Generation of a new red fluorescent condensed hetero-aromatic compound: 7,20-dimethyl-7,20-dihydro-7,20-diaza-naphto[a]dibenzo[j,q]perylene.
A coupling reaction of 5-methylbenz[b]acridin-12(5H)-one (MBA) with Zn and TiCl(4) provided a red fluorescent (FL) compound, as opposed to 5,5'-dimethyl-12,12'-bibenzo[b]acridylidene (DMBBA), probably through photochemical cyclization and aromatization by dehydrogenation of the overcrowded intermediate DMBBA. The structure of the red FL compound was assigned to 7,20-dimethyl-7,20-dihydro-7,20-diaza-naphto[a]dibenzo[j,q]perylene (DANDBP) and the fluorescence efficiency for DANDBP was determined to be 0.23 +/- 0.01.
Fukai
Takeshi
T
Okayama University Graduate School of Natural Science and Technology, Tsushima-Naka 3-1-1, Okayama 700-8530, Japan.
Kimura
Masaru
M
D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D010569:Perylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry*; D013050:Spectrometry, Fluorescence
C521090:7,20-dimethyl-7,20-dihydro-7,20-diazanaphtho(a)dibenzo(j,q)perylene; D005456:Fluorescent Dyes; D011804:Quinolines; D010569:Perylene