123643-31-2Relevant academic research and scientific papers
Structure-activity relationship of new organic NLO materials based on push-pull azodyes. 1: Synthesis and molecular properties of the dyes
Tirelli,Altomare,Solaro,Ciardelli,Meier,Bosshard,Guenter
, p. 122 - 128 (2007/10/03)
Several new push-pull azobenzene dyes were synthesized by diazonium salt coupling of electron-poor anilines with N,N-dialkylanilines. Their dipole moments and first-order hyperpolarizabilities were evaluated respectively from the concentration dependence of the dielectric constant of solutions in apolar solvents and by the electric-field-induced-second-harmonic-generation (EFISH) technique. Investigation of the influence of both nature and steric hindrance of the electron-withdrawing group allowed to highlight a significant deviation from linearity in the relationship between dipole moments and first-order hyperpolarizabilities. This effect was particularly noticeable when multiple electron withdrawing groups pointing in different directions were present on the same phenyl ring. Johann Ambrosius Barth 1998.
