CN106699556A - Preparation method of coalescing agent alcohol ester-12 - Google Patents
Preparation method of coalescing agent alcohol ester-12 Download PDFInfo
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- CN106699556A CN106699556A CN201611258078.9A CN201611258078A CN106699556A CN 106699556 A CN106699556 A CN 106699556A CN 201611258078 A CN201611258078 A CN 201611258078A CN 106699556 A CN106699556 A CN 106699556A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/23—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups
- C07C51/235—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of oxygen-containing groups to carboxyl groups of —CHO groups or primary alcohol groups
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Abstract
The invention relates to a preparation method of a coalescing agent alcohol ester-12. The preparation method of the coalescing agent alcohol ester-12 solves the technical problems that an existing method is complex in process, uses a toxic substance and is lower in productivity, and is characterized in that with a method of alternately adding isobutyraldehyde and a catalyst, aldol condensation reaction, cannizzaro reaction and esterification reaction are carried out in a sectional way, and 2,2,4-trimethyl-1,3-pentanediolmono(2-methylpropanoate) is generated. The preparation method provided by the invention can be widely applied in the preparation field of the coalescing agent alcohol ester-12.
Description
Technical field
The present invention relates to auxiliary chemicals field, specifically a kind of preparation method of coalescents Lauryl Alcohol ester.
Background technology
Lauryl Alcohol ester, also known as alcohol ester 12, chemical name is 2,2,4-trimethyl-1,3-pentanediol list isobutyric acid
Ester, is a kind of water-insoluble higher boiling binary alcohol esters, is mainly used as emulsion paint coalescents.Lauryl Alcohol ester have toxicity it is low,
The features such as consumption is few, hydrolytic stability is good, can be obviously improved filming performance, improve glossiness, intensity and the anti-powder of paint film
Change performance, promote levelability, assign paint film with good pliability and elasticity, and the freeze-thaw stability of emulsion paint can be improved, be
A kind of environmentally friendly, safe efficient green coalescents suitable for all kinds of synthetic resin emulsion coating.In the last few years with each row
Especially real estate is developed rapidly and continuous improvement that green coating industry is required product standard industry, makes people to height
The demand of the environment-friendly water-based latex paint of shelves increases substantially, and wherein the quality of coating film forming and environmental-protecting performance can directly influence water
Property coating using effect and workability, and Lauryl Alcohol ester in terms of environmental protection and aspect of performance protrude advantage, make it
Become a kind of highly important green coalescents.
The synthesis of Lauryl Alcohol ester, is with isobutylaldehyde as raw material, under base catalyst effect, through aldol condensation, Tuscany
Luo Fanying and esterification are pricked, finished product is isolated to.The crucial selection in preparation method of Lauryl Alcohol ester is prepared, it is general at present
Mainly there are two kinds all over the preparation method for using：One kind is to be intermittently added isobutylaldehyde in base catalyst system；One kind is to water
Isobutylaldehyde is added in the catalyst system and catalyzing constituted with liquid caustic soda, the liquid caustic soda and the aqueous solution of different proportion is then persistently added.The former technique
Process is complicated, and high to equipment requirement, cost of investment is higher；Though latter process's process is fairly simple, product yield is relatively low.This
Two kinds of synthesis techniques are difficult to reach control and requirement of the enterprise to production cost and product yield.
Chinese invention patent CN01140554.6 discloses a kind of synthetic method of Lauryl Alcohol ester, and it uses Ba (OH)2
As catalyst, and one-part form synthesis technique is used, i.e., carry out aldol condensation, Cannizaro reaction simultaneously in same reactor
And esterification, but Ba (OH)2Belong to highly toxic material, do not meet the requirement of environmental protection, and the technique to reaction
The purity requirement of raw material is higher, if during the impurity such as aqueous in isobutylaldehyde, isobutyric acid, feed stock conversion and product purity all can be inclined
It is low, thus do not possess industrial prospect.
