Patents by Inventor Edgar Lieske
Edgar Lieske 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: 6719811Abstract: The use of indolines of formula (I): in which R1, R2, R3, R4 and R5 independently of one another represent hydrogen or C1-4 alkyl groups, or R4 and R5 together with the oxygen atoms to which they are attached may represent an alkylenedioxy group containing 1 to 4 carbon atoms, or their salts, as oxidation dye precursors gives natural brown hair colorings. The indolines of formula (I) are also suitable as couplers in oxidation hair dyes with a conventional primary intermediate, in which they result in a modification of the tints obtainable with the primary intermediate. They are used in conventional carriers, e.g., in gel or emulsion form, preferably mixed before use or on the hair with an oxidizing agent to develop the color.Type: GrantFiled: November 19, 1992Date of Patent: April 13, 2004Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Guenther Konrad, Iduna Matzik, Edgar Lieske
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Patent number: 5685881Abstract: Aromatic allylaminonitro compounds corresponding to formula (I): ##STR1## in which R.sup.1 is hydrogen or an alkyl group containing 1 to 4 carbon atoms, R.sup.2 is hydrogen, an alkyl group containing 1 to 4 carbon atoms or an allyl group CH.sub.2 C(R.sup.5)=CH.sub.2, where R.sup.5 is hydrogen or an alkyl group containing 1 to 4 carbon atoms, R.sup.3 is carboxyl, hydroxy, nitro, halogen or a group NR.sup.6 R.sup.7, where R.sup.6 and R.sup.7 independently of one another represent hydrogen, an alkyl group containing 1 to 4 carbon atoms, a hydroxyalkyl or dihydroxyalkyl group containing 2 to 4 carbon atoms or an allyl group CH.sub.2 C(R.sup.8)=CH.sub.2, where R.sup.8 is hydrogen or an alkyl group containing 1 to 4 carbon atoms, and R.sup.4 is hydrogen or nitro, with the proviso that R.sup.3 and R.sup.4 are not both nitro. The compounds are useful for dyeing fibers, particularly human hair.Type: GrantFiled: June 30, 1995Date of Patent: November 11, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Horst Hoeffkes, Edgar Lieske, Iduna Matzik
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Patent number: 5609650Abstract: An oxidation dye composition for keratin fibers containing component A and component B wherein component A is an oxidation dye precursor indoline derivative of the formula I: ##STR1## wherein each of R.sup.1, R.sup.2, R.sup.3 is hydrogen or an alkyl group having from 1 to 4 carbon atoms; each of R.sup.4 and R.sup.5 is hydrogen or an alkyl group having from 1 to 4 carbon atoms or together with the oxygen atom to which they are attached represent an alkylenedioxy group containing 1 to 4 carbon atoms; or a salt thereof; and wherein component B is a metal salt having a non-oxidizing anion selected from the group consisting of a lithium, magnesium, calcium, aluminum and a zinc salt.Type: GrantFiled: January 5, 1996Date of Patent: March 11, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Georg Knuebel, Horst Hoeffkes, Winifried Neuhaus, Edgar Lieske, deceased
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Patent number: 5246466Abstract: 1,3-disubstitued nitrobenzenes of the general formula I: ##STR1## in which X is a hydroxyl group or an amino group and R.sup.1 is hydrogen or a C.sub.1-4 alkyl group and their salts are suitable for use as an oxidation dye precursor of the coupler type, together with prior art primary intermediate components, for the production of oxidation dyes, preferably for the production of hair colorants. With developers of the p-phenylenediamine, p-aminophenol, 2.5-diaminopyridine, and 2,4,5,6-tetraaminopyrimidine types, primarily brown hues with great light stability are formed.Type: GrantFiled: October 9, 1992Date of Patent: September 21, 1993Assignee: Henkel Kommanditgelsellschaft auf AktienInventors: David Rose, Edgar Lieske, Horst Hoeffkes
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Patent number: 5104412Abstract: Hair dyeing compositions contain N-cycloalkyl-3-aminophenols corresponding to the following formula ##STR1## in which n is an integer of 4 to 8 and R.sup.1, R.sup.2, and R.sup.3 independently of one another represent hydrogen, methyl groups or chlorine,or salts thereof as oxidation dye intermediates of the coupler type in addition to typical primary intermediates in a carrier. In conjunction with typical primary intermediates, for example of the p-phenylenediamine derivative type, the new coupler compounds produce shades of brown of high fastness.Type: GrantFiled: February 20, 1991Date of Patent: April 14, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Horst Hoeffkes, Edgar Lieske
