Ethers Patents (Class 536/120)
-
Patent number: 5141929Abstract: Ethers and/or esters of D-desosamine having the formula ##STR1## whereinn represents 0 or 1; R and R', each independently, represent linear or branched alkyl having 1-30 carbon atoms, alkenyl having 5-21 carbon atoms, cycloalkyl having 4-10 carbon atoms, cycloalkylalkyl having 5-11 carbon atoms or phenyl or arylalkyl optionally substituted; or R can represent hydrogen when n=1 and R' can represent hydrogen when n=0, the number of carbon atoms of R, R' or R+R' being equal to 9 to 33 inclusive; or R represents the aglyconic part of erythralosamine and R' represents linear or branched alkyl having 9-30 carbon atoms or alkenyl having 11-21 carbon atoms; and the .alpha. and .beta. anomers, their mixture and their salts.These compounds are usefully employed as anti-bacteria and anti-fungus agents in pharmaceutical and cosmetic compositions.Type: GrantFiled: December 6, 1989Date of Patent: August 25, 1992Assignee: Societe Anonyme dite: L'OrealInventors: Michel Phillippe, Henri Sebag
-
Patent number: 5138046Abstract: Surface active alkylglucosides are prepared in a 2-step process from starch or starch degradation products such as polyglucose or glucose syrup, the first step consisting of reaction with a short chained alcohol, particularly butanol, while the second step comprises transacetalization with the longer chained C.sub.8-22, more particularly C.sub.12-18, alcohol, with fatty alcohols of natural origin preferably being used.Type: GrantFiled: May 13, 1991Date of Patent: August 11, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Willi Wuest, Rainer Eskuchen, Josef Wollman, Karlheinz Hill, Manfred Biermann
-
Patent number: 5135683Abstract: An improved process for the hydrolysis and purification of an alkoxylated polyol containing a ketal protective functionality is described. The process may be employed to prepare reduced calorie esterified alkoxylated polyol fat mimetics useful in cooking and in food compositions.Type: GrantFiled: March 28, 1991Date of Patent: August 4, 1992Assignees: Arco Chemical Technology, L.P., CPC International Inc.Inventor: Charles F. Cooper
-
Patent number: 5135650Abstract: Highly compressible chromatographic stationary phase particles such as agarose beads are made rigid to a degree suitable for use in HPLC, and nonporous to proteins by one of two procedures. The first involves shrinking the beads with the use of an organic solvent in which the agarose bead will neither dissolve nor swell to collapse the porosity, followed by crosslinking the bead surfaces inside the collapsed pores to fix the pores in their collapsed state. The second involves filling the pores (without shrinkage of the beads) with a polymerizable substance which grafts to the pore surface, and performing the graft polymerization. The invention also extends to rigid beads, which are rendered deformable to a limited degree by coating the surface with a polymer. Finally, porous rigid beads are rendered nonporous by polymerizing a polymerizable material inside the pores in the same manner as the porous compressible beads.Type: GrantFiled: May 2, 1990Date of Patent: August 4, 1992Assignee: Bio-Rad Laboratories, Inc.Inventors: Stellan Hjerten, Jia-Li Liao
-
Patent number: 5136031Abstract: A process for the chlorination of sucrose or a derivative thereof, comprises reaction of the sucrose or derivative thereof with thionyl chloride and a nitrogen base at a ratio of about 1 molar equivalent (ME) of thionyl chloride and about 1 ME of base for every ME of free hydroxyl, in a non-reactive moderately polar solvent. The process is particularly suitable for the preparation of sucralose.Type: GrantFiled: July 9, 1990Date of Patent: August 4, 1992Assignee: Tate & Lyle Public Limited CompanyInventors: Riaz A. Khan, George H. Sankey, Philip J. Simpson, Nicholas M. Vernon
-
Patent number: 5134230Abstract: A disaccharide compound represented by formula (I): ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in the specification and a salt thereof are disclosed. The compound exhibits excellent antitumor activity and low toxicity and is useful as an antitumor agent.Type: GrantFiled: January 18, 1991Date of Patent: July 28, 1992Assignee: Daiichi Pharmaceutical Co., Ltd.Inventors: Tsuneo Kusama, Tsunehiko Soga, Tetsuo Shiba
-
Patent number: 5128462Abstract: Alkyl and hydroxyalkyl ethers of polygalactomannans are further modified with long chain haloalkanoic acids. The resulting derivatized polygalactomannans are useful as thickening agents in aqueous systems, particularly in combination with surfactants at acidic pH.Type: GrantFiled: July 1, 1991Date of Patent: July 7, 1992Assignee: Rhone-Poulenc Inc.Inventor: George M. Zody
