Textile Science and Engineering (한국섬유공학회지)

The Korean Fiber Society (한국섬유공학회)
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Synthesis of Helical Polyisocyanide with Alkyne End-Group and Its Characterization Using MALDI-TOF Analysis

알킨 말단기를 가진 나선형 폴리이소시아니드의 합성과 MALDI-TOF를 이용한 분석

  • Min-soo Cho (Department of Materials Science and Engineering, Soongsil University) ;
  • Jun-Hee Cho (Department of Materials Science and Engineering, Soongsil University) ;
  • Joon-Young Koh (Department of Materials Science and Engineering, Soongsil University) ;
  • Young-Je Kwark (Department of Materials Science and Engineering, Soongsil University)
  • 조민수 (숭실대학교 신소재공학과) ;
  • 조준희 (숭실대학교 신소재공학과) ;
  • 고준영 (숭실대학교 신소재공학과) ;
  • 곽영제 (숭실대학교 신소재공학과)
  • Received : 2024.06.02
  • Accepted : 2024.06.22
  • Published : 2024.06.30
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Abstract

Block copolymers (BCPs) with rigid structures, such as helical polymers, pose synthetic challenges using traditional polymerization methods. This study presents an approach to synthesizing polyisocyanides (PIs) with alkyne end groups, facilitating the creation of BCPs through click chemistry. An aryl nickel complex, modified with a trimethylsilyl-protected alkyne group, was employed as a polymerization catalyst for 4-methoxy isocyanide. The polymerization exhibited high efficiency, producing PIs with controlled molecular weight and narrow molecular weight distribution. Post-polymerization deprotection reaction yielded alkyne-terminated PIs, enabling the formation of BCPs through copper-catalyzed azide-alkyne cycloaddition click reactions with (R)-3-azido-1-phenylpropal-1-ol and azide-functionalized poly(ethylene oxide), successfully forming PI-c-PP and PEO-b-PI block copolymers. Characterization using NMR spectroscopy and MALDI-TOF MS confirmed the successful incorporation and subsequent deprotection of the alkyne groups. This approach provides a versatile route to synthesize end-functionalized helical polymers, enabling the creation of helical-coil block copolymers with potential applications in nanostructure formation.

Keywords

References

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