CN108558658A - A kind of preparation method of dioctyl sebacate - Google Patents
A kind of preparation method of dioctyl sebacate Download PDFInfo
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- CN108558658A CN108558658A CN201711480125.9A CN201711480125A CN108558658A CN 108558658 A CN108558658 A CN 108558658A CN 201711480125 A CN201711480125 A CN 201711480125A CN 108558658 A CN108558658 A CN 108558658A
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Abstract
The present invention proposes a kind of preparation method of dioctyl sebacate, and decanedioic acid and raw alcohol are added in a kettle, and then as the raising of temperature, catalyst butyl titanate and octanol are put into reaction kettle in batch by being segmented；It is eventually adding SiO2And Al2O3, Na is added after dealcoholysis in vacuum dealcoholysis after reaction2CO3, it is eventually adding activated carbon and filters acquisition product.Catalyst and octanol are added several times in the present invention, catalyst butyl titanate is unlikely to deteriorate, the amount being added every time is by being precisely controlled, well solved in the prior art because butyl titanate as catalyst meet water easily decompose and esterification can generate water, the problem of causing to need to add multi-catalyst and caused deterioration in quality in production process, in addition, this invention also solves the excessively high problems of the production cost caused by excessive of catalyst amount in DOS production processes.
Description
Technical field
The present invention relates to the preparation methods of plasticizer, particularly relate to a kind of preparation method of dioctyl sebacate.
Background technology
Dioctyl sebacate (DOS) also known as sebum dioctyl phthalate (bis (2-ethylhexyl) sebacate), double -2- second
Base hexyl sebacate, molecular formula：C26H50O4, molecular weight 426.66.It is weak yellow liquid under standard state, is slightly soluble in water,
It is soluble in ethyl alcohol and ether.It is the raw material for manufacturing nylon-610 fiber and polypelergonamide fibre.Its esters is the increasing in plastics industry
Mould agent.
The preparation method of existing dioctyl sebacate is：Decanedioic acid and octanol (mass ratio 1: 1.6) are in sulfuric acid (decanedioic acid
With the 0.25% of octanol gross mass) catalysis under carry out esterification, first generate mono octyl ester, this step esterification is relatively easy to.Second
Step generates dibasic acid esters, more difficult.Higher temperature is controlled, about 130~140 DEG C, is dehydrated under 0.093MPa vacuum degrees, instead
3~5h between seasonable just can get in high yield.Thick ester is neutralized with 2%~5% soda ash aqueous solution, then the water at 70~80 DEG C
It washes, the dealcoholysis under the vacuum degree of 1~10KPa, the as terminal when thick ester flash-point reaches 205 DEG C.Thick ester through press filtration up at
Product.
Also it is that raw material is reacted that the preparation process for the dioctyl sebacate having, which is with decanedioic acid and octanol, and catalyst is
Butyl titanate, but the butyl titanate as catalyst easily meets water decomposition and esterification occurs and generates water.In order to answer
To this problem, solution is to add more butyl titanates to supplement the butyl titanate reacted away, but added
More butyl titanates can cause deterioration in quality, and lead to that the production cost increases.
Invention content
In view of this, it is an object of the invention to propose a kind of preparation method of dioctyl sebacate, which prevent preparations
The generation of butyl titanate mutability Geological Problems in the process, solves in dioctyl sebacate production process that catalyst amount is excessive to be made
The problem of declining at product quality, and saved cost.
In order to solve the above technical problems, the goal of the invention of the present invention is achieved using following technical scheme：
A kind of preparation method of dioctyl sebacate, includes the following steps：
S1, the raw material raw alcohol that 5000kg decanedioic acid and 8000-12000kg are put into reaction kettle；
S2, when temperature in reaction kettle rises to 100~115 DEG C, continue the metatitanic acid that 5.0-12.0kg is added into reaction kettle
Four butyl esters and 12.0~21.0kg raw alcohols；
S3, when temperature in reaction kettle rises to 125~135 DEG C, continue to add 10.0~20.0kg metatitanic acids into reaction kettle
Four butyl esters, 3.5~10.0kg, tri- isooctyl acid tin and 20.0~35.0kg raw alcohols；
S4, when temperature in reaction kettle rises to 160~170 DEG C, continue to add 10.0~25.0kg metatitanic acids into reaction kettle
Four butyl esters and 15.0~20.0kg raw alcohols；
S5, when temperature in reaction kettle rises to and is warming up to 185~190 DEG C, continue to add 2.5~8.0kg into reaction kettle
SiO2With 1.8~3.5kg Al2O3；
S6, wait for that being evacuated to 1~10KPa after reaction keeps 30~60min vacuum dealcoholysis；
2~3m is added after S7, dealcoholysis3The Na of 1.0~1.5% concentration2CO3；
S8, divide water after standing 15~30min, be warming up to 110~120 DEG C and be evacuated to -0.090~-0.099MPa dehydrations；
S9, addition 30~50kg activated carbons are heated to 100~115 DEG C of 20~40min of stirring, and press filtration obtains product；
Raw alcohol in the step S1 is one or more of octanol, amylalcohol or nonyl alcohol.
