CN105837417A - Method and device for preparing benzaldehyde by continuous hydrolysis of cinnamaldehyde - Google Patents
Method and device for preparing benzaldehyde by continuous hydrolysis of cinnamaldehyde Download PDFInfo
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- CN105837417A CN105837417A CN201610328596.7A CN201610328596A CN105837417A CN 105837417 A CN105837417 A CN 105837417A CN 201610328596 A CN201610328596 A CN 201610328596A CN 105837417 A CN105837417 A CN 105837417A
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- benzaldehyde
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- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
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Abstract
The invention discloses a method for preparing benzaldehyde by continuous hydrolysis of cinnamaldehyde. The method comprises the following steps: feeding cinnamaldehyde or cinnamaldehyde-containing cinnamon oil and sodium carbonate aqueous solution into a reactor according to a ratio for reaction, and maintaining the reaction temperature of 100 to 115 DEG C; continuously removing produced benzaldehyde and acetaldehyde in the reaction process; separating the removed benzaldehyde from brought-out water which continuously back flows into the reactor, and directly collecting the benzaldehyde; in the reaction process, continuously adding an equal amount of water to keep the mass concentration of sodium carbonate in the reactor basically unchanged; meanwhile, keeping supplementing cinnamon oil or cinnamaldehyde serving as a raw material into the reactor to keep the mass ratio of the oil to the sodium carbonate solution in the reactor between 0.15 and 0.4. The invention further discloses a device for preparing benzaldehyde by continuous hydrolysis of cinnamaldehyde. The method disclosed by the invention can realize continuous hydrolysis production without adopting an organic solvent, and has the advantages of low energy consumption, high production efficiency and the like.
Description
Technical field
The present invention relates to quintessence oil production field, particularly to the method and apparatus of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis.
Background technology
Benzaldehyde is widely used in the industries such as food, beverage, Nicotiana tabacum L. and cosmetics, and especially in western countries, the food of almond flavor occupies the highest ratio；Benzaldehyde is also a kind of important medicine intermediate simultaneously, is the initiation material of many drug manufacture.Along with the raising of Consciousness of food security, people are more likely to use natural food additive, and the native compound theory more healthy than synthetics also be reflected in alimentary codex.Thus, the demand of natural benzaldehyde increases day by day, belongs to one of international and national spice commodity in short supply, and natural perfume material generally also has higher selling price simultaneously, has good economic benefit and the market competitiveness.Natural benzaldehyde is mainly derived from Semen Armeniacae Amarum, Semen Juglandis and other nut oil containing amygdaloside, resource-constrained.Therefore pure natural benzaldehyde can not meet far away the demand in market.Later, abroad there is patent report with natural cassia oil for raw material to prepare Natural Benzaldehyde, i.e. by the oxidation of cinnamic aldehyde in Oleum Cinnamomi or make the cinnamic aldehyde in Oleum Cinnamomi hydrolyze in the basic conditions to obtain benzaldehyde through retrograde aldol condensation.
At present, cinnamic aldehyde hydrolysis is produced benzaldehyde through retrograde aldol condensation and is carried out reaction preparation with cinnamic aldehyde in alkaline solution for raw material, mainly uses intermittent reaction.Owing to this hydrolysis is a kind of reversible reaction, along with the carrying out of reaction, in product, the content of benzaldehyde improves constantly, and response speed constantly reduces, in product, the content of natural benzaldehyde cannot improve further due to the reason of molecular balance, thus have impact on reaction yield and efficiency.It addition, cinnamic aldehyde and benzaldehyde self are also susceptible to polymerism under long-time higher temperature in alkaline solution, produce a large amount of by-product polymer, cause the loss of raw material and product.
Publication No. CN1425639A Chinese invention patent application discloses " benzaldehyde production method and device ", the cinnamic aldehyde of its oil phase is dispersed in aqueous sodium carbonate, also the sodium carbonate liquor of aqueous phase is dispersed in cinnamic aldehyde, make biphase fine mixing, and in course of reaction, the benzaldehyde generated constantly is removed, thus improve reaction yield.But the program still suffers from obvious shortcomings.First, although the benzaldehyde generated can be branched away in course of reaction, but water is separated out the most together, and a small amount of benzaldehyde contained in water also needs to use substantial amounts of organic solvent to extract, extract also needs to carry out rectification and reclaims benzaldehyde, method remains loaded down with trivial details time-consuming, and a large amount of organic solvent and energy consumption need to be used big.Secondly, reaction branches away substantial amounts of hot water together with benzaldehyde, the water of equivalent need to be supplemented from the external world, cause power consumption big.It addition, the method is although yield can reach 80%, but conversion data could not be provided.Further, the method remains and belongs to intermittent reaction, after the raw material cinnamic aldehyde in reactor consumes, needs stopped reaction, could react after again feeding intake the most next time, cause production efficiency low.
