Unsaturation In The Ring Patents (Class 568/823)
  • Patent number: 5481034
    Abstract: The present invention provides novel fluorinated abscisic acid derivative represented by formula of: ##STR1## wherein: X is O(CH.sub.2).sub.2 O or O; and,R is hydroxymethyl, aldehyde, C.sub.1-2 alkoxycarbonyl or carboxyl group.The present invention also provides a novel process for preparing the fluorinated abscisic acid derivative represented as the formula (I), and also provides their use for plant growth regulator.
    Type: Grant
    Filed: November 29, 1994
    Date of Patent: January 2, 1996
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Bum-Tae Kim, Yong-Ki Min, No-Kyun Park, Tae-Jun Kim, Kwang-Yun Cho
  • Patent number: 5426247
    Abstract: A process for the preparation of vitamin A which preferably comprises bringing cyclogeranyl sulphone into contact with a C.sub.10 aldehyde acetal, halogenating the derivative obtained and then removing the halogen group and the sulphone, removing the acetal group and isomerizing the retinal obtained to the desired configuration. Also disclosed are compounds useful as intermediates in the synthesis of vitamin A and processes for preparation of these intermediate compounds.
    Type: Grant
    Filed: December 6, 1993
    Date of Patent: June 20, 1995
    Assignee: Rhone-Poulenc Nutrition Animale
    Inventor: Pierre Chabardes
  • Patent number: 5382714
    Abstract: A method of isolating, purifying and recrystallizing substantially pure lutein, preferably from saponified marigold oleoresin in its pure free form, apart from chemical impurities and other carotenoids. Lutein may be used as an analytical standard or in cancer prevention trials and as a safe and effective color additive for human food.
    Type: Grant
    Filed: March 17, 1994
    Date of Patent: January 17, 1995
    Assignee: The Catholic University of America
    Inventor: Frederick Khachik
  • Patent number: 5329053
    Abstract: A novel process is described for the manufacture of a mixture of 6-(2',6',6'-trimethyl-cyclohex-1'-en-1'-yl)-4-methyl-hex-3-en-1-ol and -4-en-1-ol (I) and, respectively, of a mixture of [3a.alpha.,5a.beta.,9a.alpha.,9b.beta.]-dodecahydro-3a,6,6,9a-tetramethyln aphtho[2,1-b]furan and [3a.alpha.,5a.beta.,9a.alpha.,9b.alpha.
    Type: Grant
    Filed: August 25, 1993
    Date of Patent: July 12, 1994
    Assignee: Givaudan-Roure Corporation
    Inventor: Daniel Helmlinger
  • Patent number: 5235076
    Abstract: Novel azulenic retinoid compounds and therapeutic compositions are disclosed, along with method for their production and use as anti-cancer and cancer-prevention agents. The compositions of the present invention will also find use in treating dermatological disorders such as acne and psoriasis, as well as dermatologically-related conditions such as repair and effacement of wrinkles.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: August 10, 1993
    Assignee: University of Hawaii
    Inventors: Alfred E. Asato, Robert S. H. Liu
  • Patent number: 5229425
    Abstract: A process for producing a stable, bactericidal and fungicidal composition which consists essentially of bubbling air or oxygen into limonene, to produce an oxidized limonene having a rapid bactericidal activity as evidenced by the capability of killing substantially all of the bacteria in a suitable culture medium inoculated with 10.sup.6 colony forming units of Staphylococcus aureus ATCC 25923 per ml. of said broth, containing not more than 0.06 ml of said oxidized limonene per ml. of said broth and incubated at 37.degree. C. in air for 60 minutes.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: July 20, 1993
    Assignee: Doyle E. Chastain
    Inventors: Doyle E. Chastain, W. E. Sanders, Jr., Christine C. Sanders
  • Patent number: 5187286
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: February 16, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Werner Skuballa, Bernd Buchmann, Josef Heindl, Wolfgang Frohlich, Roland Ekerdt
  • Patent number: 5153229
    Abstract: A process for producing a stable, bactericidal and fungicidal composition which consists essentially of bubbling air or oxygen into limonene, to produce an oxidized limonene having a rapid bactericidal activity as evidenced by the capability of killing at least 99.99% of the bacteria in a suitable culture medium inoculated with 10.sup.6 colony forming units of Staphylococcus aureus ATCC 25923 per ml.
