Of Aldehyde Or Ketone Containing Compound Patents (Class 564/471)
  • Patent number: 5756558
    Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising a compound having the following formula I: ##STR1## where R.sup.1 is hydrogen or a linear or branched C1-C4 alkyl or a C1-C4 hydroxyalkyl group;R.sup.2 and R.sup.3 independently are hydrogen, hydroxy, a linear or branched C1-C4 alkyl or a linear or branched C1-C4 hydroxyalkyl group; andR.sup.4 is a linear or branched C1-C10 hydroxyalkyl group.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: May 26, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Ann Coates Lescher Savoca, Richard Paul Underwood, Richard Van Court Carr, James Stephen Emerick
  • Patent number: 5739403
    Abstract: 4-Aminodiphenylamines are produced by reacting optionally substituted aniline with optionally substituted nitrobenzene in the presence of water and/or alcohols and organic and/or inorganic bases and then catalytically hydrogenating the resultant nitro- and/or nitrosodiphenylamine in the presence of water, wherein the catalytic hydrogenation of the reaction mixture is performed in the presence of 25 to 80 wt. % of water, relative to the weight of the reaction mixture from the condensation reaction, the hydrogenation catalyst is removed from the hydrogenation mixture once absorption of hydrogen has ceased, 10 to 100 vol. % of aromatic solvent, relative to the total volume of the hydrogenation mixture, are optionally added to the hydrogenation mixture, the resultant organic phase is separated in order to isolate the 4-aminodiphenylamine and the aqueous phase is returned to the initial reaction mixture.
    Type: Grant
    Filed: January 6, 1997
    Date of Patent: April 14, 1998
    Assignee: Bayer AG
    Inventors: Klaus Reinartz, Adolf Brill, Fred Schuhmacher
  • Patent number: 5646235
    Abstract: A method is provided for the preparation of tertiary polyamines by alkylating a polyamine having at least two primary amino groups without the use of excess solvent. More particularly, a tertiary amine is produced by reductively alkylating a polyamine with a carbonyl compound, such as formaldehyde, in a reaction zone while in the presence of a hydrogenation catalyst and hydrogen under reductive conditions. The carbonyl compound is continuously supplied to the reaction zone.
    Type: Grant
    Filed: June 18, 1996
    Date of Patent: July 8, 1997
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Robert LeRoy Zimmerman, Wheeler Conrad Crawford, Rodney Frederick Lloyd
  • Patent number: 5631405
    Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.This method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 20, 1997
    Assignee: Pharm-Eco Laboratories, Incorporated
    Inventors: Biman Pal, Siya Ram, Bing Cai, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard L. Gabriel
  • Patent number: 5498707
    Abstract: A composition adapted to convert hydrogen sulfide and organic sulfides to nontoxic polymers. The compositions comprise amine resin solutions made by reacting sterically hindered amines such as selected diamines, triamines, amino alcohols, and mixtures thereof, with aldehydes, aldehyde donors, or the reaction products of lower alkanolamines and lower aldehydes. The subject compositions are preferably made by reacting the sterically hindered amines and aldehyde components in about a 1:1 molar ratio at a temperature ranging from about 110.degree. to about 120.degree. F. (about 43.degree. to about 49.degree. C.), using enough of the sterically hindered amine to produce a reaction product having a pH ranging from about 10.5 to about 12. Streams containing hydrogen sulfide or organic sulfides are preferably treated by contacting such streams with from about 2 to about 4 ppm of the amine solution of the invention per ppm of sulfide.
    Type: Grant
    Filed: May 6, 1994
    Date of Patent: March 12, 1996
    Inventor: Larry W. Gatlin
  • Patent number: 5488103
    Abstract: A composition adapted to convert hydrogen sulfide and organic sulfides to nontoxic polymers. The compositions comprise amine resin solutions made by reacting sterically hindered amines such as selected diamines, triamines, amino alcohols, and mixtures thereof, with aldehydes, aldehyde donors, or the reaction products of lower alkanolamines and lower aldehydes. The subject compositions are preferably made by reacting the sterically hindered amines and aldehyde components in about a 1:1 molar ratio at a temperature ranging from about 110.degree. to about 120.degree. F. (about 43.degree. to about 49.degree. C.), using enough of the sterically hindered amine to produce a reaction product having a pH ranging from about 10.5 to about 12. Streams containing hydrogen sulfide or organic sulfides are preferably treated by contacting such streams with from about 2 to about 4 ppm of the amine solution of the invention per ppm of sulfide.
