CN107652197A - The preparation method and its special purpose device of N, N dimethyl-octa, the last of the ten Heavenly stems or pungent/decyl amide - Google Patents
The preparation method and its special purpose device of N, N dimethyl-octa, the last of the ten Heavenly stems or pungent/decyl amide Download PDFInfo
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- CN107652197A CN107652197A CN201710845912.2A CN201710845912A CN107652197A CN 107652197 A CN107652197 A CN 107652197A CN 201710845912 A CN201710845912 A CN 201710845912A CN 107652197 A CN107652197 A CN 107652197A
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- pungent
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/22—Separation; Purification; Stabilisation; Use of additives
- C07C231/24—Separation; Purification
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a kind of N, the preparation method of N dimethyl-octas, the last of the ten Heavenly stems or pungent/decyl amide, comprise the following steps：1) catalyst, acid are added in reactor, nitrogen displacement；2) temperature is controlled, keeps material cyclic spray in reactor；It is passed through dimethylamine；3) water of generation is isolated；4) sampling detection, until acid number<When 4%, discharge after filtering, then finished product is distilled to obtain through vacuum decompression.The special purpose device of the preparation method, it includes reactor, and reactor top is provided with dimethylamine entrance, and oil water separator, discharging opening, described reactor top is provided with injector；Circulating pump, heat exchanger are successively provided with closed-loop path between described reactor and injector；Filter is connected between circulating pump and heat exchanger.Injection reactor is sufficiently mixed reactant, is advantageous to strengthen heat and mass transport, accelerates reaction rate, improve concentration and Temperature Distribution, suppress side reaction, improves the selectivity of reaction.
Description
Technical field
The invention belongs to organic synthesis field, and in particular to the preparation of a kind of N, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/decyl amide
Method and its special purpose device.
Background technology
N, N- dimethyloctanamide, English：N, N-diMethyloctanaMide, molecular formula：C10H21NO, No. CAS：
1118-92-9。
Spectrasolv DMDA, English：N, N-Dimethyldecanamide (N, N-Dimethylcapramide),
Molecular formula：C12H25NO, No. CAS：14433-76-2.
N, N- dimethyl-pungent/decyl amide, alias：Dimethyl-octa/decyl amide, FLAMD-810, English：N, N-Dimethyl
(octan/decan) amides, molecular formula：C10H21NO；No. CAS：308062-09-1.N, N- dimethyl-pungent/decyl amide is main
Solvent, synergist as pesticidal preparations.As the N of dissolving agricultural chemicals, N- dimethyl-pungent/decyl amide is put into when being diluted in water, its meeting
The characteristic of surfactant is shown, pesticide original medicine is homogeneously dispersed in water, so as to greatly reduce the usage amount of agricultural chemicals；Separately
Outer N, N- dimethyl-pungent/decyl amide itself are easy to degrade in nature, are a kind of solvents of new green environment protection.
Existing market demand is about in ten thousand tons/year of 2-4, and at 1000 tons/year, process units is substantially completely negative for our current yield
Lotus produces, and still can not meet the market demand.Original device is stirred mode using autoclave, reaction time length, dimethylamine, urges
Agent consumption is high, the playpipe during we add loop reactors on the basis of original technique and equipment for this, shortens anti-
Between seasonable, production efficiency is improved.Generate simultaneously and contain a small amount of dimethylamine in water, directly discarded in the past, and passed through increase now
Aminolysis parser and Analytic Tower parse, and re-use, reduce the unit consumption of dimethylamine, also protect environment, reduce production
Cost, before product quality is not less than transformation, i.e., residual acid is less than 4mgKOH/g.
