CN110283092A - The preparation method of amides defoaming agent - Google Patents
The preparation method of amides defoaming agent Download PDFInfo
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- CN110283092A CN110283092A CN201910728887.9A CN201910728887A CN110283092A CN 110283092 A CN110283092 A CN 110283092A CN 201910728887 A CN201910728887 A CN 201910728887A CN 110283092 A CN110283092 A CN 110283092A
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- octodrine
- defoaming agent
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- dehydration condensation
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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 Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention belongs to defoaming agent technical fields, are specifically related to a kind of preparation method of amides defoaming agent.Using isononanoic acid and octodrine as raw material, under solid acid catalyst effect, substep carries out dehydration condensation, and vacuum distillation obtains amides defoaming agent after separating solid acid catalyst.The preparation method of amides defoaming agent of the present invention, using isononanoic acid and octodrine as raw material, under solid acid catalyst effect, octodrine is added stage by stage carries out dehydration condensation, conversion ratio is stepped up by dehydration condensation stage by stage, significant loss is reduced, obtained amides defoaming agent purity is high；And distillation fraction is mainly water and octodrine, after separation, octodrine continues to carry out using raising product yield as raw material；Solid catalyst is preferably separated with product, can be reused, and production cost is reduced.
Description
Technical field
The invention belongs to defoaming agent technical fields, are specifically related to a kind of preparation method of amides defoaming agent.
Background technique
Foam is a kind of dispersion of gas in a liquid, is a kind of system of thermodynamic instability.In many industry
Can all there be foam in production process, as paper pulp papermaking, textile printing and dyeing, coating processing, sewage treatment, biofermentation, petroleum are opened
It adopts and refines, building industry, adhesive etc..Subtract however, the foam in these industrial processes is likely to result in production capacity
The problems such as small, wastage of material, reaction time extend, product quality declines.Therefore, how research suppresses or eliminates unwanted bubbles
Defoaming agent has great economic significance and significance of scientific research.Amides defoaming agent belongs to first generation defoaming agent, such defoaming agent poison
Property it is relatively small, it is good fluidity, easy to use, cheap, but the original that the typical synthetic method of amide compound tradition uses
Material and relevant technique are relatively complicated, and conversion ratio and yield are limited, and obtained product purity is not high.
Summary of the invention
The purpose of the present invention is overcome the deficiencies of the prior art and provide a kind of preparation method of amides defoaming agent.The system
Preparation Method technique and the relatively easy safety of raw material, significant loss is few, and solid catalyst is reused, the defoaming agent purity of preparation
Height, defoaming effect is good, is suitable for the fields such as textile auxiliary, papermaking, petrochemical industry.
The preparation method of amides defoaming agent of the present invention is urged using isononanoic acid and octodrine as raw material in solid acid
Under agent effect, substep carries out dehydration condensation, and vacuum distillation obtains amides defoaming agent after separating solid acid catalyst.
Wherein:
Room temperature under nitrogen protection state, isononanoic acid and solid acid catalyst is sequentially added in reactor and stirred evenly, different
Octylame is added in two steps, carries out two stages dehydration condensation.
The molar ratio 1:1.1-1.3 of isononanoic acid and octodrine.
Solid acid catalyst accounts for the 5-15% of reaction system mass percent, and reaction system is isononanoic acid, octodrine and consolidates
The quality of body acid catalyst and.
Specific step is as follows for two stages dehydration condensation:
(1) first stage: being added the octodrine for accounting for octodrine gross mass 40-60%, is warming up to 130-140 DEG C, reacts 2-3
Hour, carry out first stage dehydration condensation；
(2) second stage: being added remaining octodrine, is warming up to 140-150 DEG C, reacts 6-8 hours, carries out second stage
Dehydration condensation.
The vacuum degree of first stage dehydration condensation is 600-800mbar.
The vacuum degree of second stage dehydration condensation is 400-600mbar.
After second stage dehydration condensation, reaction temperature is warming up to 170 DEG C with the heating rate of 10 DEG C/h,
In 3 hours, and slowly adjustment vacuum degree carries out vacuum distillation 4-8 hours to 0mbar.