In addition, the reaction process introduced in German patent DE 3403696 is present, feed stock conversion is low, by-products content compared with
It is high, the problems such as technical process is more complicated, including high pressure and two distinct types of catalyst system, product yield is most
Only 40%.
The content of the invention
The present invention be exactly in order to solve existing method complex process, using noxious material and the relatively low technical problem of yield,
The preparation method of a kind of process is simple, asepsis environment-protecting and yield coalescents Lauryl Alcohol ester higher is provided.
Therefore, the present invention provides a kind of preparation method of coalescents Lauryl Alcohol ester, it exists isobutylaldehyde and catalyst
Under the method for alternative expression addition, segmented carries out aldol reaction, Cannizaro reaction and esterification, and generation 2,2,4-
Trimethyl-1,3-pentanediol mono isobutyrate comprises the following steps：A：Under normal pressure, room temperature condition, accounted for addition in flask
The isobutylaldehyde of the 10%-50% of isobutylaldehyde addition gross mass, is then slowly added and accounts for the 0.1%- that isobutylaldehyde adds gross mass
0.7% NaOH solid particles, solution temperature gradually rises；B：When solution temperature normal temperature, in addition and step A in solution
The isobutylaldehyde of same quality, and the NaOH solid particles with same quality in step A are lentamente progressively added, solution temperature is gradually
Raise；C：Repeat the above steps B, until raw material isobutylaldehyde is all added finishing；Solution temperature is risen to 30 DEG C -60 DEG C, slowly
Progressively to continuing to add remaining NaOH solid particles in solution, solution temperature gradually rises on ground, stirring reaction for a period of time after
Treat temperature stabilization to 30 DEG C -60 DEG C, continue to react 2-7h, obtain Lauryl Alcohol ester crude product, it is processed after, finished product.
Preferably, total addition of NaOH accounts for the 1%-3% of isobutylaldehyde gross mass.
Preferably, total addition of NaOH accounts for the 2.5% of isobutylaldehyde gross mass.
The beneficial effects of the invention are as follows：The method that the present invention adds raw material and catalyst using alternative expression, both ensure that anti-
Should gently carry out, conversion rate of products and product yield are greatly improved again.Reaction condition of the present invention is relatively mild, course of reaction
Easy to control, product conversion per pass is high, and up to 90%, product selectivity is higher, and the purity of Lauryl Alcohol ester crude product is up to 90%
More than, after rectification process, purity is up to more than 99.0%.
Specific embodiment
According to following embodiments, the present invention may be better understood.However, as it will be easily appreciated by one skilled in the art that real
Apply the content described by example and be merely to illustrate the present invention, without should also without limitation on this hair described in claims
It is bright.
Embodiment 1
Under normal pressure, room temperature condition (25 DEG C ± 2 DEG C), in the tri- mouthfuls of burnings of 500ml equipped with reflux condensing tube and agitating device
In bottle, (1) adds 100.00g isobutylaldehydes and is continuously agitated, and is then lentamente total to toward addition NaOH solid particles in flask
0.72g, now, reaction solution starts backflow, up to 69 DEG C of temperature occur.(2) question response system backflow significantly reduce and
When temperature is down to 25 DEG C, continue to add 100.00g isobutylaldehydes toward flask, and lentamente gradually add the common 0.72g of NaOH particles,
Up to 61 DEG C of the temperature of reaction solution.(3) solution temperature is risen to 50 DEG C when reaction solution backflow is significantly reduced, slowly
Gradually to the remaining common 3.56g of NaOH particles, up to 76 DEG C of solution temperature is added in solution, (4) treat that solution temperature drops on ground
During to 50 DEG C ± 2 DEG C, continue stirring reaction 4h；Reaction terminates rear vacuum distillation and removes unreacted isobutylaldehyde, through water washed reservoir,
Dry, analyze crude product, the crude product of alcohol ester 12 is selectively 89.89%, and conversion per pass is 90.02%.Crude product is passed through again
Rectification under vacuum is separated, and collection obtains the Lauryl Alcohol ester finished product that purity is up to 99.10%.