    Type: Grant
    Filed: June 1, 1990
    Date of Patent: October 6, 1992
    Assignee: Doyle E. Chastain
    Inventors: Doyle E. Chastain, W. Eugene Sanders, Jr., Christine C. Sanders
  • Patent number: 5149889
    Abstract: A process is disclosed for the preparation of tertiary alcohols, alpha-alkyl substituted nitriles, alkyl-substituted imines or tertiary amines by alkylation of a starting material that is a carbonyl compound or a nitrile followed by hydrolysis wherein the alkylation is carried out with the aid of a reaction system formed by suspending a mixture of:substantially 15 to 25% by weight of methyllithium or ethyllithium;substantially 35 to 45% by weight of an inorganic compound selected from the group which consists of at least one metal oxide selected from the group which consists of SiO.sub.2, Al.sub.2 O.sub.3, and CaO, and synthetic anhydrous aluminum silicate; andsubstantially 35 to 45% by weight of a paraffin oil or wax; in an organic solvent selected from the group which consists of:C.sub.5 to C.sub.10 saturated aliphatic hydrocarbons, C.sub.5 to C.sub.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: September 22, 1992
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Jurgen Deberitz, Wilfried Weiss
  • Patent number: 5137921
    Abstract: There is provided an inhibitory agent of an increase in blood sugar level, comprising conduritol A of the formula(I): ##STR1## or a derivative thereof, as an active component.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: August 11, 1992
    Assignee: Dai-Nippon Sugar Mfg. Co., Ltd.
    Inventors: Ituo Kensho, Fumio Yamashita, Toshikazu Nagai, Tadashi Fujimoto, Yoshihisa Nakano, Hideki Tukimura
  • Patent number: 5030772
    Abstract: This invention relates to hydroxylated derivatives of vitamin D.sub.2 and a process for preparing such compounds. In particular, a process for preparing the 24-epimer of vitamin D.sub.2 and the corresponding 1.alpha.-hydroxylated derivative thereof is disclosed. The vitamin D.sub.2 derivatives would find application in the treatment of or prophylaxsis for various disease states characterized by calcium and phosphorous imbalances.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: July 9, 1991
    Inventors: Hector F. DeLuca, Heinrich K. Schnoes, Shigeya Okada
  • Patent number: 4933511
    Abstract: An enantioselective process for the preparation of homoallyl alcohol enantiomer of formula II ##STR1## wherein: X.sup.1, X.sup.2 and X.sup.3 independently chosen from the group consisting of hydrogen, chlorine, bromine, fluorine, iodine, C.sub.1 to C.sub.6 alkyl, C.sub.1 and C.sub.6 haloalkyl, and haloaryl; andR.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently chosen from the group consisting of hydrogen, halogen, alkyl, alkenyl, alkynyl, benzyl, substituted benzyl, phenyl, substituted phenyl; or R.sup.3 and R.sup.4 is as hereinbefore defined and R.sup.1 and R.sup.2 form a carbocyclic or heterocyclic ring; which process comprises; reacting an aldehyde of formula III with an alkene or formula IV in the presence of an optically-active organometallic catalyst. ##STR2## Furthermore, the compound of formula II can be isomerized to the allylic alcohol of formula I with retention of optical purity.
    Type: Grant
    Filed: April 7, 1987
    Date of Patent: June 12, 1990
    Assignee: ICI Australia Limited
    Inventors: Matthew Gredley, Colin Wilshire
  • Patent number: 4916252
    Abstract: A process for preparing an optically active alcohol is disclosed, which comprises asymmetrically hydrogenating a 1,3-diketone in the presence of a ruthenium-optically active phosphine complex as a catalyst. The resulting alcohol has high optical purity.
    Type: Grant
    Filed: June 16, 1988
    Date of Patent: April 10, 1990
    Assignee: Takasago International Corporation
    Inventors: Noboru Sayo, Takao Saito, Hidenori Kumobayashi, Susumu Akutagawa, Ryoji Noyori, Hidemasa Takaya
  • Patent number: 4720558
    Abstract: Process for inverting the configuration of secondary alcohols in which the hydroxyl group is attached to an asymmetric carbon atom, in accordance with which the secondary alcohols are esterified, with inversion of their configuration, by conversion into isourea ethers and reaction of these isourea ethers with carboxylic acids, and the esters are then saponified with retention of the configuration of the secondary alcohols.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: January 19, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Johannes Kaulen
  • Patent number: 4644087
    Abstract: A novel derivative of (-)-6,6-dimethylbicyclo [3.1.1]ept-2-ene-2-ethanol (J. P. Bain, J. Am. Chem. Soc. 1946, vol. 68, page 638) is disclosed. The parent composition is marketed e.g. under the name nopol, v. The Aldrich-Europe Catalog Handbook of Fine Chemicals, item 3160-5 nopol 98% 128-50-7.The object of the present invention is the compound of formula (I): 4-(2-hydroxyethyl) -.alpha..alpha.dimethyl-5-hydroxy-3-cyclohexene-1-methanol, with the process for obtaining the same, which consists of the preparation of (-)-(6,6-dimethylbicyclo[3.1.1]ept-2-ene-2-ethanol epoxide, followed by hydration of the above compound. Finally, this invention comprises the pharmaceutical compositions containing the compound of formula (I) which have a mucosecretolytic pharmacological activity.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: February 17, 1987
    Assignee: Camillo Corvi S.p.A.
