Plural Compounds Of Different Weight Become Midweight Compound, I.e., Averaging Patents (Class 585/474)
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Patent number: 4665255Abstract: Feedstock comprising aromatic compounds is converted to product comprising aromatic compounds which differs from the feedstock over a catalyst which comprises a particular crystalline material which has been treated to increase the total amount of lattice metal in its framework. Examples of the conversion include alkylation, disproportionation, isomerization and transalkylation.Type: GrantFiled: January 8, 1986Date of Patent: May 12, 1987Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Joseph N. Miale
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Patent number: 4629817Abstract: There is provided a process for transferring cycloalkyl groups from donor to acceptor aromatic molecules. The process involves the use of a Bronsted acid catalyst such as trifluoromethanesulfonic acid.Type: GrantFiled: May 6, 1985Date of Patent: December 16, 1986Assignee: Mobil Oil CorporationInventor: Malvina Farcasiu
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Patent number: 4626609Abstract: A process is provided for converting feedstock comprising aromatic compounds over a catalyst composition prepared by compositing a high silica zeolite with binder followed by treating the composite under conditions effective to enhance the activity of the composition.Type: GrantFiled: October 25, 1985Date of Patent: December 2, 1986Assignee: Mobil Oil CorporationInventor: David S. Shihabi
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Patent number: 4613723Abstract: The present invention relates to supported superacidic catalysts comprising C.sub.4 -C.sub.18, preferentially C.sub.6 to C.sub.12, perfluorinated alkanesulfonic acid absorbed on suitable supports, such as fluoridated alumina, alumina silica and other chalcides having bonded thereto subsequently a Lewis acid compound selected from the higher valency fluorides of the elements of Groups IIA, IIIA, IVB, VA or VIB of the Periodic Table. The invention includes a process for catalytic transformation of hydrocarbons.Type: GrantFiled: January 3, 1984Date of Patent: September 23, 1986Assignee: PCUK-Produits Chimiques Ugine KuhlmannInventor: George A. Olah
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Patent number: 4599470Abstract: Alkyl aromatic hydrocarbons wherein the alkyl group is a C.sub.1 to C.sub.10 alkyl group are transalkylated or dealkylated in the presence as catalyst of either a cation-exchangeable layered clay or a cation-exchangeable stabilized pillared layered clay.Type: GrantFiled: November 15, 1983Date of Patent: July 8, 1986Assignee: The British Petroleum Company P.L.C.Inventors: Reginald Gregory, David J. Westlake
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Patent number: 4554394Abstract: A method is provided for treating modified ZSM-5 type zeolite catalysts with a vapor phase organophosphorus reagent such as trimethylphosphite or dimethylmethylphosphonate in order to improve the para-selective properties of such catalysts for the conversion of aromatic materials. The modified zeolites so treated are those which contain a minor proportion of a difficultly reducible oxide such as magnesium oxide, calcium oxide and/or phosphorus oxide. Such catalyst compositions can be used in alkylation, transalkylation or disproportionation processes to provide alkylated aromatic product mixtures having exceptionally high concentrations of the para-dialkylbenzene isomer.Type: GrantFiled: November 7, 1984Date of Patent: November 19, 1985Assignee: Mobil Oil CorporationInventors: Nancy P. Forbus, Warren W. Kaeding
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Patent number: 4547474Abstract: The present invention relates to supported superacidic catalysts comprising C.sub.4 -C.sub.18, preferentially C.sub.6 to C.sub.12, perfluorinated alkanesulfonic acid absorbed on suitable supports, such as fluorinated alumina, alumina silica and other chalcides having bonded thereto subsequently a Lewis acid compound selected from the higher valency fluorides of the elements of Groups IIA, IIIA, IVB, VA or VIB of the Periodic Table. The invention includes a process for catalytic transformation of hydrocarbons.Type: GrantFiled: January 3, 1984Date of Patent: October 15, 1985Assignee: AtochemInventor: George A. Olah
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Patent number: 4463209Abstract: Improved aromatic conversion processes are provided by novel regeneration techniques. Aromatic processes that would benefit from this invention include those processes using catalysts comprising zeolites having a silica to alumina mole ratio of at least about 12 and a constraint index within the approximate range of 1 to 12 and which require regeneration to burn off coke from said catalysts. The improvement of the instant invention resides in conducting said regeneration in the presence of steam under controlled conditions to enhance the activity of the catalysts.Type: GrantFiled: September 19, 1983Date of Patent: July 31, 1984Assignee: Mobil Oil CorporationInventors: Christine H. Kursewicz, John P. McWilliams
