Patents by Inventor Johannes Maria Franciscus Sijben
Johannes Maria Franciscus Sijben 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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Publication number: 20230020208Abstract: Thermal treatment of purified FDCA for producing a carboxylic acid composition, the process comprising the steps of providing or producing a thermal treatment composition comprising a purified carboxylic acid composition and an organic acid containing treatment solvent composition; subjecting the thermal treatment composition to an elevated temperature, wherein the FDCA is partially dissolved, and cooling the treated composition and separating at least a portion of the FDCA from the treated composition to obtain a carboxylic acid composition.Type: ApplicationFiled: December 18, 2020Publication date: January 19, 2023Inventors: Jeffrey John Kolstad, Ana Sofia Vagueiro De Sousa Dias, Johannes Maria Franciscus Sijben, Ana Rita Martins Guerreiro Rocha Almeida, Ines Dacil Gonzalez Jimenez
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Publication number: 20230002338Abstract: Thermal treatment of purified 2,5-furandicarboxylic acid (FDCA) for producing a carboxylic acid composition, the process comprising the steps of providing or producing a thermal treatment composition comprising a purified carboxylic acid composition and a water containing treatment solvent composition; subjecting the thermal treatment composition to an elevated temperature, wherein the FDCA is partially dissolved, and cooling the treated composition and separating at least a portion of the FDCA from the treated composition to obtain a carboxylic acid composition.Type: ApplicationFiled: December 18, 2020Publication date: January 5, 2023Inventors: Jeffrey John Kolstad, Ana Sofia Vagueiro De Sousa Dias, Johannes Maria Franciscus Sijben, Ana Rita Martins Guerreiro Rocha Almeida, Ines Dacil Gonzalez Jimenez
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Patent number: 10351543Abstract: A furfural derivative having the chemical formula (1) wherein R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce an acid reaction mixture including the furfural derivative of chemical formula (1), which acid reaction mixture has a pH-value of smaller than 3; neutralizing the acid reaction mixture to a pH-value in the range of 3 to 6.5 to provide a partially neutralized reaction mixture; and purifying the partially neutralized reaction mixture to recover the furfural derivative of chemical formula (1).Type: GrantFiled: July 1, 2016Date of Patent: July 16, 2019Assignee: Synvina C.V.Inventors: Johannes Maria Franciscus Sijben, Etienne Mazoyer, Ana Sofia Vagueiro De Sousa Dias, Gerardus Johannes Maria Gruter
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Patent number: 10266508Abstract: A furfural derivative having the chemical formula (1) where R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce a primary acid reaction mixture including the furfural derivative of chemical formula (1); separating part of the liquid hydroxyl group-containing compound from the primary acid reaction mixture to yield a secondary acid reaction mixture; neutralizing the secondary acid reaction mixture to a pH-value of at least 3 to obtain a neutralized reaction mixture; and purifying the neutralized reaction mixture to recover the furfural derivative of chemical formula (1).Type: GrantFiled: July 1, 2016Date of Patent: April 23, 2019Assignee: Synvina C.V.Inventors: Johannes Maria Franciscus Sijben, Etienne Mazoyer, Ana Sofia Vagueiro De Sousa Dias, Gerardus Johannes Maria Gruter
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Patent number: 10167268Abstract: An ester composition including at least 90% wt of the dialkyi ester of 2,5-furandicarboxylic acid as starting dialkyi ester concentration and up to 5% wt of the monoalkyi ester of 2,5-furandicarboxylic acid as starting monoalkyi ester concentration, the percentages being based on the weight of the ester composition, is purified in a process which includes subjecting the ester composition to melt crystallization to yield a purified dialkyi ester composition containing a dialkyi ester concentration higher than the starting dialkyi ester concentration and a melt residue containing a monoalkyi ester concentration higher than the starting monoalkyi ester concentration. From the melt residue a purified monoalkyi ester composition and a contaminants-rich residue can be prepared via melt crystallization. The purified dialkyi ester composition and/or the purified monoalkyi ester composition can be hydrolyzed to yield purified 2,5-furandicarboxylic acid.Type: GrantFiled: November 10, 2015Date of Patent: January 1, 2019Assignee: Synvina C.V.Inventors: Benjamin McKay, Gerardus Johannes Maria Gruter, Johannes Maria Franciscus Sijben
