CN109251132A - A kind of method that 2,6- xylenol isomery is combined to high added value xylenol - Google Patents
A kind of method that 2,6- xylenol isomery is combined to high added value xylenol Download PDFInfo
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Abstract
The invention discloses the method that one kind 2,6- xylenol isomery is combined to high added value xylenol, this method comprises: one, will stir evenly after in catalyst, 2,6- xylenol investment reaction flask, then carry out insulation reaction and obtain reaction product；Two, reaction is hydrolyzed in reaction product, then isolated water phase and organic phase after stratification；Three, the extract that water phase is obtained by extraction merges with organic phase, is successively washed, is dried, decolourized and vacuum distillation is handled, obtaining xylenol.The present invention is by 2,6- xylenol carries out methyl under the effect of the catalyst and resets isomerization, obtaining that purposes is wider, added value is bigger includes 2,5- xylenol, 3,5-dimethylphenol, 2,3- xylenol and 3, the xylenol of 4- xylenol reduces raw material and process costs to convert high-value product for low-value product, and environmental pollution is smaller, is suitble to industrialized production.
Description
Technical field
The invention belongs to chemicals synthesis technical fields, and in particular to one kind 2,6- xylenol isomery is combined to high attached
The method of value added xylenol.
Background technique
2,5- xylenol, 3,5- xylenol, 2,3- xylenol and 3,4- xylenol are all important
Fine chemical material, be widely used in pesticide, resin, fragrance, dyestuff, antioxidant, polymerization inhibitor and antimicrobial DP finish etc. research
In field and a variety of industries.The purposes of these four xylenols and preparation method are introduced separately below.
(1) 2,5- xylenol
2,5- xylenols are the important medicine of one kind, dyestuff intermediate, it is manufacture atorvastatin Ji Feiluoqi
Primary raw material.Using existing vapor phase methylation technology, 2,5- xylenols are converted into 2,3,6- trimethyls in which can be convenient
Phenol, the latter are mainly used for medical industry, synthesising complex E main ring 2,3,5-trimethylhydroquinone.2,5- xylenol is also made
For the monomer of heat resistant poly phenylate engineering plastics and the raw material of plastic alloy, being also in certain pesticides, disinfectant production can not
The intermediate lacked.
2,5- xylenols can be isolated from coal tar, but its content is low, cumbersome, at high cost.Currently, 2,
The synthetic method of 5- xylenol mainly has the direct catalytic hydroxylation method of paraxylene sulfonated alkali fusion method, paraxylene, 2,5-
Dimethylaniline diazotising Hydrolyze method.In above-mentioned three kinds of methods, strong acid is used in paraxylene sulfonated alkali fusion method reaction process
Highly basic, it is seriously polluted, and by-product is more, is already classified as and needs superseded technique；The direct catalytic hydroxylation method of paraxylene has
The good advantage of Atom economy, but product yield is extremely low, in patent CN102199072A (2011), Zhang Tianyong et al. is with second
Nitrile is solvent, H2O2For hydroxylating agent, it is 2,5- dimethyl by paraxylene catalytic hydroxylation that C.I. naphthol green 8, which is catalyst,
Phenol, yield are only up to 10.1%；That there is also process safeties is poor for 2,5- dimethylaniline diazotising Hydrolyze method, pollution is tight
Weight, the feature of Atom economy difference, and 2,5- dimethylaniline toxicity are big, and price is high.In addition, using metacresol as raw material, warp
Catalytic methylation can also synthesize 2,5- xylenol, but this method is selectively low, and metacresol price is high, and production cost occupies
It is high not under.Dutch Royal DSM company patent WO2015110655A1 (2015) (patent families CN105939988A (2016),
EP3099657A1 (2016), US20170001935 (2017)) in disclose a kind of new 2,5- xylenol synthesis road
Line, has good development prospect, and specific method is 2,5- dimethyl furan and acetylene or trimethyl silane acetylene in catalyst
Under the action of reaction directly synthesis 2,5- xylenol, this technique Atom economy is good, but yield is only up to 20%, with
The direct catalytic hydroxylation method of paraxylene is the same, and the improvement of catalyst performance could not also make a breakthrough, and technique distance realizes work
Industry is had got long long way to go.
