Halogen Containing Patents (Class 568/726)
  • Patent number: 5059726
    Abstract: A process for producing tetrabromobisphenol A, which comprises brominating bisphenol A in methanol, wherein the substrate concentration of bisphenol A to methanol is at most 20 wt/vol %.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: October 22, 1991
    Assignee: Tosoh Corporation
    Inventors: Hisao Eguchi, Masashige Kubo, Koji Kunimoto, Sadami Shimizu, Masakatsu Sato, Hanzo Tamabayashi
  • Patent number: 5017728
    Abstract: Tetrabromobisphenol-A is made in high purity and increased yield by adding a methanol-bromine solution to a methanol bisphenol-A solution with vigorous agitation. The amount of methanol in the reaction vessel is adjusted to yield a ratio of tetrabromobisphenol-A to methanol when the reaction is substantially complete that provides a lower amount of Hbr impurity in the tetrabromobisphenol-A product. An increased recovery of tetrabromobisphenol-A product is achieved by adjusting the water added to the reaction vessel when the bromination reaction is essentially complete.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: May 21, 1991
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Daniel A. Wood
  • Patent number: 4992151
    Abstract: Inorganic and organic hypohalites are used to obtain good selectivity to alpha halogenation of alkyl aromatic compounds. Alkali and alkaline earth hypohalites must be used in conjunction with a phase transfer medium. Useful organic hypohalites are the tertiary alkyl hypohalites, which are employed in the presence of free radical generating media such as light or compounds which produce free radicals thermally. At least one mole of hypohalite reactant must be used for every alpha hydrogen in the alkyl aromatic compound.A new bisphenol which contains biphenyl functionality has been made as well as an aromatic polyester derived therefrom.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: February 12, 1991
    Assignee: The Dow Chemical Company
    Inventors: Marlin E. Walters, George M. St. George, W. Frank Richey
  • Patent number: 4990321
    Abstract: A method for recovering hydrobromic acid and methanol from a filtrate obtained by brominating bisphenol A in a methanol solvent and filtering off the resulting brominated bisphenol A, which comprises adding water to the filtrate, followed by distillation for purification.
    Type: Grant
    Filed: January 24, 1990
    Date of Patent: February 5, 1991
    Assignee: Tosoh Corporation
    Inventors: Masakatsu Sato, Sadami Shimizu, Hanzo Tamabayashi
  • Patent number: 4960956
    Abstract: Ring-arylcyclobutenealkylated di(hydroxyphenyl) compounds having at least one arylcyclobutenealkyl moiety attached to at least one of the phenyl rings self-cure upon heating to produce rigid, relatively insoluble resins of the thermoset type.
    Type: Grant
    Filed: May 9, 1989
    Date of Patent: October 2, 1990
    Assignee: Shell Oil Company
    Inventor: Pui-Kwan Wong
  • Patent number: 4783556
    Abstract: Tetrabromobisphenol-A is made in high purity by adding a methanol-bromine solution to a methanol-bisphenol-A solution with vigorous agitation. Use of the bromine-methanol solution reduces the amount of by-products compared to the use of liquid bromine feed to a methanol-bisphenol-A solution. The process is readily adapted to large scale equipment by circulating the reaction mixture from the reaction vessel through an external closed loop which includes an impingement mixer. The bromine-methanol feed is pumped at the proper rate and ratio into the impingement mixture whereby it impinges with the circulating reaction mixture. The resultant bromination mixture is then returned to the reaction vessel.
    Type: Grant
    Filed: November 27, 1987
    Date of Patent: November 8, 1988
    Assignee: Ethyl Corporation
    Inventors: Olan W. Mitchell, Bonnie G. McKinnie
  • Patent number: 4745233
    Abstract: Antitumor compounds corresponding to the following formula: ##STR1## in which the substituents R.sub.1 and R.sub.2 may be the same or different and represent hydrogen, an aminocarbonyl group, a C.sub.1 -C.sub.6 alkylaminocarbonyl group, a di-C.sub.1 -C.sub.6 -alkylaminocarbonyl group, the group PO(OH).sub.2, a C.sub.2 -C.sub.8 alkanoyl group, a C.sub.2 -C.sub.8 halogen alkanoyl group or a C.sub.3 -C.sub.8 alkenoyl group, a process for their preparation, and their use in treating oestrogen-receptor-positive-tumors as well as the prostate carcinoma.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: May 17, 1988
    Assignee: Asta-Werke Aktiengesellschaft
    Inventors: Helmut Schonenberger, Rolf W. Hartmann, Martin Schneider, Walter Schwarz, Jurgen Engel
  • Patent number: 4705901
    Abstract: Prepare novel ring-brominated derivatives of tetraalkyl dihydroxy diaromatic compounds, e.g. 4,4'-(1,2-ethanediyl)bis(3,5-dibromo-2,6-dimethyl-phenol).
