Plural Oxy Groups In The Alcohol Moiety (e.g., Triglycerides, Ethylene Glycol Monostearate, 2-methoxy Ethyl Laurate, Etc.) Patents (Class 554/227)
  • Patent number: 5451416
    Abstract: Nondigestible fat compositions having relatively flat Solid Fat Content (SFC) profile slopes between typical room and body temperatures are disclosed. These nondigestible fat comprise a liquid nondigestible oil and relatively small nondigestible particles dispersed in the oil to control passive oil loss. These nondigestible particles consist essentially of a cocrystallized blend of a nondigestible solid polyol fatty acid polyester hardstock and a crystal modifier capable of inducing this hardstock to form these relatively small particles. Edible fat-containing products comprising these nondigestible fat can be less waxy tasting due to the lower level of solids required for passive oil loss control.
    Type: Grant
    Filed: August 10, 1994
    Date of Patent: September 19, 1995
    Inventors: Robert W. Johnston, Peter Y. T. Lin, Michael L. Mead
  • Patent number: 5434282
    Abstract: A novel family of chemical compounds derived from fatty compounds has two branches of two carbon atoms on the linear chain and general formula C.sub.21 H.sub.39 COOR where R represents a hydrogen atom, a lower alkyl radical or a glyceryl radical. Particular compounds for consideration have the following formulae:(C.sub.2 H.sub.5).sub.2 C.sub.17 H.sub.29 COOR (I)(C.sub.2 H.sub.5)(C.sub.2 H.sub.4)C.sub.17 H.sub.30 COOR (II)and(C.sub.2 H.sub.5)(C.sub.2 H.sub.3)C.sub.17 H.sub.31 COOR (III)also compounds with the following formulae derived from partial or total hydrogenation of the above:(C.sub.2 H.sub.5).sub.2 C.sub.17 H.sub.31 COOR (IV)(C.sub.2 h.sub.5)(C.sub.2 h.sub.4)C.sub.17 H.sub.32 COOR (V)andti (C.sub.2 H.sub.5).sub.2 C.sub.17 H.sub.33 COOR (VI)Compounds with formulae (I), (II) and (III) may be produced by addition of ethylene to compositions comprising mainly diunsaturated C.sub.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: July 18, 1995
    Assignee: Institut Francais du Petrole
    Inventors: Robert Stern, Gerard Hillion, Abakar Kotoko, Yves Chauvin
  • Patent number: 5424469
    Abstract: A process for preparing polyglycerol fatty acid ester mixtures in which a polyglycerol mixture of 0.1 to 20 wt % monoglycerol, 20 to 35 wt % diglycerol, 30 to 40 wt % triglycerol and 49.9 to 5 wt % tetra- and higher polyglycerols is reacted with one or more fatty acids, selected from the saturated C.sub.8 - to C.sub.18 -fatty acids (containing 0 to 15 wt % unsaturated fatty acids), in a molar ratio of the polyglycerol to the fatty acid component of 0.3:1.5 to 1.5:0.5 in the presence of at least one catalyst and at reduced pressure, by initially heating the reaction mixture to at least 140.degree. C. and reducing the pressure to at least 600 mbar and then heating the reaction mixture at a temperature from 140.degree. to 220.degree. C. and reducing the pressure from 600 to 10 mbar. After completion of the reaction, the resulting polyglycerol fatty acid ester mixture is cooled and optionally worked up and/or purified.
    Type: Grant
    Filed: July 12, 1993
    Date of Patent: June 13, 1995
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Gerald Jakobson, Werner Siemanowski, Karl-Heinz Uhlig
  • Patent number: 5424464
    Abstract: Antileukemic compounds of formula (I): ##STR1## in which: R.sup.1 represents hydrogen, linear or branched (C.sub.1 -C.sub.6)-alkoxycarbonyl or substituted or unsubstituted phenylalkoxycarbonyl,R.sup.2 represents any one of the following groups: ##STR2## in which: R.sub.3 or R.sub.4, which are identical or different, represent linear or branched (C.sub.6 -C.sub.19)-alkyl or linear or branched (C.sub.6 -C.sub.19)-alkenyl, and antileukemic products containing the same.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: June 13, 1995
    Assignee: Adir et Compagnie
    Inventors: Alex Cordi, Angela D. Morris, Ghanem Atassi
  • Patent number: 5422131
    Abstract: Nondigestible fats having relatively flat Solid Fat Content (SFC) profile slopes between typical room and body temperatures are disclosed. These nondigestible fat contain a liquid nondigestible oil and relatively small nondigestible particles dispersed in the oil to control passive oil loss. Edible fat-containing products containing these nondigestible fats can be less waxy tasting due to the lower level of solids required for passive oil loss control.
