1,2,4,5-Cyclohexantetracarbonsaeure | 1147100-49-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2,4,5-Cyclohexantetracarbonsaeure
• 英文别名: cyclohexane-1r,2t,4t,5c-tetracarboxylic acid；Cyclohexan-1r,2t,4t,5c-tetracarbonsaeure；(1S*,2S*,4R*,5R*)-Cyclohexane-1,2,4,5-tetracarboxylic acid；(1R,2R,4S,5S)-cyclohexane-1,2,4,5-tetracarboxylic acid
• CAS: 1147100-49-9
• 化学式: C₁₀H₁₂O₈
• 分子量: 260.2
• InChiKey: ZPAKUZKMGJJMAA-FBXFSONDSA-N

物化性质

• 沸点：
  549.1±50.0 °C(Predicted)
• 密度：
  1.673±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,2,4,5-Cyclohexantetracarbonsaeure 在 五氯化磷 作用下， 以 苯 为溶剂， 生成 1,2,4,5-Cyclohexan tetracarbonsaeure-tetrachlorid
  参考文献：
  名称：

  Derivatives of Pyromellitic Acid. 1,2,4,5-Tetrasubstituted Cyclohexanes¹

  摘要：

  DOI：

  10.1021/jo01042a009
• 作为产物：
  描述：

  均苯四甲酸二酐 在 氢气 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 1,2,4,5-Cyclohexantetracarbonsaeure
  参考文献：
  名称：

  Colorless polyimides derived from 1S,2S,4R,5R-cyclohexanetetracarboxylic dianhydride, self-orientation behavior during solution casting, and their optoelectronic applications

  摘要：

  A novel cycloaliphatic monomer for polyimides (PI), 1S,2S,4R,5R-cyclohexanetetracarboxylic dianhydride (H'-PMDA) is proposed in this work. H'-PMDA shows high polymerizability with various diamines in contrast to its isomer, i.e., conventional hydrogenated pyromellitic dianhydride (H-PMDA) and leads to highly flexible and colorless PI films with very high T-g's. In particular, the combinations with rigid structures of diamines give rise to Pis with significantly decreased coefficients of thermal expansion (CTE) owing to high extents of in-plane chain orientation induced by thermal imidization, whereas the H-PMDA-based counterparts do not. The decreased CTE reflects structural rigidity/linearity of the H'-PMDA-based diimide units as supported by liquid crystallinity observed in the corresponding model compound. Solution casting of a chemically imidized PI derived from H'-PMDA and 2,2'-bis(trifluoromethyl)benzidine (TFMB) results in a lower GTE than that of the thermally imidized counterpart, suggesting the presence of a self-orientation phenomenon during solvent evaporation. The mechanism is proposed in this work. H'-PMDA/TFMB and its copolymer systems can be useful as plastic substrates in image display devices and/or novel coating-type optical compensation films. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.07.032

文献信息

• 一种新型材料单体环己基四甲酸二酐的制备方法
  申请人：上海彩迩文生化科技有限公司

  公开号：CN117586275A

  公开（公告）日：2024-02-23

  本发明公开了构像单一(1R,2R,4S,5S)和(1R,2S,4S,5R)‑环己基四甲酸二酐单体制备新方法，属于涉及精细化工技术领域。以金属含量合格的顺式环己基四酸CC‑CHTC为原料，采用强酸高温异构化，高收率得到反式环己基四酸ZZ‑CHTC，然后在乙酸酐和丁酸酐回流条件下分别得到(1R,2R,4S,5S)‑环己基四甲酸二酐或(1R,2S,4S,5R)‑环己基四甲酸二酐单体。该发明是从源头革除了金属的使用，同时发现采用不同的酸酐，从相同中间体得到不同的二酸酐，给该产品的广泛使用，提供一个有益的途径。
• DE855400
  申请人：——

  公开号：——

  公开（公告）日：——
• Derivatives of Pyromellitic Acid. 1,2,4,5-Tetrasubstituted Cyclohexanes¹
  作者：Daniel T. Longone

  DOI：10.1021/jo01042a009

  日期：1963.7
• Colorless polyimides derived from 1S,2S,4R,5R-cyclohexanetetracarboxylic dianhydride, self-orientation behavior during solution casting, and their optoelectronic applications
  作者：Masatoshi Hasegawa、Mari Fujii、Junichi Ishii、Shinya Yamaguchi、Eiichiro Takezawa、Takashi Kagayama、Atsushi Ishikawa

  DOI：10.1016/j.polymer.2014.07.032

  日期：2014.9

  A novel cycloaliphatic monomer for polyimides (PI), 1S,2S,4R,5R-cyclohexanetetracarboxylic dianhydride (H'-PMDA) is proposed in this work. H'-PMDA shows high polymerizability with various diamines in contrast to its isomer, i.e., conventional hydrogenated pyromellitic dianhydride (H-PMDA) and leads to highly flexible and colorless PI films with very high T-g's. In particular, the combinations with rigid structures of diamines give rise to Pis with significantly decreased coefficients of thermal expansion (CTE) owing to high extents of in-plane chain orientation induced by thermal imidization, whereas the H-PMDA-based counterparts do not. The decreased CTE reflects structural rigidity/linearity of the H'-PMDA-based diimide units as supported by liquid crystallinity observed in the corresponding model compound. Solution casting of a chemically imidized PI derived from H'-PMDA and 2,2'-bis(trifluoromethyl)benzidine (TFMB) results in a lower GTE than that of the thermally imidized counterpart, suggesting the presence of a self-orientation phenomenon during solvent evaporation. The mechanism is proposed in this work. H'-PMDA/TFMB and its copolymer systems can be useful as plastic substrates in image display devices and/or novel coating-type optical compensation films. (C) 2014 Elsevier Ltd. All rights reserved.