Abstract
In this study, the effects of four types of clay minerals on the thermal decomposition of 12-aminolauric acid (ALA) were investigated. The decomposition temperature of ALA in ALA–clay complexes was in the range of 200–500 °C. The derivative thermogravimetry results indicated that all clay minerals exhibited catalytic activity on the decomposition of ALA. Pure ALA decomposed at approximately 464 °C, a temperature higher than the decomposition temperature of ALA in the presence of clay minerals. The decomposition temperature of ALA in different ALA–clay complexes follows the order illite (452 °C) > kaolinite (419 °C) > rectorite (417 °C) > montmorillonite (400 °C). This order is negatively correlated with the amounts of solid acid sites in the clay minerals, indicating that ALA is catalyzed by the solid acid sites in these minerals.
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Huizinga BJ, Tannenbaum E, Kaplan IR. The role of minerals in the thermal alteration of organic matter—III. Generation of bitumen in laboratory experiments. Org Geochem. 1987;11(6):591–604.
Li S, Guo S, Tan X. Characteristics and kinetics of catalytic degradation of immature kerogen in the presence of mineral and salt. Org Geochem. 1998;29(5–7):1431–9.
Pan C, Jiang L, Liu J, Zhang S, Zhu G. The effects of calcite and montmorillonite on oil cracking in confined pyrolysis experiments. Org Geochem. 2010;41(7):611–26.
Tannenbaum E, Kaplan IR. Role of minerals in the thermal alteration of organic matter—I: generation of gases and condensates under dry condition. Geochim Cosmochim Acta. 1985;49(12):2589–604.
Wei Z, Michael Moldowan J, Dahl J, Goldstein TP, Jarvie DM. The catalytic effects of minerals on the formation of diamondoids from kerogen macromolecules. Org Geochem. 2006;37(11):1421–36.
Aizenshtat Z, Miloslavsky I, Heller-Kallai L. The effect of montmorillonite on the thermal decomposition of fatty acids under “bulk flow” conditions. Org Geochem. 1984;7(1):85–90.
Goldstein TP. Geocatalytic reactions in formation and maturation of petroleum. AAPG Bull. 1983;67(1):152–9.
Heller-Kallai L, Aizenshtat Z, Miloslavski I. The effect of various clay minerals on the thermal decomposition of stearic acid under “bulk flow” conditions. Clay Miner. 1984;19(5):779–88.
Johns W, McKallip TE. Burial diagenesis and specific catalytic activity of illite–smectite clays from Vienna Basin, Austria. AAPG Bull. 1989;73:472–82.
Jurg J, Eisma E. Petroleum hydrocarbons: generation from fatty acid. Science. 1964;144(3625):1451–2.
Shimoyama A, Johns WD. Catalytic conversion of fatty acids to petroleum-like paraffins and their maturation. Nature. 1971;232(33):140–4.
Zhang Z, Liu H, Li B, Ji Z, Lei N. Reaction of fatty acid ester catalyzed by minerals at low temperature in heavy water and water. J China Univ Pet Ed Nat Sci. 2008;32(5):118–20, 25.
Johns WD, Shimoyama A. Clay minerals and petroleum-forming reactions during burial and diagenesis. AAPG Bull. 1972;56(11):2160–7.
Baxby M, Patience RL, Bartle KD. The origin and diagenesis of sedimentary of organic nitrogen. J Pet Geol. 1994;17(2):211–30.
Behar F, Gillaizeau B, Derenne S, Largeau C. Nitrogen distribution in the pyrolysis products of a type II kerogen (Cenomanian, Italy). Timing of molecular nitrogen production versus other gases. Energy Fuels. 2000;14(2):431–40.
Kelemen SR, Freund H, Gorbaty ML, Kwiatek PJ. Thermal chemistry of nitrogen in kerogen and low-rank coal. Energy Fuels. 1999;13(2):529–38.
Treibs A. Chlorophyll- and hemin derivatives in bituminous rocks, petroleum, mineral waxes and asphalts. Ann Chem. 1934;510:42–62.
Williams LB, Ferrell R Jr. Ammonium substitution in illite during maturation of organic matter. Clay Clay Miner. 1991;39(4):400–8.
