3 years ago

Nonlinear optical properties of the novel kind of organic donor-acceptor thiophene derivatives with click chemistry modification

Nonlinear optical properties of the novel kind of organic donor-acceptor thiophene derivatives with click chemistry modification
Two new classes of organic third-order optical chromophores, D-π-A-D and D-π-A-D-A-π–D, were designed and synthesized using a Sonogashira coupling reaction and the high-yielding [2 + 2] click reaction. The photophysical and click chemistry were characterized by means of UV/Vis absorption spectroscopy. The electrochemical properties were characterized by means of cyclic voltammetry. Moreover, the third-order nonlinear properties, including the nonlinear refraction and the nonlinear absorption, were investigated by using Z-scan techniques. The chromophores with a D-π-A-D-A-π-D motif, Bt 1 -X and Bt 2 -X, exhibited the larger third-order susceptibility χ(3) value than the analogues (D-π-A-D), St 1 -X and St 2 -X, whereas the bithiophene chromophores, St 2 and Bt 2 , exhibited a larger χ(3) value than their single thiophene counterparts, St 1 and Bt 1 . Upon the introduction of electron acceptors, third-order nonlinear absorption of the products St n -X showed a typical SA-RSA transition. Interestingly, the chromophores with a D-π-A-D-A-π-D motif, Bt n -X, exhibited more diversified NLO phenomenon. All of the click compounds showed the considerable third-order susceptibility χ(3) values. The results of these studies could provide new molecular-design strategies for third-order nonlinear optical materials for optoelectronic device components.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017309420

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