Patents Examined by Michael G. Ambrose
  • Patent number: 6124492
    Abstract: The invention relates to a process for preparing bis(3-t-butyl-4-hydroxyphenyl-2,4-di-t-butylphenyl)resorcinol diphosphate, which has characteristics of high conversion and high selectivity, and which comprises of charging sequentially phenolic compounds, phosphoryl chloride, catalyst and organic base, heating the reaction mixture for carry out a three-stage esterification reaction and improving the purity of the product through molecular designing; dissolving the product in an organic solvent and removing residual hydrochloride salt with a small amount of ammonia gas, thereby achieving the object of purification without generation of waste water and waste product.
    Type: Grant
    Filed: March 9, 1999
    Date of Patent: September 26, 2000
    Assignee: Chung Shan Institute of Science and Technology
    Inventors: Wen Chiung Su, Yie Shun Chiu
  • Patent number: 6121477
    Abstract: Optically active 2-aralkyl-3-sulfonyloxy-1-propanol and 2-aralkyl-3-sulfonyloxypropionic acid are provided by using an optically active 2-aralkyl-3-acyloxy-1-propanol as a starting material. Furthermore, an optically active 2-aralkyl-3-thiopropionic acid, which is an important intermediate for synthesis of enkephalinase inhibitors, is provided. According to the present invention, industrially useful optically active sulfonic acid ester derivatives can be provided.
    Type: Grant
    Filed: January 29, 1999
    Date of Patent: September 19, 2000
    Assignee: Kaneka Corporation
    Inventors: Yoshihiko Yasohara, Kenji Miyamoto, Shigeru Kawano, Junzo Hasegawa
  • Patent number: 6121325
    Abstract: The present invention is directed to certain compounds of the general structural formula: ##STR1## wherein R.sub.1, R.sub.1a, R.sub.2a, R.sub.3, R.sub.3a, R.sub.4, R.sub.5, R.sub.6, A, W, and n are as defined herein. These compounds promote the release of growth hormone in humans and animals. This property can be utilized to promote the growth of food animals to render the production of edible meat products more efficient, and in humans, to treat physiological or medical conditions characterized by a deficiency in growth hormone secretion, such as short stature in growth hormone deficient children, and to treat medical conditions which are improved by the anabolic effects of growth hormone. Growth hormone releasing compositions containing such compounds as the active ingredient thereof are also disclosed.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: September 19, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Meng Hsin Chen, Gregori J. Morriello, Ravi Nargund, Arthur A. Patchett, Lihu Yang
  • Patent number: 6121478
    Abstract: Addition of an oxidation agent to completely or partially water-based organophosphate pesticide formulations or solid organophosphate pesticide formulations improves the chemical stability of the pesticide, minimizes formation of toxic isomeric compounds, and eliminates the development of mercaptan and sulfide smell.
    Type: Grant
    Filed: February 17, 1999
    Date of Patent: September 19, 2000
    Assignee: Cheminova Agro A/S
    Inventor: Morten Pedersen
  • Patent number: 6114563
    Abstract: A method and catalyst system for economically producing aromatic carbonates from aromatic hydroxy compounds. In one embodiment, the present invention provides a method of carbonylating aromatic hydroxy compounds by contacting at least one aromatic hydroxy compound with oxygen and carbon monoxide in the presence of a carbonylation catalyst system that includes a catalytic amount of an inorganic co-catalyst containing bismuth. In various alternative embodiments, the carbonylation catalyst system can include an effective amount of a palladium source and an effective amount of a halide composition. Further alternative embodiments can include catalytic amounts of various inorganic co-catalyst combinations.
    Type: Grant
    Filed: April 29, 1999
    Date of Patent: September 5, 2000
    Assignee: General Electric Co.