    Type: Grant
    Filed: August 26, 1986
    Date of Patent: November 10, 1987
    Assignee: The Dow Chemical Company
    Inventor: Abel Mendoza
  • Patent number: 4701568
    Abstract: Tetrabromobisphenol-A is made in high purity by contacting a solution of bisphenol-A dissolved in a C.sub.1 -C.sub.4 alkanol with gaseous bromine.
    Type: Grant
    Filed: June 30, 1986
    Date of Patent: October 20, 1987
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Olan W. Mitchell
  • Patent number: 4683345
    Abstract: Process of preparation of a bisphenol by the condensation of a phenol carrying a halogen substituent and alkyl groups with an aldehyde in a solvent for the phenol, in the presence of sulphuric acid; the proportion of acid with respect to the phenol is such that after the condensation and absorption by the acid of the water eliminated, the acid contains less than 50% of water by weight.
    Type: Grant
    Filed: April 16, 1986
    Date of Patent: July 28, 1987
    Assignee: Colette Nouvel
    Inventor: Guy Lejeune
  • Patent number: 4663434
    Abstract: Novel heat resistant polycarbonates are provided which are the polymerized reaction products of:(i) a carbonate precursor; and(ii) at least one dihydric phenol selected from dihydric phenols represented by the general formulae ##STR1## wherein: each R.sup.1 is independently selected from halogen radicals, monovalent hydrocarbon radicals, and monovalent hydrocarbonoxy radicals;each R.sup.2 is independently selected from halogen radicals, monovalent hydrocarbon radicals, and monovalent hydrocarbonoxy radicals;R.sup.4 and R.sup.5 are independently selected from monovalent hydrocarbon radicals;R.sup.3 is selected from hydrogen and monovalent hydrocarbon radicals, with the proviso that if R.sup.3 is a hydrogen radical than at least one of the monovalent hydrocarbon radicals represented by R.sup.4 and R.sup.5 contains at least two carbon atoms;R.sup.7 is selected from hydrogen and monovalent hydrocarbon radicals;R.sup.
    Type: Grant
    Filed: March 1, 1985
    Date of Patent: May 5, 1987
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4654447
    Abstract: Prepare 3,3',5-tribromo-2,2',6,6'-tetra(primary alkyl)-1,1'-biphenol in high yields by contacting a 3,3',5,5'-tetra-substituted diphenoquinone and a brominating agent under proper reaction conditions.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: March 31, 1987
    Assignee: The Dow Chemical Company
    Inventor: Abel Mendoza
  • Patent number: 4628124
    Abstract: Tetrabromobisphenol-A is made in high purity by adding a methanol-bromine solution to a methanol-bisphenol-A solution with vigorous agitation. Use of the bromine-methanol solution reduces the amount of by-products compared to use of liquid bromine feed.
    Type: Grant
    Filed: September 23, 1985
    Date of Patent: December 9, 1986
    Assignee: Ethyl Corporation
    Inventors: Bonnie G. McKinnie, Olan W. Mitchell
  • Patent number: 4621159
    Abstract: Prepare novel ring-brominated derivatives of tetraalkyl dihydroxy diaromatic compounds, e.g. 4,4'-(1,2-ethanediyl)bis(3,5-dibromo-2,6-dimethyl-phenol).
