Synthesis, mesomorphism and electrochemical properties of tetrasubstituted zinc and copper phthalocyanines

Zharnikova, N. V.; Усольцева, Н. В.; Kudrik, E. V.; Thelakkat, Mukundan

doi:10.1039/b821306b

Cited by 33 publications

(24 citation statements)

References 22 publications

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“…As can be seen from Table 3, the (PhO) 8 PcCu (3a) derivative 5 having no methoxy group showed no mesophase but only a crystalline (K) phase from rt to the decomposition temperature at 541 o C. As can be seen from Table 3, the [(o-C 1 )PhO] 8 PcCu (3b) derivative substituted by a methoxy group at an ortho-position in 10 the phenoxy group showed a glassy Col ro (P2m) mesophase from rt for the freshly prepared virgin sample. When it was heated over the glass transition temperature at 87.4 o C, it relaxed to transform into crystalline phase K 1 ; on further heating, it transformed into another crystalline phase K 2 , which decomposed without weight 15 loss (1 st decomp.)…”

Section: Phase Transition Behaviourmentioning

confidence: 61%

“…8 In 2009, Usol'tseva and her co-workers found from polarizing 60 optical microscopic observations that a phthalocyanine (Pc) derivative substituted by four triphenylmethyl groups, (3Ph-PhO) 4 PcCu (2), depicted in Figure 1- (2) shows a mesophase. 9,10 The substituent of triphenylmethyl group in this compound very resembles the molecular structure of Ph 2 CHCOONa (1) in Figure of the bulky substituents to the other cores also induce mesomorphism. 12 (2): Rotating bulky substituents induced mesophases in the previous compounds .…”

Section: Introductionmentioning

confidence: 99%

“…On heating till the melting point from at 299.4 o C, no XRD pattern of the Col ro (P2m) appeared again. Therefore, the Col ro (P2m) mesophase is monotropic and appears only for the freshly prepared virgin 10 sample as a glassy Col ro (P2m) mesophase. Figure 4[B] and the X-ray data in Table 4, the XRD pattern at 230 o C gave thirteen peaks.…”

Section: Temperature-dependent X-ray Diffraction Measurementsmentioning

confidence: 99%

“…The methanolic layer was removed by filtration and then the resulting precipitate was washed with methanol, ethanol and acetone, respectively. The residue was purified by 10 column chromatography (silica gel, chloroform : THF = 9:1, Rf = 0.70) and recrystallization from ethyl acetate to obtain 0.347 g of green solid. Yield = 66.7%.…”

Section: Synthesismentioning

confidence: 99%

“…From these investigations, we successfully established two 10 series of bulky substituents, (i) and (ii), inducing flying-seed-like liquid crystals: (i) Diphenylmethyl (Ph 2 -CH-), 2-methylethyl ((CH 3 ) 2 -CH-) and 3-ethylprophyl ((C 2 H 5 ) 2 -CH-). 8 (ii) 4-(Triphenylmethyl)phenoxy (3Ph-PhO-), 4-(1, 1-15 diphenylethyl)phenoxy (2PhO-PhO-), 4-(1-methyl-1-phenyl)phenoxy (1Ph-PhO-) and 4-(tert-buthyl)phenoxy (0Ph-Pho-).…”

Section: Introductionmentioning

confidence: 99%

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Flying-seed-like liquid crystals. Part 4: a novel series of bulky substituents inducing mesomorphism instead of using long alkyl chains

2015

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We have synthesized a novel series of flying-seed-like derivatives (3a~g) based on phthalocyaninato copper(II) (abbreviated as PcCu) substituted by bulky groups {PhO (a), Thus, we have revealed that mesomorphism could be induced by these novel bulky substituents instead of using long alkyl chains, and that the mesophase structures were greatly affected by the number and position of methoxy groups. Especially, it is very interesting that the derivatives having methoxy group(s) at the meta position(s), 3c, 3e, 3f and 3g, tend to show enantiotropic mesophase(s), whereas neither the derivative having no methoxy group, 3a, nor the derivative having a methoxy group at the para position, 20 3d, show a mesophase.

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Section: Phase Transition Behaviourmentioning

confidence: 61%

Section: Introductionmentioning

confidence: 99%

Section: Temperature-dependent X-ray Diffraction Measurementsmentioning

confidence: 99%

Section: Synthesismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Flying-seed-like liquid crystals. Part 4: a novel series of bulky substituents inducing mesomorphism instead of using long alkyl chains

2015

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Electrochemistry of Novel Phthalocyanines Bearing 1,2,4 Triazole Groups

et al. 2020

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The phthalonitrile (3) and triazole substituted metallo phthalocyanines (MPc) (4–7) were prepared. The novel compounds were characterized with spectroscopic data. Electrochemical analyses of metallophthalocyanines (4–7) bearing triazole substituents were performed to investigate redox activity of phthalocyanines (Pcs) ring. While incorporation of Ni2+ and Cu2+ cations in the Pc core only influenced peak positions of Pc ring processes, Co2+ and Cl1−Fe3+ cations of CoPc and FePc gave extra redox couples to the Pc based ones. Releasing the axial Cl1− anion on Fe3+ cation of FePc during the reduction reactions complicated the redox responses. Redox reactions of Co2+ and Fe3+ metal centers also considerable influenced spectral and color responses of these complexes.

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Photosensitizers in Solar Energy Conversion

Willinger

Thelakkat

2011

Photosensitizers in Medicine, Environment, and Security

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Synthesis, mesomorphism and electrochemical properties of tetrasubstituted zinc and copper phthalocyanines

Cited by 33 publications

References 22 publications

Flying-seed-like liquid crystals. Part 4: a novel series of bulky substituents inducing mesomorphism instead of using long alkyl chains

Flying-seed-like liquid crystals. Part 4: a novel series of bulky substituents inducing mesomorphism instead of using long alkyl chains

Electrochemistry of Novel Phthalocyanines Bearing 1,2,4 Triazole Groups

Photosensitizers in Solar Energy Conversion

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