    Type: Grant
    Filed: October 30, 1992
    Date of Patent: June 6, 1995
    Assignee: The Procter & Gamble Company
    Inventors: Joseph J. Elsen, Jeffrey J. Kester, Peter Y. T. Lin, Thomas J. Wehmeier
  • Patent number: 5420315
    Abstract: The demands on the properties of pigments, in particular in the fields of emulsion paints and printing inks, which constantly become more specific have made it necessary to develop selective and environmentally friendly dispersing, emulsifying and coupling auxiliaries.The compounds according to the invention are esterification and/or arylation products prepared from natural or modified castor oil or ricinoleic acids, which products are alkoxylated and, if desired, linked by esterification with dicarboxylic acids to give recurring structural units. If desired, the terminal hydroxyl groups of these modified alkoxylates of castor oil fatty substances have been esterified with fatty acids, aromatic carboxylic acids and/or resin acids and any free hydroxyl groups which may be present have preferably been reacted with dicarboxylic acids and sulfite to give the corresponding monoesters containing anionic radicals.
    Type: Grant
    Filed: August 11, 1993
    Date of Patent: May 30, 1995
    Assignee: Hoechst AG
    Inventors: Heinz Uhrig, Albert Munkel
  • Patent number: 5401773
    Abstract: All possible isomeric forms, racemic mixtures and enantiomeric and diastereoisomeric forms of a compound selected from the group consisting of a compound of the formula ##STR1## wherein R is alkenyl of 10 carbon atoms, n is an integer from 1 to 3 and their non-toxic salts useful for treating comedones.
    Type: Grant
    Filed: February 6, 1991
    Date of Patent: March 28, 1995
    Assignee: Roussel-Uclaf
    Inventor: Hugues Noel
  • Patent number: 5399731
    Abstract: The invention relates to a process for the production of the fatty acid esters of lower monovalent alcohols by transesterification of fatty acid glycerides in the presence of basic catalysts. The process according to the invention is characterized in that the transesterification is carried out in the presence of 0.025 to 0.045 mols of an alkali or alkaline earth metal compound, preferably sodium hydroxide, potassium hydroxide, sodium or potassium alcoholate, based on 100 g of fatty acid glyceride and the subsequent purification of the fatty acid esters is effected by the addition of 0.3 to 3.0 percent of water by hydration and separation of the catalyst residues and other impurities.
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: March 21, 1995
    Assignee: Vogel & Noot Industrieanlagenbau Gesellschaft m.b.H.
    Inventor: Theodor Wimmer
  • Patent number: 5399729
    Abstract: Reduced calorie food compositions are prepared using fatty acid esterified alkoxylated polyol fat substitutes derived from C.sub.3 and higher epoxides and having a high proportion of primary ester linkages. The fat substitutes may be obtained by alkoxylation of a polyol such as glycerin with the epoxide in the presence of a cationic/ring-opening polymerization catalyst, followed by esterification with a fatty acid or a fatty acid equivalent.
    Type: Grant
    Filed: August 31, 1993
    Date of Patent: March 21, 1995
    Assignees: Arco Chemical Technology, L.P., CPC International Inc.
    Inventors: Charles F. Cooper, Stephen H. Harris
  • Patent number: 5393906
    Abstract: The invention concerns high-stability oils comprising vegetable, non-lauric triglycerides that are liquid above 10.degree. C. and that display RIP values at 120.degree. C. of at least 35 hours.The N-profile of the oils displays the following characteristics: N.sub.15 <10; N.sub.10 <15 and N.sub.0 <20.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: February 28, 1995
    Assignee: Van Den Bergh Foods Co., Division of Conopco Inc.
    Inventors: Mark A. Price, Nico Zwikstra
  • Patent number: 5389392
    Abstract: Esterified polyethers containing ring-opened oxolane units are useful as reduced calorie fat substitutes in food compositions due to their resistance to enzymatic hydrolysis and absorption upon ingestion. The fat mimetics have improved thermal and oxidative stability as compared to known propylene oxide-based fat substitutes.
