9,9-bis-[4-(p-nitrophenoxy)phenyl]fluorene | 139265-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9,9-bis-[4-(p-nitrophenoxy)phenyl]fluorene
• 英文别名: 9,9-bis[4-(4-nitrophenoxy)phenyl]fluorene
• CAS: 139265-69-3
• 化学式: C₃₇H₂₄N₂O₆
• 分子量: 592.607
• InChiKey: FGQAUBYZWGQYDS-UHFFFAOYSA-N

物化性质

• 沸点：
  688.2±55.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  45
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  9,9-bis-[4-(p-nitrophenoxy)phenyl]fluorene 在 palladium on activated charcoal 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 97.0h， 生成 9,9-bis[4-[4-(4-acetamidophenyldiazenyl)phenoxy]phenyl]fluorene
  参考文献：
  名称：

  Bis(azobenzene) diamines and photomechanical polymers made therefrom

  摘要：

  提供了双(偶氮苯)二胺单体及其合成方法。这些双(偶氮苯)二胺单体与胺反应性单体结合，形成具有光机械和热机械性能的聚合物，如聚酰亚胺和共聚酰亚胺。

  公开号：

  US09644071B1
• 作为产物：
  描述：

  双酚芴 、 对氟硝基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以81%的产率得到9,9-bis-[4-(p-nitrophenoxy)phenyl]fluorene
  参考文献：
  名称：

  链刚度和微观结构对cardo基聚酰亚胺气体分离性能的影响

  摘要：

  由具有不同结构单元（醚键、二恶烷键和 C-C 键）的三种基于 Cardo 的二胺 BAF、DDA、BAP 和市售的二酐 6FDA 合成了一系列芳香族聚酰亚胺。所有聚酰亚胺都容易溶于传统的非质子和质子溶剂，这保证了用于气体分离应用的自支撑膜的制造。Cardo 基聚酰亚胺还表现出优异的热稳定性，失重温度 (T 5%) 超过 538 °C，具有良好的机械性能，抗拉强度在 41-64 MPa 范围内。与 6FDA-BAF 相比，二恶烷键取代醚键导致链刚性增加，聚合物链堆积更松散，自由体积分数更大。因此，如单一气体渗透测试所示，6FDA-DDA 显示出更高的渗透系数，而不会显着牺牲选择性。此外，6FDA-BAP 的 CO 2渗透率约为 6FDA-BAF 的 2 倍，而 CO 2 /CH 4选择性提高了 11%。这可以通过在聚合物主链中缺乏柔性醚键和二恶烷键导致较低的旋转迁移率和相对较高的酰亚胺含量来解释。简而言之，本研究中观察到的对

  DOI：

  10.1016/j.polymer.2022.125046

文献信息

• Symmetric and asymmetric spiro-type colorless poly(ester imide)s with low coefficients of thermal expansion, high glass transition temperatures, and excellent solution-processability
  作者：Masatoshi Hasegawa、Shinya Takahashi、Soichi Tsukuda、Tomoki Hirai、Junichi Ishii、Yukari Yamashina、Yoshinori Kawamura

  DOI：10.1016/j.polymer.2019.02.020

  日期：2019.4

  In this work, we present several new poly(ester imide)s (PEsIs) with low coefficients of thermal expansion (CTE), excellent optical transparency, very high heat resistance (T-g), film ductility, and solution-processability. Symmetric and asymmetric spiro-type tetracarboxylic dianhydrides containing ester linkages (TA-s-Spiro and TA-a-Spiro) and diamines (AB-s-Spiro and AB-a-Spiro) were synthesized using xanthene-based isomeric bi-sphenols with a fluorenyl side group. The chemically imidized PEsIs were highly soluble in various common solvents including less polar non-amide solvents, and yielded stable solutions with high solid contents. The properties of the spiro-type PEsIs were systematically investigated and compared with those of the cardo-type counterparts. A PEsI derived from 1,2,3,4-cyclobutanetetracarboxylic dianhydride (CBDA), AB-a-Spiro, and 2,2'-bis( trifluoromethyl) benzidine (TFMB) achieved outstanding combined properties, i.e., a very low CTE (10.5 ppm K-1), excellent optical transparency (YI = 3.4, T-400 = 80.8%), a very high T-g (351 degrees C) and solution-processability. Thus, the PEsIs are promising candidates as novel plastic substrates for use in image display devices. The isomer effects on the properties were also investigated and a possible mechanism for these effects is proposed.
• Investigation of synthesis, thermal properties and curing kinetics of fluorene diamine-based benzoxazine by using two curing kinetic methods
  作者：Xuan-yu He、Jun Wang、Noureddine Ramdani、Wen-bin Liu、Li-jia Liu、Lei Yang

  DOI：10.1016/j.tca.2013.04.024

  日期：2013.7

  A novel diamine-based benzoxazine monomer containing aryl ether and bulky fluorene groups (BEF-p) was prepared from the reaction of 9,9-bis-[4-(p-aminophenoxy)-phenyl]fluorene with paraformaldehyde and phenol. The chemical structure of monomer was confirmed by Fourier-transform infrared (FTIR) and H-1 and C-13 nuclear magnetic resonance spectroscopy (H-1 and C-13 NMR). The polymerization behavior of monomer was analyzed by differential scanning calorimetry (DSC) and FTIR. The curing kinetics was studied by non-isothermal DSC, and the kinetic parameters were determined. The autocatalytic model based on two kinetic methods (Starink-LSR method and direct LSR method) showed good agreement with experimental results. The thermal and mechanical properties of poly(BEF-p) were evaluated with DSC, dynamic mechanical thermal analysis (DMTA), and thermogravimetric analysis (TGA). The results showed that the cured polymer exhibited higher glass transition temperature (T-g) and better thermal stability compared with diaminodiphenylmethane-based benzoxazine(P-ddm), and was slightly lower than those of fluorene diamine-phenol-based polybenzoxazine (poly(BF-p)). (C) 2013 Elsevier B.V. All rights reserved.
• WO2006/85493
  申请人：——

  公开号：——

  公开（公告）日：——
• Aromatic Diamine And Method For Manufacturing Same
  申请人：Mori Hiroaki

  公开号：US20070255075A1

  公开（公告）日：2007-11-01

  The aromatic diamine is represented by the formula I, where, R1 to R6 are each independently a hydrogen, an alkyl group, or an aryl group, and they may be the same with or different from each other. The aromatic diamine is useful as a monomer of polyimide, polyamide, polyamideimide, and the like, or as a curing agent for resins such as polyurethane and epoxy.
• BIS(AZOBENZENE) DIAMINES AND PHOTOMECHANICAL POLYMERS MADE THEREFROM
  申请人：Government of the United States, as represented by the Secretary of the Air Force

  公开号：US20170233529A1

  公开（公告）日：2017-08-17

  Bis(azo-benzene) diamine monomers and a method of synthesizing the monomers are provided. The bis(azo-benzene) diamine monomers, in combination with amine reactive monomers, form polymers, such as polyimides and copolyimides, having photomechanical and thermomechanical properties.