(2) 3,5- xylenol
3,5-dimethylphenol is the intermediate for preparing carbamate insecticides, is widely used in production vitamin, disappears
Toxic agent, dyestuff, drug, fragrance, rubber accelerator, antiaging agent, phenolic resin etc..In addition, 3,5-dimethylphenol is for rolling
Steel cold rolling oil additive, the high-quality resistance to nontoxic turbine oil additive of combustion, can extend the service life of rolling mill cold-rolled lubricating oil and turbine oil.It is domestic
Most important purposes is that 3,5- xylenol chlorination is generated 4-chloro-3,5-dimethylphenol, this is a kind of high-effective disinfecting
Agent and preservative are used for the detergent such as perfumed soap and hand cleanser.
Traditional 3,5-dimethylphenol is mainly derived from coal tar, but in its quantity is and its limited, at all can not
Meet industrial needs.3,5- xylenol will be isolated in the coal tar oil ingredient of complicated component by, which wanting simultaneously, is also
Extremely difficult.Currently, the production method of 3,5-dimethylphenol has: meta-xylene sulfonated alkali fusion method, 3,5- dimethyl -2- ring
Hexenone dehydriding, halogeno-benzene Hydrolyze method, isophorone aromatisation method.The problem of first two method is primarily present has: product choosing
Selecting property is low, uses strong acid and/or highly basic, equipment seriously corroded, complex technical process, it is difficult to it is higher to obtain purity in the process
Product.In halogeno-benzene Hydrolyze method, only iodobenzene is easier to be hydrolyzed to oxybenzene compound under complicated catalyst, and cost of material is high,
Atom economy is poor.The method of preparing 3,5-dimethylphenol by means of isophorone aromatization has atom utilization height and environmentally protective
Advantage, it is considered to be a method of have an industrial potential, but catalyst is that energy consumption is high or solid for homogeneous catalyst separation
Still activity is poor for catalyst, and reaction condition is more harsh, generally carries out at 400 DEG C~520 DEG C of high temperature, and such as ten thousand China's chemistry are special
Sharp CN106492818 (2017), Dalian Chemistry and Physics Institute patent CN107793297A (2018) etc..Beijing University of Chemical Technology's patent
In CN108083962A (2018), Liu Qingya etc. attempts to improve isophorone aromatisation method, develops using acetone as raw material, simultaneously
The synthesis technology of 3,5-dimethylphenol and mesitylene is prepared, realizes condensation of acetone reaction and isophorone aromatization
Coupling, method is simple, process route is short, reaction temperature is lower (200 DEG C~350 DEG C), but yield is low, also needs further excellent
Change.
(3) 2,3- xylenol
2,3- xylenol mainly for the manufacture of phenolic resin, plasticizer, dyestuff, flotation agent, insecticide, fungicide,
Mold binder, timber preservative, antioxidant, lube oil additive etc..The source of 2,3- xylenol and production method
Have: being obtained by 23 dimethyl aniline through diazotising, hydrolysis.Material toxicity is big, and technical process is seriously polluted, risk is big.
(4) 3,4- xylenol
3,4- xylenols are also referred to as 3,4- xylenol, 3,4- xylenols be used to prepare imines resinoid (engineering plastics),
Disinfectant, insecticide, dyestuff and fragrance etc..The source of 3,4- xylenol and production method have: being evaporated by the washing oil of coal tar
Point, phenol, cresols and xylenol are contained in the crude phenols being acidified through sodium hydroxide saponification, sulfuric acid；It can must be mixed by crude phenols separation
Xylenol is closed, 3,5- xylenol is cut off by rectifying, by residue rectifying, collects 225 DEG C~229 DEG C fractions, crystallisation by cooling,
It is centrifugated up to 3,4- xylenol.3, the 4- xylenol limited source of this method, separation are difficult.In addition, with adjacent diformazan
Benzene is raw material, and sulfonated, alkali fusion, acid out, distillation can also obtain the product.But the technical process is seriously polluted, risk is big,
It has been eliminated.
