CN109721474A - A kind of synthetic method of dichloroether and 2- chloroethoxyethanol - Google Patents
A kind of synthetic method of dichloroether and 2- chloroethoxyethanol Download PDFInfo
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- CN109721474A CN109721474A CN201711051803.XA CN201711051803A CN109721474A CN 109721474 A CN109721474 A CN 109721474A CN 201711051803 A CN201711051803 A CN 201711051803A CN 109721474 A CN109721474 A CN 109721474A
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Abstract
The invention discloses the synthetic methods of a kind of dichloroether and 2- chloroethoxyethanol, belong to organic synthesis field.This method comprises: being that 0.8-1.5:0.3 diethylene glycol (DEG) and catalyst are added in twoport flask, and two bottlenecks of twoport flask is made to connect separatory funnel and condenser pipe respectively by molar ratio；Mixed acid is added dropwise into twoport flask using separatory funnel, is reacted at 130 DEG C -170 DEG C, during the reaction, collects condensate liquid using condenser pipe；Condensate liquid is distilled, dichloroether is obtained；Remaining liquid in twoport flask is filtered, 2- chloroethoxyethanol is obtained, wherein mixed acid includes: the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 25-35:1.Synthetic method provided in an embodiment of the present invention simultaneously synthesizing can not only obtain dichloroether and 2- chloroethoxyethanol, moreover, this method reaction is simple controllable, reaction condition is mild, materials safety and it is easy to get, so that the synthesis of the two is more safely controllable, cost is cheaper.
Description
Technical field
The present invention relates to organic synthesis field, in particular to the synthesis side of a kind of dichloroether and 2- chloroethoxyethanol
Method.
Background technique
Dichloroether and 2- chloroethoxyethanol are important organic products, wherein dichloroether can be used as fat,
The solvent of oil, wax, rubber, tar, pitch, resin, ethyl cellulose etc. and the insecticide of soil；It is also used for organic synthesis and coating
Preparation；It is also used for the intermediate of organic synthesis, is the important source material for manufacturing fine chemical product.2- chloroethoxyethanol is
Hydroxyzine hydrochloride (atarax), mental disorder drug Quetiapine, cetirizine intermediate.Thus, it is necessary to provide dichloro
The synthetic method of ether and 2- chloroethoxyethanol.
The prior art is reacted under the conditions of generalling use ethylene oxide and ethylene chlorhydrin existing for the sulfuric acid, to synthesize 2- chloroethene
Ethoxy-ethanol；And dichloroether often passes through 2- chloroethoxyethanol chloro and is made.
Inventor has found that the prior art at least has following technical problem:
When preparing 2- chloroethoxyethanol, used ethylene oxide is a kind of toxic carcinogen, and inflammable easy
It is quick-fried, and sulfuric acid process in reaction is difficult to control, the above synthesis poor controllability for causing 2- chloroethoxyethanol, and has higher
Security risk.And when preparing dichloroether, using 2- chloroethoxyethanol as raw material, equally exists above-mentioned technology and ask
Topic.
Summary of the invention
The embodiment of the invention provides the synthetic methods of a kind of dichloroether and 2- chloroethoxyethanol, can solve above-mentioned skill
Art problem.Specific technical solution is as follows:
A kind of synthetic method of dichloroether and 2- chloroethoxyethanol, which comprises by molar ratio be 0.8-
1.5:0.3 diethylene glycol (DEG) and catalyst are added in twoport flask, and two bottlenecks of twoport flask is made to connect separatory funnel and cold respectively
Solidifying pipe；
Mixed acid is added dropwise into the twoport flask using the separatory funnel, is reacted at 130 DEG C -170 DEG C,
In reaction process, condensate liquid is collected using the condenser pipe；
The condensate liquid is distilled, dichloroether is obtained；
Remaining liquid in the twoport flask is filtered, 2- chloroethoxyethanol is obtained；
The mixed acid includes: the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 25-35:1.
In a kind of possible design, every diethylene glycol (DEG) using 1g, the usage amount of the mixed acid is 3ml-
4.5ml。
In a kind of possible design, the rate of addition of the mixed acid is 10 drops/- 20 drops of minute/minute.
In a kind of possible design, the time of the reaction is 5-10 hours.
In a kind of possible design, during carrying out the reaction, using magnetic agitation oil bath pan to described double
Mouth flask heat and be stirred to the reaction system in the twoport flask.
