Plural Chalcogens Double Bonded Directly To Ring Sulfur Of The Hetero Ring Patents (Class 549/87)
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Patent number: 9566548Abstract: In an example, a method of butadiene sequestration includes receiving an input stream that includes butadiene. The method includes directing the input stream to a first sulfur dioxide charged zeolite bed for butadiene sequestration via a first chemical reaction of butadiene and sulfur dioxide to form sulfolene.Type: GrantFiled: June 24, 2015Date of Patent: February 14, 2017Assignee: INTERNATIONAL BUSINESS MACHINES CORPORATIONInventors: Dylan J. Boday, Joseph Kuczynski, Timothy C. Mauldin
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Patent number: 8557500Abstract: The present invention provides a salt represented by the formula (I): wherein Q1 and Q2 independently each represent a fluorine atom or a C1-C6 perfluoroalkyl group, L1 represents a C1-C17 divalent saturated hydrocarbon group in which one or more —CH2— can be replaced by —O— or —CO—, L2 represents a single bond or a C1-C6 alkanediyl group in which one or more —CH2— can be replaced by —O— or —CO—, Y represents a C3-C18 alicyclic hydrocarbon group which can have one or more substituents, and one or more —CH2— in the alicyclic hydrocarbon group can be replaced by —O—, —CO— or —SO2—, and Z+ represents an organic counter ion.Type: GrantFiled: February 28, 2012Date of Patent: October 15, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Koji Ichikawa, Hiromu Sakamoto, Takahiro Yasue
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Publication number: 20130225838Abstract: Recovering a polar hydrocarbon (HC) selective solvent substantially free of hydrocarbons (HCs) and other impurities from a lean solvent stream containing the selective solvent, measurable amounts of heavy aromatic HCs, and polymeric materials that are generated in an extractive distillation (ED) or liquid-liquid extraction (LLE) process. At least a portion of the lean solvent stream is contact in a solvent clean-up zone with a slip stream from the HC feed stream of the ED or LLE process or an external stream. The HC feed stream, such as pyrolysis gasoline or reformate, contains significant amounts of benzene and at least 50% polar (aromatic) HCs and serves as a displacement agent to remove the heavy HCs and polymeric material from the lean solvent stream. A magnetic filter can be used to remove the paramagnetic contaminants from the lean solvent.Type: ApplicationFiled: December 6, 2012Publication date: August 29, 2013Applicants: CPC Corporation, Taiwan, AMT International, Inc.Inventors: AMT International, Inc., CPC Corporation, Taiwan
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Patent number: 8513162Abstract: There is provided a halogen-containing organosulfur compound having a controlling effect on arthropod pests represented by the formula (I): wherein m represents 0, 1 or 2; n represents 0, 1 or 2; A represents an optionally substituted 3- to 8-membered saturated heterocyclic group; Q represents a fluorine atom or a C1-C5 haloalkyl group having at least one fluorine atom; R1, R1a and R3 independently represent an optionally halogenated C1-C4 chain hydrocarbon group, etc.; R2, R2a and R4 independently represent an optionally halogenated C1-C4 chain hydrocarbon group, etc.Type: GrantFiled: December 24, 2009Date of Patent: August 20, 2013Assignee: Sumitomo Chemical Company, LimitedInventor: Hiromasa Mitsudera
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Patent number: 8481243Abstract: The present invention provides a resin comprising a structural unit represented by the formula (aa): wherein R1 represents a C1-C6 alkyl group optionally having one or more halogen atoms, a hydrogen atom or a halogen atom, T1 represents a C4-C34 sultone ring group optionally having one or more substituents, Z1 represents a C1-C6 alkanediyl group optionally having one or more substituents, or a group represented by the formula (a-1): -A10X10-A11sX11-A12-??(a-1) wherein X10 and X11 each independently represents —O—, —NH—, —CO—, —CO—O—, —O—CO—, —CO—NH— or —NH—CO—, A10, A11 and A12 each independently represent a C1-C5 divalent aliphatic hydrocarbon group optionally having one or more substituents, and s represents 0 or 1, and Z2 represents a single bond or —CO—.Type: GrantFiled: January 9, 2012Date of Patent: July 9, 2013Assignee: Sumitomo Chemical Company, LimitedInventors: Hyungjoo Kim, Akira Kamabuchi, Koji Ichikawa
