Chemical Modification Of Asphalt, Tar, Pitch Or Resin Patents (Class 208/44)
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Patent number: 5405524Abstract: The process of the invention comprises:a) heating at least one low molecular weight aromatic hydrocarbon in the presence of a Lewis acid under conditions sufficient to produce a pitch of desired composition and properties;b) recovering a pitch of desired composition and properties.The process of the invention may be used to produce pitch which can be used in roofing and binder applications.Type: GrantFiled: October 29, 1993Date of Patent: April 11, 1995Assignee: AlliedSignal Inc.Inventors: Raj K. Sharma, Dusan C. Prevorsek
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Patent number: 5387333Abstract: An optically isotropic pitch can be obtained by a two-stage heat-treatment which combines a heat treatment with air-blowing under normal pressure with a heat treatment with air-blowing under a reduced pressure. Such a pitch is suitable for using as a raw material for producing carbon fibers or activated fibers.Type: GrantFiled: March 25, 1992Date of Patent: February 7, 1995Assignee: Petoca Ltd.Inventor: Toshio Tamaki
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Patent number: 5372702Abstract: The improved composition for use in the production of composite carbon materials comprises a mesophase pitch containing at least 80% of an optical anisotropic phase and having a softening point of no higher than 250.degree. C., and sulfur present in an amount of 6-35 parts by weight per 100 parts by weight of said mesophase pitch. Said composition may be heated together with an aggregate and subsequently shaped to yield a composite carbon material. The improved process for producing a composite carbon material comprises impregnating an aggregate with said composition as it is melted, shaping the mixture in a temperature range of 150.degree.-350.degree. C, and then carbonizing the shaped part.Type: GrantFiled: April 22, 1992Date of Patent: December 13, 1994Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takashi Kojima, Hitoshi Sakamoto
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Patent number: 5330569Abstract: Disclosed is a method of producing an industrial asphalt from a bituminous material. One preferred embodiment comprises mixing together without air-blowing:a. a feed material comprising a bituminous material having a viscosity of at least 50 centistokes at 350.degree. F. and wherein said feed material forms a single phase when mixed with 5 percent of 85 percent phosphoric acid; andb. from about 0.1 to 20.0 percent by weight of phosphoric acid, said mixing being done at a temperature in the range of 351.degree. to 600.degree. F., whereby the softening point of the feed is substantially increased and the penetration is significantly decreased.Type: GrantFiled: December 18, 1991Date of Patent: July 19, 1994Assignee: Chevron Research and Technology CompanyInventors: Edgar L. McGinnis, Judson E. Goodrich
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Patent number: 5320739Abstract: This invention relates to a method of producing a softer asphalt product with improved low temperature properties and reduced solids buildup from an asphalt feed which comprises measuring the penetration and Penetration Index of the asphalt feed and heat soaking the asphalt feed in the presence of at least one C.sub.1 to C.sub.5 halogenated aliphatic hydrocarbon as dehydrogenation agent wherein from about 0.05 to about 10 wt. % of the dehydrogenation agent, based on weight of the asphalt, is present during heat soaking, at a temperature ranging between about 300.degree. C. and about 400.degree. C., said temperature being sufficient to increase the penetration and Penetration Index over that of the asphalt feed provided that the temperature should not exceed the temperature at which onset of coking occurs and further provided that the asphalt product has a trichloroethylene solubles content of at least about 99.5 wt. %, based on asphalt.Type: GrantFiled: May 6, 1993Date of Patent: June 14, 1994Assignee: Exxon Research and Engineering CompanyInventors: Lyle E. Moran, William J. Murphy
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Patent number: 5316654Abstract: There are provided improved processes for the manufacture of enriched pitches, carbon fiber precursors, carbon fibers, and graphite fibers. The improvement comprises employing an elevated wiped-film evaporator in a wiped-film evaporator system comprising the wiped-film evaporator and a means for recovering enriched pitch, such as a positive displacement pump, to form an enriched pitch from catalytic pitch and regulating the operating conditions of the wiped-film evaporator system to provide the desired enriched pitch. The wiped-film evaporator is located a specific distance above the means for recovering enriched pitch. The vertical distance between the outlet of the wiped-film evaporator and the inlet of the means for recovering enriched pitch is within the range of about 10 feet to about 40 feet, preferably about 20 feet to about 40 feet.Type: GrantFiled: September 13, 1985Date of Patent: May 31, 1994Inventors: Donald C. Berkebile, deceased, Catherine Berkebile, Administratrix, Donald M. Lee, Larry D. Veneziano, Joseph J. Lauer, Roy E. Booth, William P. Hettinger, Willard Jones