    Type: Grant
    Filed: September 9, 1985
    Date of Patent: November 4, 1986
    Assignee: The Dow Chemical Company
    Inventor: Abel Mendoza
  • Patent number: 4612404
    Abstract: Polychlorinated biphenyls present as contaminants in fluids such as petroleum distillates are effectively removed by reacting with sodium or potassium hydroxide in the presence of or through subsequent filtration through an adsorbent such as alumina and/or diatomaceous earth. A mixture of diatomaceous earth, calcium hydroxide and potassium hydroxide in the ratio of 10/1/1 is exposed to the fluid to be decontaminated by stirring a quantity of the mixture in a quantity of the fluid or by passing the fluid through a column packed with the mixture. Alternatively, the contaminated fluid is mixed with the alkali metal hydroxide and then passed through a column of adsorbent such as activated basic alumina. The fluid may be pretreated by storing in a tank over a bed of potassium hydroxide flakes. Ferric oxide may be added to the reaction mixture to enhance the retention of the octachlorodihydroxybiphenyl on the adsorbent material.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: September 16, 1986
    Inventor: Budalur S. Thyagarajan
  • Patent number: 4564691
    Abstract: A process is provided for preparing a substituted 2,3-dihydrobenzofuran of the general formula ##STR1## in which R.sub.a is hydrogen, halogen, alkyl, straight or branched having from 1 to 4 carbon atoms, aryl, alkaryl, --OH, --OR.sub.3, --N(R.sub.d).sub.2, where R.sub.3 and R.sub.d are alkyl, straight or branched having from 1 to 4 carbon atoms; R.sub.b is alkyl, straight or branched, having from 1 to 6 carbon atoms, aryl, alkaryl; and R.sub.c is hydrogen or the same as R.sub.b, by the rearrangement of a 1,1-bis(2-hydroxybenzene) alkyl and/or aryl-ethane, in the presence of catalytic amounts of a mineral acid or organic acid such as phosphoric, sulfuric or p-toluenesulfonic, at elevated temperatures from 180.degree. to 250.degree. C., and withdrawing the resulting products from the reaction mixture as they are formed. The starting 1,1-bis(2-hydroxybenzene) alkyl and/or aryl-ethane compounds may be obtained by the catalyzed reaction of a substituted biphenol with an aldehyde.
    Type: Grant
    Filed: April 19, 1984
    Date of Patent: January 14, 1986
    Assignee: Enichimica Secondaria S.p.A.
    Inventors: Carlo Neri, Villiam Giroldini, Antonio Rinaldi, Mario Traversoni, Mario Clerici
  • Patent number: 4535191
    Abstract: Novel polycarbonates are provided which exhibit rubbery and elastomeric properties which are the polymerized reaction products of:(i) a carbonate precursor; and(ii) at least one dihydric phenol represented by the general formula ##STR1## wherein R is selected from straight chain alkyl radicals containing from 8 to about 30 carbon atoms;each R.sup.1 is independently selected from halogen monovalent hydrocarbon, and monovalent hydrocarbonoxy radicals;each R.sup.2 is independently selected from halogen, monovalent hydrocarbon, and monovalent hydrocarbonoxy radicals; andn and n' are independently selected from whole numbers having a value of from 0 to 4 inclusive.
    Type: Grant
    Filed: February 23, 1984
    Date of Patent: August 13, 1985
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4520187
    Abstract: Novel heat resistant polycarbonates are provided which are the polymerized reaction products of:(i) a carbonate precursor; and(ii) at least one dihydric phenol selected from dihydric phenols represented by the general formulae ##STR1## wherein: each R.sup.1 is independently selected from halogen radicals, monovalent hydrocarbon radicals, and monovalent hydrocarbonoxy radicals;each R.sup.2 is independently selected from halogen radicals, monovalent hydrocarbon radicals, and monovalent hydrocarbonoxy radicals;R.sup.4 and R.sup.5 are independently selected from monovalent hydrocarbon radicals;R.sup.3 is selected from hydrogen and monovalent hydrocarbon radicals, with the proviso that if R.sup.3 is a hydrogen radical than at least one of the monovalent hydrocarbon radicals represented by R.sup.4 and R.sup.5 contains at least two carbon atoms;R.sup.7 is selected from hydrogen and monovalent hydrocarbon radicals;R.sup.
    Type: Grant
    Filed: December 17, 1982
    Date of Patent: May 28, 1985
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4518808
    Abstract: Disclosed is a process for the preparation of certain dichloro-hydroxy and alkoxy aromatic compounds by reacting the corresponding unchlorinated compound with sulfuryl chloride in the presence of acetic acid, propionic acid or lower alkyl esters thereof.
