Patents by Inventor Reinhard Lantzsch

Reinhard Lantzsch 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: 4327025
    Abstract: A process for the preparation of a styrylcyclopropane-1-carboxylic acid ester of the formula ##STR1## in which R is C.sub.1-4 -alkyl or an alcohol radical customary in pyrethroids,R.sup.1 is alkoxy or alkylthio, either of which may be optionally substituted by halogen,R.sup.2 is hydrogen or alkoxy, orR.sup.1 and R.sup.2 together are optionally halogen-substituted alkylenedioxy, andR.sup.3 is hydrogen or chlorine,comprising reacting an ester of the formula ##STR2## in which Hal is chlorine or bromine,with a base.The compounds are insecticidally active. Numerous syntheses of the starting materials, some involving new intermediates, are also shown.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: April 27, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Jautelat, Dieter Arlt, Reinhard Lantzsch, Rainer Fuchs, Hans-Jochem Riebel, Rolf Schroder, Horst Harnisch
  • Patent number: 4325873
    Abstract: A process for the preparation of a styryl-cyclopropane-carboxylic acid ester of the formula ##STR1## in which R is C.sub.1-4 -alkyl or an alcohol radical customary in pyrethroids,R.sup.1 is alkoxy or alkylthio, either of which may be optionally substituted by halogen,R.sup.2 is hydrogen or alkoxy, orR.sup.1 and R.sup.2 together are optionally halogen-substituted alkylenedioxy, andR.sup.3 is hydrogen or chlorine, comprising reacting a compound of the formula ##STR2## with, respectively, one, two or three equivalents of a base at a temperature below 60.degree. C. The products are insecticidally active when R is the residue of a pyrethroid-type alcohol. Various syntheses are given for the starting materials which are new.
    Type: Grant
    Filed: April 7, 1980
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Jautelat, Dieter Arlt, Reinhard Lantzsch, Rainer Fuchs, Hans-Jochem Riebel, Rolf Schroder, Horst Harnisch
  • Patent number: 4310540
    Abstract: Benzyl esters of the formula ##STR1## in which n is 1,2,3,4, or 5,R.sup.2 is hydrogen, C.sub.1-4 -alkyl, cyano or ethynyl,R.sup.3 is the radical of a carboxylic acid customary in pyrethroids or pyrethroid-like compounds, andat least one R.sup.1 is fluoroalkoxy or fluoroalkylmercapto, or two together are fluoromethylene- or fluoroethylene-dioxy, and the others, if present, are hydrogen or various radicals,which possess arthropodicidal properties. Various alcohols, amines, aldehydes, halides, and the like, corresponding to the alcohol moieties of the esters are also synthesized.
    Type: Grant
    Filed: April 16, 1979
    Date of Patent: January 12, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Albrecht Marhold, Wolfgang Behrenz, Ingeborg Hammann
  • Patent number: 4284643
    Abstract: Fluorine-containing phenylacetic acid esters of the formula ##STR1## in which R represents the radical of an alcohol customary in the case of pyrethroids,R.sup.1 represents C.sub.2-4 -alkyl, C.sub.2-4 -alkenyl or cyclopropyl,X represents H, halogen, alkyl, alkoxy, OCHF.sub.2, SCHF.sub.2, SCClF.sub.2 or SCF.sub.3 andX.sup.1 can vary widely or form a fused ring with X,the overall compound necessarily containing a fluorine atom, which compounds possess arthropodicidal properties. Intermediates therefor and an overall synthesis from an alcohol of the formula ROH and a toluene of the formula ##STR2## are also shown.