Summary of the invention
Technical problem to be solved by the present invention lies in view of the above shortcomings of the prior art, provide one kind 2,6- diformazan
The method that base phenol isomery is combined to high added value xylenol.This method by 2,6- xylenol under the effect of the catalyst into
Row methyl resets isomerization, obtain that purposes is wider, added value is bigger and include 2,5- xylenol, 3,5-dimethylphenol,
2,3- xylenols and 3, the xylenol of 4- xylenol, to convert high-value product for low-value product, significantly
Raw material and process costs are reduced, and environmental pollution is smaller, is suitble to industrialized production.
In order to solve the above technical problems, the technical solution adopted by the present invention is that: one kind 2,6- xylenol isomery chemical combination
At the method for high added value xylenol, which is characterized in that method includes the following steps:
Step 1: will successively stir evenly after in catalyst, 2,6- xylenol investment reaction flask, then gradient increased temperature
Insulation reaction 1h~8h after to 100 DEG C~150 DEG C, is cooled to room temperature, obtains reaction product；The specific mistake of the gradient increased temperature
Journey are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then heat preservation is risen to instead with the rate of 0.5 DEG C/min
Answer temperature；
Reaction is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in cold water, then sufficiently stirs
It mixes, then stratification under the conditions of 20 DEG C~90 DEG C of temperature, obtains water phase and organic phase after separation；The temperature of the cold water
It is 10 DEG C~30 DEG C；
Step 3: water phase obtained in step 2 is extracted, it is organic obtained in obtained extract and step 2
After mutually merging, is successively washed, dried, being decolourized and vacuum distillation is handled, obtaining xylenol；The xylenol includes 2,5- bis-
Methylphenol, 3,5- xylenol, 2,3- xylenol and 3,4- xylenol.
2,6- xylenol is carried out methyl under the effect of the catalyst and resets isomerization reaction by the present invention, is converted into use
It includes 2,5- xylenol, 3,5- xylenol, 2,3- xylenol and 3,4- diformazan that way is wider, added value is bigger
The xylenol of base phenol, reaction equation is as follows, then by hydrolysis and extraction, catalyst is removed, thus by low-value product
It is converted into high-value product, since the raw material of isomerization reaction is easy to get, simple process, reaction condition is mild, greatly reduces original
Material and process costs, and environmental pollution is smaller, is suitble to industrialized production.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
Catalyst described in rapid one is in alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
The complex salt of one kind or two or more compositions.Isomerization reaction of the invention is formed compound with above compound and compound
Salt is as catalyst, and reaction conversion ratio is high and reaction rate is very fast, and the range of catalyst is wider.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The ratio between amount of substance of 2,6- xylenol and catalyst described in rapid one is 1.0:(1.0~2.6).By isomerization reaction
Raw material 2, in the range, the conversion ratio of reaction is higher and produces for the control of the ratio between amount of substance of 6- xylenol and catalyst
The selectivity of object is also higher.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The temperature of insulation reaction described in rapid one is 100 DEG C~150 DEG C, and the reaction time is 3h~8h.Pass through the temperature of preferred insulation reaction
Degree and the time, ensure that the catalytic performance of catalyst, while reducing the generation of side reaction, be conducive to improve reaction conversion ratio and
The selectivity of product.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The temperature of hydrolysis described in rapid two is 20 DEG C~90 DEG C.Hydrolysis is exothermic reaction, and water temperature is generally 25 DEG C at room temperature,
With the progress of hydrolysis, temperature of reaction system can be gradually risen, due to 2,5- xylenol, 3,5- in product xylenol
Xylenol, 2,3- xylenol and 3, the fusing point of 4- xylenol is below 80 DEG C, therefore hydrolysis temperature is controlled
Within 100 DEG C, reduce the energy consumption of subsequent stratification, avoids moisture evaporation and take away part xylenol fastly.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The temperature of stratification described in rapid two is 60 DEG C~80 DEG C.At the temperature disclosed above 2,5- xylenol in product xylenol,
3,5-dimethylphenol, 2,3- xylenol and 3,4- xylenol are liquid, are conducive to point for improving stratification
From effect.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
Hydrolysis described in insulation reaction described in rapid one and step 2 existing for the organic solvent under the conditions of carry out, it is described organic
Solvent is one or more of dimethylbenzene, octane, monochlor-benzene and dichloro-benzenes.Under the conditions of existing for the organic solvent into
Row insulation reaction, 2,6- xylenols are dissolved in organic solvent after being converted into liquid, it is easier to it is come into full contact with catalyst,
Keep isomerization reaction more balanced abundant, while the also absorbable part reaction heat of organic solvent, to reduce the violent journey of reaction
Degree, reduces the generation of by-product.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The extractant used is extracted described in rapid three as toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,
One or more of 1- dichloroethanes and chloroform.The xylenol in water phase can be effectively recycled using above-mentioned extractant.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The decolorising agent used is decolourized described in rapid three for active carbon, diatomite or aluminium oxide.Two can be effectively removed using above-mentioned decolorising agent
The impurity such as tar and coloured groups in cresols.
