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2012 | OriginalPaper | Buchkapitel

9. Photocatalytic Degradation of Pollutants with Emphasis on Phthalocyanines and Related Complexes

verfasst von : Alexander B. Sorokin

Erschienen in: Photosensitizers in Medicine, Environment, and Security

Verlag: Springer Netherlands

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Abstract

Safe disposal of different harmful substances considered as pollutants is a key problem in the environmental context. Principal approaches for decontamination are briefly overviewed. The main focus is then placed on different photochemical methods used for degradation of pollutants. Application of phthalocyanine complexes for degradation of chlorinated phenols, dyes, etc. is discussed in more details. Three principal approaches involving these readily accessible catalysts are formulated: (i) chemical systems including a catalyst and an oxidant; (ii) photochemical systems based on photosensitizers absorbing UV and visible light for generation of reducing and oxidizing sites which react directly with molecules of pollutants and with molecular oxygen to form strong oxidants like hydroxyl radical; (iii) combined photo-assisted oxidation processes when external oxidant like hydrogen peroxide and light are used together to boost the oxidative degradation. Mechanistic aspects of different approaches are discussed to illustrate the essential features of different processes to provide some background for the choice of optimal system for new developments.

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Vorheriges Kapitel Exogenously Induced Endogenous Photosensitizers

Nächstes Kapitel Photosensitisation and Photocatalysis for Synthetic Purposes

Herrmann JM (1999) Heterogeneous photocatalysis: fundamentals and applications to the removal of various types of aqueous pollutants. Catal Today 53:115–129CrossRef

Malato S, Fernandez-Ibanez P, Maldonado MI et al (2009) Decontamination and disinfection of water by solar photocatalysis: recent overview and trends. Catal Today 149:1–59CrossRef

Hoffman MR et al (1995) Environmental applications of semiconductor photocatalysis. Chem Rev 95:69–96CrossRef

Maldotti A, Molinari A, Amadelli R (2002) Photocatalysis with organized systems for the oxofunctionalization of hydrocarbons by O₂. Chem Rev 102:3811–3836CrossRef

Laine DF, Cheng IF (2007) The destruction of organic pollutants under mild reaction conditions: a review. Microchem J 85:183–193CrossRef

Kritzer P, Dinjus E (2001) An assessment of supercritical water oxidation (SCWO) existing problems, possible solutions and new reactor concepts. Chem Eng J 83:207–214CrossRef

Bhargava SK, Tardio J, Prasad J et al (2006) Wet oxidation and catalytic wet oxidation. Ind Eng Chem Res 45:1221–1258CrossRef

Legrini O, Oliveros E, Braun AM (1993) Photochemical processes for water treatment. Chem Rev 93:671–698CrossRef

Pignatello JJ, Oliveros E, MacKay A (2006) Advanced oxidation processes for organic contaminant destruction based on the Fenton reaction and related chemistry. Crit Rev Environ Sci Technol 36:1–84CrossRef

10.

Tonucci L, Cortese A, Bressan M, D’Ambrosio P, d’Alessandro N (2011) Photosensitisation and photocatalysis for synthetic purposes. In: Nyokong T, Ahsen V (eds) Photosensitizers in medicine, environment, and security. Springer, Dordrecht, pp 473–529

11.

Palmisano G, Augugliaro V, Pagliaro M et al (2007) Photocatalysis: a promising route for 21st century organic chemistry. Chem Commun 3425–3437CrossRef

12.

Herrmann J-M (2005) Heterogeneous photocatalysis: state of the art and present applications. Top Catal 34:49–64CrossRef

13.

Khataee AR, Kasiri MB (2010) Photocatalytic degradation of organic dyes in the presence of nanostructured titanium dioxide: influence of the chemical structure of dyes. J Mol Catal A 328:8–26CrossRef

14.

Malato S, Blanco J, Richter C et al (1998) Enhancement of the rate of solar photocatalytic mineralization of organic pollutants by inorganic oxidizing species. Appl Catal B 17:347–356CrossRef

15.

Zhao W, Ma W, Chen C et al (2004) Efficient degradation of toxic organic pollutants with Ni₂O₃/TiO_2-xB_X under visible irradiation. J Am Chem Soc 126:4782–4783CrossRef

16.

