Abstract

Four isophorone-based chromophores FLD1-FLD4 has been synthesized and investigated based on julolidinyl donors, with modified isophorone-derived bridges and tricyanovinyldihydrofuran or phenyl-trifluoromethyl-tricyanofuran acceptors. The chromophore FLD3 was modified with a 2-((tert-butyldimethylsilyl)oxy)ethanethiol group covalently attached to the π-conjugate bridge to ensure its all-trans conformation and prevent close packing of molecules, which benefit the macroscopic electro-optic efficiency. The chromophore FLD3 possesses better thermal stability than chromophore FLD1 without the isolation group on the bridge. Moreover, density functional theory calculations suggested that the hyperpolarizability (β) value of chromophore FLD3 is larger than that of chromophore FLD1. Polymers doped with chromophore FLD3 have been poled to afford ultrahigh electro-optic coefficient (r33) of 238 pm/V at 1.31 μm, which is nearly 60% higher than that obtained from chromophore FLD1 and three times higher than that of analogue chromophores FLD2 and FLD4.

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