WO1998054098B1 - Oxidation of aromatic hydrocarbons - Google Patents
Oxidation of aromatic hydrocarbonsInfo
- Publication number
- WO1998054098B1 WO1998054098B1 PCT/US1998/011463 US9811463W WO9854098B1 WO 1998054098 B1 WO1998054098 B1 WO 1998054098B1 US 9811463 W US9811463 W US 9811463W WO 9854098 B1 WO9854098 B1 WO 9854098B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- parts
- weight
- approximately
- contaminated material
- amount
- Prior art date
Links
- 150000004945 aromatic hydrocarbons Chemical class 0.000 title claims abstract 16
- 230000003647 oxidation Effects 0.000 title abstract 2
- 238000007254 oxidation reaction Methods 0.000 title abstract 2
- 239000000463 material Substances 0.000 claims abstract 40
- 239000003054 catalyst Substances 0.000 claims abstract 19
- CBENFWSGALASAD-UHFFFAOYSA-N ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 claims abstract 14
- 239000004094 surface-active agent Substances 0.000 claims abstract 9
- 239000007800 oxidant agent Substances 0.000 claims abstract 7
- 230000001590 oxidative Effects 0.000 claims abstract 7
- -1 sludges Substances 0.000 claims abstract 6
- 239000007788 liquid Substances 0.000 claims abstract 2
- 239000002689 soil Substances 0.000 claims abstract 2
- 239000011269 tar Substances 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims 28
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims 20
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 14
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 10
- 239000007789 gas Substances 0.000 claims 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 9
- 239000002245 particle Substances 0.000 claims 8
- 229910052742 iron Inorganic materials 0.000 claims 7
- 229910052751 metal Inorganic materials 0.000 claims 6
- 239000002184 metal Substances 0.000 claims 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims 6
- 210000002268 Wool Anatomy 0.000 claims 5
- 229910000831 Steel Inorganic materials 0.000 claims 4
- 239000000919 ceramic Substances 0.000 claims 4
- 239000002131 composite material Substances 0.000 claims 4
- 239000000243 solution Substances 0.000 claims 4
- 239000010959 steel Substances 0.000 claims 4
- 229910045601 alloy Inorganic materials 0.000 claims 3
- 239000000956 alloy Substances 0.000 claims 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims 3
- 229910052803 cobalt Inorganic materials 0.000 claims 3
- 239000010941 cobalt Substances 0.000 claims 3
- 229910052802 copper Inorganic materials 0.000 claims 3
- 239000010949 copper Substances 0.000 claims 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims 3
- 229910052737 gold Inorganic materials 0.000 claims 3
- 239000010931 gold Substances 0.000 claims 3
- PWHULOQIROXLJO-UHFFFAOYSA-N manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims 3
- 229910052748 manganese Inorganic materials 0.000 claims 3
- 239000011572 manganese Substances 0.000 claims 3
- 229910052759 nickel Inorganic materials 0.000 claims 3
- 229910052709 silver Inorganic materials 0.000 claims 3
- 239000004332 silver Substances 0.000 claims 3
- BQCADISMDOOEFD-UHFFFAOYSA-N silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 3
- 239000010935 stainless steel Substances 0.000 claims 3
- 229910001220 stainless steel Inorganic materials 0.000 claims 3
- 239000010936 titanium Substances 0.000 claims 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 3
- 229910052719 titanium Inorganic materials 0.000 claims 3
- 241000264877 Hippospongia communis Species 0.000 claims 2
- 210000003660 Reticulum Anatomy 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 210000001772 Blood Platelets Anatomy 0.000 claims 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N Perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 claims 1
- ZJBYBXHCMWGGRR-UHFFFAOYSA-M Permanganic acid Chemical compound O[Mn](=O)(=O)=O ZJBYBXHCMWGGRR-UHFFFAOYSA-M 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 239000010426 asphalt Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000004927 clay Substances 0.000 claims 1
- 229910052570 clay Inorganic materials 0.000 claims 1
- 239000004567 concrete Substances 0.000 claims 1
- 239000003599 detergent Substances 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000012530 fluid Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 239000002609 media Substances 0.000 claims 1
- 239000003973 paint Substances 0.000 claims 1
- 239000008188 pellet Substances 0.000 claims 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000004576 sand Substances 0.000 claims 1
- 239000010802 sludge Substances 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 239000011275 tar sand Substances 0.000 claims 1
- 239000010455 vermiculite Substances 0.000 claims 1
- 229910052902 vermiculite Inorganic materials 0.000 claims 1
- 235000019354 vermiculite Nutrition 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 125000005575 polycyclic aromatic hydrocarbon group Chemical group 0.000 abstract 2
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 238000006065 biodegradation reaction Methods 0.000 abstract 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 150000001728 carbonyl compounds Chemical class 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 230000003197 catalytic Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 150000004053 quinones Chemical class 0.000 abstract 1
- 238000005067 remediation Methods 0.000 abstract 1
Abstract
The present invention describes a method for efficient, economical and rapid remediation of aromatic hydrocarbons, and especially polycyclic aromatic hydrocarbons (PAHs), in contaminated materials, such as soils, sludges, tars, sands and liquids using catalysts in conjunction with ozone, oxidants and surfactants. The method uses multistage catalytic oxidation to convert aromatic hydrocarbons into innocuous, biodegradable, or easily decomposed compounds such as carbon dioxide and carbonyl compounds, including but not limited to aldehydes, ketones, quinones, and carboxylic acids. The method may be employed to treat dry and wet contaminated samples of large tonnage and offers an excellent alternative to incineration.
