Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos
Ano de defesa: | 2022 |
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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 Santa Maria
Centro de Ciências Naturais e Exatas |
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química
|
Departamento: |
Química
|
País: |
Brasil
|
Palavras-chave em Português: | |
Palavras-chave em Inglês: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://repositorio.ufsm.br/handle/1/29953 |
Resumo: | This work presents the results obtained for the synthesis, structural characterization and evaluation of the photophysical properties, in solution and in the solid state, of a series of nine specimens of 1,1-difluoro-3-aryl-6-aryl(heteroaryl)-1H-1λ4 ,8λ4 -[1,3,4]oxadiazolo[3,2- c][1,3,5,2]oxadiazaborinines (6). Aiming to achieve the objectives of this dissertation, initially a series of (E)-2-aryl(heteroaryl)-idenohydrazine-1-carboxyamides (semicarbazones 2) was synthesized, starting from condensation reactions between aryl aldehydes (1) and semicarbazide. In sequence, a series of 2-amino-5-aryl(heteroaryl)-1,3,4-oxadiazoles (3) was obtained, after performing oxidative cyclization reactions of the initial semicarbazones (2) in the presence of elemental bromine (Br2) as an oxidizing agent. Next, the series of 5- aryl(heteroaryl)-2-amino-1,3,4-oxadiazoles (3) was then converted to the respective N-(5- aryl(heteroaryl)-1,3,4-oxadiazol-2-yl)benzamides (5) from N-acylation reactions employing selected acyl chlorides 4. Finally, the benzamides 5 were successfully used in reactions with BF3.OEt2 for the synthesis of a series of difluoro-organoboro derivatives 6, targets of this dissertation, in 37 _ 91% of yield. Structural characterization was performed by means of 1H, 13C, 11B and 19F NMR and infrared spectroscopic analysis, single-crystal X-ray diffraction and high-resolution mass spectrometry (HRMS) and/or elemental analysis (CHN). Subsequently, the oxadiazaborinine 6 series was evaluated for its absorption and emission photophysical properties in solution and in the solid state. Results regarding fluorescence quantum yield, Stokes shift and cyclic voltammetry were obtained and discussed. In addition, time-dependent density functional theory (TD-DFT) calculations were performed for the heterocycles 6, which were obtained synthetically and the results were compared with theoretical data and thermogravimetric analyses complemented the present study by verifying the thermal stability of these new difluor-organoboron derivatives. |
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2023-08-16T21:04:30Z2023-08-16T21:04:30Z2022-03-21http://repositorio.ufsm.br/handle/1/29953This work presents the results obtained for the synthesis, structural characterization and evaluation of the photophysical properties, in solution and in the solid state, of a series of nine specimens of 1,1-difluoro-3-aryl-6-aryl(heteroaryl)-1H-1λ4 ,8λ4 -[1,3,4]oxadiazolo[3,2- c][1,3,5,2]oxadiazaborinines (6). Aiming to achieve the objectives of this dissertation, initially a series of (E)-2-aryl(heteroaryl)-idenohydrazine-1-carboxyamides (semicarbazones 2) was synthesized, starting from condensation reactions between aryl aldehydes (1) and semicarbazide. In sequence, a series of 2-amino-5-aryl(heteroaryl)-1,3,4-oxadiazoles (3) was obtained, after performing oxidative cyclization reactions of the initial semicarbazones (2) in the presence of elemental bromine (Br2) as an oxidizing