    Inventor: Camillo C. Mora
  • Patent number: 4626603
    Abstract: Aliphatic or cyclic epoxides containing 3 to 8 carbon atoms which are present in aromatic hydrocarbons or halohydrocarbons are saponified continuously and directly to vicinal diols without the use of high temperatures and pressures which would otherwise be necessary. The saponification is acid catalyzed.
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: December 2, 1986
    Assignee: Degussa Aktiengesellschaft
    Inventors: Rainer Siegmeier, Gunter Prescher, Helmut Maurer
  • Patent number: 4623750
    Abstract: Composition consisting of from less than 100% to more than about 80% of trans-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol and a definite amount, but not more than about 20%, of cis-1-(2,6,6-trimethylcyclohexyl)-hexan-3-ol.Process for preparing same from .beta.-cyclocitral via a three-, optionally, four-step pathway.Utilization of the said composition as effective perfume ingredient.
    Type: Grant
    Filed: February 28, 1984
    Date of Patent: November 18, 1986
    Assignee: Firmenich SA
    Inventors: Karl-Heinrich Schulte-Elte, Gunther Ohloff, Bernard L. Muller, Wolfgang K. Giersch
  • Patent number: 4605792
    Abstract: A novel derivative of (-)-6,6-dimethylbicyclo[3.3.1]ept-2-ene-2-methanol is disclosed.The compound which is an object of the present invention, is the derivative :.alpha.,.alpha.-dimethyl-5-hydroxy-3-cyclohexene-1,4-dimethanol.The present invention further discloses the process for obtaining the compound which consists in preparing the (-)-6,6-dimethylbicyclo[3.3.1]ept-2-ene-2-methanol epoxide, thereafter hydrating the above compound and separating the compound from the hydration products. Finally, this invention comprises the pharmaceutical compositions containing the compound which possess a pharmacological mucosecretolytic activity.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: August 12, 1986
    Assignee: Camillo Corvi S.p.A.
    Inventor: Camillo Corvi Mora
  • Patent number: 4596894
    Abstract: The object of the present invention are the following diastereoisomer compounds (as derived from (-)-5-(1-hydroxy-1-methylethyl)-2-methyl-2-cyclohexene-1-one):(I): (1S-5R) 5-hydroxy-.alpha.,.alpha.-4,5-tetramethyl-3-cyclohexene-1-methanol (CO/1516)(II): (1S-5S) 5-hydroxy-.alpha.,.alpha.-4,5-tetramethyl-3-cyclohexene-1-methanol (CO/1517)which can be separated from the mixture of (I)+(II) at the % proportion of 44.44/55.55; said mixture will be hereinafter also designated either by the code CO/1483 or by (III).This invention provides, furthermore, the process for obtaining the mixture (III) (CO/1483) by reaction of (-)-5-(1-hydroxy-1-methylethyl)-2-methyl-2-cyclohexene-1-one with methyl-lithium and for separating the diastereoisomers (I) and (II) by a chromatographic method.Finally, the present invention comprises pharmaceutical compositions which contain the compounds (I), (II) and the mixture (III), when possess a pharmacologic mucosecretolytic activity.
    Type: Grant
    Filed: June 19, 1985
    Date of Patent: June 24, 1986
    Assignee: Camillo Corvi S.p.A.
    Inventor: Camillo Corvi Mora
  • Patent number: 4533752
    Abstract: Olefins are produced by containing an organic compound having at least one benzene ring with ethylenediamine and calcium metal, the calcium metal being used in large excess or alternatively in conjunction with an inert abrasive particulate substance. Substantially all of the organic compounds are converted to corresponding cyclic olefins, largely mono-olefins.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: August 6, 1985
    Assignee: Purdue Research Foundation
    Inventors: Robert A. Benkeser, James A. Laugal, Angela Rappa
  • Patent number: 4523042
    Abstract: This invention relates to novel compounds having pharmaceutical activity and having the general structure ##STR1## wherein the Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4, n and m are defined within.