The method that above-mentioned one kind 2,6- xylenol isomery is combined to high added value xylenol, which is characterized in that step
The dry desiccant used is anhydrous magnesium sulfate described in rapid three.Anhydrous magnesium sulfate is neutral desiccant, can effectively remove product
In moisture, and have no adverse effects to xylenol.
Compared with the prior art, the present invention has the following advantages:
1, isoversion technology is introduced into the synthesis of xylenol by the present invention, with 2,6- xylenol for raw material, is urged
Change methyl and reset isomerization, be prepared purposes is wider, added value is bigger 2,5- xylenol, 3,5-dimethylphenol,
2,3- xylenols and 3,4- xylenol is cheap due to raw material and catalyst, and simple process, reaction condition
Mildly, raw material and process costs are greatly reduced, and environmental pollution is smaller, for above-mentioned xylenol production provide one at
This cheap, competitive synthetic route.
2, the present invention resets isomerization preparation 2,5- xylenol, 3,5- by carrying out methyl to 2,6- xylenol
Xylenol, 2,3- xylenol and 3, these four diformazan phenolic products of 4- xylenol can lead to according to the market demand
The change isomerization reaction time is spent, the yield of above-mentioned diformazan phenolic product is adjusted, flexibly and easily, avoids the accumulation of diformazan phenolic product
It is unsalable, and 2, the 6- xylenol that opened one utilizes route, solve 2,6- xylenol using market compared with
Narrow problem.
3, synthetic method of the invention is to raw material 2, and the conversion ratio of 6- xylenol is up to 99% or more, to principal product 2,
5- xylenol, 3,5- xylenol, 2,3- xylenol and 3,4- xylenol selectivity up to 97% with
On, it is suitble to industrialization promotion production.
4, present invention employs the method for heat preservation stratification, xylenol and catalyst are separated, it is low by two to greatest extent
Cresols is retained in organic phase, reduces the loss of xylenol, reduces the usage amount of extractant in last handling process.
5, the present invention extracts the water phase further progress containing catalyst and a small amount of dimethylbenzene, further reduces diformazan
The loss of phenol improves the total amount of xylenol, and due to content of organics reduction in water phase extracted, advantageously reduces useless
Water process expense.
6, the present invention increases decolorization step to the organic phase dissolved with xylenol, can obviously reduce the coking in product
Object and coloured groups reduce the coloration of xylenol, improve the degree of purity of xylenol.
Technical solution of the present invention is described in further detail below by drawings and examples.
Detailed description of the invention
Fig. 1 is the gas chromatogram that the embodiment of the present invention 4 synthesizes obtained product.
