Measurement of select radical processes in hydrocarbon pyrolysis

Journal of Analytical and Applied Pyrolysis

Volumn 54, Issue 1, 2000, Pages 37-64

  Franz, James A ^a   Camaioni, Donald M ^a   Autrey, Tom ^a   Linehan, John C ^a   Alnajjar, M S ^a  

^a PACIFIC NORTHWEST NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTRON SPIN RESONANCE SPECTROSCOPY; FREE RADICAL REACTIONS; INFRARED SPECTROSCOPY; PYROLYSIS; RATE CONSTANTS;

KINETIC ELECTRON SPIN RESONANCE SPECTROSCOPY; KINETIC LASERFLASH OPTICAL SPECTROSCOPY; KINETIC LASERFLASH TIME RESOLVED INFRARED SPECTROSCOPY;

HYDROCARBONS;

EID: 0033899744     PISSN: 01652370     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0165-2370(99)00079-0     Document Type: Article

References (104)

1. Stein S.E. New Approaches in Coal Chemistry. ACS Symp. Ser. 169:1981;97-129.
2. Curran G.P., Struck R.T., Gorin E. Ind. Eng. Chem. Proc. Des. Dev. 6:1967;166.
3. Whitehurst D.D., Mitchell T.O., Farcasiu M. Coal Liquefaction. 1980;Academic Press, New York.
4. Shafizadeh F. Adv. Carbohydr. Chem. 23:1968;419.
5. Shafizadeh F., Fu Y.L. Carbohydr. Res. 29:1973;113.
6. Broido A.C., Quano Javier-Son, Barrall A.C. J. Appl. Poly. Sci. 17:1973;3627.
7. Theander O., Nelson D.A. Adv. Carbohydr. Chem. Biochem. 46:1988;273.
8. Eskay T.P., Britt P.F., Buchnan A.C. Energy Fuels. 11:1997;1278.
9. M.L. Poutsma, A Review of Thermolysis Studies of Model Compounds Relevant to Processing of Coal, Oak Ridge National Laboratory, Oak Ridge, Tennessee 37831, Document No. ORNL/TM-10637, National Technical Information Service, US Department of Commerce, 5285 Port Royal Road, Springfield, VA 22161.
10. Poutsma M.L. Energy Fuels. 4:1990;113.
11. Franz J.A, Camaioni D.M., Beishline R.R., Dalling D.K. J. Org. Chem. 49:1984;3563.
12. Gill G.B., Hawkins S, Gore P.H J. Chem. Soc., Chem. Commun. 18:1974;742.
13. Heesing A., Mullers W. Chem. Ber. 113:1980;9.
14. Allen D.T., Gavalas G.R. Int. J. Chem. Kinet. 15:1983;219.
15. Rüchardt C., Gerst M., Ebenhoch J. Angew. Chem. Int. Ed. Engl. 36:1997;1406.
16. Poutsma M.L., Dyer C.M. J. Org. Chem. 47:1982;4903.
17. M.L. Poutsma, C.M. Dyer, J. Org. Chem. 47 (1982) 3367, and see ref. [7].
18. H. Fischer, Radical Reaction Rates in Liquids, Landolt-Bornstein, New Ser., vol. II,13/a-e, Springer, New York, 1983, p. 5.
19. Ross A.B., Neta P. Rate Constants for Reactions of Aliphatic Radicals in Aqueous Solution. 1982;NIST, Washington, DC.
20. Kerr J.A., Parsonage M.J Evaluated Kinetic Data on Gas Phase Reactions. 1976;Butterworths, London.
21. Griller D., Ingold K.U. Acc. Chem. Res. 13:1980;317.
22. Franz J.A., Suleman N.K., Alnajjar M.S. J. Org. Chem. 51:1986;19.
23. Chatgilialoglu C., Ingold K.U., Scaiano J.C. J. Am. Chem. Soc. 103:1981;7739.
24. Johnston L.J., Lusztyk J., Wayner D.D.M., Abeywickreyma A.N., Beckwith A.L.J., Scaiano J.C., Ingold K.U. J. Am. Chem. Soc. 107:1985;4594.
25. Avila D.V., Ingold K.U., Lusztyk J., Dolbier W.R. Jr., Pan H.-Q., Muir M. J. Am. Chem. Soc. 116:1994;99.
26. Garden S.J., Avila D.V., Beckwith A.L.J., Bowry V.W., Ingold K.U., Lusztyk J. J. Org. Chem. 61:1996;805.
27. Fischer H., Paul H. Acc. Chem. Res. 20:1987;200.
28. Schuh H.H., Fischer H. Helv. Chim. Acta. 61:1978;2130.
