A Computational Study of all mono-chlorostyrenes

The optoelectronic properties of the electron-donor polymer are primarily determined by the choice of the conjugated backbone, the solubility is predominantly determinedby the position, length and makeup of the alkyl side chains. Both the polymer backbone and the alkyl side chains device efficiency and molecular packing structure, especially in donor–acceptor copolymers, which contain an ordered sequence of different subunits [1]. The active layer in organic photovoltaic bulk heterojunction devices is composed of a blend of π-conjugated, electron-donor polymers and electron-acceptor molecules [2]. The objective of the present research is to study the electrical and structural properties of all mono-chlorostyrenes. All of the possible of mono-chlorostyrenes studied in this work are presented in Fig. 1.1: Z=W=X=T=R=Q=L=H Styrene 2: Z=W=T=R=Q=L=H,X=Cl 1-chloro-2-vinylbenzene 3: Z=W=X=R=Q=L=H,T=Cl (Z)-1-chloro-3-vinylbenzene 4: Z=W=X=T=Q=L=H,R=Cl 1-chloro-4-vinylbenzene 5: Z=W=X=T=R=L=H,Q=Cl 1-chloro-3-vinylbenzene 6: Z=W=X=T=R=Q=H,L=Cl (Z)-1-chloro-2-vinylbenzene 7: Z=X=T=R=Q=L=H,W=Cl 1-(1-chlorovinyl)benzene 8: W=X=T=R=Q=L=H,Z=Cl (Z)-1-(2-chlorovinyl)benzene Fig. 1 All possible mono-chlorostyrene studied in this work. Structures of representative mono-chlorostyrenes were optimized using B3LYP/6-311++G levels of theory with the G09 package of programs implemented on a Pentium–PC computer with a 7300 MHz processor [3]. The vibrational analysis showed that all structures correspond to local minima in potential energy surface. Values of dipole moment has been calculated and analyzed. The analysis of these data showed that the (Z)-1-chloro-3-vinylbenzene has the highest value of the dipole moment (with 2.4202 Debye), and it can be suggested that this molecule has high solubility in polar solvents. The (Z)-1-(2-chlorovinyl)benzene (Monomer 8) has the lowest HOMO-LUMO gap among all monomers. The electrochemical stability of 1- chloro-3-vinylbenzene 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 the (Z)-1-(2-chlorovinyl)benzene are more delocalized.