Abstract: A process for the production of cellulose carbamate from cellulose and urea through the conversion of the cellulose with excess urea in an inert liquid organic reaction carrier at a temperature in the range of 130 .degree. to 160.degree. C., separation of the reaction carrier from the reaction mixture and washing of the reaction mixture with water. The cellulose is intimately mixed with an aqueous urea solution. Then the water in the solution is replaced with the organic reaction carrier, and the reaction of urea and cellulose is carried out in the presence of an inert gaseous carrier to remove the by-product ammonia. Thereafter, the organic reaction carrier remaining in the reaction product is replaced with an aqueous urea solution and the resulting suspension of cellulose carbamate in the urea solution is filtered and washed free of urea with water. No liquid ammonia is required in this process.
Type:
Grant
Filed:
September 16, 1993
Date of Patent:
January 3, 1995
Assignee:
Zimmer Aktiengesellschaft
Inventors:
Gerhard Keunecke, Adolf Arnold, Sabine Butzke
Abstract: A sequence directed reagent is constructed by conjugating a methyl naphthoquinone derivative to a hexamethylamino linker attached to the 5' terminus of an oligonucleotide. Annealing this modified fragment of DNA to its complementary sequence allows for target modification subsequent to photochemical activation. The product of this reaction is a covalent crosslink between the reagent and target strands resulting from an alkylation of DNA by the photoexcited quinone. The modified sequence is not labile to acid, base or reductants, and blocks the exonuclease activity of the Klenow fragment of DNA polymerase I. In another embodiment, a highly reactive moiety, such as Br is attached to the methyl group of the naphthoquinone derivative. This reagent is similarly linked to an oligonucleotide probe. Activation of this probe linked alkylating agent is by a reductive signal which may either naturally occur within the cell, such as an enzyme, or introduced into the media containing the target molecule.
Type:
Grant
Filed:
November 29, 1989
Date of Patent:
March 8, 1994
Assignee:
The Research Foundation of State University of New York
Abstract: The present invention comprises aqueous nitrocellulose compositions and methods of their making. The compositions of the invention provide coatings and can be employed as nail coatings, protective coatings and non-wax polishes.
Abstract: An improvement to the process for synthesizing cellulose aminomethanate is disclosed which comprises slurring cellulose in low concentrations of aqueous caustic solutions, in the presence of urea, and steeping the slurried mixture, at from about 2.degree. C. to about -15.degree. C., for a time sufficient to permit swelling of the cellulose and uniform distribution of the urea. Cellulose aminomethanate manufactured from product prepared in accord with this process, has a uniform distribution of aminomethanate throughout the cellulose at the molecular level and comprises a suitable product for manufacturing sausage casing.
Abstract: A modified cellulose and/or chitin for biocompatible dialysis membranes having a structure represented by the formula ##STR1## wherein Cell is cellulose or chitin, in each case without hydroxyl groups, s=3 in the case of cellulose and s=2 in the case of chitin, R' is CH.sub.3 and/or C.sub.2 H.sub.5 and/or C.sub.3 H.sub.7, X denotes specified functional groups, R" is H or R, Z corresponds to the following groups of atoms: SR", SO.sub.3 H and salts thereof, SO-R, SONR".sub.2, SO.sub.2 -R, SO.sub.2 NR".sub.2, SO.sub.2 H and salts thereof, F, Cl, Br, I, NR".sub.2, PR".sub.2, PO.sub.3 H.sub.2 and salts thereof, PO.sub.2 H(OR), PO(OR).sub.2, PO.sub.2 HR" and salts thereof, POR"(OR) and POR".sub.2, x+t=0.75 to 2.85, t=0 to 2.85, x=0 to 2.85, and z=0.01 to 0.45. A process for preparation of the cellulose and/or chitin derivatives is also disclosed.
Abstract: A modified cellulose and/or chitin for biocompatible dialysis membranes having a structure represented by the formula ##STR1## wherein cell is unmodified cellulose or chitin, in each case without hydroxyl groups, s=3 in the case of cellulose and s=2 in the case of chitin, R' is CH.sub.3 and/or C.sub.2 H.sub.5 and/or C.sub.3 H.sub.7, X denotes specified functional groups, m=0.75 to 2.85, and x=0.005 to 2.10. A process for preparation of the cellulose and/or chitin derivatives is also disclosed.