29. Von Smoluchowski M. Z. Phys. Chem. Stoechiom. Verwandtsschaftsl. 92:1917;129.
30. Noyes R.M. Prog. React. Kinet. 1:1961;129.
31. Taylor G. Proc. R. Soc. London Ser. A. 235:1954;473.
32. Pratt K.C., Wakeham N.A. Proc. R. Soc. London Ser. A. 336:1974;393.
33. Huggenberger C., Lipscher J., Fischer H. J. Phys. Chem. 84:1980;3467.
34. Bochkrath B.B., Bittner E., McGrew J. J. Am. Chem. Soc. 106:1984;135.
35. Bockrath B., Bittner E. J. Org. Chem. 51:1986;15.
36. Freidlina R. Adv. Free Radical Chem. 1:1965;211.
37. Wilt J.W., Free J.W. Kochi J.K. Radical Rearrangement in Free Radicals. 1:1973;333 Wiley, New York.
38. Beckwith A.L.J., Ingold K.U. De Mayo P. Rearrangements in Ground and Excited States. 1980;161 Academic Press, New York.
39. Giese B. Radicals in organic synthesis formation of carbon-carbon bonds. Baldwin J.E. Organic Chemistry Series. 5:1986;Pergamon Press.
40. Jasperse C.P., Curran D.P., Fevig T.L. Chem. Rev. 91:1991;1237.
41. Autrey S.T., Alnajjar M.S., Nelson D.A., Franz J.A. J. Org. Chem. 56:1991;2197.
42. Urry W.H., Kharasch M.S. J. Am. Chem. Soc. 66:1944;1438.
43. Franz J.A., Barrows R.D., Camaioni D.M. J. Am. Chem. Soc. 106:1984;3964-3967.
44. Hamilton E.J., Fischer H. Helv. Chim. Acta. 56:1973;795.
45. Maillard B., Ingold K.U. J. Am. Chem. Soc. 98:1976;1224.
46. Griller D., Ingold K.U. Acc. Chem. Res. 13:1980;193.
47. Banks J.T., Scaiano J.C. J. Phys. Chem. 99:1995;3527.
48. Alnajjar M.S., Franz J.A. J. Am. Chem. Soc. 114:1992;1052.
49. Shevlin P.B., Hansen H.J. J. Org. Chem. 42:1977;3011.
50. Lindsay D.A., Lusztyk J., Ingold K.U. J. Am. Chem. Soc. 106:1984;7087.
51. Paul H. Chem. Phys. 15:1976;115.
52. Huggenberger C., Fischer H. Helv. Chim. Acta. 64:1981;338.
53. Trifunac A.D., Johnson K.W., Clifft B.E., Lowers R.H. Chem. Phys. Lett. 35:1975;566.
54. Verma N.C., Fessenden R.W. J. Chem. Phys. 675:1976;2139.
55. Kim S.S., Weissman S.I. Magn. Res. 24:1976;167.
56. Trifunac A.D., Thurnauer M.C., Norris J.R. Chem. Phys. Lett. 57:1978;471.
57. Trifunac A.D., Norris J.R., Lawler R.G. J. Chem. Phys. 71:1979;4380.
58. Lai D., Griller D., Husband S., Ingold K.U. J. Am. Chem. Soc. 96:1974;6355.
59. Maillard B., Forrest D., Ingold K.U. J. Am. Chem. Soc. 98:1976;7024.
60. Maillard B., Ingold K.U. J. Am. Chem. Soc. 98:1976;1224, 4692.
61. Watts G.B., Griller D., Ingold K.U. J. Am. Chem. Soc. 94:1972;8784.
62. Griller D., Roberts B.P. J. Chem. Soc., Perkin Trans. 2:1972;747-751.
63. Davies A.G., Griller D., Roberts B.P. J. Chem. Soc., Perkin Trans. 2:1972;993.
64. Griller D., Ingold K.U. Acc. Chem. Res. 13:1980;193-200.
65. Fessenden R.W. J. Phys. Chem. 68:1964;1508.
66. Weiner S., Hammond G.S. J. Am. Chem. Soc. 90:1968;1659.
67. Weiner S., Hammond G.S. J. Am. Chem. Soc. 91:1969;986.
68. Naguib Y.M.A., Steel C., Cohen S.G. J. Phys. Chem. 92:1988;6574.
69. Livingston R., Zeldes H., Conradi M.S. J. Am. Chem. Soc. 101:1979;4312.
70. Livingston R., Zeldes H. J. Phys. Chem. 87:1983;1086.
71. Livingston R., Zeldes H. Rev. Sci. Instrum. 52:1981;1352.
72. Batchelor S.N., Henningsen B., Fischer H. J. Phys. Chem. A. 101:1997;2969-2972.
73. Batchelor S.N. J. Phys. Chem. B. 102:1998;615.
74. Hadel L.M. Laser flash photolysis. Scaiano J.C. CRC Handbook of Organic Photochemistry. 1:1989;CRC Press.
