Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt
Ano de defesa: | 2016 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , , , |
Tipo de documento: | Dissertação |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal de Goiás
|
Programa de Pós-Graduação: |
Programa de Pós-graduação em Engenharia Química (IQ)
|
Departamento: |
Instituto de Química - IQ (RG)
|
País: |
Brasil
|
Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.bc.ufg.br/tede/handle/tede/5692 |
Resumo: | The members of flavonoids and chalcones family have attracted great interest because of their pharmacological applications as antibacterial, anti-inflammatory and anticarcinogenicagents, and are commonly synthesized by Claisen-Schmidt condensation between acetophenone and benzaldehyde derivatives. This reaction is usually catalyzed under homogeneous conditions which present, however, several drawbacks such as catalyst recovery and waste disposal problems. This work proposes the use of a variety of heterogeneous catalysts to achieve good results for condensation Claisen-Schmidt reaction in terms of conversion and chalcones selectivity, when compared to the homogeneous catalysis. Two groups of catalysts were tested: metal oxides and activated carbons. Magnesium oxide catalysts were prepared by hydrothermal treatment and magnesium, niobium, lanthanum and titanium oxides by rehydration of commercial precursors, all methods followed and not followed by cesium impregnation. The activated carbons used as catalysts were Babassu, Bahia Coconut, ox bone and Dendê, raw and treated with sodium hydroxide. The catalysts were characterized by scanning and transmission electron microscopy, thermogravimetric analysis, differential thermal analysis, determination of the specific superficial area by the adsorption/desorption of N2 at 77 K method, infrared spectroscopy, X-ray diffraction and temperature-programmed desorption of CO2 and NH3. The basic sites of carbons were quantified by Boehm Method. Finally, the performance of the catalysts was evaluated on the Claisen-Schmidt reaction between Acetophenone and 4-nitrobenzaldehyde, and the conversion was quantified by high performance liquid chromatography. The best catalyst was treated babassu activated carbon, whose conversion achieved was 92,38%. |
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Alonso, Christian Gonçalveshttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4777466U2Pérez, Caridad Nodahttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4792149E3Alonso, Christian GonçalvesPérez, Caridad NodaMachado, Nádia Regina Camargo FernandesOliveira, Guilherme Roberto dehttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4406859Y6Winter, Caroline2016-06-28T12:15:36Z2016-03-07WINTER, C. Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt. 2016. 142 f. Dissertação (Mestrado em Engenharia Química) - Universidade Federal de Goiás, Goiânia, 2016.http://repositorio.bc.ufg.br/tede/handle/tede/5692The members of flavonoids and chalcones family have attracted great interest because of their pharmacological applications as antibacterial, anti-inflammatory and anticarcinogenicagents, and are commonly synthesized by Claisen-Schmidt condensation between acetophenone and benzaldehyde derivatives. This reaction is usually catalyzed under homogeneous conditions which present, however, several drawbacks such as catalyst recovery and waste disposal problems. This work proposes the use of a variety of heterogeneous catalysts to achieve good results for condensation Claisen-Schmidt reaction in terms of conversion and chalcones selectivity, when compared to the homogeneous catalysis. Two groups of catalysts were tested: metal oxides and activated carbons. Magnesium oxide catalysts were prepared by hydrothermal treatment and magnesium, niobium, lanthanum and titanium oxides by rehydration of commercial precursors, all methods followed and not followed by cesium impregnation. The activated carbons used as catalysts were Babassu, Bahia Coconut, ox bone and Dendê, raw and treated with sodium hydroxide. The catalysts were characterized by scanning and transmission electron microscopy, thermogravimetric analysis, differential thermal analysis, determination of the specific superficial area by the adsorption/desorption of N2 at 77 K method, infrared spectroscopy, X-ray diffraction and temperature-programmed desorption of CO2 and NH3. The basic sites of carbons were quantified by Boehm Method. Finally, the performance of the catalysts was evaluated on the Claisen-Schmidt reaction between Acetophenone and 4-nitrobenzaldehyde, and the conversion was quantified by high performance liquid chromatography. The best catalyst was treated babassu activated carbon, whose conversion achieved was 92,38%.Os membros da família das chalconas e flavonóides têm despertado um grande interesse devido às suas