NLOphoric Azo Dyes Studied Using Z‐Scan

Abstract

Disperse Red 343((E)‐N‐(2‐((2,6‐dicyano‐4‐methylphenyl) diazenyl) ‐ 5 ‐ (diethylamino) phenyl)methanesulfonamide,1 a), Disperse Red177((E) ‐ methyl3‐((2‐cyanoethyl)(4‐((6‐nitrobenzo [d]thiazol‐2‐yl)diazenyl) phenyl) amino) propanoate,1 b), Disperse Blue 165((E) ‐ N ‐ (2 ‐ ((2,6 ‐ dicyano ‐ 4 ‐nitrophenyl)diazenyl)‐5‐ (diethylamino) phenyl) acetamide, 1 c), Disperse Blue 165.1((E) ‐ N ‐ (5 ‐ (benzyl (ethyl) amino) ‐ 2 ‐ ((2‐cyano ‐ 4,6‐dinitrophenyl) diazenyl) phenyl) acetamide, 1 d), Disperse Blue 366 ((E) ‐ 2 ‐ ((4‐ (diethylamino) ‐ 2 ‐ methylphenyl) diazenyl) ‐ 5 nitroisophthalonitrile, 1 e), and Disperse Blue 148((E) ‐ methyl 3‐(ethyl (4 ‐ ((5 ‐ nitrobenzo [c]I sothiazol‐3‐yl) diazenyl) phenyl) amino) propanoate, 1 f) were examined in solvents for their non‐linear optical properties using Z‐scan technique. Because of their CT characteristics, they have shown positive solvatochromism. As observed in nonpolar solvents, the ground states are more stable than their excited states. Changes in solvating the low‐lying ground state and the state above generate the bathochromic shift in vertical excitation. The dye 1 b produces the maximum x3(7.95×10-134pte.s.u.) due to strong NO2 donor‐ п‐ acceptors systems in DMSO. We found a positive nonlinear refractive index (η2) in both series using the closed aperture (valley‐peak) compared to the other five disperse dyes. Dye 1 c (with two cyano groups) has a ′larger nonlinear susceptibility (χ3)′ in DMSO than in the other two solvents (acetone, ethanol). Dye 1 a–1 f showed LDT (9.109, 6.553,4.641,6.44) W/m2 respectively. The “nonlinear absorptive coefficient (β), nonlinear refractive index (η2), third‐order nonlinear optical susceptibility χ(3) and optical limiting (OL)” of acetone, ethanol, and DMSO are determined using the Z‐scan technique, and the results are significantly better than earlier known dyes.

Hybrids of Polyynes and Azo Dyes: Synthesis, Characterization, and Two-Photon Absorption

“…Herein, we report the first synthesis of polyyne-bridged azo dyes ( RC n R ) up to octatetrayne and a series of compounds consisting of one dye unit ( RC n TMS ). In addition to that, linear and non-linear optical (NLO) properties of target compounds were investigated because azo dyes are known NLOphores. − …”