Carboxylic Acid Esters Patents (Class 536/63)
  • Patent number: 6211358
    Abstract: A method for preparing a solution of cellulose acylate is disclosed. The method comprises comprising the steps of (1) chilling an organic solvent containing no chlorinated organic solvent at a temperature of from −100° C. to −10° C., (2) mixing cellulose acylate containing an alkali-earth metal compound in an amount of from 10 ppm to 100 ppm with said chilled organic solvent to form a mixture, (3) swelling the cellulose acylate in the mixture, and (4) dissolving the mixture containing the swollen cellulose acylate by heating.
    Type: Grant
    Filed: April 23, 1999
    Date of Patent: April 3, 2001
    Assignee: Konica Corporation
    Inventors: Makoto Honda, Takatoshi Yajima
  • Patent number: 6201070
    Abstract: Methods are disclosed for enhancing the toughness, e.g., resistance to cracking upon flexation, of coatings made from cycloaliphatic epoxide derivatives wherein the cycloaliphatic epoxide derivative is a cycloaliphatic epoxide ester of a hydroxy-functional compound containing at least one branched, 1,2-alkylene oxide unit. Processes for making the cycloaliphatic epoxide derivatives and coating formulations comprising the cycloaliphatic epoxide derivatives are also disclosed.
    Type: Grant
    Filed: November 20, 1996
    Date of Patent: March 13, 2001
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Naofumi Kumabe, Thomas Andrew Upshaw, Robert Francis Eaton, Bharat Kanaiyalal Patel, John Kellis Braddock
  • Patent number: 6184373
    Abstract: A method for producing an organic cellulose derivative fibrillated fiber includes the steps of mixing a cellulose ester containing stream and a coagulant stream in a first zone of relatively moderate turbulence to produce a slurry containing cellulose ester fibers, passing the slurry containing cellulose ester fibers to a second zone having relatively low turbulence for a sufficient time to increase the hardness of the cellulose ester fiber; and passing the cellulose derivative fibers through a third zone having relatively high shear to produce a fibrillated fiber having a diameter of about 0.5 to about 50 microns and a degree of fibrillation greater than about 6.
    Type: Grant
    Filed: September 3, 1999
    Date of Patent: February 6, 2001
    Assignee: Eastman Chemical Company
    Inventors: Bobby Lynn Bernard, Max Ray Davis
  • Patent number: 6160111
    Abstract: The present invention relates to a process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process comprising contacting the following:(i) a cellulose material,(ii) a solubilizing amount of a solvent system comprising a carboxamide diluent or a urea-based diluent,(iii) an acylating reagent, and(iv) an insoluble sulfonic acid resin catalyst.
    Type: Grant
    Filed: December 2, 1996
    Date of Patent: December 12, 2000
    Assignee: Eastman Chemical Company
    Inventor: Kevin J. Edgar
  • Patent number: 6156543
    Abstract: Process for preparing surfactant, which comprises contacting cane trash, maize by-products, sorghum by-products, barley by-products, rice by-products, fruits, chicory pulp, tubers or cynara for at least 5 seconds with a hydrolysing agent selected from an aqueous acid solution at between 20 and 150.degree. C. and an enzymatic hydrolysing composition of a plant material at between 20 and 90.degree. C. to obtain a sugar syrup, freeing the sugar syrup from any solid residues and contacting the residue-free sugar syrup with a C.sub.4-22 -alcohol at a temperature of between 20 and 150.degree. C., preferably between 30 and 110.degree. C., until a solution of surfactant glycosides is obtained, and separating the surfactant glycosides from this solution.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: December 5, 2000
    Assignee: Agro Industrie Recherches et Developpements (A.R.D.)
    Inventors: Jean-Noel Bertho, Philippe Mathaly, Veronique Dubois, Regis de Baynast de Septfontaines
  • Patent number: 6075139
    Abstract: Sucrose ester and ether products, useful as food or beverage bulking agents, reduced calorie sweeteners, fat replacement agents, stabilizing agents, thickening agents and emulsifying agents; adhesives; biodegradable plastics and films; sizing agents for paper and textiles; ethical pharmaceuticals and new fibers are prepared by using a two-phase reaction system in which sucrose is dissolved in an alkaline, aqueous solution and an acidic reagent such as a bifunctional acid dichloride or epoxide is added to the sucrose in a water-immiscible organic solvent. Several types of products are produced: water-insoluble sucrose ester (ether) copolymers; water-soluble sucrose ester (ether) copolymers; sucrose ester (ether) dimers; and intramolecular, cyclic sucrose esters (ethers). These products can be further varied by using different kinds of acid dichlorides or epoxides that contain different kinds of functional groups.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: June 13, 2000
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: John F. Robyt, Rupendra Mukerjea
  • Patent number: 6027732
    Abstract: Lipid-containing particles such as iscoms, iscom-matrix or vesicles such as micelles or liposomes that comprise one or more hydrophobic receptor molecules for targeting and antigenic substances, which receptor molecules have been integrated in the particle and are chosen from lipid-containing receptors or receptors that are hydrophobic, which receptor molecules bind to the antigenic substances.
