Plural Carbonyls Containing Patents (Class 568/494)
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Patent number: 10315975Abstract: The present invention relates to a method for the regioselective hydroformylation of polyunsaturated acyclic hydrocarbons, which are 1, 3 butadienes, which, in the 2 position, bear a saturated or monounsaturated or polyunsaturated acyclic hydrocarbon radical. The present invention also relates to the production of secondary products of these hydroformylation products, especially of ambrox.Type: GrantFiled: July 8, 2016Date of Patent: June 11, 2019Assignees: BASF SE, Ruprecht-Karls-Universität HeidelbergInventors: Julia Strautmann, Stefan Rüdenauer, Christian Rein, Melanie Weingarten, Rocco Paciello, Wolfgang Siegel, Michael Breuer, Peter Hofmann, Sebastian Schmidt
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Publication number: 20140329290Abstract: The present invention allows formation of covalent bonds in a bioactive compound having at least one amino group so as to efficiently provide the compound modified with PEG. The present invention thus provides a functionalized polyethylene glycol having a structure that allows reaction of two aldehyde groups with one amino group to form two covalent bonds.Type: ApplicationFiled: December 13, 2012Publication date: November 6, 2014Inventors: Yukio Nagasaki, Yutaka Ikeda, Hiromichi Kawasaki, Jinya Katamachi
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Publication number: 20140271537Abstract: The present invention generally relates to deuterium-enriched aldehydes, compositions comprising deuterium-enriched aldehydes, and methods for slowing the rate of aldehyde autoxidation. In one aspect, the present invention provides a composition comprising a compound of structure 1: wherein: there are at least 6×1018 molecules of the aldehyde and Rx is hydrogen, wherein the deuterium isotope in Rx is in an amount greater than 0.10 percent of the hydrogen atoms present in Rx.Type: ApplicationFiled: March 15, 2014Publication date: September 18, 2014Inventor: Anthony W. Czarnik
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Patent number: 8779213Abstract: The present invention relates to a bio-based glutaraldehyde compound and to the different non-fossil, natural raw material manufacture methods thereof. To prepare said compound, glycerol created by the methanolysis of vegetable oil or animal fat is used, leading after dehydration to acrolein that is caused to react with a vinyl/alkyl/ether as per a Diels-Alder cyclization reaction, followed by hydrolysis so as to obtain the bio-based glutaraldehyde of the invention. Sugars containing five carbon atoms, that is, pentoses created from for example hemicellulose, may also be used, leading after dehydration to furfural, which leads, after complete hydrogenation followed by selective oxidation, to the bio-based glutaraldehyde of the invention.Type: GrantFiled: October 19, 2010Date of Patent: July 15, 2014Assignee: Arkema FranceInventors: Jean Luc Couturier, Jean Luc Dubois
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Patent number: 8680200Abstract: Novel polyglycerol aldehyde polymers are described. The polymers comprise glycerol monomers connected by ether linkages and have 3 to about 170 aldehyde groups per molecule. The polyglycerol aldehydes may be reacted with various amine-containing polymers to form hydrogel tissue adhesives and sealants that may be useful for medical applications such as wound closure, supplementing or replacing sutures or staples in internal surgical procedures such as intestinal anastomosis and vascular anastomosis, tissue repair, preventing leakage of fluids such as blood, bile, gastrointestinal fluid and cerebrospinal fluid, ophthalmic procedures, drug delivery, and preventing post-surgical adhesions.Type: GrantFiled: March 26, 2010Date of Patent: March 25, 2014Assignee: Actamax Surgical Materials LLCInventor: Henry Keith Chenault
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Patent number: 8334342Abstract: The present invention relates to a polymer blend, comprising (a) at least one hydrophobic polymer, as component A, (b) at least one hydrophilic polymer, as component B, and (c) at least one structural unit that crosslinks component A and/or B and derives from at least one compound selected from the group consisting of aldehydes, dialdehydes, diketones, aldehyde ketones, derivatives of the abovementioned compounds, and mixtures thereof, as component C, and to processes for the production thereof and to the use thereof.Type: GrantFiled: June 17, 2009Date of Patent: December 18, 2012Assignee: BASF SEInventors: Henning Althöfer, Robert Loos