    Type: Grant
    Filed: May 15, 1995
    Date of Patent: January 30, 1996
    Inventor: Larry W. Gatlin
  • Patent number: 5486605
    Abstract: A composition is disclosed that is adapted to convert hydrogen sulfide and organic sulfides to nontoxic polymers. The compositions comprise amine resin solutions made by reacting sterically hindered amines such as amine heads with aldoses selected from the group consisting of D-aldoses having from 3 to 6 carbon atoms. Streams containing hydrogen sulfide or organic sulfides are preferably treated by contacting such streams with from about 2 to about 4 ppm or more of the amine solution of the invention per ppm of sulfide.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: January 23, 1996
    Inventor: Larry W. Gatlin
  • Patent number: 5457233
    Abstract: A process for the preparation of amines of formula ##STR1## wherein the variables are defined as in the claims, which comprises reacting 1 molar equivalent of an amine of formula ##STR2## with 0.8 to 1.5 molar equivalents of an aldehyde of formulaR--CHO (3)and 0.8 to 2 molar equivalents of formic acid, in aqueous medium, and adjusting the pH by addition of a mineral acid such that, at the conclusion of the reaction, the pH is in the range from 3 to 7. The compounds obtainable by the process are useful intermediates for the synthesis of dyeing assistants.
    Type: Grant
    Filed: November 28, 1994
    Date of Patent: October 10, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Philippe Ouziel
  • Patent number: 5444099
    Abstract: A tertiary aminoalcohol having a tert-amino group(s) in the main chain and hydroxyl groups at the terminals. The use of this compound for purposes different from that of ordinary amines and amine derivatives is expected.A process for producing the tertiary aminoalcohol wherein a catalyst comprising copper, a transition metal element of the fourth period and a platinum group element of the group VIII, and further optionally containing an alkali metal or an alkaline earth metal is used.A process for producing polyurethane using the above-mentioned tertiary aminoalcohol which can solve the problems occurring in the production of a polyurethane using a tertiary amine which has a strong irritating odor and is highly irritant to the skin as a catalyst, for example, deteriorations of working atmosphere and sales appeal of the polyurethane.
    Type: Grant
    Filed: September 20, 1993
    Date of Patent: August 22, 1995
    Assignee: Kao Corporation
    Inventors: Hiroshi Abe, Tetsuaki Fukushima, Kohshiro Sotoya, Shoichiro Harada, Hiroshi Kitagawa, Masayoshi Morii, Yasutoshi Isayama
  • Patent number: 5395971
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: March 7, 1995
    Assignee: The Board of Regents of The University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5349109
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X-Y).
    Type: Grant
    Filed: August 26, 1993
    Date of Patent: September 20, 1994
    Assignee: The Board of Regents of the University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5344983
    Abstract: Process for preparing a pentane-1,5-diamine of the formula ##STR1## where R.sup.1 represents a variety of organic radicals including alkyl which can bear substituents such as hydroxyl, halogen, alkoxy, carbalkoxy, carboxyl, alkylamino, cycloalkyl or aryl, andR.sup.2 and R.sup.3 independently of one another, represent hydrogen or have the same meanings as R.sup.1 or together are a C.sub.4 -C.sub.7 -alkylene chain which is unsubstituted or substituted by one to five C.sub.1 -C.sub.4 -alkyl groups,which comprises:(a) reacting a .gamma.-cyanoketone of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 have the meanings given above, with excess ammonia in a first reaction space on an acidic heterogeneous catalyst at 20.degree.-150.degree. C. and 15-500 bar, and(b) hydrogenating the resulting reaction product in a second separate reaction space in the presence of excess ammonia on a cobalt, nickel or noble metal catalyst at 50.degree.-180.degree. C. and 30-500 bar.
