2,7-bis(chloromethyl)-9,9'-dihexyl-9H-fluorene | 608512-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7-bis(chloromethyl)-9,9'-dihexyl-9H-fluorene
• 英文别名: 2,7-bis(chloromethyl)-9,9-di-n-hexylfluorene；2,7-Bis(chloromethyl)-9,9-dihexylfluorene
• CAS: 608512-92-1
• 化学式: C₂₇H₃₆Cl₂
• 分子量: 431.489
• InChiKey: GQUZOZGCNOARNG-UHFFFAOYSA-N

物化性质

• 沸点：
  526.6±40.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,7-bis(chloromethyl)-9,9'-dihexyl-9H-fluorene 在 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 2,7-diethenyl-9,9-di-n-hexylfluorene
  参考文献：
  名称：

  Alternating Aromatic and Transannular Chromophores with and without Linker:  Effect of Transannular π−π Interaction on the Optical Property of Dithiaparacyclophane-based Copolymers

  摘要：

  A series of bithiophene-cyclophane (PPP-type), acetylene-fluorene-acetylene-cyclophane (PPE-type), and ethylene-fluorene-ethylene-cyclophane (PPV-type) copolymers, namely, 4-6, was synthesized via a nickel-catalyzed reaction, a palladium-catalyzed Sonagashira reaction, and a Heck coupling, respectively. Unlike in the fluorene-cyclophane copolymer 3, the transannular pi-pi interaction of the cylophane unit in copolymer 4 resulted in a significant blue shift in its emission spectrum compared to a reference polymer, giving it an essentially blue emitting light. By introducing an acetylene or ethylene linker in going from 3 to 5 or 6, the effective conjugation in the polymer backbone due to higher rigidity in coplanarity decreased the effect of the transannular pi-pi interaction. While the PPV-type copolymer 6 still exhibited an appreciable red shift in both absorption and emission with respect to a reference polymer, negligible shifts were observed for copolymer 5.

  DOI：

  10.1021/ma035902+
• 作为产物：
  描述：

  9,9-二己基-2,7-二溴代芴 在 氯化亚砜 、 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 11.0h， 生成 2,7-bis(chloromethyl)-9,9'-dihexyl-9H-fluorene
  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

• Poly(Arylenevinylene) and Poly(Heteroarylenevinylene) Light Emitting Polymers and Polymer Light-Emitting Devices
  申请人：Chen Zhikuan

  公开号：US20080272691A1

  公开（公告）日：2008-11-06

  The invention provides novel luminescent poly(arylenevinylene) and poly(heteroarylenevinylene) polymers. The polymers of the invention may be prepared as films and such films may be used as an emissive layer in polymeric light emitting devices. In one embodiment, a bulky aryl group is attached at position (2) of at least one phenylene ring of a poly(phenylenevinylene) backbone. In another embodiment, the bulky aryl is attached at position 3 of at least one 5-membered heteroarylene ring of a poly(heteroarylenevinylene) backbone.

  该发明提供了新型发光聚芳乙烯和聚杂芳乙烯聚合物。该发明的聚合物可以制备成薄膜，并且这些薄膜可以用作聚合物发光器件中的发光层。在一种实施方式中，一个笨重的芳基团附着在聚(苯乙烯乙烯基)主链的至少一个苯环的位置(2)上。在另一种实施方式中，笨重的芳基团附着在聚(杂芳乙烯乙烯基)主链的至少一个5元杂芳环的位置3上。
• POLY(ARYLENEVINYLENE) AND POLY(HETEROARYLENEVINYLENE) LIGHT EMITTING POLYMERS AND POLYMER LIGHT-EMITTING DEVICES
  申请人：Agency for Science, Technology and Research

  公开号：EP1812493A1

  公开（公告）日：2007-08-01
• EP1812493A4
  申请人：——

  公开号：EP1812493A4

  公开（公告）日：2008-12-31
• US8377570B2
  申请人：——

  公开号：US8377570B2

  公开（公告）日：2013-02-19
• [EN] POLY(ARYLENEVINYLENE) AND POLY(HETEROARYLENEVINYLENE) LIGHT EMITTING POLYMERS AND POLYMER LIGHT-EMITTING DEVICES<br/>[FR] POLYMERES ELECTROLUMINESCENTS DE POLY(ARYLENEVINYLENE) ET DE POLY(HETEROARYLENEVINYLENE) ET DISPOSITIFS ELECTROLUMINESCENTS POLYMERES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2006049579A1

  公开（公告）日：2006-05-11

  [EN] The invention provides novel luminescent poly(arylenevinylene) and poly(heteroarylenevinylene) polymers. The polymers of the invention may be prepared as films and such films may be used as an emissive layer in polymeric light emitting devices. In one embodiment, a bulky aryl group is attached at position (2) of at least one phenylene ring of a poly(phenylenevinylene) backbone. In another embodiment, the bulky aryl is attached at position 3 of at least one 5-membered heteroarylene ring of a poly(heteroarylenevinylene) backbone.
  [FR] La présente invention concerne de nouveaux polymères luminescents de poly(arylènevinylène) et de poly(hétéroarylènevinylène). Ces polymères peuvent être préparés sous forme de films qui peuvent être utilisés comme couche d'émission dans des dispositifs électroluminescents polymères. Dans un mode de réalisation, un groupe aryle gonflant est relié en position 2 à au moins un noyau phénylène d'un squelette de poly(phénylènevinylène). Dans un autre mode de réalisation, ledit aryle gonflant est relié en position 3 à au moins un noyau hétéroarylène à 5 éléments d'un squelette de poly(hétéroarylènevinylène).