Abstract: A modified cellulose and/or chitin for biocompatible dialysis membranes having a structure represented by the formula ##STR1## wherein cell is cellulose or chitin, in each case without hydroxyl groups, s=3 in the case of cellulose and s=2 in the case of chitin, R' is CH.sub.3 and/or C.sub.2 H.sub.5 and/or C.sub.3 H.sub.7, X denotes specified functional groups, R" is H or R, R"' denotes R, x+t=0.75 to 2.85, t=0 to 2.85, x=0 to 2.85, and r=0 to 1. A process for preparation of the cellulose and/or chitin derivatives is also disclosed.
Abstract: Improved nitrocellulose mixtures contain a polyol as the desensitizing agent, the polyol being a solvent for nitrocellulose, soluble in water to a maximum of 10% at 20.degree. C. and non-volatile.
Type:
Grant
Filed:
October 31, 1989
Date of Patent:
December 10, 1991
Assignee:
Wolff Walsrode AG
Inventors:
Lutz Hoppe, Klaus Szablikowski, Michael Piepho
Abstract: New polysaccharide carbonates are produced by acylation of polysaccharides with carbonic acid esters and have degrees of substitution of preferably 0.5 to 3.
Type:
Grant
Filed:
October 13, 1989
Date of Patent:
November 26, 1991
Assignee:
Wolff Walsrode Aktiengesellschaft
Inventors:
Hans-Josef Buysch, Alexander Klausener, Klaus Szablikowski, Klaus Balser, Michaela Wilke
Abstract: A modified cellulose has a structure represented by the formula ##STR1## Cell is the framework of the unmodified cellulose molecule or of the chitin molecule, in each case without hydroxyl groups. Z is a nitrogen or sulfur atom. In the case where Z is a nitrogen atom, T and Z together are an acylamide or urea group and Q is (X'-Y') and/or together with the O an ester group and/or together with the O a carbamate group. In the case where Z is a sulfur atom, T is omitted and Q together with the O is an ester group and/or together with the O a carbamate group and, as desired, (X'--Y'). The relationships 0<n<m and 0.ltoreq.s<m are obeyed and (n+s) indicates the mean degree of substitution. m=3 in the case of the unmodified cellulose molecule and m=2 in the case of the chitin molecule.
Abstract: Betain group-containing derivatives of carboxymethylcellulose are disclosed. They are characterized in that all or a portion of the carboxymethyl groups are or is replaced by groups of the general formula ##STR1## wherein R.sup.1 is hydrogen or methyl group,R.sup.2 is a divalent aliphatic hydrocarbon group with 2 to 5 carbon atoms,R.sup.3, R.sup.4 is an alkyl group with 1 to 4 carbon atoms,R.sup.5 is a divalent aliphatic hydrocarbon group with 1 to 10 carbon atoms,with the proviso that, on the average, at least 0.1 betaine groups are contained for each anhydroglucose unit of the polymeric molecule.Also, a method for the synthesis of these compounds and their use in cosmetic preparations, especially for the care of hair, are disclosed. In addition, novel derivatives of carboxymethylcellulose with tertiary amino groups are taught as intermediates. In these derivatives, all or a portion of these groups are or is replaced by groups of the general formula ##STR2## in which the substituents R.sup.1, R.sup.2, R.sup.
Type:
Grant
Filed:
May 17, 1989
Date of Patent:
June 11, 1991
Assignee:
Th. Goldschmidt AG
Inventors:
Burghard Gruning, Klaus Hoffmann, Gotz Koerner, Hans-Joachim Kollmeier
Abstract: This invention relates to an improvement to a process for synthesizing cellulose aminomethanate which comprises slurrying cellulose in an aqueous caustic solution, in the presence of urea; steeping the slurried mixture for a time sufficient to permit swelling of the cellulose for uniform distribution of the urea; concentrating the steeped mixture and treating an extraction of the concentrate with an ion-exchanger. When cellulose aminomethanate is manufactured from product prepared in accord with this process, it has a uniform distribution of substituent throughout the cellulose at the molecular level and comprises a suitable product for manufacturing sausage casing.
