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Electro-optic property enhancement of bis (N, N-diethyl) aniline based second order nonlinear chromophores by introducing stronger electron acceptor and modifying the π-bridge

Abstract

A series of highly polarizable chromophores y1, y2, yz1 and yz2 based on the same bis(N,N-diethyl)aniline donor, the tricyanofuran acceptor (TCF) and CF3-Ph-TCF acceptor linked together via thiophene and the modified thiophene π-conjugation have been synthesized and systematically investigated in this paper. Density functional theory (DFT) calculations suggested that the molecular quadratic hyperpolarizability (β) value of CF3-Ph-TCF based chromophore is 16.8% and 46.8% larger than that of TCF based chromophores, respectively. These chromophores showed good thermal stability with their decomposition temperatures all above 230℃. Besides, compared with results obtained from the chromophores (y1 and y2) with the TCF acceptor, these new chromophores (yz1 and yz2) with the CF3-Ph-TCF acceptor show better intramolecular charge-transfer (ICT) absorption (108nm and 97nm red-shift). By doping chromophores y1, y2, yz1 and yz2 with a high loading of 25wt % in amorphous polycarbonate (APC), electro-optic (EO) coefficients (r33) of up to 149, 139, 142 and 252 pm V-1 at 1310 nm can be achieved, respectively. Normalized r33 value of 15.57×10-18 pm cc per (V molecules) and order parameter (Φ) up to 27.3% was obtained for yz2 possessing the bis(N,N-diethyl)aniline donor, alkoxy chains modified thiophene bridge and CF3-Ph-TCF acceptor which indicated structure-property relationship was essential. The high r33 value, good thermal stability and high yields suggest the potential use of the new chromophores in nonlinear optical area.

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Publication details

The article was received on 20 Mar 2017, accepted on 04 Jun 2017 and first published on 05 Jun 2017


Article type: Paper
DOI: 10.1039/C7TC01175J
Citation: J. Mater. Chem. C, 2017, Accepted Manuscript
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    Electro-optic property enhancement of bis (N, N-diethyl) aniline based second order nonlinear chromophores by introducing stronger electron acceptor and modifying the π-bridge

    H. Zhang, Y. Yang, H. Xiao, F. Liu, F. Huo, L. Chen, Z. Chen, S. Bo, L. Qiu and Z. Zhen, J. Mater. Chem. C, 2017, Accepted Manuscript , DOI: 10.1039/C7TC01175J

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