Influence of Benzoate on Substituent Benzoic Acids with Implications on Spectroscopic Studies through Inter Molecular Hydrogen Bonding

Ravi Shankar Kumar

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DOI: 10.4236/msa.2011.26068                

Abstract

Comprehensive study on the homologous series of compounds in the form A-R- HHB are synthesized with central rigid core as benzoic acids together with substituent’s alkoxy (A) and alkyl (R) group of equal chain lengths from 5 to 10 are connected to hexyl-p-hydroxy benzoate (HHB). These complexes form supramolecular structures by self assembling process due to intermolecular hydrogen bonding. The formation is analyzed with techniques involving polarizing optical microscope, infrared spectroscopy, proton NMR spectroscopy and powdered X-ray diffraction. Results suggest that complexes arise from both A and R groups exhibit enantiotropic layered texture of crystal G phase observed by microscopic studies due to flexible nature of mesogenics. The conversion of free to molecular complexes is determined with variations in spectral shifts between its terminal groups COOH and OH of molecules involving inter molecular hydrogen bonding and its bonding index by FTIR spectra. The changes in structure and dynamics due to hydrogen bonding in complexes are convinced by proton NMR spectra with chemical shifts in specified range. The defects in crystal structure responsible for enantiotropic phenomena are analyzed by powdered X ray diffraction.

Keywords

Phase Transitions, Microscopy, IR Spectra and Hydrogen Bonding

Conflicts of Interest

The authors declare no conflicts of interest.

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