Summary of the invention
Many for by-product polymer in benzaldehyde production method in prior art, use organic solvent, reaction conversion ratio and yield low, the shortcomings such as production efficiency is low, it is an object of the invention to provide one and be capable of continuous hydrolyzing production, there is energy consumption simultaneously low, the method and apparatus of the cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis of production efficiency advantages of higher.
For reaching above-mentioned purpose, the technical scheme that the present invention proposes is as follows: a kind of method of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis, it is characterized in that, comprise the steps: by cinnamic aldehyde or cassia oil and aqueous sodium carbonate containing cinnamic aldehyde in proportion together with put into reactor and react, maintain reaction temperature at 100-115 DEG C；Course of reaction is constantly removed benzaldehyde and the acetaldehyde of generation, promotes to balance the direction towards anti-aldol condensation and carry out；Meanwhile, condensed after, the benzaldehyde removed and the water brought out separate in oil water separator, and oil-water separation obtains water and continues to be back in reactor, and benzaldehyde then directly collects as product；In course of reaction, calculate, according to the benzaldehyde generating extraction, the water yield that consumed, and toward the water continually adding equivalent reactor, the mass concentration of sodium carbonate in reactor is held essentially constant from filling pipe；Meanwhile, lasting in course of reaction in reactor, add raw material cassia oil or cinnamic aldehyde, make the oil in reactor and aqueous sodium carbonate mass ratio be maintained between 0.15-0.4, reach continuous charging quantity-produced purpose.
Preferably, described cassia oil is cinnamic aldehyde content cassia oil more than 78%.
Preferably, the oil in reactor and aqueous sodium carbonate mass ratio is made to be maintained between 0.15-0.4.
Preferably, described aqueous sodium carbonate be mass concentration be 2% aqueous sodium carbonate.
Present invention additionally comprises the device of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis, including reactor body, described reactor body is provided with filling pipe, condensing tube, agitator it is provided with in reactor body, it is characterized in that: on described reactor body, be additionally provided with feeding tube and oil water separator, described oil water separator connects condensing tube, and oil water separator is provided with outlet and oil-out；Described outlet passes through pipeline coupled reaction device body.
Preferably, described agitator is double-deck blade agitator, is divided into each three of upper and lower two-layer, and three blades of every layer are symmetrical, reaction solution can be made to roll up and down, make biphase good mixing during rotation.
Using technique scheme, the method for cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis of the present invention, its feed stock conversion reaches more than 98%, reaction weight yield is up to 80%, and without using organic solvent, can carry out continuous hydrolyzing production, there is energy consumption low, production efficiency advantages of higher.Additionally, the device of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis disclosed in this invention, there is simple in construction, easy to use, production efficiency advantages of higher.
Accompanying drawing explanation
Fig. 1 is the apparatus structure schematic diagram of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis of the present invention；
Fig. 2 is agitator structure schematic diagram of the present invention；
Wherein: 1. reactor body, 11. filling pipes, 12. condensing tubes, 13. agitators, 14. feeding tubes, 15. oil water separators, 151. oil-outs, 152. outlets.
Detailed description of the invention
Below in conjunction with the accompanying drawings and detailed description of the invention, the present invention will be further described.
As shown in Figure 1 and Figure 2, the device of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis of the present invention, including reactor body 1, reactor 1 body is provided with filling pipe 11, condensing tube 12, is provided with agitator 13 in reactor body 1, and the innovation of the present invention is, feeding tube 14 and oil water separator 15 it is additionally provided with on reactor body 1, described oil water separator 15 connects condensing tube 12, and oil water separator 15 is provided with oil-out 151 and outlet 152, and outlet 152 is by pipeline coupled reaction device body 1；Additionally, agitator 13 is double-deck blade agitator, being divided into each three of upper and lower two-layer, three blades of every layer are symmetrical, reaction solution can be made to roll up and down, make biphase good mixing during rotation.
Embodiment 1
It is in 500 liters of stainless steel reactors that 2% aqueous sodium carbonate puts into band bilayer blade agitator by cassia oil and 280 kilograms of mass concentrations that 100 kilograms of cinnamic aldehyde content is 78.2%, maintain temperature the 100-115 DEG C of reaction that is hydrolyzed, course of reaction is constantly removed benzaldehyde and the acetaldehyde of generation, and the benzaldehyde removed and the water brought out are separated in oil water separator, water continues back in reactor, and benzaldehyde then directly is collected out as product from oil water separator.In course of reaction, calculate the consumed water yield according to the benzaldehyde of extraction, and make the mass concentration of sodium carbonate in reactor substantially remain in 2% from filling pipe toward the water continually adding equivalent reactor.Meanwhile, lasting in course of reaction adding raw material cassia oil from feeder toward reactor, make the oil in reactor and aqueous sodium carbonate mass ratio be maintained between 0.15-0.4, continuous charging produces continuously.This production has been carried out 60 hours altogether, adds raw material cassia oil 1560 kilograms, adds 176 kilograms of water, extraction benzaldehyde 1294.7 kilograms, and content is 80.5%.
