The Hetero Ring Is A Lactam (i.e., -c(=x)-nh- Is Part Of The Ring, Wherein X Is Chalcogen And Substitution May Be Made For The Hydrogen Only) Patents (Class 540/533)
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Publication number: 20130211071Abstract: The present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol under Super Critical Fluid conditions. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?-caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.Type: ApplicationFiled: September 23, 2011Publication date: August 15, 2013Applicant: INVENTURE RENEWABLES, INC.Inventors: William Rusty Sutterlin, Mark G. Tegen, William W. Berry
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Publication number: 20130211038Abstract: The invention relates to a method for preparing a lactam in a continuous process, comprising forming the lactam and ammonium sulphate by contacting a lactam sulphate contained in an acidic liquid with ammonia, during which forming of lactam heat of reaction is generated, which heat is partially or fully recovered, wherein ammonia is brought into contact with the acidic liquid as part of a liquid aqueous ammonia solution, and wherein the contacting takes place at a temperature of at least 120° C., and wherein the average residence time at a temperature of at least 120° C. is at most 15 minutes, and wherein the ammonium sulphate remains dissolved in a liquid phase during said residence time.Type: ApplicationFiled: July 1, 2011Publication date: August 15, 2013Applicant: DSM IP Assets B.V.Inventors: Hendrik Oevering, Rudolf Philippus Maria Guit, Henricus Anna Christiaan Baur
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Publication number: 20130102774Abstract: A process for transforming a group >C?O (I) in a compound into a group >C?S (II) or into a tautomeric form of group (II) in a reaction giving a thionated reaction product, by use of crystalline P2S5.2 C5H5N as a thionating agent. A thionating agent which is crystalline P2S5.2 C5H5N.Type: ApplicationFiled: February 3, 2012Publication date: April 25, 2013Applicant: VIRONOVA ABInventors: Birgitta Pettersson, Vedran Hasimbegovic, Per H Svensson, Jan Bergman
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Patent number: 8367819Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.Type: GrantFiled: July 1, 2011Date of Patent: February 5, 2013Assignee: Board of Trustees of Michigan State UniversityInventor: John W. Frost
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Publication number: 20120142886Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.Type: ApplicationFiled: July 1, 2011Publication date: June 7, 2012Applicant: Board of Trustees of Michigan State UniversityInventor: John W. Frost
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Publication number: 20120071648Abstract: A method is described for producing lactamates by reacting alcoholates with lactams, wherein a reaction mixture comprising at least one alcoholate and at least one lactam is subjected to thin film evaporation.Type: ApplicationFiled: February 5, 2009Publication date: March 22, 2012Applicant: RHEIN CHEMIE RHEINAU GMBHInventors: Wilhelm Laufer, Hans Kasper, Stefan Schattner, Klaus Allgoewer, Bernd Kray, Michael Wuehr
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Patent number: 7977450Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?-caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.Type: GrantFiled: June 26, 2008Date of Patent: July 12, 2011Assignee: Board of Trustees of Michigan State UniversityInventor: John W. Frost
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Publication number: 20100145003Abstract: Catalytic processes for preparing caprolactam, pipecolinic acid, and their derivatives, from lysine or alpha-amino-epsilon-caprolactam starting materials, and products produced thereby. A process for preparing caprolactam or a derivative thereof, the process comprising contacting a reactant comprising lysine or alpha aminocaprolactam with a catalyst and a gas comprising hydrogen gas, in the presence of a solvent. The catalyst may be provided on a support material, such as a transition metal.Type: ApplicationFiled: February 20, 2008Publication date: June 10, 2010Applicant: BOARD of Trustees of Michigan State UniversityInventor: John W. Frost