-
Patent number: 5126441Abstract: Bisglycosides IGly--O--CHR.sup.2 --(CH.sub.2).sub.p --(XR.sup.1).sub.n --(CH.sub.2).sub.q --(CHR.sup.3).sub.m --O--Gly IwhereX is C--R.sup.4 or N,R.sup.1 is C.sub.1 -C.sub.30 -alkyl, C.sub.2 -C.sub.30 -alkenyl, O--C.sub.1 -C.sub.30 -alkyl or O--C.sub.2 -C.sub.30 -alkenyl when X is C--R.sup.4, and is CO--C.sub.1 -C.sub.30 -alkyl or CO--C.sub.2 -C.sub.30 -alkenyl when X is N,R.sup.2 to R.sup.4 are each hydrogen, C.sub.1 -C.sub.30 -alkyl or C.sub.2 -C.sub.30 -alkenyl,n is from 1 to 3,m is 0 or 1,p and q are each from 0 to 2 andGly is a mono- or disaccharide composed of aldopentoses,aldohexoses and/or ketohexoses,are used as surfactants or emulsifiers in detergents, cleaning agents and toiletries.Type: GrantFiled: February 15, 1991Date of Patent: June 30, 1992Assignee: BASF AktiengesellschaftInventors: Gerhard Wolf, Richard R. Schmidt, Karin Jankowski, Andreas Terjung
-
Patent number: 5126437Abstract: Compounds of the formula ##STR1## in which R.sup.1 represents saturated, unsaturated or anhydro desoxypentosyl, desoxyhexosyl or didesoxyhexosyl, where the OH functions of the sugar are optionally protected, andR.sup.2 represents straight-chain or branched or heterosubstituted alkyl having up to ten carbon atoms andR.sup.3 represents straight-chain or branched or heterosubstituted alkyl having up to ten carbon atoms andX represents halogens andR.sup.4 represents straight-chain or branched or heterosubstituted alkyl having up to ten carbon atoms.Such compounds are useful as highly selective cytostatics in cancer therapy.Type: GrantFiled: June 7, 1989Date of Patent: June 30, 1992Assignee: Bayer AktiengesellschaftInventors: Lutz-F. Tietze, Manfred Neumann, Roland Fischer
-
Patent number: 5126438Abstract: 6,6'-dihalo-6,6'-dideoxy-1',2,3,3',4,4'-hexa-O-methylsucrose compounds are disclosed as useful intermediates for the synthesis of water-absorbent polyethers. These compounds may also be used as intermediates in the preparation of other difunctional monomers and metal complexing agents from sucrose.Type: GrantFiled: December 7, 1990Date of Patent: June 30, 1992Assignee: Hawaiian Sugar Planters' AssociationInventor: Navzer D. Sachinvala
-
Patent number: 5126493Abstract: Alkoxylates of active hydrogen compounds having a peaked molecular weight distribution are prepared by reacting the active hydrogen compound with an alkylene oxide of from 2 to 4 carbon atoms using iron oxides as alkoxylation catalysts.Type: GrantFiled: April 5, 1991Date of Patent: June 30, 1992Inventors: Wolfgang Hoelderich, Jochen Houben, Gerhard Wolf, Michael G. Kinnaird
-
Patent number: 5124446Abstract: Betaine group-containing polysaccharides with recurring anhydroglucose units of the average, general formula ##STR1## are disclosed. In this formula the R.sup.1 groups are the same or different and represent methyl, (C.sub.n H.sub.2n O).sub.m R.sup.2 or ##STR2## in which n=2 or 3, m=0 to 10, p=0 to 10 and R.sup.2 is a hydrogen atom or the betaine group ##STR3## in which R.sup.3 and R.sup.4 are the same or different and represent an alkyl group with 1 to 4 carbon atoms and R.sup.5 is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms, with the proviso that at least 0.5% of the R.sup.1 groups in the polysaccharide molecule represent the betaine group.Also disclosed is a method for the synthesis of these compounds and their use in cosmetic preparations, especially for the care of the hair. In addition, novel compounds of the general formula ##STR4## are disclosed as intermediates in which the substituents R.sup.3, R.sup.4 and R.sup.5 have the above meaning.Type: GrantFiled: May 17, 1989Date of Patent: June 23, 1992Assignee: Th. Goldschmidt AGInventors: Burghard Gruning, Klaus Hoffmann, Gotz Koerner, Hans-Joachim Kollmeier
-
Patent number: 5122601Abstract: A process for manipulating any polyhydroxy compound bearing two or more primary and secondary hydroxyl groups to expose only the primary hydroxyl groups, while blocking all interfering secondary hydroxyl groups as their methyl or other alkyl ethers. More particularly, the present invention relates to the synthesis of 2,3,3',4,4'-penta-O-methylsucrose by using this method.Type: GrantFiled: December 7, 1990Date of Patent: June 16, 1992Assignee: Hawaiian Sugar Planters'AssociationInventor: Navzer D. Sachinvala
-
Patent number: 5120836Abstract: A 6,6'-diamino-6,6'-dideoxy-1',2,3,3',4,4'-hexa-O-methylsucrose compound is disclosed which is useful as an intermediate compound to make water-absorbent polyamides, polyurethanes and polyamines.Type: GrantFiled: December 7, 1990Date of Patent: June 9, 1992Assignee: Hawaiian Sugar Planter's AssociationInventor: Navzer D. Sachinvala
-