    Type: Grant
    Filed: August 6, 1979
    Date of Patent: August 18, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Erich Klauke, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel, Reinhard Lantzsch, Albrecht Marhold
  • Patent number: 4279923
    Abstract: 3-(2,3-Dichloro-3,3-difluoro-prop-1-en-1-yl)-2,2-dimethyl-cyclo-propanecarb oxylic acid fluoro-benzyl esters of the formula ##STR1## in which R.sup.1 represents hydrogen, cyano, alkyl with up to 4 carbon atoms, alkenyl with up to 4 carbon atoms or alkynyl with up to 4 carbon atoms, andR.sup.2 represents a phenyl radical which is substituted by fluorine and/or optionally fluorine-substituted phenoxy, with the proviso that the radical R.sup.2 in total contains at least one fluorine substituent,which possess pesticidal activity.
    Type: Grant
    Filed: September 10, 1980
    Date of Patent: July 21, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Klaus Naumann, Reinhard Lantzsch, Hermann Hagemann, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel
  • Patent number: 4276218
    Abstract: A process for the preparation of a dihalogenovinyl-.gamma.-butyrolactone of the formula ##STR1## in which Hal each independently is F, Cl or Br, andR.sup.1 and R.sup.2 each independently is hydrogen or C.sub.1-4 -alkyl, or R.sup.1 and R.sup.2 together with the adjacent carbon atom form a cycloaliphatic ring with up to 7 carbon atoms,comprising hydrolyzing in acidic aqueous medium a compound of the formula ##STR2## in which R is hydrogen or C.sub.1-4 -alkyl, to form the corresponding acid and then, without isolation of the intermediate hydrolysis product, heating at 110.degree.-120.degree. C. to decarboxylate.
    Type: Grant
    Filed: August 16, 1979
    Date of Patent: June 30, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4276225
    Abstract: A carboxylic acid ester activated in .alpha.-position by a keto, ester or nitrile group, i.e. of the formula ##STR1## where X is COOR.sup.4, COR.sup.5 or CN, and the several R's can have various meanings but only R.sup.1 and R.sup.2 can be hydrogen, is decarbalkoxylated by heating in the presence of a salt, e.g. sodium chloride, and a phosphorus-containing solvent such as a phospholine oxide, phospholane oxide or phosphetane oxide of the formulas ##STR2## wherein a-k and R can have varied definitions. Water is present either at the outset or end of the reaction before product separation. The reaction proceeds smoothly and in good yields.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: June 30, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hellmut Hoffmann
  • Patent number: 4265819
    Abstract: A process for the preparation of a dihalogenovinylcyclopropanecarboxylic acid or an ester thereof, of the formula ##STR1## in which Hal each independently is fluorine, chlorine or bromine,R.sup.1 and R.sup.2 each independently is hydrogen or C.sub.1-4 -alkyl, or R.sup.1 and R.sup.2 together with the adjacent carbon atom form a cycloaliphatic ring with up to 7 carbon atoms, andR.sup.3 is hydrogen, C.sub.1-4 -alkyl or optionally substituted arylmethyl or hetero-arylmethyl,which comprises reacting a 3-chloro-2-(2',2'-dihalovinyl)propanecarboxylic acid ester of the formula ##STR2## in which R.sup.4 is C.sub.1-4 -alkyl or optionally substituted arylmethyl or hetero-arylmethyl,with a base. The propane carboxylic acid esters are new and may be formed in situ by reacting a 3-(2',2'-dihalovinyl)-.gamma.-butyrolactone of the formula ##STR3## with a chlorinating agent and then with an alcohol of the formula R.sup.4 --OH.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: May 5, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4252820
    Abstract: 2,2-Dimethyl-3-(2'-perfluoroalkyl-2'-perhaloalkyl-vinyl)-cyclopropane of the formula ##STR1## in which R is --COOR.sup.2, --COOH, --CO--Halogen, --CN or --CO--CH.sub.3,R.sup.1 is fluorine or CF.sub.3,R.sup.3 is fluorine, chlorine, bromine or R.sup.1 CF.sub.2 --, andR.sup.2 is the radical of an alcoholwhich possess arthropodicidal properties. These compounds can be produced by adding a compound of the formula ##STR2## to an olefin of the formula ##STR3## to produce a compound of the formula ##STR4## and dehydrohalogenating said compound. This compound may be hydrolyzed, saponified or esterified, depending upon the particular derivative desired.