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Patent number: 8436193Abstract: An object of the present invention is to provide a method for manufacturing a sulfolene compound, the method being capable of inhibiting generation of polymers. Another object of the present invention is to provide a method for manufacturing a sulfolane compound, the method being capable of controlling inhibition of hydrogenation catalyst activity and smoothly hydrogenating a sulfolene compound. The present invention is a method for manufacturing a sulfolene compound represented by a formula (2), which comprises the step of reacting a conjugated diene compound represented by a formula (1) with sulfur dioxide in the presence of a metallocene compound: in the formula (1), R1 to R6 each independently represents a hydrogen atom or a C1 to C6 alkyl group, in the formula (2), R1 to R6 represent the same groups represented by R1 to R6 in the formula (1).Type: GrantFiled: November 30, 2009Date of Patent: May 7, 2013Assignee: Sumitomo Seika Chemicals Co., Ltd.Inventors: Seiji Bando, Hisaaki Kanda, Yuichi Onoda, Masayoshi Miyada
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Publication number: 20120165551Abstract: A continuous online process for rejuvenating whole stream of contaminated lean sulfolane in an extraction system is provided. A rejuvenator is installed in the solvent circulation loop to remove the contaminants continuously to keep the solvent clean, effective and less corrosive. The rejuvenator includes a high pressure vessel with a removable cover and a round rack with vertical stainless steel tubes fitted in the high pressure vessel. A magnetic bar is placed in each stainless steel tube. A screen cylinder is installed outside the ring of stainless steel tubes. As the contaminated sulfolane is passed through the rejuvenator, the rejuvenator picks up contaminants. The rejuvenator can be dissembled to remove the contaminants periodically. The rejuvenator is simple in construction, reliable in operation, and low in operation and maintenance costs. With this rejuvenator, the extraction system operates at high efficiency and high capacity without the dreaded corrosion.Type: ApplicationFiled: January 6, 2012Publication date: June 28, 2012Applicant: CPC Corporation, TaiwanInventors: Ping-Wen Yen, Yuh-Sheve Ho, Hung-Tzu Chiu, Chung-Jong Hwu, June-Cheng Chang, Tzong-Bin Lin, Tsung Y. Yan, Cheng-Tsung Hong, Hung-Chung Shen
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Publication number: 20110288307Abstract: An object of the present invention is to provide a method for manufacturing a sulfolene compound, the method being capable of inhibiting generation of polymers. Another object of the present invention is to provide a method for manufacturing a sulfolane compound, the method being capable of controlling inhibition of hydrogenation catalyst activity and smoothly hydrogenating a sulfolene compound. The present invention is a method for manufacturing a sulfolene compound represented by a formula (2), which comprises the step of reacting a conjugated diene compound represented by a formula (1) with sulfur dioxide in the presence of a metallocene compound: in the formula (1), R1 to R6 each independently represents a hydrogen atom or a C1 to C6 alkyl group, in the formula (2), R1 to R6 represent the same groups represented by R1 to R6 in the formula (1).Type: ApplicationFiled: November 30, 2009Publication date: November 24, 2011Applicant: SUMITOMO SEIKA CHEMICALS CO., LTD.Inventors: Seiji Bando, Hisaaki Kanda, Yuichi Onoda, Masayoshi Miyada
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Patent number: 8044220Abstract: Use of a high shear mechanical device incorporated into a process for the production of sulfolene as a reactor device is capable of decreasing mass transfer limitations, thereby enhancing the sulfolene production process. A system for the production of sulfolene from butadiene and sulfur dioxide, the system comprising a reactor and an external high shear mixer the outlet of which is fluidly connected to the inlet of the reactor; the high shear mixer capable of providing a dispersion of sulfur dioxide gas bubbles within a liquid, the bubbles having an average bubble diameter of less than about 100 ?m.Type: GrantFiled: June 11, 2008Date of Patent: October 25, 2011Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7749936Abstract: A supported amorphous alloy catalyst, which is supported on a macroporous carrier-expanded graphite. The catalyst contains a Ni—B amorphous alloy (5 to 50% by weight) and a transition inductive metal (0.1 to 10% by weight). The diameter of expanded graphite carrier particles is 80-800 ?m. Its BET specific surface area is 10-100 m2/g. The catalyst is prepared by metal inductive electroless powder plating method which is easy to apply to industrial production. Ni—B clusters of prepared catalyst are well dispersed on the support. The catalyst shows high catalytic activity and good mechanical property, and is safe to use with low manufacturing costs.Type: GrantFiled: October 17, 2006Date of Patent: July 6, 2010Inventors: Li Wei, Bian Junmin, Zhang Minghui, Han Chong, Tao Keyi
