CN102126924B - Recycling method of waste ethanol obtained through recrystallization of oxadiazon - Google Patents
Recycling method of waste ethanol obtained through recrystallization of oxadiazon Download PDFInfo
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- CN102126924B CN102126924B CN 201110001153 CN201110001153A CN102126924B CN 102126924 B CN102126924 B CN 102126924B CN 201110001153 CN201110001153 CN 201110001153 CN 201110001153 A CN201110001153 A CN 201110001153A CN 102126924 B CN102126924 B CN 102126924B
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Abstract
The invention relates to a recycling method of waste ethanol obtained through the recrystallization of oxadiazon. The recycling method is characterized in that the waste ethanol comprises the following components by weight percent: 40-80% of ethanol, 3-30% of organic matter with special ester aroma, 5-30% of water, 1-10% of chloroform and 1-10% of other impurities; and 95% industrial grade ethanol is prepared through three steps, namely salting-out separation, alkaline hydrolysis and atmospheric distillation. By adopting the method, the waste ethanol obtained through recrystallization of oxadiazon can be recycled to obtain 95% industrial grade ethanol, thus the recovery rate of ethanol can be increased and the production cost can be reduced.
Description
Technical field
The invention belongs to a kind of recovery and treatment method of solvent slop, is exactly the recovery and treatment method of Yi Zhong Evil humulone ethanol obtained through recrystallization.
Background technology
The Evil humulone is a kind of optional water, the dual-purpose bud phase weedicide of drought, can prevent and kill off multiple annual single, double cotyledon weeds (as barnyard grass, Sheathed Monochoria, Herba Clinopodii Polycephali etc.), annual sedge weed and fescue, can prevent and kill off barnyard grass, Herba Setariae Viridis etc. for nonirrigated farmland, peanut, cotton, sugarcane, herbicidal spectrum is wide, lasting medicine, stable, be not afraid of photodissociation, to the person poultry safety, profitable on ecology, efficient, low toxicity, low residue, on succession crop without impact, being popular in users, is one of weedicide kind of excellent property.
The production of the former medicine of Dan Evil humulone is because reactions steps is many, and technical process is long, is difficult for obtaining high-quality product, for fear of contain the poisoning that a small amount of impurity may cause in the former medicine product of Evil humulone, must carry out refinement treatment to product.consider from combined factors such as security and costs, the former medicine of Evil humulone manufacturing enterprise generally selects ethanol as recrystallization solvent, but the recovery ethanol of recycled, along with increasing of recycled number of times, the alcohol concn that reclaims in solvent can reduce gradually, and foreign matter content raises gradually, the impurity that is accumulated in solvent is mainly a kind of special dulcet organism of ester class that has, its energy and ethanol, water forms ternary azeotrope, it directly can't be separated, refining yield and the product purity of Shi Evil humulone significantly reduces, after the certain number of times of recycled, reclaiming ethanol can only be as discharging of waste liquid, this has not only polluted environment but also increased production cost.
Our researchist has finally determined through test of many times the waste ethanol recycling novel method that adopts salting-out separation, alkaline hydrolysis, three steps of atmospheric distillation to form.Adopt this novel method, the waste ethanol that Ke Yi Dui Evil humulone recrystallization produces is effectively recycled, and reclaims the content that obtains ethanol and is about 95%, and the average recovery rate of ethanol is about 86%.
Summary of the invention
The objective of the invention is for the problem that exists, a kind of waste ethanol of Zhen Dui Evil humulone recrystallization generation is provided to people, process through salting-out separation, alkaline hydrolysis, three steps of atmospheric distillation, acquisition content is 95% technical grade ethanol, improves the rate of recovery of ethanol, the recovery and treatment method of the De Evil humulone ethanol obtained through recrystallization that reduces production costs.
Treatment process of the present invention is as follows:
Comprise ethanol 40～80%, have the waste ethanol of the special dulcet organism 3～30% of ester class, water 5～30%, chloroform 1～10%, other impurity 1～10% what produced by Evil humulone recrystallization, process through salting-out separation, alkaline hydrolysis, three steps of atmospheric distillation, acquisition content is 95% technical grade ethanol.
Add the saturated common salt aqueous solution in the waste ethanol that Evil humulone recrystallization produces, the saturated aqueous common salt solution quality is 0.3～3.0 times of waste ethanol quality, and upper strata oily matter is told in layering after standing 0.5～1 hour after fully stirring.
Adding purity in above-mentioned lower floor's solution of telling after oily matter is 96% solid sodium hydroxide, the solid sodium hydroxide quality is 0.01～0.5 times of waste ethanol quality, stir 0.5～1 hour post-heating to refluxing, reflux time is 1～4 hour, obtains hydrolyzed solution after cooling.
