Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Repositório Institucional da UFG |
Texto Completo: | http://repositorio.bc.ufg.br/tede/handle/tede/10530 |
Resumo: | Carbon dioxide is an abundant and renewable source of carbon, which can be used to replace fossil resources in the synthesis of various substances. This work aims to develop a catalytic system, using complexes with benzothiazole-derived ligands, for the synthesis of cyclic carbonates by the chemical fixation of CO2 by reaction with epoxides. The ligands 2-(2-hydroxyphenyl)-benzothiazole (L1) and 2-(2-pyridyl)-benzothiazole (L2) were used in the synthesis of eight complexes with the metals Zn(II) (7a and 8a), Co(II) (7b and 8b), Ni(II) (7c and 8c) and Mn(II) (7d and 8d). The synthesized compounds were characterized by nuclear magnetic resonance, elemental analysis, infrared and UV-vis absorption spectroscopy and thermal analysis. Initially, all complexes were active catalysts in the cycloaddition reaction between CO2 and propylene oxide for the production of the respective cyclic carbonate with high selectivity and conversions of 15% to 48%, under high pressure conditions. Under the same conditions, the control experiment converted only 2% of the epoxide. The catalytic system with complex Zn(L1)2 (8a) was the most active, so this complex was used in the optimization of the reaction by evaluating the following parameters: pressure, time, temperature, catalyst load and type of cocatalyst. The optimum condition was used in reactions with different epoxides, producing the respective cyclic carbonates with high conversion values. This is the first work to report a catalytic system that uses complexes with benzothiazole ligands for the synthesis of cyclic carbonates from CO2 and epoxides, demonstrating its efficiency in the chemical fixation of CO2. |
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Chagas, Rafael Pavão dashttp://lattes.cnpq.br/9712618482518275Chagas, Rafael Pavão dasMilani, Jorge Luiz SônegoCastro, Danielle Cangussu dehttp://lattes.cnpq.br/1028885076995749Mata, Álvaro Farias Arruda da2020-09-02T15:32:36Z2020-09-02T15:32:36Z2020-02-14MATA, Álvaro Farias Arruda da. Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois. 2020. 89 f. Dissertação (Mestrado em Química) - Universidade Federal de Goiás, Goiânia, 2020.http://repositorio.bc.ufg.br/tede/handle/tede/10530ark:/38995/0013000009hs2Carbon dioxide is an abundant and renewable source of carbon, which can be used to replace fossil resources in the synthesis of various substances. This work aims to develop a catalytic system, using complexes with benzothiazole-derived ligands, for the synthesis of cyclic carbonates by the chemical fixation of CO2 by reaction with epoxides. The ligands 2-(2-hydroxyphenyl)-benzothiazole (L1) and 2-(2-pyridyl)-benzothiazole (L2) were used in the synthesis of eight complexes with the metals Zn(II) (7a and 8a), Co(II) (7b and 8b), Ni(II) (7c and 8c) and Mn(II) (7d and 8d). The synthesized compounds were characterized by nuclear magnetic resonance, elemental analysis, infrared and UV-vis absorption spectroscopy and thermal analysis. Initially, all complexes were active catalysts in the cycloaddition reaction between CO2 and propylene oxide for the production of the respective cyclic carbonate with high selectivity and conversions of 15% to 48%, under high pressure conditions. Under the same conditions, the control experiment converted only 2% of the epoxide. The catalytic system with complex Zn(L1)2 (8a) was the most active, so this complex was used in the optimization of the reaction by evaluating the following parameters: pressure, time, temperature, catalyst load and type of cocatalyst. The optimum condition was used in reactions with different epoxides, producing the respective cyclic carbonates with high conversion values. This is the first work to report a catalytic system that uses complexes with benzothiazole ligands for the synthesis of cyclic carbonates from CO2 and epoxides, demonstrating its efficiency in the chemical fixation of CO2.O dióxido de carbono é uma fonte abundante e renovável de carbono presente na natureza, e que pode ser utilizado em substituição a fontes fósseis na síntese de diversas substâncias. O presente trabalho visa o desenvolvimento de um sistema catalítico, utilizando complexos com ligantes do tipo benzotiazóis, para a síntese de carbonatos cíclicos a partir da fixação química de CO2 por reação com epóxidos. Os