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Patent number: 7674934Abstract: A process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst, wherein the reaction is carried out in the presence of at least one stabilizer, and the use of stabilizers for increasing the selectivity in a process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst.Type: GrantFiled: August 4, 2005Date of Patent: March 9, 2010Assignee: BASF AktiengesellschaftInventors: Frank Hoefer, Alexandra Brand, Arnd Boettcher, Katrin Baumann, Regina Vogelsang
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Publication number: 20090182139Abstract: A process for preparing an N-alkyllactam with improved color quality, wherein from 0.01 to 10% by weight of a C1-10-alcohol or a compound which releases from 0.01 to 10% by weight of a C1-10-alcohol is added to the N-alkyllactam. A mixture comprising at least 99.0% by weight of an N-alkyllactam and in the range from 100 to 5000 ppm by weight of a C1-10-alcohol or of an acetal, aminal or of an orthoester which releases in the range from 100 to 5000 ppm by weight of a C1-10-alcohol.Type: ApplicationFiled: March 29, 2007Publication date: July 16, 2009Applicant: BASF SEInventors: Tobias Wabnitz, Rolf Pinkos, Karl Ott
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Publication number: 20090131657Abstract: The present invention relates to a process for preparing N-(1-alkenyl)carboxamides of the formula I, which comprises reacting a carboxamide of the formula II with an alkyne of the formula III in the presence of a catalyst selected from among carbonyl complexes, halides and oxides of rhenium, manganese, tungsten, molybdenum, chromium and iron.Type: ApplicationFiled: June 4, 2007Publication date: May 21, 2009Applicant: BASF SEInventors: Wolfgang Staffel, Roland Kessinger, Jochem Henkelmann, Stefan Kashammer
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Publication number: 20080312432Abstract: A process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst, wherein the reaction is carried out in the presence of at least one stabilizer, and the use of stabilizers for increasing the selectivity in a process for preparing N-alkenyl compounds by reacting the corresponding NH compounds with alkynes in the liquid phase in the presence of a catalyst.Type: ApplicationFiled: August 4, 2005Publication date: December 18, 2008Applicant: BASF AktiengesellschaftInventors: Frank Hofer, Alexandra Brand, Arnd Bottcher, Katrin Baumann, Regina Vogelsang
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Patent number: 7399855Abstract: In various embodiments, the present invention can involve a method of synthesizing ?-amino-?-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ?-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce ?-amino-?-caprolactam, deaminating to produce ?-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ?-caprolactam and then polymerizing, wherein the ?-caprolactam is derived from L-lysine.Type: GrantFiled: December 7, 2006Date of Patent: July 15, 2008Assignee: Board of Trustees of Michigan State UniversityInventor: John W. Frost
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Patent number: 7015320Abstract: The present invention relates generally to processes for the efficient production optically active 3-substituted lactams of formula (I) process, comprising: contacting a compound of formula (II): with hydrogen under a suitable pressure in the presence of an iridium complex of the formula (R2)IrL+X? wherein L is a chelating diene, X is a non coordinating anion, and R2 is selected fromType: GrantFiled: March 18, 2003Date of Patent: March 21, 2006Assignee: Bristol-Myers Squibb CompanyInventors: William A. Nugent, Tai Yue
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Patent number: 6673920Abstract: A process for preparing N-alkenyl-amides by reacting the corresponding NH-amides with acetylenes in the liquid phase in the presence of basic alkali metal compounds and of a cocatalyst comprises using as the cocatalyst diols of the general formula (I) where X is branched or unbranched alkylene selected from the group consisting of where R1 to R6 are independently hydrogen or C1- to C4-alkyl; or branched or unbranched cyclic alkylene of 3 to 14 carbon atoms including 3 to 12 ring carbon atoms, their monoalkenyl ethers, their dialkenyl ethers or mixtures thereof.Type: GrantFiled: June 19, 2002Date of Patent: January 6, 2004Assignee: BASF AktiengesellschaftInventors: Thomas Preiss, Arnd Böttcher, Rolf Pinkos, Rudolf Erich Lorenz
