And Carbon And Chalcogen In The Ring Patents (Class 558/82)
  • Patent number: 5739372
    Abstract: The present invention relates to oxaphosphorins of the formula ##STR1## where Ar-Ar is 1-phenylnaphthyl or 1,1'-binaphthyl, R.sup.1 and R.sup.2 are identical or different and are F, Cl, alkyl or alkoxy each having from I to 8 carbon atoms or substituted or unsubstituted aryl, a and b are identical or different and are each an integer from 0 to 4, or Ar-Ar is biphenyl, R.sup.1 and R.sup.2 are identical or different and are substituted or unsubstituted aryl, a and b are as defined above, but a+b.gtoreq.1, X is Cl or Br and the Ar-P and Ar-O bonds are each arranged in the ortho position to the Ar-Ar bond.The invention further relates to a process for preparing these oxaphosphorins.
    Type: Grant
    Filed: June 7, 1996
    Date of Patent: April 14, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dieter Regnat, Hans-Jerg Kleiner
  • Patent number: 5717127
    Abstract: For the continuous preparation of 6-oxo-(6H)-dibenz-?c,e!?1,2!-oxaphosphorins (ODOPs), 6-chloro-(6H)-dibenz-?c,e!?1,2!-oxaphosphorins (CDOPs) are continuously reacted with at least the stochiometrically required amount of water at elevated temperature in a reaction section having little backmixing.
    Type: Grant
    Filed: April 17, 1996
    Date of Patent: February 10, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Volker Glock
  • Patent number: 5698729
    Abstract: The invention relates to a process for preparing 6-alkoxy-(6H)-dibenzo?c,e!?1,2!-oxaphosphorines of the formula (I) ##STR1## where R.sup.1 to R.sup.6 independently of one another are halogen, (C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.6)alkoxy and R.sup.7 is (C.sub.1 -C.sub.8)alkyl, which comprises adding 6-halo-(6H)-dibenzo?c,e!?1,2!-oxaphosphorines of the formula (II) ##STR2## where R.sup.1 to R.sup.6 have the meaning specified above and X is halogen, to alcohols R.sup.7 OH, where R.sup.7 has the meaning given above, at temperatures of -30.degree. to +5.degree. C. and then introducing ammonia at this temperature.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: December 16, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 5693842
    Abstract: The invention relates to a process for preparing phosphorus-containing compounds of the formula I ##STR1## in which R.sup.1 and R.sup.2 are an alkyl radical having 1 to 8 carbon atoms, a cyclohexyl radical, a cyclopentyl radical, an aryl radical or a halogen-, alkyl- or alkoxy-substituted aryl radical, where R.sup.1 and R.sup.2 together with the phosphorus atom can also form a ring, n and m=0 or 1 and R.sup.3 and R.sup.4 are alkyl radicals having 1 to 4 carbon atoms or n=0, m=0 or 1 and R.sup.3 and R.sup.4 are H, by adding compounds of the formula II ##STR2## into dialkyl esters of fumaric acid or of maleic acid of the formula (III) or dialkyl esters of itaconic acid of the formula (IV) ##STR3## in which R.sup.3 and R.sup.4 have the meaning given above, and, optionally reacting an alkyl ester of a phosphorus-containing dicarboxylic acid of the formula (I), where n=0, with water in the presence of catalytic amounts of an acid to give the phosphorus-containing dicarboxylic acid.
    Type: Grant
    Filed: September 5, 1996
    Date of Patent: December 2, 1997
    Assignee: Hoechst AG
    Inventors: Hans-Jerg Kleiner, Volker Freudenberger, Peter Klein
  • Patent number: 5650530
    Abstract: Optionally substituted ODOP is obtained by reaction of optionally substituted o-phenylphenol with PCl.sub.3 in the presence of Lewis acids at elevated temperature in a first stage, with according to the invention an excess of at least 0.05 mol of PCl.sub.3 per mol of o-phenylphenol being maintained during the entire reaction time, and, after removal of the PCl.sub.3, by hydrolysis in a second stage using 1-2 mol of H.sub.2 O per chlorine equivalent of the product of the first stage at 50.degree.-150.degree. C. and with removal of HCl and residual H.sub.2 O.
