Sulfur, Oxygen, Halogen Or Group Ia Or Iia Light Metal Containing Patents (Class 568/6)
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Patent number: 5144063Abstract: 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: GrantFiled: July 12, 1991Date of Patent: September 1, 1992Inventor: Jeffrey M. Sullivan
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Patent number: 5144051Abstract: 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: GrantFiled: May 29, 1990Date of Patent: September 1, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Carl R. Kessel, Ellen O. Aeling
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Patent number: 5141676Abstract: 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: GrantFiled: April 17, 1991Date of Patent: August 25, 1992Assignee: Studiengesellschaft Kohle mbHInventors: Borislav Bogdanovic, Manfred Schwickardi
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Patent number: 5108502Abstract: 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: GrantFiled: August 28, 1991Date of Patent: April 28, 1992Assignee: Hewlett-Packard CompanyInventors: Norman E. Pawlowski, Dale D. Russell, Karla M. Robotti
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Patent number: 5102569Abstract: A method of preparing a borated alkylcatechol by first reacting catechol with boric acid and thereafter alkylating with an olefin.Type: GrantFiled: October 23, 1990Date of Patent: April 7, 1992Assignee: Chevron Research and Technology CompanyInventors: Anatoli Onopchenko, Thomas V. Liston
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Patent number: 5091536Abstract: 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: GrantFiled: February 9, 1988Date of Patent: February 25, 1992Assignee: Studiengesellschaft Kohle mbhInventors: Borislav Bogdanovic, Manfred Schwickardi
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Patent number: 5073643Abstract: 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: GrantFiled: August 30, 1990Date of Patent: December 17, 1991Assignee: Polyset CorporationInventor: James V. Crivello
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Patent number: 5053546Abstract: New chiral compounds of the formula ##STR1## a process for their preparation and their use for the preparation of optically active compounds.Type: GrantFiled: December 6, 1989Date of Patent: October 1, 1991Assignee: Bayer AktiengesellschaftInventor: Dieter Kaufman
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Patent number: 5047568Abstract: 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: GrantFiled: November 18, 1988Date of Patent: September 10, 1991Assignee: International Business Machines CorporationInventors: Raymond W. Angelo, Jeffrey D. Gelorme, Joseph P. Kuczynski, William H. Lawrence, Socrates P. Pappas, Logan L. Simpson
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Patent number: 5043479Abstract: 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: GrantFiled: September 1, 1989Date of Patent: August 27, 1991Assignee: Aldrich Chemical Company, Inc.Inventor: Herbert C. Brown
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Patent number: 5039795Abstract: 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: GrantFiled: June 21, 1989Date of Patent: August 13, 1991Assignee: E. R. Squibb & Sons, Inc.Inventor: Richard H. Mueller
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Patent number: 5012001Abstract: 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: GrantFiled: April 30, 1990Date of Patent: April 30, 1991Assignee: General Electric CompanyInventor: James V. Crivello
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Patent number: 4900854Abstract: 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: GrantFiled: December 8, 1988Date of Patent: February 13, 1990Assignee: The Dow Chemical CompanyInventors: Richard C. Winterton, Ronald J. Hoffman, Thomas D. Gregory
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Patent number: 4898955Abstract: 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: GrantFiled: December 12, 1988Date of Patent: February 6, 1990Assignee: Gist-Brocades N.V.Inventors: Gerard Van Koten, Frederick H. Van Der Steen, Johann T. B. H. Jastrzebski
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Patent number: 4894302Abstract: 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: GrantFiled: December 1, 1986Date of Patent: January 16, 1990Assignee: The Dow Chemical CompanyInventors: Ronald J. Hoffman, Richard C. Winterton, Thomas D. Gregory
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Patent number: 4870212Abstract: 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: GrantFiled: December 17, 1987Date of Patent: September 26, 1989Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4866181Abstract: A process for preparing optically active alcohols by reducing ketones using mono- or diisopinocampheylhaloboranes as reducing agents.Type: GrantFiled: December 17, 1987Date of Patent: September 12, 1989Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4855506Abstract: 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: GrantFiled: December 17, 1987Date of Patent: August 8, 1989Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4790960Abstract: 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: GrantFiled: January 30, 1986Date of Patent: December 13, 1988Assignee: Kernforschungszentrum Karlsruhe GmbHInventors: Klaus Heckmann, Walter Rieger, Reinhard Kroebel
