Basicity, Catalytic and Adsorptive Properties of Hydrotalcites

  • Francois Figueras


Solid bases have numerous potential applications, not only as catalyst for the manufacture of fine chemicals, in refining and petrochemistry, but also for adsorption and anion exchange. The present processes use liquid bases, typically alcoholic potash, and require neutralisation of the reaction medium at the end of the reaction, with production of salts. The substitution of these liquid bases by solids would provide cleaner and safer processes, due to the reduction of salts, and facilitate separation of the products and recycling of the catalyst. This chapter reviews the recent ideas on the modification of the basic properties of hydrotalcites by anion exchange and on the catalytic properties of solid bases as catalysts. Many examples of successful applications are given, with emphasis to industrial processes recently presented such as isomerisation of olefins. The basic properties of hydrotalcites can also be used to carry the exchange of toxic anions, humic acids or dyes, and have driven recent developments proposing HDT as drug carriers.


PILC Pillared clays Catalysts Hydrotalcites 


  1. 1.
    Vaccari A (1998) Preparation and catalytic properties of cationic and anionic clays. Catal Today 41:53–71Google Scholar
  2. 2.
    Miyata S, Kumura T (1973) Synthesis of new hydrotalcite-like compounds and their physicochemical properties. Chem Lett 8:843–848Google Scholar
  3. 3.
    Miyata S (1975) The syntheses of hydrotalcite-like compounds and their structures and physico-chemical properties. I. The systems magnesium(2+)-aluminum(3+)-nitrate(1−), -chloride(1−) and -perchlorate(1−), nickel(2+)-aluminum(3+)-chloride(1−), and zinc(2+)-aluminum(3+)-chloride(1−). Clays Clay Miner 23:369–375Google Scholar
  4. 4.
    Reichle WT (1986) Synthesis of anionic clay minerals (mixed metal hydroxides, hydrotalcite). Solid State Ionics 22:135–141Google Scholar
  5. 5.
    Cavani F, Trifiro F, Vaccari A (1991) Hydrotalcite-type anionic clays: preparation, properties and applications. Catal Today 11:173–301Google Scholar
  6. 6.
    Lopez T, Bosch P, Ramos E, Gomez R, Novaro O, Acosta D, Figueras F (1996) Synthesis and characterization of sol–gel hydrotalcites. Structure and texture. Langmuir 12:189–192Google Scholar
  7. 7.
    Sanderson RT (1976) Inorganic chemistry. Reinhold, New York, NYGoogle Scholar
  8. 8.
    Vinek H, Noller H, Ebel M, Schwarz K (1977) X-Ray photoelectron-spectroscopy and heterogeneous catalysis, with elimination-reactions as an example. J Chem Soc Faraday Trans I 73:734–746Google Scholar
  9. 9.
    Allred AL, Rochow EG (1958) A scale of electronegativity based on electrostatic force. J Inorg Nucl Chem 5:264–268Google Scholar
  10. 10.
    Sanchez-Valente J, Figueras F, Gravelle M, Kumbhar P, Lopez J, Besse JP (2000) Basic properties of the mixed oxides obtained by thermal decomposition of hydrotalcites containing different metallic compositions. J Catal 189:370–381Google Scholar
  11. 11.
    Tichit D, Lhouty MH, Guida A, Chiche BH, Figueras F, Auroux A, Bartalini D, Garrone E (1995) Textural properties and catalytic activity of hydrotalcites. J Catal 151:50–159Google Scholar
  12. 12.
    Miyata S (1983) Anion-exchange properties of hydrotalcite-like compounds. Clays Clay Miner 31:305–311Google Scholar
  13. 13.
    Tichit D, Naciri Bennani M, Figueras F, Tessier R, Kervennal J (1998) Aldol condensation of acetone over layered double hydroxides of the meixnerite type. Appl Clay Sci 13:401–415Google Scholar
  14. 14.
    Tessier R, Tichit D, Figueras F, Kervenal J (1995) Aldolisation sélective de l’acétone en diacetonealcool par un catalyseur basique solide. FR2729137Google Scholar
  15. 15.
    Abello S, Medina F, Tichit D, Perez-Ramirez J, Cesteros Y, Salagre P, Sueiras JE (2005) Nanoplatelet-based reconstructed hydrotalcites: towards more efficient solid base catalysts in aldol condensations. Chem Commun 11:1453–1455Google Scholar
  16. 16.
