CN104529760A - Preparation method of triethylene glycol di-2-ethylhexoate - Google Patents
Preparation method of triethylene glycol di-2-ethylhexoate Download PDFInfo
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- CN104529760A CN104529760A CN201410773473.5A CN201410773473A CN104529760A CN 104529760 A CN104529760 A CN 104529760A CN 201410773473 A CN201410773473 A CN 201410773473A CN 104529760 A CN104529760 A CN 104529760A
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- Prior art keywords
- triethylene glycol
- ethylhexoate
- temperature
- preparation
- isocaprylic acid
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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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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of triethylene glycol di-2-ethylhexoate and relates to a method for preparing a plasticizer from triethylene glycol and isocaprylic acid serving as initial raw materials through processes such as Claisen condensation reaction, neutralization and distillation. The preparation method comprises the steps of adding isocaprylic acid and triethylene glycol serving as the raw materials into a reactor, stirring while heating to dissolve isocaprylic acid and triethylene glycol, keeping the temperature at 40-80 DEG C, and adding an adsorbent and a catalyst; reacting under the conditions that the temperature is 80-110 DEG C and the vacuum degree is 1-15mmHg, then, cooling, and dropwise adding a sodium hydroxide water solution with the concentration of 1-2.5%; and then, adding a decolorizing agent, distilling under the conditions that the temperature is 80-150 DEG C and the vacuum degree is 0.5-1mmHg, and filtering to obtain triethylene glycol di-2-ethylhexoate. The preparation method disclosed by the invention is simple and is easily implemented. The preparation method has the characteristics that raw materials are available, and negative pressure and low-temperature reaction is adopted, so that the production cost is greatly reduced. In addition, an adsorbent is added to inhibit side reaction and adsorb colored impurities, so that the quality of triethylene glycol di-2-ethylhexoate is improved, and the heat resistance of triethylene glycol di-2-ethylhexoate is greatly improved. The prepared triethylene glycol di-2-ethylhexoate has the chroma of less than 30 which is superior to the chroma of a domestic product (more than 50) if being detected after being heated at the temperature 180 DEG C for 2 hours. Problems existing in the existing production method are solved.
Description
Technical field
The present invention relates to a kind of with triglycol and isocaprylic acid for initial feed, the method for a kind of softening agent prepared by operations such as Claisen condensation reaction, neutralization, distillations.
Background technology
Triglycol two 2-ethylhexoate is the special special efficacy softening agent of a kind of manufacture vehicle glass film, has excellent lower temperature resistance, weather resistance, oil-proofness, UV resistant irradiation and static resistance, has the oilness that viscosity is low and certain.Domestic market major part is external imported product, and the production method that manufacturing enterprise adopts both at home and abroad is at present traditional esterification, and temperature of reaction is generally at about 200 DEG C, and energy consumption is comparatively large, and production cost is high.And technique is comparatively complicated, must obtain product through operations such as alkali cleaning, distillation, filtrations, it is poor that product major defect shows as product resistance toheat, and quality is also lower.
Summary of the invention
For above-mentioned situation, the object of this invention is to provide a kind of Claisen condensation reaction method of improvement, employing low temperature, negative reaction manufacture triglycol two 2-ethylhexoate, solve existing production method Problems existing.
Technical scheme of the present invention is as follows;
Technical formula
Manufacture method
1, by weight isocaprylic acid, triglycol are added in reactor the stirring and dissolving that heats up, temperature remains on 40 DEG C ~ 80 DEG C, adds sorbent material, catalyzer;
2, under temperature 80 DEG C ~ 110 DEG C, vacuum tightness 1mmHg ~ 15mmHg condition, react, the reaction times is 3 ~ 6 hours:
3, said mixture is cooled to room temperature, dripping concentration is 1% ~ 2.5% aqueous sodium hydroxide solution, and time for adding is 1 ~ 2 hour;
4, add discoloring agent, under temperature 80 DEG C ~ 150 DEG C, vacuum tightness 0.5mmHg ~ 1mmHg condition, distillation, filtration obtain triglycol two 2-ethylhexoate.
Its reaction structure formula is:
The inventive method is simple, easy to implement.Be characterized in that raw material is easy to get, because be adopt negative pressure, low-temp reaction, significantly reduce production cost.Add sorbent material in addition, suppress side reaction to occur, and be adsorbed with colored foreign, thus improve product quality, product resistance toheat increases substantially.Obtained product heats detection after 2 hours under 180 DEG C of conditions, and colourity, below No. 30, is better than home products (more than No. 50).
The present invention is without accompanying drawing
Embodiment
Embodiment 1
Get 500ml four-hole boiling flask, be equipped with mechanical stirring, oil bath heating unit, prolong, still head, thermometer are installed, add 75g triglycol, 225g isocaprylic acid, 0.5g atlapulgite, heated and stirred, when temperature rises to 40 DEG C ~ 80 DEG C, add 1.5g catalyzer, stir 2 hours.
Continue to heat up, temperature controlled at 80 DEG C ~ 90 DEG C, negative pressure is dewatered, and vacuum degree control, at 10mmHg ~ 15mmHg, is reacted 6 hours, obtained esterification mixture;
Above-mentioned obtained esterification mixture is down to room temperature, in 1 hour, drip 100g concentration is 1.0% aqueous sodium hydroxide solution, add discoloring agent (gac) 5.0g, distill under temperature 80 DEG C ~ 100 DEG C, vacuum tightness 0.5mmHg ~ 1mmHg condition, remove unnecessary isocaprylic acid, then obtain triglycol two 2-ethylhexoate after filtration.
