Benzene Ring Attached Directly Or Indirectly To The Halo-c(=o)o- Group By Nonionic Bonding Patents (Class 558/282)
  • Publication number: 20130324718
    Abstract: This invention relates to processes and reagents for making diaryliodonium salts, which are useful for the preparation of fluorinated and radiofluorinated aromatic compounds.
    Type: Application
    Filed: May 30, 2013
    Publication date: December 5, 2013
    Inventor: Stephen DiMagno
  • Publication number: 20120258891
    Abstract: 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: Application
    Filed: March 29, 2012
    Publication date: October 11, 2012
    Applicant: NIMBLEGEN SYSTEMS GMBH
    Inventor: Klaus-Peter Stengele
  • Patent number: 7696371
    Abstract: 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: Grant
    Filed: October 19, 2004
    Date of Patent: April 13, 2010
    Assignee: SABIC Innovative Plastics IP B.V.
    Inventors: Gary Charles Davis, Joshua James Stone, James Manio Silva, James Alan Mahood, David Michel Dardaris
  • Patent number: 7126022
    Abstract: 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: Grant
    Filed: May 8, 2002
    Date of Patent: October 24, 2006
    Assignee: General Electric Company
    Inventors: James Manio Silva, David Michel Dardaris, Peter David Phelps
  • Patent number: 6919471
    Abstract: 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: Grant
    Filed: September 22, 2003
    Date of Patent: July 19, 2005
    Assignee: Council of Scientific and Industrial Research
    Inventors: Abdul Rakeeb Abdul Subhan Deshmukh, Vikas Kalyanrao Gumaste
  • Patent number: 6759511
    Abstract: 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: Grant
    Filed: October 31, 2002
    Date of Patent: July 6, 2004
    Assignee: Hanchem Co., Ltd.
    Inventors: Hogyu Han, Nakcheol Jeong, SangJo Lee, Jin Gab Oh, Hosung Yu
  • Patent number: 6696590
    Abstract: 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: Grant
    Filed: December 18, 2001
    Date of Patent: February 24, 2004
    Assignee: SNPE
    Inventors: Hubert Bonnard, Laurence Ferruccio, Patricia Gauthier, Jean-Pierre Senet
  • Patent number: 6613929
    Abstract: 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: Grant
    Filed: December 18, 2002
    Date of Patent: September 2, 2003
    Assignee: Isochem
    Inventors: Alphonse Alarcon-Lorca, Thierry Malfroot, Jean-Pierre Senet
  • Patent number: 6479690
    Abstract: 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: Grant
    Filed: March 6, 2000
    Date of Patent: November 12, 2002
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Laurent Garel, François Metz
  • Patent number: 6414178
    Abstract: 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: Grant
    Filed: July 25, 2000
    Date of Patent: July 2, 2002
    Assignee: General Electric Company
    Inventors: James Manio Silva, David Michel Dardaris, Thomas Joseph Fyvie, Pierre-Andre Bui, Daniel Joseph Brunelle
  • Patent number: 6392079
    Abstract: 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: Grant
    Filed: March 30, 1999
    Date of Patent: May 21, 2002
    Assignee: General Electric Company
    Inventors: James Manio Silva, David Michel Dardaris, Peter David Phelps
  • Patent number: 6175017
    Abstract: 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: Grant
    Filed: August 18, 1993
    Date of Patent: January 16, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Norbert Schön, G{umlaut over (u)}nther Jeromin
  • Patent number: 5892091
    Abstract: 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: Grant
    Filed: July 8, 1997
    Date of Patent: April 6, 1999
    Assignee: Ube Industries, Ltd.
