New perylene-3,4,9,10-tetracarboxylic acid bis-imide derivatives and analogs, used as dyes, especially fluorescent dyes, e.g. for bulk dyeing plastics, vat dyeing natural fibers or staining DNA

摘要

Benzoperylene-3,4:9,10-dicarboximides and related perylene dicarboximide compounds (I) and imide-anhydride analogs (II) are new. Benzoperylene-3,4:9,10-dicarboximides and related perylene dicarboximide compounds of formula (I) and imide-anhydride analogs of formula (II) are new: Q + Q' = -C(R8)=C(R9)-, -C(Q1)=C(Q2)-, -N(Q3)-N(Q4)-, N(R8), S or -S-S-; or Q = NO2, P(O)(OR8)(OR9), Br, NR8R9 and Q' = H; Q1 + Q2 = -CO-O-CO-, -CO-N(R8)-CO- or a fused ring system of formula (a); Q3 + Q4 = -CO-N(R8)-CO-; one of T, T' = NO2 and the other = NR7R8; R6-R9 = H or '1-9 groups such as e.g.' (sic) isocyclic aryl (preferably mono- to tetracyclic, e.g. phenyl, diphenyl or naphthyl; optionally substituted by one or more Z), heteroaryl (preferably mono- to tricyclic, e.g. pyridyl, pyrimidyl, pyrazinyl, triazinyl, furanyl, pyrrolyl, thienyl, (iso)quinolyl, coumarinyl, (di)benzofuranyl, benzimidazolyl, benz(is)oxazolyl, (di)benzothienyl, indolyl, carbazolyl, pyrazolyl, imidazolyl, (is)oxazolyl, (iso)thiazolyl, indazolyl, benzo(iso)thiazolyl, pyridazinyl, cinnolyl, quinazolyl, quinoxalyl, phthalazinyl, phthalazinedionyl, phthalimidyl, chromonyl, naphtholactamyl, benzopyridonyl, o-sulfobenzimidyl, maleimidyl, naphtharidinyl, benzimidzolonyl, benzoxazolonyl, benzothiazolonyl, benzothiazinyl, quinazolonyl, quinoxazolonyl, phthalazonyl, dioxapyrindinyl, pyridonyl, isoquinolonyl, indazolonyl, acridinyl, acridonyl, quinazolinedionyl, benzoxazinedionyl or benzoxazinonyl; optionally substituted by one or more Z) or Z; Z = a very wide range of specific non-water solubilizing substituents, e.g. halo, optionally substituted 1-18C alkyl, OH, alkoxy, aryloxy, cycloalkoxy, CN or (all optionally substituted) amino, alkanoyl, alkylsulfonyl, carbamoyl or sulfamoyl. An Independent claim is included for the preparation of (I) and (II).