    Type: Grant
    Filed: January 11, 1994
    Date of Patent: February 14, 1995
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Charles F. Cooper
  • Patent number: 5386045
    Abstract: A process for producing alkoxylated mono-, di-, and tri-esters in which a starting material ester and an alkylene oxide are reacted in the presence of selected calcium based catalysts.
    Type: Grant
    Filed: August 5, 1992
    Date of Patent: January 31, 1995
    Assignee: Vista Chemical Company
    Inventors: Upali Weerasooriya, Donald T. Robertson, John Lin, Bruce E. Leach, Cynthia L. Aeschbacher, Tonyette S. Sandoval
  • Patent number: 5378731
    Abstract: A shampoo composition and related process for disinfecting, cleansing, conditioning, and moisturizing hair. The composition involves the use of a fatty acid monoester of a polyhydroxy alcohol, such as monolaurin, as an antimicrobial agent.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: January 3, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Jeffrey F. Andrews, Jane T. Kure
  • Patent number: 5376540
    Abstract: Labelled triglyceride oils are produced for use in diagnostic breath tests. The process involves the cultivation of microorganisms capable of producing the oils in an appropriately controlled environment wherein the microorganisms are feed .sup.13 C or .sup.14 C labeled carbon substrates to induce the microorganisms to produce the labeled oils. The preferred labelled carbon substrate is a substrate containing .sup.13 C. The oil produced is preferrably enriched in oleic acid. The microorganisms can be induced to produce the oil by nitrogen depletion during cultivation.
    Type: Grant
    Filed: September 24, 1992
    Date of Patent: December 27, 1994
    Assignee: Martek Corporation
    Inventor: David J. Kyle
  • Patent number: 5364948
    Abstract: This invention relates to compounds of structural formula (I) isolated from an aerobic fermentation of Trichoderma viride MF5628, ATCC 74084: ##STR1## which are squalene synthase inhibitors and thus useful as cholesterol lowering agents. These compounds are also potent antifungal agents. Additionally, they inhibit farnesyl protein transferase and farnesylation of the oncogene protein Ras and are thus useful in treating cancer. This invention also relates to a process for obtaining compounds of structural formula (I).
    Type: Grant
    Filed: February 9, 1993
    Date of Patent: November 15, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Guy H. Harris, Deborah Zink, E. Tracy T. Jones, Yu L. Kong
  • Patent number: 5362894
    Abstract: A method of obtaining a fatty acid-esterified alkoxylated polyol useful as a reduced calorie fat substitute is provided. The method utilizes a C.sub.1 -C.sub.4 alkyl ester of a C.sub.8 -C.sub.24 fatty acid such as methyl stearate or methyl oleate and a short chain acid-esterified alkoxylated polyol such as the acetate of propoxylated glycerin as reactants.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: November 8, 1994
    Assignees: Arco Chemical Technology, L.P., CPC International, Inc.
    Inventors: Beth M. Handwerker, Charles F. Cooper, Bernard C. Sekula
  • Patent number: 5324846
    Abstract: The present invention relates to a partial ester derived from the reaction product of an oxirane containing acid or derivative thereof, and a reactive hydroxyl compound selected from the group consisting of diols, triols, di-diols and 1,4-dihydroxy butane and a halogen containing polymer compositon thereof. The oxirane compound can be derived from the group consisting of epoxidized vegetable oil, epoxidized fish oil, an aliphatic or arylaliphatic containing craboxyl compound having an oxirane group in the aliphatic chain.
    Type: Grant
    Filed: January 30, 1992
    Date of Patent: June 28, 1994
    Assignee: Elf Atochem North America, Inc.
    Inventors: Justin L. Hirshman, Dana S. Garcia, Mohammad R. Kazemizadeh
  • Patent number: 5308512
    Abstract: The process of producing alkoxylated thiodiglycol sulfoxide derivatives and thiodiglycol sulfone derivatives corresponding to formula I ##STR1## wherein X.sub.1 and X.sub.2 may be the same or different and represent a hydroxyl-substituted aklyl radical containing 8 to 30 carbon atoms, an acyl radical of an alkyl monocarboxylic acid containing 8 to 30 carbon atoms, and X.sub.1 or X.sub.2 may be hydrogen, R represents hydrogen or methyl, z is 1 or 2, n is 0 to 25 and m is 1 to 25, by reacting an alkoxylated thiodiglycol with a C.sub.8 14 C.sub.30 .alpha.-olefin expoide or a C.sub.8 -C.sub.30 monocarboxylic acid in a molar ratio of about 1:1 to about 1:2, and oxidizing the mono- and bis- ethers or mono- and bis- esters formed to the sulfoxide or sulfone derivatives.
