CN103381359B - Preparation method for catalyst for N,N-dimethyl-caprylamide/decanamide - Google Patents
Preparation method for catalyst for N,N-dimethyl-caprylamide/decanamide Download PDFInfo
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- CN103381359B CN103381359B CN201310322302.6A CN201310322302A CN103381359B CN 103381359 B CN103381359 B CN 103381359B CN 201310322302 A CN201310322302 A CN 201310322302A CN 103381359 B CN103381359 B CN 103381359B
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Abstract
The invention discloses a preparation method for a catalyst for N,N-dimethyl-caprylamide/decanamide. The preparation steps include that sodium silicate and sodium metaaluminate are added into water to be mixed and dissolved, the temperature is adjusted to 30-100 DEG C, a sulfuric acid solution is added in a dropping mode under stirring, precipitate is generated, filtered and washed through water until the pH is 6.0-7.0, the precipitate is dried until water content is less than 1%, and the catalyst is obtained. The catalyst is high in activity and low in cost. The reaction time can be shortened obviously, a residual acid value of a product is reduced, and the acid value of the product can be reduced below 2mg KOH/g.
Description
Technical field
The present invention relates to a kind of preparation method of N, N-dimethyl-Xin/decyl amide catalyst.
Background technology
N, N-dimethyl-Xin/decyl amide, another name: dimethyl-octa decyl amide, FLAMD-810, English: N, N-Dimethyl (octan/decan) amides, molecular formula: C
10h
21nO; No. CAS: 308062-09-1.N, N-dimethyl-Xin/decyl amide is mainly used as solvent, the synergist of pesticidal preparations.When dissolving the N of agricultural chemicals, when dilution with water put into by N-dimethyl-Xin/decyl amide, it can show the characteristic of surfactant, is scattered in water equably by pesticide original medicine, thus greatly reduces the use amount of agricultural chemicals; N, N-dimethyl-Xin/decyl amide self is easy in occurring in nature degraded in addition, is a kind of solvent of new green environment protection.
Domestic dominating process route has:
1) pungent capric acid and phosphorus trichloride react and generate acyl chlorides, and it reacts obtained dimethyl fatty acid amide again with dimethylamine: reaction equation is as follows;
a、RCOOH+PCl
3-------→RCOCl
b、RCOCl+（CH
3）
2NH-----→RCON（CH
3）
2
This route is two-step reaction, comparatively loaded down with trivial details, and yield is low high to equipment requirement, pollutes large.
2) under catalyst oxidation zinc or aluminium oxide effect, directly product is generated with acid and dimethylamine:
RCOOH+（CH
3）
2NH-------→RCON（CH
3）
2+H
2O
This process route technique is simple, more economical, domestic have producer to adopt this route to produce, shortcoming is that the remnants acid of product higherly reaches 7 ~ 10mgKOH/g, the high serviceability that can affect product of residual acid value, the use amount offshore company first nearly horizontal Products residual acid value requirement increasing product is less than 4mgKOH/g.
Summary of the invention
Technical problem to be solved by this invention is: provide a kind of high activity, low cost, obviously Reaction time shorten, reduce the N of the residual acid value of product, the synthetic method of N-dimethyl-octa/decyl amide catalyst.
For solving above technical problem, a kind of technical scheme that the present invention takes is: a kind of N, the preparation method of N-dimethyl-Xin/decyl amide catalyst, its preparation process is: sodium metasilicate, sodium metaaluminate are added to the water mixed dissolution, adjustment temperature to 30 DEG C-100 DEG C, Jiao Ban Xia Shang add aqueous sulfuric acid, generate sediment, by sedimentation and filtration, be washed to pH=6.0-7.0, dry to moisture content < 1%, obtain N, N-dimethyl-Xin/decyl amide catalyst.
The mass ratio of described sodium metasilicate, sodium metaaluminate and water is 100:50-1:100-700.
Described aqueous sulfuric acid mass concentration is 5-60%.
Second technical problem to be solved by this invention is: the preparation method providing a kind of N, N-dimethyl-Xin/decyl amide.
For solving the second technical problem, the technical solution used in the present invention is: a kind of N, the preparation method of N-dimethyl-Xin/decyl amide, the steps include: pungent capric acid, N, N-dimethyl-Xin/decyl amide catalyst to drop in reactor, be warming up to 180 ± 5 DEG C, within 1-5 hour, at the uniform velocity dimethylamine is passed into while heating up, 180 ± 5 DEG C of insulations 7 ± 1 hours, the water that insulating process generates except dereaction, then temperature rises to 200 ± 5 DEG C, is incubated 2 hours; Remove catalyst after filtration, obtain N, N-dimethyl-Xin/decyl amide crude product, obtain N, N-dimethyl-Xin/decyl amide finished product through vacuum decompression distillation;
Described N, N-dimethyl-Xin/decyl amide is the mixture of N, N-dimethyloctanamide and spectrasolv DMDA, and by mass percentage, it consists of: N, N-dimethyloctanamide is 50-65%, spectrasolv DMDA 50-35%.
