CN100532280C - 含苯酚的水溶液的萃取方法 - Google Patents
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- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
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- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/685—Processes comprising at least two steps in series
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- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
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Abstract
本发明提供一种通过用含有甲基异丁基酮、茴香醚和任选的的混合物进行萃取来纯化含苯酚的流出流的方法。
Description
技术领域
本发明提供一种萃取含苯酚的流出流的方法。
背景技术
在工业方法，例如通过枯烯法生产苯酚或通过苯酚与丙酮缩合生产双酚A的方法中，含苯酚的水溶液作为流出流产出。
无法使用简单的蒸馏方法从这种流出流中分离苯酚，原因是苯酚在水中的溶解度(两种物质在65.3℃以上相互完全混溶，而在室温下仍然有几乎10重量％的苯酚溶解在水中)，以及在蒸馏这类溶液的过程中形成共沸混合物(J.M.
W.Arlt，Liquid-Liquid Equilibrium Data Collection，Chemistry DataSeries V/1，第356-361页，Dechema，Frankfurt 1979；Ullmann’s Encyclopedia ofIndustrial Chemistry，第A19卷，第299-312页，第5版，VCH Weinheim 1991)。
当在酸离子交换剂辅助下制备双酚A时，必须除去反应中形成的水，否则催化剂的活性将下降。在第一种情况下，通过蒸馏，从双酚A、其异构体和在双酚A生产过程中用作溶剂的过量苯酚中分离水来实现上述目的。通过此类蒸馏得到的水含有大量苯酚(1-15重量％的苯酚)，还任选含有丙酮(0-5重量％)。除了这两种主要的杂质外，分离的水中还可能含有其它有机组分，例如甲醇、丙酮自缩合产物(例如异亚丙基丙酮)、用在双酚A生产方法中的含硫助催化剂(硫醇)，以及这些化合物的降解产物和副产物。但是，在此方法中产生的其它含水流也可能含有苯酚以及其它有机组分(例如，用于浮环密封或真空设备的水)。
因为苯酚的毒性和经济上的原因(苯酚回收)，含苯酚的流出液在萃取方法中使用有机溶剂进行纯化。例如，苯、枯烯、二异丙醚或甲基异丁基酮(MIBK)用作此目的。可以使用本领域技术人员已知的技术进行萃取(槽式萃取器、混合器-沉降器系统、逆流萃取等)。在之后的步骤中，按照此方式处理过的流出液一般在汽提柱上进行处理，以降低萃取剂的剩余浓度。这是重要的，因为流出液中萃取剂的剩余浓度会导致流出液的严重有机污染。通过降低流出液中萃取剂的浓度，可以节省该物流的使用，从而节省能量成本。然后在流出液处理车间中对经过此方式处理的流出液进行生物流出液处理。
目前已发现，当用MIBK作为萃取剂萃取含苯酚的水溶液时，当用于萃取的MIBK还含有一些茴香醚和任选的
时，萃取之后MIBK的剩余浓度降低。
发明内容
本发明提供一种对含苯酚的水溶液进行萃取的方法，其中，用含有，以混合物计，60至99重量％的甲基异丁基酮、1-40重量％的茴香醚和0至20重量％的的混合物用作萃取剂。
一种用于萃取含苯酚水溶液的方法是优选的，其中含有相对于混合物为75-95重量％的甲基异丁基酮、5-25重量％的茴香醚和0-10重量％的的混合物用作萃取剂。
在相同的萃取条件下，通过用MIBK和茴香醚的混合物替代纯MIBK来萃取含有苯酚和丙酮的流出液，可以很大程度地降低流出液中MIBK的剩余浓度。苯酚和丙酮的萃取程度实际上保持相同。
当使用MIBK和茴香醚的混合物时，尽管流出液中会发现有少量茴香醚，但是与茴香醚浓度的增加相比，MIBK浓度的降低要明显得多，所以总体上得到有机组分浓度较低的流出液。通过向萃取混合物中加入，可以进一步降低萃取之后水中的茴香醚浓度，而保持对MIBK相同的萃取效果和剩余浓度。
相对于水溶液，待萃取的含苯酚的水溶液(流出液)中苯酚的浓度优选为1至15重量％。
另外，相对于水溶液，含苯酚的水溶液中丙酮的含量最多为5重量％。
为了改进萃取方法，含苯酚的水溶液还可以含有硫酸钠，和/或使用例如硫酸或其它酸将水溶液酸化到pH<7。在萃取之前将水溶液酸化到pH<7。
可使用本领域技术人员已知的任何技术(多级萃取、槽式萃取器、混合器-沉降器系统、逆流萃取等)进行萃取操作。
在萃取后，还可以通过柱中蒸馏从流出流中除去残留的萃取剂，在蒸馏时任选同时提供蒸气。
还可以在生物流出液处理车间中对蒸馏或萃取后得到的水相进行处理。
含苯酚的水溶液也可以在萃取前、在萃取中进行蒸馏处理，可以完全或部分地除去存在的任何酮或其它有机组分。
在萃取之前对含苯酚的水溶液进行蒸馏处理，其中，分离出至少一些丙酮。
通过蒸馏降低萃取之后的水溶液中的甲基异丁基酮的浓度。