    Type: Grant
    Filed: September 17, 1998
    Date of Patent: February 22, 2000
    Inventors: Bror Morein, Karin Lovgren Bengtsson, Jill Ekstrom
  • Patent number: 5981739
    Abstract: A process for preparation of crosslinked cellulosic products containing at least 30 wt. % cellulosic fibers and the polyanhydride crosslinked cellulosic products resulting therefrom wherein a cellulosic material is treated with an aqueous solution of a polycarboxylic acid formed by hydrolysis of a polyanhydride of the structure ##STR1## which comprises the reaction product of trimellitic anhydride and a diol in the mole ratio of from about 2.0:0.9 to about 2.0:1.1, wherein R is selected from the group consisting of alkyl, alkylene and cycloalkylene moieties of up to 12 carbon atoms and ethylene oxide and propylene oxide moieties of molecular weight up to about 6000, wherein said cellulosic material is impregnated with an aqueous solution of said polyanhydride, dried, and heated to a temperature of from about 120.degree. C. to about 200.degree. C.
    Type: Grant
    Filed: September 10, 1997
    Date of Patent: November 9, 1999
    Assignee: BP Amoco Corporation
    Inventors: Ronald L. Anderson, Wendell W. Cattron, Vincent F. Smith, Jr., David J. Fenoglio
  • Patent number: 5976598
    Abstract: Particulate cellulosic material such as microcrystalline cellulose, .alpha.-cellulose, and/or cellulose acylated with C.sub.2 to C.sub.24 aliphatic acids to a degree of substitution of about 0.05 or less, and mixtures thereof, are physically coated with an edible hydrophobic polymer to provide low calorie flour/starch replacements for edible compositions. Typical coating polymers include cellulose esters of one or more C.sub.2 to C.sub.24 aliphatic acids; cellulose ethers such as methyl cellulose, ethyl cellulose, hydroxypropyl methyl cellulose, carboxymethyl cellulose, natural waxes such as carnauba wax, candelilla wax, rice bran wax, bees wax, and mixtures of these; petroleum waxes such as polyethylene and paraffin waxes; proteins, preferably hydrophobic, such as zein, glutenin and the like, and mixtures thereof. In preferred embodiments, the low calorie flour replacements are made in a hot melt process with intense mixing in the absence of emulsifiers and gums.
    Type: Grant
    Filed: November 4, 1997
    Date of Patent: November 2, 1999
    Assignee: Nabisco, Inc.
    Inventors: Daniel Akkaway, Denise Deming, Lawrence Klemann, Juan A. Menijvar, Louise Slade, Ronald D'Amelia, Jeffery T. Galbraith, Haresh P. Madera, Robert M. Sauer, Jr., Ronald G. Yarger, Xiaoming You
  • Patent number: 5977346
    Abstract: A fatty acid ester of cellulose having excellent transparency, filterability and spinnability in spite of its high content of mannose and xylose, wherein the total molar content of mannose and xylose accounts for at least 7% of that of glucose, mannose and xylose, and the amount of filtration satisfies a specified requirement. Such a fatty acid ester of cellulose is prepared by using a pulp having a low .alpha.-cellulose content as a raw material and a fatty acid corresponding to the ester as a diluent and adding an organic solvent in an amount of at least 10% by weight based on the diluent in any step during the preparation. In the preparation of cellulose diacetate, which excellent filterability and transparency, by the acetic acid process, the cellulose diacetate obtained by aging is dissolved in a solvent which can dissolve it and the resulting cellulose diacetate is recovered.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: November 2, 1999
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Shiro Saka, Hiroyuki Matsumura, Naoto Habu, Yoshiaki Kaino, Ryouta Iwata, Tanemi Asai, Syu Shimamoto
  • Patent number: 5973139
    Abstract: A process for preparing a carboxylated cellulose ester from oxidized cellulose is described. The carboxylated cellulose esters have improved solvent solubility and coating resin compatibility when compared to cellulose esters made from regular grade cellulose. The process comprises activating the oxidized cellulose with water. The activated oxidized cellulose is then dehydrated by displacing the water with acetic acid and optionally displacing at least some of the acetic acid with butyric acid or propionic acid. After dehydration the activated cellulose is reacted with an esterifying reagent in the presence of a catalyst at about 0.degree. C. The temperature is gradually increased to a level sufficient to complete reaction and to obtain an intrinsic viscosity ranging from about 0.2 to about 1.6 dl/g. The reacted solution is then hydrolyzed to obtain a hydroxyl content ranging from about 0.05 to about 1.0.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: October 26, 1999
    Assignee: Eastman Chemical Company
    Inventors: Benedict Moonsang Lee, Chung-Ming Kuo, Jessica Posey-Dowty, Larry Gerald Curtis
  • Patent number: 5929229
    Abstract: The present invention relates to a process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process consisting of contacting the following:(i) a cellulose material,(ii) a solubilizing amount of a solvent system comprising a carboxamide diluent or a urea-based diluent,(iii) an acylating reagent, and(iv) a titanium-containing compound.
