Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000800021 |
Resumo: | A new family of thiazoline and thiazole esters has been synthesized and their thermal properties are presented and discussed. Thiazoline esters were obtained by cyclization reaction from 4-substituted benzenenitrile and amino acid L-cysteine followed by esterification reaction with selected alcohols and phenol. Subsequent oxidation step to transform thiazoline esters into thiazole esters was applied mediated by BrCCl3/DBU. The final thiazoline and thiazole esters are composed by terminal flexible hydrogenated alkyl chain from one side and to the other side by terminal segments of flexible alkyl chains (hydrogenated chain), (perfluoralkyl)alkyl chains (semifluorinated alkane) p-alkoxyphenyl chains. Some liquid crystals compounds for thiazoline and thiazole esters showed to be relevant. One of the thiazoline esters display a monotropic smectic A (SmA) mesophase while some thiazole esters show stable SmA mesophase. As expected semifluorinated alkane chain induce the formation of orthogonal mesophase by means of segregation effect. |
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Journal of the Brazilian Chemical Society (Online) |
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Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal propertiesthiazoline and thiazole estersliquid crystalssemifluorinated alkane and SmA mesophaseA new family of thiazoline and thiazole esters has been synthesized and their thermal properties are presented and discussed. Thiazoline esters were obtained by cyclization reaction from 4-substituted benzenenitrile and amino acid L-cysteine followed by esterification reaction with selected alcohols and phenol. Subsequent oxidation step to transform thiazoline esters into thiazole esters was applied mediated by BrCCl3/DBU. The final thiazoline and thiazole esters are composed by terminal flexible hydrogenated alkyl chain from one side and to the other side by terminal segments of flexible alkyl chains (hydrogenated chain), (perfluoralkyl)alkyl chains (semifluorinated alkane) p-alkoxyphenyl chains. Some liquid crystals compounds for thiazoline and thiazole esters showed to be relevant. One of the thiazoline esters display a monotropic smectic A (SmA) mesophase while some thiazole esters show stable SmA mesophase. As expected semifluorinated alkane chain induce the formation of orthogonal mesophase by means of segregation effect.Sociedade Brasileira de Química2014-08-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000800021Journal of the Brazilian Chemical Society v.25 n.8 2014reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20140132info:eu-repo/semantics/openAccessSchneider,Juliana M. F. M.Sales,Eric S.Livotto,Paolo R.Schneider,Paulo H.Merlo,Aloir A.eng2014-08-04T00:00:00Zoai:scielo:S0103-50532014000800021Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2014-08-04T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
title |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
spellingShingle |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties Schneider,Juliana M. F. M. thiazoline and thiazole esters liquid crystals semifluorinated alkane and SmA mesophase |
title_short |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
title_full |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
title_fullStr |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
title_full_unstemmed |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
title_sort |
Synthesis of new family of thiazoline and thiazole esters and investigation of their thermal properties |
author |
Schneider,Juliana M. F. M. |
author_facet |
Schneider,Juliana M. F. M. Sales,Eric S. Livotto,Paolo R. Schneider,Paulo H. Merlo,Aloir A. |
author_role |
author |
author2 |
Sales,Eric S. Livotto,Paolo R. Schneider,Paulo H. Merlo,Aloir A. |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Schneider,Juliana M. F. M. Sales,Eric S. Livotto,Paolo R. Schneider,Paulo H. Merlo,Aloir A. |
dc.subject.por.fl_str_mv |
thiazoline and thiazole esters liquid crystals semifluorinated alkane and SmA mesophase |
topic |
thiazoline and thiazole esters liquid crystals semifluorinated alkane and SmA mesophase |
description |
A new family of thiazoline and thiazole esters has been synthesized and their thermal properties are presented and discussed. Thiazoline esters were obtained by cyclization reaction from 4-substituted benzenenitrile and amino acid L-cysteine followed by esterification reaction with selected alcohols and phenol. Subsequent oxidation step to transform thiazoline esters into thiazole esters was applied mediated by BrCCl3/DBU. The final thiazoline and thiazole esters are composed by terminal flexible hydrogenated alkyl chain from one side and to the other side by terminal segments of flexible alkyl chains (hydrogenated chain), (perfluoralkyl)alkyl chains (semifluorinated alkane) p-alkoxyphenyl chains. Some liquid crystals compounds for thiazoline and thiazole esters showed to be relevant. One of the thiazoline esters display a monotropic smectic A (SmA) mesophase while some thiazole esters show stable SmA mesophase. As expected semifluorinated alkane chain induce the formation of orthogonal mesophase by means of segregation effect. |
publishDate |
2014 |
dc.date.none.fl_str_mv |
2014-08-01 |
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=S0103-50532014000800021 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532014000800021 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.5935/0103-5053.20140132 |
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 |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.25 n.8 2014 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318176196886528 |