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Publication number: 20120277475Abstract: The present invention relates to a bio-based glutaraldehyde compound and to the different non-fossil, natural raw material manufacture methods thereof. To prepare said compound, glycerol created by the methanolysis of vegetable oil or animal fat is used, leading after dehydration to acrolein that is caused to react with a vinyl/alkyl/ether as per a Diels-Alder cyclization reaction, followed by hydrolysis so as to obtain the bio-based glutaraldehyde of the invention. Sugars containing five carbon atoms, that is, pentoses created from for example hemicellulose, may also be used, leading after dehydration to furfural, which leads, after complete hydrogenation followed by selective oxidation, to the bio-based glutaraldehyde of the invention.Type: ApplicationFiled: October 19, 2010Publication date: November 1, 2012Applicant: ARKEMA FRANCEInventors: Jean Luc Couturier, Jean Luc Dubois
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Patent number: 8299308Abstract: A process for preparing a detergent alcohol mixture comprising the steps of providing one or more poly-branched poly-olefins, wherein the poly-branched poly-olefins must contain one non-branched terminal olefin and one or more additional branched olefins in the molecule; hydroformylating said poly-branched poly-olefins to produce a poly-branched olefin containing aldehyde product with one or more olefins or mixture thereof; reducing the aldehyde product of step (b) in the presence of hydrogen and a hydrogenation catalyst to form a poly-branched detergent alcohol mixture; and removing said poly-branched alcohol mixture from said catalyst and branched aldehydes, alcohols and surfactants produced from the products of this process.Type: GrantFiled: September 20, 2011Date of Patent: October 30, 2012Assignee: The Procter & Gamble CompanyInventors: Jeffrey John Scheibel, Robert Edward Shumate
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Publication number: 20120029149Abstract: Novel polyglycerol aldehyde polymers are described. The polymers comprise glycerol monomers connected by ether linkages and have 3 to about 170 aldehyde groups per molecule. The polyglycerol aldehydes may be reacted with various amine-containing polymers to form hydrogel tissue adhesives and sealants that may be useful for medical applications such as wound closure, supplementing or replacing sutures or staples in internal surgical procedures such as intestinal anastomosis and vascular anastomosis, tissue repair, preventing leakage of fluids such as blood, bile, gastrointestinal fluid and cerebrospinal fluid, ophthalmic procedures, drug delivery, and preventing post-surgical adhesions.Type: ApplicationFiled: March 26, 2010Publication date: February 2, 2012Applicant: Actamax Surgical Materials, LLCInventor: Henry Keith Chenault
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Patent number: 7994369Abstract: Acyclic polyaldehydes and polyalcohols having 11, 16 or 21 carbon atoms and comprising at least two aldehyde or hydroxyl alcohol groups, at least three branches, and three or less carbon-carbon double bonds.Type: GrantFiled: September 22, 2009Date of Patent: August 9, 2011Assignee: The Procter & Gamble CompanyInventors: Jeffrey John Scheibel, Robert Edward Shumate
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Publication number: 20110124807Abstract: The present invention relates to a polymer blend, comprising (a) at least one hydrophobic polymer, as component A, (b) at least one hydrophilic polymer, as component B, and (c) at least one structural unit that crosslinks component A and/or B and derives from at least one compound selected from the group consisting of aldehydes, dialdehydes, diketones, aldehyde ketones, derivatives of the above-mentioned compounds, and mixtures thereof, as component C, and to processes for the production thereof and to the use thereof.Type: ApplicationFiled: June 17, 2009Publication date: May 26, 2011Applicant: BASF SEInventors: Henning Althöfer, Robert Loos
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Publication number: 20100105958Abstract: Acyclic polyaldehydes and polyalcohols having 11, 16 or 21 carbon atoms and comprising at least two aldehyde or hydroxyl alcohol groups, at least three branches, and three or less carbon-carbon double bonds.Type: ApplicationFiled: September 22, 2009Publication date: April 29, 2010Inventors: Jeffrey John Scheibel, Robert Edward Shumate
