SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO.
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Tipo de documento: | Dissertação |
Idioma: | por |
Título da fonte: | Biblioteca Digital de Teses e Dissertações do UNICENTRO |
Texto Completo: | http://tede.unicentro.br:8080/jspui/handle/jspui/1032 |
Resumo: | This work presents results of the chemical recycling of polyethylene terephthalate (PET) post-consumer through alkaline hydrolysis and catalyzed glycolysis. The alkaline hydrolysis was carried out with a solution of NaOH (10.82 molL-1), at 90ºC, 9 hours and, subsequent acidification with concentrated H2SO4. Catalyzed glycolysis was performed using EG and Zn (Ac)2, at 190°C and 1.5 h of reaction. Both processes presented good yields (97 and 70% for TPA and BHET, respectively). Synthesis strategies for a surfactant from BHET and TPA were studied. For the BHET, three distinct methods were tested and the products were characterized by FTIR and 1H NMR. The most promising result, BHETEO, occurred through the reaction between BHET and TEO for 72 h at 100°C. For the modification of the TPA, 2 methods, also characterized by FTIR and 1H NMR were evaluated. The products obtained, TPTEOH and TPTEA, presented yield of 58% and 66%, respectively. TPTEOH was prepared in three steps, firstly, an intermediate (TPCOH) was prepared by reaction between TPA and 6-chloro-1-hexanol in basic medium, followed by preparation of TPETEO from the reaction of TPCOH and TEO. Finally, the TPTEO was subjected to cleavage reaction using NaI, TMSCl, CH2CN and H2O. The compounds structures, BHETEO, TPTEOH and TPTEA, were proposed. Some physical-chemical properties of the BHETEO, TPTEOH and TPTEA samples were evaluated, such as: boiling point, refractive index, density, pH, solubility, photosensitivity, zeta potential, hydrodynamic size and thermogravimetric analysis. The TPTEA sample presented a higher boiling point between the samples mentioned (171ºC). The refractive indices did not vary significantly, as well as the density values. The BHETEO, TPTEOH and TPTEA samples presented acid pH, being: 5.43, 3.12 and 3.66, respectively. The solubility analyzes present relevant results, allowing the suggestion of aggregation forms to the samples in polar and non-polar solvents of the lamellar and vesicle type - BHETEO were solubilized in hexane, dichloromethane, ethyl acetate and ethanol and did not solubilize in water. The TPTEOH sample was solubilized in all solvents mentioned. The TPTEA sample was solubilized in the solvents mentioned, except in hexane. The photosensitivity test showed the resistance of the samples to electromagnetic radiation (UV-vis), with no sign of degradation in the spectroscopic analyzes of UV-vis. The thermal analyzes emphasized the low thermal stability of the samples. The degradation started around 50ºC, with total degradation around 130ºC. The Zeta potential analyzes presented results around -21.7 mV for the BHTEO sample, -1.06 mV for TPTEOH and 2.30 mV for TPTEA. The size analyzes by DLS show remarkable stability of the BHETEO and TPTEA samples with increasing temperature. On the other hand, the TPTEOH sample presented a highly influenceable size at the temperature increase (10 to 60ºC), initial size 149 nm and final size 819 nm. From the results obtained by the physical-chemical analysis it is concluded that, the behavior of the BHETEO, TPTEOH and TPTEA samples is attributed to their aggregation forms in solvents of different polarities. |
