Dehydrodivanillin: Multi-dimensional NMR Spectral Studies, Surface Morphology and Electrical Characteristics of Thin Films

Abstract

The complete structural characterization of dehydrodivanillin, an important natural product of interest to the food, cosmetics and aroma industries, has been carried out using multi-dimensional NMR spectroscopic techniques, and its previously reported 13 C-NMR values have been reassigned. Dense and granular thin films of dehydrodivanillin have been grown by sublimation under high vacuum and studied using Scanning Electron Microscopy (SEM), electrical and optical techniques. The transmittance spectra of the films indicate a wide optical band gap of more than 3 eV. Typical J-V characteristics of Glass/ITO/dehydrodivanillin/Al structure exhibited moderate current densities ~10 -4 A/cm 2 at voltages > 25 V with an appreciable SCLC mobility of the order of 10 -6 cm 2 /V-s.

Selective laccase-catalyzed dimerization of phenolic compounds derived from lignin: Towards original symmetrical bio-based (bis) aromatic monomers

“…These analyses revealed the selective formation of a symmetric dimer, divanillin 1 (Scheme 1). Particularly, the NMR spectroscopy analyses were in agreement with the study of Eswaran et al [14]. The selectivity and yield of coupling reactions catalyzed by laccase depend on the reaction conditions [39].…”

“…Vanillin can be derived into divanillin, also called dehydrodivanillin, which is used mainly as flavoring [13] and antioxidant agent in food, cosmestic and pharmaceutical industry but can also be employed in microlithography [14] and in polymer synthesis [15], [16]. Over the years, divanillin has been synthesized by different methods.…”

Biobased phenol and furan derivative coupling for the synthesis of functional monomers

“…43 It is also used in microlithography and in polymer synthesis as reported previously. 44 The enzymatic and electrochemical reactions could be considered as green reactions but depending on the monomers, more or less hazardous solvents can be needed.…”

Divanillin-Based Polyazomethines: Toward Biobased and Metal-Free π-Conjugated Polymers

“…5 However, divanillin monomer has also the potential to be valorized in the field of organic electronics. 6 Indeed, in addition to the two phenolic functions, such derivative possesses two aldehyde moieties that can be involved in condensation reactions, for instance with amino groups, leading to polyazomethines. Polyazomethines exhibit many advantages, as they can be obtained through metal-free polycondensation with water as the only byproduct.…”

“…Such divanillin was used as a biobased aromatic building block for designing semi-aromatic polymers exhibiting different thermomechanical properties . However, divanillin monomer has also the potential to be valorized in the field of organic electronics . Indeed, in addition to the two phenolic functions, such derivative possesses two aldehyde moieties that can be involved in condensation reactions, for instance with amino groups, leading to polyazomethines.…”