Abstract

New polyesteramides, poly[oxy(1,2-dodecane)-oxy-carbonyl-1,4-phenylene-aminecarbonyl-1,4-phenylene-carbonyl-amine-1,4-phenylene-carbonyl]: (C34H38N2 O6 ) n , named PNOBDME, and poly[oxy(1,2-buthylene)-oxy-carbonyl-1,4-phenylene-amine-carbonyl1,4-phenylene-carbonyl-amine-1,4-phenylene-carbonyl]: [C26H22N2 O6 ) n , named PNOBEE, have been designed and synthetized as cholesteric liquid crystal. Both have been fully characterized by 1 H and 13C-NMR, COSY and HSQC and compared to their precursor polyesters PTOBDME and PTOBEE. The thermal behaviour of the new compounds is studied by TG and DSC analysis. Their optical activity is evaluated by optical rotatory dispersion (ORD). Molecular models of the new polymer show helical polymeric chains. Morphology of the samples is also reported by ESEM. The synthetic cholesteric liquid crystal polyestereamides described here have proved to be biocompatible and to act as non-viral vectors in Gene Therapy, transfecting DNA to the nucleus cell.

Highlights

  • The first feature we considered to be introduced was cationic charge, by entrance of Nitrogen atoms, which will favour the creation of hydrogen bonds, through intra and intermolecular interactions, giving secondary structures with long range supramolecular order, able to interact with molecules of interest

  • The synthesis of polyesteramides PNOBDME [C34H38N2O6]n and PNOBEE (C26H22N2O6)n

  • According to our previous experience, each enantiomer, with two independent sets of signals observed by 1H and 13C-NMR, differentiated with apostrophe ( ́) and without it ( ), could be attributed to two diastereomeric conformers: gg and gt, related with two possible staggered conformations of the torsion along the chemical bond, containing the asymmetric carbon atom in the spacer, along the copolymer backbone, with two possible helical screw sense of the polymer chain, for all the studied polymers

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Summary

Introduction

A similar result had been previously attained for liquid crystal PTOBEE [C26H20O8]n, m=1, with cholesteric mesophase, from polycondensation reaction between the racemic glycol DL-1,2-butanediol and TOBC [4], with a similar mesogen as PTOBDME but with ethyl group along the side chain. This article is available in: http://polymerscience.imedpub.com/archive.php the obtention of cholesteric PTOBDME and a method by Sek et al [17,18] reported for polycondensation reaction to obtain polyestereamides. In this case, we obtained an intermediate acid chloride yield lower than the obtained for the precursor polyesters. The morphology or the samples was observed by Environmental Scanning Electron Microscope (ESEM), PHILIPS XL30

Results and Discussion
14 C 13 C
Conclusions
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