2-溴-9,9-二丁基芴 | 88223-35-2

• 物质功能分类: 医药中间体 - OLED材料中间体
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: 2-溴-9,9-二丁基芴
• 英文名称: 2-bromo-9,9-dibutyl-9H-fluorene
• 英文别名: 2-bromo-9,9-dibutylfluorene
• CAS: 88223-35-2
• 化学式: C₂₁H₂₅Br
• 分子量: 357.334
• InChiKey: AVCNDQUBVOMMSL-UHFFFAOYSA-N

物化性质

• 熔点：
  55 °C
• 沸点：
  434.6±24.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2903999090
• 危险性防范说明：
  P305+P351+P338
• 危险性描述：
  H315,H319
• 储存条件：
  应存放在室温、密封和干燥的环境中。

反应信息

• 作为反应物：
  描述：

  2-溴-9,9-二丁基芴 在 硝酸 、 铁粉 、 氯化铵 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 5.17h， 生成 N-(7-bromo-9,9-dibutyl-9H-fluoren-2-yl)formamide
  参考文献：
  名称：

  Synthesis of fluorescent fluorene–isoindole-containing mono- and oligomers

  摘要：

  Novel fluorene-isoindole-containing light-emitting mono- and oligomers were prepared. The synthesis of the monomers N-(4-bromo-phenyl)-2-(7-bromo-9,9-diethylfluoren-2-yl)-isoindole-1-carboxamide, N-(7-bromo-9,9-dibutylfluoren-2-yl)-2-(7-bromo-9,9-dibutylfluoren-2-yl)-isoindole-1-carboxamide, and N-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-2-[7-bromo-9,9-bis(2-ethylhexyl)-fluoren-2-yl]-isoindole -1-carboxamide was carried out by a three-component reaction of ortho-phthalaldehyde with the corresponding amine and isocyanide partners. The Ni(0) mediated polymerization reactions of the obtained monomers gave the corresponding mixture of oligomers from two up to twelve repeat units. The optical properties were also studied and it was found that the phenylene-containing oligomer emitted green light in dichloromethane solution, while both difluorene-containing oligomers, under the same conditions, proved to be blue light-emitters with good quantum efficiency. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2014.04.018
• 作为产物：
  描述：

  芴 在 N-溴代丁二酰亚胺(NBS) 、 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 2-溴-9,9-二丁基芴
  参考文献：
  名称：

  A study of two thermostable NLO chromophores with different π-electron bridges using fluorene as the donor

  摘要：

  色团C2（下方）的电光性能优于色团C1（上方）。

  DOI：

  10.1039/c4nj01653j
• 作为试剂：
  描述：

  正溴丁烷 、 2-溴芴 以 2-溴-9,9-二丁基芴 为溶剂， 生成 2-溴-9,9-二丁基芴
  参考文献：
  名称：

  Electron transport agents for organic electronic devices

  摘要：

  提供了可用作有机电子器件中的电子传输剂的化合物和组合物。这些化合物是非聚合物，并且具有与末端帽基共轭的芳香核心。芳香核心包含一个苯基芳基或萘基芳基，具有一个包括—C═N—单元的异芳基团。

  公开号：

  US07271406B2

文献信息

• 플루오렌 구조를 갖는 신규한 광개시제 및 이를 포함하는 반응성 액정 조성물 및 감광성 조성물
  申请人：Aekyung Chemical Co., Ltd. 애경화학 주식회사(119980027256) Corp. No ▼ 110111-0293011BRN ▼113-81-08840

  公开号：KR101567837B1

  公开（公告）日：2015-11-11

  본 발명은 플루오렌 구조를 갖는 신규한 광개시제 및 이를 포함하는 반응성 액정 조성물 및 감광성 조성물에 관한 것으로, UV 광원에 대한 장파장 흡수율이 높아 내부 경화에 우수한 반응성을 보이며, 광감도 특성이 우수하여 반응 전환율이 높아 반응성 액정 조성물 및 감광성 조성물에서 상용성이 우수한 플루오렌 구조를 갖는 신규한 광개시제 및 이를 포함하는 반응성 액정 조성물 및 감광성 조성물에 관한 것이다.본 발명의 플루오렌구조를 갖는 신규한 광개시제 하기 [일반식]으로 표시되는 것을 특징으로 한다.[일반식] 상기 [일반식]에서 R1, R2는 서로 독립적으로 수소(이때, R1 및 R2가모두 수소는 아니다.), 하기 [화학식 1] 내지 [화학식 9]으로 표시되는 광개시 그룹중에서 어느 하나 선택되며, R3, R4 는 서로 독립적으로 수소, 불소, 탄소수가 1-6인 직쇄형 또는 분지형의 알킬이다.