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Patent number: 5089025Abstract: The invention relates to the use of compounds corresponding to formula (I) ##STR1## in which one of the substituents R.sup.1 or R.sup.2 is a nitro group while the other is hydrogen, halogen, an amino group, a mono- or dialkylamino group containing C.sub.1-4 alkyl groups, a C.sub.1-4 alkyl or alkoxy group, R.sup.3 and R.sup.4 independently of one another represent hydrogen or a C.sub.1-4 alkyl group, A is a >CHR.sup.6 - or a >C.dbd.O- group, where R.sup.6 is hydrogen or a C.sub.1-4 alkyl group, and R.sup.5 is hydrogen or a C.sub.1-4 alkyl group, or salts thereof as substantive dyes in hair-dyeing compositions.When the substituent groups in formula I represent one of the combinations I-IV shown in the table below, the compounds are novel and are useful in hair-dyeing compositions.______________________________________ R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 A ______________________________________ I: H NO.sub.2 H CH.sub.3 H CH.sub.2 II: H NO.sub.2 CH.sub.3 CH.sub.3 H CH.sub.2 III: NH.sub.2 NO.sub.Type: GrantFiled: January 25, 1991Date of Patent: February 18, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Horst Hoeffkes
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Patent number: 4994087Abstract: Novel compounds with structures corresponding to the formula: ##STR1## in which n=0 or 1 and R.sup.1 is hydrogen, a C.sub.1 -C.sub.4 alkyl or hydroxyalkyl group, or an amino group, and salts of such compounds, are superior to previously known couplers for oxidation hair dyes to produce a variety of colors, especially reds, when used with standard developer components. With 2,4,5,6-tetraaminopyrimidine developer for example, these novel compounds produce red to brown hair colors and, with p-tolylenediamine developer, red to blue-violet hair colors.Type: GrantFiled: December 5, 1988Date of Patent: February 19, 1991Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Guenther Konrad, Edgar Lieske
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Patent number: 4976742Abstract: Meto-aminophenols of the formula ##STR1## where R is hydrogen, C.sub.1-4 -alkyl, or a C.sub.2-4 -hydroxyalkyl; and their use as couplers in an oxidative hair dye in combination with developers.Type: GrantFiled: May 6, 1988Date of Patent: December 11, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4900327Abstract: This invention encompasses preparations containing hair dyes of the formula ##STR1## wherein: one of R.sup.1 or R.sup.2 is a nitro and the other is --SO.sub.3 H;one of R.sup.3 or R.sup.4 is --NR.sup.6 R.sup.7 and the other is hydrogen, chlorine, or a C.sub.1-4 alkyl, and R.sup.6 and R.sup.7 are independently hydrogen, C.sub.1-4 alkyl, or C.sub.2-4 hydroxyalkyl; andR.sup.5 is hydrogen, chlorine, or a C.sub.1-4 alkyl;or a water soluble salt thereof; certain novel compounds within the above formula; and a method for dyeing hair.Type: GrantFiled: February 26, 1988Date of Patent: February 13, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4900325Abstract: Hair-dyeing compositions containing oxidation dye precursors and a carrier contain coupler components corresponding to the formula: ##STR1## wherein R.sup.1 is selected from the group consisting of hydrogen, a C.sub.1 -C.sub.4 alkyl group or a halogen atom; R.sup.2 and R.sup.3 independently of one another are selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 alkyl groups or C.sub.2 -C.sub.4 hydroxyalkyl groups, or together with the nitrogen atom, form a morpholine, piperidine, pyrrolidine or piperazine ring; and R.sup.4 is selected from the group consisting of hydrogen or a --NR.sup.2 R.sup.3 group; or salts thereof. The composition also contains typical developer components. The compounds are particularly suitable as red couplers for developers of the 2,4,5,6-tetraaminopyrimidine type, including derivatives thereof.Type: GrantFiled: August 26, 1988Date of Patent: February 13, 1990Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak, Horst Hoeffkes
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Patent number: 4859206Abstract: This invention encompasses compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 independently are hydrogen, C.sub.1-4 alkyl, or C.sub.2-4 hydroxyalkyl; one of R.sup.3 to R.sup.7 is --SO.sub.3 H or --COOH; and the remaining of R.sup.3 to R.sup.7 independently are hydrogen, chlorine, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, or --NR.sup.8 R.sup.9, where R.sup.8 and R.sup.9 independently are hydrogen, C.sub.1-4 alkyl, C.sub.2-4 alkoxy, or where --NR.sup.8 R.sup.9 is piperidine, morpholine, piperazine, or pyrrolidone; or a water soluble salt thereof; hair dye preparation containing these compounds, and methods for dyeing hair using such preparation.Type: GrantFiled: February 26, 1988Date of Patent: August 22, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Horst Hoeffkes, Norbert Maak