Patent number: 5118804Abstract: A process for preparing alkykl-1-thio-.alpha.,.beta.-glycosides and alkyl glycosides is described. The glycosides are prepared from a saccharide selected from monosaccharides and reducible di- and oligo-saccharides. The saccharide is reacted with either a thiol to produce an alkyl-1-thio-.alpha.,.beta.-glycoside or an alcohol to produce an alkyl glycoside in the presence of the solvent and reagent poly-(hydrogen fluoride)-pyridinium. Novel alkyl-1-thio-.alpha.,.beta.-glycosides prepared by the process of the invention are characterized in that they are in the form of a mixture of .alpha. and .beta. anomers. The alkyl-1-thio-.alpha.,.beta.-glycosides having a long alkyl chain are useful as nonionic detergents, in particular in the extraction of membrane proteins.Type: GrantFiled: July 31, 1990Date of Patent: June 2, 1992Assignee: Beghin-Say, SAInventors: Jacques Defaye, Andree Gadelle, Christian Pedersen
-
Patent number: 5116961Abstract: A 1',6,6'-trimethylacryloyl-2,3,3',4,4'-penta-O-methylsucrose compound is disclosed. This compound is prepared by treating 2,3,3',4,4'-penta-O-methylsucrose with methacryloyl chloride in the presence of triethylamine and tetrahydrofuran. This compound is used as a crosslinking agent in the preparation of polymers.Type: GrantFiled: May 10, 1991Date of Patent: May 26, 1992Assignee: Hawaiian Sugar Planters' AssociationInventor: Navzer Sachinvala
-
Patent number: 5114619Abstract: This invention is a process for the preparation of a polyol having an equivalent weight of 200 to 5000 by the reaction of a monoepoxy compound with an initiator containing an active hydrogen atom in the presence of a catalyst substance selected from the group consisting of barium, strontium and their oxides, hydroxides, hydrated hydroxides or monohydroxide salts, and mixtures thereof. The process comprises adding water during the reaction of the monoepoxy compound with the initiator. The quantity of water added is one percent or less by weight of the total weight of monoepoxy compound to be reacted with the initiator.Type: GrantFiled: July 14, 1989Date of Patent: May 19, 1992Assignee: The Dow Chemical CompanyInventor: A. J. Heuvelsland
-
Patent number: 5106967Abstract: Disclosed are novel 5-C-hydroxymethylhexose compounds and their derivatives which exhibit sugar-like functionality when used in food compositions. The derivatives include stereoisomers, di-, tri-, and polysaccharides, alkyl glycosides, polyol, and alditol derivatives. Also disclosed are sugar substitute compositions and food compositions containing these compounds and their derivatives.Type: GrantFiled: May 28, 1991Date of Patent: April 21, 1992Assignee: The Procter & Gamble CompanyInventor: Adam W. Mazur
-
Patent number: 5095104Abstract: A glucofuranose derivative substituted at the 3,5,6- or 3,6-positions with a radical that provides an anionic charge at physiological pH values is disclosed, as are pharmaceutical compositions, and methods of making and using the same. The compounds are useful in treating inflammation, and particularly conditions that involve neutrophil influx; they are also useful in inhibiting peptic ulcer formation.Type: GrantFiled: August 3, 1990Date of Patent: March 10, 1992Inventor: Paul Gordon
-
Patent number: 5077073Abstract: The present invention relates to a fat substitute comprising an ethoxyloted sugar or sugar alcohol sucrose fatty acid ester. Between 1 and about 50 alkoxyl groups are attached by ether linkages to each polyol molecule. Each ethoxylated polyol is esterified with between about 6 and about 8 fatty acid groups, the fatty acids containing between about 2 and about 24 carbon atoms. The invention also relates to a low calorie fat-containing food composition which comprises: (a) non-fat ingredients; and (b) fat ingredients, from about 10% to about 100% by weight of said fat ingredients consisting essentially of the above-described fat substitute.Type: GrantFiled: August 25, 1989Date of Patent: December 31, 1991Assignee: The Proctor & Gamble CompanyInventors: John L. Ennis, Peter W. Kopf, John R. Powell, Stephen E. Rudolph, Martin F. van Buren
-
Patent number: 5071598Abstract: Compositions for cryopreservation of phosphoglyceride-containing biological and synthetic membranes are provided in which a lipophilic anchor molecule is modified by the attachment of a preferably carbohydrate moiety placed at a predetermined, variable distance from the hydrophobic portion of the molecule by means of a hydrophilic linker unit. A method for the use of the compositions is also provided.Type: GrantFiled: December 11, 1989Date of Patent: December 10, 1991Assignee: California Institute of TechnologyInventors: John D. Baldeschwieler, Raymond P. Goodrich, Jr.
