Patents by Inventor Michael Haug

Michael Haug 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: 5300676
    Abstract: Fluorine-substituted .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)-propionic derivatives of the formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5, as defined herein, are useful as herbicides. Processes and intermediates for their preparation are also disclosed.
    Type: Grant
    Filed: April 11, 1991
    Date of Patent: April 5, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5276008
    Abstract: The invention relates to new substituted 4,5-diamino-1,2,4-triazol-3-(thi)ones of the general formula (I), ##STR1## in which R.sup.1 represents alkyl, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, cyanoalkyl, hydroxyalkyl, alkoxyalkyl, aryloxyalkyl, arylthioalkyl, arylsulfinylalkyl, arylsulfonylalkyl, arylaminoalkyl, N-alkyl-arylaminoalkyl, alkoxycarbonylalkyl, alkoxycarbonylalkenyl, alkylaminoalkyl, dialkylaminoalkyl, in each case optionally substituted cycloalkyl, cycloalkylalkyl, cycloalkenyl or cycloalkenylalkyl, or optionally substituted heterocyclylalkyl, or in each case optionally substituted aralkyl, arylalkenyl, arylalkinyl, aroyl, aryl, aralkyloxy or aryloxy, for alkoxy, alkenyloxy or alkinyloxy,R.sup.2, R.sup.3, R.sup.4 and R.sup.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: January 4, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Kuhnt, Kurt Findeisen, Michael Haug, Joachim Kluth, Klaus-Helmut Muller, Klaus Konig, Thomas Himmler, Gunther Beck, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt, Birgit Krauskopf
  • Patent number: 5220032
    Abstract: Herbecidal substituted 4,5-diamino-1,2,4-triazol-3-(thi)ones of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each independently is hydrogen or and organic radical,X is O or S, andY is O or S.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: June 15, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Muller, Kurt Findelsen, Michael Haug, Ulrich Heinemann, Joachim Kluth, Klaus Konig, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5209769
    Abstract: The invention relates to new substituted triazolinones of the general formula (I) ##STR1## in which R.sup.1, R.sup.2, R.sup.3, A, X and Y have the meanings given in the description,to a plurality of processes for their preparation, and to their use as herbicides.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: May 11, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Findeisen, Dietmar Kuhnt, Klaus-Helmut Muller, Michael Haug, Klaus Konig, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5185026
    Abstract: Herbicidal naphthalene derivatives of the formula ##STR1## in which Q represents oxygen, sulphur or the group NR, where R represents hydrogen or alkyl,R.sup.1 represents hydrogen or alkylR.sup.2, R.sup.3 and R.sup.4 are identical or different and in each case represent hydrogen or another radical,R.sup.5 represents hydrogen or halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino,R.sup.6 represents hydrogen or halogen, or represents in each case optionally substituted alkyl or alkoxy, andR.sup.7 represents hydrogen or halogen, or represents in each case optionally substituted alkyl, alkoxy, alkylthio, alkylamino or dialkylamino, andZ represents N--R.sup.
    Type: Grant
    Filed: April 4, 1991
    Date of Patent: February 9, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Mark W. Drewes, Michael Haug, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5166402
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group,wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: November 24, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5129944
    Abstract: A herbicidal aryloxynaphthalene derivatives of the formula ##STR1## in which R.sup.1 is selected from the group consisting of hydrogen, halogen, cyano and trifluoromethyl,R.sup.2 is hydrogen or halogen,R.sup.3 is selected from the group consisting of halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio and trifluoromethylsulphonyl,R.sup.4 is hydrogen or halogen,R.sup.5 is alkoxy or alkylthio,Y is selected from the group consisting of --A--, --O--A-- and --S--A,whereA is an optionally halogen-substituted alkanediyl, andZ is selected from the group consisting of hydroxyl, alkoxy, alkenyloxy, alkynyloxy, halogenoalkoxy, alkoxyalkoxy, aralkoxyalkoxy, alkoxycarbonylalkoxy, arylalkoxy, amino, alkylamino, alkenylamino, alkynylamino, dialkylamino, dialkenylamino, dialkynylamino, alkoxyalkylamino and alkoxycarbonylalkylamino.
    Type: Grant
    Filed: August 17, 1990
    Date of Patent: July 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Klaus Lurssen, Hans-Joachim Santel, Robert R. Schmidt
  • Patent number: 5117038
    Abstract: Herbicidal substituted phenoxyphenylpropionic acid derivatives of the formula ##STR1## in which Q represents S, SO or SO.sub.2,m represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, cyano, trifluoromethyl, trifluoromethoxy or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,R.sup.5 represents hydrogen or halogen,R.sup.6 represents hydrogen, cyano, carboxyl, alkyl optionally substituted by halogen or alkoxycarbonyl,R.sup.7 represents halogen, hydroxyl, amino, alkylamino, alkenylamino, alkynylamino, arylamino, aralkylamino, alkoxycarbonyl-alkylamino, cyanoamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxyamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or the grouping O--R.sup.8.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: May 26, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Albrecht Marhold, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5108489
    Abstract: Herbicidal disubstituted naphthalenes of the formula ##STR1## in which A represents optionally branched alkanediyl,R represents hydrogen or in each case optionally substituted alkyl or phenyl,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereR.sup.5 represents hydrogen or halogen,Y represents oxygen or sulphur, andZ represents oxygen, the group N--(O).sub.n --R.sup.