Specific embodiment
Embodiment 1
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 109.1g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 100 DEG C~110 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 100 DEG C~110 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 100mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 95.1g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 2
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 152.8g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 110 DEG C~120 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 110 DEG C~120 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 95.8g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 3
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 174.6g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 120 DEG C~130 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 120 DEG C~130 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL monochlor-benzene to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 96.7g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, dichloro-benzenes, methylene chloride, 1,1- bis-
The first in chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 4
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 196.5g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 120 DEG C~130 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 120 DEG C~130 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 97.8g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
Fig. 1 is the gas chromatogram for the product that the present embodiment synthesizes, it will be seen from figure 1 that the present embodiment 2,6- bis-
The principal product that methylphenol isomery is combined to be 2,5- xylenol, 3,5- xylenol, 2,3- xylenol and 3,
4- xylenol, while remaining a small amount of 2,6- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane, chloroform.
Embodiment 5
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 240.1g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 120 DEG C~130 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 120 DEG C~130 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 95.5g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane, chloroform.
Embodiment 6
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 283.8g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 120 DEG C~130 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 120 DEG C~130 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 95.0g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 7
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 196.5g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 120 DEG C~130 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 120 DEG C~130 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL monochlor-benzene to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 96.9g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, dichloro-benzenes, methylene chloride, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 8
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 196.5g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 130 DEG C~140 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 130 DEG C~140 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL monochlor-benzene to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 96.1g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, dichloro-benzenes, methylene chloride, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 9
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 196.5g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 6h after 140 DEG C~150 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 5
DEG C/rate of min rises to 140 DEG C~150 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 30 DEG C~60 DEG C；
Step 3: being extracted using 500mL monochlor-benzene to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 200mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 94.3g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, dichloro-benzenes, methylene chloride, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 10
The synthetic method of the present embodiment the following steps are included:
Step 1: successively by 109.1g aluminum trichloride (anhydrous), the 2,6- xylenol and 200mL dimethylbenzene of 100.0g
It stirs evenly, then gradient increased temperature to insulation reaction 1h after 100 DEG C~110 DEG C, then cools down after putting into 500mL four-hole bottle
To room temperature, reaction product is obtained；The detailed process of the gradient increased temperature are as follows: 60 DEG C are first warming up to, then with the rate of 1 DEG C/min
100 DEG C are risen to, then rises to 100 DEG C~110 DEG C with the rate of 0.5 DEG C/min；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 20 DEG C~40 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 20 DEG C~40 DEG C；
Step 3: being extracted using 500mL dimethylbenzene to water phase obtained in step 2, obtained extract and step
After organic phase obtained in two merges, successively with 100mL water washing, anhydrous magnesium sulfate drying, 5.0g activity carbon decoloring and decompression
Distillation processing, obtains 97.6g xylenol；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,3-
Xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Organic solvent in hydrolysis described in insulation reaction described in the present embodiment step 1 and step 2 can also be pungent
It is two or more in one of alkane, monochlor-benzene and dichloro-benzenes or dimethylbenzene, octane, monochlor-benzene and dichloro-benzenes.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 11
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 109.1g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 3h after 100 DEG C~110 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 100 DEG C~110 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 40 DEG C~60 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 40 DEG C~60 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 100mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 97.3g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 12
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 109.1g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 5h after 100 DEG C~110 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 100 DEG C~110 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 80 DEG C~90 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 60 DEG C~80 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 100mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 96.6g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
Embodiment 13
The synthetic method of the present embodiment the following steps are included:
Step 1: the 2,6- xylenol of 109.1g aluminum trichloride (anhydrous), 100.0g is successively put into tetra- mouthfuls of 500mL
It is stirred evenly after in bottle, then gradient increased temperature to insulation reaction 8h after 100 DEG C~110 DEG C, is cooled to room temperature, obtains reaction and produces
Object；The detailed process of the gradient increased temperature are as follows: be first warming up to 60 DEG C, then rise to 100 DEG C with the rate of 1 DEG C/min, then with 0.5
DEG C/rate of min rises to 100 DEG C~110 DEG C；
It is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in 1000mL cold water, then sufficiently
30min, then stratification under the conditions of 60 DEG C~80 DEG C of temperature are stirred, obtains water phase and organic phase after separation；It is described cold
The temperature of water is 10 DEG C~30 DEG C；The temperature of the hydrolysis is 80 DEG C~90 DEG C；
Step 3: being extracted using 500mL methylene chloride to water phase obtained in step 2, obtained extract and step
After organic phase obtained in rapid two merges, successively with 100mL water washing, anhydrous magnesium sulfate is dry, 5.0g activity carbon decoloring and subtracts
Distillation processing is pressed, 95.9g xylenol is obtained；The xylenol mainly includes 2,5- xylenol, 3,5- xylenol, 2,
3- xylenol and 3,4- xylenol.