可以通过蒸馏从萃取剂中分离出从含苯酚的水溶液中萃取出的苯酚和任选其它萃取的有机组分(特别是任选萃取的丙酮)，并因此回收。按照此方式纯化的萃取剂可再用于萃取过程中。
通过蒸馏从萃取处理中得到的含甲基异丁基酮的混合物中回收苯酚。
通过蒸馏从萃取处理中得到的含甲基异丁基酮的混合物中回收苯酚和丙酮。
萃取后或蒸馏后得到的水相也可以在生物流出液车间中进行处理前，先用活性碳进行纯化。
萃取之后的水溶液中的有机组分的浓度还使用通过活性碳的方法来降低。依据本发明的方法优选含苯酚的水溶液全部或部分得自双酚A的生产。在生产双酚A的方法，例如，苯酚与丙酮在作为催化剂的磺酸阳离子交换剂上、任选在作为助催化剂的硫醇存在下反应生产双酚A的方法中，得到的双酚A完全或部分地以双酚A-苯酚加合物晶体的形式蒸馏出，并过滤，然后通过蒸馏完全或部分除去滤液中的水。同样，该方法可用于一种不同于上述过程、水的分离在双酚A-苯酚加合物晶体结晶之前全部或部分地进行的生产双酚A的方法中。另外，该方法适用于对一种在结晶步骤中或结晶步骤前加入水(任选与苯酚或其它有机溶剂混合)的生产双酚A的方法的流出液进行萃取。
具体实施方式
实施例：
实施例1(对比例)
将170毫升含苯酚的水溶液(来自双酚A生产中的工艺流出液)与100毫升MIBK在500毫升分液漏斗中摇晃15秒。然后使分液漏斗静置5分钟，排出水相，使用气相色谱测试该相。结果示于表1中。
实施例2(依据本发明)
按照与实施例1相同的方式进行实施例2，不同的是使用80毫升MIBK和20毫升茴香醚的混合物替代100毫升的MIBK。结果示于表1中。
实施例3(依据本发明)
按照与实施例1相同的方式进行实施例3，不同的是使用83毫升MIBK、12毫升茴香醚和5毫升的混合物替代100毫升的MIBK。结果示于表1中。
表1：萃取试验的结果(萃取后水相中的重量％)
Claims (11)
1.一种对含苯酚的水溶液进行萃取的方法，其中，用含有，以混合物计，60至99重量％的甲基异丁基酮、1至40重量％的茴香醚和0至20重量％的
的混合物作为萃取剂。
2.如权利要求1所述的方法，其特征在于，待萃取的含苯酚的水溶液中苯酚的浓度为1-15重量％。
3.如权利要求1或2所述的方法，其特征在于，含苯酚的水溶液全部或部分得自双酚A的生产。
4.如权利要求1所述的方法，其特征在于，含苯酚的水溶液含有硫酸钠。
5.如权利要求1所述的方法，其特征在于，含苯酚的水溶液中还含有最多5重量％的丙酮。
6.如权利要求5所述的方法，其特征在于，在萃取之前对含苯酚的水溶液进行蒸馏处理，其中，分离出至少一些丙酮。
7.如权利要求1所述的方法，其特征在于，通过蒸馏降低萃取之后的水溶液中的甲基异丁基酮的浓度。
8.如权利要求1所述的方法，其特征在于，通过蒸馏从萃取处理中得到的含甲基异丁基酮的混合物中回收苯酚。
9.如权利要求5所述的方法，其特征在于，通过蒸馏从萃取处理中得到的含甲基异丁基酮的混合物中回收苯酚和丙酮。
10.如权利要求1所述的方法，其特征在于，萃取之后的水溶液中的有机组分的浓度还使用通过活性碳的方法来降低。
11.如权利要求1所述的方法，其特征在于，在萃取之前将水溶液酸化到pH<7。
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004020113A DE102004020113A1 (de) | 2004-04-24 | 2004-04-24 | Extraktion phenolhaltiger Abwasserströme |
| DE102004020113.7 | 2004-04-24 |
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| CN1946639A CN1946639A (zh) | 2007-04-11 |
| CN100532280C true CN100532280C (zh) | 2009-08-26 |
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| Country | Link |
|---|---|
| US (1) | US6972345B2 (zh) |
| EP (1) | EP1742880B1 (zh) |
| JP (1) | JP4611378B2 (zh) |
| KR (1) | KR20070001239A (zh) |
| CN (1) | CN100532280C (zh) |
| DE (1) | DE102004020113A1 (zh) |
| ES (1) | ES2306130T3 (zh) |
| PL (1) | PL1742880T3 (zh) |
| RU (1) | RU2377185C2 (zh) |
| TW (1) | TW200611890A (zh) |
| WO (1) | WO2005102936A1 (zh) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101715436B (zh) * | 2007-05-09 | 2014-06-04 | 巴杰尔许可有限责任公司 | Bpa方法改进 |
| EP2247535B1 (en) * | 2007-12-20 | 2016-03-02 | Borealis Technology Oy | Process for recovery of organic compounds from a wastewater stream |
