Oxidation of 2,4,6-trichlorophenol catalyzed by iron phthalocyanines covalently bound to silica

Sanchez, M.; Hadasch, Anke; Rabion, Alain; Meunier, Bernard

doi:10.1016/s1387-1609(99)80071-1

Cited by 5 publications

(6 citation statements)

References 44 publications

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“…This research direction has been further developed by many researchers toward degradation of different pollutants using a variety of phthalocyanine metal complexes [14][15][16][17][18][19][20][21][22][23][24][25][26].…”

Section: Introductionmentioning

confidence: 99%

From mononuclear iron phthalocyanines in catalysis to μ-nitrido diiron complexes and beyond

Sorokin

2021

Catalysis Today

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Section: Introductionmentioning

confidence: 99%

From mononuclear iron phthalocyanines in catalysis to μ-nitrido diiron complexes and beyond

Sorokin

2021

Catalysis Today

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“…Leznoff et al reported zinc sulfonamidophthalocyanines with N-heterocyclic aromatic protecting groups for sulfonic acids in the view of their potential as photodynamic therapy agents against cancer tumors [29]. A sulfonamide linkage was also used for the covalent attachment of metallophthalocyanines to a silica support [14,30,31] and very recently we have reported the synthesis of metallophthalocyanines linked to organic copolymers and their high efficiency as supported oxidative catalysts [32]. In order to obtain organo-soluble phthalocyanines complexed by different metals, we have investigated the reaction of the chlorosulfonyl derivatives 4a-4d with primary and secondary amines featuring long alkyl chains.…”

Section: Synthesis Of Metallo-tetrasulfonamidophthalocyaninesmentioning

confidence: 99%

“…In order to obtain organo-soluble phthalocyanines complexed by different metals, we have investigated the reaction of the chlorosulfonyl derivatives 4a-4d with primary and secondary amines featuring long alkyl chains. The tetrachlorosulfonylphthalocyanines 4a-4d were prepared by chlorination of the tetrasulfo derivatives 1a-1d with SOCl 2 according to a previously published method [14] (Fig. 3).…”

Section: Synthesis Of Metallo-tetrasulfonamidophthalocyaninesmentioning

confidence: 99%

Synthesis of organo-soluble metallophthalocyanines bearing electron-withdrawing substituents

Sanchez

Fache²,

Bonnet³

et al. 2001

J. Porphyrins Phthalocyanines

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ABSTRACT:The syntheses of organo-soluble metallophthalocyanines having sulfo-and sulfonamido-electronwithdrawing substituents are reported. The simple cation exchange of the readily available tetrasodium salt of metallo-sulfophthalocyanines 1 (M = Ni, Co, Fe, Cr) by alkylammonium salts afforded the sulfophthalocyanines 2 and 3 in good yields. Complexes 2 featuring two long C18 alkyl chains are only soluble in organic solvents while tetrabutylammonium counter ions exhibit a dual solubility in both organic solvents and water for compounds 3. The tetrasulfonamidophthalocyanine complexes 5-7 with four C8, four C18 or eight C8 alkyl chains have been obtained after chlorination of the sulfophthalocyanines 1 leading to the chlorosulfonyl derivatives 4, followed by reaction with various substituted amines. The synthesis of the chromium precursors with tetrasulfo and tetrachlorosulfonyl substituents is also described.

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“…The addition of a co -organic solvent in the reactional middle is indispensable; the authors do not work in an aqueous middle but in a mixture acetonitrile / buffer (1 / 3, V / V) or in a solution phosphates buffer / ethanol (80 / 20) or in a solution phosphates buffer / acetone 80 / 20 [6,7,8].…”

Section: Introductionmentioning

confidence: 99%

New Process of Catalytic Oxidation of Organic Pollutants from Water in Soft Conditions in Presence of Sulfonated Cobalt Phthalocyanines Supported on Activated Carbon

Goul

Mongi²

2017

Eco-Tech

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In the field of water treatment, catalytic oxidation has been developed around the Fenton reagent (hydrogen peroxide coupled with ferrous iron salt) but this oxidative system has drawbacks. In effect, this system only works in acidic pH. In addition, the Fenton reagent used at room temperature generally offers a partial oxidation of pollutants and is not accompanied by a significant removal of total organic carbon.The WPO process (Wet Peroxide Oxidation) that uses the catalytic activation of peroxide hydrogen at high temperature accelerates the kinetic of degradation reactions. But this method poses problems of cost due to the use of high temperatures reaching 140°C.In clean water, the oxygen is found mainly in the processes WAO (Wet Air Oxidation) which generates a huge investment because of high temperature and pressure (250 to 320 ° C -50 to 150 bar). This represents a major drawback in the industry.The catalytic oxidation reactions in the presence of métallophthalocyanines described in the literature involve KHSO 5 or H 2 O 2 which presents a disadvantage in a field of water depollution. Indeed, for the oxidation of trichlorophenol, adding an organic co-solvent is necessary: The reactions present the inconvenient to be conducted in a mixture acetonitrile / buffer (1 / 3, V / V) and not in an aqueous medium .Therefore, it appears that finding a method for oxidation catalysis involving transition metals and using oxygen under mild conditions of temperature and pressure is a particularly important challenge. During this work, we showed that the synthesis of a catalyst: phthaolocyanine cobalt sulfonated fixed on activated carbon is a simple process that takes place at room temperature. The action of these catalysts has been studied in the oxidation of hexanoic acid by oxygen in normal conditions (20 ° C, 1 atm.). We studied the reaction using two catalysts supported on activated carbon as grains, containing respectively 12 and 50 µmol / g cobalt. We showed that:https://doi.org/10.15626/Eco-Tech.2010.116Linnaeus ECO-TECH '10 Kalmar, Sweden, November 22-24, 2010 • the acid mineralization increases with the degree of grafting. In all cases, 97% of hexanoic acid is removed after 6h.• the behavior of catalysts has been studied through recycling. The catalyst with the lowest content in cobalt showed an increase of activity during the first four cycles. Such activity is stabilised with apparent values of the fall of total organic carbon (TOC) and chemical demand of oxygen (COD) of about 90 %. The increase of cobalt concentration enhances the rate of mineralization (expressed in relation to TOC eliminate d) from 45 % in the first cycle to 62 % at the third cycle. The loss of cobalt is very low. It is below 0,57 % after six cycles. We have also tested the catalytic action of this system in the succinic acid oxidation, oxalic acid and trichlorophenol. We obtain a quasi total fall of TOC and COD and an important rate of mineralization.All these consistent results, can validate this catalytic system. Especially s...

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Oxidation of 2,4,6-trichlorophenol catalyzed by iron phthalocyanines covalently bound to silica

Cited by 5 publications

References 44 publications

From mononuclear iron phthalocyanines in catalysis to μ-nitrido diiron complexes and beyond

From mononuclear iron phthalocyanines in catalysis to μ-nitrido diiron complexes and beyond

Synthesis of organo-soluble metallophthalocyanines bearing electron-withdrawing substituents

New Process of Catalytic Oxidation of Organic Pollutants from Water in Soft Conditions in Presence of Sulfonated Cobalt Phthalocyanines Supported on Activated Carbon

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