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Syntetyczne oleje estrowe

Autorzy
Identyfikatory
Warianty tytułu
EN
Synthetic ester oils
Języki publikacji
PL
Abstrakty
EN
Hydrocarbon oils and petroleum derived fluids are commonly used in technology. However, in many applications the requirements of the tasks exceed the performance capabilities of classical fluids and the synthesis of new products to meet the extraordinary demands is necessary. Chemically and physiologically inert siloxanes, thermally stable poly(a-olefins) PAO and esters showing excellent resistance to nuclear radiation are some examples of synthetic oil. The fluids of ester structure, which are similar to natural triglicerydes, are very important class of synthetic oils. Ester oils possess superior physicochemical and performance properties as well as are non-toxic and easy biodegradable in comparison to many traditional derived fluids [21]. This paper is focused on specific application areas for which ester fluids are either currently used or being seriously considered for use. A special attention is given to ester oil synthesis including the methods based on indirect esterification, transesterification and enzymatic catalysis [11,12,49]. It is emphasised excellent thermo-oxidative properties of neopentyl alcohol esters [20]. Dicarboxylic acids esters, which are commonly used as synthetic fluids together with the compounds of oligomer, character are also discussed [37]. A new class of ester oils such as dialkyl carbonates and their synthesis using dimethyl carbonate as starting material are included [66]. Further sections of the paper are focused on phosphate esters and oils produced from native triglicerydes [76,95]. The effect of fatty acids structure on the properties of obtained products is reported. The methods of chemical modification of fatty acids structure such as selective hydrogenation, oligomerisation, alkylation, methatesis and acylooxylation are discussed. The last part of the paper deals with hydrolytic decomposition of esters in which steric hindrance and resonance effect play an important role [110].
Rocznik
Strony
75--97
Opis fizyczny
Bibliogr. 112 poz.
Twórcy
  • Instytut Chemii i Technologii Nafty i Węgla Politechniki Wrocławskiej, ul. Gdańska 7/9, 50-344 Wrocław
Bibliografia
  • [1] L. Kasturi, V. Carrie, J. Synth. Lubr, 1994 ,11, 189.
  • [2] N.S. Battersby, Chemosphere, 2000,41,1011.
  • [3] U. Szałajko, S. Fischer, Nafta - Gaz, 1996,2,71.
  • [4] K. Górska, W. Górski, Materiały Pędne i Smary, WKiŁ, Warszawa 1986.
  • [5] C.B. Duncan, E.E. Marny, D.A. WinkeLmann, C. Lee, 11 International Colloquium, Industrial and Automotive Lubrication, Technische Akademie Esslingen, 1998,291.
  • [6] C. Ratlege, J. Tech. Biotechnol., 1992,55, 399.
  • [7] M. Hein, L.R., Best, S. Pattison, S. Arena, Introduction to General, Organic and Biochemistry, Books Cole Thomson Learing, Pacific Grove 2001.
  • [8] K. Koganei, Patent europejski EP 0 931 827 A l, Tonen Corporation, Tokyo, 1999.
  • [9] E.A. Bardasz, S.T. Scott, C.R. Sgarlata, T.E Steckel, Patent europejski 0 646 638, The Lubrizol Corporation, 1995.
  • [10] N.E. Schnur, Patent międzynarodowy WO 95/13333, Henkel Corporation, 1995.
  • [11] J. Otera, Chem. Rev, 1993,93, 1449.
  • [12] L.E. Mirci, J.M. Herdan, S. Boran, J. Synth. Lubr, 2001 ,17, 295.
  • [13] R.F. Addison, Environ. Sci. Technol, 1983, 17,486.
  • [14] H.M. Worthington, GEC Rev., 1986,2, 190.
  • [15] S. Mahanti, N. Datta, N. Pandey, S. Barman, N. Maiti, P.R. Nambiar, J. Synth. Lubr., 1996, 13,3.
  • [16] M. Pal, S. Singhal, ibid., 2000,17,219.
  • [17] T.L. Ashcraft, P.J. Berlowitz, M.J. Wisotsky, D.D. Carr, T.G. Schaefer, Patent europejski EP 0 695 797 A2, Exxon Research and Engineering Company, Hatco Corporation, New Jeresey, 1996.