In a kind of possible design, when collecting the condensate liquid using the condenser pipe, the condensation of the condenser pipe
Temperature is less than or equal to 25 DEG C.
In a kind of possible design, the condensate liquid is distilled using water-bath mode, and bath temperature is 90-
100℃。
In a kind of possible design, the catalyst is zinc chloride.
In a kind of possible design, the molar ratio of the diethylene glycol (DEG) and the zinc chloride is 1:0.3.
Technical solution provided in an embodiment of the present invention has the benefit that
Method provided in an embodiment of the present invention, by using diethylene glycol (DEG) as raw material, under the catalytic action of catalyst with dense salt
Acid can generate dichloroether and 2- chloroethoxyethanol in 130 DEG C of -170 DEG C of reactions simultaneously.Wherein, dichloroether and dilute salt
Acid be condensed pipework condensation and collect obtain, by distilling to condensate liquid, pure dichloroether can be obtained.2- chloroethene oxygen
Base ethyl alcohol is then remained in twoport sesame seed cake, can isolated pure 2- chloroethoxyethanol by filtering.As it can be seen that this hair
The synthetic method that bright embodiment provides simultaneously synthesizing can not only obtain dichloroether and 2- chloroethoxyethanol, moreover, the party
Method reaction is simple controllable, reaction condition is mild, materials safety and is easy to get, so that the synthesis of the two is more safely controllable, cost is more
Add cheap.
Detailed description of the invention
To describe the technical solutions in the embodiments of the present invention more clearly, make required in being described below to embodiment
Attached drawing is briefly described, it should be apparent that, drawings in the following description are only some embodiments of the invention, for
For those of ordinary skill in the art, without creative efforts, it can also be obtained according to these attached drawings other
Attached drawing.
Fig. 1 is the structural representation of the synthesizer of dichloroether and 2- chloroethoxyethanol provided in an embodiment of the present invention
Figure；
Fig. 2 is provided in an embodiment of the present invention, the gas chromatogram of dichloroether；
Fig. 3 is provided in an embodiment of the present invention, the gas chromatogram of 2- chloroethoxyethanol.
Appended drawing reference respectively indicates:
1- the first twoport flask,
2- separatory funnel,
The first condenser pipe of 3-,
4- the second twoport flask,
The second condenser pipe of 5-,
6- conical flask.
Specific embodiment
Unless otherwise defined, all technical terms used in the embodiment of the present invention all have usual with those skilled in the art
The identical meaning understood.To make the object, technical solutions and advantages of the present invention clearer, below in conjunction with attached drawing to this hair
Bright embodiment is described in further detail.
The embodiment of the invention provides the synthetic methods of a kind of dichloroether and 2- chloroethoxyethanol, this method comprises:
It is that 0.8-1.5:0.3 diethylene glycol (DEG) and catalyst are added in twoport flask, and distinguish two bottlenecks of twoport flask 1 by molar ratio
Connect separatory funnel and condenser pipe；
Mixed acid is added dropwise into twoport flask using separatory funnel, is reacted at 130 DEG C -170 DEG C, in reaction process
In, condensate liquid is collected using condenser pipe；
Condensate liquid is distilled, dichloroether is obtained；
Remaining liquid in twoport flask is filtered, 2- chloroethoxyethanol is obtained；
The mixed acid includes: the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 25-35:1.
Method provided in an embodiment of the present invention, by using diethylene glycol (DEG) as raw material, under the catalytic action of catalyst with dense salt
Acid can generate dichloroether and 2- chloroethoxyethanol in 130 DEG C of -170 DEG C of reactions simultaneously.Wherein, dichloroether and reaction
Afterwards remaining mixed acid be condensed pipework condensation and collect obtain, by distilling to condensate liquid, pure dichloro can be obtained
Ether.2- chloroethoxyethanol is then remained in twoport sesame seed cake, can isolated pure 2- chloroethoxy by filtering
Ethyl alcohol.As it can be seen that synthetic method provided in an embodiment of the present invention simultaneously synthesizing can not only obtain dichloroether and 2- chloroethoxy
Ethyl alcohol materials safety and is easy to get moreover, this method reaction is simple controllable, reaction condition is mild, so that the synthesis of the two is more pacified
Complete controllable, cost is cheaper.
