Patents by Inventor Carl T. Lira
Carl T. Lira has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 12110267Abstract: The disclosure relates to methods for separating mixtures of polyols, in particular mixtures of two of more different vicinal diols having close boiling points, thus making them difficult or impossible to separate using conventional distillation techniques. The polyol mixture is reacted with an aldehyde or ketone acetalization agent to form one or more acetals as corresponding acetalization reaction products. The acetalization reaction products are more easily separable either from each other (such as via distillation) or from an unreacted vicinal diol (such as via extraction, settling, or other phase separation). After separation, hydrolysis is performed on the acetalization reaction products to recover the vicinal diols as separate, purified components. The methods provide cost-effective processes for separating different polyols originally formed in admixture.Type: GrantFiled: October 7, 2019Date of Patent: October 8, 2024Assignee: BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITYInventors: Dennis J. Miller, Carl T. Lira, Lars Peereboom, Scott F. Parker, Thomas D. Dionise, William G. Killian
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Publication number: 20210340088Abstract: The disclosure relates to methods for separating mixtures of polyols, in particular mixtures of two of more different vicinal diols having close boiling points, thus making them difficult or impossible to separate using conventional distillation techniques. The polyol mixture is reacted with an aldehyde or ketone acetalization agent to form one or more acetals as corresponding acetalization reaction products. The acetalization reaction products are more easily separable either from each other (such as via distillation) or from an unreacted vicinal diol (such as via extraction, settling, or other phase separation). After separation, hydrolysis is performed on the acetalization reaction products to recover the vicinal diols as separate, purified components. The methods provide cost-effective processes for separating different polyols originally formed in admixture.Type: ApplicationFiled: October 7, 2019Publication date: November 4, 2021Inventors: Dennis J. Miller, Carl T. Lira, Lars Peereboom, Scott F. Parker, Thomas D. Dionise, William G. Killian
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Patent number: 9174920Abstract: An integrated process and system for synthesis of organic-acid esters is provided. The method of synthesizing combines reaction and distillation where an organic acid and alcohol composition are passed through a distillation chamber having a plurality of zones. Side reactors are used for drawing off portions of the composition and then recycling them to the distillation column for further purification. Water is removed from a pre-reactor prior to insertion into the distillation column. An integrated heat integration system is contained within the distillation column for further purification and optimizing efficiency in the obtaining of the final product.Type: GrantFiled: October 17, 2014Date of Patent: November 3, 2015Assignees: E3TEC Service, LLC, Board of Trustees of Michigan State UniversityInventors: Chandrakant B. Panchal, John C. Prindle, Aspi Kolah, Dennis J. Miller, Carl T. Lira
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Patent number: 9090556Abstract: The disclosure relates to a process for forming an acyloxy carboxylic acid or a derivative of the acid. A hydroxy acid compound is reacted with a carboxylic acid in a reaction vessel and in the presence of a catalyst, such as in a reactive distillation column containing the catalyst. The reaction product formed in the reaction vessel includes an acyloxy carboxylic acid compound, which can be removed continuously from the vessel in a product stream. Another product stream containing unreacted (excess) carboxylic acid and/or reaction byproducts such as water can be separately removed continuously from the reaction vessel.Type: GrantFiled: December 7, 2012Date of Patent: July 28, 2015Assignee: BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITYInventors: Dennis Miller, Carl T. Lira, Lars Peereboom, Aspi K. Kolah
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Publication number: 20150033618Abstract: A process for producing mixed esters of fatty acids as biofuel or additive to a petroleum fuel for use in a compression ignition (CI) engine. The process preferably provides a partial transesterification of a mixture of fatty acid methyl esters with at least one alkyl alcohol containing 2 to 8 carbon atoms in the presence of a heterogeneous solid acid catalyst to produce a mixture of the fatty acid methyl esters and alkyl alcohol esters of the fatty acids.Type: ApplicationFiled: October 22, 2014Publication date: February 5, 2015Inventors: Navinchandra S. Asthana, Dennis J. Miller, Carl T. Lira, Evan Bittner