    Inventors: James Lawrence Spivack, Donald Wayne Whisenhunt, Jr., James Norman Cawse, Bruce Fletcher Johnson, Kirill Shalyaev
  • Patent number: 6114564
    Abstract: Hydroxyaromatic compounds such as phenol are carbonylated with oxygen and carbon monoxide in the presence of a catalyst system comprising a Group VIII metal having an atomic number of at least 44, preferably palladium; an alkali metal or alkaline earth metal halide, preferably sodium bromide; and at least one aliphatic polyether such as a polyethylene glycol dimethyl ether or a crown ether. The catalyst system also preferably contains a compound of another metal, preferably lead.
    Type: Grant
    Filed: August 27, 1999
    Date of Patent: September 5, 2000
    Assignee: General Electric Company
    Inventors: Eric James Pressman, Grigorii Lev Soloveichik, Kirill Vladimirovich Shalyaev, Bruce Fletcher Johnson
  • Patent number: 6111127
    Abstract: A process for the preparation of an unsaturated phosphonic acid ester of the formula:R.sup.1 CH.dbd.C(R.sup.2)P(.dbd.O)(OR.sup.3).sub.2wherein an acetylene compound of the formula:R.sup.1 C.tbd.CR.sup.2is reacted with a secondary phosphite of the formula:HP(.dbd.O)(OR.sup.3).sub.2in the presence of a palladium complex catalyst. The process is characterized in that the reaction is performed in the presence of water or in that the palladium complex catalyst contains, as a ligand, a 1,3-bisphosphinopropane of the formula: ##STR1## wherein R.sup.4, R.sup.5, R.sup.6 and R.sup.7 stand, independently from each other, for an alkyl group, a cycloalkyl group, an aralkyl group or an aryl group.
    Type: Grant
    Filed: September 13, 1999
    Date of Patent: August 29, 2000
    Assignees: Agency of Industrial Science & Technology, Masato Tanaka
    Inventors: Masato Tanaka, Li-Biao Han
  • Patent number: 6107507
    Abstract: An aryl group containing phosphite, such as triphenyl phosphite, can be added to a reaction mixture comprising an organophosphorus compound, phosphorus pentoxide and an alkylene oxide, optionally in the presence of a reagent for the incorporation of hydroxy functionality in the final product. The aryl group containing phosphite is employed to improve the color characteristics of the resulting oligomeric organophosphorus composition.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: August 22, 2000
    Assignee: Akzo Nobel NV
    Inventor: Jeffrey K. Stowell
  • Patent number: 6107506
    Abstract: In the coexistence of an a 5.about.20 molar excess of water based upon 2-phenylphenol compound which is reacted with phosphorus trihalide to form a 6-halo-(6H)-dibenzo[c.e][1,2]-oxaphosphorin compound and an organic solvent which is unsoluble in water and is inert in the reaction system, an organic phosphorus compound expressed by the structural formula (1) is hydrolyzed under heating to obtain a biphenyl phosphorus compound expressed by the general formula (2) and then, a cyclising dehydration reaction under heating of the resulting compound is carried out to obtain an organic phosphorus compound expressed by the structural formula (3). This constitution can produce a product of high purity and high quality without using specific chemicals or an equipment made of specific materials.
    Type: Grant
    Filed: April 23, 1998
    Date of Patent: August 22, 2000
    Inventors: Toranosuke Saito, Takumi Hirayama, Yukinori Kohguchi
  • Patent number: 6096928
    Abstract: A process for preparing tetrakis (pentafluorophenyl) borate is described that involves reaction of a pentafluorophenyl magnesium halide with an alkali metal tetrafluoroborate.
    Type: Grant
    Filed: July 14, 1999
    Date of Patent: August 1, 2000
    Assignee: Boulder Scientific Company
    Inventor: Terry E. Krafft
  • Patent number: 6096914
    Abstract: This invention relates to a method for producing aluminum phosphinates of the formula [R.sub.1 R.sub.2 P(O)O.sup.- ].sub.3 Al.sup.3 +, where R.sub.1 and R.sub.2 are the same or different and represent a C.sub.1-8 alkyl group or a phenyl group. The process involves reaction of the corresponding alkali metal phosphinate with aluminum sulfate. The aluminum phosphinate salts are useful as a flame retardant for plastics.