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Publication number: 20090054655Abstract: The present invention provides a method for producing an organic oxide, wherein a substrate is oxidized using hypohalous acid, hypohalous acid salt, chlorine, bromine or iodine in the presence of water and a catalytic amount of a compound represented by the following formula (I): R1—X1—NY—R2, wherein: X1 represents —CO— or —SO2—; Y represents a hydrogen atom, a potassium atom, a sodium atom, a chlorine atom, a bromine atom or an iodine atom; R1 represents a substituted or unsubstituted hydrocarbon group, —NYR3 group or —OR3 group (in the formulae, R3 represents a substituted or unsubstituted hydrocarbon group, and Y represents the same meaning as defined above); and R2 represents a hydrogen atom or —CO—R4 group (in the formula, R4 represents a substituted or unsubstituted hydrocarbon group, —NYR5 group or —OR5 group (in the formulae, R5 represents a substituted or unsubstituted hydrocarbon group, and Y represents the same meaning as defined above)); or R1 and R4 may bind to each other to form a further substiType: ApplicationFiled: April 5, 2007Publication date: February 26, 2009Applicant: TAKEDA PHARMACEUTICAL COMPANY LIMITEDInventors: Tomomi Ikemoto, Naohiro Fukuda
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Publication number: 20090005578Abstract: Use of a high shear mechanical device incorporated into a process for the production of sulfolene as a reactor device is capable of decreasing mass transfer limitations, thereby enhancing the sulfolene production process. A system for the production of sulfolene from butadiene and sulfur dioxide, the system comprising a reactor and an external high shear mixer the outlet of which is fluidly connected to the inlet of the reactor; the high shear mixer capable of providing a dispersion of sulfur dioxide gas bubbles within a liquid, the bubbles having an average bubble diameter of less than about 100 ?m.Type: ApplicationFiled: June 11, 2008Publication date: January 1, 2009Applicant: H R D CORPORATIONInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 6916938Abstract: There is provided a method for preparing a sulfone or sulfoxide compound, characterized in that a sulfide compound is allowed to react with hydrogen peroxide in the presence of a metal oxide catalyst formed by the reaction of hydrogen peroxide with at least one metal or metal compound selected from tungsten metal; molybdenum metal; a tungsten compound comprising tungsten and a Group IIIb, IVb, Vb, or VIb element exclusive of oxygen; and a molybdenum compound comprising molybdenum and a Group IIIb, IVb, Vb, or VIb element exclusive of oxygen.Type: GrantFiled: January 23, 2003Date of Patent: July 12, 2005Assignee: Sumitomo Chemical Company, LimitedInventors: Jun Oguma, Koji Hagiya, Takashi Miyawaki
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Publication number: 20020040151Abstract: The invention relates to a process for isolating a phenyl ester salt from a mixture comprising sulfolane (tetrahydrothiophene-1,1-dioxide). The invention includes adjusting the temperature of a mixture comprising a phenyl ester salt and sulfolane to a temperature of about 100-150° C. This step leads to the formation of a mixture comprising a solid phenyl ester salt and sulfolane. Next, the solid phenyl ester salt is separated, while maintaining the temperature of the mixture at about 100-150° C. The invention also relates to a process that includes adding a sufficient amount of a solvent to a mixture comprising a phenyl ester salt and sulfolane to decrease the viscosity or the density of the mixture. The solvent added has a density less than about 1.20 g/cm3 at 100° C. or a viscosity of less than about 2.56 centipoise at 100° C. The embodiments of the invention may be used alone or in combination.Type: ApplicationFiled: June 1, 2001Publication date: April 4, 2002Inventors: Kevin J. Fontenot,, David C. Attride, Keith B. Terhune