The slowly adjustment vacuum degree is specifically: being adjusted to absolute pressure from the 400-600mbar of second stage dehydration
0mbar can not be lowered during the adjustment with certain rate, when pressure is from 600mabr to 400mabr, regardless of with which kind of
Rate is lowered, and material is all not in that situation is splashed in boiling, but when pressure is from 400mabr to 0mabr, pressure will be gradually decreased,
During downward, the rate of pressure reduction is gradually decreased, and closer to 0mabr, speed change rate is lower under pressure, and pressure is gradually lowered
Rate standard be reactant do not occur boiling splash situation.
Distillation fraction is mainly water and octodrine in vacuum distillation, after separation, octodrine can continue to do raw material carry out using,
Improve product yield.
Heterogeneous macroreticular resin solid acid catalyst is sulfonate resin solid acid catalyst, the use of temperature is 0-170 DEG C.
Solid acid catalyst of the present invention is Amberlyst series.
The solid acid catalyst isolated is recycled.
As a preferred technical solution, the preparation method of amides defoaming agent of the present invention, including following step
It is rapid:
(1) under nitrogen protection state, isononanoic acid is added in reactor, it is equal that solid acid catalyst stirring is then added
It is even；
(2) octodrine for accounting for octodrine gross mass 40-60% is added, is warming up to 130-140 DEG C, reacts 2-3 hours, carries out
First stage dehydration condensation；
(3) remaining octodrine is added, is warming up to 140-150 DEG C, reacts 6-8 hours, carries out second stage dehydrating condensation
Reaction；
It (4), will be by reaction temperature with the heating rate of 10 DEG C/h in 3 hours after second stage dehydration condensation
Degree is increased to 170 DEG C, and vacuum degree is slowly adjusted to 0mbar, carries out vacuum distillation 4-8 hours, separates solid acid catalyst,
Obtain high-purity amides compound.
The reactive chemistry equation of amides defoaming agent preparation of the present invention is as follows:
This reaction is a reversible reaction, for reversible reaction, for higher conversion ratio, needs one in reaction process
Kind raw material excess or product (such as water) are endlessly removed system, just can guarantee reaction towards our needs in this way
Positive reaction carry out.
It is added amine stage by stage, the first stage, excessive acid in system, second stage, amine is excessive in system, the stage each in this way
All ensure that a kind of raw material be it is excessive, be conducive to improve conversion ratio；If disposable be all added amine, it is excessive for just having started amine
, but with the reaction of high-temperature vacuum, amine loss distills rank than comparatively fast, can finally remain more acid in system
Section, acid are not easy to be distilled out of；The purpose of the preparation method is to want sour total overall reaction, and excessive amine can be moved in the distillation stage
It removes, and can be used again.
As for the condition of control, temperature, vacuum and reaction time, at the beginning in excessive acid, the enough situations of catalyst
Under, reaction is opposite to be easier positive progress, so temperature and vacuum degree can be with more relatively mild, the time does not need too long；The
Two-stage is the key reaction stage, needs to improve temperature and vacuum, it is therefore an objective in the maximum water for removing reaction and generating
While to control amine and cannot excessively lose, also to guarantee that reaction system raw material acid has been reacted as far as possible, the time needs to grow as far as possible
A bit.
And the vacuum distillation stage is arrived, main purpose is purifying, and water, unreacted amine even acid are intended to be distilled away,
So need higher temperature and vacuum degree, this process, under high temperature high vacuum certainly can also some material carry out it is anti-
It answers, unreacted (mainly amine) will be distilled, and finally obtain the higher product of purity.
Compared with the prior art, the present invention has the following beneficial effects:
(1) preparation method of amides defoaming agent of the present invention, technique and the relatively easy safety of raw material, stage by stage
It is reacted and is evaporated in vacuo, obtained amides defoaming agent purity reaches 97% or more, and product has good defoaming effect,
Suitable for fields such as textile auxiliary, papermaking, petrochemical industries.
(2) preparation method of amides defoaming agent of the present invention, using isononanoic acid and octodrine as raw material, in solid acid
Under catalyst action, octodrine is added stage by stage carries out dehydration condensation, is stepped up by dehydration condensation stage by stage
Conversion ratio reduces significant loss, obtained amides defoaming agent purity is high；And distillation fraction is mainly water and octodrine, separation
Afterwards, octodrine continuation is used as raw material, improves product yield；Solid catalyst is preferably separated with product, can be reused, drop
Low production cost.
Specific embodiment
The invention will be further described with reference to embodiments.