Carry out atmospheric distillation after said hydrolyzed liquid is neutralized to PH=7 with hydrochloric acid, the main distillate fraction between collecting 77-79 ℃ during atmospheric distillation is as product, and the ethanol content of product is about 95%; Front-end volatiles before 77 ℃ and the after cut of 79-99 ℃ are merged to enter down criticize hydrolyzed solution rectifying again; Distillation residual liquid replenishes and recycles after appropriate solid sodium chloride is made into saturated aqueous common salt.
Under the processing condition of optimizing, the waste ethanol of getting 5 batches has carried out 5 groups of experiments, and data gather as follows:
Table 1 hydrolysis of saltouing
Table 2 atmospheric distillation
The main gold-plating that test obtains divides the mixing post analysis: the content of ethanol is 95.8%; The average content of feed ethanol is 65.0%; According to upper watch test result (the front gold-plating of removing last batch of divides, rear gold-plating divide disregard), the ethanol average recovery rate is: 86.1%.
Effect of the present invention
1, the waste ethanol that produces of Dui Evil humulone recrystallization of the present invention is recycled, and not only can obtain content and be 95% technical grade ethanol, improves the rate of recovery of ethanol, reduce production costs, and the processing difficult problem of Xie Jue Evil humulone ethanol obtained through recrystallization.
2, the recycling of Yong Yu Evil humulone ethanol obtained through recrystallization of the present invention, method is effective and reasonable, and is easy to operate, is suitable for Ge Evil humulone manufacturer and uses in suitability for industrialized production.
Description of drawings
Fig. 1 is process flow sheet of the present invention.
Embodiment
Embodiment 1:
Waste ethanol (ethanol 64.5%, machine thing impurity 18.5%, water 12.6%, chloroform 2.4%, other impurity 2.0%) 300g referring to the generation of Fig. 1 Qu Evil humulone recrystallization, be added in the there-necked flask of 1000mL with electronic stirring, the saturated common salt aqueous solution that adds again 300g newly to join, stir after 30 minutes, mixed solution is poured into layering after standing 30 minutes in the pear shape separatory funnel of 1000mL, told the heavy 49.6g of upper strata oily matter (impurity).Lower aqueous solution is transferred in the there-necked flask of 1000mL with thermometer, electric mixing device and prolong, add 15.0g solid sodium hydroxide (96%), stir 0.5～1 hour post-heating to refluxing, back flow reaction 2 hours coolingly is neutralized to PH=7 with hydrochloric acid afterwards.Said hydrolyzed liquid is carried out atmospheric distillation with the glass rectifier unit, main distillate fraction between collecting 77-79 ℃, and with the front-end volatiles before 77 ℃ with 79-99 ℃ between the after cut merging after atmospheric distillation is once again, main distillate fraction between collecting 77-79 ℃, merge main distillate fraction twice, getting altogether and to reclaim ethanol 173.5g, to analyze wherein that ethanol content is 95.8%, the rate of recovery of ethanol is 85.9%.
Embodiment 2:
Waste ethanol (ethanol 64.5%, machine thing impurity 18.5%, water 12.6%, chloroform 2.4%, other impurity 2.0%) 300g referring to the generation of Fig. 1 Qu Evil humulone recrystallization, be added in the there-necked flask of 1000mL with electronic stirring, the saturated common salt aqueous solution that adds again 900g newly to join, stir after 30 minutes, mixed solution is poured into layering after standing 30 minutes in the pear shape separatory funnel of 2000mL, told the heavy 38.8g of upper strata oily matter (impurity).Lower aqueous solution is transferred in the there-necked flask of 1000mL with thermometer, electric mixing device and prolong, add 150.0g solid sodium hydroxide (96%), stir 0.5～1 hour post-heating to refluxing, back flow reaction 4 hours coolingly is neutralized to PH=7 with hydrochloric acid afterwards.Said hydrolyzed liquid is carried out atmospheric distillation with the glass rectifier unit, main distillate fraction between collecting 77-79 ℃, and with the front-end volatiles before 77 ℃ with 79-99 ℃ between the after cut merging after atmospheric distillation is once again, main distillate fraction between collecting 77-79 ℃, merge main distillate fraction twice, getting altogether and to reclaim ethanol 175.4g, to analyze wherein that ethanol content is 95.1%, the rate of recovery of ethanol is 86.2%.
