Persistent Link:
http://hdl.handle.net/10150/183860
Title:
QUINODIMETHANE POLYMERS.
Author:
GREEN, GEORGE DAVID.
Issue Date:
1986
Publisher:
The University of Arizona.
Rights:
Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.
Abstract:
Monomers and polymers containing the quinodimethane unit were synthesized. The infrared, nuclear magnetic resonance (NMR) and ultraviolet spectra of these materials were also reported. Oxidation of the enolate dianoion of α, α'-di(carbomethoxy)-α, α'-diphenylquinodimethane (DMPQH₂) with iodine gave 7,8-di(carbomethoxy)-7,8-diphenylguinodimethane (DMPQ) in greater than 50% yield. This compound had a reduction potential of -0.85V (Ag/AgCl reference) but would not form charge transfer complexes with electron donors. Attempted polymerization reactions of DMPQ were also discussed. A series of donor - acceptor substituted quinodimethanes was synthesized and a discussion of their electronic properties was included. Condensation copolyesterification of two of these materials was performed. Polymers with inherent viscosities ranging from 0.11 dL/g to 0.45 dL/g were obtained. The polymers were soluble at room temperature in hexafluoroisopropanol (HFIP) and a 1 : 1 solution of phenol/chlorobenzene. The polymers were also soluble at elevated temperatures in dipolar aprotic solvents.
Type:
text; Dissertation-Reproduction (electronic)
Keywords:
Polymers.; Polymerization.; Monomers.; Organic conductors.
Degree Name:
Ph.D.
Degree Level:
doctoral
Degree Program:
Chemistry; Graduate College
Degree Grantor:
University of Arizona
Advisor:
Mulvaney, James E.

Full metadata record

DC FieldValue Language
dc.language.isoenen_US
dc.titleQUINODIMETHANE POLYMERS.en_US
dc.creatorGREEN, GEORGE DAVID.en_US
dc.contributor.authorGREEN, GEORGE DAVID.en_US
dc.date.issued1986en_US
dc.publisherThe University of Arizona.en_US
dc.rightsCopyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author.en_US
dc.description.abstractMonomers and polymers containing the quinodimethane unit were synthesized. The infrared, nuclear magnetic resonance (NMR) and ultraviolet spectra of these materials were also reported. Oxidation of the enolate dianoion of α, α'-di(carbomethoxy)-α, α'-diphenylquinodimethane (DMPQH₂) with iodine gave 7,8-di(carbomethoxy)-7,8-diphenylguinodimethane (DMPQ) in greater than 50% yield. This compound had a reduction potential of -0.85V (Ag/AgCl reference) but would not form charge transfer complexes with electron donors. Attempted polymerization reactions of DMPQ were also discussed. A series of donor - acceptor substituted quinodimethanes was synthesized and a discussion of their electronic properties was included. Condensation copolyesterification of two of these materials was performed. Polymers with inherent viscosities ranging from 0.11 dL/g to 0.45 dL/g were obtained. The polymers were soluble at room temperature in hexafluoroisopropanol (HFIP) and a 1 : 1 solution of phenol/chlorobenzene. The polymers were also soluble at elevated temperatures in dipolar aprotic solvents.en_US
dc.typetexten_US
dc.typeDissertation-Reproduction (electronic)en_US
dc.subjectPolymers.en_US
dc.subjectPolymerization.en_US
dc.subjectMonomers.en_US
dc.subjectOrganic conductors.en_US
thesis.degree.namePh.D.en_US
thesis.degree.leveldoctoralen_US
thesis.degree.disciplineChemistryen_US
thesis.degree.disciplineGraduate Collegeen_US
thesis.degree.grantorUniversity of Arizonaen_US
dc.contributor.advisorMulvaney, James E.en_US
dc.identifier.proquest8623849en_US
dc.identifier.oclc697644569en_US
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