    Type: Grant
    Filed: July 29, 1983
    Date of Patent: June 11, 1985
    Assignee: USV Pharmaceutical
    Inventors: Bernard Loev, Howard Jones, Wan-kit Chan
  • Patent number: 4460795
    Abstract: Described are mono-oxomethyl substituted polyhydrodimethanonaphthalene derivatives having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 "', R.sub.1 "", R.sub.3, R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 "', R.sub.5 "" and R.sub.6 represent hydrogen or methyl with the provisos:(i) at least four of R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 "' and R.sub.1 "" are hydrogen; and (ii) at least four of R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 "' and R.sub.5 "" represent hydrogen;and wherein Z represents one of the moieties:(i) carboxaldehyde having the structure: ##STR2## (ii) alkylene dioxy or dialkoxy methyl having the structure: ##STR3## (iii) hydroxy methyl having the structure: ##STR4## (iv) acetoxymethyl having the structure: ##STR5## and wherein R.sub.7 and R.sub.8 taken separately represent C.sub.1 -C.sub.4 lower alkyl or R.sub.7 and R.sub.8 taken together represent C.sub.2 -C.sub.
    Type: Grant
    Filed: March 24, 1983
    Date of Patent: July 17, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Marie R. Hanna, Richard J. Tokarzewski, Robert P. Belko, Hugh Watkins, Manfred H. Vock
  • Patent number: 4451403
    Abstract: Described is the genus of compounds defined according to the structure: ##STR1## wherein at least one of the lines:[++++]represents a carbon-carbon single bond and the other of the lines:[++++]represents a carbon-carbon double bond or a carbon-carbon single bond; wherein the moiety X represents one of the moieties: ##STR2## wherein when the moiety X has the structure: ##STR3## then one of the lines:[++++]is a carbon-carbon double bond and the other of the lines:[++++]is a carbon-carbon single bond and when the moiety X has the structure: ##STR4## then both of the lines:[++++]represent carbon-carbon single bonds; wherein, one of R.sub.1, R.sub.2 and R.sub.3 represent 2-methyl-1-propenyl or 2-methyl-1-propylidenyl; and the other of R.sub.1, R.sub.2 and R.sub.3 represent hydrogen; with the provisos that:(i) when the line:[++++]at the 3-4 position is a double bond, then R.sub.3 is hydrogen or 2-methyl-1-propenyl; and(ii) when the line:[++++]at the 2-3 position is a double bond, then R.sub.
    Type: Grant
    Filed: April 26, 1982
    Date of Patent: May 29, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventor: Philip T. Klemarczyk
  • Patent number: 4448984
    Abstract: Described are mono-oxomethyl substituted polyhydrodimethanonaphthalene derivatives having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 '", R.sub.1 "", R.sub.3, R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '", R.sub.5 "" and R.sub.6 represent hydrogen or methyl with the provisos:(i) at least four of R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 '" and R.sub.1 "" are hydrogen; and (ii) at least four of R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '" and R.sub.5 "" represent hydrogen;and wherein Z represents one of the moieties:(i) carboxaldehyde having the structure: ##STR2## (ii) alkylene dioxy or dialkoxy methyl having the structure: ##STR3## (iii) hydroxy methyl having the structure: ##STR4## (iv) acetoxymethyl having the structure: ##STR5## and wherein R.sub.7 and R.sub.8 taken separately represent C.sub.1 -C.sub.4 lower alkyl or R.sub.7 and R.sub.8 taken together represent C.sub.2 -C.sub.
    Type: Grant
    Filed: January 18, 1983
    Date of Patent: May 15, 1984
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Mark A. Sprecker, Marie R. Hanna, Richard J. Tokarzewski, Robert P. Belko, Hugh Watkins, Manfred H. Vock
  • Patent number: 4433183
    Abstract: Multistep process for preparing (+)-p-mentha-2,8-dien-1-ol from (+)-(R)-limonene. New compounds useful as intermediates in said process.
