Autor segons l'article: Pala, Marc; El Khannaji, Hafssa; Garay-Sarmiento, Manuela; Carlos Ronda, Juan; Cadiz, Virginia; Galia, Marina; Percec, Virgil; Rodriguez-Emmenegger, Cesar; Lligadas, Gerard;
Departament: Química Analítica i Química Orgànica
Autor/s de la URV: Cádiz Deleito, Maria Virginia / Galià Clua, Marina Teresa / Lligadas Puig, Gerard / PALÀ SÁNCHEZ, MARC / Ronda Bargalló, Juan Carlos
Paraules clau: Thermoresponsive polymers Single Set-lrp Ruthenium nanoparticles Reductive amination Pnipam Monomers Living radical polymerization Ethyl lactate Acid
Resum: We report a green solvent-to-polymer upgrading transformation of chemicals of the lactic acid portfolio into water-soluble lower critical solution temperature (LCST)-type acrylic polymers. Aqueous Cu(0)-mediated living radical polymerization (SET-LRP) was utilized for the rapid synthesis of N-substituted lactamide-type homo and random acrylic copolymers under mild conditions. A particularly unique aspect of this work is that the water-soluble monomers and the SET-LRP initiator used to produce the corresponding polymers were synthesized from biorenewable and non-toxic solvents, namely natural ethyl lactate and BASF's Agnique (R) AMD 3L (N,N-dimethyl lactamide, DML). The pre-disproportionation of Cu(I) Br in the presence of tris[2-(dimethylamino)ethyl]amine (Me6TREN) in water generated nascent Cu(0) and Cu(II) complexes that facilitated the fast polymerization of N-tetrahydrofurfuryl lactamide and N,N-dimethyl lactamide acrylate monomers (THFLA and DMLA, respectively) up to near-quantitative conversion with excellent control over molecular weight (5000 < M-n < 83 000) and dispersity (1.05 < D < 1.16). Interestingly, poly(THFLA) showed a degree of polymerization and concentration dependent LCST behavior, which can be fine-tuned (T-cp = 12-62 degrees C) through random copolymerization with the more hydrophilic DMLA monomer. Finally, covalent cross-linking of these polymers resulted in a new family of thermo-responsive hydrogels with excellent biocompatibility and tunable swelling and LCST transition. These illustrate the versatility of these neoteric green polymers in the preparation of smart and biocompatible soft materials.
Àrees temàtiques: Química Pollution Medicina veterinaria Medicina ii Materiais Interdisciplinar Green & sustainable science & technology Farmacia Environmental chemistry Engenharias iv Engenharias iii Engenharias ii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Ciência de alimentos Chemistry, multidisciplinary Chemistry Biotecnología Astronomia / física
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
Adreça de correu electrònic de l'autor: marc.pala@urv.cat marc.pala@urv.cat marina.galia@urv.cat juancarlos.ronda@urv.cat gerard.lligadas@urv.cat
Identificador de l'autor: 0000-0002-4359-4510 0000-0002-0668-6600 0000-0002-8519-1840
Data d'alta del registre: 2024-09-07
Versió de l'article dipositat: info:eu-repo/semantics/publishedVersion
Enllaç font original: https://pubs.rsc.org/en/content/articlelanding/2022/gc/d2gc02780a
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
Referència a l'article segons font original: Green Chemistry. 24 (21): 8314-8323
Referència de l'ítem segons les normes APA: Pala, Marc; El Khannaji, Hafssa; Garay-Sarmiento, Manuela; Carlos Ronda, Juan; Cadiz, Virginia; Galia, Marina; Percec, Virgil; Rodriguez-Emmenegger, C (2022). A green solvent-to-polymer upgrading approach to water-soluble LCST poly(N-substituted lactamide acrylate)s. Green Chemistry, 24(21), 8314-8323. DOI: 10.1039/d2gc02780a
DOI de l'article: 10.1039/d2gc02780a
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2022
Tipus de publicació: Journal Publications
Repositori URV