Biocompatible, Nanostructured, Chiral Polyesteramides: PNOBDME (C34H38N2O6)n and PNOBEE (C26H22N2O6)n Synthesized and Characterised as Cholesteric Liquid Crystals.
Two new multifunctional polyesteramides designed as PNOBDME (C34H38N2O6)n: poly[oxy(1,2-dodecane)-oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine-1,4-phenylene-carbonyl] and PNOBEE (C26H22N2O6)n: poly [oxy(1,2-buthylene)-oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-...
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2019 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/184357 |
| Acceso en línea: | http://hdl.handle.net/10261/184357 |
| Access Level: | acceso abierto |
| Palabra clave: | Cholesteric LC Molecular Modeling New polyesteramides NMR Synthetic method |
| Sumario: | Two new multifunctional polyesteramides designed as PNOBDME (C34H38N2O6)n: poly[oxy(1,2-dodecane)-oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine-1,4-phenylene-carbonyl] and PNOBEE (C26H22N2O6)n: poly [oxy(1,2-buthylene)-oxy-carbonyl-1,4-phenylene-amine-carbonyl-1,4-phenylene-carbonyl-amine-1,4-phenylene-carbonyl], are synthesized as cholesteric liquid crystal, characterized by 1H and 13C-NMR, COSY and HSQC and compared to precursor polyesters. Molecular models show helical polymeric chains with stereo regular head-tail, isotactic structure, explained as due to the higher reactivity of the primary hydroxyl with respect to the secondary one in the glycol through the polycondensation reaction. The two 1H independent sets of signals observed for each enantiomer is attributed to two diastereomeric conformers: gg and gt, of the torsion containing the asymmetric carbon atom in the spacer. Thermal behavior of the new compounds is studied by TG and DSC analysis. Optical rotatory dispersion (ORD) is evaluated. Morphology of powdered PNOBDME exhibits homogeneous spherical clusters of about 5 m in diameter homogeneously dispersed. When dispersed in solution, their helical molecules self-organize on metal and semiconductor surfaces. By dip coating technique both polymers self-organize in round nanoclusters about 5 nm thick, observed by AFM, after 3h and 21h grown on Si(100) substrate, deposited in conglomerates about 300 nm, 35 nm high. Both synthetic polyesteramides have proved to be biocompatible and to act as non-viral vectors in Gene Therapy, transfecting DNA to the nucleus cell. The synthetic cholesteric liquid crystal polyestereamides described here are similar to new cationic cholesteric liquid crystal polyesters also synthesized in our lab. |
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