CN108658898A - A kind of improved chlorohydrination epoxy chloropropane production method - Google Patents
A kind of improved chlorohydrination epoxy chloropropane production method Download PDFInfo
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- CN108658898A CN108658898A CN201810570619.4A CN201810570619A CN108658898A CN 108658898 A CN108658898 A CN 108658898A CN 201810570619 A CN201810570619 A CN 201810570619A CN 108658898 A CN108658898 A CN 108658898A
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- hypochlorous acid
- chlorohydrination
- saponification
- calcium
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/24—Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
- C07D301/26—Y being hydrogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/08—Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
Abstract
The present invention improves chlorohydrination epoxy chloropropane production method, generates the hydrogen chloride of hypochlorous acid process association with chlorine reaction using calcium carbonate removing water；Chlorohydrin action process is without hydrogen chloride, and chlorohydrination reactor exports dichlorohydrin concentration height and by-product generates less, and it is more that raw material chloropropene is converted to purpose product；For sodium hydroxide saponification without waste residue, saponification column can long-term operation without blocking, device；The residual water of saponification is few, and the residual water composition of saponification is simple, is easy to environmental protection treatment and recycling treatment；Chlorohydrin action and saponification the process device corrosion of no hydrogen chloride are light.The dichlorohydrin concentration high productive capacity of chlorohydrination reactor outlet is big.The benefit that no coupling product is brought replaces the increased production cost of calcium hydroxide institute, overall economic benefit and obvious environment benefit far above sodium hydroxide.
Description
Technical field
The present invention relates to a kind of production methods of chemical products, more particularly to using chloropropene, chlorine as the chloropharin of raw material
The production method of method epoxychloropropane.
Background technology
Epoxychloropropane is a kind of important chemical products, is medicine, dyestuff, surfactant, epoxy resin, synthesis rubber
The important source material of the production processes such as glue, glycerine.Existed as the chlorohydrination epoxy chloropropane production method of raw material using chloropropene and chlorine
It is widely used in China and world wide.This method production history is long, technology maturation.But traditional chlorohydrination epoxy chloropropionate
There are chlorohydrination reactor outlet dichlorohydrin concentration to improve the shortcomings that then by-product increases therewith for alkane production method, causes to produce
Consumption of raw materials and energy expenditure are high in the process, and plant capacity is low, equipment seriously corroded.What especially production process generated is big
Measure waste water and waste residue, it is difficult to carry out environmental protection treatment and efficiently use, it has also become restrict the bottleneck of epoxychloropropane production.
Existing chlorohydrination epoxy chloropropane production method is improved, realizes the by-product for reducing and being generated in production process
Object, cut down the consumption of raw materials with energy expenditure, increase device specific productivity, equipment burn into overcome to improve epoxychloropropane life
The total benefit of production, and production process can be made to be generated without waste residue, wastewater flow rate is reduced, so that waste water is easily handled or is utilized, has
Important economic benefit and environmental benefit.
Invention content
The purpose of the present invention is to provide a kind of improved chlorohydrination epoxy chloropropane production methods.This method production process
The purpose product epoxychloropropane that chloropropene is converted to is more, and by-product is few；Chlorohydrination reactor exports dichlorohydrin concentration height, dress
It is big to set production capacity；For saponification process without residue, the residual water of saponification is few, is easily handled and utilizes.