    Type: Grant
    Filed: September 12, 1995
    Date of Patent: July 22, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Volker Glock, Bernd Griehsel, Joachim Komoschinski
  • Patent number: 5639732
    Abstract: The present invention is directed to novel phosphorous-containing inhibitors of cysteine or serine proteases. Methods for the use of the protease inhibitors are also described.
    Type: Grant
    Filed: July 10, 1996
    Date of Patent: June 17, 1997
    Assignee: Cephalon, Inc.
    Inventors: John P. Mallamo, Ron Bihovsky, Ming Tao, Gregory J. Wells
  • Patent number: 5637577
    Abstract: Phospholipid derivatives containing higher elements of the Vth main group (P, As, Sb, Bi), their method of preparation and antineoplastic and antimicrobially active medications that can be prepared from the phospholipid derivatives.
    Type: Grant
    Filed: April 14, 1995
    Date of Patent: June 10, 1997
    Assignee: Asta Medica Aktiengesellschaft
    Inventors: Gerhard Nossner, Jurij Stekar, Peter Hilgard, Bernhard Kutscher, Jurgen Engel
  • Patent number: 5536712
    Abstract: This invention relates to bisphosphoryl hydrazine compounds and to compositions thereof which are useful as pesticides. The compounds of this invention are effective against soil insects, especially the corn rootworm.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: July 16, 1996
    Assignee: Rohm and Haas Company
    Inventors: Richard M. Jacobson, Luong T. Nguyen
  • Patent number: 5481017
    Abstract: Process for the preparation of 6H-dibenzo [c,e][1,2]oxaphosphorin-6-one of the formula ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are halogen or an alkyl or alkoxy group having from 1 to 6 carbon atoms and a and b are identical or different and are 0, 1, 2 or 3, which involves reacting a 6-chloro-(6H)-dibenzo[c,e][1,2]oxaphosphorin of the formula ##STR2## in which R.sup.1, R.sup.2, a and b are as defined above, with water in a molar ratio of 1:1 at from 50.degree. to 250.degree. C., in the presence if desired of a solvent, and separating off gaseous hydrogen chloride at the rate at which it is formed.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: January 2, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 5449798
    Abstract: Phospholipid derivatives containing higher elements of the Vth main group (P, As, Sb, Bi), their method of preparation and antineoplastic and antimicrobially active medications that can be prepared from the phospholipid derivatives.
    Type: Grant
    Filed: September 22, 1993
    Date of Patent: September 12, 1995
    Assignee: Asta Medica Aktiengesellschaft
    Inventors: Gerhard Nossner, Jurij Stekar, Peter Hilgard, Bernhard Kutscher, Jurgen Engel
  • Patent number: 5391798
    Abstract: Process for preparing 6-chloro-(6H)-dibenz[c,e][1,2]oxaphosphorin of the formula (I), ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are halogen, alkyl or alkoxy, each having from 1 to 6 carbon atoms, and a and b are integers from 0 to 3, preferably from 0 to 2, by reaction of o-phenylphenol of the formula (II), ##STR2## in which R.sup.1, R.sup.2, a and b are as defined above, with phosphorus trichloride in the presence of Lewis acids as catalysts with elimination of hydrogen chloride, wherein the phosphorus trichloride is metered into the mixture of compound (II) and Lewis acid at temperatures of 170.degree.-220.degree. C.
    Type: Grant
    Filed: August 9, 1993
    Date of Patent: February 21, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans-Jerg Kleiner
  • Patent number: 5356967
    Abstract: A dibenzo-[c,e] [1,2] oxaphosphorine of the formula I and process of making said compound ##STR1## wherein n=1 or 2 and in which R.sup.1 is a monovalent or divalent aromatic radical wherein a Grignard compound R.sup.1 (MgHal).sub.n is reacted with 6-chloro-6H-dibenzo[c,e][1,2] oxaphosphorine.This compound optionally with phenolic antioxidants, provides stabilization in polymers.