    Inventors: Katsumasa Harada, Yoichi Imbe, Keigo Nishihira, Shuji Tanaka, Satoru Fujitsu, Ryoji Sugise, Koichi Kashiwagi, Toshihiko Sumida, Takashi Doi, Masayuki Nishio
  • Patent number: 5712407
    Abstract: 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: Grant
    Filed: January 14, 1997
    Date of Patent: January 27, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Charles B. Kreutzberger, Seetha Eswarakrishnan, Suresh B. Damle
  • Patent number: 5637719
    Abstract: 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: Grant
    Filed: June 6, 1995
    Date of Patent: June 10, 1997
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Louis A. Carpino, Michael Philbin
  • Patent number: 5616771
    Abstract: 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: Grant
    Filed: May 16, 1996
    Date of Patent: April 1, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas-Michael Kahl, Thomas Wettling
  • Patent number: 5597839
    Abstract: 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: Grant
    Filed: April 28, 1995
    Date of Patent: January 28, 1997
    Assignee: Centre International de Recherches Dermatologiques Galderma (Cird Galderma)
    Inventors: Jean-Michel Bernardon, William R. Pilgrim
  • Patent number: 5399657
    Abstract: 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: Grant
    Filed: October 26, 1993
    Date of Patent: March 21, 1995
    Assignee: General Electric Company
    Inventors: Henricus H. M. van Hout, Christianus J. J. Maas, Laurus van der Wekke, Martin H. Oyevaar
  • Patent number: 5274164
    Abstract: 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: Grant
    Filed: November 13, 1992
    Date of Patent: December 28, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Wettling, Jochem Henkelmann, Irene Troetsch-Schaller, Hermann Koehler
  • Patent number: 5221754
    Abstract: 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: Grant
    Filed: September 14, 1992
    Date of Patent: June 22, 1993
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Louis A. Carpino, Michael Philbin
  • Patent number: 5101059
    Abstract: 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: Grant
    Filed: December 5, 1989
    Date of Patent: March 31, 1992
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Louis A. Carpino, An-Chuu Wu
  • Patent number: 5015755
    Abstract: 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: Grant
    Filed: August 10, 1989
    Date of Patent: May 14, 1991
    Assignee: Eka Nobel AB
    Inventors: Hans-Dieter Becker, Stefan Einarsson, Andrzej Grzegorczyk, Bjorn Josefsson, Stig S. Lagerkvist, Per L. Moller, Domingo Sanchez, Johan H. Sorensen
  • Patent number: 5011967
    Abstract: 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: Grant
    Filed: December 4, 1987
    Date of Patent: April 30, 1991
    Assignee: General Electric Company
    Inventors: James M. Silva, Robert A. Pyles
  • Patent number: 4994595
    Abstract: 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: Grant
    Filed: November 4, 1986
    Date of Patent: February 19, 1991
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Thomas G. Shannon
  • Patent number: 4883903
    Abstract: 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: Grant
    Filed: April 22, 1988
    Date of Patent: November 28, 1989
    Assignee: Sanofi
    Inventors: Pierre Roger, Jean-Paul Fournier, Rolande Leroy
  • Patent number: 4876376
    Abstract: 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: Grant
    Filed: December 15, 1987
    Date of Patent: October 24, 1989
    Assignee: Rhone-Poulenc Specialistes Chimiques
    Inventors: Michael Desbois, Camille Disdier
  • Patent number: 4818704
    Abstract: 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: Grant
    Filed: January 25, 1988
    Date of Patent: April 4, 1989
    Assignee: Eka Nobel AB
    Inventors: Bjorn Josefsson, Stefan Einarsson, Domingo Sanchez, Per Moller
  • Patent number: 4814420
    Abstract: 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: Grant
    Filed: November 25, 1987
    Date of Patent: March 21, 1989
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Thomas G. Shannon, Philip G. Kosky, Paul W. Buckley, James M. Silva
  • Patent number: 4810813
    Abstract: 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: Grant
    Filed: July 24, 1987
    Date of Patent: March 7, 1989
    Assignee: General Electric Company
    Inventors: Philip G. Kosky, James M. Silva, Thomas J. Fyvie
  • Patent number: 4808743
    Abstract: 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: Grant
    Filed: February 13, 1987
    Date of Patent: February 28, 1989
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Mark Bowman, Roy Olofson, Thierry Malfroot, Jean-Pierre Senet
  • Patent number: 4786745
    Abstract: 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: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Mark P. Bowman, Roy A. Olofson, Thierry Malfroot, Jean-Pierre Senet
  • Patent number: 4746754
    Abstract: 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: Grant
    Filed: May 16, 1986
    Date of Patent: May 24, 1988
    Assignee: The Dow Chemical Company
    Inventors: Eric W. Otterbacher, Abel Mendoza, Cynthia L. Rand
  • Patent number: 4745235
    Abstract: 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: Grant
    Filed: September 14, 1987
    Date of Patent: May 17, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: David P. Ashton, Thomas A. Ryan, Brett A. Wolfindale
  • Patent number: 4722995
    Abstract: 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: Grant
    Filed: April 25, 1986
    Date of Patent: February 2, 1988
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Thomas G. Shannon, Philip G. Kosky, Paul W. Buckley, James M. Silva
  • Patent number: 4649210
    Abstract: 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: Grant
    Filed: September 23, 1985
    Date of Patent: March 10, 1987
    Assignee: General Electric Company
    Inventors: Philip G. Kosky, James M. Silva, Daniel J. Brunelle, Thomas G. Shannon
  • Patent number: 4638077
    Abstract: 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: Grant
    Filed: October 24, 1985
    Date of Patent: January 20, 1987
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Thomas G. Shannon, Niles R. Rosenquist
  • Patent number: 4612143
    Abstract: 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: Grant
    Filed: September 17, 1984
    Date of Patent: September 16, 1986
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Marc Piteau, Jean-Pierre Senet, Patrick Wolf, Roy A. Olofson, Vu A. Dang
  • Patent number: 4592872
    Abstract: 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: Grant
    Filed: January 22, 1982
    Date of Patent: June 3, 1986
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Guy C. Cagnon, Marc D. Piteau, Jean-Pierre G. Senet, Roy A. Olofson, Jonathan T. Martz