    Type: Grant
    Filed: July 2, 1979
    Date of Patent: February 24, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Lantzsch, Hermann Hagemann, Ingeborg Hammann, Wolfgang Behrenz, Bernhard Homeyer
  • Patent number: 4246276
    Abstract: 2,2-Difluoro-5-(2,4-dinitro-6-trifluoromethylphenylamino)-benzodioxoles of the formula ##STR1## in which R is hydrogen, halogen or alkyl optionally substituted by halogen,which possess arthropodicidal, microbicidal and herbicidal properties.
    Type: Grant
    Filed: May 16, 1979
    Date of Patent: January 20, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alfons Hartmann, Albrecht Marhold, Reinhard Lantzsch, Ingeborg Hammann, Paul-Ernst Frohberger, Wilhelm Brandes
  • Patent number: 4223147
    Abstract: The invention relates to new methylol derivatives of 2,2,6,6-tetraalkylpiperidines, to their production and to their use as chemically attached stabilizers for polymers containing reactive OH- and NH-groups.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: September 16, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Harald Oertel, Paul Uhrhan, Reinhard Lantzsch, Ernst Roos, Hans Schroer, Dieter Arlt
  • Patent number: 4217300
    Abstract: A process for the preparation of a dihalogenovinylcyclopropanecarboxylic acid or an ester thereof, of the formula ##STR1## in which Hal each independently is fluorine, chlorine or bromine,R.sup.1 and R.sup.2 each independently is hydrogen or C.sub.1-4 -alkyl, or R.sup.1 and R.sup.2 together with the adjacent carbon atoms form a cycloaliphatic ring with up to 7 carbon atoms, andR.sup.3 is hydrogen, C.sub.1-4 -alkyl or optionally substituted arylmethyl or hetero-arylmethyl,which comprises reacting a 3-chloro-2-(2',2'-dihalovinyl)-propanecarboxylic acid ester of the formula ##STR2## in which R.sup.4 is C.sub.1-4 -alkyl or optionally substituted arylmethylor hetero-arylmethyl,with a base. The propane carboxylic acid esters are new and may be formed in situ by reacting a 3-(2',2'-dihalovinyl)-.gamma.-butyrolactone of the formula ##STR3## with a chlorinating agent and then with an alcohol of the formula R.sup.4 --OH.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: August 12, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4216173
    Abstract: A 1,1-dichloro-4-methyl-3-hydroxy-pent-1-ene and a process for its production.
    Type: Grant
    Filed: January 29, 1979
    Date of Patent: August 5, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ernst Kysela, Reinhard Lantzsch, Erich Klauke
  • Patent number: 4215050
    Abstract: Halogenovinyl-.gamma.-butyralactones, used as intermediates in the preparation of insecticidally active cyclopropanecarboxylic acid esters, and of the formula ##STR1## in which Hal represents F, Cl or Br,X represents H, F, Cl or Br andR.sup.1 and R.sup.2, which may be identical or different, each represents C.sub.1-4 -alkyl or R.sup.1 and R.sup.2, together with the adjacent C atom, form a cycloaliphatic ring with up to 7 C atoms,are produced by basic de-acetylation of the novel corresponding .alpha.-acetyl compounds.
