The biocatalytic synthesis of a novel peptoid oligomer is reported. The oligomer is acetylated and a copolymer with polycaprolactone is prepared. These derivatives are employed for the preparation of nanoporous films. Poly[N-(2-hydroxyethyl)-β-propylamide] oligomer is synthesized using a simple enzymatic procedure involving Candida antarctica lipase B. This novel compound is obtained by a green and chemoselective method from economic reactants in good yield. The β-peptoid oligomer is characterized by spectroscopic methods showing low molecular weight and low dispersity. Two derivatives of the β-peptoid oligomer are prepared by acetylation and by grafting polycaprolactone by ring opening polymerization from the pendant hydroxyl groups. These products are blended with polycaprolactone to make films by solvent casting. The inclusion of the acyl derivatives of the β-peptoid to polycaprolactone affects the morphology of the film yielding microstructured and nanostructured patterns. © 2013 Society of Chemical Industry.
Documento: | Artículo |
Título: | Chemoenzymatic synthesis of novel N-(2-hydroxyethyl)-β-peptoid oligomer derivatives and application to porous polycaprolactone films |
Autor: | Monsalve, L.N.; Petroselli, G.; Erra-Ballsells, R.; Vázquez, A.; Baldessari, A. |
Filiación: | Laboratorio de Polímeros y Materiales Compuestos Instituto de Tecnología en Polímeros y Nanotecnología (ITPN), Facultad de Ingeniería, UBA - CONICET Las Heras 2214 (C1127AAR) Buenos Aires Argentina Departamento de Química Orgánica y CIHIDECAR, Facultad de Ciencias Exactas y Naturales Universidad de Buenos Aires, Ciudad Universitaria Pabellón 2, Piso 3 (C1428EGA) Buenos Aires Argentina INTI - Centro de Micro y Nanoelectrónica del Bicentenario Parque tecnológico Miguelete Av. General Paz 5445 (B1650WAB) San Martín Buenos Aires Argentina Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales Universidad de Buenos Aires, Ciudad Universitaria Pabellón 2, Piso 3 (C1428EGA) Buenos Aires Argentina |
Idioma: | Inglés |
Palabras clave: | β-peptoid; Films; Lipase; Polycaprolactone; Surface properties |
Año: | 2013 |
DOI: | http://dx.doi.org/10.1002/pi.4660 |
Título revista: | Polymer International |
Título revista abreviado: | Polym. Int. |
ISSN: | 09598103 |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09598103_v_n_p_Monsalve |