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rdf:type
lifeskim:mentions
pubmed:issue
14
pubmed:dateCreated
2011-4-6
pubmed:abstractText
A new D-A-?-A-D molecule (Spiro-BTA) containing two 2,1,3-benzothiadiazole (BTA) as the acceptor (A) and triphenylamine as the donor (D) bridged by a spirobifluorene moiety has been synthesized. The novel D-A molecule shows intense red emission (612 nm) with a high PL quantum yield (?(PL) = 0.51) in a solid film. A cyclic voltammogram of Spiro-BTA in 1:2 MeCN:benzene/0.1 M Bu(4)NPF(6) shows two reversible oxidation waves and one reversible reduction wave. The first oxidation wave and reduction wave were assigned as two successive electron transfer peaks separated by ?50 mV related to the oxidation of the two noninteracting donors and the reduction of the two noninteracting acceptors, respectively. Electrogenerated chemiluminescence (ECL) of Spiro-BTA upon cyclic oxidation and reduction in MeCN:benzene 1:2 shows a very bright and stable red emission that could be seen in a well-lit room. Using a reprecipitation method, well-dispersed organic nanoparticles (NPs) of the Spiro-BTA were prepared in aqueous solution. The nanoparticles were analyzed by dynamic light scattering (DLS) and scanning electron microscopy (SEM), yielding a NP size (without surfactant) of 130 ± 20 nm, while with surfactant, 100 ± 20 nm. Bathochromic shifts of absorption spectra (?16 ± 2 nm), as compared to that of the dissolved Spiro-BTA in THF, were observed for both NPs in water and as a thin film. While blue shifts (14 ± 2 nm) were observed for the photoluminescence (PL). The PL intensity of the Spiro-BTA nanoparticles was slightly enhanced (?(PL) of nanoparticles in water = 48%) over that of the dissolved Spiro-BTA in THF. The ECL of the organic Spiro-BTA nanoparticles in aqueous solution could be observed upon oxidation with tri-n-propylamine as a coreactant.
pubmed:language
eng
pubmed:journal
pubmed:status
PubMed-not-MEDLINE
pubmed:month
Apr
pubmed:issn
1520-5126
pubmed:author
pubmed:copyrightInfo
© 2011 American Chemical Society
pubmed:issnType
Electronic
pubmed:day
13
pubmed:volume
133
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
5492-9
pubmed:year
2011
pubmed:articleTitle
Electrochemistry and electrogenerated chemiluminescence of a spirobifluorene-based donor (triphenylamine)-acceptor (2,1,3-benzothiadiazole) molecule and its organic nanoparticles.
pubmed:affiliation
Center for Electrochemistry, Department of Chemistry and Biochemistry, and Center for Nano-and Molecular Science and Technology, University of Texas at Austin, Austin, Texas 78712, USA.
pubmed:publicationType
Journal Article