Polymerizing In The Presence Of A Specified Material Other Than A Reactant Patents (Class 528/371)
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Patent number: 4528364Abstract: 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: GrantFiled: April 19, 1984Date of Patent: July 9, 1985Assignee: The Dow Chemical CompanyInventor: Donald G. Prier
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Patent number: 4518766Abstract: 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: GrantFiled: February 3, 1984Date of Patent: May 21, 1985Assignee: Enichimica Secondaria, S.p.A.Inventors: Alberto Greco, Guglielmo Bertolini
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Patent number: 4468483Abstract: 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: GrantFiled: May 5, 1983Date of Patent: August 28, 1984Assignee: Texaco Inc.Inventors: Ernest L. Yeakey, Michael Cuscurida
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Patent number: 4465793Abstract: 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: GrantFiled: May 5, 1983Date of Patent: August 14, 1984Assignee: Texaco Inc.Inventors: Michael E. Brennan, George P. Speranza
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Patent number: 4465721Abstract: 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: GrantFiled: June 27, 1983Date of Patent: August 14, 1984Inventor: Roy E. McAlister
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Patent number: 4456745Abstract: 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: GrantFiled: July 11, 1983Date of Patent: June 26, 1984Assignee: Ethyl CorporationInventor: Sundar J. Rajan
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Patent number: 4452966Abstract: 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: GrantFiled: April 5, 1983Date of Patent: June 5, 1984Assignee: Idemitsu Kosan Company LimitedInventors: Shigeru Matsuo, Masaaki Itoi
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Patent number: 4452968Abstract: 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: GrantFiled: March 25, 1983Date of Patent: June 5, 1984Assignee: General Electric CompanyInventors: Donald A. Bolon, John E. Hallgren
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Patent number: 4446300Abstract: 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: GrantFiled: June 27, 1983Date of Patent: May 1, 1984Assignee: The P. D. George CompanyInventors: David W. Mabrey, Daniel J. Lange, Daniel J. Lee
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Patent number: 4444978Abstract: 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: GrantFiled: July 29, 1983Date of Patent: April 24, 1984Assignee: The Dow Chemical CompanyInventors: Kevin F. Dick, David R. Near
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Patent number: 4423205Abstract: 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: GrantFiled: May 24, 1982Date of Patent: December 27, 1983Assignee: Ethyl CorporationInventor: Sundar J. Rajan
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Patent number: 4419479Abstract: 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: GrantFiled: January 14, 1983Date of Patent: December 6, 1983Assignee: Regal International, Inc.Inventor: Virgil E. Springer
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Patent number: 4400491Abstract: 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: GrantFiled: May 17, 1982Date of Patent: August 23, 1983Assignee: Bayer AktiengesellschaftInventors: Peter Kafer, Leo Morbitzer, Werner Nouvertne, Dieter Neuray
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Patent number: 4387215Abstract: 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: GrantFiled: September 15, 1980Date of Patent: June 7, 1983Inventor: William J. Bailey
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Patent number: 4380612Abstract: 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: GrantFiled: December 21, 1981Date of Patent: April 19, 1983Assignee: General ElectricInventors: Victor Mark, Frederick F. Holub, Charles V. Hedges
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Patent number: 4369303Abstract: 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: GrantFiled: October 24, 1980Date of Patent: January 18, 1983Assignee: Mitsubishi Chemical Industries LimitedInventors: Hazime Mori, Katsuhisa Kohyama, Katsuhiko Nakamura, Katsuyuki Sakata, Akira Matsuno
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Patent number: 4365055Abstract: 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: GrantFiled: June 24, 1981Date of Patent: December 21, 1982Assignee: PPG Industries, Inc.Inventor: Darold L. Madigan
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Patent number: 4361693Abstract: 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: GrantFiled: July 8, 1981Date of Patent: November 30, 1982Assignee: Raychem CorporationInventor: Viktors Jansons
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Patent number: 4346211Abstract: 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: GrantFiled: October 6, 1980Date of Patent: August 24, 1982Assignee: Mobay Chemical CorporationInventors: Sivaram Krishnan, Arthur L. Baron
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Patent number: 4338429Abstract: 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: GrantFiled: July 7, 1980Date of Patent: July 6, 1982Assignee: Bayer AktiengesellschaftInventors: Volker Serini, John Goossens, Ludwig Bottenbruch, Dieter Freitag
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Patent number: 4264752Abstract: 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: GrantFiled: August 8, 1979Date of Patent: April 28, 1981Assignee: Union Carbide CorporationInventor: Stuart L. Watson, Jr.
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Patent number: 4255556Abstract: 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: GrantFiled: April 12, 1979Date of Patent: March 10, 1981Assignee: Allied Chemical CorporationInventors: Leon Segal, Bruce T. DeBona
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Patent number: 4243798Abstract: 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: GrantFiled: August 9, 1979Date of Patent: January 6, 1981Assignee: Chevron Research CompanyInventors: Frederick C. Franklin, Robert A. Lewis
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Patent number: 4238596Abstract: 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: GrantFiled: April 26, 1979Date of Patent: December 9, 1980Assignee: General Electric CompanyInventor: Clayton B. Quinn
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Patent number: 4238597Abstract: 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: GrantFiled: April 26, 1979Date of Patent: December 9, 1980Assignee: General Electric CompanyInventors: Ronald L. Markezich, Clayton B. Quinn
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Patent number: 4224429Abstract: 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: GrantFiled: August 11, 1977Date of Patent: September 23, 1980Assignee: Societe Nationale des Poudres et ExplosifsInventors: Jean-Marie Lehn, Francois Schue, Sylvie Boileau, Alain A. Cau, Bernd Kaempf, Jean R. Moinard, Serge F. Raynal
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Patent number: 4219635Abstract: 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: GrantFiled: January 26, 1979Date of Patent: August 26, 1980Assignee: Allied Chemical CorporationInventors: Robert S. Cooke, Josefina T. Baker, Stylianos Sifniades
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Patent number: 4168364Abstract: 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: GrantFiled: August 15, 1978Date of Patent: September 18, 1979Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Joseph F. DiPrima, William S. Durrell
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Patent number: 4160853Abstract: 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: GrantFiled: November 29, 1977Date of Patent: July 10, 1979Assignee: PPG Industries, Inc.Inventor: Vernon G. Ammons
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Patent number: 4105641Abstract: 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: GrantFiled: March 17, 1977Date of Patent: August 8, 1978Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Heinrich Krimm, Hans Rudolph