Structural and thermal properties of carboxylic acid functionalized polythiophenes
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Polímeros (São Carlos. Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-14282014000700007 |
Resumo: | Polythiophenes functionalized with polar groups at the end of side-chain have emerged as an alternative method to obtain good compatibility between this class of conjugated polymers and electron acceptor compounds. The aim is to prevent phase segregation and to improve the efficiency of the polythiophene technological devices. However, homopolymers synthesized from thiophene rings with high polar groups at the end of the side-chain, such as hydroxyl and carboxylic acid groups, are poorly soluble in common volatile organic solvents. We report on a systematic preparation of copolymers of 3-hexylthiophene (HT) and thiophene-3-acetic acid (TAA), using different feed ratios. The chemical structures of the copolymers were confirmed by FTIR and ¹H-NMR. The TAA content in these copolymers were 33, 38 and 54 mol %. HPSEC results did not show any remarkable correlation with TAA contents in the copolymers. In contrast, the thermal analyses showed a decrease in the thermal stability and an increase in rigidity of their backbones, for the copolymers with high amounts of TAA. The solubility and optical property of copolymers were also related to the TAA contents. Thus, the properties of these copolymers can be modulated by a simple control of feed ratio of TAA in the copolymerization. |
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Structural and thermal properties of carboxylic acid functionalized polythiophenesConjugated polymerpolythiophenesynthesisthiophene-3-acetic acidPolythiophenes functionalized with polar groups at the end of side-chain have emerged as an alternative method to obtain good compatibility between this class of conjugated polymers and electron acceptor compounds. The aim is to prevent phase segregation and to improve the efficiency of the polythiophene technological devices. However, homopolymers synthesized from thiophene rings with high polar groups at the end of the side-chain, such as hydroxyl and carboxylic acid groups, are poorly soluble in common volatile organic solvents. We report on a systematic preparation of copolymers of 3-hexylthiophene (HT) and thiophene-3-acetic acid (TAA), using different feed ratios. The chemical structures of the copolymers were confirmed by FTIR and ¹H-NMR. The TAA content in these copolymers were 33, 38 and 54 mol %. HPSEC results did not show any remarkable correlation with TAA contents in the copolymers. In contrast, the thermal analyses showed a decrease in the thermal stability and an increase in rigidity of their backbones, for the copolymers with high amounts of TAA. The solubility and optical property of copolymers were also related to the TAA contents. Thus, the properties of these copolymers can be modulated by a simple control of feed ratio of TAA in the copolymerization.Associação Brasileira de Polímeros2014-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-14282014000700007Polímeros v.24 n.spe 2014reponame:Polímeros (São Carlos. Online)instname:Associação Brasileira de Polímeros (ABPol)instacron:ABPO10.4322/polimeros.2014.049info:eu-repo/semantics/openAccessMescoloto,Ariane de FrançaPulcinelli,Sandra HelenaSantilli,Celso ValentimGonçalves,Vanessa Cristinaeng2014-07-11T00:00:00Zoai:scielo:S0104-14282014000700007Revistahttp://www.scielo.br/pohttps://old.scielo.br/oai/scielo-oai.php||revista@abpol.org.br1678-51690104-1428opendoar:2014-07-11T00:00Polímeros (São Carlos. Online) - Associação Brasileira de Polímeros (ABPol)false |
dc.title.none.fl_str_mv |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
title |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
spellingShingle |
Structural and thermal properties of carboxylic acid functionalized polythiophenes Mescoloto,Ariane de França Conjugated polymer polythiophene synthesis thiophene-3-acetic acid |
title_short |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
title_full |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
title_fullStr |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
title_full_unstemmed |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
title_sort |
Structural and thermal properties of carboxylic acid functionalized polythiophenes |
author |
Mescoloto,Ariane de França |
author_facet |
Mescoloto,Ariane de França Pulcinelli,Sandra Helena Santilli,Celso Valentim Gonçalves,Vanessa Cristina |
author_role |
author |
author2 |
Pulcinelli,Sandra Helena Santilli,Celso Valentim Gonçalves,Vanessa Cristina |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Mescoloto,Ariane de França Pulcinelli,Sandra Helena Santilli,Celso Valentim Gonçalves,Vanessa Cristina |
dc.subject.por.fl_str_mv |
Conjugated polymer polythiophene synthesis thiophene-3-acetic acid |
topic |
Conjugated polymer polythiophene synthesis thiophene-3-acetic acid |
description |
Polythiophenes functionalized with polar groups at the end of side-chain have emerged as an alternative method to obtain good compatibility between this class of conjugated polymers and electron acceptor compounds. The aim is to prevent phase segregation and to improve the efficiency of the polythiophene technological devices. However, homopolymers synthesized from thiophene rings with high polar groups at the end of the side-chain, such as hydroxyl and carboxylic acid groups, are poorly soluble in common volatile organic solvents. We report on a systematic preparation of copolymers of 3-hexylthiophene (HT) and thiophene-3-acetic acid (TAA), using different feed ratios. The chemical structures of the copolymers were confirmed by FTIR and ¹H-NMR. The TAA content in these copolymers were 33, 38 and 54 mol %. HPSEC results did not show any remarkable correlation with TAA contents in the copolymers. In contrast, the thermal analyses showed a decrease in the thermal stability and an increase in rigidity of their backbones, for the copolymers with high amounts of TAA. The solubility and optical property of copolymers were also related to the TAA contents. Thus, the properties of these copolymers can be modulated by a simple control of feed ratio of TAA in the copolymerization. |
publishDate |
2014 |
dc.date.none.fl_str_mv |
2014-01-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-14282014000700007 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-14282014000700007 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.4322/polimeros.2014.049 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Associação Brasileira de Polímeros |
publisher.none.fl_str_mv |
Associação Brasileira de Polímeros |
dc.source.none.fl_str_mv |
Polímeros v.24 n.spe 2014 reponame:Polímeros (São Carlos. Online) instname:Associação Brasileira de Polímeros (ABPol) instacron:ABPO |
instname_str |
Associação Brasileira de Polímeros (ABPol) |
instacron_str |
ABPO |
institution |
ABPO |
reponame_str |
Polímeros (São Carlos. Online) |
collection |
Polímeros (São Carlos. Online) |
repository.name.fl_str_mv |
Polímeros (São Carlos. Online) - Associação Brasileira de Polímeros (ABPol) |
repository.mail.fl_str_mv |
||revista@abpol.org.br |
_version_ |
1754212588677234688 |