Patents by Inventor Richard Hoogenboom
Richard Hoogenboom 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: 20200148823Abstract: Cyclic imino ether polymers, such as polyoxazolines or polyoxazines, having a low polydispersity index can be obtained in a tubular flow reactor by applying a sufficiently high linear flow velocity of the reaction mixture in the tubular flow reactor, such as a flow velocity of least 100 cm/min or at least 120 cm/min. Also, methods to control the polydispersity of a cyclic imino ether polymer during polymerization are provided.Type: ApplicationFiled: April 21, 2017Publication date: May 14, 2020Inventors: Victor Retamero De La Rosa, Evelien Baeten, Richard Hoogenboom, Tanja Junkers
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Patent number: 10526371Abstract: Provided are hydrogel-forming peptides that comprise at least one dyad of hydrophobic amino acid residues in which one is a ?3- or ?2-homo amino acid residue. The hydrogels derived from these peptides can be loaded with biological materials and can be used in physiological conditions.Type: GrantFiled: July 13, 2016Date of Patent: January 7, 2020Assignees: Universiteit Gent, Vrije Universiteit BrusselInventors: Richard Hoogenboom, Annemieke Madder, Steven Ballet
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Publication number: 20190231923Abstract: A biocompatible, covalently cross-linked, polymer that is obtained by reacting an electrophilically activated polyoxazoline (EL-POX) with a nucleophilic cross-linking agent is disclosed. The EL-POX comprises m electrophilic groups; and the nucleophilic cross-linking agent comprises n nucleophilic groups, wherein the m electrophilic groups are capable of reacting with the n nucleophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; wherein at least one of the m electrophilic groups is a pendant electrophilic group and/or wherein m?3; and wherein to the EL-POX comprises an excess amount of electrophilic groups relative to the amount of nucleophilic groups contained in the nucleophilic cross-linking agent. Biocompatible medical products and kits comprising the cross-linked POX-polymers are also disclosed.Type: ApplicationFiled: April 8, 2019Publication date: August 1, 2019Applicant: GATT Technologies B.V.Inventors: Richard HOOGENBOOM, Johannes Caspar Mathias Elizabeth BENDER, Jan Cornelis Maria VAN HEST
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Publication number: 20190231889Abstract: The invention relates to invention relates to a statistical copolymer represented by the following formula (I): Ini-[Ox]m-[Oz]n-Nuc (I) wherein: Ini represents a residue of an initiator of cationic polymerization, Nuc represents a residue of a nucleophilic agent, Ox represents N(R1)CHRaCHRa; each R1 independently represents H or C(O)R11; and R11 independently represents optionally substituted C1-12 alkyl, optionally substituted cycloalkyl, optionally substituted aralkyl or optionally substituted aryl; Oz represents N(R2)CHRaCHRaCHRa; each R2 independently represents C(O)R21 or H; and R21 independently represents optionally substituted C1-12 alkyl, optionally substituted cycloalkyl, optionally substituted aralkyl or optionally substituted aryl; each Ra independently represents H, linear or branched C1-3 alkyl; m?5; n?5; m+n?20; 3:97?m:n?97:3.Type: ApplicationFiled: July 3, 2017Publication date: August 1, 2019Applicant: UNIVERSITEIT GENTInventors: Richard HOOGENBOOM, Bart VERBRAEKEN
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Patent number: 10314936Abstract: A biocompatible, covalently cross-linked, polymer that is obtained by reacting an electrophilically activated polyoxazoline (EL-PDX) with a nucleophilic cross-linking agent is disclosed. The EL-PDX comprises m electrophilic groups; and the nucleophilic cross-linking agent comprises n nucleophilic groups, wherein the m electrophilic groups are capable of reacting with the n nucleophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; wherein at least one of the m electrophilic groups is a pendant electrophilic group and/or wherein m?3; and wherein the EL-PDX comprises an excess amount of electrophilic groups relative to the amount of nucleophilic groups contained in the nucleophilic cross-linking agent. Biocompatible medical products and kits comprising the cross-linked PDX-polymers are also disclosed.Type: GrantFiled: June 8, 2017Date of Patent: June 11, 2019Assignee: GATT TECHNOLOGIES BVInventors: Richard Hoogenboom, Johannes Caspar Mathias Elizabeth Bender, Jan Cornelis Maria Van Hest