    Type: Grant
    Filed: March 6, 1998
    Date of Patent: July 27, 1999
    Assignee: Eastman Chemical Company
    Inventors: Kevin J. Edgar, Richard T. Bogan
  • Patent number: 5906852
    Abstract: Cellulose is surface-modified by coating and/or acylation with C.sub.2 to C.sub.24, in some cases primarily C.sub.6 to C.sub.22, or more narrowly C.sub.16 to C.sub.20, aliphatic acids, to obtain cellulose esters exhibiting a degree of substitution of about 0.05 or less, preferably about 0.01 or less. The surface-modified cellulose is used as a low-calorie carbohydrate replacement in edible compositions having a carbohydrate component. Baked food products such as cookies employ the low-calorie ingredient in place of a starch ingredient in some preferred embodiments. In some of these embodiments, cookies formulated with surface-modified cellulose further contain a spreading ingredient such as polydextrose; in these, the cellulose esters help to control the spread as well as provide calorie reduction. In these and other embodiments, the food products can also contain reduced fat or a low calorie fat substitute and/or an artificial sweetener to provide further calorie reduction.
    Type: Grant
    Filed: November 4, 1997
    Date of Patent: May 25, 1999
    Assignee: Nabisco, Inc.
    Inventors: Lawrence P. Klemann, Ronald G. Yarger, Xiaoming You
  • Patent number: 5817314
    Abstract: A novel saponin component having a molecular weight of about 956 daltons, a process for isolating the saponin component from the bark of Quillaja saponaria Molina, a vaccine formulation comprising the saponin component as an immune adjuvant, a method for increasing the immune response to an antigen by employing an adjuvant composition comprising saponin component and a second adjuvant.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: October 6, 1998
    Assignee: LG Chemical Ltd.
    Inventors: Hong-Seob So, Hye-Sung Yoon, Young-Sun Kwon, Joong-Myung Cho
  • Patent number: 5792855
    Abstract: Water-absorbent resins which are prepared by mixing polysaccharides with amino acids (amino acids and/or polymers of amino acids) and heating the mixture so as to cause a crosslinking reaction therein. Each of the water-absorbent resins has a water-absorbing ratio of not less than 10 g/g with respect to physiologic saline as well as having a rate of biodegradability of not less than 10%. Moreover, its water-absorbing ratio under pressure is not less than 10 ml/g with respect to physiologic saline. The water-absorbing ratio under pressure is measured by using a measuring device that is constituted of a weighing machine, a container, an air-intake pipe, a conduit, a glass filter, and a measuring section. The water-absorbent resins are superior in both water-absorbing capacity and biodegradability, and are capable of maintain their water-absorbing capacity even under pressure.
    Type: Grant
    Filed: January 24, 1997
    Date of Patent: August 11, 1998
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Koichi Yonemura, Kazuhisa Hitomi, Akiko Mitsuhashi, Takaya Hayashi, Nobuyuki Harada
  • Patent number: 5777101
    Abstract: The invention relates to a process for the acetylation of lignocellulosic materials (LM) by (a) bringing the LM into intimate contact with an acetylating agent comprising acetic anhydride as the major component at a temperature from 80.degree.-140.degree. C. and (b) bringing the acetylated LM from step (a) into contact with a heated gas inert under the reaction conditions in a stripper at a temperature above 140.degree. C. and reducing the acetic acid or acetic anhydride content of the acetylated LM produced in step (a) to below 10% by weight by stripping. Products fabricated from LMs so treated are highly dimensionally stable.
    Type: Grant
    Filed: July 25, 1996
    Date of Patent: July 7, 1998
    Assignee: A-Cell Acetyl Cellulosics AB
    Inventors: Helen Louise Nelson, David Ian Richards
  • Patent number: 5749863
    Abstract: Skin wetness is minimized on overnight usage of a disposable absorbent article containing an acquisition and distribution member consisting essentially of C.sub.2 -C.sub.9 polycarboxylic acid crosslinked cellulosic fibers prepared in the presence of surfactant.
    Type: Grant
    Filed: July 11, 1996
    Date of Patent: May 12, 1998
    Assignee: The Procter & Gamble Company
    Inventor: Michael Payne
  • Patent number: 5750677
    Abstract: The present invention relates to a process for preparing cellulose esters having a total DS/AGU of 0.1 to 3.0, said process comprising contacting the following:(i) a cellulose material,(ii) a solubilizing amount of a solvent system comprising a carboxamide diluent or a urea-based diluent,(iii) an acylating reagent, and(iv) a titanium-containing compound.
    Type: Grant
    Filed: December 30, 1994
    Date of Patent: May 12, 1998
    Assignee: Eastman Chemical Company
    Inventors: Kevin J. Edgar, Richard T. Bogan
  • Patent number: 5733750
    Abstract: Disclosed is a process for chemical finishing of fabrics, fibers or yarns wherein insoluble cellulosic polymers are reacted with carboxylic acids or esters thereof in the presence of a lipase. The cellulosic polymer may be cotton, viscose, rayon, lyocell, flax, linen, ramie, and all blends thereof; and blends thereof with polyesters, wool, polyamides, acrylics and polyacrylics. The lipase may be a microbial lipase, including a lipase obtained from yeast, e.g. Candida lipase, a bacterial lipase, e.g. Pseudomonas lipase, or a fungal lipase, e.g. Humicola or Rhizomucor lipases. Chemically modified lipases obtained by coupling polyethylene glycol to amino acid residues of the lipase may also be used.