-
Patent number: 5070125Abstract: Polyether polyols having an equivalent weight of from about 200 to about 5000 are prepared by the process of this invention. The process uses barium- or strontium-containing alkoxylation catalysts to provide products with reduced unsaturation in comparison to similar products produced with potassium hydroxide catalysis. The use of these catalysts also increases the capping efficiency with ethylene oxide to provide products with a higher primary hyroxyl content for the same weight percentage of ethylene oxide cap.Type: GrantFiled: January 8, 1991Date of Patent: December 3, 1991Assignee: The Dow Chemical CompanyInventor: Albert J. Heuvelsland
-
Patent number: 5057605Abstract: Sialocylglycerolipids represented by the following general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a group CH.sub.3 CO--; R.sup.2 represents an alkali metal, a hydrogen atom or a lower alkyl group; R.sup.3 represents a hydrogen atom or a group C.sub.n H.sub.2n+1 -- (n is an integer ranging from 1 to 30); and R.sup.4 represents a group C.sub.m H.sub.2n+1 -- (m is an integer ranging from 1 to 30) are herein disclosed. They are prepared by treating a corresponding compound in an alkaline aqueous solvent. The method makes it possible to provide these compounds in a high yield by a simple processes.Type: GrantFiled: November 10, 1988Date of Patent: October 15, 1991Assignee: Mect CorporationInventors: Shoji Yoshimura, Yuzi Matsuzaki, Mamoru Sugimoto, Masayoshi Ito, Yoshiyasu Shitori, Tomoya Ogawa
-
Patent number: 5055571Abstract: The present invention pertains to a method of purifying crude polyol fatty acid polyesters, in particular sugar polyesters, comprising, preferably more than one, alkaline washing treatments at pH of at least 12.5, optionally in combination with water and/or acid washing treatments and further conventional refining steps. By this method better color-removal and stability against high-temperature discoloring is achieved.Type: GrantFiled: December 5, 1988Date of Patent: October 8, 1991Assignee: Van den Bergh Foods Co., Division of Conopco Inc.Inventor: Gerard J. Van Lookeren
-
Patent number: 5049664Abstract: A trehalose derivative of the formula: ##STR1## wherein one, two, three or four of R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are independently selected from the group consisting of C.sub.1-40 aliphatic acyl groups and all the rest of them are hydrogen atoms,with the proviso that:a) when one of them is C.sub.1-40 aliphatic acyl group, then it is not 2-palmitoyl or 6-aliphatic acyl,b) when two of them are C.sub.1-40 aliphatic acyl groups, then they are not located at corresponding positions with each other,c) when three of them are C.sub.1-40 aliphatic acyl groups, then they are not 2,3,2'-tripalmitoyl, andd) when four of them are C.sub.1-40 aliphatic acyl groups, then they are not located at corresponding positions with each other or at 2,3,4,2'- or 2,3,6,2'-positions.The compounds of the above formula have anti-tumor activity.Type: GrantFiled: August 16, 1989Date of Patent: September 17, 1991Assignee: Sawai Pharmaceutical Co., Ltd.Inventors: Junji Yoshinaga, Takeshi Shogaki, Takao Kakita, Hiromi Ozeki, Yoshiko Kato
-
Patent number: 5047518Abstract: Herbicidal and/or plant-growth regulatory compositions comprising, together with a carrier and/or surface-active agent, an effective amount of at least one herbicidal and/or plant growth regulatory active agent selected from compounds of formula (I) ##STR1## (in which R represents an optionally substituted aralkyl group,X represents an O--, N-- or S-linked organic group, an optionally substituted hydrocarbyl group, a halogen atom, a hydroxy, amino, alkoxyamino, nitro, cyano, azido, sulpho or phospho group, or together with the group R.sup.2e, X may represents a ketonic oxygen atom --O-- or a group of formula --CH.sub.2 O--;R.sup.1e represents a hydrogen atom or an optionally substituted hydrocarbyl group, or a formyl group;R.sup.2e represents a hydrogen atom, a hydroxy group or an optionally substituted hydrocarbyl or O-linked hydrocarbyl group,or, together with the group X, R.sup.2e may represent a ketonic oxygen atom --O-- or a group of formula --CH.sub.2 O--;R.sup.Type: GrantFiled: April 10, 1990Date of Patent: September 10, 1991Assignee: Her Majesty the Queen in right of New ZealandInventors: Richard H. Furneaux, Ronald F. Henzell, Peter C. Tyler
-