aplicações como agentes farmacológicos, antibacterianos, anti-inflamatórios e anticarcinogênicos, sendo comumente sintetizados via condensação de Claisen-Schmidt entre derivados de acetofenona e de benzaldeído. Esta reação é catalisada normalmente sob condições homogêneas, que apresentam, no entanto, vários inconvenientes, tais como a recuperação do catalisador e problemas de destinação de resíduos. Neste trabalho foi proposto o uso de uma série de catalisadores heterogêneos para se alcançar bons resultados para a reação de condensação de Claisen-Schmidt, em termos de conversão e seletividade de derivados de chalconas, quando comparados à catálise homogênea. Foram testados dois grupos de catalisadores: óxidos metálicos e carvões ativados. Prepararam-se catalisadores de óxido de magnésio por tratamento hidrotérmico e óxidos de magnésio, nióbio, lantânio e titânio por reidratação de precursores comerciais, todos os métodos seguidos e não seguidos por impregnação de césio. Os carvões ativados utilizados como catalisadores foram de babaçu, coco da Bahia, osso de boi e dendê brutos e tratados com hidróxido de sódio. Os catalisadores foram caracterizados por microscopia eletrônica de varredura e transmissão, análise termogravimétrica, análise térmica diferencial, determinação de área superficial específica por análise textural de adsorção/dessorção de N2 a 77 K, espectroscopia de infravermelho, difração de raios X e dessorção à temperatura programada de CO2 e NH3. Os sítios básicos dos carvões foram quantificados pelo método de Boehm. Finalmente, o desempenho dos catalisadores foi avaliado na reação de Claisen-Schmidt entre Acetofenona e 4-Nitrobenzaldeído, sendo a conversão quantificada por cromatografia líquida de alta eficiência. O melhor catalisador foi o de carvão de babaçu tratado, cuja conversão alcançada foi de 92,38%.Submitted by Marlene Santos (marlene.bc.ufg@gmail.com) on 2016-06-15T19:31:26Z No. of bitstreams: 2 Dissertação - Caroline Winter - 2016.pdf: 7433726 bytes, checksum: bf2a1b900a9af4a614fcafcacca772fa (MD5) license_rdf: 19874 bytes, checksum: 38cb62ef53e6f513db2fb7e337df6485 (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2016-06-28T12:15:36Z (GMT) No. of bitstreams: 2 Dissertação - Caroline Winter - 2016.pdf: 7433726 bytes, checksum: bf2a1b900a9af4a614fcafcacca772fa (MD5) license_rdf: 19874 bytes, checksum: 38cb62ef53e6f513db2fb7e337df6485 (MD5)Made available in DSpace on 2016-06-28T12:15:36Z (GMT). No. of bitstreams: 2 Dissertação - Caroline Winter - 2016.pdf: 7433726 bytes, checksum: bf2a1b900a9af4a614fcafcacca772fa (MD5) license_rdf: 19874 bytes, checksum: 38cb62ef53e6f513db2fb7e337df6485 (MD5) Previous issue date: 2016-03-07Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfporUniversidade Federal de GoiásPrograma de Pós-graduação em Engenharia Química (IQ)UFGBrasilInstituto de Química - IQ (RG)http://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessCatálise heterogêneaChalconaCarvões ativadosÓxidos metálicosClaisen-SchmidtHeterogeneous catalysisChalconeActivated carbonsMetal oxidesENGENHARIAS::ENGENHARIA QUIMICACatalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-SchmidtHeterogeneous catalysts for chalcones production: Claisen-Schmidt condensation reactioninfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis34814965011584600786006006006007826066743741197278-18486402610968708782075167498588264571reponame:Biblioteca Digital de Teses e Dissertações da UFGinstname:Universidade Federal de Goiás (UFG)instacron:UFGCC-LICENSElicense_urllicense_urltext/plain; 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dc.title.por.fl_str_mv |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
dc.title.alternative.eng.fl_str_mv |
Heterogeneous catalysts for chalcones production: Claisen-Schmidt condensation reaction |
title |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
spellingShingle |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt Winter, Caroline Catálise heterogênea Chalcona Carvões ativados Óxidos metálicos Claisen-Schmidt Heterogeneous catalysis Chalcone Activated carbons Metal oxides ENGENHARIAS::ENGENHARIA QUIMICA |
title_short |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
title_full |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
title_fullStr |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
title_full_unstemmed |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
title_sort |
Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt |
author |
Winter, Caroline |
author_facet |
Winter, Caroline |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Alonso, Christian Gonçalves |
dc.contributor.advisor1Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4777466U2 |
dc.contributor.advisor-co1.fl_str_mv |
Pérez, Caridad Noda |
dc.contributor.advisor-co1Lattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4792149E3 |