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Publication number: 20100029913Abstract: Biocompatible phase invertible proteinaceous compositions and methods for making and using the same are provided. The subject phase invertible compositions are prepared by combining a proteinaceous substrate and a crosslinking agent, such as a stabilized aldehyde crosslinking agent. Also provided are kits for use in preparing the subject compositions. The subject compositions, kits and systems find use in a variety of different applications.Type: ApplicationFiled: July 28, 2009Publication date: February 4, 2010Inventors: Kemal SCHANKERELI, Ronald DIECK
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Patent number: 7470822Abstract: The novel intermediate compound which can be efficiently utilized in the synthesis of carotenoid compounds based on the sulfone chemistry, the preparation method of the same, and the practical synthetic process for preparing ?-carotene by the use of the above novel compound are disclosed. The synthesis of ?-carotene is characterized by the double elimination reactions of the C40 compound containing both the benzenesulfonyl group and the group X (either halogen or ether), which can be prepared by the coupling reaction of the novel C10 dialdehyde with two equivalents of the C15 allylic sulfone, followed by the functional group transformation of the resulting C40 diol either to the corresponding halide or to the ether, to produce the fully conjugated polyene chain.Type: GrantFiled: July 15, 2005Date of Patent: December 30, 2008Assignee: Myongji University Industry and Academia CooperationInventors: Sangho Koo, Samar Kumar Guha
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Publication number: 20080262271Abstract: The novel intermediate compound which can be efficiently utilized in the synthesis of carotenoid compounds based on the sulfone chemistry, the preparation method of the same, and the practical synthetic process for preparing ?-carotene by the use of the above novel compound are disclosed. The synthesis of ?-carotene is characterized by the double elimination reactions of the C40 compound containing both the benzenesulfonyl group and the group X (either halogen or ether), which can be prepared by the coupling reaction of the novel C10 dialdehyde with two equivalents of the C15 allylic sulfone, followed by the functional group transformation of the resulting C40 diol either to the corresponding halide or to the ether, to produce the fully conjugated polyene chain.Type: ApplicationFiled: July 15, 2005Publication date: October 23, 2008Inventors: Sangho Koo, Samar Kumar Guha
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Patent number: 7339085Abstract: The present invention relates to an improved process for preparing 2,7-dimethylocta-2,4,6-trienedial of the formula I, by a) double enol ether condensation of a butenedial bisacetal of the formula II with an enol ether of the formula III, ?in the presence of a Lewis acid catalyst to give a condensation product of the formula IV, ?where the radicals R1 and R2 in formulae II to IV are independently of one another C1-C6-alkyl; b) hydrolysis of the acetal groups of IV by adding an aqueous acid to form the dialdehyde of the formula V; d) crystallization of I from the reaction mixture, Wherein process steps a) to d) are carried out in the presence of an inert, water-immiscible organic solvent.Type: GrantFiled: February 4, 2005Date of Patent: March 4, 2008Assignee: BASF AktiengesellschaftInventors: Hansgeorg Ernst, Klaus Henrich, Andreas Keller
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Patent number: 7314960Abstract: The present invention discloses a method for catalytic synthesis of oxygenate from alcohol. At first, a feeding material comprising at least one alcohol is provided. Next, a copper-containing catalyst is provided and the catalyst further comprises at least one metal element selected from the group consisting of the following: zinc, magnesium, and aluminum elements. Following that, a catalytic reaction of the feeding material over the copper-containing catalyst is carried out to synthesize at least one oxygenate.Type: GrantFiled: September 28, 2006Date of Patent: January 1, 2008Assignee: Yuan Ze UniversityInventors: Sheng-Diann Lin, Ting-Chou Hsiao
