4,4′-oxybis(1-bromo-2-methylbenzene) | 55047-12-6

• 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: 4,4′-oxybis(1-bromo-2-methylbenzene)
• 英文别名: bis-(4-bromo-3-methyl-phenyl)-ether；4.4'-Dibrom-di-m-tolylaether；Bis-(4-brom-3-methyl-phenyl)-aether；4.4'-Dibrom-3.3'-dimethyl-diphenyl-aether；1-Bromo-4-(4-bromo-3-methylphenoxy)-2-methylbenzene
• CAS: 55047-12-6
• 化学式: C₁₄H₁₂Br₂O
• 分子量: 356.057
• InChiKey: KZVIBBOLOFGHBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,4′-oxybis(1-bromo-2-methylbenzene) 、 联硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以60%的产率得到2,2′-(oxybis(2-methyl-4,1-phenylene))bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
  参考文献：
  名称：

  Red-Emitting Thermally Activated Delayed Fluorescence Polymers with Poly(fluorene-co-3,3′-dimethyl diphenyl ether) as the Backbone

  摘要：

  A series of red-emitting thermally activated delayed fluorescence (TADF) polymers have been designed and synthesized based on poly(fluorene-co-3,3'-dimethyl diphenyl ether) (PFDMPE) as the backbone. Compared with polyfluorene (PF, 2.16 eV), the introduction of 3,3'-dimethyl diphenyl ether into the main chain of PFDMPE leads to the increased triplet energy of 2.58 eV, which is higher enough than the tethered red TADF guest (2.13 eV) to prevent the unwanted triplet energy back-transfer. Meanwhile, there is a good overlap between the absorption spectrum of the red guest and the photoluminescence (PL) spectrum of the polymeric host, ensuring the efficient energy transfer from host to guest. Consequently, the resultant polymers PFDMPE-R01 to PFDMPE-R10 in solid states show obvious red TADF properties with delayed fluorescence lifetimes of 126-191 mu s and PL quantum yields of 0.18-0.55. Among them, PFDMPE-R05 obtains the best device performance, revealing a bright red electroluminescence peaked at 606 nm and a promising current efficiency of 10.3 cd/A (EQE = 5.6%). The results compete well with those of red phosphorescent polymers and indicate that PFDMPE other than PF is a suitable polymeric host for the construction of efficient red TADF polymers.

  DOI：

  10.1021/acs.macromol.8b02050
• 作为产物：
  描述：

  二-间甲苯基醚 在 二硫化碳 、 溴 、 碘 作用下， 生成 4,4′-oxybis(1-bromo-2-methylbenzene)
  参考文献：
  名称：

  Mailhe; Murat, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1912, vol. 154, p. 603

  摘要：

  DOI：