Asahi R, Morikawa T, Ohwaki T et al (2001) Visible-light photocatalysis in nitrogen-doped titanium oxides. Science 293:269–271CrossRef

17.

Andreozzi R, Caprio V, Insola A et al (1999) Advanced oxidation processes (AOP) for water purification and recovery. Catal Today 53:51–59CrossRef

18.

Brillas E, Sirés I, Oturan MA (2009) Electro-Fenton process and related electrochemical technologies based on Fenton’s reaction chemistry. Chem Rev 109:6570–6631CrossRef

19.

Bautista P, Mohedano AF, Casas JA et al (2008) An overview of the application of Fenton oxidation to industrial wastewaters treatment. J Chem Technol Biotechnol 83:1323–1338CrossRef

20.

Zepp RG, Faust BC, Hoigné J (1992) Hydroxyl radical formation in aqueous reactions (pH 3–8) of iron(II) with hydrogen peroxide: the photo-Fenton reaction. Environ Sci Technol 26:313–319CrossRef

21.

Ikehata K, El-Din MG (2006) Aqueous pesticide degradation by hydrogen peroxide/ultraviolet irradiation and Fenton-type advanced oxidation processes: a review. J Environ Eng Sci 5:81–135CrossRef

22.

Pera-Titus M, Garcia-Molina V, Baos MA et al (2004) Degradation of chlorophenols by means of advanced oxidation processes: a general review. Appl Catal B 47:219–256CrossRef

23.

Cernjak W, Krutzler T, Glaser A et al (2003) PhotoFenton treatment of water containing natural phenolic pollutants. Chemosphere 50:71–78CrossRef

24.

Bigda RJ (1995) Consider Fenton’s chemistry for wastewater treatment. Chem Eng Prog 91:62–66

25.

Labat G, Séris J-L, Meunier B (1990) Oxidative degradation of aromatic pollutants by chemical models of ligninase based on porphyrin complexes. Angew Chem Int Ed Engl 29:1471–1473CrossRef

26.

Sorokin A, Séris J-L, Meunier B (1995) Efficient oxidative dechlorination and aromatic ring cleavage of chlorinated phenols catalyzed by iron phthalocyanines. Science 268:1163–1166CrossRef

27.

Sorokin A, Meunier B (1996) Oxidative degradation of polychlorinated phenols catalyzed by metallophthalocyanines. Chem Eur J 2:1308–1317CrossRef

28.

Sorokin A, De Suzzoni-Dezard S, Poullain D et al (1996) CO₂ as the ultimate degradation product in the H₂O₂ oxidation of 2,4,6-trichlorophenol catalyzed by iron tetrasulfophthalocyanine. J Am Chem Soc 118:7410–7411CrossRef

29.

Meunier B, Sorokin A (1997) Oxidation of pollutants catalyzed by metallophthalocyanines. Acc Chem Res 30:470–476CrossRef

30.

Hadasch A, Meunier B (1999) Oxidation of dichloroanilines and related anilides catalyzed by iron(III) tetrasulfonatophthalocyanine. Eur J Inorg Chem 2319–2325

31.

Sorokin A, Fraisse L, Rabion A, Meunier B (1997) Metallophthalocyanine-catalyzed oxidation of catechols by H₂O₂ and its surrogates. J Mol Catal A 117:103–114CrossRef

32.

Sörensen M, Zurell S, Frimmel FH (1998) Degradation pathway of the photochemical oxidation of ethylenediaminetetraacetate (EDTA) in the UV/H₂O₂ process. Acta Hydrochim Hydrobiol 26:109–115CrossRef

33.

Pirkanniemi K, Sillanpää M, Sorokin A (2003) Degradative hydrogen peroxide oxidation of chelates catalysed by metallophthalocyanines. Sci Total Environ 307:11–18CrossRef

34.

Hadasch A, Sorokin A, Rabion A et al (1997) Oxidation of 2,4,6-trichlorophenol (TCP) catalyzed by iron tetrasulfophthalocyanine (FePcS) supported on a cationic ion-exchange resin. Bull Soc Chim Fr 134:1025–1032

35.

Sorokin A, Meunier B (1994) Efficient H₂O₂ oxidation of chlorinated phenols catalyzed by supported iron phthalocyanines. J Chem Soc Chem Commun 1799–1800CrossRef

36.

