Patents by Inventor Manfred Groll
Manfred Groll has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 5163971Abstract: Dyestuff mixtures containing one or more dyestuffs of the formula ##STR1## and one or more dyestuffs of the formula ##STR2## in which the substituents have the meanings given in the description are highly suitable for producing green cotton dyeings.Type: GrantFiled: May 16, 1991Date of Patent: November 17, 1992Assignee: Bayer AktiengesellschaftInventors: Josef-Walter Stawitz, Frank-Michael Stohr, Manfred Groll, Karl-Josef Herd, Karl-Heinz Schundehutte, deceased
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Patent number: 5070193Abstract: Novel reactive dyestuffs of the formula ##STR1## having the substituent meanings specified in the description are highly suitable for dyeing and printing hydroxyl- and amido-containing textile materials. They produce very fast dyeings and prints in high yields.Type: GrantFiled: December 14, 1989Date of Patent: December 3, 1991Assignee: Bayer AakatiengesellschaftInventors: Karl H. Schundehutte, Manfred Groll, Josef W. Stawitz
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Patent number: 5051501Abstract: Novel reactive dyestuffs of the formula ##STR1## wherein Pc=radical of a Cu- or Ni-phthalocyanine,R.sub.1, R.sub.2 =H, C.sub.1 -C.sub.4 -alkyl optionally substituted with --OH, --COOH, --OSO.sub.3 H or --SO.sub.3 H, or together C.sub.2 -alkylene,B=C.sub.2 -C.sub.6 -alkylene or phenylene optionally substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, nitro, cyano, COOH, SO.sub.3 H, carboxanide, sulphonamide, C.sub.1 -C.sub.4 -alkylcarbonylamino or --NHCONH.sub.2,R.sub.3, R.sub.4 =H, C.sub.1 -C.sub.4 -alkyl optionally substituted with OH, --COOH, --OSO.sub.3 H or --SO.sub.3 H, or optionally sulphur- or carboxyl-substituted phenyl, or together C.sub.2 -alkylene,a=1.0 to 2.7,b=0.8 to 1.2, andc=0.5 to 1.5, where a+b+c=3 to 4.Type: GrantFiled: November 6, 1989Date of Patent: September 24, 1991Assignee: Bayer AktiengesellschaftInventors: Karl H. Schundehutte, Manfred Groll, Josef W. Stawitz
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Patent number: 4647409Abstract: Basic copper-phthalocyanine dyestuffs of the formula ##STR1## in which Cu--Pc denotes the radical of an x-valent copper-phthalocyanine,A and B independently of each other denote an alkylene radical having 2 to 5 carbon atoms,R.sub.1 and R.sub.3 independently of each other denote hydrogen or an alkyl radical having 1 to 3 carbon atoms which is optionally substituted by hydroxyl, C.sub.1 - to C.sub.3 -alkoxy, halogen or an NH.sub.2 group,R.sub.2 denotes an alkyl group having 1 to 3 carbon atoms which is optionally substituted by hydroxyl, C.sub.1 - to C.sub.3 -alkoxy or halogen,n denotes the number 1 to 3,x denotes the value 1.8 to 2.5,or if n=1 and A=C.sub.2 H.sub.4, R.sub.1 +R.sub.2 denotes an ethylene bridge.find utility for dyeing paper.Type: GrantFiled: September 9, 1985Date of Patent: March 3, 1987Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Dieter Ockelmann
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Patent number: 4537721Abstract: Basic copper phthalocyanine dyestuffs of the general formula ##STR1## in which Cu-Pc denotes the radical of an m+n-valent copper phthalocyanine radical,A denotes alkyleneB denotes a radical of the formula ##STR2## R.sub.1 denotes hydrogen or alkyl, R.sub.2, R.sub.3 and R.sub.4, independently of one another, denote alkyl which can be substituted by hydroxyl or alkoxy groups,R.sub.5 denotes hydrogen, alkyl or aminoalkyl,R.sub.6 and R.sub.7, independently of each other, denote hydrogen or alkyl which can be substituted by hydroxyl, alkoxy or amino groups, andR.sub.8 denotes hydrogen or alkyl, orR.sub.1 can form a closed ring with R.sub.2,R.sub.2 can form a closed ring with R.sub.3,R.sub.5 can form a closed ring with R.sub.6 and/orR.sub.6 can form a closed ring with R.sub.7,m denotes a number from 1.0 to 2.5,n denotes a number from 0 to 1.4,wherem+n is 1.8 to 2.5,p denotes 0, 1, 2 or 3 andX.sup.(-) denotes an anion,are used for dyeing paper.Type: GrantFiled: December 14, 1983Date of Patent: August 27, 1985Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Dieter Ockelmann
