Syntheses and Functional Properties of Phthalocyanines

Abstract

Metal phthalocyanine tetrasulfonic acids, metal phthalocyanine octacarboxylic acids, metal octakis(hexyloxymethyl)phthalocyanines, and metal anthraquinocyanines have been synthesized. Then, zinc bis(1,4-didecylbenzo)-bis(3,4-pyrido)porphyrazines, the cyclotetramerization products of a 1:1 mixture of 3,6-didecylphthalonitrile and 3,4-dicyanopyridine, were synthesized. Futher, subphthalocyanine and its derivatives, with substituents such as thiobutyl and thiophenyl moieties were synthesized. Electrochemical measurements were performed on the abovementioned phthalocyanine derivatives and analogues in order to examine their electron transfer abilities and electrochemical reaction mechanisms in an organic solvent. Moreover, 1,4,8,11,15,18,22,25-octakis(thio-phenylmethyl)phthalocyanes were synthesized. The Q-bands of the latter compounds appeared in the near-infrared region. Furthermore, non-colored transparent films in the visible region can be produced.

Crystal structure of 2,3-dicyano-1,4-phenylene bis(trifluoromethanesulfonate), C10H2F6N2O6S2

“…Dicyano compoundsa re precursorst op hthalocyanines( Pc) which are known for their wide range of applications such as organic charge carriers in photocopiers, laser light absorbers in data storage systems, photoconductors in photovoltaic cells and electro chromicdisplays and also photosensitizers in photodynamic therapy [1][2][3][4][5][6][7].M any artificial organic pigments are Pc derivatives and are utilized widely in textile dyeing [1, [8][9]. Our title compound found use in the synthesis of liquid crystalline benzoporphyrin derivatives showing interesting optical and photoconductive properties and application in organic semiconductors for photovoltaic cells [10].…”

Analysis of the Content of Carboxyl Groups on the Surface of Chemically Modified Copper Phthalocyanine

“…Разнообразные области применения фталоциани-нов [1][2][3] определили необходимость разработки методов их модифицирования путем введения в основную структуру молекулы или на поверхность кристалли-ческих агрегатов различных функциональных фраг-ментов. [4][5][6][7] Одним из них является функционализация нерастворимых фталоцианинов (Pcs) за счет реакции с солями арилдиазония.…”

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ВведениеРазнообразные области применения фталоциани-нов [1][2][3] определили необходимость разработки методов их модифицирования путем введения в основную структуру молекулы или на поверхность кристалли-ческих агрегатов различных функциональных фраг-ментов. [4][5][6][7] Одним из них является функционализация нерастворимых фталоцианинов (Pcs) за счет реакции с солями арилдиазония.

[8]

При этом происходит взаимодействие образующихся в реакционной массе арильных радикалов с ароматическими фрагментами молекул фталоцианина, находящихся вблизи поверх-ности частиц, образованных его агломерированными кристаллитами.

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Fabrication of 3D Thin Films by Spray Pyrolysis Method from Metal Phthalocyanines

“…Phthalocyanine-based macrocycle systems (Pc) and their metal complexes (MPc) are promising candidates for classic applications, such as, for example, pigments [12], solar [13] and fuel cells [14], catalysts [15], semiconductors [16], gas sensors [17], corrosion inhibitors [18], electronic [19] and optical [20] devices, liquid crystalline materials [21], but also for design of nanomaterials [22,23]. Their surface chemistry [23] is a relatively young and growing field of research, caused by the tremendous versatility of these molecules and their metal complexes.…”