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Organoboron functionalized conjugated polymers

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TypeOfResource
Text
TitleInfo (ID = T-1)
Title
Organoboron functionalized conjugated polymers
SubTitle
synthesis, characterization and anion binding study
Identifier
ETD_2766
Identifier (type = hdl)
http://hdl.rutgers.edu/1782.1/rucore10002600001.ETD.000056032
Language
LanguageTerm (authority = ISO639-2); (type = code)
eng
Genre (authority = marcgt)
theses
Subject (ID = SBJ-1); (authority = RUETD)
Topic
Chemistry
Subject (ID = SBJ-2); (authority = ETD-LCSH)
Topic
Organoboron compounds
Subject (ID = SBJ-3); (authority = ETD-LCSH)
Topic
Conjugated polymers
Subject (ID = SBJ-4); (authority = ETD-LCSH)
Topic
Polythiophenes--Electric properties
Subject (ID = SBJ-5); (authority = ETD-LCSH)
Topic
Semiconductors
Abstract (type = abstract)
Thiophene- and fluorene-based polymers represent two important classes of semiconducting materials and their applications in organic light emitting devices, photovoltaics, organic field-effect transistors and chemical sensors have been extensively investigated. Electron-deficient organoboranes provide interesting characteristics including their ability to act as efficient emitters and charge transport materials in optoelectronic devices and as sensory element for nucleophiles. It is desirable to bring together these two classes of building blocks within one system to form a variety of materials with advantageous properties. We have explored two alternative design principles: (i) the embedding of boron into the conjugated polymer main chain and (ii) the direct attachment of boron as a side group to the conjugated polymer backbone. Three different projects were pursued in this general area: 1. The reactive polymer scaffold poly(fluorenylene(bromo)borane) (PFBBr) with alternating fluorene and borane moieties was prepared via B-Sn exchange reaction. Starting from PFBBr as a universal precursor, we obtained a series of polymers for which we can tune the stability, thermal characteristics, and fluorescence behavior by simple post-polymerization modification reactions. By using the same synthetic strategy, we have also prepared a main chain donor--acceptor type polymer based on a combination of fluorene and triphenylamine. As expected for an ambipolar system, this polymer exhibits a remarkable solvatochromic effect in the emission and can be oxidized and reduced electrochemically at moderate potentials. 2. In an alternative approach, a series of polythiophenes with diarylboryl functional groups attached at the lateral positions have been developed in our group by Anand Sundararaman via a post-polymerization borylation route. The electrical and structural properties of the polymer and the chemical stability can be further tuned by variation of the aryl groups on boron, for which the redox active ferrocenyl and sterically bulky Mes or Tip groups were introduced. To further investigate how the main chain chemical structure influences the optoelectronic properties of this type of polymers, we have prepared a class of bis(dimesitylboryl)bithiophene-based alternating copolymers, involving different aromatic -systems such as fluorene, carbazole and triphenylamine derivatives. 3. Organoboron quinolate chelates are promising as light emitting materials because of their high thermal stability and efficient luminescence. We have prepared two new polymers with both the quinolate ligands and boron centers embedded in the main chain. The polymers were obtained by a simple one-step procedure that involves metal-free boron-induced ether cleavage reactions. All the polymers have been characterized by multinuclear NMR spectroscopy, gel permeation chromatography (GPC) and their thermal behavior has been studied by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Their photophysical and electrochemical properties and electronic structures have been investigated by UV-vis absorption and fluorescence spectroscopy, cyclic voltammetry and theoretical calculations for the respective model systems. The tri-coordinate organoboron compounds that were prepared are promising sensory materials and their response towards different anions has been evaluated by UV-vis absorption and fluorescence spectroscopy
PhysicalDescription
Form (authority = gmd)
electronic resource
Extent
xxii, 204 p. : ill.
InternetMediaType
application/pdf
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text/xml
Note (type = degree)
Ph.D.
Note (type = bibliography)
Includes bibliographical references
Note (type = vita)
Includes vita
Note (type = statement of responsibility)
by Haiyan Li
Name (ID = NAME-1); (type = personal)
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Li
NamePart (type = given)
Haiyan
NamePart (type = date)
1978-
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author
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Haiyan Li
Name (ID = NAME-2); (type = personal)
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Jäkle
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Frieder
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chair
Affiliation
Advisory Committee
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Frieder Jäkle
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Pitrowiak
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Pitro
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internal member
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Advisory Committee
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Pitro Pitrowiak
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He
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Huixin
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Huixin He
Name (ID = NAME-5); (type = personal)
NamePart (type = family)
Jeffries-El
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Malika
Role
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outside member
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Advisory Committee
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Malika Jeffries-El
Name (ID = NAME-1); (type = corporate)
NamePart
Rutgers University
Role
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degree grantor
Name (ID = NAME-2); (type = corporate)
NamePart
Graduate School - Newark
Role
RoleTerm (authority = RULIB)
school
OriginInfo
DateCreated (qualifier = exact)
2010
DateOther (qualifier = exact); (type = degree)
2010-10
Place
PlaceTerm (type = code)
xx
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TitleInfo
Title
Rutgers University Electronic Theses and Dissertations
Identifier (type = RULIB)
ETD
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TitleInfo
Title
Graduate School - Newark Electronic Theses and Dissertations
Identifier (type = local)
rucore10002600001
Location
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NjNbRU
Identifier (type = doi)
doi:10.7282/T3XG9QXH
Genre (authority = ExL-Esploro)
ETD doctoral
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RightsDeclaration (AUTHORITY = GS); (ID = rulibRdec0006)
The author owns the copyright to this work.
Copyright
Status
Copyright protected
Availability
Status
Open
Reason
Permission or license
RightsHolder (ID = PRH-1); (type = personal)
Name
FamilyName
Li
GivenName
Haiyan
Role
Copyright Holder
RightsEvent (ID = RE-1); (AUTHORITY = rulib)
Type
Permission or license
DateTime
2010-06-28 11:20:16
AssociatedEntity (ID = AE-1); (AUTHORITY = rulib)
Role
Copyright holder
Name
Haiyan Li
Affiliation
Rutgers University. Graduate School - Newark
AssociatedObject (ID = AO-1); (AUTHORITY = rulib)
Type
License
Name
Author Agreement License
Detail
I hereby grant to the Rutgers University Libraries and to my school the non-exclusive right to archive, reproduce and distribute my thesis or dissertation, in whole or in part, and/or my abstract, in whole or in part, in and from an electronic format, subject to the release date subsequently stipulated in this submittal form and approved by my school. I represent and stipulate that the thesis or dissertation and its abstract are my original work, that they do not infringe or violate any rights of others, and that I make these grants as the sole owner of the rights to my thesis or dissertation and its abstract. I represent that I have obtained written permissions, when necessary, from the owner(s) of each third party copyrighted matter to be included in my thesis or dissertation and will supply copies of such upon request by my school. I acknowledge that RU ETD and my school will not distribute my thesis or dissertation or its abstract if, in their reasonable judgment, they believe all such rights have not been secured. I acknowledge that I retain ownership rights to the copyright of my work. I also retain the right to use all or part of this thesis or dissertation in future works, such as articles or books.
RightsEvent (ID = RE-2); (AUTHORITY = rulib)
Type
Embargo
DateTime
2010-10-31
Detail
Access to this PDF has been restricted at the author's request. It will be publicly available after October 30th, 2012.
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Technical

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ETD
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application/pdf
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application/x-tar
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20828160
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