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Patent number: 4286962Abstract: Dyestuffs of the formula ##STR1## wherein the substituents have the meaning indicated in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres and for dyeing and printing natural or regenerated cellulose with dyeings and prints which are fast to washing.The dyeings obtained with the dyestuffs are distinguished by good to very good fastness properties, in particular by outstanding fastness to wet processing.Type: GrantFiled: December 31, 1979Date of Patent: September 1, 1981Assignee: Bayer AktiengesellschaftInventors: Volker Ehrig, Manfred Groll, Klaus Wunderlich
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Patent number: 4282000Abstract: Aqueous solutions of copper phthalocyanine-sulphonic acid salts of the formula ##STR1## in which Cu--Pc a copper phthalocyanine radical,m a number from 1.8 to 3.0,q a number from 1.0 to 2.0, with the proviso that the sum m+q is a number from 2.8 to 4.0, andM.sup..sym. a mixture of A.sub.n.sup..sym. and an ammonium ion of the formula ##STR2## wherein A.sup..sym. represents an alkali metal ion or NH.sub.4 ion,n represents a number from 0.8 to 2.0,m has the meaning indicated above,R.sub.1 and R.sub.2 designate hydrogen, C.sub.1 --C.sub.4 --alkyl or a radical --(CH.sub.2 --CH.sub.2 --O).sub.p --H andR.sub.3 designates the radical --(CH.sub.2 --CH.sub.2 --O).sub.p --H,whereinp is 1, 2, 3, 4, 5 or 6,process for the preparation of these solutions and their use for dyeing paper.Type: GrantFiled: January 25, 1980Date of Patent: August 4, 1981Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Friedhelm Muller
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Patent number: 4277245Abstract: In order to dye and print cellulose fibres swollen with water-miscible swelling agents or fibre blends containing these fibres, the fibres are treated with a dyestuff of the general formula ##STR1## wherein Pc denotes the radical of a Cu phthalocyanine,Ni phthalocyanine or Co phthalocyanine molecule,Ar denotes aryl,Z.sup.(+) denotes a hydrogen ion, an alkali metal ion or an ammonium ion,Hal denotes chlorine or bromine,x denotes a number from 2 to 4,y denotes 0 or 1 andx+y.ltoreq.4, andz denotes a number from 0 to 4,and the dyestuff is fixed by heat treatment.Type: GrantFiled: February 22, 1980Date of Patent: July 7, 1981Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Werner Kuhnel, Robert Kuth
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Patent number: 4268267Abstract: Dyestuffs of the formula ##STR1## wherein Pc, R.sub.1, R.sub.2, R.sub.3, R.sub.4, Ar, R.sub.5, R.sub.6, a, b and c have the meaning indicated in the description, and their use for dyeing and printing materials which contain hydroxyl or amide groups, such as textile fibres, filaments and fabrics made of wool, silk and synthetic polyamide and polyurethane fibres and for wash-fast dyeing and printing of natural or regenerated cellulose.The invention relates to new water-soluble phthalocyanine dyestuffs which, in the form of their free acids, have the formula ##STR2## wherein Pc is the radical of a copper phthalocyanine or nickel phthalocyanine,R.sub.1 and R.sub.2 are hydrogen or optionally substituted alkyl, or R.sub.1 +R.sub.2 together with N are a 5-membered or 6-membered heterocyclic ring,R.sub.3 and R.sub.4 are hydrogen or optionally substituted alkyl,Ar is arylene substituted by SO.sub.3 H or/and COOH and optionally by other atoms or groups of atoms,R.sub.5 and R.sub.Type: GrantFiled: October 19, 1979Date of Patent: May 19, 1981Assignee: Bayer AktiengesellschaftInventors: Karl H. Duchardt, Manfred Groll, Klaus Wunderlich
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Patent number: 4267107Abstract: Phthalocyanine reactive dyestuffs of the formula ##STR1## wherein Pc, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, B, R.sub.6, R.sub.7, R.sub.8, a, b and c have the meaning indicated in the description,and their use for dyeing textile materials containing hydroxyl groups and textile materials containing nitrogen, in particular textile materials made of natural and regenerated cellulose and furthermore made of wool, silk and synthetic polyamide fibers and polyurethane fibers. The resulting dyeings are distinguished by excellent fastness to wet processing.Type: GrantFiled: May 29, 1979Date of Patent: May 12, 1981Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Klaus Wunderlich