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Patent number: 5306415Abstract: A method is provided which includes infusing oxygen into pitch material without stabilizing the oxygen-infused pitch material. In addition, the invention includes further processing steps (including heat stabilization in either an inert atmosphere or an oxygen-containing atmosphere, deformation, pyrolysis, and/or composite formation) performed after or in conjunction with the oxygenation process. Moreover, the invention includes the composition of matter (in any of a number of different physical forms such as powder, fiber, shaped article, composites) resulting from the practice of this oxygenation process, either alone or in conjunction with the further processing steps. The composition has a homogeneous distribution of oxygen and can be heat stabilized in an inert atmosphere.Type: GrantFiled: April 16, 1993Date of Patent: April 26, 1994Assignee: Clemson UniversityInventors: Ludovic P. Cornec, Charles C. Fain
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Patent number: 5266184Abstract: Described is a preferred process for obtaining an increased pitch yield from the distillation of crude coal tar material. The process includes treating a crude coal tar material by reaction with formaldehyde, followed by distillation of the coal tar to afford a yield of coal tar pitch which is significantly increased over that obtained without the formaldehyde treatment.Type: GrantFiled: February 7, 1992Date of Patent: November 30, 1993Assignee: Reilly Industries, Inc.Inventor: William R. Roder
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Patent number: 5262043Abstract: An isotropic coal tar pitch having a low content of carcinogenic compounds is prepared by distilling a coal tar pitch in an evaporator having a specific evaporator surface of from 330 to 10,000 m.sup.2 /m.sup.3, at a temperature in the range of from 300.degree. to 380.degree. C., under a pressure not exceeding 1 mbar, whereby the average stay period is from 2 to 10 minutes. The isotropic pitch thus obtained contains less that 50 ppm of benzo[a]pyrene and is suitable, optionally after adding an oil, resin or other modifying agents having a low benzo[a]pyrene content, for use as binding and impregnating agent and also as protecting agent in construction materials or as varnish (painting agent).Type: GrantFiled: April 17, 1992Date of Patent: November 16, 1993Assignee: Rutgerswerke AGInventors: Winfried Boenigk, Hans-Dieter Behrens, Hans Spengler
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Patent number: 5259947Abstract: This invention relates to low melting solvated mesophase pitches which are suitable for spinning into carbon fibers. The solvated mesophase pitches have a lower melting point than conventional mesophase pitch but remain substantially anisotropic. The solvated mesophase can be produced as an intermediate during solvent fractionation or supercritical solvent fractionation of mesogen-containing isotropic pitches. The process is enhanced through the ability to recover pseudomesogens with an increased average molecular weight which, in combination with the solvent content, provides a fusible mesophase capable of being spun directly into infusible oriented anisotropic carbon fibers.Type: GrantFiled: September 19, 1991Date of Patent: November 9, 1993Assignee: Conoco Inc.Inventors: Walter M. Kalback, H. Ernest Romine, Xavier M. Bourrat
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Patent number: 5248407Abstract: Paving binders, especially hot mix paving mixtures, having excellent storage stability, reduced binder runoff, and high temperature viscosity are formed by adding a copolymer of ethylene with an alkyl acrylate or vinyl acetate and a neutralized sulfonated polymer to the asphalt. Preferably, the alkyl acrylate is methyl acrylate and the neutralized sulfonated polymer is a terpolymer of ethylene, propylene, and a diene monomer.Type: GrantFiled: July 16, 1992Date of Patent: September 28, 1993Assignee: Exxon Research and Engineering CompanyInventors: Jacques G. Bardet, Martin L. Gorbaty, Nicholas C. Nahas
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Patent number: 5238672Abstract: Producing carbon fiber precursors and carbonized fibers comprise by treating a thin film of catalytic pitch at elevated temperature conditions, treating the resulting heavy isotropic pitch by agitating with an inert gas under elevated temperature conditions to form a mesophase pitch, forming green fibers from said mesophase pitch, stabilizing and optionally carbonizing said green fibers to obtain the desired product.Type: GrantFiled: June 20, 1989Date of Patent: August 24, 1993Assignee: Ashland Oil, Inc.Inventors: Michael B. Sumner, William P. Hettinger
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Patent number: 5228977Abstract: This invention relates to a method for producing asphalt that has improved low temperature properties. More specifically, the penetration and Penetration Index of an asphalt can be increased if the asphalt is heat soaked in the presence of a dehydrogenation agent at a temperature above the temperature at which oxidation of the asphalt occurs and below the temperature at which coking is initiated. Polyvinyl chloride and a chlorinated wax are preferred dehydrogenation agents.Type: GrantFiled: November 18, 1991Date of Patent: July 20, 1993Assignee: Exxon Research & Engineering CompanyInventors: Lyle E. Moran, William J. Murphy
