Benzene Ring Attached Directly Or Indirectly To The Halo-c(=o)o- Group By Nonionic Bonding Patents (Class 558/282)
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Publication number: 20130324718Abstract: This invention relates to processes and reagents for making diaryliodonium salts, which are useful for the preparation of fluorinated and radiofluorinated aromatic compounds.Type: ApplicationFiled: May 30, 2013Publication date: December 5, 2013Inventor: Stephen DiMagno
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Publication number: 20120258891Abstract: The present disclosure relates to photoactivable protecting groups containing a diarylsulfide chromophore, a method for the synthesis thereof and their use as photoactivable protecting groups using maskless photolithography based array synthesis.Type: ApplicationFiled: March 29, 2012Publication date: October 11, 2012Applicant: NIMBLEGEN SYSTEMS GMBHInventor: Klaus-Peter Stengele
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Patent number: 7696371Abstract: A method for preparing an aliphatic chloroformate comprising, introducing a mixture of at least one aliphatic hydroxyl compound, phosgene, at least one solvent, and optionally at least one organic base into a flow reactor to obtain a unidirectional flowing reaction mixture. The at least one aliphatic hydroxyl compound comprises at least one aliphatic hydroxyl group. The unidirectional flowing reaction mixture is maintained at a temperature between about 0° C. and about 60° C. to produce a single product stream comprising an aliphatic chloroformate.Type: GrantFiled: October 19, 2004Date of Patent: April 13, 2010Assignee: SABIC Innovative Plastics IP B.V.Inventors: Gary Charles Davis, Joshua James Stone, James Manio Silva, James Alan Mahood, David Michel Dardaris
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Patent number: 7126022Abstract: The specification describes a continuous process for the preparation of monofunctional aromatic chloroformates (MAC) having the structure (I) wherein n is an integer from 1 to 5, and R1 represents hydrogen, a branched or unbranched alkyl group having from 1–15 carbon atoms, an aryl group which may be substituted or unsubstituted, a cycloaliphatic group which may be substituted or unsubstituted, or an arylalkyl group which may be substituted or unsubstituted.Type: GrantFiled: May 8, 2002Date of Patent: October 24, 2006Assignee: General Electric CompanyInventors: James Manio Silva, David Michel Dardaris, Peter David Phelps
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Patent number: 6919471Abstract: Alky/aryl chloroformates are prepared directly from alcohols and triphosgene. This method is simple, mild and efficient avoids use of hazardous phosgene. It can be used for the preparation of various aryl as well as alkyl chloroformates in excellent yields.Type: GrantFiled: September 22, 2003Date of Patent: July 19, 2005Assignee: Council of Scientific and Industrial ResearchInventors: Abdul Rakeeb Abdul Subhan Deshmukh, Vikas Kalyanrao Gumaste
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Patent number: 6759511Abstract: The present invention relates to a carbonic acid ester compound of the following formula (1): in which X, Y, and Ar are defined in the specification, which can be easily combined with the amino group of an amino acid or removed therefrom under mild conditions, whereby the amino group can be effectively protected during peptide syntheses, process for preparing the same, and use of the same. Since the amino acid derivatives thus protected have high thermal and chemical stabilities and good solubility for organic solvents, peptides can be synthesized at a low cost with a high yield.Type: GrantFiled: October 31, 2002Date of Patent: July 6, 2004Assignee: Hanchem Co., Ltd.Inventors: Hogyu Han, Nakcheol Jeong, SangJo Lee, Jin Gab Oh, Hosung Yu