75. Franz J.A., Bushaw B.A., Alnajjar M.S. J. Am. Chem. Soc. 111:1989;268.
76. Paul H., Small R.D. Jr., Scaiano J.C. J. Am. Chem. Soc. 100:1978;4520.
77. Poliakoff M., Weitz E. Adv. Organomet. Chem. 36:1986;53.
78. Palmer R.A., Chao J.L., Dittmar R.M., Gregoriou V.G., Plunkett S.E. Appl. Spectrosc. 47:1993;1297.
79. Johnson T.J., Simon A., Weil J.M., Harris G.W. Appl. Spectrosc. 47:1993;1376.
80. Bromberg S.E., Yang H., Asplund M.C., Lian T., McNamara B.K., Klotz K.T., Yetson J.S., Wilkens M., Frei H., Bergman R.G., Harris C.B. Science. 278:1997;260.
81. Xie X., Simon J.D. J. Am. Chem. Soc. 112:1990;1130.
82. Georga J.W., Haward M.T., Hamley P.A., Hughes C., Johnson F.P.A., Popov V.K., Poliankov M. J. Am. Chem. Soc. 115:1993;2286.
83. Peters J., George M.W., Turner J.J. Organometallics. 14:1995;1503.
84. Neville A.G., Brown C.E., Rayner D.M., Lusztyk J., Ingold K.U. J. Am. Chem. Soc. 111:1989;9269-9270.
85. Y. Wand, T. Yuzawa, H. Hamaguchi, J.P. Toscano, J. Am. Chem. Soc., in press.
86. Neville A.G., Brown C.E., Rayner D.M., Lusztyk J., Ingold K.U. J. Am. Chem. Soc. 113:1991;1869.
87. Wagner B.D., Zgierrsdi M.Z., Lusztyk J., Ingold K.U. J. Am. Chem. Soc. 113:1991;1869.
88. Warkentin M.S., Wagner B.D., Lusztyk J., Wayner D.D.M. J. Am. Chem. Soc. 117:1995;119.
89. Weidlich O., Siebert F. Appl. Spectrosc. 47:1993;1394.
90. Plunkett S.E., Chao J.L., Tague T.J., Palmer R.A. Appl. Spectrosc. 49:1995;702.
91. Dewar M.J.S., Zoebisch E.G., Healy E.F., Stewart J.J.P. J. Am. Chem. Soc. 107:1985;3902.
92. Stewart J.J.P. J. Comput. Chem. 10:1989;209, 211.
93. Gaussian 98, Gaussian, Inc., Pittsburgh, PA, 15106.
94. Camaioni D.M., Autrey S.T., Salinas T.B., Franz J.A. J. Am. Chem. Soc. 118:1996;2013.
95. J.A. Franz, J.C. Linehan, M.S. Alnajjar, unpublished results.
96. Curtiss L.A., Raghavachari K., Trucks G.W., Pople J.A. J. Chem. Phys. 94:1991;7221.
97. Curtiss L.A., Raghavachari K., Pople J.A. J. Chem. Phys. 98:1993;1293.
98. Ochterski J.W., Petersson G.A., Montgomery J.A. Jr. J. Chem. Phys. 104:1996;2598.
99. J.B. Foresman, A.E. Frisch, Exploring Chemistry with Electronic Structure Methods, 2nd Edn., Gaussian, Inc., Pittsburgh, PA 1996, and see AE Frisch and M.J. Frisch, Gaussian 98 User's Reference, Gaussian, Inc., Pittsburgh, PA 15106 and references therein.
100. J.B. Foresman, A.E. Frisch, Exploring Chemistry with Electronic Structure Methods, 2nd Edn., Gaussian, Inc., Pittsburgh, PA 1996, and see AE Frisch and M.J. Frisch, Gaussian 98 User's Reference, Gaussian, Inc., Pittsburgh, PA 15106 and references therein.
101. Bartlett R.J., Stanton J.F. Applications of post-Hartree-Fock methods. Lipkowitz K.B., Boyd D.B. Reviews in Computational Chemistry. V:1994;65 VCH Publishers, Inc, New York, NY.
102. Franz J.A., Linehan J.C., Birnbaum J.C., Hicks K.W., Alnajjar M.S. J. Am. Chem. Soc. 121:1991;9824.
103. J.A. Franz, J.C. Birnbaum, J.C. Linehan, E. Rosenberg, unpublished work, and see J.A. Franz, D.S. Kolwaite, J.C. Birnbaum and E. Rosenberg. Prepr. Fuel Div. Am. Chem. Soc. 44(3) (1999) 439.
104. Franz J.A., Alnajjar M.S., Barrows R.D., Kaisaki D.L., Camaioni D.M., Suleman N.K. J. Org. Chem. 51:1986;1446.