Of An Alkylene Dihalide Patents (Class 564/482)
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Patent number: 8188319Abstract: The present invention relates to a process for preparing 2,2-difluoroethylamine proceeding from 2,2-difluoro-1-haloethane using ammonia in a solvent which has a maximum water content of 15% by volume and in the presence of a catalyst which accelerates the reaction with ammonia.Type: GrantFiled: July 27, 2010Date of Patent: May 29, 2012Assignee: Bayer CropScience AGInventors: Norbert Lui, Sergii Pazenok, Yuriy Grigorievich Shermolovich
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Patent number: 7626058Abstract: Processes are described comprising: (i) providing a reactant comprising 1,2-dichloroethane; and (ii) reacting the reactant with ammonia to form a reaction product comprising one or more ethylene amines and hydrogen chloride, wherein the reaction is carried out in the presence of an organic, nitrogen- or phosphorus-containing compound which reacts with the hydrogen chloride to form an ionic liquid.Type: GrantFiled: October 6, 2006Date of Patent: December 1, 2009Assignee: BASF SEInventors: Gunther van Cauwenberge, Johann-Peter Melder, Kirsten Dahmen, Klemens Massonne, Steffen Oehlenschlaeger, Kai Michael Exner
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Publication number: 20080249307Abstract: Processes are described comprising: (i) providing a reactant comprising 1,2-dichloroethane; and (ii) reacting the reactant with ammonia to form a reaction product comprising one or more ethylene amines and hydrogen chloride, wherein the reaction is carried out in the presence of an organic, nitrogen- or phosphorus-containing compound which reacts with the hydrogen chloride to form an ionic liquid.Type: ApplicationFiled: October 6, 2006Publication date: October 9, 2008Applicant: BASF SEInventors: Gunther van Cauwenberge, Johann-Peter Melder, Kirsten Dahmen, Klemens Massonne, Steffen Oehlenschlager, Kai Michael Exner
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Patent number: 6753447Abstract: This invention discloses a process for synthesizing an amine functionalized monomer that comprises (1) reacting a secondary amine with a 2,3-dihalopropene to produce a vinyl halide containing secondary amine having a structural formula selected from the group consisting of wherein R and R′ can be the same or different and represent allyl, alkoxyl or alkyl groups containing from 1 to about 10 carbon atoms, and wherein X represents a halogen atom, and wherein m represents an integer from 4 to about 10, and wherein X represents a halogen atom; and (2) reacting the vinyl halide containing secondary amine with a vinyl magnesium halide to produce the monomer having a structural formula wherein R and R′ can be the same or different and represent alkyl, allyl or alkoxyl groups containing from 1 to about 10 carbon atoms, and wherein m represents an integer from about 4 to about 10.Type: GrantFiled: February 20, 2003Date of Patent: June 22, 2004Assignee: The Goodyear Tire & Rubber CompanyInventors: Adel Farhan Halasa, Wen-Liang Hsu, Naoya Ogata
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Publication number: 20040044202Abstract: This invention discloses a process for synthesizing an amine functionalized monomer that comprises (1) reacting a secondary amine with a 2,3-dihalopropene to produce a vinyl halide containing secondary amine having a structural formula selected from the group consisting of 1Type: ApplicationFiled: February 20, 2003Publication date: March 4, 2004Inventors: Adel Farhan Halasa, Wen-Liang Hsu, Naoya Ogata
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Patent number: 6639118Abstract: Process technology for selectively isomerizing vinylidene olefin to tri-substituted olefin is described. The vinylidene olefin, normally in admixture with other types of olefins, especially linear 1-olefins, is treated with anhydrous hydrogen bromide under anhydrous conditions and in the absence of molecular oxygen and free radical initiator. The contacting period, which can be a matter of minutes, is sufficient to selectively isomerize the vinylidene olefin to tri-substituted olefin. If the process is conducted properly, little if any hydrobromination occurs.Type: GrantFiled: October 11, 2002Date of Patent: October 28, 2003Inventors: Bonnie G. McKinnie, J. Todd Aplin, Robert U. Lyons, Clinton R. Parham
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Patent number: 6534683Abstract: F(CF2)n(CH2)mNH2 is produced in high yield, while reducing the amount of by-products contained in the reaction product and preventing the reactor from corroding. Provided is a process for producing a fluorinated alkylamine compound, which comprises reacting a compound represented by F(CF2)n(CH2)mX (wherein X represents a chlorine atom, a bromine atom or an iodine atom, and n and m each independently represents an integer of at least 1) with NH3 to produce a compound represented by F(CF2)n(CH2)mNH2 (wherein n and m have the same meanings as the above), and is characterized by conducting the reaction in the presence of a reaction solvent comprising an alkanediol as an essential component.Type: GrantFiled: June 14, 2002Date of Patent: March 18, 2003Assignee: Asahi Glass Company, LimitedInventors: Hirokazu Takagi, Keiichi Ohnishi