ligantes 2-(2-hidroxifenil)-benzotiazol (L1) e 2-(2-piridil)-benzotiazol (L2) foram utilizados na síntese de oito complexos com os metais Zn(II) (7a e 8a), Co(II) (7b e 8b), Ni(II) (7c e 8c) e Mn(II) (7d e 8d). Os compostos sintetizados foram caracterizados por ressonância magnética nuclear, análise elementar, espectroscopia de absorção na região do infravermelho e UV-vis e analises térmicas. Inicialmente, todos os complexos foram catalisadores ativos na reação de cicloadição entre CO2 e óxido de propileno para a produção do respectivo carbonato cíclico com alta seletividade e conversões de 15% a 48%, em condições de alta pressão. Nas mesmas condições, o experimento de controle converteu apenas 2% do epóxido. O sistema catalítico com o complexo Zn(L1)2 (8a) foi o mais ativo, sendo este complexo utilizado na otimização da reação avaliando-se os seguintes parâmetros: pressão, tempo, temperatura, carga de catalisador e tipo de cocatalisador. A condição ótima foi utilizada em reações com diferentes epóxidos, produzindo os respectivos carbonatos cíclicos com altos valores de conversão. Este é o primeiro trabalho a reportar um sistema catalítico que utiliza complexos com ligantes benzotiazóis para a síntese de carbonatos cíclicos a partir de CO2 e epóxidos, demonstrando a sua eficiência na fixação química de CO2.Submitted by Marlene Santos (marlene.bc.ufg@gmail.com) on 2020-09-01T19:38:12Z No. of bitstreams: 2 Dissertação - Álvaro Farias Arruda da Mata - 2020.pdf: 3702090 bytes, checksum: ac6660f86e38a01577943921ee3a8e94 (MD5) license_rdf: 811 bytes, checksum: e39d27027a6cc9cb039ad269a5db8e34 (MD5)Approved for entry into archive by Luciana Ferreira (lucgeral@gmail.com) on 2020-09-02T15:32:36Z (GMT) No. of bitstreams: 2 Dissertação - Álvaro Farias Arruda da Mata - 2020.pdf: 3702090 bytes, checksum: ac6660f86e38a01577943921ee3a8e94 (MD5) license_rdf: 811 bytes, checksum: e39d27027a6cc9cb039ad269a5db8e34 (MD5)Made available in DSpace on 2020-09-02T15:32:36Z (GMT). No. of bitstreams: 2 Dissertação - Álvaro Farias Arruda da Mata - 2020.pdf: 3702090 bytes, checksum: ac6660f86e38a01577943921ee3a8e94 (MD5) license_rdf: 811 bytes, checksum: e39d27027a6cc9cb039ad269a5db8e34 (MD5) Previous issue date: 2020-02-14Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESporUniversidade Federal de GoiásPrograma de Pós-graduação em Química (IQ)UFGBrasilInstituto de Química - IQ (RG)Attribution-NonCommercial-NoDerivs 3.0 Brazilhttp://creativecommons.org/licenses/by-nc-nd/3.0/br/info:eu-repo/semantics/openAccessCatáliseDióxido de carbonoComplexo,BenzotiazolCatalysisCarbon dioxideComplexBenzothiazoleCIENCIAS EXATAS E DA TERRA::QUIMICA::FISICO-QUIMICASíntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazoisSynthesis of cyclic carbonates from CO2 and epoxides catalyzed by metal complexes with benzothiazoic ligandsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis805005005005003010921reponame:Repositório Institucional da UFGinstname:Universidade Federal de Goiás (UFG)instacron:UFGORIGINALDissertação - Álvaro Farias Arruda da Mata - 2020.pdfDissertação - Álvaro Farias Arruda da Mata - 2020.pdfapplication/pdf3702090http://repositorio.bc.ufg.br/tede/bitstreams/9e62ff2f-348c-493c-8f29-cbc616524d53/downloadac6660f86e38a01577943921ee3a8e94MD53LICENSElicense.txtlicense.txttext/plain; charset=utf-81748http://repositorio.bc.ufg.br/tede/bitstreams/58880998-4ef4-49e9-979a-90410696ef2c/download8a4605be74aa9ea9d79846c1fba20a33MD51CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8811http://repositorio.bc.ufg.br/tede/bitstreams/423eaa57-c1d0-4703-b6f4-f2622ff7af70/downloade39d27027a6cc9cb039ad269a5db8e34MD52tede/105302020-09-02 12:32:36.469http://creativecommons.org/licenses/by-nc-nd/3.0/br/Attribution-NonCommercial-NoDerivs 3.0 Brazilopen.accessoai:repositorio.bc.ufg.br:tede/10530http://repositorio.bc.ufg.br/tedeRepositório InstitucionalPUBhttp://repositorio.bc.ufg.br/oai/requesttasesdissertacoes.bc@ufg.bropendoar:2020-09-02T15:32:36Repositório Institucional da UFG - Universidade Federal de Goiás (UFG)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 |
dc.title.pt_BR.fl_str_mv |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
dc.title.alternative.eng.fl_str_mv |
Synthesis of cyclic carbonates from CO2 and epoxides catalyzed by metal complexes with benzothiazoic ligands |
title |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