    Abello S, Medina F, Tichit D, Perez-Ramirez J, Groen JC, Sueiras JE, Salagre P, Cesteros Y (2005) Aldol condensations over reconstructed Mg–Al hydrotalcites: structure-activity relationships related to the rehydration method. Chem Eur J 11:728–739Google Scholar
  17. 17.
    Choudary BM, Lakshmi Kantam M, Neeraja V, Koteswara Rao K, Figueras F, Delmotte L (2001) Layered double hydroxide fluoride: a novel solid base catalyst for C–C bond formation. Green Chem 3:257–260Google Scholar
  18. 18.
    Figueras F, Choudary BM, Lakshmi Kantam M, Neeraja V, Koteswara Rao K (2001) Use of a solid hydrotalcite structure incorporating fluorides for basic catalysis of Michael or Knoevenagel reactions. Wo0166246Google Scholar
  19. 19.
    Choudary BM, Kantam ML, Kavita B, Reddy CV, Rao KK, Figueras F (1998) Aldol condensations catalyzed by novel Mg–Al–O-t-Bu hydrotalcite. Tetrahedron Lett 39:3555–3558Google Scholar
  20. 20.
    Kantam ML, Ravindra A, Reddy CV, Sreedhar B, Choudary BM (2006) Layered double hydroxides-supported diisopropylamide: synthesis, characterization and application in organic reactions. Adv Synth Catal 348:569–578Google Scholar
  21. 21.
    Climent MJ, Corma A, Iborra S, Epping K, Velty A (2004) Increasing the basicity and catalytic activity of hydrotalcites by different synthesis procedures. J Catal 225:316–326Google Scholar
  22. 22.
    Winter F, van Dillen AJ, de Jong KP (2005) Supported hydrotalcites as highly active solid base catalysts. Chem Commun 31:3977–3979Google Scholar
  23. 23.
    Winter F, Koot V, van Dillen AJ, Geus JW, de Jong KP (2005) Hydrotalcites supported on carbon nanofibers as solid base catalysts for the synthesis of MIBK. J Catal 236:91–100Google Scholar
  24. 24.
    Figueras F (2004) Base catalysis in the synthesis of fine chemicals. Topics Catal 29:189–196Google Scholar
  25. 25.
    Mohri M, Tanabe K, Hattori H (1974) Isomerization of 1-butene catalyzed by strontium oxide. J Catal 32:144–147Google Scholar
  26. 26.
    Hattori H (1995) Heterogeneous basic catalysis. Chem Rev 95:537–558Google Scholar
  27. 27.
    Rosynek MP, Fox JS (1977) Characterization of catalytic lanthanum oxide for double bond isomerization of n-butenes. J Catal 49:285–293Google Scholar
  28. 28.
    Kishore D, Kannan S (2004) Environmentally benign route for isomerization of safrole-hydrotalcite as solid base catalyst. J Mol Catal A 223:225–230Google Scholar
  29. 29.
    Kishore D, Kannan S (2002) Isomerization of eugenol and safrole over MgAl hydrotalcite, a solid base catalyst. Green Chem 4:607–610Google Scholar
  30. 30.
    Kishore D, Kannan S (2006) Catalytic isomerization of estragole to anethole over hydrotalcites and HT-like compounds. J Mol Catal A 244:83–92Google Scholar
  31. 31.
    Teissier R, Tichit D, Figueras F, Kervennal J (1996) Preparation of diacetone alcohol. EP 720977Google Scholar
  32. 32.
    Figueras F, Tichit D Naciri MB, Ruiz R (1998) Selective aldolization of acetone into diacetone alcohol using hydrotalcites as catalysts. Chem Ind 75:37–49Google Scholar
  33. 33.
    Rao KK, Gravelle M, Valente, JS, Figueras F (1998) Activation of Mg–Al hydrotalcite catalysts for Aldol condensation reactions. J Catal 173:115–121Google Scholar
  34. 34.
    Lopez J, Jacquot R, Figueras F (2000) Heterogeneous catalysis of aldolizations on activated hydrotalcites. Stud Surf Sci Catal (International Congress on Catalysis, (2000) Pt. A) 130A:491–496Google Scholar
  35. 35.
