A computational study of all di-fluoroazulenes

The electrochemical polymerization of heterocyclic monomers to yield electronically conducting and redox electroactive polymers is well documented [1]. Electrically conducting polymers have been considered for numerous applications including charge dissipation coatings, organic thin-film transistors, and conducting textiles. The use of electrically conducting polymers in electrochromic devices, as materials that possess the ability to reversibly change color by altering redox state, has emerged. Many conjugated polymers are colored in the neutral state since the energy difference between the σ-bonding orbitals and the σ* antibonding orbitals (valence band) lies within the visible region [2]. All of the possible of di-fluoroazulenes studied in this work are presented in Fig. 1.The structural and electrical properties of all di-fluoroazulenes have been studied using B3LYP method with 6-311+G* basis set. Highest Occupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) energies, the gapbetween HOMO and LUMO (HLG) and size of dipole moment vector, total electrical energies, Enthalpies, Entropies, Electronic, Gibbs and Zero-Point vibrational energies, IR and NMR spectra have been calculated and studied as well. The analysis of these data showed that the 1,2-difluoroazulene has the highest value of the dipole moment. The electrochemical stability of 4,8-difluoroazulene is greater than other compounds and also the zero-point energy for this molecule is greater than other molecules. The analysis of data showed that the double bonds in 4,5- difluoroazulene is more delocalized.