Sulfur, Oxygen, Halogen Or Group Ia Or Iia Light Metal Containing Patents (Class 568/6)
  • Patent number: 5144063
    Abstract: Novel cesium hydroxytriphenylborates are described. The addition of hydroxytriarylborate ions to aqueous media containing cesium ions to form such compounds as a precipitate is useful, for example, in the removal of radioactive cesium from nuclear fission plant waste streams and from cesium ion containing solutions resulting from the digestion of cesium ores.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: September 1, 1992
    Inventor: Jeffrey M. Sullivan
  • Patent number: 5144051
    Abstract: Disclosed are C.sub.6 to C.sub.11 branched chain alkoxy monosubstituted diaryl iodonium salts, such as [4-(2-ethylhexyloxy)phenyl]phenyliodonium hexafluoroantimonate. These diaryl iodonium salts are useful as photoinitiators for epoxy containing compounds, especially epoxysilanes.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: September 1, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Carl R. Kessel, Ellen O. Aeling
  • Patent number: 5141676
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas(MgH.sub.2).sub.n. MgQ.sub.2 (II)(MgH.sub.2).sub.n. RMgX (III) ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 19 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: April 17, 1991
    Date of Patent: August 25, 1992
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5108502
    Abstract: Boronic dyes corresponding to the formula ##STR1## wherein D is an organic dye moiety, and n is 1 or 2 are described. Inks which are formulated for ink-jet printing and contain such a dye provide excellent images when printed on paper.
    Type: Grant
    Filed: August 28, 1991
    Date of Patent: April 28, 1992
    Assignee: Hewlett-Packard Company
    Inventors: Norman E. Pawlowski, Dale D. Russell, Karla M. Robotti
  • Patent number: 5102569
    Abstract: A method of preparing a borated alkylcatechol by first reacting catechol with boric acid and thereafter alkylating with an olefin.
    Type: Grant
    Filed: October 23, 1990
    Date of Patent: April 7, 1992
    Assignee: Chevron Research and Technology Company
    Inventors: Anatoli Onopchenko, Thomas V. Liston
  • Patent number: 5091536
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamide, aralkyl, aryl or diarylamide group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamide, diarylamide or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: February 25, 1992
    Assignee: Studiengesellschaft Kohle mbh
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5073643
    Abstract: Synthesis use of a new class of diaryliodonium salt photo and thermal polymerization initiators in which the aryl groups are substituted with alkoxy group bearing hydroxy groups. Good to excellent yields are obtained of diaryliodonium salts in which the aryl groups are substituted with long chain alkoxy groups, which alkoxy groups also possess at least one hydroxyl moiety attached at the 2-position of an alkoxy group. The resultant salts have enhanced solubility when compared with their lower molecular weight counterparts. The hydroxyl groups serve as chain transfer agents; and, in cross linking UV-induced cationic polymerizations, the hydroxyl groups effect marked accelertion on polymerization rates. The salts also have excellent compatability with nonpolar monomers such as epoxidized oil and poly(1,2-butadience oxide) and provide further benefits when they are used along with copper cocatalysts in thermally curable polymer systems.
    Type: Grant
    Filed: August 30, 1990
    Date of Patent: December 17, 1991
    Assignee: Polyset Corporation
    Inventor: James V. Crivello
  • Patent number: 5053546
    Abstract: New chiral compounds of the formula ##STR1## a process for their preparation and their use for the preparation of optically active compounds.
    Type: Grant
    Filed: December 6, 1989
    Date of Patent: October 1, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventor: Dieter Kaufman
  • Patent number: 5047568
    Abstract: Sulfonium salts of the formula: ##STR1## wherein Ar is a fused aromatic radical; R.sub.1 is a divalent organic bridge; each R.sub.2 and R.sub.3 individually is an alkyl, aryl, alkaryl, aralkyl or substituted aryl, provided thatn not more than one of R.sub.2 and R.sub.3 is alkyl; and A is a non-nucleophilic anion; use thereof and preparation thereof.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: September 10, 1991
    Assignee: International Business Machines Corporation
    Inventors: Raymond W. Angelo, Jeffrey D. Gelorme, Joseph P. Kuczynski, William H. Lawrence, Socrates P. Pappas, Logan L. Simpson
  • Patent number: 5043479
    Abstract: Novel chemically pure diisopinocampheylhaloboranes of essentially 100% ee, represented by the formula Ipc.sub.2 BX wherein Ipc is isopinocampheyl and X is halo.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: August 27, 1991
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5039795
    Abstract: An improved process for preparation of compounds of the formula ##STR1## as disclosed. These compounds are useful as intermediates in the preparation of boronic acid adducts of technetium 99m dioxime complexes of the formula.sup.99m Tc X(Y).sub.3 Zwhich are useful as imaging agents.
