[4-((E)-2-Anthracen-9-yl-vinyl)-phenyl]-dimethyl-amine | 151415-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [4-((E)-2-Anthracen-9-yl-vinyl)-phenyl]-dimethyl-amine
• 英文别名: 4-[(E)-2-(9-Anthryl)ethenyl]-N,N-dimethylaniline；4-[(E)-2-anthracen-9-ylethenyl]-N,N-dimethylaniline
• CAS: 151415-30-4
• 化学式: C₂₄H₂₁N
• 分子量: 323.437
• InChiKey: YATJOUUMQREMEW-DTQAZKPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [4-((E)-2-Anthracen-9-yl-vinyl)-phenyl]-dimethyl-amine 以 甲苯 为溶剂， 生成 [4-((E)-2-Anthracen-9-yl-vinyl)-phenyl]-dimethyl-amine
  参考文献：
  名称：

  具有给电子和受电子取代基的反式-1-（9-蒽基）-2-（4-R-苯基）乙烯的激发态性质[R = N（CH3）2，OCH3，CH3，Br，CN，和NO2]

  摘要：

  The der-ay pathways of the lowest excited singlet state (1t*) of trans-1-(9-anthryl)-2-(4-R-phenyl)ethylenes (trans-R-StAs, where R = N(CH3)2, OCH3, CH3, Br, CN, and NO2 On the 4-Position of the styryl) were studied in solution at room and low temperatures. Fluorescence lifetime (tau(f)) and quantum yield (PHI(f)) as well as the yield (PHI(T)) and spectral and kinetic properties of the lowest triplet state were determined by steady-state and transient techniques. The solvent polarity has a large effect on the Stokes shift for (H3C)2N- and O2N-StA, the two derivatives with the strongest electron-donating and -accepting substituents. The smallest changes in PHI(f) and PHI(T), in comparison with the case of parent 9-StA, are caused by the Br or CH3 groups. For O2N- and (H3C)2N-StA, and to a lesser degree for NC- and H3CO-StA, PHI(f) and tau(f) become significantly smaller with increasing solvent polarity. Efficient deactivation by charge transfer via an excited singlet state with essentially trans configuration (A*) is proposed for these derivatives. The 1t* --> A* relaxation pathway in polar solvents is activated and competes with fluorescence and intersystem crossing. For NC-, H3CO-, and (H3C)2N-StA at room temperature trans --> cis photoisomerization occurs with substantial quantum yield (PHI(t --> c)) in those solvents in which the presence of the postulated A*-state efficiency reduces fluorescence and intersystem crossing. A contribution of a triplet mechanism to trans --> cis photoisomerization can be excluded throughout. A special case is O2N-StA, which exhibits virtually no photochemistry in both nonpolar and polar solvents, but PHI(t --> c) is up to 0.2 in slightly polar solvents, e.g., toluene.

  DOI：

  10.1021/j100145a012
• 作为产物：
  描述：

  9-氯甲基蒽 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.0h， 生成 [4-((E)-2-Anthracen-9-yl-vinyl)-phenyl]-dimethyl-amine
  参考文献：
  名称：

  具有给电子和受电子取代基的反式-1-（9-蒽基）-2-（4-R-苯基）乙烯的激发态性质[R = N（CH3）2，OCH3，CH3，Br，CN，和NO2]

  摘要：

  The der-ay pathways of the lowest excited singlet state (1t*) of trans-1-(9-anthryl)-2-(4-R-phenyl)ethylenes (trans-R-StAs, where R = N(CH3)2, OCH3, CH3, Br, CN, and NO2 On the 4-Position of the styryl) were studied in solution at room and low temperatures. Fluorescence lifetime (tau(f)) and quantum yield (PHI(f)) as well as the yield (PHI(T)) and spectral and kinetic properties of the lowest triplet state were determined by steady-state and transient techniques. The solvent polarity has a large effect on the Stokes shift for (H3C)2N- and O2N-StA, the two derivatives with the strongest electron-donating and -accepting substituents. The smallest changes in PHI(f) and PHI(T), in comparison with the case of parent 9-StA, are caused by the Br or CH3 groups. For O2N- and (H3C)2N-StA, and to a lesser degree for NC- and H3CO-StA, PHI(f) and tau(f) become significantly smaller with increasing solvent polarity. Efficient deactivation by charge transfer via an excited singlet state with essentially trans configuration (A*) is proposed for these derivatives. The 1t* --> A* relaxation pathway in polar solvents is activated and competes with fluorescence and intersystem crossing. For NC-, H3CO-, and (H3C)2N-StA at room temperature trans --> cis photoisomerization occurs with substantial quantum yield (PHI(t --> c)) in those solvents in which the presence of the postulated A*-state efficiency reduces fluorescence and intersystem crossing. A contribution of a triplet mechanism to trans --> cis photoisomerization can be excluded throughout. A special case is O2N-StA, which exhibits virtually no photochemistry in both nonpolar and polar solvents, but PHI(t --> c) is up to 0.2 in slightly polar solvents, e.g., toluene.

