11,12-difluoro-9,14-diphenyl-dibenzo[de,qr]tetracene | 1621434-56-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 11,12-difluoro-9,14-diphenyl-dibenzo[de,qr]tetracene
• 英文别名: 6,7-Difluoro-3,10-diphenylhexacyclo[10.10.2.02,11.04,9.016,24.019,23]tetracosa-1(22),2,4,6,8,10,12,14,16(24),17,19(23),20-dodecaene
• CAS: 1621434-56-7
• 化学式: C₃₆H₂₀F₂
• 分子量: 490.552
• InChiKey: PIQPVKSYTARVCB-UHFFFAOYSA-N

物化性质

• 熔点：
  337.1-337.8 °C
• 沸点：
  646.4±50.0 °C(predicted)
• 密度：
  1.328±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  38
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11,12-difluoro-9,14-diphenyl-dibenzo[de,qr]tetracene 、 2-氨基苯酚 在 sodium hydride 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 12.0h， 以24%的产率得到C₄₂H₂₅NO
  参考文献：
  名称：

  Synthesis, characterization and photocurrent behavior of asymmetrical heterotwistacenes

  摘要：

  Four novel pyrene-fused asymmetrical twistacenes (1-4) containing heteroatoms in the main frameworks were synthesized and their structures are characterized by using (HNMR)-H-1, C-13 NMR and mass spectrometry. Single crystal X-ray analysis shows that compound 1 has a twisted structure with the torsion angle of 26.39 degrees between pyrene moiety and naphthalene unit, and the terminal benzenedithiol group fold out of the naphthalene plane with dihedral angle of 53.10 degrees. Moreover, the effect of heteroatoms on their optical and electrochemical property was studied in detail. The fabricated devices based on 3 and 4 can produce steady photocurrent upon irradiation of a halogen lamp. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.12.025
• 作为产物：
  描述：

  2-氨基-4,5-二氟苯甲酸 、 9,11-diphenyl-10H-cyclopenta[e]pyren-10-one 在 异戊腈 作用下， 以 1,2-二氯乙烷 为溶剂， 以13%的产率得到11,12-difluoro-9,14-diphenyl-dibenzo[de,qr]tetracene
  参考文献：
  名称：

  Substituent effects in twisted dibenzotetracene derivatives: Blue emitting materials for organic light-emitting diodes

  摘要：

  A series of dibenzotetracene derivatives containing different substituents at the 11-,12-positions have been successfully synthesized and characterized. Single crystal X-ray analysis indicates that the new molecules have a twisted structure, which can effectively decrease the intermolecular aggregation in the solid-state. The effect of both substitueut and packing on the corresponding physical properties was also investigated. In addition, organic light-emitting diodes doped with 11,12-difluoro-9,14-diphenyl-dibenzo [de,qr]tetracene into the emitter 9,9'-(1,3-phenylene)bis-9H-carbazole were fabricated and exhibit good performance. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.07.007