Synthetic Studies Marine Natural Products of Neolemnane and Neolemnane Acetate, Sythesis and Application of Some Phthalocyanines and Organic Electrochromes / 海洋天然物Neolemnane及NeolemnaneAcetate之全合成研究與酞靑及電致色變光電材料之合成與應用

博士 / 國立清華大學 / 化學系 / 91 / Abstract
The first chapter of this thesis describes the synthetic efforts towards the total synthesis of naturally occurring sesquiterpenes neolemnane (1) and neolemnane acetate (2) based on the Diels-Alder cycloaddition. Activated enone 36 was found to be a highly reactive dienophile and the resulting angular nitrile moiety, after serving as an activator, was readily replaced with a methyl group using a reductive methylation procedure previously developed in our laboratories. Subsequent functional group manipulations yielded bicyclic ketone 72,an advanced intermediate in our planned total synthesis strategy.
The second chapter details the synthesis of alcoholic soluble phthalocyanines and their application in optical memory devices. It was discovered that the incorporation of an aluminum atom as the metal center as well as the introduction of a hydroxy functionality effectively disrupted the intermolecular stracking tendencies of the parant molecules, thereby enhancing solubility. As an application, using a silver reflective surface and compound 135 as the recording surface, 24X cd-roms were produced in a coating process. Additionally, by doping the recording surface of 135 with compound 145, the stability of the resulting devices was enhanced. This is due to the effective dissipation of laser energy absorbed by 135 resulting from the introduction of compound 145. This higher stability allowed for the production of 32X recording devices as gold colored plates.
In the third chapter, the synthesis of new complementary electrochromic compounds 210, 211, 212, 213, 214 and 215 is described. For electrochemical studies with CV analysis, superior redox cycles were obtained for anodic compounds 211 and 213 and cathodic compound 214. Two electrochromic devices were fabricated with these compounds to study their photonic properties. One device showed blue color and the other displayed brown color after activating with a 1.5 V current. The response of both colour and bleaching reactions was quite swift. More than 1000 times of redox cycles could be obtained.

Identiferoai:union.ndltd.org:TW/091NTHU0065088
Date January 2003
CreatorsFu-Shing Wang, 王復興
ContributorsHsing-Jang Liu, 劉行讓
Source SetsNational Digital Library of Theses and Dissertations in Taiwan
Languagezh-TW
Detected LanguageEnglish
Type學位論文 ; thesis
Format258

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