多苯環芳香烴(Polycyclic aromatic hydrocarbons, PAH)污染物在近幾十年來被廣泛的研究與注意。世界各國用來鋪路的瀝青材料也被證明其中含有具致癌性及具致突變性的PAH。這使得瀝青材料中PAH的研究顯得更為重要。
本研究利用膠滲透層析儀(GPC)，以二氯甲烷為動相，分離瀝青材料中大分子量的物質，收集適當分子量範圍的待測物，再以高純度氮氣濃縮，接續以氣相層析質譜儀(GC-MS)進行多苯環芳香烴的微量分析。並利用方法檢量線，對含有柏油複雜基質的樣品進行多苯環芳香烴的定性、定量分析。由實驗結果顯示除了揮發性較高的naphthalene回收率較差之外，其餘的化合物回收率良好，在72.3%至108.9%之間。方法偵測極限則在0.441 µg/g至1.346 µg/g之間，證明所建立方法有一定之實用價值。
另外為了驗證本方法也適用於其他油品中PAH的分析，因此選定四種食用油、經過高溫油炸的食品用油以及抽油煙機所收集的廢油加以分析。由結果可以看出，GPC的淨化效果良好，添加在油品中多數的PAH也得到了可接受的回收率。

Bitumen is widely used for road pavement and roofing. However, bitumen and its fume may contain polycyclic aromatic hydrocarbons (PAHs) and their derivatives. Some of them are known to be carcinogenic or co-carcinogenic in animals. Our study is to develop and establish an effective method for detecting and quantifying 24 major PAHs (16 PAHs and 8 methyl-substituted PAHs) in bitumen.
Due to strong matrix effects, the pretreatment steps are crucial for the success of analytical processes. We used GPC (Gel Permeation Chromatography ) to clean up the bitumen samples and determined the content of PAH in the treated samples by GC-MS under ion selective mode after a pre-concentration step. The average recoveries, except for naphthalene, are in the range of 72.3 % to 108.9 % . The method detection limits are from 0.441 µg/g to 1.346 µg/g.
According to our experimental results, a method of analyzing PAHs in bitumen was developed with satisfactory recoveries. This method also shares the potential to be used for other types of environmental samples. It was used to analyze several types of cooking oil that contain PAH. Results also show satisfactory recoveries.

1. A. M. Mastral, M. Callen and R. Murillo, “Assessment of PAH emissions as a function of coal combustion variables” Fuel, 75(13): 1533-1536, 1996.
2. J. B. Hickes, “Asphalt industry Cross-sectional Exposure Assessment Study”, Application of Occupational Environmental Hygiene, 10(10): 840-848, 1995.
3. S. Burgaz, O. Erdem, B. Karahalil and A. E. Karakaya, “Cytogenetic Biomonitoring of Workers Exposed to Bitumen Fumes”, Mutation Research, 419:123-130, 1998.
4. IARC “Polynuclear aromatic compounds, part 4: Bitumens, coal-tars and derived products, shale-oils and soots.” Lyon, International Agency for Research on Cancer, IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans, Vol. 35, 27-37, 1985.
5. IARC “Occupational exposures in petroleum refining; crude oil and major petroleum fuels.” International Agency for Research on Cancer IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Man, Vol. 45, 283-292, 1989.
6. G. Grimmer, J. Jacob, K. W. Naujack “Profile of the polycyclic aromatic hydrocarbons from lubricating oils. Inventory by GCGC/MS — PAH in environmental materials, part 1.” Analytical Chemistry, 306:347-355, 1981.
7. D. Tetzen “Environmentally relevant classification of PKWF and Printosol. Classification of printing ink oils.” Chemosphere, 62:469-472 , 1989.
8. H. G. Franck and J. W. Stadelhofer “Industrial aromatic chemistry — raw products, processes, products.” 308-380, 1987.
9. WHO “Non-heterocyclic polycyclic aromatic hydrocarbons.” World Health Organization, International Programme on Chemical Safety (Environmental Health Criteria 202), 1997.