    Type: Grant
    Filed: February 18, 1997
    Date of Patent: March 31, 1998
    Assignee: Novo Nordisk A/S
    Inventors: Henrik Lund, Ole Kirk
  • Patent number: 5731430
    Abstract: The invention relates to a new composition for sizing paper and board, containing a cationic polysaccharide esterified by a dicarboxylic acid anhydride, characterized in that the said dicarboxylic acid anhydride is substituted with a carbon chain, saturated or unsaturated, of branched structure.The anhydride may for example consist of tetrapropenylsuccinic anhydride or of any one of its isomers.The composition for sizing according to the invention may, if necessary, contain an oxidizing agent such as a persulphate. It may advantageously be applied to the surface treatment of printing and/or writing papers, in particular of papers for envelopes and of papers for impact-free printing such as inkjet printing.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: March 24, 1998
    Assignee: Roquette Freres
    Inventors: Patrick Fuertes, Anne Lambin nee Delmotte, Jean-Louis Dreux
  • Patent number: 5723600
    Abstract: A method for treating cellulose with cellulose ester for use in various paper products involves reacting cellulose and an acid anhydride to form a cellulose ester-carboxylic acid solution. Acetic anhydride may be used as the acid anhydride, and a cellulose acetate-acetic acid solution may formed as the resulting cellulose ester-acetic acid solution. The cellulose acetate-acetic acid solution is diluted in a mixer, with additional acetic acid. Bulk cellulose is milled into cellulose fibers, and the diluted cellulose acetate-acetic acid solution diluted is combined with the cellulose fibers to achieve a treated fiber. Excess cellulose acetate-acetic acid solution is removed from the treated fiber and recycled to the mixer used in dilution. The treated fiber is water washed followed by removing water from the washed treated fiber. This product can then be used in paper making to produce a sheet for circuit boards, laminated products, and various paper products.
    Type: Grant
    Filed: September 23, 1996
    Date of Patent: March 3, 1998
    Assignee: Eastman Chemical Company
    Inventor: Griffin Ivan Johnson
  • Patent number: 5720803
    Abstract: The composition comprising a cellulose ester including at least 10 weight % of a low-substituted cellulose ester having an average degree of substitu- tion not exceeding 2.15 and giving a 4-week decomposition rate of at least 60 weight % as determined using the amount of evolution of carbon dioxide as an indicator in accordance with ASTM 125209-91. The composition may contains a plasticizer, an aliphatic polyester, a photolysis accelerator such as anatase type titanium dioxide or a biodegradation accelerator such as organic acids and their esters. The low-substituted cellulose ester may be a cellulose ester having an average degree of polymerization from 50 to 250, an average degree of substitution from 1.0 to 2.15 and a residual alkali metal/alkaline earth metal-to-residual sulfuric acid equivalent ratio of 0.1 to 1.1. The biodegradable cellulose ester composition is suitable for the manufacture of various articles including fibrous articles such as tobacco filters.
    Type: Grant
    Filed: August 22, 1996
    Date of Patent: February 24, 1998
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Masanori Itoh, Atsunobu Kiyose, Katsumi Hirao
  • Patent number: 5717087
    Abstract: The present invention relates to thermoplastic and biodegradable polysaccharide esters/polysaccharide ether esters, which are characterised in that they can be represented by the general structure ##STR1## wherein Polysaccharide-O represents the substituted OH groups of a polymeric saccharide unit and wherein A is a linear polyether chain of the following structureA=(E--O)nwherein E signifies a linear aliphatic or aromatic branched or unbranched chain having 2 to 11 C atoms, n is an integer equal to or greater than 0 and both B and D are a maleic acid addition product of the following structure ##STR2## wherein F is an aliphatic, saturated, monounsaturated or polyunsaturated carbon skeleton, which may optionally be provided with further substituents and wherein C can be a hydrogen atom, one or more substituents from the group dihydroxyethyl, hydroxypropyl, hydroxybutyl, methyl, ethyl, benzyl, dihydroxypropyl, carboxyalkyl, sulphoalkyl or cyanoethyl.
    Type: Grant
    Filed: August 2, 1996
    Date of Patent: February 10, 1998
    Assignee: Wolff Walsrode AG
    Inventors: Jochen Kalbe, Reinhard Koch, Hanns Peter Muller, Jurgen Engelhardt, Wolfgang Koch, Volkhard Muller
  • Patent number: 5700929
    Abstract: A coating base for solid enteric pharmaceutical preparations having a dissolution pH ranging from 3.5 to 4.5 essentially consisting of hydroxypropylmethyl cellulose trimellitate obtained by substituting water-soluble hydroxypropylmethyl cellulose having 1.1 to 1.6 methoxy group per glucose ring thereof with 0.2 to 1.0 trimellitate group per glucose ring, or obtained by substituting water-soluble hydroxypropylmethyl cellulose having 1.7 to 2.1 methoxy groups per glucose ring thereof with 0.2 to 0.5 trimellitate group per glucose ring. The coating base can be dissolved at the upper portion of the small intestine without delay and a solid enteric pharmaceutical preparation provided with a coating film of the base can completely release the drug included therein before the preparation passes through the small intestine. Therefore, the base can ensure a high pharmacological action of the drug.