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Almeida, Carlos Alberto Policianohttp://lattes.cnpq.br/8428728292098410Muniz, Edvani Curtihttp://lattes.cnpq.br/4370780178813575088.451.999-67http://lattes.cnpq.br/4403446523089558Zanela, Tânia Marina Palhano2019-05-02T12:47:31Z2018-10-20Zanela, Tânia Marina Palhano. SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO.. 2018. 94 f. Dissertação (Programa de Pós-Graduação em Química - Mestrado) - Universidade Estadual do Centro-Oeste, Guarapuava - PR.http://tede.unicentro.br:8080/jspui/handle/jspui/1032This work presents results of the chemical recycling of polyethylene terephthalate (PET) post-consumer through alkaline hydrolysis and catalyzed glycolysis. The alkaline hydrolysis was carried out with a solution of NaOH (10.82 molL-1), at 90ºC, 9 hours and, subsequent acidification with concentrated H2SO4. Catalyzed glycolysis was performed using EG and Zn (Ac)2, at 190°C and 1.5 h of reaction. Both processes presented good yields (97 and 70% for TPA and BHET, respectively). Synthesis strategies for a surfactant from BHET and TPA were studied. For the BHET, three distinct methods were tested and the products were characterized by FTIR and 1H NMR. The most promising result, BHETEO, occurred through the reaction between BHET and TEO for 72 h at 100°C. For the modification of the TPA, 2 methods, also characterized by FTIR and 1H NMR were evaluated. The products obtained, TPTEOH and TPTEA, presented yield of 58% and 66%, respectively. TPTEOH was prepared in three steps, firstly, an intermediate (TPCOH) was prepared by reaction between TPA and 6-chloro-1-hexanol in basic medium, followed by preparation of TPETEO from the reaction of TPCOH and TEO. Finally, the TPTEO was subjected to cleavage reaction using NaI, TMSCl, CH2CN and H2O. The compounds structures, BHETEO, TPTEOH and TPTEA, were proposed. Some physical-chemical properties of the BHETEO, TPTEOH and TPTEA samples were evaluated, such as: boiling point, refractive index, density, pH, solubility, photosensitivity, zeta potential, hydrodynamic size and thermogravimetric analysis. The TPTEA sample presented a higher boiling point between the samples mentioned (171ºC). The refractive indices did not vary significantly, as well as the density values. The BHETEO, TPTEOH and TPTEA samples presented acid pH, being: 5.43, 3.12 and 3.66, respectively. The solubility analyzes present relevant results, allowing the suggestion of aggregation forms to the samples in polar and non-polar solvents of the lamellar and vesicle type - BHETEO were solubilized in hexane, dichloromethane, ethyl acetate and ethanol and did not solubilize in water. The TPTEOH sample was solubilized in all solvents mentioned. The TPTEA sample was solubilized in the solvents mentioned, except in hexane. The photosensitivity test showed the resistance of the samples to electromagnetic radiation (UV-vis), with no sign of degradation in the spectroscopic analyzes of UV-vis. The thermal analyzes emphasized the low thermal stability of the samples. The degradation started around 50ºC, with total degradation around 130ºC. The Zeta potential analyzes presented results around -21.7 mV for the BHTEO sample, -1.06 mV for TPTEOH and 2.30 mV for TPTEA. The size analyzes by DLS show remarkable stability of the BHETEO and TPTEA samples with increasing temperature. On the other hand, the TPTEOH sample presented a highly influenceable size at the temperature increase (10 to 60ºC), initial size 149 nm and final size 819 nm. From the results obtained by the physical-chemical analysis it is concluded that, the behavior of the BHETEO, TPTEOH and TPTEA samples is attributed to their aggregation forms in solvents of different polarities.Este trabalho apresenta resultados da reciclagem química do poli(tereftalato de etileno) (PET) pós consumo via hidrólise alcalina e glicólise catalisada. A hidrólise alcalina foi realizada com uma solução 10,82 molL-1 de NaOH, a 90ºC, 9 h de reação, e posterior acidificação com H2SO4 concentrado. A glicólise catalisada foi realizada utilizando-se EG e Zn(Ac)2, a 190ºC e 1,5 h de reação. Ambos os processos apresentaram bons rendimentos (97 e 70%, para o TPA e BHET, respectivamente). Foram estudadas estratégias de síntese de um tensoativo a partir do BHET e do TPA. Para o BHET foram testados três métodos distintos e os produtos foram caracterizados por FTIR e RMN de 1H. O resultado mais promissor, BHETEO, ocorreu através da reação entre o BHET e TEO por 72 h, a 100ºC. Para a modificação do TPA, foram avaliados 2 métodos, também