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The Synthesis And Properties Of Norphthalocyanine Derivatives Modified With Tetrathiafulvalene

Posted on:2016-11-06Degree:MasterType:Thesis
Country:ChinaCandidate:H YuFull Text:PDF
GTID:2191330464963204Subject:Organic Chemistry
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The structure of porphyrazine(Pz) is similar to the phthalocyanines(Pc), considered that the porphyrazine is a parent nuclear of phthalocyanine. They have similar properties, can form complex compounds with many kind of metals for the hole structure.The phthalocyanine derived has many excellent properties, that firstly, it has good stability, for example, thermal stability, acid resistance and even it has good lightfastness properties. What’s more, it bear a fused macrocycle structure and also has a delocalized conjugated π electron system and more excellent electronic functions, and therefore it gradually is paid attention in the development of phthalocyanine. With further research, shapely phthalocyanine has been carried out extensive research and reports, but the drop phthalocyanine has little basic research reports, which may be due to synthesis conditions and the difficulty in separation of drop phthalocyanine.For increase the solubility and electrical conductivity, two kinds of TTF with alkanyl were connected porphyrazine via σ bond. The macromolecular system were prepared with good properties. The crow ester structure can increase the stability and selectivity to metal ions with is important for photosensitive devices.This paper, firstly introduced the research status and progress of Tetrathiafulvalene-phthalocyanine, Tetrathiafulvalene-porphyrin, and they were separately summarized. Cross-coupling 4,5-dicyano-1,3-dithiol-2-one and 4,5-bis (alkylthio)-1,3-dithiol-2-thione, which synthesized key intermediate-even had tetrathiafulvalene with two cyano derivative and two alkylthio. In the magnesium ion template condition, it cyclized with an excess of phthalonitrile and then generated the novel drop phthalocyanine modified with Tetrathiafulvalene.The target compounds structure were confirmed through 1H NMR, MALDI-TOF MS and other means. The target compounds were generally stable at ambient conditions, and solved in CH2Cl2, EA, benzene, DMF and other common organic solvents. And important precursor awakened single crystal diffraction, electrochemical studies showed that the properties of the precursorl7 reflects the TTF to the electronic properties, and it had a higher redox potential than the TTF body compounds. The UV were determined of two compounds and the HOMO、LOMO orbital were discussed.
Keywords/Search Tags:Tetrathiafulvalene, Phthalocyanine, Drop phthalocyanine
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