Polymerizing In The Presence Of A Specified Material Other Than A Reactant Patents (Class 528/371)
  • Patent number: 4528364
    Abstract: This invention is a method of removing alkaline catalysts from polyether polyols and polyalkylene carbonate polyols which comprises(a) dissolving a polyether polyol or a polyalkylene carbonate polyol in a polar aprotic solvent;(b) contacting the polyether polyol or polyalkylene carbonate polyol solution with a sufficient amount of an adsorbent which adsorbs alkaline catalysts to adsorb the alkaline catalysts, at a temperature of between about -30.degree. C. and 110.degree. C. under conditions such that the adsorbent adsorbs the alkaline catalysts; and(c) physically separating the adsorbent from the polyol solution.
    Type: Grant
    Filed: April 19, 1984
    Date of Patent: July 9, 1985
    Assignee: The Dow Chemical Company
    Inventor: Donald G. Prier
  • Patent number: 4518766
    Abstract: For preparing polyoxyalkylenediol-.alpha.,.omega.-bisallyl policarbonates, diallyl carbonate is reacted in a first reaction stage with a polyoxyalkylenediol having a mol wt between 400 and 4500 in the presence of a transesterification catalyst at a temperature in the neighborhood of 100.degree. C. and under reduced pressures, whereafter, in a second reaction stage, the product as obtained from the first stage is treated at a temperature between 70.degree. C. and 150.degree. C. under reduced pressures, still in the presence of a transesterification catalyst. By so doing, the chain extension of the bisallyl carbonate of the polyoxyalkylenediol is achieved, whereas the unreacted diallyl carbonate coming from the first stage, and that produced in the second stage, are eliminated, and the final reaction product can thus be collected.
    Type: Grant
    Filed: February 3, 1984
    Date of Patent: May 21, 1985
    Assignee: Enichimica Secondaria, S.p.A.
    Inventors: Alberto Greco, Guglielmo Bertolini
  • Patent number: 4468483
    Abstract: A novel class of aromatic polyester polycarbonates is described. The polycarbonates are made by reacting an alkylene carbonate with an aromatic polyester polyol over a polycarbonate formation catalyst such as potassium stannate. In turn, the polyol is made by esterifying a dibasic acid waste stream with an alkylene glycol to produce a polyester polyol which is subsequently used to transesterify recycled polyethylene terephthalate.
    Type: Grant
    Filed: May 5, 1983
    Date of Patent: August 28, 1984
    Assignee: Texaco Inc.
    Inventors: Ernest L. Yeakey, Michael Cuscurida
  • Patent number: 4465793
    Abstract: A novel class of aromatic polyester polycarbonate polyols is described. The polycarbonate polyols are made by reacting an alkylene carbonate with a residue from polyethylene terephthalate (PET) manufacture over a polycarbonate formation catalyst such as potassium stannate. Use of a PET waste stream helps keep the cost of the polycarbonate polyols low. These materials can be used to replace the polyol portion in the preparation of polyisocyanurate foams.
    Type: Grant
    Filed: May 5, 1983
    Date of Patent: August 14, 1984
    Assignee: Texaco Inc.
    Inventors: Michael E. Brennan, George P. Speranza
  • Patent number: 4465721
    Abstract: This invention is concern with a method of preparing a polycarbonate resin by passing a solution of dihydric phenol through a source of hydrogen and reacting the solution with carbon monoxide.This is a division of application Ser. No. 218,501, filed Dec. 22, 1980 and now U.S. Pat. No. 4,414,264 which is a continuation-in-part of application Ser. No. 32,663 filed Apr. 23, 1979 and now U.S. Pat. 4,243,779 .
