Red fluorescent Organic Nanoparticles Based on Donor-Acceptor Naphthylamino FumaronitrileReport as inadecuate

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Red fluorescence was an indispensable component in many applications such as full color organic light-emitting display and anti-counterfeit technology. Usually red fluorescent molecules were prone to aggregation and crystallization in solid state, which resulted in fluorescent quenching. A novel red fluorescent pigment bis4-N-2-naphthylphenylaminophenylfumaronitrile 2-NPAFN was synthesized. Donoracceptor compound with nonplanar naphthylamino group and fumaronitrile core had a pair of antiparallel dipoles suppressing fluorescence quenching considerably and showed strong red photoluminescence which centralized at 649 nm in solid film. The decomposition temperature of 2-NPAFN was observed at around 428 oC, which showed high thermal stability. The positive and then negative solvatochromic shifts appeared in the absorption and emission spectra of 2-NPAFN in different polarity of solvents. The dimensions of fluorescent organic nanoparticles FONs from 2-NPAFN in water- tetrahydrofuran v-v, 9:1 were small size section in the range of 122-396 nm or big size section of 164-458 nm. With the increasing amount of red pigment 2- NPAFN, the particle size and fluorescent intensity rose at the same ratio of water- tetrahydrofuran to a certain extent. The strong emission of FONs peaked at 649 nm and was much higher than that of 2-NPAFN in solution. FONs of 2-NPAFN with donor-acceptor character and high emission had potential applications in nanosized fluorescence and optoelectronic devices.


Fluorescent organic nanoparticles; Naphthylamino group; Fumaronitrile; Solvatochromism; Fluorescent quenching

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Author: Wenguan Zhang, Lian Qin, Shengmin Zhao



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