Wherein, the concentrated sulfuric acid can not only be used for dehydrating agent, and reaction is promoted to carry out to the right, but can increase the hydrogen that dissociates in solution from
Son helps to generate intermediate salt, is easier to carry out reaction, can increase 2- chloroethoxy when and the time lower in temperature is shorter
The yield of ethyl alcohol can increase the yield of dichloroether when and the time higher in temperature is longer.
The synthetic method is discussed further below:
In preparation method provided in an embodiment of the present invention, by the way that the mixed acid containing concentrated hydrochloric acid is added dropwise into twoport flask
To react with diethylene glycol (DEG), in order to ensure reacting sufficiently, converts diethylene glycol (DEG) sufficiently, every diethylene glycol (DEG) using 1g, mixed acid makes
Dosage is 3ml-4.5ml.
It is understood that concentrated hydrochloric acid and the concentrated sulfuric acid are common for this field, in embodiments of the present invention, concentrated hydrochloric acid
Mass concentration is between 30%-35%, and the mass concentration of the concentrated sulfuric acid is 98% or so.When preparing mixed acid, into concentrated hydrochloric acid
The concentrated sulfuric acid is slowly added dropwise, also, spare after cooling down.
In order to keep reaction process mildly controllable, while improving reaction safety, the conversion ratio of reactant is improved, in this hair
In bright embodiment, concentrated hydrochloric acid is added dropwise in twoport flask by separatory funnel.As an example, the rate of addition of the hydrochloric acid
For 10 drops/- 20 drops of minute/minute, for example, can for 10 drops/minute, 12 drops/minute, 15 drops/minute, 17 drops/minute,
19 drops/minute, 20 drops/minute etc..
In embodiments of the present invention, in order to ensure side reaction generation, while based on the purpose for improving reaction rate, diethylene glycol (DEG)
Reaction temperature with mixed acid is 130 DEG C -170 DEG C, for example, 130 DEG C, 140 DEG C, 150 DEG C, 160 DEG C, 170 DEG C etc..Meanwhile instead
It can be 5-10 hour between seasonable, such as 5 hours, 6 hours, 7 hours, 8 hours, 9 hours, 10 hours etc., to improve reaction
Under the premise of rate, it is ensured that reaction is sufficiently completed.
It is above-mentioned to refer to, when carrying out above-mentioned reaction, carried out using twoport flask, wherein the twoport flask can be ability
The common twoport pear-shaped flask in domain.As shown in Fig. 1, connect separatory funnel 2 in a bottle mouth position of the first twoport flask 1, with to
Mixed acid is added dropwise in it, connects the first condenser pipe 3 in its another bottle mouth position, with two to the complete hydrochloric acid of unreacted and reaction generation
Dichloroethyl ether is condensed.It will be appreciated by persons skilled in the art that the nozzle of the first condenser pipe 3 passes through conduit and the first twoport
Flask 1 connects.
During being reacted, in order to further ensure that reaction sufficiently, as shown in Fig. 1, can use magnetic force and stir
Oil blending bath heat and be stirred the reaction system in the first twoport flask 1 to the first twoport flask 1.Using
When, the bottle body of the first twoport flask 1 is immersed in the oil bath of magnetic agitation oil bath pan, meanwhile, it is placed in the first twoport flask 1
Magnetic stir bar compatible with magnetic agitation oil bath pan, to be stirred to the reaction system in the first twoport flask 1.
During the reaction, condensate liquid is collected using the first condenser pipe 3, it is not dirty in order to ensure collecting obtained condensate liquid
Dye, as shown in Fig. 1, can connect the second twoport flask 4, so that condensate liquid is by condensing at another nozzle of the first condenser pipe 3
Pipe is collected into the second twoport flask 4.In order to ensure all dichloroether are collected, received using the first condenser pipe 3
When collecting condensate liquid, the condensation temperature of the first condenser pipe 3 is less than or equal to 25 DEG C.
After dichloroether and dilute hydrochloric acid are collected into the second twoport flask 4, condensate liquid is distilled, dichloro is obtained
Ether.Wherein, in distillation process, in order to ensure being distilled away the other compositions other than dichloroether, make
Remaining dichloroether is pure enough in two twoport flasks 4, as shown in Fig. 1, is steamed using water-bath mode to the condensate liquid
It evaporates, and bath temperature is 90 DEG C -100 DEG C, such as 90 DEG C, 92 DEG C, 95 DEG C, 98 DEG C etc..