    Type: Grant
    Filed: September 29, 1983
    Date of Patent: May 21, 1985
    Assignee: Eastman Kodak Company
    Inventors: Richard H. S. Wang, Garry L. Myers
  • Patent number: 4467121
    Abstract: Fluorinated bisphenols having a fluorinated alkyl group and a hydrogen atom upon the methylene carbon atom are prepared at atmospheric pressure or at low pressures from a phenol reactant and a fluorinated aldehyde compound in the presence of gaseous hydrogen chloride or gaseous hydrogen bromide catalyst. The fluorinated bisphenols having the fluorinated alkyl group and a hydrogen atom upon the methylene carbon atom are produced in excellent yields and are used for making flame-retardant polycarbonates and polyester-carbonate copolymers.
    Type: Grant
    Filed: July 26, 1982
    Date of Patent: August 21, 1984
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4451675
    Abstract: The invention is a process for preparing alkylidenebis(dibromophenol) comprising(a) dissolving alkylidenediphenol in between about 17 and 25 moles of methanol for each mole of alkylidenediphenol wherein the methanol has less than 5 percent by weight of water therein;(b) adding to the solution between about 4.0 and 4.1 moles of bromine per mole of alkylidenediphenol at an elevated temperature;(c) adding water to precipitate the alkylidenebis(dibromophenol) remaining in solution after the addition of the bromine in step (b) is completed; and(d) separating the alkylidenebis(dibromophenol) from the methanol solution.
    Type: Grant
    Filed: July 16, 1982
    Date of Patent: May 29, 1984
    Assignee: The Dow Chemical Company
    Inventor: Charles T. Bounds
  • Patent number: 4433132
    Abstract: A class of polyesters comprising recurring units having certain bis(trifluoromethyl)biphenylene radicals is disclosed. The polyesters exhibit favorable solubility properties in certain organic solvents so as to facilitate the production of the polyesters via polycondensation methods to film- and fiber-forming molecular weights. Monomeric compounds comprising a bis(trifluoromethyl)biphenylene radical and useful for the production of the polyesters are also disclosed.
    Type: Grant
    Filed: September 2, 1982
    Date of Patent: February 21, 1984
    Assignee: Polaroid Corporation
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Richard A. Minns
  • Patent number: 4431847
    Abstract: A process for forming a substantially insoluble solid polymer from halogeneated phenolic compounds dissolved in a liquid medium using an oxidizing agent. NaOCl and NaOBr are used as oxidizing agents to initiate the polymerization reaction among the halogenated phenolic compounds. The polymer precipitates from the system to form a claylike solid. The solid is environmentally safe and may be disposed of in a sanitary landfill.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: February 14, 1984
    Assignee: Ethyl Corporation
    Inventors: Joseph A. Bossier, Julio J. Vega
  • Patent number: 4391996
    Abstract: A method is described for dehydrochlorinating 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane employing a refluxing dipolar aprotic solvent, such as dimethylformamide, containing a lithium halide catalyst to produce a crystalline product consisting essentially of 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethylene. The crystalline product can be isolated in substantially pure form and converted to a high impact, flame retardant polycarbonate.
    Type: Grant
    Filed: November 16, 1981
    Date of Patent: July 5, 1983
    Assignee: General Electric Company
    Inventors: Cleveland William K. S., Jimmy L. Webb, Charles M. Orlando
  • Patent number: 4365099
    Abstract: A method of improving the performance of cationic exchange catalysts used in the production of bisphenols from phenolic compounds and carbonyl compounds by pretreating the phenolic compound with a chelating resin to remove metallic impurities.
    Type: Grant
    Filed: May 12, 1981
    Date of Patent: December 21, 1982
    Assignee: General Electric Company
    Inventors: Gary R. Faler, Ashok K. Mendiratta
  • Patent number: 4365098
    Abstract: Fluorinated bisphenols having a fluorinated alkyl group and a hydrogen atom upon the methylene carbon atom are prepared at atmospheric pressure or at low pressures from a phenol reactant and a fluorinated aldehyde compound in the presence of gaseous hydrogen chloride or gaseous hydrogen bromide catalyst. The fluroinated bisphenols having the fluorinated alkyl group and a hydrogen atom upon the methylene carbon atom are produced in excellent yields and are used for making flame-retardant polycarbonates and polyester-carbonate copolymers.