Described N, N-dimethyloctanamide structural formula (I):
Described spectrasolv DMDA structural formula (II):
Synthetic route
Described pungent capric acid and the mol ratio of dimethylamine are 1:1 ~ 1.8.
Described N, N-dimethyl-Xin/decyl amide catalyst inventory is that pungent capric acid feeds intake 1.0% ~ 10% of quality.
Dimethylamine excessive in described N, N-dimethyl-Xin/decyl amide preparation process, mixes with pungent capric acid, recycles as reaction raw materials.
Described dimethylamine gas passes in process, and 150 ~ 250 revs/min of rotating speeds stir.
Due to the enforcement of above technical scheme, the present invention compared with prior art tool has the following advantages:
1) catalyst compares with other catalyst reaction performance test:
Experiment condition: take a certain amount of pungent capric acid and be placed in four-hole boiling flask, adds the catalyst of acid amount 2%, passes into dimethylamine, stability of flow while intensification, and 180 DEG C of reaction timing, react and be warming up to 200 DEG C in 7 hours, stop reaction after certain reaction time.The acid number of midway sample analysis mixture.
Following table is each catalyst reaction sample analysis result:
As can be seen from the above table: do not add catalyst, the reaction speed of pungent capric acid and dimethylamine is very slow, and add zinc oxide and make catalyst, reaction speed is also unhappy, and final products do not reach quality requirement; Aluminium oxide reaction speed under same reaction condition is very fast, and end product quality can reach requirement, but this catalyst is BASF AG's production, and price is about 80,000 yuans per ton.
Self-control catalyst performance is superior, and cost is about 20,000 yuan one ton, and cost performance is outstanding;
2) N for preparing of the present invention, N-dimethyl-Xin/decyl amide catalyst is the catalyst of a kind of high activity, low cost, can obvious Reaction time shorten, reduces the residual acid value of product, the acid number of product can be reduced to below 2mgKOH/g.
3) preparation terminates the excessive dimethylamine (20% of excess theory amount) of rear employing raw material pungent capric acid absorption reaction for lower batch reaction, because pungent capric acid is that response type absorbs, better effect is absorbed with than traditional water, almost reach 100%, decrease the airborne release of dimethylamine, the unit consumption of dimethylamine is lower, close to theoretical amount.
Detailed description of the invention
Embodiment 1
200g water is dropped under stirring in four-hole boiling flask and add 100g sodium metasilicate and 10g sodium metaaluminate, be uniformly mixed dissolving, treat that sodium metaaluminate and sodium metasilicate dissolve completely, be warming up to 80 DEG C and be incubated, when 3-4 is little, Shang adds the sulfuric acid of 80g50%, and Shang adds and is completely cooled to less than 30 DEG C, white depositions is filtered, white depositions adds in 500g water washes, repetition like this for several times, is washed to pH=6-7,150 DEG C of oven dry, obtain N, N-dimethyl-Xin/decyl amide catalyst 60g.
Embodiment 2
300g water is dropped under stirring in four-hole boiling flask and add 100g sodium metasilicate and 20g sodium metaaluminate, be uniformly mixed dissolving, treat that sodium metaaluminate and sodium metasilicate dissolve completely, be warming up to 90 DEG C and be incubated, when 3-4 is little, Shang adds the sulfuric acid of 75g60%, and Shang adds and is completely cooled to less than 30 DEG C, white depositions is filtered, white depositions adds in 500g water washes, repetition like this for several times, is washed to pH=6-7,150 DEG C of oven dry, obtain N, N-dimethyl-Xin/decyl amide catalyst 75g.
Embodiment 3
500g water is dropped under stirring in four-hole boiling flask and add 100g sodium metasilicate and 30g sodium metaaluminate, be uniformly mixed dissolving, treat that sodium metaaluminate and sodium metasilicate dissolve completely, be warming up to 60 DEG C and be incubated, when 3-4 is little, Shang adds the sulfuric acid of 80g50%, and Shang adds and is completely cooled to less than 30 DEG C, white depositions is filtered, white depositions adds in 500g water washes, repetition like this for several times, is washed to pH=6-7,150 DEG C of oven dry, obtain N, N-dimethyl-Xin/decyl amide catalyst 60g.
