Abstract/Details

Aliphatic polyesters with pendent unsaturation and poly(ethylene glycol) groups: Synthesis, characterization, and encapsulation studies


2006 2006

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Abstract (summary)

Aliphatic polyesters are widely used in biomaterial applications including drug delivery and tissue engineering because they are both biocompatible and biodegradable. However, these materials are primarily semi-crystalline, hydrophobic, solids at biologically relevant temperatures and lack functionality for altering their properties. Consequently methods to incorporate functional groups pendent to aliphatic polyesters and thereby tune their properties are sought. Pendent functionalization presents a significant challenge as the degradable nature of the polyester backbone severely limits the chemistry that can be performed without inducing degradation. The focus of this thesis is the preparation of pendent-functionalized aliphatic polyesters by controlled methods to give well-defined materials with a diverse range of functional moieties and physical properties.

Pendent functionalization was achieved through the synthesis of α-substituted lactone monomers, followed by Sn(II) mediated ring-opening polymerization and post-polymerization modifications. Lactone monomers substituted with allyl, cyclopentene, and acetylene groups were prepared and their homo-/copolymerization chemistry was studied. Post-polymerization modifications that could be achieved without degradation or cross-linking were explored to give polyesters with dramatically altered properties relative to conventional aliphatic polyesters. Water-soluble PEG-grafted polyesters, as well as, polyesters with pendent oligopeptide sequences and drug moieties were prepared. The suitability of these materials for biomaterial applications was evaluated by cytotoxicity testing using mouse fibroblasts and human red blood cells. The application of the pendent-functionalized polyesters as polymer-drug conjugates and cross-linked microparticles was also explored.

Indexing (details)


Subject
Polymers
Classification
0495: Polymers
Identifier / keyword
Pure sciences; Aliphatic; Encapsulation; Pendent; Poly(ethylene glycol); Polyesters
Title
Aliphatic polyesters with pendent unsaturation and poly(ethylene glycol) groups: Synthesis, characterization, and encapsulation studies
Author
Parrish, Bryan K.
Number of pages
149
Publication year
2006
Degree date
2006
School code
0118
Source
DAI-B 67/04, Dissertation Abstracts International
Place of publication
Ann Arbor
Country of publication
United States
ISBN
9780542654114
Advisor
Emrick, Todd S.
University/institution
University of Massachusetts Amherst
University location
United States -- Massachusetts
Degree
Ph.D.
Source type
Dissertations & Theses
Language
English
Document type
Dissertation/Thesis
Dissertation/thesis number
3215902
ProQuest document ID
305306796
Copyright
Database copyright ProQuest LLC; ProQuest does not claim copyright in the individual underlying works.
Document URL
http://search.proquest.com/docview/305306796
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