Wherein, which can be carried out by water-bath.The process that condensate liquid is distilled can by
Another bottle mouth position of second twoport flask 4 connects the second condenser pipe 5 to realize, by the condensation of the second condenser pipe 5, will wave
The impurity such as hydrochloric acid, sulfuric acid and the moisture of hair are condensed and are discharged.
Further, a conical flask 6 can also be connect by conduit at the leakage fluid dram of the second condenser pipe 5, is steamed with collecting
The mixed acid distillated improves economic adaptability convenient for recycling.
The above-mentioned collection process to dichloroether has been described in detail, and carries out below with regard to the collection process of 2- chloroethoxyethanol
It illustrates:
To after the reaction was completed, be filtered to remaining liquid in twoport flask, remove undesirable impurity, can be obtained
2- chloroethoxyethanol.
Specifically, in embodiments of the present invention, remaining liquid in twoport flask and solid are separated using suction filtration.
When carrying out above-mentioned synthetic reaction, reaction efficiency is improved using catalyst, as an example, which can
Zinc chloride is thought, using zinc chloride as catalyst, it is possible to increase chlorination rate, and its own is not involved in reaction, and removes
After water in system, zinc chloride can be separated by filtering.
Under the premise of ensuring that reaction efficiency sufficiently improves, introduced in order to as few as possible into reaction system unnecessary
The molar ratio of substance, the diethylene glycol (DEG) and zinc chloride is 1:0.3.For example, when diethylene glycol (DEG) is 106g, zinc chloride quality is
40.8g。
To which after completion of the reaction, the content of 2- chloroethoxyethanol can be detected, using gas chromatographic detection mode to sentence
Whether disconnected diethylene glycol (DEG) reacts completely, if reaction is not complete, the reaction was continued, until diethylene glycol (DEG) fully reacting.
Meanwhile the content that gas chromatographic detection mode detects dichloroether also can be used.By judging 2- chloroethoxy second
The selectivity of pure and mild dichloroether, to determine reaction efficiency.
Hereinafter the present invention will be further described through by specific embodiment.
In following specific embodiments, condition person is not specified in related operation, according to normal conditions or manufacturer
It is recommended that condition carry out.It is raw materials used production firm is not specified and specification person be can be with conventional products that are commercially available.
Embodiment 1
The present embodiment carries out the synthesis of dichloroether and 2- chloroethoxyethanol, step using synthesizer described in attached drawing 1
It is rapid as follows:
Diethylene glycol (DEG) 106g, zinc chloride 40.8g are taken, is separately added into the first twoport flask 1, takes mixed acid 480ml to be added and divides
In liquid funnel 2, it is added dropwise in the first twoport flask 1 with 20 drops/min rate.In the process, under agitation in 160
DEG C reaction 7h.The liquid distilled out using 3 condensing recovery of the first condenser pipe obtains yellowish transparent condensate liquid.Wherein, it mixes
Acid is the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 30:1.
1ml reaction liquid is taken from the first twoport flask 1, with the content of gas chromatographic detection 2- chloroethoxyethanol, is surveyed
Amount the result shows that: the selectivity of 2- chloroethoxyethanol is up to 35%.Then, to remaining reaction liquid in the first twoport flask 1
It is filtered, collects filtrate, obtain the pure sample of 2- chloroethoxyethanol, and the Zinc chloride solid filtered out is recyclable.
Air-distillation is carried out to the yellowish transparent condensate liquid distilled out in the second twoport flask 4, bath temperature is set as
95 DEG C, distillation water outlet and the complete mixed acid of unreacted, remaining liq is dichloroether pure sample in the second twoport flask 4.From
Two twoport flasks 4 take 1ml liquid, with the content of gas chromatographic detection dichloroether, the results showed that the selectivity of dichloroether can
Up to 60%.And the mixed acid collection distilled out is recyclable in conical flask 6.