    Type: Grant
    Filed: April 29, 1996
    Date of Patent: December 23, 1997
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Hiroyasu Kokubo, Katsuyoshi Minemura
  • Patent number: 5698688
    Abstract: Modified cellulosic fibers are formed by (1) esterifying cellulosic fibers with a 1,2-disubstituted alkene that has at least one carboxylic acid group reactive with cellulosic hydroxyl groups and (2) oxidizing the esterified fibers to form aldehyde groups. The modified fibers are useful in paper products, which tend to have temporary wet strength. Strength additives may be included in the paper product to impart a higher level of temporary wet strength or permanent wet strength.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: December 16, 1997
    Assignee: The Procter & Gamble Company
    Inventors: David Jay Smith, Jimmie Ed Ruth, Jr.
  • Patent number: 5674999
    Abstract: An improved process for surface treating water soluble cellulosic polymers with crosslinking agents to provide products which are more readily dispersible in cold water, and have longer viscosity delay times than can be achieved with polymers treated in low intensity mixers, such as ribbon blenders, comprising distributing the crosslinking agent using a continuous, high intensity mixer, followed by heating to facilitate surface crosslinking. This process also allows for a reduced level of crosslinking chemicals to be used.
    Type: Grant
    Filed: December 18, 1995
    Date of Patent: October 7, 1997
    Assignee: The Dow Chemical Company
    Inventors: Michael R. Smith, Gary J. Schulz, Kenneth C. Reibert
  • Patent number: 5656746
    Abstract: A temporary wet strength polymer and compositions for paper products, e.g., toilet tissue, is disclosed. The temporary wet strength polymer is the oxidation product of an esterified polyhydroxy polymer, more preferably of an esterified polysaccharide. The esterified polymer compound is formed by reacting the polyhydroxy polymer with a 1,2-disubstituted alkene compound that has at least one carboxylic acid group. The temporary wet strength polymer provides paper products having an initial wet strength that enables use of the product in the moistened condition, along with a suitable wet strength decay rate.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: August 12, 1997
    Assignee: The Proctor & Gamble Company
    Inventors: David Jay Smith, Michael Martyn Headlam
  • Patent number: 5656736
    Abstract: The present invention relates to the compound UCH9 represented by the following formula: ##STR1## which has antibacterial and anti-tumor activity, and pharmaceutically acceptable salts thereof.
    Type: Grant
    Filed: April 21, 1995
    Date of Patent: August 12, 1997
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Hirofumi Nakano, Harumi Ogawa, Yoshinori Yamashita, Ritsuko Katahira, Shigeru Chiba, Toshiaki Iwasaki, Tadashi Ashizawa
  • Patent number: 5635609
    Abstract: Particles, preparation methods therefor, and compositions containing same. The particles include at least one esterified polysaccharide and at least one polyamine, as well as at least one gellable polysaccharide when neither the esterified polysaccharide nor the polyamine can be gelled under the selected operating conditions. Said particle includes, at least on its surface, a membrane consisting of the product of the transacylation reaction between the esterified polysaccharide and said polyamine within an optionally gellable gel, said reaction causing the formation of covalent amide bonds. Such particles may be used to encapsulated various active principles useful in the fields of cosmetics, pharmaceuticals and agri-foodstuffs, enzymes, cells and micro-organisms.
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: June 3, 1997
    Assignee: Coletica
    Inventors: Marie-Christine Levy, Florence Edwards-Levy, Isabelle Orly
  • Patent number: 5627272
    Abstract: A method of preparing sugar acetonides, such as for example 1,2:5,6-Di-O-isopropylidene-.alpha.-D-glucofuranose, by reacting the corresponding sugar, e.g. D-(+)-glucose, with acetone in the presence of a Lewis acid and a carboxylic acid derivative of general formula ##STR1## wherein X is a leaving group which may be readily replaced by a hydroxyl group.
    Type: Grant
    Filed: September 6, 1994
    Date of Patent: May 6, 1997
    Assignee: Boehringer Ingelheim KG
    Inventors: Rainer Sobotta, Franz Dietrich Klinger, Heinrich Schneider
  • Patent number: 5620690
    Abstract: The invention relates to immunogenic complexes such as two-dimensional lamellae having a honeycomb structure and in particular three-dimensional iscoms, which immunogenic complexes are composed of at least one sterol, one saponin and, in the case of iscoms, also a phospholipid and also, optionally, at least one antigen generating an immune reaction. The saponin used is at least one of the fractions which are derived from Quil A by means of hydrophobic interaction chromatography and have the designations QA 1 to QA 23, as is shown in the figure by the numerals 1 to 23. Preferably, the saponin used is one or more of the fractions derived from Quil A having the designations QA 3, QA 17 and QA 23.
