Synthesis, Electrochemical and Memory Properties of Novel Functional Aromatic Polymers with Anthraquinone Moiety
Date Issued
2014
Date
2014
Author(s)
Chang, Jung-Hsiang
Abstract
This study consists of four sections. Chapter 1 is the general introduction including preparation of high performance polymer, proton-coupled electron transfer behavior, and polymer memory devices applications. Chapter 2 describes the synthesis and characterization of the novel electroactive polyamides from the new diamine 1-(bis(4-aminophenyl)amino)anthracene-9,10-dione which was prepared by palladium catalyzed hydrazine reduction of 1-(bis(4-nitrophenyl)amino)anthracene-9,10-dione resulting from aromatic nucleophilic substitution reaction. Electrochemical behavior and mechanism of the reduction of anthraquinone moiety are fundamentally studied by the cyclic voltammogram. We obtained the characteristic potential shift and potential inversion results dependent on the basis of pKa values due to the hydrogen-bonding and protonation reaction. Chapter 3 investigates the memory properties of the functional polyimides 1AQODPI, 1A6FPI, 1AQDSPI, 2AQDSPI, and polyamides 1AQCPA, 1AQTPA, 1AQ6FPA, 2AQTPA, prepared from isomeric diamines of 1-(bis(4-aminophenyl)amino)anthracene-9,10-dione and 2-(bis(4-aminophenyl)amino)anthracene-9,10-dione with various dianhydrides and dicarboxylic acids, respectively. α-Substitution anthraquinone-containing polymers with higher non-planar conformation and steric hindrance than β-substitution ones revealed the significance of the electron-accepting structures on the memory effects, resulting in much longer retention time and write-once-read-many-times (WORM) type non-volatile memory behavior. Chapter 4 is conclusion. All polymers had good solubility in many polar aprotic solvents, and exhibited excellent thin-film-forming ability. In addition to high Tg values, good thermal stability, mechanical properties, and higher HOMO energy levels.
Subjects
三苯胺
蒽醌
質子耦合電子轉移
記憶體元件
Type
thesis
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