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Patent number: 5225070Abstract: A method is provided which includes infusing oxygen into pitch material without stabilizing the oxygen-infused pitch material. In addition, the invention includes further processing steps (including heat stabilization in either an inert atmosphere or an oxygen-containing atmosphere, deformation, pyrolysis, and/or composite formation) performed after or in conjunction with the oxygenation process. Moreover, the invention includes the composition of matter (in any of a number of different physical forms such as powder, fiber, shaped article, composites) resulting from the practice of this oxygenation process, either alone or in conjunction with the further processing steps. The composition has a homogeneous distribution of oxygen and can be heat stabilized in an inert atmosphere.Type: GrantFiled: July 29, 1991Date of Patent: July 6, 1993Assignee: Clemson UniversityInventors: Ludovic P. Cornec, Charles C. Fain
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Patent number: 5213677Abstract: Spinning pitch for carbon fibers, which (1) has a glass transition temperature width of at most 60.degree. C. as measured by a differential scanning calorimeter, (2) contains at least 80% by volume an optically anisotropic phase, and (3) shows a shear viscosity of 200 poise at a temperature of from 270.degree. to 370.degree. C.Type: GrantFiled: October 22, 1991Date of Patent: May 25, 1993Assignee: Mitsubishi Kasei CorporationInventors: Iwao Yamamoto, Ryuichi Hara, Toshiyuki Tajiri, Kazuo Shirosaki, Akihiko Yoshiya
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Patent number: 5214224Abstract: Dispersing asphaltenes in liquid hydrocarbons, particularly formed during the refining of crude petroleum, is disclosed. The dispersant comprises a free radically polymerized copolymer of an .alpha.-olefin of from about 10 to about 36 carbon atoms and maleic anhydride wherein the anhydride moieties along the copolymer backbone are substantially unhydrolyzed or otherwise not derivatized. The copolymer has a ratio of .alpha.-olefin to maleic anhydride of from about 1:1 to about 1:5 and a molecular weight of from 5000 to about 100,000. Alternatively the dispersant comprises a mixture of the .alpha.-olefin/maleic anhydride copolymer and an alkyl substituted phenol/formaldehyde liquid polymer, such as nonyl phenol/formaldehyde polymer, or a lipophilic/hydrophilic vinylic polymer, such as hydroxyethyl methacrylate/lauryl acrylate copolymer. Also disclosed is a liquid hydrocarbon dispersion containing asphaltenes and 1-100 ppm of the .alpha.-olefin/maleic anhydride copolymer.Type: GrantFiled: July 9, 1992Date of Patent: May 25, 1993Inventors: David G. Comer, W. Kirk Stephenson
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Patent number: 5207891Abstract: A composition of matter useful as an asphaltene dispersant, comprising a mixture of:(a) poly[P,P'-(propylene oxide-400)phosphite) poly[di(propylene oxide--400)diol)]]-P,P diasphalenate;(b) poly[P,P'-(propylene oxide-400)phosphite -poly[di(propylene oxide--1000) diol)]]-P,P'-diasphalenate;(c) Poly[P,P'-(propylene oxide-400)phosphite) -poly(propylene oxide-400-poly(propylene oxide-1000)diol)]]-P-P'-diasphalenate(d) Poly[P,P'-(propylene oxide-1000)phosphite -poly[di(propylene oxide-400) diol)]]-P,P'-diasphalenate;(e) poly[P,P'-(propylene oxide-1000)phosphite) poly[di(propylene oxide-1000)diol)]]-P,P'-diasphalenate;(f) poly[P,P'(propylene oxide-1000)phosphite) poly[di([propylene oxide-400-poly (propylene oxide-1000)diol)]]-P,P'-diasphaltenate;(g) cyclo[P,P'-di(polypropylene oxide -400)phosphite]-P,P'-diasphaltenate;(h) cyclo[P,P'-di-(polypropylene oxide-1000) phosphite]-P,P'-diasphaltenate;(i) cyclo[P,P'-(polypropyleneoxide-400) -(polypropyleneoxide-1000)-phosphite]-P,P'diasphaltenate;(j) poly[(dipropyleneoxide-4Type: GrantFiled: December 30, 1991Date of Patent: May 4, 1993Assignee: Texaco Inc.Inventors: Rodney L. Sung, Thomas F. DeRosa, David A. Storm, Benjamin J. Kaufman
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Patent number: 5198101Abstract: An improved process for producing an anisotropic pitch product suitable for carbon fiber manufacture. A metal alkylaryl sulfonate is combined with a carbonaceous feedstock substantially free of mesophase pitch, and the combination is heated for a period of time at an elevated temperature while passing a non-oxidative sparging gas such as nitrogen through the feedstock. The process is carried out for a sufficient period of time to produce an anisotropic pitch having from 50 to 100 percent by volume mesophase which is suitable for producing good quality carbon fibers.In one aspect of the invention, an oxidatively reactive gas is used as the sparging gas.Type: GrantFiled: December 13, 1991Date of Patent: March 30, 1993Assignee: Conoco Inc.Inventor: Walter M. Kalback