    Type: Grant
    Filed: June 21, 1989
    Date of Patent: August 13, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Richard H. Mueller
  • Patent number: 5012001
    Abstract: Triarylsulfonium polyfluoro metal or metalloid salts are provided by effecting the oxidation of a diarylsulfide, while under dehydrating conditions, in the presence of a strong protonic acid. The resulting triarylsulfonium acid salt can thereafter be directly metathesized with an alkali metal or alkaline earth metal polyhalo salt.These compounds have the general formula ##STR1## where Q is selected from .dbd.S.fwdarw.O, --S-- and mixtures thereof, M is a transition metal or metalloid, "c" is an integer of 1 to 3, "d" is an integer of 0 to 3, R.sup.6 is phenyl or naphthyl, R.sup.7 is phenylene or naphthalene optionally substituted with one or more radicals selected from the class consisting of --CH.sub.3, --OCH.sub.3, --CO.sub.2 H, --Br, --Cl, and NO.sub.2.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: April 30, 1991
    Assignee: General Electric Company
    Inventor: James V. Crivello
  • Patent number: 4900854
    Abstract: Process for the preparation of asymmetrical alkaline earth metal organoborates and organoaluminates represented by the formula I: ##STR1## and asymmetrical alkaline earth metal organoarsenates and organophosphates represented by the formula II: ##STR2## wherein Z is selected from the group consisting of boron and aluminum; X is selected from the group consisting of phosphorus and arsenic; M is an alkaline earth metal; and in which R.sub.1 -R.sub.6 are independently selected from alkyl, aryl, alkaryl, aralkyl, alkenyl, cycloalkyl, and cyano with the proviso that R.sub.1 -R.sub.6 are not all the same.
    Type: Grant
    Filed: December 8, 1988
    Date of Patent: February 13, 1990
    Assignee: The Dow Chemical Company
    Inventors: Richard C. Winterton, Ronald J. Hoffman, Thomas D. Gregory
  • Patent number: 4898955
    Abstract: Trans-.beta.-lactams are prepared in a nearly quantitative yield by a condensation reaction of a new intermediate metal enolate and an appropriate imine. Certain new metal enolates are provided as intermediates.
    Type: Grant
    Filed: December 12, 1988
    Date of Patent: February 6, 1990
    Assignee: Gist-Brocades N.V.
    Inventors: Gerard Van Koten, Frederick H. Van Der Steen, Johann T. B. H. Jastrzebski
  • Patent number: 4894302
    Abstract: Alkaline earth metal anode cells having an intercalation cathode, a nonaqueous liquid electrolyte comprising (a) an organic solvent, for instance, an ether, an ester, a sulfone, an organic sulfide, an organic sulfate, a tertiary amine, an organic nitrite, and an organic nitrate, and (b) at least one of an electrolytically active alkaline earth metal salt comprising an organometallic alkaline earth metal salt represented by the formula: ##STR1## wherein Z is selected from the group consisting of boron and aluminum; X is selected from the group consisting of phosphorus and arsenic; M is an alkaline earth metal; and in which R.sub.1 -R.sub.6 are radicals independently selected from the following groups: alkyl, aryl, alkaryl, aralkyl, alkenyl, cycloalkyl, allyl, heterocyclic alkyl, and cyano, with the proviso that R.sub.1 -R.sub.6 cannot be all alkyl or all aryl and triarylalkylborate or aluminate anions, and trialkylarylborate or aluminate anions are excluded and M represents an alkaline earth metal.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: January 16, 1990
    Assignee: The Dow Chemical Company
    Inventors: Ronald J. Hoffman, Richard C. Winterton, Thomas D. Gregory
  • Patent number: 4870212
    Abstract: Improved processes for liberating boronic, RB(OR').sub.2, and borinic, RR'BOR', esters from their "ate" complexes, free of alcohol are provided. Pyrolysis of lithium organylborates LiRB(OR').sub.3 and LiRR'BOR', wherein R is an organyl group and R' is straight or branched-chain lower alkyl, directly yields the relatively volatile boronic and borinic esters in high purity, leaving behind a residue of lithium alkoxide. Treatment of the lithium organylborates with an appropriate acid halide cleanly liberates either volatile or non-volatile boronic or borinic esters, readily separated from the lower alkyl ester produced as a by-product. The novel compound lithium dimethylborohydride is also provided.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: September 26, 1989