The purpose of the present invention is what is be achieved through the following technical solutions：
1. a kind of improved chlorohydrination epoxy chloropropane production method, the method are provided with hypochlorous acid reaction member, dechlorination
Change hydrogen reaction member, hypochlorous acid upgrading unit, chlorohydrin action unit, saponification unit, epoxychloropropane separative element, soap
Change raffinate dechlorination calcium unit, carbon dioxide recovery unit, the technical process of the method is：
A. raw material chlorine and water enter reaction generation hypochlorous acid and hydrogen chloride in hypochlorous acid reaction member；
B. the hypochlorous acid and hydrochloride aqueous solution for going out hypochlorous acid reaction member enter dehydrochlorination reaction unit with calcium carbonate, at this
Calcium carbonate generates calcium chloride and water and carbon dioxide with hcl reaction in unit；
C. go out entering in hypochlorous acid upgrading unit to hypochloric acid water without hydrogen chloride hypochloric acid water solution for dehydrochlorination reaction unit
Solution carry out enrichment without after hydrogen chloride high concentration hypochlorous acid aqueous solution enter chlorohydrin action unit；Go out dehydrochlorination reaction list
Member enters chlorohydrin action unit without hydrogen chloride hypochloric acid water solution or without into hypochlorous acid upgrading unit；
D. chloropropene reacts generation dichlorohydrin with hypochlorous acid in chlorohydrin action unit；Chlorine is discharged in unreacted chloropropene
Alcoholization reaction unit；
E. the liquid phase material containing dichlorohydrin and saponification agent sodium hydroxide for going out chlorohydrin action unit enter saponification list
Member, dichlorohydrin is reacted with sodium hydroxide in the unit generates purpose product epoxychloropropane, water and sodium chloride；
F. go out the liquid phase material of saponification unit into epoxychloropropane separative element, make epoxychloropropane and soap in the unit
Change raffinate separation；
G. go out the carbon dioxide of dehydrochlorination reaction unit and sodium hydroxide into carbon dioxide recovery unit, in the unit, two
Carbonoxide is reacted with sodium hydroxide generates sodium carbonate and water, and sodium carbonate and the water of generation remove neutralized ratio dechlorination calcium unit；
H. go out the neutralized ratio of epoxychloropropane separative element and sodium carbonate enters neutralized ratio dechlorination calcium unit, in the unit
Calcium chloride in interior neutralized ratio is reacted with sodium carbonate generates sodium chloride and calcium carbonate；Obtained Calcium Carbonate Cyclic enters dehydrochlorination
Unit, or commodity calcium carbonate is obtained after further treatment；The material for going out neutralized ratio dechlorination calcium unit is sodium-chloride water solution；
2. a kind of improved chlorohydrination epoxy chloropropane production method, the interior epoxy carried out of the epoxychloropropane separative element
Chloropropane is separated into that sedimentation separation or sedimentation separation detach combination with distillation or sedimentation separation is combined with extraction and separation with neutralized ratio；
3. a kind of improved chlorohydrination epoxy chloropropane production method, it is described go out hypochlorous acid upgrading unit evaporation water cycle be used for
Hypochlorous acid is reacted or is sent out out-of-bounds, or is not provided with hypochlorous acid upgrading unit；
4. a kind of improved chlorohydrination epoxy chloropropane production method, the hypochlorous acid reaction member and the reaction of de- hypochlorous acid are single
Member merges into a unit, and calcium carbonate is added by hypochlorous acid reaction member；
5. a kind of improved chlorohydrination epoxy chloropropane production method, the hypochlorous acid reaction member, dechlorination reaction member,
Hypochlorous acid upgrading unit, chlorohydrin action unit, saponification unit, neutralized ratio dechlorination calcium unit combination or be used for chlorine
Ethylene chlorohydrination epoxy chloroethanes, ethylene chlorohydrination epoxy ethane, alcoholizing propenyl chloride propylene oxide.
It is an advantage of the invention that：
1. being provided with hypochlorous acid reaction member and dehydrochlorination reaction unit, the high-purity without gas phase chlorine and hydrogen chloride time can get
Solution chlorate contacts in chlorohydrin action unit with chloropropene without chlorine and hydrogen chloride is contacted with dichlorohydrin, chlorohydrin action
Unit by-product generates less, and it is more that chloropropene is converted to purpose intermediary dichlorohydrin；Chloropropene and chlorine utilization are high, after saponification
Epoxychloropropane high income.
2. the present invention carries out chlorohydrin action with the hypochloric acid water solution with high-purity and high concentration, it is remarkably improved chlorine
Alcoholization reaction device exports the concentration of dichlorohydrin, improves plant capacity, and by-product generates few, overcomes that " chlorohydrination is anti-
Answer device outlet chloropharin concentration raising that by-product is caused to increase therewith " this long-term unsolved technical barrier.
3. chlorohydrination reactor exports dichlorohydrin concentration height, the residual water after saponification can be substantially reduced.