    Type: Grant
    Filed: October 6, 1978
    Date of Patent: July 29, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4178279
    Abstract: The invention is related to modified polyurethanes which have a permanent, wash-fast, acidresistant, dry cleaning-resistant and solvent-resistant stabilization based on 2,2,6,6-tetraalkyl-piperidine light protective agents. These stabilizers are an integral constituent of the polyurethanes, that is to say they take part in the polyurethane synthesis by the reaction of an H-active reactive group (for example NH.sub.2, NH-alkyl, CO--NH--NH.sub.2, NH--CO--NH--NH.sub.2, OH or some other H-active group) of the 2,2,6,6-tetraalkyl-piperidine derivatives with isocyanate groups of polyisocyanates or isocyanate prepolymers.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: December 11, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Uhrhan, Harald Oertel, Reinhard Lantzsch, Ernst Roos, Dieter Arlt
  • Patent number: 4153596
    Abstract: This invention relates to permanently stabilized polymers containing substituted piperidine derivatives chemically attached to the polymer molecule through O- or N-atoms. Compounds based on 2,2,6,6-tetraalkyl piperidines have now been found which, on the one hand, have a very high stabilizing activity and, on the other hand, contain one or more reactive groups through which they are able to react with the polymers to be stabilized. Stabilized polymers, preferably polyurethane elastomer filaments, films and coatings with a permanent washing-resistant, boiling resistant, acid-resistant, dry-cleaning-resistant and solvent-resistant stabilization based on 2,2,6,6-tetraalkyl piperidine light stabilizers are thus obtained.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: May 8, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Harald Oertel, Paul Uhrhan, Reinhard Lantzsch, Ernst Roos, Dieter Arlt, Hans Schroer
  • Patent number: 4145512
    Abstract: According to the invention there are obtained modified polyurethanes which have a durable, wash-fast, acid-resistant, cleaning-resistant and solvent-resistant stabilization on the basis of 2,2,6,6-tetraalkyl-piperidine light protective agents. The stabilizers are integral constituents of the polyurethanes, that is to say they are built into the polyurethane chain by a chain lengthening reaction in which two H-active reactive groups (preferably from the series of primary or secondary amino groups, carboxylic acid hydrazide, carbazic ester or semicarbazide groups) of a 2,2,6,6-tetraalkyl piperidine derivative react with isocyanate groups of polyisocyanates or isocyanate prepolymers, optionally in the presence of the usual chain lengthening agents.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: March 20, 1979
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Uhrhan, Harald Oertel, Reinhard Lantzsch, Ernst Roos, Dieter Arlt
  • Patent number: 4113969
    Abstract: In the preparation of a 2,2-dimethyl-3-(2',2'-dihalogenovinyl)-cyclopropane-1-carboxylic acid ester of the formula ##STR1## in which Hal is halogen, andR.sup.1 is alkyl with 1 to 4 carbon atoms, by heating a 2,2-dimethyl-3-(2',2'-dihalogenovinyl)-cyclopropane-1,1-dicarboxylic acid ester of the formula ##STR2## in an inert organic diluent, the improvement which comprises including a base in the diluent. Advantageously the base is 1,5-diazabicyclo[4.3.0]non-5-ene, 1,8-diazabicyclo[5.4.0]-undec-7-ene, triethylene diamine or quinuclidine and is employed in at least an equimolar amount with respect to the diester. The diluent is advantageously a hydrocarbon, a halogenated hydrocarbon or a high-boiling ether. The products are known intermediates for making insecticides.
    Type: Grant
    Filed: May 10, 1977
    Date of Patent: September 12, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventor: Reinhard Lantzsch
  • Patent number: 4101506
    Abstract: Cyanamides which may be obtained by reacting cyanogen chloride with certain piperidines can be used as stabilizers for synthetic polymers against discoloration and degradation under the effects of visible and/or UV-light, heat and/or atmospheric influences.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: July 18, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Paul Uhrhan, Reinhard Lantzsch, Harald Oertel, Ernst Roos, Dieter Arlt
  • Patent number: 4089841
    Abstract: Thiazolinylamino-piperidine derivatives can be obtained by reacting a .beta.-chloroisothiocyanate with a 4-amino-piperidine. The resulting products can be used as stabilizers for synthetic polymers against discoloration and degradation under the effect of visible and/or UV-light, heat and/or atmospheric influences.
    Type: Grant
    Filed: October 6, 1976
    Date of Patent: May 16, 1978
    Assignee: Bayer AG
    Inventors: Reinhard Lantzsch, Paul Uhrhan, Harald Oertel, Ernst Roos, Dieter Arlt