Carbamic Acid Patents (Class 560/157)
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Patent number: 5304650Abstract: Alkyl N-(hydroxyalkyl)-carbamates of the formula (I) ##STR1## in which R.sup.1 represents alkyl and R.sup.2 to R.sup.8 are identical or different and represent hydrogen or alkyl, or R.sup.2 and R.sup.3 together with the atoms to which they are bonded, form an optionally alkyl-substituted monocyclic ring, and n denotes 0 or 1,can be obtained in high purity and very good space-time-yields when amino alcohols of the formula (II) ##STR2## in which R.sup.2 to R.sup.8 and n have the abovementioned meaning are reacted with chloroformates of the formula (III) ##STR3## in which R.sup.1 has the abovementioned meaning, in the presence of aqueous alkali metal hydroxide solutions and if appropriate in the presence of an organic solvent at temperatures between 30.degree. C. and 110.degree. C.The substances prepared according to the invention can be employed as active compounds in agents for repelling insects and mites (cf. EP-A 289,842).Type: GrantFiled: October 1, 1992Date of Patent: April 19, 1994Assignee: Bayer AktiengesellschaftInventors: Andreas Krebs, Bernd-Wieland Kruger
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Patent number: 5300678Abstract: A process for the preparation of a .omega.-(O-substituted urethano)alkylcarboxylate, wherein a lactam having from 4 to 9 ring members, which can have alkyl, alkenyl, cycloalkyl, or aralkyl groups containing up to 12 carbon atoms as substituents, is reacted with a carbonic diester of an alkanol, alkenol, cycloalkanol, or aralkanol containing up to 16 carbon atoms, at a temperature of from 25.degree. to 300.degree. C. in the presence of a catalytically effective amount of a base.Type: GrantFiled: February 5, 1993Date of Patent: April 5, 1994Assignee: BASF AktiengesellschaftInventors: Franz Merger, Martin Brudermueller
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Patent number: 5298651Abstract: A process for preparing isocyanates comprising (a) contacting carbon dioxide and a primary amine in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof to produce the corresponding ammonium carbamate salt, and (b) reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent to produce the corresponding isocyanate. A second embodiment comprises recovering the ammonium carbamate salt of step (a) prior to reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent in the presence of an aprotic organic solvent and a phosphazene compound or a mixture of a phosphazene compound and an organic, nitrogenous base selected from the group consisting of guanidine compounds, amidine compounds, tertiary amines, pyridine and mixtures thereof.Type: GrantFiled: October 15, 1992Date of Patent: March 29, 1994Assignee: Monsanto CompanyInventors: William D. McGhee, Thomas E. Waldman
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Patent number: 5286747Abstract: Compounds of the formula ##STR1## wherein R.sup.3 and the NR.sup.1 R.sup.2 group are in a cis-position to each other and wherein Y is OH, R.sup.4 COO, (R.sup.5).sub.2 NCOO or R.sup.6 O either in position 5 or position 7, whereby R.sup.4 is an alkyl group having 1-5 carbon atoms or a possibly substituted phenyl group, R.sup.5 is an alkyl group having 1-5 carbon atoms and R.sup.6 is an allyl or benzyl group, R.sup.1 is hydrogen or an alkyl group having 1-3 carbon atoms, R.sup.2 is an alkyl group having 1-6 carbon atoms, a phenylalkyl- or m-hydroxyphenylalkyl group with 2-4 carbon atoms in the alkyl part, or an alkenyl group with 3-6 carbon atoms other than 1-alkenyl, and R.sup.3 is an alkyl group having 1-3 carbon atoms, processes and intermediates for their preparation, pharmaceutical preparations and methods of treatment employing such compounds. The compounds are useful for therapeutic purposes, especially for treatment of disorders in the central nervous system.Type: GrantFiled: September 29, 1989Date of Patent: February 15, 1994Assignee: Per A. E. CarlssonInventors: Folke L. Arvidsson, Per A. E. Carlsson, Uli A. Hacksell, John S. M. Hjorth, Anette M. Johansson, Per L. Lindberg, John L. G. Nilsson, Domingo Sanchez, H.ang.kan V. Wikstrom
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Patent number: 5278148Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or methyl, R.sup.2 is ethyl, propyl, isopropyl, imidazol-2-yl, imidazol-4-yl, pyrazol-3-yl, thiazol-4-yl, thien-2-yl, ethoxycarbonyl, t-butylcarbonylmethyl, benzyloxycarbonylmethyl or t-butoxy, R.sup.3 is isobutyl, cyclohexylmethyl or benzyl, R.sup.4 is nitro, amino or a group of the formula --N(R.sup.5)(R.sup.6) and A is one of the groups ##STR2## wherein R.sup.5 and R.sup.6 is alkyl or alkoxyalkyl; or optionally substituted phenyl, phenylalkyl or phenylsulfonylalkyl among others with the proviso that A is not group (b) when R.sup.6 is alkanoyl, alkoxycarbonyl or arylalkoxycarbonyl, the dotted line can be an additional bond, R.sup.7 is phenyl or substituted phenyl and R.sup.8 is hydrogen or organocarbonylalkyl, with the proviso that R.sup.8 is not alkoxycarbonylamino or arylalkoxycarbonylamino when R.sup.7 is phenyl, benzyl or .alpha.Type: GrantFiled: March 27, 1990Date of Patent: January 11, 1994Assignee: Hoffmann-La Roche Inc.Inventors: Quirico Branca, Hans P. Marki, Werner Neidhart, Henri Ramuz, Wolfgang Wostl
