Неорганическая химия / Химия Элементов / Химическая и биологическая роль Озона / Химические основы современных окислительных технологий на основе озона очистки сточных вод

in aqueous solution / B. C. Gilbert [et al.] // J. Chem. Soc. Perkin Trans. 2. – 1976. – № 9. – P. 1047–1052.

146. Gilbert, B. C. Electron spin resonance studies. Part 61. The generation and reactions of the t-butoxyl radical in aqueous solution / B. C. Gilbert [et al.] // J. Chem. Soc., Perkin Trans. 2. – 1981. – № 10. – P. 1392–1400.

147.Bothe, E. HO2 Elimination from α-hydroxyalkylperoxyl Radicals in Aqueous Solution / E. Bothe [et al.] // Photochem. Photobiol. – 1978. – V. 28. – № 5. – P. 639–643.

148.Schuchmann, H. - P. Methylperoxyl radicals / H.-P. Schuchmann, C. von Sonntag // Zeitschrift für Naturforschung. B . – 1984. – V. 39. – № 2. – P. 217–221.

149.Zegota, H. Acetonylperoxyl Radicals, CH3COCH2O2 - a Study on the Gamma-Radiolysis and Pulse-Radiolysis of Acetone in Oxygenated Aque- ous-Solutions / H. Zegota [et al.] // Zeitschrift Fur Naturforschung. B. – 1986. – V. 41. – № 8. – P. 1015–1022.

150.Asmus, K.-D. Pulse radiolytic study of the site of hydroxyl radical attack on aliphatic alcohols in aqueous solution / K.-D. Asmus, H. Möckel,

A. Henglein // J. Phys. Chem. – 1973. – V. 77. – № 10. – P. 1218–1221. 151. Neta, P. Pulse radiolysis of aliphatic acids in aqueous solutions. I. Simple monocarboxylic acids / P. Neta, M. Simic, E. Hayon // J. Phys. Chem. – 1969. – V. 73. – № 12. – P. 4207–4213.

152. Stefan, M. I. Degradation Pathways during the Treatment of Methyl tert-Butyl Ether by the UV/H2O2 Process / M. I. Stefan, J. Mack, J. R. Bolton // Environ. Sci. Tech. – 2000. – V. 34 . – № 5. – P. 650–658.

153.Neta, P. Rate Constants for Reactions of Phenoxyl Radicals in Solution / P. Neta, J. Grodkowski // J. Phys. Chem. Ref. Data. – 2005. – V. 34. – № 1. – P.109–199.

154.Dietz, R. Nucleophilic reactions of electrogenerated superoxide ion / R. Dietz [et al.] // J. Chem. Soc. B. – 1970. – P. 816–820.

155.Merritt, M. V. Electrochemical studies of the reactivity of superoxide ion with several alkyl halides in dimethyl sulfoxide / M. V. Merritt,

D. T. Sawyer // J. Org. Chem. – 1970. – V. 35. – № 7. – P. 2157–2159. 156. San-Filippo, J. S. Cleavage of esters by superoxide / J. S. SanFilippo [et al.] // J. Org. Chem. – 1976. – V. 41. – № 3. – P. 586–588.

141

157. Magno, F. On the reaction kinetics of electrogenerated superoxide ion with aryl benzoates / F. Magno, G. Bontempelli // J. Electroаnаlyt. Сhem. – 1976. – V. 68. – № 3. – P. 337–344.

158. Lee-Ruff, E. The organic chemistry of superoxide / E. Lee-Ruff // Chem. Soc. Rev. – 1977. – № 6. – P. 195–214.

159.Wojtowicz, J. A. Ozone. Kirk-Othmer Encyclopedia of Chemical Technology. 4th ed. / J. A. Wojtowicz. – N.-Y. : John Wiley & Son s, 1996. – V. 17. – P. 490–506.

160.Hellman, T. M. Mechanism of alkane oxidation by ozone in the presence and absence of iron (III) chloride / T. M. Hellman, G. A. Ham-

ilton // JACS. – 1974. – V. 96. – № 5. – P. 1530–1535.

161.Nangia, P. S. Thermochemistry and kinetics of ozonation reactions / P. S. Nangia, S. W. Benson // JACS. – 1980. – V. 10 2. – № 9. – P. 3105– 3115.

162.Von Gunten, U. Review. Ozonation of drinking water: Part I. Oxidation kinetics and product formation / U. von Gunten // Water Res. – 2003.

– V. 37. – P. 1443–1467.

163.Dowideit, P. The Reaction of Ozone with Ethene and its Methyland Chlorine-substituted Derivatives in Aqueous Solution / P. Dowideit, C. von Sonntag // Environ. Sci. Tech. – 1998. – V. 32. – № 8. – P. 1112– 1119.