    Corma Canos A, Climent Olmedo MJ, Velty AIL, Iborra Chornet S, Susarte Rogel M (2001) Method and catalysts for obtaining alpha,beta-unsaturated carbonyl compounds used in the perfume and scent industry. Wo0138278Google Scholar
  36. 36.
    Noda C, Alt GP, Werneck RM, Henriques CA, Monteiro JLF (1998) Aldol condensation of citral with acetone on basic solid catalysts. Braz J Chem Eng 15:120–125Google Scholar
  37. 37.
    Roelofs JCAA, Geus JW, Van Dillen AJ, De Jong KP, Jastrzebski JTBH (2000) Method for the condensation of an aldehyde and a ketone. EP 1029844 99-200450 1029844, 19990216Google Scholar
  38. 38.
    Roelofs JCAA, van Dillen AJ, de Jong KP (2000) Base-catalyzed condensation of citral and acetone at low temperature using modified hydrotalcite catalysts. Catal Today 60:297–303Google Scholar
  39. 39.
    Climent MJ, Corma A, Iborra S, Velty A (2002) Synthesis of pseudoionones by acid and base solid catalysts. Catal Lett 79:157–163Google Scholar
  40. 40.
    Abello S, Dhir S, Colet G, Perez-Ramirez J (2007) Accelerated study of the citral-acetone condensation kinetics over activated Mg–Al hydrotalcite. Appl Catal A 325:121–129Google Scholar
  41. 41.
    Climent MJ, Corma A, Fornes V, Guil-Lopez R, Iborra S (2002) Aldol condensations on solid catalysts: a cooperative effect between weak acid and base sites. Adv Synth Catal 344:1090–1096Google Scholar
  42. 42.
    Sharma SK, Parikh PA, Jasra RV (2008) Eco-friendly synthesis of jasminaldehyde by condensation of 1-heptanal with benzaldehyde using hydrotalcite as a solid base catalyst. J Mol Catal A 286:55–62Google Scholar
  43. 43.
    Sharma SK, Parikh PA, Jasra RV (2007) Solvent free aldol condensation of propanal to 2-methylpentenal using solid base catalysts. J Mol Catal A 278:135–144Google Scholar
  44. 44.
    Lutic D, Hulea V, Coq B, Durand R, Tichit D (2006) The aldol condensation of acetaldehyde and heptanal on NiMg(Al)O mixed oxides obtained from LDH precursors. Prog Catal 15:31–38Google Scholar
  45. 45.
    Campanati M, Franceschini S, Piccolo O, Vaccari A, Zicmanis A (2004) Catalytic condensation of aromatic aldehydes with acetone on activated Mg–Al mixed oxides. Catal Commun 5:145–150Google Scholar
  46. 46.
    Reichle WT (1985) Catalytic reactions by thermally activated, synthetic anionic clay minerals. J Catal 94:547–557Google Scholar
  47. 47.
    Reichle WT, Kang SY, Everhardt DS (1986) The nature of the thermal decomposition of a catalytically active anionic clay mineral. J Catal 101:352–359Google Scholar
  48. 48.
    Suzuki E, Ono Y (1988) Aldol condensation reaction between formaldehyde and acetone over heat-treated synthetic hydrotalcite and hydrotalcite-like compounds. Bull Chem Soc Jpn 61:1008–1010Google Scholar
  49. 49.
    Bicker M, Endres S, Ott L, Vogel H (2005) Catalytical conversion of carbohydrates in subcritical water: a new chemical process for lactic acid production. J Mol Catal A 239:151–157Google Scholar
  50. 50.
    Onda A, Ochi T, Kajiyoshi K, Yanagisawa K (2008) Lactic acid production from glucose over activated hydrotalcites as solid base catalysts in water. Catal Commun 9:1050–1053Google Scholar
  51. 51.
    Kumbhar PS, Sanchez Valente J, Lopez J, Figueras F (1998) Meerwein-Ponndorf-Verley reduction of carbonyl compounds catalysed by Mg–Al hydrotalcite. Chem Commun 7:535–536Google Scholar
  52. 52.
    Vu TTH, Kumbhar PS, Figueras F (2003) Base-catalyzed hydrogenation of sulfur-containing aldehydes. Adv Synth Catal 345:493–496Google Scholar
  53. 53.