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Patent number: 5252745Abstract: Antimicrobial compounds of the formula ##STR1## wherein R.sup.1 is selected from the group consisting of H, an amine protective group, and a moiety of the formula ##STR2## wherein R.sup.2, R.sup.5, and R.sup.6 are independently selected from H and an amine protective group;R.sup.3 and R.sup.4 are independently selected from H, lower alkyl, aryl, arylalkyl, CH.sub.2 OR, CH.sub.2 SR or CH(CH.sub.3)OR;R=H, propargyl lower alkyl, arylalkyl or aryl;wherein R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 can be joined to form a ring; and wherein when R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 are both H, the compound is either in free base form or in salt form.Type: GrantFiled: May 21, 1991Date of Patent: October 12, 1993Assignee: Rohm and Haas CompanyInventors: Margaret M. Bowers-Daines, Barry C. Lange
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Patent number: 5250723Abstract: A novel polymerizable monomer represented by the formula (I) useful as a raw material for the high surface hardness transparent resin. ##STR1## wherein R is an aliphatic residue having or not having an oxygen atom, an alicyclic ring, a heterocyclic ring or an aromatic ring, or an alicyclic residue, l is 0 or 1, each of i and j is an integer of 1 or more, and when l=0, i=j=1, when l=1, (i+j) is 4 or less, when j=1, X is oxygen or sulfur, when j.gtoreq.2, all X's are oxygen or sulfur, or one X is oxygen and the other X's are sulfur, or one X is sulfur and the other X's are oxygen.The high surface hardness transparent resin comprises a crosslinked polymer prepared by copolymerizing a monomer (A) represented by the formula (I) as above and a monomer (B) containing one or more functional groups of at least one kind selected from the group consisting of CH.sub.2 .dbd.CH--C(O)--O--, CH.sub.2 .dbd.C(CH.sub.Type: GrantFiled: August 10, 1992Date of Patent: October 5, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Toshiyuki Suzuki, Katsuyoshi Sasagawa, Masao Imai, Yoshinobu Kanemura
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Patent number: 5247121Abstract: The alkyl esters of N-carboalkyloxy-11-aminoundecanoic acids have the following general formula: ##STR1## wherein R is linear or branched C.sub.7-30 alkyl, linear or branched C.sub.4-22 alkenyl or a radical of formula: ##STR2## wherein n is 0 to 5 R" is linear or branched C.sub.7-30 alkyl, andR' is linear C.sub.10-18 alkyl.These esters, and esters wherein R is additionally hydrogen or C.sub.1-6, have an application as thickening agents in organic media particularly in the cosmetic field.Type: GrantFiled: February 4, 1992Date of Patent: September 21, 1993Assignee: L'OrealInventors: Henri Sebag, Didier Semeria
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Patent number: 5233077Abstract: N-vinyl-O-methyl carbamate is formed preferentially by heating dimethyl ethylidene dicarbamate in the liquid phase at a temperature of 155.degree. to 350.degree. C. and at a pressure which permits the vinyl carbamate to vaporize as it is formed. This vinyl carbamate is quickly condensed and can then be separated from the methyl carbamate which also emanates from the liquid phase. The yield of N-vinyl-O-methyl carbamate is enhanced by including carbon in the liquid phase in contact with the dimethyl ethylidene dicarbamate as it is pyrolyzed. Using carbon in the same manner is advantageous in producing other lower alkyl N-vinyl-O-alkyl carbamates. Preferably the carbon has a surface area of 300 to 1500 m.sup.2 /g and is present in an amount such that the weight ratio of dialkyl ethylidene dicarbamate to carbon is in the range of 50 to 500. The product is a monomer which can be used in making amine-functional polymers.Type: GrantFiled: April 1, 1992Date of Patent: August 3, 1993Assignee: Air Products and Chemicals, Inc.Inventor: Francis J. Waller
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Patent number: 5223638Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and a hydrocarbyl halide. The amine or alcohol is reacted with carbon dioxide in a suitable solvent system and in the presence of an amidine or guanidine base, to form the ammonium carbamate or carbonate salt which is then reacted in a polar aprotic solvent with a hydrocarbyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.Type: GrantFiled: April 29, 1991Date of Patent: June 29, 1993Assignee: Monsanto CompanyInventors: William D. McGhee, Barry L. Parnas, Dennis P. Riley, John J. Talley