164.Разумовский, С. Д. Кинетика и механизм реакции озона с двойными связями / С. Д. Разумовский, Г. Е. Заиков // Успехи хи-

мии. – 1980. – Т. XLIX. – №. 12. – С. 2344–2376.

165.Hoigne, J. Rate constants of the reactions of ozone with organic

166. Canterino, M. A Kinetic Investigation on the Ozonation of Glycerol and its Oxygenated Derivatives / M. Canterino [et al.] // Ozone: Sci. Eng. – 2009. – V. 31. – № 6. – P. 445–453.

167. White, H. M. Ozonation of Aromatic Aldehydes / H. M. White, P. S. Bailey // J. Org. Chem. – 1965. – V. 30. – № 9. – P. 3037–3041. 168. Price, C. C. The Course of Ozonation of Ethers / C. C. Price, A. L. Tumolo // JACS. – 1964. – V. 86. – № 21. – P. 4691–4694.

169. Nepotchatykh, O. V. Degradation of Dicarboxylic Acids (C2-C9) upon Liquid-Phase Reactions with O3 and Its Atmospheric Implications

142

/ O. V. Nepotchatykh, P. A. Ariya // Environ. Sci. Tech. – 2002. – V. 36. – № 15. – P. 3265–3269.

170.Leitzke, A. Ozonolysis of Unsaturated Acids in Aqueous Solution: Acrylic, Methacrylic, Maleic, Fumaric and Muconic Acids / A. Leitzke,

C. von Sonntag // Ozone: Sci. Eng. – 2009. – V. 31. – № 4. – P. 301–

171.Bailey, P. S. The reactions of ozone with organic compounds /

P. S. Bailey // Chem. Rev. – 1958. – V. 58. – P. 92 5–1010.

172.Bailey, P. S. Ozonation in Chemistry / P. S. Bailey. – N.-Y. : Academic Press, 1978. – V. 1–2.

173.Hoigne, J. Rate constants of the reactions of ozone with organic and inorganic compounds. I. Non-Dissociating organic compounds / J. Hoigne, H. Bader // Water Res. – 1983. – V. 17. – № 2. – P. 185–194.

174.Spanggord, R. J. Oxidation of Aminodinitrotoluenes with Ozone: Products and Pathways / R. J. Spanggord, C. D. Yao, T. Emill // Envi-

ron. Sci. Tech. – 2000. – V. 34. – № 3. – P. 497–504.

175.Разумовский, С. Д. Озон и его реакции с органическими соединениями / С. Д. Разумовский, Г. Е. Заиков. – М. : Наука, 1974. –

324с.

176.Ramseier, M. K. Mechanisms of Phenol Ozonation − Kinetics of

Formation of Primary and Secondary Reaction Products / M. K. Ramseier, U. von Gunten // Ozone: Sci. Eng. – 2009. – V. 31. – № 3. – P. 201–215.

177.Leitzke, A. Ozonolysis of vinyl compounds, CH2=CH-X, in aqueous solution − the chemistries of the ensuing formyl compounds and hydroperoxides / A. Leitzke [et al.] // Org. Biomolec. Chem. – 2003. – V 1. – № 6. – P. 1012–1019.

178.Flyunt, R. A Common Carbanion Intermediate in the Recombination and Proton-Catalysed Disproportionation of the

Carboxyl Radical Anion, CO2− , in Aqueous Solution / R. Flyunt, M. N. Schuchmann, C. von Sonntag // Chem. – A Europ ean J. – 2001. – V. 7. – № 4. – P. 796–799.

179. Legube, B. Identification of Ozonation Products of Aromatic Hydrocarbon Micropollutants: Effect on Chlorination and Biological Filtration / B. Legube, B. Langlais, B. Sohm, M. Dore // Ozone: Sci. Eng. – 1981. – V. 3. – № 1. – P. 33–48.

143

180.Beltrán, F. J. A Kinetic Model for Advanced Oxidation Processes of Aromatic Hydrocarbons in Water: Application to Phenanthrene and Nitrobenzene // F. J. Beltrán [et al.] // Ind. Eng.Chem. Res. – 1999. – V. 38. – № 11. – P. 4189–4199.

181.Yamamoto, Y. Ozonation of Organic Compounds. 2. Ozonation of Phenol in Water / Y. Yamamoto [et al.] // J. Org. Chem. – 1979. – V. 44.

– P. 2137–2143.