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: August 14, 1984
    Inventor: Roy E. McAlister
  • Patent number: 4456745
    Abstract: A process for the production of a polycarbonate glycol wherein a cyclic carbonate is catalyzed at elevated temperature by a cationic initiator. Compounds of structure (I) ##STR1## where R is alkylene, R' and R" are independently hydrogen, alkyl, alkaryl, aralkyl, or aryl, are heated at an elevated temperature in the presence of cationic initiators such as trimethyl aluminum to form a polymer. Production of a glycol product is assured by subsequent heating at about 200.degree.-220.degree. C. to form a polymer containing carbonate units of ##STR2## and having hydroxy end units bonded to a carbon not part of a carbonate function. The molecular weight of polycarbonate glycol is preferably at least about 1,000. Valuable new prepolymer mixes and polyurethanes may be prepared using the novel polycarbonate glycols of the invention.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: June 26, 1984
    Assignee: Ethyl Corporation
    Inventor: Sundar J. Rajan
  • Patent number: 4452966
    Abstract: A process for producing polycarbonate is described, comprising reacting a chloroformate group-containing polycarbonate oligomer with an aqueous alkaline solution of a compound containing at least three functional groups and, thereafter, interfacial polycondensing the above-obtained reaction product with an aqueous alkaline solution of a dihydric phenol compound. The thus-produced polycarbonate has good melt characteristics compared with conventional polycarbonates, and the dependence of melt viscosity on a rate of shear is large. Thus, the polycarbonate of the invention is suitable for extrusion molding, particularly for blow molding using an extrusion molding machine, and can provide good quality sheets or molds.
    Type: Grant
    Filed: April 5, 1983
    Date of Patent: June 5, 1984
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Shigeru Matsuo, Masaaki Itoi
  • Patent number: 4452968
    Abstract: Polycarbonates are formed by the interaction of a bisphenol diester, carbon monoxide and oxygen. The initial polycarbonate product is an oligomer which, upon heat treatment, polymerizes to a high molecular weight polycarbonate. The products produced according to the present invention are chainstopped prior to heat treatment, making them less thermally and oxidatively sensitive.
    Type: Grant
    Filed: March 25, 1983
    Date of Patent: June 5, 1984
    Assignee: General Electric Company
    Inventors: Donald A. Bolon, John E. Hallgren
  • Patent number: 4446300
    Abstract: This invention relates to polymers prepared by reacting cyanuric acid and ethylene carbonate in situ to form the corresponding Tris(2-hydroxyethyl)isocyanurate-containing polymers including polyesters, polyester-imides, polyester-amide-imides, oil-modified derivatives thereof, etc. This invention also relates to such products employed as electrical insulation.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: May 1, 1984
    Assignee: The P. D. George Company
    Inventors: David W. Mabrey, Daniel J. Lange, Daniel J. Lee
  • Patent number: 4444978
    Abstract: Carbonate polymers having increased thermal stability are prepared by incorporating into the polymer chain an oligomer having the formula ##STR1## wherein R is the divalent residue of a dihydric phenol or a dihydric polynuclear phenol,R.sub.1 is an alkyl, aralkyl or alkaryl group having 1 to 25 carbons, and n is a number having an average value of 1-200.
    Type: Grant
    Filed: July 29, 1983
    Date of Patent: April 24, 1984
    Assignee: The Dow Chemical Company
    Inventors: Kevin F. Dick, David R. Near
  • Patent number: 4423205
    Abstract: A process for the production of a polycarbonate glycol wherein a cyclic carbonate is catalyzed at elevated temperature by a cationic initiator. Compounds of structure (I) ##STR1## where R is alkylene, R' and R" are independently hydrogen, alkyl, alkaryl, aralkyl, or aryl, are heated at an elevated temperature in the presence of cationic initiators such as trimethyl aluminum to form a polymer. Production of a glycol product is assured by subsequent heating at about 200.degree.-220.degree. C. to form a polymer containing carbonate units of ##STR2## and having hydroxy end units bonded to a carbon not part of a carbonate function. The molecular weight of polycarbonate glycol is preferably at least about 1,000.
    Type: Grant
    Filed: May 24, 1982
    Date of Patent: December 27, 1983
    Assignee: Ethyl Corporation
    Inventor: Sundar J. Rajan
  • Patent number: 4419479
    Abstract: Reinforced polymer compositions comprising a minor effective amount of a particulate metal reinforcing agent are provided. A preferred particulate metal reinforcing agent preferably comprises a plurality of discrete particles, each further comprising nickel, chromium and titanium carbide. Polymer compositions adapted to undergo a color change when subjected to a particular thermal history for a particular time interval are also provided.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: December 6, 1983
    Assignee: Regal International, Inc.
    Inventor: Virgil E. Springer
  • Patent number: 4400491
    Abstract: The new thermoplastic copolyester carbonates which are based on polybutylene glycols and hexahydrophthalic acid or trimethyladipic acid, as well as admixtures of copolyester carbonates of this type with known polycarbonates are suitable for thermoplastic moulding compositions, particularly where good stability to solvents, such as petrol, is required.