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Patent number: 5214195Abstract: The present invention provides new allyl esters of the general formula:X--CH.sub.2 --CR.sup.1 .dbd.CR.sup.2 --CO--Y--R.sup.3 --A (I)wherein R.sup.1 and R.sup.2, which can be the same or different, are hydrn or halogen atoms or alkyl or aryl radicals, R.sup.3 is a linking grouping (spacer), X is an acyloxy radical in which acyl in the acyloxy radical is the residue of an aliphatic carboxylic acid or is the radical RCO-- in which R is an organic radical, Y is an oxygen or sulphur atom or especially an --NH-- group and A is a grouping which can react with a solid carrier material F, which contains appropriate functional groups B, either after selective deblocking or directly, whereby A and B are atom groupings which react with one another with condensation and/or addition and formation of a linkage between the solid carrier material and the radical X--CH.sub.2 --CR.sup.1 .dbd.CR.sup.2 --CO--Y--R.sup.3 --.The present invention also provides processes for the preparation of these new allyl esters.Type: GrantFiled: August 31, 1990Date of Patent: May 25, 1993Assignee: Orpegen Medizinisch-Molekular Biologische Forschungsgesellschaft mbHInventors: Horst Kung, Winfried Kosch, Joachim Marz
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Patent number: 5210273Abstract: This invention relates to a process for the preparation of N,N-disubstituted mono- and oligourethanes by the reaction of N-aromatically, N-aliphatically, N-cycloaliphatically, and N-araliphatically substituted mono- and oligourethanes with dialkyl carbonates in the presence of at least stoichiometrically equivalent quantities of solid alkali or alkaline-earth carbonate in excess dialkyl carbonate and/or an aprotic organic solvent and in the presence of a phase transfer catalyst.Type: GrantFiled: May 13, 1991Date of Patent: May 11, 1993Assignee: Bayer AktiengesellschaftInventors: Helmut Reiff, Dieter Dieterich
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Patent number: 5200547Abstract: The present invention provides a process for preparing urethanes and carbonates from an amine or an alcohol, carbon dioxide and an allyl halide. The amine or alcohol is reacted with carbon dioxide to form the ammonium carbamate or carbonate salt which is then reacted with a palladium tertiary phosphine catalyst complex of an allyl halide. Polymer products can also be prepared utilizing this process or utilizing the resulting urethanes and carbonates under standard polymerization conditions.Type: GrantFiled: September 4, 1990Date of Patent: April 6, 1993Assignee: Monsanto CompanyInventors: Dennis P. Riley, William D. McGhee
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Patent number: 5194660Abstract: Processes for producing carbamates comprise contacting a first reactant selected from primary amine components, secondary amine components, urea components and mixtures thereof; carbon monoxide; at least one organic hydroxyl component and at least one oxygen-containing oxidizing agent in the presence of a catalyst composition comprising at least one metal macrocyclic complex, preferably in the further presence of a halogen component.Type: GrantFiled: December 21, 1990Date of Patent: March 16, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Tak W. Leung, Bernard D. Dombek
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Patent number: 5191032Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain;X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- or ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO-- group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group;A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## group; and reactive polymers derived from said macromer.Type: GrantFiled: November 22, 1991Date of Patent: March 2, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki
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Patent number: 5189135Abstract: Low molecular weight non-film forming fluorinated polyurethanes having a hydroxy functionality obtained from the reaction of at least one diisocyanate with at least one hydroxy-capped perfluoropolyether having a molecular weight within the range of from greater than 1,000 to 5,000 and with at least one polyol with a functionality of at least 2.Type: GrantFiled: May 5, 1992Date of Patent: February 23, 1993Assignee: Syremont S.p.A.Inventors: Ennio Cozzi, Franco Federici, Paolo Parrini