    Type: Grant
    Filed: April 19, 1993
    Date of Patent: April 15, 1997
    Assignee: De Stat Der Nederlanden Vertegenwoordigd Door De Minister Van Welzijn Volksgezondheid En Cultuur
    Inventors: Gideon F. A. Kersten, Arjan Spiekstra, Gerrit Van Der Werken, Eduard C. Beuvery
  • Patent number: 5612321
    Abstract: Grafted polysaccharide compositions comprising polysaccharides grafted with antioxidants on at least one hydroxyl group of the polysaccharide. The use of antioxidant grafted polysaccharides or antioxidant grafted crosslinked polysaccharides as a treatment for arthritis, as a drug delivery vehicle, to reduce the incidence of post-operative adhesion formation, to promote the healing of chronic wounds and ulcers, and as a component of cosmetic formulations.
    Type: Grant
    Filed: June 22, 1995
    Date of Patent: March 18, 1997
    Assignee: Hercules Incorporated
    Inventor: Tuyen T. Nguyen
  • Patent number: 5609677
    Abstract: The composition comprising a cellulose ester including at least 10 weight % of a low-substituted cellulose ester having an average degree of substitution not exceeding 2.15 and giving a 4-week decomposition rate of at least 60 weight % as determined using the amount of evolution of carbon dioxide as an indicator in accordance with ASTM 125209-91. The composition may contains a plasticizer, an aliphatic polyester, a photolysis accelerator such as anatase type titanium dioxide or a biodegradation accelerator such as organic acids and their esters. The low-substituted cellulose ester may be a cellulose ester having an average degree of polymerization from 50 to 250, an average degree of substitution from 1.0 to 2.15 and a residual alkali metal/alkaline earth metal-to-residual sulfuric acid equivalent ratio of 0.1 to 1.1. The biodegradable cellulose ester composition is suitable for the manufacture of various articles including fibrous articles such as tobacco filters.
    Type: Grant
    Filed: June 23, 1995
    Date of Patent: March 11, 1997
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Masanori Itoh, Atsunobu Kiyose, Katsumi Hirao
  • Patent number: 5604207
    Abstract: The inventive compounds are analogues of sialyl Le.sup.x that inhibit cellular adhesion between a selectin and cells that express sialyl Le.sup.x on their surfaces, and their synthetic intermediates. An inventive compound has structure A, ##STR1## wherein Z is hydrogen, C.sub.1 -C.sub.6 acyl or ##STR2## Y is C(O), SO.sub.2, HNC(O), OC(O) or SC(O); R.sup.1 is an aryl, a substituted aryl or a phenyl C.sub.1 -C.sub.3 alkylene group, wherein an aryl group has one five- or six-membered aromatic ring, a fused five/six-membered aromatic ring, or two fused six-membered aromatic rings, which rings are hydrocarbyl, monooxahydrocarbyl, monothiahydrocarbyl, monoazahydrocarbyl or diazahydrocarbyl rings, and a substituted aryl group is an aryl group having a halo, trifluoromethyl, nitro, C.sub.1 -C.sub.18 alkyl, C.sub.1 -C.sub.18 alkoxy, amino, mono-C.sub.1 -C.sub.18 alkylamino, di-C.sub.1 -C.sub.18 alkylamino, benzylamino, C.sub.1 -C.sub.18 alkylbenzylamino, C.sub.1 -C.sub.18 thioalkyl or C.sub.1 -C.sub.
    Type: Grant
    Filed: November 28, 1994
    Date of Patent: February 18, 1997
    Assignee: Cytel Corporation
    Inventors: Shawn A. DeFrees, Federico C. A. Gaeta, John J. Gaudino, Zhongli Zheng, Masaji Hayashi
  • Patent number: 5597912
    Abstract: Process for reducing the degree of substitution of cellulose esters employing carboxylic acids as solvolysis promoters is disclosed. Exemplary cellulose esters are cellulose acetate, cellulose propionate, cellulose butyrate, cellulose acetate propionate, and cellulose acetate butyrate.
    Type: Grant
    Filed: March 4, 1994
    Date of Patent: January 28, 1997
    Assignee: Eastman Chemical Company
    Inventors: Kevin J. Edgar, Charles M. Buchanan
  • Patent number: 5589061
    Abstract: A process for preparing a cellulose ester liquid chromatographic stationary phase by reacting cellulose with an aromatic acid halide, such as p-toluoyl chloride, in the presence of a base catalyst, such as pyridine, the reaction temperature and the concentration of base catalyst being below the temperature and concentration at which the cellulose ester dissolves, the reaction time being less than the reaction time at which the cellulose ester dissolves. Similarly, a process for preparing a cellulose carbamate liquid chromatographic stationary phase by reacting cellulose with an aromatic isocyanate, such as 3,5-dimethyl phenyl isocyanate, in the presence of a base catalyst, such as pyridine, the reaction temperature and the concentration of base catalyst being below the temperature and concentration at which the cellulose carbamate dissolves, the reaction time being less than the reaction time at which the cellulose carbamate dissolves.
    Type: Grant
    Filed: March 13, 1995
    Date of Patent: December 31, 1996
    Assignee: The Dow Chemical Company
    Inventor: John W. Russell
  • Patent number: 5589577
    Abstract: The invention is related to highly substituted, water-insoluble, poorly water-permeable fatty acid esters of polysaccharides and compositions comprising said polysaccharides esters suitable for use in hot-melt adhesives and as coatings for the controlled release of active ingredients, especially fertilizers. A convenient method for preparing said polysacharide esters using e.g. dimethylformamide as a solvent is also disclosed.