  • [18] H. Nakanishi, K. Onodera, K. Inoue, Y. Yamada, M. Hirata, Lubr. Eng., 1997, 53, 29.
  • [19] HJ. Fuchs, A. Zeman, J. Synth. Lubr., 1993, 10, 3.
  • [20] U. Szałajko, K. Jasiulek, Nafta-Gaz, 1993, 8, 307.
  • [21] L.R. Rudnick, R.L. Schubkin, Synthetic Lubricants and High-Performance Functional Fluids, Marcel Dekker, Inc., New York 1999.
  • [22] S. Gryglewicz, E. Beran, R. Janik, M. Steininger, J. Synth. Lubr., 1997, 13, 337.
  • [23] S. Ropuszyński, J. Perka, Wiad. Chem., 1970,24, 257.
  • [24] E. Beran, S. Gryglewicz, P. Rutkowski, Chemik, 1997, 50,70.
  • [25] M.A. Mchenry, D.D. Dale, T.G. Schaefer, Patent międzynarodowy WO 99/10455, Hatco Corporation, 1999.
  • [26] Y. Shiokawa, Y. Sato, K. Kato, Patent europejski EP 0 801 129 A2, Mitsubishi Gas Chemical Company Inc., 1997.
  • [27] N.E. Schnur, E.R. Zehler, Patent europejski EP 0 976 816 A2, Henkel Corporation, 2000.
  • [28] M. Fukuda, H. Tomizawa, M. Ohta. H. Osaka, S. Ogano, T. Satoh, K. Ashibe, T. Nomura, Patent europejski EP 0 638 630 B l, Exxon Chemical Patents Inc., 1998.
  • [29] N.E. Schnur, E.R. Zehler, Patent europejski EP 0 982 393 Al, Henkel Corporation, 2000.
  • [30] W. Lache, J. Pocklington, E.M. Laukotka, Ki-Klima-Kalte, 1992,12,470.
  • [31] S. Komatsuzaki, Y. Homma, Y. Itoh, K. Kawashima, T. Iizuka, Lubr. Eng., 1993,50, 801.
  • [32] J.C. Remigy, E. Nakache, P.D. Brechot, J. Synth. Lubr., 1997,14,237.
  • [33] N. Obara, N. Shizuka, F. Takahashi, Patent europejski EP 0 632 124 BI, Nof Corporation, 1998.
  • [34] 1. P. Field, E. M. Tamigniau, Patent międzynarodowy WO 99/18175, Exxon Chemical Patents Inc, Fina Research S.A., 1999.
  • [35] S.C. Lakes, H.G. Stoppel, Beimesch B.J., Patent międzynarodowy WO 94/05745, Henkel Corporation,1994.
  • [36] R.L. Schubkin, Synthetic Lubricants and High-Performance Functional Fluids, Marcel Dekker, Inc., New York 1993.
  • [37] H.G. Schmidt, 9th International Colloquium, Ecological and Economical Aspect of Tribologv, Technische Akademie Esslingen, 1994, 221.
  • [38] I.A. El-Magly, E.S. Nasr, M.S. El-Samanoudy, J. Synth. Lubr., 1990, 7, 89.
  • [39] S. Gryglewicz, J. Synth. Lubr., 2000, 17, 191.
  • [40] D.C. Bradley, R.C. Mehrotra, D.P. Gaur, Metal Alkoxides, Academic Press, London 1978.
  • [41] K. Tanabe, M. Misono, Y. Ono, H. Hattori, New Solid Acids and Bases, Elsevier, Tokyo 1989.
  • [42] S. Gryglewicz, Appl. Catal. A-Gen., 2000,192, 23.
  • [43] U. Meyer, W.F. Hoeldrich, ibid., 1999, 178, 159.
  • [44] D. Seebach, E. Hungerbuhler, R. Naef, P. Schnurrenberger, B. Weidmann, M. Zuger, Synthesis, 1982, 138.
  • [45] C. Blandy, J.L. Pellegatta, B. Gilot, J. Catal, 1994,150, 150.
  • [46] H. Deleuze, X. Schultze, D.C. Sherrington, Polymer, 1998,39, 6109.