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Patent number: 4454364Abstract: Methods are provided for effecting the acid catalyzed transfer of alkyl substituents from a first benzenoid specie to a second benzenoid specie at an improved rate. According to a preferred embodiment, the first and second benzenoid species are blended together with an effective amount of acid catalyst. An amount effective to improve the rate of transalkylation of at least one polynuclear aromatic hydrocarbon is then added to the blend which is maintained at a temperature above room temperature for a period of time sufficient to allow a substantial degree of transalkylation to occur.According to another preferred embodiment, a mixture of benzenoid species such as is found in a fuel or a chemical feedstock is improved through the acid catalyzed transalkylization reaction enhanced by the addition of a polynuclear aromatic hydrocarbon.Type: GrantFiled: September 30, 1982Date of Patent: June 12, 1984Assignee: Mobil Oil CorporationInventors: Malvina Farcasiu, Thomas R. Forbus
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Patent number: 4418235Abstract: A method is provided for increasing the catalytic activity of acid zeolite catalysts characterized by a silica to alumina mole ratio of at least 12 and a constraint index within the approximate range of 1 to 12, comprising contacting said zeolite catalysts with water for a sufficient treating time, temperature and water partial pressure to bring about said increased activity. The increase in catalytic activity is within a zone of enhanced activity, said zone is defined as encompassing all those conditions of treating time, temperature and water partial pressure and combinations thereof which yield catalytic activities greater than initial catalyst activity. The zeolite of enhanced activity of the method of the present invention can be utilized in improved acid catalyzed hydrocarbon conversion processes such as cracking, hydrocracking, alkylation, dealkylation, transalkylation, isomerization, dimerization, oligomerization, polymerization, addition, disproportionation, aromatization and hydration.Type: GrantFiled: December 30, 1981Date of Patent: November 29, 1983Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Rudolph M. Lago
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Patent number: 4384155Abstract: A zeolite catalyst composition suitable for para-selective conversion of substituted aromatic compounds, i.e., conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkyl-benzene isomer. Such a composition comprises a zeolite catalyst component having a silica to alumina mole ratio of at least 12 and a constraint index of about 1 to 12, and a minor amount, e.g, at least 0.25 weight percent of the element cadmium and optionally the element phosphorus, said elements being present in the form of their oxides.Type: GrantFiled: November 4, 1981Date of Patent: May 17, 1983Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4380685Abstract: A zeolite catalyst composition suitable for para-selective conversion of substituted aromatic compounds, e.g. conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. Such a composition comprises a zeolite catalyst component having a silica to alumina mole ratio of at least 12 and a constraint index of about 1 to 12, and a minor amount, e.g., at least 0.25 weight percent of the elements iron and/or cobalt and optionally the element phosphorus, said elements being present in the form of their oxides.Type: GrantFiled: November 4, 1981Date of Patent: April 19, 1983Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4375574Abstract: Benzene and dialkylbenzene are transalkylated to alkylbenzene by contact at temperatures of 175.degree. C. to 450.degree. C. with a novel siliceous composition prepared by impregnating porous silica with aluminum hydride and subsequently heating the impregnated silica to a temperature of from about 300.degree. C. to about 900.degree. C. in a non-oxidizing environment.Type: GrantFiled: March 5, 1982Date of Patent: March 1, 1983Assignee: Shell Oil CompanyInventor: Lynn H. Slaugh
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Patent number: 4374294Abstract: A zeolite catalyst composition suitable for para-selective conversion of substituted aromatic compounds, e.g., conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. Such a composition comprises a zeolite catalyst component having a silica to alumina mole ratio of at least 12 and a constraint index of about 1 to 12, and a minor amount, e.g., at least 0.5 weight percent of a Group IIIA element, e.g., scandium, yttrium or Rare Earth elements, and optionally phosphorus, said elements being present in the form of their oxides.Type: GrantFiled: September 17, 1981Date of Patent: February 15, 1983Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4347398Abstract: Charge hydrocarbon stream containing diisopropyl toluene isomers is catalytically treated to recover product stream containing increased proportions of 1-methyl-3,5-diisopropyl benzene.Type: GrantFiled: July 13, 1980Date of Patent: August 31, 1982Assignee: Texaco Inc.Inventors: John M. Crone, Jr., Robert M. Suggitt