4. being contacted with the purpose product after saponification without hydrogen chloride in saponification unit.
5. using sodium hydroxide saponification, no saponification waste residue.
6. recycling carbon dioxide with sodium hydroxide, the sodium carbonate of generation removes calcium chloride, neutralized ratio for neutralized ratio
The calcium carbonate that removing calcium chloride process generates is used to remove the hydrogen chloride that hypochlorous acid reaction generates, and raw material is using fully and rationally.
7. compared with conventional method, neutralized ratio group becomes sodium-chloride water solution, is easy to environmental protection treatment and further utilizes.
Combine 8. can be produced with Electrolytic Alkali, forms the Green production method of raw material and intermediate product recycled.
9. although sodium hydroxide saponification increases some production costs compared with traditional calcium hydroxide saponification.But without chlorine
The chlorohydrination epoxy chloropropane production method by-product for changing hydrogen generates less, and chlorine consumption is few, and the purpose product that propylene is converted to is more,
Overall economic benefit highly significant.
10. having carried out dehydrochlorination processing, chlorohydrin action and the corrosion of subsequent process equipment therefor are small.
11. the present invention is for that when creating epoxides process units, can significantly reduce plant investment；For to having device
The production capacity of device can be greatly improved when being transformed with small investment, cut down the consumption of raw materials and energy expenditure.
Description of the drawings
Fig. 1 is a kind of improved chlorohydrination epoxy chloropropane production method process flow diagram that the present invention provides；
Fig. 2 is a kind of improved chlorohydrination epoxy chloropropane production method technique for no hypochlorous acid upgrading unit that the present invention provides
General flow chart.
Specific embodiment
Embodiment 1
A kind of improved chlorohydrination epoxy chloropropane production method is provided with hypochlorous acid reaction member 1, dehydrochlorination reaction unit
2, hypochlorous acid upgrading unit 3, chlorohydrin action unit 4, saponification unit 5, epoxychloropropane separative element 6, neutralized ratio
Dechlorination calcium unit 7, carbon dioxide recovery unit 8.Technical process is：
A. raw material chlorine and water enter reaction generation hypochlorous acid and hydrogen chloride in hypochlorous acid reaction member 1；
B. the hypochlorous acid and hydrochloride aqueous solution for going out hypochlorous acid reaction member 1 enter dehydrochlorination reaction unit 2 with calcium carbonate,
Calcium carbonate generates calcium chloride and water and carbon dioxide with hcl reaction in the unit；
C. go out dehydrochlorination reaction device 2 without hydrogen chloride liquid phase into hypochlorous acid upgrading unit 3, to hypochloric acid water in the unit
Solution carries out enrichment and obtains high concentration hypochlorous acid aqueous solution.The water steamed removes hypochlorous acid reaction member 1；
D. go out hypochlorous acid upgrading unit 3 enters chlorohydrin action list without hydrogen chloride high concentration hypochlorous acid aqueous solution and chloropropene
Member 4, chloropropene is reacted with hypochlorous acid in the unit generates dichlorohydrin；Chlorohydrin action list is discharged in unreacted chloropropene
First 4 Recyclings；
E. the liquid phase material containing dichlorohydrin and saponification agent sodium hydroxide for going out chlorohydrin action unit 4 enter saponification
Unit 5, dichlorohydrin is reacted with sodium hydroxide in the unit generates epoxychloropropane, water and sodium chloride；
F. go out the liquid phase material of saponification unit 5 into epoxychloropropane separative element 6, first using sedimentation point in the unit
From separating heavy phase epoxychloropropane, then stripping azeotropic is carried out to light phase and steams epoxychloropropane soluble in water；
G. go out the carbon dioxide of dehydrochlorination reaction unit 2 with sodium hydroxide into carbon dioxide recovery unit 8, in the unit,
Carbon dioxide is reacted with sodium hydroxide generates sodium carbonate and water；
H. the aqueous sodium carbonate generated in carbon dioxide reaction unit 8 removes neutralized ratio dechlorination calcium unit 7, in the unit
Contained calcium chloride is reacted with sodium carbonate in the interior neutralized ratio from epoxychloropropane separative element 6 generates sodium chloride and calcium carbonate
Precipitation；
I. the calcium carbonate that neutralized ratio dechlorination calcium unit 7 generates removes dehydrochlorination unit 2.
