Synthesis and two-photon absorption properties of multi-branched styryl derivatives containing π-bond and σ-electron pair as bridge based on 1,3,5-triazine

Zheng, Zheng; Zhou, Hu; Xu, Guo-Yi; Yu, Zhipeng; Yang, Xiaofei; Cheng, Longhuai; Kong, Lin; Feng, Yan; Wu, Jieying; Tian, Yupeng

doi:10.1016/j.tet.2012.05.050

Cited by 11 publications

(2 citation statements)

References 32 publications

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“…We designed a series of new luminophors and devised a multistep reaction route for their synthesis (Scheme ). The intermediate triphenylamine aldehyde 4-( N , N -diphenylamino)benzaldehyde ( a ), (4-nitrobenzyl)triphenylphosphine bromide ( b ), 4-nitro-4′-( N , N -diphenylamino)-1,2-stilbene ( c ), and 4-amino-4′-( N , N -diphenylamino)-1,2-stilbene ( d ) were synthesized efficiently according to the literature. , Benzaldehyde, 2-pyridinecarboxaldehyde, 3-pyridinecarboxaldehyde, 4-pyridinecarboxaldehyde, salicylaldehyde, 4-diethylaminobenzaldehyde, 4-(diethylamino)salicylaldehyde, and p -anisaldehyde were commercially available. Compounds 1 – 8 , respectively, were easily synthesized from these aldehydes in high yields via nucleophilic addition reactions with d .…”

Section: Resultsmentioning

confidence: 99%

“…All of the reagents were obtained commercially and used as purchased. The intermediates a , b , c , and d were synthesized efficiently according to the literature. , IR spectra were recorded with an FT-IR spectrometer (KBr discs) in the 4000–400 cm –1 region. NMR spectra were recorded on a 400 MHz NMR instrument using DMSO- d 6 as the solvent.…”

Section: Experimental Sectionmentioning

confidence: 99%

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Aggregation-Induced Fluorescence Behavior of Triphenylamine-Based Schiff Bases: The Combined Effect of Multiple Forces

Yang

et al. 2013

J. Org. Chem.

147

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Eight triphenylamine (TPA)-based Schiff bases that exhibit different aggregation-induced emission (AIE) or aggregation-caused quenching (ACQ) behavior in tetrahydrofuran (THF)/water mixtures have been synthesized and characterized. The photophysical properties in solution, aqueous suspension, film, and the crystalline state along with their relationships were comparatively investigated. The single-crystal structures of 1-8 indicate that compact π···π stacking or excimers induce fluorescence quenching of 1, 2, 5, and 7. However, the existence of J aggregates or multiple intra- and intermolecular interactions restrict the intramolecular vibration and rotation, enabling compounds 3, 4, 6, and 8 to exhibit good AIE character. The size and growth process of particles with different water fractions were studied using scanning electron microscopy, which demonstrated that smaller uniformly dispersed nanoparticles in the THF/water mixtures favor fluorescence emission. The above results suggest that the combined effects of multiple forces caused by structural variation have a great influence on their molecular packing, electronic structure, and aggregation-induced fluorescence properties. In addition, piezofluorochromic experiments verified the potential applications of 4 and 6.

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Section: Resultsmentioning

confidence: 99%

Section: Experimental Sectionmentioning

confidence: 99%