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Patent number: 6696590Abstract: The disclosure relates to a process for the synthesis of substituted or unsubstituted aliphatic, cycloaliphatic or araliphatic chloroformates by reaction of the corresponding alcohol with phosgene, diphosgene and/or triphosgene. The reaction is carried out under a pressure of between 15×103 Pa and 85×103 Pa and at a temperature of between −30° C. and +50° C. The process is particularly well suited to the preparation of menthyl chloroformate and benzyl chloroformate.Type: GrantFiled: December 18, 2001Date of Patent: February 24, 2004Assignee: SNPEInventors: Hubert Bonnard, Laurence Ferruccio, Patricia Gauthier, Jean-Pierre Senet
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Patent number: 6613929Abstract: A process for the preparation of fluoroformates of the formula wherein R1 is a saturated or unsaturated, substituted or unsubstituted and primary or secondary aliphatic, a saturated or unsaturated, substituted or unsubstituted secondary cycloaliphatic or a substituted or unsubstituted aromatic or heteroaromatic, and n is equal to 1, 2 or 3, comprising reacting a corresponding chloroformate of formula I with an alkali metal fluoride in ethylene carbonate at a temperature wherein the ethylene carbonate is liquid whereby it is possible to very rapidly obtain the fluoroformates with excellent yields and high purity.Type: GrantFiled: December 18, 2002Date of Patent: September 2, 2003Assignee: IsochemInventors: Alphonse Alarcon-Lorca, Thierry Malfroot, Jean-Pierre Senet
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Patent number: 6479690Abstract: The invention concerns a method for phosgenation of monohydroxy alcohol's and/or polyols characterised in that it consists of treating alcohol and or polyol, whether in the presence of solvent or not, with a molar excess of phosgene, preferably 2 to 30 times more phosgene than the hydroxyl groups, at temperatures ranging between 0 and 200° C. and at pressure levels ranging between 2 and 60 bar, preferably in the absence of any catalyst. The method is further characterised in that pressure is further used to facilitate the separation of hydrochloric acid from phosgene, in a column external to the reactor.Type: GrantFiled: March 6, 2000Date of Patent: November 12, 2002Assignee: Societe Nationale des Poudres et ExplosifsInventors: Laurent Garel, François Metz
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Patent number: 6414178Abstract: This invention relates to a process and apparatus for the continuous preparation of mono and bis-chloroformate products of halogenated dihydroxy compounds by an interfacial process. The mono and bis-chloroformate products may optionally be converted to capped oligomers.Type: GrantFiled: July 25, 2000Date of Patent: July 2, 2002Assignee: General Electric CompanyInventors: James Manio Silva, David Michel Dardaris, Thomas Joseph Fyvie, Pierre-Andre Bui, Daniel Joseph Brunelle
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Patent number: 6392079Abstract: A continuous process for the preparation of monofunctional aromatic chloroformates (MAC) having the structure (I) wherein n is an integer from 1 to 5, and R1 represents hydrogen, a branched or unbranched alkyl group having from 1-15 carbon atoms, an aryl group which may be substituted or unsubstituted, a cycloaliphatic group which may be substituted or unsubstituted, or an arylalkyl group which may be substituted or unsubstituted, the method comprising the steps of a) introducing 1) an aqueous caustic solution; 2) a carbonyl chloride; 3) at least one monofunctional hydroxyaromatic compound; and 4) at least one inert organic solvent into a continuous reaction system; and b) effecting contact between 1), 2), 3) and 4) for a time and at conditions sufficient to produce a MAC of structure (I).Type: GrantFiled: March 30, 1999Date of Patent: May 21, 2002Assignee: General Electric CompanyInventors: James Manio Silva, David Michel Dardaris, Peter David Phelps
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Patent number: 6175017Abstract: A process for the preparation of carbonates containing aromatic ester groups is disclosed. The process entails reacting aromatic monohydroxy componds with phosgene or with chlorocarbonic acid esters of aromatic monohydroxy compounds at a temperature of 50 to 350° C. and in the presence of active carbon as catalyst.Type: GrantFiled: August 18, 1993Date of Patent: January 16, 2001Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Norbert Schön, G{umlaut over (u)}nther Jeromin