agent. Next, the series of 5- aryl(heteroaryl)-2-amino-1,3,4-oxadiazoles (3) was then converted to the respective N-(5- aryl(heteroaryl)-1,3,4-oxadiazol-2-yl)benzamides (5) from N-acylation reactions employing selected acyl chlorides 4. Finally, the benzamides 5 were successfully used in reactions with BF3.OEt2 for the synthesis of a series of difluoro-organoboro derivatives 6, targets of this dissertation, in 37 _ 91% of yield. Structural characterization was performed by means of 1H, 13C, 11B and 19F NMR and infrared spectroscopic analysis, single-crystal X-ray diffraction and high-resolution mass spectrometry (HRMS) and/or elemental analysis (CHN). Subsequently, the oxadiazaborinine 6 series was evaluated for its absorption and emission photophysical properties in solution and in the solid state. Results regarding fluorescence quantum yield, Stokes shift and cyclic voltammetry were obtained and discussed. In addition, time-dependent density functional theory (TD-DFT) calculations were performed for the heterocycles 6, which were obtained synthetically and the results were compared with theoretical data and thermogravimetric analyses complemented the present study by verifying the thermal stability of these new difluor-organoboron derivatives.Este trabalho apresenta os resultados obtidos para a síntese, caracterização estrutural e avaliação das propriedades fotofísicas, em solução e no estado sólido, de uma série de nove exemplares de 1,1-diflúor-3-aril-6-aril(heteroaril)-1H-1λ4 ,8λ4 -[1,3,4]oxadiazolo[3,2-c][1,3 ,5,2]oxadiazaborininos (6). Visando atingir os objetivos desta dissertação, inicialmente foi sintetizada uma série de (E)-2-aril(heteroaril)-idenohidrazina-1-carboxiamidas (semicarbazonas 2), partindo de reações de condensação entre aril aldeídos (1) e semicarbazida. Em sequência, uma série de 2-amino-5-aril(heteroaril)-1,3,4-oxadiazóis (3) foi obtida, após realizar reações de ciclização oxidativa das semicarbazonas iniciais (2) na presença de bromo elementar (Br2) como agente oxidante. A seguir, a série de 5- aril(heteroaril)-2-amino-1,3,4-oxadiazóis (3) foi, então convertida às respectivas N-(5- aril(heteroaril)-1,3,4-oxadiazol-2-il)benzamidas (5) a partir de reações de N-acilação empregando cloretos de acila selecionados 4. Finalmente, as benzamidas 5 foram utilizadas com êxito para a síntese de diflúor-organoboro derivados 6, alvos desta dissertação, em reações com BF3.OEt2 e em rendimentos de 37 – 91%. A caracterização estrutural foi realizada por meio de análises espectroscópicas de RMN de 1H, 13C, 11B e 19F e infravermelho, difração de raios-X em monocristal e espectrometria de massas de alta resolução (HRMS) e/ou análise elementar (CHN). Posteriormente, a série de oxadiazaborininos 6 foi avaliada quanto as suas propriedades fotofísica de absorção e emissão em solução e no estado sólido. Resultados relativos ao rendimento quântico de fluorescência, deslocamento de Stokes e voltametria cíclica foram obtidos e discutidos. Além disso, foram realizados cálculos de teoria funcional da densidade dependente do tempo (TD-DFT) para os heterociclos 6, os quais foram obtidos sinteticamente e os resultados foram comparados com dados teóricos e análises termogravimétricas complementaram o presente estudo verificando a estabilidade térmica destes novos diflúororganoboro derivados.Conselho Nacional de Pesquisa e Desenvolvimento Científico e Tecnológico - CNPqporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccess1,3,5,2-oxadiazaborininos1,3,4-oxadiazóisBenzamidasPropriedades