Sanchez M, Chap N, Cazaux JP, Meunier B (2001) Metallophthalocyanines linked to organic copolymers as efficient oxidative supported catalysts. Eur J Inorg Chem 1775–1783CrossRef

37.

Tao X, Ma W, Zhang T, Zhao J (2001) Efficient photooxidative degradation of organic compounds in the presence of iron tetrasulfophthalocyanine under visible light irradiation. Angew Chem Int Ed 40:3014–3016CrossRef

38.

Tao X, Ma W, Zhang T, Zhao J (2002) A novel approach for the oxidative degradation of organic pollutants in aqueous solutions mediated by iron tetrasulfophthalocyanine under visible light radiation. Chem Eur J 8:1321–1326CrossRef

39.

Tao X, Ma W, Li J (2003) Efficient degradation of organic pollutants mediated by immobilized iron tetrasulfophthalocyanine under visible light irradiation. Chem Commun 80–81CrossRef

40.

Héquet V, Le Cloirec P, Gonzalez C, Meunier B (2000) Photocatalytic degradation of atrazine by porphyrin and phthalocyanine complexes. Chemosphere 41:379–386CrossRef

41.

Nyokong T (2007) Effects of substituents on the photochemical and photophysical properties of main group metal phthalocyanines. Coord Chem Rev 251:1707–1722CrossRef

42.

Ozoemena K, Kuznetsova N, Nyokong T (2001) Comparative photosensitised transformation of polychlorophenols with different sulfonated metallophthalocyanine complexes in aqueous medium. J Mol Catal A 176:29–40CrossRef

43.

Lukyanets EA, Nemykin VN (2010) The key role of peripheral substituents in the chemistry of phthalocyanines and their analogs. J Porphyrins Phthalocyanines 14:1–40CrossRef

44.

Gürol I, Durmus M, Ahsen V (2010) Photophysical and photochemical properties of fluorinated and nonfluorinated n-propanol-substituted zinc phthalocyanines. Eur J Inorg Chem 1220–1230CrossRef

45.

Ozoemena K, Kuznetsova N, Nyokong T (2001) Photosensitized transformation of 4-chlorophenol in the presence of aggregated and non-aggregated metallophthalocyanines. J Photochem Photobiol A 139:217–224CrossRef

46.

Marais E, Klei R, Antunes E, Nyokong T (2007) Photocatalysis of 4-nitrophenol using zinc phthalocyanine complexes. J Mol Catal A 261:36–42CrossRef

47.

Wöhrle D, Suvorova O, Gerdes R et al (2004) Efficient oxidations and photooxidations with molecular oxygen using metal phthalocyanines as catalysts and photocatalysts. J Porphyrins Phthalocyanines 8:1020–1041CrossRef

48.

Gerdes R, Wöhrle D, Spiller W et al (1997) Photo-oxidation of phenol and monochlorophenols in oxygen-saturated aqueous solutions by different photosensitizers. J Photochem Photobiol A 111:65–74CrossRef

49.

Nensala N, Nyokong T (1997) Photosensitization reactions of neodymium, dysprosium and lutetium diphthalocyanine. Polyhedron 16:2971–2976CrossRef

50.

Nensala N, Nyokong T (2000) Photocatalytic properties of neodymium diphthalocyanine towards the transformation of 4-chlorophenol. J Mol Catal A 164:69–76CrossRef

51.

Agboola B, Ozoemena KI, Nyokong T (2006) Comparative efficiency of immobilized non-transition metal phthalocyanine photosensitizers for the visible light transformation of chlorophenols. J Mol Catal A 248:84–92CrossRef

52.

Xiong Z et al (2005) Enhanced photodegradation of 2,4,6-trichlorophenol over palladium phthalocyaninesulfonate modified organobentonite. Langmuir 21:10602–10607CrossRef

53.

Huang Y, Li J, Ma W et al (2004) Efficient H2O2 oxidation of organic pollutants catalyzed by supported iron sulfophenylporphyrin under visible light irradiation. J Phys Chem B 108:7263–7270CrossRef

54.

Mele G, Del Sole R, Vasapollo G et al (2005) TRMC, XPS, and EPR characterizations of polycrystalline TiO₂ porphyrin impregnated powders and their catalytic activity for 4-nitrophenol photodegradation in aqueous suspension. J Phys Chem B 109:12347–12352CrossRef

55.

