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Synthesis, Characterization and Thermal Analysis of Tetrahedral and Cyano-substituted Perylene-based Derivatives

Tian, Ding
http://rave.ohiolink.edu/etdc/view?acc_num=akron1407868184

Abstract Details

2014, Master of Science, University of Akron, Polymer Science.
Perylene diimides (PDIs) have attracted the great interests of both academic and industrial people over decades of years because of their chemical stability, thermal stability, fluorescence, and photoactive property. They have been widely used as dyes, pigments, n-type organic semiconductors and organic field effect transistors (OFETs) and so on. However, in addition to molecular chemical nature, the self-assembly structure also deeply affected material’s macroscopic property and practical application. In order to get highly ordered assembly structure, we investigated the use of PDI-based derivatives as building blocks of supramolecular self-assembly and liquid crystals via modifying PDI’s imide position by alkyl chains and functional groups. Three tetrahedral PDI-based molecules tethering with different length of alkyl tails (decyl, dodecyl, tetradodecyl) and four cyano-substituted PDIs were successfully synthesized via a systematic and convenient method, getting rid of the low solubility of perylene. The chemical structures of products were fully characterized by proton nuclear magnetic resonance (1H NMR) spectroscopy and matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectroscopy. Their thermal stability could be maintained until 320 ¿ according to the results of thermogravimetric analysis (TGA). Differential scanning calorimetry (DSC) showed that the modified PDIs had the potential to form ordered structure by thermal annealing.
Stephen Z. D. Cheng, Dr. (Advisor)
Mesfin Tsige, Dr. (Committee Member)
71 p.
Polymer Chemistry
perylene diimide; PDI

Recommended Citations

Citations

  • Tian, D. (2014). Synthesis, Characterization and Thermal Analysis of Tetrahedral and Cyano-substituted Perylene-based Derivatives [Master's thesis, University of Akron]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=akron1407868184

    APA Style (7th edition)

  • Tian, Ding. Synthesis, Characterization and Thermal Analysis of Tetrahedral and Cyano-substituted Perylene-based Derivatives. 2014. University of Akron, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=akron1407868184.

    MLA Style (8th edition)

  • Tian, Ding. "Synthesis, Characterization and Thermal Analysis of Tetrahedral and Cyano-substituted Perylene-based Derivatives." Master's thesis, University of Akron, 2014. http://rave.ohiolink.edu/etdc/view?acc_num=akron1407868184

    Chicago Manual of Style (17th edition)

akron1407868184
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© 2014, all rights reserved.
This open access ETD is published by University of Akron and OhioLINK.