Embodiment 4
Pungent capric acid 316g and N, N-dimethyl-Xin/decyl amide catalyst 6.32g is dropped in reactor, while intensification, passes into dimethylamine, stability of flow, 180 DEG C of reaction timing, react and are warming up to 200 DEG C in 7 hours, stop reaction after the acid number of sample analysis mixture is less than 2mg KOH/g halfway.Lower the temperature less than 50 DEG C, gained reactant liquor is elimination catalyst after filtration, through vacuum (vacuum is at more than-0.098mpa) decompression distillation, obtains N, N-dimethyl-Xin/decyl amide finished product 362g, content: >=99%, acid number :≤1mg KOH/g.
Claims (6)
1. a N, the preparation method of N-dimethyl-Xin/decyl amide catalyst, its preparation process is: sodium metasilicate, sodium metaaluminate are added to the water mixed dissolution, adjustment temperature to 30 DEG C-100 DEG C, aqueous sulfuric acid is dripped under stirring, generate sediment, by sedimentation and filtration, be washed to pH=6.0-7.0, dry to moisture content < 1%, obtain catalyst;
The mass ratio of described sodium metasilicate, sodium metaaluminate and water is 100:50-1:100-700;
Described aqueous sulfuric acid mass concentration is 5-60%.
2. a N, the preparation method of N-dimethyl-Xin/decyl amide, the steps include: pungent capric acid, N according to claim 1, N-dimethyl-Xin/decyl amide catalyst drops in reactor, is warming up to 180 ± 5 DEG C, within while intensification 1-5 hour, at the uniform velocity passes into dimethylamine, 180 ± 5 DEG C of insulations 7 ± 1 hours, the water that insulating process generates except dereaction, then temperature rises to 200 ± 5 DEG C, is incubated 2 hours; Remove catalyst after filtration, obtain N, N-dimethyl-Xin/decyl amide crude product, obtain N, N-dimethyl-Xin/decyl amide finished product through vacuum decompression distillation;
Described N, N-dimethyl-Xin/decyl amide is the mixture of N, N-dimethyloctanamide and spectrasolv DMDA, and by mass percentage, it consists of: N, N-dimethyloctanamide is 50-65%, spectrasolv DMDA 50-35%.
3. the preparation method of a kind of N, N-dimethyl-Xin/decyl amide according to claim 2, is characterized in that: described pungent capric acid and the mol ratio of dimethylamine are 1:1 ~ 1.8.
4. the preparation method of a kind of N, the N-dimethyl-Xin/decyl amide according to Claims 2 or 3, is characterized in that: described N, N-dimethyl-Xin/decyl amide catalyst inventory is that pungent capric acid feeds intake 1.0% ~ 10% of quality.
5. the preparation method of a kind of N, N-dimethyl-Xin/decyl amide according to claim 4, is characterized in that: dimethylamine excessive in described N, N-dimethyl-Xin/decyl amide preparation process, mixes with pungent capric acid, recycle as reaction raw materials.
6. the preparation method of a kind of N, N-dimethyl-Xin/decyl amide according to claim 4, it is characterized in that: described dimethylamine gas passes in process, 150 ~ 250 revs/min of rotating speeds stir.
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| CN104193642B (en) * | 2014-08-26 | 2016-08-24 | 江苏万年长药业有限公司 | A kind of spectrasolv DMDA vacuum distilling takes off method and the system thereof of amine |
| CN107652197A (en) * | 2017-09-18 | 2018-02-02 | 江苏万盛大伟化学有限公司 | The preparation method and its special purpose device of N, N dimethyl-octa, the last of the ten Heavenly stems or pungent/decyl amide |
| CN114403136B (en) * | 2021-11-18 | 2023-03-14 | 祺农化工科技(上海)有限公司 | Mixed solvent mainly containing N, N-dimethyl caproamide, preparation method and application |
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| US3627830A (en) * | 1969-02-03 | 1971-12-14 | Basf Ag | Production of pure-n-dimethylacylamides |
| FR2633927B1 (en) * | 1988-07-08 | 1991-06-07 | Ceca Sa | IMPROVED PROCESS FOR OBTAINING N, N-DIMETHYL-ALKYLAMINES BY CATALYTIC HYDROGENATION OF N, N-DIMETHYL-ALKYLAMIDES |
| CN100420668C (en) * | 2005-12-29 | 2008-09-24 | 西南化工研究设计院 | Process for synthesizing dimethylacetamide by ethyl acetate and dimethylamine |
| CN100537521C (en) * | 2006-06-23 | 2009-09-09 | 中国石油天然气集团公司 | Method for synthesizing N,N dimethyl acetamide in high purity |
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