Patents by Inventor Michael Richard Kessler
Michael Richard Kessler 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: 20200277417Abstract: Vanillin and vanillyl alcohol were modified into methacrylated derivatives. The structures of vanillin-based monomers were characterized by NMR and FTIR. Renewable polymers were prepared from these vanillin-based monomers. The effects of structure and functionality of the vanillin-based monomers on the thermo-mechanical properties of the resulting polymers were investigated and discussed. Polymers from methacrylated vanillyl alcohol (MVA) demonstrated greater storage moduli, higher glass transition temperatures, and thermal resistance than those from methacrylated vanillin (MV) because of the different functionalities of their monomers.Type: ApplicationFiled: April 21, 2020Publication date: September 3, 2020Inventors: Michael Richard Kessler, Chaoqun Zhang
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Patent number: 10550210Abstract: The present invention is directed to polyisocyanates and polyurethanes derived therefrom. In various embodiments, the present invention provides polyisocyanates, methods of making the polyisocyanates from fused bicyclic alcohols, polyurethanes, and methods of making the polyurethanes from the polyisocyanates.Type: GrantFiled: June 26, 2018Date of Patent: February 4, 2020Assignee: Iowa State University Research Foundation, Inc.Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 10501448Abstract: Various embodiments disclosed relate to aziridinated triglycerides and polymers formed therefrom. In various embodiments, the present invention provides an aziridinated triglyceride having the structure described herein. In various embodiments, the present invention provides a method of making the aziridinated triglyceride, a method of crosslinking the aziridinated triglyceride to form a polymer, the polymer formed from the aziridinated triglyceride, a triglyceride with at least one pendent unsaturated group that can be used to form the aziridinated triglyceride, and a method of making the triglyceride having at least one pendent unsaturated group.Type: GrantFiled: July 23, 2018Date of Patent: December 10, 2019Assignee: Iowa State University Research Foundation, Inc.Inventors: Ruqi Chen, Jason Shih-Hao Chen, Chaoqun Zhang, Michael Richard Kessler
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Patent number: 10407535Abstract: Described herein are liquid crystalline elastomer compositions comprising aromatic epoxy units crosslinked with alkylene diacid units having alkylene segments containing at least one methylene unit, and/or aromatic epoxy units crosslinked with polyphenolic units, wherein the aromatic epoxy units and alkylene diacid units and/or polyphenolic units are in a molar ratio that results in the liquid crystalline elastomer composition exhibiting a glass transition temperature (Tg) and a thermal stability of the liquid crystalline phase (Tlc) that make them particularly suitable as shape memory materials and for use in methods of additive manufacturing. Methods for producing these compositions and their use in additive manufacturing processes are also described.Type: GrantFiled: April 5, 2016Date of Patent: September 10, 2019Assignees: UT-BATTELLE, LLC, Washington State UniversityInventors: Yuzhan Li, Orlando Rios, Alexander Johs, Michael Richard Kessler
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Patent number: 10280241Abstract: The present invention relates to tackifier compounds and methods of using the same. In various embodiments, the present invention provides a tackifier compound including independently substituted or unsubstituted fused rings A and B each independently chosen from (C5-C10)cycloalkyl and (C2-C10)heterocyclyl. Fused ring A is substituted with (R1)1-8 and fused ring B is substituted with —(OC(O)R?C(O)R2)1-8. At each occurrence R? is independently chosen from (C2-C10)alkanylene, (C2-C10)alkenylene, (C2-C10)alkynylene, C5-C20(arylene), and (C1-C20)heteroarylene, wherein R? is unsubstituted or substituted. At each occurrence R1 is independently selected from —OH, —OR3, and —OC(O)R?C(O)R2. At each occurrence R2 is independently chosen from —OH, —OR3, —NH2, —NHR3, and —NR32. At each occurrence R3 is independently chosen from (C1-C10)alkanyl, (C2-C10)alkenyl, (C2-C10)alkynyl, C5-C20(aryl), and (C1-C20)heteroaryl, wherein R3 is unsubstituted or substituted.Type: GrantFiled: January 26, 2018Date of Patent: May 7, 2019Assignee: Iowa State University Research Foundation, Inc.Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 10253261Abstract: Liquid crystalline network compositions comprising azo-containing aromatic epoxy units cross-linked with alkylene diacid units having alkylene segments containing at least one methylene unit, wherein the azo-containing aromatic epoxy units and alkylene diacid units are connected by ester linkages resulting from ring-opening esterification between the epoxy units and alkylene diacids, and wherein the azo-containing aromatic epoxy units and alkylene diacid units are in a molar ratio that results in the liquid crystalline network composition exhibiting a glass transition temperature (Tg) of at least 25° C. Methods for producing these compositions and their use in light- or thermal-activated physical deformation, shape memory applications, and self-healing, as well as their ability to be recycled and used in additive manufacturing processes are also described.Type: GrantFiled: January 19, 2017Date of Patent: April 9, 2019Assignees: UT-BATTELLE, LLC, WASHINGTON STATE UNIVERSITYInventors: Yuzhan Li, Orlando Rios, Michael Richard Kessler
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Publication number: 20180327393Abstract: Various embodiments disclosed relate to aziridinated triglycerides and polymers formed therefrom. In various embodiments, the present invention provides an aziridinated triglyceride having the structure described herein. In various embodiments, the present invention provides a method of making the aziridinated triglyceride, a method of crosslinking the aziridinated triglyceride to form a polymer, the polymer formed from the aziridinated triglyceride, a triglyceride with at least one pendent unsaturated group that can be used to form the aziridinated triglyceride, and a method of making the triglyceride having at least one pendent unsaturated group.Type: ApplicationFiled: July 23, 2018Publication date: November 15, 2018Inventors: Ruqi Chen, Jason Shih-Hao Chen, Chaoqun Zhang, Michael Richard Kessler
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Publication number: 20180298023Abstract: The present invention is directed to polyisocyanates and polyurethanes derived therefrom. In various embodiments, the present invention provides polyisocyanates, methods of making the polyisocyanates from fused bicyclic alcohols, polyurethanes, and methods of making the polyurethanes from the polyisocyanates.Type: ApplicationFiled: June 26, 2018Publication date: October 18, 2018Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 10081638Abstract: The present invention is directed to polyisocyanates and polyurethanes derived therefrom. In various embodiments, the present invention provides polyisocyanates, methods of making the polyisocyanates from fused bicyclic alcohols, polyurethanes, and methods of making the polyurethanes from the polyisocyanates.Type: GrantFiled: October 27, 2016Date of Patent: September 25, 2018Assignee: Iowa State University Research Foundation, Inc.Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 10077257Abstract: Various embodiments disclosed relate to aziridinated triglycerides and polymers formed therefrom. In various embodiments, the present invention provides an aziridinated triglyceride having the structure described herein. In various embodiments, the present invention provides a method of making the aziridinated triglyceride, a method of crosslinking the aziridinated triglyceride to form a polymer, the polymer formed from the aziridinated triglyceride, a triglyceride with at least one pendent unsaturated group that can be used to form the aziridinated triglyceride, and a method of making the triglyceride having at least one pendent unsaturated group.Type: GrantFiled: March 30, 2016Date of Patent: September 18, 2018Assignee: Iowa State University Research Foundation, Inc.Inventors: Ruqi Chen, Jason Shih-Hao Chen, Chaoqun Zhang, Michael Richard Kessler
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Publication number: 20180201703Abstract: Vanillin and vanillyl alcohol were modified into methacrylated derivatives. The structures of vanillin-based monomers were characterized by NMR and FTIR. Renewable polymers were prepared from these vanillin-based monomers. The effects of structure and functionality of the vanillin-based monomers on the thermo-mechanical properties of the resulting polymers were investigated and discussed. Polymers from methacrylated vanillyl alcohol (MVA) demonstrated greater storage moduli, higher glass transition temperatures, and thermal resistance than those from methacrylated vanillin (MV) because of the different functionalities of their monomers.Type: ApplicationFiled: July 7, 2016Publication date: July 19, 2018Applicant: Iowa State University Research Foundation, Inc.Inventors: Michael Richard Kessler, Chaoqun Zhang