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Patent number: 4341914Abstract: A transalkylation process useful in producing C.sub.8 alkyl-aromatic hydrocarbons from C.sub.9 alkylaromatic hydrocarbons or a mixture of C.sub.7 and C.sub.9 alkylaromatic hydrocarbons. The effluent of a transalkylation zone is passed into a fractionation zone and is therein preferably separated into a light recycle stream comprising benzene and toluene and a heavy recycle stream comprising C.sub.9 and C.sub.10 alkylaromatic hydrocarbons, with both recycle streams being returned into the transalkylation zone. The recycling of C.sub.10 hydrocarbons to the transalkylation zone increases the yield of C.sub.8 alkylaromatic hydrocarbons from the transalkylation process. The transalkylation step is preferably integrated with a paraxylene separation zone and a xylene isomerization zone operated as a continuous loop receiving mixed xylenes from the transalkylation zone feed and effluent fractionation zones.Type: GrantFiled: December 22, 1980Date of Patent: July 27, 1982Assignee: UOP Inc.Inventor: Charles V. Berger
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Patent number: 4329533Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with metal compounds of elements from Group IA of the Periodic Chart, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: May 5, 1980Date of Patent: May 11, 1982Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4319067Abstract: The catalyst activity in the Friedel-Crafts alkylation of aromatic compounds or the transalkylation of monoalkyl or polyalkyl aromatic compounds is increased by the addition of gaseous hydrogen halide directly to the catalyzed alkylation or transalkylation reaction mixture.Type: GrantFiled: July 31, 1980Date of Patent: March 9, 1982Assignee: Union Carbide CorporationInventor: Russell L. Kreeger
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Patent number: 4317712Abstract: Heavy petroleum oils, such as vacuum resids, and heavy fractions of tar sands and shale oil, are partially converted to more volatile hydrocarbons by mixing with light aromatic hydrocarbons and treatment of the mixture with a Friedel-Crafts catalyst such as aluminum chloride. It is believed that the conversion found is essentially a transalkylation, i.e. the resid undergoes dealkylation with concurrent alkylation of the light aromatic hydrocarbon.Type: GrantFiled: April 14, 1981Date of Patent: March 2, 1982Assignee: Mobil Oil CorporationInventor: Malvina Farcasiu
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Patent number: 4314091Abstract: Charge hydrocarbon stream containing diisopropyl toluene isomers is catalytically treated to recover product stream containing increased proportions of 1-methyl-3,5-diisopropyl benzene.Type: GrantFiled: March 31, 1980Date of Patent: February 2, 1982Assignee: Texaco Inc.Inventors: John M. Crone, Jr., Robert M. Suggitt
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Patent number: 4302621Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of Group V A of the Periodic Chart (V, Nb and Ta), and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: October 29, 1980Date of Patent: November 24, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun C. Chu
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Patent number: 4302620Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of Group IV A (Ti, Zr, Hf), and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: October 29, 1980Date of Patent: November 24, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4302622Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of scandium, yttrium and/or samarium, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: December 2, 1980Date of Patent: November 24, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4278827Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of germanium, tin and/or lead, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: April 7, 1980Date of Patent: July 14, 1981Assignee: Mobil Oil CorporationInventors: Chin-Chiun Chu, Warren W. Kaeding
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Patent number: 4276438Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of copper, silver and/or gold, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: May 27, 1980Date of Patent: June 30, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4276437Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of gallium, indium and/or thallium, and optionally phosphorus, to deposit thereon a minor proportion of such elements on the zeolite.Type: GrantFiled: May 23, 1980Date of Patent: June 30, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4275256Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of manganese and/or rhenium, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: February 25, 1980Date of Patent: June 23, 1981Assignee: Mobil Oil CorporationInventors: Chin-Chiun Chu, Warren W. Kaeding