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Patent number: 5892091Abstract: A catalyst composed of an organic phosphorus compound having a trivalent or pentavalent phosphorus atom and at least one carbon-phosphorus bonding or a combination of the organic phosphorus compound and a halogen atom-containing compound is effective for decarbonylation, that is, for releasing carbon monoxide from a compound containing a moiety of --CO--CO--O-- in its molecular structure.Type: GrantFiled: July 8, 1997Date of Patent: April 6, 1999Assignee: Ube Industries, Ltd.Inventors: Katsumasa Harada, Yoichi Imbe, Keigo Nishihira, Shuji Tanaka, Satoru Fujitsu, Ryoji Sugise, Koichi Kashiwagi, Toshihiko Sumida, Takashi Doi, Masayuki Nishio
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Patent number: 5712407Abstract: Novel catalysts for the synthesis of a alpha-chlorinated chloroformate from an aldehyde and phosgene are described. The catalysts include alkyl substituted guanidines, hexasubstituted guanidinium chlorides, substituted biguanidinium chloride, phenyldialkyliminiumtetraalkylguanidinium chloride, dialkylimidazolinium tetraalkylguanidinium chloride, phenyltetraalkylamidinium chloride and N,N-dialkyl-N'-alkylpyrrolidinium chloride.Type: GrantFiled: January 14, 1997Date of Patent: January 27, 1998Assignee: PPG Industries, Inc.Inventors: Charles B. Kreutzberger, Seetha Eswarakrishnan, Suresh B. Damle
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Patent number: 5637719Abstract: The compounds of the present invention are adaptable as blocking or protecting groups for an amine composition useful in peptide synthesis. The present invention is directed to a method of protecting an amino group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected amino group.Type: GrantFiled: June 6, 1995Date of Patent: June 10, 1997Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, Michael Philbin
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Patent number: 5616771Abstract: A process for preparing an aryl chloroformate is disclosed that involves the reaction of a phenol with phosgene in the presence of a cyclic urea.Type: GrantFiled: May 16, 1996Date of Patent: April 1, 1997Assignee: BASF AktiengesellschaftInventors: Thomas-Michael Kahl, Thomas Wettling
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Patent number: 5597839Abstract: Di(aromatic) compounds corresponding to the following formula: ##STR1## in which: Ar represents either ##STR2## X represents a divalent radical, Z represents O, S or a divalent radical,and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent a hydrogen atom or various organic radicals, and the salts of the compounds of formula (I) when R.sub.1 is a carboxylic acid function.Use in human and veterinary medicine and in cosmetics.Type: GrantFiled: April 28, 1995Date of Patent: January 28, 1997Assignee: Centre International de Recherches Dermatologiques Galderma (Cird Galderma)Inventors: Jean-Michel Bernardon, William R. Pilgrim
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Patent number: 5399657Abstract: The invention relates to a method of preparing a compound of formula 1 ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 correspond to H, a branched or non-branched, optionally substituted alkyl group, or an optionally substituted aryl group, suitable as a chain stopper in the preparation of an aromatic polycarbonate, by reaction of a compound of formula 2 ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 have the meanings described hereinbefore, with phosgene, comprising the continuous supply of the compound of formula 2 and phosgene to a solution of phosgene in a solvent, the temperature being kept at a value between 0.degree. and 15.degree. C. and the pH being kept at a value between 1 and 6.Type: GrantFiled: October 26, 1993Date of Patent: March 21, 1995Assignee: General Electric CompanyInventors: Henricus H. M. van Hout, Christianus J. J. Maas, Laurus van der Wekke, Martin H. Oyevaar