10. R. P. M. Berbee ”PAH in the aquatic environment: sources and emissions. Summary. In: Proceedings: Workshop on polycyclic aromatic hydrocarbons (PAH)” Norwegian State Pollution Control Authority, Report No. TA-816, 1992.
11. W. Woidich “Analysis of polycyclic aromatic hydrocarbons in drinking and utilitary water.” Polycyclic aromatic compounds, 3:141-146, 1976.
12. D. H. Stuermer, D. J. Ng and C. J. Morris “Organic contaminants in groundwater near underground coal gasification site in northeastern Wyoming.” Environmental Science and Technology, 16:582-587, 1982.
13. Environment Canada “Canadian Environmental Protection Act Priority Substances List assessment report: polycyclic aromatic hydrocarbons.” Supply and Services Canada, 61-68, 1992.
14. T. Vu Duc and C. K. Huynh “Organic micropollutants in water. Preliminary results on haloforms and polycyclic aromatic hydrocarbons.” Water analysis, 26:315-316, 1981.
15. D. K. Basu and J. Saxena “Polynuclear aromatic hydrocarbons in selected US drinking water and their raw water sources.” Environmental Science and Technology, 12:795-798, 1978.
16. M. L. Davi “Determination of polycyclic aromatic hydrocarbons in drinking water by mass spectrometry. ”Life Chemistry Reports, 10:181-188, 1994.
17. J. P. Tuominen “Cereal products as a source of polycyclic aromatic hydrocarbons. “ Journal of Agricultural and Food Chemistry, 36:118-120, 1988.
18. M. J. Dennis “Factors affecting the polycyclic aromatic hydrocarbons content of cereals, fats and other food products.” Food Additives and Contaminants, 8:517-530, 1991.
19. G. R. Sirota and J. F. Uthe “Polynuclear aromatic hydrocarbon contamination in marine shellfish.” In: Cooke M, Dennis AJ, eds. Polynuclear Aromatic Hydrocarbons: Chemical Analysis and Biological Fate. 329-341, 1981.
20. C. E. Rostad and W. E. Pereira “Creosote compounds in snails obtained from Pensacola Bay, Florida, near an onshore hazardous-waste site.” Chemosphere, 16:2397-2404, 1987.
21. K. Speer “Determination and distribution of PAH in native vegetable oils, smoked fish products, mussels and oysters, and bream from the river Elbe.” Journal of High Resolution Chromatography, 13:104-111, 1990.
22. M. J. Dennis “Analysis of polycyclic aromatic hydrocarbons in UK total diets.” Food and Chemical Toxicology, 21:569-574, 1983.
23. R. H. De Vos “Polycyclic aromatic hydrocarbons in Dutch total diet samples (1984–1986).” Food and Chemical Toxicology, 28:263-268, 1990.
24. W. Pfannhauser “Polycyclic aromatic hydrocarbons (PAH) in food and on samples of selected vegetables in Austria”, Food and Chemical Toxicology, 32:66-79, 1991.
25. H. A. Vaessen “Polycyclic aromatic hydrocarbons in selected foods; analysis and occurrence. ” Oxicological and Environmental Chemistry, 7:297-324, 1984.
26. L. Turrio-Baldassarri “Polycyclic aromatic hydrocarbons in Italian national and regional diets. ” Polycyclic Aromatic Compounds, 10:343-349, 1996.
27. WHO “Polynuclear aromatic hydrocarbons. In: Guidelines for drinking-water quality” Health criteria and other supporting information. 2nd ed. Vol. 2. 495-505, World Health Organization, 1996.
28. J. Josephson, “Polynuclear Aromatic Hydrocarbons”, Environmental Science and Technology., 18, 93A-95A, 1984.
29. J. Tuominen, S. Salomaa, H. Pyysalo, E. Skytta, Tikanen and T. Nurmela, “Polynuclear Aromatic Compounds and Genotoxicity in Particulate and Vapor phase ofAmbient Air: effectof rtaffic, season, and Meteorological Conditions”, Environmental Science Technology, 22, 1228-1234, 1988.
30. Y. Kawamura "The effect of carious foods on the intestinal absorption of benzo(a)pyrene in rats." Journal of the Food and Hygiene, 29, 21-25, 1988.