The process flow diagram of embodiment 1 is shown in Fig. 1.
Embodiment 2
Embodiment 2 is substantially the same manner as Example 1, the difference is that being not provided with hypochlorous acid upgrading unit 3, goes out dehydrochlorination reaction
Unit 2 is directly entered chlorohydrin action unit 4 without hydrogen chloride hypochloric acid water solution.
The process flow chart of embodiment 2 is shown in Fig. 2.
Embodiment 3
Embodiment 3 is substantially the same manner as Example 1, the difference is that epoxychloropropane separative element 6 is grasped using sedimentation and extraction
Work detaches epoxychloropropane with neutralized ratio.
Embodiment 4
Embodiment 4 is substantially the same manner as Example 1, the difference is that dehydrochlorination reaction unit 2 is not separately provided, chlorine gas and water,
Hypochlorous acid reaction member 1 is added in calcium carbonate.
Embodiment 5
Embodiment 5 is substantially the same manner as Example 1, the difference is that the raw material to be chlorinated into chlorohydrin action unit 3 is chlorine
Ethylene, products obtained therefrom are epoxy chloroethanes.
Embodiment 6
Embodiment 6 is substantially the same manner as Example 1, the difference is that the chlorohydrination raw material that waits for into chlorohydrin action unit 3 is
Ethylene, products obtained therefrom are ethylene oxide.
Embodiment 7
Embodiment 7 is substantially the same manner as Example 1, the difference is that the saponification agent into saponification unit 5 is calcium hydroxide.
Claims (5)
1. a kind of improved chlorohydrination epoxy chloropropane production method, which is characterized in that the production method is provided with time chlorine
Sour reaction member（1）, dehydrochlorination reaction unit（2）, hypochlorous acid upgrading unit（3）, chlorohydrin action unit（4）Saponification
Unit（5）, epoxychloropropane separative element（6）, neutralized ratio dechlorination calcium unit（7）, carbon dioxide recovery unit（8）, institute
The technical process for stating method is：
Raw material chlorine and water enter hypochlorous acid reaction member（1）Interior reaction generates hypochlorous acid and hydrogen chloride；
Go out hypochlorous acid reaction member（1）Hypochlorous acid and hydrochloride aqueous solution and calcium carbonate enter dehydrochlorination reaction unit（2）,
Calcium carbonate generates calcium chloride and water and carbon dioxide with hcl reaction in the unit；
Go out dehydrochlorination reaction unit（2）Enter hypochlorous acid upgrading unit without hydrogen chloride hypochloric acid water solution（3）It is interior to secondary chlorine
Aqueous acid carry out enrichment without after hydrogen chloride high concentration hypochlorous acid aqueous solution enter chlorohydrin action unit（4）；Go out dechlorination
Hydrogen reaction member（2）Without hydrogen chloride hypochloric acid water solution or without enter hypochlorous acid upgrading unit（3）Into chlorohydrin action
Unit（4）；
In chlorohydrin action unit（4）Interior chloropropene is reacted with hypochlorous acid generates dichlorohydrin；Unreacted chloropropene is discharged
Chlorohydrin action unit（4）；
Go out chlorohydrin action unit（4）The liquid phase material containing dichlorohydrin and saponification agent sodium hydroxide enter saponification list
Member（5）, dichlorohydrin is reacted with sodium hydroxide in the unit generates purpose product epoxychloropropane；
Go out saponification unit（5）Liquid phase material into epoxychloropropane separative element（6）, make epoxychloropropane in the unit
It is detached with neutralized ratio；
Go out dehydrochlorination reaction unit（2）Carbon dioxide and sodium hydroxide into carbon dioxide recovery unit（8）, in the unit
Interior, carbon dioxide is reacted with sodium hydroxide generates sodium carbonate and water, and sodium carbonate and the water of generation remove neutralized ratio dechlorination calcium list
Member（7）；
Go out epoxychloropropane separative element（6）Neutralized ratio and sodium carbonate enter neutralized ratio dechlorination calcium unit（7）, at this
Calcium chloride in unit in neutralized ratio is reacted with sodium carbonate generates sodium chloride and calcium carbonate；Obtained Calcium Carbonate Cyclic enters dechlorination
Change hydrogen unit（2）, or commodity calcium carbonate is obtained after further treatment；Go out neutralized ratio dechlorination calcium unit（7）Material be chlorine
Change sodium water solution.