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Patent number: 4772752Abstract: 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: GrantFiled: August 29, 1986Date of Patent: September 20, 1988Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4713380Abstract: 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: GrantFiled: January 16, 1985Date of Patent: December 15, 1987Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4701274Abstract: 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: GrantFiled: April 26, 1985Date of Patent: October 20, 1987Assignee: Union Oil Company of CaliforniaInventors: Michael C. Croudace, Leah T. Mendelson, Richard A. Holstedt
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Patent number: 4684671Abstract: 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: GrantFiled: April 9, 1986Date of Patent: August 4, 1987Assignee: Asahi Denka Kogyo K.K.Inventors: Hiroshi Tsuchiya, Kazuhiko Morio, Hisashi Murase, Kazuo Ohkawa
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Patent number: 4683317Abstract: 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: GrantFiled: April 8, 1985Date of Patent: July 28, 1987Assignee: General Electric CompanyInventors: James V. Crivello, Julia L. Lee
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Patent number: 4599456Abstract: 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: GrantFiled: December 20, 1984Date of Patent: July 8, 1986Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4539126Abstract: 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: GrantFiled: November 15, 1984Date of Patent: September 3, 1985Assignee: Shell Oil CompanyInventors: Jan J. Bleeker, Martin Booth, Madeline G. F. M. van Grieken, Wilhelmus J. Krijnen, Gerhard D. van Wijngaarden
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Patent number: 4537773Abstract: .alpha.-Aminoboronic acids and derivatives of formula ##STR1## are potent, reversible inhibitors of aminopeptidases.Type: GrantFiled: December 5, 1983Date of Patent: August 27, 1985Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ashokkumar B. Shenvi
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Patent number: 4532347Abstract: 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: GrantFiled: January 21, 1980Date of Patent: July 30, 1985Assignee: Varen TechnologyInventor: Ronald J. Vaughan
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Patent number: 4425278Abstract: 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: GrantFiled: June 29, 1981Date of Patent: January 10, 1984Assignee: Ciba-Geigy CorporationInventors: Hermann O. Wirth, Hans-Helmut Friedrich
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Patent number: 4399071Abstract: 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: GrantFiled: March 12, 1982Date of Patent: August 16, 1983Assignee: General Electric CompanyInventors: James V. Crivello, Julia L. Lee
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Patent number: 4374066Abstract: 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: GrantFiled: October 27, 1980Date of Patent: February 15, 1983Assignee: General Electric CompanyInventors: James V. Crivello, Julia L. Lee
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Patent number: 4371707Abstract: 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: GrantFiled: December 15, 1980Date of Patent: February 1, 1983Assignee: Allied CorporationInventors: Richard E. Eibeck, Martin A. Robinson, Francis E. Evans, Eugene B. Recla
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Patent number: 4336148Abstract: 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: GrantFiled: August 30, 1978Date of Patent: June 22, 1982Assignee: Ciba-Geigy CorporationInventors: Hermann O. Wirth, Hans-Helmut Friedrich
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Patent number: 4325840Abstract: 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: GrantFiled: November 30, 1979Date of Patent: April 20, 1982Assignee: Texas Alkyls, Inc.Inventor: Dennis B. Malpass
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Patent number: 4320027Abstract: 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: GrantFiled: May 2, 1980Date of Patent: March 16, 1982Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4311851Abstract: 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: GrantFiled: December 19, 1979Date of Patent: January 19, 1982Assignee: Chem Systems Inc.Inventors: John A. Jung, Jimmy Peress
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Patent number: 4298750Abstract: 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: GrantFiled: February 19, 1980Date of Patent: November 3, 1981Assignee: Aldrich-Boranes, Inc.Inventor: Herbert C. Brown
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Patent number: 4238619Abstract: 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: GrantFiled: June 6, 1979Date of Patent: December 9, 1980Assignee: General Electric CompanyInventors: James V. Crivello, Julia H. W. Lam
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Patent number: 4231896Abstract: 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: GrantFiled: June 12, 1978Date of Patent: November 4, 1980Assignee: Texas Alkyls, Inc.Inventor: Dennis B. Malpass
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Patent number: 4224256Abstract: 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: GrantFiled: April 30, 1979Date of Patent: September 23, 1980Assignee: Exxon Research & Engineering Co.Inventors: Lawrence P. Klemann, Eugene L. Stogryn