2007
DOI: 10.1021/ol702666g
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Carbazole-Based Donor−Acceptor Compounds:  Highly Fluorescent Organic Nanoparticles

Abstract: Carbazole-based donor-acceptor compounds 1,2-dicyano-trans-1,2-bis-4-(carbazolyl)phenylethylene (1) and 1,2-dicyano-trans-1,2-bis-4-(3,6-di-tert-butylcarbazolyl)phenylethylene (2) were synthesized. 1 and 2 show negative solvatochromic absorption behavior, but show both positive and negative solvatochromic behavior in the fluorescence spectra. In a water/THF mixture, 1 as well as 2 aggregate into 50-150 nm nanoparticles. The emission of nanoparticles of the new types of fluorescent organic nanoparticles (FONs) … Show more

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Cited by 129 publications
(63 citation statements)
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“…2). The enhancement of fluorescence efficiency for the compounds featuring cyano groups in a solid state as compared to that in solution was also reported in numerous papers [8,19,21]. PL transients measured in the dilute solutions and thin films of P1 and P2 are depicted in Fig.…”
Section: Photophysical and Photoelectrical Properties Of P1 And P2supporting
confidence: 73%
“…2). The enhancement of fluorescence efficiency for the compounds featuring cyano groups in a solid state as compared to that in solution was also reported in numerous papers [8,19,21]. PL transients measured in the dilute solutions and thin films of P1 and P2 are depicted in Fig.…”
Section: Photophysical and Photoelectrical Properties Of P1 And P2supporting
confidence: 73%
“…However, in the more-polar DMF, the emission spectrum maximum was unexpectedly blue-shifted to 542 nm. Such a phenomenon has rarely been observed in fluorescence spectra, [22] and might be caused by the solventsensitive nÀp* transitions of the C=O groups. Table 2 summarizes the photophysical parameters of hb-P1/4 in various solvents.…”
Section: Resultsmentioning
confidence: 99%
“…A number of compounds exhibiting aggregation-induced emission (AIE), aggregation-induced emission enhancement (AIEE) or crystallization-induced emission enhancement (CIEE) have been developed in recent years [14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29][30][31][32][33]. Because they exhibit stronger emission in the solid state than in solution, these compounds show great potentials for such applications as highly selective and stable fluorescence sensors for proteins [25][26][27], DNA [28], organic vapors [29,30], explosives [31,32], metal ions [33], and so on.…”
Section: Introductionmentioning
confidence: 99%