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Chemoenzymatic synthesis of novel N‐(2‐hydroxyethyl)‐β‐peptoid oligomer derivatives and application to porous polycaprolactone films |
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| Authors: | Leandro N Monsalve Gabriela Petroselli Rosa Erra‐Ballsells Analía Vázquez Alicia Baldessari |
| Affiliation: | 1. Laboratorio de Polímeros y Materiales Compuestos, Instituto de Tecnología en Polímeros y Nanotecnología (ITPN), Facultad de Ingeniería, UBA ? CONICET, , Buenos Aires, Argentina;2. INTI 3. – 4. Centro de Micro y Nanoelectrónica del Bicentenario, Parque tecnológico Miguelete, , San Martín, Buenos Aires, Argentina;5. Departamento de Química Orgánica y CIHIDECAR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, , Buenos Aires, Argentina;6. Laboratorio de Biocatálisis, Departamento de Química Orgánica y UMYMFOR, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, , Buenos Aires, Argentina |
| Abstract: | PolyN‐(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 |
| Keywords: | lipase β ‐peptoid polycaprolactone films surface properties |