The catalyst of the present embodiment can also be alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride
One of or alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and ferric trichloride in it is two or more
The complex salt of composition.
The decolorising agent of the present embodiment can also be diatomite or aluminium oxide.
Extractant in the present embodiment can also be toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, 1,1- bis-
One of chloroethanes and chloroform or toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes, methylene chloride, 1,1- dichloro
It is two or more in ethane and chloroform.
(1) product that synthetic reaction in 1~embodiment of embodiment 13 is obtained using Agilent gas chromatograph 7890 into
Row analysis, and 2,6- xylenol conversion ratio and product 2 in product are calculated, 5- xylenol, 3,5-dimethylphenol, 2,
3- xylenol and 3, the selectivity of 4- xylenol, as a result see the table below 1.
Wherein, 2,6- xylenol conversion ratio (%) and product 2,5- xylenol, 3,5-dimethylphenol, 2,3-
Xylenol and the calculation formula difference of the selectivity (%) of 3,4- xylenol are as follows:
2,6- xylenol conversion ratio (%)=(2,6- xylenol mass content in 1- product) × 100%
Product (A+B+C+D) selectivity (%)=[(2,5- xylenol mass content+3,5- xylenol quality
Content+2,3- xylenol mass content+3,4- xylenol mass content)/2,6- xylenol conversion ratio] ×
100%
The product analysis result that synthetic reaction obtains in 1 1~embodiment of embodiment 13 of table
As can be seen from Table 1, the main product that 2, the 6- xylenol isomery of 1~embodiment of the embodiment of the present invention 13 is combined to
2,5- xylenol, 3,5-dimethylphenol, 2,3- xylenol and 3 of the object for high added value, 4- xylenol, together
When remain a small amount of 2,6- xylenol, 2, the 6- xylenol conversion ratio of the synthetic reaction is 98% or more, most
It is high by reachable 99.8%, synthetic reaction principal product 2,5- xylenol, 3,5-dimethylphenol, 2,3- xylenol and 3,4-
The selectivity of xylenol 80% or more, reaches as high as 97.7%, illustrates that synthetic method of the invention has higher turn
Rate and selectivity, therefore practical value is also higher, can be used for the production of xylenol.
(2) reaction time is investigated to 2,5- xylenol in diformazan phenolic product and 3,5- dimethyl using gas chromatography
Phenol, 2,3- xylenols and 3, the influence of 4- xylenol yield and composition, detailed process is as follows: successively by 196.5g
Alchlor, 100.0g 2,6- xylenol investment 500mL four-hole bottle in after stir evenly, be first warming up to 60 DEG C, then
100 DEG C are risen to the rate of 1 DEG C/min, then 140 DEG C~150 DEG C progress insulation reactions are risen to the rate of 0.5 DEG C/min, per anti-
It answers 1h to take the sample of 0.5g, obtains 8 samples altogether, 10mL temperature is added portionwise in sample after being cooled to room temperature be 10 DEG C~30 DEG C
Cold water in be hydrolyzed, obtain hydrolysate, hydrolysis temperature is 30 DEG C~40 DEG C, then using 20mL methylene chloride to water
Solution product is extracted, and xylenol is obtained, using Agilent gas chromatograph 7890 to the xylenol obtained after 8 sample treatments
It is tested and analyzed, as a result see the table below 2.