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Patent number: 10087162Abstract: Dialkyil esters of 2,5-furandicarboxylic acid are prepared in a process including: contacting an acid starting composition having 2,5-furandicarboxylic acid with an excess of alkanol to form an esterification product having the dialkyil ester of 2,5-furan dicarboxylic acid, water and unreacted alkanol; separating at least part of the unreacted alkanol and water from the esterification product to yield a solid crude product composition having the dialkyil ester of 2,5-furandicarboxylic acid; and subjecting at least part of the solid crude product composition to an evaporation step, where the dialkyil ester of 2,5-furandicarboxylic acid is evaporated and subsequently condensed to yield purified dialkyil ester of 2,5-furandicarboxylic acid.Type: GrantFiled: November 10, 2015Date of Patent: October 2, 2018Assignee: Synvina C.V.Inventors: Ana Sofia Vagueiro De Sousa Dias, Benjamin McKay, Victor Peter Charles Vreeken, Gerardus Johannes Maria Gruter, Johannes Maria Franciscus Sijben
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Patent number: 10053442Abstract: Dialkyl esters of 2,5-furandicarboxylic acid are prepared from a 2,5-furandicarboxylic acid-containing starting material in a process, which includes: contacting a vaporous stream of an alkanol countercurrently with the at least partially liquid starting material having the 2,5-furandicarboxylic acid, in a reaction zone to conduct an esterification reaction to yield the dialkyl ester of 2,5-furandicarboxylic acid and water; withdrawing a reaction vapor comprising the alkanol and water from the reaction zone; and discharging a liquid phase having at least the dialkyl ester of 2,5-furandicarboxylic acid, from the bottom part of the reaction zone, to obtain the dialkyl ester of 2,5-furandicarboxylic acid.Type: GrantFiled: November 10, 2015Date of Patent: August 21, 2018Assignee: Synvina C.V.Inventors: Ana Sofia Vagueiro De Sousa Dias, Benjamin McKay, Victor Peter Charles Vreeken, Johannes Maria Franciscus Sijben
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Publication number: 20180186761Abstract: A furfural derivative having the chemical formula (1) where R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose-and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce a primary acid reaction mixture including the furfural derivative of chemical formula (1); separating part of the liquid hydroxyl group-containing compound from the primary acid reaction mixture to yield a secondary acid reaction mixture; neutralizing the secondary acid reaction mixture to a pH-value of at least 3 to obtain a neutralized reaction mixture; and purifying the neutralized reaction mixture to recover the furfural derivative of chemical formula (1).Type: ApplicationFiled: July 1, 2016Publication date: July 5, 2018Inventors: Johannes Maria Franciscus Sijben, Etienne Mazoyer, Ana Sofia Vagueiro De Sousa Dias, Gerardus Johannes Maria Gruter
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Publication number: 20180170890Abstract: A furfural derivative having the chemical formula (1) wherein R represents hydrogen, an alkyl group or an acyl group, is prepared in a process, which process includes reacting a fructose- and/or glucose-containing starting material with a liquid hydroxyl group-containing compound of formula R—OH in the presence of an acid catalyst at a reaction temperature in the range of 150 to 300° C. to produce an acid reaction mixture including the furfural derivative of chemical formula (1), which acid reaction mixture has a pH-value of smaller than 3; neutralizing the acid reaction mixture to a pH-value in the range of 3 to 6.5 to provide a partially neutralized reaction mixture; and purifying the partially neutralized reaction mixture to recover the furfural derivative of chemical formula (1).Type: ApplicationFiled: July 1, 2016Publication date: June 21, 2018Inventors: Johannes Maria Franciscus Sijben, Etienne Mazoyer, Ana Sofia Vagueiro De Sousa Dias, Gerardus Johannes Maria Gruter
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Publication number: 20180155306Abstract: An ester composition including at least 90% wt of the dialkyi ester of 2,5-furandicarboxylic acid as starting dialkyi ester concentration and up to 5% wt of the monoalkyi ester of 2,5-furandicarboxylic acid as starting monoalkyi ester concentration, the percentages being based on the weight of the ester composition, is purified in a process which includes subjecting the ester composition to melt crystallization to yield a purified dialkyi ester composition containing a dialkyi ester concentration higher than the starting dialkyi ester concentration and a melt residue containing a monoalkyi ester concentration higher than the starting monoalkyi ester concentration. From the melt residue a purified monoalkyi ester composition and a contaminants-rich residue can be prepared via melt crystallization. The purified dialkyi ester composition and/or the purified monoalkyi ester composition can be hydrolyzed to yield purified 2,5-furandicarboxylic acid.Type: ApplicationFiled: November 10, 2015Publication date: June 7, 2018Inventors: Benjamin McKay, Gerardus Johannes Maria Gruter, Johannes Maria Franciscus Sijben