  • [47] P. Krasik, Tetrahedron Lett., 1998,39, 4223.
  • [48] V.N. Ignatov, F. Pilati, C. Berti, V. Tartari, C. Carraro, G. Nadali, M. Florini, M. Toselli, J. Appl. Polym. Sci., 1995,58, 771.
  • [49] S. Gryglewicz, J. Mol. Catal. B-Enzymatic, 2001,15, 9.
  • [50] B. Krajewski, Poliwęglany, WNT, Warszawa 1971.
  • [51] F. Berto, F. Rivetti, U. Romano, U. Sgambato, Patent europejski 0 636 681 A2, Euron S.p.A., Enichem Synthesis S.p.A., 1995.
  • [52] M. Tanaka, T. Hayashi, K. Mizui, K. Takeuchi, H, Oyoshi, Patent europejski 0 733 618 B l, Mitsui Chemicals Inc., 1999.
  • [53] H.J. Buysch, H. Krimm, H. Rudolph, Patent niemiecki 2 748 718, Bayer, 1977.
  • [54] J. Genz, W. Heitz, Patent europejski EP-A 85 347, Bayer, 1982.
  • [55] E.R. Alexander, Podstawy jonowych reakcji organicznych, WNT, Warszawa 1959.
  • [56] E.N. Suciu, B. Kulmann, G.A. Knudsen, R.C. Michaelson, J. Organometal. Chem., 1998,556,41.
  • [57] J.F. Knifton, R.G. Duranleau, J. Mol. Catal., 1991,67,389.
  • [58] U. Romano, R. Tesel, M.M. Mauri, P. Rebora, Ind. Eng. Chem. Prod. Res. Dev., 1980,19, 396.
  • [59] K. Tomishige, T. Sakaihori, S. Sakai, K. Fujimoto, Appl. Catal. A-Gen., 1999,181, 23.
  • [60] W. Yanji, Z. Xinqiang, Y. Baoguo, Z. Bingchang, C. Jinsheng, ibid., 1998,171,255.
  • [61] S.T. King, Catal Today, 1997,33, 173.
  • [62] M.A. Pacheco, C.L. Marshall, Energ. Fuel., 1997,11,2.
  • [63] P. Tundo, F. Trotta, G. Moraglio, F. Ligorati, Ind. Eng. Chem. Res., 1988, 27, 1565.
  • [64] P. Koch, R. Ugo, Patent europejski 0 089 709 A l, Agip Petroli S.p.A., Anic S.p.A., 1983.
  • [65] G. Fisicaro, S. Fattori, J. Synth. Lubr., 1993,10, 237.
  • [66] Y. Ono, Appl. Catal. A-Gen., 1997,155, 133.
  • [67] F.J. Liotta, Patent USA 5 206 408, Arco Chemical Technology L.P., 1993.
  • [68] U. Szałajko, S. Fiszer, Nafta-Gaz, 1998, 9, 373.
  • [69] A. Amśek, J. Vizintin, J. Synth. Lubr., 2000,16, 281.
  • [70] L. Dahlen, O. Isaksson, ibid., 2001,17,263.
  • [71] J. Vizintin, A. Amsek, J. ibid., 2000,17, 201.
  • [72] P. Kalayasiri, N. Jeyashoke, K. Krisnangkura, J. Am. Oil Chem. Soc.,1996, 73, 471.
  • [73] M. Mittelbach, P. Tritthart, ibid., 1988,65, 1185.
  • [74] D.Y.Z. Chang, J.H. Van Gerpen, I. Lee, L.A. Johnson, E.G. Hammond, S.J. Marley, ibid., 1996,73, 1549.
  • [75] Z. Łukasik, Nafta-Gaz, 1994,3, 115.
  • [76] U. Schuchardt, R. Sercheli, R.M. Vargas, J. Braz. Chem. Soc., 1998, 9, 199.
  • [77] B. Freedman, E.H. Pryde, T.L. Mounts, J. Am. Oil Chem. Soc., 1984, 61, 1638.
  • [78] Y. Ali, M.A. Hanna, Bioresource Technol., 1994,47, 131.
  • [79] W. Paździoch, J. Myszkowski, W. Goc, Pol. J. Appl. Chem., 1992, 36, 335.
