Synthesis, characterization, and star polymer assembly of boronic acid end-functionalized polycaprolactone

Autor:	Peter M. Iovine, Andrew L. Korich, Amanda R. Walker, Christopher Hincke, Caitlin Stevens
Rok vydání:	2010
Předmět:	inorganic chemicals chemistry.chemical_classification Telechelic polymer Polymers and Plastics Chemistry Organic Chemistry Polymer Boroxine Ring-opening polymerization End-group chemistry.chemical_compound Polymerization Polycaprolactone Polymer chemistry Materials Chemistry Boronic acid
Zdroj:	Journal of Polymer Science Part A: Polymer Chemistry. 48:5767-5774
ISSN:	0887-624X
Popis:	Boronic acid end-functionalized polycaprolactone (PCL) polymers were synthesized by ring-opening polymerization using a pinacol boronate ester-containing (Bpin) initiator. The polymerization provides access to boron-terminated polymers (i.e. Bpin-PCL-OH) with narrow molecular weight distributions (PDI = 1.09). Postsynthetic manipulation of the polymer's terminal hydroxyl group by copper-catalyzed azide-alkyne cycloaddition chemistry provides a series of bis end-functionalized polymers with significant structural diversity at the termini. Deprotection of the boronate ester end group was accomplished with an acidic solid phase DOWEX resin. The boronate ester deprotection methodology does not result in hydrolysis of the polymeric backbone. The boronic acid-tipped polymers were converted into star polymer assemblies using thermal dehydration and ligand-facilitated trimerization. Thermal dehydration of (HO)2B-PCL-OAc to the corresponding boroxine-based star polymer assembly was inefficient and lead to degradation products. Ligand-facilitated trimerization using either pyridine or 7-azaindole as the Lewis base was efficient and mild. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::29aa4e3fc6cf2b30e45fe77ce9398d7c https://doi.org/10.1002/pola.24384 Zobrazit plný text záznamu Plný text