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Patent number: 6624303Abstract: A process for preparing N-alkenyl-amides by reacting the corresponding NH-amides with acetylenes in the liquid phase in the presence of basic alkali metal compounds and of a cocatalyst comprises using as the cocatalyst compounds of the general formulae (Ia) and/or (Ib) R1O—(CH2CH2CH2CH2O)n—H (Ia): R1O—(CH2CH2CH2CH2O)n—R2, (Ib): where n is 1, 2 or 3 and R1 and R2 are independently C1- to C6-alkyl or C2- to C6-alkenyl, or together a butenyl unit.Type: GrantFiled: June 19, 2002Date of Patent: September 23, 2003Assignee: BASF AktiengesellschaftInventors: Arnd Böttcher, Rolf Pinkos, Thomas Preiss, Rudolf Erich Lorenz
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Patent number: 6521613Abstract: Compounds, compositions and methods are disclosed useful for enhancing penetration of a pharmacologically active substances across skin or tissue membranes. Compounds for use in such compositions and methods are highly water-soluble N-substituted polyalkylene oxide derivatives of cyclic amides. A compound of the invention has the structural formula: wherein m is an integer from 2 to about 6, n is an integer from 1 to about 8, and R is hydrogen, trimethylsilyl or lower alkyl.Type: GrantFiled: April 10, 2001Date of Patent: February 18, 2003Assignee: Allergan, Inc.Inventor: Gary Ewing
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Patent number: 6417353Abstract: Amines are prepared by reacting aldehydes or ketones at elevated temperature under elevated pressure with nitrogen compounds selected from the group of ammonia, primary and secondary amines, and with hydrogen in the presence of a catalyst containing copper, wherein the catalytically active mass of the catalyst contains, before the reduction with hydrogen, 20 to 85% by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30% by weight of oxygen-containing compounds of copper, calculated as CuO, 14 to 70% by weight of oxygen-containing compounds of nickel, calculated as NiO, 0 to 5% by weight of oxygen-containing compounds of molybdenum, calculated as MoO3, and 0 to 10% by weight of oxygen-containing compounds of aluminum, calculated as Al2O3.Type: GrantFiled: March 7, 2000Date of Patent: July 9, 2002Assignee: BASF AktiengesellschaftInventors: Frank Funke, Joachim Wulff-Döring, Gerhard Schulz, Wolfgang Siegel, Andreas Kramer, Johann-Peter Melder, Arthur Höhn, Philipp Buskens, Wolfgang Reif, Jan Nouwen
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Patent number: 6355794Abstract: N-Alkoxymethylactams are obtained by reacting lactams with formaldehyde and hydroxyl-containing compounds selected from diol monoethers. The substituted lactams are useful as an additive to melamne impregnating resings.Type: GrantFiled: October 5, 1998Date of Patent: March 12, 2002Assignee: Solutia Germany GmbH & Co. KGInventors: Peter Doerries, Johann Wonner
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Patent number: 6255479Abstract: A method for preparing an &agr;-oxolactam comprising, reacting a corresponding &agr;-diazolactam with an oxygen donor, in the presence of a transition metal catalyst, to yield the corresponding &agr;-oxolactam.Type: GrantFiled: December 29, 1998Date of Patent: July 3, 2001Assignee: Research Corporation Technologies, Inc.Inventors: John D. Buynak, Akireddy Srinivasa Rao
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Patent number: 6011153Abstract: Process for the preparation of a mixture of .epsilon.-caprolactam, 6-aminocaproic acid and 6-aminocaproic amide by heating an aqueous mixture containing ammonia and oligomers of 6-aminocaproic acid and/or of 6-aminocaproic amide, the aqueous mixture containing 0.5-7 wt. % of equivalent ammonia (calculated as NH.sub.3) and the temperature lying between 280.degree. C. and 330.degree. C., in which by "equivalent ammonia" is meant free ammonia and ammonia present in the form of a terminal amide group of one of the compounds present in the aqueous mixture.Type: GrantFiled: August 21, 1998Date of Patent: January 4, 2000Assignees: DSM N.V., EI du Pont de Nemours and CompanyInventors: Wim Buijs, Henricus F. W. Wolters
