|
金刚烷的形成演化及其在油气勘探领域的应用
|
Abstract:
[1] | 朱华, 郭建维, 刘卅, 等. 金刚烷类化合物研究进展(I)结构与性质[J]. 化工进展, 2011, 30(3): 566-572. |
[2] | Seiwerth, R. (1996) Prelog’s Zagreb School of Organic Chemistry (1935-1945). Croatica Chemica Acta, 69, 379-397. |
[3] | Marsusi, F., Mirabbaszadeh, K. and Mansoori, G.A. (2009) Opto-Electronic Properties of Adamantane and Hydrogen- Terminated Sila- and Germa-Adamantane: A Comparative Study. Physica E, 41, 1151-1156.
http://dx.doi.org/10.1016/j.physe.2008.12.021 |
[4] | Nazem, A. and Mansoori, G.A. (2008) Nanotechnology Solutions for Alz-heimer’s Disease: Advances in Research Tools, Diagnostic Methods and Therapeutic Agents. Journal of Alzheimer’s Disease, 13, 199-223. |
[5] | Mansoori, G.A. (2007) Diamondoid Molecules. In: Rice, S.A., Ed., Advances in Chemical Physics, John Wiley & Sons, New York, 207-258. |
[6] | Ramezani, H., Saberi, M.R. and Mansoori, G.A. (2007) DNA-Diamondoids Nanotechnology. International Journal of on Nanoscience and Nanotechnology, 3, 21-36. |
[7] | Ramezani, H., Mansoori, G.A. and Saberi, M.R. (2007) Diamondoids-DNA Nanoarchitecture: From Nanomodules Design to Self-Assembly. Journal of Computational and Theoretical Nanoscience, 4, 96-106. |
[8] | Xue, Y. and Mansoori, G.A. (2008) Quantum Conductance and Electronic Properties of Lower Di-amondoids and Their Derivatives. International Journal of Nanoscience, 7, 63-72. http://dx.doi.org/10.1142/S0219581X08005183 |
[9] | Landa, S. and Machacek, V. (1933) Sur 1’adamantane, nonvel hydrocarbure extrait du naphte. Collection of Czechoslovak Chemical Communications, 5, 1-5. http://dx.doi.org/10.1135/cccc19330001 |
[10] | Hála, S., Landa, S. and Hanus, V. (1966) Islolation of Tetracyclododecane and Pentacyclotetradecane (Diamantane) from Petroleum. Angewandte Chemie International Edition, 78, 1045-1046. http://dx.doi.org/10.1002/anie.196610451 |
[11] | 朱华, 郭建维, 刘卅, 等. 金刚烷类化合物研究进展(II)制备与应用[J]. 化工进展, 2011, 30(4): 807-812. |
[12] | Lin, R. and Wilk, Z.A. (1995) Natural Occurrence of Tetramantane(C22H28), Pentamantane(C26H32), Hexamantane (C30H36) in a Deep Petroleum Reservoir. Fuel, 74, 1512-1521. http://dx.doi.org/10.1016/0016-2361(95)00116-m |
[13] | Wingert, W.S. (1992) GC-MS Analysis of Diamondoid Hydrocarbons in Smackover Petroleum. Fuel, 71, 37-43.
http://dx.doi.org/10.1016/0016-2361(92)90190-Y |
[14] | 陈军红, 傅家莫, 盛国英, 刘德汉, 张建军. 金刚烷化合物的结构特性及其地球化学意义[J]. 科学通报, 1996, 41(6): 524-527. |
[15] | 郑伦举, 曹建平, 薛建华, 别道哲. 原油及烃源岩成熟度的新指标——甲基双金刚烷指数[J]. 石油实验地质, 1998, 20(4): 411-416. |
[16] | Wei, Z., Moldowan, J.M. and Paytan, A. (2006) Di-amondoids and Molecular Biomarkers Generated from Modern Sediments in the Absence and Presence of Minerals during Hydrous Pyrolysis. Organic Geochemistry, 37, 891-911.
http://dx.doi.org/10.1016/j.orggeochem.2006.04.008 |
[17] | Li, J., Philp, P. and Cui, M.Z. (2000) Methyl Diamantane Index (MDI) as a Maturity Parameter for Lower Palaeozoic Carbonate Rocks at High Maturity and Overmaturity. Organic Geochemistry, 31, 267-272.
