New heterocyclic annellated perylene compounds useful e.g. as pigment, preferably in printing colors and inks, in optical recording materials, organic light emitting diodes and photovoltaic cells, for decorative or artistic purposes

摘要

Heterocyclic annellated perylene compounds (I), are new. Heterocyclic annellated perylene compounds of formula (I), are new. Q 1Q 2, Q 2Q 3, 0-3 pairs of Q 3Q 4, Q 5Q 6, Q 6Q 7, Q 7Q 8a heterocyclic ring (-N(R 8>)-C(R 7>)=N-) or (-N=C(R 3>)-N(R 4>)-), where the remaining Q 1, Q 4, Q 5, and Q 8, which do not form a heterocyclic ring, are hydrogen, and the remaining Q 3, Q 6, and Q 7, which do not form a heterocyclic ring, are perylene group of formula (V)-(XIII); R 1-R 8H, F, Cl, Br, I or {linear 1-37C-alkyl}-(R 9) m(in which no or 1-10 CH 2units are replaced by R 11), where optionally R 4can be bound by a direct bond with R 4of a second molecule, and/or R 8can be bonded by a direct bond with R 8of a second molecule, to obtain dimer, trimer, tetramer or higher oligomers and the {linear 1-37C-alkyl}-(R 9) mis an optionally substituted 1-60, preferably 1-18C-hydrocarbon, where three units of -CH 2- are replaced by -CH=CH- and a direct bond between 2 substituents of R 9>forms a phenyl radical; m : 0-12; either R 9H, F, Cl, Br, I, CN or {linear 1-18C-alkyl}-(R 10) n; and R 10H, F, Cl, Br, I, CN or {linear 1-18C-alkyl} (in which no or 1-6 CH 2units are replaced by R 12); and R 11, R 12CO, O, S, Se, Te, cis or trans -CH=CH-, cis or trans -N=CH-, -C?=C-, 1,2-, 1,3- or 1,4- phenylene, 2,3-, 2,4-, 2,5-, 2,6-, 3,4- or 3,5-pyridindiyl, 2,3-, 2,4-, 2.5- or 3,4-thiophendiyl, 1,2-, 1,3-, 1,4- or 1,2-, 1,3-, 1,4-, 1,5-, 1,6-, 1,7-, 1,8-, 1,9-, 1,10-, 2,3-, 2,6-, 2,7-, 2,9-, 2,10- or 9,10-disubstituted anthracylene, where 0-2 =CH units are replaced by =N-; or any two substituents of R 9, R 10, R 11, R 12bonded by direct bond : a ring, preferably cyclohexane or benzene ring; and n : 0-6. Independent claims are included for: (1) the preparations of (I); (2) a composition comprising (I) and a weak base, preferably a primary, secondary or tertiary amine; (3) a process for increasing the stokes shift of (I), preferably through excited-state intermolecular proton transfer mechanism, comprising adding the weak base; (4) a process for the stimulation of fluorescence in 500-1000 nm, comprising irradiating (I) with an electromagnetic radiation with a wavelength of 250-600 nm, preferably visible light with a wavelength of 400-600 nm; and (5) a process for detecting the fluorescence in 500-1000 nm, comprising stimulating the fluorescence by irradiating (I) with an electromagnetic radiation at a wavelength of 250-600 nm, preferably visible light with a wavelength of 400-600 nm. [Image] [Image] [Image] [Image] [Image].