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Patent number: 5274164Abstract: A process for the preparation of aromatic aryl chloroformates of the general formula I ##STR1## in which Ar denotes an aryl radical optionally mono- to penta-substituted by C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.3 -C.sub.8 -alkyl-cycloalkyl, C.sub.1 -C.sub.20 -haloalkyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.1 -C.sub.20 -alkylthio, halo, cyano, C.sub.2 -C.sub.20 -alkylcarbonyloxy, C.sub.3 -C.sub.20 -carboalkoxy, formyl, C.sub.2 -C.sub.20 -dialkylamino, aryl, aryloxy, arylthio, aroyl, C.sub.7 -C.sub.20 -aralkyl, C.sub.7 -C.sub.20 -aralkoxy, arylsulfonyl and/or C.sub.7 -C.sub.20 -aralkylthio and/or optionally mono- or di-substituted by chloroformyl and/or nitro, from phosgene and phenols of the general formula IIAr--OH (II),in which Ar has the meanings stated above and optionally carries one or two hydroxy groups, wherein the reaction is carried out at a temperature of from 60.degree. to 180.degree. C.Type: GrantFiled: November 13, 1992Date of Patent: December 28, 1993Assignee: BASF AktiengesellschaftInventors: Thomas Wettling, Jochem Henkelmann, Irene Troetsch-Schaller, Hermann Koehler
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Patent number: 5221754Abstract: This invention relates to compounds of the formula: ##STR1## wherein R is an electron withdrawing group;R.sub.1 is H or COZ;X.sub.1 and X.sub.2 are independently H, lower alkyl, aryl, aryl lower-alkyl or polystyrene or R and X.sub.1 taken together with the carbon atoms to which they are attached form a ring containing from 4 to 15 ring carbon atoms and may contain up to 2 heteroatoms, wherein the heteroatoms are O, S, or N; andZ is an amino acid residue, a peptide residue or a leaving group. The compounds of the present invention are adaptable as blocking or protecting groups for an amine composition useful in peptide synthesis. The present invention is also directed to a method of protecting an amino group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected amino group.Type: GrantFiled: September 14, 1992Date of Patent: June 22, 1993Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, Michael Philbin
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Patent number: 5101059Abstract: This invention relates to compounds of the formula a compound of the formula ##STR1## wherein X is O, CR.sub.7 R.sub.8, S or NR.sub.9 wherein R.sub.7 and R.sub.8 are independently hydrogen, or lower alkyl, and R.sub.9 is lower alkyl;n is 0 or 1;R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, aryl, or nitro;R.sub.3 is hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, 9-fluorenylalkyl, cycloalkyl, aryl or aralkyl;R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl, or aryl or one of R.sub.4 and R.sub.5 is 9-fluorenyl;R.sub.6 is H or COZ wherein Z is an amino acid, a peptide residue or a leaving group; andwith the provisos that when n is 0 and R.sub.3 is hydrogen, R.sub.1 and R.sub.2 are not hydrogen, halogen or nitro; that when n is 0 and R.sub.3 is lower alkyl, R.sub.1 and R.sub.2 are not hydrogen; and that when X is O or CR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are H, that R.sub.1, R.sub.2, R.sub.Type: GrantFiled: December 5, 1989Date of Patent: March 31, 1992Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, An-Chuu Wu
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Patent number: 5015755Abstract: New 9-anthrylalkyl compounds having the general formula ##STR1## wherein R is hydrogen or an alkyl group, whereby, however, not more than one of the groups R is an alkyl group; R.sub.1 is hydrogen, lower alkyl, halogen or nitro; n is an integer of from 1 to 7, whereby, however, the total number of carbon atoms in the group --CHR--(CHR).sub.n -- does not exceed 8; and X is halogen, an azide group or a succinimidyl group.The new compounds are prepared from 9-anthrylalcohols which are reacted with a compound X--CO--X wherein X is a halogen, and then optionally with compounds giving azide or succinimidyl group. The compounds are used as derivatization reagents for separation and detection purposes.Intermediates for preparation of the above defined 9-anthrylalkyl compounds wherein one R is an alkyl group are 9-anthrylalcohols with the group --CHR--(CHR).sub.n --OH, wherein one R is an alkyl group.Type: GrantFiled: August 10, 1989Date of Patent: May 14, 1991Assignee: Eka Nobel ABInventors: Hans-Dieter Becker, Stefan Einarsson, Andrzej Grzegorczyk, Bjorn Josefsson, Stig S. Lagerkvist, Per L. Moller, Domingo Sanchez, Johan H. Sorensen