    Type: Grant
    Filed: October 26, 1994
    Date of Patent: December 31, 1996
    Assignee: Alko Group Ltd.
    Inventors: Soili Peltonen, Kai Harju
  • Patent number: 5587467
    Abstract: Polysaccharide derivative molecules are crosslinked exclusively among themselves on a support such as silica gel with the use of a polyfunctional crosslinking agent to immobilize the polysaccharide derivative on the support. The separating agent for optical isomers produced by the method has a high solvent resistance and, therefore, is most suitable as a separating agent for optical resolution.
    Type: Grant
    Filed: January 11, 1995
    Date of Patent: December 24, 1996
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Tatsushi Murakami, Akito Ichida
  • Patent number: 5543506
    Abstract: The present invention provides a novel polysaccharide derivative in which part or all of the hydroxyl groups or the amino groups contained in a polysaccharide are replaced by two or more kinds of substituents, and a separating agent and a separating apparatus which comprise the polysaccharide derivative. The polysaccharide derivative of the present invention is extremely useful as a functional material for optical resolution.
    Type: Grant
    Filed: July 15, 1994
    Date of Patent: August 6, 1996
    Assignee: Daicel Chemical Industries, Ltd.
    Inventor: Yoshio Okamoto
  • Patent number: 5540874
    Abstract: A cellulose solution having excellent fluidity and formability is prepared by dissolving a cellulose composition containing a component (I) of cellulose having a polymerization degree of 500 to 1000, and a component (II) of at least one member selected from celluloses having a polymerization degree corresponding to 90% of that of the component (I) cellulose and being in the range of from 350 to 900, cellulose derivatives and polysaccharides, the mixing ratio of the component (I) to the component (II) being 95:5 to 50:50, in a mixed solvent comprising N-methylmorpholine-N-oxide and another solvent material compatible with N-methylmorpholine-N-oxide but not capable of dissolving cellulose therein, and the resultant cellulose solution being useful for producing shaped articles, for example, fibers and films.
    Type: Grant
    Filed: October 17, 1994
    Date of Patent: July 30, 1996
    Assignee: Mitsubishi Rayon Company Ltd.
    Inventors: Teruyuki Yamada, Yuichi Fukui, Seiji Hayashi, Kei Murase
  • Patent number: 5523398
    Abstract: The invention is directed to the formation of cellulose derivatives using homogenous phase reaction conditions. Cellulose is dissolved using DMAc/LiCl and a reagent system is added to promote the acylation of an appropriate acid anhydride or free carboxylic acid. One reagent system includes N,N-dicyclohexylcarbodiimide (DCC) and 4-pyrrolidinopyridine (PP). Another reagent system includes p-toluene sulfonyl chloride (TsCl) and pyridine (Py).
    Type: Grant
    Filed: August 31, 1994
    Date of Patent: June 4, 1996
    Assignees: The Center for Innovative Technology, Virginia Polytechnic Institute and State University, Virginia Tech Intellectual Properties
    Inventors: Wolfgang G. Glasser, Gamini Samaranayake, James E. Sealey, II
  • Patent number: 5521292
    Abstract: The present invention provides:(1) a polysaccharide derivative having hydrophilic functional groups and nitrate groups per one repeating unit in the following range:0.2.ltoreq.X.ltoreq.1.5, 0.4.ltoreq.Y.ltoreq.2.2, X+Y<3;wherein X and Y represent the number of hydrophilic functional groups and nitrate groups, respectively;(2) the neutralized polysaccharide derivative;(3) the composition used as a binder containing the neutralized polysaccharide and water; and(4) the composition used as a vehicle containing the neutralized polysaccharide, a resin, an organic solvent and water.The vehicle composition has excellent properties such as drying characteristic, pigment dispersibility, compatibility with water soluble resins and thixotropic property, and it can form a clear continuous film having excellent heat resistance and blocking resistance.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: May 28, 1996
    Assignee: Asahi Kasei Kabushiki Kaisha
    Inventors: Ikuo Ueda, Nomura Tadanori
  • Patent number: 5521304
    Abstract: Water soluble or water-dispersible cellulose acetoacetate esters are prepared by contacting a cellulose material with diketene, an alkyl acetoacetate, 2,2,6-trimethyl-4H-1,3-dioxin-4-one or a mixture thereof and a carboxylic anhydride in a solvent system comprising lithium chloride plus a carboxamide. Compositions containing the cellulose acetoacetate esters are useful for coatings applications.
    Type: Grant
    Filed: February 27, 1995
    Date of Patent: May 28, 1996
    Assignee: Eastman Chemical Company
    Inventors: Kevin J. Edgar, Jonathan E. Lawniczak
  • Patent number: 5498705
    Abstract: Disclosed is a method for producing a surface-crosslinked, modified polysaccharide having improved absorption properties. The method involves forming a mixture of water and a crosslinking agent, adding a generally water-soluble, modified polysaccharide to said mixture wherein the surface of the polysaccharide becomes crosslinked, and drying the modified polysaccharide. Also described is a surface-crosslinked, modified polysaccharide having improved absorption properties.
