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Synthesis and characterizations of bis-diazirines and their applications in organic electronics

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2022, Doctor of Philosophy (Ph.D.), Bowling Green State University, Photochemical Sciences.
Large area organic electronics are multilayer devices fabricated by solution processing of different organic semiconductor molecules. However, the main challenges for the solution processing techniques are the erosion of the previously deposited layer by the solvents used for the subsequent layer deposition, interfacial mixing, and formation of uneven interfaces and surfaces, all of which significantly reduce the device performance. Herein we demonstrate a photopolymerizable bis-diazirine-based crosslinker molecule capable of converting soluble organic materials into highly cross-linked insoluble networks, alleviating the inter-layer mixing problems. Upon 5-20 min irradiation with long wavelength/low power UV (1.8 mW/cm2) bis-diazirines results in the formation of carbenes that react via carbon-hydrogen bond insertion with polymers or small-molecules yielding cross-linked networks. This photo-generated crosslinking does not require any catalyst, initiator, or short-wavelength UV light and is performed at room temperature, releasing molecular nitrogen as the only byproduct. To study the effectiveness of bis-diazirine-mediated photo-crosslinking in this dissertation we have described the design, synthesis, and characterization of the bis-diazirine crosslinker molecules, studied their photochemical and photophysical properties, fabricated functional OLED devices and finally, evaluation of the OLEDs performance.
Pavel Anzenbacher, Jr. , Ph.D. (Advisor)
Malcolm Forbes, Ph.D. (Committee Member)
Joseph Furgal, Ph.D. (Committee Member)
Jeffrey Meyer, Ph.D. (Committee Member)
131 p.

Recommended Citations

Citations

  • Dey, K. (2022). Synthesis and characterizations of bis-diazirines and their applications in organic electronics [Doctoral dissertation, Bowling Green State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1641547632224186

    APA Style (7th edition)

  • Dey, Kaustav. Synthesis and characterizations of bis-diazirines and their applications in organic electronics. 2022. Bowling Green State University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1641547632224186.

    MLA Style (8th edition)

  • Dey, Kaustav. "Synthesis and characterizations of bis-diazirines and their applications in organic electronics." Doctoral dissertation, Bowling Green State University, 2022. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1641547632224186

    Chicago Manual of Style (17th edition)