Embodiment 2
Under normal pressure, room temperature condition (25 DEG C ± 2 DEG C), in the tri- mouthfuls of burnings of 2000ml equipped with reflux condensing tube and agitating device
In bottle, (1) adds 200.00g isobutylaldehydes and is continuously agitated, then lentamente toward the addition common 1.50g of NaOH particles in flask,
Now, reaction solution starts backflow, up to 73 DEG C of temperature occur；(2) backflow of question response system is significantly reduced and temperature drops
During to 25 DEG C, continue to add 200.00g isobutylaldehydes toward flask, and lentamente gradually add the common 1.50g of NaOH particles, react molten
Up to 69 DEG C of the temperature of liquid；(3) repeat step (2) is operated three times, is completed isobutylaldehyde and is added common 1000.00g, NaOH particles
Common 7.50g；(4) temperature is risen to 50 DEG C when reaction solution backflow is significantly reduced, it is lentamente gradually remaining to being added in solution
The common 17.50g of NaOH particles, up to 79 DEG C of solution temperature.(5) when solution temperature is down to 50 DEG C ± 2 DEG C, continue to stir
Reaction 4h；Reaction is removed under reduced pressure unreacted isobutylaldehyde after terminating, and through water washed reservoir, dries, and analyzes crude product, and alcohol ester 12 is thick
Selectivity of product is 90.03%, and conversion per pass is 89.90%.Crude product is separated through rectification under vacuum again, and collection obtains purity and reaches
99.20% finished product of alcohol ester 12.
Embodiment 3
Under normal pressure, room temperature condition (25 DEG C ± 2 DEG C), catalyst adding proportion is that 2.5% (total addition of NaOH accounts for different
Butyraldehyde gross mass), in the 2000ml there-necked flasks equipped with reflux condensing tube and agitating device, (1) adds 500.00g isobutylaldehydes
And be continuously agitated, then lentamente toward the addition common 2.41g of NaOH particles in flask, now, reaction solution starts backflow occur,
Up to 76 DEG C of temperature.(2) question response system backflow is significantly reduced and when temperature is down to 25 DEG C, continues the addition toward flask
500.00g isobutylaldehydes, and the common 2.41g of NaOH particles is lentamente gradually added, up to 71 DEG C of the temperature of reaction solution.(3)
Temperature is risen to 50 DEG C when reaction solution backflow is significantly reduced, it is lentamente gradually common to remaining NaOH particles are added in solution
20.18g, up to 78 DEG C of solution temperature；(4) when solution temperature is down to 50 DEG C or so, stirring reaction 4h is continued；Reaction knot
Unreacted isobutylaldehyde is removed under reduced pressure after beam, through water washed reservoir, dries, analyze crude product, the crude product of alcohol ester 12 is selectively
90.06%, conversion per pass is 89.98%.Crude product is separated through rectification under vacuum again, and collection obtains the alcohol that purity is up to 99.20%
The finished product of ester 12.
The different influences to conversion rate of products and purity of catalyst adding proportion see attached list, wherein " catalyst adding proportion "
Refer to the mass ratio of catalyst and raw material isobutylaldehyde；" conversion ratio " refers to the conversion ratio of raw material isobutylaldehyde；" selectivity " refers to 2,2,4-three
The selectivity of methyl-1,3-pentanediol mono isobutyrate.
