WO1997013554A2 - Procede de decomposition de polluants organiques stables - Google Patents
Procede de decomposition de polluants organiques stables Download PDFInfo
- Publication number
- WO1997013554A2 WO1997013554A2 PCT/DE1996/001986 DE9601986W WO9713554A2 WO 1997013554 A2 WO1997013554 A2 WO 1997013554A2 DE 9601986 W DE9601986 W DE 9601986W WO 9713554 A2 WO9713554 A2 WO 9713554A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- range
- radiation
- suspension
- liquid medium
- solids
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 31
- 230000008569 process Effects 0.000 title claims abstract description 21
- 239000002957 persistent organic pollutant Substances 0.000 title claims abstract description 11
- 239000007787 solid Substances 0.000 claims abstract description 22
- 230000005855 radiation Effects 0.000 claims abstract description 18
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000725 suspension Substances 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims abstract description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 9
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims abstract description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000019253 formic acid Nutrition 0.000 claims abstract description 8
- 150000002240 furans Chemical class 0.000 claims abstract description 7
- 239000003999 initiator Substances 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 3
- 230000015556 catabolic process Effects 0.000 claims description 12
- 238000006731 degradation reaction Methods 0.000 claims description 12
- 238000010894 electron beam technology Methods 0.000 claims description 11
- 150000004827 dibenzo-1,4-dioxins Chemical class 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 3
- 238000010504 bond cleavage reaction Methods 0.000 claims description 3
- 150000002601 lanthanoid compounds Chemical class 0.000 claims description 2
- SBIBMFFZSBJNJF-UHFFFAOYSA-N selenium;zinc Chemical compound [Se]=[Zn] SBIBMFFZSBJNJF-UHFFFAOYSA-N 0.000 claims description 2
- 239000010457 zeolite Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 abstract description 6
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 3
- 239000013543 active substance Substances 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 238000005352 clarification Methods 0.000 abstract 1
- 239000010801 sewage sludge Substances 0.000 description 9
- KVGZZAHHUNAVKZ-UHFFFAOYSA-N 1,4-Dioxin Chemical compound O1C=COC=C1 KVGZZAHHUNAVKZ-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 150000002013 dioxins Chemical class 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 231100000419 toxicity Toxicity 0.000 description 4
- 230000001988 toxicity Effects 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 230000035515 penetration Effects 0.000 description 3
- 239000010865 sewage Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- -1 Pesticides such as p Chemical class 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000002956 ash Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000567 combustion gas Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000006298 dechlorination reaction Methods 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
- 238000004056 waste incineration Methods 0.000 description 2
- 229910052984 zinc sulfide Inorganic materials 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 235000002918 Fraxinus excelsior Nutrition 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 230000000711 cancerogenic effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 231100000315 carcinogenic Toxicity 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000005661 deetherification reaction Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- JLYXXMFPNIAWKQ-GNIYUCBRSA-N gamma-hexachlorocyclohexane Chemical compound Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl JLYXXMFPNIAWKQ-GNIYUCBRSA-N 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N gamma-hexachlorocyclohexane Natural products ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 231100000219 mutagenic Toxicity 0.000 description 1
- 230000003505 mutagenic effect Effects 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- 150000004045 organic chlorine compounds Chemical class 0.000 description 1
- NFBOHOGPQUYFRF-UHFFFAOYSA-N oxanthrene Chemical class C1=CC=C2OC3=CC=CC=C3OC2=C1 NFBOHOGPQUYFRF-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 231100000378 teratogenic Toxicity 0.000 description 1
- 230000003390 teratogenic effect Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/10—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by subjecting to electric or wave energy or particle or ionizing radiation
- A62D3/15—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by subjecting to electric or wave energy or particle or ionizing radiation to particle radiation, e.g. electron beam radiation
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/30—Treatment of water, waste water, or sewage by irradiation
- C02F1/32—Treatment of water, waste water, or sewage by irradiation with ultraviolet light
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/70—Treatment of water, waste water, or sewage by reduction
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/722—Oxidation by peroxides
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/72—Treatment of water, waste water, or sewage by oxidation
- C02F1/725—Treatment of water, waste water, or sewage by oxidation by catalytic oxidation
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/04—Pesticides, e.g. insecticides, herbicides, fungicides or nematocides
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/08—Toxic combustion residues, e.g. toxic substances contained in fly ash from waste incineration
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/20—Organic substances
- A62D2101/22—Organic substances containing halogen
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/20—Organic substances
- A62D2101/28—Organic substances containing oxygen, sulfur, selenium or tellurium, i.e. chalcogen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/36—Organic compounds containing halogen
Definitions
- the invention relates to a process for the destruction of organic environmental pollutants in liquid matrices, the process being directed in particular to the degradation of polychlorinated di-benzo-p-dioxins and furans.