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Publication number: 20180148524Abstract: The present invention relates to tackifier compounds and methods of using the same. In various embodiments, the present invention provides a tackifier compound including independently substituted or unsubstituted fused rings A and B each independently chosen from (C5-C10)cycloalkyl and (C2-C10)heterocyclyl. Fused ring A is substituted with (R1)1-8 and fused ring B is substituted with —(OC(O)R?C(O)R2)1-8. At each occurrence R? is independently chosen from (C2-C10)alkanylene, (C2-C10)alkenylene, (C2-C10)alkynylene, C5-C20(arylene), and (C1-C20)heteroarylene, wherein R? is unsubstituted or substituted. At each occurrence R1 is independently selected from —OH, —OR3, and —OC(O)R?C(O)R2. At each occurrence R2 is independently chosen from —OH, —OR3, —NH2, —NHR3, and —NR32. At each occurrence R3 is independently chosen from (C1-C10)alkanyl, (C2-C10)alkenyl, (C2-C10)alkynyl, C5-C20(aryl), and (C1-C20)heteroaryl, wherein R3 is unsubstituted or substituted.Type: ApplicationFiled: January 26, 2018Publication date: May 31, 2018Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 9920145Abstract: The present invention relates to tackifier compounds and methods of using the same. In various embodiments, the present invention provides a tackifier compound including independently substituted or unsubstituted fused rings A and B each independently chosen from (C5-C10)cycloalkyl and (C2-C10)heterocyclyl. Fused ring A is substituted with (R1)1-8 and fused ring B is substituted with —(OC(O)R?C(O)R2)1-8. At each occurrence R? is independently chosen from (C2-C10)alkanylene, (C2-C10)alkenylene, (C2-C10)alkynylene, C5-C20(arylene), and (C1-C20)heteroarylene, wherein R? is unsubstituted or substituted. At each occurrence R1 is independently selected from —OH, —OR3, and —OC(O)R?C(O)R2. At each occurrence R2 is independently chosen from —OH, —OR3, —NH2, —NHR3, and —NR32. At each occurrence R3 is independently chosen from (C1-C10)alkanyl, (C2-C10)alkenyl, (C2-C10)alkynyl, C5-C20(aryl), and (C1-C20)heteroaryl, wherein R3 is unsubstituted or substituted.Type: GrantFiled: April 28, 2017Date of Patent: March 20, 2018Assignee: IOWA STATE UNIVERSITY RESEARCH FOUNDATION, INC.Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Publication number: 20170240811Abstract: Liquid crystalline network compositions comprising azo-containing aromatic epoxy units cross-linked with alkylene diacid units having alkylene segments containing at least one methylene unit, wherein the azo-containing aromatic epoxy units and alkylene diacid units are connected by ester linkages resulting from ring-opening esterification between the epoxy units and alkylene diacids, and wherein the azo-containing aromatic epoxy units and alkylene diacid units are in a molar ratio that results in the liquid crystalline network composition exhibiting a glass transition temperature (Tg) of at least 25° C. Methods for producing these compositions and their use in light- or thermal-activated physical deformation, shape memory applications, and self-healing, as well as their ability to be recycled and used in additive manufacturing processes are also described.Type: ApplicationFiled: January 19, 2017Publication date: August 24, 2017Inventors: Yuzhan LI, Orlando RIOS, Michael Richard KESSLER
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Publication number: 20170226243Abstract: The present invention relates to tackifier compounds and methods of using the same. In various embodiments, the present invention provides a tackifier compound including independently substituted or unsubstituted fused rings A and B each independently chosen from (C5-C10)cycloalkyl and (C2-C10)heterocyclyl. Fused ring A is substituted with (R1)1-8 and fused ring B is substituted with —(OC(O)R?C(O)R2)1-8. At each occurrence R? is independently chosen from (C2-C10)alkanylene, (C2-C10)alkenylene, (C2-C10)alkynylene, (C5-C20(arylene), and (C1-C20)heteroarylene, wherein R? is unsubstituted or substituted. At each occurrence R? is independently selected