this way, the nonlinear optical properties can be increased in a way that is not possible with other chromophore-functionalized polymer materials.

  DOI：

  10.1021/ma0351118
• 作为产物：
  描述：

  N-乙基-N-羟乙基苯胺 在 咪唑 、 盐酸 、 sodium hydroxide 、 potassium tert-butylate 、 水 、 正己基锂 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 12.75h， 生成 trans-2-[4-(N-ethyl-N-(2-hydroxyethyl)amino)styryl]thiophene-5-carboxaldehyde
  参考文献：
  名称：

  Synthesis of a Thiophene‐Based Nonlinear Optical Chromophore

  摘要：

  This report details an eight-step synthesis of the thiophene-type nonlinear optical chromophore 1 in 38% overall yield. Only one early step required chromatography.

  DOI：

  10.1080/00397910600943444

文献信息

• US6864347B2
  申请人：——

  公开号：US6864347B2

  公开（公告）日：2005-03-08
• Synthesis and Properties of Chiral Chromophore-Functionalized Polybinaphthalenes for Nonlinear Optics:  Influence of Chromophore Concentration
  作者：Guy Koeckelberghs、Sonja Sioncke、Thierry Verbiest、Ine Van Severen、Isabel Picard、André Persoons、Celest Samyn

  DOI：10.1021/ma0351118

  日期：2003.12.1

  A series of chromophore-functionalized polybinaphthalenes have been prepared and characterized for their (nonlinear optical) properties. The polymers were prepared by direct polymerization using a Stille coupling between a bis(trimethyltin) compound and dibromo-substituted binaphthalene monomers. The chromophores were attached to the binaphthalene unit via an alkyl spacer. The influence of the chromophore concentration, spacer length, and number of chromophores per binaphthalene unit was studied. The typical treelike macromolecular architecture of these molecules gives rise to a unique behavior in the glass transition temperature, NMR, and nonlinear optical properties. The nonlinear optical response shows a continuous increase in function of the chromophore content. In this way, the nonlinear optical properties can be increased in a way that is not possible with other chromophore-functionalized polymer materials.
• Synthesis of a Thiophene‐Based Nonlinear Optical Chromophore
  作者：Matthew C. Davis、Richard A. Hollins、Brad Douglas

  DOI：10.1080/00397910600943444

  日期：2006.11.1

  This report details an eight-step synthesis of the thiophene-type nonlinear optical chromophore 1 in 38% overall yield. Only one early step required chromatography.