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Patent number: 6465694Abstract: Aldehyde derivatives of polyethylene glycols and methods of making thereof are disclosed. These aldehyde derivatives can be used to make polyethylene glycol-hydrazines, polyethylene glycol-thiols, polyethylene glycol amines, and branched polyethylene glycols. PEG aldehyde derivatives or other functional PEG derivatives prepared from PEG aldehydes are useful for protein conjugation and surface modification.Type: GrantFiled: June 4, 2001Date of Patent: October 15, 2002Assignee: University of Utah Research FoundationInventors: Miroslav Baudys, Feng Liu, Sung Wan Kim
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Patent number: 6403838Abstract: A process for making 2,7-dimethyl-2,4,6-octatrien-1,8-dial starting form an allylic halide is described. The process steps include aldehyde protection, conversion to a sulfide, oxidation to an allylic sulfone followed by a Ramberg-Backlund reaction and hydrolysis.Type: GrantFiled: September 27, 2001Date of Patent: June 11, 2002Inventors: Sangho Koo, Hojin Choi, Minsoo Park, Minkoo Ji
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Patent number: 6114588Abstract: A method to produce dialcohols is provided, the method comprising the steps of:providing a feed stream comprising an alpha-alcohol-diolefin;reacting the feed stream with hydrogen and carbon monoxide in the presence of a catalyst system comprising a cobalt phosphine ligand complex under conditions effective to hydroformylate at least a portion of the diolefin in the feed stream; andrecovering the dialcohol from the reacted feed stream. This method is a one-step process to hydroformylate alpha-alcohol-diolefins such as 2,7-octadien-1-ol to produce a significant yield of dialcohols such as 1,9-nonanediol.Type: GrantFiled: June 11, 1998Date of Patent: September 5, 2000Assignee: Shell Oil CompanyInventors: Pui-Kwan Wong, Andrew Allison Moxey
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Patent number: 5961670Abstract: New sulfur dyes comprising in their preparation at least one sulfur dye intermediate of the formula I ##STR1## wherein R and R.sub.1 are independently nitro, nitroso or amino, are produced by including in their preparation at least one modifying agent selected from the group of: A) an aldehyde; B) urea; C) a benzoquinone or naphthoquinone; and D) monoethanolamine or by treating an already prepared sulfur dye involving such an intermediate in its preparation, with at least one aldehyde, benzoquinone or naphthoquinone or with monoethanolamine.Type: GrantFiled: October 30, 1996Date of Patent: October 5, 1999Assignee: Clariant Finance (BVI) LimitedInventors: Philip N. Cote, Xiangfu Lan, Alex I. Shakhnovich, Manuel Jose Domingo
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Patent number: 5869589Abstract: The present invention is directed to polymer compositions containing a vinyl polymer component (A), formed by polymerization of .alpha.,.beta.-ethylenically unsaturated monomers, one which contains at least one hydroxyl group and one which contains no hydroxyl groups; a crosslinker component (B); an additive component (C); and a solvent component (D). The composition is useful for backcoating woven substrates and as a binder composition for non-woven substrates.Type: GrantFiled: July 17, 1997Date of Patent: February 9, 1999Inventors: Peter Webb Raynolds, Duane Allan Scott
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Patent number: 5648387Abstract: Dialkyl ethers lower Lp(a) and triglycerides, and elevate HDL-cholesterol, and are thereby useful for treating vascular diseases and noninsulin-dependent diabetes mellitus.Type: GrantFiled: March 24, 1995Date of Patent: July 15, 1997Assignee: Warner-Lambert CompanyInventors: Charles Larry Bisgaier, Paul Leroy Creger, Alan Robert Saltiel, Sherrie Rae Tafuri
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Patent number: 5550298Abstract: The catalytic process obtains a methyl tertiary butyl ether by feeding methanol over a solid catalyst section in a rectifying column having vertical layers in which a catalyst material is enclosed. At least one of the enclosing walls is impermeable to the catalyst material while being permeable to the methanol. A reactant comprising a mixture of saturated and unsaturated 4 carbon-chain hydrocarbons is fed into the solid catalyst section with methanol to produce a methyl tertiary butyl ether.Type: GrantFiled: March 29, 1995Date of Patent: August 27, 1996Assignee: Sulzer Brothers LimitedInventors: Ronald Shelden, Jean-Paul Stringaro