    Type: Grant
    Filed: March 26, 1999
    Date of Patent: August 1, 2000
    Assignee: Ticona GmbH
    Inventor: Thomas Seitz
  • Patent number: 6096916
    Abstract: Disclosed are unique starting materials, reaction sequences and intermediate compounds for the preparation of D-3-phosphorylated phosphoinositides (3-PPI) of unambiguous structure and absolute stereochemistry. The enantiomerically pure D-3-phosphorylated phosphoinositides also provided have many uses, including in the development of diagnostics and therapeutics based on the roles of 3-PPI in intracellular signaling.
    Type: Grant
    Filed: July 27, 1999
    Date of Patent: August 1, 2000
    Assignee: Nutrimed Biotech
    Inventor: Rajindra Aneja
  • Patent number: 6093842
    Abstract: Production of diaryl carbonate esters by reaction of a dialkyl carbonate and an aromatic alcohol to form a diaryl carbonate and an alkyl alcohol is accomplished by introducing three reactant streams into an extractive/reactive distillation column in the presence of a transesterification catalyst. The three reactant streams are a first reactant stream containing a dialkyl carbonate, a second reactant stream containing an aromatic alcohol, and a third reactant stream containing an entraining agent. The entraining agent is selected from among compounds that do not form azeotropes with the dialkyl carbonate or the alkyl alcohol and that boil at a higher temperature than either the dialkyl carbonate or the alkyl alcohol. The first reactant stream is introduced into the column below the second reactant stream, and the second reactant stream is introduced into the column below the third reactant stream. A product stream containing diaryl carbonate esters is recovered from the bottom of the column.
    Type: Grant
    Filed: September 25, 1998
    Date of Patent: July 25, 2000
    Assignee: General Electric Company
    Inventors: Martin H. Oyevaar, Bill W. To, Michael F. Doherty, Michael F. Malone
  • Patent number: 6093758
    Abstract: Incorporation of phosphate and phosphonate units into the side groups of aryloxyphosphazenes, at both the polymer and cyclic trimer levels, is disclosed. Phosphorylated cyclic trimers are utilized as flame-retardant additives to polystyrene.
    Type: Grant
    Filed: June 16, 1999
    Date of Patent: July 25, 2000
    Assignee: The Penn State Research Foundation
    Inventors: Harry R. Allcock, Jonathan R. Taylor
  • Patent number: 6090968
    Abstract: The present invention relates to a process for preparing phosphinic esters which comprisesa) reacting elemental yellow phosphorus with alkyl halides in the presence of alkali metal hydroxide or alkaline earth metal hydroxide to form a mixture which comprises as main constituents the alkali metal salts and/or alkaline earth metal salts of alkylphosphonous acid, phosphorous acid and hypophosphorous acidb) removing the alkylphosphonous acid from the mixture obtained as described in a),c) esterifying the alkylphosphonous acid,d) adding the resultant ester of the alkylphosphonous acid to a compound having at least one C.dbd.C double bond.The invention likewise relates to the use of the phosphinic esters prepared by this process inter alia as flame retardants and as precursor for further syntheses.
    Type: Grant
    Filed: June 29, 1999
    Date of Patent: July 18, 2000
    Assignee: Clariant GmbH
    Inventors: Sebastian Horold, Norbert Weferling, Heinz-Peter Breuer
  • Patent number: 6090967
    Abstract: The present invention relates to a process for preparing phosphonous esters which comprisesa) reacting elemental yellow phosphorus with alkyl halides in the presence of alkali metal hydroxides and/or alkaline earth metal hydroxides to form a mixture which comprises, as main components, the alkali metal salts and/or alkaline earth metal salts of the alkylphosphonous, phosphorous and hypophosphorous acids,b) removing the alkylphosphonous acid from the mixture obtained by a)c) esterifying the alkylphosphonous acid.The invention likewise relates to the use of the phosphonous esters prepared by this process.