Embodiment 4
Under normal pressure, room temperature condition (25 DEG C ± 2 DEG C), catalyst adding proportion is that 2% (total addition of NaOH accounts for isobutyl
Aldehyde gross mass), in the 2000ml there-necked flasks equipped with reflux condensing tube and agitating device, (1) adds 500.00g isobutylaldehydes simultaneously
It is continuously agitated, then lentamente toward the addition common 2.41g of NaOH particles in flask, now, reaction solution starts backflow occur, temperature
Up to 76 DEG C of degree.(2) question response system backflow is significantly reduced and when temperature is down to 25 DEG C, continues the addition toward flask
500.00g isobutylaldehydes, and the common 2.41g of NaOH particles is lentamente gradually added, up to 71 DEG C of the temperature of reaction solution.(3)
Temperature is risen to 50 DEG C when reaction solution backflow is significantly reduced, it is lentamente gradually common to remaining NaOH particles are added in solution
15.18g, up to 74 DEG C of solution temperature；(4) when solution temperature is down to 50 DEG C or so, stirring reaction 4h is continued；Reaction knot
Unreacted isobutylaldehyde is removed under reduced pressure after beam, through water washed reservoir, dries, analyze crude product, the crude product of alcohol ester 12 is selectively
85.31%, conversion per pass is 82.13%.Crude product is separated through rectification under vacuum again, and collection obtains the alcohol that purity is up to 99.21%
The finished product of ester 12.
Embodiment 5
Under normal pressure, room temperature condition (25 DEG C ± 2 DEG C), catalyst adding proportion is that 1.5% (total addition of NaOH accounts for different
Butyraldehyde gross mass), in the 2000ml there-necked flasks equipped with reflux condensing tube and agitating device, (1) adds 500.00g isobutylaldehydes
And be continuously agitated, then lentamente toward the addition common 2.41g of NaOH particles in flask, now, reaction solution starts backflow occur,
Up to 76 DEG C of temperature.(2) question response system backflow is significantly reduced and when temperature is down to 25 DEG C, continues the addition toward flask
500.00g isobutylaldehydes, and the common 2.41g of NaOH particles is lentamente gradually added, up to 71 DEG C of the temperature of reaction solution.(3)
Temperature is risen to 50 DEG C when reaction solution backflow is significantly reduced, it is lentamente gradually common to remaining NaOH particles are added in solution
10.18g, up to 70 DEG C of solution temperature；(4) when solution temperature is down to 50 DEG C or so, stirring reaction 4h is continued；Reaction knot
Unreacted isobutylaldehyde is removed under reduced pressure after beam, through water washed reservoir, dries, analyze crude product, the crude product of alcohol ester 12 is selectively
75.64%, conversion per pass is 73.72%, and crude product is separated through rectification under vacuum again, and collection obtains the alcohol that purity is up to 99.20%
The finished product of ester 12.
Embodiment 6
Under normal pressure, room temperature condition (25 DEG C ± 2 DEG C), catalyst adding proportion is that 1% (total addition of NaOH accounts for isobutyl
Aldehyde gross mass), in the 2000ml there-necked flasks equipped with reflux condensing tube and agitating device, (1) adds 500.00g isobutylaldehydes simultaneously
It is continuously agitated, then lentamente toward the addition common 2.41g of NaOH particles in flask, now, reaction solution starts backflow occur, temperature
Up to 76 DEG C of degree.(2) question response system backflow is significantly reduced and when temperature is down to 25 DEG C, continues the addition toward flask
500.00g isobutylaldehydes, and the common 2.41g of NaOH particles is lentamente gradually added, up to 71 DEG C of the temperature of reaction solution.(3)
Temperature is risen to 50 DEG C when reaction solution backflow is significantly reduced, it is lentamente gradually common to remaining NaOH particles are added in solution
5.18g, up to 67 DEG C of solution temperature；(4) when solution temperature is down to 50 DEG C or so, stirring reaction 4h is continued；Reaction knot
Unreacted isobutylaldehyde is removed under reduced pressure after beam, through water washed reservoir, dries, analyze crude product, the crude product of alcohol ester 12 is selectively
60.43%, conversion per pass is 57.24%, and crude product is separated through rectification under vacuum again, and collection obtains the alcohol that purity is up to 99.13%
The finished product of ester 12.