    Burk MJ, Gerlach A, Semmeril D (2000) An immobilized homogeneous catalyst for efficient and selective hydrogenation of functionalized aldehydes, alkenes, and alkynes. J Org Chem 65:8933–8939Google Scholar
  54. 54.
    Yadav VK, Kapoor KK (1994) Al2O3 supported KF: an efficient mediator in the epoxidation of electron deficient alkenes with t-BuOOH. Tetrahedron Lett 35:9481–9484Google Scholar
  55. 55.
    Fraile JM, Garcia J, Mayoral J, Figueras F (1996) Comparison of several heterogeneous catalysts in the epoxidation of [alpha]-isophorone with hydroperoxides. Tetrahedron Lett 37:5995–5996Google Scholar
  56. 56.
    Yamaguchi K, Mori K, Mizugaki T, Ebitani K, Kaneda K (2000) Epoxidation of alpha,beta-unsaturated ketones using hydrogen peroxide in the presence of basic hydrotalcite catalysts. J Org Chem 65:6897–6903Google Scholar
  57. 57.
    Palomeque J, Lopez J, Figueras F (2002) Epoxydation of activated olefins by solid bases. J Catal 211:150–156Google Scholar
  58. 58.
    Choudary BM, Kantam ML, Bharathi B, Reddy CV (1998) Superactive Mg–Al–O-tBu hydrotalcite for epoxidation of olefins. Synlett 11:1203–1204Google Scholar
  59. 59.
    Ueno S, Yamaguchi K, Yoshida K, Ebitani K, Kaneda K (1998) Hydrotalcite catalysis: heterogeneous epoxidation of olefins using hydrogen peroxide in the presence of nitriles. Chem Commun 2:295–296Google Scholar
  60. 60.
    Aramendia MA, Borau V, Jimenez C, Luque JM, Marinas JM, Ruiz JR, Urbano FJ (2001) Epoxidation of limonene over hydrotalcite-like compounds with hydrogen peroxide in the presence of nitriles. Appl Catal A 216:257–265Google Scholar
  61. 61.
    Yamaguchi K, Ebitani K, Kaneda K (1999) Hydrotalcite-catalyzed epoxidation of olefins using hydrogen peroxide and amide compounds. J Org Chem 64:2966–2968Google Scholar
  62. 62.
    Dumitriu E, Guimon C, Cordoneanu A, Casenave S, Hulea T, Chelaru C, Martinez H, Hulea V (2001) Heterogeneous sulfoxidation of thioethers by hydrogen peroxide over layered double hydroxides as catalysts. Catal Today 66:529–534Google Scholar
  63. 63.
    Palomeque J, Clacens JM, Figueras F (2002) Oxidation of dibenzothiophene by hydrogen peroxide catalyzed by solid bases. J Catal 211:103–108Google Scholar
  64. 64.
    Kirm I, Medina F, Rodríguez X, Sueiras J, Cesteros Y, Salagre P (2004) Epoxidation of styrene with hydrogen peroxide using hydrotalcites as heterogeneous catalysts. Appl Catal A 272:175–185Google Scholar
  65. 65.
    Pillai UR, Sahle-Demessie E (2003) Sn-exchanged hydrotalcites as catalysts for clean and selective Baeyer-Villiger oxidation of ketones using hydrogen peroxide. J Mol Catal A 191:93–100Google Scholar
  66. 66.
    Jimenez-Sanchidrian C, Hidalgo JM, Llamas R, Ruiz JR (2006) Baeyer-Villiger oxidation of cyclohexanone with hydrogen peroxide/benzonitrile over hydrotalcites as catalysts. Appl Catal A 312:86–94Google Scholar
  67. 67.
    Ruiz JR, Jimenez-Sanchidrian C, Llamas R (2006) Hydrotalcites as catalysts for the Baeyer-Villiger oxidation of cyclic ketones with hydrogen peroxide/benzonitrile. Tetrahedron 62:11697–11703Google Scholar
  68. 68.
    Chen YZ, Hwang CM, Liaw CW (1998) One-step synthesis of methyl isobutyl ketone from acetone with calcined Mg/Al hydrotalcite-supported palladium or nickel catalysts. Appl Catal A 169:207–214Google Scholar
  69. 69.