- the contamination of sewage sludge with organic pollutants, in particular polychlorinated dibenzo-p-dioxins and furans, is one of the most serious environmental problems.
- Typical for contaminated sewage sludge but also for ashes from waste incineration plants is the dominance of octachlorinated dibenzo dioxin (OCDD) with proportions of 80 to 98% by weight among the 17 dioxins classified as particularly toxic.
- OCDD octachlorinated dibenzo dioxin
- the OCDD can be classified as particularly stable, and degradation using conventional chemical and physical methods appears to be particularly difficult. Furthermore, it is conceivable that substantially more toxic products can form from the OCDD via the dechlorination. For these reasons, very specific energetic stimuli and chemical reaction pathways are required for the conversion of OCDD to environmentally neutral compounds.
- PCDD / F polychlorinated dibenzo-p-dioxins and furans
- EP-A-417 714 describes a process for dioxin removal, in which a mixture to be treated consisting of water and residue ash from waste incineration with ionizing radiation of 10 to 2000 kGy at 80 * C.
- EP-A-416631 describes a process for removing harmful gases from combustion gases, in which the combustion gases containing acidic components are treated with an atomized alkaline material in a reactor under electron beam bombardment and the salt formed is removed in the process.
- DE 362523-2-A1 describes the degradation of polyhalogenated hydrocarbons with low-energy electron beams (150 to 350 kV) in a thin layer or during mixing in a thicker layer, preferably using alkaline water.
- EP-A-667173 likewise discloses a low-energy method (90-110 keV) for the treatment of contaminated air or water which is acted upon by a corresponding electron beam, which is preferably a pulsed electron beam.
- the object of the invention is to provide a new process for the degradation of stable organic pollutants, in particular polychlorinated dibenzo-p-dioxins and furans, in a liquid medium contaminated therewith by radiation.
- - With a layer thickness of the solution or suspension in the range of 0.1 to 10 cm is treated with movement, where - the solids are selected from the group consisting of luminophores, aluminosilicates and lanthanide compounds; and
- Substances that have radiation-converting solids on their surface thus become effective. These are either the solids themselves or particulate carrier substances which are coated on their surface with the radiation-converting solids, or it is the background against which the suspension is moved and which is completely or at least partially coated on the surface with the radiation-converting solids .
- Luminophores such as Ti0 2 , ZnS, ZnSe are particularly preferred as solids.
- aluminosilicates such as type Y zeolites. Compounds from the group of the lanthanides can also be used.
- concentration of the solids is 0.1 to 5.0% by weight, based on the total mass of the suspension.
- the particle size of the pure solids in the suspension is not particularly critical, but is generally in the range from 0.01 to 10 mm.
- the lower carboxylic acids used as radical initiators are those with 1-10 carbon atoms.
- the PCDD / F is converted in an acidic environment, i.e. at a pH of 6.5 to 1, preferably in the range of 5 to 2.5. It was found that only under this condition does dioxin cleavage actually take place with electron radiation.
- the parameters of electron radiation are as follows:
- the layer thickness of the suspension is advantageously in the range from 0.5 to 3 cm.
- a particular problem with sewage sludge is that the dark color of the suspensions means that only very small penetration depths of the types of radiation which normally initiate the bond cleavages can be achieved, but surprisingly, with the combination of the measures according to the invention, sufficient penetration depths are achieved which enable a practical implementation of the method also on a technical scale.
- the advantages of the new process are, in particular, that the process product in the case of sewage sludge can then be recycled in agriculture without further material processing.
