JP2598230B2 - アルドール化反応により生じる廃水の清浄化方法 - Google Patents
アルドール化反応により生じる廃水の清浄化方法Info
- Publication number
- JP2598230B2 JP2598230B2 JP6141949A JP14194994A JP2598230B2 JP 2598230 B2 JP2598230 B2 JP 2598230B2 JP 6141949 A JP6141949 A JP 6141949A JP 14194994 A JP14194994 A JP 14194994A JP 2598230 B2 JP2598230 B2 JP 2598230B2
- Authority
- JP
- Japan
- Prior art keywords
- wastewater
- carbon atoms
- alcohol
- value
- aldolization
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000002351 wastewater Substances 0.000 title claims description 31
- 238000000034 method Methods 0.000 title claims description 20
- 238000000746 purification Methods 0.000 title claims description 3
- 238000006243 chemical reaction Methods 0.000 title description 4
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 150000002430 hydrocarbons Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- 150000001298 alcohols Chemical class 0.000 claims description 7
- PYLMCYQHBRSDND-UHFFFAOYSA-N 2-ethyl-2-hexenal Chemical compound CCCC=C(CC)C=O PYLMCYQHBRSDND-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- 239000012074 organic phase Substances 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 238000005575 aldol reaction Methods 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 5
- 238000000605 extraction Methods 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- 239000002957 persistent organic pollutant Substances 0.000 description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006668 aldol addition reaction Methods 0.000 description 3
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 238000005882 aldol condensation reaction Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- BODRLKRKPXBDBN-UHFFFAOYSA-N 3,5,5-Trimethyl-1-hexanol Chemical compound OCCC(C)CC(C)(C)C BODRLKRKPXBDBN-UHFFFAOYSA-N 0.000 description 1
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004440 Isodecyl alcohol Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- ZWLQACFYTXLLEJ-UHFFFAOYSA-N butan-1-ol;methanol Chemical compound OC.CCCCO ZWLQACFYTXLLEJ-UHFFFAOYSA-N 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011437 continuous method Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000010771 distillate fuel oil Substances 0.000 description 1
- 239000000383 hazardous chemical Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000005416 organic matter Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000012465 retentate Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- C02F1/26—Treatment of water, waste water, or sewage by extraction
-
- 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
- C02F1/66—Treatment of water, waste water, or sewage by neutralisation; pH adjustment
-
- 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
- C02F2101/34—Organic compounds containing oxygen
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/34—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32
- C02F2103/36—Nature of the water, waste water, sewage or sludge to be treated from industrial activities not provided for in groups C02F2103/12 - C02F2103/32 from the manufacture of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2209/00—Controlling or monitoring parameters in water treatment
- C02F2209/06—Controlling or monitoring parameters in water treatment pH
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S210/00—Liquid purification or separation
- Y10S210/05—Coalescer
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S210/00—Liquid purification or separation
- Y10S210/902—Materials removed
- Y10S210/908—Organic
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S210/00—Liquid purification or separation
- Y10S210/902—Materials removed
- Y10S210/908—Organic
- Y10S210/909—Aromatic compound, e.g. pcb, phenol
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physical Water Treatments (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
- Extraction Or Liquid Replacement (AREA)
- Removal Of Specific Substances (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4321513A DE4321513A1 (de) | 1993-06-29 | 1993-06-29 | Verfahren zur Reinigung von Abwässern der Aldolisierungsreaktion |
| DE4321513:0 | 1993-06-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH07136642A JPH07136642A (ja) | 1995-05-30 |
| JP2598230B2 true JP2598230B2 (ja) | 1997-04-09 |
Family
ID=6491448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6141949A Expired - Fee Related JP2598230B2 (ja) | 1993-06-29 | 1994-06-23 | アルドール化反応により生じる廃水の清浄化方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6358419B1 (enExample) |
| EP (1) | EP0631988B1 (enExample) |
