CN101671076B - Oxidative degradation process for imidazolinone herbicide wastewater - Google Patents
Oxidative degradation process for imidazolinone herbicide wastewater Download PDFInfo
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- CN101671076B CN101671076B CN2009101700185A CN200910170018A CN101671076B CN 101671076 B CN101671076 B CN 101671076B CN 2009101700185 A CN2009101700185 A CN 2009101700185A CN 200910170018 A CN200910170018 A CN 200910170018A CN 101671076 B CN101671076 B CN 101671076B
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Abstract
The invention relates to an oxidative degradation process for imidazolinone herbicide wastewater. The process comprises the following steps: (1) a certain amount of 30 percent of hydrogen peroxide is added in imidazolinone compound wastewater in a high pressure vessel, so that the concentration of the hydrogen peroxide in the wastewater is up to 0.005 mol/L to 0.1 mol/L; and (2) 20-40 percent of liquid caustic soda with volume same as the hydrogen peroxide is introduced into a closed autoclave and reacts for 2h-16h after the temperature rises to 100-160 DEG C, and the ring-opening probabilityof imidazole ring can be up to 20-80 percent; and therefore, the purpose of reutilization can be achieved, or the oxidative degradation is further performed to meet the wastewater discharge standard,and the purposes of reducing the environmental pollution as well as the production cost are also achieved.
Description
(1) technical field
The present invention relates to a kind of oxidative degradation process of imidazolinone herbicide mother liquor.
(2) background technology
Imidazolinone herbicide is to absorb through plant roots and cauline leaf, in xylem and phloem conduction, accumulates in meristematic tissue.After cauline leaf was handled, susceptible weeds stopped growing immediately, and after the soil treatment, root absorption upwards conducts to the meristematic tissue on weeds top, it was stopped growing and necrosis.That drops at present that commercialization produces has imidazoles nicotinic acid (imazapyr), miaow oxalate (imazamethabez), imazaquin (imazaquin), an imazethapyr (imazethapyr) etc.Because the existence of the isomer of its no activity of weeding in the dissolubility of product itself and the production process; The imidazolone type organic compound that contains 5～20% difficult degradation in the waste water of gained; Cause great difficulty for the later stage wastewater treatment, and cause wastage of material, improved production cost.The domestic and international at present research to this does not also appear in the newspapers.
(3) summary of the invention
The object of the invention just provides a kind of oxidative degradation process that contains imidazolone compound (formula I) mother liquor, eliminates a large amount of imidazolone compound mother liquors and discharges the pollution that causes to environment, and can effectively reduce production costs.
Described imidazolone compound oxidative degradation process; It is characterized in that: 1) adopt high-pressure reaction vessel to react; At first at room temperature in waste water, add the hydrogen peroxide solution of 30% concentration, make the concentration of hydrogen peroxide solution in waste water reach 0.005mol/L～0.1mol.(2) 20～40% of the same volume of feeding liquid caustic soda in enclosed autoclave; 100～160 ℃ of reaction 2h～12h heat up; Can reach and make the open loop of imidazoline ring generate corresponding 2; The 3-pyridinedicarboxylic acid reaches 20～80%, can recycle and reuse, or further oxidative degradation reaches wastewater discharge standard.The following equation of mechanism of degradation:
(4) embodiment
In high-pressure reaction vessel, add the waste water 200ml that contains the 50g/L imidazolone compound under embodiment one room temperature; The hydrogen peroxide solution of adding 30%; Make hydrogen peroxide concentration at 0.005mol/L; Pump is squeezed into and 30% liquid caustic soda of hydrogen peroxide solution with weight under air-tight state, is warming up to 160 ℃ of reaction 10h, and it is 75% that imidazolone compound is converted into corresponding pyridine dioctyl phthalate ratio.
In high-pressure reaction vessel, add the waste water 200ml that contains the 50g/L imidazolone compound under embodiment two room temperatures; The hydrogen peroxide solution of adding 30%; Make hydrogen peroxide concentration at 0.1mol/L; Pump is squeezed into and 30% liquid caustic soda of hydrogen peroxide solution with weight under air-tight state, is warming up to 160 ℃ of reaction 10h, and it is 88% that imidazolone compound is converted into corresponding pyridine dioctyl phthalate ratio.
In high-pressure reaction vessel, add the waste water 200ml that contains the 50g/L imidazolone compound under embodiment three room temperatures; The hydrogen peroxide solution of adding 30%; Make hydrogen peroxide concentration at 0.1mol/L; Pump is squeezed into and 30% liquid caustic soda of hydrogen peroxide solution with weight under air-tight state, is warming up to 100 ℃ of reaction 2h, and it is 69% that imidazolone compound is converted into corresponding pyridine dioctyl phthalate ratio.