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Patent number: 5466873Abstract: Arylketoamines are prepared by reacting arylisonitrosoalkanones with hydrogen in the presence of a transition metal catalyst and a liquid carboxylic acid at a temperature of less than about 600.degree. C.Type: GrantFiled: November 30, 1994Date of Patent: November 14, 1995Assignee: Hoechst Celanese CorporationInventors: Ahmed M. Tafesh, George Kvakovszky, Charlet R. Lindley
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Patent number: 5410056Abstract: The present invention is directed to a novel process for the production of folic acid in high yield utilizing a novel diimine as an intermediate. This diimine is formed by reacting 2-substituted malondialdehyde with p-aminobenzoyl-L-glutamic acid. This diimine may be converted into folic acid by reacting said diimine with triaminopyrimidinone in the presence of sulphite.Type: GrantFiled: January 6, 1994Date of Patent: April 25, 1995Assignee: Hoffman-La Roche Inc.Inventor: Christof Wehrli
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Patent number: 5386040Abstract: Low molecular weight polyacetals are prepared by reacting an acetal-containing reagent with a polyalcohol (e.g., glycerol or sucrose), a polyamine (e.g., 3,3'-diamine-N-methyl dipropylamine or ethylene diamine), a polyester (e.g., triethyl citrate), or a polyhalide (e.g., pentaerythrityl tetrabromide). Low molecular weight polyaldehydes are prepared by converting the acetal groups of the low molecular weight polyacetal to aldehyde groups or by reacting an aldehyde-containing reagent (e.g., glyoxal) with a polyamide.Type: GrantFiled: June 8, 1993Date of Patent: January 31, 1995Assignee: National Starch and Chemical Investment Holding CorporationInventors: Gary T. Martino, Martin M. Tessler
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Patent number: 5386063Abstract: (all-E)-2,7,-dimethylocta-2,4,6-triene-1,8-dial-.sup.13 C.sub.4 is synthesized from commercially available and relatively inexpensive starting compounds, and the key starting compound is triethyl phosphonoacetate-.sup.13 C.sub.2. The .sup.13 C labeled dial is useful as an intermediate in synthesizing .sup.13 C labeled carotenoids.Type: GrantFiled: June 16, 1993Date of Patent: January 31, 1995Assignees: The Catholic University of America, The United States of America as represented by the Secretary of AgricultureInventors: Frederick Khachik, Gary R. Beecher, Betty W. Li
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Patent number: 5292958Abstract: Processes for eliminating the diethanolamine present in triethanolamine and the preparation of triethanolamine or compositions containing triethanolamine substantially free from diethanolamine in which the triethanolamine containing diethanolamine is treated with glyoxal in a molar ratio of glyoxal to diethanolamine greater than or equal to 1, then if desired the triethanolamine obtained or the composition containing it is isolated, and their use.Type: GrantFiled: October 29, 1992Date of Patent: March 8, 1994Assignee: Societe Francaise HoechstInventors: Gabrielle Claud, Alain Blanc
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Patent number: 5252714Abstract: A new polyethylene glycol derivative (PEG) having the property of not being destroyed by water and also being able to retain reactivity in water and selectively react with amine groups. Also provided is a process for modifying organic or polymer surfaces in water by connecting PEG derivatives to exposed amine groups which provides a process whereby there is efficient linking to organic or polymer surfaces in water by use of the PEG derivatives.Type: GrantFiled: November 28, 1990Date of Patent: October 12, 1993Assignee: The University of Alabama in HuntsvilleInventors: J. Milton Harris, M. R. Sedaghat-Herati
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Patent number: 5107030Abstract: The present invention is an improved method to prepare 2,7-dimethyl-2,4,6-octatrienedial and related derivative compounds. This method of making 2,7-dimethyl-2,4,6-octatrienedial and derivatives thereof includes reacting 2-butenyl-bisphosphonic acid tetraalkyl ester and at least two equivalents of protected pyruvic aldehyde derivative in a nonpolar organic solvent in the presence of an alkali metal hydroxide. Compounds prepared by this invention are useful intermediates in the preparation of carotenoids.Type: GrantFiled: March 4, 1991Date of Patent: April 21, 1992Assignee: Loyola University of ChicagoInventor: James H. Babler
