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Enzymatic and chemical synthesis of polyesters and polycarbonates derived from L-tartaric acid and synthesis of polycapr...

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Material Information

Title:
Enzymatic and chemical synthesis of polyesters and polycarbonates derived from L-tartaric acid and synthesis of polycaprolactones initiated by cavitands
Physical Description:
Book
Language:
English
Creator:
Wu, Ruizhi
Publisher:
University of South Florida
Place of Publication:
Tampa, Fla
Publication Date:

Subjects

Subjects / Keywords:
Caprolactone
Cycliccarbonate
Biodegradable
Hydrophilic
Multiarm polymer
Dissertations, Academic -- Chemistry -- Doctoral -- USF   ( lcsh )
Genre:
non-fiction   ( marcgt )

Notes

Abstract:
ABSTRACT: Due to the excellent properties of biodegradability and biocompatibility, aliphatic polycarbonate and polyesters are very promising either as biomaterials or as environmentally friendly materials to address growing ecological concerns. The first chapter describes an overview of ring-opening polymerization, enzymatic polymerization and their application on the polymerization of cyclic carbonate and lactones. The second chapter describes the synthesis of enantiomerically pure functional polycarbonate from a novel seven-membered-cyclic carbonate (5S, 6S)- Dimethyl 5,6- isopropylidene-1,3-dioxepin-2-one (ITC) derived from naturally occurring L-tartaric acid. The monomer was synthesized in three steps and screened for polymerization with four commercially available lipases. Block co-polymerization of ITC with ε-caprolactone in 'one-shot feeding' is reported in the third chapter. It is the first report of 'one-shot' block copolymerization of ε-caprolactone with a cyclic carbonate monomer. The deprotection of the ketal groups resulted in copolymers containing free hydroxy groups in the polymer backbone. In chapter four, star-shaped poly(ε-caprolactone)'s (PCL) series based on two tetra-hydroxy resorcinarenes initiators were reported. These polymers were synthesized by the ring-opening polymerization. The data suggest that the initiator core directed the PCL-arms toward more interactions resulting in increasing in the rigidity of star-polymers compare to linear-PCL.
Thesis:
Dissertation (Ph.D.)--University of South Florida, 2009.
Bibliography:
Includes bibliographical references.
System Details:
Mode of access: World Wide Web.
System Details:
System requirements: World Wide Web browser and PDF reader.
Statement of Responsibility:
by Ruizhi Wu.
General Note:
Title from PDF of title page.
General Note:
Document formatted into pages; contains 136 pages.
General Note:
Includes vita.

Record Information

Source Institution:
University of South Florida Library
Holding Location:
University of South Florida
Rights Management:
All applicable rights reserved by the source institution and holding location.
Resource Identifier:
aleph - 002029662
oclc - 437034752
usfldc doi - E14-SFE0002972
usfldc handle - e14.2972
System ID:
SFS0027289:00001


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Full Text
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ABSTRACT: Due to the excellent properties of biodegradability and biocompatibility, aliphatic polycarbonate and polyesters are very promising either as biomaterials or as environmentally friendly materials to address growing ecological concerns. The first chapter describes an overview of ring-opening polymerization, enzymatic polymerization and their application on the polymerization of cyclic carbonate and lactones. The second chapter describes the synthesis of enantiomerically pure functional polycarbonate from a novel seven-membered-cyclic carbonate (5S, 6S)- Dimethyl 5,6- isopropylidene-1,3-dioxepin-2-one (ITC) derived from naturally occurring L-tartaric acid. The monomer was synthesized in three steps and screened for polymerization with four commercially available lipases. Block co-polymerization of ITC with -caprolactone in 'one-shot feeding' is reported in the third chapter. It is the first report of 'one-shot' block copolymerization of -caprolactone with a cyclic carbonate monomer. The deprotection of the ketal groups resulted in copolymers containing free hydroxy groups in the polymer backbone. In chapter four, star-shaped poly(-caprolactone)'s (PCL) series based on two tetra-hydroxy resorcinarenes initiators were reported. These polymers were synthesized by the ring-opening polymerization. The data suggest that the initiator core directed the PCL-arms toward more interactions resulting in increasing in the rigidity of star-polymers compare to linear-PCL.
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