Patent number: 5043438Abstract: The present invention pertains to a process for the synthesis of polyol fatty-acid esters by reacting a polyol and a fatty-acid lower-alkyl ester under substantially solvent-free conditions in the presence of a transesterification catalyst and an emulsifier. The process comprises a continuous initial reaction stage in a first reaction zone wherein a steady-state conversion is achieved of over 1% and a further reaction stage in which the reaction mixture from said first zone is further reacted to the required polyol fatty-acid esters in one or more subsequent reaction zones.Type: GrantFiled: February 9, 1990Date of Patent: August 27, 1991Assignee: Van den Bergh Foods Co., Division of Conopco Inc.Inventor: Markus G. Buter
-
Patent number: 5041427Abstract: Compounds are disclosed which are useful in a method of treating animals to protect them from the toxic effects of Gram negative endotoxin. They include the diphosphoryl lipid A (DPLA) which can be obtained from R. sphaeroides ATCC 17023 grown at about 26.degree. C.Type: GrantFiled: January 19, 1990Date of Patent: August 20, 1991Assignee: Wisconsin Alumni Research FoundationInventors: Kuni K. Takayama, Nilofer Qureshi
-
Patent number: 5037969Abstract: The invention provides a compound of the formula (I): R--O--CH.sub.2 CH.sub.2 O.sub.m CH.sub.2).sub.n --Z wherein R is a glycosyl group, m is an optional positive integer, n is an integer from 1 to 3 and Z is --CHO, --CH.sub.2 OH or --COOH.The compound of the formula (I'): R--O--CH.sub.2 CH.sub.2 O.sub.m CH.sub.2).sub.n --CHO wherein R, m and n are as defined above and the formula (I"'): R--OCH.sub.2 CH.sub.2 O.sub.m CH.sub.2).sub.n --COOH wherein R, m and n are as defined above is useful as a chemically modifying agent for protein.The compound of the formula (I"): R--O--CH.sub.2 CH.sub.2 O.sub.m CH.sub.2).sub.n --CH.sub.2 OH wherein R, m and n are as defined above is useful as a protein fractionating agent.Type: GrantFiled: June 4, 1990Date of Patent: August 6, 1991Assignee: Takeda Chemical Industries, Ltd.Inventors: Isao Minami, Hayao Ueno, Masahiko Fujino
-
Patent number: 5034519Abstract: The invention relates to new oligosaccharides comprising the structure (D-ribose-D-ribitol-phosphate).sub.m, (D-ribitol-phosphate-D-ribose).sub.m or (phosphate-D-ribose-D-ribitol).sub.m, m being 2,3,4 . . . 19 or 20, to immunogens containing such oligosaccharide, to vaccines containing such immunogens and to methods for preparing such oligosaccharides, immunogens and vaccines. The vaccine is very suitable for treating infections caused by Haemophilus influenzae type b.Type: GrantFiled: December 29, 1987Date of Patent: July 23, 1991Assignee: De Staat Der NederlandenInventors: Eduard C. Beuvery, Adolf Evenberg, Jan T. Poolman, Jacobus H. van Boom, Peter Hoogerhout, Constant A. A. van Boeckel
-
Patent number: 5034516Abstract: A compound X-Y wherein X comprises sialic acid, a sialic acid derivative or an oligosaccharide terminating in a sialic acid or sialic acid derivative if multibranched at the end of at least the largest branch, and, Y represents coupling means which allows an antibody to be raised to X when the compound is coupled to a carrier through the coupling means Y and the coupled compound used to raise said antibody. These compounds show utility in that they, and antibodies raised against these, can be used in detecting and diagnosing cancers.Type: GrantFiled: August 4, 1987Date of Patent: July 23, 1991Assignee: University of OttawaInventors: Rene Roy, Craig A. Laferriere
-
Patent number: 5032682Abstract: Silated polysaccharides having 0.005 to 2.0 silyl molar substitution per anhydrosaccharide unit form water resistant films when cast from aqueous solution and dried in the presence of atmospheric carbon dioxide. These films are soluble in aqueous caustic. A preferred water soluble polymer is a cellulose ether with 0.005 to 1.0 silyl substitution.Type: GrantFiled: September 28, 1990Date of Patent: July 16, 1991Assignee: Aqualon CompanyInventor: Arjun C. Sau
-
Patent number: 5023329Abstract: Process which comprises reacting sucrose with a di-(hydrocarbyl)tin oxide in an inert organic reaction vehicle with removal of water for a period of time and at a temperature sufficient to produce a 1,3-di-(6-O-sucrose)-1,1,3,3-tetra(hydrocarbyl)distannoxane.Type: GrantFiled: April 23, 1990Date of Patent: June 11, 1991Assignee: Noramco, Inc.Inventors: David S. Neiditch, Nicholas M. Vernon, Robert E. Wingard, Jr.