caracterizados por por FTIR e RMN de 1H. Os produtos obtidos, TPTEOH e TPTEA, apresentaram rendimento de 58% e 66%, respectivamente. O TPTEOH foi preparado em três etapas, primeiramente foi preparado um intermediário (TPCOH) através da reação entre o TPA e 6-cloro-1-hexanol, em meio básico, seguido da preparação do TPETEO a partir da reação do TPCOH e TEO. Por fim, o TPTEO foi submetido a reação de clivagem utilizando NaI, TMSCl, CH2CN e H2O. As estruturas dos compostos BHETEO, TPTEOH e TPTEA foram propostas. Algumas propriedades físico-químicas das amostras BHETEO, TPTEOH e TPTEA foram avaliadas, tais como: ponto de ebulição, índice de refração, densidade, pH, solubilidade, fotossensibilidade, potencial zeta, tamanho hidrodinâmico e análise térmogravimétrica. A amostra TPTEA apresentou maior ponto de ebulição entre as amostras citadas (171ºC). Os índices de refração não variaram significativamente, bem como os valores de densidade. As amostras BHETEO, TPTEOH e TPTEA apresentaram pH ácido, sendo eles: 5,43, 3,12 e 3,66, respectivamente. As análises de solubilidade apresentam resultados relevantes, possibilitando a sugestão de formas de agregação das amostras em solventes polares e apolares do tipo lamelar e vesícula - BHETEO solubilizou-se nos solventes hexano, diclorometano, acetato de etila e etanol, e não solubilizou-se em água. A amostra TPTEOH, solubilizou-se em todos os solventes mencionados. A amostra TPTEA solubilizou-se nos solventes mencionados, exceto em hexano. O teste de fotossensibilidade mostrou a resistência das amostras a radiação eletromagnética (UV-vis), não havendo qualquer sinal de degradação nas análises espectroscópicas de UV-vis. As análises térmicas realçaram a baixa estabilidade térmica das amostras. A degradação iniciou em torno de 50ºC, com total degradação em torno de 130ºC. As análises de potencial Zeta apresentaram resultados em torno de -21,7 mV para a amostra BHTEO, -1,06 mV para TPTEOH e 2,30 mV para TPTEA. As análises de tamanho por DLS, mostram notável estabilidade das amostras BHETEO e TPTEA com o aumento da temperatura. Já a amostra TPTEOH apresentou tamanho altamente influenciável ao aumento da temperatura (10 a 60ºC), tamanho inicial 149 nm e tamanho final 819 nm. Com os resultados obtidos pelas análises físico-químicas conclui-se que, o comportamento das amostras BHETEO, TPTEOH e TPTEA é atribuído às suas formas de agregação em solventes de diferentes polaridades.Submitted by Fabiano Jucá (fjuca@unicentro.br) on 2019-05-02T12:47:31Z No. of bitstreams: 1 TÂNIA MARINA PALHANO ZANELA.pdf: 3864962 bytes, checksum: 8e11c6a494b8512d19faebd84d53c7f7 (MD5)Made available in DSpace on 2019-05-02T12:47:31Z (GMT). No. of bitstreams: 1 TÂNIA MARINA PALHANO ZANELA.pdf: 3864962 bytes, checksum: 8e11c6a494b8512d19faebd84d53c7f7 (MD5) Previous issue date: 2018-10-20Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESapplication/pdfhttp://tede.unicentro.br:8080/jspui/retrieve/3664/T%c3%82NIA%20MARINA%20PALHANO%20ZANELA.pdf.jpgporUniversidade Estadual do Centro-OestePrograma de Pós-Graduação em Química (Mestrado)UNICENTROBrasilUnicentro::Departamento de QuímicaUnicentro::Departamento de Ciências Exatas e de TecnologiaPETpropriedades físico-químicastensoativosmodificaçãoTPABHETPETphysical-chemical propertiessurfactantsmodificationTPABHETCIENCIAS EXATAS E DA TERRA::QUIMICASÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO.info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis-5600948132407545169600600600600600-7583084308588456361-433806549027752903315717003253031171952075167498588264571info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UNICENTROinstname:Universidade Estadual do Centro-Oeste (UNICENTRO)instacron:UNICENTROTHUMBNAILTÂNIA MARINA PALHANO ZANELA.pdf.jpgTÂNIA MARINA PALHANO ZANELA.pdf.jpgimage/jpeg1948http://localhost:8080/tede/bitstream/jspui/1032/4/T%C3%82NIA+MARINA+PALHANO+ZANELA.pdf.jpgdae9675f9863c18eb81e098ffc133178MD54TEXTTÂNIA MARINA PALHANO ZANELA.pdf.txtTÂNIA MARINA PALHANO ZANELA.pdf.txttext/plain150349http://localhost:8080/tede/bitstream/jspui/1032/3/T%C3%82NIA+MARINA+PALHANO+ZANELA.pdf.txtbda25ef3b05743645f9ea54160cc1495MD53ORIGINALTÂNIA MARINA PALHANO ZANELA.pdfTÂNIA MARINA PALHANO ZANELA.pdfapplication/pdf3864962http://localhost:8080/tede/bitstream/jspui/1032/2/T%C3%82NIA+MARINA+PALHANO+ZANELA.pdf8e11c6a494b8512d19faebd84d53c7f7MD52LICENSElicense.txtlicense.txttext/plain; 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dc.title.por.fl_str_mv |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