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Patent number: 5187306Abstract: The present invention provides a manufacturing method for unsaturated carbamic acid esters by allowing an unsaturated amide compound to react with a metallic base in an inert solvent, followed by a reaction with a halogenated formic acid ester.The invention also provides a manufacturing method of unsaturated carbamic acid esters by allowing an urethane derivative to react with a metallic base in an inert solvent, followed by a reaction with an unsaturated acid halide.Type: GrantFiled: June 28, 1991Date of Patent: February 16, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Noriyuki Tsuboniwa, Eiji Yamanaka, Satoshi Urano
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Patent number: 5171877Abstract: The urethanes described are synthesized from aliphatic fluoro alcohols, triisocyanate and a carboxylic acid. They are prepared by reaction of the aliphatic fluoro alcohol with the triisocyanate to give the fluoro alcohol/triisocyanate adduct and by reaction of this adduct with the carboxylic acid. The new urethanes are preferably used for the finishing of textiles for the purpose of achieving water, oil and soil repellency.Type: GrantFiled: December 26, 1990Date of Patent: December 15, 1992Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Knaup, Rainer Kupfer, Rolf Kleber, Lothar Jaeckel, Fritz-Joachim Gohlke
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Patent number: 5167670Abstract: The present invention is directed to novel poly(olefin)-polyamine-N-substituted polycarbamates, useful for preventing or reducing deposits in engines having the formula I ##STR1## wherein "n" is 2-8; R.sup.1 is a poly(olefin) chain having an average molecular weight of from about 500 to about 9900; R.sup.2 is an alkylene group containing 2 to 8 carbon atoms; R.sup.3 is independently a hydrogen atom, an alkyl group containing from 1 to 7 carbon atoms or --COOR.sup.5 with at least two of R.sup.4 being --COOR.sup.5 and wherein R.sup.5 is a hydrocarbyl or substituted hydrocarbyl group containing up to 20 carbon atoms.Type: GrantFiled: September 20, 1991Date of Patent: December 1, 1992Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
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Patent number: 5162575Abstract: The present invention relates to a process for producing isocyanates which comprises reacting an N-halogenated amide with an organic base in an essentially water-free modified Hofmann reaction using a soluble silver salt promoter in the presence of an organic solvent. Also disclosed is a process for producing a carbamate which comprises reacting an N-halogenated amide with an organic base in an essentially water-free modified Hofmann reaction using a soluble silver salt promoter in the presence of an alcohol solvent.Type: GrantFiled: April 1, 1991Date of Patent: November 10, 1992Assignee: Olin CorporationInventor: Ming Shen
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Patent number: 5147960Abstract: The invention relates to heterofunctional diols of formula I and to polyurethane elastomers prepared therefrom.Type: GrantFiled: August 2, 1990Date of Patent: September 15, 1992Inventors: Uwe Keppeler, Michael Bobrich
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Patent number: 5144059Abstract: The compound of the formula ##STR1## (wherein R, R.sub.1 and R.sub.2 have the meanings given in the description), salts thereof with pharmaceutically acceptable organic or inorganic acids, process and intermediates for the preparation thereof and a pharmaceutical composition containing said compound are described.The compounds of formula I and the salts thereof are useful in the treatment of heart and renal diseases.Type: GrantFiled: April 20, 1990Date of Patent: September 1, 1992Assignee: Simes Societa Italiana Medicinali E. Sintetici S.A.Inventors: Cesare Casagrande, Francesco Santangelo
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Patent number: 5130457Abstract: N,N-disubstituted monourethanes and oligourethanes are produced by reacting (a) N-aliphatically and/or N-cycloaliphatically and/or N-araliphatically substituted monourethanes and/or oligourethanes with an alkylating agent in the presence of a solid alkali metal hydroxide. No solvent need by employed but if a solvent is used, that solvent should be an aprotic organic solvent. The alkali metal hydroxide must be used in an equivalent amount. A phase transfer catalyst may optionally be employed. The N,N-disubstituted urethanes obtained by this process are useful in the production of dyes, pharmaceutical products and thermostable synthetic materials.Type: GrantFiled: March 16, 1987Date of Patent: July 14, 1992Assignee: Bayer AktiengesellschaftInventors: Josef Sanders, Dieter Dieterich