Embodiment 3:
Waste ethanol (ethanol 64.5%, machine thing impurity 18.5%, water 12.6%, chloroform 2.4%, other impurity 2.0%) 300g referring to the generation of Fig. 1 Qu Evil humulone recrystallization, be added in the there-necked flask of 1000mL with electronic stirring, the saturated common salt aqueous solution that adds again 90g newly to join, stir after 30 minutes, mixed solution is poured into layering after standing 30 minutes in the pear shape separatory funnel of 1000mL, told the heavy 98.2g of upper strata oily matter (impurity).Lower aqueous solution is transferred in the there-necked flask of 1000mL with thermometer, electric mixing device and prolong, add 3.0g solid sodium hydroxide (96%), stir 0.5～1 hour post-heating to refluxing, back flow reaction 2 hours coolingly is neutralized to PH=7 with hydrochloric acid afterwards.Said hydrolyzed liquid is carried out atmospheric distillation with the glass rectifier unit, main distillate fraction between collecting 77-79 ℃, and with the front-end volatiles before 77 ℃ with 79-99 ℃ between the after cut merging after atmospheric distillation is once again, main distillate fraction between collecting 77-79 ℃, merge main distillate fraction twice, getting altogether and to reclaim ethanol 128.8g, to analyze wherein that ethanol content is 96.2%, the rate of recovery of ethanol is 64.0%.
Embodiment 4:
Waste ethanol (ethanol 64.5%, machine thing impurity 18.5%, water 12.6%, chloroform 2.4%, other impurity 2.0%) 300g referring to the generation of Fig. 1 Qu Evil humulone recrystallization, be added in the there-necked flask of 1000mL with electronic stirring, add again 300g to recycle the saturated common salt aqueous solution of 3 times, stir after 30 minutes, mixed solution is poured into layering after standing 30 minutes in the pear shape separatory funnel of 1000mL, told the heavy 50.4g of upper strata oily matter (impurity).Lower aqueous solution is transferred in the there-necked flask of 1000mL with thermometer, electric mixing device and prolong, add 15.0g solid sodium hydroxide (96%), stir 0.5～1 hour post-heating to refluxing, back flow reaction 2 hours coolingly is neutralized to PH=7 with hydrochloric acid afterwards.Said hydrolyzed liquid is carried out atmospheric distillation with the glass rectifier unit, main distillate fraction between collecting 77-79 ℃, and with the front-end volatiles before 77 ℃ with 79-99 ℃ between the after cut merging after atmospheric distillation is once again, main distillate fraction between collecting 77-79 ℃, merge main distillate fraction twice, getting altogether and to reclaim ethanol 173.7g, to analyze wherein that ethanol content is 95.5%, the rate of recovery of ethanol is 85.7%.
Embodiment 5:
Waste ethanol (ethanol 41.8%, machine thing impurity 27.6%, water 22.5%, chloroform 4.5%, other impurity 3.6%) 300g referring to the generation of Fig. 1 Qu Evil humulone recrystallization, be added in the there-necked flask of 1000mL with electronic stirring, add again the 300g saturated common salt aqueous solution, stir after 30 minutes, mixed solution is poured into layering after standing 30 minutes in the pear shape separatory funnel of 1000mL, told the heavy 74.5g of upper strata oily matter (impurity).Lower aqueous solution is transferred in the there-necked flask of 1000mL with thermometer, electric mixing device and prolong, add 20.0g solid sodium hydroxide (96%), stir 0.5～1 hour post-heating to refluxing, back flow reaction 2 hours coolingly is neutralized to PH=7 with hydrochloric acid afterwards.Said hydrolyzed liquid is carried out atmospheric distillation with the glass rectifier unit, main distillate fraction between collecting 77-79 ℃, and with the front-end volatiles before 77 ℃ with 79-99 ℃ between the after cut merging after atmospheric distillation is once again, main distillate fraction between collecting 77-79 ℃, merge main distillate fraction twice, getting altogether and to reclaim ethanol 112.4g, to analyze wherein that ethanol content is 95.4%, the rate of recovery of ethanol is 85.5%.