182.Sotelo, J. L. Ozonation of Aqueous Solutions of Resorcinol and

Phloroglucinol. 1. Stoichiometry and Absorption Kinetic Regime /

J.L. Sotelo, F. J. Beltrán, M. Gonzalez // Ind. Eng. Chem. Res. – 1990. –

V.29. – № 12. – P. 2358–2367.

183. Dzengel, J. Formation of Nitroaromatic Compounds in Advanced Oxidation Processes: Photolysis versus Photocatalysis / J. Dzengel, J. Theurich, D.W. Bahnemann // Environ. Sci. Tech. – 1999. – V. 33. – № 2. – P. 294– 300.

184. Sehested, K. Ozone Decomposition in Aqueous Acetate Solutions /

K.Sehested [et al.] // J. Phys. Chem. – 1987. – V. 91. – № 9. – P. 2359– 2361.

185. Lind, J. Reaction of Peroxyl Radicals with Ozone in Water / J. Lind [et al.] // J. Phys. Chem. A. – 2003. – V. 107. – № 5. – P. 676–681.

186. Glaze, W. H. The chemistry of water treatment processes involving

187.Andreozzi, R. Advanced Oxidation Processes (AOP) for Water Purification and Recovery // R. Andreozzi [et al.] // Catal. Today. – 1999. – V. 53. – № 1. – P. 51–59.

188.Yasunaga, N. New Approach for Optimization of Ozone-Hydrogen Peroxide Water Treatment / N. Yasunaga [et al.] // Ozone: Sci. Eng. – 2006. – V. 28. – № 2. – P. 95–103.

189.Reisz, E. Photolysis of Ozone in Aqueous Solutions in the Presence of Tertiary Butanol / E. Reisz [et al.] // Environ. Sci. Tech. – 2003. – V. 37. – № 9. – P. 1941–1948.

190.Окабе, Х. Фотохимия малых молекул / Х. Окабе. – М.: Мир, 1981. – 500 с.

191.Peyton, G. R. Mechanism of Photolytic Ozonation // Photochemistry of Environmental Aquatic Systems / G. R. Peyton, W. H. Glase /

144

ACS Symposium Series 327. Washington, DC: R. G. Zika & W. J. Cooper, 1986. – P. 76–88.

192.Baxendale, J. H. The Photolysis of Hydrogen Peroxide at High Light Intensities / J. H. Baxendale, J. A. Wilson // Trans. Faraday Soc. – 1957. – V. 53. – P. 344–356.

193.Hunt, J. P. The Photochemical Decomposition of Hydrogen Peroxide. Quantum Yields, Tracer and Fractionation Effects / J. P. Hunt,

H. Taube // JACS. – 1952. – V. 74. – № 23. – P. 5999–6002.

194. Oh, B. S. Kinetic Study and Optimum Control of the Ozone/UV Process Measuring Hydrogen Peroxide Formed In-situ / B. S. Oh [et al.] // Ozone Sci.Eng. – 2005. – V. 27. – № 6. – P. 421–430.

195.Camel, V. The use of ozone and associated oxidation processes in drinking water treatment / V. Camel, A. Bermond // Water Res. – 1998. – V. 32. – P. 3208–3222.

196.Chen, J. W. Catalytic ozonation in aqueous system / J. W. Chen [et

al.] // AIChE Symp. Series. – 1976. – V. 73 – P. 20 5–212.

197.Jankowska, H. Active Carbon / H. Jankowska, A. Swiatkowski, J. Choma. – N.-Y. : Ellis Honvood, 1991. – 280 p.

198.Beltrán, F. J. Kinetics of Heterogeneous Catalytic Ozone Decomposition in Water on an Activated Carbon / F. J. Beltrán [et al.] // Ozone: Sci.

Eng. – 2002. – V. 24. – № 4. – P. 227–237.

199. Barb, W. G. Reactions of ferrous and ferric ions with hydrogen peroxide / W. G. Barb [et al.] // Nature. – 1949. – V. 163. – P. 692–694.

200.Barb, W. G. Reactions of ferrous and ferric ions with hydrogen peroxide. Part I. – The ferrous ion reaction / W. G. B arb [et al.] // Trans. Faraday Soc. – 1951. – V. 47. – P. 462–500.

201.Barb, W. G. Reactions of ferrous and ferric ions with hydrogen peroxide. Part II. – The ferric ion reaction / W. G. B arb [et al.] // Trans. Faraday Soc. 1951. – V. 47. – P. 591–616.

202.Wells, C. F. The effect of pH on the kinetics of the reaction of iron

(II) with hydrogen peroxide in perchlorate media / C. F. Wells, M. A. Salam // J. Chem. Soc. A. – 1968. – P. 24–29.