    Nikolopoulos AA, Jang BWL, Subramanian R, Spivey JJ, Olsen DJ, Devon TJ Culp RD, Subramanian R (2000) Environmentally-benign liquid-phase acetone condensation process using novel heterogeneous catalysts. ACS Symp Ser 767:194–205Google Scholar
  70. 70.
    Winter F, Jos Van Dillen A, De Jong KP (2004) Single-stage liquid-phase synthesis of methyl isobutyl ketone under mild conditions. J Mol Catal A 219:273–281Google Scholar
  71. 71.
    Nikolopoulos AA, Jang BWL, Spivey JJ (2005) Acetone condensation and selective hydrogenation to MIBK on Pd and Pt hydrotalcite-derived MgAl mixed oxide catalysts. Appl Catal A 296:128–136Google Scholar
  72. 72.
    Tichit D, Ortiz MdJM, Francova D, Gerardin C, Coq B, Durand R, Prinetto F, Ghiotti G (2007) Design of nanostructured multifunctional Pd-based catalysts from layered double hydroxides precursors. Appl Catal A 318:170–177Google Scholar
  73. 73.
    Tichit D, Coq B, Ribet S, Durand R, Medina F (2000) Tailoring of acido-basic properties and metallic function in catalysts obtained from LDHs for the hydrogenation of nitriles and of a,b-unsaturated aldehydes. Stud Surf Sci Catal (International Congress on Catalysis, (2000), Pt. A) 130A:503–508Google Scholar
  74. 74.
    Coq B, Tichit D, Ribet S (2000) Co/Ni/Mg/Al layered double hydroxides as precursors of catalysts for the hydrogenation of nitriles: hydrogenation of acetonitrile. J Catal 189:117–128Google Scholar
  75. 75.
    Medina Cabello F, Tichit D, Coq B, Vaccari A, Dung NT (1997) Hydrogenation of acetonitrile on nickel-based catalysts prepared from hydrotalcite-like precursors. J Catal 167:142–152Google Scholar
  76. 76.
    Tichit D, Durand R, Rolland A, Coq B, Lopez J, Marion P (2002) Selective half-hydrogenation of adiponitrile to aminocapronitrile on Ni-based catalysts elaborated from lamellar double hydroxide precursors. J Catal 211:511–520Google Scholar
  77. 77.
    Queau R, Poilblanc R (1972) Interactions between Lewis bases chemisorbed on transition metal surfaces. Infrared spectroscopic studies. J Catal 27:200–206Google Scholar
  78. 78.
    Queau R, Labroue D, Poilblanc R (1981) Interactions of chlorine and bromine with chemisorbed carbon monoxide on evaporated platinum, rhodium, and iridium films. J Catal 69:249–253Google Scholar
  79. 79.
    Figueras F, Gomez R, Primet M (1973) In: Meier WM, Uytterhoeven JB (eds) Adsorption and catalytic properties of palladium supported by silica, alumina, magnesia, and amorphous and crystalline silica-aluminas. Molecular Sieves, International Conference, 3rd, Zurich, 1973, American Chemical Society, Zurich, pp 480–488Google Scholar
  80. 80.
    Kazansky VB, Borovkov VY, Serykh AI, Figueras F (1997) Diffuse reflectance IR study of noble metals supported on basic carriers. Part I: Pt supported on Al-Mg hydrotalcite. Catal Lett 49:35–41Google Scholar
  81. 81.
    Zhang G, Coq B, de Menorval LC, Tichit D (1996) Comparative behavior of extremely dispersed Pt/Mg(Al)O and Pt/Al2O3 for the chemisorption of hydrogen, CO and CO2. Appl Catal A 147:395–406Google Scholar
  82. 82.
    Boitiaux JP, Cosyns J, Vasudevan S (1985) Hydrogenation of highly unsaturated hydrocarbons over highly dispersed Pd catalyst. Part II: ligand effect of piperidine. Appl Catal 15:317–326Google Scholar
  83. 83.
    Telkar MM, Rode CV, Rane VH, Chaudhari RV (2005) Influence of alkali metal doping on selectivity behaviour of platinum catalysts for hydrogenation of 2-butyne-1,4-diol. Catal Commun 6:725–730Google Scholar
  84. 84.
    Francova D, Tanchoux N, Gerardin C, Trens P, Prinetto F, Ghiotti G, Tichit D, Coq B (2007) Hydrogenation of 2-butyne-1,4-diol on supported Pd catalysts obtained from LDH precursors. Micropor Mesopor Mater 99:118–125Google Scholar
  85. 85.