    Type: Grant
    Filed: March 5, 1993
    Date of Patent: May 3, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Gerhard Stoll, Peter Daute, Ingo Wegener, Faize Berger
  • Patent number: 5288513
    Abstract: Fat compositions, comprising:- 35-80 wt % SUS- less than 5 wt % S3- 7-60 wt% (U.sub.2 S+U.sub.3)- less than 40 wt % SSUwhereas: weight ratio ##EQU1## wherein S=saturated fatty acids C.sub.16 -C.sub.18S'=saturated fatty acids C.sub.10 -C.sub.24U=unsaturated fatty acids C.sub.16 -C.sub.22are excellent cool-melting, non-temper, non-trans filling fats.
    Type: Grant
    Filed: February 11, 1993
    Date of Patent: February 22, 1994
    Assignee: Van den Bergh Foods Co., Division of Conopco, Inc.
    Inventors: Frederick W. Cain, Franciscus Duurland, Bettina Schmidl, Joke Ten Wolde-Hakvoort
  • Patent number: 5286512
    Abstract: Diol lipid analogues, notably fatty acid diesters of various dihydric alcohols containing 4 to 10 carbon atoms, are physiologically compatible fat replacements for edible compositions. Preferred compounds are partially digestible.
    Type: Grant
    Filed: April 24, 1991
    Date of Patent: February 15, 1994
    Assignee: Nabisco, Inc.
    Inventors: Lawrence P. Klemann, John W. Finley, Anthony Scimone
  • Patent number: 5264618
    Abstract: Disclosed are cationic lipids capable of facilitating transport of biologically active agents into cells, including the transfection of cells by therapeutic polynucleotides, the delivery of antiviral drugs, and the introduction of immunogenic peptides. The cationic lipids, comprising an ammonium group, have the general structure ##STR1## Also disclosed are adducts of these compounds comprising additional cationic sites that enhance the transfective or transport activity. Structure-activity correlations provide for the selection of preferred compounds to be synthesized for this purpose. Compositions disclosed for use of these cationic lipid include formulations for in vitro transfection and pharmaceutical formulations for parenteral and topical administration of therapeutic agents.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: November 23, 1993
    Assignee: Vical, Inc.
    Inventors: Philip L. Felgner, Raj Kumar, Channa Basava, Richard C. Border, Jiin-Yu Hwang-Felgner
  • Patent number: 5264460
    Abstract: A process for preparing a nonionic surfactant includes the steps of: cleaving at least one of the isopropylidene groups of an isopropylidene polyglycerol C.sub.6 -C.sub.22 -fatty acid or mono- or polyhydroxy fatty acid ester, by hydrolysis or ketal exchange, in the presence of acid, at a temperature in the range of about 20.degree. C. to about 100.degree. C., and at atmospheric, reduced or superatmospheric pressure, thereby regenerating hydroxyl groups on the polyglycerol; and recovering the resultant polyol ester nonionic surfactant. Such polyol ester surfactants are useful as emulsifiers, especially for preparing skin care or cosmetic formulations and paints and wood-preservation agents.
    Type: Grant
    Filed: January 23, 1992
    Date of Patent: November 23, 1993
    Assignee: Deutsche Solvay-Werke GmbH
    Inventors: Gerald Jakobson, Werner Siemanowski, Karl-Heinz Uhlig
  • Patent number: 5254722
    Abstract: A process for the production of triglycerides of C.sub.1 -C.sub.4 alkyl esters of C.sub.6 -C.sub.22 fatty acids:a) where dry sodium carbonate catalyst is dissolved in glycerol and mixed with a molar excess of preferably the methyl ester of C.sub.6 -C.sub.22 fatty acid at a temperature between about 150.degree. C. and 250.degree. C. at less than atmospheric pressure and under substantially anhydrous conditions to produce an initial reaction mixture containing the corresponding triglycerides of said fatty acids, and partially reacted glycerol with unreacted hydroxyl groups (OH values 10-40),b) thereafter, a portion of the initial reaction mixture is reacted with additional C.sub.1 -C.sub.4 alkyl ester of C.sub.6 -C.sub.22 fatty acid under conditions to achieve substantially full conversion of said unreacted hydroxyl groups (OH values of 5 or less), andc) a product containing the corresponding triglycerides of said fatty acids is separated from unreacted alkyl ester and from the sodium carbonate catalyst.