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Patent number: 8894725Abstract: A process for producing mixed esters of fatty acids as biofuel or additive to a petroleum fuel for use in a compression ignition (CI) engine. The process preferably provides a partial transesterification of a mixture of fatty acid methyl esters with at least one alkyl alcohol containing 2 to 8 carbon atoms in the presence of a heterogeneous solid acid catalyst to produce a mixture of the fatty acid methyl esters and alkyl alcohol esters of the fatty acids.Type: GrantFiled: November 12, 2013Date of Patent: November 25, 2014Assignee: Board of Trustees of Michigan State UniversityInventors: Navinchandra S. Asthana, Dennis J. Miller, Carl T. Lira, Evan Bittner
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Publication number: 20140059924Abstract: A process for producing mixed esters of fatty acids as biofuel or additive to a petroleum fuel for use in a compression ignition (CI) engine. The process preferably provides a partial transesterification of a mixture of fatty acid methyl esters with at least one alkyl alcohol containing 2 to 8 carbon atoms in the presence of a heterogeneous solid acid catalyst to produce a mixture of the fatty acid methyl esters and alkyl alcohol esters of the fatty acids.Type: ApplicationFiled: November 12, 2013Publication date: March 6, 2014Applicant: BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITYInventors: Navinchandra S. Asthana, Dennis J. Miller, Carl T. Lira, Evan Bittner
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Patent number: 8613780Abstract: A process for producing mixed esters of fatty acids as biofuel or additive to a petroleum fuel for use in a compression ignition (CI) engine. The process preferably provides a partial transesterification of a mixture of fatty acid methyl esters with at least one alkyl alcohol containing 2 to 8 carbon atoms in the presence of a heterogeneous solid acid catalyst to produce a mixture of the fatty acid methyl esters and alkyl alcohol esters of the fatty acids.Type: GrantFiled: November 19, 2008Date of Patent: December 24, 2013Assignee: Board of Trustees of Michigan State UniversityInventors: Navinchandra S. Asthana, Dennis J. Miller, Carl T. Lira, Evan Bittner
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Patent number: 7667068Abstract: A process for producing organic acid di- or tri-esters, particularly citric acid tri-esters, with the available acid groups esterified using countercurrent reactive distillation using acid catalysts in a structured packing is described. In the reactive distillation an organic acid di- or tri-ester is formed by chemical reaction and purified to its final state within the single column. Organic acid di- or tri-esters are produced at relatively low cost, with less waste production in by-products of the reaction, and in a less complicated manner than prior processes. Organic acid di- and tri-esters have uses as solvents, as plasticizers and in conversion products.Type: GrantFiled: April 28, 2006Date of Patent: February 23, 2010Assignee: Board of Trustees of Michigan State UniversityInventors: Dennis J. Miller, Navinchandra Asthana, Aspi Kolah, Dung T. Vu, Carl T. Lira
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Patent number: 7652167Abstract: A process for producing organic acid esters using continuous countercurrent reactive distillation using acid catalysts in a structured packing in a single column (10) is described. In the reactive distillation an organic acid ester is formed by chemical reaction and can be purified to its final state within the single column. Organic acid esters are produced at relatively low cost, with less waste production, and in a less complicated manner than prior processes. Organic acid ester have uses as solvents, as intermediate chemicals, and in consumer products.Type: GrantFiled: July 19, 2004Date of Patent: January 26, 2010Assignee: Board of Trustees of Michigan State UniversityInventors: Dennis J. Miller, Navinchandra Asthana, Aspi Kolah, Carl T. Lira
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Publication number: 20090126262Abstract: A process for producing mixed esters of fatty acids as biofuel or additive to a petroleum fuel for use in a compression ignition (CI) engine. The process preferably provides a partial transesterification of a mixture of fatty acid methyl esters with at least one alkyl alcohol containing 2 to 8 carbon atoms in the presence of a heterogeneous solid acid catalyst to produce a mixture of the fatty acid methyl esters and alkyl alcohol esters of the fatty acids.Type: ApplicationFiled: November 19, 2008Publication date: May 21, 2009Applicant: Board of Trustees of Michigan State UniversityInventors: Navinchandra S. Asthana, Dennis J. Miller, Carl T. Lira, Evan Bittner
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Patent number: 7321052Abstract: A process for the preparation of a fuel oil (diesel fuel or heating oil) composition which is a mixture of an alkanol tranesterified fatty acid ester triglyceride and an acetal of glycerol is described. The process preferably provides a prestep of the formation of at least some of the alkanol transesterified triglyceride containing the glycerol for use in the formation of the acetal of glycerol. The composition can also be formed from a reaction of 1,1-dimethoxy- or 1,1-diethoxyethane and glycerol to form the acetal in the alkanol transesterified triglyceride.Type: GrantFiled: February 28, 2006Date of Patent: January 22, 2008Assignee: Board of Trustees of Michigan State UniversityInventors: Dennis J. Miller, Lars Peereboom, Aspi K. Kolah, Navinchandra S. Asthana, Carl T. Lira