Itd is proposed earliest by Flugel suitable for the injection reactor of solution-air or gas-liquid-solid reaction, its operation principle is profit
Mutually go volume to inhale other phases with flow at high speed, make each phase close contact, produce violent stirring, reach well-mixed effect and come
Into reaction.The Van Dierendonck labors excellent properties of injection reactor, and point out that the reactor is substitution stirring
Reactor turns into the first choice of heterophase reactor, has many unique, excellent performances：1. mass-transfer performance is good；2. efficiency of conducting heat is big；
3. operating flexibility and working volume are big；4. unit volume input power is big；5. it is simple in construction, no agitation part, it is easy to course of reaction
It is continuous；6. good seal performance；7. it is easy to engineering amplification.Research subsequently for injection reactor is never interrupted, in recent years
Carry out injection reactor widely to be paid close attention to as a kind of new heterophase reactor.
The content of the invention
The technical problem to be solved in the present invention is：Gas-liquid-solid three-phase contacting efficiency is not high during for prior art amidatioon,
Cause the reaction time to be grown, high energy consumption, react the problem of slow, there is provided a kind of N for being advantageous to gas, liquid, solid three-phase amidation process, N-
The preparation method of dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide.
To solve above technical problem, the present invention adopts the technical scheme that：N, N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide
Preparation method, it is characterised in that comprise the following steps：
1) by catalyst, octanoic acid, capric acid or octanoic acid and the mixture of capric acid, by evenly mixing after, add in reactor, nitrogen
Gas is replaced at least three times, material is realized cyclic spray in reactor；
2) it is 20~300 DEG C to control reactor temperature, keeps material cyclic spray in reactor；By by metering
Dimethylamine is passed through in reactor, and it is 0.05~0.5MPa to control reactor pressure；
3) water generated in course of reaction is isolated；The water isolated, is analysed by aminolysis, parses dimethylamine therein,
Recovery；
4) after logical dimethylamine terminates, insulation reaction at least 2 hours, sampling detection, until (otherwise appropriate during acid number ＜ 4%
Extend the time until qualified), discharge after filtering, obtain crude product, then N is distilled to obtain through vacuum decompression, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/
Decyl amide finished product；
Described N, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/decyl amide are N, N- dimethyl-caprylamide, N, N- dimethyl-caprinoyl
Amine or N, N- dimethyl-pungent/decyl amide, wherein, N, the raw materials used mixing for octanoic acid and capric acid of N- dimethyl-pungent/decyl amide
Thing, octanoic acid accounts for 50-65Wt.%, capric acid accounts for 35-50Wt.%.
Described octanoic acid, capric acid or octanoic acid and the mixture of capric acid and the mol ratio of dimethylamine are 1: 1.0~1.5.
Described catalyst：Its preparation method includes：Sodium metasilicate, atlapulgite are added to the water mixed dissolution, adjustment temperature
Degree to 30 DEG C -100 DEG C, stir it is lower aqueous sulfuric acid is added dropwise, generate sediment, will precipitation filtering, be washed to pH=6.0-7.0,
Moisture content ＜ 1% is dried to, obtains catalyst；
The mass ratio of described sodium metasilicate, atlapulgite and water is 50: 25-50: 100-700；
Described aqueous sulfuric acid mass concentration is 5-60%；
Described catalyst amount accounts for 1~10Wt.% of octanoic acid, capric acid or octanoic acid and the mixture of capric acid.
Described cyclic spray flow is 100-200m3/h。
Second technical problem to be solved by this invention be：One kind is provided and is advantageous to gas, liquid, solid three-phase amidation process
N, the special purpose device of the preparation method of N- dimethyl-pungent/decyl amide.
To solve second technical problem, the technical scheme of use is：The system of N, N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide
The special purpose device of Preparation Method, it includes reactor, and reactor top is provided with dimethylamine entrance；Described reactor top is also set
The oil water separator connected with reactor is equipped with, oil water separator top is provided with the condenser connected with oil water separator；Institute
The reactor lower part stated is provided with discharging opening, it is characterised in that：Described reactor top is provided with the spray connected with reactor
Emitter；Described discharging opening forms closed-loop path by pipeline and injector, reactor, between described reactor and injector
Closed-loop path in be successively provided with circulating pump, heat exchanger；Filter, mistake are connected with by branch pipe between circulating pump and heat exchanger
Pipeline connection between filter one end and circulating pump and heat exchanger, the other end of filter are provided with crude product outlet.