Plante AF, Fernández JM, Leifeld J. Application of thermal analysis techniques in soil science. Geoderma. 2009;153(1–2):1–10.
Frost R, Kristóf J, Horváth E. Controlled rate thermal analysis of sepiolite. J Therm Anal Calorim. 2009;98(2):423–8.
Zhu J, Shen W, Ma Y, Ma L, Zhou Q, Yuan P, et al. The influence of alkyl chain length on surfactant distribution within organo-montmorillonites and their thermal stability. J Therm Anal Calorim. 2011;109(1):301–9.
Benesi HA. Acidity of catalyst surfaces. II. Amine titration using Hammett indicators. J Phys Chem. 1957;61(7):970–3.
Li Y, Wang X, Wang J. Cation exchange, interlayer spacing, and thermal analysis of Na/Ca-montmorillonite modified with alkaline and alkaline earth metal ion. J Therm Anal Calorim. 2012;11(3):1199–206.
Cheng H, Yang J, Liu Q, He J, Frost RL. Thermogravimetric analysis–mass spectrometry (TG–MS) of selected Chinese kaolinites. Thermochim Acta. 2010;507–508:106–14.
Kakali G, Perraki T, Tsivilis S, Badogiannis E. Thermal treatment of kaolin: the effect of mineralogy on the pozzolanic activity. Appl Clay Sci. 2001;20(1–2):73–80.
Wang H, Li C, Peng Z, Zhang S. Characterization and thermal behavior of kaolin. J Therm Anal Calorim. 2011;105(1):157–60.
Earnest C. Thermal analysis of selected illite and smectite clay minerals. Part I. Illite clay specimens. In: Smykatz-Kloss W, Warne S, editors. Thermal analysis of selected illite and smectite clay minerals. Lecture Notes in Earth Sciences. Berlin: Springer; 1991. p. 270–86.
Frenkel M. Surface acidity of montmorillonites. Clay Clay Miner. 1974;22(5–6):435–41.
Rupert JP, Granquist WT, Pinnavaia TJ. Catalytic properties of clay minerals. In: Newman ACD, editor. Chemistry of clays and clay minerals. New York: Longman Scientific and Technical; 1987. p. 275–319.
Varma RS. Clay and clay-supported reagents in organic synthesis. Tetrahedron. 2002;58(7):1235–55.
Reddy CR, Nagendrappa G, Jai Prakash BS. Surface acidity study of Mn+-montmorillonite clay catalysts by FT-IR spectroscopy: correlation with esterification activity. Catal Commun. 2007;8(3):241–6.
Tyagi B, Chudasama CD, Jasra RV. Characterization of surface acidity of an acid montmorillonite activated with hydrothermal, ultrasonic and microwave techniques. Appl Clay Sci. 2006;31(1–2):16–28.
Rong TJ, Xiao JK. The catalytic cracking activity of the kaolin-group minerals. Mater Lett. 2002;57(2):297–301.
Heller-Kallai L. Thermally modified clay minerals. In: Bergaya F, Theng BKG, Lagaly G, editors. Handbook of clay science. Amsterdam: Elsevier; 2006. p. 289–308.
Almon W, Johns W. Petroleum forming reactions: the mechanism and rate of clay catalyzed fatty acid decarboxylation. In: Campos R, Goni J, editors. Advances in organic geochemistry. 1975; Enadimsa: Madrid; 1977. p. 157–72.
Johns WD. Clay mineral catalysis and petroleum generation. Annu Rev Earth Planet Sci. 1979;7:183–98.
Acknowledgments
This study was financially supported by the National Basic Research Program of China (Grant No. 2012CB214704-01), the National Natural Science Foundation of China (Grant No. 41272059), and the National S&T Major Project of China (Grant No. 2011ZX05008-002-21). This is a contribution (No. IS1592) from GIGCAS.
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Liu, H., Yuan, P., Liu, D. et al. Effects of solid acidity of clay minerals on the thermal decomposition of 12-aminolauric acid. J Therm Anal Calorim 114, 125–130 (2013). https://doi.org/10.1007/s10973-012-2887-0
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DOI: https://doi.org/10.1007/s10973-012-2887-0