  DOI：

  10.1021/j100145a012

文献信息

• Novel thiophene-containing compound and thiophene-containing compound polymer, organic electroluminescent device, production method thereof, and image display medium
  申请人：Ohba Yoshihiro

  公开号：US20100133995A1

  公开（公告）日：2010-06-03

  An organic electroluminescent device with a pair of electrodes having an anode and a cathode, and one or more organic compound layers disposed therebetween. One of the anode or the cathode is transparent or semitransparent. One of the organic compound layers includes a charge-transporting polyester having a repeating structure containing at least one structure selected from the structures represented by the following formulae as a partial structure: Ar represents an unsubstituted monovalent phenyl group, an unsubstituted monovalent polynuclear aromatic hydrocarbon having 2 to 10 aromatic rings, an unsubstituted monovalent fused aromatic hydrocarbon having 2 to 10 aromatic rings, or an unsubstituted monovalent fused aromatic hydrocarbon having 2 to 10 aromatic rings, or an unsubstituted monovalent aromatic heterocyclic ring; X represents a group represented by the following formula (II); T represents a bivalent straight-chain hydrocarbon group having 1 to 6 carbon atoms; k represents O; and l represents 1: R 1 and R 2 each represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group; and n represents an integer of 1 to 10.
• US4486519A
  申请人：——

  公开号：US4486519A

  公开（公告）日：1984-12-04
• US6156466A
  申请人：——

  公开号：US6156466A

  公开（公告）日：2000-12-05
• US7910748B2
  申请人：——

  公开号：US7910748B2

  公开（公告）日：2011-03-22
• Excited-state properties of trans-1-(9-anthryl)-2-(4-R-phenyl)ethylenes with electron-donating and -accepting substituents [R = N(CH3)2, OCH3, CH3, Br, CN, and NO2]
  作者：Licheng Sun、Helmut Goerner

  DOI：10.1021/j100145a012

  日期：1993.10

  The der-ay pathways of the lowest excited singlet state (1t*) of trans-1-(9-anthryl)-2-(4-R-phenyl)ethylenes (trans-R-StAs, where R = N(CH3)2, OCH3, CH3, Br, CN, and NO2 On the 4-Position of the styryl) were studied in solution at room and low temperatures. Fluorescence lifetime (tau(f)) and quantum yield (PHI(f)) as well as the yield (PHI(T)) and spectral and kinetic properties of the lowest triplet state were determined by steady-state and transient techniques. The solvent polarity has a large effect on the Stokes shift for (H3C)2N- and O2N-StA, the two derivatives with the strongest electron-donating and -accepting substituents. The smallest changes in PHI(f) and PHI(T), in comparison with the case of parent 9-StA, are caused by the Br or CH3 groups. For O2N- and (H3C)2N-StA, and to a lesser degree for NC- and H3CO-StA, PHI(f) and tau(f) become significantly smaller with increasing solvent polarity. Efficient deactivation by charge transfer via an excited singlet state with essentially trans configuration (A*) is proposed for these derivatives. The 1t* --> A* relaxation pathway in polar solvents is activated and competes with fluorescence and intersystem crossing. For NC-, H3CO-, and (H3C)2N-StA at room temperature trans --> cis photoisomerization occurs with substantial quantum yield (PHI(t --> c)) in those solvents in which the presence of the postulated A*-state efficiency reduces fluorescence and intersystem crossing. A contribution of a triplet mechanism to trans --> cis photoisomerization can be excluded throughout. A special case is O2N-StA, which exhibits virtually no photochemistry in both nonpolar and polar solvents, but PHI(t --> c) is up to 0.2 in slightly polar solvents, e.g., toluene.