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4866181
    Abstract: A process for preparing optically active alcohols by reducing ketones using mono- or diisopinocampheylhaloboranes as reducing agents.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: September 12, 1989
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4855506
    Abstract: Improved processes for liberating boronic, RB(OR').sub.2' and borinic, RR'BOR', esters from their "ate" complexes, free of alcohol are provided. Pyrolysis of lithium organylborates LiRB(OR').sub.3 and LiRR'BOR', wherein R is an organyl group and R' is straight or branched-chain lower alkyl, directly yields the relatively volatile boronic and borinic esters in high purity, leaving behind a residue of lithium alkoxide. Treatment of the lithium organylborates with an appropriate acid halide cleanly liberates either volatile or non-volatile boronic or borinic esters, readily separated from the lower alkyl ester produced as a by-product. The novel compound lithium dimethylborohydride is also provided.
    Type: Grant
    Filed: December 17, 1987
    Date of Patent: August 8, 1989
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4790960
    Abstract: A process for the stripping of cesium ions from an aqueous solution in which a precipitation agent is added to the aqueous solution and the resulting precipitate, containing the CS.sup.+ ions is stripped from the solution. Sodium or lithium tetraphenylborates, carrying electron-attracting substituents on the phenyl rings are employed as precipitation agent.
    Type: Grant
    Filed: January 30, 1986
    Date of Patent: December 13, 1988
    Assignee: Kernforschungszentrum Karlsruhe GmbH
    Inventors: Klaus Heckmann, Walter Rieger, Reinhard Kroebel
  • Patent number: 4772752
    Abstract: Novel mono- and diisopinocampheylhaloboranes, represented by the formulae IpcBX.sub.2 and Ipc.sub.2 BX wherein Ipc is isopinocampheyl and X is halo, as well as processes for making and using same.
    Type: Grant
    Filed: August 29, 1986
    Date of Patent: September 20, 1988
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4713380
    Abstract: A process for upgrading to essentially 100% enantiomeric excess the optical purity of an organoborane intermediate represented by the formulae:IcpBHR*orIcp.sub.2 BR*wherein Icp is isopinocampheyl and R* is a unsubstituted or substituted, acyclic or cyclic alkyl having from 4 to 30 carbon atoms, comprising the steps of hydroborating cis-alkene, a trans-alkene or a tertiary-alkene with monoisopinocampheylborane or diisopinocampheylborane, obtaining a solid organoborane and recrystallizing the solid organoborane to obtain an enantiomeric excess of essentially 100% ee of said organoborane.
    Type: Grant
    Filed: January 16, 1985
    Date of Patent: December 15, 1987
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4701274
    Abstract: A lubricating composition having extreme pressure anti-wear properties comprises a lubricating oil and a trisubstituted-borate prepared by sulfurizing the reaction product of a boron compound, a phenol compound, and either a mono-functional compound or dihydroxy functional compound free of nitrogen.
    Type: Grant
    Filed: April 26, 1985
    Date of Patent: October 20, 1987
    Assignee: Union Oil Company of California
    Inventors: Michael C. Croudace, Leah T. Mendelson, Richard A. Holstedt
  • Patent number: 4684671
    Abstract: There is provided an energy beam curable resin composition which comprises as an essential component a cationically polymerizable substance and an effective amount of an onium salt of a Lewis acid represented the following formula (I). ##STR1## [where X is a sulfonio group represented by the following formula (II)]. ##STR2## (where at least one of R.sub.1 -R.sub.10 is (A) a C.sub.1 -C.sub.18 aliphatic group having at least one hydroxyl group or (B) a C.sub.3 -C.sub.19 aliphatic group having a group of --OCH.sub.2 CH.sub.2 O--).
