Journal
MACROMOLECULAR RAPID COMMUNICATIONS
Volume 34, Issue 17, Pages 1375-1380Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/marc.201300430
Keywords
enzymes; green polymer chemistry; halo-esters; functionalization of polymers; solventless conditions
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Funding
- National Science Foundation [DMR-0804878, CHE-0341701, DMR-0414599, CHE-1012636, DMR-0821313]
- Ohio Board of Regents
- Akron Functional Materials Center
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Halo-ester-functionalized poly(ethylene glycol)s (PEGs) are successfully prepared by the transesterification of alkyl halo-esters with PEGs using Candida antarctica lipase B (CALB) as a biocatalyst under the solventless conditions. Transesterifications of chlorine, bromine, and iodine esters with tetraethylene glycol monobenzyl ether (BzTEG) are quantitative in less than 2.5 h. The transesterification of halo-esters with PEGs are complete in 4 h. 1H and 13C NMR spectroscopy with MALDI-ToF and ESI mass spectrometry confirm the structure and purity of the products. This method provides a convenient and green process to effectively produce halo-ester PEGs.
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