Further, described oil water separator bottom is connected with aminolysis parser, and aminolysis parser top is provided with aminolysis analysis
Tower, amine Analytic Tower top connect with dimethylamine entrance.Increase amine Analytic Tower parse generation water in institute with a small amount of dimethylamine, diformazan
Amine re-uses, and reduces the unit consumption of dimethylamine, protects environment.
Further, described injector is venturi playpipe.
Beneficial effect：The special purpose device of the preparation method of the N, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/decyl amide, there is operation bullet
Property it is big, reaction-ure conversion-age and selectivity are high, and catalyst amount is few, long lifespan, and small investment, energy consumption are low, shorten reaction time etc.
Advantage.
Injection reactor is sufficiently mixed reactant, is advantageous to strengthen heat and mass transport, accelerates reaction rate, improves concentration
And Temperature Distribution, suppress side reaction, improve the selectivity of reaction.
Airwater mist cooling mixing rapidly and efficiently is most important for amidation process.Wherein sprayed by venturi-type eductors
The liquid phase jet that mouth is formed has strong Involving velocity to gas, makes each phase close contact, and produces violent stirring, can have
Effect improves the mixing efficiency between airwater mist cooling.Injection reactor is sufficiently mixed reactant, is advantageous to strengthen mass transfer with passing
Heat, accelerate reaction rate, improve concentration and Temperature Distribution, suppress side reaction, improve the selectivity of reaction, be produced into so as to reduce
Sheet and raising production capacity.Meanwhile increased aminolysis parser and Analytic Tower, separate out a small amount of aminolysis of band in generation water, weight
It is new to utilize, the unit consumption of dimethylamine is reduced, also protects environment, reduces the injection reaction unit that the production cost present invention uses
Simple in construction, cost of investment is low, and technique is simple.
Brief description of the drawings
Fig. 1 is N, the special purpose device structural representation of the preparation method of N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide；
In figure, 1, amine Analytic Tower, 2, aminolysis parser, 3, oil water separator, 4, condenser, 5, reactor, 6, circulating pump, 7,
Heat exchanger, 8, injector, 9, filter, 10, dimethylamine entrance, 11, generation water out, 12, crude product outlet, 13, discharging opening.
Embodiment
Embodiment
The preparation method of N, N- dimethyl-pungent/decyl amide, comprises the following steps：
1) by 150Kg catalyst, 4320Kg it is pungent/capric acid by evenly mixing after, add reactor in, nitrogen displacement at least three
It is secondary, material is realized cyclic spray in reactor；Cyclic spray flow is 100-200m3/h；
2) it is 20~300 DEG C to control reactor temperature, keeps material cyclic spray in reactor；By by metering
Dimethylamine is passed through in reactor, and it is 0.05~0.5MPa to control reactor pressure；Pressure height then slows down the speed for being passed through dimethylamine
Degree；
3) in reacting after water-containing materials gasification condensation, the water of generation is separated by oil water separator；The water isolated, pass through
Aminolysis is analysed, and parses dimethylamine therein, recovery；
4) after logical dimethylamine terminates, insulation reaction 2 hours, sampling detection, until (otherwise appropriate during acid number ＜ 4mgKOH/g
Extend the time until qualified), discharge after filtering, obtain crude product, distill to obtain N, N- dimethyl-pungent/decyl amide through vacuum decompression
Finished product 5150Kg；Product purity is 98.8%.
