Patents by Inventor Georges Metzger

Georges Metzger 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: 6193960
    Abstract: The present invention relates to novel s-triazine compounds, processes for their preparation and the use of these novel compounds as UV filters in sunscreen compositions. The novel compounds are those of the formula The triazine compounds of the formula (1) according to the invention are distinguished by a high UV absorption and are particularly suitable as UV filters, i.e. for protecting ultra-violet-sensitive organic materials, in particular the skin and the hair of man and animals, from the harmful action of UV radiation.
    Type: Grant
    Filed: April 6, 2000
    Date of Patent: February 27, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Georges Metzger, Dieter Reinehr, Helmut Luther
  • Patent number: 6143889
    Abstract: Asymmetric compounds having the formula: in which M is hydrogen, an alkali metal atom, ammonium or a cation formed from an amine: Xa and Xb are the same or different and each is NH.sub.2 ; NH(C.sub.1 -C.sub.4 alkyl); NH(C.sub.2 -.sub.4 alkoxyalkyl); N(C.sub.1 -C.sub.4 alkyl).sub.2 ; N(CH.sub.2 CH.sub.2 OH).sub.2 ; a group NH--Z--NR.sub.1 R.sub.2 in which Z is C.sub.2 -C.sub.14 alkylene or optionally substituted arylene, and R.sub.1 and R.sub.2 are the same or different and each is C.sub.1 -C.sub.12 alkyl or R.sub.1 and R.sub.2, together with the nitrogen atom to which they are each attached, form a morpholino, piperidino or piperazino ring; an aminoacid residue; C.sub.1 -C.sub.4 alkoxy; hydroxy-substituted-C.sub.2 -C.sub.4 alkoxy; ##STR1## and Ya and Yb are the same or different and each is a substituted amino group having both UVA and UVB-absorbing properties having the formula: ##STR2## in which R.sub.3 is CN; SO.sub.2 R.sub.5 in which R.sub.5 is C.sub.1 -C.sub.12 alkyl, C.sub.1 -C.sub.12 alkoxy, NH.sub.
    Type: Grant
    Filed: December 11, 1998
    Date of Patent: November 7, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Georges Metzger, Dieter Reinehr, Claude Eckhardt, Fabienne Cuesta
  • Patent number: 6143888
    Abstract: The present invention provides a process for the inhibition (quenching) of the effect of an anionic fluorescent whitening agents on a substrate, comprising treating the substrate with a triazine UVA compound, some of which are new compounds.
    Type: Grant
    Filed: December 2, 1998
    Date of Patent: November 7, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Peter Rohringer, Dieter Reinehr, Robert Hochberg, Georges Metzger
  • Patent number: 6096919
    Abstract: A process for the preparation of sulphonated distyryl-biphenyl compounds of formula: ##STR1## in which R.sub.1 represents hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy or halogen, R.sub.1A represents hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy or halogen and M represents hydrogen, an alkaline- or alkaline earth-metal, or ammonium, characterised by reacting a compound of formula: ##STR2## in which R.sub.2 represents C.sub.1 -C.sub.5 alkyl, with a compound of formula: ##STR3## whereby R.sub.3 represents phenyl, optionally substituted by C.sub.1 -C.sub.4 alkoxy, halogen or SO.sub.3 M, or C.sub.1 -C.sub.12 alkyl, R.sub.4 represents C.sub.2 -C.sub.6 alkylene, and M, R.sub.1 and R.sub.1A are defined as above, in an alcoholic or dipolar aprotic solvent and in the presence of a strong base. Novel compounds of formulae (3) and (4) and a process for their preparation.
    Type: Grant
    Filed: May 10, 1999
    Date of Patent: August 1, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dieter Reinehr, Georges Metzger, Fabienne Cuesta, Denis Planchenault, Eric Signoret
  • Patent number: 6080208
    Abstract: The present invention provides new stilbene compounds which are useful as fluorescent whitening agents (FWAs), imparting high whiteness levels to textile fibre material treated with them, and which also impart a high sun protection factor (SPF) to textile fibre material treated with them. The present invention also concerns a method of imparting a high whiteness level and a high sun protection factor to textile fibre material, especially cotton, polyamide and wool, comprising treating the textile material with the new compounds.
    Type: Grant
    Filed: December 22, 1998
    Date of Patent: June 27, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dieter Reinehr, Georges Metzger, Hanspeter Sauter
  • Patent number: 6040443
    Abstract: There is described a process for the production of a 1,3-benzoxazin-4-one having the formula: ##STR1## in which R.sub.1 and R.sub.2, independently, are hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.20 alkyl, O--C.sub.1 -C.sub.20 alkyl, phenyl, NH--CO--C.sub.1 -C.sub.20 alkyl, N(R.sub.3).sub.2, SO.sub.2 N(R.sub.3).sub.2, COOR.sub.3 or CON(R.sub.3).sub.2 in which R.sub.3 is hydrogen, cyano, halogen, nitro, C.sub.1 -C.sub.20 alkyl, O--C.sub.1 -C.sub.20 alkyl, phenyl or NH--CO--C.sub.1 -C.sub.20 alkyl, comprising reacting, at elevated temperature, 1 molar equivalent of an o-hydroxybenzamide of formula: ##STR2## in which R.sub.1 has its previous significance, with 2 to 6 molar equivalents of a benzoyl chloride of formula: ##STR3## in which R.sub.2 has its previous significance. The 1,3-benzoxazin-4-ones having the formula (1) so obtained are important intermediates for the production of triazine compounds having excellent absorption spectrum characteristics and good resistance to exposure to UV light.
