2-bromo-9,9-diallyl-fluorene | 1120336-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-bromo-9,9-diallyl-fluorene
• 英文别名: 2-Bromo-9,9-bis(prop-2-enyl)fluorene
• CAS: 1120336-03-9
• 化学式: C₁₉H₁₇Br
• 分子量: 325.248
• InChiKey: YWKXDVWVTCIKGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 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-bromo-9,9-diallyl-fluorene 在 2,2'-联吡啶 、 bis(1,5-cyclooctadiene)nickel (0) 作用下， 以 甲苯 为溶剂， 反应 0.33h， 以77%的产率得到
  参考文献：
  名称：

  Low threshold amplified spontaneous emission and ambipolar charge transport in non-volatile liquid fluorene derivatives

  摘要：

  观察到了在新型高荧光液态芴衍生物中的双极电荷传输和低阈值放大自发辐射。

  DOI：

  10.1039/c5cc08331a
• 作为产物：
  描述：

  2-溴芴 、 3-溴丙烯 在 苄基三乙基氯化铵 、 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 5.0h， 以79%的产率得到2-bromo-9,9-diallyl-fluorene
  参考文献：
  名称：

  Low threshold amplified spontaneous emission and ambipolar charge transport in non-volatile liquid fluorene derivatives

  摘要：

  观察到了在新型高荧光液态芴衍生物中的双极电荷传输和低阈值放大自发辐射。

  DOI：

  10.1039/c5cc08331a

文献信息

• Novel spiro-fluorenes from tandem radical addition for liquid crystalline monodisperse conjugated oligomers
  作者：Xiaojie Zhang、Laju Bu、Yao Qu、Lixiang Wang、Yanhou Geng、Fosong Wang

  DOI：10.1039/b811830b

  日期：——

  3′-Nonafluorobutylmethyl-4′-methyl-spiro[cyclopentyl-9,1′]fluorenes were successfully synthesized via tandem radical-addition reactions between 9,9-diallylfluorenes and perfluorobutyl iodide in the presence of a radical initiator followed by reduction under mild conditions. Single crystal analysis indicates that two substituents at 3,4-positions of cyclopentane are in a maleinoid form. Accordingly, four oligo(fluorene-co-bithiophene)s with the same molecular length of ∼10 nm (7 fluorene units and 12 thiophene units) containing one to three novel spiro-fluorene units were synthesized. The introduction of the spiro-fluorene units results in noticeable enhancement of both glass transition temperature (Tg) and clearing point temperature (Tc) of the oligomers, but has little effect on their photophysical properties. Exchanging three 9,9-dioctylfluorene units with 3′-nonafluorobutylmethyl-4′-methyl-spiro[cyclopentyl-9,1′] fluorene units results in a 37 °C enhancement of Tg and a 61 °C enhancement of Tc. All these results indicate that this new spiro-fluorene unit is an attractive building block for liquid crystalline conjugated polymers/oligomers with both high Tg and Tc.

  在一种自由基引发剂存在下，9,9-二烯丙基芴与全氟丁基碘化物发生串联自由基加成反应，然后在温和条件下进行还原，成功合成了 3′-Nonafluorobutylmethyl-4′-methyl-spiro[cyclopentyl-9,1′]fluorenes。单晶分析表明，环戊烷 3,4 位上的两个取代基呈马来酰胺形式。因此，我们合成了四种分子长度相同的低聚（芴-共噻吩）化合物（7 个芴单元和 12 个噻吩单元），它们都含有 1 至 3 个新型螺芴单元。引入螺芴单元可显著提高低聚物的玻璃化转变温度（Tg）和澄明点温度（Tc），但对其光物理性质影响不大。用 3′-全氟丁基甲基-4′-甲基螺[环戊基-9,1′]芴单元交换三个 9,9-二辛基芴单元，可使 Tg 提高 37 ℃，Tc 提高 61 ℃。所有这些结果表明，这种新的螺芴单元是一种具有高 Tg 和 Tc 的液晶共轭聚合物/高分子的有吸引力的构筑基块。
• Non-conjugated polymeric perarylated boranes, use thereof as organically semiconductor transmitters and/or transport materials, methods for producing same and uses thereof
  申请人：Kanitz Andreas

