Patent GB-885847-A (GB)
Title: Improvements relating to 7-triazinylamino-3-phenyl coumarins and their use
IPC: D06L4/614
Filed: 1958-05-28
Abstract: Fats, waxes and paraffins, and washing agents and synthetic detergents such as alkylaryl sulphonates, fatty alcohol sulphonates and acylamino fatty acids are brightened by the addition of optical brightening agents containing neither acid dissociating, salt-forming groups nor groups having a dyestuff character, and corresponding to the formula: <FORM:0885847/III/1> wherein R1 and R2 each represent hydrogen or aliphatic, arilphatic, alicyclic or saturated heterocyclic radicals, or heterocyclic radicals of aromatic character, and R1 and R2 together with the N atom to which they are attached also represent saturated heterocyclic radicals, R3 represents a phenyl radical which may optionally be non-ionogenically substituted (e.g. by chlorine or methyl substituents), and X represents halogen, hydroxyl, an aliphatic or aromatic ether or thioether radical or an amino radical of the formula - NR11R12, wherein R11 and R12 each represent a substituent defined for R1 and R2.  Specification 786,234 is referred to.ALSO:Optical brightening agents containing neither acid dissociating, salt-forming groups nor groups having a dyestuff character, and corresponding to the formula:- <FORM:0885847/IV (a)/1> wherein R1 and R2 each represent hydrogen or aliphatic, araliphatic, alicyclic or saturated heterocyclic radicals, or heterocyclic radicals of aromatic character, or R1 and R2 together with the N atom to which they are attached, may also represent saturated heterocyclic radicals, R3 represents a phenyl radical which may optionally be non-ionogenically substituted (e.g. by chlorine or methyl substituents), and X represents halogen, hydroxyl, an aliphatic or aromatic ether or thioether radical or an amino radical of the formula -NR11R12, wherein R11 and R12 have the same meaning as R1 and R2, are added to masses of polyvinyl chloride, polystyrene, polyethylene, polyacryic acid esters, polymethacrylic acid esters and polyacrylonitrile by direct incorporation into the material in the thermoplastic condition or by introduction in the plasticizers, or are added to methyl methacrylate and the mixture polymerized with lauroyl peroxide, or are added to a monomeric unsaturated ester identified as "Palatal 5" and the mixture polymerized with benzoyl peroxide.  In an example one of the above brightening agents is gelatinized on mixing rollers with PVC powder, dioctyl phthalate, di-n-butoxy tin dilaurate, sodium penta-octyl tripolyphosphate and optionally titanium dioxide, and the mixture is drawn out into foils.  In a further example an acetone solution of one of the above brightening agents, cellulose acetate, diethyl phthalate and optionally titanium dioxide is poured on to glass plates to give transparent films. Specification 786,234 is referred to.ALSO:The invention comprises optical brightening agents containing neither acid dissociating, saltforming groups nor groups having a dyestuff character, and corresponding to the formula <FORM:0885847/IV (b)/1> wherein R1 and R2 each represent hydrogen or aliphatic, araliphatic, alicyclic or saturated heterocyclic radicals, or heterocyclic radicals of aromatic character, and R1 and R2 together with the N atom to which they are attached also represent saturated heterocyclic radicals, R3 represents a phenyl radical which may optionally be non-ionogenically substituted (e.g. by chlorine or methyl substituents), and X represents halogen, hydroxyl, an aliphatic or aromatic ether or thioether radical or an amino radical of the formula -NR11R12, wherein R11 and R12 each represent a substituent defined for R1 and R2.  The radicals represented by R1 and R2 may additionally contain hydroxyl or ether groups or halogen atoms.  The above compounds are prepared by reacting a 2,4,6-trihalogen-1,3,5-triazine with an appropriate 7-amino-3-phenyl-coumarin to replace one halogen atom, reacting the product thus formed with ammonia or an amine of the formula HNR1R2 to replace a second halogen atom, or, if desired, reversing the order of such reactions, and, if desired, replacing the third halogen atom by a hydroxyl group by treatment with alkali, by an ether or thioether group by treatment with alkali metal salts of an aliphatic or aromatic hydroxyl or mercapto compound or by an amine radical by treatment with ammonia or an amine of the formula HNR11R12. Amino groups with free hydrogen atoms may be subsequently methylolated with formaldehyde.  Hydrochloride salts are described.  Specification 786,234 is referred to.ALSO:Fibres formed from polyamides, polyacrylonitrile, polyurethanes, silk, wool, polyesters, cellulose, e.g. cotton, and cellulose monoto triacetate are brightened by treatment with aqueous dispersions of optical brightening agents containing neither acid dissociating, salt-forming groups nor groups having a dyestuff character, and corresponding to the formula <FORM:0885847/IV (c)/1> wherein R1 and R2 each represent hydrogen or aliphatic, araliphatic, alicyclic or saturated heterocyclic radicals, or heterocyclic radicals of aromatic character, or R1 and R2 together with the N atom to which they are attached may also represent saturated heterocyclic radicals, R3 represents a phenyl radical which may optionally be non-ionogenically substituted (e.g., by chlorine or methyl substituents), and X represents halogen, hydroxyl, an aliphatic or aromatic ether or thioether radical or an amino radical of the formula -NR11R12, wherein R11 and R12 have the same meaning as R1 and R2.  Specification 786,234 is referred to.ALSO:Lipsticks and creams are brightened by the addition of optical brightening agents containing neither acid dissociating, salt-forming groups nor groups having a dyestuff character, and corresponding to the formula <FORM:0885847/VI/1> wherein R1 and R2 each represent hydrogen or aliphatic, araliphatic, alicyclic or saturated heterocyclic radicals, or heterocyclic radicals of aromatic character, and R1 and R2 together with the N atom to which they are attached also represent saturated heterocyclic radicals, R3 represents a phenyl radical which may optionally be non-ionogenically substituted (e.g. by chlorine or methyl substituents), and X represents halogen, hydroxyl, an aliphatic or aromatic ether or thioether radical or an amino radical of the formula -NR11R12, wherein R11 and R12 each represent a substituent defined for R1 and R2.  Specification 786,234 is referred to.