Sun Q, Xu Y (2009) Sensitization of TiO₂ with Aluminium Phthalocyanine: factors influencing the efficiency for chlorophenol degradation in water under visible light. J Phys Chem C 113:12387–12394CrossRef

56.

Kölle U, Moser J, Grätzel M (1985) Dynamics of interfacial charge-transfer reactions in semiconductor dispersions. Reduction of cobaltoceniumdicarboxylate in colloidal titania. Inorg Chem 24:2253–2258CrossRef

57.

Anderson S, Constable EC, Dare-Edwards MP et al (1979) Chemical modification of a titanium (IV) oxide electrode to give stable dye sensitisation without a supersensitiser. Nature Lond 280:571–573CrossRef

58.

Ghosh PK, Spiro TG (1980) Photoelectrochemistry of tris(bipyridyl)ruthenium(II) covalently attached to n-type tin(IV) oxide. J Am Chem Soc 102:5543–5549CrossRef

59.

Giraudeau A, Fan FF, Bard A (1980) Semiconductor electrodes. 30. Spectral sensitization of the semiconductors titanium oxide (n-TiO2) and tungsten oxide (n-WO3) with metal phthalocyanines. J Am Chem Soc 102:5137–5142CrossRef

60.

Special issue on dye sensitized solar cells (2004) Coord Chem Rev 248(issues 13–14)

61.

Martinez-Diaz MV, de la Torre G, Torres T (2010) Lighting porphyrins and phthalocyanines for molecular photovoltaics. Chem Commun 46:7090–7108CrossRef

62.

Clifford JN, Yahioglu G, Milgrom LR et al (2002) Molecular control of recombination dynamics in dye sensitised nanocrystalline TiO₂ films. Chem Commun 1260–1261CrossRef

63.

Iliev V (2002) Phthalocyanine-modified titania – catalyst for photooxidation of phenols by irradiation with visible light. J Photochem Photobiol A 151:195–199CrossRef

64.

Mele G, Del Sole R, Vasapollo G et al (2003) Photocatalytic degradation of 4-nitrophenol in aqueous suspension by using polycrystalline TiO₂ impregnated with functionalized Cu(II)-porphyrin or Cu(II)-phthalocyanine. J Catal 217:334–342

65.

Chen F, Deng Z, Li X et al (2005) Visible light detoxification by 2,9,16,23-tetracarboxyl phthalocyanine copper modified amorphous titania. Chem Phys Lett 415:85–88CrossRef

66.

Mele G, Garcia-Lopez E, Palmisano L et al (2007) Photocatalytic degradation od 4-nitrophenol in aqueous suspension by using polycrystalline TiO2 impregnated with lanthanide double-Decker phthalocyanine complexes. J Phys Chem C 111:6581–6588CrossRef

67.

Sorokin AB, Kudrik EV, Bouchu D (2008) Bio-inspired oxidation of methane in water catalyzed by N-bridged diiron phthalocyanine complex. Chem Commun 2562–2564CrossRef

68.

Sorokin AB, Kudrik EV (2008) N-Bridged diiron phthalocyanine catalyzes oxidation of benzene by H₂O₂ via benzene oxide with NIH Shift evidenced using benzene-1,3,5-d ₃ as a probe. Chem Eur J 14:7123–7126

69.

Isci U, Afanasiev P, Millet JM et al (2009) Preparation and characterization of μ-nitrido diiron phthalocyanines with electron-withdrawing substituents: application for catalytic aromatic oxidation. Dalton Trans 7410–7420CrossRef

70.

Afanasiev P, Bouchu D, Kudrik EV et al (2009) Stable N-bridged diiron (IV) phthalocyanine cation-radical complexes: synthesis and properties. Dalton Trans 9828–9836CrossRef

Titel: Photocatalytic Degradation of Pollutants with Emphasis on Phthalocyanines and Related Complexes
verfasst von: Alexander B. Sorokin
Verlag: Springer Netherlands
Buch: Photosensitizers in Medicine, Environment, and Security
Print ISBN: 978-90-481-3870-8

Electronic ISBN: 978-90-481-3872-2

Copyright-Jahr: 2012
DOI: https://doi.org/10.1007/978-90-481-3872-2_9