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Design, synthesis, and properties of multifunctional lactose-containing polyurethanes

Dalton, Emily
http://rave.ohiolink.edu/etdc/view?acc_num=ucin1659519118362521

Abstract Details

2022, PhD, University of Cincinnati, Arts and Sciences: Chemistry.
Polyurethanes (PUs) are a broad class of versatile and widely used polymers that make up an important platform in applied polymer chemistry. Their tunability and flexibility lends their use in many applications such as textiles, cushioning, insulation, and biomedical devices. Additionally, polyurethanes have been developed as shape memory polymers (SMPs). The physical properties such as glass transition temperature, storage moduli, hydrophilicity, and bulk morphology were systematically tuned to meet the needs of various potential applications. First, hydrogels were coated around a porous SMP produced from lactose functionalized polyurea-urethanes. The polymers were studied for their biocompatibility, swelling capabilities, and shape memory properties. These results indicate that hydrogels can be composited with SMPs without inhibiting the shape memory behavior. Strategies to combine the properties of both polyurethanes and hydrogels were also studied. To this end, polyurethane hydrogels were synthesized through copolymerization of a novel lactose monomer with PEG and diisocyanate monomers. Swelling studies the incorporation of hydrophilic lactose groups was essential in imparting the PU with sufficient hydrophilicity for substantial swelling in water. Subsequent sulfation of the lactose rings gave rise to high-swelling polyelectrolyte hydrogels. The effects of PEG molecular weight, degree of crosslinking and ionization, and resulting swelling behaviors were studied. Building on this work, we exploited the known hydrophilicity of lactose to design dual responsive shape memory PUs. Shape memory polyurethanes were prepared through copolymerization of a novel lactose monomer with PEG and diisocyanate monomers to form films rather than hydrogels. The mechanical properties of the shape memory films were shown to be dependent on the molecular weight of the PEG chains. The incorporation of lactose into the PU network endows the material with moisture responsive shape memory behavior in addition to the traditional thermal response seen in polyurethanes. Based on the known bioactivity of lactose containing polymers published in our lab, we expect these dual responsive SMPUs to have potential applications in biomedical applications. Finally, we developed alternative routes to preparing porous polyurethanes. Porous polyurethanes have highly sought-after applications in insulation, catalysis, drug delivery, and tissue engineering. The work presented here describes preliminary work in developing high internal phase emulsion (HIPE) templating of polyurethane foams. A novel double bond containing polyurethane was synthesized and subsequently crosslinked with a small molecule tetra-thiol crosslinked a HIPE. The resulting porous PUs have uniform pore size and interconnectivity. These results suggest this method is efficient in addressing common drawbacks of traditional PU polyHIPE methods such as gas evolution and need for oil-in-oil emulsions. In conclusion, this dissertation establishes structure-property relationships of lactose containing polyurethanes. The lactose monomer used throughout this work can be prepared on large scales (up to 100g) with high yields (>90%) and minimal use of hazardous reagents. This has allowed access to polyurethanes with diverse properties such as super-swelling and moisture responsive shape memory effect. Additionally, the novel double bond containing polyurethane has granted access to well-defined polyurethane foams through well-established techniques such as high internal phase emulsions and thiol-ene click chemistry.
Neil Ayres, Ph.D. (Committee Member)
James Mack, Ph.D. (Committee Member)
Hairong Guan, Ph.D. (Committee Member)
113 p.
Chemistry
polyurethane; shape memory polymer; sugar functionalized; porous

Recommended Citations

Citations

  • Dalton, E. (2022). Design, synthesis, and properties of multifunctional lactose-containing polyurethanes [Doctoral dissertation, University of Cincinnati]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=ucin1659519118362521

    APA Style (7th edition)

  • Dalton, Emily. Design, synthesis, and properties of multifunctional lactose-containing polyurethanes. 2022. University of Cincinnati, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=ucin1659519118362521.

    MLA Style (8th edition)

  • Dalton, Emily. "Design, synthesis, and properties of multifunctional lactose-containing polyurethanes." Doctoral dissertation, University of Cincinnati, 2022. http://rave.ohiolink.edu/etdc/view?acc_num=ucin1659519118362521

    Chicago Manual of Style (17th edition)

ucin1659519118362521
105
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This open access ETD is published by University of Cincinnati and OhioLINK.
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