Embodiment 2
The present embodiment carries out the synthesis of dichloroether and 2- chloroethoxyethanol, step using synthesizer described in attached drawing 1
It is rapid as follows:
Diethylene glycol (DEG) 106g, zinc chloride 40.8g are taken, is separately added into the first twoport flask 1, takes mixed acid 480ml to be added and divides
In liquid funnel 2, it is added dropwise in the first twoport flask 1 with 15 drops/min rate.In the process, under agitation in 160
DEG C reaction 10h.The liquid distilled out using 3 condensing recovery of the first condenser pipe obtains yellowish transparent condensate liquid.Wherein, it mixes
Closing acid is the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 29:1.
1ml reaction liquid is taken from the first twoport flask 1, with the content of gas chromatographic detection 2- chloroethoxyethanol, is surveyed
Amount the result shows that: the selectivity of 2- chloroethoxyethanol is up to 24.5%.Then, to remaining reaction solution in the first twoport flask 1
Body is filtered, and is collected filtrate, is obtained the pure sample of 2- chloroethoxyethanol, and the Zinc chloride solid filtered out is recyclable.
Air-distillation is carried out to the yellowish transparent condensate liquid distilled out in the second twoport flask 4, bath temperature is set as
90 DEG C, distillation water outlet and the complete mixed acid of unreacted, remaining liq is dichloroether pure sample in the second twoport flask 4.From
Two twoport flasks 4 take 1ml liquid, with the content of gas chromatographic detection dichloroether, the results showed that the selectivity of dichloroether can
Up to 70.4%.And the mixed acid collection distilled out is recyclable in conical flask 6.
Embodiment 3
The present embodiment carries out the synthesis of dichloroether and 2- chloroethoxyethanol, step using synthesizer described in attached drawing 1
It is rapid as follows:
Diethylene glycol (DEG) 106g, zinc chloride 40.8g are taken, is separately added into the first twoport flask 1, takes mixed acid 320ml to be added and divides
In liquid funnel 2, it is added dropwise in the first twoport flask 1 with 10 drops/min rate.In the process, under agitation in 150
DEG C reaction 5h.The liquid distilled out using 3 condensing recovery of the first condenser pipe obtains yellowish transparent condensate liquid.Wherein, it mixes
Acid is the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 31:1.
1ml reaction liquid is taken from the first twoport flask 1, with the content of gas chromatographic detection 2- chloroethoxyethanol, is surveyed
Amount the result shows that there is a small amount of diethylene glycol (DEG) unreacted complete, at this point, can air-distillation again, temperature setting is 190 DEG C, collects 180-
190 DEG C of distillate.Then, remaining reaction liquid in the first twoport flask 1 is filtered, collects filtrate, obtains 2- chlorine
The pure sample of ethoxy ethanol, selectivity is up to 21.6%, and the Zinc chloride solid filtered out is recyclable.
Air-distillation is carried out to the yellowish transparent condensate liquid distilled out in the second twoport flask 4, bath temperature is set as
95 DEG C, distillation water outlet and the complete mixed acid of unreacted, remaining liq is dichloroether pure sample in the second twoport flask 4.From
Two twoport flasks 4 take 1ml liquid, with the content of gas chromatographic detection dichloroether, the results showed that the selectivity of dichloroether can
Up to 63.2%.And the mixed acid collection distilled out is recyclable in conical flask 6.
Wherein, referring to fig. 2, the residence time 11.545 is dichloroether to the gas chromatogram of reaction product dichloroether, instead
Answer the gas chromatogram of product 2- chloroethoxyethanol referring to Fig. 3, the residence time 14.936 is 2- chloroethoxyethanol.
Embodiment 4
The present embodiment carries out the synthesis of dichloroether and 2- chloroethoxyethanol, step using synthesizer described in attached drawing 1
It is rapid as follows:
Diethylene glycol (DEG) 106g, zinc chloride 40.8g are taken, is separately added into the first twoport flask 1, takes mixed acid 400ml to be added and divides
In liquid funnel 2, it is added dropwise in the first twoport flask 1 with 15 drops/min rate.In the process, under agitation in 150
DEG C reaction 8h.The liquid distilled out using 3 condensing recovery of the first condenser pipe obtains yellowish transparent condensate liquid.Wherein, it mixes
Acid is the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 30:1.
1ml reaction liquid is taken from the first twoport flask 1, with the content of gas chromatographic detection 2- chloroethoxyethanol, is surveyed
Amount is the result shows that the selectivity of 2- chloroethoxyethanol carries out reaction liquid remaining in the first twoport flask 1 up to 30.5%
It filters, collects filtrate, obtain the pure sample of 2- chloroethoxyethanol, and the Zinc chloride solid filtered out is recyclable.