| JP2009285533A (ja) * | 2008-05-27 | 2009-12-10 | Teijin Chem Ltd | 排水の処理方法 |
| TWI557103B (zh) * | 2011-06-06 | 2016-11-11 | 貝吉特許有限責任公司 | 雙酚－ａ殘留物流份之處理 |
| US10427069B2 (en) | 2011-08-18 | 2019-10-01 | Inaeris Technologies, Llc | Process for upgrading biomass derived products using liquid-liquid extraction |
| CN104411670B (zh) * | 2012-07-13 | 2017-06-20 | 出光兴产株式会社 | 双酚a的制造方法 |
| CN103145286A (zh) * | 2013-03-13 | 2013-06-12 | 中国石油化工集团公司 | 一种高浓度废水的预处理方法 |
| EP2994209A4 (en) * | 2013-05-07 | 2017-01-25 | KiOR, LLC | Process for upgrading biomass derived products using liquid-liquid extraction |
| CN103964543B (zh) * | 2014-05-06 | 2016-01-27 | 河南龙成煤高效技术应用有限公司 | 一种煤化工领域废水除油脱酚的方法 |
| EP3347337B1 (en) | 2015-09-11 | 2020-02-19 | SABIC Global Technologies B.V. | A method of recovering phenol from a bpa production plant and the plant for recovering the same |
| CN106039763B (zh) * | 2016-07-08 | 2019-02-26 | 神华集团有限责任公司 | 酚类物质萃取装置及酚类物质的萃取方法 |
| CN107857387A (zh) * | 2017-11-03 | 2018-03-30 | 深圳市纯水号水处理科技有限公司 | 一种含酚废水的处理与利用工艺 |
| FI128121B (en) | 2018-07-20 | 2019-10-15 | Neste Oyj | Production of hydrocarbons from recycled or renewable organic material |
| FI128139B (en) * | 2018-07-20 | 2019-10-31 | Neste Oyj | Production of hydrocarbons from recycled or renewable organic material |
| FI128174B (en) | 2018-07-20 | 2019-11-29 | Neste Oyj | Purification of recycled and renewable organic material |
| FI128911B (en) | 2018-07-20 | 2021-03-15 | Neste Oyj | Purification of recycled and renewable organic material |
| FI128115B (en) | 2018-07-20 | 2019-10-15 | Neste Oyj | Purification of recycled and renewable organic material |
| FI128069B2 (fi) | 2018-07-20 | 2024-04-24 | Neste Oyj | Kierrätetyn ja uusiutuvan orgaanisen materiaalin puhdistus |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5335387B1 (zh) * | 1969-07-04 | 1978-09-27 | ||
| JPS525780B2 (zh) * | 1973-05-17 | 1977-02-16 | ||
| US4026791A (en) * | 1975-10-02 | 1977-05-31 | Pullman Incorporated | Treatment of aqueous waste |
| US4400553A (en) * | 1981-06-24 | 1983-08-23 | General Electric Company | Recovery of BPA and phenol from aqueous effluent streams |
| US4374283A (en) * | 1981-06-25 | 1983-02-15 | General Electric Company | Purification of aqueous effluent streams containing BPA and phenol |
