Textile Science and Engineering (한국섬유공학회지)

The Korean Fiber Society (한국섬유공학회)
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Synthesis and Characterization of Fully Aromatic Polyazomethines with Cyano Functional Group

시아노 기능기를 갖는 전방향족 폴리아조메틴의 합성과 특성분석

  • Choi, Young Chul (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Lee, Sang Hoon (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Kim, Min Su (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Ryu, Kyoung Moon (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University) ;
  • Lee, Sang Cheol (Department of Polymer Science and Engineering, Kumoh National Institute of Technology) ;
  • Jeong, Young Gyu (Department of Advanced Organic Materials and Textile System Engineering, Chungnam National University)
  • 최영철 (충남대학교 유기소재섬유시스템학과) ;
  • 이상훈 (충남대학교 유기소재섬유시스템학과) ;
  • 김민수 (충남대학교 유기소재섬유시스템학과) ;
  • 류경문 (충남대학교 유기소재섬유시스템학과) ;
  • 이상철 (금오공과대학교 화학소재융합공학부) ;
  • 정영규 (충남대학교 유기소재섬유시스템학과)
  • Received : 2018.03.01
  • Accepted : 2018.04.16
  • Published : 2018.04.30
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Abstract

We herein report the preparation and characterization of a new type of fully aromatic polyazomethines (PAMs) with the cyano functional group. For synthesizing this compound, two homopolymers, poly(nitrilo-2-cyano-1,4-phenylenenitrilomethine-1,3-phenylenemethine) (mPAM) and poly(nitrilo-2-cyano-1,4-phenylenenitrilomethine-1,4-phenylenemethine) (pPAM) and their copolymers, poly[(nitrilo-2-cyano-1,4-phenylenenitrilomethine-1,4-phenylenemethine)-co-(nitrilo-2-cyano-1,4-phenylenenitrilomethine-1,3-phenylenemethine)]s (coPAMs), were synthesized via the polycondensation of terephthalaldehyde (TPA), isophthalaldehyde (IPA), and 2-cyano-1,4-phenylenediamine (cyPPD) monomers in an $NMP/CaCl_2$ solvent system. The $^1H-NMR$ and FT-IR spectra confirmed that all the aromatic PAMs were successfully synthesized and that the output compositions of coPAMs were almost identical to the relative input composition of TPA and IPA to cyPPD. mPAM, with a nonlinear meta-phenylene moiety, exhibited good solubility in organic solvents such as NMP, DMSO, and DMAc, while pPAM and coPAMs were partially soluble in those solvents owing to the rigid para-phenylene moiety in the main chains. Accordingly, unlike mPAM, pPAM and coPAMs were semicrystalline, as revealed by their X-ray diffraction patterns. Interestingly, the peak decomposition temperatures ($667-769^{\circ}C$) in air were higher than those ($452-594^{\circ}C$) in nitrogen, although the residues (74-81%) at $800^{\circ}C$ in nitrogen were far higher than those (16-47%) in air.

Keywords

References

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