Described catalyst：Its preparation method includes：Sodium metasilicate, atlapulgite are added to the water mixed dissolution, adjustment temperature
Degree to 30 DEG C -100 DEG C, stir it is lower aqueous sulfuric acid is added dropwise, generate sediment, will precipitation filtering, be washed to pH=6.0-7.0,
Moisture content ＜ 1% is dried to, obtains catalyst；
The mass ratio of described sodium metasilicate, atlapulgite and water is 50: 25-50: 100-700；
Described aqueous sulfuric acid mass concentration is 5-60%；
The special purpose device of the preparation method of N, N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide, it includes reactor, on reactor
Portion is provided with dimethylamine entrance；Described reactor top is additionally provided with the oil water separator connected with reactor, water-oil separating
Device top is provided with the condenser connected with oil water separator；Described reactor lower part is provided with discharging opening, it is characterised in that：
Described reactor top is provided with the injector connected with reactor；Described discharging opening passes through pipeline and injector, reaction
Device forms closed-loop path, and circulating pump, heat exchanger are successively provided with the closed-loop path between described reactor and injector；Follow
Filter is connected with by branch pipe between ring pump and heat exchanger, pipeline connection between filter one end and circulating pump and heat exchanger,
The other end of filter is provided with crude product outlet.
Described oil water separator bottom is connected with aminolysis parser, and aminolysis parser top is provided with amine Analytic Tower, aminolysis analysis
Tower top connects with dimethylamine entrance.It is again sharp with a small amount of dimethylamine, dimethylamine that increase amine Analytic Tower parses institute in generation water
With reducing the unit consumption of dimethylamine, protect environment.Described injector is venturi playpipe.
Sour amidation process is carried out in N, the special purpose device of the preparation method of N- dimethyl-pungent/decyl amide, is embodied
Parameter and result are as shown in the table.
Embodiment 1-3 is device, creation data after catalyst improves.
Comparative example 1-3 is original device typical reaction data.Significantly shorten it can be seen that having on the reaction time, i.e. production effect
Rate improves.Simultaneously by the improvement of catalyst, the recovery of amine in water is produced, significantly reduces production cost, while product product
Matter does not have difference.
Claims (8)
- The preparation method of 1.N, N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide, it is characterised in that comprise the following steps：1) by catalyst, octanoic acid, capric acid or octanoic acid and the mixture of capric acid, by evenly mixing after, add in reactor, nitrogen is put Shift to and lack three times, material is realized cyclic spray in reactor；2) it is 20~300 DEG C to control reactor temperature, keeps material cyclic spray in reactor；By the diformazan by metering Amine is passed through in reactor, and it is 0.05~0.5MPa to control reactor pressure；3) after logical dimethylamine terminates, insulation reaction at least 2 hours, sampling detection, until acid number<When 4%, discharge after filtering, Crude product is obtained, then N, N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide finished product are distilled to obtain through vacuum decompression；Described N, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/decyl amide are N, N- dimethyl-caprylamide, N, N- dimethyl-decyl amide or N, N- dimethyl-pungent/decyl amide, wherein, N, raw materials used N- dimethyl-pungent/decyl amide is the sad mixture with capric acid, pungent Acid accounts for 50-65Wt.%, capric acid accounts for 35-50Wt.%.
- 2. N according to claim 1, N- dimethyl-pungent, last of the ten Heavenly stems or the preparation method of pungent/decyl amide, it is characterised in that：Institute Octanoic acid, capric acid or the octanoic acid stated and the mixture of capric acid and the mol ratio of dimethylamine are 1：1.0~1.5.
- 3. N according to claim 1, N- dimethyl-pungent, last of the ten Heavenly stems or the preparation method of pungent/decyl amide, it is characterised in that：Institute The catalyst stated：Its preparation method is：Sodium metasilicate, atlapulgite are added to the water mixed dissolution, adjustment temperature is to 30 DEG C -100 DEG C, lower dropwise addition aqueous sulfuric acid is stirred, generates sediment, filtering will be precipitated, pH=6.0-7.0 is washed to, is dried to moisture content ＜ 1%, obtain catalyst；The mass ratio of described sodium metasilicate, atlapulgite and water is 50：25-50：100-700；Described aqueous sulfuric acid mass concentration is 5-60%；Described catalyst amount accounts for 1~10Wt.% of octanoic acid, capric acid or octanoic acid and the mixture of capric acid.