Claims
AMENDED CLAIMS
[received by the International Bureau on 30 November 1998 (30.11.98); original claims 1, 17, 18, 28, 37, 38 and 42 amended; original claims 29-36 cancelled; new claims 43-50 added; remaining claims unchanged (6 pages)]
1. A method for remediating material contaminated with aromatic hydrocarbons, comprising: combining material contaminated with aromatic hydrocarbons, a catalyst, and a first oxidaπt other than ozone, to form a mixture: mixing the mixture; and adding ozone gas to the mixture to oxidize and degrade said aromatic hydrocarbons.
2. The method of Qaim 1, wherein the mixture containing the ozone gas is mixed so as to create submicron sized ozone bubbles.
3. The method of Qaim 1 , further comprising the addition of catalyst during addition of the ozone gas to the mixture.
4. The method of Qaim 1, further comprising adjusting the mixture during mixing through addition of base to achieve an alkaline pH.
5. The method of Qaim 1 , wherein the contaminated material is processed in a continuous manner.
6. The method of Claim 1, wherein the first oxidant is selected from the group of hydrogen peroxide, perchlorate, permanganate, and persulfate.
7. The method of Qaim 1, wherein the first oxidaπt is hydrogen peroxide.
8. The method of Claim 7, wherein the hydrogen peroxide is provided as a 50% solution in an amount of approximately 10 to 50 parts by weight per 1000 parts by weight of contaminated material.
9. The method of Qaim 7, wherein the hydrogen peroxide is provided as a 50% solution in an amount of approximately 25 parts by weight per 1000 parts by weight of contaminated material.
10. The method of Claim 1, further comprising addition of surfactant to the mixture.
11. The method of Qaim 10, wherein the surfactant is selected from the group consisring of bi-terpene, soaps, solvents, supercritical fluids, detergents, degreasers and releasing agents.
12. The method of Claim 10, wherein the surfactant is bi-terpene and is provided in an amount of approximately 10 to 100 parts by weight per 1000 parts by weight of contaminated material.
13. The method of Claim 12, wherein the bi-terpene surfactant is provided in an amount of approximately 25 parts by weight per 1000 parts by weight of contaminated material.
14. The method of Claim 1, wherein the catalyst is selected from the group consisting of iron, gold, titanium, copper, silver, manganese, cobalt, nickel, stainless steel, steel wool, titania, nano-titania, and oxides, alloys, and composites and combinations thereof.
15. The method of Claim 1, wherein the catalyst is metallic iron which is provided in an amount of approximately 2 to 100 parts by weight per 1000 parts by weight of contaminated material.
16. The method of Claim 1, wherein the catalyst is metallic iron which is provided in an amount of approximately 5 to 50 parts by weight per 1000 parts by weight of contaminated material.
17. The method of Qaim 1, wherein the catalyst is titania or nano-titania which is provided in an amount of approximately 2 to 100 parts by weight per 1000 parts by weight of contaminated material.
38
18. The method of Qaim 1, wherein the catalyst is titania or nano-titania which is provided in an amount of approximately 2 to 50 parts by weight per 1000 parts by weight of contaminated material.
19. The method of Claim 1 , further comprising addition of water to the mixture,
20. The method of Claim 19, wherein the water is provided in an amount of approximately 0 to 500 parts by weight per 1000 parts by weight of contaminated material.