    Type: Grant
    Filed: August 26, 1992
    Date of Patent: September 6, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Tom Witzel, Eberhard Fuchs, Franz Merger, Claus-Ulrich Priester
  • Patent number: 5315041
    Abstract: A tertiary aminoalcohol having a tert-amino group(s) in the main chain and hydroxyl groups at the terminals. The use of this compound for purposes different from that of ordinary amines and amine derivatives is expected.A process for producing the tertiary aminoalcohol wherein a catalyst comprising copper, a transition metal element of the fourth period and a platinum group element of the group VIII, and further optionally containing an alkali metal or an alkaline earth metal is used.A process for producing polyurethane using the above-mentioned tertiary aminoalcohol which can solve the problems occurring in the production of a polyurethane using a tertiary amine which has a strong irritating odor and is highly irritant to the skin as a catalyst, for example, deteriorations of working atmosphere and sales appeal of the polyurethane.
    Type: Grant
    Filed: March 4, 1992
    Date of Patent: May 24, 1994
    Assignee: Kao Corporation
    Inventors: Hiroshi Abe, Tetsuaki Fukushima, Kohshiro Sotoya, Shoichiro Harada, Hiroshi Kitagawa, Masayoshi Morii, Yasutoshi Isayama
  • Patent number: 5270471
    Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.
    Type: Grant
    Filed: October 27, 1992
    Date of Patent: December 14, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: John T. Lai, Pyong-Nae Son
  • Patent number: 5231217
    Abstract: The present invention is directed to a novel solvent-free process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of an acidic catalyst selected from the group consisting of (i) boron trifluoride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: July 27, 1993
    Assignee: Miles Inc.
    Inventors: Robert P. Yeater, Robson Mafoti, Josef Sanders
  • Patent number: 5202485
    Abstract: A process for preparing an N-alkylaminophenol is disclosed, comprising subjecting an aminophenol to reductive alkylation with an aldehyde or a ketone in the presence of an organic solvent and hydrogen, wherein the reductive alkylation is carried out at a temperature of from 20.degree. to 70.degree. C. in the further presence of a catalyst for reduction comprising platinum and at least one metal element selected from metal elements belonging to the IB group, IIB group, IVB group, VB group, and VIB group of the Periodic Table, supported on activated carbon, or comprising palladium and at least one metal element selected from metal elements belonging to the IB group, IIB group, IVB group, VB group and VIB group of the Periodic Table, supported on activated carbon.
    Type: Grant
    Filed: April 29, 1991
    Date of Patent: April 13, 1993
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Hiroshi Maki, Michihiro Kawasaki, Horishi Shimizu, Yoshiaki Ito
  • Patent number: 5166443
    Abstract: A process for the preparation of a 2,2-disubstituted pentane-1,5-diamine of the formula I ##STR1## where R.sup.1 and R.sup.2, independently of one another, are C.sub.1 - to C.sub.10 -alkyl or C.sub.2 - to C.sub.10 -alkenyl or together are a C.sub.4 - to C.sub.7 -alkylene chain which is unsubstituted or monosubstituted to pentasubstituted by C.sub.1 - to C.sub.4 -alkyl, from a 2,2-disubstituted 4-cyanobutanal of the formula II ##STR2## where R.sup.1 and R.sup.2 are as defined above, comprises, in two spatially separate reaction spaces,a) reacting the 4-cyanobutanal of the formula II, in a first reaction space, with excess ammonia on an acidic heterogeneous catalyst at from 20.degree. to 150.degree. C.