    Type: Grant
    Filed: December 23, 1992
    Date of Patent: October 18, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Bohshar, Hans-Jerg Kleiner, Gerhard Pfahler
  • Patent number: 5298498
    Abstract: Novel acids, esters, and salts of phenyl, naphthyl, quinoxalinyl, and biphenyl bisphosphonic acids and 1,2-oxaphosphepins are described. These compounds are useful as antiinflammatory and anti-arthritic agents. Also described are known compounds of the phenyl, naphthyl, quinoxalinyl, and biphenyl bisphosphonate classes which are also useful as antiinflammatory and anti-arthritic agents. Representative compounds include [1,2-phenyldiyl]bis (methylene)bisphosphonic acid tetramethyl ester, [2,3-quinoxalindiyl]bis(methylene)bisphosphonic acid tetramethyl ester, [[3-(propyl)-4-(methoxy)-1,8-naphthalenediyl]bis(methylene)]bisphosphonic acid tetramethyl ester, [2,6-naphthalenediylbis(methylene) bisphosphonic acid tetraethyl ester, and [2,2'-biphenylenebis(methyl)]bisphosphonic acid tetramethyl ester. Representative oxaphosphepins include the preferred 3,4-dihydro-3-methoxy -7-(phenylmethoxy)-1H-naphth[1,8de][1,2]oxaphosphepin-3-oxide.
    Type: Grant
    Filed: June 1, 1993
    Date of Patent: March 29, 1994
    Assignee: The Upjohn Company
    Inventors: Roy A. Johnson, Herman W. Smith
  • Patent number: 5214178
    Abstract: The invention relates to novel cyclic acylphosphinic acid derivatives of the formula ##STR1## in which the substituents independently of each other can have the following meaning:R.sup.1, R.sup.2, R.sup.3, R.sup.4 =H, Cl, Br or C1- to C10-alkyl or -alkoxy but on condition that either R.sup.1 and R.sup.2 together, or R.sup.3 and R.sup.4 together, with incorporation of the associated aromatic 6-ring, form a naphthalene structure;R.sup.5 =C1- to C4-alkyl, C5- or C6-cycloalkyl, phenyl or alkylphenyl.The novel cyclic acylphosphinic acid derivatives can be prepared by reacting the corresponding aromatic o-hydroxycarboxylic acids with organyldichlorophosphines of the formula R.sup.5 PCl.sub.2 in an aprotic solvent or suspension medium at 0.degree. to 200.degree. C. with elimination of HCl and by separating off and purifying the precipitated target product.
    Type: Grant
    Filed: May 4, 1992
    Date of Patent: May 25, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Jurgen Svara
  • Patent number: 5008426
    Abstract: The invention relates 6-acyl-(6H)-dibenz[c,e][1,2]oxaphosphorin-6-oxides of the formula ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 may be present one or more times and R.sup.1, R.sup.2 and R.sup.3 represent halogen having an atomic number of from 9 to 35, alkyl or alkoxy each having from 1 to 6 carbon atoms and wherein Ar represents an aromatic hydrocarbon group having from 6 to 10 carbon atoms.The invention further relates to a process for the preparation of the afore-mentioned compounds and polymerizable compositions containing them as an essential ingredient as a photo-initiator. Finally the invention relates to 6-alkoxy-(6H)-dibenz[c,e][1,2]oxaphosphorin of the formula II ##STR2## wherein each of R.sup.1 and R.sup.2 may be present once or more times and R.sup.1 and R.sup.2 represent halogen having an atomic number of from 9 to 35, alkyl or alkoxy each having from 1 to 6 carbon atoms, at least one R.sup.1 being, however, halogen and wherein R.sup.
    Type: Grant
    Filed: August 22, 1988
    Date of Patent: April 16, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Jerg Kleiner, Joachim Gersdorf, Udo Bastian
  • Patent number: 4827010
    Abstract: A process for preparing cyclic phosphonic monoesters comprising subjecting aryloxyphosphines of defined formulae to flash pyrolysis, is provided. The aryloxyphosphines are those having the general formula ##STR1## where Ar is aryl and R is a hydrocarbyl radical capable of forming unsaturated hydrocarbon on severance of the C--O linkages.
    Type: Grant
    Filed: August 25, 1987
    Date of Patent: May 2, 1989
    Assignee: The British Petroleum Company p.l.c.
