CN107827716A - The residual processing method of kettle in the production of 1 (4 phenoxy phenoxy base) 2 propyl alcohol - Google Patents
The residual processing method of kettle in the production of 1 (4 phenoxy phenoxy base) 2 propyl alcohol Download PDFInfo
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- CN107827716A CN107827716A CN201710913719.8A CN201710913719A CN107827716A CN 107827716 A CN107827716 A CN 107827716A CN 201710913719 A CN201710913719 A CN 201710913719A CN 107827716 A CN107827716 A CN 107827716A
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- kettle
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
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Abstract
The invention discloses the processing method that kettle in a kind of 1 (4 phenoxy phenoxy base) 2 propyl alcohol production is residual, under the catalysis of inorganic liquid strong acid or solid strong acid, crack 1 (4 phenoxy phenoxy base) 1 propyl alcohol, through decolourizing, concentrated solvent obtains, to dihydroxy diphenyl ether crude product, continuing to put into PPP production.Cracked by using inorganic liquid acid and solid super-strong acid middle PPP and i PPP residual to kettle, through steps such as alkali cleaning, washing, decolouring and crystallizations, finally give the raw material that can continue to put into PPP productions to dihydroxy diphenyl ether, yield 64%.The application of the present invention reduces PPP production cost, reduces the residual influence to environment of caused a large amount of kettles in production.
Description
Technical field
The present invention relates to chemical field, the residual processing of kettle in specifically a kind of 1- (4- phenoxy phenoxies base) -2- propyl alcohol production
Method.
Background technology
The production method of existing production 1- (4- phenoxy phenoxies base) -2- propyl alcohol is simultaneously sharp without the residual processing of kettle and recovery
With kettle caused by production is residual to be handled according in general chemical industrial waste thing.It is anti-that control in any case is reacted using expoxy propane
Condition is answered, 1- (4- phenoxy phenoxies base) -1- propyl alcohol is all inevitably generated, in follow-up subtractive process, it has to crystallize
1- (4- phenoxy phenoxies base) -1- propyl alcohol could be removed twice, and it is residual to obtain substantial amounts of solid kettle after crystalline mother solution concentration.PPP
Kettle caused by production is residual to need substantial amounts of manpower and financial resources to go to handle, and adds this purpose cost, all with day in environmental protection pressure
In the case of increasing, a large amount of kettle ghosts also can bring potential safety hazard while ringing environment to Production in Chemical Plant environment.
The content of the invention
In order to overcome drawbacks described above, the invention provides one kind processing 1- (4- phenoxy phenoxies base) -2- propyl alcohol (PPP) production
In the residual new method of caused kettle.
The used to achieve the above object technical scheme of the present invention is：1- (4- phenoxy phenoxies base) -1- of the present invention
Propyl alcohol carries out cracking reaction, and reaction equation and product are as follows：
When 1- (4- phenoxy phenoxies base) -1- propyl alcohol carries out cracking reaction, it is catalyzed using two class catalyst：
Mode one：Using inorganic liquid strong acid catalyst：By kettle is residual, solvent is added in reactor, reaction temperature is warming up to
Inorganic liquid strong acid catalyst is added afterwards, is monitored with liquid chromatogram, reaches the liquid separation after alkali cleaning, washing after reaction end, it is organic
Obtained after phase concentration and recovery solvent to dihydroxy diphenyl ether crude product.
Further, the solvent is the not fat alkane or aromatic compound with the residual reaction of kettle.
Further, the fat alkane is dichloromethane or dichloroethanes, and the aromatic compound is toluene, two
Toluene, nitrobenzene or chlorobenzene.
Further, the inorganic liquid strong acid is chloric acid or phosphoric acid or its mixture, and its dosage is the residual quality of kettle
20~60%.
Further, the inorganic acid is HBr, HCl or HF.
Further, described reaction temperature is 20~140 DEG C.
Mode two：Using inorganic liquid strong acid catalyst：Kettle is residual added in high-temperature kettle, heating, treat that the residual whole of kettle melts
Strong solid acid catalyst is added after change under nitrogen protection, reaction temperature is continuously heating to, liquid chromatogram monitoring, reaches reaction eventually
Cooling adds toluene, dimethylbenzene or nitrobenzene, activated carbon decolorizing after point, by filtering, alkali cleaning, liquid separation, organic phase concentration and recovery
Solvent is obtained to dihydroxy diphenyl ether crude product.
Further, described reaction temperature is 80~240 DEG C.