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Patent number: 4246174Abstract: Phthalocyanine dyestuffs of the formula ##STR1## wherein Pc denotes the radical of a copper phthalocyanine or nickel phthalocyanine,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 denote hydrogen or alkyl,Z denotes ##STR2## wherein R.sub.5 and R.sub.6 denote H or a hydrocarbon radical,R.sub.7 denotes H or Cl andR.sub.8 denotes H, F or CH.sub.3, anda denotes a number from 1 to 3,b denotes a number from 0 to 2,c denotes a number from 1 to 2 anda+b+c.ltoreq.4,are obtained in a particularly advantageous manner when compounds of the formula ##STR3## wherein p denotes a number from 0.5 to 1.8,q denotes a number from 1.2 to 3.5 andp+q=2 to 4,are reacted with c mols of a compound of the formula ##STR4## and, if appropriate, b mols of an amine of the formula ##STR5## the acylamino group is split off and the resulting phthalocyanine dyestuff is reacted with c mols of a compound from which the radical of the formula A or B is derived.Type: GrantFiled: November 26, 1979Date of Patent: January 20, 1981Assignee: Bayer AktiengesellschaftInventor: Manfred Groll
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Patent number: 4198203Abstract: Dyestuff solutions ofCuPc-(3)(SO.sub.3.sup..crclbar. M.sup..sym.).sub.min whichCuPc denotes copper phthalocyanine,m denotes a number from 1.8 to 2.5 andM.sup..sym. denotes a mixture of A.sub.n.sup..sym. and an amine of the formula ##STR1## in which n represents a number 0.8 to 1.5,A.sub.n.sup..sym. represents an alkali metal ion or NH.sub.4 ion,R.sub.1 and R.sub.2 represent hydrogen, C.sub.1 -C.sub.4 -alkyl or (CH.sub.2 --CH.sub.2 --O).sub.p -H andR.sub.3 represents --(CH.sub.2 --CH.sub.2 --O).sub.p -H,whereinp denotes an integer from 1 to 6,are suitable for dyeing paper in turquoise-colored shades.Type: GrantFiled: April 28, 1978Date of Patent: April 15, 1980Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Friedhelm Muller
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Patent number: 4101551Abstract: The invention relates to water-insoluble quinophthalone dyestuffs of the formula ##STR1## in which T represents W--Ar or ##STR2## and Ar denotes aryl,W denotes oxygen, sulphur or N--R,R denotes hydrogen or alkyl,A denotes alkylene, O R.sub.1 denotes alkyl or aryl,R.sub.2 denotes hydrogen or alkyl,X denotes halogen, alkyl, alkoxy, nitro or acylamino,Y denotes hydrogen or halogen,Z denotes hydrogen, alkyl or halogen andn denotes a number from 0 to 3The new dyestuffs and their mixtures are distinguished by good affinity to polyester fibres and good general fastness properties.Type: GrantFiled: July 2, 1976Date of Patent: July 18, 1978Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Hans-Samuel Bien, deceased
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Patent number: 4024144Abstract: Polycyclic dyestuffs free from sulphonic acid groups of the formula ##STR1## in which A denotes an arylene radical andB--so.sub.2 --or denotes an arylene radical substituted by an aryloxysulphonyl group,Are suitable for dyeing organic materials, especially for dyeing and printing hydrophobic fibre materials and for bulk-dyeing synthetic materials.Type: GrantFiled: May 19, 1975Date of Patent: May 17, 1977Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Volker Hederich, Hans-Samuel Bien
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Patent number: 3989692Abstract: Phthalocyanine reactive dyestuffs of the formula ##SPC1##Wherein Pc, R.sub.1, R.sub.2, R.sub.3 -R.sub.5, a, b and c and Z have the meaning given in the description. They are outstandingly suitable for dyeing and printing materials containing cellulose, such as natural and regenerated cellulose, in accordance with the techniques known for the purpose. The new dyestuffs are also suitable for dyeing materials containing amide groups, such as wool, silk and synthetic polyamides. Dyeings obtained on textile cellulose, in particular, distinguish themselves by very good fastness properties, especially fastness to light and to wet processing.Type: GrantFiled: July 19, 1974Date of Patent: November 2, 1976Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Manfred Groll
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Patent number: 3932419Abstract: Quinophthalone dyestuffs of the formula ##SPC1##In which Ac denotes an acyl radical, X denotes a non-ionic substituent, Y denotes hydrogen or halogen and n denotes a number from 0 to 3 as well as their production and their use for dyeing and printing organic materials.Type: GrantFiled: May 25, 1973Date of Patent: January 13, 1976Assignee: Bayer AktiengesellschaftInventors: Manfred Groll, Volker Hederich, Hans-Samuel Bien