    Meshesha BT, Chimentão RJ, Medina F, Sueiras JE, Cesteros Y, Salagre P, Figueras F (2009) Catalytic hydrodechlorination of 1,2,4-trichlorobenzene over Pd/Mg(Al)O catalysts. Appl Catal B 87:70–77Google Scholar
  86. 86.
    Beletskaya IP, Cheprakov AV (2000) The Heck reaction as a sharpening stone of palladium catalysis. Chem Rev 100:3009–3066Google Scholar
  87. 87.
    Crisp GT (1998) Variations on a theme: recent developments on the mechanism of the Heck reaction and their implications for synthesis. Chem Soc Rev 27:427–436Google Scholar
  88. 88.
    Augustine RL, O'Leary ST (1992) Heterogeneous catalysis in organic chemistry. Part 8. The use of supported palladium catalysts for the Heck arylation. J Mol Catal 72:229–242Google Scholar
  89. 89.
    Djakovitch L, Koehler K (2001) Heck reaction catalyzed by Pd-modified Zeolites. J Am Chem Soc 123:5990–5999Google Scholar
  90. 90.
    Kohler K, Wagner M, Djakovitch L (2001) Supported palladium as catalyst for carbon–carbon bond construction (Heck reaction) in organic synthesis. Catal Today 66:105–114Google Scholar
  91. 91.
    Dams M, Drijkoningen L, Pauwels B, Van Tendeloo G, De Vos DE, Jacobs PA (2002) Pd-Zeolites as heterogeneous catalysts in Heck chemistry. J Catal 209:225–236Google Scholar
  92. 92.
    Heidenreich RG, Kohler K, Krauter JGE, Pietsch J (2002) Pd/C as a highly active catalyst for Heck, Suzuki and Sonogashira reactions. Synlett 7:1118–1122Google Scholar
  93. 93.
    Choudary BM, Madhi S, Chowdar, NS, Kantam ML, Sreedhar B (2002) Layered double hydroxide supported nanopalladium catalyst for Heck-, Suzuki-, Sonogashira-, and Stille-type coupling reactions of chloroarenes. J Am Chem Soc 124:14127–14136Google Scholar
  94. 94.
    Zhou H, Zhuo GL, Jiang XZ (2006) Heck reaction catalyzed by Pd supported on LDH-F hydrotalcite. J Mol Catal A 248:26–31Google Scholar
  95. 95.
    Corma A, Garcia H, Leyva A, Primo A (2003) Basic zeolites containing palladium as bifunctional heterogeneous catalysts for the Heck reaction. Appl Catal A 247:41–49Google Scholar
  96. 96.
    Cwik A, Hell Z, Figueras F (2006) Palladium/magnesium-lanthanum mixed oxide catalyst in the Heck reaction. Adv Synth Catal 348:523–530Google Scholar
  97. 97.
    Cwik A, Hell Z, Figueras F (2005) Suzuk-Miyaura cross-coupling reaction catalyzed by Pd/MgLa mixed oxide. Org Biomol Chem 3:4307–4309Google Scholar
  98. 98.
    Cwik A, Hell Z, Figueras F (2006) A copper-free Sonogashira reaction using a Pd/MgLa mixed oxide. Tetrahedron Lett 47:3023–3026Google Scholar
  99. 99.
    Mehnert CP, Weaver DW, Ying JY (1998) Heterogeneous Heck catalysis with palladium-grafted molecular sieves. J Am Chem Soc 120:12289–12296Google Scholar
  100. 100.
    Mehnert CP, Ying JY (1997) Palladium-grafted mesoporous MCM-41 material as heterogeneous catalyst for Heck reactions. Chem Commun 2215–2216Google Scholar
  101. 101.
    Marcilly C, Courty P, Leporq S (1993) Sweetening of petroleum cuts without addition of an aqueous alkaline solution using a basic solid catalyst. US Patent 2,688,223Google Scholar
  102. 102.
    Arena BJ, Holmgren JS (1993) Catalyst for sweetening a sour hydrocarbon fraction. US Patent 5,232,887Google Scholar
  103. 103.
