Self-assembling polycondensation for preparation of poly(p-oxybenzoyl-alt-p-mercaptobenzoyl) whisker

Kazufumi Kobashi, Kunio Kimura, Yuhiko Yamashita, Tetsuya Uchida, Yoshimitsu Sakaguchi

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

Self-assembling polycondensation was examined to prepare the whisker of poly(p-oxybenzoyl-alt-mercaptobenzoyl). Polymerizations were carried out in liquid paraffin (LPF) and aromatic solvents such as Therm S 800 and 1000 at 300°C 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 μm in average length and 0.4 μm 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 μm. 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.

Original languageEnglish
Pages (from-to)4268-4275
Number of pages8
JournalMacromolecules
Volume36
Issue number12
DOIs
Publication statusPublished - Jun 17 2003

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Mineral Oil
Polycondensation
Oligomers
Paraffins
Polymerization
Acids
Liquids
Polymers
Crystal whiskers
Particle swarm optimization (PSO)
Copolymerization
Reaction rates
Precipitates
Solubility
Crystals
4-mercaptobenzoate

ASJC Scopus subject areas

  • Materials Chemistry

Cite this

Self-assembling polycondensation for preparation of poly(p-oxybenzoyl-alt-p-mercaptobenzoyl) whisker. / Kobashi, Kazufumi; Kimura, Kunio; Yamashita, Yuhiko; Uchida, Tetsuya; Sakaguchi, Yoshimitsu.

In: Macromolecules, Vol. 36, No. 12, 17.06.2003, p. 4268-4275.

Research output: Contribution to journalArticle

Kobashi, Kazufumi ; Kimura, Kunio ; Yamashita, Yuhiko ; Uchida, Tetsuya ; Sakaguchi, Yoshimitsu. / Self-assembling polycondensation for preparation of poly(p-oxybenzoyl-alt-p-mercaptobenzoyl) whisker. In: Macromolecules. 2003 ; Vol. 36, No. 12. pp. 4268-4275.
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