  本发明涉及具有芴结构的新型光引发剂及包含其的反应性液晶组合物和感光性组合物，其对紫外光源的长波长吸收率高，表现出优异的内部硬化反应性，光敏特性优越，反应转化率高，具有优异的商业性能的具有芴结构的新型光引发剂及包含其的反应性液晶组合物和感光性组合物。本发明的具有芴结构的新型光引发剂具有以下特征[一般式]。在上述[一般式]中，R1，R2独立地表示氢（此时，R1和R2并非都是氢。），选择自[化学式1]至[化学式9]中的光引发基团之一，R3，R4独立地表示氢，氟，1-6个碳原子的直链或支链烷基。
• Facile synthesis and optoelectronic properties of N,N-difluorenevinylaniline-based molecules
  作者：Zhao-Min Lin、Chao Zheng、Jian-Jian Xiao、Run-Feng Chen、Ping Zhao、Juan Song、Zhong-Fu An、He Tian、Wei Huang

  DOI：10.1039/c2nj40051k

  日期：——

  A series of RGB molecules (FXs) with a tuneable light-emitting core and difluorenylamino-based peripheries were synthesized through the Heck coupling reaction in good yields. The intramolecular energy transfers and antenna effects were verified in this series of compounds. Strong photoluminescence (PL) from deep blue (∼415 nm) to saturated red (∼645 nm) was observed. The FXs exhibit good solubility and stability, high fluorescence quantum efficiency (up to 93% in THF and 73% in film), short lifetime (1.3–2.6 ns), and high charge injection and transport properties, revealed by both experimental measurements and theoretical calculations. The preliminary organic light-emitting diode devices exhibit only slightly blue-shifted electroluminescence in comparison with PL without stack characters. This full-colour emitting and solution-processable D–π-X–π-D star-burst molecules are highly attractive for organic optoelectronics.

  通过 Heck 偶联反应，高产率地合成了一系列具有可调发光核心和二芴氨基基团周边的 RGB 分子（FXs）。在这些化合物中验证了分子内能量转移和天线效应。观察到从深蓝色（～415 nm）到饱和红色（～645 nm）的强光致发光（PL）。FXs 表现出良好的溶解性和稳定性，高的荧光量子效率（在 THF 中高达 93%，在薄膜中高达 73%），短的寿命（1.3–2.6 ns），以及高的电荷注入和传输性能，这些通过实验测量和理论计算得以揭示。初步的有机发光二极管器件显示，与无堆叠特性的 PL 相比，其电致发光仅略有蓝移。这种全彩色发光和可溶液加工的 D–π-X–π-D 星爆分子对有机光电子学极具吸引力。
• Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles
  作者：Pradeep Kumar Reddy Panyam、Bharat Ugale、Thirumanavelan Gandhi

  DOI：10.1021/acs.joc.8b00264

  日期：2018.8.3

  designed fluorene-based mono- and bimetallic Pd–PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.

  合成了合理设计的基于芴的单金属和双金属Pd-PEPPSI配合物，并证明了对一锅顺序的吲哚α-芳基化/烷基化反应有效。这种简化的方法可在温和的反应条件下以优异的收率（高达89％）有效地获得官能化的3,3-二取代的羟吲哚。
• Pd-indenyl-diphosphine: an effective catalyst for the preparation of triarylamines
  作者：Meng-Qi Yan、Jia Yuan、Yun-Xiao Pi、Jin-Hua Liang、Yan Liu、Qing-Guo Wu、Xue Luo、Sheng-Hua Liu、Jian Chen、Xiao-Lei Zhu、Guang-Ao Yu

  DOI：10.1039/c5ob01934f

  日期：——

  A new Buchwald-type diphosphine ligand has been developed for applications in Pd-catalyzed amination reactions towards the preparation of triarylamines. The catalyst can be used to perform the amination of a diverse array of aryl and heteroaryl chlorides.

  已开发出一种新的布赫瓦尔德型二膦配体，用于钯催化的胺化反应，以制备三芳基胺。该催化剂可用于进行多种芳基和杂芳基氯化物的胺化。
• Porphyrin sensitizers with modified indoline donors for dye-sensitized solar cells
  作者：Heli Song、Jing Zhang、Jiamin Jin、Haifeng Wang、Yongshu Xie

  DOI：10.1039/c8tc00610e

  日期：——

  As a strong electron donor, indoline has been used in developing organic sensitizers for fabricating efficient dye-sensitized solar cells. Herein we report porphyrin dyes based on modified indoline donors. Firstly, XW29 and XW31 featured with a methylphenyl-substituted indoline and a bulkier dialkylfluorene-substituted indoline, respectively, are synthesized. XW31 exhibits a Jsc of 22.06 mA cm−2 as

  作为强电子给体，二氢吲哚已用于开发有机敏化剂，以制造有效的染料敏化太阳能电池。在这里，我们报告基于修饰的吲哚供体的卟啉染料。首先，合成分别具有甲基苯基取代的二氢吲哚和较大的二烷基芴取代的二氢吲哚的XW29和XW31。XW31呈现Ĵ SC的22.06毫安厘米-2作为与的21.26毫安厘米相比-2为XW29。因此，XW31的功率转换效率比XW29的10.14％更高。。在此基础上，为了进一步拓宽光谱响应，并入了苯并噻二唑（BTD）单元作为辅助电子受体，分别获得XW30和XW32。IPCE光谱因此成功扩展到850 nm。然而，由于可能加剧的染料聚集，电荷重组以及由BTD单元诱导的较不有效的染料再生，Ca的效率中等。获得8.6％。通过共吸附，XW30和XW32的效率提高到9.9％左右。这些结果通过将二烷基芴部分与二氢吲哚供体结合，为开发有效的卟啉染料提供了进一步的见识。