    Type: Grant
    Filed: May 17, 1982
    Date of Patent: August 23, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Kafer, Leo Morbitzer, Werner Nouvertne, Dieter Neuray
  • Patent number: 4387215
    Abstract: This invention relates to the process and the product by process of the polymers formed by the polymerization of polycyclic ring-opening monomers. More particularly, this invention relates to the novel process and product by process of polymers that are produced with near zero shrinkage or expansion during polymerization and are immediately useful for production of strain-free composites, high strength adhesives, precision castings, binders for propellants and as additives to other monomer mixtures to produce a mixture that controls the amount of shrinkage or expansion upon polymerization.
    Type: Grant
    Filed: September 15, 1980
    Date of Patent: June 7, 1983
    Inventor: William J. Bailey
  • Patent number: 4380612
    Abstract: Segment-ester polycarbonates have improved resistance to high heat distortion when portions of the polymer contain units derived from 4,4'-cyclohexylidenediphenol and derivatives thereof. Preferred high heat distortion segment-ester polycarbonates include the copolyestercarbonate with segments derived from isophthalic acid and 4,4'-cyclohexylidenediphenol and/or terephthalic acid and 4,4'-cyclohexylidenediphenol. Films made of the segment-ester copolycarbonates have improved resistance to high heat distortion.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: April 19, 1983
    Assignee: General Electric
    Inventors: Victor Mark, Frederick F. Holub, Charles V. Hedges
  • Patent number: 4369303
    Abstract: A process for producing an aromatic polyesterpolycarbonate, which comprises polycondensing (a) a dihydroxydiaryl compound, (b) a terephthaloyl chloride and/or isophthaloyl chloride reactant, and (c) phosgene by an interfacial polymerization process in the presence of water, methylene chloride and an acid binding agent thereby preparing an aromatic polyesterpolycarbonate product containing structural units of the formula: ##STR1## wherein X is a divalent group, and the aromatic rings may be substituted, and structural units of the formula: ##STR2## wherein X is a divalent group, and the aromatic rings may be substituted, said condensation reaction being characterized in that after at least 95% of the total --COCl groups in the terephthaloyl chloride and/or isophthaloyl chloride and phosgene starting materials has reacted, a chloroformate compound or additional phosgene is added to the reaction mixture in an amount to bring the concentration of --COCl groups to a level of 10 to 1000 .mu.
    Type: Grant
    Filed: October 24, 1980
    Date of Patent: January 18, 1983
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Hazime Mori, Katsuhisa Kohyama, Katsuhiko Nakamura, Katsuyuki Sakata, Akira Matsuno
  • Patent number: 4365055
    Abstract: In the preparation of a substantially linear carbonate polymer wherein carbonic dihalide is introduced to a substantially anhydrous solution comprising at least one substituted or unsubstituted 1,3-propanediol, the coproduction of cyclic carbonate is reduced by the presence in the solution of a catalytic amount of nitrogen-containing, hydrohalide salt-forming, thermally regenerable organic catalyst. The preferred carbonic dihalide is phosgene and the preferred catalyst is pyridine.
    Type: Grant
    Filed: June 24, 1981
    Date of Patent: December 21, 1982
    Assignee: PPG Industries, Inc.
    Inventor: Darold L. Madigan
  • Patent number: 4361693
    Abstract: Poly(arylene ketones) are prepared by the reaction of difunctional aromatic compounds with derivatives of thio- or dithiocarbonic acids in the presence of a superacid catalyst system. In a preferred embodiment, diphenyl ether reacts with S-methyl chlorothioformate in HF/BF.sub.3 to produce poly(p-phenyleneoxy-p-phenylene carbonyl), i.e.
