2-(3,5-diaminophenyl)-benzimidazole | 16752-90-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(3,5-diaminophenyl)-benzimidazole
• 英文别名: 5-(1H-Benzo[d]imidazol-2-yl)benzene-1,3-diamine；5-(1H-benzimidazol-2-yl)benzene-1,3-diamine
• CAS: 16752-90-2
• 化学式: C₁₃H₁₂N₄
• mdl: MFCD00689553
• 分子量: 224.265
• InChiKey: OWACAQHQSRMSEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3,5-dinitrophenyl)-benzimidazole 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以31%的产率得到2-(3,5-diaminophenyl)-benzimidazole
  参考文献：
  名称：

  Synthesis, Characterization and Fuel Cell Application of Polyimides

  摘要：

  通过在氧化二苯胺（ODPA）存在下，以不同比例的5-(1H-苯并咪唑-2-基)-苯-1-3-二胺（DABI）和氧化二苯胺（ODA）合成出含苯并咪唑基团的质子传导聚酰亚胺。所有聚合物的结构特征均由傅立叶变换红外光谱（FT-IR）确定，而其热性质则通过热重分析（TGA）和差示扫描量热法（DSC）进行研究。从应用的角度来看，所有掺有磷酸的聚合物的质子传导性均通过阻抗分析仪进行研究。所有聚合物均具有热稳定性、高介电常数和质子传导性。具有最高DABI值的聚合物显示出最高的传导性（最大0.11 S/cm）。

  DOI：

  10.2174/157017812803521090

文献信息

• Synthesis, Characterization and Fuel Cell Application of Polyimides
  作者：Minju Lee、Sher B. Khan、Kwangwon Seo、Jin-Woo Lee、Kalsoom Akhtar、Haksoo Han、Abdullah M. Asiri

  DOI：10.2174/157017812803521090

  日期：2012.10.1

  Proton conducting polyimides containing pendant benzimidazole groups have been synthesized by different ratios of 5-(1H-benzimidazol-2-yl)-benzene-1-3-diamine (DABI) and oxydianiline (ODA) in the presence of oxydianiline (ODPA). All the polymers were structurally characterized by Fourier transform infrared (FT-IR) spectroscopy while the thermal properties were studied by thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC). From application point of view, proton conductivity of all polymers doped with phosphoric acid was studied by impedance analyzer. All the polymers have been found to be thermally stable with high dielectric constants and are proton conductive. The polymer with highest DABI value showed highest conductivity (max 0.11 S/cm).

  通过在氧化二苯胺（ODPA）存在下，以不同比例的5-(1H-苯并咪唑-2-基)-苯-1-3-二胺（DABI）和氧化二苯胺（ODA）合成出含苯并咪唑基团的质子传导聚酰亚胺。所有聚合物的结构特征均由傅立叶变换红外光谱（FT-IR）确定，而其热性质则通过热重分析（TGA）和差示扫描量热法（DSC）进行研究。从应用的角度来看，所有掺有磷酸的聚合物的质子传导性均通过阻抗分析仪进行研究。所有聚合物均具有热稳定性、高介电常数和质子传导性。具有最高DABI值的聚合物显示出最高的传导性（最大0.11 S/cm）。
• Novel nanostructure amino acid-based poly(amide–imide)s enclosing benzimidazole pendant group in green medium: fabrication and characterization
  作者：Shadpour Mallakpour、Mohammad Dinari

  DOI：10.1007/s00726-012-1236-8

  日期：2012.10

  In the present work, several novel optically active nanostructure poly(amide-imide)s (PAI)s were synthesized via step-growth polymerization reaction of chiral diacids based on pyromellitic dianhydride-derived dicarboxylic acids containing different natural amino acids such as l-alanine, S-valine, l-leucine, l-isoleucine, l-methionine, and l-phenylalanine with 2-(3,5-diaminophenyl)-benzimidazole under green conditions using molten tetrabutylammonium bromide. The new optically active PAIs were achieved in good yields and moderate inherent viscosity up to 0.41 dL/g. The synthesized polymers were characterized with FT-IR, H-1-NMR, X-ray diffraction, field emission scanning electron microscopy (FE-SEM), elemental and thermogravimetric analysis (TGA) techniques. These polymers show high solubility in organic polar solvents due to the presence of amino acid and benzimidazole pendant group at room temperature. FE-SEM results show that, these chiral nanostructured PAIs have spherical shapes and the particle size is around 20-80 nm. On the basis of TGA data, such PAIs are thermally stable and can be classified as self-extinguishing polymers. In addition due to the existence of amino acids in the polymer backbones, these macromolecules are not only optically active but also could be biodegradable and thus may well be classified under environmentally friendly materials.
• NANOPARTICLES DISPERSION IN PROCESSING NANOSTRUCTURE CHIRAL POLY(AMIDE-IMIDE)S BASED ON 7V-TRIMELLITYLIMIDO-Z,-LEUCINE/TiO2 NANOCOMPOSITES: ALLOCATION AND PROPERTIES
  作者：SHADPOUR MALLAKPOUR、MARZIYEH KHANI

  DOI：10.4067/s0717-97072013000100022

  日期：——
• BEREZINA A. B.; KORSHAK V. V.; TSEJTLIN G. M.; PAVLOV A. I.; BEREZIN B. B+, TR. MOSK. XIM.-TEXNOL. IN-TA IM. D. I. MENDELEEVA, 1975, VYP. 86, 152-154
  作者：BEREZINA A. B.、 KORSHAK V. V.、 TSEJTLIN G. M.、 PAVLOV A. I.、 BEREZIN B. B+

  DOI：——

  日期：——
• Investigating the nanostructure and thermal properties of chiral poly(amide-imide)/Al2O3 compatibilized with 3-aminopropyltriethoxysilane
  作者：Shadpour Mallakpour、Mohammad Dinari

  DOI：10.1016/j.materresbull.2013.05.095

  日期：2013.10

  Novel chiral poly(amide-imide) (PAI)/Al2O3 nanocomposites were prepared via incorporating surface modified Al2O3 nanoparticles into polymer matrices for the first time. In the process of preparing the nanocomposites, severe aggregation of Al2O3 nanoparticles could be reduced by surface modification and gamma-aminopropyltriethoxysilane. The optically active PAI chains were formed from the polycondensation reaction of N,N'-(pyromellitoyl)-bis-phenylalanine diacid with 2-(3,5-diaminophenyl)-benzimidazole in green condition. The obtained polymer and inorganic metal oxide nanoparticles were used to prepare chiral PAI/Al2O3 nanocomposites through ultrasonic irradiation. The resulting nanoparticle filled composites were also characterized by Fourier transform infrared spectroscopy, X-ray diffraction, field emission scanning electron microscopy, transmission electron microscopy and thermogravimetric analysis (TGA) techniques. TGA thermographs confirmed that the heat stability of the prepared nanoparticle-reinforced composites was improved. Mechanical properties showed that the film containing 10 wt% of modified Al2O3 had a tensile strength of the order of 83.6 MPa, relative to the 64.3 MPa of the pure PAI. (c) 2013 Elsevier Ltd. All rights reserved.