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Patent number: 5126477Abstract: A process for the production of a carbamate suitable for use as a detergent additive to internal combustion engine fuels which process comprises reacting either ammonia, a primary amime or a secondary amine with a dihydrocarbyl carbonate in the presence as catalyst of a strong organic base and in the proportions necessary to produce either a mono-carbamate or a bis-carbamate.Type: GrantFiled: July 29, 1991Date of Patent: June 30, 1992Assignee: BP Chemicals LimitedInventors: Richard A'Court, William J. Fox, John E. Hamlin, Sean P. O'Connor
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Patent number: 5118852Abstract: A tert-amine which contains an acid-activated color body precursor is treated to prevent it or a derivative thereof, e.g., an amine oxide, betaine, or quaternary ammonium compound, from turning pink when exposed to acidic conditions by contacting it with an amido compound containing a --CO.NH-- group.Type: GrantFiled: March 18, 1991Date of Patent: June 2, 1992Assignee: Ethyl CorporationInventors: Kim R. Smith, James E. Borland, Joe D. Sauer
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Patent number: 5118674Abstract: The invention relates to 3-(N-methyl-N-alkyl)-amino 2-methoxymethylene propan 1-ol derivatives of the formula ##STR1## wherein R stands for an alkyl chain, A stands for: ##STR2## and Y represents various quaternary ammonia, to a preparation process of said compounds and to therapeutic compositions containing the same.Type: GrantFiled: November 27, 1990Date of Patent: June 2, 1992Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
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Patent number: 5118831Abstract: Novel amino acid derivatives of the formula ##STR1## wherein R.sup.1 is a protecting group removable under reducing or acid conditions, and R.sup.2 and R.sup.5 are hydrogen or carboxylic protecting groups, are useful as intermediates in preparing stereospecific carbapenam/carbapenem derivatives. R.sup.1 is removed under reducing conditions to form a pyrrolidine derivative, which is further cyclized from the R.sup.5 .dbd.H compound to form a .beta.-lactam ring. Stereospecificity at the 6-position is achieved by treatment with lithium diisopropylamide (LDA) and quenching at different temperatures. Compound (I) can be prepared by treating R.sup.1 -protected R.sup.3 -pyrrolidone carboxylic acid R.sup.2 -ester with a lithium enolate of the formula R.sup.4 CHLiCO.sub.2 R.sup.5. The lithium enolate can be formed from R.sup.4 CH.sub.2 CO.sub.2 R.sup.5 by treatment with LDA.Type: GrantFiled: February 27, 1991Date of Patent: June 2, 1992Assignee: Ajinomoto Co., Inc.Inventors: Shigeo Nozoe, Tomihisa Ohta
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Patent number: 5102911Abstract: HMG-CoA reductase inhibitors of formulae (I) and (II) are disclosed.Type: GrantFiled: July 6, 1990Date of Patent: April 7, 1992Assignee: Merck & Co, Inc.Inventors: Ta J. Lee, Wilbur J. Holtz
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Patent number: 5103041Abstract: A process for the production of a carbamate having formula (I), wherein X and Y are independently either hydrogen, a hydrocarbyl group or a hetero-substituted hydrocarbyl group or the group of formula (II), wherein Z is either a divalent hydrocarbyl, a substituted hydrocarbyl group or the group of formula (III) [(alkylene)m(NH)n(alkylene)m] in which n=0 to 4 and m=1 to 4, and R is a hydrocarbyl or substituted hydrocarbyl group, provided that if either one of X or Y is the group of formula (II), the other of X or Y is hydrogen, which process comprises reacting a compound of formula (IV), wherein X and Y are independently either hydrogen, a hydrocarbyl group or a hetero-substituted hydrocarbyl group with a dihydrocarbyl carbonate having formula (V), wherein independently R is as defined above in the presence as catalyst of a strong organic base and in the proportions necessary to produce either a mono-carbamate or a bis-carbamate.Type: GrantFiled: January 31, 1989Date of Patent: April 7, 1992Assignee: BP Chemicals LimitedInventors: Richard A'Court, William J. Fox, John E. Hamlin, Sean P. O'Connor
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Patent number: 5101062Abstract: A process for producing carbamic acid esters (N-phenyl carbamate) which comprises reacting an amino group-containing compound (aniline), oxygen, a nitro group-containing compound (nitrobenzene), a carbon monoxide-containing gas and a hydroxyl group-containing organic compound (ethyl alcohol) in the presence of a compound of a transition metal belonging to Pt group of VIII group (Pd) of the Periodic Table as catalyst, a non-metal halide (HCl) and water.Type: GrantFiled: September 12, 1989Date of Patent: March 31, 1992Assignee: Babcock-Hitachi Kabushiki KaishaInventors: Mutsuo Yamada, Kazumi Murakami, Yasuyuki Nishimura, Fumito Nakajima, Nobuo Matsuo