    Type: Grant
    Filed: July 8, 1981
    Date of Patent: November 30, 1982
    Assignee: Raychem Corporation
    Inventor: Viktors Jansons
  • Patent number: 4346211
    Abstract: Copolycarbonate resins are prepared from an aromatic diol and a carbonic acid derivative. 2,2-bis(p-hydroxy-phenyl) 1,1,1,3,3,3-hexafluoropropane is co-reacted in a minor amount with the aromatic diol and carbonic acid derivative to form a polycarbonate having improved heat distortion characteristics.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: August 24, 1982
    Assignee: Mobay Chemical Corporation
    Inventors: Sivaram Krishnan, Arthur L. Baron
  • Patent number: 4338429
    Abstract: The present invention relates to a process for working up alkaline two-phase mixtures which have been obtained in the synthesis of polycarbonates by the two-phase boundary process, characterized in that for the separation of the alkaline two-phase mixture into an organic phase and an aqueous phase, the mixture is supplied with shearing energy and/or added are one or more cationic emulsifying agents and/or dispersing agents and/or in that, for the separation of the acidified two-phase mixture into an organic phase and an aqueous phase, the mixture is supplied with shearing energy and/or added are one or more cationic emulsifying agents and/or dispersing agents and/or in that the organic phase which was separated off after the acidification is washed with water to which one or more water-soluble, organic anionic compounds have been added.
    Type: Grant
    Filed: July 7, 1980
    Date of Patent: July 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Volker Serini, John Goossens, Ludwig Bottenbruch, Dieter Freitag
  • Patent number: 4264752
    Abstract: Acrylated urethane polycarbonate compositions are formed from the reaction of a polycarbonate polyol, a polyisocyanate and a hydroxy-containing acrylate monomer. These compositions are useful as components of improved radiation-curable compositions.
    Type: Grant
    Filed: August 8, 1979
    Date of Patent: April 28, 1981
    Assignee: Union Carbide Corporation
    Inventor: Stuart L. Watson, Jr.
  • Patent number: 4255556
    Abstract: Poly(ester carbonate) polymers are prepared by reaction of bifunctional phenolates in an aqueous phase with phosgene and with the acyl halide of a bifunctional carboxylic acid halide such as terephthaloyl chloride in an organic solvent such as dichloromethane. At least a portion of the phosgene is reacted with the phenolate before or during reaction of the acid chloride with the phenolate to avoid the formation of polyester blocks which have limited solubility in the organic solvent. After reaction is complete, or at any stage wherein oligomers are formed, the aqueous phase can be cleanly removed and easily separated from the organic phase, and the organic phase readily washed free of by-products. The final polymer product is recovered from the washed organic phase and is colorless, substantially amorphous and melt processable, and has a high glass transition temperature.
    Type: Grant
    Filed: April 12, 1979
    Date of Patent: March 10, 1981
    Assignee: Allied Chemical Corporation
    Inventors: Leon Segal, Bruce T. DeBona
  • Patent number: 4243798
    Abstract: A process for the production of polymeric carbamate from polyalkylene polyamines which provides for the efficient separation of the product mixture into a hydrocarbon phase containing the carbamate and a polyamine phase containing the polyamine hydrochloride salt utilizes an excess of polyamine reactant containing a limited amount of water. The process is particularly suited to the production of monocarbamate.
    Type: Grant
    Filed: August 9, 1979
    Date of Patent: January 6, 1981
    Assignee: Chevron Research Company
    Inventors: Frederick C. Franklin, Robert A. Lewis
  • Patent number: 4238596
    Abstract: A process is disclosed for producing copolyester-carbonates by direct polymerization of a dihydric phenol and an acid dichloride at a single pH profile level.
    Type: Grant
    Filed: April 26, 1979
    Date of Patent: December 9, 1980
    Assignee: General Electric Company
    Inventor: Clayton B. Quinn
  • Patent number: 4238597
    Abstract: A process is disclosed for producing copolyester-carbonates employing diacid chlorides and following a pH processing profile. The copolyester-carbonates produced exhibit physical properties similar to those of high molecular weight aromatic polycarbonates.
    Type: Grant
    Filed: April 26, 1979
    Date of Patent: December 9, 1980
    Assignee: General Electric Company
    Inventors: Ronald L. Markezich, Clayton B. Quinn
  • Patent number: 4224429
    Abstract: A process for the anionic polymerization or copolymerization of olefinic monomers, dienic monomers, vinyl monomers and heterocyclic monomers is described which comprises reacting at least one monomer which is an olefinic monomer, a vinyl monomer or an heterocyclic monomer with a catalyst capable of inducing anionic polymerization and an aprotic macroheterocyclic cryptant, said at least one monomer being the only medium for the reaction.The macroheterocyclic complexing agent has general formula ##STR1## in which: R.sub.1 is hydrogen, a hydrocarbon radical or alkoxycarbonyl, or the two R.sub.1 together can form a group of the general formula: ##STR2## in which A is a hydrocarbon radical,D is oxygen, sulfur, or a hydrocarbon radical, with the proviso that at leat two of the D groups are oxygen or sulfur and that if R.sub.1 is hydrogen, a hydrocarbon radical or alkoxycarbonyl, one of these two D groups is oxygen or sulfur and the other is oxygen, andn and p are integers from 1 to 3 and m is 2 or 3.