    Type: Grant
    Filed: March 17, 1991
    Date of Patent: November 24, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Merger, Claus-Ulrich Priester, Tom Witzel, Gerhard Koppenhoefer, Ludwig Schuster
  • Patent number: 5091585
    Abstract: A method for continuous production of tertiary aliphatic methyl amines, particularly fatty aliphatic methyl amines such as di-hydrogenated tallow methyl amine from fatty alkyl amines, such as di-hydrogenated tallow amine over a nickel catalyst has been discovered. The reaction gives high selectivity of tertiary methyl amine over the coproduced secondary amines. The reaction may be conducted continuously in the presence of hydrogen and a formaldehyde source. The formaldehyde source may be selected from the group consisting of formaldehyde alone, formalin, a solution of mixed formaldehyde and paraformaldehyde in methanol and water, trioxane and mixtures thereof. The nickel catalyst may be promoted with copper and/or chromium, in one embodiment.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: Wei-Yang Su, Robert L. Zimmerman
  • Patent number: 5091584
    Abstract: A formaldehyde/amine adduct useful in water treatment having improved stability made by reacting formaldehyde and a secondary amine, limiting the water content of the adduct to no more than 30 weight percent, optionally, adding an alcohol.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: February 25, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Loren D. Brake
  • Patent number: 5066824
    Abstract: The present invention is directed to a process for preparing amine terminated compounds by reacting a polyfunctional acetoacetic acid ester with either ammonia or an organic compound which contains one or more primary amino groups in the presence of a solvent and an acidic catalyst selected from the group consisting of (i) boron trifuloride etherate and (ii) organic acids having pKa values of from 0.1 to 0.8 with the proviso that if the primary amino group containing compound contains no aromatically bound amino groups, the pKa of said organic acid is from 0.1 to less than 0.7.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: November 19, 1991
    Assignee: Mobay Corporation
    Inventors: Robson Mafoti, Josef Sanders
  • Patent number: 4983736
    Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a metallic polyphosphate condensation catalyst having a condensed structure. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentatethylenehexamine (PEHA).
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: January 8, 1991
    Assignee: Union Carbide Chemicals and Plastic Company Inc.
    Inventors: Arthur R. Doumaux, Jr., David J. Schreck
  • Patent number: 4952734
    Abstract: A process for the preparation of methylamines by the reaction of amines, formaldehyde and hydrogen as starting materials on a fixed-bed catalyst in the liquid phase under pressure and preferably at elevated temperature. The starting materials contain a reduced percentage of water. They are heated to a predetermined temperature apart from each other, and then mixed with each other in the presence of the fixed-bed catalyst.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: August 28, 1990
    Assignee: Hoechst AG Werk Ruhrchemie
    Inventors: Jurgen Weber, Detlef Kampmann, Claus Kniep
  • Patent number: 4940818
    Abstract: A process for the preparation of 2,2'-oxybis[N,N-dimethylethanamine] by reaction of 2,2'oxybisethanamine, hydrogen and formaldehyde having a reduced percentage of water on conventional fixed-bed hydrogenation catalysts. The reactants, especially the amine and formaldehyde, are heated to a predetermined temperature separate from each other, and then mixed with each other in the presence of the fixed-bed catalyst.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: July 10, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Weber, Detlef Kampmann, Franz Thonnessen, Claus Kniep
  • Patent number: 4730075
    Abstract: A process for the production of (1) an ether or (2) a second amine comprises reacting an activated olefin with respectively an alcohol or first amine in the presence of a catalyst which is either (a) an amidine or (b) a Lewis base and epoxide. The same catalyst may also be used to carry out the reverse reaction in which an activated olefin and an alcohol or first amine are produced from the appropriate ether or second amine.
    Type: Grant
    Filed: June 20, 1986
    Date of Patent: March 8, 1988
    Assignee: BP Chemicals Limited
    Inventor: Michael J. Green
  • Patent number: 4621158
    Abstract: A method for making amines by reacting alcohols and/or aldehydes with primary and/or secondary amines or with ammonia in the presence of a catalyst at elevated temperature, and optionally at elevated pressure, in the liquid phase, the catalyst being an unsupported catalyst consisting of a combination of copper and tin compounds.
    Type: Grant
    Filed: August 21, 1985
    Date of Patent: November 4, 1986
    Assignee: Schering Aktiengesellschaft
    Inventors: Hans-Juergen Hubert, Klaus D. Tillmetz
  • Patent number: 4540821
    Abstract: A process for the manufacture of aminopolyols and polyaminopolyols by continuous reductive amination of sugars in aqueous solution is described. Syrups such as corn syrups may be used directly for this process. It has been found that the lower the mol ratio of NH.sub.3 to the sugar, with a ratio of 1 as the lower limit, the higher is the degree of nitrogen incorporation into the sugar. It is essential that the streams of ammonia and aqueous sugar solution be pumped to the reaction zone separately.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: September 10, 1985
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, Ernest L. Yeakey, Lewis W. Watts, Jr.
  • Patent number: 4515986
    Abstract: An improved process for preparing 3-dimethylamino-2,2-dimethylpropanal from isobutyraldehyde, dimethylamine and a source of formaldehyde is disclosed wherein the process is carried out at a pH value of 9 to 11.