  公开号：US20060229431A1

  公开（公告）日：2006-10-12

  A K type of copolyarylborane: wherein hydrogen atoms are bonded to the ends; Ar n represents at least one of Ar 1 , Ar 2 , and Ar 3 ; each of Ar 1 and Ar 2 represents an arylene radical; Ar 3 represents an heteroaromatic arylene radical; Ar 1 has a π electron density of no less than that of benzene; Ar 2 is capable of hole transport; Ar 3 has a π electron density of no greater than that of benzene and less than that of Ar 1 ; x, y, and z respectively represent the molar parts of Ar 1 , Ar 2 , and Ar 3 ; each of x, y, and z is in the range of 0-1, and x+y+z=1; and R represents an aryl radical. This K type of copolyarylborane may be of use for organic light-emitting diodes (OLEDs), organic solar cells, organic photodetectors, and organic field-effect transistors.

  一种K型共聚芳基硼烷：其中氢原子与末端键合；Arn代表Ar1，Ar2和Ar3中的至少一个；Ar1和Ar2各代表一个芳基烃基；Ar3代表一个杂环芳基烃基；Ar1具有不低于苯的π电子密度；Ar2能够进行空穴传输；Ar3的π电子密度不大于苯且小于Ar1；x、y和z分别代表Ar1、Ar2和Ar3的摩尔部分；x、y和z均在0-1范围内，且x+y+z=1；R代表一个芳基基团。这种K型共聚芳基硼烷可用于有机发光二极管（OLEDs）、有机太阳能电池、有机光电探测器和有机场效应晶体管。
• Polymeric, phosphorescent, organically semi-conductive emitter materials based on perarylated boranes, method for their production and use thereof
  申请人：Kanitz Andreas

  公开号：US20070191587A1

  公开（公告）日：2007-08-16

  The invention relates to luminescent compounds with semi-conducting properties, as well as their production and their use in organic light-emitting diodes (OLEDs). The compounds are copolymers comprising a metal complex with a central atom from subgroup 8 of the periodic table of elements.

  本发明涉及具有半导体性质的发光化合物，以及它们的生产和在有机发光二极管（OLED）中的使用。这些化合物是共聚物，包括来自元素周期表第8亚族的中心原子的金属配合物。
• PORPHYRIN COPOLYMER CONTAINING QUINOXALINE UNIT, PREPARATION METHOD AND USES THEREOF
  申请人：Zhou Mingjie

  公开号：US20130059994A1

  公开（公告）日：2013-03-07

  A porphyrin copolymer containing quinoxaline unit, preparation method and uses thereof are disclosed. The copolymer has the structural formula (I), wherein R 1 , R 2 , R 3 , R 4 are selected from C 1 ˜C 32 alkyl groups, and n is an integer between 1 and 100. The copolymer is useful in the fields of solar battery and the like.

  本发明公开了一种含有喹啉单元的卟啉共聚物、制备方法及其用途。该共聚物的结构式（I）中，R1、R2、R3、R4为选自C1~C32烷基的基团，n为1~100之间的整数。该共聚物在太阳能电池等领域有用。
• PORPHYRIN COPOLYMER CONTAINING THIENOTHIADIAZOLE UNITS, PREPARATION METHOD AND USES THEREOF
  申请人：Ocean's King Lighting Science&Technology Co., Ltd.

  公开号：EP2578615A1

  公开（公告）日：2013-04-10

  A porphyrin copolymer containing thienothiadiazole units, preparation method and uses thereof are disclosed. The copolymer has the structural formula (I), wherein: R1, R2, R3, R4 are same or different and each represents a C1-C32 alkyl; n is an integer of 1-100. The copolymer comprises fluorene units, thienothiadiazole units and porphyrin units, which enhance the density of electron cloud in copolymer skeleton, make the band-gap of the copolymer become narrow, thereby broaden the spectral response range of the copolymer, and improve the photoelectric transformation efficiency.

  本发明公开了一种含有噻吩噻二唑单元的卟啉共聚物及其制备方法和用途。该共聚物具有结构式（I），其中R1、R2、R3、R4 相同或不同，各自代表 C1-C32 烷基；n 为 1-100 的整数。该共聚物由芴单元、噻吩噻二唑单元和卟啉单元组成，提高了共聚物骨架中电子云的密度，使共聚物的带隙变窄，从而拓宽了共聚物的光谱响应范围，提高了光电转换效率。