Patent GB-1298577-A (GB)
Title: New stilbene derivatives
IPC: C07C311/17
Filed: 1970-03-26
Abstract: 1298577 Optically brightened polymers CIBAGEIGY AG 26 March 1970 [27 March 1969] 14984/70 Addition to 1247934 Heading C3R [Also in Divisions C2 and D1] Organic materials, e.g. polymers may be optically brightened with compounds of the formula where A<SP>1</SP> is a pyridyl radical or a radical of the formula wherein X 1  represents an alkyl group containing 2 to 4 carbon atoms with the exception of the p-isopropyl group, halogen, alkoxy with 1 to 4 carbon atoms, trifluoromethyl radical or a nitrile group in the m- or o-position, each of X 2  and X 3 , which may be the same or different, represents hydrogen, an alkyl group containing 1 to 4 carbon atoms with the exception of the p-isopropyl group, halogen, or alkoxy with 1 to 4 carbon atoms, or X 2 , together with X 3 , form a methylenedioxy group, M represents a saltforming cation and Y represents a hydrogen atom, halogen, an alkyl group containing 1 to 4 carbon atoms or an alkoxy group containing 1 to 4 carbon atoms with the proviso that when X 2  and X 3  both represent halogen or alkoxy of 1 to 4 carbon atoms or when X 2  and X 3  together form a methylenedioxy group, X 1  may also represent hydrogen, methyl, sulphonic acid dialkylamide, sulphonic acid alkyl esters, sulphone, a carboxylic acid group as well as its salts, esters or amides, compounds of the formula where A is a radical of the formula wherein X<SP>1</SP> 1  represents hydrogen, methyl, tert.- butyl, halogen, alkoxy with 1 to 4 carbon atoms, sulphonic acid dialkylamide, sulphonic acid alkyl esters, sulphone, or a carboxylic acid group as well as its salts, esters or amides, X<SP>1</SP> 2  represents hydrogen, methyl, tert.-butyl, halogen, or alkoxy with 1 to 4 carbon atoms and X<SP>1</SP> 3  represents hydrogen, methyl or halogen, M represents a salt-forming cation and Y represents a hydrogen atom, halogen, an alkyl group containing 1 to 4 carbon atoms or an alkoxy group containing 1 to 4 carbon atoms other than compounds in which X<SP>1</SP> 1  represents hydrogen, methyl sulphonic acid dialkylamide or alkyl ester, carboxylic acid or salts, esters or amides thereof or a sulphone radical in combination with X<SP>1</SP> 2  representing hydrogen, halogen or alkoxy of 1 to 4 carbon atoms and X<SP>1</SP> 3  representing hydrogen, compounds of the formula where A 1  is α-naphthyl, #-naphthyl, 4-diphenylyl or a radical of the formula wherein X 4  represents hydrogen, methyl, tert.- butyl, fluorine, chlorine, alkoxy with 1 to 4 carbon atoms, sulphonic acid dialkylamide with 1 to 4 carbon atoms in the alkyl groups, sulphonic acid esters with 1 to 12 carbon atoms in the alkyl group, sulphone or a carboxylic acid group as well as its salts, esters or amides with up to 12 carbon atoms, X 5  represents hydrogen, methyl, tert.-butyl, fluorine, chlorine or alkoxy with 1 to 4 carbon atoms and X 6  represents hydrogen, methyl, fluorine or chlorine, M represents a salt-forming cation and Y 1  represents a hydrogen atom, fluorine, chlorine, an alkyl group containing 1 to 4 carbons atoms or an alkoxy group containing 1 to 4 carbon atoms other than compounds in which A<SP>1</SP> represents an α-naphthyl, #-naphthyl, 4-diphenyl radical or a said phenyl radical in which X 4  represents hydrogen, a carboxylic acid group or salt thereof, a sulphone or methyl radical, in combination with X 5  representing hydrogen or alkoxy of 1 to 4 carbon atoms and X 6  representing hydrogen and Y 1  represents hydrogen, alkyl or alkoxy of 1 to 4 carbon atoms, compounds