Embodiment 6:
Waste ethanol (ethanol 76.9%, machine thing impurity 9.4%, water 9.6%, chloroform 2.3%, other impurity 1.8%) 300g referring to the generation of Fig. 1 Qu Evil humulone recrystallization, be added in the there-necked flask of 1000mL with electronic stirring, add again the 300g saturated common salt aqueous solution, stir after 30 minutes, mixed solution is poured into layering after standing 30 minutes in the pear shape separatory funnel of 1000mL, told the heavy 25.5g of upper strata oily matter (impurity).Lower aqueous solution is transferred in the there-necked flask of 1000mL with thermometer, electric mixing device and prolong, add 10.0g solid sodium hydroxide (96%), stir 0.5～1 hour post-heating to refluxing, back flow reaction 2 hours coolingly is neutralized to PH=7 with hydrochloric acid afterwards.Said hydrolyzed liquid is carried out atmospheric distillation with the glass rectifier unit, main distillate fraction between collecting 77-79 ℃, and with the front-end volatiles before 77 ℃ with 79-99 ℃ between the after cut merging after atmospheric distillation is once again, main distillate fraction between collecting 77-79 ℃, merge main distillate fraction twice, getting altogether and to reclaim ethanol 208.4g, to analyze wherein that ethanol content is 96.6%, the rate of recovery of ethanol is 87.3%.
Claims (1)
1. the recovery and treatment method of Yi Zhong Evil humulone ethanol obtained through recrystallization, it is characterized in that: comprise ethanol 40～80%, have the waste ethanol of the special dulcet organism 3～30% of ester class, water 5～30%, chloroform 1～10%, other impurity 1～10% what produced by Evil humulone recrystallization, process through salting-out separation, alkaline hydrolysis, three steps of atmospheric distillation, acquisition content is 95% technical grade ethanol; Add the saturated common salt aqueous solution in the waste ethanol that Evil humulone recrystallization produces, the saturated aqueous common salt solution quality is 0.3～3.0 times of waste ethanol quality, and upper strata oily matter is told in layering after standing 0.5～1 hour after fully stirring; Adding purity in above-mentioned lower floor's solution of telling after oily matter is 96% solid sodium hydroxide, the solid sodium hydroxide quality is 0.01～0.5 times of waste ethanol quality, stir 0.5～1 hour post-heating to refluxing, reflux time is 1～4 hour, obtains hydrolyzed solution after cooling; Carry out atmospheric distillation after said hydrolyzed liquid is neutralized to pH=7 with hydrochloric acid, the main distillate fraction between collecting 77-79 ℃ during atmospheric distillation is as product, and the ethanol content of product is 95%; Front-end volatiles before 77 ℃ and the after cut of 79-99 ℃ are merged to enter down criticize hydrolyzed solution rectifying again; Distillation residual liquid replenishes and recycles after appropriate solid sodium chloride is made into saturated aqueous common salt.
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| CN104591966B (en) * | 2014-12-26 | 2017-01-18 | 江苏中旗作物保护股份有限公司 | Recovery method of production waste liquid of herbicide isoxazole clomazone intermediate |
| CN115710161A (en) * | 2022-10-28 | 2023-02-24 | 安徽广信农化股份有限公司 | Methanol recovery method in oxadiazon production process |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1091414A (en) * | 1993-02-24 | 1994-08-31 | 顾正桂 | The extraction rectification technique that ethanol concentrates and reclaims |
| US5348625A (en) * | 1994-01-14 | 1994-09-20 | Lloyd Berg | Separation of ethanol from isopropanol by extractive distillation |
| US5415741A (en) * | 1994-10-18 | 1995-05-16 | Lloyd Berg | Separation of ethanol from isopropanol by azeotropic distillation |
| CN101412671A (en) * | 2008-11-06 | 2009-04-22 | 烟台国邦化工机械科技有限公司 | Method for separating isobutyl acetate, ethanol and water by azeotropic distillation |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1091414A (en) * | 1993-02-24 | 1994-08-31 | 顾正桂 | The extraction rectification technique that ethanol concentrates and reclaims |
| US5348625A (en) * | 1994-01-14 | 1994-09-20 | Lloyd Berg | Separation of ethanol from isopropanol by extractive distillation |
| US5415741A (en) * | 1994-10-18 | 1995-05-16 | Lloyd Berg | Separation of ethanol from isopropanol by azeotropic distillation |
| CN101412671A (en) * | 2008-11-06 | 2009-04-22 | 烟台国邦化工机械科技有限公司 | Method for separating isobutyl acetate, ethanol and water by azeotropic distillation |
Non-Patent Citations (4)
| Title |
|---|
| 从制药废液中回收乙醇和二异丙胺的工艺研究;邱琪浩等;《化工科技》;20061231;第14卷(第4期);第32-33,37页 * |
| 屈文江.间歇共沸精馏法回收制药废液中的乙醇.《河北化工》.2007,第30卷(第1期),第36-37,42页. |
| 邱琪浩等.从制药废液中回收乙醇和二异丙胺的工艺研究.《化工科技》.2006,第14卷(第4期),第32-33,37页. |
| 间歇共沸精馏法回收制药废液中的乙醇;屈文江;《河北化工》;20070131;第30卷(第1期);第36-37,42页 * |
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