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Synthesis and Properties of the Conjugates of Norphthalocyanine and Tetrathiafulvalene

Author: JiangCuiPing
Tutor: YinBingZhu
School: Yanbian University
Course: Organic Chemistry
Keywords: Four tetrathiafulvalene Drop phthalocyanine Charge transfer complex Two-component gel
CLC: O621.3
Type: Master's thesis
Year: 2011
Downloads: 10
Quote: 0
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Abstract


Tetraazacyclododecane- porphyrin and phthalocyanine similar delocalized conjugated π -electron system due to having high heat resistance , light resistance, acid resistance, alkali stability and tight thick ring structure , and excellent electron function , increasing attention has been paid . Until now, a variety of symmetric phthalocyanine has been widely studied , rarely drop phthalocyanine reported , however , this is too difficult because drop phthalocyanine synthesis and separation . In recent years, due to the drop phthalocyanine LB films , electrochromic coloring devices , nonlinear optical materials and other aspects of a wide range of applications , more and more people's attention. This paper introduces the four tetrathiafulvalene - phthalocyanine study the status and progress of the four tetrathiafulvalene - porphyrin , and its were summarized . In addition, the design and synthesis of TTF and drop phthalocyanine covalently linked derivatives of 2,3 - bis [ 6,7 - bis ( sulfur dodecyl ) four - tetrathiafulvalene -2 - sulfur ethyldithio ) drop phthalocyanine 17, 18 . Connected two TTF unit maleic dinitrile precursor 16 , as a template in a magnesium ion , n-amyl alcohol as a solvent under conditions with an excess of phthalonitrile ring tetramer generate a 2,3 - bis [ 6 7 - (thio -dodecyl ) four tetrathiafulvalene -2 - sulfur ethyldithio ) magnesium drop phthalocyanine 17 , compound 17 under acidic conditions to obtain dark without metal drop phthalocyanine compound 18 . Object compound is soluble in common organic solvents : CHCl3, CH2Cl2 , THF , DMF , etc. 17,18 . Photochemical and electrochemical properties of the target compounds 17, 18 . The UV test found that the target compound exists as a monomer in THF , CH2Cl2 in the form of a trimer exist . Because TTF strong electronic interaction , the target compound can be 17, 18 and F4TCNQ role , TTF is oxidized TTF radical cation , thereby forming a charge-transfer complex . The electrochemical properties of studies have shown that the precursor 16 and the target compound 17 , 18 are embodied TTF to the electronic nature , and comparing TTF ontology compound has high redox potential . To obtain the target compound 17, 18 and ( 1R , 2R ) - trans - bis ( dodecanoyl - amino ) - cyclohexane bis - component gel , a thermal stability test and the SEM observation of the gel morphology . Good reversibility of the gel on the heat SEM FIG Compound 17 is a sponge structure , compound 18 is a sheet-like structure .

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
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