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Patent number: 6034254Abstract: A process for reducing the odor of sulfolane fluid comprises contacting the fluid with and oxidizing agent under conditions sufficient to effect the substantial reduction of odor in the fluid.Type: GrantFiled: September 22, 1998Date of Patent: March 7, 2000Assignee: Phillips Petroleum CompanyInventors: C. Stewart Denton, Christopher R. Tully, Max H. Rock, Guy Senatore
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Patent number: 5347018Abstract: A process for producing sulfolane compounds is provided which comprises: (1) contacting a conjugated diene with sulfur dioxide under conditions sufficient to synthesize a sulfolene compound whereby a mixture of the sulfolene compound and impurities comprising unreacted sulfur dioxide is produced; (2) transferring the mixture to an impurities removal vessel containing a freezing point depressant which comprises an aromatic compound; (3) removing the impurities; (4) transferring the impurities-reduced sulfolene compound to a hydrogenation reactor; (5) contacting the impurities-reduced sulfolene compound with hydrogen, in the presence of a hydrogenation catalyst, under conditions sufficient to produce a sulfolane compound; and (6) optionally recovering the sulfolane compound.Type: GrantFiled: September 28, 1993Date of Patent: September 13, 1994Assignee: Phillips Petroleum CompanyInventors: Earl Clark, Jr., Howard F. Efner, Jimmie J. Straw
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Patent number: 5290953Abstract: A process for producing sulfolane compounds is provided which comprises: (1) contacting a conjugated diene with sulfur dioxide under conditions sufficient to synthesize a sulfolene compound whereby a mixture of the sulfolene compound and impurities comprising unreacted sulfur dioxide is produced; (2) transferring the mixture, at a temperature in the range of about 55.degree. C. to about 85.degree. C., to an impurities removal reactor containing a solvent; (3) removing the impurities under an elevated pressure to produce an impurities-reduced sulfolene compound; (4) transferring the impurities-reduced sulfolene compound to a hydrogenation reactor; (5) contacting said impurities-reduced sulfolene compound with hydrogen, in the presence of a hydrogenation catalyst, under conditions sufficient to produce a sulfolane compound; and (6) optionally recovering said sulfolane compound.Type: GrantFiled: April 16, 1993Date of Patent: March 1, 1994Assignee: Phillips Petroleum CompanyInventors: Earl Clark, Jr., Jimmie J. Straw
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Patent number: 5223101Abstract: Purification of crude sulfolane to remove color imparting and turbidity imparting impurities therefrom is achieved by a two-pass distillation process wherein purified sulfolane is withdrawn from the bottom of a column in the second distillation pass.Type: GrantFiled: February 22, 1991Date of Patent: June 29, 1993Assignee: Phillips Petroleum CompanyInventor: David L. Yeary
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Patent number: 5030737Abstract: A process for converting a sulfolene feed, containing contaminating amounts of sulfur dioxide, to a sulfolane product in which the sulfolene feed is dissolved in a solvent selected from the group consisting of alcohols and ketones having at least six carbon atoms per molecule, slight solubility in water and a boiling point significantly above 100.degree. C., the thus formed sulfolene solution is distilled to reduce the sulfur dioxide content, the sulfolene solution and hydrogen are contacted with a hydrogenation catalyst to convert the sulfolene feed to a sulfolane product and the sulfolane product is recovered from the effluent of the contacting step.Type: GrantFiled: February 12, 1990Date of Patent: July 9, 1991Assignee: Phillips Petroleum CompanyInventor: Martin E. Nash
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Patent number: 4975452Abstract: Novel thromboxane receptor antagonists are disclosed, having the formula ##STR1## wherein: A is aryl, optionally substituted withhalogen,lower alkoxy,carboalkoxy,lower alkyl,alkylamino, orphenyl;X is --CH.sub.2 or --NH;R.sub.1 is COOH, COO-alkali metal (such as Na, K, or Li), COO-lower alkyl, CONHSO.sub.2 R.sub.2, or 5-tetrazolyl;R.sub.2 is lower alkyl or aryl;m is 0, 1, or 2; andp is 2, 3, 4 or 5.Also disclosed are novel intermediates of formula I compounds.Type: GrantFiled: June 2, 1989Date of Patent: December 4, 1990Assignee: E. R. Squibb & Sons, Inc.Inventors: Philip M. Sher, Steven E. Hall