In high-pressure reaction vessel, add the waste water 200ml that contains the 50g/L imidazolone compound under embodiment four room temperatures; The hydrogen peroxide solution of adding 30%; Make hydrogen peroxide concentration at 0.07mol/L; Pump is squeezed into and 30% liquid caustic soda of hydrogen peroxide solution with weight under air-tight state, is warming up to 120 ℃ of reaction 8h, and it is 78% that imidazolone compound is converted into corresponding pyridine dioctyl phthalate ratio.
Claims (2)
1. the oxidative degradation process of an imidazolone type mother liquor, described imidazolone type oxidative degradation process is characterized in that:
1) adopts high-pressure reaction vessel to react, at first at room temperature in waste water, add the hydrogen peroxide solution of 30% concentration, make the concentration of hydrogen peroxide solution in waste water reach 0.005mol/L～0.1mol/L; (2) 20～40% of the same volume of feeding liquid caustic soda in enclosed autoclave; 100～160 ℃ of reaction 2h～12h heat up; Can reach and make the open loop of imidazoline ring generate corresponding 2; The 3-pyridinedicarboxylic acid reaches 20～80%, can recycle and reuse, or further oxidative degradation reaches wastewater discharge standard; The following equation of mechanism of degradation:
Wherein: R
1=hydrogen, methyl, ethyl, methoxyl methyl; R
2=hydrogen.
2. the oxidative degradation process of imidazolone type mother liquor as claimed in claim 1 is characterized in that: step 2) described in add the liquid caustic soda of equal volume, make system remain on the highly basic state response.
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| CN2009101700185A CN101671076B (en) | 2009-09-01 | 2009-09-01 | Oxidative degradation process for imidazolinone herbicide wastewater |
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| CN2009101700185A CN101671076B (en) | 2009-09-01 | 2009-09-01 | Oxidative degradation process for imidazolinone herbicide wastewater |
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| CN101671076A CN101671076A (en) | 2010-03-17 |
| CN101671076B true CN101671076B (en) | 2012-01-25 |
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Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102090397B (en) * | 2010-12-29 | 2013-08-07 | 潍坊先达化工有限公司 | High-purity imidazolone weedicide ammonium salt raw powder and production process thereof |
| CN102617550B (en) * | 2012-03-07 | 2013-11-13 | 潍坊先达化工有限公司 | Method for treating imazapyr-containing herbicide mother liquor |
| CN103663832B (en) * | 2013-12-03 | 2015-04-22 | 安徽国星生物化学有限公司 | Ammoniacal cyanide process paraquat production wastewater pretreatment method and reagent thereof |
| CN109956537B (en) * | 2019-03-26 | 2021-10-15 | 河北科技大学 | Treatment method of acetone-containing cyanohydrin wastewater |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1816526A (en) * | 2003-07-02 | 2006-08-09 | 巴斯福股份公司 | In-situ treatment of pyridine-2,3-dicarboxylic acid esters with an oxidizing agent |
| CN101428935A (en) * | 2008-11-28 | 2009-05-13 | 四川贝尔实业有限责任公司 | Treatment process for wastewater from N-(Phosphonomethyl)iminodiacetic acid production |
| CN101445304A (en) * | 2008-12-25 | 2009-06-03 | 江苏技术师范学院 | Method for treating wastewater produced by methylation reaction in metribuzin synthesis |
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- 2009-09-01 CN CN2009101700185A patent/CN101671076B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1816526A (en) * | 2003-07-02 | 2006-08-09 | 巴斯福股份公司 | In-situ treatment of pyridine-2,3-dicarboxylic acid esters with an oxidizing agent |
| CN101428935A (en) * | 2008-11-28 | 2009-05-13 | 四川贝尔实业有限责任公司 | Treatment process for wastewater from N-(Phosphonomethyl)iminodiacetic acid production |
| CN101445304A (en) * | 2008-12-25 | 2009-06-03 | 江苏技术师范学院 | Method for treating wastewater produced by methylation reaction in metribuzin synthesis |
Non-Patent Citations (1)
| Title |
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| JP特开平10-305286A 1998.11.17 |
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Address after: 256500 Boxing Economic Development Zone, Binzhou, Shandong Patentee after: Shandong CYNDA Chemical Co., Ltd. Address before: 256500 Boxing Economic Development Zone, Binzhou, Shandong Patentee before: Shandong Cynda Chemical Co., Ltd. |