21. The method of Qaim 1 , wherein the water is provided in an amount of approximately 250 parts by weight per 1000 parts by weight of contaminated material.
22. The method of Claim 1, wherein the contaminated material is paniculate and the particle size is not greater than approximately 1.27 cm, further comprising addition of water and a surfactant.
23. The method of Qaim 1, wherein the contaminated material is paniculate and the particle size is not greater than approximately 0.318 cm, further comprising addition of water and a surfactant.
24. The method of Claim 1, wherein the ozone gas is provided in an amount of approximately 0.001 to 3.0 parts by weight per 1 part by weight of aromatic hydrocarbons in the contaminated material.
25. The method of Claim 1, wherein the ozone gas is provided in an amount of approximately 0.05 to 2.0 parts by weight per 1 part by weight of aromatic hydrocarbons in the contaminated material.
26. The method of Claim 1, wherein the ozone gas is provided in an amount of approximately 0.1 to 1.5 parts by weight per 1 part by weight of aromatic hydrocarbons in the contaminated material.
39
27. The method of Claim 1, wherein the contaminated material is selected from liquids, aqueous solutions, aqueous suspensions, organic solutions, organic suspensions, chemicals, solvents, paints, water, salt water, ice, snow, soil, sludge, silt, permafrost, sand, tar, tar sand, asphalt, clay, concrete, wood, ceramics, plastic, clothing, fabric, mesoporous media, vermiculite, and mixtures thereof.
28, A method for remediating material contaminated with aromatic hydrocarbons, comprising: combining contaminated material of less than 1.27 cm in particle size with water in an amount of approximately 0 to 500 parts by weight per 1000 parts by weight of contaminated material, catalysts, wherein one catalyst is metallic iron which is provided in an amount of approximately 2 to 100 parts by weight per 1000 parts by weight of contaminated material, and a second catalyst, wherein the second catalyst is titania or nano-titania which is provided in an amount of approximately 2 to 100 parts by weight per 1000 parts by weight of contaminated material, surfactant, wherein the surfactant is bi-terpene which is provided in an amount of approximately 10 to J 00 parts by weight per 1000 parts by weight of contaminated material, and a first oxidant other than ozone wherein the first oxidant is hydrogen peroxide which is provided as a 50% solution in an amount of approximately 10 to 50 parts by weight per 1000 parts by weight of contaminated material, to form a mixture; mixing the mixture; and adding ozone gas to the mixture in an amount of approximately 0.001 to 3.0 parts by weight per 1 part by weight of aromatic hydrocarbons in the material.
37. The method of Claim 1 , wherein the catalyst is in the form of divided powders, coatings, pellets, flakes, platelets, granules, spheres, balls, steel wool, ceramic wools, wires, fine filaments, threads, high porosity agglomerates or combinations thereof.
40
38. The method of Claim 1, wherein the catalyst is located on stationary fixtures, rotating fixtures, impellor blades, baffles, metal baffles, ceramic baffles, vanes, paddles, meshes, grids, honeycombs, balls, gratings, manifolds, beds, deflectors, reaction vessel walls or combinations thereof.
39. The method of Claim 1, wherein the contaminated material is paniculate and the particle size is less than approximately 500 microns.
40. The method of Qaim 1, wherein the contaminated material is paniculate and the particle size is less than approximately 200 microns.
41 , The method of Claim 1 , wherein the contaminated material is paniculate and the particle size is less than approximately 100 microns.
42. A method for remediating material contaminated with aromatic hydrocarbons, comprising: combining contaminated material of less than approximately 500 microns in particle size with an amount of water sufficient to make a mixture; mixing the mixture; and adding ozone gas to the mixture in an amount of approximately 1 to 5 parts by weight per 1 part by weight of aromatic hydrocarbons in the material.
43. The method of Qaim 42, wherein the contaminated material of less than approximately 200 microns in panicle size.
44. The method of Qaim 42, wherein the contaminated material of less than approximately 100 microns in particle size.
41
45. A method for remediating material contaminated with aromatic hydrocarbons, comprising: combining material contaminated with aromatic hydrocarbons, a catalyst, and a first oxidant other than ozone, to form a mixture, wherein the mixture includes at least about 10 parts by weight of said first oxidant per 1000 parts by weight of contaminated material; mixing the mixture; and adding ozone gas to the mixture to oxidize and degrade said aromatic hydrocarbons, wherein the catalyst is located on coatings, stationary fixtures, rotating fixtures, impellor blades, baffles, metal baffles, ceramic baffles, vanes, paddles, wires, fine filaments, threads, meshes, grids, honeycombs, balls, gratings, manifolds, beds, deflectors, reaction vessel walls or combinations thereof.