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Patent number: 5011967Abstract: Bischloroformate oligomer compositions are prepared by passing phosgene into a heterogeneous aqueous-organic mixture containing at least one dihydroxyaromatic compound, with simultaneous introduction of a base at a rate to maintain a specific pH range and to produce a specific volume ratio of aqueous to organic phase. By this method, it is possible to employ a minimum amount of phosgene. The reaction may be conducted batchwise or continuously. The bischloroformate composition may be employed for the preparation of cyclic polycarbonate oligomers or linear polycarbonate, and linear polycarbonate formation may be integrated with bischloroformate composition formation in a batch or continuous process.Type: GrantFiled: December 4, 1987Date of Patent: April 30, 1991Assignee: General Electric CompanyInventors: James M. Silva, Robert A. Pyles
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Patent number: 4994595Abstract: Bischloroformate compositions are prepared from spirobiindane bisphenols by phosgenation in a substantially inert organic liquid in a two-step reaction. The pH during the first step is maintained in the range of about 8-14 by addition of aqueous base. In the second step, the pH is in the range of about 2-6. This method produces compositions containing a substantial amount of monomeric bischloroformate and avoids gelling problems.Type: GrantFiled: November 4, 1986Date of Patent: February 19, 1991Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Thomas G. Shannon
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Patent number: 4883903Abstract: The subject of the invention is a novel procedure for the preparation of the compounds of formula I: ##STR1## in which n varies in particular from 2 to 5 and R represents Cl, Br or FZ represents in particular hydrogen, characterized in that the halogenoformate of formula II: ##STR2## R and n having the meanings indicated above, Y representing a halogen, is made to react with NH.sub.2 CH.sub.2 CH.sub.2 Cl to form the compound of formula Ia: ##STR3## in which R has the meanings indicated above, and in that the compound Ia is treated directly with nitrosylsulfuric acid.Type: GrantFiled: April 22, 1988Date of Patent: November 28, 1989Assignee: SanofiInventors: Pierre Roger, Jean-Paul Fournier, Rolande Leroy
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Patent number: 4876376Abstract: A process for the halogenation (bromination or chlorination)/nitration/fluorination of aromatic derivatives substituted by at least one group containing a halogenoalkyl unit. The aromatic derivative is reacted with a halogen and a nitrating agent in liquid hydrofluoric acid. The products obtained are useful as intermediates for the synthesis of compounds having a plant-protecting or pharmaceutical activity.Type: GrantFiled: December 15, 1987Date of Patent: October 24, 1989Assignee: Rhone-Poulenc Specialistes ChimiquesInventors: Michael Desbois, Camille Disdier
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Patent number: 4818704Abstract: The invention relates to a new chiral reagent of the formula ##STR1## wherein X is halogen, an azide group or a succinimidyl group and wherein R is an alkyl group or a trifluormethyl group. The invention further relates to a method for the derivatization, determination and preparation resolution of primary and secondary amino-containing compounds. The method comprises the steps of derivatizing the amino function by the reagent to form diastereomeric carbamates, which are determined by e.g. fluorimetry or absorptiometry after separation by liquid chromatography.Type: GrantFiled: January 25, 1988Date of Patent: April 4, 1989Assignee: Eka Nobel ABInventors: Bjorn Josefsson, Stefan Einarsson, Domingo Sanchez, Per Moller