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Patent number: 5986092Abstract: The invention relates to a process for the preparation of N-substituted lactams by reaction of a lactam, which is unsubstituted on the nitrogen, with an organic halide in the presence of at least one solid-liquid phase transfer catalyst, such as a quaternary ammonium salt, and of at least one solid inorganic base, such as an alkali metal hydroxide, and in the absence of solvent. By this process, N-substituted lactams are obtained with good yields and high purity. The absence of solvent makes possible a considerable gain in productivity and an improvement in safety and in regard for the environment.Type: GrantFiled: July 8, 1997Date of Patent: November 16, 1999Assignee: SNPEInventors: Michel Denarie, Khann Ly Kok
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Patent number: 5912189Abstract: The present invention is directed to a composition containing the reaction product of:(A) a cyclic compound containing a 5, 6, or 7-member ring, the ring containing at least one nitrogen and at least one carbonyl group, at least one carbonyl group being adjacent to at least one said nitrogen;(B) an aldehyde or ketone of 1 to about 15 carbon atoms, or a reactive equivalent thereof; and(C) an etheramine represented by the formulaR.sup.4 (O(CH.sub.2 CH(R)O).sub.n --R.sup.3 --NH.sub.2).sub.y(C-I)wherein in formula (C-I), each n independently is a number from 0 to about 50; each R independently is selected from the group consisting of hydrogen, hydrocarbyl groups of 1 to about 16 carbon atoms, and mixtures thereof; R.sup.3 is selected from the group consisting of hydrocarbylene groups of about 2 to about 18 carbon atoms and groups represented by the formula ##STR1## wherein R.sup.5 and each R.sup.Type: GrantFiled: May 12, 1998Date of Patent: June 15, 1999Assignee: The Lubrizol CorporationInventors: Thomas J. Wolak, Richard M. Lange
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Patent number: 5677444Abstract: A novel and simple method is proposed for the synthetic preparation of an N,N-disubstituted .beta.-ketothioamide compound represented by the general formulaR.sup.1 R.sup.2 N--CS--CH.sub.2 --CO--R.sup.3,in which R.sup.1 and R.sup.2 are each a monovalent hydrocarbon group or each a divalent hydrocarbon group jointly forming a cyclic structure together with the nitrogen atom and R.sup.3 is a hydrogen atom, a monovalent hydrocarbon group or a divalent hydrocarbon group forming a cyclic structure jointly with R.sup.1, R.sup.1 being a divalent hydrocarbon group and R.sup.2 being a monovalent hydrocarbon group. The method comprises:(a) mixing an N,N-disubstituted amide compound represented by the general formulaR.sup.1 R.sup.2 N--CO--R.sup.3,and a bis(trialkylsilyl)thioketene compound represented by the general formula(R.sub.3 Si).sub.2 C.dbd.C.dbd.Type: GrantFiled: September 15, 1995Date of Patent: October 14, 1997Assignee: Japan as represented by Director General of Agency of Industrial Science and TechnologyInventors: Tohru Tsuchiya, Isao Shibuya, Yoichi Taguchi, Akihiro Oishi, Kazumasa Honda
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Patent number: 5670639Abstract: N-Vinyllactams of the general formula I ##STR1## where n is from 1 to 3, are prepared by a process which comprises reaction of a lactam of the general formula II ##STR2## where n is from 1 to 3, with from 10 to 90 percent by weight of an aqueous alkali metal hydroxide solution with distillation at from 50.degree. to 250.degree. C. and from 1 to 100 mbar and with a residence time of from 0.1 to 5 hours and subsequent reaction with acetylene at from 60.degree. to 250.degree. C. and from 1 to 100 bar.Type: GrantFiled: March 13, 1996Date of Patent: September 23, 1997Assignee: BASF AktiengesellschaftInventors: Martin Schmidt-Radde, Marc Heider, Albrecht Dams, Harald Rust
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Patent number: 5641881Abstract: Preparation of N-alkenylcarboxamides of the general formula I ##STR1## where at least one of the radicals R.sup.1 is hydrogen and the second radical R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl group, the radical R.sup.2 is an aliphatic, cycloaliphatic, araliphatic or aromatic radical which can be bonded to the radical R.sup.3 to give a 3- to 10-membered bridge member, and the radical R.sup.3 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, from an alkenyl carboxylate of the general formula II ##STR2## where R.sup.1 has the meanings indicated above and R.sup.4 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, and a carboxamide of the general formula III ##STR3## where the radicals R.sup.2 and R.sup.3 have the meanings indicated above, by reacting the starting compounds in the presence of a base is described.Type: GrantFiled: August 10, 1995Date of Patent: June 24, 1997Assignee: BASF AktiengesellschaftInventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider
