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Synthesis and Characterization of Novel Polyurethanes and Polyimides Kenneth Kull University of South Florida, [email protected]

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Synthesis and Characterization of Novel Polyurethanes and Polyimides Kenneth Kull University of South Florida, Kullken@Yahoo.Com University of South Florida Scholar Commons Graduate Theses and Dissertations Graduate School 11-3-2016 Synthesis and Characterization of Novel Polyurethanes and Polyimides Kenneth Kull University of South Florida, [email protected] Follow this and additional works at: http://scholarcommons.usf.edu/etd Part of the Polymer Chemistry Commons Scholar Commons Citation Kull, Kenneth, "Synthesis and Characterization of Novel Polyurethanes and Polyimides" (2016). Graduate Theses and Dissertations. http://scholarcommons.usf.edu/etd/6530 This Dissertation is brought to you for free and open access by the Graduate School at Scholar Commons. It has been accepted for inclusion in Graduate Theses and Dissertations by an authorized administrator of Scholar Commons. For more information, please contact [email protected]. Synthesis and Characterization of Novel Polyurethanes and Polyimides by Kenneth Kull A dissertation submitted in the partial fulfillment of the requirements for the degree of Doctor of Philosophy Department of Chemistry College of Arts and Sciences University of South Florida Major Professor: Julie P. Harmon, Ph.D. Abdul Malik, Ph.D. Shengqian Ma, Ph.D. Jianfeng Cai, Ph.D. Date of Approval: September 9, 2016 Keywords: Polyetherdiamine, Polycarbonate Polyol, Soft Thermoplastic Urethane, Phase Seperation Copyright © 2016, Kenneth Kull Dedication This dissertation is dedicated to my family. In particular, to my children Kaleb and Kara. I dedicate this dissertation as a reminder that all dreams and goals are possible. That with hard work, dedication and perseverance, all you set out to accomplish can be achieved. Acknowledgments I would like to thank my Advisor, Dr. Harmon for guidance and tutelage. I appreciate her sticking with me throughout this long and drawn out process. My committee members: Dr. Abdul Malik, Dr. Shengian Ma and Dr. Jianfeng Cai. I would like to thank the Department of Chemistry at USF and all those that helped with the paperwork and deadlines. I would especially like to thank the late Dr. Ralph Moore for being the one who guided, mentored and pushed me to start this journey. Ralph was a trusted friend who will forever be missed. I would like to thank the Klingel family for their support and understanding while working full time and pursuing my degree. I would like to thank my current employer Brighvolt for allowing me the time and providing many resources as I finished my degree. Many thanks to Dr. Anaba Anani for his encouragement, guidance as well as his ability to help others understand what it will take to finish my degree. Imalka Marasinghe Arachchilage I would like to thanks all my past and present lab colleagues: Dr. Timofey Gerasimov, Lanetra Clayton, Kadine Mohomed, Butch Knudsen, Garrett Craft, Alejandro Rivera-Nicholls, Tamalia Julienne and Imalka Marasinghe Arachchilage. Table of Contents List of Tables ................................................................................................................................. iv List of Figures ..................................................................................................................................v List of Equations .......................................................................................................................... viii Abstract .......................................................................................................................................... ix Chapter 1: Introduction ...................................................................................................................1 Polyurethanes .......................................................................................................................1 Polyimides............................................................................................................................5 Chapter 2: New Generation of Ultrasoft Non-Blocking Polyurethanes with High Mechanical Properties for Biomedical Applications ...........................................................................................8 Polyurethane Calculations ..................................................................................................9 One Shot Method ............................................................................................................. 13 Two Shot Method ............................................................................................................ 13 Particle Size Reduction ..........................................................................................14 Testing ...............................................................................................................................14 Instruments ........................................................................................................................15 Results and Discussion ......................................................................................................17 Hardness .................................................................................................................17 Tensile/Elongation .................................................................................................18 Molecular Weight Determination (GPC) ...............................................................21 FTIR .......................................................................................................................23 Small Angle Xray (SAXS) .....................................................................................29 Dynamic Mechanical Analysis, DMA ...................................................................30 Thermongravimetric Analysis (TGA) ....................................................................35 Differential Scanning Calorimetry, DSC ...............................................................40 Modulated Differential Scanning Calorimetry (MDSC) .......................................47 Atomic Force Microscopy (AFM) .........................................................................52 Scanning Electron Microscopy (SEM) ..................................................................53 USP Class VI Testing ............................................................................................54 Conclusions ........................................................................................................................55 Chapter 3: Synthesis and Characterization of Novel Melt Processable Polyimide .......................57 Materials and Methods .......................................................................................................57 TMMDA Synthesis and Characterization ..........................................................................57 FTIR .......................................................................................................................58 i Titration..................................................................................................................58 NMR ......................................................................................................................59 TMMDA Mechanism .............................................................................................62 General Procedure for Polymerization ...................................................................62 FT-IR......................................................................................................................65 Rheology ................................................................................................................65 Thermogravimetric Analysis (TGA) ......................................................................65 Tensile Test ............................................................................................................65 Microhardness Test ................................................................................................66 Results ................................................................................................................................66 Rheology ................................................................................................................66 Thermogravimetric Analysis .................................................................................68 Gel Permeation Chromatography ..........................................................................69 FTIR .......................................................................................................................70 Vickers Hardness ...................................................................................................70 Discussions ........................................................................................................................71 Gel Permeation Chromatography ..........................................................................71 Rheology ................................................................................................................71 Thermogravimetric Analysis .................................................................................72 Infrared Spectroscopy ............................................................................................72 Microhardness ........................................................................................................73 Conclusions ........................................................................................................................74 Chapter 4: Future Work .................................................................................................................76
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