Abstract: This invention relates to an improvement to a process for synthesizing cellulose aminomethanate which comprises slurrying cellulose in an aqueous caustic solution, in the presence of urea; steeping the slurried mixture for a time sufficient to permit swelling of the cellulose for uniform distribution of the urea; and, neutralizing the caustic solution of the steeped slurry by treatment with an acid neutralizing solution. When cellulose aminomethanate is manufactured from product prepared in accord with this process, it has a uniform distribution of substituent throughout the cellulose at the molecular level and comprises a suitable product for manufacturing sausage casing.
Abstract: Derivatives of carboxymethylcellulose are disclosed in which all or a portion of the carboxymethyl groups are replaced by groups of the general formula ##STR1## in which R.sup.1 is a hydrogen or methyl group,R.sup.2 is a divalent aliphatic hydrocarbon group with 2 to 5 carbon atoms,R.sup.3, R.sup.4 are alkyl groups with 1 to 4 carbon atoms,R.sup.5 is an alkyl group with 1 to 4 carbon atoms or a benzyl group,X is a halogen or sulfate group or a sulfonic acid group,with the proviso that, on the average, at least 0.1 quaternary ammonium groups are contained per anhydroglucose unit of the polymeric molecule.The invention furthermore relates to derivatives of carboxymethylcellulose, in which all or a portion of the carboxymethyl groups are replaced by groups of the general formula ##STR2## in which the substituents R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the above meaning, with the proviso that, on the average, at least 0.
Type:
Grant
Filed:
June 13, 1989
Date of Patent:
January 29, 1991
Assignee:
Th. Goldschmidt AG
Inventors:
Burghard Gruning, Klaus Hoffmann, Gotz Koerner, Hans-Joachim Kollmeier
Abstract: Disclosed is a direct compression carrier composition comprising one or more cellulose carboxylic acid esters and a lubricant useful in the preparation of tablets containing a physiologically active compound. Also disclosed are direct compression tableting compositions comprising the aforesaid direct compression carrier composition and a medicament and medicinal tablets prepared therefrom.
Abstract: New amines and amides of carboxylated polysaccharides having the nitrogen of the amido and amino groups directly attached to the polysaccharides and method of making same, based on reacting in solution a material having carboxyl-containing polysaccharides, such as carboxymethyl cellulose, with ammonium donors having the general formula >NH such as primary and secondary amine reagents and with or without a reducing agent to obtain amides or amines. These products may be used for instance in biological separations, for the immobilization of proteins, for the removal of metal ions, as thickeners, and as suspension agents.
Abstract: New amines and amides of carboxylated polysaccharides having the nitrogen of the amido and amino groups directly attached to the polysaccharides and method of making same, based on reacting in solution a material having carboxyl-containing polysaccharides, such as carboxymethyl cellulose, with ammonium donors having the general formula >NH such as primary and secondary amine reagents and with or without a reducing agent to obtain amides or amines. These products may be used for instance in biological separations, for the immobilization of proteins, for the removal of metal ions, as thickeners, and as suspension agents.
Abstract: Catalysts for the rapid esterification and crosslinking of fibrous cellulose in textile form by polycarboxylic acids at elevated temperatures are disclosed. The catalysts are acidic or weakly basic salts selected from the alkali metal dihydrogen phosphates and alkali metal salts of phosphorous, hypophosphorous, and polyphosphoric acids. Suitable polycarboxylic acids include saturated, unsaturated and aromatic acids, as well as alpha-hydroxy acids. The textiles so treated exhibit high levels of wrinkle resistance and smooth drying properties durable to repeated laundering in alkaline detergents, and do not contain or release formaldehyde.
Type:
Grant
Filed:
April 10, 1989
Date of Patent:
June 26, 1990
Assignee:
The United States of America as represented by the Secretary of Agriculture
Abstract: The carbamate content of cellulose carbamate products is reduced by treating such products with solutions of a base, which solution also contains one or several alkali metal salts, particularly carbonates, sulfates, phosphates, borates and acetates.