    Type: Grant
    Filed: December 31, 1980
    Date of Patent: December 21, 1982
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4358624
    Abstract: Phenol reactants and fluorinated aldehydes or fluorinated ketones are reacted in the presence of organic sulfonic acid catalysts to yield fluorinated monophenols and fluorinated diphenols. Fluorinated monophenols can be isolated and reacted with additional phenol reactant in the presence of organic sulfonic acid catalysts to yield asymmetrical, as well as symmetrical, fluorinated diphenols. A preferred organic sulfonic acid catalyst is methanesulfonic acid. The novel fluorinated monophenols have a hydroxy group and a fluorinated aryl radical or fluorinated alkyl radical substituted upon the benzylic carbon atom. The novel fluorinated diphenols have at least one fluorinated aryl radical or fluorinated alkyl radical substituted upon the methylene carbon atom of the bisphenol.
    Type: Grant
    Filed: December 31, 1980
    Date of Patent: November 9, 1982
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4354048
    Abstract: Carbon-to-carbon coupled self-condensation products are obtained by the oxidative coupling of substituted phenols in the presence of a heterogeneous dehydrogenation catalyst comprising copper chromite.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: October 12, 1982
    Assignee: The Dow Chemical Company
    Inventor: Robert M. Strom
  • Patent number: 4354047
    Abstract: Carbon-to-carbon coupled self-condensation products are obtained by the oxidative coupling of substituted phenols in the presence of a heterogeneous dehydrogenation catalyst comprising nickel.
    Type: Grant
    Filed: May 22, 1981
    Date of Patent: October 12, 1982
    Assignee: The Dow Chemical Company
    Inventor: Robert M. Strom
  • Patent number: 4329287
    Abstract: Halo-(carbonyldioxyaryl)ethylenes are prepared by a catalytic process which comprises contacting a halo-bis(hydroxyaryl)ethylene, carbon monoxide, an oxidant, a base, and a Group VIIIB element selected from ruthenium, rhodium, palladium, osmium, iridium or platinum. The resulting halo-(carbonyldioxyaryl)-ethylenes are useful as flame retardents for thermoplastic polymeric materials.
    Type: Grant
    Filed: December 3, 1980
    Date of Patent: May 11, 1982
    Assignee: General Electric Company
    Inventor: Ronald L. Markezich
  • Patent number: 4310702
    Abstract: Sulfuryl chloride is reacted in the liquid phase with an organic reactant which is a ketone or aromatic alcohol unsubstituted on both ortho carbons in the presence of a moderator selected from the group consisting of aliphatic alcohols of 1-3 carbons and aliphatic ethers of 2-6 carbons, with sufficient moderator being present to selectively produce a product substantially free of compounds with more than one chlorine atom per carbonyl or aromatic hydroxy. The products, such as monochloroacetone, monochlorocyclohexanone, monochlorophenol and 2,2-bis(3-chloro-4-hydroxyphenyl)propane, are useful as chemical intermediates and as monomers for flame retardant polymers.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: January 12, 1982
    Assignee: Allied Corporation
    Inventors: Divakaran Masilamani, Milorad M. Rogic
  • Patent number: 4291177
    Abstract: Highly pure dihalodiphenols or predetermined, statistical mixtures of unreacted, monohalo- and dihalodiphenols are obtained reacting the diphenol, which is suspended or dissolved in a suitable solvent, with a halogen while concurrently purging the reaction with a gas that is inert to the reaction.
    Type: Grant
    Filed: December 6, 1979
    Date of Patent: September 22, 1981
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles A. Wilson, II
  • Patent number: 4284830
    Abstract: Monohalogenated hydrocarbyl substituted phenols can be produced by reacting hydrocarbyl substituted phenols with a halogen carrying out the reaction in a diluent such as benzene, alkyl substituted benzenes, and halosubstituted hydrocarbons of 1-3 carbon atoms.
    Type: Grant
    Filed: February 1, 1980
    Date of Patent: August 18, 1981
    Assignee: Phillips Petroleum Co.
    Inventors: Ronald D. Knudsen, Darryl R. Fahey
  • Patent number: 4283566
    Abstract: An improved process for obtaining halogenated diphenols which can be pure dihalodiphenols or predetermined, statistical mixtures comprising unreacted diphenol, monohalodiphenols and dihalodiphenols.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: August 11, 1981
    Assignee: General Electric Company
    Inventor: Victor Mark
  • Patent number: 4282391
    Abstract: A continuous process for obtaining highly pure, high molecular weight aromatic polycarbonates from highly pure, halogenated diphenols.