Embodiment 2
Get 1000ml four-hole boiling flask, be equipped with mechanical stirring, oil bath heating unit, prolong, still head, thermometer are installed, add 75g triglycol, 200g isocaprylic acid, 0.5g gac, heated and stirred, when temperature rises to 40 DEG C ~ 80 DEG C, add 1.5g catalyzer, stir 2 hours.
Continue to heat up, temperature controlled at 90 DEG C ~ 105 DEG C, negative pressure is dewatered, and vacuum degree control, at 10mmHg ~ 15mmHg, is reacted 4.5 hours, obtained esterification mixture;
Above-mentioned obtained esterification mixture is down to room temperature, in 1 hour, drip 100g concentration is 1.2% aqueous sodium hydroxide solution, add 4.5g discoloring agent (gac), distill under temperature 100 DEG C ~ 130 DEG C, vacuum tightness 0.5mmHg ~ 1mmHg condition, remove unnecessary isocaprylic acid, then obtain triglycol two 2-ethylhexoate after filtration.
Claims (1)
1. a preparation method for triglycol two 2-ethylhexoate, is characterized in that:
Technical formula
Manufacture method
1), by weight isocaprylic acid, triglycol are added in reactor, intensification stirring and dissolving, temperature remains on 40 DEG C ~ 80 DEG C, adds sorbent material, catalyzer;
2), under temperature 80 DEG C ~ 110 DEG C, vacuum tightness 1mmHg ~ 15mmHg condition, react, the reaction times is 3 ~ 6 hours, obtains esterification mixture;
3), by esterification mixture be cooled to room temperature, drip aqueous sodium hydroxide solution, aqueous sodium hydroxide solution concentration is 1% ~ 2.5%, and time for adding is 1 ~ 2 hour;
4), add discoloring agent, under temperature 80 DEG C ~ 150 DEG C, vacuum tightness 0.5mmHg ~ 1mmHg condition, distillation, filtration obtain triglycol two 2-ethylhexoate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410773473.5A CN104529760A (en) | 2014-12-03 | 2014-12-03 | Preparation method of triethylene glycol di-2-ethylhexoate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410773473.5A CN104529760A (en) | 2014-12-03 | 2014-12-03 | Preparation method of triethylene glycol di-2-ethylhexoate |
Publications (1)
| Publication Number | Publication Date |
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| CN104529760A true CN104529760A (en) | 2015-04-22 |
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| CN201410773473.5A Pending CN104529760A (en) | 2014-12-03 | 2014-12-03 | Preparation method of triethylene glycol di-2-ethylhexoate |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106674007A (en) * | 2016-12-26 | 2017-05-17 | 安徽皖维集团有限责任公司 | Production method of triethylene glycol di-2-ethylhexoate |
| CN107459460A (en) * | 2017-10-09 | 2017-12-12 | 佛山市顺德区孚延盛润滑油有限公司 | A kind of process for purification of the tricaprylate of triethylene glycol two |
| CN107778180A (en) * | 2016-08-30 | 2018-03-09 | 中国石油化工股份有限公司 | A kind of hydrogenation discoloration method of DEDB |
| CN110015957A (en) * | 2019-03-30 | 2019-07-16 | 镇江巨杰新材料技术研发中心(有限合伙) | A kind of synthetic method and application of polyethylene glycol 400 tricaprylate |
| CN114163327A (en) * | 2021-12-17 | 2022-03-11 | 天元航材(营口)科技股份有限公司 | Preparation method of triethylene glycol diisocaprylate |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6423856B1 (en) * | 1999-08-28 | 2002-07-23 | Celanese Chemicals Europe Gmbh | Process for preparing ester plasticizers |
| CN102030635A (en) * | 2009-10-08 | 2011-04-27 | 奥克塞有限公司 | Method for manufacturing polyol esters |
| CN102030633A (en) * | 2009-09-27 | 2011-04-27 | 长春人造树脂厂股份有限公司 | Manufacturing method of ester plasticizers |
-
2014
- 2014-12-03 CN CN201410773473.5A patent/CN104529760A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6423856B1 (en) * | 1999-08-28 | 2002-07-23 | Celanese Chemicals Europe Gmbh | Process for preparing ester plasticizers |
| CN102030633A (en) * | 2009-09-27 | 2011-04-27 | 长春人造树脂厂股份有限公司 | Manufacturing method of ester plasticizers |
| CN102030635A (en) * | 2009-10-08 | 2011-04-27 | 奥克塞有限公司 | Method for manufacturing polyol esters |
Non-Patent Citations (1)
| Title |
|---|
| 傅俊红、章金富、沈健: "固体酸催化合成增塑剂三甘醇二异辛酸酯", 《塑料工业》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107778180A (en) * | 2016-08-30 | 2018-03-09 | 中国石油化工股份有限公司 | A kind of hydrogenation discoloration method of DEDB |
| CN106674007A (en) * | 2016-12-26 | 2017-05-17 | 安徽皖维集团有限责任公司 | Production method of triethylene glycol di-2-ethylhexoate |
| CN107459460A (en) * | 2017-10-09 | 2017-12-12 | 佛山市顺德区孚延盛润滑油有限公司 | A kind of process for purification of the tricaprylate of triethylene glycol two |
| CN110015957A (en) * | 2019-03-30 | 2019-07-16 | 镇江巨杰新材料技术研发中心(有限合伙) | A kind of synthetic method and application of polyethylene glycol 400 tricaprylate |
| CN114163327A (en) * | 2021-12-17 | 2022-03-11 | 天元航材(营口)科技股份有限公司 | Preparation method of triethylene glycol diisocaprylate |
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Application publication date: 20150422 |