Type:
Grant
Filed:
April 5, 1989
Date of Patent:
May 8, 1990
Assignee:
Neste Oy
Inventors:
Vidar Eklund, Jan Fors, Leo Mandell, Kerstin Meinander, Johan-Fredrik Selin, Olli T. Turunen
Abstract: The carbamate content of cellulose carbamate products is reduced by treating such products with solutions of a base, which solution also contains one or several alkali metal salts, particularly carbonates, sulfates, phosphates, borates and acetates.
Type:
Grant
Filed:
April 7, 1988
Date of Patent:
August 29, 1989
Assignee:
Neste Oy
Inventors:
Vidar Eklund, Jan Fors, Leo Mandell, Kerstin Meinander, Johan-Fredrik Selin, Olli T. Turunen
Abstract: A chemically modified and activated, hydroxyl-group-containing, natural or synthetic, polymeric solid body surface is disclosed, as well as a process for the activation of such solid body surfaces by means of organo-silanes and, if necessary, homo- or heterobifunctional reagent. The surfaces are used for the stable, simple and economical binding of proteins, nucleic acids, low-molecular ligands, cells, microorganisms and other biological materials, in biology, biotechnology and medicine.
Type:
Grant
Filed:
January 29, 1987
Date of Patent:
April 18, 1989
Assignee:
Veb Leipziger Arzeimittelwerk
Inventors:
Werner Schossler, Hans-Friedrich Boeden, Martin Holtzhauer, Fritz Loth, Falk Hiepe, Dieter Bertram, Frank Mielke, Reinhard Muller, Dagmar Konjuchowa
Abstract: Polysaccharide esters containing aldehyde and acetal groups having the structural formulas ##STR1## are prepared by reacting a polysaccharide, such as a starch, gum, or cellulose, with an acetal-containing reagent which contains a functional group reactive with the hydroxyl groups of the polysaccharide; Z is a multivalent organic group; A and A' are independently a lower alkyl or together form at least a 5-membered cyclic acetal; x is at least 1; and y is at least 1. When x is>1 the esters are corsslinked. Typical reagents for introducing the acetal group include 3,3-diethoxypropionyl guanidine (itself a novel compound) and 4-(methylaminoacetaldehyde dimethyl acetal)-4-oxo-butanoic acid). The derivatives are useful in conventional applications such as coatings, adhesives, paper additives and foodstuffs.
Type:
Grant
Filed:
March 9, 1987
Date of Patent:
January 31, 1989
Assignee:
National Starch and Chemical Corporation
Inventors:
Patrick G. Jobe, Diane J. Lamb, Gary T. Martino
Abstract: An adjustable accumulated thermal exposure indicator device, and method of use, for affixing to and indicating deterioration of perishable goods and the like, comprising (1) a reactant yielding material that reacts via one or more steps at a rate depending on time, temperature, and pH to provide an amine and (2) an indicator that reacts at a time, temperature, concentration and pH dependent rate with the amine to produce a visible reaction that is indicative of the expiration of a predetermined time-temperature history related to the useful life of the goods to which the device is affixed. Also provided is a device or article that is responsive to accumulated thermal exposure for the controlled release of immobilized alcohols and amines.
Abstract: Anticoagulative high-molecular composition which comprises a cellulosic polyelectrolyte complex formed from a polycationic cellulose derivative such as a quaternary ammonium salt of hydroxyalkyl cellulose, and a polyanionic cellulose such as sodium cellulose glycolate, which is used in the field of medical instruments or devices.
Abstract: A process for preparing an amino deoxy derivative of a polysaccharide. The process comprises oxidizing the polysaccharide with dimethyl sulfoxide in combination with acetic anhydride or acetic anhydride with paraformaldehyde in a first step. The product from the first step is subjected to reductive amination.
Abstract: Compositions of matter are provided wherein cis-platinum (II) and cis-palladium (II) moieties having amine substituents are bonded to anionic macromolecular entities. These compositions of matter may have improved solubility in the plasma and are effective antitrypanosomal and antitumor agents in mammals. Alternatively, the compositions of matter may be insoluble in water and particularly adapted for in situ implantation into tumerous masses.
Type:
Grant
Filed:
March 21, 1986
Date of Patent:
June 16, 1987
Assignee:
Inco Alloys International, Inc.