fotofísicasComportamento térmico1,3,5,2-Oxadiazaborinines1,3,4-OxadiazolesBenzamidesPhotophysical propertiesThermal behaviorCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininosSynthesis, structural characterization and photophysical study of 1,1-difluoro-3-aryl-6-aryl(heteroaryl)-1H-[1,3,4] oxadiazolo[3,2-c][1,3,5,2]oxadiazaborininesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisBonacorso, Helio Gauzehttp://lattes.cnpq.br/7275608974248322Zanatta, NiloFrizzo, Clarissa PiccininCunico Filho, Wilson Joãohttp://lattes.cnpq.br/6824078354073098Diniz, Carlos Cesar10060000000060060060060060060006c852ad-d805-43c3-99d6-93a6a86f507cb4ebdeb3-606b-4477-bee1-99d600f74cc7798773ff-ec37-46f0-b925-27d7c30a6c20bf4338e5-e87c-4326-93b7-60f8f505f466e8efad77-d160-468f-8e55-fbf6548c02e2reponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8805http://repositorio.ufsm.br/bitstream/1/29953/2/license_rdf4460e5956bc1d1639be9ae6146a50347MD52ORIGINALDIS_PPGQUÍMICA_2022_DINIZ_CARLOS.pdfDIS_PPGQUÍMICA_2022_DINIZ_CARLOS.pdfDissertação de mestradoapplication/pdf18695631http://repositorio.ufsm.br/bitstream/1/29953/1/DIS_PPGQU%c3%8dMICA_2022_DINIZ_CARLOS.pdf9bcf959127b3b5c7c8ee8ef86f553002MD51LICENSElicense.txtlicense.txttext/plain; charset=utf-81956http://repositorio.ufsm.br/bitstream/1/29953/3/license.txt2f0571ecee68693bd5cd3f17c1e075dfMD531/299532023-08-16 18:04:31.163oai:repositorio.ufsm.br:1/29953TElDRU7Dh0EgREUgRElTVFJJQlVJw4fDg08gTsODTy1FWENMVVNJVkEKCkNvbSBhIGFwcmVzZW50YcOnw6NvIGRlc3RhIGxpY2Vuw6dhLCB2b2PDqiAobyBhdXRvciAoZXMpIG91IG8gdGl0dWxhciBkb3MgZGlyZWl0b3MgZGUgYXV0b3IpIGNvbmNlZGUgw6AgVW5pdmVyc2lkYWRlCkZlZGVyYWwgZGUgU2FudGEgTWFyaWEgKFVGU00pIG8gZGlyZWl0byBuw6NvLWV4Y2x1c2l2byBkZSByZXByb2R1emlyLCAgdHJhZHV6aXIgKGNvbmZvcm1lIGRlZmluaWRvIGFiYWl4byksIGUvb3UKZGlzdHJpYnVpciBhIHN1YSB0ZXNlIG91IGRpc3NlcnRhw6fDo28gKGluY2x1aW5kbyBvIHJlc3VtbykgcG9yIHRvZG8gbyBtdW5kbyBubyBmb3JtYXRvIGltcHJlc3NvIGUgZWxldHLDtG5pY28gZQplbSBxdWFscXVlciBtZWlvLCBpbmNsdWluZG8gb3MgZm9ybWF0b3Mgw6F1ZGlvIG91IHbDrWRlby4KClZvY8OqIGNvbmNvcmRhIHF1ZSBhIFVGU00gcG9kZSwgc2VtIGFsdGVyYXIgbyBjb250ZcO6ZG8sIHRyYW5zcG9yIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbwpwYXJhIHF1YWxxdWVyIG1laW8gb3UgZm9ybWF0byBwYXJhIGZpbnMgZGUgcHJlc2VydmHDp8Ojby4KClZvY8OqIHRhbWLDqW0gY29uY29yZGEgcXVlIGEgVUZTTSBwb2RlIG1hbnRlciBtYWlzIGRlIHVtYSBjw7NwaWEgYSBzdWEgdGVzZSBvdQpkaXNzZXJ0YcOnw6NvIHBhcmEgZmlucyBkZSBzZWd1cmFuw6dhLCBiYWNrLXVwIGUgcHJlc2VydmHDp8Ojby4KClZvY8OqIGRlY2xhcmEgcXVlIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyDDqSBvcmlnaW5hbCBlIHF1ZSB2b2PDqiB0ZW0gbyBwb2RlciBkZSBjb25jZWRlciBvcyBkaXJlaXRvcyBjb250aWRvcwpuZXN0YSBsaWNlbsOnYS4gVm9jw6ogdGFtYsOpbSBkZWNsYXJhIHF1ZSBvIGRlcMOzc2l0byBkYSBzdWEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvIG7Do28sIHF1ZSBzZWphIGRlIHNldQpjb25oZWNpbWVudG8sIGluZnJpbmdlIGRpcmVpdG9zIGF1dG9yYWlzIGRlIG5pbmd1w6ltLgoKQ2FzbyBhIHN1YSB0ZXNlIG91IGRpc3NlcnRhw6fDo28gY29udGVuaGEgbWF0ZXJpYWwgcXVlIHZvY8OqIG7Do28gcG9zc3VpIGEgdGl0dWxhcmlkYWRlIGRvcyBkaXJlaXRvcyBhdXRvcmFpcywgdm9jw6oKZGVjbGFyYSBxdWUgb2J0ZXZlIGEgcGVybWlzc8OjbyBpcnJlc3RyaXRhIGRvIGRldGVudG9yIGRvcyBkaXJlaXRvcyBhdXRvcmFpcyBwYXJhIGNvbmNlZGVyIMOgIFVGU00Kb3MgZGlyZWl0b3MgYXByZXNlbnRhZG9zIG5lc3RhIGxpY2Vuw6dhLCBlIHF1ZSBlc3NlIG1hdGVyaWFsIGRlIHByb3ByaWVkYWRlIGRlIHRlcmNlaXJvcyBlc3TDoSBjbGFyYW1lbnRlCmlkZW50aWZpY2FkbyBlIHJlY29uaGVjaWRvIG5vIHRleHRvIG91IG5vIGNvbnRlw7pkbyBkYSB0ZXNlIG91IGRpc3NlcnRhw6fDo28gb3JhIGRlcG9zaXRhZGEuCgpDQVNPIEEgVEVTRSBPVSBESVNTRVJUQcOHw4NPIE9SQSBERVBPU0lUQURBIFRFTkhBIFNJRE8gUkVTVUxUQURPIERFIFVNIFBBVFJPQ8ONTklPIE9VCkFQT0lPIERFIFVNQSBBR8OKTkNJQSBERSBGT01FTlRPIE9VIE9VVFJPIE9SR0FOSVNNTyBRVUUgTsODTyBTRUpBIEEgVUZTTQosIFZPQ8OKIERFQ0xBUkEgUVVFIFJFU1BFSVRPVSBUT0RPUyBFIFFVQUlTUVVFUiBESVJFSVRPUyBERSBSRVZJU8ODTyBDT01PClRBTULDiU0gQVMgREVNQUlTIE9CUklHQcOHw5VFUyBFWElHSURBUyBQT1IgQ09OVFJBVE8gT1UgQUNPUkRPLgoKQSBVRlNNIHNlIGNvbXByb21ldGUgYSBpZGVudGlmaWNhciBjbGFyYW1lbnRlIG8gc2V1IG5vbWUgKHMpIG91IG8ocykgbm9tZShzKSBkbyhzKQpkZXRlbnRvcihlcykgZG9zIGRpcmVpdG9zIGF1dG9yYWlzIGRhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbywgZSBuw6NvIGZhcsOhIHF1YWxxdWVyIGFsdGVyYcOnw6NvLCBhbMOpbSBkYXF1ZWxhcwpjb25jZWRpZGFzIHBvciBlc3RhIGxpY2Vuw6dhLgoKBiblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2023-08-16T21:04:31Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false |
dc.title.por.fl_str_mv |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
dc.title.alternative.eng.fl_str_mv |
Synthesis, structural characterization and photophysical study of 1,1-difluoro-3-aryl-6-aryl(heteroaryl)-1H-[1,3,4] oxadiazolo[3,2-c][1,3,5,2]oxadiazaborinines |
title |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
spellingShingle |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos Diniz, Carlos Cesar 1,3,5,2-oxadiazaborininos 1,3,4-oxadiazóis Benzamidas Propriedades fotofísicas Comportamento térmico 1,3,5,2-Oxadiazaborinines 1,3,4-Oxadiazoles Benzamides Photophysical properties Thermal behavior CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
title_full |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
title_fullStr |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
title_full_unstemmed |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
title_sort |
Síntese, caracterização estrutural e estudo fotofísico de 1,1- diflúor-3-aril-6-aril(heteroaril)-1H-[1,3,4]oxadiazolo[3,2-c] [1,3,5,2]oxadiazaborininos |
author |
Diniz, Carlos Cesar |
author_facet |
Diniz, Carlos Cesar |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Bonacorso, Helio Gauze |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/7275608974248322 |
dc.contributor.advisor-co1.fl_str_mv |
Zanatta, Nilo |
dc.contributor.referee1.fl_str_mv |
Frizzo, Clarissa Piccinin |
dc.contributor.referee2.fl_str_mv |
Cunico Filho, Wilson João |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/6824078354073098 |
dc.contributor.author.fl_str_mv |
Diniz, Carlos Cesar |
contributor_str_mv |
Bonacorso, Helio Gauze Zanatta, Nilo Frizzo, Clarissa Piccinin Cunico Filho, Wilson João |
dc.subject.por.fl_str_mv |
1,3,5,2-oxadiazaborininos 1,3,4-oxadiazóis Benzamidas Propriedades fotofísicas Comportamento térmico |
topic |
1,3,5,2-oxadiazaborininos 1,3,4-oxadiazóis Benzamidas Propriedades fotofísicas Comportamento térmico 1,3,5,2-Oxadiazaborinines 1,3,4-Oxadiazoles Benzamides Photophysical properties Thermal behavior CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
1,3,5,2-Oxadiazaborinines 1,3,4-Oxadiazoles Benzamides Photophysical properties Thermal behavior |
dc.subject.cnpq.fl_str_mv |
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