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Patent number: 4814420Abstract: A method is provided for determining the stoichiometric end point of phosgenation reactions which produce polycarbonates and chloroformates, respectively, by monitoring the rate of heat generated by the reaction mixture per unit of phosgene utilized.Type: GrantFiled: November 25, 1987Date of Patent: March 21, 1989Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Thomas G. Shannon, Philip G. Kosky, Paul W. Buckley, James M. Silva
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Patent number: 4810813Abstract: A method is provided for making reaction products of phosgene and dihydric phenol under interfacial reaction conditions. The dihydric phenol such as BPA is introduced into the reactor in the form of a stable suspension which reduces phosgene hydrolysis, minimizes phosgene escape and effects improved BPA metering into the reactor.Type: GrantFiled: July 24, 1987Date of Patent: March 7, 1989Assignee: General Electric CompanyInventors: Philip G. Kosky, James M. Silva, Thomas J. Fyvie
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Patent number: 4808743Abstract: Vinyl chloroformates are described of formula ##STR1## in which: R.sub.1 .dbd.R.sub.2 .dbd.Cl, Br or a saturated 1-4 carbon atom alkyl or together they form a cycloaliphatic ring of 4-8 carbon atoms;R.sub.3 .dbd.H when R.sup.1 or R.sup.2 .dbd.alkyl; saturated alkyl of 1-4 carbon atoms or aryl; ##STR2## in which R.sub.4 .dbd.R.sub.5 .dbd.alkyl of 1-4 carbon atoms or R.sub.3 forms with R.sub.2 a C.sub.5 -C.sub.8 ring which may have attached oxygen atoms. The process of preparation consists of reacting phosgene with the corresponding compounds containing alpha halogen and a carbonyl group. The products are very useful to obtain vinyl carbonates and carbamates.Type: GrantFiled: February 13, 1987Date of Patent: February 28, 1989Assignee: Societe Nationale des Poudres et ExplosifsInventors: Mark Bowman, Roy Olofson, Thierry Malfroot, Jean-Pierre Senet
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Patent number: 4786745Abstract: Novel 2,2-dihalovinyl haloformates are described of general formula: ##STR1## in which: X is a chlorine or bromine atom;X.sub.1 and X.sub.2 are the same or different and are chlorine or bromine.The compounds are prepared by reaction of a 1,2,2,2-tetrahaloethyl haloformate of formula: ##STR2## in which: X.sub.1, X.sub.2 and X are as described hereinabove;X.sub.3 is chlorine or bromine and is always bromine when X.sub.1 and/or X.sub.2 is bromine andX.sub.4 is chlorine or bromine, with a metal such as zinc or magnesium in a solvent.The novel compounds are very useful for the preparation of 2,2-dihalovinyl carbonates and carbamates which may be used as insecticides or as comonomers.Type: GrantFiled: August 13, 1986Date of Patent: November 22, 1988Assignee: Societe Nationale des Poudres et ExplosifsInventors: Mark P. Bowman, Roy A. Olofson, Thierry Malfroot, Jean-Pierre Senet
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Patent number: 4746754Abstract: A class of novel tertiary alkyl isocyanates. Of these, novel carbonate diisocyanates can be prepared by contacting a carbonyl dihalide and an aminotertiaryalkylhydroxyaromatic compound in the presence of a base and a reaction medium under reaction conditions.Type: GrantFiled: May 16, 1986Date of Patent: May 24, 1988Assignee: The Dow Chemical CompanyInventors: Eric W. Otterbacher, Abel Mendoza, Cynthia L. Rand
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Patent number: 4745235Abstract: A method for the preparation of an organic fluoride by contacting a fluoroformic acid ester with alumina at a temperature in the range 200.degree.-600.degree. C.Type: GrantFiled: September 14, 1987Date of Patent: May 17, 1988Assignee: Imperial Chemical Industries PLCInventors: David P. Ashton, Thomas A. Ryan, Brett A. Wolfindale
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Patent number: 4722995Abstract: A method is provided for determining the stoichiometric end point of phosgenation reactions which produce polycarbonates and chloroformates, respectively, by monitoring the rate of heat generated by the reaction mixture per unit of phosgene utilized.Type: GrantFiled: April 25, 1986Date of Patent: February 2, 1988Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Thomas G. Shannon, Philip G. Kosky, Paul W. Buckley, James M. Silva
