Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene
Thesis (Ph.D.)--Memorial University of Newfoundland, 2009. Chemistry Includes bibliographical references (leaves 325-354) In recent years, monodisperse and structurally defined π-conjugated oligomers have attracted great attention of materials chemists, owing to their fascinating applications as nov...
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2008
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Online Access: | http://collections.mun.ca/cdm/ref/collection/theses4/id/78976 |
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Memorial University of Newfoundland: Digital Archives Initiative (DAI) |
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English |
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Buckminsterfullerene Oligomers Organic compounds--Synthesis |
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Buckminsterfullerene Oligomers Organic compounds--Synthesis Zhou, Ningzhang, 1969- Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
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Buckminsterfullerene Oligomers Organic compounds--Synthesis |
description |
Thesis (Ph.D.)--Memorial University of Newfoundland, 2009. Chemistry Includes bibliographical references (leaves 325-354) In recent years, monodisperse and structurally defined π-conjugated oligomers have attracted great attention of materials chemists, owing to their fascinating applications as novel nanoscale building blocks for various molecular based electronic, photonic, and optoelectronic devices. To date, the molecular architectures of functional π-oligomers have evolved beyond the realm of simple one-dimensional (1D) linear conjugation and started to enlist some unique two-dimensional (2D) and three-dimensional (3D) structures. Such progress has opened a new avenue to develop and explore esoteric molecular materials with appealing and unprecedented molecular properties and functions, which can be of great use in various device fabrications, for instance, highly efficient organic light-emitting diodes (OLEDs), field-effect transistors (FETs), photovoltaic (PV) or solar cells, chemical and biological sensors, and so on. -- The work of this thesis is primarily dedicated to exploring a class of new hybrid organic materials based on π-conjugated oligomers and Buckminster[601fullerene (C60 ), and the detailed studies of which are divided into three major projects. The first project investigates a series of dumbbell shaped C60 -π-C60 triads, in which the π units are designed to be linear or cruciform shaped OPE/OPV co-oligomers. The second project deals with a series of bifullerene endcapped oligoynes, and the third project embarks on a group of novel H-shaped OPE/OPV co-oligorners. The chemical synthesis of these conjugated oligomers and C 60 derivatives has been implemented on the basis of various classical and modern organic synthetic methodologies, such as Arbuzov reaction, Horner-Wittig reaction, Sonogashira coupling and Hay coupling. In particular, an in situ ethynylation protocol has been extensively employed in the synthesis of numerous C 60 derivatives throughout this thesis work. Subsequent to the synthesis, the compounds obtained are subjected to comprehensive property characterizations using U V-Vis absorption and fluorescence spectroscopy to disclose their π-electronic characteristic, cyclic voltamrnetry (CV) to probe their redox behavior, differential scanning calorimetry (DSC) to probe their solid-state reactivity, and atomic force microscopy (AFM) to reveal their surface morphologic features at the microscopic level. -- In this thesis, a number of efficient synthetic strategies for novel 1D and 2D conjugated OPE/OPV co-oligorers, linear and star-shaped phenylene-oligoynes, and related multiple C60 adducts have been successfully established. Insight into the essential structure-property relationships of these novel π-conjugated molecular systems has been gained by comparative studies. Finally, some of the molecules are found to display appealing molecular properties and functions that portend practical uses in organic photovoltaic and nonlinear optical materials as well as molecular sensing devices. |
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Memorial University of Newfoundland. Dept. of Chemistry |
format |
Thesis |
author |
Zhou, Ningzhang, 1969- |
author_facet |
Zhou, Ningzhang, 1969- |
author_sort |
Zhou, Ningzhang, 1969- |
title |
Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
title_short |
Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
title_full |
Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
title_fullStr |
Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
title_full_unstemmed |
Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
title_sort |
