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Conjugated Low Coordinate Organophosphorus Materials: Synthesis, Characterization and Photochemical Studies

Gudimetla, Vittal Babu

Abstract Details

2009, Doctor of Philosophy, Case Western Reserve University, Chemistry.

Conjugated organic materials offer exciting possibilities in science andtechnology. Through chemical doping with an external substrate they can exhibit very good conducting properties on par with metals and at the same time can possess the flexibility of plastics. The polymer, poly-phenylenevinylene (PPV) is a well known conjugated organic material. Polymers and small conjugated organic materials resembling such PPV’s are known for their promise in electrooptical devices and as light emitting materials. Mostly, these are the compounds with alternating carbon-carbon (pπ-pπ) double bonds in a conjugated aromatic network. The properties of these materials can be tuned by molecular changes through chemical synthesis.

This study details the synthesis and characterization of such small conjugated organophosphorus compounds having phosphorus-carbon double bonds in conjugated carbon network. The initial study is focused on synthesis and detailed investigation on the structural and photochemical properties of meta-terphenyl phosphaalkenes (X-Dmp- P=C(H)-Ph-X’, Dmp: 2,6-dimesitylphenyl). Through these studies, it was observed that these meta-terphenyl phosphaalkenes are photochemically active unlike related metaterphenyl diphosphene (Dmp-P=P-Dmp), but similar to Mes* diphosphene (Mes*-P=PMes*, Mes*: 2,4,6-tri-tert-butylphenyl) and phosphaalkene (Mes*-P=C(H)-Ph). In chapter 3, a detailed investigation on the synthesis and studies related to the effect of different electron donating and accepting groups on the meta-terphenyl phosphaalkenes (X-Dmp-P=C(H)-Ph-X’, X: H, MeO, Me2N; X’: H, CN, NO2) were discussed. The chapter 4, details the synthesis and studies related to new molecules of the type “2,6- diaryl-benzo-bisoxaphosphole” were reported. These new compounds found to be relatively more stable than the synthesized meta-terphenyl phosphaalkenes. The complete synthesis and characterization of these compounds were discussed.

John Protasiewicz (Advisor)
264 p.

Recommended Citations

Citations

  • Gudimetla, V. B. (2009). Conjugated Low Coordinate Organophosphorus Materials: Synthesis, Characterization and Photochemical Studies [Doctoral dissertation, Case Western Reserve University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=case1260567594

    APA Style (7th edition)

  • Gudimetla, Vittal Babu. Conjugated Low Coordinate Organophosphorus Materials: Synthesis, Characterization and Photochemical Studies. 2009. Case Western Reserve University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=case1260567594.

    MLA Style (8th edition)

  • Gudimetla, Vittal Babu. "Conjugated Low Coordinate Organophosphorus Materials: Synthesis, Characterization and Photochemical Studies." Doctoral dissertation, Case Western Reserve University, 2009. http://rave.ohiolink.edu/etdc/view?acc_num=case1260567594

    Chicago Manual of Style (17th edition)