    Type: Grant
    Filed: May 19, 1988
    Date of Patent: October 19, 1993
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Eberhard Peukert, Horst Rutzen, Gerhard Wollmann
  • Patent number: 5247114
    Abstract: The present invention relates to a fatty acid polyglycerol ester mixture containing a C.sub.8 to C.sub.24 fatty acid ester component comprising (A) about 20 to 80% by weight of fatty acid monoester of a polyglycerol containing more than about 40% of C.sub.10 and/or C.sub.8 in the ester component of the polyglycerol; (B) about 80 to 20% by weight of fatty acid diester of polyglycerol; and (C) about 15 to 0% by weight of tri- and higher esters of the polyglycerol containing than about 40% of C.sub.10 and/or C.sub.8 in the ester component of the polyglycerol; and further wherein the resultinq fatty aoid polyglycerol ester mixture comprises (A) about 20 to 45% by weight of fatty acid diglycerol ester; (B) about 30 to 45% by weight of fatty acid triglycerol ester; and (C) about 50 to 10% by weight of fatty acid tetra-and higher polyglycerol esters.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: September 21, 1993
    Assignee: Deutsche Solvay-Werke
    Inventors: Gerald Jakobson, Werner Siemanowski, Karlheinz Uhlig
  • Patent number: 5227403
    Abstract: A nutrient comprising fats and oils having superior digestibility and absorptivity are provided, which fats and oils are comprised of at least one triglyceride having fatty acids of C.sub.8 to C.sub.14 at the 2-position of the triglyceride and identical unsaturated acids of C.sub.18 or higher at both the 1- and 3-positions thereof. Examples of the unsaturated fatty acids of C.sub.18 or higher are linolic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid, and docosahexaenoic acid.
    Type: Grant
    Filed: October 23, 1991
    Date of Patent: July 13, 1993
    Assignee: The Nisshin Oil Mills, Ltd.
    Inventors: Akira Seto, Osamu Yamada
  • Patent number: 5225447
    Abstract: The major component of the carbonate fraction of free acids extractable from alfalfa has shown excellent control of symptoms in patients with sickle cell disease. Its structure has been established by proton NMR spectrometry as being 16-hydroxy-9Z,12Z,14E-octadecatrienoic acid and closely related compounds, such as simple esters, amides, triglycerides, or other derivatives of the carboxylic acid function, and a method for its synthesis from linseed oil or methyl linolenate has been developed. The product from linseed oil, both in the form of the initially formed triglyceride and in the form of its free acid obtained by saponification, is useful for the treatment of sickle cell disease.
    Type: Grant
    Filed: February 14, 1992
    Date of Patent: July 6, 1993
    Assignee: Omex International, Inc.
    Inventor: Alfred J. Weinheimer
  • Patent number: 5221796
    Abstract: A glycerol derivative or a salt thereof is provided and the derivative is represented by the following general formula (I): ##STR1## wherein n is an integer ranging from 1 to 3; R.sup.1 represents a hydrogen atom or a group: --P(O)(OR.sup.2)(OR.sup.3) wherein R.sup.2 represents a hydrogen atom or a protective group for the phosphoric acid residue and R.sup.3 represents a hydrogen atom, a protective group for the phosphoric acid residue or a hydrophilic group; provided that the phosphoric acid residue represented by R.sup.1 may be in the form of a salt wih a proper counter ion; and, in respect of stereochemistry of asymmetric carbon atoms present in the molecule, the derivative or salt may be either an optically active isomer or a racemic isomer.These compounds are excellent in biological compatibility, dispersibility and chemical stability and that they can provide membranes having high flowability and high barrier properties as compared with conventional phospholipids.