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: August 4, 1981
    Assignee: General Electric Company
    Inventors: Clayton B. Quinn, Charles A. Wilson, II
  • Patent number: 4275245
    Abstract: An improved process for obtaining halogenated diphenols which can be pure dihalodiphenols or predetermined, statistical mixtures comprising unreacted diphenol, monohalodiphenols and dihalodiphenols.
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: June 23, 1981
    Assignee: General Electric Company
    Inventor: Victor Mark
  • Patent number: 4261912
    Abstract: This invention describes novel antioxidant compounds which are esters of .omega.,.omega.-bis(dialkylhydroxyphenyl) alkanols having the formula: ##STR1## wherein R.sub.1 is a tertiary alkyl group having 4-8 carbon atoms;R.sub.2 is alkyl having 1-4 carbon atoms;R.sub.3 is a straight chain or branched alkylene group having 1-4 carbon atoms;x is 1-4,n is 1 or 2, and,Y is a group of the formulas ##STR2## when n is 1, where R.sub.4 is alkyl having from 12 to 24 carbon atoms, phenyl, or phenyl substituted with hydroxy of alkyl having 1 to 4 carbon atoms, or combinations thereof, or ##STR3## when n is 2, where R.sub.5 is a direct bond, a straight chain or branched alkylene having 1 to 8 carbon atoms, or a phenylene group, and m is 0 to 4.
    Type: Grant
    Filed: August 1, 1979
    Date of Patent: April 14, 1981
    Assignee: GAF Corporation
    Inventor: David J. Tracy
  • Patent number: 4239918
    Abstract: Meta,para-substituted isopropylidene bisphenols are provided and methods for making such materials. Phenol, or substituted phenol is condensed with a meta-substituted isopropenyl phenol or a meta-hydroxy-.alpha.,.alpha.-dimethylbenzyl alcohol in the presence of an acid catalyst. The resulting meta,para-substituted isopropylidene bisphenols can be used as stabilizers for polyvinyl chloride resins and as intermediates for making high performance thermoplastics having chemically combined meta,para-isopropylidene diphenoxy units.
    Type: Grant
    Filed: December 6, 1978
    Date of Patent: December 16, 1980
    Assignee: General Electric Company
    Inventor: Donald E. Keeley
  • Patent number: 4228308
    Abstract: 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane can be dehydrohalogenated to 1,1-dichloro-2,2-bis(4-hydroxyphenyl) ethylene by treating the former with a dehydrochlorinating agent comprising liquid methyl amine and an effective amount of an additive to accelerate the dehydrochlorinating effect of the liquid methyl amine selected from the class consisting of a certain class of inorganic and organic salts.
    Type: Grant
    Filed: May 9, 1979
    Date of Patent: October 14, 1980
    Assignee: General Electric Company
    Inventor: Michael R. Mac Laury
  • Patent number: 4223171
    Abstract: Improved flame retardance and improved water vapor transmission are imparted to high molecular weight aromatic polycarbonate resins by selecting appropriate diphenols and controlling the degree to which these particular diphenols are halogenated.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: September 16, 1980
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4221893
    Abstract: According to the present invention there are provided novel flame retardant brominated bisphenol epoxy compositions comprising the reaction product of the residue of the production of tetrabromo-bisphenol A (TBBA) with epichlorohydrin, and a process for the production of such compositions which comprises dissolving such residue in an excess of aqueous alkali, reacting the residue with epichlorohydrin at elevated temperature, neutralizing excess of alkali remaining after the reaction and recovering the brominated epoxy compositions.The compositions thus obtained are useful as flame retardants. There may be optionally incorporated in same compounds such as antimony trioxide.
    Type: Grant
    Filed: December 20, 1978
    Date of Patent: September 9, 1980
    Assignee: Makhteshim Chemical Works Limited
    Inventors: Meir Behar, Ori Peshes, Aharon Liebersohn
  • Patent number: 4221901
    Abstract: A method is described for dehydrochlorinating 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane employing a refluxing dipolar aprotic solvent, such as dimethylformamide, containing a lithium halide catalyst to produce a crystalline product consisting essentially of 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethylene. The crystalline product can be isolated in substantially pure form and converted to a high impact, flame retardant polycarbonate.