- the process is very energy efficient, as it uses far less energy than conventional chemical processes. In general, these only run higher temperatures, especially when a stable bond is to be attacked.
- the electron irradiation carried out according to the invention achieves a much greater depth of penetration and thus better efficiency for converting the pollutants in volume.
- organochlorine compounds e.g. Pesticides such as p, p-DDT, pentachlorophenol, ⁇ -hexachlorocyclohexane etc. are carried out and an additional degradation of harmful chemical substances is possible.
- the process according to the invention is generally carried out in such a way that a suspension loaded with the stable organic pollutants is mixed with the radiation-converting solids and a radical initiator and then, after setting the intended pH, e.g. by adding 5-10% by weight of acid such as, for example, formic acid or sulfuric acid in a corresponding layer thickness on a stainless steel strip under an electron beam source.
- acid such as, for example, formic acid or sulfuric acid in a corresponding layer thickness on a stainless steel strip under an electron beam source.
- a sewage sludge sample of 500 g with a solids content of 3% by weight was exposed to 5 g Ti0 2 as a radiation-converting solid and in the presence of 50 ml of the radical initiator formic acid an electron radiation of 2.7 MeV. puts.
- the suspension had a pH of 3 and was carried out with a layer thickness of 1 cm under the electron beam.
- the pH was also adjusted by adding the formic acid, so that the formic acid had a dual function.
- Table 1 shows the values for three dioxin isomers in the feed product and in the treated suspension with the individual components.
- Example 3 The procedure was as in Example 1, but hydrogen peroxide was used instead of formic acid and a pH of 4.5 was set by adding sulfuric acid. The combined treatment of the sewage sludge sample with the added solid Ti0 2 and the radical initiator resulted in a significant reduction in the PCDD / F concentration with degrees of conversion of over 85%.
- Example 2 The procedure was as in Example 2, but an amount of 5 g of zinc sulfide was used instead of titanium dioxide.
- Example 2 The results of Examples 2 and 3 are shown in Table 2.
- a sewage sludge sample with a PCDD / F exposure according to Table 3 was irradiated with a 100 keV electron beam source at a layer height of 1.3 mm.
- Table 3 shows the comparison of dioxin concentrations in the feed in I-TE ng / kg TS and the final concentration after the treatment. It is clear that there was no PCDD / F degradation in the neutral environment without any additives. A clear formation of dioxins was observed when irradiating in an alkaline environment after adding NaOH. This means that the alkaline environment is unsuitable for the process.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Environmental & Geological Engineering (AREA)
- Hydrology & Water Resources (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Emergency Management (AREA)
- Business, Economics & Management (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Plasma & Fusion (AREA)
- Treatment Of Sludge (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP96945512A EP0859650A2 (fr) | 1995-10-09 | 1996-10-09 | Procede de decomposition de polluants organiques stables |
EA199800358A EA199800358A1 (ru) | 1995-10-09 | 1996-10-09 | Способ расщепления стабильных органических агрессивных веществ |
JP9514637A JPH11514900A (ja) | 1995-10-09 | 1996-10-09 | 安定な有機汚染物質の分解方法 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19538604.3 | 1995-10-09 | ||
DE1995138604 DE19538604C1 (de) | 1995-10-09 | 1995-10-09 | Verfahren zum Abbau stabiler organischer Schadstoffe |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1997013554A2 true WO1997013554A2 (fr) | 1997-04-17 |
WO1997013554A3 WO1997013554A3 (fr) | 1997-06-12 |
Family
ID=7775056
