TY - JOUR
T1 - Computational modeling of polydecanediol-co-citrate using benzalkonium chloride-based hydrophobic eutectic solvents
T2 - COSMO-RS, reactivity, and compatibility insights
AU - Benabid, Samira
AU - Haddaoui, Nacerddine
AU - Lemaoui, Tarek
AU - Darwish, Ahmad S.
AU - Benguerba, Yacine
AU - Alnashef, Inas M.
N1 - Funding Information:
The authors would like to express their gratitude to Université Ferhat ABBAS and to Khalifa University for financially supporting this work through award numbers CIRA-2018-069 and CIRA-2018-023. The authors also acknowledge the support of the Laboratoire de Physico-Chimie des Hauts Polymères and Laboratoire des Matériaux Polymères Multiphasiques at Université Ferhat ABBAS in Algeria, and the support of the Center for Membrane and Advanced Water Technology (CMAT, RC2-2018-009) and the Research and Innovation Center on CO 2 and H 2 (RICH, RC2-2019-007) at Khalifa University in UAE.
Publisher Copyright:
© 2021 Elsevier B.V.
PY - 2021/10/1
Y1 - 2021/10/1
N2 - Eutectic solvents (ESs) have been extensively explored in polymer chemistry. Nevertheless, studies utilizing ESs as a constituent of biodegradable poly(diol-co-citrate) (PDCA) polyesters are lacking in the literature. In this work, we propose utilizing benzalkonium chloride (BAC) based hydrophobic eutectic solvents (HESs) as a constituent of PDCAs. Spotting the light on the molecular-level interactions and mechanisms, a theoretical computational study was conducted to evaluate the feasibility of the process by exploiting a combination of geometrical optimizations, COSMO-RS quantum chemical calculations, density functional theory (DFT) calculations, reactivity calculations, and a blends compatibility study. The studied HES is comprised of dodecyldimethylbenzyl ammonium chloride (DDBAC) as an HBA and 1,10-decanediol (D10DO) as the diol HBD at a 1:3 M ratio. Based on the obtained results, it was found that DDBAC-based HESs can be considered as potential solvents for antimicrobial PDCAs. Additionally, the modeling framework reported in this work can be utilized for screening new types of ESs promoting an efficient design approach of new PDCAs with tailored properties based on the choice of the ES's HBA.
AB - Eutectic solvents (ESs) have been extensively explored in polymer chemistry. Nevertheless, studies utilizing ESs as a constituent of biodegradable poly(diol-co-citrate) (PDCA) polyesters are lacking in the literature. In this work, we propose utilizing benzalkonium chloride (BAC) based hydrophobic eutectic solvents (HESs) as a constituent of PDCAs. Spotting the light on the molecular-level interactions and mechanisms, a theoretical computational study was conducted to evaluate the feasibility of the process by exploiting a combination of geometrical optimizations, COSMO-RS quantum chemical calculations, density functional theory (DFT) calculations, reactivity calculations, and a blends compatibility study. The studied HES is comprised of dodecyldimethylbenzyl ammonium chloride (DDBAC) as an HBA and 1,10-decanediol (D10DO) as the diol HBD at a 1:3 M ratio. Based on the obtained results, it was found that DDBAC-based HESs can be considered as potential solvents for antimicrobial PDCAs. Additionally, the modeling framework reported in this work can be utilized for screening new types of ESs promoting an efficient design approach of new PDCAs with tailored properties based on the choice of the ES's HBA.
KW - Benzalkonium chloride
KW - COSMO-RS
KW - Density functional theory
KW - Green synthesis
KW - Hydrophobic eutectic solvents
KW - Polymer chemistry
UR - http://www.scopus.com/inward/record.url?scp=85108453614&partnerID=8YFLogxK
U2 - 10.1016/j.molliq.2021.116674
DO - 10.1016/j.molliq.2021.116674
M3 - Article
AN - SCOPUS:85108453614
SN - 0167-7322
VL - 339
JO - Journal of Molecular Liquids
JF - Journal of Molecular Liquids
M1 - 116674
ER -