http://dx.doi.org/10.1016/S0146-6380(00)00016-4 |
[18] | Dahl, J.E., Liu, S.G. and Carlson, R.M.K. (2003) Isolation and Structure of Higher Diamondoids, Nanometer-Sized Diamond Molecules. Science, 299, 96-99. http://dx.doi.org/10.1126/science.1078239 |
[19] | Marchand, A.P. (2003) Diamondoid Hydrocarbons—Delving into Nature’s Bounty. Science, 299, 52-53.
http://dx.doi.org/10.1126/science.1079630 |
[20] | Rooney, M.A. (1995) Carbon Isotopic Ratios of Light Hydrocarbons as Indica-tors of Thermochemical Sulfate Reduction. In: Grimalt, J.O. (Ed.), Organic Geochemistry: Applications to Energy Climate, Envi-ronment and Human History, AIGOA, San Sebastian, 523-525. |
[21] | Hanin, S., Adam, P., Kowalewski, I., Huc, A.-Y., Carpentier, B. and Albrecht, P. (2002) Bridgehead Alkylated 2-Thiaadamantanes: Novel Markers for Sulfurisation Processes Occurring under High Thermal Stress in Deep Petroleum Reservoirs. Chemical Communications, No. 16, 1750-1751. http://dx.doi.org/10.1039/b203551k |
[22] | Heydari, E. and Moore, C.H. (1989) Burial Diagenesis and Thermochemical Sulfate Reduction, Smackover Formation, Southeastern Mississippi Salt Basin. Geology, 17, 1080-1084.
http://dx.doi.org/10.1130/0091-7613(1989)017<1080:BDATSR>2.3.CO;2 |
[23] | 梁前勇, 熊永强, 房忱琛, 李芸. 两种测定原油中金刚烷类化合物方法的对比研究[J]. 地球化学, 2012, 41(5): 433-441. |
[24] | Liang, Q.Y., Xiong, Y.Q., Fang, C.C. and Li, Y. (2012) Quantitative Analysis of Diamondoids in Crude Oils Using Gas Chromatography-Triple Quadrupole Mass Spectrometry. Organic Geochemistry, 43, 83-91.
http://dx.doi.org/10.1016/j.orggeochem.2011.10.008 |
[25] | Alexander, R.A., Knight, C.E. and Whitehust, D.D. (1990) Removal of Dimondoid Compounds from Hydrocarbonaceous Fractions (1 of 2 results). US Patent No. 452747. |
[26] | Alexander, R.A., Knight, C.E. and Whitehust, D.D. (1990) Removal of Dimondoid Compounds from Hydrocarbonaceous Fractions (2 of 2 results). US Patent No. 452749. |
[27] | Alexander, R.A., Knight, C.E. and Whitehurst, D.D. (1991) Purification of Hydrocarbonaceous Fractions. US Patent No. 4982049. |
[28] | Wei, Z.B., Moldowan, J.M., Zhang, S.C., et al. (2007) Diamondoid Hydrocarbons as a Molecular Proxy for Thermal Maturity and Oil Cracking: Geochemical Models from Hydrous Pyrolysis. Organic Geochemistry, 38, 227-249.
http://dx.doi.org/10.1016/j.orggeochem.2006.09.011 |
[29] | Wei, Z.B., Moldowan, J.M., Peters, K.E., Wang, Y. and Xiang, W. (2007) The Abundance and Distribution of Diamondoids in Biodegraded Oils from the San Joaquin Valley: Implications for Biode-gradation of Diamondoids in Petroleum Reservoirs. Organic Geochemistry, 38, 1910-1926. http://dx.doi.org/10.1016/j.orggeochem.2007.07.009 |
[30] | Wei, Z.B., Moldowan, J.M., Dahl, J., Goldstein, T.P. and Jarvie, D.M. (2006) The Catalytic Effects of Minerals on the Formation of Diamondoids from Kerogen Macromolecules. Organic Geochemistry, 37, 1421-1436.
