CN102557877A - Method for increasing yield of terpinol in near homogenous phase double-phase reaction system - Google Patents
Method for increasing yield of terpinol in near homogenous phase double-phase reaction system Download PDFInfo
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- CN102557877A CN102557877A CN2012100022497A CN201210002249A CN102557877A CN 102557877 A CN102557877 A CN 102557877A CN 2012100022497 A CN2012100022497 A CN 2012100022497A CN 201210002249 A CN201210002249 A CN 201210002249A CN 102557877 A CN102557877 A CN 102557877A
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Abstract
The invention relates to a method for increasing yield of terpinol in a near homogenous phase double-phase reaction system. The method comprises the following steps: mixing a reaction raw material turpentine, an organic solvent acetone and water to form the near homogenous phase double-phase reaction system; adding sulfuric acid as a catalyst; and synthesizing the terpinol in one step under the conditions of liquid phase and normal pressure, wherein the reaction occurs in the homogenous phase double-phase interface and the generated terpinol can be transferred into the organic phase to be protected on the bases of dissolves like principle and the like, so that the contact chance of the terpinol and the acid is reduced, the side reaction of alkene generation from dehydration is reduces, and the yield of the terpinol is increased. By the synthesis method, the production process is simple; the yield of the products is high; and no pollution can be caused during the process.
Description
Technical field
The present invention relates to improve in a kind of nearly homogeneous two-phase reaction system the method for Terpineol 350 productive rate, belong to the technical field that fine chemical product is produced.
Background technology
Terpineol 350 has Syringa oblata Lindl. fragrance, and is of many uses in perfume industry, is mainly used in soap usefulness and makeup spices and blending essence; The Terpineol 350 that contains alcohol 40%～85% is mainly made pore forming material in non-ferro metals floatation industry; In addition, Terpineol 350 also can be applicable to industry such as medicine, purificant, printing ink, instrument, telecommunication.Terpineol 350 is of many uses, is a kind of important chemical material.
Natural Terpineol 350 amount is few, can not satisfy industrial needs, therefore mainly through synthetic.Synthetic Terpineol 350 is to be raw material with turps, through what obtain after the acid catalysis hydration.At present, the manufacturing enterprise of Terpineol 350 wants to solve a problem urgently: improve terebinthine transformation efficiency, increase the Terpineol 350 productive rate, increase economic benefit.In addition, China is terebinthine big producing country, produces per year more than 60,000 tons; Also be the synthetic big country of Terpineol 350, year resultant quantity is nearly more than 10,000 tons.Therefore,, just can increase terebinthine added value widely, promote the economic benefit of China's forest chemical industry widely if can improve the transformation efficiency of several points.
By the production technique classification, single stage method and two-step approach are arranged with the synthetic Terpineol 350 of turps.Single stage method is synthesized Terpineol 350, i.e. turps directly synthetic Terpineol 350 under acid catalysis.Mainly be phosphoric acid catalyzed hydration method in the industrial production at present.Do not have terpinum in the thick product of this method and generate, the Terpineol 350 productive rate can reach about 42%, and by product is less.But productive rate is not high, and the reaction times is also long.Except that phosphoric acid catalyzed hydration method, also have catalyzing cation exchange resin hydration method and monochloroacetic acid (monochloroacetic acid, dichloroacetic acid, Tricholroacetic Acid) catalytic hydration.The two kinds of method productive rates in back increase, but the solvent price of using is more expensive, even more expensive than the price of product.
Two-step approach is synthesized Terpineol 350, at first is that firpene hydration under acid catalysis generates Terpine hydrate, and Terpine hydrate is dewatered under the effect of sulfuric acid or phosphoric acid forms then.The Terpineol 350 productive rate of this method is higher, but this method poor selectivity, side reaction is many, needs to add emulsifying agent or phase-transfer catalyst, the product separation difficulty, and the raw material consumption quota is high, and equipment corrosion is serious, is restricted in the oversize application of production cycle.
The objective of the invention is to be to provide the method that improves the Terpineol 350 productive rate in a kind of nearly homogeneous two-phase reaction system, improve the yield of terebinthine transformation efficiency and Terpineol 350.
Summary of the invention
The object of the present invention is to provide the method that improves the Terpineol 350 productive rate in a kind of nearly homogeneous two-phase reaction system.This compound method production technique is simple, product yield is high, process is pollution-free.