-
Patent number: 5017697Abstract: A process for recovering, in a purified form, sucrose fatty acid esters having a high HLB included in a reaction mixture formed by a reaction of sucrose and a fatty acid alkyl ester in an organic solvent as reaction medium in the presence of a catalyst, which comprises adjusting the reaction mixture from which a part of the organic solvent may be previously removed and to which water is added to form an aqueous solution, to a neutral pH region, adding a neutral salt and sucrose to the solution to precipitate the sucrose fatty acid esters, separating and washing the precipitate with an acidic water, and subjecting the washing liquid to ultrafiltration. The concentrate obtained by ultrafiltration may be spray-dried to form a dry powder of the sucrose esters having high HLB, and the liquid obtained by separating the precipitate may be contacted with a reverse osmosis membrane to recover sucrose.Type: GrantFiled: June 28, 1989Date of Patent: May 21, 1991Assignee: Dai Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 5011922Abstract: A process for purifying sucrose fatty acid esters included in a reaction mixture formed by a reaction of sucrose and a fatty acid alkyl ester in an organic solvent as reaction medium in the presence of a catalyst, which comprises adjusting the reaction mixture from which a part of the organic solvent as reaction medium may be previously removed and to which water is added to form an aqueous solution, to a neutral pH region, adding a neutral salt and sucrose to the solution to precipitate the sucrose fatty acid ester, filtering off the precipitate, and washing the precipitate with an acidic water. The washed precipitate in the form of slurry is spray-dried to form a dry powder, and the filtrate is contacted with a reverse osmosis membrane to recover sucrose. According to the invention, purified sucrose fatty acid esters can be obtained from the reaction mixture without using an organic solvent as purification solvent, while sucrose can be recovered in high yield.Type: GrantFiled: June 23, 1989Date of Patent: April 30, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 5010187Abstract: Polyether polyols having an equivalent weight of from about 200 to about 5000 are prepared by the process of this invention. The process uses barium- or strontium-containing alkoxylation catalysts to provide products with reduced unsaturation in comparison to similar products produced with potassium hydroxide catalysis. The use of these catalysts also increases the capping efficiency with ethylene oxide to provide products with a higher primary hydroxyl content for the same weight percentage of ethylene oxide cap.Type: GrantFiled: November 18, 1988Date of Patent: April 23, 1991Assignee: Dow Chemical CompanyInventor: Albert J. Heuvelsland
-
Patent number: 5008387Abstract: From a reaction mixture obtained by reaction of sucrose and a fatty acid alkyl ester in the presence of a catalyst, a purified sucrose fatty acid ester is prepared without using organic solvents for purification by adding water to the reaction mixture and subjecting the resulting aqueous solution to ultrafiltration, thereby removing the unreacted sucrose, the catalyst or a salt derived from the catalyst, and the volatile component used as the reaction medium together with water. A powder of the purified sucrose fatty acid ester is easily, economically and safely prepared by subjecting the aqueous solution remaining in the ultrafiltration to reverse osmosis and spray-drying the resulting concentrate.Type: GrantFiled: April 14, 1989Date of Patent: April 16, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 5008253Abstract: Novel derivatives are disclosed as obtained from chondroitin sulfate, dermatan sulfate and hyaluronic acid, having a molar ratio between sulfate groups and carboxylic groups like that of heparin and furthermore characterized by possessing, as the heparin, the sulfoamino group at the carbon atom at the 6 position of hexosamine.The novel compounds show a very remarkable clearing activity in comparison with the starting mucopolysaccharides, this activity being similar and for some derivatives comparable with that of heparin.Moreover, differently from what normally happens upon sulfating the sulfomucopolysaccharides, the anticoagulating activity of the novel compounds is negligible or anyhow very reduced.The compounds of the present invention find use in the therapy of arteriosclerosis.Type: GrantFiled: May 2, 1989Date of Patent: April 16, 1991Assignee: Crinos Industria Farmacobiologica S.p.A.Inventors: Benito Casu, Giangiacomo Torri, Annamaria Naggi, Marisa Mantovani, Rodolfo Pescador, Roberto Porta, Giuseppe Prino
