Heterogeneous polycondensation for composition control of poly(p-mercaptobenzoyl-co-p-benzamide) by shearing

Toshimitsu Ichimori, Shinichi Yamazaki, Kunio Kimura

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Composition control of aromatic poly(thioester-amide) was examined by the reaction-induced phase separation during polymerization of S-acetyl-4- mercaptobenzoic acid (AMBA) and p-acetylaminobenzoic acid (AABA) in aromatic solvent. The poly(thioester-amide)s were obtained as precipitates and their yields became lower at the middle range of the content of AMBA in feed (χf). The contents of p-mercaptobenzoyl (MB) moiety (χp) in the precipitates prepared without shearing were in good agreement with the χf values. In contrast to this, the χp values of the precipitates prepared at χf of 50-70 mol % under shearing were much lower than the χf values. The reaction rate of AMBA increased with shearing, whereas that of AABA was unchanged by shearing. This shearing effect on the reaction rates accelerated to form the homo-oligomers. The solubility of MB oligomers enhanced by shearing, whereas that of p-benzamide oligomers did not enhance owing to the strong interaction through hydrogen bonding. The MB oligomers were inhibited to be precipitated, resulting in the lower χp values than the χf values. The composition could be controlled by the application of the shearing to the heterogeneous polymerization.

Original languageEnglish
Pages (from-to)4301-4308
Number of pages8
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume51
Issue number20
DOIs
Publication statusPublished - Oct 2013

Fingerprint

Polycondensation
Shearing
Oligomers
Chemical analysis
Acids
Precipitates
Amides
Reaction rates
Polymerization
benzamide
Phase separation
Hydrogen bonds
Solubility
4-mercaptobenzoate

Keywords

  • composition control
  • copolymerization
  • crystallization
  • poly(thioester-amide)
  • polyamides
  • polycondensation
  • shear
  • step-growth polymerization

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

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title = "Heterogeneous polycondensation for composition control of poly(p-mercaptobenzoyl-co-p-benzamide) by shearing",
abstract = "Composition control of aromatic poly(thioester-amide) was examined by the reaction-induced phase separation during polymerization of S-acetyl-4- mercaptobenzoic acid (AMBA) and p-acetylaminobenzoic acid (AABA) in aromatic solvent. The poly(thioester-amide)s were obtained as precipitates and their yields became lower at the middle range of the content of AMBA in feed (χf). The contents of p-mercaptobenzoyl (MB) moiety (χp) in the precipitates prepared without shearing were in good agreement with the χf values. In contrast to this, the χp values of the precipitates prepared at χf of 50-70 mol {\%} under shearing were much lower than the χf values. The reaction rate of AMBA increased with shearing, whereas that of AABA was unchanged by shearing. This shearing effect on the reaction rates accelerated to form the homo-oligomers. The solubility of MB oligomers enhanced by shearing, whereas that of p-benzamide oligomers did not enhance owing to the strong interaction through hydrogen bonding. The MB oligomers were inhibited to be precipitated, resulting in the lower χp values than the χf values. The composition could be controlled by the application of the shearing to the heterogeneous polymerization.",
keywords = "composition control, copolymerization, crystallization, poly(thioester-amide), polyamides, polycondensation, shear, step-growth polymerization",
author = "Toshimitsu Ichimori and Shinichi Yamazaki and Kunio Kimura",
year = "2013",
month = "10",
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TY - JOUR

T1 - Heterogeneous polycondensation for composition control of poly(p-mercaptobenzoyl-co-p-benzamide) by shearing

AU - Ichimori, Toshimitsu

AU - Yamazaki, Shinichi

AU - Kimura, Kunio

PY - 2013/10

Y1 - 2013/10

N2 - Composition control of aromatic poly(thioester-amide) was examined by the reaction-induced phase separation during polymerization of S-acetyl-4- mercaptobenzoic acid (AMBA) and p-acetylaminobenzoic acid (AABA) in aromatic solvent. The poly(thioester-amide)s were obtained as precipitates and their yields became lower at the middle range of the content of AMBA in feed (χf). The contents of p-mercaptobenzoyl (MB) moiety (χp) in the precipitates prepared without shearing were in good agreement with the χf values. In contrast to this, the χp values of the precipitates prepared at χf of 50-70 mol % under shearing were much lower than the χf values. The reaction rate of AMBA increased with shearing, whereas that of AABA was unchanged by shearing. This shearing effect on the reaction rates accelerated to form the homo-oligomers. The solubility of MB oligomers enhanced by shearing, whereas that of p-benzamide oligomers did not enhance owing to the strong interaction through hydrogen bonding. The MB oligomers were inhibited to be precipitated, resulting in the lower χp values than the χf values. The composition could be controlled by the application of the shearing to the heterogeneous polymerization.

AB - Composition control of aromatic poly(thioester-amide) was examined by the reaction-induced phase separation during polymerization of S-acetyl-4- mercaptobenzoic acid (AMBA) and p-acetylaminobenzoic acid (AABA) in aromatic solvent. The poly(thioester-amide)s were obtained as precipitates and their yields became lower at the middle range of the content of AMBA in feed (χf). The contents of p-mercaptobenzoyl (MB) moiety (χp) in the precipitates prepared without shearing were in good agreement with the χf values. In contrast to this, the χp values of the precipitates prepared at χf of 50-70 mol % under shearing were much lower than the χf values. The reaction rate of AMBA increased with shearing, whereas that of AABA was unchanged by shearing. This shearing effect on the reaction rates accelerated to form the homo-oligomers. The solubility of MB oligomers enhanced by shearing, whereas that of p-benzamide oligomers did not enhance owing to the strong interaction through hydrogen bonding. The MB oligomers were inhibited to be precipitated, resulting in the lower χp values than the χf values. The composition could be controlled by the application of the shearing to the heterogeneous polymerization.

KW - composition control

KW - copolymerization

KW - crystallization

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KW - polyamides

KW - polycondensation

KW - shear

KW - step-growth polymerization

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