4-(S-acetyl-4-mercaptobenzoyl)oxybenzoic acid | 343963-91-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-(S-acetyl-4-mercaptobenzoyl)oxybenzoic acid
• 英文别名: 4-(4-Acetylsulfanylbenzoyl)oxybenzoic acid
• CAS: 343963-91-7
• 化学式: C₁₆H₁₂O₅S
• 分子量: 316.334
• InChiKey: JJVTZMQRSRLTPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  S-[4-(氯甲酰基)苯基]硫代乙酸酯 、 对羟基苯甲酸 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 4-(S-acetyl-4-mercaptobenzoyl)oxybenzoic acid
  参考文献：
  名称：

  Self-Assembling Polycondensation for Preparation of Poly(p-oxybenzoyl-alt-p-mercaptobenzoyl) Whisker

  摘要：

  Self-assembling polycondensation was examined to prepare the whisker of poly(p-oxybenzoyl-alt-p-mereaptobenzoyl). Polymerizations were carried out in liquid paraffin (LPF) and aromatic solvents such as Therm S 800 and 1000 at 300 degreesC for 6 h. Polymerization concentration was 1.0 wt/vol %. The whisker was not obtained by the random copolymerization of p-acetoxybenzoic acid and S-acetyl-4-mercaptobenzoic acid at the molar ratio of 0.5 in feed. However, the whiskers were successfully prepared by the polymerization of S-(4-acetoxybenzoyl)-4-mercaptobenzoic acid (OS) and 4-(S-acetyl-4-mercaptobenzoyl)oxybenzoic acid (SO). The whisker prepared from OS (POS) in LPF was 18 mum in average length and 0.4 mum in average width, and that from SO (PSO) was slightly longer than POS. The whiskers prepared in aromatic solvents were much longer than those in LPF, for which the length was 36-49 mum. These whiskers consist of the alternating polymer chains, and the polymer chains align along the long axis of the whisker. The sequence regularity enhanced the crystallizability of the oligomers, and this led to the formation of whiskers. The oligomer formation rate was much higher than that of transesterfication reaction rate, and this large difference in these two rates made the oligomer precipitate with maintaining the alternating sequence. Further polymerization occurred in the crystals, and the whiskers having the alternating sequence were finally completed. The difference in the two rates increased with the decrease of the miscibility between the oligomer and the solvent, and therefore, OS and LPF were more advantageous to maintain the alternating sequence.

  DOI：

  10.1021/ma030046n