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Patent number: 9816042Abstract: Motor fuel compositions containing ethanol, also known as gasohol, are disclosed, wherein the motor fuel is substantially in one phase and contains, 1 to 50, preferable 2 to 30 weight % of ethanol and an amount of water between 1 and 10 wt. % on the basis of the weight of the ethanol. Such motor fuel compositions can be produced by blending gasoline with hydrous ethanol, thus evading the necessity to use anhydrous ethanol as feedstock. Furthermore such motor fuel compositions may be produced by blending gasoline with hydrous ethanol and anhydrous ethanol, thus evading the necessity to use anhydrous ethanol as the sole feedstock. These motor fuel compositions may contain a second liquid phase that does not form a separate layer, and where no separate liquid phase can be detected by vision, and so meets with the specification that has become known as “clear and bright”.Type: GrantFiled: July 27, 2016Date of Patent: November 14, 2017Assignee: SHE BLENDS HOLDING B.V.Inventor: Johannes Maria Franciscus Sijben
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Publication number: 20170320845Abstract: Dialkyil esters of 2,5-furandicarboxylic acid are prepared in a process including: contacting an acid starting composition having 2,5-furandicarboxylic acid with an excess of alkanol to form an esterification product having the dialkyil ester of 2,5-furan dicarboxylic acid, water and unreacted alkanol; separating at least part of the unreacted alkanol and water from the esterification product to yield a solid crude product composition having the dialkyil ester of 2,5-furandicarboxylic acid; and subjecting at least part of the solid crude product composition to an evaporation step, where the dialkyil ester of 2,5-furandicarboxylic acid is evaporated and subsequently condensed to yield purified dialkyil ester of 2,5-furandicarboxylic acid.Type: ApplicationFiled: November 10, 2015Publication date: November 9, 2017Applicant: Synvina C.V.Inventors: Ana Sofia Vagueiro De Sousa Dias, Benjamin McKay, Victor Peter Charles Vreeken, Gerardus Johannes Maria Gruter, Johannes Maria Franciscus Sijben
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Publication number: 20170313670Abstract: Dialkyl esters of 2,5-furandicarboxylic acid are prepared from a 2,5-furandicarboxylic acid-containing starting material in a process, which includes: contacting a vaporous stream of an alkanol countercurrently with the at least partially liquid starting material having the 2,5-furandicarboxylic acid, in a reaction zone to conduct an esterification reaction to yield the dialkyl ester of 2,5-furandicarboxylic acid and water; withdrawing a reaction vapor comprising the alkanol and water from the reaction zone; and discharging a liquid phase having at least the dialkyl ester of 2,5-furandicarboxylic acid, from the bottom part of the reaction zone, to obtain the dialkyl ester of 2,5-furandicarboxylic acid.Type: ApplicationFiled: November 10, 2015Publication date: November 2, 2017Inventors: Ana Sofia Vagueiro De Sousa Dias, Benjamin McKay, Victor Peter Charles Vreeken, Johannes Maria Franciscus Sijben
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Publication number: 20160376514Abstract: Motor fuel compositions containing ethanol, also known as gasohol, are disclosed, wherein the motor fuel is substantially in one phase and contains, 1 to 50, preferable 2 to 30 weight % of ethanol and an amount of water between 1 and 10 wt. % on the basis of the weight of the ethanol. Such motor fuel compositions can be produced by blending gasoline with hydrous ethanol, thus evading the necessity to use anhydrous ethanol as feedstock. Furthermore such motor fuel compositions may be produced by blending gasoline with hydrous ethanol and anhydrous ethanol, thus evading the necessity to use anhydrous ethanol as the sole feedstock. These motor fuel compositions may contain a second liquid phase that does not form a separate layer, and where no separate liquid phase can be detected by vision, and so meets with the specification that has become known as “clear and bright”.Type: ApplicationFiled: July 27, 2016Publication date: December 29, 2016Inventor: Johannes Maria Franciscus Sijben
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Patent number: 9447352Abstract: Motor fuel compositions containing ethanol, also known as gasohol, are disclosed, wherein the motor fuel is substantially in one phase and contains, 1 to 50, preferable 2 to 30 weight % of ethanol and an amount of water between 1 and 10 wt. % on the basis of the weight of the ethanol. Such motor fuel compositions can be produced by blending gasoline with hydrous ethanol, thus evading the necessity to use anhydrous ethanol as feedstock. Furthermore such motor fuel compositions may be produced by blending gasoline with hydrous ethanol and anhydrous ethanol, thus evading the necessity to use anhydrous ethanol as the sole feedstock. These motor fuel compositions may contain a second liquid phase that does not form a separate layer, and where no separate liquid phase can be detected by vision, and so meets with the specification that has become known as “clear and bright”.Type: GrantFiled: June 19, 2006Date of Patent: September 20, 2016Assignee: SHE BLENDS HOLDING B.V.Inventor: Johannes Maria Franciscus Sijben
