Polyhydroxyalkanoate-derived hydrogen-bond donors for the synthesis of new deep eutectic solvents
Authors:
- Katarzyna Haraźna,
- Karolina Walas,
- Patrycja Urbańska,
- Tomasz Witko,
- Wojciech Snoch,
- Agnieszka Siemek,
- Barbara Jachimska,
- Marcel Krzan,
- Bogna D. Napruszewska,
- Małgorzata Witko,
- Szczepan Bednarz,
- Maciej Guzik
Abstract
Bacterial polyesters are a well-known group of polymers with excellent biocompability and biodegradability.They are also a renewable source of a wide array of enantiopure (R)-3-hydroxycarboxylic acids. In thisstudy, a series of ternary deep eutectic solvent (DES) systems were prepared using a mixture of micro-organism-derived (R)-3-hydroxynonanoic and (R)-3-hydroxyheptanoic acids in a molar ratio of 7 : 3 ashydrogen-bond donors (HBDs) and selected quaternary ammonium salts as hydrogen-bond acceptors(HBAs), namely choline, 1-ethyl-3-methylimidazolium and tributylmethylammonium chlorides. For com-parison, DESs based on aliphatic carboxylic acid analogues,i.e.nonanoic and heptanoic acids, werealso studied. The systems were characterised by1H NMR and FT-IR techniques and the formation ofhydrogen bonds between the HBDs and HBAs was proved. The thermal properties, including the meltingtemperatures and thermal stabilities, as well as the polarity and wetting properties were determined byDSC, TGA, the Nile Red method and dynamic contact angle methods, respectively. The viscosity anddensity were measured over a temperature range of 30–60 °C. Cytotoxicity and biodegradation studieswere conducted and revealed the non-toxic character of the choline-based DES. The ability of the DESsto dissolve lignin was also evaluated. The results demonstrated the potential for a new area of applicationof bacterial polyesters for the synthesis of novel bio-based solvents.
- Record ID
- CUT8d5cf198cd4a4d0ba4799b4af37ded06
- Publication categories
- ;
- Author
- Journal series
- Green Chemistry, ISSN 1463-9262, e-ISSN 1463-9270
- Issue year
- 2019
- Vol
- 21
- No
- 11
- Pages
- 3116-3126
- Other elements of collation
- tab.; wykr.; Bibliografia (na s.) - 3125-3126; Bibliografia (liczba pozycji) - 65; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 21, Iss. 11
- DOI
- DOI:10.1039/c9gc00387h Opening in a new tab
- URL
- https://pubs.rsc.org/en/content/articlelanding/2019/gc/c9gc00387h#!divAbstract Opening in a new tab
- Language
- eng (en) English
- Score (nominal)
- 200
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT8d5cf198cd4a4d0ba4799b4af37ded06/
- URN
urn:pkr-prod:CUT8d5cf198cd4a4d0ba4799b4af37ded06
* presented citation count is obtained through Internet information analysis, and it is close to the number calculated by the Publish or PerishOpening in a new tab system.