Embodiment 2
It is in 500 liters of stainless steel reactors that 2% aqueous sodium carbonate puts into band bilayer blade agitator by cassia oil and 280 kilograms of mass concentrations that 80 kilograms of cinnamic aldehyde content is 84.4%, maintain temperature the 100-115 DEG C of reaction that is hydrolyzed, course of reaction is constantly removed benzaldehyde and the acetaldehyde of generation, and the benzaldehyde removed and the water brought out are separated in oil water separator, water continues back in reactor, and benzaldehyde then directly is collected out as product from oil water separator.In course of reaction, calculate the consumed water yield according to the benzaldehyde of extraction, and make the mass concentration of sodium carbonate in reactor substantially remain in 2% from filling pipe toward the water continually adding equivalent reactor.Meanwhile, lasting in course of reaction adding raw material cassia oil from feeder toward reactor, make the oil in reactor and aqueous sodium carbonate mass ratio be maintained between 0.15-0.4, continuous charging produces continuously.This production has been carried out 75 hours altogether, adds raw material cassia oil 1875 kilograms, adds 223 kilograms of water, extraction benzaldehyde 1535.2 kilograms, and content is 86.3%.
Embodiment 3
It is in 500 liters of stainless steel reactors that 2% aqueous sodium carbonate puts into band bilayer blade agitator by cassia oil and 300 kilograms of mass concentrations that 100 kilograms of cinnamic aldehyde content is 87.3%, maintain temperature the 100-115 DEG C of reaction that is hydrolyzed, course of reaction is constantly removed benzaldehyde and the acetaldehyde of generation, and the benzaldehyde removed and the water brought out are separated in oil water separator, water continues back in reactor, and benzaldehyde then directly is collected out as product from oil water separator.In course of reaction, calculate the consumed water yield according to the benzaldehyde of extraction, and make the mass concentration of sodium carbonate in reactor substantially remain in 2% from filling pipe toward the water continually adding equivalent reactor.Meanwhile, lasting in course of reaction adding raw material cassia oil from feeder toward reactor, make the oil in reactor and aqueous sodium carbonate mass ratio be maintained between 0.15-0.4, continuous charging produces continuously.This production has been carried out 72 hours altogether, adds raw material cassia oil 2155 kilograms, adds 268 kilograms of water, extraction benzaldehyde 1759.6 kilograms, and content is 89.1%.
Embodiment 4
It is in 500 liters of stainless steel reactors that 2% aqueous sodium carbonate puts into band bilayer blade agitator by cassia oil and 330 kilograms of mass concentrations that 50 jin of cinnamic aldehyde content is 82.6%, maintain temperature the 100-115 DEG C of reaction that is hydrolyzed, course of reaction is constantly removed benzaldehyde and the acetaldehyde of generation, and the benzaldehyde removed and the water brought out are separated in oil water separator, water continues back in reactor, and benzaldehyde then directly is collected out as product from oil water separator.In course of reaction, calculate the consumed water yield according to the benzaldehyde of extraction, and make the mass concentration of sodium carbonate in reactor substantially remain in 2% from filling pipe toward the water continually adding equivalent reactor.Meanwhile, lasting in course of reaction adding raw material cassia oil from feeder toward reactor, make the oil in reactor and aqueous sodium carbonate mass ratio be maintained between 0.15-0.4, continuous charging produces continuously.This production has been carried out 64 hours altogether, adds raw material cassia oil 1792 kilograms, adds 206 kilograms of water, extraction benzaldehyde 1449.8 kilograms, and content is 84.2%.
Although specifically showing in conjunction with preferred embodiment and describing the present invention; but those skilled in the art should be understood that; in the spirit and scope of the present invention limited without departing from appended claims; in the form and details the present invention is made a variety of changes, be protection scope of the present invention.