title |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
spellingShingle |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. Zanela, Tânia Marina Palhano PET propriedades físico-químicas tensoativos modificação TPA BHET PET physical-chemical properties surfactants modification TPA BHET CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
title_full |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
title_fullStr |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
title_full_unstemmed |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
title_sort |
SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO. |
author |
Zanela, Tânia Marina Palhano |
author_facet |
Zanela, Tânia Marina Palhano |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
Almeida, Carlos Alberto Policiano |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/8428728292098410 |
dc.contributor.advisor-co1.fl_str_mv |
Muniz, Edvani Curti |
dc.contributor.advisor-co1Lattes.fl_str_mv |
http://lattes.cnpq.br/4370780178813575 |
dc.contributor.authorID.fl_str_mv |
088.451.999-67 |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/4403446523089558 |
dc.contributor.author.fl_str_mv |
Zanela, Tânia Marina Palhano |
contributor_str_mv |
Almeida, Carlos Alberto Policiano Muniz, Edvani Curti |
dc.subject.por.fl_str_mv |
PET propriedades físico-químicas tensoativos modificação TPA BHET |
topic |
PET propriedades físico-químicas tensoativos modificação TPA BHET PET physical-chemical properties surfactants modification TPA BHET CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.eng.fl_str_mv |
PET physical-chemical properties surfactants modification TPA BHET |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
This work presents results of the chemical recycling of polyethylene terephthalate (PET) post-consumer through alkaline hydrolysis and catalyzed glycolysis. The alkaline hydrolysis was carried out with a solution of NaOH (10.82 molL-1), at 90ºC, 9 hours and, subsequent acidification with concentrated H2SO4. Catalyzed glycolysis was performed using EG and Zn (Ac)2, at 190°C and 1.5 h of reaction. Both processes presented good yields (97 and 70% for TPA and BHET, respectively). Synthesis strategies for a surfactant from BHET and TPA were studied. For the BHET, three distinct methods were tested and the products were characterized by FTIR and 1H NMR. The most promising result, BHETEO, occurred through the reaction between BHET and TEO for 72 h at 100°C. For the modification of the TPA, 2 methods, also characterized by FTIR and 1H NMR were evaluated. The products obtained, TPTEOH and TPTEA, presented yield of 58% and 66%, respectively. TPTEOH was prepared in three steps, firstly, an intermediate (TPCOH) was prepared by reaction between TPA and 6-chloro-1-hexanol in basic medium, followed by preparation of TPETEO from the reaction of TPCOH and TEO. Finally, the TPTEO was subjected to cleavage reaction using NaI, TMSCl, CH2CN and H2O. The compounds structures, BHETEO, TPTEOH and TPTEA, were proposed. Some physical-chemical properties of the BHETEO, TPTEOH and TPTEA samples were evaluated, such as: boiling point, refractive index, density, pH, solubility, photosensitivity, zeta potential, hydrodynamic size and thermogravimetric analysis. The TPTEA sample presented a higher boiling point between the samples mentioned (171ºC). The refractive indices did not vary significantly, as well as the density values. The BHETEO, TPTEOH and TPTEA samples presented acid pH, being: 5.43, 3.12 and 