Synthesis of low band gap polymers
Thesis (M.Sc.)--Memorial University of Newfoundland, 2000. Chemistry Bibliography: leaves 95-101 A novel synthetic pathway to 4H-cyclopenta[2,l-b:3',4’-b’] dithiophen-4-one 2-8, which is a valuable precursor for a variety of low band gap polymers, has been developed. From 2-8, the derivatives 4...
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ftmemorialunivdc:oai:collections.mun.ca:theses3/26571 2023-05-15T17:23:32+02:00 Synthesis of low band gap polymers Cammisa, Eduardo G., 1956- Memorial University of Newfoundland. Dept. of Chemistry 2000 xv, 123 leaves : ill. Image/jpeg; Application/pdf http://collections.mun.ca/cdm/ref/collection/theses3/id/26571 eng eng Electronic Theses and Dissertations (24.60 MB) -- http://collections.mun.ca/PDFs/theses/Cammisa_EduardoG.pdf a1492385 http://collections.mun.ca/cdm/ref/collection/theses3/id/26571 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 Conducting polymers Energy-band theory of solids Text Electronic thesis or dissertation 2000 ftmemorialunivdc 2015-08-06T19:17:48Z Thesis (M.Sc.)--Memorial University of Newfoundland, 2000. Chemistry Bibliography: leaves 95-101 A novel synthetic pathway to 4H-cyclopenta[2,l-b:3',4’-b’] dithiophen-4-one 2-8, which is a valuable precursor for a variety of low band gap polymers, has been developed. From 2-8, the derivatives 4,4’-bi-(4H cyclopenta[2,l-b:3',4’-b’] dithiophenylidene) 2-34 and 2,6-dibromo-4jH cyclopenta[2,l-b:3',4’-b’] dithiophen-4-one 2-36, were prepared. A poly(4H-cyclopenta[2,l- b:3’, 4'-b’]dithiophen-4-one) (poly 2-8) film was modified by chemical reaction with Lawesson's reagent giving a new material, which exhibited a smaller band gap (0.8-1.0 eV) than the starting poly 2-8 (1.1-1.2 eV). Compound 2-34 was electrochemically polymerized and cyclic voltammetry showed that the resulting polymer has a low band gap (0.5-0.9 eV), consistent with a theoretical prediction. Compound 2-36 is a useful starting material for the synthesis of new polymers. -- The known compound 2,2'-(ethyne-l,2-diyl)bis(thiophene) 3-3 was synthesized using an adaption of a literature procedure, and 3-3 was used for the synthesis of its novel derivatives 4,5- di-thiophen-2-yl-l,3-dithiol-2-one 3-5 and tetrathien-2-yl-thiophene 3-6. Electrochemical polymerization of 3-6 gave a polymer with a band gap of ca. 1.8 eV. Dithieno[3,2-c:2',3’-e][1,2] dithiin 4-1 was prepared by using a literature method. Electrochemically prepared films of poly 4-1 did not show any electroactivity for the disulfide bridge in acetonitrile. Thesis Newfoundland studies University of Newfoundland Memorial University of Newfoundland: Digital Archives Initiative (DAI) |
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Memorial University of Newfoundland: Digital Archives Initiative (DAI) |
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English |
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Conducting polymers Energy-band theory of solids |
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Conducting polymers Energy-band theory of solids Cammisa, Eduardo G., 1956- Synthesis of low band gap polymers |
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Conducting polymers Energy-band theory of solids |
description |
Thesis (M.Sc.)--Memorial University of Newfoundland, 2000. Chemistry Bibliography: leaves 95-101 A novel synthetic pathway to 4H-cyclopenta[2,l-b:3',4’-b’] dithiophen-4-one 2-8, which is a valuable precursor for a variety of low band gap polymers, has been developed. From 2-8, the derivatives 4,4’-bi-(4H cyclopenta[2,l-b:3',4’-b’] dithiophenylidene) 2-34 and 2,6-dibromo-4jH cyclopenta[2,l-b:3',4’-b’] dithiophen-4-one 2-36, were prepared. A poly(4H-cyclopenta[2,l- b:3’, 4'-b’]dithiophen-4-one) (poly 2-8) film was modified by chemical reaction with Lawesson's reagent giving a new material, which exhibited a smaller band gap (0.8-1.0 eV) than the starting poly 2-8 (1.1-1.2 eV). Compound 2-34 was electrochemically polymerized and cyclic voltammetry showed that the resulting polymer has a low band gap (0.5-0.9 eV), consistent with a theoretical prediction. Compound 2-36 is a useful starting material for the synthesis of new polymers. -- The known compound 2,2'-(ethyne-l,2-diyl)bis(thiophene) 3-3 was synthesized using an adaption of a literature procedure, and 3-3 was used for the synthesis of its novel derivatives 4,5- di-thiophen-2-yl-l,3-dithiol-2-one 3-5 and tetrathien-2-yl-thiophene 3-6. Electrochemical polymerization of 3-6 gave a polymer with a band gap of ca. 1.8 eV. Dithieno[3,2-c:2',3’-e][1,2] dithiin 4-1 was prepared by using a literature method. Electrochemically prepared films of poly 4-1 did not show any electroactivity for the disulfide bridge in acetonitrile. |
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Memorial University of Newfoundland. Dept. of Chemistry |
format |
Thesis |
author |
Cammisa, Eduardo G., 1956- |
author_facet |
Cammisa, Eduardo G., 1956- |
author_sort |
Cammisa, Eduardo G., 1956- |
title |
Synthesis of low band gap polymers |
title_short |
Synthesis of low band gap polymers |
title_full |
Synthesis of low band gap polymers |
title_fullStr |
Synthesis of low band gap polymers |
title_full_unstemmed |
Synthesis of low band gap polymers |
title_sort |
synthesis of low band gap polymers |
publishDate |
2000 |
url |
http://collections.mun.ca/cdm/ref/collection/theses3/id/26571 |
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 (24.60 MB) -- http://collections.mun.ca/PDFs/theses/Cammisa_EduardoG.pdf a1492385 http://collections.mun.ca/cdm/ref/collection/theses3/id/26571 |
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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