    Type: Grant
    Filed: July 24, 1991
    Date of Patent: April 28, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5082490
    Abstract: Herbicidal substituted 4,5-diamino-1,2,4-triazol-3-(thi)ones of the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each independently is hydrogen or an organic radical,X is O or S, andY is O or S.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: January 21, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus-Helmut Muller, Kurt Findeisen, Michael Haug, Ulrich Heinemann, Joachim Kluth, Klaus Konig, Hans-Joachim Santel, Klaus Lurssen, Robert R. Schmidt
  • Patent number: 5079384
    Abstract: Herbicidal (6-(hetero(aryloxy-naphthalen-2-yl-oxy)-alkanecarboxylic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, trifluoromethyl, trifluomethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 stands for hydrogen or halogen,X stands for nitrogen or the grouping C--R.sup.5 ,in whichR.sup.5 stands for hydrogen or halogen,A stands for optionally branched alkanediyl andZ stands for cyano or the grouping --CO--Y.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: January 7, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Roland Andree, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5068394
    Abstract: Herbicidal (hetero)aryloxynaphthalene derivatives of the formula ##STR1## in which X is N or --C--R.sup.5,R.sup.1, R.sup.2, R.sup.4 and R.sup.5 are hydrogen or halogen or R.sup.1 may be cyano or trifluoromethyl,R.sup.3 is halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,Y is optionally halogen-substituted alkanediyl or alkenediyl, andZ is CN or --CC--Z', whereZ' is halogen, hydroxyl, amine, alkoxy, or the like.Intermediates of the formula ##STR2## are also new.
    Type: Grant
    Filed: October 19, 1989
    Date of Patent: November 26, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 5041609
    Abstract: Herbicidal compounds of the formula ##STR1## in which R.sup.1 stands for halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 stands for hydrogen or halogen,X stands for nitrogen or for the grouping C-R.sup.5,whereR.sup.5 stands for hydrogen or halogen,with the proviso that at least one of the substituents R.sup.2 or R.sup.4 is different from hydrogen if R.sup.1 stands for chlorine or cyano and simultaneously R.sup.3 stands for trifluoromethyl and X stands for CH, and that R.sup.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: August 20, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Roland Andree, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4994601
    Abstract: Herbicidal .alpha.-(5-aryloxy-naphthalen-1-yl-oxy)-propionic acid derivatives of the formula ##STR1## in which R.sup.1 stands for hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 stands for hydrogen or halogen,R.sup.3 stands for halogen, cyano, trifluoromethyl or trifluoromethoxy,R.sup.4 stands for hydrogen or halogen,R.sup.5 stands for hydrogen or halogen andZ stands for halogen, hydroxyl, amino, alkylamino, alkenylamino, alkinylamino, arylamino, aralkylamino, alkoxycarbonylalkylamino, cyanamino, dialkylamino, dialkenylamino, alkylsulphonylamino, arylsulphonylamino, hydroxylamino, alkoxyamino, hydrazino, alkylsulphonylhydrazino, arylsulphonylhydrazino, alkylthio, arylthio, aralkylthio, alkoxycarbonylalkylthio or for the --O--R.sup.6 group, wherein R.sup.6 can be various organic radicals.The starting material naphthol of the formula ##STR2## is also new.
    Type: Grant
    Filed: September 22, 1988
    Date of Patent: February 19, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4969948
    Abstract: Herbicidal and plant growth-regulating substituted phenoxyphenylsulphonylazoles of the formula ##STR1## in which R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, cyano, trifluoromethyl, trifluoromethoxy or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,R.sup.5 represents hydrogen or halogen,R.sup.6 represents hydrogen, halogen, cyano, nitro or amino andAz represents optionally substituted azolyl.
    Type: Grant
    Filed: September 27, 1989
    Date of Patent: November 13, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Haug, Theodor Pfister, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen, Harry Strang
  • Patent number: 4952235
    Abstract: (Hetero) aryloxynaphthalenes having substituents bonded via sulphur having herbicidal activity and of the formula ##STR1## in which m represents the number 0, 1 or 2,n represents the numbers 0 or 1,R.sup.1 represents hydrogen, halogen, cyano or trifluoromethyl,R.sup.2 represents hydrogen or halogen,R.sup.3 represents halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio or trifluoromethylsulphonyl,R.sup.4 represents hydrogen or halogen,X represents nitrogen or the group C--R.sup.5, whereinR.sup.5 represents hydrogen or halogen,Y represents oxygen or one of the groupings ##STR2## wherein R.sup.6 represents hydrogen, alkyl, --CO--Z or --SO.sub.2 --Z andZ represents hydrogen, halogen or an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkinyl, aryl or heteroaryl radical.
    Type: Grant
    Filed: June 22, 1989
    Date of Patent: August 28, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Roland Andree, Michael Haug, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang