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

Kocaarslan A., Yilmaz G., Topcu G., Demirel L., Yağcı Y.

MACROMOLECULAR RAPID COMMUNICATIONS, cilt.42, sa.14, 2021 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 42 Sayı: 14
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1002/marc.202100166
  • Dergi Adı: MACROMOLECULAR RAPID COMMUNICATIONS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, PASCAL, Aerospace Database, Applied Science & Technology Source, Chemical Abstracts Core, Chimica, Communication Abstracts, Compendex, EMBASE, INSPEC, MEDLINE, Metadex, Civil Engineering Abstracts
  • Anahtar Kelimeler: benzoyl azide, Curtius rearrangement, ligation, photochemistry, surface modification
  • İstanbul Teknik Üniversitesi Adresli: Evet

Özet

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.