Patents Assigned to BioPak Technology, Ltd.
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Patent number: 5420304Abstract: Disclosed is a novel integrated process for production of cyclic esters which includes recovery of starting materials, such as lactic acid from a dilute aqueous lactic acid-containing solution, by solvent extraction. The starting materials are then formed into cyclic esters by removal of water wherein the concentration of higher molecular weight oligomers is maintained below about 20 wt % of the reaction composition. The process further includes providing a recovery solvent for the reaction composition and separating the cyclic esters from the starting materials and higher molecular weight oligomers by liquid-liquid equilibrium separation. The present invention is further directed toward independent novel unit operations of the overall process. The present invention provides for the efficient production and recovery of cyclic esters due to integration of the various unit operations by use of appropriate solvents and recycle streams.Type: GrantFiled: September 29, 1993Date of Patent: May 30, 1995Assignee: BioPak Technology, Ltd.Inventors: Dan W. Verser, Alex Cheung, Timothy J. Eggeman, William A. Evanko, Kevin H. Schilling, Manfred Meiser, Anthony E. Allen, Melville E. D. Hillman, George E. Cremeans, Edward S. Lipinsky
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Patent number: 5332839Abstract: The present invention is directed to a method for making lactide from aqueous lactic acid. The invention method comprises converting feed aqueous lactic acid to its vapor phase. The feed vapors then are passed through a reactor maintained at elevated temperature and in which optionally is disposed an alumina catalyst. Withdrawn from the reactor is product lactide, water, and unreacted lactic acid which are subjected to separation for recovery of the lactide product. The separated unreacted lactic acid is eligible for readmission to the process for making additional lactide. This cyclic process embodiment of the present invention comprises the steps of passing make-up aqueous lactic acid feed into a vaporization zone along with unreacted aqueous lactic acid filtrate from another step of the process and therein forming aqueous lactic acid feed vapors. The thus-generated vapors that are passed through a vapor phase reaction zone held at elevated temperature for forming lactide therein.Type: GrantFiled: September 18, 1990Date of Patent: July 26, 1994Assignee: BioPak Technology, Ltd.Inventors: Herman P. Benecke, Richard A. Markle, Richard G. Sinclair
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Patent number: 5319107Abstract: Disclosed is a method for producing cyclic esters by the conversion of hydroxy carboxylic acids and their derivatives to their respective cyclic esters. Such cyclic esters, including lactide or glycolide, are particularly useful for producing polymers which can be used to make biodegradable materials, such as biodegradable packaging material. Various methods of cyclic ester production are disclosed, including liquid phase and vapor phase reactions. Also disclosed are various methods for recovering cyclic esters from product-containing streams.Type: GrantFiled: March 19, 1992Date of Patent: June 7, 1994Assignee: BioPak Technology, Ltd.Inventors: Herman P. Benecke, Alex Cheung, George E. Cremeans, Melville E. D. Hillman, Edward S. Lipinsky, Richard A. Markle, Richard G. Sinclair
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Patent number: 5274127Abstract: The present invention is directed to a method for making L-lactide from aqueous L-lactic acid. Aqueous lactic acid feed for present purposes comprehends an aqueous mixture of one or more of L.sub.1 A, L.sub.2 A, and L.sub.3 A, optionally with LD being present. L-lactic acid is the preferred feed configuration for making L-lactide, and is to be understood even though the configuration symbol is not used throughout this application. Aqueous lactic acid feed is treated for removal of water therefrom until a degree of polymerization (DP) not substantially above about 2 is reached. The treatment then is ceased to produce a crude LD product. LD then is separated from the crude LD product. A preferred treatment involves heating the feed at elevated temperature to remove water. LD can be separated from the crude LD product by a variety of techniques to produce an LD-depleted product.Type: GrantFiled: September 18, 1990Date of Patent: December 28, 1993Assignee: BioPak Technology, Ltd.Inventors: Richard G. Sinclair, Richard A. Markle, Russell K. Smith
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Patent number: 5252642Abstract: An environmentally degradable composition comprises blends of a physical mixture of a poly(lactic acid), comprising about 1 to 99 weight percent of the composition, and an elastomeric blend compatible polymer, such as a segmented polyester, that provides improved impact resistance to the poly(lactic acid) and is discrete and intimately bound; plasticizer is added to the blend that is selected from the group consisting of lactide monomer, lactic acid oligomer, lactic acid, and mixtures thereof. Other plasticizer that may be added includes one or more derivatives of an oligomer of lactic acid, its esters and copolymer.Type: GrantFiled: September 6, 1990Date of Patent: October 12, 1993Assignee: BioPak Technology, Ltd.Inventors: Richard G. Sinclair, Joseph Preston
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Patent number: 5216050Abstract: An environmentally degradable composition comprising blends of a physical mixture of poly(lactic acid), and a polymer selected from the group consisting of poly(ethylene terephthalate), a polymer or copolymer of styrene, ethylene, propylene, vinyl chloride, vinyl acetate, alkyl methacrylate, alkyl acrylate, and physical mixtures thereof; plasticized with D-lactic acid, L-lactic acid, racemic D,L-lactic acid, D-lactide, L-lactide, meso D,L-lactide, racemic, D,L-lactide, oligomers of lactic acid, oligomers of lactide, derivatives of oligomers of lactic acid, or various mixtures thereof.Type: GrantFiled: September 6, 1990Date of Patent: June 1, 1993Assignee: BioPak Technology, Ltd.Inventor: Richard G. Sinclair
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Patent number: 5180765Abstract: Environmentally biodegradable compositions of poly(lactic acid) plasticized with lactic acid, D-lactide, L-lactide, meso D,L-lactide, racemic D,L-lactide, oligomers of lactic acid, oligomers of lactide, derivatives of oligomers of lactic acid, or various mixtures thereof; the compositions are suitable replacements of thermoplastic polymer compositions; the compositions are useful for pliable films and other packaging applications conventionally served by polyethylene and other nondegradable thermoplastics; homopolymers or copolymers of D-lactic acid, L-lactic acid, D-lactide, L-lactide, meso D,L-lactide, and/or racemic D,L-lactide having properties similar to other known polymers may be prepared by varying the ratios of monomer and polymerization conditions, the amount and type of plasticizer in the polymer and process conditions; additives and subsequent treatment are also used to modify properties.Type: GrantFiled: September 6, 1990Date of Patent: January 19, 1993Assignee: BioPak Technology, Ltd.Inventor: Richard G. Sinclair