Preferably, further include step S4a after the step S4, wait for that temperature rises to 170~177 DEG C in reaction kettle
When, start to add 1.5~2.5m of raw alcohol by fractionating column distributor3/ h preserves 1.3~1.5h.
Preferably, in the step S1-S5, blender quickly stirs in reaction kettle, mixing speed 300-600r/
Min, pressure is in 101~115KPa in kettle.
Preferably, the raw alcohol is by pretreatment, specific method：Raw material raw alcohol is taken to heat up by heat exchanger
It is for use to 60~75 DEG C.
Preferably, stirring should have frequency converter to carry out reversion 15min when kettle temperature rises to 190 DEG C.
The present invention have the advantage that compared with prior art for：Catalyst and octanol are added several times in the present invention
Enter, catalyst butyl titanate is unlikely to deteriorate, the amount that is added every time by being precisely controlled, well solved in the prior art because
For butyl titanate meets that water easily decomposes as catalyst and esterification can generate water, cause to need addition excessive in production process
Catalyst and the problem of cause deterioration in quality, in addition, this invention also solves catalyst amount in DOS production processes is excessive
Caused by the excessively high problem of production cost and reflection heat up slow waste of energy the problem of.
Specific implementation mode
The present invention is got information about to allow those skilled in the art to be more clear, the present invention will be made below further
Explanation.
Embodiment 1
A kind of preparation method of dioctyl sebacate, includes the following steps：
S1, the raw alcohol that 5000kg decanedioic acid and 8000kg are put into reaction kettle；
S2, when temperature in reaction kettle rises to 100 DEG C, continue to add into reaction kettle 5.0kg butyl titanate and
12.0kg alcohol；
S3, when temperature in reaction kettle rises to 125 DEG C, continue to add 10.0kg butyl titanates, 3.5kg into reaction kettle
Three isooctyl acid tin and 20.0kg alcohol；
S4, when temperature in reaction kettle rises to 160 DEG C, continue to add into reaction kettle 10.0kg butyl titanates and
15.0kg alcohol；
S4a, when temperature in reaction kettle rises to 170 DEG C, start by fractionating column distributor to add raw alcohol 2.5m3/ h is preserved
1.5h；
S5, when temperature in reaction kettle rises to and is warming up to 185 DEG C, continue to add 2.5kg SiO into reaction kettle2With
1.8kg Al2O3；
S6, wait for that being evacuated to 10KPa after reaction keeps 30min vacuum dealcoholysis；
2m is added after S7, dealcoholysis3The Na of 1.5% concentration2CO3；
S8, divide water after standing 15min, be warming up to 110 DEG C and be evacuated to 10KPa dehydrations；
S9, addition 30kg activated carbons are heated to 100~11 DEG C of stirring 20min, and press filtration obtains product；
Raw alcohol in the step S1 is one or more of octanol, amylalcohol or nonyl alcohol.
In the step S1-S5, blender quickly stirs in reaction kettle, mixing speed 300-600r/min.Kettle internal pressure
By force in 101~115KPa.
By pre-processing, specific method is the raw alcohol：Raw material raw alcohol is taken to be warming up to 75 DEG C for use by heat exchanger.
Preferably, stirring should have frequency converter to carry out reversion 15min when kettle temperature rises to 190 DEG C.
By pre-processing, specific method is the catalyst：Raw alcohol 100kg, 50kg butyl titanate is taken, in auxiliary material tank
In with 50r/min stir 10min.Take raw alcohol 100kg, 50kg butyl titanate, tri- isooctyl acid tin of 30kg, in auxiliary material tank with
50r/min stirs 10min.