    Type: Grant
    Filed: August 19, 1981
    Date of Patent: May 7, 1985
    Assignee: Ruhrchemie Aktiengesellschaft
    Inventors: Wolfgang Bernhagen, Volker Falk, Helmut Springer, Jurgen Weber, Ernst Wiebus, Claus Kniep
  • Patent number: 4464488
    Abstract: The alkylene oxide adduct of bis(aminoethyl)ether may be reacted with formaldehyde in the presence of hydrogen and a hydrogenation-dehydration catalyst to produce compounds of the formula ##STR1## where R is hydrogen or lower alkyl of 1 to 4 carbon atoms and R" is methyl or ##STR2## where R is as above. Monocarboxylic acid salts of these compounds show unexpectedly high efficiency as polyurethane catalysts. Smaller amounts of this amine are required to produce foams having the same reaction profile as foams made with prior art amine salt catalysts.
    Type: Grant
    Filed: August 11, 1983
    Date of Patent: August 7, 1984
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Bruce W. Peterson
  • Patent number: 4433170
    Abstract: The alkylene oxide adduct of bis(aminoethyl)ether may be reacted with formaldehyde in the presence of hydrogen and a hydrogenation-dehydrogenation catalyst to produce new compounds of the formula ##STR1## where R is hydrogen or lower alkyl and R" is methyl or ##STR2## These compounds show unexpectedly high efficiency as polyurethane catalysts. Fewer equivalents of this amine are required to produce foams having the same reaction profile as foams made with piror art amine catalysts.
    Type: Grant
    Filed: July 20, 1981
    Date of Patent: February 21, 1984
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Ernest L. Yeakey
  • Patent number: 4405811
    Abstract: A novel class of severely sterically hindered tertiary amino compounds having a pK.sub.a value at 20.degree. C. greater than 8.6, preferably ranging from 9.3 to about 10.6, and a cumulative -E.sub.s value of at least 1.9 are found to be useful in selective removal of H.sub.2 S from a normally gaseous mixture containing H.sub.2 S and CO.sub.2.
    Type: Grant
    Filed: January 18, 1982
    Date of Patent: September 20, 1983
    Assignee: Exxon Research and Engineering Co.
    Inventors: Eugene L. Stogryn, Guido Sartori
  • Patent number: 4373107
    Abstract: A process for preparing an N-alkylene-diamine by contacting an alkylene diamine with an aliphatic aldehyde in a reaction solvent in the presence of hydrogen under pressure and an platinum group metal, which comprises gradually adding the aliphatic aldehyde to the alkylene diamine. The process according to the present invention provides a high conversion of the alkylene diamine and a high selectivity to the N-alkyl-alkylene-diamine.
    Type: Grant
    Filed: July 22, 1981
    Date of Patent: February 8, 1983
    Assignee: Ube Industries, Ltd.
    Inventors: Susumu Tahara, Keigo Nishihira, Takashi Miyatake, Hiroyuki Sawada, Junichiro Kita
  • Patent number: 4338408
    Abstract: The alkylene oxide adduct of bis(aminoethyl)ether may be reacted with formaldehyde in the presence of hydrogen and a hydrogenation-dehydration catalyst to produce new compounds of the formula ##STR1## where R is hydrogen or lower alkyl and R" is methyl or ##STR2## These compounds show unexpectedly high efficiency as polyurethane catalysts. Fewer equivalents of this amine are required to produce foams having the same reaction profile as foams made with prior art amine catalysts.
    Type: Grant
    Filed: July 20, 1981
    Date of Patent: July 6, 1982
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Ernest L. Yeakey
  • Patent number: 4292242
    Abstract: Aminomethylation of olefins which employs a homogeneous catalyst which is a solution in a suitable solvent of mixed ruthenium and iron carbonyls. The overall reaction may be represented as follows: ##STR1## where R.sub.1 and R.sub.2 are hydrogen or essentially hydrocarbon groups. The reaction proceeds by way of an aldehyde intermediate. Accordingly, the starting material may be an aldehyde instead of an olefin.
    Type: Grant
    Filed: August 26, 1980
    Date of Patent: September 29, 1981
    Assignee: SRI International
    Inventor: Richard M. Laine