Synthesis, characterization, and electrochemical and electrochromic properties of sandwich dilutetium tetraphthalocyanine

Abstract

A new sandwich-tpype dilutetium tetraphthalocyanine 4 has been synthesized by the reaction of dimeric lutetium(III) phthalocyanine 3 with two equiv. of dilithium octakishexylthiophthalocyanine in amyl alcohol. Compound 3 was prepared from 4',5',4",5"-tetraiminoisoindoline(1,4,7,10-tetrathia-12-crown-4) 1, 4,5-bis(hexylthio)-1,2-diiminoisoindoline and lutetium acetate in amyl alcohol. Compounds 3 and 4 were characterized by elemental analysis, UV/visible, IR, (1)H NMR and ESR spectroscopy. The electrochemical and electrochromic properties of 3 and 4 have been examined by cyclic voltammetry. Both 3 and 4 displayed well-defined electrochromic behavior.

Tetrakis‐phthalocyanines bearing electron‐withdrawing fluoro functionality: Synthesis, spectroscopy, and electrochemistry

“…The metalfree Pc 2 showed splitting of Q band as expected (Q x = 671 nm and Q y = 703 nm) with a shoulder at the higher energy side of the Q band. The effect of S-substitution on the periphery for all Pcs when compared with those of O-substituted derivatives was the shift of Q bands to longer wavelengths [3,8,[13][14][15][21][22][23][24][25][26][27]. On the other hand, the Q band position of the Pcs bearing electron-withdrawing fluoro functional groups shifted to shorter wavelengths, compared with nonfluorinated thio-or phenoxysubstituted compounds, as expected [17,27].…”

“…Accordingly, there are literally hundred of publications and patents related to their various technological fields [4][5][6]. Because of their very high tinctorial nature, diverse redox chemistry, and high thermal and chemical stability, various applications such as semiconductivity [7], electrochromic displays [8], chemical sensors [9], and optical properties [10,11] have prompted the researchers to synthesize various types of metallophthalocyanines (MPcs) recently [3][4][5][6][7][8][12][13][14]. Introducing electron donor and acceptor groups into the phthalocyanine (Pc) ring strongly affects its spectral, electrical, and electrochemical properties.…”

(24-Сrown-8)-Linked Dimeric Phthalocyanines and Their Metal Complexes

“…They are partly devoted to crown ether linked phthalocyanine polymers, [14,[48][49][50] while other describe the preparation of discrete ditopic crown ether linked phthalocyanines. [13,[51][52][53] The application of polymeric phthalocyanine networks linked by crown ethers is complicated by the low solubility of the products of the reaction, the irregularity and varied number of linked phthalocyanine fragments. The mentioned peculiarities result in difficulties of physico-chemical characterization of the products, the broadening of the UV-Vis spectra and inapplicability of mass-spectrometry.…”

Novel ball-type homo- and hetero-dinuclear phthalocyanines with four 1,1′-methylenedinaphthalen-2-ol bridges: Synthesis and characterization, electrical and gas sensing properties and electrocatalytic performance towards oxygen reduction

“…However, the studies on the synthesis of ball-type bis MPcs and especially the investigation of their electrical, electrochemical [7,8], electrochromic [9], gas sensing [10] and nonlinear optic properties [11] have been rarely reported in the literature. The first synthesis of ball-type bis MPcs was reported by Zefirov group [12,13].…”