-
Patent number: 5006647Abstract: A disaccharide compound represented by formula (I): ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are as defined in the specification and a salt thereof are disclosed. The compound exhibits excellent antitumor activity and low toxicity and is useful as an antitumor agent.Type: GrantFiled: March 2, 1988Date of Patent: April 9, 1991Assignee: Daiichi Seiyaku Co., Ltd.Inventors: Tsuneo Kusama, Tsunehiko Soga, Tetsuo Shiba
-
Patent number: 5001231Abstract: Carboxymethylhydroxyethyl (CMHEC), starch and guar are preferred polysaccharides providing at least a 1% solution viscosity of 1000 cps at 25 C. An invert emulsion for oil drilling or paper manufacture comprises on a weight percent basis:______________________________________ Diesel, mineral or paraffin oil 40-60 Imidazole surfactant 1-4 Water 0-10 Organophilic clay 0.5-5.Type: GrantFiled: November 20, 1989Date of Patent: March 19, 1991Assignee: Aqualon CompanyInventor: Jose Zapico
-
Patent number: 4996306Abstract: Glycoside products are successfully prepared directly from aqueous saccharide solutions or syrups, and with acceptably low levels of undesired homopolymerized saccharide by-products, by dissolving same in the desired alcohol reactant or in an alcohol reactant plus glycoside product mixture and contacting the resulting homogeneous aqueous saccharide solution and alcohol-containing reaction medium with an acid catalyst in a fashion such that no separate or distinct, substantially alcohol reactant-free aqueous saccharide solution-containing phase is permitted to come into contact with said acid catalyst material under conditions conductive to homopolymerization of said saccharide reactant.Type: GrantFiled: April 5, 1988Date of Patent: February 26, 1991Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Robert S. McDaniel, Jr., Donald L. Johnson
-
Patent number: 4996310Abstract: There is described and claimed a polyol-polyether having a high content of ethylene oxide and low viscosity, greatly suitable for use in the preparation of rigid polyurethane foam.The polyol-polyether of this invention is of high quality and low cost, as well as having low viscosity, thus expediting handling in foaming machines.Type: GrantFiled: March 10, 1989Date of Patent: February 26, 1991Assignee: Polioles, S. A. de C.U.Inventor: Roberto M. Acosta
-
Patent number: 4996309Abstract: A process for preparing sucrose fatty acid esters by reacting sucrose and a fatty acid alkyl ester in an aqueous reaction system in the presence of a catalyst, adding water to the reaction mixture to dissolve it, adjusting the reaction mixture to a neutral ph region, adding a neutral salt to the solution to precipitate the sucrose fatty acid esters, separating and washing the precipitate with an acidic water, and subjecting the washing liquid to ultrafiltration. The precipitate washed with the acidic water is spray-dried in the form of an aqueous slurry to give a dry powder of the sucrose esters having low HLB, and the concentrate obtained by ultrafiltration is spray-dried to form a dry powder of the sucrose esters having high HLB, and the liquid obtained by separating the precipitate is contacted with a reverse osmosis membrane to recover sucrose. According to the invention, purifed sucrose fatty acid esters can be obtained without using an organic solvent, while sucrose can be recovered in high yield.Type: GrantFiled: October 3, 1989Date of Patent: February 26, 1991Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Shusaku Matsumoto, Yoshio Hatakawa, Akihiko Nakajima
-
Patent number: 4992536Abstract: Polycationic polysaccharide derivatives containing more than one cationic substituent per substituted hydroxyl group are prepared by a site selective reaction of a cationic polysaccharide derivative with a suitable cationic reagent at a pH from 7.0 to 9.0. Suitable reagents include cationic alkyl, aryl, alkaryl, cycloaliphatic, or heterocyclic amines, and polymer thereof, which selectively react with a cationic substituent rather than a hydroxyl group of the cationic polysaccharide derivative. The polycationic polysaccharide derivatives prepared from these reagents are useful in the manufacture of paper.Type: GrantFiled: October 31, 1989Date of Patent: February 12, 1991Assignee: National Starch and Chemical Investment Holding CorporationInventors: Robert L. Billmers, Daniel B. Solarek, Ralph M. Trksak