31. A. Rahman, J. A. Barrowman and Rahimtula "The influence of bile on the bioavailbility of polynuclear aromatic hydrocarbons from the rat intestine", Canadian Journal of Physiology and Pharmacology, 64, 1214-1218 , 1986.
32. J. O. Levin “First international workshop on hydroxypyrene as a biomarker for PAH exposure in man — summary and conclusions.” Science of the Total Environment, 163:164-168, 1995.
33. J. O. Levin, M. Rhén and E. Sikström “Occupational PAH exposure: urinary 1-hydroxypyrene levels of coke oven workers, aluminium smelter pot-room workers, road pavers, and occupationally non-exposed persons in Sweden”. Science of the Total Environment, 163:169-177, 1995.
34. J. N. Done and W. K. Reid, “A Rapid Method of Identification and Assessment of total Crude oils and Crude Oil Fractions by Gel Permeation Chromatography”, Gel chromatography : theory, methodology, applications edited by Tibor Kremmer and Laszlo Boross, 593-609, 1971.
35. R. N. Traxler, “Asphalt : its composition, properties, and uses” Reinhold Pub. Corp., 1961.
1. 中國石油股份有限公司道路柏油規範
37. M. De Meo, C. Genevois, H. Brandt, M. Laget, H. Bartsch and M. Castegnaro, “In vitro Studies of the Genotoxic Effects of Bitumen and Coal-Tar Fume condensated: Comparison of Data Obtained by Mutagenicity Testing and DNA Adduct Analysis by 32P-Postlabelling”, Chemico-Biological Interactions, 101:73-88, 1996.
38. A. M. Kitto, M. Pirbazari, B. N. Badriyha, V. Ravindran, R. Tyner, and C. E. Synolakis "Emissions of volatle and semi-volatile organic compounds and particulate matter from hot asphalts," Environmental Technology, 18:121-138, 1997.
39. P. J. Boogaard and N. J. van Sittert, “Urinary 1-Hydroxypyrene as Biomarker of Exposure to Polycyclic Aromatic Hydrocarbons in Workers in Petrochemical Industries: Baseline Values and Dermal Uptake”, The Science of the Total Environment, 163:203-209, 1995.
40. C. Nerin and C. Domeno, “Determination of Polyaromatic Hydrocarbons and Some Related Compounds in Industrial Wasted Oils by GPC-HPLC-UV”, Analyst, 124:67-70, 1999.
41. H. H. Oelert, D. R. Latham and W. E. Haines, “Characterization of Crude Oils by Gel Permeation Chromatography”, Gel Chromatography : Theory, Methodology, Applications, Wiley Pub. 549-560, 1971.
42. E. W. Albaugh, P. C. Talarico, B. E. Davis and R. A. Wirkkala, “Fractionation of Residuals by Gel Permeation Chromatography”, Gel Chromatography : Theory, Methodology, Applications, Wiley Pub. 569-577, 1971.
43. K. H. Altgelt and E. Hirsch, “GPC Separation and Integrated Structural Analysis of Petroleum Heavy Ends”, Gel Chromatography : Theory, Methodology, Applications, Wiley Pub. 623-630, 1970.
44. R. H. L. Harrak, M. Calull, R. M. Marce and F. Borrull, “Determination of Polycyclic Aromatic Hydrocarbons in Water by Solid-Phase Extraction Membranes”, International Journal of Environmental Analytical Chemistry, 64:47-57, 1996.
45. K. Siegmann, K. Sattler, “Aerosol From Hot Cooking Oil, A Possible Health Hazard”, Journal of Aerosol Science, 27:493-494, 1996.
46. T. A. Chiang, P. P. Wu and S. Y. Liao “Mutagenicity and Aromatic Amine Content of Fumes from Heated Cooking Oils Produced in Taiwan”, Food and Chemical Toxicology, 37:125-134, 1999.
47. 張明吉，“大氣粒狀污染物中多環芳香烴之分析方法研究”，國立台灣師範大學化學研究所碩士論文，吳家誠教授指導，1994.