Abstract
Herein, a series of new pyrene based hexylcyanoacetate derivatives (HPPC1-HPPC8) with A-pi-D-pi-D configuration were designed by end-capped modeling of non-fullerene acceptors on the structure of reference compound named dihexyl 3,3' -(pyrene-1,6-diylbis(4,1-phenylene))(2E,2'E)-bis(2-cyanoacrylate) HPPCR. Quantum chemical calculations of HPPCR and HPPC1-HPPC8 were accomplished at M06/6-31G(d, p) level. The stability of molecules due to the strongest hyper conjugative interactions in HPPCR and HPPC1-HPPC8 was estimated through NBO study. Interestingly, HOMO-LUMO band-gap of HPPC1-HPPC8 was found smaller than HPPCR which resulted in large NLO response. Among all the investigated compounds, HPPC7 showed the larger NLO response due to the presence of four cyanide (CN) groups which strengthens the bridge conjugation, and its band gap was found to be 2.11 eV, smaller as compared to band gap of HPPCR (3.225 eV). The absorption spectra of HPPC1-HPPC8 compounds showed maximum absorption wavelengths (483-707 nm) than HPPCR (471.764 nm). The designed compounds showed high NLO response than HPPCR. Amazingly, highest amplitude of linear polarizability , first hyperpolarizability (beta(total)) and second hyperpolarizability for HPPC7 were achieved to be 1331.191, 200,112.2 and 4.131 x 10(7) (a.u), respectively. NLO response showed that the HPPC1-HPPC8 might be potential candidates for NLO applications.