(7-cyanomethyl-9,9'-dihexyl-9H-fluorene-2-yl)acetonitrile | 369370-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (7-cyanomethyl-9,9'-dihexyl-9H-fluorene-2-yl)acetonitrile
• 英文别名: 2,2'-(9,9-dihexylfluorene-2,7-diyl)diacetonitrile；2-[7-(Cyanomethyl)-9,9-dihexylfluoren-2-yl]acetonitrile
• CAS: 369370-70-7
• 化学式: C₂₉H₃₆N₂
• 分子量: 412.618
• InChiKey: IDWXSXZRASNUPA-UHFFFAOYSA-N

物化性质

• 沸点：
  567.6±40.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-吡啶甲醛 、 (7-cyanomethyl-9,9'-dihexyl-9H-fluorene-2-yl)acetonitrile 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以44%的产率得到9,9-dihexyl-2,7-bis(4-pyridylcyanovinyl)fluorene
  参考文献：
  名称：

  Photoluminescence Wavelength Control of Fluorene Derivatives through H-bonding and Protonation

  摘要：

  合成了一种氟苯单体，该单体由4-吡啶基氰乙烯基团（FL-CNPy）组成，并评估了FL-CNPy与各种（双）酸结合后的光致发光（PL）特性。由于吡啶末端基团与酸之间的氢键（H键）或质子化作用，PL发射峰值在460到557纳米之间变化，这取决于酸度（pKa）和（双）酸的类型。此外，调整FL-CNPy/(双)酸的比例可以在不修改材料的情况下调节PL发射波长。

  DOI：

  10.1246/cl.2009.298
• 作为产物：
  描述：

  9,9-二己基-2,7-二溴代芴 在 四丁基氟化铵 、 三溴化磷 、 二异丁基氢化铝 、 三乙胺 、 三苯基膦 、 palladium dichloride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 14.0h， 生成 (7-cyanomethyl-9,9'-dihexyl-9H-fluorene-2-yl)acetonitrile
  参考文献：
  名称：

  Design, Synthesis, and Electroluminescent Property of CN−Poly(dihexylfluorenevinylene) for LEDs

  摘要：

  A new green electrolumineseence polymer, CN-poly(dihexylfluorenevinylene) (CN-PDHFV), which denotes poly [(9,9-dihexyl-9H-fluorene-2,7-diyl)(1-cyanoethene-1,2-diyl)(9,9-dihexyl-9H-fluorene-2,7-diyl)(2-cyaoethene-1,2-diyl)], was synthesized by condensation polymerization utilizing the Knoevenagel reaction. The resulting polymer exhibits good solubility in common organic solvents such as chloroform, THF, and ODCB. The polymer is also easily cast on a glass plate to green film. The UV-vis spectrum of the polymer exhibits characteristically a broad absorption band at 440 nm. This polymer shows photoluminescence around lambda(max) = 535 nm (exciting wavelength 410 nm) and green electroluminescence around.. = 530 nm. The current-voltage-luminance (I-V-L) characteristics of the polymer show a turn-on voltage of 4.8 V and a brightness of 600 cd/m(2) at 5.8 V in the Al/polymer/PEDOT/ITO device. The highest efficiency was observed to be 0.85 1m/W at 5.6 V.

  DOI：

  10.1021/ma025862u

文献信息

• Photoluminescence Wavelength Control of Fluorene Derivatives through H-bonding and Protonation
  作者：Nobuhiro Kawatsuki、Yuta Minami、Joenghwan Lee

  DOI：10.1246/cl.2009.298

  日期：2009.3.5

  A fluorene monomer, which comprised 4-pyridylcyanovinyl groups (FL-CNPy), was synthesized, and the photoluminescence (PL) properties of FL-CNPy combined with various (di)acids were evaluated. Due to hydrogen (H)-bonding or protonation between the pyridine end groups and acids, the PL emission maxima varied from 460 to 557 nm according to the acidity (pKa) and type of (di)acid. Additionally, adjusting the ratio of FL-CNPy/(di)acid tuned the PL emission wavelength without modifying the materials.

  合成了一种氟苯单体，该单体由4-吡啶基氰乙烯基团（FL-CNPy）组成，并评估了FL-CNPy与各种（双）酸结合后的光致发光（PL）特性。由于吡啶末端基团与酸之间的氢键（H键）或质子化作用，PL发射峰值在460到557纳米之间变化，这取决于酸度（pKa）和（双）酸的类型。此外，调整FL-CNPy/(双)酸的比例可以在不修改材料的情况下调节PL发射波长。
• Design, Synthesis, and Electroluminescent Property of CN−Poly(dihexylfluorenevinylene) for LEDs
  作者：Youngeup Jin、Jeongmin Ju、Jinwoo Kim、Sungeun Lee、Jin Young Kim、Sung Heum Park、Se-Mo Son、Sung-Ho Jin、Kwanghee Lee、Hongsuk Suh

  DOI：10.1021/ma025862u

  日期：2003.9.1

  A new green electrolumineseence polymer, CN-poly(dihexylfluorenevinylene) (CN-PDHFV), which denotes poly [(9,9-dihexyl-9H-fluorene-2,7-diyl)(1-cyanoethene-1,2-diyl)(9,9-dihexyl-9H-fluorene-2,7-diyl)(2-cyaoethene-1,2-diyl)], was synthesized by condensation polymerization utilizing the Knoevenagel reaction. The resulting polymer exhibits good solubility in common organic solvents such as chloroform, THF, and ODCB. The polymer is also easily cast on a glass plate to green film. The UV-vis spectrum of the polymer exhibits characteristically a broad absorption band at 440 nm. This polymer shows photoluminescence around lambda(max) = 535 nm (exciting wavelength 410 nm) and green electroluminescence around.. = 530 nm. The current-voltage-luminance (I-V-L) characteristics of the polymer show a turn-on voltage of 4.8 V and a brightness of 600 cd/m(2) at 5.8 V in the Al/polymer/PEDOT/ITO device. The highest efficiency was observed to be 0.85 1m/W at 5.6 V.