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Design and Application of Novel Benzobisoxazole and Benzobisthiazole Linked Porous Polymers

Pyles, David Andrew
http://rave.ohiolink.edu/etdc/view?acc_num=osu155428770646841

Abstract Details

2019, Doctor of Philosophy, Ohio State University, Chemistry.
2D porous polymers have emerged as an advanced class of materials in the field of material science. Their highly porous structures are useful for gas capture and sequestration, catalysis, chemical sensing, and optoelectronic applications. Under suitable conditions, many have been able to develop covalent organic frameworks (COFs), a crystalline subclass of porous polymers. These materials possess the high porosity exhibited by porous polymers, but also add structural uniformity that enables tunability and control over the electronic properties of the materials. COF are commonly linked using boronate ester and imine linkages that are formed through reversible reactions that allow for the formation of order frameworks. Unfortunately, the reversibility can be detrimental as a few of the most commonly used linkages are susceptible to hydrolysis. Attempting to solve this problem, this research focused on the synthesis of benzobisoxazole (BBO)-linked COFs that exhibit exceptional chemical stability and the ability to be used as adsorptions for the capture and catalytic conversion of CO2. At the beginning of our research, there had not been a successful synthesis of ordered BBO-linked polymers, but we envisioned the chemically stable BBO-COFs containing lewis basic sites would demonstrate high uptake capacities of CO2. In this work, we successfully synthesized two hydrolytically stable BBO-COFs utilizing NaCN as a nucleophilic catalyst which exhibited strong affinities for CO2, with capacities up to 15 wt%. Building off this work, we were interested in utilizing a similar linkage heterogeneous catalysis. Seeing as the BBO-COFs exhibited affinity for CO2 we wanted to assess if similar benzobisthiazole (BBT) linked porous organic polymers (POPs) could convert CO2 into potential fuel sources. We successfully utilized a ruthenium (Ru) porphyrin in construct a BBT-POP and utilized the material as a heterogeneous catalyst for the hydrosilylative reduction of CO2 into formate. Ru-BBT-POP exhibited good recyclability and yields as high as 40%.
Psaras McGrier (Advisor)
248 p.
Chemistry
Covalent Organic Frameworks, Benzoxazole, Porous Materials, 2D Polymers,

Recommended Citations

Citations

  • Pyles, D. A. (2019). Design and Application of Novel Benzobisoxazole and Benzobisthiazole Linked Porous Polymers [Doctoral dissertation, Ohio State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=osu155428770646841

    APA Style (7th edition)

  • Pyles, David. Design and Application of Novel Benzobisoxazole and Benzobisthiazole Linked Porous Polymers . 2019. Ohio State University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=osu155428770646841.

    MLA Style (8th edition)

  • Pyles, David. "Design and Application of Novel Benzobisoxazole and Benzobisthiazole Linked Porous Polymers ." Doctoral dissertation, Ohio State University, 2019. http://rave.ohiolink.edu/etdc/view?acc_num=osu155428770646841

    Chicago Manual of Style (17th edition)

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This open access ETD is published by The Ohio State University and OhioLINK.