    Type: Grant
    Filed: February 22, 1995
    Date of Patent: March 12, 1996
    Assignee: Kimberly-Clark Corporation
    Inventor: Jian Oin
  • Patent number: 5488102
    Abstract: Compounds of formulae I and IaR--Y--CO--R.sub.3 --CO--O--A (I),R--Y--CO--R.sub.3 --CO--O--CH.sub.2 --A.sub.1 (Ia),whereinR is a radically polymerisable hydrocarbon group,R.sub.3 is a direct bond, linear or branched C.sub.1 -C.sub.22 alkylene, C.sub.3 -C.sub.8 cycloalkylene or C.sub.6 -C.sub.14 arylene,A is the radical, reduced by a hydroxy group in a 2- or 3position, of a cyclic-oligomeric carbohydrate or of a derivative of such a carbohydrate,A.sub.1 is the radical, reduced by a hydroxymethyl group, of a monomeric or linear oligomeric carbohydrate or of a derivative of such a carbohydrate, andY is --O--, --NH-- or --N(C.sub.1 -C.sub.6 alkyl)-.Homo- and co-polymers having those monomers have, depending upon their composition, hydrophilic, amphiphilic or hydrophobic properties and are able to form hydrogels. The polymers can be used, for example, as surfactants, thickeners, carriers for biologically active ingredients or in the manufacture of contact lenses.
    Type: Grant
    Filed: July 26, 1994
    Date of Patent: January 30, 1996
    Assignee: Ciba Geigy Corporation
    Inventor: Dirk Vetter
  • Patent number: 5484896
    Abstract: Individualized, esterified high lignin content cellulosic fibers containing intrafiber C.sub.2 -C.sub.9 polycarboxylic acid ester perform unexpectedly better in absorbent applications than lower lignin content esterified fibers from the same furnish.
    Type: Grant
    Filed: March 24, 1994
    Date of Patent: January 16, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Shahrokh A. Naieni, Carlisle M. Herron, Thomas R. Hanser
  • Patent number: 5478386
    Abstract: The composition comprising a cellulose ester including at least 10 weight % of a low-substituted cellulose ester having an average degree of substitution not exceeding 2.15 and giving a 4-week decomposition rate of at least 60 weight % as determined using the amount of evolution of carbon dioxide as an indicator in accordance with ASTM 125209-91. The composition may contains a plasticizer, an aliphatic polyester, a photolysis accelerator such as anatase type titanium dioxide or a biodegradation accelerator such as organic acids and their esters. The low-substituted cellulose ester may be a cellulose ester having an average degree of polymerization from 50 to 250, an average degree of substitution from 1.0 to 2.15 and a residual alkali metal/alkaline earth metal-to-residual sulfuric acid equivalent ratio of 0.1 to 1.1. The biodegradable cellulose ester composition is suitable for the manufacture of various articles including fibrous articles such as tobacco filters.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: December 26, 1995
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Masanori Itoh, Atsunobu Kiyose, Katsumi Hirao
  • Patent number: 5470964
    Abstract: Disclosed is a method for producing a surface-crosslinked, modified polysaccharide having improved absorption properties. The method involves forming a mixture of water and a crosslinking agent, adding a generally water-soluble, modified polysaccharide to said mixture wherein the surface of the polysaccharide becomes crosslinked, and drying the modified polysaccharide. Also described is a surface-crosslinked, modified polysaccharide having improved absorption properties.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: November 28, 1995
    Assignee: Kimberly-Clark Corporation
    Inventor: Jian Qin
  • Patent number: 5466461
    Abstract: New polysaccharide esters are disclosed, and more precisely esters of acidic polysaccharides chosen from the group formed by carboxymethylcellulose, carboxymethyl starch and carboxymethylchitin. These new esters and some esters of the type already known are useful as medicaments, for the manufacture of pharmaceutical and cosmetic preparations, in the field of biodegradable plastic materials and, therefore, for the manufacture of medical, surgical and sanitary articles, as well as numerous other industrial sectors in the place of acidic polysaccharides now in common use.
    Type: Grant
    Filed: April 2, 1992
    Date of Patent: November 14, 1995
    Assignee: Fidia, S.p.A.
    Inventors: Francesco della Valle, Aurelio Romeo
  • Patent number: 5441932
    Abstract: An inhibitor of the biosynthesis of sugar chains containing sialic acid that is excellent in the suppression of inflammation or allergy, which comprises as an active ingredient a sugar compound of the formula (1): ##STR1## wherein R.sup.1 is a hydrogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, a peptide residue or a glycoprotein, and R.sup.2 is a hydrogen atom, a sulfhydryl group, an acyloxy group, an acylthio group, an aryloxy group, an alkyloxy group or a glycothio residue. The inhibitor of the biosynthesis of sugar chains containing sialic acid may be used as a therapeutic agent for inflammation caused by sugar chains containing sialic acid.
    Type: Grant
    Filed: March 2, 1993
    Date of Patent: August 15, 1995
    Assignee: Japan Tobacco, Inc.
    Inventors: Hisashi Kodama, Hironobu Hashimoto, Yasuhiro Kajihara