9-((1,1'-biphenyl)-2-yl)-2,7-dibromo-9H-fluoren-9-ol | 171408-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 9-((1,1'-biphenyl)-2-yl)-2,7-dibromo-9H-fluoren-9-ol
• 英文别名: 9-(2-Biphenylyl)-2,7-dibromo-9-fluorenol；2,7-dibromo-9-(2-phenylphenyl)fluoren-9-ol
• CAS: 171408-85-8
• 化学式: C₂₅H₁₆Br₂O
• 分子量: 492.209
• InChiKey: UVFHVMMGEWRPFP-UHFFFAOYSA-N

物化性质

• 沸点：
  622.2±55.0 °C(Predicted)
• 密度：
  1.610±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-((1,1'-biphenyl)-2-yl)-2,7-dibromo-9H-fluoren-9-ol 在 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 以99 %的产率得到2,7-二溴-9,9'-螺二芴
  参考文献：
  名称：

  超强酸促进 9,9'-螺二芴和相关氮杂和二氮杂螺环的合成

  摘要：

  通过分子内 Friedel-Crafts 反应，使用布朗斯台德超强酸三氟甲磺酸 (CF 3 SO 3 H) ，以高产率制备了多种 9,9'-螺二芴和相关的氮杂螺环和二氮杂螺环。与较弱的 Brønsted 酸相比，超强酸始终提供更高的产率和更短的反应时间，并且无需加热。当在转化过程中产生双阳离子亲电中间体时，超强酸特别有效，例如二氮杂螺环合成。

  DOI：

  10.1021/acs.joc.2c01880
• 作为产物：
  描述：

  2-硝基联苯 在 盐酸 、 5% Pd(II)/C(eggshell) 、 氢气 、 碘 、 magnesium 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 20.0 ℃ 、506.66 kPa 条件下， 反应 26.25h， 生成 9-((1,1'-biphenyl)-2-yl)-2,7-dibromo-9H-fluoren-9-ol
  参考文献：
  名称：

  Sterically Encumbered Fluorene-Based Poly(arylene ether)s Containing Spiro-Annulated Substituents on the Main Chain

  摘要：

  Two novel fluorene based bisphenol monomers containing spiro annulated substituents on the middle biphenylene moiety have been synthesized in this study Through reacting with four 2-trifluoromethyl-activated bisfluoro monomers, two monomers were converted into a series of fluorene based poly(arylene ether)s by nucleophilic displacement of the fluorine atoms on the terminal benzene ring of bisfluoro monomers The obtained polymers exhibit weight average molecular weight up to 2 41 x 10(5) g/mol in GPC Thermal analysis studies indicated that these polymers did not show melting endotherms but did show ultrahigh T-g values up to 356 degrees C in DSC and outstanding thermal stability up to 643 degrees C for 5% weight loss in TGA under nitrogen atmosphere The polymers are soluble in a wide range of organic solvents, THF CHCl3, NMP DMAc DMF toluene, etc, and are insoluble in DMSO and acetone at room temperature Transparent and flexible films were easily prepared by solution casting from chloroform solution of each of the polymers

  DOI：

  10.1021/ma102093t

文献信息

• LUMINESCENT COMPOUNDS AND ELECTROLUMINESCENT DEVICE USING THE SAME
  申请人：Choi Il-Won

  公开号：US20110054229A1

  公开（公告）日：2011-03-03

  The present invention relates to organic electroluminescent compounds and organic electroluminescent devices employing the same. More specifically, the invention relates to organic electroluminescent compounds containing an anthracenyl group or an aryl group having an anthracenyl substituent m the aryl ring of fluorene or indenofluorene, as a blue electroluminescent material in an organic electroluminescent layer. The electroluminescent compounds according to the invention exhibit high luminous efficiency and excellent life property, so that an OLED device having very good operation lifetime can be prepared therefrom.

  本发明涉及有机电致发光化合物和采用这些化合物的有机电致发光器件。更具体地，该发明涉及含有蒽基或在芴或间芴芴环的芳基上具有蒽基取代基的有机电致发光化合物，作为有机电致发光层中的蓝色电致发光材料。根据本发明的电致发光化合物表现出高发光效率和优异的寿命特性，因此可以制备出具有非常良好操作寿命的OLED器件。
• Fluorene-Carbazole Dendrimers: Synthesis, Thermal, Photophysical and Electroluminescent Device Properties
  作者：Ozlem Usluer、Serafettin Demic、Daniel A. M. Egbe、Eckhard Birckner、Cem Tozlu、Almantas Pivrikas、Alberto Montaigne Ramil、Niyazi Serdar Sariciftci