    Type: Grant
    Filed: April 9, 1986
    Date of Patent: August 4, 1987
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Hiroshi Tsuchiya, Kazuhiko Morio, Hisashi Murase, Kazuo Ohkawa
  • Patent number: 4683317
    Abstract: Aryliodonium salts resulting from the condensation of aryliodosotosylates and aryl ketones are provided which are used as photoinitiators to effect deep section UV cures. Deep section photopolymerizable organic materials are also provided which can be used as encapsulating agents to encapsulate a wide variety of electronic components.
    Type: Grant
    Filed: April 8, 1985
    Date of Patent: July 28, 1987
    Assignee: General Electric Company
    Inventors: James V. Crivello, Julia L. Lee
  • Patent number: 4599456
    Abstract: Novel compositions are disclosed consisting essentially of aldehydes of the structure R--CHO (wherein R is a C.sub.8 -C.sub.30 carbon radical) and about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts of aldehyde. In addition, a process for the recovery of essentially pure high boiling aldehyde by fractional distillation is provided wherein about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts of high boiling aldehyde is added to the aldehyde prior to distillation. Further, process for improving the high temperature storage stability of high boiling aldehydes is provided, which comprises adding about 0.1 to about 5 parts by weight of a triarylphosphine per 100 parts high boiling aldehyde to the aldehyde.
    Type: Grant
    Filed: December 20, 1984
    Date of Patent: July 8, 1986
    Assignee: Phillips Petroleum Company
    Inventor: Charles A. Drake
  • Patent number: 4539126
    Abstract: Oil-soluble reaction product of an oil-soluble basic alkaline earth metal salt of an organic acid, in particular of an aromatic carboxylic acid and a boron compound, in particular a boric acid. This product has superior detergent, anti-wear and anti-corrosion properties in engine oils.
    Type: Grant
    Filed: November 15, 1984
    Date of Patent: September 3, 1985
    Assignee: Shell Oil Company
    Inventors: Jan J. Bleeker, Martin Booth, Madeline G. F. M. van Grieken, Wilhelmus J. Krijnen, Gerhard D. van Wijngaarden
  • Patent number: 4537773
    Abstract: .alpha.-Aminoboronic acids and derivatives of formula ##STR1## are potent, reversible inhibitors of aminopeptidases.
    Type: Grant
    Filed: December 5, 1983
    Date of Patent: August 27, 1985
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ashokkumar B. Shenvi
  • Patent number: 4532347
    Abstract: The instant invention relates to a membrane solvent extraction and reaction system. More particularly it pertains to an improvement in the membrane solvent extraction system wherein a solute is extracted through a polymeric membrane from one solvent liquid phase to an extracting solvent liquid without direct contact between the liquid phases which are separated by the membrane and in which the extracting solvent has no greater solubility and usually substantially less solubility for the solute than the feed solvent. The impovement comprises converting the solute permeating across the membrane to a different chemical compound, whereby a high concentration gradient for the solute across the membrane is maintained to improve the separation of the solute from the feed solvent liquid phase.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: July 30, 1985
    Assignee: Varen Technology
    Inventor: Ronald J. Vaughan
  • Patent number: 4425278
    Abstract: A complex compound of a metal salt or metalloid salt and an ansolvo-acid or proton-acid, of the general formula IM.sub.n.sup.m.X.sub.m.sup.n.pY.qZ (I)in which M is a m-valent cation of a metal or metalloid, a metal-oxy or metal-dioxy cation or a hydrogen atom, X is a n-valent anion of a n-basic inorganic proton-acid or of a n-basic organic acid selected from the group of the aliphatic and cycloaliphatic carboxylic acids with up to 8 C atoms, which can be substituted by halogen and/or hydroxyl groups, the aromatic monocarboxylic, dicarboxylic and tricarboxylic acids, which may be substituted by hydroxyl, halogen and/or nitro groups, the organic oxyacids of phosphorus and sulphur, the organic thioacids of phosphorus, and the mercaptans, the inorganic or organic acid having a pK.sub.a value of at most 15.
    Type: Grant
    Filed: June 29, 1981
    Date of Patent: January 10, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4399071
    Abstract: A method is provided for making certain diaryliodonium salts which are useful as photoinitiators for a variety of cationic polymerizable organic materials. Reaction is effected between an aromatic iodo compound and an arylorganic aromatic compound in the presence of a peroxy organic acid and an organic sulfonic acid.
