Sequential and localized grafting on aliphatic polyester diblock copolymers using alkyne deprotection and click cycloaddition
Authors:
- 6 November 2009
- journal article
- research article
- Published by Wiley in Journal of Polymer Science Part A: Polymer Chemistry
- Vol. 47 (24) , 7054-7065
Abstract
Diblock copolymers, in which both blocks are composed of aliphatic polyesters, were synthesized from two different alkyne‐functionalized δ‐valerolactone monomers by ring opening polymerization and subsequent click cycloaddition. Trimethylsilyl protection of the alkyne functionality of one block was instrumental to the success of the synthesis. These novel aliphatic polyester diblock copolymers were characterized by 1H and 13C NMR spectroscopy, gel permeation chromatography (GPC), and infrared (IR) spectroscopy. Sequential functionalization of the diblock copolymers with hydrophobic groups on one block, and hydrophilic groups on the other block, provides access to amphiphilic structures. Micellar structures generated from these polyester amphiphiles were characterized by fluorescence spectroscopy and transition electron microscopy (TEM). © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2009Keywords
Funding Information
- National Science Foundation Materials Research Science and Engineering Center
- Nanoscale Science and Engineering Center
- University of Massachusetts Graduate Research Fellowship
This publication has 35 references indexed in Scilit:
- Functionalized Diblock Copolymer of Poly(ε-caprolactone) and Polyphosphoester Bearing Hydroxyl Pendant Groups: Synthesis, Characterization, and Self-AssemblyMacromolecules, 2008
- Combining “click” chemistry and step‐growth polymerization for the generation of highly functionalized polyestersJournal of Polymer Science Part A: Polymer Chemistry, 2008
- Synthesis and characterization of amphiphilic block–graft MPEG-b-(PαN3CL-g-alkyne) degradable copolymers by ring-opening polymerization and click chemistryJournal of Polymer Science Part A: Polymer Chemistry, 2008
- Controlled synthesis of amphiphilic block copolymers based on polyester and poly(amino methacrylate): Comprehensive study of reaction mechanismsReactive and Functional Polymers, 2008
- Synthesis and Supramolecular Organization of Amphiphilic Diblock Copolymers Combining Poly(N,N-dimethylamino-2-ethyl methacrylate) and Poly(ε-caprolactone)Langmuir, 2007
- Special Section on Biological PolyestersBiomacromolecules, 2005
- Controlled synthesis of amphiphilic biodegradable polylactide‐grafted dextran copolymersJournal of Polymer Science Part A: Polymer Chemistry, 2004
- Novel Approach to Well-Defined Synthesis of a Polyester Bearing Phenol Moiety: Anionic Alternating Copolymerization of Ethylphenylketene with 4-(tert-Butyldimethylsilyloxy)benzaldehydeMacromolecules, 2002
- Photophysics of preassociated pyrenes in aqueous polymer solutions and in other organized mediaChemical Reviews, 1993
- Poly(styrene-ethylene oxide) block copolymer micelle formation in water: a fluorescence probe studyMacromolecules, 1991