3-[5-[2-[2-(5-Carboxy-2-methylphenyl)-1,3-dioxoisoindol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-yl]-1,3-dioxoisoindol-2-yl]-4-methylbenzoic acid | 159523-64-5

• 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: 3-[5-[2-[2-(5-Carboxy-2-methylphenyl)-1,3-dioxoisoindol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-yl]-1,3-dioxoisoindol-2-yl]-4-methylbenzoic acid
• 英文别名: 3-[5-[2-[2-(5-carboxy-2-methylphenyl)-1,3-dioxoisoindol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-yl]-1,3-dioxoisoindol-2-yl]-4-methylbenzoic acid
• CAS: 159523-64-5
• 化学式: C₃₅H₂₀F₆N₂O₈
• 分子量: 710.543
• InChiKey: DHOPGMSIZGUJOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  51
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  149
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  3-氨基-4-甲基苯甲酸 、 4,4'-(六氟异丙烯)二酞酸酐 生成 3-[5-[2-[2-(5-Carboxy-2-methylphenyl)-1,3-dioxoisoindol-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-yl]-1,3-dioxoisoindol-2-yl]-4-methylbenzoic acid
  参考文献：
  名称：

  Effect of the Amide Bond Diamine Structure on the CO₂, H₂S, and CH₄ Transport Properties of a Series of Novel 6FDA-Based Polyamide–Imides for Natural Gas Purification

  摘要：

  A series of higher permeability polyamide imides based on 2,2'-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride with comparable plasticization resistance to Torlon were synthesized and formed into dense film membranes. Polymers possessing 2,4-diamino mesitylene (DAM) were stable up to 56 atm of pure CO2, which is due to enhanced charge transfer complex formation compared to polymers containing 4,4'-(hexafluoroisopropylidene) dianiline (6FpDA) and 2,3,5,6-tetramethyl-1,4-phenylenediamine (TmPDA). The new polymers containing DAM and TmPDA showed ideal CO2/CH4 selectivities of near 50 with CO2 and H2S permeabilities over an order of magnitude higher than Torlon. CO2 and CH4 sorption in the DAM- and TmPDA-based materials was reduced, whereas H2S sorption was enhanced relative to membranes containing fluorinated 6FpDA. Consequently, DAM- and TmPDA-based membranes showed increased stability toward high pressure CO2 but lower plasticization resistance toward pure H2S. These results highlight the differences between CO2 and H2S that challenge the rational design of materials targeting simultaneous separation of both contaminants.

  DOI：

  10.1021/ma301249x

文献信息

• Effect of the Amide Bond Diamine Structure on the CO₂, H₂S, and CH₄ Transport Properties of a Series of Novel 6FDA-Based Polyamide–Imides for Natural Gas Purification
  作者：J. Vaughn、W. J. Koros

  DOI：10.1021/ma301249x

  日期：2012.9.11

  A series of higher permeability polyamide imides based on 2,2'-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride with comparable plasticization resistance to Torlon were synthesized and formed into dense film membranes. Polymers possessing 2,4-diamino mesitylene (DAM) were stable up to 56 atm of pure CO2, which is due to enhanced charge transfer complex formation compared to polymers containing 4,4'-(hexafluoroisopropylidene) dianiline (6FpDA) and 2,3,5,6-tetramethyl-1,4-phenylenediamine (TmPDA). The new polymers containing DAM and TmPDA showed ideal CO2/CH4 selectivities of near 50 with CO2 and H2S permeabilities over an order of magnitude higher than Torlon. CO2 and CH4 sorption in the DAM- and TmPDA-based materials was reduced, whereas H2S sorption was enhanced relative to membranes containing fluorinated 6FpDA. Consequently, DAM- and TmPDA-based membranes showed increased stability toward high pressure CO2 but lower plasticization resistance toward pure H2S. These results highlight the differences between CO2 and H2S that challenge the rational design of materials targeting simultaneous separation of both contaminants.