203. Pignatello, J. J. Advanced Oxidation Processes for Organic Contaminant Destruction Based on the Fenton Reaction and Related Chemistry / J. J. Pignatello, E. Oliveros, A. MacKay // Critical Rev. Environ. Sci. Tech. – 2006. – V. 36. – № 1. – P. 1–84.

145

204.Rigg, T. The rate constant of the reaction between hydrogen peroxide and ferrous ions / T. Rigg, W. Taylor, J. Weiss // J. Chem. Phys. – 1954. – V. 22. – № 1. – P. 575–577.

205.Walling, C. Mechanism of the ferric ion catalyzed decomposition

206. Christensen, H. The reaction of hydrogen peroxide with Fe(II) ions at elevated temperatures / H. Christensen, K. Sehested, T. Lögager // Radiat. Phys. Chem. – 1993. – V. 41. – № 1–2. – P. 575–578.

207.Wells, C. F. Hydrolysis of ferrous ions: A kinetic method for determination of the Fe (II) species / C. F. Wells, M. A. Salam // Nature. – 1965. – V. 205. – P. 690–692.

208.Wells, C. F. Complex formation between iron(II) and inorganic anions. Part II. The effect of oxyanions on the reaction of iron(II) with hydrogen peroxide / C. F. Wells, M. A. Salam // J. Chem. Soc. A. – 1968. – P. 308–

209.Sylva, R. N. The hydrolysis of iron(III) / R. N. Sylva // Rev. Pure Appl. Chem. – 1972. – V. 22. – P. 115–130.

210.Graf, E. Iron-catalyzed hydroxyl radical formation / E. Graf [et al.]

// J. Biol. Chem. – 1984. – V. 259. – № 6. – P. 3620–3624.

211. Pignatello, J. J. Evidence for an additional oxidant in the photoassisted Fenton reaction / J. J. Pignatello, D. Liu, P. Huston // Environ. Sci. Tech. – 1999. – V. 33. – № 11. – P. 1832–1839.

212.Gallard, H. Spectrophotometric study of the formation of iron(III)– hydroperoxy complexes in homogeneous aqueous solutions / H. Gallard, J. De Laat, B. Legube // Water Res. – 1999. – V. 33 . – № 13. – P. 2929– 2936.

213.De Laat, J. Catalytic decomposition of hydrogen peroxide by Fe(III) in homogenerous aqueous solution: Mechanism and kinetic modeling / J. De Laat, H. Gallard // Environ. Sci. Tech. – 1999. – V. 33. – № 16. – P. 2726–2732.

214.Pignatello, J. Dark and photoassisted Fe3+-catalyzed degradation of chlorophenoxyherbicides by hydrogen peroxide / J. Pignatello // Envi-

ron. Sci. Tech. – 1992. – V. 26. – № 5. – P. 944–951.

215. Lu, M. C. Effect of inorganic ions on the oxidation of dichlorovos insecticide with Fenton’s reagent / M. C. Lu, J. N. Chen, C. P. Chang // Chemosphere. – 1997. – V. 35. – № 10. – P. 2285–2293.

146

216. Mansano-Weiss, C. Reactions of peroxyl radicals with [Fe(H2O)6]2+ / C. Mansano-Weiss, H. Cohen, D. Meyerstein // J. Inorg. Biochem. – 2002. – V. 91. – № 1. – P.199–204.

217.Merz, J. H. Electron-transfer reactions. A. The mechanism of oxidation of alcohols with Fenton reagent / J. H. Merz, W. A. Waters // Disc. Faraday Soc. 2. – 1947. – P. 179–188.

218.Walling, C. Fenton’s reagent revisited / C. Walling // Acc. Chem.

Res. – 1975. – V. 8. – № 4. – P. 125–131.

147

Учебное издание

Ананьев Владимир Алексеевич Ананьева Валентина Леонидовна

ХИМИЧЕСКИЕ ОСНОВЫ СОВРЕМЕННЫХ ОКИСЛИТЕЛЬНЫХ ТЕХНОЛОГИЙ НА ОСНОВЕ ОЗОНА ОЧИСТКИ СТОЧНЫХ ВОД

Редактор З. А. Кунашева Подписано в печать 29.10.2012 г. Формат 60*84 1/16. Бумага офсетная № 1. Печ. л. 9,25.

Тираж 500 экз. Заказ № 21.

Кемеровский государственный университет, 650043, г. Кемерово, ул. Красная, 6.

Отпечатано в типографии ООО «ИНТ», г. Кемерово, пр-т Химиков, 43а,

тел.: (3842) 73-75-13, факс: (3842) 738797, e-mail: typoint@mail.ru.