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Publication number: 20010023305Abstract: Processes for the preparation of haloalkylamines and tertiary aminoalkylorganometallic compounds are disclosed. The haloalkylamines can be prepared by direct reaction of an amine with an &agr;, &ohgr;-dihaloalkane or an &agr;, &ohgr;-dihaloalkene. Tertiary aminoalkylorganometallic compounds can be prepared by reacting selected tertiary haloalkylamines with an alkali metal at a temperature greater than 45° C. in hydrocarbon solvents.Type: ApplicationFiled: March 27, 2001Publication date: September 20, 2001Inventors: James Anthony Schwindeman, Randy W. Hall, Sonia S. Stryker
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Patent number: 6242651Abstract: A preparation process of N,N′-dialkylalkanediamine by reacting dihaloalkane with lower alkylamine characterized by carrying out the reaction with controlling the residual amount in the reaction system of haloalkaneamine intermediate represented by the formula (4): wherein R is a lower alkyl group, R1 and R2 are a hydrogen atom or a lower alkyl group, X is a chlorine, bromine or iodine atom, and n is an integer of 2 to 6, and the invention inhibits formation of by-products cyclic dialkyldiamine and trialkylalkanetriamine and can provide desired N,N′-dialkylalkanediamine with a high yield.Type: GrantFiled: October 20, 2000Date of Patent: June 5, 2001Assignee: Mitsui Chemicals, Inc.Inventors: Yasuhiro Takano, Kaoru Sakadera, Jyoji Morisaki, Kunihiro Yamada, Hideki Mizuta, Hisato Itoh
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Patent number: 5440049Abstract: A compound of the formula: ##STR1## wherein R.sup.11 is hydrogen, lower alkyl, haloloweralkyl, lower alkenyl, lower alkynyl or cycloalkyl and R.sup.21 is a group selected from the group consisting of: ##STR2## wherein R.sup.3 -R.sup.5, R.sup.31, R.sup.32, R.sup.41, R.sup.42 and R.sup.51 are as defined herein, and W is chlorine or bromine, is prepared by reacting a compound of the formula:Z--CH.sub.2 --CH.dbd.CH--W (I)wherein W is as defined above and Z is a leaving group, with an amine of the formula: ##STR3## wherein R.sup.11 and R.sup.21 are as defined above.Type: GrantFiled: June 13, 1994Date of Patent: August 8, 1995Assignee: Banyu Pharmaceutical Co., Ltd.Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
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Patent number: 5099070Abstract: A process for producing neopentyldiamine is provided. This process entails contacting a feedstream containing neopentanolamine with ammonia and hydrogen in the presence of a support nickel catalyst under amination conditions.Type: GrantFiled: December 7, 1990Date of Patent: March 24, 1992Assignee: Eastman Kodak CompanyInventors: Garrett C. Luce, Anthony W. McCollum
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Patent number: 5068329Abstract: A continuously generated alkyleneamines produces composition comprising, based on 100% of the moles of the composition and exclusive of any MEA and water present,a) about 50 to about 90 mole % AEEA,b) less than about 3 mole % EDA but more than 0.01 mole % EDA,c) less than about 2 mole % DETA but more than 0.01 mole % DETA,d) about 5 to about 18 mole % of the combination of PIP, AEP and HEP,e) about 5 to about 20 mole % of one or more of TETAs and TEPAs,f) less than about 1 mole % of other polyalkylene polyamines,g) a mole ratio of AEEA to the combination of PIP, AEP, HEP, DETA and EDA is greater than about 2.Type: GrantFiled: September 4, 1990Date of Patent: November 26, 1991Assignee: Union Carbide Chemicals and Plastics Technology CorporationInventors: Lloyd M. Burgess, Charles A. Gibson
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Patent number: 5068330Abstract: A continuously generated alkyleneamines producers composition comprising, based on 100% of the moles of the composition and exclusive of any MEA and water present,a) about 15 to about 50 mole % AEEA,b) about 15 to about 55 mole % EDA,c) about 10 to about 20 mole % DETA,d) about 5 to about 20 mole % of the combination of PIP,AEP and HEP,3) about 3 to about 10 mole % of one or more of TETAs and TEPAs,f) less than about 1 mole % of other polyalkylene polyamines,g) an DETA to AEEA mole ratio less than 0.77, andh) an EDA to AEEA mole ratio less than 8;and a process of manufacturing the same, which comprises feeding hydrogen, ammonia and MEA to a reaction zone containing a fixed bed of a reductive amination catalyst, wherein the hydrogen comprises about 20 to about 60 mole percent of the feed in the reaction zone and the mole ratio of ammonia to MEA is about 1 to about 5, the temperature of the reaction zone is about 120.degree. C. to about 300.degree. C.Type: GrantFiled: September 4, 1990Date of Patent: November 26, 1991Assignee: Union Carbide Chemicals and Plastics Technology CorporationInventors: Lloyd M. Burgess, Charles A. Gibson
