N,N'-(pyromellitoyl)-bis-L-isoleucine | 685140-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N,N'-(pyromellitoyl)-bis-L-isoleucine
• 英文别名: (2S,3S)-2-[2-[(1S,2S)-1-carboxy-2-methylbutyl]-1,3,5,7-tetraoxopyrrolo[3,4-f]isoindol-6-yl]-3-methylpentanoic acid
• CAS: 685140-78-7
• 化学式: C₂₂H₂₄N₂O₈
• 分子量: 444.441
• InChiKey: PKMSRTHVDPEAEL-NXPNQGMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  149
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N,N'-(pyromellitoyl)-bis-L-isoleucine 在 氯化亚砜 作用下， 以 N-甲基吡咯烷酮 、 甲醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  基于氨基酸化合物的新型聚酰胺酰胺衍生物的合成

  摘要：

  通过在溶液相中的缩聚方法31，已经合成了具有聚合性能的新化合物。这些化合物衍生自酰胺-酰亚胺基团，得到的结果表明它们具有较高的耐热性（高于300 oC）。所得结果表明，它们也具有在合适的速度下具有高产率的机理。然而，获得的聚（酰胺-酰亚胺）衍生物具有活性光反应和偏振光光学活性。为了鉴定获得的结构，使用了一些方法，例如：1 H-NMR，FT-IR，质谱和热重分析（TGA）和元素分析。合成方法的一些优点是合成水平低和经济上的成本。

  DOI：

  10.13005/ojc/280215
• 作为产物：
  描述：

  均苯四甲酸二酐 在 溶剂黄146 作用下， 反应 11.0h， 生成 N,N'-(pyromellitoyl)-bis-L-isoleucine
  参考文献：
  名称：

  基于氨基酸化合物的新型聚酰胺酰胺衍生物的合成

  摘要：

  通过在溶液相中的缩聚方法31，已经合成了具有聚合性能的新化合物。这些化合物衍生自酰胺-酰亚胺基团，得到的结果表明它们具有较高的耐热性（高于300 oC）。所得结果表明，它们也具有在合适的速度下具有高产率的机理。然而，获得的聚（酰胺-酰亚胺）衍生物具有活性光反应和偏振光光学活性。为了鉴定获得的结构，使用了一些方法，例如：1 H-NMR，FT-IR，质谱和热重分析（TGA）和元素分析。合成方法的一些优点是合成水平低和经济上的成本。

  DOI：

  10.13005/ojc/280215

文献信息

• Highly efficient one-step microwave-assisted synthesis of structurally diverse bis-substituted α-amino acid derived diimides
  作者：Marcin Konopka、Grzegorz Markiewicz、Artur R. Stefankiewicz

  DOI：10.1039/c8ra05835k

  日期：——

  We report herein a facile and widely applicable microwave-assisted protocol for the synthesis of symmetrical diimides based on three structurally distinct aromatic dianhydrides: pyromellitic (PMA), biphenyl-tetracarboxylic acid (BPDA) and benzophenone-tetracarboxylic (BTDA) and five natural amino acids (Phe, Tyr, Ile, Lys, Cys). Fifteen symmetrical diimides with different structural characteristics

  我们在此报告了一种简便且广泛适用的微波辅助方案，用于合成基于三种结构不同的芳族二酐的对称二酰亚胺：均苯四甲酸 (PMA)、联苯四羧酸 (BPDA) 和二苯甲酮四羧酸 (BTDA) 和五种天然氨基酸(Phe、Tyr、Ile、Lys、Cys)。十五种具有不同结构特征、含有多种官能团的对称二酰亚胺可以高产率和大规模生产。
• Synthesis of novel nanostructured chiral poly(amide-imide)s containing dopamine and natural amino acids
  作者：Shadpour Mallakpour、Amin Zadehnazari

  DOI：10.1007/s12039-012-0351-0

  日期：2013.1

  Four new thermally stable and optically active poly(amide-imide)s (PAI)s with good inherent viscosities were synthesized from the direct polycondensation reaction of N,N′-(pyromellitoyl)-bis-L-α-amino acids with 3,5-diamino-N-(3,4-dihydroxy-phen-ethyl)benzamide in a medium consisting of a molten salt, tetrabutylammonium bromide, and triphenyl phosphite as the activator. The polymerization reactions