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Patent number: 5182011Abstract: Commercially attractive continuous processes for the preparation of mesophase pitches for manufacturing high-performance carbon fibers are disclosed. One feature resides in that conversion of a pitch into a mesophase pitch is conducted continuously by using a unique continuous dispersion-heat-treating apparatus.Type: GrantFiled: November 21, 1990Date of Patent: January 26, 1993Assignee: Maruzen Petrochemical Co., Ltd.Inventors: Masatoshi Tsuchitani, Makoto Tamura, Kiyotaka Suzuki, Shuji Okada, Ryoichi Nakajima, Sakae Naito
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Patent number: 5182010Abstract: Pitch that is obtained from naphthalene derivatives having at least one methyl group and the content of an optically anisotropic phase in which is substantially 100% is disclosed. This mesophase pitch has a H/C atomic ratio of about 0.5-1.0 and an aromatic carbon ratio (fa) of at least about 0.7, contains methylic carbon in an amount of at least about 4% of the total carbon atoms, and has a softening point of 200.degree.-250.degree. C. The pitch contains about 12-20 mole % of molecules having an average molecular weight of less than about 600, about 55-70 mole % of molecules having an average molecular weight of from about 600-1,500 and about 20-30 mole % of molecules having an average molecular weight of higher than about 1,500. Fibers melt spun from this mesophase pitch can be converted to carbon or graphite fibers having high strength and modulus of elasticity by a heat treatment which consists of heating to a temperature of 200.degree.-350.degree. C. in an air atmosphere, then heating to about 1,000.Type: GrantFiled: July 26, 1991Date of Patent: January 26, 1993Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Isao Mochida, Yukio Sakai, Hiroyuki Ohtsuka
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Patent number: 5173172Abstract: Hard asphalts exhibiting acceptable penetration and low temperature properties can be produced from vacuum residua from which such hard asphalts are not normally obtainable via typical vacuum distillate such as that derived from Arab Light crude and/or feeds substantially comprising Arab Light-type crudes by ultrafiltering the residua through a membrane.Type: GrantFiled: August 19, 1991Date of Patent: December 22, 1992Assignee: Exxon Research and Engineering CompanyInventors: Brian B. Adams, John A. Thompson
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Patent number: 5133781Abstract: A method of compatibilization asphaltenes containing bituminous liquids which process comprises:a) reacting an asphaltene with phosphorous trichloride in the presence of a liquid to form a phosphochlorinated asphaltene containing from about 0.01 wt % to about 20 wt. % phosphorous;b) reacting the phosphochlorinated asphaltene with an equimolar amount of aliphatic or aromatic alcohols and phenols selected from the group consisting of:i) an aliphatic alcohol;ii) a naphthyl alcohol;iii) an alkyl quinizarin;iv) an oligomeric mixed polyether aliphatic terminal diol; andv) an oligomeric polyalkene terminal diol to produce a compatibilized asphaltene; andc) recovering the compatibilized asphaltene product.Type: GrantFiled: December 21, 1990Date of Patent: July 28, 1992Assignee: Texaco Inc.Inventors: Thomas F. DeRosa, Rodney L. Sung, Benjamin J. Kaufman, Eugene M. Jao
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Patent number: 5132005Abstract: A method of compatibilization asphaltenes containing bituminous liquids which process comprises:a) reacting an asphaltene with phosphorous trichloride to form a phosphochlorinated asphaltene containing from about 0.01 wt % to about 20 wt % phosphorous;b) reacting the phosphochlorinated asphaltene with an equimolar amount of aliphatic or aromatic amines and polyamines selected from the group consisting of:(i) a piperzine;(ii) an aliphatic amine;(iii) an alkyl piperdize;(iv) an aligomeric mixed polyether aliphatic terminal diamine;(v) an oligomeric polyether aliphatic terminal amine;(vi) an oligermic polyether aliphatic terminal triamine;(vii) a substituted aromatic polyether terminal amine; and(viii) an oligomeric or polymeric amine to produce a capatibilized asphaltene; and(c) recovering the asphaltene product.Type: GrantFiled: December 21, 1990Date of Patent: July 21, 1992Assignee: Texaco Inc.Inventors: Thomas F. Derosa, Rodney L. Sung, Benjamin J. Kaufman, Eugene M. Jao
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Patent number: 5128021Abstract: A novel pitch material made from coal tar pitch has:a) mesophase content of .ltoreq.2%,b) content of toluene-insolubles (.beta.-resin) between 58 and 75%,c) content of quinoline-insolubles of <2%,d) softening point in the 200.degree. to 300.degree. C. range, according to the Kramer-Sarnow (KS) measurement,e) content of volatile matter .ltoreq.20% andf) ash content of .ltoreq.0.06%.The pitch material of high coke yield (80 to beyond 90%) is suitable for the manufacture of molded carbonaceous shapes of high quality and of pitch coke. A further application would be as impregnation agent or bind. The method of making new pitch uses hot filtration in the presence of a filtration and followed by thin-film evaporation.Type: GrantFiled: August 3, 1989Date of Patent: July 7, 1992Assignees: Bergwerksverband GmbH, Didier Engineering GmbHInventors: Ingo Romey, Rudolf Geier, Rolf H. Joest, Wilhelm Wullscheidt
