Thiol-ene vs. ADMET: a complementary approach to fatty acid-based biodegradable polymers

The increasing need for biodegradable polymers in medical applications, attempts to use renewable resources instead of fossil resources for material synthesis, and highly efficient polymerization methods that meet the requirements of green chemistry draw attention to fatty acid-based biodegradable p...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 13; no. 2; pp. 314 - 320
Main Authors TÜRÜNC, Oguz, MEIER, Michael A. R
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 01.01.2011
Subjects
Chemistry
Exact sciences and technology
Lipids
Organic chemistry
Preparations and properties
Chemical solution
Thiol
Stability
Ester polymer
Metathesis
Polymerization
Lipids
Organic anhydride
Thermal reaction
Dienic compound
Fatty acids
Functional polymer
Renewable resources
Hydrolysis
Ene reaction
Green chemistry
Chemical synthesis
Melting point
Ethylenic compound
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Summary:The increasing need for biodegradable polymers in medical applications, attempts to use renewable resources instead of fossil resources for material synthesis, and highly efficient polymerization methods that meet the requirements of green chemistry draw attention to fatty acid-based biodegradable polymers. In the present study, we have prepared a set of anhydride and ester functional biodegradable polymers from undec-10-enoic acid via ADMET polymerization reactions and/or thiol-ene click reactions. The efficiency of these polymerization methods and the thermal, as well as hydrolytic, stability properties of the polymers were evaluated and compared to each other. The results reveal that the polymers exhibit melting points in the range 44-58 [degree]C, which is higher than physiological temperature, and that polyanhydrides degrade considerably faster in solution than structurally similar polyesters.
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ISSN:1463-9262
1463-9270
DOI:10.1039/c0gc00773k