    Type: Grant
    Filed: April 8, 1982
    Date of Patent: February 21, 1984
    Assignee: Firmenich SA
    Inventors: Charles Fehr, Gunther Ochloff
  • Patent number: 4393075
    Abstract: New quinone compounds of the formula: ##STR1## wherein R.sup.1 is methyl or methoxy, or the two R.sup.1 groups jointly represent --CH.dbd.CH--CH.dbd.CH--; X is --CH.dbd.CH-- or --C.dbd.C--; Y.sup.1 is hydrogen, hydroxyl, carboxyl, cyano, acyloxy or --COZ in which Z is amino which may be substituted; m is zero or an integer of 1 to 3; n is zero or an integer of 1 to 10; n' is an integer of 1 to 5; k is an integer of 1 to 3; and when k is 2 or 3, n' is optionally variable within the range of 1 to 5 in each occurrence of the --X--(CH.sub.2).sub.n' group; and their hydroquinone forms and salts, have useful physiological activities such as antiasthmatic, antiallergic and bloodpressure decreasing activities.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: July 12, 1983
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Mitsuru Shiraishi, Yoshitaka Maki
  • Patent number: 4348543
    Abstract: The present invention describes cycloaliphatic alcohols prepared via a Diels-Alder reaction.
    Type: Grant
    Filed: February 12, 1981
    Date of Patent: September 7, 1982
    Assignee: Henkel Corporation
    Inventor: Edgar R. Rogier
  • Patent number: 4310709
    Abstract: The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium.The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.
    Type: Grant
    Filed: April 23, 1980
    Date of Patent: January 12, 1982
    Assignee: BASF Aktiengesellschaft
    Inventor: Walter Rebafka
  • Patent number: 4306099
    Abstract: Perillic alcohol is prepared by allowing beta-pinene epoxide to react with an aqueous suspension of mercuric salt, after this, the organic fraction is removed from the reaction medium, and treated with an inorganic acid. If the inorganic fraction is left untreated, 7, 8-dihydroxy-1-paramenthene is obtained. Perillic alcohol and derivatives thereof are used in the fields of perfumery, cosmetics and soaps.
    Type: Grant
    Filed: June 10, 1980
    Date of Patent: December 15, 1981
    Assignee: Synarome H, Fraysse et Cie
    Inventors: Marcel Fetizon, Jules E. Ecoto, Sylvain Lazare
  • Patent number: 4225501
    Abstract: The invention is concerned with odorant and/or flavoring substances, a process for the manufacture thereof, odorant and/or flavoring compositions containing same and a process for the preparation of said compositions. The invention is also concerned with a method of imparting an odor and/or a flavor to materials using said substances or compositions.
    Type: Grant
    Filed: July 12, 1978
    Date of Patent: September 30, 1980
    Assignee: Givaudan Corporation
    Inventor: Roman Kaiser
  • Patent number: 4219682
    Abstract: The yield of alkenols and cycloalkenols is substantially improved by carrying out the reaction of olefins with formaldehyde in the presence of selected catalysts. In accordance with one embodiment, alk-3-en-1-ols are produced in good yields from isobutylene and formaldehyde in the presence of compounds of the metals of Groups VB, VIIB, and VIII.
    Type: Grant
    Filed: March 29, 1977
    Date of Patent: August 26, 1980
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4156090
    Abstract: 15,15'-Didehydro-astaxanthin and ester derivatives thereof useful as coloring agents and intermediates for astaxanthin and a method for preparing astaxanthin from keto .alpha.-isophorone and intermediates therein.
    Type: Grant
    Filed: November 12, 1976
    Date of Patent: May 22, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Frank Kienzle
  • Patent number: 4155918
    Abstract: The present disclosure relates to novel D-homosteroids. More particularly, the invention is concerned with hormonally active novel D-homosteroids, a process for the manufacture thereof and pharmaceutical preparations containing same.
    Type: Grant
    Filed: March 16, 1978
    Date of Patent: May 22, 1979
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Andor Furst, Marcel Muller, Ulrich Kerb, Rudolf Wiechert
  • Patent number: 4126756
    Abstract: The yield of alkenols and cycloalkenols is substantially improved by carrying out the reaction of olefins with formaldehyde in the presence of selected catalysts. In accordance with one embodiment, alk-3-en-1-ols are produced in good yields from isobutylene and formaldehyde in the presence of organic carboxylic acid salts of Group IB metals.
    Type: Grant
    Filed: March 29, 1977
    Date of Patent: November 21, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp
  • Patent number: 4126751
    Abstract: The yield of alkenols and cycloalkenols is substantially improved by carrying out the reaction of olefins with formaldehyde in the presence of selected catalysts. In accordance with one embodiment, alk-3-en-1-ols are produced in good yields from isobutylene and formaldehyde in the presence of oxides of Group VIB metals.
    Type: Grant
    Filed: March 29, 1977
    Date of Patent: November 21, 1978
    Assignee: Phillips Petroleum Company
    Inventor: Paul R. Stapp