Air-distillation is carried out to the yellowish transparent condensate liquid distilled out in the second twoport flask 4, bath temperature is set as
98 DEG C, distillation water outlet and the complete mixed acid of unreacted, remaining liq is dichloroether pure sample in the second twoport flask 4.From
Two twoport flasks 4 take 1ml liquid, with the content of gas chromatographic detection dichloroether, the results showed that the selectivity of dichloroether can
Up to 59.1%.And the mixed acid collection distilled out is recyclable in conical flask 6.
Wherein, referring to fig. 2, the residence time 11.545 is dichloroether to the gas chromatogram of reaction product dichloroether, instead
Answer the gas chromatogram of product 2- chloroethoxyethanol referring to Fig. 3, the residence time 14.936 is 2- chloroethoxyethanol.
Embodiment 5
The present embodiment carries out the synthesis of dichloroether and 2- chloroethoxyethanol, step using synthesizer described in attached drawing 1
It is rapid as follows:
Diethylene glycol (DEG) 110g, zinc chloride 40.8g are taken, is separately added into the first twoport flask 1, takes mixed acid 480ml to be added and divides
In liquid funnel 2, it is added dropwise in the first twoport flask 1 with 18 drops/min rate.In the process, under agitation in 150
DEG C reaction 6h.The liquid distilled out using 3 condensing recovery of the first condenser pipe obtains yellowish transparent condensate liquid.Wherein, it mixes
Acid is the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 32:1.
1ml reaction liquid is taken from the first twoport flask 1, with the content of gas chromatographic detection 2- chloroethoxyethanol, is surveyed
Amount the result shows that: the selectivity of 2- chloroethoxyethanol is up to 30%.Then, to remaining reaction liquid in the first twoport flask 1
It is filtered, collects filtrate, obtain the pure sample of 2- chloroethoxyethanol, and the Zinc chloride solid filtered out is recyclable.
Air-distillation is carried out to the yellowish transparent condensate liquid distilled out in the second twoport flask 4, bath temperature is set as
95 DEG C, distillation water outlet and the complete hydrochloric acid of unreacted, remaining liq is dichloroether pure sample in the second twoport flask 4.From second
Twoport flask 4 takes 1ml liquid, with the content of gas chromatographic detection dichloroether, the results showed that the selectivity of dichloroether is reachable
43.3%.And the mixed acid collection distilled out is recyclable in conical flask 6.
Embodiment 6
The present embodiment carries out the synthesis of dichloroether and 2- chloroethoxyethanol, step using synthesizer described in attached drawing 1
It is rapid as follows:
Diethylene glycol (DEG) 110g, zinc chloride 40.8g are taken, is separately added into the first twoport flask 1, takes mixed acid 400ml to be added and divides
In liquid funnel 2, it is added dropwise in the first twoport flask 1 with 15 drops/min rate.In the process, under agitation in 130
DEG C reaction 5h.The liquid distilled out using 3 condensing recovery of the first condenser pipe obtains yellowish transparent condensate liquid.Wherein, it mixes
Acid is the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 30:1.
1ml reaction liquid is taken from the first twoport flask 1, with the content of gas chromatographic detection 2- chloroethoxyethanol, is surveyed
Amount the result shows that: the selectivity of 2- chloroethoxyethanol is up to 68.3%.Then, to remaining reaction solution in the first twoport flask 1
Body is filtered, and is collected filtrate, is obtained the pure sample of 2- chloroethoxyethanol, and the Zinc chloride solid filtered out is recyclable.
Air-distillation is carried out to the yellowish transparent condensate liquid distilled out in the second twoport flask 4, bath temperature is set as
95 DEG C, distillation water outlet, sulfuric acid and the complete mixed acid of unreacted, remaining liq is dichloroether pure sample in the second twoport flask 4.
1ml liquid is taken from the second twoport flask 4, with the content of gas chromatographic detection dichloroether, the results showed that the selection of dichloroether
Property is up to 28.1%.And the mixed acid collection distilled out is recyclable in conical flask 6.
The foregoing is merely presently preferred embodiments of the present invention, the protection scope being not intended to limit the invention, all in this hair
Within bright spirit and principle, any modification, equivalent replacement, improvement and so on should be included in protection scope of the present invention
Within.