http://dx.doi.org/10.1016/j.orggeochem.2006.07.006 |
[31] | 付宁, 于晓果, 赵盛蓉. 天然气中金刚烷类化合物的检出极其应用[J]. 石油实验地质, 1998, 20(3): 267-271. |
[32] | 马安来, 金之钧, 朱翠山, 彭守涛, 张卫彪. 塔河油田原油中金刚烷化合物绝对定量分析[J]. 石油学报, 2009, 30(2): 214-218. |
[33] | Dahl, J.E., Moldowan, J.M., Peters, K.E., et al. (1999) Diamondoid Hydro-carbons as Indicators of Natural Oil Cracking. Nature, 399, 54-57. http://dx.doi.org/10.1038/19953 |
[34] | 张水昌, 赵文智, 王飞宇, 等. 塔里木盆地东部地区古生界原油裂解气成藏历史分析——以英南2气藏为例[J].天然气地球科学, 2004, 15(5): 441-451. |
[35] | Fang, C.C., Xiong, Y.Q., Liang, Q.Y. and Li, Y. (2012) Variation in Abundance and Distribution of Diamondoids during Oil Cracking. Organic Geochemistry, 47, 1-8. http://dx.doi.org/10.1016/j.orggeochem.2012.03.003 |
[36] | Grice, K., Al-exander, R. and Kagi, R.I. (2000) Diamondoid Hydrocarbon Ratios as Indicators of Biodegradation in Australian Crude Oils. Organic Geochemistry, 31, 67-73. http://dx.doi.org/10.1016/S0146-6380(99)00137-0 |
[37] | Seewald, J.S. (2003) Organic-Inorganic Interactions in Petroleum-Producing Sedimentary Basins. Nature, 426, 327- 333. http://dx.doi.org/10.1038/nature02132 |
[38] | Li, Y., Xiong, Y.Q., Chen, Y. and Tang, Y.J. (2014) The Effect of Evaporation on the Concentration and Distribution of Diamondoids in Oils. Organic Geochemistry, 69, 88-97. http://dx.doi.org/10.1016/j.orggeochem.2014.02.007 |
[39] | Springer, M.V., Garcia, D.F., Gon?alves, F.T.T., Landau, L. and Azevedo, D.A. (2010) Diamondoid and Biomarker Characterization of Oils from the Llanos Orientales Basin, Colombia. Organic Geochemistry, 41, 1013-1018.
http://dx.doi.org/10.1016/j.orggeochem.2010.03.002 |
[40] | Jalees, M.I., Bianchi, T.S., Sassen, R. and Tahira, F. (2011) Diamon-doids and Biomarkers: As a Tool to Better Define the Effects of Thermal Cracking and Microbial Oxidation on Oils/Condensates from Reservoirs of the Upper Indus Basin, Pakistan. Carbonates and Evaporites, 26, 155-165. http://dx.doi.org/10.1007/s13146-011-0042-9 |
[41] | Yang, C., Wang, Z.D., Hollebone, B.P., Peng, X., Fingas, M. and Landriault, M. (2006) GC/MS Quantitation of Diamondoid Compounds in Crude Oils and Petroleum Products. Environmental Forensics, 7, 377-390.
http://dx.doi.org/10.1080/15275920600996396 |
[42] | Wang, Z.D., Yang, C., Hollebone, B. and Fingas, M. (2006) Forensic Fin-gerprinting of Diamondoids for Correlation and Differentiation of Spilled Oil and Petroleum Products. Environ. Environmental Science & Technology, 40, 5636- 5646. http://dx.doi.org/10.1021/es060675n |
[43] | de Araujo, P.L.B., Mansoori, G.A. and de Araujo, E.S. (2012) Diamondoids: Occurrence in Fossil Fuels, Applications in Petroleum Exploration and Fouling in Petroleum Production. A Review Paper. International Journal of Oil, Gas and Coal Technology, 5, 316-367. http://dx.doi.org/10.1504/IJOGCT.2012.048981 |
[44] | Zhang, S.C., Huang, H.P., Xiao, Z.Y. and Liang, D.G. (2005) Geochemi-stry of Palaeozoic Marine Petroleum from the Tarim Basin, NW China. Part 2: Maturity Assessment. Organic Geochemistry, 36, 1215-1225.
http://dx.doi.org/10.1016/j.orggeochem.2005.01.014 |
[45] | Zhao, W.Z., Zhang, S.C., Wang, F.Y., Chen, J.P., Xiao, Z.Y. and Song, F.Q. (2005) Gas Accumulation from Oil Cracking in the Eastern Tarim Basin: A Case Study of the YN2 Gas Field. Organic Geochemistry, 36, 1602-1616.