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Publication number: 20190032277Abstract: The present invention provides a post-fabrication modification approach for the fabrication of colored and chromic materials and sensors using plasma surface modification to covalently bind the coloring agent to the substrate, thus avoiding leaching of the dye. Advantageously, in said methods, said coloring agent is a dye or pigment linked to a radical sensitive functional group, such as an alkenyl or alkynyl functional group, and is applied to the substrate prior to the gas plasma treatment. The methods envisaged herein are generic in nature, which allow the covalent immobilization of various dyes on different materials. The covalently coated materials after plasma surface modification, particularly the covalently coated chromic materials and sensors, can be used in many different applications, such as protective textile and wound dressing applications.Type: ApplicationFiled: January 19, 2017Publication date: January 31, 2019Applicant: UNIVERSITEIT GENTInventors: Richard HOOGENBOOM, Gertjan VANCOILLIE
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Publication number: 20180346649Abstract: A method for production of a uniform polymer of high molar mass is provides, the method comprising: (a) polymerizing cyclic imino ether monomer in a first reaction mixture by cationic ring opening polymerization to produce a polymerized first reaction mixture containing (i) polymerized material and (ii) solvent and/or unreacted cyclic imino ether monomer; (b) separating solvent and/or unreacted cyclic imino ether monomer from polymerized material contained in the polymerized first reaction mixture; (c) copolyerizing by cationic ring opening polymerization a second liquid reaction mixture containing cyclic imino ether monomer and solvent by combining the separated unreacted cyclic imino ether monomer and/or the separated solvent with other components. Also disclosed are polyoxazoline polymers comprising at least 50 wt.Type: ApplicationFiled: August 2, 2018Publication date: December 6, 2018Applicant: Universiteit GentInventors: Richard HOOGENBOOM, Bryn MONNERY
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Patent number: 10118991Abstract: A method for production of a uniform polymer of high molar mass is provides, the method comprising: (a) polymerizing cyclic imino ether monomer in a first reaction mixture by cationic ring opening polymerization to produce a polymerized first reaction mixture containing (i) polymerized material and (ii) solvent and/or unreacted cyclic imino ether monomer; (b) separating solvent and/or unreacted cyclic imino ether monomer from polymerized material contained in the polymerized first reaction mixture; (c) copolyerizing by cationic ring opening polymerization a second liquid reaction mixture containing cyclic imino ether monomer and solvent by combining the separated unreacted cyclic imino ether monomer and/or the separated solvent with other components. Also disclosed are polyoxazoline polymers comprising at least 50 wt.Type: GrantFiled: July 10, 2015Date of Patent: November 6, 2018Assignee: UNIVERSITEIT GENTInventors: Richard Hoogenboom, Bryn Monnery
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Patent number: 10029020Abstract: Provided herein are fullerene compositions, and methods of preparing fullerene compositions. More particularly, the fullerene compositions include a fullerene-polymer complex having a fullerene and a non-conjugated hydrophilic or amphiphilic polymer. The non-conjugated polymer is substituted with a substituent having a functional group capable of forming intermolecular interactions with the fullerene via pi-stacking.Type: GrantFiled: April 22, 2016Date of Patent: July 24, 2018Assignee: Universiteit GentInventors: Richard Hoogenboom, Joachim Van Guyse, Victor Retamero De La Rosa
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Publication number: 20180201648Abstract: Provided are hydrogel-forming peptides that comprise at least one dyad of hydrophobic amino acid residues in which one is a ?3- or ?2-homo amino acid residue. The hydrogels derived from these peptides can be loaded with biological materials and can be used in physiological conditions.Type: ApplicationFiled: July 13, 2016Publication date: July 19, 2018Inventors: Richard Hoogenboom, Annemieke Madder, Steven Ballet
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Publication number: 20180133344Abstract: Provided herein are fullerene compositions, and methods of preparing fullerene compositions. More particularly, the fullerene compositions include a fullerene-polymer complex having a fullerene and a non- conjugated hydrophilic or amphiphilic polymer. The non- conjugated polymer is substituted with a substituent having a functional group capable of forming intermolecular interactions with the fullerene via pi-stacking.Type: ApplicationFiled: April 22, 2016Publication date: May 17, 2018Inventors: Richard Hoogenboom, Joachim Van Guyse, Victor Retamero De La Rosa