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Patent number: 5101063Abstract: A process for preparation of urethanes by reacting an organic hydroxyl group-containing compound and carbon monoxide with a primary amine and oxygen in the presence of a non-noble metal or lanthanide metal catalyst system, particularly a cerium catalyst.Type: GrantFiled: April 3, 1990Date of Patent: March 31, 1992Assignee: Industrial Technology Research InstituteInventors: Kuo-Liang Loh, Puh Shieh, Jih-Liang Chen, Tsu-Kung Chuang
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Patent number: 5095134Abstract: This application relates to monomers and homopolymers of diacetylenic ethers having the formula ##STR1## wherein X is alkyl, alkenyl, aryl, alkaryl, aralkyl, aralkenyl, monoalkylamino or dialkylamino and Y is alkyl, alkenyl or ##STR2## where X' is independently selected from the group of X. The invention also relates to the method of preparing and using said alkoxy diacetylenes.Type: GrantFiled: October 23, 1990Date of Patent: March 10, 1992Assignee: ISP Investments Inc.Inventor: Kou-Chang Liu
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Patent number: 5091556Abstract: A process for preparing carbamates is disclosed, in which:a stoichiometric or higher-than-stoichiometric amount of an alkyl carbonate or a cycloalkyl carbonate is reacted with an aliphatic, cycloaliphatic or aromatic amine, in a first reaction step, by operating in the presence of a carbamation catalyst, in order to produce a mixture of a carbamate and an urea,the urea contained in the reaction product from the first process step is reacted with carbonate, in a second reaction step, in order to produce the corresponding carbamate, andthe reaction mixture coming from the second process step is submitted to treatments in order to recover the carbamate.The process makes it possible high yields and high values of selectivity to the useful reaction product to be obtained.Type: GrantFiled: March 28, 1990Date of Patent: February 25, 1992Assignee: Enichem Synthesis, S.p.A.Inventors: Carlo Calderoni, Franco Mizia, Franco Rivetti, Ugo Romano
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Patent number: 5079260Abstract: The present invention relates to a method of treating an inflammatory condition, and to compounds and composition suitable for use in such a method, which compounds have the Formula: ##STR1## wherein: X is methylene, ethylene, ethyleneoxy, or oxygen;Q is ##STR2## where C' is a residue of a lipophilic amino acid, and Y is --CO.sub.2 H, --CH.sub.2 OH, --CONR.sub.1 R.sub.2, or --CO.sub.2 R.sub.1 where R.sub.1 and R.sub.2 hydrogen, alkyl, or aryl;R.sub.3 and R.sub.4 are, independently, hydrogen, alkyl or aryl; andA and B are, independently, hydrogen, fused phenyl, alkyl, aryl, alkaryl, aralkyl, alkoxy, alkoxyalkyl, halogen, or nitro;or pharmaceutically acceptable salts thereof.Type: GrantFiled: May 29, 1990Date of Patent: January 7, 1992Assignee: Nova Pharmaceutical CorporationInventors: Moshe Weitzberg, Ronald Burch, Barry Shearer
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Patent number: 5055577Abstract: The present invention provides a process for preparing urethanes from primary or secondary amines, carbon dioxide and a diolefin. The amine is reacted with carbon dioxide to form the ammonium carbamate salt which is then reacted with a stoichiometric amount of a diolefin coordinated to palladium(II).Type: GrantFiled: June 18, 1990Date of Patent: October 8, 1991Assignee: Monsanto CompanyInventors: Dennis P. Riley, William D. McGhee
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Patent number: 5035743Abstract: New nucleophilic urethanes are described and claimed, which are the reaction product of a monoisocyanate, a diisocyanate or a polyisocyanate with a basic alkoxylated amine whose hydroxyl functionality has been adjusted to a value of 0.5 to 2 by etherification, esterification and/or reaction with a monoisocyanate. These compounds are particularly used, individually or as a mixture, as neutralizing nucleophilic compositions in desensitizing inks for the printing by dry or humid offset, typographic, or flexographic methods, destined to locally neutralize the electrophilic layer of a chemical pressure sensitive copying set. The disclosed compounds have a better neutralizing power which allows to reduce the weight per surface unit of the desensitizing printing by at least a third.Type: GrantFiled: February 15, 1989Date of Patent: July 30, 1991Assignee: SICPA Holding SAInventors: Albert Amon, Laszlo K. Boksanyi, Pierre Degott