2. a kind of improved chlorohydrination epoxy chloropropane production method according to claim 1, which is characterized in that described
Epoxychloropropane separative element（6）The epoxychloropropane of interior progress is separated into sedimentation separation or sedimentation separation and steaming with neutralized ratio
Fraction is combined from combination or sedimentation separation with extraction and separation.
3. a kind of improved chlorohydrination epoxy chloropropane production method according to claim 1, which is characterized in that described
Go out hypochlorous acid upgrading unit（3）Evaporation water cycle remove hypochlorous acid reaction member（1）Or send out out-of-bounds, or to be not provided with hypochlorous acid dense
Contracting unit（3）.
4. a kind of improved chlorohydrination epoxy chloropropane production method according to claim 1, which is characterized in that described
Hypochlorous acid reaction member（2）With de- hypochlorous acid reaction member（3）Or a unit is merged into, calcium carbonate is by hypochlorous acid reaction member
（1）It is added.
5. a kind of improved chlorohydrination epoxy chloropropane production method according to claim 1, which is characterized in that described
Hypochlorous acid reaction member（1）, dechlorination reaction member（2）, hypochlorous acid upgrading unit（3）, chlorohydrin action unit（4）, saponification
Reaction member（5）, neutralized ratio dechlorination calcium unit（7）Combination or for vinyl chloride chlorohydrination epoxy chloroethanes, ethylene
Chlorohydrination epoxy ethane, alcoholizing propenyl chloride propylene oxide.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810570619.4A CN108658898A (en) | 2018-06-05 | 2018-06-05 | A kind of improved chlorohydrination epoxy chloropropane production method |
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| CN201810570619.4A CN108658898A (en) | 2018-06-05 | 2018-06-05 | A kind of improved chlorohydrination epoxy chloropropane production method |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109651299A (en) * | 2019-01-14 | 2019-04-19 | 吴剑华 | Chlorohydrination epoxides process units and its application method more than a kind of purpose product |
| CN109705062A (en) * | 2019-01-11 | 2019-05-03 | 吴剑华 | A kind of chlorohydrination epoxides production technology of no solid slag and by-product chloropropane |
| CN112500373A (en) * | 2019-09-14 | 2021-03-16 | 南京延长反应技术研究院有限公司 | Micro-interface strengthening system and process for preparing ethylene oxide from ethylene |
| CN113248460A (en) * | 2021-05-12 | 2021-08-13 | 河北工业大学 | Method and equipment for preparing ethylene oxide from high-concentration chloroethanol |
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| CN106957283A (en) * | 2017-03-07 | 2017-07-18 | 吴剑华 | A kind of mono-acid method alcoholizing propenyl chloride Synthesis of Propylene Oxide |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109705062A (en) * | 2019-01-11 | 2019-05-03 | 吴剑华 | A kind of chlorohydrination epoxides production technology of no solid slag and by-product chloropropane |
| CN109651299A (en) * | 2019-01-14 | 2019-04-19 | 吴剑华 | Chlorohydrination epoxides process units and its application method more than a kind of purpose product |
| CN112500373A (en) * | 2019-09-14 | 2021-03-16 | 南京延长反应技术研究院有限公司 | Micro-interface strengthening system and process for preparing ethylene oxide from ethylene |
| CN113248460A (en) * | 2021-05-12 | 2021-08-13 | 河北工业大学 | Method and equipment for preparing ethylene oxide from high-concentration chloroethanol |
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Address after: 110142 Shenyang University of chemical technology, No.11 street, Shenyang Economic and Technological Development Zone, Shenyang City, Liaoning Province Applicant after: Wu Jianhua Address before: 110142 Shenyang Chemical University, No. 11 economic and Technological Development Zone, Liaoning, Shenyang Applicant before: Wu Jianhua |
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Application publication date: 20181016 |