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Patent number: 4842612Abstract: N-4-aminophenyl-N'-2,4-diaminophenyl alkylenediamines corresponding to the formula ##STR1## and water-soluble salts thereof. The above compounds are suitable as developers in oxidation hair dyes. Such hair dyes contain compounds corresponding to formula (I) or salts thereof as developer component in addition to conventional developer and conventional coupler components and, optionally, conventional substantive hair dyes in a cosmetic carrier. In conjunction with phenols, naphthols, resorcinols and 1,3-bis-(2,4-diaminophenyl)-alkanes or 1,3-bis-(2,4-diaminophenoxy)-alkanes as couplers, the new developers give particularly intensive colors with good light fastness properties.Type: GrantFiled: March 23, 1988Date of Patent: June 27, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4838893Abstract: This invention is directed to compositions of the developer-coupler type of the dyeing of hair, consisting essentially of substituted dihydroxypyridine compounds or salts thereof as coupling components and, as developer components, the conventional components used in oxidation dyes.Type: GrantFiled: June 24, 1987Date of Patent: June 13, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Norbert Maak, Edgar Lieske
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Patent number: 4832697Abstract: This invention encompasses compounds of the formula: ##STR1## wherein: one of R.sup.1 or R.sup.2 is nitro and the other is --SO.sub.3 H or COOH; andone of R.sup.3 or R.sup.4 is hydrogen and the other is --NR.sup.5 R.sup.6, where R.sup.5 and R.sup.6 independently are hydrogen, C.sub.1-4 alkyl, or C.sub.2-4 hydroxyalkyl;or a water soluble salt thereof; hair dye preparations containing the above compounds as substantive hair dyes; and methods for dyeing hair using such preparations.Type: GrantFiled: February 26, 1988Date of Patent: May 23, 1989Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4828568Abstract: Oxidation hair-dyeing preparations which contain as couplers N-(2-4dihydroxbenzylidene)-amino compounds corresponding to the following formula ##STR1## in which A is a group corresponding to one of the following formulae ##STR2## or salts thereof and the developers normally present in oxidation hair dyes. p-Phenylenediamine and derivatives thereof are particularly suitable as developers. Yellow to olive-brown colors of high fastness are obtained.Type: GrantFiled: December 8, 1987Date of Patent: May 9, 1989Assignee: Henkel Kommanditgesellschaft Auf AktienInventors: Guenther Konrad, Hinrich Moeller, Edgar Lieske
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Patent number: 4756715Abstract: Novel substituted nitrodiphenylamines and substantive hair dye preparations containing them or containing nitrodiphenylamines with different substituents. The dyes result in yellow to copper-colored shades of high intensity and fastness and are more soluble in water than known nitroanilines dyes.Type: GrantFiled: October 24, 1986Date of Patent: July 12, 1988Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4756716Abstract: Novel substituted nitrodiphenylamines and substantive hair dye preparations containing them or containing nitrodiphenylamines with different substituents. The dyes result in yellow to orange-red colored shades of high intensity and fastness and are more soluble in water than known nitroaniline dyes.Type: GrantFiled: October 24, 1986Date of Patent: July 12, 1988Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4745652Abstract: New 2,4,5,6-tetra-aminopyrimidine derivatives corresponding to the following general formula ##STR1## in which R.sup.1 is a group of the formula --NH--(CH.sub.2).sub.n --NH--, where n=2-4, a group of the formula --NH--CH.sub.2 --CH(OH)--CH.sub.2 --NH-- or a group of the formula ##STR2## R.sup.2 and R.sup.3 independently of one another represent hydrogen, chlorine or a group of the formula --OR.sup.4 where R.sup.4 is a C.sub.1 -C.sub.4 alkyl group and A is a CH group or a nitrogen atom, and salts thereof. The compounds are suitable as developer components for oxidation hair dyes which, in conjunction with a number of standard coupler compounds, form a wide range of brilliant colors with high absorptive power on human hair and good fastness properties.Type: GrantFiled: July 29, 1987Date of Patent: May 24, 1988Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Edgar Lieske, Norbert Maak
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Patent number: 4698066Abstract: A hair treating composition containing certain substituted aminodiphenylamines as a first oxidation dye precursor, optionally at least one second oxidation dye precursor, optionally at least one substantive hair dye, and a cosmetic carrier; as well as a method for its use.Type: GrantFiled: March 20, 1986Date of Patent: October 6, 1987Assignee: Henkel Kommanditgesellschaft auf AktienInventors: David Rose, Norbert Maak, Edgar Lieske
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Patent number: 4684371Abstract: This invention is directed to m-phenylenediamine derivatives and salts thereof and to compositions of the developer-coupler type of the dyeing of hair, consisting essentially of m-phenylenediamine derivatives or salts thereof as coupling components and, as developer components, conventional components used in oxidation dyes.Type: GrantFiled: December 19, 1985Date of Patent: August 4, 1987Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Gunther Konrad, Norbert Maak, Edgar Lieske