    Type: Grant
    Filed: February 11, 1992
    Date of Patent: June 22, 1993
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hideto Mori, Naoyuki Nishikawa
  • Patent number: 5219479
    Abstract: Compounds of general formula (I), wherein R.sup.1 is hydrogen, C.sub.1-4 alkyl or a group of formula (II): --O(CH(R.sup.10)CH.sub.2 O).sub.n R.sup.20, R.sup.2 is hydrogen or a group of formula (III): --O(CH(R.sup.11)CH.sub.2 O).sub.m R.sup.21, R.sup.3 is a group of formula (IV): --(CH(R.sup.12)CH.sub.2 O).sub.p R.sup.22, and R.sup.4 is a group of formula (V): --(CH(R.sup.13)CH.sub.2 O).sub.r R.sup.23, where R.sup.10, R.sup.11, R.sup.12 and R.sup.13 each is hydrogen or CH.sub.3, R.sup.20 R.sup.21, R.sup.22 and R.sup.23 each is an acyl moiety of a polycarboxylic acid, and n, m, p and r each is an integer from 1 to 15; q is 1 or 2; with the provisos that if q is 2, then the 2 groups R.sup.1 may be the same or different and the 2 groups R.sup.2 may be the same or different; and, if one or more of the groups R.sup.20, R.sup. 21, R.sup.22, and R.sup.23 is an acyl moiety of a polycarboxylic acid group, then 0-3 of the remaining carboxy groups of the polycarboxylic acid form the acyl function(s) of a moiety R.sup.
    Type: Grant
    Filed: May 21, 1991
    Date of Patent: June 15, 1993
    Assignee: Esti Chem A/S
    Inventors: Thomas Mathiesen, Jan W. Jensen
  • Patent number: 5214195
    Abstract: 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: Grant
    Filed: August 31, 1990
    Date of Patent: May 25, 1993
    Assignee: Orpegen Medizinisch-Molekular Biologische Forschungsgesellschaft mbH
    Inventors: Horst Kung, Winfried Kosch, Joachim Marz
  • Patent number: 5209966
    Abstract: This invention relates to an article comprising:(A) a polymer fabric treated with (B) a wetting agent which comprises at least one compound of the formula ##STR1##wherein R.sub.1 is a hydrocarbyl group having about 8 to about 150 carbon atoms; R.sub.2 is a hydrocarbylene group, or a hydroxy substituted or hydroxyalkyl substituted hydrocarbylene; each R.sub.3 is independently hydrogen, an alkyl group, a hydroxyalkyl group, a hydrocarbylcarbonyl or a polyoxyalkylene group; each R.sub.4 is independently a hydrocarbylene group; each n is independently 1 to 150; m is zero or one; m' is zero or one; M is a hydrogen, an ammonium cation or a metal cation, andwhen m' is zero, X is --H, --Ar, --OH, --OR.sub.5, ##STR2## when m' is one, X is --H, --R.sub.5, ##STR3##wherein each R.sub.5, R.sub.6 and R.sub.8 is independently a hydrocarbyl group having up to 100 carbon atoms; R.sub.7 is hydrogen or an alkyl group having from 1 to about 8 carbon atoms and Ar is a phenyl group.
    Type: Grant
    Filed: March 15, 1990
    Date of Patent: May 11, 1993
    Assignee: The Lubrizol Corporation
    Inventors: Richard M. Lange, Arturs Grava
  • Patent number: 5192462
    Abstract: A thickening agent based upon a polyether ester compound having the formula: ##STR1## Wherein: R.sub.1 is H or ##STR2## R.sub.2 is a hydrocarbon chain having greater than 5 carbon atoms; and (W+X+Y+Z) is greater than 60.The thickening agents are useful in formulating various topical preparations, for example, shampoos, sunscreen lotions, cosmetics and the like.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: March 9, 1993
    Assignee: Croda Inc.