    Inventors: John I. G. Cadogan, Ian Gosney, Peter M. Wright, deceased
  • Patent number: 4776969
    Abstract: The present invention provides a novel cyclic phosphate such as 1,3-dioxa-2-phospha-6-thia-cyclooctane-2-(dodecylthiodi(ethyleneoxy)-2-oxi de, and its use as an anti-wear, anti-oxidant, and/or friction modifying agent for oleaginous compositions such as fuels, and lubricating oils particularly automatic transmission fluids. A new use of overbased metal phenates and/or sulfonates as friction stability promoters for conventional friction modifying agents is also provided.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: October 11, 1988
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jack Ryer, Antonio Gutierrez, Harold E. Deen
  • Patent number: 4758684
    Abstract: Polycyclic olefins such as camphene, norbornene and bicycloheptadiene among others are reacted with P.sub.4 S.sub.10 and PSX.sub.3, wherein X is selected from the group consisting of chlorine and bromine, at a temperature from about 50.degree. C. to about 250.degree. C. The process can be run at atmospheric pressure. Further, the resulting halides can be further reacted with alcohols, mercaptans and amines to form other novel derivatives. The reaction products obtained can be used in lubricating oil compositions.
    Type: Grant
    Filed: February 13, 1986
    Date of Patent: July 19, 1988
    Assignee: Akzo America Inc.
    Inventor: Eugene H. Uhing
  • Patent number: 4742088
    Abstract: Nitrogen-containing 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide derivatives are prepared by condensation of the oxide with amines and aldehydes or ketones. They may be used as additive flame retardants or incorporated into synthetic resins such as polyesters and polyurethane foams, by copolymerization to form flame-retardant resins. They may also be used as antioxidants, germicides or herbicides.
    Type: Grant
    Filed: June 18, 1987
    Date of Patent: May 3, 1988
    Assignee: Kolon Industries, Inc.
    Inventor: Youn C. Kim
  • Patent number: 4732997
    Abstract: Photographic material containing magenta coupler is stabilized by incorporating a dibenzoxaphosphorin of the formula ##STR1## into the emulsion layer containing the coupler or into an adjoining colloid layer. The yellowing on dark storage of such material is substantially reduced as a result.The symbols A and n are defined in claim 1.
    Type: Grant
    Filed: November 18, 1986
    Date of Patent: March 22, 1988
    Assignee: Ciba-Geigy AG
    Inventors: Paul Tschopp, David G. Leppard
  • Patent number: 4727144
    Abstract: Phosphonocoumarins and phosphacoumarin lasing dyes are disclosed.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: February 23, 1988
    Assignee: Eastman Kodak Company
    Inventors: Chin H. Chen, John L. Fox
  • Patent number: 4705875
    Abstract: The present invention relates to novel compounds, vitamin supplements, diet pills, and methods for making the same. The vitamin supplements include one or more phytosterol esters, such as esters of sitosterol or stigmasterol, and/or one or more novel substiuted fructose compounds. The diet pills within the scope of the invention include antitrypsin, and may be combined with the vitamin supplements to provide diet vitamin supplements.
    Type: Grant
    Filed: April 1, 1986
    Date of Patent: November 10, 1987
    Inventor: David C. Mitchell
  • Patent number: 4618693
    Abstract: A cyclic organic phosphorus compound useful as a stabilizer and a fire retardant for organic substances, particularly, high molecular weight compounds is provided, which compound is expressed by the formula (I): ##STR1## and further a process for producing the above compound (I) is provided, which process comprises reacting a compound expressed by the formula (II): ##STR2## with 1,4-benzoquinone.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: October 21, 1986
    Assignee: Sanko Kaihatsu Kagaku Kenkyusho
    Inventors: Toranosuke Saito, Masakatu Kitani, Hiroyuki Ohishi
  • Patent number: 4588717
    Abstract: The present invention relates to novel compounds, vitamin supplements, diet pills, and methods for making the same. The vitamin supplements include one or more phytosterol esters, such as esters of sitosterol or stigmasterol, and/or one or more novel substituted fructose compounds. The diet pills within the scope of the invention include antitrypsin, and may be combined with the vitamin supplements to provide diet vitamin supplements.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: May 13, 1986
    Assignee: David C. Mitchell Medical Research Institute
    Inventor: David C. Mitchell