Embodiment 2
A kind of preparation method of dioctyl sebacate, includes the following steps：
S1, the raw alcohol that 5000kg decanedioic acid and 12000kg are put into reaction kettle；
S2, when temperature in reaction kettle rises to 115 DEG C, continue to add into reaction kettle 12.0kg butyl titanate and
21.0kg raw alcohols；
S3, when temperature in reaction kettle rises to 135 DEG C, continue to add into reaction kettle 20.0kg butyl titanates,
Tri- isooctyl acid tin of 10.0kg and 35.0kg raw alcohols；
S4, when temperature in reaction kettle rises to 170 DEG C, continue to add into reaction kettle 25.0kg butyl titanates and
20.0kg raw alcohols；
S4a, when temperature in reaction kettle rises to 177 DEG C, start by fractionating column distributor to add raw alcohol 1.5m3/ h is preserved
1.5h；
S5, when temperature in reaction kettle rises to and is warming up to 190 DEG C, continue to add 8.0kg SiO into reaction kettle2With
3.5kg Al2O3；
S6, wait for that being evacuated to 1KPa after reaction keeps 45min vacuum dealcoholysis；
3m is added after S7, dealcoholysis3The Na of 1.0% concentration2CO3；
S8, divide water after standing 30min, be warming up to 120 DEG C and be evacuated to 1KPa dehydrations；
S9, addition 50kg activated carbons are heated to 115 DEG C of stirring 30min, and press filtration obtains product；
Raw alcohol in the step S1 is one or more of octanol, amylalcohol or nonyl alcohol.
In the step S1-S5, blender quickly stirs in reaction kettle, mixing speed 400r/min.Pressure exists in kettle
110KPa。
By pre-processing, specific method is the raw alcohol：Raw material raw alcohol is taken to be warming up to 70 DEG C for use by heat exchanger.
Stirring should have frequency converter to carry out reversion 15min when kettle temperature rises to 190 DEG C.
Embodiment 3
A kind of preparation method of dioctyl sebacate, includes the following steps：
S1, the raw material raw alcohol that 5000kg decanedioic acid and 10500kg are put into reaction kettle；
S2, when temperature in reaction kettle rises to 105 DEG C, continue to add into reaction kettle 8.0kg butyl titanate and
15.0kg raw alcohols；
S3, when temperature in reaction kettle rises to 130 DEG C, continue to add 13.0kg butyl titanates, 6.0kg into reaction kettle
Three isooctyl acid tin and 30.0kg raw alcohols；
S4, when temperature in reaction kettle rises to 165 DEG C, continue to add into reaction kettle 15.0kg butyl titanates and
15.0kg raw alcohols；
S4a, when temperature in reaction kettle rises to 175 DEG C, start by fractionating column distributor to add raw alcohol 2.0m3/ h is preserved
1.5h；
S5, when temperature in reaction kettle rises to and is warming up to 185 DEG C, continue to add 3.5.0kg SiO into reaction kettle2With
2.5kg Al2O3；
S6, wait for that being evacuated to 1KPa after reaction keeps 45min vacuum dealcoholysis；
2.5m is added after S7, dealcoholysis3The Na of 1.0% concentration2CO3；
S8, divide water after standing 30min, be warming up to 115 DEG C and be evacuated to 1KPa dehydrations；
S9, addition 50kg activated carbons are heated to 110 DEG C of stirring 30min, and press filtration obtains product；
Raw alcohol in the step S1 is one or more of octanol, amylalcohol or nonyl alcohol.
In the step S1-S5, blender quickly stirs in reaction kettle, mixing speed 450r/min.Pressure exists in kettle
105KPa。
By pre-processing, specific method is the raw alcohol：Raw material raw alcohol is taken to be warming up to 75 DEG C for use by heat exchanger.
Stirring should have frequency converter to carry out reversion 15min when kettle temperature rises to 190 DEG C.
The above description is merely a specific embodiment, but scope of protection of the present invention is not limited thereto, any
Those familiar with the art in the technical scope disclosed by the present invention, can easily think of the change or the replacement, and should all contain
Lid is within protection scope of the present invention.Therefore, protection scope of the present invention should be based on the protection scope of the described claims.