  通过N，N ' -（均苯四甲酰基）-双-L - α-氨基酸与3，N，N '的直接缩聚反应合成了四种具有良好固有粘度的新型热稳定且光学活性的聚（酰胺-酰亚胺）（PAI）。在由熔融盐，四丁基溴化铵和亚磷酸三苯酯作为活化剂组成的介质中的5-二氨基-N-（3,4-二羟基-苯乙基）苯甲酰胺 聚合反应以高收率生产了一系列新型PAI，PAA在侧链中包含多巴胺链段，固有粘度在0.33至0.49 dL / g之间。所得聚合物通常通过FT-IR 1表征。1 H NMR光谱，元素分析，粉末X射线衍射，场发射扫描电子显微镜，比浓对数粘度和溶解度测试。还使用热重分析（TGA和DTG）和极限氧指数（LOI）研究了PAI的热性能和阻燃性能。通过热分析获得的数据表明这些聚合物表现出良好的热稳定性。此外，TGA的高炭收率和良好的LOI值表明所获得的聚合物能够表现出良好的阻燃性能。 通过3,5-二氨基-N-（3,4-二羟基苯
• Synthesis, morphology investigation and thermal mechanical properties of dopamine-functionalized multi-walled carbon nanotube/poly(amide-imide) composites
  作者：Shadpour Mallakpour、Amin Zadehnazari

  DOI：10.1016/j.reactfunctpolym.2016.07.010

  日期：2016.9

  Here, poly(amide-imide) (PAI) composites containing multi-walled carbon nanotubes (MWCNT) were synthesized with solution casting method. To improve the dispersion and compatibility with the polymer matrix the MWCNT was surface-modified with dopamine biomolecule under microwave irradiation. The prepared dopamine-functionalized MWCNT (MWCNT-Dop) was characterized for their structure, morphology, and thermal

  在此，通过溶液浇铸法合成了含有多壁碳纳米管（MWCNT）的聚（酰胺-酰亚胺）（PAI）复合材料。为了改善分散性和与聚合物基质的相容性，在微波辐射下用多巴胺生物分子对MWCNT进行了表面改性。使用傅立叶变换红外光谱（FT-IR），X射线衍射（XRD），热重分析，场发射扫描电子显微镜（FTIR）对制备的多巴胺官能化的MWCNT（MWCNT-Dop）的结构，形态和热行为进行表征FE-SEM）和透射电子显微镜（TEM）。结果一致证实了在MWCNT上多巴胺官能团的形成。MWCNT-Dop / PAI杂化膜还使用FT-IR和XRD技术进行了广泛表征。通过FE-SEM和TEM研究了复合材料的微观结构，包括纳米管的分散状态和聚合物-纳米管的界面。还研究了所得复合材料的热行为和机械性能。与纯PAI相比，MWCNT-Dop增强复合材料具有更高的热稳定性，拉伸强度和杨氏模量。
• 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.
• One-pot synthesis of glucose functionalized multi-walled carbon nanotubes: Dispersion in hydroxylated poly(amide-imide) composites and their thermo-mechanical properties
  作者：Shadpour Mallakpour、Amin Zadehnazari

  DOI：10.1016/j.polymer.2013.09.048

  日期：2013.11

  Multi-wall carbon nanotubes (MWCNTs) were functionalized with glucose using a covalent, non-specific functionalization approach. Fourier-transformed infrared spectroscopy, X-ray diffraction (XRD), thermogravimetric analysis (TGA), field emission scanning electron microscopy (FE-SEM), and transmission electron microscopy (TEM) confirmed that glucose structures were covalently attached to CNTs. Hydroxylated poly(amide-imide) (PAI)-based composites were developed by dispersing of glucose-functionalized MWCNTs (MWCNTs-GI) as reinforcement in different concentrations varying from 5 to 15 wt.%. Nanocomposites have slightly higher degree of crystallinity than neat PAI and their thermooxidative stability was significantly affected by the addition of MWCNTs-GI. According to mechanical tensile tests, the tensile strength and the Young's modulus of the MWCNT-GI/PAI composites were increased with increasing MWCNTs-GI content. The tensile strength remarkably increased from 81 to 129 MPa, which was about 59% higher than that of the neat PAI, with the addition of MWCNT-GI contents within 15 wt.% and the elongation at break decreased about 0.2% at a 5 wt.% loading of MWCNT-GI in comparison with the pure PAI film. (C) 2013 Elsevier Ltd. All rights reserved.