This work presents the results obtained for the synthesis, structural characterization and evaluation of the photophysical properties, in solution and in the solid state, of a series of nine specimens of 1,1-difluoro-3-aryl-6-aryl(heteroaryl)-1H-1λ4 ,8λ4 -[1,3,4]oxadiazolo[3,2- c][1,3,5,2]oxadiazaborinines (6). Aiming to achieve the objectives of this dissertation, initially a series of (E)-2-aryl(heteroaryl)-idenohydrazine-1-carboxyamides (semicarbazones 2) was synthesized, starting from condensation reactions between aryl aldehydes (1) and semicarbazide. In sequence, a series of 2-amino-5-aryl(heteroaryl)-1,3,4-oxadiazoles (3) was obtained, after performing oxidative cyclization reactions of the initial semicarbazones (2) in the presence of elemental bromine (Br2) as an oxidizing agent. Next, the series of 5- aryl(heteroaryl)-2-amino-1,3,4-oxadiazoles (3) was then converted to the respective N-(5- aryl(heteroaryl)-1,3,4-oxadiazol-2-yl)benzamides (5) from N-acylation reactions employing selected acyl chlorides 4. Finally, the benzamides 5 were successfully used in reactions with BF3.OEt2 for the synthesis of a series of difluoro-organoboro derivatives 6, targets of this dissertation, in 37 _ 91% of yield. Structural characterization was performed by means of 1H, 13C, 11B and 19F NMR and infrared spectroscopic analysis, single-crystal X-ray diffraction and high-resolution mass spectrometry (HRMS) and/or elemental analysis (CHN). Subsequently, the oxadiazaborinine 6 series was evaluated for its absorption and emission photophysical properties in solution and in the solid state. Results regarding fluorescence quantum yield, Stokes shift and cyclic voltammetry were obtained and discussed. In addition, time-dependent density functional theory (TD-DFT) calculations were performed for the heterocycles 6, which were obtained synthetically and the results were compared with theoretical data and thermogravimetric analyses complemented the present study by verifying the thermal stability of these new difluor-organoboron derivatives. |
publishDate |
2022 |
dc.date.issued.fl_str_mv |
2022-03-21 |
dc.date.accessioned.fl_str_mv |
2023-08-16T21:04:30Z |
dc.date.available.fl_str_mv |
2023-08-16T21:04:30Z |
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.uri.fl_str_mv |
http://repositorio.ufsm.br/handle/1/29953 |
url |
http://repositorio.ufsm.br/handle/1/29953 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.cnpq.fl_str_mv |
100600000000 |
dc.relation.confidence.fl_str_mv |
600 600 600 600 600 600 |
dc.relation.authority.fl_str_mv |
06c852ad-d805-43c3-99d6-93a6a86f507c b4ebdeb3-606b-4477-bee1-99d600f74cc7 798773ff-ec37-46f0-b925-27d7c30a6c20 bf4338e5-e87c-4326-93b7-60f8f505f466 e8efad77-d160-468f-8e55-fbf6548c02e2 |
dc.rights.driver.fl_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química |
dc.publisher.initials.fl_str_mv |
UFSM |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Química |
publisher.none.fl_str_mv |
Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações do UFSM instname:Universidade Federal de Santa Maria (UFSM) instacron:UFSM |
instname_str |
Universidade Federal de Santa Maria (UFSM) |
instacron_str |
UFSM |
institution |
UFSM |
reponame_str |
Biblioteca Digital de Teses e Dissertações do UFSM |
collection |
Biblioteca Digital de Teses e Dissertações do UFSM |
bitstream.url.fl_str_mv |
http://repositorio.ufsm.br/bitstream/1/29953/2/license_rdf http://repositorio.ufsm.br/bitstream/1/29953/1/DIS_PPGQU%c3%8dMICA_2022_DINIZ_CARLOS.pdf http://repositorio.ufsm.br/bitstream/1/29953/3/license.txt |
bitstream.checksum.fl_str_mv |
4460e5956bc1d1639be9ae6146a50347 9bcf959127b3b5c7c8ee8ef86f553002 2f0571ecee68693bd5cd3f17c1e075df |
bitstream.checksumAlgorithm.fl_str_mv |
MD5 MD5 MD5 |
repository.name.fl_str_mv |
Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM) |
repository.mail.fl_str_mv |
atendimento.sib@ufsm.br||tedebc@gmail.com |
_version_ |
1793239990654730240 |