3.66, respectively. The solubility analyzes present relevant results, allowing the suggestion of aggregation forms to the samples in polar and non-polar solvents of the lamellar and vesicle type - BHETEO were solubilized in hexane, dichloromethane, ethyl acetate and ethanol and did not solubilize in water. The TPTEOH sample was solubilized in all solvents mentioned. The TPTEA sample was solubilized in the solvents mentioned, except in hexane. The photosensitivity test showed the resistance of the samples to electromagnetic radiation (UV-vis), with no sign of degradation in the spectroscopic analyzes of UV-vis. The thermal analyzes emphasized the low thermal stability of the samples. The degradation started around 50ºC, with total degradation around 130ºC. The Zeta potential analyzes presented results around -21.7 mV for the BHTEO sample, -1.06 mV for TPTEOH and 2.30 mV for TPTEA. The size analyzes by DLS show remarkable stability of the BHETEO and TPTEA samples with increasing temperature. On the other hand, the TPTEOH sample presented a highly influenceable size at the temperature increase (10 to 60ºC), initial size 149 nm and final size 819 nm. From the results obtained by the physical-chemical analysis it is concluded that, the behavior of the BHETEO, TPTEOH and TPTEA samples is attributed to their aggregation forms in solvents of different polarities. |
publishDate |
2018 |
dc.date.issued.fl_str_mv |
2018-10-20 |
dc.date.accessioned.fl_str_mv |
2019-05-02T12:47:31Z |
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 |
Zanela, Tânia Marina Palhano. SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO.. 2018. 94 f. Dissertação (Programa de Pós-Graduação em Química - Mestrado) - Universidade Estadual do Centro-Oeste, Guarapuava - PR. |
dc.identifier.uri.fl_str_mv |
http://tede.unicentro.br:8080/jspui/handle/jspui/1032 |
identifier_str_mv |
Zanela, Tânia Marina Palhano. SÍNTESE, CARACTERIZAÇÃO E AVALIAÇÃO DAS PROPRIEDADES FÍSICO-QUÍMICAS DE UM NOVO TENSOATIVO DERIVADO DA RECICLAGEM QUÍMICA DO POLI(TEREFTALATO DE ETILENO) PÓS-CONSUMO.. 2018. 94 f. Dissertação (Programa de Pós-Graduação em Química - Mestrado) - Universidade Estadual do Centro-Oeste, Guarapuava - PR. |
url |
http://tede.unicentro.br:8080/jspui/handle/jspui/1032 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.program.fl_str_mv |
-5600948132407545169 |
dc.relation.confidence.fl_str_mv |
600 600 600 600 600 |
dc.relation.department.fl_str_mv |
-7583084308588456361 -4338065490277529033 |
dc.relation.cnpq.fl_str_mv |
1571700325303117195 |
dc.relation.sponsorship.fl_str_mv |
2075167498588264571 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Universidade Estadual do Centro-Oeste |
dc.publisher.program.fl_str_mv |
Programa de Pós-Graduação em Química (Mestrado) |
dc.publisher.initials.fl_str_mv |
UNICENTRO |
dc.publisher.country.fl_str_mv |
Brasil |
dc.publisher.department.fl_str_mv |
Unicentro::Departamento de Química Unicentro::Departamento de Ciências Exatas e de Tecnologia |
publisher.none.fl_str_mv |
Universidade Estadual do Centro-Oeste |
dc.source.none.fl_str_mv |
reponame:Biblioteca Digital de Teses e Dissertações do UNICENTRO instname:Universidade Estadual do Centro-Oeste (UNICENTRO) instacron:UNICENTRO |
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Universidade Estadual do Centro-Oeste (UNICENTRO) |
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UNICENTRO |
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UNICENTRO |
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Biblioteca Digital de Teses e Dissertações do UNICENTRO |
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Biblioteca Digital de Teses e Dissertações do UNICENTRO |
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Biblioteca Digital de Teses e Dissertações do UNICENTRO - Universidade Estadual do Centro-Oeste (UNICENTRO) |
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repositorio@unicentro.br||fabianoqueiroz@yahoo.com.br |
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1801859374637907968 |