http://dx.doi.org/10.1016/j.orggeochem.2005.08.014 |
[46] | 赵贤正, 金凤鸣, 米敬奎, 等. 牛东油气田原油中金刚烷和轻烃特征及其对油气成因的指示意义[J]. 天然气地球科学, 2014, 25(9): 1395-1402. |
[47] | Fort, R.C. and Schleyer, P. von R. (1964) Adamantane: Consequences of the Diamondoid Structure. Chemical Reviews, 64, 277-300. http://dx.doi.org/10.1021/cr60229a004 |
[48] | Schleyer, P. von R. (1990) My Thirty Years in Hydrocarbon Cages: from Adaman-tane to Dodecahedrane. In: Olah, G.A., Ed., Cage Hydrocarbons, John Wiley & Sons, Inc., Hoboken. |
[49] | Schleyer, P. von R., Grubmüller, P., Maier, W.F. and Vostrowsky, O. (1980) An Adamantane Rearrangement. A New Pathway. Tetrahedron Letters, 21, 921-924. http://dx.doi.org/10.1016/S0040-4039(00)77739-2 |
[50] | Burns, W., McKervey, M.A., Mitchell, T.R.B. and Rooney, J.J. (1978) A New Approach to the Construction of Diamondoid Hydrocarbons. Synthesis of Anti-Tetramantane. Journal of the American Chemical Society, 100, 906-911.
http://dx.doi.org/10.1021/ja00471a041 |
[51] | Giruts, M.V. and Gordadze, G.N. (2007) Generation of Adamantanes and Diaman-tanes by Thermal Cracking of Polar Components of Crude Oils of Different Genotypes. Petroleum Chemistry, 47, 12-22.
http://dx.doi.org/10.1134/S0965544107010021 |
[52] | Fang, C.C., Xiong, Y.Q., Li, Y., et al. (2013) The Origin and Evolution of Adamantanes and Diamantanes in Petroleum. Geochimica et Cosmochimica Acta, 120, 109-120. http://dx.doi.org/10.1016/j.gca.2013.06.027 |
[53] | Fang, C.C., Xiong, Y.Q., Li, Y., Chen, Y. and Tang, Y.J. (2015) Generation and Evolution of Diamondoids in Source Rock. Marine and Petroleum Geology, 67, 197-203. http://dx.doi.org/10.1016/j.marpetgeo.2015.05.018 |
[54] | Wei, Z.B., Moldowan, J.M., Jarvie, D.M. and Hill, R. (2006) The Fate of Diamondoids in Coals and Sedimentary Rocks. Geology, 34, 1013-1016. http://dx.doi.org/10.1130/G22840A.1 |
[55] | 赵红, 王培荣, 陈奇, 姚焕新, 朱俊章. 金刚烷在塔里木原油成熟度研究中的应用[J]. 石油天然气学报, 1995, 17(3): 24-30. |
[56] | Chen, J.H., Fu, J.M., Sheng, G.Y., Liu, D.H. and Zhang, J.J. (1996) Diamondoid Hydrocarbon Ratios: Novel Maturity Indices for Highly Mature Crude Oils. Organic Geochemistry, 25, 179-190.
http://dx.doi.org/10.1016/S0146-6380(96)00125-8 |
[57] | 赵红, 王占生. 用MID/GC/MS检测原油和烃源岩抽提物中金刚烷类化合物及其地质意义探索[J]. 质谱学报, 1994, 15(4): 43-48. |
[58] | 曾凡刚, 程克明. 利用双金刚烷指标研究下古生界海相碳酸盐岩的热成熟度[J]. 地质地球化学, 1998, 26(3): 16-20. |
[59] | 陈致林, 刘旋, 金洪蕊, 王忠, 张林晔. 利用双金刚烷指标研究济阳坳陷凝析油的成熟度和类型[J]. 沉积学报, 2008, 26(4): 705-708. |
[60] | 李景贵, 催明中, 张谦. 双金刚烷指标作为下古生界高、过成熟阶段碳酸盐岩成熟度衡量标尺的讨论[J]. 石油勘探与开发, 1998, 25(2): 83-85. |
[61] | Schulz, L.K., Wilhelms, A., Rein, E. and Steen, A.S. (2001) Application of Diamondoids to Distinguish Source Rock Facies. Organic Geochemistry, 32, 365-375. http://dx.doi.org/10.1016/S0146-6380(01)00003-1 |
[62] | 郭小文, 何生, 陈红汉. 甲基双金刚烷成熟度指标讨论与应用[J]. 地质科技情报, 2007, 26(1): 71-76. |
[63] | Williams, J.A., Bjor?y, M., Dolcater, D. and Winters, J.C. (1986) Biodegradation in South Texas Eocene Oils—Effects on Aromatics and Biomarkers. Organic Geochemistry, 10, 451-461. http://dx.doi.org/10.1016/0146-6380(86)90045-8 |