A Novel Photoinduced Ligation Approach for Cross-Linking Polymerization, Polymer Chain-End Functionalization, and Surface Modification Using Benzoyl Azides

Azra Kocaarslan, Gorkem Yılmaz, Gokhan Topcu, Levent Demirel, Yusuf Yagcı*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Various ligation processes have recently become a powerful tool in synthetic polymer chemistry. Herein, the use of a new photochemical ligation process as a versatile approach for the cross-linking polymerization, functionalization of polymer chain ends, and surface modification of various materials such as silica and graphene oxide, is demonstrated. The process is based on the formation of urethane linkages by the reaction of photochemically in situ generated isocyanates from benzoyl azides with hydroxyl moieties in the presence of organobase, bicyclo[2.2.2]-1,4-diazaoctane (DABCO) under ambient conditions. The intermediates and obtained materials are characterized by NMR, FTIR, TGA, and TEM analyses. It is believed that this simple and efficient ligation process will expand future applications to fabricate complex macromolecular structures, biomaterials, and gels.

Original languageEnglish
Article number2100166
JournalMacromolecular Rapid Communications
Volume42
Issue number14
DOIs
Publication statusPublished - Jul 2021

Bibliographical note

Publisher Copyright:
© 2021 Wiley-VCH GmbH

Funding

The authors would like to acknowledge the financial support from The Scientific and Technological Research Council of Turkey (Project Number: 120C121) and Istanbul Technical University Research Fund (Project Number: 42851). The authors would like to thank KUYTAM (Koç University Surface Technologies Research Center) for AFM, SEM, and XPS characterizations. One of the authors, A.K., would like to thank the Council of Higher Education of Turkey for 100/2000 CoHE Doctoral Scholarship and TUBITAK 2211-A National Graduate Scholarship. The authors would like to acknowledge the financial support from The Scientific and Technological Research Council of Turkey (Project Number: 120C121) and Istanbul Technical University Research Fund (Project Number: 42851). The authors would like to thank KUYTAM (Koç University Surface Technologies Research Center) for AFM, SEM, and XPS characterizations. One of the authors, A.K., would like to thank the Council of Higher Education of Turkey for 100/2000 CoHE Doctoral Scholarship and TUBITAK 2211‐A National Graduate Scholarship.

FundersFunder number
Council of Higher Education of Turkey
KUYTAM
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu120C121
Istanbul Teknik Üniversitesi42851

    Keywords

    • benzoyl azide
    • Curtius rearrangement
    • ligation
    • photochemistry
    • surface modification

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