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Patent number: 5508396Abstract: A process for preparing an N-alkyllactam, comprising the steps of:(a) reacting a lactam with an alkali metal alkoxide at 130.degree.-170.degree. C. and removing the alcohol formed by distillation;(b) reacting the product from step (a), if desired in a mixture with the product from step (e), with an alkyl halide in a solvent which is(i) an ethylene glycol dialkyl ether of the formula R--O--(CH.sub.2 --CH.sub.2 --O).sub.m R, where R in C.sub.1 -C.sub.Type: GrantFiled: April 13, 1995Date of Patent: April 16, 1996Assignee: Huels AktiengesellschaftInventor: Klaus-Dieter Steffen
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Patent number: 5470849Abstract: This invention relates to a method of inhibiting platelet aggregation, and compounds which are mimics of the peptide sequence Arg-Gly-Asp.Type: GrantFiled: April 30, 1993Date of Patent: November 28, 1995Assignee: SmithKline Beecham Corp.Inventors: James F. Callahan, William F. Huffman
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Patent number: 5276165Abstract: A process for the preparation of N-substituted lactams of the formula I ##STR1## where Z is C.sub.2 - to C.sub.10 -alkylene, C.sub.7 - to C.sub.12 -aralkylene, phenylene or naphthylene, andR.sup.1 is C.sub.1 - to C.sub.20 -alkyl, C.sub.6 - to C.sub.10 -aryl or C.sub.7 - to C.sub.12 -aralkyl,by hydrogenating a compound of the formula II ##STR2## where W is C.sub.2 - to C.sub.10 -alkylene, C.sub.2 - to C.sub.10 -alkenylene, C.sub.7 - to C.sub.12 -aralkylene, phenylene or naphthylene, andX and Y together form an oxa or imido bridge of the formula ##STR3## or alternatively are identical or different and are hydroxyl, C.sub.1 - to C.sub.20 -alkoxy, C.sub.6 - to C.sub.10 -aryloxy or C.sub.7 - to C.sub.12 -aralkoxy, and, if X and Y are different, Y, in addition to the abovementioned meanings, may also be hydrogen,at superatmospheric pressure and at elevated temperature in the presence of a catalyst and in the presence of an amine, which comprises using a secondary and/or tertiary amine of the formula IIINH.sub.n R.Type: GrantFiled: November 25, 1992Date of Patent: January 4, 1994Assignee: BASF AktiengesellschaftInventors: Hans-Juergen Weyer, Rolf Fischer
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Patent number: 5124322Abstract: Novel compounds of formula (I), salts, solvates and hydrates thereof: ##STR1## in which: R.sub.1 and R.sub.2 are independently hydrogen; alkyl; alkoxy; halogen; or CF.sub.3 ;R.sub.3 is hydrogen; acyl, such as ##STR2## where Z is optionally substituted aryl; or a group R--S-- where R is an organic residue such that the group R--S-- provides an in vivo-cleavable disulphide bond;R.sub.4 is C.sub.3-6 alkyl;R.sub.5 is hydrogen; alkyl; --CH.sub.2 --R.sub.10 where R.sub.10 is optionally substituted phenyl or heteroaryl; or a group ##STR3## where R.sub.11 is hydrogen; alkyl; or --CH.sub.2 --Ph is optionally substituted phenyl; and R.sub.12 is hydrogen or alkyl; andR.sub.6 is hydrogen; alkyl; or a group ##STR4## where R.sub.13 is hydrogen; or alkyl; and R.sub.14 is hydroxy; alkoxy; or --NR.sub.7a R.sub.8 where each of R.sub.7a and R.sub.8 is hydrogen or alkyl, or R.sub.7a and R.sub.Type: GrantFiled: June 19, 1989Date of Patent: June 23, 1992Assignee: Beecham Group p.l.c.Inventor: Ian Hughes
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Patent number: 4990628Abstract: The reaction of lactams (preferably N-methyl-2-pyrrolidone) with hydrogen sulfide to thiolactams (preferably N-methyl-2-thiopyrrolidone) is conducted in the presence of a catalyst comprising an alumina-supported Group VIII metal or Group VIII metal compound (preferably palladium metal/oxide and/or iron oxide).Type: GrantFiled: March 1, 1990Date of Patent: February 5, 1991Assignee: Phillips Petroleum CompanyInventor: Alan D. Eastman
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Patent number: 4973688Abstract: There is disclosed a method for the production of 1-n-dodecylazacycloheptan-2-one by reacting caprolactam with 1-bromododecane in the presence of a phase transfer catalyst under anhydrous conditions using a nonpoisonous hydrocarbon as solvent. The method is a one-pot synthesis employing solid-liquid phase transfer catalysis.Type: GrantFiled: December 15, 1989Date of Patent: November 27, 1990Assignee: Beijing Normal UniversityInventors: Lingchong Yu, Enjian Hou, Jin Li, Xixian Deng