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Patent number: 4861900Abstract: A process for purifying sulfolene-containing streams, which contain polysulfones as impurities, comprises contacting the sulfolene-containing streams with activated carbon. The thus purified sulfolene-containing streams can be hydrogenated to sulfolane, e.g., over a supported nickel catalyst.Type: GrantFiled: May 16, 1986Date of Patent: August 29, 1989Assignee: Phillips Petroleum CompanyInventor: Marvin M. Johnson
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Patent number: 4820849Abstract: A process is disclosed for reducing the level of corrosive impurities in sulfolane solution originating from a process for the extraction of aromatic hydrocarbons from petroleum and having a pH of at least 8.5, comprises combining a sulfolane-soluble polyprotic acidic substance with said sulfolane to form a solid phase containing at least a portion of said corrosive impurities, and separating the sulfolane from the solid phase.Type: GrantFiled: December 30, 1987Date of Patent: April 11, 1989Assignee: Shell Oil CompanyInventors: Zaida Diaz, James H. Miller
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Patent number: 4816071Abstract: A coating composition comprising a film forming binder and an antifoulingly effective amount of at least one of 3,3,4, 4-tetrachlorotetrahydrothiophene-1,1,-dioxide and 3,3, 4-trichlorotetrahydrothiophene-1,1-dioxide as an effective ingredient is highly useful as an underwater antifouling agent.Type: GrantFiled: October 23, 1987Date of Patent: March 28, 1989Assignee: Takeda Chemical Industries, Ltd.Inventors: Takashi Watanabe, Ikuo Sumina
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Patent number: 4558138Abstract: A sulfolene compound, especially 3-sulfolene, containing dissolved sulfur dioxide as impurity is contacted with an oxidizing agent selected from the group of (a) peroxomonosulfuric acid, (b) peroxodisulfuric acid, (c) peroxomonosulfates and an acid having a pKa less than 4, and (d) peroxodisulfates and an acid having a pKa of less than 4, so as to remove at least a portion of dissolved SO.sub.2. Preferred agents are KHSO.sub.5 and H.sub.2 SO.sub.4. The thus purified sulfolene compound, particularly 3-sulfolene, can be hydrogenated to a sulfolane compound over a suitable catalyst, e.g., Raney nickel.Type: GrantFiled: March 29, 1985Date of Patent: December 10, 1985Assignee: Phillips Petroleum CompanyInventor: Marvin M. Johnson
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Patent number: 4552970Abstract: Compounds of the formula I ##STR1## in which X denotes hydrogen, fluorine, chlorine or bromine, Y and Z denote hydrogen, lower alkyl or lower alkoxy, M denotes sodium, potassium or one equivalent of calcium and L denotes a dipolar aprotic solvent, are obtained from compounds of the formula II ##STR2## in which X, Y and Z have the abovementioned meanings, and a metal cyanamide of the formula IIIM.sub.2 N--CNin which M has the abovementioned meaning, in a dipolar aprotic solvent, which after the reaction is substantially removed, whereupon a lower molecular weight aliphatic alcohol is added to the residue and the product precipitated is isolated. Nitrophenylureas of the formula IV ##STR3## in which X, Y and Z have the abovementioned meanings, are obtained from the compounds of the formula I by acid hydrolysis.Type: GrantFiled: February 1, 1984Date of Patent: November 12, 1985Assignee: Hoechst AktiengesellschaftInventors: Otto Arndt, Theodor Papenfuhs, Wolfgang Tronich
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Patent number: 4546110Abstract: Compounds which are .beta.-farnesene derivatives obtainable as a Diels-Adler adduct of .beta.-farnesene and a dienophile or by a modification of such an adduct in a manner as defined herein are of value in pest control, particularly in the control of aphids.Type: GrantFiled: January 20, 1983Date of Patent: October 8, 1985Assignee: National Research Development CorporationInventors: Glenn W. Dawson, David C. Griffiths, John A. Pickett