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Patent number: 4649210Abstract: A method is provided for reducing the reflux temperatures of methylene chloride in phosgenation reactions by introducing a second inert vaporizable component to the reaction medium. This second inert vaporizable component has a lower vaporization temperature than the methylene chloride so as to reduce the temperature of vaporization of the mixture. More efficient use of phosgene is obtained when polymerizing aromatic dihydroxy compounds to polycarbonates and higher yields of monomeric and dimeric bischloroformates are obtained.Type: GrantFiled: September 23, 1985Date of Patent: March 10, 1987Assignee: General Electric CompanyInventors: Philip G. Kosky, James M. Silva, Daniel J. Brunelle, Thomas G. Shannon
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Patent number: 4638077Abstract: Chloroformate compositions, particularly bischloroformate compositions, are prepared by the reaction of phosgene with a hydroxy compound, preferably a dihydroxy compound such as bisphenol A, in a heterogeneous mixture, while adding a hydrogen chloride scavenger comprising aqueous base as necessary and maintaining a pH of 0.5-8 during the phosgene addition. When a polyhydroxy compound is employed and the temperature is above 30.degree. C., the phosgene addition rate is maintained at a level high enough to effect rapid and complete reaction with dissolved hydroxy compound. This method uses substantially less phosgene than methods involving a higher pH.Type: GrantFiled: October 24, 1985Date of Patent: January 20, 1987Assignee: General Electric CompanyInventors: Daniel J. Brunelle, Thomas G. Shannon, Niles R. Rosenquist
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Patent number: 4612143Abstract: A process for the preparation of fluoroformates of formula: ##STR1## in which R.sup.1 is a substituted or unsubstituted, saturated or unsaturated aliphatic, cycloaliphatic or polycyclic radical, or substituted or unsubstituted araliphatic radical or an aromatic radical, which consists of reacting a carbonate of formula: ##STR2## in which R.sup.1 has the same meaning as hereinabove and R.sup.2 is hydrogen, alkyl of 1-12 carbon atoms, cycloalkyl of 5-12 carbon atoms, saturated or unsaturated, unsubstituted or substituted by one or more halogen atoms or R.sup.2 is aryl, unsubstituted or substituted by one or more halogen atoms, with an alkali or alkaline earth fluoride, ammonium fluoride or a quaternary ammonium fluoride, of formula FNR.sup.3 R.sup.4 R.sup.5 R.sup.6, wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6 are the same or different and are hydrogen, alkyl or aralkyl of 1-12 carbon atoms or a fluoride which is KHF.sub.2, NH.sub.4 HF.sub.2 or KSO.sub.2 F.Type: GrantFiled: September 17, 1984Date of Patent: September 16, 1986Assignee: Societe Nationale des Poudres et ExplosifsInventors: Marc Piteau, Jean-Pierre Senet, Patrick Wolf, Roy A. Olofson, Vu A. Dang
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Patent number: 4592872Abstract: Process for the synthesis of .alpha.-chlorinated chloroformates, and new .alpha.-chlorinated chloroformates.The invention relates to a new process for the manufacture of .alpha.-chlorinated chloroformates and, to new .alpha.-chlorinated chloroformates as new industrial products.The process according to the invention consists of a synthesis, by catalytic phosgenation, of .alpha.-chlorinated chloroformates of the formula: ##STR1## in which: R represents a substituted or unsubstituted hydrocarbon radical and m represents an integer superior or equal to one, this synthesis consisting in reacting phosgene with the aldehyde R--CHO).sub.m, in the presence of a catalyst which is an organic or inorganic substance which is capable in a medium containing an aldehyde of the formula R--CHO).sub.Type: GrantFiled: January 22, 1982Date of Patent: June 3, 1986Assignee: Societe Nationale des Poudres et ExplosifsInventors: Guy C. Cagnon, Marc D. Piteau, Jean-Pierre G. Senet, Roy A. Olofson, Jonathan T. Martz