3-acetyl-1-phenyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde | 934420-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-acetyl-1-phenyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde
• 英文别名: (6-formyl-1-phenyl-3,4-dihydro-2H-quinolin-3-yl) acetate
• CAS: 934420-64-1
• 化学式: C₁₈H₁₇NO₃
• 分子量: 295.338
• InChiKey: KOKPHFBEAGUZHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-acetyl-1-phenyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde 在 sodium sulfate 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.58h， 生成 1-phenyl-3-propoxy-1,2,3,4-tetrahydroquinoline-6-carbaldehyde
  参考文献：
  名称：

  A structural study of 1-phenyl-1,2,3,4-tetrahydroquinoline-based dyes for solid-state DSSC applications

  摘要：

  D-pi-A architecture metal-free organic dyes, with a tetrahydroquinoline unit as electron donor, were designed and synthesized for solid-state dye-sensitized solar cells. The sensitizer series was designed to develop a structure-property relationship. These dyes are obtained from relatively cheap starting materials, without the use of expensive catalysts, rigorously anhydrous or oxygen-free conditions. The highest solid-state device conversion efficiency (eta) 33% (J(SC) = -5.9 mA cm(-2), V-OC = 780 mV) and fill factor FF = 0.72 under 100 mW cm(-2) (AM 1.5G) solar irradiation was achieved with dye D4 employing a hydrazone fragment as the spacer between the donor 3-alkoxy-1-phenyl-1,2,3,4-tetrahydroquinoline and the rhodanine acceptor of the sensitizer. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.01.010
• 作为产物：
  描述：

  二苯胺 在 三氯氧磷 作用下， 反应 4.0h， 生成 3-acetyl-1-phenyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde
  参考文献：
  名称：

  Hydrazones Possessing a Phenyl-1,2,3,4-tetrahydroquinoline Moiety as Hole Transporting Materials

  摘要：

  Hydrazones containing 1-phenyl-1,2,3,4-tetrahydroquinoline units were synthesized starting from diphenylamine. These compounds were found to constitute novel hole transporting materials and were characterized by the time of flight method. The hole drift mobility in these compounds exceeds 10(-6) cm(2) V-1 s(-1) at an electric field of 10(6) V cm(-1).

  DOI：

  10.1007/s00706-006-0529-6

文献信息

• Symmetrical azine-based polymers possessing 1-phenyl-1,2,3,4-tetrahydroquinoline moieties as materials for optoelectronics
  作者：Jolanta Ardaraviciene、Brone Barvainiene、Tadas Malinauskas、Vygintas Jankauskas、Kestutis Arlauskas、Vytautas Getautis

  DOI：10.1016/j.reactfunctpolym.2011.07.005

  日期：2011.10

  Abstract Glycidyl-terminated 3-hydroxy-1-phenyl-1,2,3,4-tetrahydroquinoline-6-carbaldehyde azine and its 4,4′-thiobisbenzenethiol, 2,5-dimercapto-1,3,4-thiadiazole, and 1,3-benzenedithiol copolymers were synthesized by multi-step synthetic route. The materials were examined by various techniques including differential scanning calorimetry, UV and fluorescence spectrometry as well as xerographic time

  摘要缩水甘油基封端的3-羟基-1-苯基-1,2,3,4-四氢喹啉-6-甲醛甲醛及其4,4'-硫代双苯硫醇，2,5-二巯基-1,3,4-噻二唑和通过多步合成路线合成了1,3-苯二硫醇共聚物。通过各种技术检查了材料，包括差示扫描量热法，紫外和荧光光谱法以及静电印刷飞行时间技术。通过电子光发射法测定，这些材料的电离电势在5.40-5.61 eV的范围内。在上述单体与4,4'-硫代双苯硫醇的加聚反应中获得的聚合物中观察到在10 6 V / cm电场下的空穴迁移率达到10 -6 cm 2 / V s。
• Synthesis of Aryl(hetero)methylene-1,3-indandione Based Molecular Glasses
  作者：Jolanta Stumbraite、Maryte Daskeviciene、Rimgaile Degutyte、Vygintas Jankauskas、Vytautas Getautis

  DOI：10.1007/s00706-007-0748-5

  日期：2007.12

  Novel glass-forming 2-(1-phenyl-1,2,3,4-tetrahydroquinoline-6-ylmethylene)-1,3-indandione derivatives were synthesized and their thermal properties were studied. The results of a preliminary investigation of the photoelectric properties of amorphous films of the title compounds are briefly reported. The ionization potential of these molecular glasses is ca. 5.6eV and the hole drift mobility exceeds 10(-8)cm(2)V(-1)s(-1) at strong electric fields.