Claims (5)
1. a kind of preparation method of dioctyl sebacate, which is characterized in that include the following steps：
S1, the raw material raw alcohol that 5000kg decanedioic acid and 8000-12000kg are put into reaction kettle；
S2, when temperature in reaction kettle rises to 100~115 DEG C, continue four fourth of metatitanic acid that 5.0-12.0kg is added into reaction kettle
Ester and 12.0~21.0kg raw alcohols；
S3, when temperature in reaction kettle rises to 125~135 DEG C, continue to add 10.0~20.0kg metatitanic acids, four fourth into reaction kettle
Ester, 3.5~10.0kg, tri- isooctyl acid tin and 20.0~35.0kg raw alcohols；
S4, when temperature in reaction kettle rises to 160~170 DEG C, continue to add 10.0~25.0kg metatitanic acids, four fourth into reaction kettle
Ester and 15.0~20.0kg raw alcohols；
S5, when temperature in reaction kettle rises to and is warming up to 185~190 DEG C, continue to add 2.5~8.0kg SiO into reaction kettle2
With 1.8~3.5kg Al2O3；
S6, wait for that being evacuated to 1~10KPa after reaction keeps 30~60min vacuum dealcoholysis；
2~3m is added after S7, dealcoholysis3The Na of 1.0~1.5% concentration2CO3；
S8, divide water after standing 15~30min, be warming up to 110~120 DEG C and be evacuated to 1~10KPa dehydrations；
S9, addition 30~50kg activated carbons are heated to 100~115 DEG C of 20~40min of stirring, and press filtration obtains product；
Raw alcohol in the step S1 is one or more of octanol, amylalcohol or nonyl alcohol.
2. the preparation method of dioctyl sebacate according to claim 1, which is characterized in that also wrapped after the step S4
Include step S4a, when temperature in reaction kettle rises to 170~177 DEG C, start by fractionating column distributor add raw alcohol 1.5~
2.5m3/ h preserves 1.3~1.5h.
3. the preparation method of dioctyl sebacate according to claim 1 or 2, which is characterized in that the step S1-S5
In, blender quickly stirs in reaction kettle, mixing speed 300-600r/min, and pressure is in 101~115KPa in kettle.
4. the preparation method of dioctyl sebacate according to claim 1, which is characterized in that the raw alcohol is by pre- place
Reason, specific method are：Raw alcohol is taken to be warming up to 60~75 DEG C for use by heat exchanger.
5. the preparation method of dioctyl sebacate according to claim 1 or 2, which is characterized in that stirring should have frequency converter
Reversion 15min is carried out when kettle temperature rises to 190 DEG C.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101139293A (en) * | 2007-08-17 | 2008-03-12 | 郭立耀 | Method for producing dioctyl terephthalate |
| CN102701984A (en) * | 2012-05-25 | 2012-10-03 | 安徽香枫新材料有限公司 | Production method of dioctyl terephthalate |
| CN102924279A (en) * | 2012-10-16 | 2013-02-13 | 江苏正丹化学工业股份有限公司 | Catalytic synthesis method of tri-octyl tri-meta-benzoate |
| CN104610063A (en) * | 2015-01-08 | 2015-05-13 | 宜兴市阳洋塑料助剂有限公司 | Novel preparation method of dioctyl terephthalate |
-
2017
- 2017-12-29 CN CN201711480125.9A patent/CN108558658A/en not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101139293A (en) * | 2007-08-17 | 2008-03-12 | 郭立耀 | Method for producing dioctyl terephthalate |
| CN102701984A (en) * | 2012-05-25 | 2012-10-03 | 安徽香枫新材料有限公司 | Production method of dioctyl terephthalate |
| CN102924279A (en) * | 2012-10-16 | 2013-02-13 | 江苏正丹化学工业股份有限公司 | Catalytic synthesis method of tri-octyl tri-meta-benzoate |
| CN104610063A (en) * | 2015-01-08 | 2015-05-13 | 宜兴市阳洋塑料助剂有限公司 | Novel preparation method of dioctyl terephthalate |
Non-Patent Citations (2)
| Title |
|---|
| 傅梅绮: "对苯二甲酸二辛酯生产技术及工艺改进", 《天津化工》 * |
| 薛维文，等: "对苯二甲酸二辛醋生产工艺述评", 《福建化工》 * |
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