Inventors:
Gaylord D. Smith, Douglas S. Brown, Philip Bernstein, John E. Weller
Abstract: A water soluble salt is formed between an alkaloid and a polymeric acid and contains at least 40% by weight of the alkaloid. The alkaloid is generally nicotine and the polymeric acid is generally a polysaccharide that has been modified by carboxyalkyation or reaction with a polybasic acid. The resultant salt can be formed as a film, a particulate solid or as an aqueous solution and the solution can be used for printing.
Abstract: Ethylenically unsaturated cellulose esters are provided. These ethylenically unsaturated cellulose esters are the reaction product of a cellulose ester having unreacted hydroxyl groups and a polymerizable ethylenically unsaturated compound having an isocyanato group reactive with the hydroxyl groups of the cellulose ester. The product is substantially free of unreacted isocyanate groups and is particularly useful in protective coatings.
Type:
Grant
Filed:
November 21, 1984
Date of Patent:
January 21, 1986
Assignee:
Minnesota Mining and Manufacturing Company
Abstract: The invention provides an improved cellulosic ester or ether product with a degree of ester or ether substitution of between 2.0 and about 2.9 which is derivatized or further reacted by reaction with an acrylamide reactant to provide pendant acrylamide functionality or substituents at a degree of substitution (D.S.) of at least about 0.05 (preferably from about 0.05 to about 0.5) and to thereby provide a polymerizable organic solvent-soluble product which is insoluble in water and copolymerizable with vinyl monomers. The product is conveniently prepared by reacting said cellulose ether or ester derivative with a catalyst and the acrylamide reactant at a pH of from between about 4.2 and about 4.5. The reaction is carried out at a temperature between 80.degree. C. and 120.degree. C. for from one-half to three hours, while removing the water of reaction.
Abstract: An endotoxin binding material affixed to a support is disclosed. One embodiment is a matrix material capable of binding endotoxins and comprising a polar, water-insoluble, high molecular weight polymer support to which is attached groups which adsorb endotoxin molecules. The groups comprise bifunctional aliphatic molecules, one end of which is bound to the support, the other end of which is bound to an aryl molecule. The invention has utility in the removal of endotoxins from biological fluids and other solutions and for concentrating endotoxins so that they may be subsequently detected and quantified.
Type:
Grant
Filed:
May 3, 1982
Date of Patent:
January 1, 1985
Assignee:
Abbott Laboratories
Inventors:
Ronald L. Gendrich, William H. Holleman
Abstract: A water-soluble non-immunogenic carrier, namely carboxymethyl cellulose, is provided which, in attachment to allergens or other haptens, is capable of inducing an immunological tolerance in an individual of a mammalian species to the allergen or hapten. The allergen or hapten is attached to each of a plurality of the carboxyl groups of carboxymethyl cellulose. Tolerance has been induced in mice to three particular haptens, namely 2,4-dinitrophenyl, penicillin G and fluorescein in the specific embodiments of the present invention.
Type:
Grant
Filed:
December 5, 1979
Date of Patent:
November 15, 1983
Assignee:
The Governors of The University of Alberta
Abstract: The invention relates to the carbonylation of cross linked substituted and unsubstituted polysaccharides, their copolymers with macroporous synthetic polymers, macroporous synthetic polymers and rigid supports with pendant hydroxyalkyl groups. The carbonylated product can be used to prepare an affinity chromatography matrix which remains an uncharged species at varying pH's. The carbonylated product is also useful for the preparation of other compounds: Typical polysaccharides are agarose, starch, dextran, cellulose and regenerated cellulose, typical macroporous synthetic polymers are acrylamides, acrylates and methacrylates, typical rigid supports are silica beads coated with hydroxy alkyl groups and typical cabonylating agents are N,N'-carbonyl diimidazole; N,N'carbonyl di-1,2,3-benzotriazole; and N,N'-carbonyl di-1,2,4-triazole.
