2,7-diethynyl-9,9-(3,7-dimethyloctyl)fluorene | 1395226-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-diethynyl-9,9-(3,7-dimethyloctyl)fluorene
• 英文别名: 9,9-Bis(3,7-dimethyloctyl)-2,7-diethynylfluorene；9,9-bis(3,7-dimethyloctyl)-2,7-diethynylfluorene
• CAS: 1395226-23-9
• 化学式: C₃₇H₅₀
• 分子量: 494.804
• InChiKey: IOHZCNWQSLRHPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  37
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,7-bis(trimethylsilylethynyl)-9,9-bis(3,7-dimethyloctyl)fluorene 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以86%的产率得到2,7-diethynyl-9,9-(3,7-dimethyloctyl)fluorene
  参考文献：
  名称：

  Altering the Conjugation Pathway for Improved Performance of Benzobisoxazole-Based Polymer Guest Emitters in Polymer Light-Emitting Diodes

  摘要：

  Benzobisoxazoles (BBOs) are known to increase the electron affinities and improve the electron transporting properties of materials containing them. However, BBO copolymers generally do not perform well as emissive guests in guest-host PLEDs due to inefficient Forster resonance energy transfer (FRET) between host and guest. The incomplete FRET results in a large amount of host emission and limits the potential efficiencies of the devices. In all previously reported BBO copolymers, the conjugation pathway was through the oxazole rings. Herein we report six new BBO copolymers with backbone connectivity directly on the central benzene ring, resulting in a conjugation pathway for the polymers that is perpendicular to the previously reported pathway. Guest-host PLEDs made using these polymers show that the new conjugation pathway improves FRET between the poly(N-vinylcarbazole) host and the BBO-containing polymer guest. Because of highly efficient FRET, no host emission is observed even at lower guest concentrations. The improved energy transfer results in devices with luminous efficiencies up to 3.1 Cd/A, a 3-fold improvement over previously reported BBO-based PLEDs. These results indicate that the conjugation pathway plays a critical role in designing emissive materials for guest-host PLEDs.

  DOI：

  10.1021/ma300821m

文献信息

• Altering the Conjugation Pathway for Improved Performance of Benzobisoxazole-Based Polymer Guest Emitters in Polymer Light-Emitting Diodes
  作者：Jeremy J. Intemann、Emily S. Hellerich、Brian C. Tlach、Monique D. Ewan、Charles A. Barnes、Achala Bhuwalka、Min Cai、Joseph Shinar、Ruth Shinar、Malika Jeffries-EL

  DOI：10.1021/ma300821m

  日期：2012.9.11

  Benzobisoxazoles (BBOs) are known to increase the electron affinities and improve the electron transporting properties of materials containing them. However, BBO copolymers generally do not perform well as emissive guests in guest-host PLEDs due to inefficient Forster resonance energy transfer (FRET) between host and guest. The incomplete FRET results in a large amount of host emission and limits the potential efficiencies of the devices. In all previously reported BBO copolymers, the conjugation pathway was through the oxazole rings. Herein we report six new BBO copolymers with backbone connectivity directly on the central benzene ring, resulting in a conjugation pathway for the polymers that is perpendicular to the previously reported pathway. Guest-host PLEDs made using these polymers show that the new conjugation pathway improves FRET between the poly(N-vinylcarbazole) host and the BBO-containing polymer guest. Because of highly efficient FRET, no host emission is observed even at lower guest concentrations. The improved energy transfer results in devices with luminous efficiencies up to 3.1 Cd/A, a 3-fold improvement over previously reported BBO-based PLEDs. These results indicate that the conjugation pathway plays a critical role in designing emissive materials for guest-host PLEDs.