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- Title
Impregnation of poly(L-lactide- ran-cyclic carbonate) copolymers with useful compounds with supercritical carbon dioxide.
- Authors
Tsutsumi, Chikara; Fukukawa, Naohisa; Sakafuji, Jun; Oro, Kazuyuki; Hata, Kazuaki; Nakayama, Yuushou; Shiono, Takeshi
- Abstract
In this article, we cover the development of L-lactide (L-LA) random copolymers into which useful compounds, such as repellents and antibacterial agents, were impregnated by high concentration. Outstanding controlled release materials were developed with statistical random copolymers of L-LA with cyclic carbonate (CC) [2,2-dimethyltrimethylene carbonate (2,2-DTMC) or tetramethylene carbonate (TEMC)] with tin 2-ethyL-hexanoate as a catalyst at 150°C (2,2-DTMC) or 120°C (TEMC) for 24 h without solvent. The preparation of improved controlled release materials was performed with useful organic compounds with low boiling points and synthetic L-LA random copolymers containing CCs as base materials under supercritical carbon dioxide (scCO). Low-boiling-point compounds, such as d-limonene and hinokitiol, were used. In impregnation experiments with scCO, the amounts of low-boiling-point compounds increased with increasings L-LA content. The compound content impregnated into poly(L-lactide- ran-cyclic carbonate) [poly(L-LA- ran-CC)] was greater than that of the experiment with poly(L-lactide- ran-ε-caprolactone) previously studied. When the enzymatic degradation of poly(L-LA- ran-CC) was performed with proteinase K, copolymers with a greater L-LA content degraded more rapidly than did copolymers with a greater CC content. In a controlled release experiment with poly(L-lactide- ran-2,2-dimethyltrimethylene carbonate) (76/24) or poly(L-lactide- ran-tetramethylene carbonate) (81/19), the rate of polymer degradation and the rate of impregnated compound release were almost the same. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011
- Subjects
LACTIC acid; COPOLYMERS; CATALYSTS; ORGANIC compounds; CARBON dioxide; PROTEINASES
- Publication
Journal of Applied Polymer Science, 2011, Vol 121, Issue 3, p1431
- ISSN
0021-8995
- Publication type
Article
- DOI
10.1002/app.33646