Catalisadores heterogêneos para produção de chalconas: reação de condensação de Claisen-Schmidt

Detalhes bibliográficos
Ano de defesa: 2016
Autor(a) principal: Winter, Caroline lattes
Orientador(a): Alonso, Christian Gonçalves lattes
Banca de defesa: Alonso, Christian Gonçalves, Pérez, Caridad Noda, Machado, Nádia Regina Camargo Fernandes, Oliveira, Guilherme Roberto de
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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spelling 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:Repositório Institucional 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
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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.
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publisher.none.fl_str_mv Universidade Federal de Goiás
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