Synthesis of non-peripherally substituted tetra(dihexylmalonate) alcohol soluble phthalocyanines

Korkut, Sıbel Eken; Avcıata, Ulvi; Şener, M. Kasım

doi:10.1080/00958972.2011.609278

Cited by 4 publications

(2 citation statements)

References 40 publications

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“…George et al found that some of Pcs shows the glass transition temperature ( T g ) in 1994 . Today, hundreds of articles and dozens of books have been published about Pcs. − …”

Section: Introductionmentioning

confidence: 99%

Surface and Thermodynamic Characterizations and Secondary Transition of Novel Phthalocyanine Glass

2018

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The novel 4-(3-tert-butyl-4-hydroxyanisole)]phthalonitrile and its peripherally tetra substituted zinc phthalocyanine complex [2,9(10),16(17),23(24)-tetrakis(4-(3-tert-butyl-4-hydroxyanisole) phthalocyaninato]zinc(II) (ZnPc) were synthesized and characterized by elemental and spectroscopic analysis techniques. The inverse gas chromatography (IGC) method was used to obtain secondary transition, surface properties, and thermodynamic interaction parameters of the phthalocyanine glass. Phthalocyanine selectivity was investigated using the acetate and alcohol isomers by IGC method at temperatures between 313.2 and 423.2 K. The secondary transition temperature was obtained by IGC method and differential scanning calorimetry (DSC). The dispersive component of the surface free energy, γS D, of adsorbent surface was calculated in the infinite dilution region. The specific enthalpy of adsorption, ΔH A S, the specific free energy of adsorption, ΔG A S and the specific entropy of adsorption, ΔS A S of solvents on ZnPc were determined. The acidic K A and the basic K D parameters of the ZnPc surface were calculated. The values obtained for K A and K D parameters indicated that the ZnPc surface has a basic character. The specific retention volume, V g 0, Flory–Huggins interaction parameter, χ12 ∞, equation-of-state interaction parameter, χ12 *, weight fraction activity coefficient, Ω1 ∞, and effective exchange energy parameter, X eff of ZnPc were determined. Then, the partial molar heat of sorption, ΔH 1,s and partial molar heat of mixing, ΔH 1 ∞, at infinite dilution were determined.

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“…George et al found that some of Pcs shows the glass transition temperature ( T g ) in 1994 . Today, hundreds of articles and dozens of books have been published about Pcs. − …”

Section: Introductionmentioning

confidence: 99%

Surface and Thermodynamic Characterizations and Secondary Transition of Novel Phthalocyanine Glass

2018

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“…However, studies on non-peripherally substituted Pc derivatives especially tetra substituted examples are still limited. [18][19][20][21][22] Click chemistry has been applied in a wide variety of research areas, including material science, polymer chemistry and pharmaceutical sciences due to its being fast, quantitative, reproducible, resistant to side reactions and highly tolerant to reaction conditions. 23 The best known click reaction is the copper(I)-catalyzed Huisgen 1,3-dipolar cycloaddition between azides and alkynes and is less used for the synthesis of substituted phthalocyanines.…”

Section: Introductionmentioning

confidence: 99%

The synthesis and characterization of nonperipherally tetra terminal alkynyl substituted phthalocyanines and glycoconjugation via the click reaction

Kanat

Dinçer

2014

Dalton Trans.

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In order to obtain nonperipherally tetra terminal alkynyl substituted phthalocyanines (Pcs), new 3-pent-4-ynyloxy phthalonitrile (3) was prepared by the nucleophilic displacement reaction of 3-nitrophthalonitrile (1) and 4-pentyn-1-ol (2) and then cyclotetramerization was attained in the presence of zinc acetate, cobalt acetate, and/or DBU in n-pentanol without protection/deprotection. For the first time, the glycoconjugation of the nonperipherally tetra terminal alkynyl substituted zinc phthalocyanine (ZnPc) (6) can be easily achieved via the click reaction in a high yield. The electronic absorption spectrum of the glucopyranosyl substituted ZnPc (10) derivative showed a red-shifted Q band at 751 nm in dichloromethane due to the protonation of the meso nitrogens of the Pc macrocycle. Deacylation yielded ZnPc (11) bearing glucose substituents at nonperipheral positions with an improved water-solubility and non-aggregation in DMSO. The chemical structures of the new compounds were characterized by (1)H NMR, (13)C NMR, FT-IR, UV-Vis, mass spectrometry and elemental analysis. Moreover, the phthalonitrile compound was characterized using X-ray.

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Synthesis, characterization and photodynamic activity of a new amphiphilic zinc phthalocyanine

et al. 2013

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Synthesis of non-peripherally substituted tetra(dihexylmalonate) alcohol soluble phthalocyanines

Cited by 4 publications

References 40 publications

Surface and Thermodynamic Characterizations and Secondary Transition of Novel Phthalocyanine Glass

Surface and Thermodynamic Characterizations and Secondary Transition of Novel Phthalocyanine Glass

The synthesis and characterization of nonperipherally tetra terminal alkynyl substituted phthalocyanines and glycoconjugation via the click reaction

Synthesis, characterization and photodynamic activity of a new amphiphilic zinc phthalocyanine

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