| Embodiment | Catalyst adding proportion | Conversion ratio | Selectivity |
| Embodiment 1 | 2.5% | 90.02% | 89.89% |
| Embodiment 2 | 2.5% | 89.90% | 90.03% |
| Embodiment 3 | 2.5% | 89.98% | 90.06% |
| Embodiment 4 | 2% | 82.13% | 85.31% |
| Embodiment 5 | 1.5% | 73.72% | 75.64% |
| Embodiment 6 | 1% | 57.24% | 60.43% |
Claims (3)
1. a kind of preparation method of coalescents Lauryl Alcohol ester, it is characterized in that isobutylaldehyde and catalyst are added in alternative expression
Under method, segmented carries out aldol reaction, Cannizaro reaction and esterification, generation 2,2,4-trimethyl-1,3-
Pentanediol mono isobutyrate, comprises the following steps：
A：Under normal pressure, room temperature condition, the isobutylaldehyde of the 10%-50% of isobutylaldehyde addition gross mass is accounted for addition in flask, so
The NaOH solid particles of the 0.1%-0.7% for accounting for isobutylaldehyde addition gross mass are slowly added afterwards, and solution temperature gradually rises；
B：When solution temperature normal temperature, to the isobutylaldehyde added in solution with same quality in step A, and lentamente progressively add
The NaOH solid particles of quality same with step A, solution temperature gradually rises；
C：Repeat the above steps B, until raw material isobutylaldehyde is all added finishing；Solution temperature is risen to 30 DEG C -60 DEG C, lentamente
Progressively to continuing to add remaining NaOH solid particles in solution, solution temperature is gradually risen, and stirring reaction is treated afterwards for a period of time
Temperature stabilization continues to react 2-7h to 30 DEG C -60 DEG C, obtains Lauryl Alcohol ester crude product, it is processed after, finished product.
2. the preparation method of coalescents Lauryl Alcohol ester according to claim 1, it is characterised in that total addition of NaOH
Amount accounts for the 1%-3% of isobutylaldehyde gross mass.
3. the preparation method of coalescents Lauryl Alcohol ester according to claim 2, it is characterised in that total addition of NaOH
Amount accounts for the 2.5% of isobutylaldehyde gross mass.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107400054A (en) * | 2017-08-09 | 2017-11-28 | 山东万图高分子材料股份有限公司 | A kind of preparation method of Lauryl Alcohol ester |
| CN107814718A (en) * | 2017-11-14 | 2018-03-20 | 润泰化学（泰兴）有限公司 | A kind of synthetic method of 2,2,4 TMPD monoesters |
| CN110451684A (en) * | 2019-08-02 | 2019-11-15 | 润泰化学（泰兴）有限公司 | The processing method of Lauryl Alcohol ester production technology waste water |
| CN111943842A (en) * | 2020-06-05 | 2020-11-17 | 姜鹏 | Method for preparing dodecyl alcohol ester |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2008097A (en) * | 1977-10-13 | 1979-05-31 | Chisso Corp | Method for producing 2,2,4- trimethyl-3- hydroxypentyl isobutyrate |
| DE3403696A1 (en) * | 1984-02-03 | 1985-08-08 | Ruhrchemie Ag, 4200 Oberhausen | Process for the simultaneous preparation of 2,2,4-trimethyl-1,3-pentanediol and the monoisobutyrate thereof |
| US5180847A (en) * | 1991-02-15 | 1993-01-19 | Basf Corporation | Processes for preparing 2,2,4-trimethyl-1,3-pentanediol derivatives |
| CN1098712A (en) * | 1994-05-27 | 1995-02-15 | 吉林化学工业公司江南设计研究院 | 2,2,4-trimethylammonium-1, the preparation method of 3-pentanediol mono isobutyrate |