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Patent number: 5120424Abstract: The disclosed bonding pitch for electrodes, having a softening point C.I.A. comprised between 80.degree. C. and 150.degree. C., a concentration of quinoline-insoluble substances higher or equal to 4% by weight, a concentration of .alpha.+.beta. resins comprised between 28 and 40% by weight, and a fixed carbon content determined according to the standard ISO 6998, at least equal to 51% by weight, is characterized by a vitreous transition domain .DELTA.Tg, determined by differential calorimetric analysis, at the most equal to 50.degree. C. In order to produce such a pitch, a pitch having a content of quinoline-insoluble substances lower than 4% by weight is subjected to a treatment by waves having a frequency between 0.9 and 300 GHz. Such treatment makes possible the increase of the carbon content of the pitch while preserving a good affinity to the coke and significantly decreasing its vitreous transitional domain.Type: GrantFiled: January 16, 1991Date of Patent: June 9, 1992Assignee: NorsolorInventors: Denis Cottinet, Serge Buche, Pierre Couderc, Jean L. Saint Romain
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Patent number: 5104518Abstract: Carbonates, oxides, carbides or fluorides of alkaline earth metals are added to coal tar pitches before coking. After the coking, which is preferably carried out by the delayed coking process, this produces coal tar pitch cokes or coal tar pitch needle cokes which have no irreversible expansion or a strongly reduced irreversible expansion upon heating in the temperature range of 1400.degree. to 2000.degree. C.Type: GrantFiled: March 6, 1990Date of Patent: April 14, 1992Assignee: Sigri GmbHInventor: Hubert Jager
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Patent number: 5098480Abstract: Disclosed is a method of producing an industrial asphalt from a bituminous material. One preferred embodiment comprises mixing together without air-blowing:a. a feed material comprising a bituminous material having a viscosity of at least 50 centistokes at 350.degree. F. and wherein said feed material forms a single phase when mixed with 5 percent of 85 percent phosphoric acid; andb. from about 0.1 to 20.0 percent by weight of phosphoric acid, said mixing being done at a temperature in the range of 351.degree. to 600.degree. F., whereby the softening point of the feed is substantially increased and the penetration is significantly decreased.A second preferred embodiment comprises heating at an elevated temperature a mixture comprising:1. from about 0.1 to 20.0 percent by weight green phosphoric acid, and2. a bituminous material to make up 100 percent by weight, said bituminous material comprising asphalt.Type: GrantFiled: May 23, 1990Date of Patent: March 24, 1992Assignee: Chevron Research and Technology CompanyInventors: Edgar L. McGinnis, Judson E. Goodrich
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Patent number: 5059300Abstract: Disclosed is a method for modifying the physical properties of a bituminous material which comprises heating at an elevated temperature a mixture comprising:(a) 0.1 to 20.0 percent by weight phosphoric acid;(b) 1 to 15 percent by weight solvent deasphalted bottoms; and(c) a bituminous material to make up 100 percent by weight, said bituminous material comprising vacuum distilled asphalt.Type: GrantFiled: September 19, 1988Date of Patent: October 22, 1991Assignee: Chevron Research and Technology CompanyInventor: Edgar L. McGinnis
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Patent number: 5057297Abstract: A method for producing graphite structures which are of light weight and excel in elasticity from a carbonaceous material comprises in succession the steps of: (a) treating said carbonaceous material with nitric acid or a nitric-sulfuric acid mixture, (b) bringing the acid-treating carbonaceous material into contact with a basic aqueous solution to make it soluble, (c) adding an acidic aqueous solution to the obtained soluble matter to regulate the pH of said soluble matter to 3 or less, thereby precipitating a carbonaceous component therefrom, and (d) graphitizing the thus precipitated carbonaceous component at 2,400.degree. C. or higher temperature.Type: GrantFiled: October 27, 1989Date of Patent: October 15, 1991Assignee: Koa Oil Company, LimitedInventors: Masaki Fujii, Masanori Minohata
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Patent number: 5032250Abstract: Isotropic pitch containing mesogens is combined with a solvent and subjected to dense phase or supercritical conditions and the mesogens are phase separated. In one aspect the isotropic pitch containing mesogens is fluxed with a solvent to solubilize the mesogens, the flux mixture is filtered to remove nonsolubles and the mesogens are phase separated by use of the same solvent under dense phase or supercritical conditions of temperature and pressure. The phase separation conditions are such that the mesogens are recovered as mesophase.Type: GrantFiled: December 22, 1988Date of Patent: July 16, 1991Assignee: Conoco Inc.Inventors: Hugh E. Romine, James R. McConaghy, Jr.