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Patent number: 4980507Abstract: A process for producing polyethylenepolyamine from ethylene dichloride and aqueous ammonia which comprises reacting ethylene dichloride with ammonia, and then continuing the reaction in the presence of at least one kind of amine when the overall conversion of ethylene dichloride has become 25 to 85%.Type: GrantFiled: May 30, 1989Date of Patent: December 25, 1990Assignee: Tosoh CorporationInventors: Norimasa Mizui, Keiji Mitarai, Yukihiro Tsutsumi
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Patent number: 4900458Abstract: A corrosion inhibiting polyalkylenepolyamine composition comprising a mixture of(a) at least one C-alkyl-ethylene diamine, and(b) at least one di-(C-alkyl)-diethylenetriamine or at least one di-(C-alkyl)-piperazine or a mixture thereof;wherein each C-alkyl group on the ethylene diamine, diethylenetriamine and piperazine independently contains from 10 to 28 carbon atoms. Methods for preparing this composition are also disclosed, as well as methods for its use in inhibiting corrosion of corrodible metals.Type: GrantFiled: January 11, 1988Date of Patent: February 13, 1990Assignee: Chevron Research CompanyInventors: Albert H. Schroeder, Ta Y. Ching, Shigeto Suzuki, Kiyoshi Katsumoto
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Patent number: 4650906Abstract: Ethyleneamines are recovered from an aqueous solution of carbonates of ethyleneamines by distilling an aqueous solution of carbonates of ethyleneamines including ethylenediamine, in which the molar ratio of the carbon dioxide component to the ethyleneamines including ethylenediamine is 0.01 to 0.5, whereby ethylenediamine is distilled out together with water. The aqueous solution to be distilled is advantageously prepared by heating an aqueous solution of carbonates of ethyleneamines including ethylenediamine to effect decarboxylation.Type: GrantFiled: February 29, 1984Date of Patent: March 17, 1987Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Tsugio Murakami, Taizo Kawamoto
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Patent number: 4618718Abstract: In the reaction of a 2,2,2-trifluoroethyl halide with ammonia to produce 2,2,2-trifluoroethylamine, the improvement which comprises effecting the reaction with from about 1 to 3 moles of ammonia per mole of the trifluoroethyl halide at a temperature of about 170.degree. to 240.degree. C. and a pressure less than about 300 psig in the presence of a substantially anhydrous inert solvent present in at least about the same molar amount as the trifluoroethyl halide. Advantageously the temperature is from about 200.degree. to 220.degree. C., the pressure is at most about 250 psig, the solvent is N-methylpyrrolidone present in at least about 3 times the molar amount of the trifluoroethyl halide, and the halide is the chloride.Type: GrantFiled: June 14, 1985Date of Patent: October 21, 1986Assignee: Halocarbon Products CorporationInventors: Arthur J. Elliott, Gary W. Astrologes
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Patent number: 4582937Abstract: Ethyleneamines are efficiently recovered from an aqueous solution thereof by extracting them from the aqueous solution into an organic phase with an extractant selected from carbonyl group-containing organic solvents, benzyl alcohol, carboxylic acids and salts thereof, alkylphosphoric acids and salts thereof, and mixed solvents containing at least one of these extractants. The ethyleneamines in the organic phase is recovered preferably from the organic phase to the aqueous phase by incorporating an acid therein, followed by phase separation.Type: GrantFiled: April 12, 1985Date of Patent: April 15, 1986Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Yoichi Hiraga, Tsugio Murakami, Hiroyuki Saito, Osamu Fujii
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Patent number: 4404405Abstract: There is disclosed a continuous process for making polyethylene polyamines such as diethylenetriamine, triethylenetetramine, etc. comprising the reaction of ethylene oxide with ammonia to produce a mixture of alkanolamines, the amination of the alkanolamines to ethyleneamines, and the reaction of at least a portion of the ethyleneamines thus produced with ethylene dichloride optionally in the presence of ammonia and/or water.Type: GrantFiled: September 30, 1981Date of Patent: September 13, 1983Assignee: Union Carbide CorporationInventor: John R. Winters