- 4. N according to claim 1, N- dimethyl-pungent, last of the ten Heavenly stems or the preparation method of pungent/decyl amide, it is characterised in that：Its Preparation process also includes：The water isolated in step 3), is analysed by aminolysis, parses dimethylamine therein, recovery.
- 5. according to the N described in claim any one of 1-4, the preparation method of N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide, its feature It is：Described cyclic spray flow is 100-200m3/h。
- 6. a kind of N realized described in claim any one of 1-5, the preparation method of N- dimethyl-pungent, the last of the ten Heavenly stems or pungent/decyl amide Special purpose device, it includes reactor, and reactor top is provided with dimethylamine entrance；Described reactor top be additionally provided with instead The oil water separator for answering device to connect, oil water separator top is provided with the condenser connected with oil water separator；Described reaction Device bottom is provided with discharging opening, it is characterised in that：Described reactor top is provided with the injector connected with reactor；It is described Discharging opening closed-loop path is formed by pipeline and injector, reactor, the closure between described reactor and injector is returned Circulating pump, heat exchanger are successively provided with road；Filter, filter one end are connected with by branch pipe between circulating pump and heat exchanger The pipeline connection between circulating pump and heat exchanger, the other end of filter are provided with crude product outlet.
- 7. the special purpose device of the preparation method of N according to claim 6, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/decyl amide, it is special Sign is：Described oil water separator bottom is connected with aminolysis parser, and aminolysis parser top is provided with amine Analytic Tower, amine Analytic Tower Top connects with dimethylamine entrance.
- 8. the special purpose device of the preparation method of the N according to claim 6 or 7, N- dimethyl-pungent, last of the ten Heavenly stems or pungent/decyl amide, It is characterized in that：Described injector is venturi playpipe.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710845912.2A CN107652197A (en) | 2017-09-18 | 2017-09-18 | The preparation method and its special purpose device of N, N dimethyl-octa, the last of the ten Heavenly stems or pungent/decyl amide |
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| CN201710845912.2A CN107652197A (en) | 2017-09-18 | 2017-09-18 | The preparation method and its special purpose device of N, N dimethyl-octa, the last of the ten Heavenly stems or pungent/decyl amide |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109608340A (en) * | 2018-12-18 | 2019-04-12 | 江苏万盛大伟化学有限公司 | The preparation method of N, N- dimethyl cyclohexyl amine |
| CN115028545A (en) * | 2022-05-30 | 2022-09-09 | 江苏万盛大伟化学有限公司 | Preparation method of phenol extracting agent DW503 in wastewater |
Citations (3)
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|---|---|---|---|---|
| CN101072747A (en) * | 2004-12-06 | 2007-11-14 | 巴斯福股份公司 | Method for producing n,n-dimethylacetamide (DMAC) |
| CN103381359A (en) * | 2013-07-29 | 2013-11-06 | 张家港市大伟助剂有限公司 | Preparation method for catalyst for N,N-dimethyl-caprylamide/decanamide |
| CN203291868U (en) * | 2013-05-22 | 2013-11-20 | 中国石油化工股份有限公司 | Jet reaction device |
-
2017
- 2017-09-18 CN CN201710845912.2A patent/CN107652197A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101072747A (en) * | 2004-12-06 | 2007-11-14 | 巴斯福股份公司 | Method for producing n,n-dimethylacetamide (DMAC) |
| CN203291868U (en) * | 2013-05-22 | 2013-11-20 | 中国石油化工股份有限公司 | Jet reaction device |
| CN103381359A (en) * | 2013-07-29 | 2013-11-06 | 张家港市大伟助剂有限公司 | Preparation method for catalyst for N,N-dimethyl-caprylamide/decanamide |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109608340A (en) * | 2018-12-18 | 2019-04-12 | 江苏万盛大伟化学有限公司 | The preparation method of N, N- dimethyl cyclohexyl amine |
| CN115028545A (en) * | 2022-05-30 | 2022-09-09 | 江苏万盛大伟化学有限公司 | Preparation method of phenol extracting agent DW503 in wastewater |
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