Textile Science and Engineering (한국섬유공학회지)

The Korean Fiber Society (한국섬유공학회)
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Synthesis and Thermal Cyclization of Aromatic Polyhydroxyamides(I) -Effect of the Benzene Ring Substitution Structure-

방향족 폴리히드록시아미드의 합성과 열적 고리화 거동(I) -벤젠고리 치환구조의 영향-

  • Jee, Min Ho (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Lee, Ju Yong (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Baik, Doo Hyun (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University)
  • 지민호 (충남대학교 유기소재.섬유시스템 공학과) ;
  • 이주용 (충남대학교 유기소재.섬유시스템 공학과) ;
  • 백두현 (충남대학교 유기소재.섬유시스템 공학과)
  • Received : 2012.09.08
  • Accepted : 2012.10.07
  • Published : 2012.10.31
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Abstract

We have synthesized polyhydroxyamides (PHAs), a possible precursor which could be converted to polybenzoxazole (PBO) through a thermal cyclization reaction, by low temperature solution polymerization of 3,3'${\AE}$-dihydroxybenzidine with terephthaloyl chloride or isophthaloyl acid. Structural characteristics, solubility, thermal cyclization, and thermal decomposition of the PHAs were investigated by the FT-IR, DSC and TGA in order to understand the effect of chemical structure of acyl chlorides on the thermal properties of PHAs. The FT-IR study reveals that two types of PHAs can cyclize on heating and be transformed into PBOs. The meta-type PHA (m-PHA) shows better solubility in N,N-dimethylformamide and dimethyl sulfoxide than the para-type PHA (m-PHA). DSC and TGA results demonstrate that the m-PHA can cyclize at lower temperature than p-PHA, which is due to the difference in activation energy of thermal cyclization between m-PHA and p-PHA. TGA results reveal that the p-PHA has better thermal stability than m-PHA while in flame.

Keywords

Acknowledgement

Supported by : 금오공과대학교 산학협력단

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