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).

  • Patent number: 6719811
    Abstract: 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: Grant
    Filed: November 19, 1992
    Date of Patent: April 13, 2004
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Guenther Konrad, Iduna Matzik, Edgar Lieske
  • Patent number: 5685881
    Abstract: 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: Grant
    Filed: June 30, 1995
    Date of Patent: November 11, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Horst Hoeffkes, Edgar Lieske, Iduna Matzik
  • Patent number: 5609650
    Abstract: 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: Grant
    Filed: January 5, 1996
    Date of Patent: March 11, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Georg Knuebel, Horst Hoeffkes, Winifried Neuhaus, Edgar Lieske, deceased
  • Patent number: 5246466
    Abstract: 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: Grant
    Filed: October 9, 1992
    Date of Patent: September 21, 1993
    Assignee: Henkel Kommanditgelsellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Horst Hoeffkes
  • Patent number: 5104412
    Abstract: 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: Grant
    Filed: February 20, 1991
    Date of Patent: April 14, 1992
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Horst Hoeffkes, Edgar Lieske
  • Patent number: 5089025
    Abstract: 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: Grant
    Filed: January 25, 1991
    Date of Patent: February 18, 1992
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Horst Hoeffkes
  • Patent number: 4994087
    Abstract: 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: Grant
    Filed: December 5, 1988
    Date of Patent: February 19, 1991
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Guenther Konrad, Edgar Lieske
  • Patent number: 4976742
    Abstract: 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: Grant
    Filed: May 6, 1988
    Date of Patent: December 11, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4900327
    Abstract: 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: Grant
    Filed: February 26, 1988
    Date of Patent: February 13, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4900325
    Abstract: 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: Grant
    Filed: August 26, 1988
    Date of Patent: February 13, 1990
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak, Horst Hoeffkes
  • Patent number: 4859206
    Abstract: 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: Grant
    Filed: February 26, 1988
    Date of Patent: August 22, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Horst Hoeffkes, Norbert Maak
  • Patent number: 4842612
    Abstract: 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: Grant
    Filed: March 23, 1988
    Date of Patent: June 27, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4838893
    Abstract: 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: Grant
    Filed: June 24, 1987
    Date of Patent: June 13, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Norbert Maak, Edgar Lieske
  • Patent number: 4832697
    Abstract: 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: Grant
    Filed: February 26, 1988
    Date of Patent: May 23, 1989
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4828568
    Abstract: 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: Grant
    Filed: December 8, 1987
    Date of Patent: May 9, 1989
    Assignee: Henkel Kommanditgesellschaft Auf Aktien
    Inventors: Guenther Konrad, Hinrich Moeller, Edgar Lieske
  • Patent number: 4756715
    Abstract: 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: Grant
    Filed: October 24, 1986
    Date of Patent: July 12, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4756716
    Abstract: 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: Grant
    Filed: October 24, 1986
    Date of Patent: July 12, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4745652
    Abstract: 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: Grant
    Filed: July 29, 1987
    Date of Patent: May 24, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Edgar Lieske, Norbert Maak
  • Patent number: 4698066
    Abstract: 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: Grant
    Filed: March 20, 1986
    Date of Patent: October 6, 1987
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Norbert Maak, Edgar Lieske
  • Patent number: 4684371
    Abstract: 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: Grant
    Filed: December 19, 1985
    Date of Patent: August 4, 1987
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Gunther Konrad, Norbert Maak, Edgar Lieske