Claims (9)
1. the synthetic method of a kind of dichloroether and 2- chloroethoxyethanol, which is characterized in that the described method includes: by molar ratio
It is added in twoport flask for 0.8-1.5:0.3 diethylene glycol (DEG) and catalyst, and two bottlenecks of twoport flask is made to connect liquid separation leakage respectively
Bucket and condenser pipe；
Mixed acid is added dropwise into the twoport flask using the separatory funnel, is reacted, is being reacted at 130 DEG C -170 DEG C
In the process, condensate liquid is collected using the condenser pipe；
The condensate liquid is distilled, dichloroether is obtained；
Remaining liquid in the twoport flask is filtered, 2- chloroethoxyethanol is obtained；
The mixed acid includes: the concentrated hydrochloric acid and the concentrated sulfuric acid that mass ratio is 25-35:1.
2. synthetic method according to claim 1, which is characterized in that every diethylene glycol (DEG) using 1g, the concentrated hydrochloric acid
Usage amount be 3ml-4.5ml.
3. synthetic method according to claim 1, which is characterized in that the rate of addition of the mixed acid is 10 drops/minute-
20 drops/minute.
4. synthetic method according to claim 1, which is characterized in that the time of the reaction is 5-10 hours.
5. synthetic method according to claim 1, which is characterized in that during carrying out the reaction, utilize magnetic force
Stirring oil bath pan heat and be stirred the reaction system in the twoport flask to the twoport flask.
6. synthetic method according to claim 1, which is characterized in that collecting the condensate liquid using the condenser pipe
When, the condensation temperature of the condenser pipe is less than or equal to 25 DEG C.
7. synthetic method according to claim 1, which is characterized in that steamed using water-bath mode to the condensate liquid
It evaporates, and bath temperature is 90-100 DEG C.
8. synthetic method according to claim 1, which is characterized in that the catalyst is zinc chloride.
9. synthetic method according to claim 8, which is characterized in that the molar ratio of the diethylene glycol (DEG) and the zinc chloride is
1:0.3。
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111484422A (en) * | 2020-05-11 | 2020-08-04 | 河南华龙香料有限公司 | Method for preparing menthane carboxamide by using levorotatory menthol as raw material |
| CN113979842A (en) * | 2021-09-16 | 2022-01-28 | 太仓市茜泾化工有限公司 | Production method of chloro diglycol |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101665415A (en) * | 2009-09-25 | 2010-03-10 | 扬州市普林斯化工有限公司 | Preparation method of 2-(2-chloroethyl) ethanol |
| CN101773851A (en) * | 2009-01-13 | 2010-07-14 | 德纳（南京）化工有限公司 | Dichloropropanol catalyst prepared by glycerol method |
| CN102086363A (en) * | 2010-12-16 | 2011-06-08 | 厦门大学 | Epoxy resin adhesive using modified multielement sulfur alcohol as solidifying agent and preparation method thereof |
| CN109516901A (en) * | 2018-12-28 | 2019-03-26 | 山东泰和水处理科技股份有限公司 | A kind of synthetic method of 2,2 '-dichloroether |
-
2017
- 2017-10-30 CN CN201711051803.XA patent/CN109721474A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101773851A (en) * | 2009-01-13 | 2010-07-14 | 德纳（南京）化工有限公司 | Dichloropropanol catalyst prepared by glycerol method |
| CN101665415A (en) * | 2009-09-25 | 2010-03-10 | 扬州市普林斯化工有限公司 | Preparation method of 2-(2-chloroethyl) ethanol |
| CN102086363A (en) * | 2010-12-16 | 2011-06-08 | 厦门大学 | Epoxy resin adhesive using modified multielement sulfur alcohol as solidifying agent and preparation method thereof |
| CN109516901A (en) * | 2018-12-28 | 2019-03-26 | 山东泰和水处理科技股份有限公司 | A kind of synthetic method of 2,2 '-dichloroether |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111484422A (en) * | 2020-05-11 | 2020-08-04 | 河南华龙香料有限公司 | Method for preparing menthane carboxamide by using levorotatory menthol as raw material |
| CN113979842A (en) * | 2021-09-16 | 2022-01-28 | 太仓市茜泾化工有限公司 | Production method of chloro diglycol |
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