    Inventors: Guy J. Gloor, Kevin F. Gallagher, Abel G. Pereira
  • Patent number: 5188858
    Abstract: Reduced calorie 1,2-propylene glycol diesters, where one ester group contains a medium chain C.sub.6 -C.sub.12 saturated fatty acid radicals(s), and where the other ester group contains a long chain C.sub.20 -C.sub.24 saturated fatty acid radical(s) are disclosed. These diesters are preferably obtained by the selective esterification of long chain saturated fatty acid monoesters of propylene glycol with the respective medium chain saturated fatty acids or anhydrides. Certain preferred diesters where the medium chain radicals are C.sub.8 and/or C.sub.10 radicals and where the long chain radicals are C.sub.20 and/or C.sub.22 radicals are particularly useful as reduced calorie cocoa butter substitutes and hard butters. Chocolate-flavored products formulated from these preferred diesters, when properly crystallized, are bloom resistant, even when subjected to thermal stress.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: February 23, 1993
    Assignee: The Procter & Gamble Company
    Inventors: Gordon K. Stipp, Bernard W. Kluesener
  • Patent number: 5164191
    Abstract: The present invention features a method of making lipid vesicles and the lipid vesicles themselves made from monomeric and dimeric alkyds. These alkyds are esters made as a condensation product of a first reactant having at least one free hydroxyl group and a C.sub.12 -C.sub.20 fatty acids chain and a second reactant which is an aromatic acid chloride or anhydride. Preferred first reactants are esters of polyols and C.sub.12 -C.sub.20 fatty acids, ethers of polyols and C.sub.12 -C.sub.20 fatty acids, and C.sub.12 -C.sub.20 fatty alcohols.
    Type: Grant
    Filed: February 12, 1991
    Date of Patent: November 17, 1992
    Assignee: Micro Vesicular Systems, Inc.
    Inventors: S. Esmail Tabibi, An-Cheng Chang, Rajiv Mathur, Donald F. H. Wallach
  • Patent number: 5149695
    Abstract: Fumaric acid derivatives of the formula ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.8 alkyl group or a metallic cation, andR.sub.2 is a saturated or unsaturated aliphatic C.sub.6 -C.sub.24 alkyl group, psoralen-9-yl, retinyl, .alpha.-tocopheryl (vitamin E), calciferyl, corticosteroid-21-yl or monosaccharid-.omega.-yl; a group of fumaric acid derivatives based on glycerol, alkane diol or polyol molecules; and fumaric acid derivatives of the formula ##STR2## wherein n is an integer from to 30 to 260,R.sub.3 is a hydrogen atom or a C.sub.1 -C.sub.3 alkyl group,R.sub.4 is one of the R.sub.3 groups and n is the number of molecule repetitions, processes for their production and compositions containing same are described. These compounds are useful as drugs for the treatment of cryptogenically-caused diseases and have antisporiatic as well as antimicrobial action.
    Type: Grant
    Filed: March 13, 1989
    Date of Patent: September 22, 1992
    Inventors: Peter P. Speiser, Rajendra K. Joshi
  • Patent number: 5139807
    Abstract: Novel fat mimetic compositions are disclosed to be useful in reduced calorie foods. These compounds, which can be referred to as amide linked fat mimetics, consist of fragments bearing ester, ether, and/or amide groups joined by an aliphatic or alicyclic group through at least one amide linkage. These complex amide linked fat mimetics may be partially broken down in the body to produce digestion residues which are substantially nondigestible themselves and are sufficiently hydrophilic to enable the digestion residues to be incorporated in the normal stool. These fat mimetic compounds are useful as replacements for fats and oils for most food applications.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: August 18, 1992
    Assignee: Nabisco, Inc.
    Inventors: Lawrence P. Klemann, John W. Finley, Ronald G. Yarger
  • Patent number: 5137966
    Abstract: The present invention is directed to a novel internal mold release agent for use in a polyurethane(urea) RIM process. The release agent broadly consists of the transesterification product of a fatty acid and a lower alkyl acetoacetate.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: August 11, 1992
    Assignee: Miles Inc.
    Inventor: Neil H. Nodelman
  • Patent number: 5126493
    Abstract: 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: Grant
    Filed: April 5, 1991
    Date of Patent: June 30, 1992
    Inventors: Wolfgang Hoelderich, Jochen Houben, Gerhard Wolf, Michael G. Kinnaird
  • Patent number: 5124166
    Abstract: Novel fat mimetic compounds and their uses in food compositions are disclosed. These compounds comprise a backbone to which is attached one hydroxyl group acylated with a fatty acid, forming a pendant carboxy substituent (--O.sub.2 C--R', where R' is an aliphatic group having 1 to 30 carbons), and one carboxylic acid group esterified with a fatty alcohol, forming a pendant carboxylate substituent (--CO.sub.2 R', with R' as defined above).
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: June 23, 1992
    Assignee: Nabisco, Inc.
    Inventors: Peter T. Jacklin, Ronald P. D'Amelia, Lawrence P. Klemann, John W. Finley