| EP0758636B1 (de) * | 1995-08-14 | 2000-01-05 | Bayer Ag | Verfahren zur Reinigung des Prozessabwassers des Bisphenol-A-Verfahrens |
| JPH09169708A (ja) * | 1995-10-16 | 1997-06-30 | Yamamoto Chem Inc | ３−（ｎ，ｎ−ジ置換アミノ）フェノール類の製造方法 |
| DE19608463B4 (de) * | 1996-03-02 | 2008-08-14 | Sasol- Lurgi Technology Co.(Pty)Ltd. | Verfahren zum Extrahieren von Phenolen aus einem phenolhaltigen Abwasser mittels eines Lösungsmittel-Gemisches |
| JPH11347536A (ja) * | 1998-06-10 | 1999-12-21 | Teijin Ltd | フェノール類含有廃水の処理方法 |
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2004
- 2004-04-24 DE DE102004020113A patent/DE102004020113A1/de not_active Withdrawn
-
2005
- 2005-04-14 ES ES05731904T patent/ES2306130T3/es active Active
- 2005-04-14 EP EP05731904A patent/EP1742880B1/de not_active Expired - Fee Related
- 2005-04-14 CN CNB2005800127444A patent/CN100532280C/zh not_active Expired - Fee Related
- 2005-04-14 KR KR1020067021933A patent/KR20070001239A/ko active IP Right Grant
- 2005-04-14 JP JP2007508787A patent/JP4611378B2/ja not_active Expired - Fee Related
- 2005-04-14 PL PL05731904T patent/PL1742880T3/pl unknown
- 2005-04-14 RU RU2006141395/15A patent/RU2377185C2/ru not_active IP Right Cessation
- 2005-04-14 WO PCT/EP2005/003923 patent/WO2005102936A1/de active IP Right Grant
- 2005-04-18 US US11/108,237 patent/US6972345B2/en not_active Expired - Fee Related
- 2005-04-22 TW TW094112793A patent/TW200611890A/zh unknown
Non-Patent Citations (2)
| Title |
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| 萃取法及其在含酚废水处理中的应用. 肖羽堂.污染防治技术，第10卷第3期. 1997 |
| 萃取法及其在含酚废水处理中的应用. 肖羽堂.污染防治技术，第10卷第3期. 1997 * |
Also Published As
| Publication number | Publication date |
|---|---|
| PL1742880T3 (pl) | 2008-11-28 |
| US6972345B2 (en) | 2005-12-06 |
| EP1742880A1 (de) | 2007-01-17 |
| ES2306130T3 (es) | 2008-11-01 |
| JP2007534471A (ja) | 2007-11-29 |
| RU2377185C2 (ru) | 2009-12-27 |
| US20050240065A1 (en) | 2005-10-27 |
| DE102004020113A1 (de) | 2005-11-17 |
| EP1742880B1 (de) | 2008-05-28 |
| WO2005102936A1 (de) | 2005-11-03 |
| TW200611890A (en) | 2006-04-16 |
| RU2006141395A (ru) | 2008-05-27 |
| CN1946639A (zh) | 2007-04-11 |
| JP4611378B2 (ja) | 2011-01-12 |
| KR20070001239A (ko) | 2007-01-03 |
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