RT Journal Article
T1 Polymeric Helical Structures à la Carte by Rational Design of Monomers
A1 Cobos Cabrera, Scarlet Katherine
A1 Rodríguez Riego, Rafael
A1 Domarco Álvarez, Olaya
A1 Fernández Rodríguez, Berta
A1 Quiñoá Cabana, Emilio
A1 Riguera Vega, Ricardo
A1 Freire Iribarne, Félix Manuel
K1 Monomers
K1 Chemical structure
K1 Carbonyls
K1 Solvents
K1 Polymers
AB Preparation of helical structures à la carte by monomer design of dynamic helical polymers such as poly(phenylacetylene)s (PPAs) is a difficult task due to conformational freedom of the polyene backbone. Herein, we study the monomer/helical polymer scaffold relationship by preparation of two novel phenylacetylene monomer series substituted at the phenyl ring in ortho-, meta-, or para-positions with the two enantiomers of either α-hydroxy-α-phenylacetic acid (1) or α-chloro-α-phenylacetic acid (S-2) linked through an anilide bond. These monomers were further polymerized, and their secondary structure and dynamic behavior were analyzed. Compiling information from these studies and the structural data for other PPAs found in the literature, we can state that anilide linkages in para-substituted polymers tend to generate compressed cis-cisoidal polyene structures, which can be transformed into more elongated cis-transoidal ones by external stimuli, while benzamide linkages in para-substituted polymers form mainly cis-transoidal scaffolds. The macromolecular structure of PPAs is also largely affected by the aromatic substitution pattern, adopting more stretched scaffolds once the pendant group is placed in meta- or ortho-positions, due to the steric hindrance generated by placing this group closer to the backbone
PB American Chemical Society
SN 0024-9297
YR 2020
FD 2020
LK http://hdl.handle.net/10347/23381
UL http://hdl.handle.net/10347/23381
LA eng
NO Macromolecules 2020, 53, 8, 3182–3193
NO This document is the Accepted Manuscript version of a Published Work that appeared in final form in Macromolecules, copyright © 2020 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see: https://doi.org/10.1021/acs.macromol.0c00085
NO Financial support from MINECO (CTQ2015-70519-P), Xuntade Galicia (ED431C 2018/30; Centro singular de investigaciońde Galicia accreditation 2016-2019, ED431G/09, R.R. postdoctoral fellowship, and the European Regional DevelopmentFund (ERDF) is gratefully acknowledged
DS Minerva
RD 24 abr 2026