4.6 Article

Synthesis and characterization of Y-shaped optical nonlinear chromophores with strong acceptors

Journal

NEW JOURNAL OF CHEMISTRY
Volume 47, Issue 19, Pages 9203-9211

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d3nj01255g

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We synthesized and investigated a series of Y-type chromophores L1-L3. The introduction of stronger acceptors does not guarantee an increase in electro-optical coefficients for all the chromophores. The rational match between the strength of the donor, acceptor, and p-conjugated bridge plays an important role in achieving a large electro-optic coefficient.
A series of Y-type chromophores L1-L3 containing bis(N,N-diethyl)aniline, bis(N-ethyl-N-phenylsilylethyl)aniline, and bis(3-phenylsilylpiperidin)aniline as electron donors, isophorone derivatives as a p-conjugated bridge, and phenyl-trifluoromethyl-tricyanofuran acceptors (CF3-TCF) as an acceptor were synthesized and investigated. However, the introduction of stronger acceptors does not guarantee the increase of electro-optical coefficients for all the chromophores. Chromophore L1 only achieved an r(33) value of 110 pm V-1 due to its large absorption at 1310 nm. Poled films of 100 wt% chromophores L2-L3 showed high poling efficiencies and electro-optic coefficient due to large steric hindrance and hyperpolarizability of the chromophores. An ultrahigh r(33) (351 pm V-1 and 277 pm V-1) and poling efficiency (3.50 + 0.10 nm(2) V-2 and 2.63 +/- 0.08 nm(2) V-2) at 1310 nm were achieved for the film containing 100 wt% chromophores L2-L3. These results indicate that the rational match between the strength of the donor, acceptor, and p-conjugated bridge plays an important role in achieving a large electro-optic coefficient.

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