Claims (7)
1. the method for a cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis, it is characterised in that comprise the steps: by cinnamic aldehyde or cassia oil and aqueous sodium carbonate containing cinnamic aldehyde in proportion together with put into reactor and react, maintain reaction temperature at 100-115 DEG C；Course of reaction is constantly removed benzaldehyde and the acetaldehyde of generation, promotes to balance the direction towards anti-aldol condensation and carry out；Meanwhile, condensed after, the benzaldehyde removed and the water brought out separate in oil water separator, and oil-water separation obtains water and continues to be back in reactor, and benzaldehyde then directly collects as product；In course of reaction, calculate, according to the benzaldehyde generating extraction, the water yield that consumed, and toward the water continually adding equivalent reactor, the mass concentration of sodium carbonate in reactor is held essentially constant from filling pipe；Meanwhile, lasting in course of reaction in reactor, add raw material cassia oil or cinnamic aldehyde, make the oil in reactor and aqueous sodium carbonate mass ratio be maintained between 0.15-0.4, reach continuous charging quantity-produced purpose.
The method of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis the most according to claim 1, it is characterised in that described cassia oil is cinnamic aldehyde content cassia oil more than 78%.
The method of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis the most according to claim 1, it is characterised in that oil and aqueous sodium carbonate mass ratio in reactor are maintained between 0.15-0.4.
The method of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis the most according to claim 1, it is characterised in that described aqueous sodium carbonate be mass concentration be 2% aqueous sodium carbonate.
5. the device of a cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis, including reactor body, described reactor body is provided with filling pipe, condensing tube, agitator it is provided with in reactor body, it is characterized in that: on described reactor body, be additionally provided with feeding tube and oil water separator, described oil water separator connects condensing tube, and oil water separator is provided with outlet and oil-out；Described outlet passes through pipeline coupled reaction device body.
The device of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis the most according to claim 5, it is characterised in that: described agitator is double-deck blade agitator.
The device of a kind of cinnamic aldehyde preparing benzaldehyde through continuous hydrolysis the most according to claim 6, it is characterised in that: described double-deck blade agitator is divided into each three of upper and lower two-layer, and three blades of every layer are symmetrical.
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| CN201610328596.7A CN105837417A (en) | 2016-05-18 | 2016-05-18 | Method and device for preparing benzaldehyde by continuous hydrolysis of cinnamaldehyde |
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| CN201610328596.7A CN105837417A (en) | 2016-05-18 | 2016-05-18 | Method and device for preparing benzaldehyde by continuous hydrolysis of cinnamaldehyde |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110343035A (en) * | 2019-06-18 | 2019-10-18 | 福建森美达生物科技有限公司 | A method of injection continuous hydrolysis prepares natural benzaldehyde |
| CN114057555A (en) * | 2021-11-02 | 2022-02-18 | 盐城市春竹香料有限公司 | Benzaldehyde preparation process and device with disodium hydrogen phosphate as alkaline catalyst |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1425639A (en) * | 2002-12-19 | 2003-06-25 | 华东理工大学 | Method and device for producing benzaldehyde |
| CN201807352U (en) * | 2010-09-27 | 2011-04-27 | 高要市华新香料有限公司 | Natural benzaldehyde production equipment |
| CN105061171A (en) * | 2015-07-28 | 2015-11-18 | 广西壮族自治区林业科学研究院 | Method for preparing benzaldehyde from cinnaldehyde |
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2016
- 2016-05-18 CN CN201610328596.7A patent/CN105837417A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1425639A (en) * | 2002-12-19 | 2003-06-25 | 华东理工大学 | Method and device for producing benzaldehyde |
| CN201807352U (en) * | 2010-09-27 | 2011-04-27 | 高要市华新香料有限公司 | Natural benzaldehyde production equipment |
| CN105061171A (en) * | 2015-07-28 | 2015-11-18 | 广西壮族自治区林业科学研究院 | Method for preparing benzaldehyde from cinnaldehyde |
Non-Patent Citations (1)
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| 崔建国等: "桂叶油水解制备天然苯甲醛的研究", 《广西化工》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110343035A (en) * | 2019-06-18 | 2019-10-18 | 福建森美达生物科技有限公司 | A method of injection continuous hydrolysis prepares natural benzaldehyde |
| CN110343035B (en) * | 2019-06-18 | 2022-09-30 | 福建森美达生物科技有限公司 | Method for preparing natural benzaldehyde by spraying continuous hydrolysis |
| CN114057555A (en) * | 2021-11-02 | 2022-02-18 | 盐城市春竹香料有限公司 | Benzaldehyde preparation process and device with disodium hydrogen phosphate as alkaline catalyst |
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Effective date of registration: 20180508 Address after: 366000 nge Road, Yongan City, Sanming City, Fujian Province, No. 2669 Applicant after: Fujian Summit Biotechnology Co., Ltd. Address before: 366300 29 road two, Tengfei Development Zone, Changting, Longyan, Fujian Applicant before: Changting Jinmei Biotechnology Co., Ltd. |
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Application publication date: 20160810 |