| JP (1) | JP2598230B2 (enExample) |
| KR (1) | KR100335515B1 (enExample) |
| BR (1) | BR9402568A (enExample) |
| DE (2) | DE4321513A1 (enExample) |
| TW (1) | TW284744B (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0838435A1 (en) * | 1996-10-25 | 1998-04-29 | Kvaerner Process Technology Limited | Process and plant for treating an aqueous waste stream containing alkali metal carboxylates |
| DE19757904C1 (de) * | 1997-12-24 | 1999-07-22 | Celanese Gmbh | Verfahren zum Reinigen von Abwässern aus einer Aldolisierungsreaktion mit nachfolgender Hydrierung |
| CN100337934C (zh) * | 2004-10-29 | 2007-09-19 | 中国石油化工股份有限公司 | 一种高浓度间苯二甲酸生产废水的处理方法 |
| DE102005047460A1 (de) * | 2005-09-30 | 2007-04-05 | Basf Ag | Verfahren zur Behandlung von Abwasser aus Aldolisierungsverfahren |
| CN101353213B (zh) * | 2007-07-25 | 2010-06-09 | 中国石油天然气股份有限公司 | 一种利用什醇酸化萃取法治理辛醇废碱液的方法 |
| EP2690071A1 (en) | 2012-07-24 | 2014-01-29 | Saudi Basic Industries Corporation | Method for treating alkaline wastewater |
| KR20160026783A (ko) | 2014-08-28 | 2016-03-09 | 한화케미칼 주식회사 | 폐수의 처리 방법 |
| RU2615422C1 (ru) * | 2016-03-30 | 2017-04-04 | Общество с ограниченной ответственностью "Интерхим-Групп" | Способ переработки солесодержащих сточных вод производства 2-этилгексанола и 2-этилгексановой кислоты, технологический участок для его осуществления |
| TWI631082B (zh) * | 2017-05-10 | 2018-08-01 | 南亞塑膠工業股份有限公司 | Method for treating chemical oxygen content of wastewater in isooctyl alcohol process |
| WO2021037572A1 (en) | 2019-08-23 | 2021-03-04 | Basf Se | Process for treating wastewater from an aldolization process |
| KR20240168040A (ko) | 2023-05-22 | 2024-11-29 | 주식회사 조원 | 수직형 밀폐 탱크를 이용한 폐수 정제방법 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2441602A (en) * | 1943-11-23 | 1948-05-18 | Heyden Chemical Corp | Recovery of products from pentaerythritol process waste liquors |
| US3463818A (en) * | 1966-01-25 | 1969-08-26 | Int Flavors & Fragrances Inc | Unsaturated aldehydes and alcohols |
| US3839458A (en) * | 1971-01-28 | 1974-10-01 | Celanese Corp | Separation of acetaldehyde from 3-hydroxybutanal using a cycloalkane |
| FR2243158B1 (enExample) * | 1973-09-12 | 1976-05-14 | Rhone Progil | |
| US3920760A (en) * | 1974-09-03 | 1975-11-18 | Eastman Kodak Co | Process for the production of neopentyl glycol |
| US4083931A (en) * | 1976-08-23 | 1978-04-11 | Industrial Sales And Factoring Corporation | Process for treating aldol-condensation polyol waste liquor |
| JPS54160322A (en) * | 1978-06-07 | 1979-12-19 | Nippon Kayaku Co Ltd | Separation of dichlorobenzene isomer |
| US4306884A (en) * | 1980-12-18 | 1981-12-22 | Biohol Corporation | Alcohol and fuel production |
| DE3213681A1 (de) * | 1982-04-14 | 1983-10-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von (alpha)-alkylacroleinen |
| US4401570A (en) * | 1982-05-26 | 1983-08-30 | Shell Oil Company | Removal of organic contaminants from waste water |
| US5026919A (en) * | 1985-12-20 | 1991-06-25 | Mobil Oil Corporation | Base-catalyzed reactions using zeolite catalysts |
| CA1307004C (en) * | 1988-06-03 | 1992-09-01 | Syoichi Matsumoto | Process for recovering methacrolein |
| FR2643367B1 (fr) * | 1989-02-21 | 1991-08-30 | Inst Francais Du Petrole | Procede d'extraction de l'acide n-butyrique normal obtenu par fermentation |
| DE19757904C1 (de) * | 1997-12-24 | 1999-07-22 | Celanese Gmbh | Verfahren zum Reinigen von Abwässern aus einer Aldolisierungsreaktion mit nachfolgender Hydrierung |
| KR100631988B1 (ko) * | 2005-06-24 | 2006-10-09 | 삼성전기주식회사 | 가변 용량 다이오드를 구비한 마이크로스트립 필터 |
-
1993
- 1993-06-29 DE DE4321513A patent/DE4321513A1/de not_active Withdrawn
-
1994
- 1994-04-15 TW TW083103350A patent/TW284744B/zh active
- 1994-06-21 EP EP94109528A patent/EP0631988B1/de not_active Expired - Lifetime
- 1994-06-21 DE DE59407478T patent/DE59407478D1/de not_active Expired - Lifetime
- 1994-06-22 KR KR1019940014171A patent/KR100335515B1/ko not_active Expired - Fee Related
- 1994-06-23 JP JP6141949A patent/JP2598230B2/ja not_active Expired - Fee Related
- 1994-06-28 BR BR9402568A patent/BR9402568A/pt not_active IP Right Cessation
-
1996
- 1996-05-01 US US08/641,514 patent/US6358419B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE4321513A1 (de) | 1995-01-12 |
| DE59407478D1 (de) | 1999-01-28 |
| KR950000572A (ko) | 1995-01-03 |
| BR9402568A (pt) | 1995-03-28 |
| TW284744B (enExample) | 1996-09-01 |
| EP0631988B1 (de) | 1998-12-16 |
| US6358419B1 (en) | 2002-03-19 |
| KR100335515B1 (ko) | 2002-08-27 |
| EP0631988A1 (de) | 1995-01-04 |
| JPH07136642A (ja) | 1995-05-30 |
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