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Patent number: 5015753Abstract: Poly(alkylene carbonate) monoahls and polyahls useful as nonionic surfactants and having a poly(alkylene carbonate) backbone are prepared by reacting an oligomeric poly(alkylene carbonate) polyahl with a compound having mono- or difunctional active hydrogen moieties, such as alcohols, carboxylic acids, mercaptans, amides, primary or secondary amines, or substituted phenols, optionally in the presence of a catalyst, under transesterification conditions.Type: GrantFiled: November 13, 1989Date of Patent: May 14, 1991Assignee: The Dow Chemical CompanyInventor: Robert F. Harris
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Patent number: 5008435Abstract: Process for producing urethanes, by reacting an organic hydroxyl group containing compound and carbon monoxide, either (i) with an organic nitro group containing compound, e.g. nitrobenzene, or (ii) with a primary amine, e.g. aniline, and oxygen, the reacting in both cases being carried out in the presence of a non-noble metal catalyst system comprising a copper catalyst, preferably mixed with a promoter such as a nitrogen or phosphorous containing organic compound for the (i) nitro compound reaction, or an alkali salt for the (ii) amine reaction, e.g. at 200-8000 psig and 100.degree.-300.degree. C., using 0.05-0.4 mole copper catalyst and 0.01-10 moles promoter per mole (i) nitro compound or (ii) amine, and 2-500 moles carbon monoxide, and (in the case of the (ii) amine) 0.5-5 moles oxygen, per mole of the (i) nitro compound or (ii) amine.Type: GrantFiled: November 22, 1988Date of Patent: April 16, 1991Assignee: Industrial Technology Research InstituteInventors: Kuo-Liang Loh, Puh Shieh, Y. S. Chao, Tsu-Kung Chuang
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Patent number: 4987233Abstract: The present invention provides a process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives comprising reacting an amine, alcohol, or oxime nucleophile with a urea in an inert organic solvent.Type: GrantFiled: June 15, 1988Date of Patent: January 22, 1991Assignee: Eli Lilly and CompanyInventors: Ralph K. Achgill, Laurence W. Call
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Patent number: 4987248Abstract: An improved for preparing N-substituted carbamate comprising reaction of a selected olefin or alcohol with a carbamate in the presence of a catalyst comprising a blend of a perfluorinated sulfonic acid polymer and a perfluorinated polymer diluent in a substantially nonpolar reaction mixture.Type: GrantFiled: August 2, 1989Date of Patent: January 22, 1991Assignee: E. I. du Pont de Nemours and CompanyInventor: Francis J. Waller
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Patent number: 4973732Abstract: Polymers, such as polysiobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.Type: GrantFiled: February 9, 1987Date of Patent: November 27, 1990Assignee: Texaco Inc.Inventors: Phillip B. Valkovich, Kechia J. Chou
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Patent number: 4973733Abstract: Polymers, such as polyisobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.Type: GrantFiled: February 9, 1987Date of Patent: November 27, 1990Assignee: Texaco Inc.Inventors: Phillip B. Valkovich, Kechia J. Chou
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Patent number: 4963637Abstract: The present invention is directed to novel isocyanate-terminated prepolymers of carboxylic acid grafted polyethers, salts of these prepolymers and fully reacted polymers formed therefrom. More specifically, the present invention relates to reacting an ethylenically unsaturated mono-carboxylic acid with a polyether in the presence of a free radical initiator to form a graft copolymer. Acid-containing isocyanate-terminated prepolymers can then be formed by reacting the graft copolymer with an isocyanate. Salt-containing isocyanate-terminated prepolymers are prepared through the reaction between the acid-containing prepolymer and a base. Finally, polymers are formed by curing either of these isocyanate-terminated prepolymers with an isocyanate reactive material.Type: GrantFiled: June 23, 1989Date of Patent: October 16, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventor: Nigel Barksby
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Patent number: 4962225Abstract: New aspartic acid derivatives include N-.alpha.-t-butoxycarbonyl-aspartic acid-.beta.-2-adamantyl ester-.alpha.-benzyl ester, N-.alpha.-t-butoxycarbonyl-aspartic acid-.beta.-2-adamantyl ester and benzyloxycarbonyl-aspartic acid-.beta.-2-adamantyl ester-.alpha.-benzyl ester.Type: GrantFiled: April 1, 1988Date of Patent: October 9, 1990Assignee: Hidehiko WatanabeInventors: Yoshio Okada, Koichi Kawasaki, Shin Iguchi