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Patent number: 9868822Abstract: One aspect of the invention relates to a biocompatible medical product comprising at least 1% by weight of dry matter of a covalently cross-linked polymer that is obtained by reacting a nucleophilically activated polyoxazoline (NU-PDX) with an electrophilic cross-linking agent other than an electrophilically activated polyoxazoline, said NU-PDX comprising m nucleophilic groups; and said electrophilic cross-linking agent comprising n electrophilic groups, wherein the m nucleophilic groups are capable of reaction with the n electrophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; and wherein the NU-PDX comprises at least 30 oxazoline units in case the electrophilic cross-linking agent is an isocyanate. Also provided is a kit for producing the aforementioned biocompatible cross-linked polymer. The biocompatible cross-linked polymers according to the invention have excellent implant and/or sealing characteristics.Type: GrantFiled: July 14, 2016Date of Patent: January 16, 2018Assignee: GATT Technologies B.V.Inventors: Johannes Caspar Mathias Elizabeth Bender, Richard Hoogenboom, Jan Cornelis Maria Van Hest, Harry Van Goor
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Patent number: 9770527Abstract: One aspect of the invention relates to a biocompatible, covalently cross-linked, polymer that is obtained by reacting an electrophilically activated polyoxazoline (EL-POX) with a nucleophilic cross-linking agent, said electrophilically activated POX comprising m electrophilic groups; and said nucleophilic cross-linking agent comprising n nucleophilic groups, wherein the m electrophilic groups are capable of reaction with the n nucleophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; wherein at least one of the m electrophilic groups is a pendant electrophilic group and/or wherein m?3; and wherein the EL-POX comprises an excess amount of electrophilic groups relative to the amount of nucleophilic groups contained in the nucleophilic cross-linking agent. The invention further relates to biocompatible medical products comprising such a cross-linked POX-polymer. Also provided is a kit for producing a biocompatible, cross-linked POX-polymer.Type: GrantFiled: January 2, 2012Date of Patent: September 26, 2017Assignee: Bender Analytical Holding B.V.Inventors: Richard Hoogenboom, Johannes Caspar Mathias Elizabeth Bender, Jan Cornelis Maria van Hest
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Publication number: 20170266337Abstract: A biocompatible, covalently cross-linked, polymer that is obtained by reacting an electrophilically activated polyoxazoline (EL-PDX) with a nucleophilic cross-linking agent is disclosed. The EL-PDX comprises m electrophilic groups; and the nucleophilic cross-linking agent comprises n nucleophilic groups, wherein the m electrophilic groups are capable of reacting with the n nucleophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; wherein at least one of the m electrophilic groups is a pendant electrophilic group and/or wherein m?3; and wherein the EL-PDX comprises an excess amount of electrophilic groups relative to the amount of nucleophilic groups contained in the nucleophilic cross-linking agent. Biocompatible medical products and kits comprising the cross-linked PDX-polymers are also disclosed.Type: ApplicationFiled: June 8, 2017Publication date: September 21, 2017Applicant: Bender Analytical Holding B.V.Inventors: Richard HOOGENBOOM, Johannes Caspar Mathias Elizabeth BENDER, Jan Cornelis Maria VAN HEST
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Publication number: 20170210853Abstract: A method for production of a uniform polymer of high molar mass is provides, the method comprising: (a) polymerizing cyclic imino ether monomer in a first reaction mixture by cationic ring opening polymerization to produce a polymerized first reaction mixture containing (i) polymerized material and (ii) solvent and/or unreacted cyclic imino ether monomer; (b) separating solvent and/or unreacted cyclic imino ether monomer from polymerized material contained in the polymerized first reaction mixture; (c) copolyerizing by cationic ring opening polymerization a second liquid reaction mixture containing cyclic imino ether monomer and solvent by combining the separated unreacted cyclic imino ether monomer and/or the separated solvent with other components. Also disclosed are polyoxazoline polymers comprising at least 50 wt.Type: ApplicationFiled: July 10, 2015Publication date: July 27, 2017Applicant: Universiteit GentInventors: Richard HOOGENBOOM, Bryn MONNERY
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Publication number: 20160319075Abstract: One aspect of the invention relates to a biocompatible medical product comprising at least 1% by weight of dry matter of a covalently cross-linked polymer that is obtained by reacting a nucleophilically activated polyoxazoline (NU-PDX) with an electrophilic cross-linking agent other than an electrophilically activated polyoxazoline, said NU-PDX comprising m nucleophilic groups; and said electrophilic cross-linking agent comprising n electrophilic groups, wherein the m nucleophilic groups are capable of reaction with the n electrophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; and wherein the NU-PDX comprises at least 30 oxazoline units in case the electrophilic cross-linking agent is an isocyanate. Also provided is a kit for producing the aforementioned biocompatible cross-linked polymer. The biocompatible cross-linked polymers according to the invention have excellent implant and/or sealing characteristics.Type: ApplicationFiled: July 14, 2016Publication date: November 3, 2016Applicant: Bender Analytical Holding B.V.Inventors: Johannes Caspar Mathias Elizabeth BENDER, Richard HOOGENBOOM, Jan Cornelis Maria VAN HEST, Harry VAN GOOR