Further, the catalyst is solid super acid catalyst, and HND-31, HND-34, HND-34 (are synthesized greatly by south
Chemical Co., Ltd. produces), account for the 1~20% of the residual quality of kettle.
Further, the preferred value that the catalyst accounts for the residual quality of kettle is 2~7%.
Above-described kettle is residual to be referred to, in production 1- (4- phenoxy phenoxies base) solid waste caused by -2- propyl alcohol (PPP)
Thing, detected through liquid phase, wherein 1- (4- phenoxy phenoxies base) -1- alcohol contents more than 40%.
The residual new method of kettle caused by 1- (4- phenoxy phenoxies base) -2- propyl alcohol (PPP) production of the present invention, by using nothing
Machine liquid acid and solid super-strong acid middle PPP and i-PPP residual to kettle are cracked, through steps such as alkali cleaning, washing, decolouring and crystallizations,
The raw material that can continue to put into PPP productions is finally given to dihydroxy diphenyl ether, yield 64%.The application of the present invention reduces PPP
Production cost, reduce caused a large amount of residual influences to environment of kettle in production.
Embodiment
Explanation is further explained to the present invention with reference to specific embodiment.In following embodiments, unless otherwise specified,
Product is monitored using liquid chromatography；
Analytical instrument：Agilent liquid chromatograph
Absorbing wavelength：254nm
Chromatographic column：SUMIPAX ODSA‐212
Mobile phase：Methanol/water=70/30 (V/V)
Column temperature：30℃
Example 1 is catalyzed using HBr
150kg residual (the PPP of PPP kettles：48.7%th, i-PPP：48.1), 268kg dimethylbenzene, heated up after N2 displacements, in kettle
140kg 48%HBr are added dropwise after reaching 35 DEG C in temperature, are added dropwise to complete follow-up temperature of continuing rising, insulation reaction after reaching 140~145 DEG C
15 hours, room temperature liquid separation is cooled to, it is rear to add the washing of 8%NaOH solution 130kg solution, survey PH and be more than 7,100kg washings two
It is secondary, liquid phase detection reaction solution, to dihydroxy diphenyl ether：86%th, i-PPP：13.9, concentration dimethylbenzene is cooled to there is solid precipitation
0~10 DEG C crystallizes 2 hours, and filtering drying obtains 67.5kg dihydroxy diphenyl ether crude products.
Example 2 is catalyzed using HBr
230kg residual (the PPP of PPP kettles：48.7%th, i-PPP：48.1), 230kg dimethylbenzene, heated up after N2 displacements, in kettle
116kg 48%HBr are added dropwise after reaching 35 DEG C in temperature, are added dropwise to complete follow-up temperature of continuing rising, insulation reaction after reaching 140~145 DEG C
15 hours, room temperature liquid separation is cooled to, it is rear to add 8%NaOH solution 170kg washings, survey PH and washed twice more than 7,100kg, liquid
Mutually detection reaction solution, to dihydroxy diphenyl ether：91.7%th, i-PPP：8.6, concentration dimethylbenzene to there is solid precipitation, be cooled to 0~
10 DEG C crystallize 2 hours, and filtering drying obtains 127.8kg dihydroxy diphenyl ether crude products.
Example 3 uses HBr/ phosphoric acid mixed catalytics
200kg residual (the PPP of PPP kettles：48.7%th, i-PPP：48.1), 270kg dimethylbenzene, heated up after N2 displacements, in kettle
100kg 48%HBr, 20kg phosphoric acid is added dropwise after reaching 35 DEG C in temperature, follow-up temperature of continuing rising is added dropwise to complete, after reaching 140~145 DEG C
Insulation reaction 15 hours, is cooled to room temperature liquid separation, rear to add 8%NaOH solution 156kg washings, surveys PH and is washed more than 7,100kg
Twice, liquid phase detection reaction solution, to dihydroxy diphenyl ether：88%th, i-PPP：11.87, concentration dimethylbenzene drops to there is solid precipitation
Warm to 0~10 DEG C crystallizes 2 hours, and filtering drying obtains 92kg dihydroxy diphenyl ether crude products.
Example 4 is catalyzed using HND-31
3M kettle nitrogen replacements add the residual 2200kg of kettle after fusing afterwards twice, and 90kg catalyst, liter are added after the broken sky of nitrogen
Temperature is opened to 80 DEG C and stirred, and switching conduction oil is continuously heating to 240 DEG C of clock reactions, and reaction sampling detection i-ppp contents are less than
90 DEG C are cooled to after 1%, adds 2200kg toluene, 100kg activated carbons stir 2 hours heat filterings, and mother liquor, which is concentrated under reduced pressure, reclaims first
Benzene, crystallized 2 hours to there is solid to be cooled to 0~10 DEG C after separating out, be filtrated to get 890kg to dihydroxy diphenyl ether, yield 52%.
