4-(4-chlorophthalimido)phenyl-4-(3-chlorophthalimido)phenyl ether | 688332-16-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-chlorophthalimido)phenyl-4-(3-chlorophthalimido)phenyl ether
• 英文别名: 4-Chloro-2-[4-[4-(5-chloro-1,3-dioxoisoindol-2-yl)phenoxy]phenyl]isoindole-1,3-dione；4-chloro-2-[4-[4-(5-chloro-1,3-dioxoisoindol-2-yl)phenoxy]phenyl]isoindole-1,3-dione
• CAS: 688332-16-3
• 化学式: C₂₈H₁₄Cl₂N₂O₅
• 分子量: 529.336
• InChiKey: SIJAKZIWTLAZNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氯代苯酐 以 xylene 为溶剂， 反应 26.0h， 生成 4-(4-chlorophthalimido)phenyl-4-(3-chlorophthalimido)phenyl ether
  参考文献：
  名称：

  Syntheses and Properties of Soluble Biphenyl-Based Polyimides from Asymmetric Bis(chlorophthalimide)s

  摘要：

  A novel synthesis of asymmetric bis(chlorophthalimide)s (3,4-BCPIs) has been established. The polymerizations of them produced higher molecular weight (0.38-0.51 dL/g) polyimides containing biphenyl units than those of isomeric polymers derived from symmetric bis(chlorophthalimide)s (4,4'-BCPIs) and 3,3'-BCPIs. The distribution of the formed biphenyl units of head to tail, head to head, and tail to tail in the chain of the polymers was about 58.0:21.0:21.0, determined by C-13 NMR spectra of the polymers. The composition of model compounds, determined by HPLC, was well consistent with the 13C NMR spectrum result. Comparing with polymers derived from 4,4'-BCPIs and 3,3'-BCPIs, the polymers derived from 3,4-BCPIs showed better solubilities in N,N-dimethylacetamide (DMAc), N,N-dimethyl-formamide (DMF), and N-methylpyrrolinone (NMP). Flexible films could be cast from the polymer solution with the inherent viscosities of above 0.35 dL/g. The polymer derived from asymmetric bis(chlorophthimide)s gave the highest T-g among the isomeric polymers. The 10% weight loss of these polyimides was above 549 degreesC.

  DOI：

  10.1021/ma0350720

文献信息

• Syntheses and Properties of Soluble Biphenyl-Based Polyimides from Asymmetric Bis(chlorophthalimide)s
  作者：Changlu Gao、Xuee Wu、Guanghua Lv、Mengxian Ding、Lianxun Gao

  DOI：10.1021/ma0350720

  日期：2004.4.1

  A novel synthesis of asymmetric bis(chlorophthalimide)s (3,4-BCPIs) has been established. The polymerizations of them produced higher molecular weight (0.38-0.51 dL/g) polyimides containing biphenyl units than those of isomeric polymers derived from symmetric bis(chlorophthalimide)s (4,4'-BCPIs) and 3,3'-BCPIs. The distribution of the formed biphenyl units of head to tail, head to head, and tail to tail in the chain of the polymers was about 58.0:21.0:21.0, determined by C-13 NMR spectra of the polymers. The composition of model compounds, determined by HPLC, was well consistent with the 13C NMR spectrum result. Comparing with polymers derived from 4,4'-BCPIs and 3,3'-BCPIs, the polymers derived from 3,4-BCPIs showed better solubilities in N,N-dimethylacetamide (DMAc), N,N-dimethyl-formamide (DMF), and N-methylpyrrolinone (NMP). Flexible films could be cast from the polymer solution with the inherent viscosities of above 0.35 dL/g. The polymer derived from asymmetric bis(chlorophthimide)s gave the highest T-g among the isomeric polymers. The 10% weight loss of these polyimides was above 549 degreesC.