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Patent number: 4999099Abstract: An improved process for producing an anisotropic pitch product suitable for carbon fiber manufacture. A carbonaceous feedstock is heated at elevated temperature while passing a reactive sparging gas through the feedstock. The sparging gas is an oxidative gas such as a gaseous mixture containing a major proportion of inert gas and from about 0.1 to 2% by volume of oxygen. The process produces an anisotropic pitch having from 50 to 100% by volume mesophase which is suitable for producing good quality carbon fibers.Type: GrantFiled: January 30, 1986Date of Patent: March 12, 1991Assignee: Conoco Inc.Inventors: Ta-Wei Fu, Manfred Katz
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Patent number: 4997542Abstract: An impregnation pitch having a Kraemer-Sarnow softening point ranging from about 60.degree. C. to 80.degree. C., a content of quinoline-insoluble substances less than or equal to 7% by weight, and a filterability index greater than or equal to 4.5. A process for the manufacture thereof, wherein a tar or a pitch having a Kraemer-Sarnow softening point not exceeding 60.degree. C. and a content of quinoline-insoluble substances below or equal to 7% by weight is subjected to a thermal treatment capable of removing constituents with a molecular mass of below 1,200.Type: GrantFiled: March 18, 1988Date of Patent: March 5, 1991Assignee: NorsolorInventors: Pierre Couderc, Serge Buche, Jean-Louis Saint Romain
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Patent number: 4996037Abstract: There are provided improved processes for the manufacture of enriched pitches, carbon fiber precursors, carbon fibers, and graphite fibers. The improvement comprises employing an elevated wiped-film evaporator in a wiped-film evaporator system comprising the wiped-film evaporator and a means for recovering enriched pitch, such as a positive displacement pump, to form an enriched pitch from catalytic pitch and regulating the operating conditions of the wiped-film evaporator system to provide the desired enriched pitch. The wiped-film evaporator is located a specific distance above the means for recovering enriched pitch. The vertical distance between the outlet of the wiped-film evaporator and the inlet of the means for recovering enriched pitch is within the range of about 10 feet to about 40 feet, preferably about 20 feet to about 40 feet.Type: GrantFiled: March 12, 1986Date of Patent: February 26, 1991Inventors: Donald C. Berkebile, Donald M. Lee, Larry D. Veneziano, Joseph J. Lauer, Roy E. Booth, William P. Hettinger
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Patent number: 4986895Abstract: Pitch substantially free from primary and secondary QI components and solids comprising secondary QI components are prepared by centrifuging coal tar or coal tar pitch at a high temperature, heat-treating the separated supernatant liquid and centrifuging again the liquid at a high temperature.Type: GrantFiled: September 5, 1989Date of Patent: January 22, 1991Assignee: Osaka Gas Company LimitedInventors: Makihiko Mori, Katsumi Fujita, Yoshiteru Nakagawa, Yasunori Goda, Toyohiro Maeda
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Patent number: 4986893Abstract: Disclosed herein is a process for producing a substantially quinoline-soluble and optically anisotropic pitch for carbon materials, which process comprises the steps of (1) polymerizing naphthalene by heating at a temperature of not higher than 330.degree. C. for 0.5 to 100 hours in the presence of Lewis acid catalyst, (2) removing said catalyst from the reaction mixture, (3) subjecting said reaction mixture to thermal treatment at a temperature of 390.degree. to 450.degree. C. for 1 to 5 hours under a pressure of not less than an atmospheric pressure so as to produce neither a quinoline-insoluble pitch nor optically anisotropic pitch, thereby carrying out aromatization of the polymerizate of naphthalene, and (4) heating the thus treated material at a temperature of 350.degree. to 380.degree. C. for 3 to 10 hours under a reduced pressure while flowing an inert gas, thereby removing the volatile components for said material, and the pitch produced by the process.Type: GrantFiled: January 4, 1990Date of Patent: January 22, 1991Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Ikuo Seo, Saburou Takahashi, Tooru Ohono
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Patent number: 4976845Abstract: A process for increasing the content of mesophase in a pitch includes using a high molecular aromatic fraction based on a material selected from the group consisting of coal tar, crude oil and their mixture in molten form, thermally treating the fraction in form of a thin, continously moving film, and removing volatile components by degassing during the thermal treatment. The process distinguishes in using a high molecular aromatic fraction which may contain mesophase, shaping the fraction continuously mechanically to a thin film with a layer of thickness of between substantially 0.Type: GrantFiled: September 1, 1989Date of Patent: December 11, 1990Inventors: Peter Oerlemans, Rolf Marrett, Armin Eckert, Klaus Altfeld
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Patent number: 4959139Abstract: Binder pitch is prepared by combining a petroleum aromatic mineral oil thermal tar and super finely subdivided calcined premium coke particles. The petroleum aromatic mineral oil thermal tar is obtained by hydrotreating, thermally cracking and vacuum distilling an aromatic mineral oil. Additionally, the aromatic mineral oil thermal tar may be subjected to heat soaking.Type: GrantFiled: January 9, 1989Date of Patent: September 25, 1990Assignee: Conoco Inc.Inventors: Dave L. Blakeburn, II, Ta-Wei Fu, Keith M. Roussel
