1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione | 1428869-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione
• 英文别名: 1-(9-Ethyl-6,8-dimethylcarbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione；1-(9-ethyl-6,8-dimethylcarbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione
• CAS: 1428869-99-1
• 化学式: C₂₀H₁₈F₃NO₂
• 分子量: 361.364
• InChiKey: BJHSKHCYMOKOFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  39.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,10-菲罗啉 、 europium(III) chloride hexahydrate 、 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以68%的产率得到europium(III)(1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate)3[1,10-phenanthroline]
  参考文献：
  名称：

  Blue-light excitable europium(III) complex based on deprotonated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate and 1,10-phenanthroline

  摘要：

  A new beta-diketone ligand, 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione was synthesized by four step reaction (Suzuki-Miyaura cross-coupling, Cadogan cyclization, N-ethylation and Claisen condensation reaction) from 1-(4-bromo-3-nitrophenyl) ethanone and 3,5-dimthylphenylboronic acid. Deprotonated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate (L (1)) and 1,10-phenanthroline (phen) coordinated to europium ion to yield a new europium(III) complex, EuL3[phen]. The Eu(III) complex was characterized by elementary analysis, IR, H-1 NMR, C-13 NMR, UV-Vis absorption spectroscopy, thermogravimetric analysis (TGA) and photoluminescence measurements. TGA shows that the decomposition temperature of the complex EuL3[phen] is up to 320 degrees C. Photoluminescence measurement results indicate that the Eu(III) complex exhibits intense red emission and extends its excitation band blue light region. Red emission LEDs were successfully fabricated by precoating complex EuL3[phen] onto 460 nm blue-emitting InGaN chip. The europium complex based on depronated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate is a very interesting blue light excitable red emission material, which can be applied in many fields without UV radiation. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.10.026
• 作为产物：
  描述：

  1-(6, 8-dimethyl-9H-carbazol-2-yl)ethanone 在 potassium tert-butylate 、 sodium hydroxide 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 54.0h， 生成 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione
  参考文献：
  名称：

  Blue-light excitable europium(III) complex based on deprotonated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate and 1,10-phenanthroline

  摘要：

  A new beta-diketone ligand, 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione was synthesized by four step reaction (Suzuki-Miyaura cross-coupling, Cadogan cyclization, N-ethylation and Claisen condensation reaction) from 1-(4-bromo-3-nitrophenyl) ethanone and 3,5-dimthylphenylboronic acid. Deprotonated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate (L (1)) and 1,10-phenanthroline (phen) coordinated to europium ion to yield a new europium(III) complex, EuL3[phen]. The Eu(III) complex was characterized by elementary analysis, IR, H-1 NMR, C-13 NMR, UV-Vis absorption spectroscopy, thermogravimetric analysis (TGA) and photoluminescence measurements. TGA shows that the decomposition temperature of the complex EuL3[phen] is up to 320 degrees C. Photoluminescence measurement results indicate that the Eu(III) complex exhibits intense red emission and extends its excitation band blue light region. Red emission LEDs were successfully fabricated by precoating complex EuL3[phen] onto 460 nm blue-emitting InGaN chip. The europium complex based on depronated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate is a very interesting blue light excitable red emission material, which can be applied in many fields without UV radiation. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.10.026

文献信息

• Blue-light excitable europium(III) complex based on deprotonated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate and 1,10-phenanthroline
  作者：Sheng-Gui Liu、Rong-Kai Pan、Xiao-Ping Zhou、Xin-Lan Wen、Yi-Zhao Chen、Sheng Wang、Xiao-Bo Shi

  DOI：10.1016/j.ica.2012.10.026

  日期：2013.1

  A new beta-diketone ligand, 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dione was synthesized by four step reaction (Suzuki-Miyaura cross-coupling, Cadogan cyclization, N-ethylation and Claisen condensation reaction) from 1-(4-bromo-3-nitrophenyl) ethanone and 3,5-dimthylphenylboronic acid. Deprotonated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate (L (1)) and 1,10-phenanthroline (phen) coordinated to europium ion to yield a new europium(III) complex, EuL3[phen]. The Eu(III) complex was characterized by elementary analysis, IR, H-1 NMR, C-13 NMR, UV-Vis absorption spectroscopy, thermogravimetric analysis (TGA) and photoluminescence measurements. TGA shows that the decomposition temperature of the complex EuL3[phen] is up to 320 degrees C. Photoluminescence measurement results indicate that the Eu(III) complex exhibits intense red emission and extends its excitation band blue light region. Red emission LEDs were successfully fabricated by precoating complex EuL3[phen] onto 460 nm blue-emitting InGaN chip. The europium complex based on depronated 1-(9-ethyl-6,8-dimethyl-9H-carbazol-2-yl)-4,4,4-trifluorobutane-1,3-dionate is a very interesting blue light excitable red emission material, which can be applied in many fields without UV radiation. (C) 2012 Elsevier B. V. All rights reserved.