spellingShingle |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois Mata, Álvaro Farias Arruda da Catálise Dióxido de carbono Complexo, Benzotiazol Catalysis Carbon dioxide Complex Benzothiazole CIENCIAS EXATAS E DA TERRA::QUIMICA::FISICO-QUIMICA |
title_short |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
title_full |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
title_fullStr |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
title_full_unstemmed |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
title_sort |
Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois |
author |
Mata, Álvaro Farias Arruda da |
author_facet |
Mata, Álvaro Farias Arruda da |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Chagas, Rafael Pavão das |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/9712618482518275 |
dc.contributor.referee1.fl_str_mv |
Chagas, Rafael Pavão das |
dc.contributor.referee2.fl_str_mv |
Milani, Jorge Luiz Sônego |
dc.contributor.referee3.fl_str_mv |
Castro, Danielle Cangussu de |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/1028885076995749 |
dc.contributor.author.fl_str_mv |
Mata, Álvaro Farias Arruda da |
contributor_str_mv |
Chagas, Rafael Pavão das Chagas, Rafael Pavão das Milani, Jorge Luiz Sônego Castro, Danielle Cangussu de |
dc.subject.por.fl_str_mv |
Catálise Dióxido de carbono Complexo, Benzotiazol |
topic |
Catálise Dióxido de carbono Complexo, Benzotiazol Catalysis Carbon dioxide Complex Benzothiazole CIENCIAS EXATAS E DA TERRA::QUIMICA::FISICO-QUIMICA |
dc.subject.eng.fl_str_mv |
Catalysis Carbon dioxide Complex Benzothiazole |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA::FISICO-QUIMICA |
description |
Carbon dioxide is an abundant and renewable source of carbon, which can be used to replace fossil resources in the synthesis of various substances. This work aims to develop a catalytic system, using complexes with benzothiazole-derived ligands, for the synthesis of cyclic carbonates by the chemical fixation of CO2 by reaction with epoxides. The ligands 2-(2-hydroxyphenyl)-benzothiazole (L1) and 2-(2-pyridyl)-benzothiazole (L2) were used in the synthesis of eight complexes with the metals Zn(II) (7a and 8a), Co(II) (7b and 8b), Ni(II) (7c and 8c) and Mn(II) (7d and 8d). The synthesized compounds were characterized by nuclear magnetic resonance, elemental analysis, infrared and UV-vis absorption spectroscopy and thermal analysis. Initially, all complexes were active catalysts in the cycloaddition reaction between CO2 and propylene oxide for the production of the respective cyclic carbonate with high selectivity and conversions of 15% to 48%, under high pressure conditions. Under the same conditions, the control experiment converted only 2% of the epoxide. The catalytic system with complex Zn(L1)2 (8a) was the most active, so this complex was used in the optimization of the reaction by evaluating the following parameters: pressure, time, temperature, catalyst load and type of cocatalyst. The optimum condition was used in reactions with different epoxides, producing the respective cyclic carbonates with high conversion values. This is the first work to report a catalytic system that uses complexes with benzothiazole ligands for the synthesis of cyclic carbonates from CO2 and epoxides, demonstrating its efficiency in the chemical fixation of CO2. |
publishDate |
2020 |
dc.date.accessioned.fl_str_mv |
2020-09-02T15:32:36Z |
dc.date.available.fl_str_mv |
2020-09-02T15:32:36Z |
dc.date.issued.fl_str_mv |
2020-02-14 |
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 |
MATA, Álvaro Farias Arruda da. Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois. 2020. 89 f. Dissertação (Mestrado em Química) - Universidade Federal de Goiás, Goiânia, 2020. |
dc.identifier.uri.fl_str_mv |
http://repositorio.bc.ufg.br/tede/handle/tede/10530 |
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ark:/38995/0013000009hs2 |
identifier_str_mv |
MATA, Álvaro Farias Arruda da. Síntese de carbonatos cíclicos a partir de CO2 e epóxidos catalisada por complexos metálicos com ligantes benzotiazois. 2020. 89 f. Dissertação (Mestrado em Química) - Universidade Federal de Goiás, Goiânia, 2020. ark:/38995/0013000009hs2 |
url |
http://repositorio.bc.ufg.br/tede/handle/tede/10530 |
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por |
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Universidade Federal de Goiás |
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Universidade Federal de Goiás |
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