Synthesis of Helical Polyisocyanide with Alkyne End-Group and Its Characterization Using MALDI-TOF Analysis 


Vol. 61,  No. 3, pp. 121-127, Jun.  2024
10.12772/TSE.2024.61.121


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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.

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  Cite this article

[IEEE Style]

조민수, 조준희, 고준영, 곽영제, "Synthesis of Helical Polyisocyanide with Alkyne End-Group and Its Characterization Using MALDI-TOF Analysis," Textile Science and Engineering, vol. 61, no. 3, pp. 121-127, 2024. DOI: 10.12772/TSE.2024.61.121.

[ACM Style]

조민수, 조준희, 고준영, and 곽영제. 2024. Synthesis of Helical Polyisocyanide with Alkyne End-Group and Its Characterization Using MALDI-TOF Analysis. Textile Science and Engineering, 61, 3, (2024), 121-127. DOI: 10.12772/TSE.2024.61.121.