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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Síntese de butadienos push-pull

Santos, Reginaldo Pereira January 2016 (has links)
Orientador: Prof. Dr. Anderson Orzari Ribeiro / Tese (doutorado) - Universidade Federal do ABC. Programa de Pós-Graduação em Ciência e Tecnologia/Química, 2016. / Este trabalho descreve a sintese de butadienos push-pull. Utilizou-se as reacoes de Vilsmeier-Haack para a obtencao de clorovinilaldeidos e posteriormente a reacao de Knoevenagel, obtendo-se assim os butadienos push-pull, que sao compostos de elevada conjugacao eletronica. Alem dos butadienos push-pull, obteve-se atraves de uma reacao de condensacao aldolica, catalisada por acido, uma nova pentadienona, a 2,6-bis-(4-hidroxi-3-metoxi-benziliden)-cicloexanona e uma tetraen-5-ona, a 9-dicloro-1,9-bis-(3,4-dimetoxi-fenil)-nona-1,3,6,8-tetraen-5-ona. Realizou-se a caracterizacao estrutural de todos esses compostos, confirmando-se assim a estrutura dos mesmos. Testou-se estes compostos a respeito de suas propriedades antioxidantes, bactericidas e fungicidas. O composto 2,6-bis-(4-hidroxi-3-metoxi-benziliden)-cicloexanona demonstrou elevada atividade antioxidante na concentracao de 260 ¿Êg/mL quando comparado com a quercetina, que e um fenol utilizado como padrao no teste de DPPH. Realizou-se dois testes de atividade bactericida e fungicida e os compostos apresentaram halo de inibicao a diversos micro-organismos sendo que o composto 2,6-bis-(4-hidroxi-3-metoxi-benziliden)-cicloexanona demonstrou ser o mais promissor, inibindo o crescimento de 7 das 9 especies de micro-organismos testados. / This work describes the synthesis of push-pull butadienes. The Vilsmeier-Haack reactions were used to obtain chloro-vinyl-aldehydes and later the Knoevenagel reaction to obtain the push-pull butadienes, which are compounds of high electronic conjugation. In addition to push-pull butadiene, applying acid catalyzed aldol condensation, new pentadienones were obtained, like 2,6-bis-(4-hydroxy-3-methoxy-benzylidene)¿cyclohexanone and a 9-dichloro-1,9-bis-(3,4-dimethoxy-phenyl)-1,3,6,8-tetraen-5-one. The structural characterization was carried out, confirming the structure the synthesized compounds. The compounds were tested for their antioxidant, bactericidal and fungicidal properties. The 2,6-bis-(4-hydroxy-3-methoxy-benzylidene) -cyclohexanone showed a high antioxidant activity at 260 ìg/mL when compared to quercetin, which is a phenol used as a standard in the DPPH test. They showed inhibition to several microorganisms and the compound, 2,6-bis- (4-hydroxy-3-methoxy-benzylidene) -cyclohexanone was the most promising, inhibiting the growth of 7 of the 9 species of microorganisms tested.

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