46. The method of Claim 45, wherein the catalyst is titania, nano-titania, metal, composites thereof, or combinations thereof.
47. The method of Claim 46, wherein the metal is selected from the group consisting of iron, gold, titanium, copper, silver, manganese, cobalt, nickel, stainless steel, steel wool, and oxides, alloys, and composites and combinations thereof.
48. The method of Qaim 1, wherein said mixture includes as the catalyst titania, πano-Utania or metal.
49. The method of Qaim 48, wherein the metal is selected from the group consisting of iron, gold, titanium, copper, silver, manganese, cobalt, nickel, stainless steel, steel wool, and oxides, alloys, and composites and combinations thereof.
50. The method of Claim 1, wherein the mixture includes as the catalyst at least about 2 parts by weight of metallic iron and at least about 2 parts by weight of titania or nano-titania, and at least about 10 parts by weight of the first oxidant, per 1000 parts by weight of contaminated material.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU78141/98A AU7814198A (en) | 1997-06-02 | 1998-06-02 | Oxidation of aromatic hydrocarbons |
| EP98926264A EP1007480A4 (en) | 1997-06-02 | 1998-06-02 | Oxidation of aromatic hydrocarbons |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/867,345 US5849201A (en) | 1997-06-02 | 1997-06-02 | Oxidation of aromatic hydrocarbons |
| US08/867,345 | 1997-06-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO1998054098A1 WO1998054098A1 (en) | 1998-12-03 |
| WO1998054098B1 true WO1998054098B1 (en) | 1999-01-14 |
Family
ID=25349609
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1998/011463 WO1998054098A1 (en) | 1997-06-02 | 1998-06-02 | Oxidation of aromatic hydrocarbons |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5849201A (en) |
| EP (1) | EP1007480A4 (en) |
| AU (1) | AU7814198A (en) |
| WO (1) | WO1998054098A1 (en) |
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| US11065657B1 (en) | 2017-03-20 | 2021-07-20 | Ursus Remediation Testing & Technologies, Llc | Compositions and methods for oxidizing and sequestering carbon and stabilizing metals |
| CN108033542B (en) * | 2017-12-08 | 2020-12-25 | 沈阳化工大学 | Method for quickly removing wastewater with composite pollution of benzo (a) pyrene (BaP) and arsenic |
| CN109746259A (en) * | 2019-03-11 | 2019-05-14 | 中国地质科学院水文地质环境地质研究所 | A kind of arsenic pollution acid soil passivation restorative procedure |
| CN111718105B (en) * | 2020-07-16 | 2023-12-12 | 兰州理工大学 | Treatment device and method for degrading oily sludge based on ozone oxidation and hydrogen peroxide |
| KR20230062550A (en) * | 2020-07-20 | 2023-05-09 | 뉴로드 아게 | Preparation of bitumen-containing road surface materials |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4007118A (en) * | 1975-10-16 | 1977-02-08 | Cubic Corporation | Ozone oxidation of waste water |
| US4040982A (en) * | 1976-01-12 | 1977-08-09 | Nalco Chemical Company | Ozonization catalyst |
| JPS56163794A (en) * | 1980-05-23 | 1981-12-16 | Ebara Infilco Co Ltd | Treatment of cod-containing sewage |
| DK71987D0 (en) * | 1987-02-13 | 1987-02-13 | Nordiske Kabel Traad | PROCEDURE FOR CLEANING OIL AND CHEMICAL POLLUTANTS |
| US5192452A (en) * | 1988-07-12 | 1993-03-09 | Nippon Shokubai Kagaku Kogyo, Co., Ltd. | Catalyst for water treatment |
| GB9308816D0 (en) * | 1993-04-28 | 1993-06-09 | Air Prod Gmbh | Method and apparatus for decontaminating solids |
| KR100188169B1 (en) * | 1995-08-29 | 1999-06-01 | 박원훈 | Wastewater treatment by catalytic oxidation |
-
1997
- 1997-06-02 US US08/867,345 patent/US5849201A/en not_active Expired - Fee Related
-
1998
- 1998-06-02 AU AU78141/98A patent/AU7814198A/en not_active Abandoned
- 1998-06-02 WO PCT/US1998/011463 patent/WO1998054098A1/en not_active Application Discontinuation
- 1998-06-02 EP EP98926264A patent/EP1007480A4/en not_active Withdrawn
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