    Type: Grant
    Filed: June 27, 1978
    Date of Patent: September 9, 1980
    Assignee: General Electric Company
    Inventors: William K. S. Cleveland, Jimmy L. Webb, Charles M. Orlando
  • Patent number: 4210765
    Abstract: An improved process for obtaining halogenated diphenols which can be pure dihalodiphenols or predetermined, statistical mixtures comprising unreacted diphenol, monohalodiphenols and dihalodiphenols.
    Type: Grant
    Filed: February 28, 1978
    Date of Patent: July 1, 1980
    Assignee: General Electric Company
    Inventor: Victor Mark
  • Patent number: 4192956
    Abstract: The action of liquid ammonia in dehydrohalogenating 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane to 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethylene by liquid ammonia can be accelerated by incorporating in the liquid ammonia an effective amount of a certain class of inorganic salts.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: March 11, 1980
    Assignee: General Electric Company
    Inventor: Michael R. MacLaury
  • Patent number: 4192957
    Abstract: The action of liquid ammonia in dehydrohalogenating 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane to 1,1-dichloro-2,2-bis(4-hydroxyphenyl)ethylene by liquid ammonia can be accelerated by incorporating in the liquid ammonia an effective amount of a certain class of alkyl amine hydrohalides.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: March 11, 1980
    Assignee: General Electric Company
    Inventor: Michael R. MacLaury
  • Patent number: 4191843
    Abstract: A process for the preparation of bisphenols is described which comprises reacting, in a reaction zone, at least 2 moles of a phenol with a carbonyl compound, at a temperature of from 40.degree. to 95.degree. C., in the presence of an acid ion exchanger, optionally partially modified with a compound having an acidic reacting group and a mercaptan group, and recovering the bisphenols from the reaction zone effluent, characterized in that the reaction zone effluent is contacted with an acid ion exchanger in metal salt form and/or a weak base ion exchanger. As a result, it has been found that the formation of undesirable compounds is substantially reduced.
    Type: Grant
    Filed: November 7, 1978
    Date of Patent: March 4, 1980
    Assignee: Shell Oil Company
    Inventors: Arien Kwantes, Pieter A. Gautier
  • Patent number: 4182838
    Abstract: Improved flame retardance and improved water vapor transmission are imparted to high molecular weight aromatic polycarbonate resins by selecting appropriate diphenols and controlling the degree to which these particular diphenols are halogenated.
    Type: Grant
    Filed: February 28, 1978
    Date of Patent: January 8, 1980
    Assignee: General Electric Company
    Inventors: Victor Mark, Charles V. Hedges
  • Patent number: 4180684
    Abstract: 4,4'-isopropylidene-bis(2,6-dibromophenol) is produced by reacting 4,4'-isopropylidene diphenol with hydrogen bromide or a mixture of hydrogen bromide with up to an equimolar amount of free bromine in admixture with hydrogen peroxide and in the presence of water and an inert organic liquid.
    Type: Grant
    Filed: January 14, 1977
    Date of Patent: December 25, 1979
    Assignee: Deutsche Gold- und Silber-Scheideanstalt vormals Roessler
    Inventors: Peter Kleinschmit, Eberhard Walter, Helmut Mechler, Gunter Theis, Brigitte Meiners
  • Patent number: 4180685
    Abstract: 1,1,1-trichloro-2,2-bis(4-hydroxyphenyl)ethane can be dehydrohalogenated to 1,1-dichloro-2,2-bis(4-hydroxyphenyl) ethylene by treating the former with a dehydrochlorinating agent consisting of liquid methyl amine.
    Type: Grant
    Filed: January 17, 1979
    Date of Patent: December 25, 1979
    Assignee: General Electric Company
    Inventor: Michael R. MacLaury
  • Patent number: 4156790
    Abstract: Isomerization of an ortho, para-isomer of a dihydroxydiphenyl chloroethylene compound to the corresponding para, para-isomer can be effected by treatment of the former with trifluoromethanesulfonic acid in the presence of phenol.
    Type: Grant
    Filed: April 10, 1978
    Date of Patent: May 29, 1979
    Assignee: General Electric Company
    Inventor: John R. Campbell