The present invention realizes through following technical scheme.With turps is reaction raw materials synthetic Terpineol 350 in nearly homogeneous two-phase reaction system, it is characterized in that the one-step synthesis Terpineol 350; Be reflected under liquid phase, the normal pressure and carry out, at first reaction raw materials turps, organic solvent-acetone and water are mixed by a certain percentage, because acetone and turps and sour water all have intermiscibility preferably; Terebinthine amount one timing, the ratio of regulating acetone and sour water can make whole solution form a nearly homogeneous water-organic phase two-phase reaction system, then it is inserted in the water bath with thermostatic control; Bath temperature is 10 ℃ to 90 ℃, and adding sulfuric acid at last is catalyzer, reacts while stirring 2～8 hours; Reacted postcooling, got upper organic phase, behind saturated sodium carbonate solution washing, anhydrous sodium sulfate drying; Reclaim acetone through common distillation, underpressure distillation obtains the product Terpineol 350; Turps and the lower floor's water that reacted at acetone, end are reusable.Owing to be reflected in the nearly homogeneous two-phase interface and take place, the Terpineol 350 that generates in the reaction owing to the similar reason that mixes can be transferred to organic phase, thereby reduces its chance that contacts with acid, reduce the side reaction that it is dehydrated into alkene, the productive rate of raising Terpineol 350.
The invention has the advantages that provides a kind of method of in nearly homogeneous phase two-phase reaction system, synthesizing Terpineol 350, and its reaction efficiency is high, and production technique is simple, can not produce harmful effect to human body, animal and environment, can not destroy ecology and environment.
Embodiment
In the reaction kettle of 250ml, add the sulfuric acid of 40ml turps, 40ml reaction solvent acetone, 20ml water and 20ml 25%, 60 ℃ of following stirring reactions 3 hours.Reacted postcooling; Get upper organic phase, behind saturated sodium carbonate solution washing, anhydrous sodium sulfate drying, at 60 ℃ of down common distillation recovery acetone; Obtain the product Terpineol 350 through underpressure distillation again; Terebinthine per pass conversion reaches 45.5% in the reaction process, and selectivity reaches 99%, does not generate the by product terpinum basically; Turps and the lower floor's water that reacted at acetone, end are reusable.
Claims (1)
1. one kind is the method for reaction raw materials synthetic Terpineol 350 in nearly homogeneous two-phase reaction system with turps, it is characterized in that the one-step synthesis Terpineol 350; Be reflected under liquid phase, the normal pressure and carry out, at first reaction raw materials turps, organic solvent-acetone and water are mixed by a certain percentage, form a kind of nearly homogeneous two-phase reaction system; Then it is inserted in the water bath with thermostatic control, bath temperature is 10 ℃ to 90 ℃, and adding sulfuric acid at last is catalyzer; Reacted while stirring 2～8 hours, and reacted postcooling, get upper organic phase; Behind saturated sodium carbonate solution washing, anhydrous sodium sulfate drying, reclaim acetone through common distillation, underpressure distillation obtains the product Terpineol 350; Turps and the lower floor's water that reacted at acetone, end are reusable.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012100022497A CN102557877A (en) | 2012-01-06 | 2012-01-06 | Method for increasing yield of terpinol in near homogenous phase double-phase reaction system |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2012100022497A CN102557877A (en) | 2012-01-06 | 2012-01-06 | Method for increasing yield of terpinol in near homogenous phase double-phase reaction system |
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| CN102557877A true CN102557877A (en) | 2012-07-11 |
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| CN2012100022497A Pending CN102557877A (en) | 2012-01-06 | 2012-01-06 | Method for increasing yield of terpinol in near homogenous phase double-phase reaction system |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104529707A (en) * | 2015-01-05 | 2015-04-22 | 广西民族大学 | Method for one-step hydration synthesis of terpilenol by catalyzing turpentine through carbon-based solid acid |
| CN105348056A (en) * | 2015-12-11 | 2016-02-24 | 中国科学院山西煤炭化学研究所 | Method for synthesizing 2,5-hexanedione by two-phase process |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101108788A (en) * | 2007-07-13 | 2008-01-23 | 中国林业科学研究院林产化学工业研究所 | Method of manufacturing high purity alpha-terpineol |
| CN101161615A (en) * | 2007-10-11 | 2008-04-16 | 浙江大学 | A method for preparing Alpha-terpineol by turpentine katalysis-free hydration in near criticality aqueous medium |
-
2012
- 2012-01-06 CN CN2012100022497A patent/CN102557877A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101108788A (en) * | 2007-07-13 | 2008-01-23 | 中国林业科学研究院林产化学工业研究所 | Method of manufacturing high purity alpha-terpineol |
| CN101161615A (en) * | 2007-10-11 | 2008-04-16 | 浙江大学 | A method for preparing Alpha-terpineol by turpentine katalysis-free hydration in near criticality aqueous medium |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104529707A (en) * | 2015-01-05 | 2015-04-22 | 广西民族大学 | Method for one-step hydration synthesis of terpilenol by catalyzing turpentine through carbon-based solid acid |
| CN105348056A (en) * | 2015-12-11 | 2016-02-24 | 中国科学院山西煤炭化学研究所 | Method for synthesizing 2,5-hexanedione by two-phase process |
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Application publication date: 20120711 |