from —OH, —OR3, and —OC(O)R?C(O)R2. At each occurrence R2 is independently chosen from —OH, —OR3, —NH2, —NHR3, and —NR32. At each occurrence R3 is independently chosen from (C1-C10)alkanyl, (C2-C10)alkenyl, (C2-C10)alkynyl, C5-C20(aryl), and (C1-C20)heteroaryl, wherein R3 is unsubstituted or substituted.Type: ApplicationFiled: April 28, 2017Publication date: August 10, 2017Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 9688794Abstract: The present invention relates to tackifier compounds and methods of using the same. In various embodiments, the present invention provides a tackifier compound including independently substituted or unsubstituted fused rings A and B each independently chosen from (C5-C10)cycloalkyl and (C2-C10)heterocyclyl. Fused ring A is substituted with (R1)1-8 and fused ring B is substituted with —(OC(O)R?C(O)R2)1-8. At each occurrence R? is independently chosen from (C2-C10)alkanylene, (C2-C10)alkenylene, (C2-C10)alkynylene, C5-C20(arylene), and (C1-C20)heteroarylene, wherein R? is unsubstituted or substituted. At each occurrence R1 is independently selected from —OH, —OR3, and —OC(O)R?C(O)R2. At each occurrence R2 is independently chosen from —OH, —OR3, —NH2, —NHR3, and —NR32. At each occurrence R3 is independently chosen from (C1-C10)alkanyl, (C2-C10)alkenyl, (C2-C10)alkynyl, C5-C20(aryl), and (C1-C20)heteroaryl, wherein R3 is unsubstituted or substituted.Type: GrantFiled: October 15, 2013Date of Patent: June 27, 2017Assignee: Iowa State University Research Foundation, Inc.Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Publication number: 20170044178Abstract: The present invention is directed to polyisocyanates and polyurethanes derived therefrom. In various embodiments, the present invention provides polyisocyanates, methods of making the polyisocyanates from fused bicyclic alcohols, polyurethanes, and methods of making the polyurethanes from the polyisocyanates.Type: ApplicationFiled: October 27, 2016Publication date: February 16, 2017Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Patent number: 9556293Abstract: The present invention is directed to polyisocyanates and polyurethanes derived therefrom. In various embodiments, the present invention provides polyisocyanates, methods of making the polyisocyanates from fused bicyclic alcohols, polyurethanes, and methods of making the polyurethanes from the polyisocyanates.Type: GrantFiled: October 15, 2013Date of Patent: January 31, 2017Assignee: Iowa State University Research Foundation, Inc.Inventors: Jason Shih-Hao Chen, Michael Richard Kessler, Michael Dennis Zenner
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Publication number: 20160289491Abstract: Described herein are liquid crystalline elastomer compositions comprising aromatic epoxy units crosslinked with alkylene diacid units having alkylene segments containing at least one methylene unit, and/or aromatic epoxy units crosslinked with polyphenolic units, wherein the aromatic epoxy units and alkylene diacid units and/or polyphenolic units are in a molar ratio that results in the liquid crystalline elastomer composition exhibiting a glass transition temperature (Tg) and a thermal stability of the liquid crystalline phase (Tlc) that make them particularly suitable as shape memory materials and for use in methods of additive manufacturing. Methods for producing these compositions and their use in additive manufacturing processes are also described.Type: ApplicationFiled: April 5, 2016Publication date: October 6, 2016Inventors: Yuzhan LI, Orlando RIOS, Alexander JOHS, Michael Richard KESSLER
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Publication number: 20160289218Abstract: Various embodiments disclosed relate to aziridinated triglycerides and polymers formed therefrom. In various embodiments, the present invention provides an aziridinated triglyceride having the structure described herein. In various embodiments, the present invention provides a method of making the aziridinated triglyceride, a method of crosslinking the aziridinated triglyceride to form a polymer, the polymer formed from the aziridinated triglyceride, a triglyceride with at least one pendent unsaturated group that can be used to form the aziridinated triglyceride, and a method of making the triglyceride having at least one pendent unsaturated group.Type: ApplicationFiled: March 30, 2016Publication date: October 6, 2016Inventors: Ruqi Chen, Jason Shih-Hao Chen, Chaoqun Zhang, Michael Richard Kessler