    Type: Grant
    Filed: March 12, 1982
    Date of Patent: August 16, 1983
    Assignee: General Electric Company
    Inventors: James V. Crivello, Julia L. Lee
  • Patent number: 4374066
    Abstract: A method for making triarylsulfonium salts is provided based on the reaction of an aromatic hydrocarbon, a sulfur chloride, and chlorine in the presence of a Friedel Crafts catalyst. The triarylsulfonium salts can be used as cationic photoinitiators to effect the deep section cure of a variety of organic resin compositions.
    Type: Grant
    Filed: October 27, 1980
    Date of Patent: February 15, 1983
    Assignee: General Electric Company
    Inventors: James V. Crivello, Julia L. Lee
  • Patent number: 4371707
    Abstract: A process for the conversion of boron trifluoride dimethyl ether complex to boron trifluoride dialkyl ether complex substantially free of dimethyl ether impurities, which comprises reacting the boron trifluoride-dimethyl ether complex, in the liquid phase, in the presence of dialkyl ether wherein at least one of the alkyl groups contains at least two carbon atoms, in a restricted vapor equilibration region, while simultaneously sweeping the said vapor equilibration region with a substantially inert gas, and heating to distill off the dimethyl ether. High purity of the boron trifluoride dialkyl ether complex is attained with this method, with only minimal traces of the boron trifluoride dimethyl ether complex, dimethyl ether remaining. The preferred product is boron trifluoride diethyl ether.
    Type: Grant
    Filed: December 15, 1980
    Date of Patent: February 1, 1983
    Assignee: Allied Corporation
    Inventors: Richard E. Eibeck, Martin A. Robinson, Francis E. Evans, Eugene B. Recla
  • Patent number: 4336148
    Abstract: A complex compound of a metal salt or metalloid salt and an ansolvo-acid or proton-acid, of the general formula IM.sub.n.sup.m.X.sub.m.sup.n.pY.qZ (I)in which M is a m-valent cation of a metal or metalloid, a metal-oxy or metal-dioxy cation or a hydrogen atom, X is a n-valent anion of a n-basic inorganic proton-acid or of a n-basic organic acid selected from the group of the aliphatic and cycloaliphatic carboxylic acids with up to 8 C atoms, which can be substituted by halogen and/or hydroxyl groups, the aromatic monocarboxylic, dicarboxylic and tricarboxylic acids, which may be substituted by hydroxyl, halogen and/or nitro groups, the organic oxyacids of phosphorus and sulphur, the organic thioacids of phosphorus, and the mercaptans, the inorganic or organic acid having a pK.sub.a value of at most 15.
    Type: Grant
    Filed: August 30, 1978
    Date of Patent: June 22, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4325840
    Abstract: Organomagnesium complexes, which have the formula:(R'.sub.2 Mg).sub.m .multidot.(RM).sub.nwherein RM is an organozinc or organoboron compound, R' is a primary alkyl or aryl group, and having an m:n ratio of about 1 or greater, are disclosed. These complexes are prepared by reacting magnesium with an organohalide selected from primary alkyl halides or aryl halides in the presence of a hydrocarbon solvent and subsequently adding an organozinc or organoboron compound. Alternately, the organozinc or organoboron compound can be generated in situ by adding a zinc or boron salt which is alkylated by the magnesium alkyl. The organozinc and organoboron compounds function as solubilizing agents for organomagnesium compounds which are normally only slightly soluble or insoluble in hydrocarbon media. These complexes are characterized by very low halide content, lack of ether contamination, magnesium to metal ratios of from about 1:1 to about 20:1, and hydrocarbon solubility. Even higher ratios are conceivably obtainable.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: April 20, 1982
    Assignee: Texas Alkyls, Inc.
    Inventor: Dennis B. Malpass
  • Patent number: 4320027
    Abstract: A process which comprises heating a stabilized solution of borane in tetrahydrofuran containing an organic sulfide and finely divided particles of sodium fluoroborate at an elevated temperature for a period of time sufficient to convert the sodium fluoroborate particles to a form which permits them to be readily removed from the solution such as by settling, filtration or centrifugation.