dc.contributor.referee1.fl_str_mv |
Alonso, Christian Gonçalves |
dc.contributor.referee2.fl_str_mv |
Pérez, Caridad Noda |
dc.contributor.referee3.fl_str_mv |
Machado, Nádia Regina Camargo Fernandes |
dc.contributor.referee4.fl_str_mv |
Oliveira, Guilherme Roberto de |
dc.contributor.authorLattes.fl_str_mv |
http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4406859Y6 |
dc.contributor.author.fl_str_mv |
Winter, Caroline |
contributor_str_mv |
Alonso, Christian Gonçalves Pérez, Caridad Noda Alonso, Christian Gonçalves Pérez, Caridad Noda Machado, Nádia Regina Camargo Fernandes Oliveira, Guilherme Roberto de |
dc.subject.por.fl_str_mv |
Catálise heterogênea Chalcona Carvões ativados Óxidos metálicos Claisen-Schmidt |
topic |
Catálise heterogênea Chalcona Carvões ativados Óxidos metálicos Claisen-Schmidt Heterogeneous catalysis Chalcone Activated carbons Metal oxides ENGENHARIAS::ENGENHARIA QUIMICA |
dc.subject.eng.fl_str_mv |
Heterogeneous catalysis Chalcone Activated carbons Metal oxides |
dc.subject.cnpq.fl_str_mv |
ENGENHARIAS::ENGENHARIA QUIMICA |
description |
The members of flavonoids and chalcones family have attracted great interest because of their pharmacological applications as antibacterial, anti-inflammatory and anticarcinogenicagents, and are commonly synthesized by Claisen-Schmidt condensation between acetophenone and benzaldehyde derivatives. This reaction is usually catalyzed under homogeneous conditions which present, however, several drawbacks such as catalyst recovery and waste disposal problems. This work proposes the use of a variety of heterogeneous catalysts to achieve good results for condensation Claisen-Schmidt reaction in terms of conversion and chalcones selectivity, when compared to the homogeneous catalysis. Two groups of catalysts were tested: metal oxides and activated carbons. Magnesium oxide catalysts were prepared by hydrothermal treatment and magnesium, niobium, lanthanum and titanium oxides by rehydration of commercial precursors, all methods followed and not followed by cesium impregnation. The activated carbons used as catalysts were Babassu, Bahia Coconut, ox bone and Dendê, raw and treated with sodium hydroxide. The catalysts were characterized by scanning and transmission electron microscopy, thermogravimetric analysis, differential thermal analysis, determination of the specific superficial area by the adsorption/desorption of N2 at 77 K method, infrared spectroscopy, X-ray diffraction and temperature-programmed desorption of CO2 and NH3. The basic sites of carbons were quantified by Boehm Method. Finally, the performance of the catalysts was evaluated on the Claisen-Schmidt reaction between Acetophenone and 4-nitrobenzaldehyde, and the conversion was quantified by high performance liquid chromatography. The best catalyst was treated babassu activated carbon, whose conversion achieved was 92,38%. |
publishDate |
2016 |
dc.date.accessioned.fl_str_mv |
2016-06-28T12:15:36Z |
dc.date.issued.fl_str_mv |
2016-03-07 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
WINTER, C. Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt. 2016. 142 f. Dissertação (Mestrado em Engenharia Química) - Universidade Federal de Goiás, Goiânia, 2016. |
dc.identifier.uri.fl_str_mv |
http://repositorio.bc.ufg.br/tede/handle/tede/5692 |
identifier_str_mv |
WINTER, C. Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt. 2016. 142 f. Dissertação (Mestrado em Engenharia Química) - Universidade Federal de Goiás, Goiânia, 2016. |
url |
http://repositorio.bc.ufg.br/tede/handle/tede/5692 |
dc.language.iso.fl_str_mv |
por |
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por |
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3481496501158460078 |
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600 600 600 600 |
dc.relation.department.fl_str_mv |
7826066743741197278 |
dc.relation.cnpq.fl_str_mv |
-1848640261096870878 |
dc.relation.sponsorship.fl_str_mv |
2075167498588264571 |
dc.rights.driver.fl_str_mv |
http://creativecommons.org/licenses/by/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
http://creativecommons.org/licenses/by/4.0/ |
eu_rights_str_mv |
openAccess |
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application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Federal de Goiás |
dc.publisher.program.fl_str_mv |
Programa de Pós-graduação em Engenharia Química (IQ) |
dc.publisher.initials.fl_str_mv |
UFG |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Instituto de Química - IQ (RG) |
publisher.none.fl_str_mv |
Universidade Federal de Goiás |
dc.source.none.fl_str_mv |
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Biblioteca Digital de Teses e Dissertações da UFG - Universidade Federal de Goiás (UFG) |
repository.mail.fl_str_mv |
tesesdissertacoes.bc@ufg.br ||tesesdissertacoes.bc@ufg.br |
_version_ |
1797047670897901568 |