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Phosphorus-Containing Conjugated Polymers and Bifunctional Electrolytes

Rectenwald, Michael Francis
http://rave.ohiolink.edu/etdc/view?acc_num=case1396371001

Abstract Details

, Doctor of Philosophy, Case Western Reserve University, Chemistry.
Several novel phosphorus-containing polyanilines and lithium salts were designed, synthesized, and characterized. The self-doping polymer poly(2-aminophenylphosphonic acid) has been prepared by electrochemical and chemical oxidative polymerization of 2-aminophenylphosphonic acid. The solid state structure of 2-aminophenylphosphonic acid has been determined by an X-ray diffraction study. Films of poly(2-aminophenylphosphonic acid) prepared by electrochemical polymerization have been analyzed using cyclic voltammetry. The phosphonic acid group attached to the polymer increases the stability of poly(2-aminophenylphosphonic acid) to oxidations more positive than 0.8 V SCE. Chemically synthesized poly(2-aminophenylphosphonic acid) has been characterized by UV-vis and FTIR spectroscopy. Sodium salts of poly(2-aminophenylphosphonic acid) were synthesized by progressive neutralization of phosphonic acid groups using sodium hydroxide, yielding water soluble polymers with varying degrees of protonation. Copolymers of 2-aminophenylphosphonic acid and aniline have been synthesized where the ratios of 2-aminophenylphosphonic acid to aniline were varied. The functionalized catecholate, tetraethyl (2,3-dihydroxy-1,4-phenylene)bis(phosphonate), has been used to prepare a series of lithium salts Li[B(DPC)(oxalato)], Li[B(DPC)2], and Li[B(DPC)F2]. These anions were designed to impart flame-retardant properties for their use as potential flame-retardant ions (FRIONs), additives, or replacements for other lithium salts for safer lithium-ion batteries. The new materials were fully characterized, and the single-crystal structure of Li[B(DPC)(oxalato)] has been determined. Thermogravimetric analysis of the three lithium salts show that they are thermally stable up to around 200¿°C. Pyrolysis combustion flow calorimetry reveals that these salts produce high char yields upon combustion. The functionalized dihydroxynaphthalene (2,3-Dihydroxy-1,4-diphosphinatonaphthalene) has been prepared in a similar manner to tetraethyl (2,3-dihydroxy-1,4-phenylene)bis(phosphonate). This compound has been structurally characterized and used to create a lithium salt Li[B(DPN)2] which is stable up to 230 °C. Several other FRION precursors have been prepared and characterized.
John Protasiewicz (Advisor)
Chemistry

Recommended Citations

Citations

  • Rectenwald, M. F. (n.d.). Phosphorus-Containing Conjugated Polymers and Bifunctional Electrolytes [Doctoral dissertation, Case Western Reserve University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=case1396371001

    APA Style (7th edition)

  • Rectenwald, Michael. Phosphorus-Containing Conjugated Polymers and Bifunctional Electrolytes. Case Western Reserve University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=case1396371001.

    MLA Style (8th edition)

  • Rectenwald, Michael. "Phosphorus-Containing Conjugated Polymers and Bifunctional Electrolytes." Doctoral dissertation, Case Western Reserve University. Accessed MAY 21, 2024. http://rave.ohiolink.edu/etdc/view?acc_num=case1396371001

    Chicago Manual of Style (17th edition)

case1396371001
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