9,9-二己基-9H-芴-2,7-二基）二甲醇 | 295796-56-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: 9,9-二己基-9H-芴-2,7-二基）二甲醇
• 英文名称: (9,9'-dihexyl-7-hydroxymethyl-9H-fluorene-2-yl)methanol
• 英文别名: 9,9-di-n-hexyl-2,7-bis(hydroxymethyl)fluorene；2,7-bis(hydroxymethyl)-9,9-dihexyl-9H-fluorene；9,9-Dihexyl-9H-fluorene-2,7-diyl)dimethanol；[9,9-dihexyl-7-(hydroxymethyl)fluoren-2-yl]methanol
• CAS: 295796-56-4
• 化学式: C₂₇H₃₈O₂
• 分子量: 394.598
• InChiKey: YTUOKUJCNRFZJO-UHFFFAOYSA-N

物化性质

• 沸点：
  543.7±40.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 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：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,9-二己基-9H-芴-2,7-二基）二甲醇 在 三溴化磷 作用下， 以 苯 为溶剂， 以48 %的产率得到2,7-双(溴甲基)-9,9-二己基-9H-芴
  参考文献：
  名称：

  钯催化的卡宾偶联聚合：E-聚（亚芳基亚乙烯基）的合成

  摘要：

  Pd催化的N-甲苯磺酰腙与苄基溴的卡宾偶联反应首次发展为聚合工艺，为合成聚亚芳基亚乙烯基（PAVs）提供了一种有效的方法。该方法提供了主要带有E-亚乙烯基单元的 PAV。它还可以在聚合物主链的每个亚乙烯基碳原子上引入CF 3基团。聚合具有广泛的范围，所得聚合物表现出令人感兴趣的光学性质和良好的热稳定性。

  DOI：

  10.1039/d1cc06587d
• 作为产物：
  描述：

  9,9-二己基-2,7-二溴代芴 在 sodium tetrahydroborate 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 25.0h， 生成 9,9-二己基-9H-芴-2,7-二基）二甲醇
  参考文献：
  名称：

  钯催化的卡宾偶联聚合：E-聚（亚芳基亚乙烯基）的合成

  摘要：

  Pd催化的N-甲苯磺酰腙与苄基溴的卡宾偶联反应首次发展为聚合工艺，为合成聚亚芳基亚乙烯基（PAVs）提供了一种有效的方法。该方法提供了主要带有E-亚乙烯基单元的 PAV。它还可以在聚合物主链的每个亚乙烯基碳原子上引入CF 3基团。聚合具有广泛的范围，所得聚合物表现出令人感兴趣的光学性质和良好的热稳定性。

  DOI：

  10.1039/d1cc06587d

文献信息

• Tunable Fluorene-Based Dynamers through Constitutional Dynamic Chemistry
  作者：Nicolas Giuseppone、Gad Fuks、Jean-Marie Lehn

  DOI：10.1002/chem.200501037

  日期：2006.2.8

  Dynamic covalent iminofluorene-based oligomers and polymers have been generated. They undergo constitutional recomposition under the effect of two parameters, acidity and ZnII metal ions. As a result, marked changes in physical properties take place. The results illustrate the response of such a dynamic system to chemical effectors (H+ nd ZnII), thus demonstrating the adaptive behavior of the system

  已经产生了动态的基于共价亚氨基芴的低聚物和聚合物。它们在酸度和ZnII金属离子两个参数的作用下进行结构重组。结果，物理性能发生了明显的变化。结果说明了这种动态系统对化学效应物（H + nd ZnII）的响应，从而证明了系统在外部因素压力下的自适应行为。他们还指出了通过响应特定触发而进行结构重组来调节光学特性（紫外线可见吸收和荧光）的可能性。这些特征允许开发动态材料，其功能特性可以响应外部刺激。
• Poly(arylene vinylene) Synthesis via a Precursor Step-Growth Polymerization Route Involving the Ramberg–Bäcklund Reaction as a Key Post-Chemical Modification Step
  作者：Kunche Aravindu、Eric Cloutet、Cyril Brochon、Georges Hadziioannou、Joan Vignolle、Frédéric Robert、Daniel Taton、Yannick Landais

  DOI：10.1021/acs.macromol.8b00676

  日期：2018.8.14

  copolymers based on poly(fluorene vinylene) [PFV] and poly(fluorene vinylene-co-carbazole vinylene) [PFVCV] was achieved via a previously unexplored precursor three-step synthetic route involving the Ramberg–Bäcklund reaction. The resulting π-conjugated (co)polymers proved highly soluble in common organic solvents, such as DCM, THF, or CHCl3. The solution step-growth polymerization between 2,7-bis(bromomethyl)-9

  基于聚（芴亚乙烯基）[共轭共聚物的合成PFV ]和聚（芴vinylene-共-咔唑亚乙烯基）[ PFVCV ]经由涉及兰堡-巴克伦反应以前未开发的前体的三步合成路线来实现。事实证明，所得的π-共轭（共）聚合物可高度溶于常见的有机溶剂，例如DCM，THF或CHCl 3。2,7-双（溴甲基）-9,9'-二己基-9 H-芴[ F-Br ]和2,7-双（巯基甲基）-9,9'-二己基-9之间的溶液逐步增长聚合H-芴[ F-SH在碱性条件下于100℃在MeOH和THF的混合物中进行]。然后，使用m- CPBA对所得的多硫化物进行氧化反应，然后在CF 2 Br 2 / Al 2 O 3 -KOH存在下进行Ramberg-Bäcklund反应，从而获得所需的PFV。类似地，PFVCV可以通过相同的三个步骤的序列用人来合成，在此情况下，2,7-双（巯基甲基）-9-（十三烷-7-基）-9 ħ -咔唑（C-SH）和F-
• Alternating Aromatic and Transannular Chromophores with and without Linker:  Effect of Transannular π−π Interaction on the Optical Property of Dithiaparacyclophane-based Copolymers
  作者：Weiling Wang、Jianwei Xu、Yee-Hing Lai、Fuke Wang

  DOI：10.1021/ma035902+

  日期：2004.5.1

  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.
• 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.