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Patent number: 4943365Abstract: Contrary to known alkylation of pitches, it is disclosed that pitches are modified with particular aromatically substituted and activated C.sub.1 to C.sub.4 alkyl groups. The resulting modified pitches are easily polycondensed and give high coking residues and good mesophase formation. This is achieved on the one hand by dispensing with catalysts, which can be only incompletely removed from the pitch and, on the other hand, by employing reactive short chain alkyl aromatic compounds.Type: GrantFiled: March 9, 1987Date of Patent: July 24, 1990Assignee: Rutgerswerke AGInventors: Winfried Boenigk, Maximilian Zander, Jurgen Stadelhofer
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Patent number: 4931163Abstract: A carbon fluoride comprising carbon atoms and fluorine atoms and having a structure in which layers containing fluorinated condensed cyclohexane rings are stacked to form a packing structure, the atomic ratio of fluorine to carbon atoms being 0.5 to 1.8, the carbon fluoride exhibiting a powder X-ray diffraction pattern in which there are peaks respectively at about 13.degree. (2.theta.) and at about 40.degree. (2.theta.) and no peak on the low side of diffraction angle relative to 13.degree. (2.theta.) and exhibiting a spectrum of electron spectroscopy for chemical analysis in which there are peaks respectively due to a monofluorocarbon group and due to a difluorocarbon group, the intensity ratio of the peak due to the difluorocarbon group to the peak due to the monofluorocarbon group being 0.15 to 1.5. The carbon fluoride has a unique property that it is capable of forming a film by vacuum deposition. The carbon fluoride may be produced by the direct fluorination of a pitch or meso-carbon microbeads.Type: GrantFiled: May 25, 1988Date of Patent: June 5, 1990Assignee: Osaka Gas Co, Ltd.Inventors: Nobuatsu Watanabe, Hidekazu Tohara, Yuji Matsumura, Hiroyuki Fujimoto
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Patent number: 4929404Abstract: A graphitic or carbonaceous molding comprising graphite powder and a mesophase-containing pitch is obtained by suspending graphite powder in a tar, heating the suspension while blowing an inert gas therein to form the mesophase-containing pitch on the graphite particles to obtain carbonaceous precursors and molding/carbonizing or graphitizing the carbonaceous precursors.Type: GrantFiled: May 17, 1988Date of Patent: May 29, 1990Assignee: Mitsubishi Petrochemical Company LimitedInventors: Kunimasa Takahashi, Takashi Kameda, Haruo Shibatani
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Patent number: 4925547Abstract: A process for co-production of a pitch for the manufacture of HP carbon fibers and a pitch for the manufacture of GP carbon fibers is proposed. The pitch for the manufacture of GP carbon fibers is prepared from the spent fraction not used in the production of an optically anisotropic pitch suitable for the manufacture of HP carbon fibers. The spent fraction has hitherto been discarded as a valueless material. According to the present process, a pitch for the manufacture of so-called ultra HP carbon fibers with tensile strength of over 400 Kg/mm.sup.2 and modulus of elasticity of over 60 ton/mm.sup.2 and a pitch for the manufacture of GP carbon fibers can be produced simultaneously. Both pitches have very excellent spinnability and when they are spun, they cause no fiber cut-off even at a high spinning rate of, for example, 500 m/min or 700 m/min.Type: GrantFiled: August 21, 1989Date of Patent: May 15, 1990Assignee: Maruzen Petrochemical Co., Ltd.Inventors: Masatoshi Tsuchitani, Sakae Naito, Hiroshi Morijiri, Kiyotaka Suzuki
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Patent number: 4921539Abstract: The invention concerns a modified pitch composition specially adapted to bind coal particles with the purpose of transforming it into briquettes; the pitch is modified by reaction with an unsaturated dicarboxylic acid or anhydride thereof, and at least on crosslinking agents selected from hydroxide of a Group I metal, and certain polyamines, polyalcohols and alcoholamines.Type: GrantFiled: October 12, 1988Date of Patent: May 1, 1990Assignee: Shell Oil CompanyInventors: Jean-Pierre Harlin, Jean-Pierre Giorgetti, Bernard Ruquier, Robert Herment
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Patent number: 4909923Abstract: A method for the hydrogenation of coal tar pitch which comprises subjecting said coal tar pitch containing toluene insolubles to slight hydrogenation in the presence of a hydrogenation catalyst having carried on a refractory inorganic oxide carrier at least one member selected from the class consisting of elemental metals, belonging to Groups VI B and VIII in the Periodic Table and oxides and sulfides thereof, under the conditions of 280.degree. to 400.degree. C. of reaction temperature, 20 to 200 kg/cm.sup.2. G of hydrogen pressure, 0.1 to 10 hr.sup.-1 of LHSV, and 500 to 2,000 Nl/liter of hydrogen to liquid ratio, and a catalyst therefor. The "slight" hydrogenation is hydrogenation to a degree such that the difference of hydrogen to carbon atomic ratio between the untreated coal tar pitch and the hydrogenated coal tar pitch falls in the range of 0.03 to 0.5.Type: GrantFiled: January 15, 1987Date of Patent: March 20, 1990Assignees: Nippon Steel Chemical Co., Ltd., Chiyoda Chemical Engineering & Construction Co., Ltd.Inventors: Hiroshi Okazaki, Tadashi Komoto, Munekazu Nakamura, Osamu Togari, Noriyuki Yoneda, Haruhiko Yoshida, Hideki Hashimoto
