Comparative study on all di-chloroazulenes; a study of density functional theory

The conductivity study and the electrochemical polymerization of conducting compounds (or monomers) is an interesting matter for Scientifics in the world. Electrically conducting polymers have been considered for numerous applications including charge dissipation coatings, organic thin-film transistors, and conducting textiles [1]. The use of electrically conducting polymers in electro-chromic 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* anti-bonding orbitals (valence band) lies within the visible region [1]. All of the possible of dichloroazulenes studied in this work are presented in Fig. 1.The structural and electrical properties of all di-chloroazulenes have been studied using B3LYP method with 6-311+G* basis set. Highest Occupied Molecular Orbital (HOMO) and Lowest Unoccupied Molecular Orbital (LUMO) energies, HLG (the gap between HOMO and LUMO) and size of dipole moment vector, total electrical energies, enthalpies, entropies, electronic, Gibbs and Zero-Point energies, and also IR and NMR spectra have been calculated and studied in this work. The analysis of these data showed that the 1,2-dichloroazulene (Molecule 2) has the highest value of the dipole moment (i.e. 3.7735 D). The electrochemical stability of 2,6- dichloroazulene 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-dichloroazulene is more delocalized.