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Patent number: 4501902Abstract: A process for removing compounds from aprotic solvents in which aprotic solvent containing at least one acidic compound is contacted with a solid inorganic compound chosen from alkaline earth carbonates, alkaline earth hydroxides, alkaline earth oxides, and alumina in which the contact of the solvent with a solid inorganic compound is by the process of fluidized bed contact, stirred slurry contact or trickle bed contact. Contaminated NMP from poly(phenylene sulfide) production is substantially freed of acidic contaminants by a series of fractionations with a treatment of the kettle liquid of at least one fractionation by the method described above and/or a treatment of the overhead of the last fractionation in series by the method described above.Type: GrantFiled: December 21, 1982Date of Patent: February 26, 1985Assignee: Phillips Petroleum CompanyInventor: James W. Cleary
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Patent number: 4426331Abstract: A process for the oxidative carbonylation of an alcohol to produce a carbonate, which comprises reacting together carbon monoxide, oxygen and an alcohol, in the presence of a copper compound and in the presence of a sulfone.Type: GrantFiled: July 19, 1982Date of Patent: January 17, 1984Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 4286099Abstract: Prior to hydrogenation to produce sulfolane, a sulfolene feed containing sulfur-containing catalyst poisons is contacted with used and/or at least partially spent Raney nickel catalyst under conditions which substantially remove and/or render innocuous the catalyst poisons. The pretreatment removes sulfur dioxide and polymeric sulfones from the sulfolene which would otherwise contaminate and deactivate the fresh catalyst employed in the hydrogenation.Type: GrantFiled: February 12, 1980Date of Patent: August 25, 1981Assignee: Phillips Petroleum CompanyInventors: Martin E. Nash, Edward E. Huxley
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Patent number: 4275218Abstract: A process for converting sulfolene compounds to sulfolane compounds comprising contacting at least one sulfolene compound with hydrogen in the presence of a metal hydrogenation catalyst and an effective amount of ammonia as an SO.sub.2 neutralizer or scavenger. The addition of ammonia increases conversion of sulfolene to sulfolane, improves product color, and reduces polymer formation during hydrogenation. In a preferred embodiment, the ammonia is admixed with the hydrogen prior to contacting with the sulfolene compound.Type: GrantFiled: July 14, 1980Date of Patent: June 23, 1981Assignee: Phillips Petroleum CompanyInventors: Edward E. Huxley, Martin E. Nash
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Patent number: 4256903Abstract: The formation of polysulfone polymer during the synthesis of sulfolenes from conjugated dienes and sulfur dioxide is reduced by the incorporation of a small, effective amount of a mono- and/or dialkenyl amine.Type: GrantFiled: March 17, 1980Date of Patent: March 17, 1981Assignee: Phillips Petroleum CompanyInventor: Gary D. Macdonell
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Patent number: 4188327Abstract: A process for converting sulfolene compounds to sulfolane compounds comprising contacting at least one sulfolene compound with hydrogen in the presence of a metal hydrogenation catalyst and an effective amount of an SO.sub.2 neutralizer or scavenger comprising an alkali metal or alkaline earth metal hypohalite salt and optionally a tertiary amine. In one embodiment the sulfolene feed is pretreated with alkali metal or alkaline earth metal hypohalite salt prior to being subjected to hydrogenation to neutralize residual sulfur compounds in the feed thereby minimizing catalyst poisoning.Type: GrantFiled: September 8, 1978Date of Patent: February 12, 1980Assignee: Phillips Petroleum CompanyInventor: Donald H. Kubicek
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Patent number: 4172157Abstract: This invention provides an acid-hardening resin composition which is activated by exposure to actinic light, wherein the composition is a condensation polymerizable blend of (1) an aminoplast, (2) an alkyd resin; and (3) a sulfolene catalyst.When the invention coating composition is subjected to ultraviolet light exposure and a subsequent bake cycle, a film is obtained which has good mechanical properties and excellent adherence to substrates. In a further embodiment, a superior substantially 100% solids coating system is provided which comprises (1) an aminoplast; (2) an alkyd resin; (3) a sulfolene catalyst; (4) a photoinitiator; and (5) a polymerizable olefinically unsaturated monomer or prepolymer.Type: GrantFiled: September 19, 1978Date of Patent: October 23, 1979Assignee: Celanese CorporationInventors: Michael T. Nowak, John P. Walsh