Embodiment 1
A kind of preparation method of amides defoaming agent is acted on using isononanoic acid and octodrine as raw material in solid acid catalyst
Under, substep carries out dehydration condensation, and vacuum distillation obtains amides defoaming agent after separating solid acid catalyst.
Isononanoic acid and octodrine are reacted using the molar ratio of 1:1.1, isononanoic acid 30.00g, octodrine 26.96g,
Octodrine is added in two steps by the mass ratio of 2:3 to be reacted；Specifically includes the following steps:
(1) 30.00g isononanoic acid is added in clean 100ml flask, addition accounts for the 5% of reaction system mass percent
Macroreticular resin solid acid catalyst 2.85g, catalyst use 0-170 DEG C of temperature, stir evenly.
(2) first stage dehydration condensation: being added octodrine 10.78g, be warming up to 130 DEG C, under vacuum degree 600mbar,
Reaction 3 hours.
(3) second stage dehydration condensation: being added octodrine 16.18g, be warming up to 140 DEG C, under vacuum degree 400mbar,
Reaction 8 hours.
(4) after second stage dehydration condensation, in 3 hours, with the heating rate of 10 DEG C/h by reaction temperature liter
To 170 DEG C, and slowly, adjustment vacuum degree carries out vacuum distillation 6 hours to 0mbar, separates solid acid catalyst, obtains amides
Compound 49.40g, vapor detection product effective component 97.42%, yield 96.99%.
Embodiment 2
A kind of preparation method of amides defoaming agent is acted on using isononanoic acid and octodrine as raw material in solid acid catalyst
Under, substep carries out dehydration condensation, and vacuum distillation obtains amides defoaming agent after separating solid acid catalyst.
Isononanoic acid and octodrine are reacted using the molar ratio of 1:1.2, isononanoic acid 30.00g, octodrine 29.40g,
Octodrine is added in two steps by the mass ratio of 1:1 to be reacted；Specifically includes the following steps:
(1) 30.00g isononanoic acid is added in clean 100ml flask, addition accounts for the 10% of reaction system mass percent
Macroreticular resin solid acid catalyst 5.94g, catalyst use 0-170 DEG C of temperature, stir evenly.
(2) first stage dehydration condensation: being added octodrine 14.70g, be warming up to 135 DEG C, under vacuum degree 700mbar,
Reaction 2.5 hours.
(3) second stage dehydration condensation: being added octodrine 14.70g, be warming up to 145 DEG C, under vacuum degree 500mbar,
Reaction 7 hours.
(4) after second stage dehydration condensation, in 3 hours, with the heating rate of 10 DEG C/h by reaction temperature liter
To 170 DEG C, and slowly, adjustment vacuum degree carries out vacuum distillation 4 hours to 0mbar, separates solid acid catalyst, obtains amides
Compound 49.41g, vapor detection product effective component 97.83%, yield 97.02%.
Embodiment 3
A kind of preparation method of amides defoaming agent is acted on using isononanoic acid and octodrine as raw material in solid acid catalyst
Under, substep carries out dehydration condensation, and vacuum distillation obtains amides defoaming agent after separating solid acid catalyst.
Isononanoic acid and octodrine are reacted using the molar ratio of 1:1.3, isononanoic acid 30.00g, octodrine 31.86g,
Octodrine is added in two steps by the mass ratio of 3:2 to be reacted；Specifically includes the following steps:
(1) 30.00g isononanoic acid is added in clean 100ml flask, addition accounts for the 15% of reaction system mass percent
Macroreticular resin solid acid catalyst 9.28g, catalyst use 0-170 DEG C of temperature, stirring.
(2) first stage dehydration condensation: being added octodrine 19.12g, be warming up to 140 DEG C, under vacuum degree 800mbar,
Reaction 2 hours；
(3) second stage dehydration condensation: being added octodrine 12.74g, be warming up to 150 DEG C, under vacuum degree 600mbar,
Reaction 6 hours；
(4) after second stage dehydration condensation, in 3 hours, with the heating rate of 10 DEG C/h by reaction temperature liter
To 170 DEG C, and slowly, adjustment vacuum degree carries out vacuum distillation 6 hours to 0mbar, separates solid acid catalyst, obtains amides
Compound 49.51g, vapor detection product effective component 97.33%.Yield 97.21%.