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Patent number: 8187992Abstract: The invention is directed to a catalytic principle based on zeolite crystallites attached to support or incorporated in a matrix and a catalytically active principle incorporated in the zeolite, the said crystallites having a diameter of between 20 and 300 nm and said catalytically active principle having a formula corresponding to: CoMn2(O)(R—COO)6 L1k1 L2k2 wherein: R is an optionally substituted C1-C4 alkyl; L1 is an optionally substituted nitrogen containing carboxylic acid or salts thereof; L2 is selected from the group consisting of H2O, an optionally substituted C1-C4 alkyl containing carboxylic acid, an optionally substituted C5-C6 cycloalkyl or heterocycle, an optionally substituted C5-C6 heteroaryl or aryl; and k1+k2=3; wherein the zeolite has an Si/Al atomic ratio of at least 8, as well as to a method for the oxidation of alkyl aromatics compounds employing the catalytic principle.Type: GrantFiled: December 20, 2005Date of Patent: May 29, 2012Assignee: Process Design Center B.V.Inventors: Herman Jozef Claudius De Meyer, Johannes Maria Franciscus Sijben
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Patent number: 8188309Abstract: The present invention relates to a process for making terephthalic acid by reacting a starting material and oxygen in the presence of a heterogeneous catalyst and p-xylene as solvent to produce a solution of terephthalic acid (TPA). The starting material is p-xylene, p-toluic acid, 4 carboxybenzaldehyde, or a mixture of any two or more thereof. No solid TPA is formed during the reaction in contrast to previous manufacturing methods that utilize acidic solvents and precipitate TPA as it forms. By avoiding the direct precipitation of TPA during formation, the present methods avoid many shortcomings of the conventional manufacturing methods used to produce TPA. In particular, the present methods do not require additional purification steps to remove reaction byproducts; film grade TPA can be obtained directly from starting material in a one-step process.Type: GrantFiled: December 20, 2005Date of Patent: May 29, 2012Assignee: Process Design Center B.V.Inventors: Johannes Maria Franciscus Sijben, Herman Jozef Claudius De Meyer
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Publication number: 20090088586Abstract: The invention is directed to a catalytic principle based on zeolite crystallites attached to support or incorporated in a matrix and a catalytically active principle incorporated in the zeolite, the said crystallites having a diameter of between 20 and 300 nm and said catalytically active principle having a formula corresponding to: CoMn2(O)(R—COO)6 L1k1 L2k2 wherein: R is an optionally substituted C1-C4 alkyl; L1 is an optionally substituted nitrogen containing carboxylic acid or salts thereof; L2 is selected from the group consisting of H2O, an optionally substituted C1-C4 alkyl containing carboxylic acid, an optionally substituted C5-C6 cycloalkyl or heterocycle, an optionally substituted C5-C6 heteroaryl or aryl; and k1+k2=3; wherein the zeolite has an Si/Al atomic ratio of at least 8, as well as to a method for the oxidation of alkyl aromatics compounds employing the catalytic principleType: ApplicationFiled: December 20, 2005Publication date: April 2, 2009Applicant: PROCESS DESIGN CENTER B.V.Inventors: Johannes Maria Franciscus Sijben, Herman Jozef Claudius De Meyer
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Publication number: 20090062563Abstract: The present invention relates to a process for making terephthalic acid by reacting a starting material and oxygen in the presence of a heterogeneous catalyst and p-xylene as solvent to produce a solution of terephthalic acid (TPA). The starting material is p-xylene, p-toluic acid, 4 carboxybenzaldehyde, or a mixture of any two or more thereof. No solid TPA is formed during the reaction in contrast to previous manufacturing methods that utilize acidic solvents and precipitate TPA as it forms. By avoiding the direct precipitation of TPA during formation, the present methods avoid many shortcomings of the conventional manufacturing methods used to produce TPA. In particular, the present methods do not require additional purification steps to remove reaction byproducts; film grade TPA can be obtained directly from starting material in a one-step process.Type: ApplicationFiled: December 20, 2005Publication date: March 5, 2009Inventors: Johannes Maria Franciscus Sijben, Herman Jozef Claudius De Meyer
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Publication number: 20090031613Abstract: Motor fuel compositions containing ethanol, also known as gasohol, are disclosed, wherein the motor fuel is substantially in one phase and contains, 1 to 50, preferable 2 to 30 weight % of ethanol and an amount of water between 1 and 10 wt. % on the basis of the weight of the ethanol. Such motor fuel compositions can be produced by blending gasoline with hydrous ethanol, thus evading the necessity to use anhydrous ethanol as feedstock. Furthermore such motor fuel compositions may be produced by blending gasoline with hydrous ethanol and anhydrous ethanol, thus evading the necessity to use anhydrous ethanol as the sole feedstock. These motor fuel compositions may contain a second liquid phase that does not form a separate layer, and where no separate liquid phase can be detected by vision, and so meets with the specification that has become known as “clear and bright”.Type: ApplicationFiled: June 19, 2006Publication date: February 5, 2009Inventor: Johannes Maria Franciscus Sijben