CN102911042A - Preparation method of oxalic acid diisoamyl ester - Google Patents
Preparation method of oxalic acid diisoamyl ester Download PDFInfo
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- CN102911042A CN102911042A CN 201210420283 CN201210420283A CN102911042A CN 102911042 A CN102911042 A CN 102911042A CN 201210420283 CN201210420283 CN 201210420283 CN 201210420283 A CN201210420283 A CN 201210420283A CN 102911042 A CN102911042 A CN 102911042A
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- oxalic acid
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- diisopentyl oxalate
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Abstract
The invention discloses a preparation method of oxalic acid diisoamyl ester and relates to a preparation method of ester. The preparation method of the oxalic acid diisoamyl ester comprises the steps of mixing isoamyl alcohol and oxalic acid, stirring and heating simultaneously, adding NKC-9 catalyst, continuing to heat till boiling, controlling the temperature of reaction liquid to be 110-130 DEG C for 3.0-3.5h, finally cooling, filtering and distilling, and collecting the fraction at 184-190 DEG C. The preparation method allows the conversion rate of the oxalic acid to be increased, and the conversion rate of the oxalic acid is not less than 93% and can still reach 90% after the catalyst is reused for 3 times.
Description
Technical field
The present invention relates to a kind of preparation method of ester.
Background technology
Diisopentyl oxalate is a kind of ester class diesel cetane-number improver, because it is nonnitrogenous, does not discharge NO., combustion cleaning is conducive to environmental protection, and therefore certain development space is arranged.In recent years, the research of solid acid catalyst synthesis of oxalic acid diisoamyl ester report was more, such as 732 type Zeo-karbs, HF-101 type ion-exchange membrane, solid super-strong acid Fe
2O
3/ SO
4 2-, zinc sulfate etc.Macropore styrene type cation exchange resin (NKC-9) has volume to be subjected to the impact of solvent action little, to be suitable for packed column operation, to be easy to realize the advantage such as serialization production, but also is easy to storage and transport.But because thermostability is relatively poor, be subject to certain restrictions in the use, be not suitable for the higher esterification system of temperature.
Summary of the invention
The present invention aims to provide the preparation method of the quite high diisopentyl oxalate of a kind of oxalic acid transformation efficiency.
The preparation method of a kind of diisopentyl oxalate of the present invention, comprise: mix primary isoamyl alcohol and oxalic acid, while stirring heating, then add the NKC-9 catalyzer, continue to be heated to boiling, and 110-130 ℃ of reacting liquid temperature of control 3.0-3.5 hour, cool off at last, filter, and distillation, collect 184-190 ℃ cut.
Preferably, the consumption of NKC-9 catalyzer is 1.5-2.0%.
More preferably, the mol ratio of primary isoamyl alcohol and oxalic acid is 2.5-4.5:1.
Perhaps more preferably, distillation is carried out under vacuum tightness 0.084MPa.
Perhaps more preferably, filtering the rear catalyzer that obtains reuses 3 times.
The invention enables the transformation efficiency of oxalic acid to improve, its transformation efficiency all is not less than 93%, and after catalyzer was reused 3 times, the transformation efficiency of oxalic acid still can reach 90%.
Embodiment
Embodiment one.
Add 2.5 moles of primary isoamyl alcohol and 1 mole of oxalic acid in the four-hole boiling flask, mix after while stirring slowly heating, then question response liquid add 2% NKC-9 catalyzer after reaching the temperature of appointment, continue to be heated to boiling, and 110 ℃ of reacting liquid temperatures of control 3.0 hours, cool off at last, filter out catalyzer, and under vacuum tightness 0.084MPa, distill, collect 184-190 ℃ cut, prove diisopentyl oxalate through infrared spectra, gas chromatography-mass spectrometry analysis, its transformation efficiency is 93.1%.
Embodiment two.
Add 4.5 moles of primary isoamyl alcohol and 1 mole of oxalic acid in the four-hole boiling flask, mix after while stirring slowly heating, then question response liquid add the 1.5%NKC-9 catalyzer after reaching the temperature of appointment, continue to be heated to boiling, and 130 ℃ of reacting liquid temperatures of control 3.5 hours, cool off at last, filter out catalyzer, and under vacuum tightness 0.084MPa, distill, collect 184-190 ℃ cut, prove diisopentyl oxalate through infrared spectra, gas chromatography-mass spectrometry analysis, its transformation efficiency is 94.5%.
