Heterograft copolymers via double click reactions using one-pot technique

• Published in: Journal of polymer science. Part A, Polymer chemistry Vol. 46; no. 20; pp. 6969 - 6977
• Main Authors: Dag, Aydan, Durmaz, Hakan, Demir, Emrah, Hizal, Gurkan, Tunca, Umit
• Format: Journal Article
• Language: English
• Published: Hoboken Wiley Subscription Services, Inc., A Wiley Company 15-10-2008; Wiley
• Subjects: Applied sciences; atom transfer radical polymerization; click reactions; Copolymerization; Cu catalyzed Huisgen reaction; Diels-Alder reaction; Exact sciences and technology; gel permeation chromatography; heterograft copolymer; Organic polymers; Physicochemistry of polymers; Preparation, kinetics, thermodynamics, mechanism and catalysts; One pot reaction; 1,3-Dipolar cycloaddition; Methyl methacrylate polymer; gel permeation chromatography; heterograft copolymer; Styrene(chloromethyl) copolymer; Bigraft copolymer; Ethylene oxide polymer; Imide; atom transfer radical polymerization; Alkoxide; Nitroxyl; click reactions; Diels Alder addition; Tricyclic compound; Ethylene oxide copolymer; Experimental study; Methyl methacrylate copolymer; Anthracene derivatives; Chemical coupling; Azides; Random copolymer; Monodispersed polymer; Chemical modification; Cu catalyzed Huisgen reaction; Preparation; Diels-Alder reaction; Radical copolymerization; Nucleophilic substitution; Styrene copolymer
• ISSN: 0887-624X; 1099-0518
• DOI: 10.1002/pola.23007

The double click reactions (Cu catalyzed Huisgen and Diels-Alder reactions) were used as a new strategy for the preparation of well-defined heterograft copolymers in one-pot technique. The synthetic strategy to the various stages of this work is outlined: (i) preparing random copolymers of styrene (St) and p-chloromethylstyrene (CMS) (which is a functionalizable monomer) via nitroxide mediated radical polymerization (NMP); (ii) attachment of anthracene functionality to the preformed copolymer by the o-etherification procedure and then conversion of the remaining ---CH₂Cl into azide functionality; (iii) by using double click reactions in one-pot technique, maleimide end-functionalized poly(methyl methacrylate) (PMMA-MI) via atom transfer radical polymerization (ATRP) of MMA and alkyne end-functionalized poly (ethylene glycol) (PEG-alkyne) were introduced onto the copolymer bearing pendant anthryl and azide moieties.