of the formula where A<SP>1</SP> is #-naphthyl, pyridyl, 4-diphenylyl or a radical of the formula wherein X 7  represents hydrogen, an alkyl group containing 1 to 4 carbon atoms with the exception of the p-isopropyl group, fluorine, chlorine, alkoxy with 1 to 4 carbon atoms, sulphonic acid dialkylamide with 1 to 4 carbon atoms in the alkyl groups, sulphonic acid alkyl esters with 1 to 4 carbon atoms in the alkyl group, sulphone, a carboxylic acid group as well as its salts, esters or amides with up to 12 carbon atoms, or a nitrile group in the m- or o-position, each of X 8  and X 9 , which may be the same or different, represents hydrogen, an alkyl group containing 1 to 4 carbon atoms with the exception of the p-isopropyl group, fluorine, chlorine or alkoxy with 1 to 4 carbon atoms, M represents a salt-forming cation and Y 1  represents a hydrogen atom, fluorine or chlorine, an alkyl group containing 1 to 4 carbon atoms or an alkoxy group containing 1 to 4 carbon atoms other than compounds in which A<SP>1</SP> represents #-naphthyl, 4-diphenylyl or a said phenyl group in which X 7  represents hydrogen, sulphone or a carboxylic group or salt thereof, in combination with X 8  representing hydrogen or alkyl or alkoxy of 1 to 4 carbon atoms and X 9  representing hydrogen or alkyl of 1 to 4 carbon atoms and Y 1  represents hydrogen or alkyl or alkoxy of 1 to 4 carbon atoms. Compounds of the formula wherein X 10  repreesents hydrogen, methyl, tert.- butyl, alkoxy with 1 to 4 carbon atoms, sulphonic acid dialkylamide with alkyl groups containing 1 to 4 carbon atoms, alkylsulphone with 1 to 4 carbon atoms, carboxyl, carbalkoxy with 1 to 4 carbon atoms in the alkyl part, nitrile in the o- or m-position, phenyl, fluorine or chlorine, X 11  represents hydrogen, methyl, alkoxy with 1 to 4 carbon atoms or chlorine, X 12  represents hydrogen or methyl and M 1  represents a saltforming cation from the group of hydrogen ion, alkali metal ion, ammonium ion or amine salt ion other than compounds in which X 10  represents hydrogen, carboxyl or methyl in combination with X 11  representing hydrogen or alkoxy of 1 to 4 carbon atoms, X 12  representing hydrogen and M 1  representing hydrogen, compounds of the formula where X 13  represents hydrogen, methyl, alkoxyl with 1 to 4 carbon atoms sulphonic acid dialkylamide with alkyl groups containing 1 to 4 carbon atoms or chlorine, X 14  represents hydrogen, methyl, alkoxy with 1 to 4 carbon atoms or chlorine, X 15  represents hydrogen, methyl or alkoxy with 1 to 4 carbon atoms and M 1  represents a salt-forming cation from the group of hydrogen ion, alkali metal ion, ammonium ion or amine salt ion other than compounds in which X 13  represents hydrogen or methyl in combination with X 14  representing hydrogen or alkoxy of 1 to 4 carbon atoms; X 15  representing hydrogen and M 1  representing hydrogen, compounds of the formula wherein R 2  represents hydrogen, methyl, methoxy, sulphonic acid dialkylamide with alkyl groups containing 1 to 4 carbon atoms or chlorine, R 1  represents hydrogen, methyl, methoxy or chlorine and M 1  represents a hydrogen ion, alkali metal ion, ammonium ion or amine salt ion, and compounds of the formula wherein R 3  represents hydrogen, methyl, methoxy or chlorine, n is 1 or 2, R 3  being in the o- or m-position, R 4  represents hydrogen, fluorine, phenyl, carboxyl, carbomethoxy, sulphonic acid dimethylamide or a nitrile group located in the o- or m-position, and M 1  represents a hydrogen ion, alkali metal ion, ammonium ion or amine salt ion. An example describes the treatment of polyamide chips.