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Patent number: 4260843Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of beryllium, and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: February 25, 1980Date of Patent: April 7, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4259537Abstract: A process for the conversion of aromatic compounds to dialkylbenzene compounds rich in the 1,4-dialkylbenzene isomer. The reaction is carried out in the presence of a particular type of zeolite catalyst having a silica to alumina mole ratio of at least 12 and a constraint index of about 1-12, said catalyst having been modified by treatment with compounds of the Group VIA metals (Cr, Mo, W), and optionally phosphorus, to deposit a minor proportion of such elements on the zeolite.Type: GrantFiled: March 17, 1980Date of Patent: March 31, 1981Assignee: Mobil Oil CorporationInventor: Chin-Chiun Chu
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Patent number: 4237329Abstract: This invention relates to a process for the production of alkylbenzenes, which comprises reacting benzene with at least one aromatic hydrocarbon substituted by alkyl groups and containing 9 or more carbon atoms, in the presence of an acid leached hydrogen form mordenite catalyst having a silica (SiO.sub.2)/alumina (Al.sub.2 O.sub.3) molar ratio of 15 to 21 and a sodium content of 0.05 weight % or less as Na.sub.2 O.Type: GrantFiled: April 13, 1979Date of Patent: December 2, 1980Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Setsuo Kamiyama, Yukio Nagashima, Hiroshi Furukawa, Katsumi Kaneko
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Patent number: 4211886Abstract: Benzene, toluene and xylene are produced in high yield from aromatic naphtha by a processing technique which combines (1) high temperature isomerization of eight carbon atom aromatics over a catalyst having relatively low activity and constrained access to the internal pore surface and (2) processing of heavy single ring aromatics of nine or more carbon atoms together with toluene under dealkylation/transalkylation conditions. The effluents of the two reactions are blended for processing through separation and recovery equipment. The unique chemistry of the isomerization stage results in splitting off alkyl side chains of two or more carbon atoms while retaining methyl groups attached to aromatic rings. Because of these reaction characteristics, full range reformate is advantageously added to the isomerizer charge for conversion to methyl benzene and redistribution of methyl groups to the thermodynamic equilibrium values.Type: GrantFiled: September 25, 1978Date of Patent: July 8, 1980Assignee: Mobil Oil CorporationInventors: Samuel A. Tabak, Roger A. Morrison
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Patent number: 4210770Abstract: Process for manufacturing a catalyst for hydrocarbon conversion consisting of a mordenite containing less than 0.5% by weight of sodium, having a molar ratio SiO.sub.2 /Al.sub.2 O.sub.3 from 10 to 100 and further containing at least one metal selected from cobalt, nickel, silver and palladium, wherein said metal in incorporated to a mordenite of the sodic form having a molar ratio SiO.sub.2 /Al.sub.2 O.sub.3 close to 10, the major portion of the sodium is eliminated, the resulting catalyst mass is dried from about 50.degree. to 150.degree. C., and then subjected to a first so-called dry calcination between 300.degree. and 700.degree. C., in the presence of a dry, inert or oxidizing gas containing less than 1% by volume of steam, and to a second so-called wet calcination between 250.degree. and 700.degree. C., in the presence of either steam or an inert or oxidizing gas containing at least 3% of steam.Type: GrantFiled: February 23, 1979Date of Patent: July 1, 1980Assignee: Institut Francais du PetroleInventor: Christian Marcilly
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Patent number: 4169111Abstract: Benzene is alkylated with ethylene in the presence of a crystalline zeolite catalyst to produce ethylbenzene and polyethylbenzenes. At least a portion of the diethylbenzene fraction is recycled to the alkylation zone while the remainder thereof plus the higher polyethylbenzenes are subjected to transalkylation with benzene in a separate transalkylation zone to produce additional ethylbenzene.Type: GrantFiled: February 2, 1978Date of Patent: September 25, 1979Assignee: Union Oil Company of CaliforniaInventor: Carlyle G. Wight
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Patent number: 4162214Abstract: A method of preparing benzene and xylenes from catalysates of reforming of gasoline fractions comprising a mixture of aromatic C.sub.6 -C.sub.10 hydrocarbons and non-aromatic hydrocarbons which involves separation of a low-boiling fraction boiling out at a temperature of 90.degree.-108.degree. C. from a reforming catalysate by rectification. The remaining high-boiling fraction is processed in the presence of a hydrogen-containing gas at a temperature within the range of from 450.degree. to 600.degree. C. under a pressure of from 10 to 60 atm on a catalyst. The catalyst consists of 1 to 85% by weight of H-mordenite, 0.1 to 10% by weight of a hydrogenating component as which use might be made of oxides of metals of Group VI of the periodic system, sulphides of these metals, metals of Group VIII of the periodic system, sulphides thereof; the balance being a binder.Type: GrantFiled: October 4, 1977Date of Patent: July 24, 1979Inventors: Gdal N. Maslyansky, Georgy L. Rabinovich, Leonid M. Treiger, Boris K. Gokhman, Viktor D. Seleznev