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Patent number: 4943633Abstract: This invention relates to an improved process for the preparation of cyanoalkyl lactams by the reaction of an unsaturated nitrile with a lactam, said cyanoalkyl lactam of the formula ##STR1## wherein R is H, or methyl, R.sub.1 is H, methyl or ethyl and n is a number ranging from 2-11 and wherein each of the methylene groups may carry a lower alkyl substituent as shown. The improvement comprises: reacting said lactam with an alpha-beta unsaturated nitrile having from 3-6 carbon atoms in the presence of a catalytic amount of a diazabicycloalkene of the formula ##STR2## wherein R, R.sub.1 and n have the above meaning. Typically, acrylonitrile is reacted with .epsilon.-caprolactam in the presence of diazabicycloundecene.Type: GrantFiled: June 22, 1988Date of Patent: July 24, 1990Assignee: Air Products and Chemicals, Inc.Inventors: Richard V. C. Carr, Thomas A. Johnson
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Patent number: 4812566Abstract: Disclosed is a process for preparing 1-dodecylazacyclo-heptane-2-one, the process comprising reacting azacylcloheptane-2-one with dodecyl halide in a substantially non-aqueous system in the presence of a phase-transfer catalyst represented by the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are alkyl or aralkyl, or two or three of the groups R.sub.1, R.sub.2, R.sub.3 and R.sub.4, when taken together with nitrogen to which they are attached, form a heterocyclic group (in which case the remaining one or two of the groups being alkyl or aralkyl) and X.sup..crclbar. is a univalent anion.Type: GrantFiled: December 17, 1987Date of Patent: March 14, 1989Assignee: KOEI Chemical Co., Ltd.Inventor: Toshinari Nabata
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Patent number: 4692523Abstract: A process for the preparation of 1-substituted azacycloalkan-2-ones of the formula I ##STR1## in which R, m and n have the meanings indicated by reaction of corresponding 1-trimethylsilylazacycloalkan-2-ones with alkali metal alcoholate or alkali metal oxide and then alkylation of the alkali metal salts which are formed.Type: GrantFiled: October 7, 1986Date of Patent: September 8, 1987Assignee: Hoechst AktiengesellschaftInventors: Manfred Schorr, Wilfried Schmitt
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Patent number: 4683305Abstract: Caprolactam is obtained by cleaving oligomers of caprolactam by a process in which the oligomers, in a liquid or solid state, are introduced into a fluidized alumina bed and cleaved at from 290.degree. to 400.degree. C. in the presence of steam, and, in addition to the amount of inert gas required to fluidize the alumina bed, from 0.1 to 3 times this amount of inert gas is introduced above the fluidized bed.Type: GrantFiled: July 8, 1986Date of Patent: July 28, 1987Assignee: BASF AktiengesellschaftInventors: Hugo Fuchs, Uwe Brand, Helmut Buchaeckert
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Patent number: 4620949Abstract: Amino acid derivatives are synthesized by reacting paraformaldehyde, cyclic amides and synthesis gas with a bimetallic catalyst comprising a rhodium-containing compound and a cobalt-containing compound, optionally in the presence of a solvent at a pressure of at least 500 psi and a temperature of at least 50.degree. C. The novel amino acid products may be hydrolyzed to amino dicarboxylic acids or used as monomers to polyamides.Type: GrantFiled: April 5, 1985Date of Patent: November 4, 1986Assignee: Texaco Inc.Inventor: Jiang-Jen Lin
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Patent number: RE33073Abstract: Caprolactam is obtained by cleaving oligomers of caprolactam by a process in which the oligomers, in a liquid or solid state, are introduced into a fluidized alumina bed and cleaved at from 290.degree. to 400.degree. C. in the presence of steam, and, in addition to the amount of inert gas required to fluidize the alumina bed, from 0.1 to 3 times this amount of inert gas is introduced above the fluidized bed.Type: GrantFiled: March 21, 1988Date of Patent: September 26, 1989Assignee: BASF AktiengesellschaftInventors: Hugo Fuchs, Uwe Brand, Helmut Buchaeckert