Embodiment three.
Add 4 moles of primary isoamyl alcohol and 1 mole of oxalic acid in the four-hole boiling flask, mix after while stirring slowly heating, then question response liquid add the NKC-9 catalyzer after reaching the temperature of appointment, continue to be heated to boiling, and 120 ℃ of reacting liquid temperatures of control 3.1 hours, cool off at last, filter out catalyzer, and under vacuum tightness 0.084MPa, distill, collect 184-190 ℃ cut, prove diisopentyl oxalate through infrared spectra, gas chromatography-mass spectrometry analysis, its transformation efficiency is 94.7%.
Embodiment four.
The catalyzer that embodiment three is filtered out is reused by the method for embodiment three without any manipulation of regeneration again.It the results are shown in following table.
As seen from the above table, after catalyzer was reused 4 times, the transformation efficiency of oxalic acid dropped to 85.0%.Showing that catalyzer is reused can keep preferably stability for three times.
Claims (5)
1. the preparation method of a diisopentyl oxalate, it is characterized in that comprising: mix primary isoamyl alcohol and oxalic acid, while stirring heating, then add the NKC-9 catalyzer, continue to be heated to boiling, and 110-130 ℃ of reacting liquid temperature of control 3.0-3.5 hour, cool off at last, filter, and distillation, collect 184-190 ℃ cut.
2. the preparation method of diisopentyl oxalate as claimed in claim 1, the consumption that it is characterized in that the NKC-9 catalyzer is 1.5-2.0%.
3. the preparation method of diisopentyl oxalate as claimed in claim 1 or 2, the mol ratio that it is characterized in that primary isoamyl alcohol and oxalic acid is 2.5-4.5:1.
4. the preparation method of diisopentyl oxalate as claimed in claim 1 or 2 is characterized in that distilling under vacuum tightness 0.084MPa and carries out.
5. the preparation method of diisopentyl oxalate as claimed in claim 1 or 2 is characterized in that the catalyzer that filters rear acquisition reuses 3 times.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201210420283 CN102911042A (en) | 2012-10-29 | 2012-10-29 | Preparation method of oxalic acid diisoamyl ester |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 201210420283 CN102911042A (en) | 2012-10-29 | 2012-10-29 | Preparation method of oxalic acid diisoamyl ester |
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| CN102911042A true CN102911042A (en) | 2013-02-06 |
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| CN 201210420283 Pending CN102911042A (en) | 2012-10-29 | 2012-10-29 | Preparation method of oxalic acid diisoamyl ester |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105669447A (en) * | 2016-03-11 | 2016-06-15 | 常州大学 | Environment-friendly production method of diisopentyl oxalate without adding water-carrying agent |
| CN105753699A (en) * | 2016-03-11 | 2016-07-13 | 常州大学 | Method for synthesizing diisoamyl oxalate by using particle immobilized catalyst |
| CN106542997A (en) * | 2016-11-14 | 2017-03-29 | 山东汇海医药化工有限公司 | A kind of method that modified graphene catalyzes and synthesizes ethyl oxalate |
| CN108947818A (en) * | 2018-06-21 | 2018-12-07 | 徐守忠 | A kind of diisopentyl oxalate synthesis technology |
-
2012
- 2012-10-29 CN CN 201210420283 patent/CN102911042A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105669447A (en) * | 2016-03-11 | 2016-06-15 | 常州大学 | Environment-friendly production method of diisopentyl oxalate without adding water-carrying agent |
| CN105753699A (en) * | 2016-03-11 | 2016-07-13 | 常州大学 | Method for synthesizing diisoamyl oxalate by using particle immobilized catalyst |
| CN105669447B (en) * | 2016-03-11 | 2018-10-16 | 常州大学 | A kind of ethanedioic acid diisoamyl fat Green production method not being especially added with water entrainer |
| CN106542997A (en) * | 2016-11-14 | 2017-03-29 | 山东汇海医药化工有限公司 | A kind of method that modified graphene catalyzes and synthesizes ethyl oxalate |
| CN106542997B (en) * | 2016-11-14 | 2019-04-16 | 山东汇海医药化工有限公司 | A kind of method that modified graphene catalyzes and synthesizes diethy-aceto oxalate |
| CN108947818A (en) * | 2018-06-21 | 2018-12-07 | 徐守忠 | A kind of diisopentyl oxalate synthesis technology |
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Application publication date: 20130206 |