Impregnating paper with 7-hydroxy-coumarin compounds
First Claim
1. Security paper having incorporated therein between about 0.01 and about 0.2 grams per meters2 of a 7-hydroxy-coumarin compound of the general formula ##STR30## wherein A represents a heterocyclic radical belonging to the benzthiazole, benzoxazole, benzimidazole, quinazol-4-one, benzo (b) thiophene, benzo (b) furan, 5-phenyl-1,3,4-oxadiazole, 5-phenyl-1,3,4-thiadiazole or pyridine series and the substituents on A are chosen from the series C1 - to C4 -alkyl, C1 - to C4 -alkoxy, phenyl-C1 - to C3 -alkyl, cyclohexyl, phenyl which is unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl, C1 - to C2 -alkoxy and/or chlorine, trifluoromethyl, C1 - to C4 -alkoxycarbonyl, carboxyl, carbamoyl groups or sulphamoyl groups which are unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl radicals, C1 - to C4 -alkylsulphonyl, phenyl-C1 - to C3 -alkylsulphonyl, phenylsulphonyl, C1 - to C4 -alkylmercapto and phenylmercapto,R represents hydrogen or cyano andZ represents oxygen or NH andthe ring B is further unsubstituted or substitutednonionically by a C1 - to C3 -alkyl group or chlorine.
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Abstract
7-Hydroxy-coumarin compounds of the general formula ##STR1## wherein A represents a heterocyclic radical, which can contain non-ionic substituents customary in dye-stuff chemistry,
R represents hydrogen or cyano and
Z represents oxygen or NH and
the ring B can be further substituted non-ionically,
are used for impregnating paper, in particular paper which has to be made forgery-proof.
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Citations
8 Claims
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1. Security paper having incorporated therein between about 0.01 and about 0.2 grams per meters2 of a 7-hydroxy-coumarin compound of the general formula ##STR30## wherein A represents a heterocyclic radical belonging to the benzthiazole, benzoxazole, benzimidazole, quinazol-4-one, benzo (b) thiophene, benzo (b) furan, 5-phenyl-1,3,4-oxadiazole, 5-phenyl-1,3,4-thiadiazole or pyridine series and the substituents on A are chosen from the series C1 - to C4 -alkyl, C1 - to C4 -alkoxy, phenyl-C1 - to C3 -alkyl, cyclohexyl, phenyl which is unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl, C1 - to C2 -alkoxy and/or chlorine, trifluoromethyl, C1 - to C4 -alkoxycarbonyl, carboxyl, carbamoyl groups or sulphamoyl groups which are unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl radicals, C1 - to C4 -alkylsulphonyl, phenyl-C1 - to C3 -alkylsulphonyl, phenylsulphonyl, C1 - to C4 -alkylmercapto and phenylmercapto,
R represents hydrogen or cyano and Z represents oxygen or NH and the ring B is further unsubstituted or substituted nonionically by a C1 - to C3 -alkyl group or chlorine.
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2. Security paper having incorporated therein between about 0.01 and about 0.2 grams per meters2 of a 7-hydroxy-coumarin compound of the formula ##STR31## wherein Z represents oxygen or NH,
R represents hydrogen or cyano, X represents --O--, --S-- or --N(R1)--, R1 represents hydrogen, C1 - to C4 -alkyl, benzyl or phenyl and D represents the remaining members of a benzoxazol-2-yl, benzthiazol-2-yl, benzimidazol-2-yl, quinazol-4-on-2-yl, 5-phenyl-1,e,4-oxadiazol-2-yl or 5-phenyl-1,3,4-thiadiazol-2-yl radical, and D is unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl, chlorine, C1 -C2 -alkoxy, phenyl, cyclohexyl, C1 - to C4 -alkylsulphonyl, carboxyl or C1 - to C2 -alkylcarbonyl.
- 5. A process for impregnating paper which comprises effecting impregnation by means of 7-hydroxy-coumarin compounds of the general formula ##STR32## wherein A represents a heterocyclic radical belonging to the benzthiazole, benzoxazole, benzimidazole, quinazol-4-one, benzo (b) thiophene, benzo (b) furan, 5-phenyl-1,3,4-oxadiazole, 5-phenyl-1,3,4-thiadiazole or pyridine series and the substituents on A are chosen from the series C1 - to C4 -alkyl, C1 - to C4 -alkoxy, phenyl-C1 - to C3 -alkyl, cyclohexyl, phenyl which is unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl, C1 - to C2 -alkoxy and/or chlorine, trifluoromethyl, C1 - to C4 -alkoxycarbonyl, carboxyl, carbamoyl groups or sulphamoyl groups which are unsubstituted, monosubstituted or disubstituted wherein said substitution is by C1 - to C4 -alkyl radicals, C1 - to C4 -alkylsulphonyl, phenyl-C1 - to C3 -alkylsulphonyl, phenylsulphonyl, C1 - to C4 -alkylmercapto and phenylmercapto, R represents hydrogen or cyano and Z represents oxygen or NH and the ring B is further unsubstituted or substituted non-ionically by a C1 - to C3 -alkyl group or chlorine.
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7. A process for impregnating paper which comprises effecting impregnation by means of 7-hydroxy-coumarin compounds of the formula ##STR33## wherein Z represents oxygen or NH,
R represents hydrogen or cyano, X represents --O--, --S-- or --N(R1)--, R1 represents hydrogen, C1 - to C4 -alkyl, benzyl or phenyl and D represents the remaining members of a benzoxazol-2-yl, benzthiazol-2-yl, benzimidazol-2-yl, quinazol-4-on-2-yl, 5-phenyl-1,3,4-oxadiazol-2-yl or 5-phenyl-1,3,4-thiadiazol-2-yl radical, and D is unsubstituted, monosubstituted or disubstituted by C1 - to C4 -alkyl, chlorine, C1 -C2 -alkoxy, phenyl, cyclohexyl, C1 - to C4 -alkylsulphonyl, carboxyl or C1 - to C2 -alkylcarbonyl, for impregnating paper.
Specification
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- Resources
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Current AssigneeBayer AG
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Original AssigneeBayer AG
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InventorsHarnisch, Horst
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Primary Examiner(s)Ives, P.
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Application NumberUS06/333,517Time in Patent Office672 DaysField of Search428/537, 428/915, 428/219, 428/916, 428/220, 427/7US Class Current503/218CPC Class CodesD21H 21/28 Colorants ; Pigments or opa...D21H 21/30 Luminescent or fluorescent ...D21H 21/46 Elements suited for chemica...Y10S 428/915 Fraud or tamper detectingY10S 428/916 Fraud or tamper detecting