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/DE1996/001986 WO1997013554A2 (fr) | 1995-10-09 | 1996-10-09 | Procede de decomposition de polluants organiques stables |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0859650A2 (fr) |
JP (1) | JPH11514900A (fr) |
DE (1) | DE19538604C1 (fr) |
EA (1) | EA199800358A1 (fr) |
WO (1) | WO1997013554A2 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2939983A1 (fr) * | 2014-04-29 | 2015-11-04 | Sistiana Inversiones S.L. | Procédé d'oxydation à catalysation de dioxide de titane |
WO2016192755A1 (fr) | 2015-05-29 | 2016-12-08 | Sánchez Luis Domínguez | Procédé d'oxydation à catalyse par dioxyde de titane et son utilisation |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR102530557B1 (ko) * | 2020-11-25 | 2023-05-10 | 주식회사 카텍에이치 | 열경화성 수지 복합소재 분해 및 재활용 방법 및 장치, 이에 활용되는 조성물 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0306301A1 (fr) * | 1987-09-04 | 1989-03-08 | Robert B. Henderson | Epuration de fluides |
WO1989002418A1 (fr) * | 1987-09-08 | 1989-03-23 | Simmering-Graz-Pauker Aktiengesellschaft | Procede et dispositif de purification de liquides |
DE4016899A1 (de) * | 1990-05-25 | 1991-12-19 | Karl Dr Kleinermanns | Verfahren zur behandlung von schadstoffbeladenen festkoerperpartikeln |
EP0537451A1 (fr) * | 1991-10-18 | 1993-04-21 | Nec Corporation | Procédé pour la décomposition des solvants organochlorés contenus dans les eaux |
DE4216776A1 (de) * | 1992-05-21 | 1993-11-25 | Krupp Industrietech | Aromatenentgiftung |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3625232C2 (de) * | 1986-07-25 | 1994-06-16 | Polymer Physik Gmbh | Verfahren und Vorrichtung zum Abbau von in Flüssigkeit befindlichen polyhalogenierten, vorzugsweise polychlorierten Kohlenwasserstoffen, insbesondere von in Altölen enthaltenen polychlorierten Biphenylen, durch Bestrahlung |
US5561298A (en) * | 1994-02-09 | 1996-10-01 | Hughes Aircraft Company | Destruction of contaminants using a low-energy electron beam |
-
1995
- 1995-10-09 DE DE1995138604 patent/DE19538604C1/de not_active Expired - Fee Related
-
1996
- 1996-10-09 EP EP96945512A patent/EP0859650A2/fr not_active Ceased
- 1996-10-09 JP JP9514637A patent/JPH11514900A/ja active Pending
- 1996-10-09 WO PCT/DE1996/001986 patent/WO1997013554A2/fr not_active Application Discontinuation
- 1996-10-09 EA EA199800358A patent/EA199800358A1/ru unknown
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0306301A1 (fr) * | 1987-09-04 | 1989-03-08 | Robert B. Henderson | Epuration de fluides |
WO1989002418A1 (fr) * | 1987-09-08 | 1989-03-23 | Simmering-Graz-Pauker Aktiengesellschaft | Procede et dispositif de purification de liquides |
DE4016899A1 (de) * | 1990-05-25 | 1991-12-19 | Karl Dr Kleinermanns | Verfahren zur behandlung von schadstoffbeladenen festkoerperpartikeln |
EP0537451A1 (fr) * | 1991-10-18 | 1993-04-21 | Nec Corporation | Procédé pour la décomposition des solvants organochlorés contenus dans les eaux |
DE4216776A1 (de) * | 1992-05-21 | 1993-11-25 | Krupp Industrietech | Aromatenentgiftung |
Non-Patent Citations (1)
Title |
---|
JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY (INTERNATIONAL JOURNAL OF BIOTECHNICAL AND CHEMICAL PROCESSES), Bd. 64, Nr. 4, 1.Dezember 1995, Seiten 339-344, XP000550230 MENGYUE Z ET AL: "PHOTOCATALYTIC DEGRADATION OF ORGANOPHOSPHORUS PESTICIDES USING THIN FILMS OF TIO2" * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2939983A1 (fr) * | 2014-04-29 | 2015-11-04 | Sistiana Inversiones S.L. | Procédé d'oxydation à catalysation de dioxide de titane |
WO2016192755A1 (fr) | 2015-05-29 | 2016-12-08 | Sánchez Luis Domínguez | Procédé d'oxydation à catalyse par dioxyde de titane et son utilisation |
Also Published As
Publication number | Publication date |
---|---|
WO1997013554A3 (fr) | 1997-06-12 |
EA199800358A1 (ru) | 1998-10-29 |
JPH11514900A (ja) | 1999-12-21 |
EP0859650A2 (fr) | 1998-08-26 |
DE19538604C1 (de) | 1997-05-22 |
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