    Type: Grant
    Filed: August 11, 1977
    Date of Patent: September 23, 1980
    Assignee: Societe Nationale des Poudres et Explosifs
    Inventors: Jean-Marie Lehn, Francois Schue, Sylvie Boileau, Alain A. Cau, Bernd Kaempf, Jean R. Moinard, Serge F. Raynal
  • Patent number: 4219635
    Abstract: Poly(ester/carbonates) are produced by adding phosgene to a reaction mixture of bisphenol A and terephthalic acid as ester-forming reactants, at mole ratios in the range between 2.0:0.8 and 2.0:1.3, in which the reaction medium consists essentially of pyridine, the concentration of bisphenol A plus terephthalic acid is in the range between 5 and 50 grams per 100 ml of pyridine; and the phosgene is added under agitation at a rate of at least 0.07 gm-mmole/liter.sec. The process is carried out at temperature in the range between 50.degree. C. and 115.degree. C. and not below the temperature given by the Arrhenius equation:1nU=10-12/0.001987 Twhere U is phosgene feed rate in gram-moles/liter.second and T is absolute temperature of the reaction mixture (degrees Kelvin). Preferred phosgene feed rates are at least 0.13 gram-millimoles/liter.second; and preferred temperatures of the reaction mixture are between 60.degree. C. and 80.degree. C.
    Type: Grant
    Filed: January 26, 1979
    Date of Patent: August 26, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Robert S. Cooke, Josefina T. Baker, Stylianos Sifniades
  • Patent number: 4168364
    Abstract: Curable compositions are prepared comprising an epoxide compound or a mixture of epoxide compounds having an average of at least two epoxide groups per molecule, and as a curing agent, a cyanamide of an organic primary amine or a mixture of cyanamides of organic primary amines having an average of more than one cyanamide moiety per molecule. Such compositions are useful in molding, casting, laminating and coating applications.
    Type: Grant
    Filed: August 15, 1978
    Date of Patent: September 18, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond Seltzer, Joseph F. DiPrima, William S. Durrell
  • Patent number: 4160853
    Abstract: Energy-absorbing laminates for use in automobile windshields or other safety glass applications comprising a polycarbonate urethane and a sheet of glass are disclosed. The polyurethane is formed from a cycloaliphatic diisocyanate, a compound containing at least two active hydrogens per molecule and having a molecular weight below 250, and a polycarbonate diol prepared by the reaction of an aliphatic diol and a dialkyl carbonate using a titanium catalyst.CROSS-REFERENCE TO RELATED APPLICATIONSThis application is a continuation-in-part of application Ser. No. 681,012 entitled "Catalyst for Making Polycarbonate Diols for Use in Polycarbonate Urethanes" filed Apr. 28, 1976, now abandoned which in turn is a continuation-in-part of application Ser. No. 385,019 entitled "Transparent, Impact-Resistant Poly(alkylenecarbonate Urethane) Laminates" filed Aug. 2, 1973, now abandoned.
    Type: Grant
    Filed: November 29, 1977
    Date of Patent: July 10, 1979
    Assignee: PPG Industries, Inc.
    Inventor: Vernon G. Ammons
  • Patent number: 4105641
    Abstract: The present invention relates to a process for the preparation of polycarbonates which contain aliphatically bound hydroxyl groups by transesterification of aliphatic dihydroxy compounds with glycol carbonate, optionally in the presence of transesterification catalysts, with simultaneous separation of the glycol by fractional distillation, which process is characterized in that ethylene glycol is removed from the reaction mixture as an azeotropic mixture by means of inert solvents with which ethylene glycol is substantially immiscible. The present invention further relates to the preparation of polyurethanes from these polycarbonates.
    Type: Grant
    Filed: March 17, 1977
    Date of Patent: August 8, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Josef Buysch, Heinrich Krimm, Hans Rudolph