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Patent number: 9416228Abstract: One aspect of the invention relates to a biocompatible medical product comprising at least 1% by weight of dry matter of a covalently cross-linked polymer that is obtained by reacting a nucleophilically activated polyoxazoline (NU-POX) with an electrophilic cross-linking agent other than an electrophilically activated polyoxazoline, said NU-POX comprising m nucleophilic groups; and said electrophilic cross-linking agent comprising n electrophilic groups, wherein the m nucleophilic groups are capable of reaction with the n electrophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; and wherein the NU-POX comprises at least 30 oxazoline units in case the electrophilic cross-linking agent is an isocyanate. Also provided is a kit for producing the aforementioned biocompatible cross-linked polymer. The biocompatible cross-linked polymers according to the invention have excellent implant and/or sealing characteristics.Type: GrantFiled: March 15, 2013Date of Patent: August 16, 2016Assignee: Bender Analytical Holding B.V.Inventors: Johannes Caspar Mathias Elizabeth Bender, Richard Hoogenboom, Jan Cornelis Maria Van Hest, Harry Van Goor
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Patent number: 9180202Abstract: The present invention relates to functionalized ploy(2-oxazoline) polymers, which are very suitable as a carrier and/or delivery vehicle (conjugate) of drugs, such as small therapeutic molecules and bio-pharmaceuticals. These polymers are characterized in that they comprise repeating units that are represented by the following formula —[N(R1)—(CHR2)m]- wherein R1 is R3—(CHR4)n-CONH—R5; R2 is selected from H and optionally substituted C1-5alkyl; R3 is CH2CO, C(O)O, C(O)NH OR C(S)NH; R4 is selected from H and optionally substituted C1-5alkyl; R5 is H; an C1-5alkyl; aryl; or a moiety comprising a functional group that can be used for conjugation; m is 2 or 3 and n is 1-5; or n is 0 and R3 is CH2. The invention relates further to a conjugate of these polyoxazoline polymers with at least one active moiety, such as a therapeutic moiety, a targeting moiety and/or diagnostic moiety, and to the use of these conjugates in the therapeutic treatment or prophylactic treatment or diagnosis of a disease or disorder.Type: GrantFiled: December 28, 2012Date of Patent: November 10, 2015Assignee: Universiteit GentInventor: Richard Hoogenboom
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Publication number: 20150045507Abstract: One aspect of the invention relates to a biocompatible medical product comprising at least 1% by weight of dry matter of a covalently cross-linked polymer that is obtained by reacting a nucleophilically activated polyoxazoline (NU-POX) with an electrophilic cross-linking agent other than an electrophilically activated polyoxazoline, said NU-POX comprising m nucleophilic groups; and said electrophilic cross-linking agent comprising n electrophilic groups, wherein the m nucleophilic groups are capable of reaction with the n electrophilic groups to form covalent bonds; wherein m?2, n?2 and m+n?5; and wherein the NU-POX comprises at least 30 oxazoline units in case the electrophilic cross-linking agent is an isocyanate. Also provided is a kit for producing the aforementioned biocompatible cross-linked polymer. The biocompatible cross-linked polymers according to the invention have excellent implant and/or sealing characteristics.Type: ApplicationFiled: March 15, 2013Publication date: February 12, 2015Applicant: Bender Analytical Holding B.V.Inventors: Johannes Caspar Mathias Elizabeth Bender, Richard Hoogenboom, Jan Cornelis Maria Ven Hest, Harry Van Goor
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Publication number: 20150025196Abstract: The present invention relates to functionalized ploy(2-oxazoline) polymers, which are very suitable as a carrier and/or delivery vehicle (conjugate) of drugs, such as small therapeutic molecules and bio-pharmaceuticals. These polymers are characterized in that they comprise repeating units that are represented by the following formula —[N(R1)—(CHR2)m]- wherein R1 is R3—(CHR4)n-CONH—R5; R2 is selected from H and optionally substituted C1-5alkyl; R3 is CH2CO, C(O)O, C(O)NH OR C(S)NH; R4 is selected from H and optionally substituted C1-5alkyl; R5 is H; an C1-5alkyl; aryl; or a moiety comprising a functional group that can be used for conjugation; m is 2 or 3 and n is 1-5; or n is 0 and R3 is CH2. The invention relates further to a conjugate of these polyoxazoline polymers with at least one active moiety, such as a therapeutic moiety, a targeting moiety and/or diagnostic moiety, and to the use of these conjugates in the therapeutic treatment or prophylactic treatment or diagnosis of a disease or disorder.Type: ApplicationFiled: December 28, 2012Publication date: January 22, 2015Inventor: Richard Hoogenboom