Example 5 is catalyzed using HND-33
3M kettle nitrogen replacements add the residual 2200kg of kettle after fusing afterwards twice, and 90kg catalyst, liter are added after the broken sky of nitrogen
Temperature is opened to 80 DEG C and stirred, and switching conduction oil is continuously heating to 240 DEG C of clock reactions, and reaction sampling detection i-ppp contents are less than
90 DEG C are cooled to after 1%, adds 2200kg toluene, 100kg activated carbons stir 2 hours heat filterings, and mother liquor, which is concentrated under reduced pressure, reclaims first
Benzene, crystallized 2 hours to there is solid to be cooled to 0~10 DEG C after separating out, be filtrated to get 922.31kg to dihydroxy diphenyl ether, yield
55%.
Example 6 is catalyzed using the HND-33 after acidifying
126.6kg phosphoric acid (85%), 10kg water and 70.6kg HND-33 catalyst are added, it is small to be warming up to 70 DEG C of stirrings 5
When, after being put into pallet after the viscous fluid of white is stirred, dry within 24 hours for more than 170 DEG C in an oven, after cooling is taken out
Crush stand-by.
3M kettle nitrogen replacements add the residual 2200kg of kettle after fusing afterwards twice, and 90kg catalyst, liter are added after the broken sky of nitrogen
Temperature is opened to 80 DEG C and stirred, and switching conduction oil is continuously heating to 240 DEG C of clock reactions, and reaction sampling detection i-ppp contents are less than
90 DEG C are cooled to after 1%, adds 2200kg toluene, 100kg activated carbons stir 2 hours heat filterings, and mother liquor, which is concentrated under reduced pressure, reclaims first
Benzene, crystallized 2 hours to there is solid to be cooled to 0~10 DEG C after separating out, be filtrated to get 1073kg to dihydroxy diphenyl ether, yield 64%.
Claims (10)
- The residual processing method of kettle in the production of 1.1- (4- phenoxy phenoxies base) -2- propyl alcohol, it is characterised in that by kettle is residual, solvent adds In reactor, inorganic liquid strong acid catalyst is added after being warming up to reaction temperature, is monitored with liquid chromatogram, after reaching reaction end The liquid separation after alkali cleaning, washing, is obtained to dihydroxy diphenyl ether crude product after organic phase concentration and recovery solvent.
- 2. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 1 In the solvent is the not fat alkane or aromatic compound with the residual reaction of kettle.
- 3. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 2 In, the fat alkane be dichloromethane or dichloroethanes, the aromatic compound be toluene, dimethylbenzene, nitrobenzene or Person's chlorobenzene.
- 4. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 1 In the inorganic liquid strong acid is chloric acid or phosphoric acid or its mixture, and its dosage is the 20~60% of the residual quality of kettle.
- 5. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 4 In the inorganic acid is HBr, HCl or HF.
- 6. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 1 In described reaction temperature is 20~140 DEG C.
- The residual processing method of kettle in the production of 7.1- (4- phenoxy phenoxies base) -2- propyl alcohol, it is characterised in that be added to high temperature by kettle is residual In kettle, heating, strong solid acid catalyst is added under nitrogen protection after the residual all fusings of kettle, is continuously heating to reaction temperature, Liquid chromatogram monitors, and reaches cooling after reaction end and adds toluene, dimethylbenzene or nitrobenzene, activated carbon decolorizing, by filtering, Alkali cleaning, liquid separation, organic phase concentration and recovery solvent are obtained to dihydroxy diphenyl ether crude product.
- 8. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 7 In described reaction temperature is 80~240 DEG C.
- 9. the residual processing method of kettle, its feature exist in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 7 In the catalyst is solid super acid catalyst HND-31, HND-34, HND-34, accounts for the 1~20% of the residual quality of kettle.
- 10. the residual processing method of kettle, its feature in 1- (4- phenoxy phenoxies base) -2- propyl alcohol production according to claim 7 It is, the catalyst accounts for the 2~7% of the residual quality of kettle.
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| CN104844486A (en) * | 2014-02-17 | 2015-08-19 | 中国医学科学院药物研究所 | Amino propanediol derivatives, preparation method, drug compositions and uses thereof |
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