Type:
Grant
Filed:
March 10, 1980
Date of Patent:
May 18, 1982
Assignee:
Development Finance Corporation of New Zealand
Inventors:
John S. Ayers, Geoffrey S. Bethell, William S. Hancock, Milton T. W. Hearn
Abstract: A method for oven drying chemically modified cellulosic materials, especially fibers, having improved fluid absorbency involves incorporating into the cellulose structure while swollen an amphiphilic compound miscible with water which will not evaporate when the fiber is oven dried and will remain in the fiber to prevent collapse of the fiber as the water is removed. The improved method of drying the fibrous cellulosic material produces a product having saline absorbency about equal to that produced when the fibers are dried with a water-miscible solvent and avoids the use of volatile solvents and the disadvantages inherent therewith. The fibers provided by the invention are especially suitable for use in pads which are to be used for absorbing water and body fluids.
Abstract: Small particles of cellulose-containing plants, fine granular oxidated, silicon compounds and an alkali metal hydroxide are mixed, then heated to 150.degree. C. to 220.degree. C. while agitating until the plant particles soften or melt, thereby producing an alkali metal cellulose silicate condensation product.
Abstract: Small particles of cellulose-containing plants, fine granular oxidated silicon compounds and an alkali metal hydroxide are mixed, then heated to 150.degree. C. to 220.degree. C. while agitating until the plant particles soften or melt, thereby producing an alkali metal cellulose silicate condensation product.
Abstract: Small particles of cellulose-containing plants, fine granular oxidated silicon compounds and an alkali metal hydroxide are mixed, then heated to 150.degree. C. to 220.degree. C. while agitating until the plant particles soften or melt, thereby producing an alkali metal cellulose silicate condensation product.
Abstract: Carbonylation of a polysaccharide and the product of that carbonylation. The carbonylated product can be used to prepare an affinity chromatography matrix which is an uncharged species of varying pH's. The carbonylated product is also useful for the preparation of other compounds. Typical polysaccharides are agarose, starch, dextran, cellulose and regenerated cellulose and typical carbonylating agents are N,N'-carbonyl diimidazole; N,N' carbonyl di-1,2,3-benzotriazole; and N,N'-carbonyl di-1,2,4-triazole.
Type:
Grant
Filed:
February 2, 1978
Date of Patent:
September 23, 1980
Assignee:
Development Finance Corporation of New Zealand
Inventors:
John S. Ayers, Geoffrey S. Bethell, William S. Hancock, Milton T. W. Hearn
Abstract: A cellulosic ion-exchange fiber having a functional group represented by the formula, ##STR1## wherein n is 1 or 2 and M is a hydrogen atom, alkali metal or ammonium residue, is produced by dipping a cellulosic fiber in an aqueous solution containing an intermediate of the formula, ##STR2## wherein n and M are as defined above; and X is halogen, in the presence of an alkali and applying heat treatment, thereby introducing the above-mentioned functional group.
Abstract: A process for the separation and/or purification of oligo- and polyhydroxy compounds by introducing and subsequently eliminating protective groups, wherein oligo- and polyhydroxy compounds are reacted with bis(ethyl-pivaloyloxy)-diboroxane or ethylboroxine, optionally in inert solvents, the resulting O-ethylboranodiyl derivatives of the hydroxy compounds are separated off and the O-ethylboranodiyl protective groups are eliminated by alcoholic compounds, for example methanol or glycol.
Abstract: Production of cellulose derivatives substituted by groups having functional moieties by reaction of a hydroxyl group(s) of the cellulose with an at least bifunctional reagent. The reagent is reacted with cellulose dissolved in dimethylsulfoxide containing polyhydroxymethylene.
Abstract: A water-insoluble tannin preparation is obtained by covalent binding or physical adsorption of tannin onto a water-insoluble, hydrophilic carrier. The preparation has a specific affinity for proteins and can be used as an adsorbent for purification, isolation and/or separation of proteins (e.g., Enzymes, albumin, globulin, hormonal proteins) from a mixture of compounds. Further, the water-insoluble tannin preparation having a catalytically active enzyme absorbed thereon can be used as a heterogeneous catalyst to induce enzymatic reactions.
Abstract: Preparation of partially substituted nitrate and sulfate esters of polysaccharides or polyvinylalcohol, their esters containing a mixture of nitrite with sulfate or nitrate groups, aqueous media thickened with such esters, the simultaneous preparation of such esters and alkyl nitrites or such esters and inorganic nitrites or nitrates and resulting products, useful as thickeners, films, fibers and in many other applications.