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Patent number: 4908064Abstract: Asphalt used for road paving containing catalytic cracking catalyst particles which have been burned to remove hydrocarbons deposited thereon during a petroleum catalytic cracking process. The catalyst particles may be present in the asphalt in amounts of from 0.1% to 5.0% by weight of the asphalt, but more preferably from 0.2% to 2.0% by weight of the asphalt. The particles, which are comprised of crystalline and amorphous silica and alumina and silica-alumina combinations, function to prevent oxidative condensation of the asphalt, thus preventing hardening of the asphalt.Type: GrantFiled: July 27, 1988Date of Patent: March 13, 1990Assignee: Marathon Oil CompanyInventor: Mark A. Plummer
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Patent number: 4908200Abstract: A method for producing graphite structures which are of light weight and excel in elasticity from a carbonaceous material comprises in succession the steps of: (a) treating said carbonaceous material with nitric acid or a nitric-sulfuric acid mixture, (b) bringing the acid-treated carbonaceous material into contact with a basic aqueous solution to make it soluble, (c) adding an acidic aqueous solution to the obtained soluble matter to regulate the pH of said soluble matter to 3 or less, thereby precipitating a carbonaceous component therefrom, and (d) graphitizing the thus precipitated carbonaceous component at 2,400.degree. C. or higher temperature.Type: GrantFiled: July 1, 1988Date of Patent: March 13, 1990Assignee: Kao Oil Company, LimitedInventors: Masaki Fujii, Masanori Minohata
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Patent number: 4904371Abstract: An improved process for producing an anisotropic pitch product suitable for carbon fiber manufacture. A carbonaceous feedstock substantially free of mesophase pitch is heated for a period of time at an elevated temperature while passing an oxidatively reactive sparging gas such as a mixture of oxygen and nitrogen through the feedstock. The oxidatively treated feedstock is then subjected to a heat soak, for a longer period of time in the absence of a sparging gas. Thereafter the heat soaked feedstock is heated at an elevated temperature in the presence of a non-oxidative sparging gas for a time period equal to or less than the heat soak to produce an anisotropic pitch having from 50 to 100% by volume mesophase which is suitable for producing good quality carbon fibers.Type: GrantFiled: October 13, 1988Date of Patent: February 27, 1990Assignee: Conoco Inc.Inventor: Walter M. Kalback
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Patent number: 4895600Abstract: Asphalt compositions are improved by incorporating therein the reaction produce of (a) a phosphorus-containing compound, (b) an amine or polyamine and (c) a carbonyl-containing compound as an anti-stripping agent. These asphalt compositions are useful as a pavement material by blending with an aggregate.Type: GrantFiled: July 28, 1988Date of Patent: January 23, 1990Assignee: The Dow Chemical CompanyInventors: Dane Chang, Druce K. Crump
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Patent number: 4892641Abstract: An improved process for producing an anisotropic pitch product suitable for carbon fiber manufacture. A carbonaceous feedstock substantially free of mesophase pitch is heated at elevated temperature while passing an oxidatively reactive sparging gas such as air through the feedstock. The oxidatively treated feedstock, which remains substantially free of mesophase pitch, is then heated at a higher temperature in the presence of a non-oxidative sparging gas to produce an anisotropic pitch having from 50 to 100% by volume mesophase which is suitable for producing good quality carbon fibers.Type: GrantFiled: February 8, 1989Date of Patent: January 9, 1990Assignee: Conoco Inc.Inventors: Ta-Wei Fu, Manfred Katz
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Patent number: 4892642Abstract: An improved process for producing an anisotropic pitch product suitable for carbon fiber manufacture. A carbonaceous feedstock substantially free of mesophase pitch is heated at elevated temperature while passing an oxidatively reactive sparging gas such as air through the feedstock. The oxidatively treated feedstock, which contains isotropic pitch, is solvent fractionated to recover a solid pitch which on fusion becomes an anisotropic pitch product having from 50 to 100 percent by volume mesophase. In one aspect of the invention the carbonaceous feedstock is oxidatively treated in a melt phase at a lower temperature and the resulting isotropic pitch is then heated at a higher temperature in a melt phase in the presence or absence of a non-oxidative sparging gas prior to solvent fractionation.Type: GrantFiled: January 17, 1989Date of Patent: January 9, 1990Assignee: Conoco Inc.Inventors: Hugh E. Romine, Ta-Wei Fu
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Patent number: 4891126Abstract: Pitch that is obtained from a condensed polycyclic aromatic hydrocarbon and the content of an optically anisotropic phase in which is substantially 100% is disclosed. This mesophase pitch has a H/C atomic ratio of 0.5-1.0, contains naphthenic carbon in an amount of at least 7% of the total carbon, and has a softening point of 180.degree.-400.degree. C. Fibers melt-spun from this mesophase pitch can be converted to carbon or graphite fibers having high strength and modulus of elasticity by a heat treatment which consists of heating to a temperature of 250.degree.-300.degree. C. in an air atmosphere, then heating to 1,000.degree. C. or higher in an inert gas atmosphere. Such mesophase pitch is produced by polymerizing a condensed polycyclic aromatic hydrocarbon for 5-300 minutes at a temperature of 180.degree.-400.degree. C. and at a pressure of 5-100 atmospheres in the presence of 0.1-20 moles of HF and 0.05-1 mole of BF.sub.3 per mole of the condensed polycyclic aromatic hydrocarbon.Type: GrantFiled: November 22, 1988Date of Patent: January 2, 1990Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Isao Mochida, Yukio Sakai, Hiroyuki Otsuka