  • [80] J. Cvengros, F. Powaźanec, Bioresource Technol., 1996,55, 145.
  • [81] S. Gryglewicz, ibid., 1999,70,249.
  • [82] G.R. Peterson, W.P. Scarrah, J. Am. Oil Chem. Soc., 1984,61, 1593.
  • [83] M. Iso, B. Chen, M. Eguchi, T. Kudo, S. Shrestha, J. Mol. Catal. B-Enzymatic, 2001,16, 53.
  • [84] M. Diasakou, A. Louloudi, N. Papayannakos, Fuel, 1998, 77, 1297.
  • [85] B. Freedman, R.O. Butterfield, E.H. Piyde, J. Am. Oil Chem. Soc., 1986, 63, 1376.
  • [86] T. Sasaki, T. Suzuki, F. Okada, Patent europejski EP 0 985 654 A l, Sumitomo Chemical Company Limited, 2000.
  • [87] S. Gryglewicz, W. Piechocki, B. Kohvzan, Bioresource Technol., 2003, 87, 35.
  • [88] J.M. Herdan, J. Synth. Lubr., 1999,16,201.
  • [89] O.N. Anand, J. Mehta, T.S.R. Rao Prasada, ibid., 1998,15, 97.
  • [90] A.S. Patil, V.A. Pattanshetti, M.C. Dwivedi, ibid., 1998,15, 193.
  • [91] F. Bognardt, B. Bossmann, A. Westfechtel, W. Giede, Patent międzynarodowy WO 96/18598, Henkel Kommnditgesellschaft auf Aktien, 1996.
  • [92] R.H. Purdy, J. Am. Oil Chem. Soc., 1986,63, 1062.
  • [93] S.S. Lawate, K. Lai, Patent europejski EP 0 712 834 B l, The Lubrizol Corporation 1999.
  • [94] J.C. Mol, J. Mol. Catal., 1994, 90, 185.
  • [95] H. Wagner, R. Luther, T. Mang, Appl. Catal. A-Gen., 2001,221,429.
  • [96] U. Wallfahrer, J. Synth. Lubr., 1996,13,263.
  • [97] J. R. Spancer, R.W. Russell, P.R. Wagner, Patent międzynarodowy WO 98/31718, Exxon Chemical Patents Inc., 1998.
  • [98] S.G. Shankwalkar, D.G. Placek, Ind. Eng. Chem. Res., 1992,31, 1810.
  • [99] M.E. Okazaki, J.H. Chan, S.M. Abernathy, A. D’Souza, Patent USA 9617517, Chevron Inc., 1996.
  • [100] S.G. Shankwalkar, C. Cruz, Ind. Eng. Chem. Res., 1994,33, 740.
  • [101] W.N. Shade, Lubr. Eng., 1987,43, 176.
  • [102] M.K. Johnson, Toxicol. Appl. Pharmacol., 1990,102, 385.
  • [103] M.B. Abou-Donia, D.M. Lapadulla, Ann. Rev. Pharmacol. Toxicol., 1990, 30, 405.
  • [104] J. Saunders, Lubr. World, 1996, 6, 33.
  • [105] P. Mastalerz, Podręcznik Chemii Organicznej, Wydawnictwo Chemiczne, Wrocław 1996.
  • [106] A. Fressenbecker, 10th International Colloquium, Tribology, Solving, Friction and Wear Problems, Technische Akademie Esslingen, 1996, 33.
  • [107] J. Skarżewski, Wprowadzenie do Syntezy Organicznej, PWN, Warszawa 1999.
  • [108] F. Belan, V. Bellenger, B. Mortaigne, J. Verdu, Polym. Degrad. Stabil., 1997, 56, 301.
  • [109] S. Boyde, J. Synth. Lubr., 2000,16,297.
  • [110] E.K. Euranto, Esterification and ester hydrolysis, in: The chemistry of Carboxylic Acids and Esters, Wiley, New York, 1969.
  • [111] P. Bondioli, L. Inzaghi, G. Postorino, P. Quartuccio, J. Synth. Lubr., 1999,15,271.
  • [112] S. Gryglewicz, E. Beran, M. Rutkowski, M. Steininger, Chemik, 1996,49,267.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUS2-0001-0056
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