    Type: Grant
    Filed: May 2, 1980
    Date of Patent: March 16, 1982
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4311851
    Abstract: The invention includes a process wherein an olefin is carbonylated with carbon monoxide to form carboxylic acid esters in the presence of a catalyst complex of one mole of BF.sub.3 and one mole of alcohol, and the catalyst is recovered from the desired reaction product and the reaction by-products and is recycled. The carbonylation is carried out until approximately one-half of the alcohol is consumed to form a reaction mass containing the BF.sub.3, the alcohol, and carboxylic acid esters in a 2:1:1 molar ratio. In the first step, the one mole of free BF.sub.3 is vaporized from the reaction mass. The remaining admixture is a 1:1:1 mixture of the aforesaid compounds. To this mixture additional alcohol is added and the mixture is subjected to distillation. An azeotrope of the product carboxylic acid ester and the alcohol and residual alcohol are removed by the distillation, leaving a residue containing a 1:2 BF.sub.
    Type: Grant
    Filed: December 19, 1979
    Date of Patent: January 19, 1982
    Assignee: Chem Systems Inc.
    Inventors: John A. Jung, Jimmy Peress
  • Patent number: 4298750
    Abstract: The novel borane-1,4-thioxane is synthesized by adding the calculated quantity of diborane to 1,4-thioxane. It is a stable liquid at 25.degree. C. The neat liquid is approximately 8.0 M in borane. The product, in spite of the additional oxygen atom in the ring, exhibits the desirable hydroborating and reducing action of borane-methyl sulfide. However, it possesses a major advantage over the latter in that the donor component, 1,4-thioxane, in contrast to methyl sulfide, is readily soluble in water and can be washed out of typical reaction mixtures. This greatly facilitates the synthetic applications of borane-1,4-thioxane over borane-methyl sulfide.
    Type: Grant
    Filed: February 19, 1980
    Date of Patent: November 3, 1981
    Assignee: Aldrich-Boranes, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 4238619
    Abstract: A method is provided for making certain aryl onium salts of Group VIa elements useful as photoinitiators for polymerizing various organic materials. Reaction is effected between a compound of a Group VIa element, for example, an aryl or alkyl sulfide or a thiophenol or mercaptan and an aromatic iodonium salt in the presence of a copper compound catalyst or a copper compound-tertiary amine cocatalyst.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: December 9, 1980
    Assignee: General Electric Company
    Inventors: James V. Crivello, Julia H. W. Lam
  • Patent number: 4231896
    Abstract: Organomagnesium complexes, which have the formula:(R'.sub.2 Mg).sub.m .(RM).sub.nwherein RM is an organozinc or organoboron compound, R' is a primary alkyl or aryl group, and having an m:n ratio of about 1 or greater, are disclosed. These complexes are prepared by reacting magnesium with an organohalide selected from primary alkyl halides or aryl halides in the presence of a hydrocarbon solvent and subsequently adding an organozinc or organoboron compound. Alternately, the organozinc or organoboron compound can be generated in situ by adding a zinc or boron salt which is alkylated by the magnesium alkyl. The organozinc and organoboron compounds function as solubilizing agents for organomagnesium compounds which are normally only slightly soluble or insoluble in hydrocarbon media. These complexes are characterized by very low halide content, lack of ether contamination, magnesium to metal ratios of from about 1:1 to about 20:1, and hydrocarbon solubility. Even higher ratios are conceivably obtainable.
    Type: Grant
    Filed: June 12, 1978
    Date of Patent: November 4, 1980
    Assignee: Texas Alkyls, Inc.
    Inventor: Dennis B. Malpass
  • Patent number: 4224256
    Abstract: The present invention is directed to a method of preparing an organic-alkali metal-boron salt of the formula:ZBAr.sub.m R.sub.n Ar.sub.x 'wherein Z is an alkali metal selected from the group consisting of lithium and sodium, wherein B is boron, wherein Ar is an aromatic organic radical selected from a specified group of radicals, wherein R is an organic radical selected from methyl and ethyl, wherein Ar' is an aromatic organic radical selected from the group consisting of specified divalent dicyclic radicals, wherein m is a numerical value such that 0.ltoreq.m.ltoreq.4, wherein n is a numerical value such that 0.ltoreq.n.ltoreq.2, and wherein x is a numerical value such that 0.ltoreq.x.ltoreq.2, subject to the provisio that the sum of m and n and x is such that the total valence of the organic radicals Ar, R and Ar' equals four. The method involves the reaction of a nitrogen-containing compound of the formula:QHBAr.sub.m R.sub.n Ar.sub.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: September 23, 1980
    Assignee: Exxon Research & Engineering Co.
    Inventors: Lawrence P. Klemann, Eugene L. Stogryn