    Type: Grant
    Filed: June 29, 1999
    Date of Patent: July 18, 2000
    Assignee: Clariant GmbH
    Inventors: Sebastian Horold, Norbert Weferling, Heinz-Peter Breuer
  • Patent number: 6090809
    Abstract: Novel piperzine derivatives substituted on one nitrogen by an aromatic system and on the other nitrogen by (2,5-dioxopyrrolidin)-1-yl) alkanes or (2,6-dioxopiperidin-1-yl) alkanes have been found to exhibit selective .alpha..sub.1A adrenergic activity. The compounds are useful for treatment of disease conditions, such as peripheral vascular disease, congestive heart failure, hypertension and especially benign prostatic hypertrophy.
    Type: Grant
    Filed: December 2, 1998
    Date of Patent: July 18, 2000
    Assignee: Ranbaxy Laboratories Limited
    Inventors: Nitya Anand, Neelima Sinha, Sanjay Jain, Anita Mehta, Anil Kumar Saxena
  • Patent number: 6090971
    Abstract: A process for the preparation of optically active phenylcyclohexylglycolate esters is described. The process utilizes carboxylic acid activation to couple (R)-- or (S)-cyclohexylphenylglycolic acid (CHPGA) with 4-N,N-diethylamino butynol or other propargyl alcohol derivatives. The preparation of the hydrochloride salt is also described. In addition, a resolution process employing tyrosine methyl ester enantiomers for preparing a single enantiomer of CHPGA from racemic CHPGA is disclosed.
    Type: Grant
    Filed: June 25, 1999
    Date of Patent: July 18, 2000
    Assignee: Sepracor Inc.
    Inventors: Roger P. Bakale, Jorge L. Lopez, Francis X. McConville, Charles P. Vandenbossche, Chris Hugh Senanayake
  • Patent number: 6083950
    Abstract: Novel piperzine derivatives substituted on one nitrogen by an aromatic system and on the other nitrogen by (2,5-dioxopyrrolidin)-1-yl) alkanes or (2,6-dioxopiperidin-1-yl) alkanes have been found to exhibit selective .alpha..sub.1A adrenergic activity. The compounds are useful for treatment of disease conditions, such as peripheral vascular disease, congestive heart failure, hypertension and especially benign prostatic hypertrophy.
    Type: Grant
    Filed: July 21, 1998
    Date of Patent: July 4, 2000
    Assignee: Ranbaxy Laboratories Limited
    Inventors: Nitya Anand, Neelima Sinha, Sanjay Jain, Anita Mehta, Jang Bahadurgupta
  • Patent number: 6077968
    Abstract: A process for the preparation of alkyl arylphosphinites of the formula (I) in whichR.sup.1 is (C.sub.1 -C.sub.16)-alkyl, cyclohexyl, cyclopentyl, aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkoxy groupsR.sup.2 is aryl which can also be substituted by halogen, (C.sub.1 -C.sub.6)-alkyl, (C.sub.1 -C.sub.6)-alkoxy groups, where R.sup.1 and R.sup.2 together with the phosphorous atom can also form a ring andR.sup.3 is (C.sub.1 -C.sub.4)-alkyl,which comprises reacting halo(aryl)phosphines of the formula (II) ##STR1## in which R.sup.1, R.sup.2 have the meaning given above and X is halogen, with ammonia-containing alcohols of the formula (III)R.sup.3 OH (III)in which R.sup.3 has the meaning given above.
    Type: Grant
    Filed: July 25, 1997
    Date of Patent: June 20, 2000
    Assignee: Celanese GmbH
    Inventor: Hans-Jerg Kleiner