study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene |
publishDate |
2008 |
url |
http://collections.mun.ca/cdm/ref/collection/theses4/id/78976 |
genre |
Newfoundland studies University of Newfoundland |
genre_facet |
Newfoundland studies University of Newfoundland |
op_source |
Paper copy kept in the Centre for Newfoundland Studies, Memorial University Libraries |
op_relation |
Electronic Theses and Dissertations (35.84 MB) -- http://collections.mun.ca/PDFs/theses/Zhou_Ningzhang.pdf a3241973 http://collections.mun.ca/cdm/ref/collection/theses4/id/78976 |
op_rights |
The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission. |
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1766113271378608128 |
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ftmemorialunivdc:oai:collections.mun.ca:theses4/78976 2023-05-15T17:23:33+02:00 Study of new functional organic materials based on pi-conjugated oligomers and [60]fullerene Zhou, Ningzhang, 1969- Memorial University of Newfoundland. Dept. of Chemistry 2008 xxvii, 354 leaves : ill. (some col.) Image/jpeg; Application/pdf http://collections.mun.ca/cdm/ref/collection/theses4/id/78976 Eng eng Electronic Theses and Dissertations (35.84 MB) -- http://collections.mun.ca/PDFs/theses/Zhou_Ningzhang.pdf a3241973 http://collections.mun.ca/cdm/ref/collection/theses4/id/78976 The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission. Paper copy kept in the Centre for Newfoundland Studies, Memorial University Libraries Buckminsterfullerene Oligomers Organic compounds--Synthesis Text Electronic thesis or dissertation 2008 ftmemorialunivdc 2015-08-06T19:22:11Z Thesis (Ph.D.)--Memorial University of Newfoundland, 2009. Chemistry Includes bibliographical references (leaves 325-354) In recent years, monodisperse and structurally defined π-conjugated oligomers have attracted great attention of materials chemists, owing to their fascinating applications as novel nanoscale building blocks for various molecular based electronic, photonic, and optoelectronic devices. To date, the molecular architectures of functional π-oligomers have evolved beyond the realm of simple one-dimensional (1D) linear conjugation and started to enlist some unique two-dimensional (2D) and three-dimensional (3D) structures. Such progress has opened a new avenue to develop and explore esoteric molecular materials with appealing and unprecedented molecular properties and functions, which can be of great use in various device fabrications, for instance, highly efficient organic light-emitting diodes (OLEDs), field-effect transistors (FETs), photovoltaic (PV) or solar cells, chemical and biological sensors, and so on. -- The work of this thesis is primarily dedicated to exploring a class of new hybrid organic materials based on π-conjugated oligomers and Buckminster[601fullerene (C60 ), and the detailed studies of which are divided into three major projects. The first project investigates a series of dumbbell shaped C60 -π-C60 triads, in which the π units are designed to be linear or cruciform shaped OPE/OPV co-oligomers. The second project deals with a series of bifullerene endcapped oligoynes, and the third project embarks on a group of novel H-shaped OPE/OPV co-oligorners. The chemical synthesis of these conjugated oligomers and C 60 derivatives has been implemented on the basis of various classical and modern organic synthetic methodologies, such as Arbuzov reaction, Horner-Wittig reaction, Sonogashira coupling and Hay coupling. In particular, an in situ ethynylation protocol has been extensively employed in the synthesis of numerous C 60 derivatives throughout this thesis work. Subsequent to the synthesis, the compounds obtained are subjected to comprehensive property characterizations using U V-Vis absorption and fluorescence spectroscopy to disclose their π-electronic characteristic, cyclic voltamrnetry (CV) to probe their redox behavior, differential scanning calorimetry (DSC) to probe their solid-state reactivity, and atomic force microscopy (AFM) to reveal their surface morphologic features at the microscopic level. -- In this thesis, a number of efficient synthetic strategies for novel 1D and 2D conjugated OPE/OPV co-oligorers, linear and star-shaped phenylene-oligoynes, and related multiple C60 adducts have been successfully established. Insight into the essential structure-property relationships of these novel π-conjugated molecular systems has been gained by comparative studies. Finally, some of the molecules are found to display appealing molecular properties and functions that portend practical uses in organic photovoltaic and nonlinear optical materials as well as molecular sensing devices. Thesis Newfoundland studies University of Newfoundland Memorial University of Newfoundland: Digital Archives Initiative (DAI) |