    Gillespie RD, Bricker JC, Arena BJ, Holmgren JS (1995) Sweetening sour petroleum fractions using a supported metal chelate and a solid base catalyst. US Patent 5,413,704Google Scholar
  104. 104.
    Alcaraz JJ, Arena BJ, Gillespie RD, Holmgren JS (1998) Solid base catalysts for mercaptan oxidation. Catal Today 43:89–99Google Scholar
  105. 105.
    Liu HC, Yang XY, Ran GP, Min EZ (2000) Novel bifunctional catalysts of cobalt phthalocyanine bonded to organic-functionalized basic calcined Mg–Al hydrotalcite for autoxidation of mercaptans. J Chem Res S 6:294–295Google Scholar
  106. 106.
    Liu HC, Min EZ (2006) Catalytic oxidation of mercaptans by bifunctional catalysts composed of cobalt phthalocyanine supported on Mg–Al hydrotalcite-derived solid bases: effects of basicity. Green Chem 8:657–662Google Scholar
  107. 107.
    Vreysen S, Maes A (2008) Adsorption mechanism of humic and fulvic acid onto Mg/Al layered double hydroxides. App Clay Sci 38:237–249Google Scholar
  108. 108.
    Bascialla G, Regazzoni AE (2008) Immobilization of anionic dyes by intercalation into hydrotalcite. Coll Surf A 328:34–39Google Scholar
  109. 109.
    Laguna H, Loera S, Ibarra IA, Lima E, Vera MA, Lara V (2007) Azoic dyes hosted on hydrotalcite-like compounds: non-toxic hybrid pigments. Micropor Mesopor Mater 98:234–241Google Scholar
  110. 110.
    Morris JM, Jin S, Cui K (2008) Removal of endocrine active compounds using layered double hydroxide material. Chem Eng J 145:160–163Google Scholar
  111. 111.
    Wang SL, Liu CH, Wang MK, Chuang YH, Chiang PN (2009) Arsenate adsorption by Mg/Al–NO3 layered double hydroxides with varying the Mg/Al ratio. Appl Clay Sci 43:79–85Google Scholar
  112. 112.
    Prasanna SV, Rao RAP, Kamath PV (2006) Layered double hydroxides as potential chromate scavengers. J Coll Interf Sci 304:292–299Google Scholar
  113. 113.
    Prasanna SV, Vishnu Kamath P (2008) Chromate uptake characteristics of the pristine layered double hydroxides of Mg with Al. Solid State Sci 10:260–266Google Scholar
  114. 114.
    Chitrakar R, Tezuka S, Sonoda A, Sakane K, Ooi K, Hirotsu T (2005) Adsorption of phosphate from seawater on calcined MgMn-layered double hydroxides. J Coll Interf Sci 290:45–51Google Scholar
  115. 115.
    Goh KH, Lim TT, Dong Z (2008) Application of layered double hydroxides for removal of oxyanions: a review. Water Res 42:1343–1368Google Scholar
  116. 116.
    Anirudhan TS, Suchithra PS (2008) Synthesis and characterization of tannin-immobilized hydrotalcite as a potential adsorbent of heavy metal ions in effluent treatments. Appl Clay Sci 42:214–223Google Scholar
  117. 117.
    Manda S, Mayadevi S (2008) Cellulose supported layered double hydroxides for the adsorption of fluoride from aqueous solution. Chemosphere 72:995–998Google Scholar
  118. 118.
    Evans M (2003) SOx reduction. Hydrocarbon Eng 8:43–46Google Scholar
  119. 119.
    Zhuo GL, Chen YF, Ge ZH, Jiang XZ (2002) Study on Mg/Fe mixed oxides derived from hydrotalcite as De-SOx catalyst. Chinese Chem Lett 13:279–282Google Scholar
  120. 120.
    Polato CMS, Henriques CA, Neto AA, Monteiro JLF (2005) Synthesis, characterization and evaluation of CeO2/Mg,Al-mixed oxides as catalysts for SOx removal. J Mol Catal A 241:184–193Google Scholar
  121. 121.
    Andersson POF, Pirjamali M, Jaras SG, Boutonnet Kizling M (1999) Cracking catalyst additives for sulfur removal from FCC gasoline. Catal Today 53:565–573Google Scholar
  122. 122.