    Type: Grant
    Filed: July 20, 1998
    Date of Patent: March 21, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Georges Metzger, Dieter Reinehr, Serge Hauger
  • Patent number: 6015504
    Abstract: The present invention relates to new compounds which are useful as ultraviolet absorbing agents (UVAs) and as fluorescent whitening agents (FWAs), and to a method of improving the sun protection factor (SPF) of textile fiber material, especially cotton, polyamide and wool, treated with the new compounds and with certain known compounds.
    Type: Grant
    Filed: January 26, 1998
    Date of Patent: January 18, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dieter Reinehr, Claude Eckhardt, Robert Hochberg, Werner Kaufmann, Georges Metzger
  • Patent number: 5945396
    Abstract: The present invention provides a compound having the formula: ##STR1## in which each R.sub.d is the same or different and each is --NH--Z--N(R.sub.a)(R.sub.b) or --N--?Z--N(R.sub.a)(R.sub.b)!.sub.2 in which Z is C.sub.2 -C.sub.14 alkylene or optionally substituted arylene, R.sub.a and R.sub.b are the same or different and each is C.sub.1 -C.sub.12 alkyl, or R.sub.a and R.sub.b, together with the nitrogen atom to which they are each attached, form a morpholino, piperidino or piperazino ring; each R.sub.c is the same or different and is NH.sub.2, NH(C.sub.1 -C.sub.4 alkyl), N(C.sub.1 -C.sub.4 alkyl).sub.2, N(CH.sub.2 CH.sub.2 OH).sub.2, O--C.sub.1 -C.sub.4 alkyl, ##STR2## alkali metal atom, ammonium or a cation formed from an amine; or a quaternized form thereof.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: August 31, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Claude Eckhardt, Georges Metzger, Dieter Reinehr, Hanspeter Sauter, Mario Dubini
  • Patent number: 5939379
    Abstract: The present invention relates to new compounds which are useful as ultraviolet absorbing agents (UVAs) and as fluorescent whitening agents (FWAs), and to a method of improving the sun protection factor (SPF) of textile fibre material, especially cotton, polyamide and wool, treated with the new compounds.
    Type: Grant
    Filed: June 2, 1997
    Date of Patent: August 17, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Claude Eckhardt, Dieter Reinehr, Georges Metzger, Hanspeter Sauter
  • Patent number: 5892031
    Abstract: The present invention provides new stilbene compounds which are useful as fluorescent whitening agents (FWAs), imparting high whiteness levels to textile fibre material treated with them, and which also impart a high sun protection factor (SPF) to textile fibre material treated with them. The present invention also concerns a method of imparting a high whiteness level and a high sun protection factor to textile fibre material, especially cotton, polyamide and wool, comprising treating the textile material with the new compounds.
    Type: Grant
    Filed: May 22, 1997
    Date of Patent: April 6, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dieter Reinehr, Georges Metzger, Hanspeter Sauter
  • Patent number: 5744599
    Abstract: The present invention relates to new compounds which are useful as ultraviolet absorbing agents (UVAs) and as fluorescent whitening agents (FWAs), and to a method of improving the sun protection factor (SPF) of textile fibre material, especially cotton, polyamide and wool, treated with the new compounds and with certain known compounds.
    Type: Grant
    Filed: February 21, 1996
    Date of Patent: April 28, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Dieter Reinehr, Claude Eckhardt, Robert Hochberg, Werner Kaufmann, Georges Metzger
  • Patent number: 5733341
    Abstract: A process is described for inhibiting the re-absorption of migrating dyes in the wash liquor, comprising introducing into a wash liquor containing a peroxide-containing detergent, from 0.5 to 150, preferably from 1.5 to 75, especially from 7.5 to 40 mg, per liter of wash liquor, of one or more compounds having the formula (1), (2), (3), (4), (5), (6), (7), (8), (9), (10), (11), (12), (13) or (14) as defined in the specification. The compounds of formula (1), (2), (3), (4), (5), (6), (8), (9) (10), (11), (12), (13) or (14) are new compounds. The compounds used do not exhaust at all on to cotton, polyamide or polyester fibers, so that the compounds cannot lead to fiber discoloration problems.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: March 31, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Claude Eckhardt, Dieter Reinehr, Georges Metzger
  • Patent number: 5241109
    Abstract: There is disclosed a water-soluble, asymmetrical oxalic acid diarylamide of general formula ##STR1## wherein the substituents R.sub.1 are each independently of the other unsubstituted or hydroxy- or alkoxy-substituted C.sub.1 -C.sub.5 alkyl, unsubstituted or C.sub.1 -C.sub.5 alkyl-substituted benzyl,R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.12 alkyl or phenyl-C.sub.1 -C.sub.5 alkyl,R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.12 alkyl, phenyl-C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy,A is a direct bond or a divalent radical of formula --O--Q--, whereinQ is unsubstituted or hydroxy-substituted C.sub.1 -C.sub.6 alkylene,M is hydrogen or alkali metal, andr is 2, 1 or 0.The novel water-soluble compound having fiber affinity is suitable for the photochemical and thermal stabilisation of polyamide fiber materials and the dyeings produced thereon.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: August 31, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Kaschig, Gerhard Reinert, Georges Metzger