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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

Macromoléculas derivadas do cardanol hidrogenado: síntese e propriedades líquido cristalinas / Derived from the macromolecules cardanol hydrogenated: synthesis and liquid crystalline properties

Mota, João Paulo Ferreira January 2016 (has links)
MOTA, J. P. F. 2016. 110 f. Macromoléculas derivadas do cardanol hidrogenado: síntese e propriedades líquido cristalinas. Tese (Doutorado em Química)-Universidade Federal do Ceará, Fortaleza, 2016. / Submitted by Aline Mendes (alinemendes.ufc@gmail.com) on 2016-10-25T23:39:37Z No. of bitstreams: 1 2016_tese_jpfmota.pdf: 6487122 bytes, checksum: ce89587310cbb2ee8ae128b79b788e66 (MD5) / Approved for entry into archive by Jairo Viana (jairo@ufc.br) on 2016-10-27T18:21:00Z (GMT) No. of bitstreams: 1 2016_tese_jpfmota.pdf: 6487122 bytes, checksum: ce89587310cbb2ee8ae128b79b788e66 (MD5) / Made available in DSpace on 2016-10-27T18:21:00Z (GMT). No. of bitstreams: 1 2016_tese_jpfmota.pdf: 6487122 bytes, checksum: ce89587310cbb2ee8ae128b79b788e66 (MD5) Previous issue date: 2016 / In this study were obtained some macromolecules, new asymmetric meso-porphyrins and phthalocyanines, derived from hydrogenated cardanol, the majority constituent of the cashew nut shell liquid (technical CNSL). Where, in addition, it was evaluated the liquid crystalline properties of these compounds in heating and cooling cycles. The data obtained by spectroscopic and spectrometric methods, 1H and 13C NMR, UV-vis, MS (MALDI-TOF) and IR have indicated the efficiency of the synthetic procedure, that allowed us, to obtain the new meso-5-mono-4-hydroxyphenyl-10,15,20-tri-4-[2-(3-pentadecylphenoxy)ethoxy]phenyl por-phyrin free and metalated with nickel, cobalt, copper and zinc, as well as the 2(3),9(10),16(17),23(24)-tetrakis(-3-pentadecylphenoxy) phthalocyanine free and metallated with cobalt, nickel, zinc and copper. The precursors produced in this study, 1-(2-bromoethoxy)-3-pentadecylbenzene (compound 1), 4-[2-(3-pentadecylphenoxy)ethoxy] benzaldehyde (compound 2) e 4-(3-pentadecylphenoxy)phthalonitrile (compound 3), were purified by two different procedures: column chromatography (a) and recrystallization (b). Whereas for the last, a significant reduction in the generation of residues were observed, when comparing the chromatography, which on average, 200 g of silica gel and 1650 mL of solvent were used. The liquid crystalline properties of the macromolecules were measured by means of images obtained in polarized optical microscopy (POM), during heating and cooling cycles. These images show that only free phthalocyanine 2(3),9(10),16(17),23(24)-tetrakis(-3-pentadecylphenoxy) self-organizes, displaying focal conic textures, which were observed in liquid crystal phases. Another compound that showed evidence of an organized phase was the cobalt 2(3),9(10),16(17),23(24)-tetrakis(-3-pentadecylphenoxy) phthalocyanine. However, the results of X-rays diffraction analysis suggest that only the free phthalocyanine showed the formation of a liquid crystalline phase with discotic hexagonal columnar structure (Colh). / Neste trabalho foram obtidas algumas macromoléculas, novas meso-porfirinas assimétricas e ftalocianinas, derivadas do cardanol hidrogenado, o constituinte majoritário do Líquido da Casca da Castanha de Caju (LCC técnico). Onde, além disso, foi avaliado as propriedades liquido cristalinas destes compostos em ciclos de aquecimento e resfriamento. Os dados obtidos por meio de métodos espectroscópicos e espectrométricos, RMN 1H e 13C, UV−vis, EM (Maldi−TOF) e IV, indicaram a eficiencia do procedimento sintético que possibilitou obter a nova meso-5-mono-4-hidroxifenil-10,15,20-tri-4-[2-(3-pentadecilfenoxi)etoxi]fenil porfirina livre e metalada com níquel, cobalto, cobre e zinco, bem como a 2(3),9(10),16(17),23(24)-tetrakis(-3-pentadecilfenoxi) ftalocianina livre e metalada com cobalto, níquel, zinco e cobre. Os precursores produzidos neste trabalho, 1-(2-bromoetoxi)-3- pentadecilbenzeno (composto 1), 4-[2-(3-pentadecilfenoxi) etoxi]benzaldeido (composto 2) e 4-(3-pentadecilfenoxi)ftalonitrila (composto 3), foram purificados por dois procedimentos distintos: cromatografia em coluna (a) e recristalização (b). Sendo que no último, foi observado uma redução significativa na geração de resíduos, quando comparamos esta metodologia com a cromatografia em coluna, onde em média 200 g de gel de sílica e 1650 mL de solvente foram utilizados. As propriedades liquido cristalinas das macromoléculas foram avaliadas por meio de imagens obtidas na microscopia óptica de luz polarizada (MOLP) em ciclos de aquecimento e resfriamento. Estas imagens mostraram que apenas a ftalocianina 2(3),9(10),16(17),23(24)-tetrakis(-3-pentadecilfenoxi) livre se auto-organiza exibindo texturas cônica focal, a qual é observada em fases liquido cristalinas. Outro composto que apresentou indícios de uma fase organizada foi a cobalto 2(3),9(10),16(17),23(24)-tetrakis(-3-pentadecilfenoxi) ftalocianina. No entanto, os resultados das análises de difração de raios-X sugerem que apenas a ftalocianina livre apresentou a formação de uma fase líquido cristalina com estrutura discótica colunar hexagonal (Colh ).

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