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Patent number: 5068453Abstract: Monoterpenes of the formulae: ##STR1## wherein X, Y and Y' are independently --CHO, --CO.sub.2 H or --CH.sub.2 OR, R being hydrogen or tetrahydropyranyl, and Y may be in E- or Z-form about the adjacent double bondhave been isolated from agriculturally harmful acarids and then identified. They have fragrance of citrus-note and are bactericidally active against bacteria which may cause crop injury. Some of them are the first sex pheromones to be isolated from the acarids.Type: GrantFiled: March 9, 1990Date of Patent: November 26, 1991Assignee: Daikin Industries, Ltd.Inventors: Yasumasa Kuwahara, Walter S. Leal
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Patent number: 4820876Abstract: Synthetic polyethylene wax having low molecular weight of 250 to 3000 and a density of 0.930 to 0.950 is prepared in a high pressure process at pressures of at least 800 bar using a carbonyl compound such as acetaldehyde as chain transfer agent. The resulting wax with incorporated CO has good compatibility in hot melt systems, and may be stripped to remove light ends, increase density and crystallinity and improve thermal stability.Type: GrantFiled: May 27, 1987Date of Patent: April 11, 1989Assignee: Exxon Research & Engineering Co.Inventors: Hugo J. C. Nuttens, Gerard Van Haeren
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Patent number: 4808756Abstract: The method for producing .alpha.,.omega.-dialdehydes from .alpha.,.omega.-diolefins or .alpha.,.omega.-alkenals in good yield and with high efficiency. The expensive rhodium catalyst for hydroformylation can be reused without any substantial attrition of activity. Moreover, since the loses of the catalyst, monodentate phosphine and sulfolane used in the hydroformylation reaction are minimal, the method is commercially advantageous.Type: GrantFiled: October 6, 1987Date of Patent: February 28, 1989Assignee: Kuraray Co., Ltd.Inventors: Yasuo Tokitoh, Noriaki Yoshimura
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Patent number: 4748279Abstract: A liquid sterlizing composition comprising the reaction product of a non-ionic surfactant, a gluteraldehyde and triethylene glycol.Type: GrantFiled: June 23, 1987Date of Patent: May 31, 1988Inventor: Reginald K. Whiteley
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Patent number: 4608443Abstract: The preparation of 1,4-butandial (succindialdehyde) is obtained using acrolein. The acrolein is first converted with an alkanol into 3,3-dialkoxy-1-propene and this is then hydroformylated in the presence of hydridotristriphenylphosphine-rhodiumcarbonyl mixed with triphenylphosphine or triphenylphosphite as the catalyst. The thereby obtained 4,4-dialkoxy-butanal is removed from the hydroformylation product by means of distillation and is then hydrolyzed to 1,4-butandial.Type: GrantFiled: January 24, 1985Date of Patent: August 26, 1986Assignee: Degussa AktiengesellschaftInventors: Juan Andrade, Gunter Prescher, Marc Samson
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Patent number: 4507508Abstract: Unsaturated mono- and saturated di-aldehydes and acetals are produced by reacting a conjugated diolefine with carbon monoxide and hydrogen in the presence of an alcohol and a catalyst comprising rhodium, a tert phosphine or phosphite and more than one equivalent of acid per gram atom of rhodium.Type: GrantFiled: May 2, 1983Date of Patent: March 26, 1985Assignee: Imperial Chemical Industries PLCInventors: Percy Hayden, Alec Mee, Donald Wright
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Patent number: 4320231Abstract: Described herein is an aqueous solution comprising a dialdehyde of from 2 to 6 carbon atoms and an aliphatic ketone. This solution may be stored under conditions under which the aqueous dialdehyde solution would normally freeze.Type: GrantFiled: November 20, 1980Date of Patent: March 16, 1982Assignee: Union Carbide CorporationInventor: Gerald J. Murphy
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Patent number: 4217290Abstract: This invention consists of a process for preparing bifunctional aliphatic organic compounds of at least 6 carbon atoms, wherein a cycloaliphatic oxyhydroperoxide is reacted with an alpha-olefine having its double bond activated by a conjugate electron-attracting group, in the presence of a bivalent Cr salt, a bivalent V salt or a trivalent Ti salt.Type: GrantFiled: June 20, 1979Date of Patent: August 12, 1980Assignee: Brichima S.p.A.Inventors: Paolo Maggioni, Francesco Mauri, Attilio Citterio