    Cantu M, Lopez-Salinas E, Valente JS (2005) SOx removal by calcined MgAIFe hydrotalcite-like materials: effect of the chemical composition and the cerium incorporation method. Environ Sci Technol 39:9715–9720Google Scholar
  123. 123.
    Heck RMl, Farrauto RJ (1994) Catalysts for environmental control. Royal Soc Chem [Special Publication] 139 (chemically modified surfaces):120–38Google Scholar
  124. 124.
    Matsumoto S, Ikeda Y, Suzuki H, Ogai M, Miyoshi N (2000) NOx storage-reduction catalyst for automotive exhaust with improved tolerance against sulfur poisoning. Appl Catal B 25:115–124Google Scholar
  125. 125.
    Burch R, Breen JP, Meunier FC (2002) A review of the selective reduction of NOx with hydrocarbons under lean-burn conditions with non-zeolitic oxide and platinum group metal catalysts. Appl Catal B 39:283–303Google Scholar
  126. 126.
    Matsumoto SI (1996) DeNOx catalyst for automotive lean-burn engine. Catal Today 29:43–45Google Scholar
  127. 127.
    Matsumoto SI (2004) Recent advances in automobile exhaust catalysts. Catal Today 90:183–190Google Scholar
  128. 128.
    Matsumoto S, Yokota K, Doi H, Kimura M, Sekizawa K, Kasahara S (1994) Research on new DeNOx catalysts for automotive engines. Catal Today 22:127–146Google Scholar
  129. 129.
    Guyon M, Blejean F, Bert C, Le Faou P (1998) Impact of sulfur on NOx trap catalyst activity. Study of the regeneration conditions. Soc Automot Eng [Special Publication] 1399 (direct injection: engines, emissions, and after treatment):87–95Google Scholar
  130. 130.
    Centi G, Fornasari G, Gobbi C, Livi M, Trifiro F, Vaccari A (2002) NOx storage-reduction catalysts based on hydrotalcite. Effect of Cu in promoting resistance to deactivation. Catal Today 73:287–296Google Scholar
  131. 131.
    Berber M.R, Minagawa K, Katoh M, Mori T, Tanaka M (2008) Nanocomposites of 2-arylpropionic acid drugs based on Mg–Al layered double hydroxide for dissolution enhancement. Eur J Pharm Sci 35:354–360Google Scholar
  132. 132.
    del Arco M, Fernández A, Martín C, Rives V (2009) Release studies of different NSAIDs encapsulated in Mg, Al, Fe-hydrotalcites. Appl Clay Sci 42:538–544Google Scholar
  133. 133.
    Del Arco M, Fernandez A, Martin C, Sayalero ML, Rives V (2008) Solubility and release of fenamates intercalated in layered double hydroxides. Clay Miner 43:255–265Google Scholar
  134. 134.
    Del Arco M, Cebadera E, Gutierrez S, Martin C, Montero MJ, Rives V, Rocha,J, Sevilla MA (2004) Mg,Al layered double hydroxides with intercalated indomethacin: synthesis, characterization, and pharmacological study. J Pharm Sci 93:1649–1658Google Scholar
  135. 135.
    Bonina FP, Giannossi ML, Medici L, Puglia C, Summa V, Tateo F (2008) Diclofenac-hydrotalcite: in vitro and in vivo release experiments. Appl Clay Sci 41:165–171Google Scholar
  136. 136.
    Carja G, Kameshima Y, Ciobanu G, Chiriac H, Okada K (2009) New hybrid nanostructures based on oxacillin-hydrotalcite-like anionic clays and their textural properties. Micron 40:147–150Google Scholar
  137. 137.
    Liu CX, Hou WG, Li LF, Li Y, Liu SJ (2008) Synthesis and characterization of 5-fluorocytosine intercalated Zn–Al layered double hydroxide. J Solid State Chem 181:1792–1797Google Scholar
  138. 138.
    Choi SJ, Oh JM, Choy JH (2008) Anticancer drug-layered hydroxide nanohybrids as potent cancer chemotherapy agents. J Phys Chem Solids 69:1528–1532Google Scholar
  139. 139.
    Valente JS, Cantu MS, Figueras F (2008) A simple environmentally friendly method to prepare versatile hydrotalcite-like compounds. Chem Mater 20:1230–1232Google Scholar

Copyright information

© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  1. 1.IRCELYON-CNRS-Université LyonVilleurbanne CedexFrance

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