| DE10207745A1 (en) * | 2001-02-22 | 2002-09-05 | Basf Ag | Production of 2,2,4-trimethyl-1,3-pentanediol mono- and diisobutyrate, useful as additives in manufacture of e.g. adhesives and coloring agents, comprises e.g. treating isobutyraldehyde with aqueous alkalimetalhydroxide as basic catalyst |
| CN1429809A (en) * | 2001-12-30 | 2003-07-16 | 中国石化集团齐鲁石油化工公司 | Preparation process of 2,2,4-trimethyl-1,3-pentanediol mono-sio butyrate |
| CN101838197A (en) * | 2010-04-20 | 2010-09-22 | 华东师范大学 | Method for preparing 2,2,4-trimethyl-1,3-pentanediol single-isobutyrate |
| CN101948386A (en) * | 2010-09-15 | 2011-01-19 | 宜兴市恒兴精细化工有限公司 | Method for preparing 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate |
| CN106008157A (en) * | 2016-06-12 | 2016-10-12 | 江门谦信化工发展有限公司 | Preparation method of 2,2,4-trimethyl-1,3-pentanediol diisobutyrate |
-
2016
- 2016-12-30 CN CN201611258078.9A patent/CN106699556A/en active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2008097A (en) * | 1977-10-13 | 1979-05-31 | Chisso Corp | Method for producing 2,2,4- trimethyl-3- hydroxypentyl isobutyrate |
| DE3403696A1 (en) * | 1984-02-03 | 1985-08-08 | Ruhrchemie Ag, 4200 Oberhausen | Process for the simultaneous preparation of 2,2,4-trimethyl-1,3-pentanediol and the monoisobutyrate thereof |
| US5180847A (en) * | 1991-02-15 | 1993-01-19 | Basf Corporation | Processes for preparing 2,2,4-trimethyl-1,3-pentanediol derivatives |
| CN1098712A (en) * | 1994-05-27 | 1995-02-15 | 吉林化学工业公司江南设计研究院 | 2,2,4-trimethylammonium-1, the preparation method of 3-pentanediol mono isobutyrate |
| DE10207745A1 (en) * | 2001-02-22 | 2002-09-05 | Basf Ag | Production of 2,2,4-trimethyl-1,3-pentanediol mono- and diisobutyrate, useful as additives in manufacture of e.g. adhesives and coloring agents, comprises e.g. treating isobutyraldehyde with aqueous alkalimetalhydroxide as basic catalyst |
| CN1429809A (en) * | 2001-12-30 | 2003-07-16 | 中国石化集团齐鲁石油化工公司 | Preparation process of 2,2,4-trimethyl-1,3-pentanediol mono-sio butyrate |
| CN101838197A (en) * | 2010-04-20 | 2010-09-22 | 华东师范大学 | Method for preparing 2,2,4-trimethyl-1,3-pentanediol single-isobutyrate |
| CN101948386A (en) * | 2010-09-15 | 2011-01-19 | 宜兴市恒兴精细化工有限公司 | Method for preparing 2,2,4-trimethyl-1,3-pentanediol monoisobutyrate |
| CN106008157A (en) * | 2016-06-12 | 2016-10-12 | 江门谦信化工发展有限公司 | Preparation method of 2,2,4-trimethyl-1,3-pentanediol diisobutyrate |
Non-Patent Citations (1)
| Title |
|---|
| 武朋涛: "十二碳醇酯的合成过程研究", 《中国优秀硕士学位论文》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107400054A (en) * | 2017-08-09 | 2017-11-28 | 山东万图高分子材料股份有限公司 | A kind of preparation method of Lauryl Alcohol ester |
| CN107400054B (en) * | 2017-08-09 | 2020-04-07 | 山东万图高分子材料股份有限公司 | Preparation method of dodecyl alcohol ester |
| CN107814718A (en) * | 2017-11-14 | 2018-03-20 | 润泰化学（泰兴）有限公司 | A kind of synthetic method of 2,2,4 TMPD monoesters |
| CN110451684A (en) * | 2019-08-02 | 2019-11-15 | 润泰化学（泰兴）有限公司 | The processing method of Lauryl Alcohol ester production technology waste water |
| CN110451684B (en) * | 2019-08-02 | 2022-05-03 | 润泰化学（泰兴）有限公司 | Treatment method of wastewater of dodecanol ester production process |
| CN111943842A (en) * | 2020-06-05 | 2020-11-17 | 姜鹏 | Method for preparing dodecyl alcohol ester |
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