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Patent number: 4960881Abstract: The invention relates to carbonates of formula: ##STR1## in which X is a fluorine, chlorine or bromine atom and R.sup.1 is different from the ##STR2## group and represents: a substituted or non-substituted, saturated or unsaturated, aliphatic, araliphatic, primary, secondary, tertiary or cycloaliphatic radical. These .alpha.-chlorinated carbonates are prepared by the action of a compound of formula R.sup.1 OH on a chloroformate of formula: ##STR3## in a solvent medium in the presence of an acid scavenger which is added after the two preceding compounds. They are used to block the amine function of amino acids. The .alpha.-chlorinated carbonate and amino acid are reacted in a solvent medium at a temperature of -5.degree. to 100.degree. C. in the presence of an acid scavenger. Blocked amines are very useful in peptide synthesis.Type: GrantFiled: June 6, 1988Date of Patent: October 2, 1990Assignee: Societe Nationale des Poudres et ExplosifsInventors: Gerard Barcelo, Jean-Pierre Senet, Gerard Sennyey
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Patent number: 4946982Abstract: Certain poly(olefin)-N-substituted carbamates are useful to prevent or reduce engine deposits alone or in combination with certain poly(olefin) polymers or hydrogenated forms of the polymers.Type: GrantFiled: March 20, 1989Date of Patent: August 7, 1990Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
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Patent number: 4940768Abstract: A curing agent (A) for resins (B) which can be cured by means of isocyanates, which has an amine number of 20 to 150 mg of KOH/g and an OH number of not more than 20 mg of KOH/g and which contains per molecule at least two masked isocyanate groups which are reactive under the conditions of curing, obtained by reacting(a) an amine which contains at least one .beta.-hydroxylalkyl group per molecule and has an OH number of 100 to 1,200 mg of KOH/g and an amine number of 100 to 1,200 mg of KOH/g and which, if appropriate, also contains NHCO groups, if appropriate as a mixture with another OH-functional and/or NH-functional compound, with(b) a partly masked isocyanate, if appropriate as a mixture with an at least difunctional, OH-reactive and/or NH-reactive compound.These curing agents are readily dispersible in aqueous systems, if appropriate after neutralization, and frequently increase stability in aqueous paint formulations.Type: GrantFiled: March 21, 1989Date of Patent: July 10, 1990Assignee: Hoechst AGInventors: Michael Honel, Manfred Finke, Gerd Walz, Peter Ziegler
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Patent number: 4935413Abstract: A physical property-improving reagent which comprises an alkenoylcarbamate compound of the formula: ##STR1## wherein R is a hydrogen atom or a lower alkyl group, X is an oxygen atom (--O--), a sulfur atom (--S--) or a substituted or unsubstituted imino group (--NR'--), R' being a hydrogen atom or a lower alkyl group, and Y is the residue of an active hydrogen atom-containing compound excluding --X-H therefrom dissolved in an organic solvent having a solubility parameter of not less than 8, which can impact excellent physical properties to a polymer produced with the same.Type: GrantFiled: June 5, 1987Date of Patent: June 19, 1990Assignee: Nippon Paint Co., Ltd.Inventors: Satoshi Urano, Ryuzo Mizuguchi, Noriyuki Tsuboniwa, Kei Aoki, Yuji Suzuki, Takeyasu Itoh
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Patent number: 4914226Abstract: The present invention refers to a new class of malonic acid derivatives of general formula I ##STR1## wherein R.sup.1 and R.sup.2, each independently, represent hydrogen or a carboxyl protecting group, and the residue R corresponds to the side-chain of the amino acids lysine, ornithine, tyrosine, cysteine, asparatic acid and glutamic acid wherein the additional functionalities are suitably protected. The new compounds of the present invention are useful for preparing analogues of biologically active peptides wherein the direction of some amide bonds in which the amino acids lysine, ornithine, tyrosine, cysteine, aspartic acid or glutamic acid are involved, has been reversed.Type: GrantFiled: July 16, 1987Date of Patent: April 3, 1990Assignees: Eniricerche S.p.A., Sclavo S.p.A.Inventors: Romano Di Trapani, Antonio S. Verdini
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Patent number: RE33211Abstract: Vinyl ether terminated urethane resins may be prepared by reacting the product obtained by the addition of acetylene to an organic polyol with an isocyanate-containing compound at temperatures ranging from about ambient to about 125.degree. C. The thus prepared resin may then be cured by irradiation from an electron beam, thermally or by exposure to an ultraviolet light to cure the resin and form a coating material.Type: GrantFiled: December 19, 1988Date of Patent: May 8, 1990Assignee: Allied-Signal Inc.Inventors: Stephen C. Lapin, David W. House