1,3-Diaryl-2-pyrazoline derivatives

Abstract

Abstract Disclosed are compounds of formula I, <IMAGE> I in which either R1, R2 and R3, which may be the same or different, each signifies a hydrogen atom, a chlorine or fluorine atom, an alkyl radical of 1 to 4 carbon atoms, an alkoxy radical of 1 to 4 carbon atoms, a cyano group, a group -SO3M, an unsubstituted phenyl radical or a phenyl radical substituted by up to 2 substituents selected from chlorine, fluorine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and the group -SO3M, with the proviso that only one of R1, R2 and R3 signifies an unsubstituted or substituted phenyl radical OR TWO OF R1 , R2 and R3, together, form a methylenedioxy group, the other of R1, R2 and R3 having one of the above significances, R4 signifies a hydrogen atom, a chlorine or fluorine atom, an alkyl radical of 1 to 4 carbon atoms or an alkoxy radical of 1 to 4 carbon atoms, R5 signifies a hydrogen atom, an alkyl radical of 1 to 4 carbon atoms, an unsubstituted phenyl radical or a phenyl radical substituted by 1 or 2 substituents selected from chlorine, fluorine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and the group -SO3M, R14 signifies an alkyl radical of 1 to 8 carbon atoms, A1 signifies a C1 to C3 alkylene chain, unsubstituted or substituted by up to two alkyl groups of 1 to 4 carbon atoms, Y signifies -O- or -NR6-, in which R6 signifies a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, Q signifies <IMAGE> in which either R18 and R19, which may be the same or different, each signifies a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, or one of R18 or R19, together with R6, signifies an ethylene bridge, the other signifying a hydrogen atom or alkyl radical of 1 to 4 carbon atoms, OR Q signifies -SO3M, or Q signifies -SR21 or -SR22(+)R23 An(-), in which R21 signifies an alkyl radical of 1 to 4 carbon atoms, unsubstituted or substituted by a hydroxy radical or an alkoxy radical of 1 to 4 carbon atoms; or a phenyl or cycloalkyl radical of 5 to 7 carbon atoms, each unsubstituted or substituted by up to 2 substituents selected from chlorine, fluorine, C1-4 alkyl and C1-4 alkoxy, R22 and R23, which may be the same or different, each have a significance of R21, above, with the proviso that both do not simultaneously signify unsubstituted or substituted phenyl or cycloalkyl radicals, A2signifies a C1 to C3 alkylene chain, unsubstituted or substituted by up to two alkyl groupsof 1 to 4 carbon atoms; or a phenylene group, unsubstituted or substituted by up to 2 substituents selected from chlorine, fluorine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms and the group -SO3M, An(+)signifies a colorless organic or inorganic anion, and the M's, which may be the same or different, each signifies a hydrogen atom, or a non-chromophoric cation, which compounds, where Q signifies <IMAGE> may be in quaternary ammonium salt form or in acid addition salt form, their production and use as optical brightening agents.

Inventors

• 👤 Alec Victor Mercer
• 👤 Peter Stuart Littlewood
• 👤 Ivan Joseph Bolton
• 👤 Fritz Fleck

Bibliographic Details