  DOI：10.1002/adfm.201001153

  日期：2010.12.8

  spiro(cylododecane‐fluorene) as the core unit and different numbers of carbazole and thiophene moieties as the peripheral groups are synthesized. All the dendrimers are characterized by 1H NMR, 13C NMR, FTIR, UV–vis, PL spectroscopy, and MALDI‐TOF. They are thermally stable with high glass transition and decomposition temperatures and exhibit chemically reversible redox processes. They are used as the hole‐transporting

  合成了以二辛基芴，螺双（芴）和螺（环十二烷-芴）为核心单元，不同数量的咔唑和噻吩部分作为外围基团的新型空穴传输树枝状分子。所有的树枝状分子均通过1 H NMR，13 C NMR，FTIR，UV-vis，PL光谱和MALDI-TOF进行表征。它们在高玻璃化转变和分解温度下具有热稳定性，并具有化学可逆的氧化还原过程。它们被用作多层有机发光二极管（OLED）的空穴传输层（HTL）材料，该有机发光二极管的导通电压低，约为2.5 V，发绿色光，其最大亮度约为25400 cd m -2。
• 신규한 스피로바이플루오렌 타입 유기화합물 및 상기 유기화합물을 포함하는 유기전계발광소자
  申请人：Material Science Co.,Ltd. 머티어리얼사이언스 주식회사(120140105760) Corp. No ▼ 110111-5313103BRN ▼119-86-82197

  公开号：KR101555155B1

  公开（公告）日：2015-09-22

  본 발명은 하기 화학식 1로 표시되는 신규한 유기화합물 및 상기 유기화합물을 포함하여 구성되는 유기전계발광소자를 제공한다: [ 화학식1 ]

  本发明提供了一种包括新的有机化合物，其表示为化学式1，以及包括所述有机化合物的有机电致发光器件。【化学式1】
• A highly fluorescent water soluble spirobifluorene dye with a large Stokes shift: synthesis, characterization and bio-applications
  作者：Friederike Schlüter、Kristina Riehemann、Nermin Seda Kehr、Silvio Quici、Constantin G. Daniliuc、Fabio Rizzo

  DOI：10.1039/c7cc08761f

  日期：——

  The first water-soluble spirobifluorene derivative has been synthesized, which exhibits high fluorescence quantum yield and a large Stokes shift (>100 nm). Proteins induce changes in the emission color, allowing to reach the nanomolar detection limit. Cellular uptake and cytotoxicity studies in living cells revealed its biocompatibility, indicating potential application for live cell imaging.

  已经合成了第一种水溶性螺二芴衍生物，其表现出高的荧光量子产率和大的斯托克斯位移（＞ 100nm）。蛋白质会引起发射颜色的变化，从而达到纳摩尔检测极限。在活细胞中的细胞摄取和细胞毒性研究显示了其生物相容性，表明其在活细胞成像中的潜在应用。
• Ter(9,9-diarylfluorene)s:  Highly Efficient Blue Emitter with Promising Electrochemical and Thermal Stability
  作者：Ken-Tsung Wong、Yuh-Yih Chien、Ruei-Tang Chen、Chung-Feng Wang、Yu-Ting Lin、Huo-Hsien Chiang、Ping-Yuan Hsieh、Chung-Chih Wu、Chung Hsien Chou、Yuhlong Oliver Su、Gene-Hsiang Lee、Shie-Ming Peng

  DOI：10.1021/ja0269587

  日期：2002.10.1

  fluorene was highly beneficial to the thermal and morphological stability of these oligomers. These terfluorenes exhibit intense blue fluorescence with excellent quantum yields both in solution ( approximately 100%) and in solid state (66-90%), and possess interesting reversible redox properties. Highly efficient blue light-emitting OLED devices were fabricated using 4aa and 4cc as emitters as well as

  通过 2-溴芴 (1) 和 2,7-氟代硼酸酯衍生物 (3) 的 Suzuki 偶联反应合成了新的三 (9,9-二芳基芴)，具有高分离产率 (63-86%)。ter(9,9'-spirobifluorene) (4aa) 的 X 射线结构分析表明共轭发色团采用螺旋构象。这种构象有效地释放芴部分之间的空间相互作用并防止发色团间相互作用。在芴的 C9 位置引入芳基非常有利于这些低聚物的热稳定性和形态稳定性。这些三芴在溶液（大约 100%）和固态（66-90%）中都表现出强烈的蓝色荧光，具有出色的量子产率，并且具有有趣的可逆氧化还原特性。使用 4aa 和 4cc 作为发射器以及空穴传输器制造了高效的蓝光 OLED 器件。该器件具有低开启电压（约 3 V）和高 EL 外量子效率（2.5-3%）。