Сибирский федеральный университет

Тип публикации: статья из журнала

Год издания: 2024

Идентификатор DOI: 10.1007/s11172-024-4179-9

Ключевые слова: polyesters, polyhydroxyalkanoates, haloalkanes, degradation, functionalized oligomers, 3-bromobutyric acid, Chemistry/Food Science, general, organic chemistry, inorganic chemistry

Аннотация: Controlled thermal degradation of high-molecular-weight poly-3-hydroxybutyrate (PHB) was studied in dimethylformamide (DMF), bromoform, tetrabromoethane, and trichloropropane. Samples with molecular weights of 1.6 kDa and higher were obtained. PHB degradation in pure DMF and in trichloropropane resulted in the formation of C-terminal crotonic acid residues at the sites of polymer chain scission. In the case of bromoform and tetrabromoethane, 3-bromobutyric acid residues were formed (61–68% at 100 °C and 29–54% at 145 °C), along with crotonic acid residues. This indicates the possibility of halogen capture from solvent molecules at the moment of chain scission. Presumably, the reaction follows the E1 mechanism involving the formation of an intermediate carbocation. The results show the possibility of using thermochemical degradation of biodegradable polyesters in solutions for obtaining their oligomeric bromo-substituted derivatives.

Журнал: Russian Chemical Bulletin

Выпуск журнала: Т.73, №3

Номера страниц: 688-694

ISSN журнала: 10665285

Место издания: Москва

Издатель: Springer-Verlag GmbH

• Boyandin A. N. (Federal Research Center “Krasnoyarsk Science Center of the Siberian Branch of the Russian Academy of Sciences”)
• Bessonova V. A. (Siberian Federal University)
• Sukhanova A. A. (Reshetnev Siberian State University of Science and Technology)
• Ertiletskaya N. L. (Federal Research Center “Krasnoyarsk Science Center of the Siberian Branch of the Russian Academy of Sciences”)

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