Autor según el artículo: Pala, Marc; El Khannaji, Hafssa; Garay-Sarmiento, Manuela; Carlos Ronda, Juan; Cadiz, Virginia; Galia, Marina; Percec, Virgil; Rodriguez-Emmenegger, Cesar; Lligadas, Gerard;
Departamento: Química Analítica i Química Orgànica
Autor/es de la URV: Cádiz Deleito, Maria Virginia / Galià Clua, Marina Teresa / Lligadas Puig, Gerard / PALÀ SÁNCHEZ, MARC / Ronda Bargalló, Juan Carlos
Palabras clave: Thermoresponsive polymers Single Set-lrp Ruthenium nanoparticles Reductive amination Pnipam Monomers Living radical polymerization Ethyl lactate Acid
Resumen: 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.
Áreas temáticas: 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
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
Direcció de correo del autor: marc.pala@urv.cat gerard.lligadas@urv.cat virginia.cadiz@urv.cat juancarlos.ronda@urv.cat marina.galia@urv.cat marc.pala@urv.cat
Identificador del autor: 0000-0002-8519-1840 0000-0003-2689-5407 0000-0002-0668-6600 0000-0002-4359-4510
Fecha de alta del registro: 2024-01-13
Versión del articulo depositado: info:eu-repo/semantics/publishedVersion
Enlace a la fuente original: https://pubs.rsc.org/en/content/articlelanding/2022/gc/d2gc02780a
URL Documento de licencia: http://repositori.urv.cat/ca/proteccio-de-dades/
Referencia al articulo segun fuente origial: Green Chemistry. 24 (21): 8314-8323
Referencia 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 del artículo: 10.1039/d2gc02780a
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2022
Tipo de publicación: Journal Publications
Repositori URV