-
Patent number: 4992539Abstract: A cold-water-swellable granular starch which affords aqueous solutions or dispersions having high-viscosity and/or excellent clarity is provided. In one embodiment, the granular starch is made cold-water swellable by contact with aqueous alcohol, then derivatized with an .alpha.-halocarboxylic acid, and then isolated under condition which inhibit esterification of the granular starch, e.g. high pH, to afford a starch that has excellent paste clarity. In other embodiments, the cold-water-swellable granular starch is crosslinked to afford a starch that has very high paste viscosity.Type: GrantFiled: March 24, 1988Date of Patent: February 12, 1991Assignee: A. E. Staley Manufacturing CompanyInventors: Norman A. Portnoy, James E. Eastman
-
Patent number: 4990609Abstract: Sulfoethyl cellulose prepared by addition of an alkylating agent and subsequent addition of alkali shows particularly valuable properties.Type: GrantFiled: December 9, 1988Date of Patent: February 5, 1991Assignee: Wolff Walsrode AGInventors: Dieter Herzog, Klaus Balser, Klaus Szablikowski
-
Patent number: 4990605Abstract: A method of manufacturing alkyloligoglycosides. Alkyloligoglycosides and alkylglycosides having alkyl groups with 8 to 24 carbon atoms, which products are of interest as surface active agents in home economics, and in the cosmetics industry, can be manufactured by glycosidation and transglycosidation. Light-colored alkyloligoglycosides and alkylglycosides can be manufactured by treating their solution in alcohols with activated carbon, distilling off the solvent, and bleaching the distillation residue or an aqueous solution of the residue with a peroxide compound.Type: GrantFiled: May 11, 1988Date of Patent: February 5, 1991Assignee: Huels AktiengesellschaftInventor: Harald Lueders
-
Patent number: 4990603Abstract: The present invention relates to sialic acid derivatives. According to the present invention, there is provided sialic acid derivatives having the general formula (I): ##STR1## wherein, R.sup.1 represents hydrogen, an acetyl group, a trityl group, ##STR2## (R.sup.5 represents hydrogen or an acetyl group and R.sup.6 represents hydrogen, sodium or a methyl group).R.sup.2 represents hydrogen or an acetyl group,one of R.sup.3 and R.sup.4 represents ##STR3## (R.sup.7 represents a hydrogen atom or an acetyl group, R.sup.8 represents a hydrogen atom, an acetyl group or a benzyl group, R.sup.9 represents a hydrogen atom, an acetyl group, a benzyl group or ##STR4## wherein R.sup.10 represents a hydrogen atom or a benzoyl group), while the other represents --COOR.sup.11 wherein R.sup.11 represents hydrogen, sodium, or a methyl group.Type: GrantFiled: June 30, 1987Date of Patent: February 5, 1991Assignee: Mect CorporationInventors: Tomoya Ogawa, Mamoru Sugimoto, Masaaki Numata, Shoji Yoshimura, Masayoshi Ito, Yoshiyasu Shitori
-
Patent number: 4987271Abstract: A method for purifying a polyoxyalkylene alcohol, which comprises treating with a treating agent consisting essentially of a pH buffer, a polyoxyalkylene alcohol containing a double metal cyanide complex catalyst, synthesized by ring-opening polymerization of an alkylene oxide in the presence of said catalyst, and then removing the catalyst and the treating agent from the polyoxyalkylene alcohol.Type: GrantFiled: February 14, 1990Date of Patent: January 22, 1991Assignee: Asahi Glass Company, Ltd.Inventors: Takashi Watabe, Hiromitsu Takeyasu, Takao Doi, Nobuaki Kunii
-
Patent number: 4985551Abstract: A process for the ion exchange of polyols for catalyst removal wherein said catalyst is an alkali hydroxide or alkoxide comprising the sequential steps of:(a) mixing the polyether molecule having a molecular weight of 500-10,000 with water,(b) blending into the product of (a) a sufficient amount of a lower aliphatic alcohol to break the emulsion formed in step (a),(c) passing the product of step (b) through a macroporous cation exchange resin to obtain a purified polyether molecule, methanol, and water.The product of (c) may be further subjected to stripping to produce the purified polyether polyols.Type: GrantFiled: December 29, 1988Date of Patent: January 15, 1991Assignee: BASF CorporationInventors: John G. Perry, Walter A. Spelyng