Embodiment 1-3 product and commercial like product are carried out to the application effect contrast test of defoaming agent:
The detection method introduction of air pump method:
(1) 1000ml beaker is taken, 500ml prepare liquid is measured, air pump is bubbled ball and places beaker bottom central part, and is put
The steel ruler for reading height is set, air pump and timing are opened, different time foam height is recorded, evaluates the foam inhibition ability of defoaming agent.
(2) termination of pumping after 5min continues to record different time foam height, evaluates the defoaming capacity of defoaming agent.
The high foam surfactants selected are sodium secondary alkyl sulfonate SAS60, the solution of 5.0g/l concentration are prepared, such as 1 institute of table
Show.
Table 1 compares surfactant solution used in application effect
Table 2 compares solution to be measured used in application effect
The blistering defoaming effect comparison of table 3
As can be seen from Table 3, amides defoaming agent prepared by the present invention, can satisfy textile industry specific adjuvant
Defoaming requires.
Claims (8)
1. a kind of preparation method of amides defoaming agent, it is characterised in that: using isononanoic acid and octodrine as raw material, urged in solid acid
Under agent effect, substep carries out dehydration condensation, and vacuum distillation obtains amides defoaming agent after separating solid acid catalyst.
2. the preparation method of amides defoaming agent according to claim 1, it is characterised in that: room temperature, nitrogen protection state
Under, isononanoic acid and solid acid catalyst are sequentially added in reactor and stirred evenly, octodrine is added in two steps, carries out two stages
Dehydration condensation.
3. the preparation method of amides defoaming agent according to claim 1, it is characterised in that: isononanoic acid and octodrine rub
You are ratio 1:1.1-1.3；Solid acid catalyst accounts for the 5-15% of reaction system mass percent.
4. the preparation method of amides defoaming agent according to claim 2, it is characterised in that: two stages dehydration condensation
Specific step is as follows:
(1) first stage: being added the octodrine for accounting for octodrine gross mass 40-60%, is warming up to 130-140 DEG C, reaction 2-3 is small
When, carry out first stage dehydration condensation；
(2) second stage: being added remaining octodrine, is warming up to 140-150 DEG C, reacts 6-8 hours, carries out second stage dehydration
Condensation reaction.
5. the preparation method of amides defoaming agent according to claim 4, it is characterised in that: first stage dehydrating condensation is anti-
The vacuum degree answered is 600-800mbar；The vacuum degree of second stage dehydration condensation is 400-600mbar.
6. the preparation method of amides defoaming agent according to claim 4, it is characterised in that: second stage dehydrating condensation is anti-
After answering, reaction temperature is warming up to 170 DEG C with the heating rate of 10 DEG C/h, in 3 hours, and vacuum degree is adjusted and arrives
0mbar carries out vacuum distillation 4-8 hours.
7. the preparation method of amides defoaming agent according to claim 1, it is characterised in that: solid acid catalyst is sulfonic acid
Resin solid acid catalyst is 0-170 DEG C using temperature.
8. the preparation method of amides defoaming agent according to claim 1, it is characterised in that: the following steps are included:
(1) under nitrogen protection state, isononanoic acid is added in reactor, solid acid catalyst is then added and stirs evenly；
(2) octodrine for accounting for octodrine gross mass 40-60% is added, is warming up to 130-140 DEG C, reacts 2-3 hours, carries out first
Stage dehydration condensation；
(3) remaining octodrine is added, is warming up to 140-150 DEG C, reacts 6-8 hours, carries out second stage dehydration condensation；
(4) after second stage dehydration condensation, reaction temperature is increased to 170 DEG C with the heating rate of 10 DEG C/h, 3
It is adjusted to 0mbar in hour and by vacuum degree, carries out vacuum distillation 4-8 hours, solid acid catalyst is separated, obtains high-purity acyl
Aminated compounds.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112010773A (en) * | 2020-08-18 | 2020-12-01 | 深圳市辛骏翔科技有限公司 | Dehydrating agent and preparation method thereof, and hydrocarbon water cutting agent and preparation method thereof |
-
2019
- 2019-08-08 CN CN201910728887.9A patent/CN110283092A/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112010773A (en) * | 2020-08-18 | 2020-12-01 | 深圳市辛骏翔科技有限公司 | Dehydrating agent and preparation method thereof, and hydrocarbon water cutting agent and preparation method thereof |
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Application publication date: 20190927 |