Wherein, 2,6- xylenol conversion ratio (%) and product 2,5- xylenol, 3,5-dimethylphenol, 2,3-
Xylenol and the calculation formula difference of the selectivity (%) of 3,4- xylenol are as follows:
2,6- xylenol conversion ratio (%)=(2,6- xylenol mass content in 1- product) × 100%
Product (A+B+C+D) selectivity (%)=[(2,5- xylenol mass content+3,5- xylenol quality
Content+2,3- xylenol mass content+3,4- xylenol mass content)/2,6- xylenol conversion ratio] ×
100%
2 reaction time of table is to the yield of product xylenol and the influence of composition
As can be seen from Table 2, with the difference of catalysis methyl isomerization reaction time, 2,5- in obtained product xylenol
Xylenol and 3,5-dimethylphenol, 2,3- xylenols and 3, the yield and composition of 4- xylenol are different,
The present invention can demand according to market to different product, the adjustment catalysis methyl isomerization reaction time, to adjust above-mentioned diformazan
The yield and composition of phenolic product, flexibly and easily, the accumulation for avoiding diformazan phenolic product is unsalable, and 2, the 6- diformazan that opened one
Base phenol utilizes route, solves the problem relatively narrow using market of 2,6- xylenol.
The above is only presently preferred embodiments of the present invention, is not intended to limit the invention in any way.It is all according to invention skill
Art any simple modification, change and equivalence change substantially to the above embodiments, still fall within technical solution of the present invention
Protection scope in.
Claims (10)
1. one kind 2, the method that 6- xylenol isomery is combined to high added value xylenol, which is characterized in that this method includes
Following steps:
Step 1: will successively stir evenly after in catalyst, 2,6- xylenol investment reaction flask, then gradient increased temperature is extremely
Insulation reaction 1h~8h after 100 DEG C~150 DEG C, is cooled to room temperature, obtains reaction product；The detailed process of the gradient increased temperature
Are as follows: 60 DEG C are first warming up to, then rises to 100 DEG C with the rate of 1 DEG C/min, then insulation reaction is risen to the rate of 0.5 DEG C/min
Temperature；
Reaction is hydrolyzed Step 2: reaction product obtained in step 1 is added portionwise in cold water, is then sufficiently stirred, then
Stratification under the conditions of 20 DEG C~90 DEG C of temperature, obtains water phase and organic phase after separation；The temperature of the cold water is 10
DEG C~30 DEG C；
Step 3: water phase obtained in step 2 is extracted, it is organic obtained in obtained extract and step 2 to be harmonious
It after and, successively washed, dried, being decolourized and vacuum distillation is handled, obtaining xylenol；The xylenol includes 2,5- dimethyl
Phenol, 3,5- xylenol, 2,3- xylenol and 3,4- xylenol.
2. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, catalyst described in step 1 is alchlor, alchlor, aluminium triiodide, aluminum trifluoride, aluminum fluosilicate and three
The complex salt of one of iron chloride or two or more compositions.
3. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, the ratio between amount of substance of 2,6- xylenol described in step 1 and catalyst is 1.0:(1.0~2.6).
4. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, the temperature of insulation reaction described in step 1 is 100 DEG C~150 DEG C, and the reaction time is 3h~8h.
5. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, the temperature of hydrolysis described in step 2 is 20 DEG C~90 DEG C.
6. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, the temperature of stratification described in step 2 is 60 DEG C~80 DEG C.
7. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
Be characterized in that, hydrolysis described in insulation reaction described in step 1 and step 2 existing for the organic solvent under the conditions of into
Row, the organic solvent are one or more of dimethylbenzene, octane, monochlor-benzene and dichloro-benzenes.
8. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
Be characterized in that, extracted described in step 3 the extractant that uses for toluene, dimethylbenzene, ethyl acetate, monochlor-benzene, dichloro-benzenes,
One or more of methylene chloride, 1,1- dichloroethanes and chloroform.
9. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, the decolorising agent used that decolourizes described in step 3 is active carbon, diatomite or aluminium oxide.
10. the method that a kind of 2,6- xylenol isomery according to claim 1 is combined to high added value xylenol,
It is characterized in that, the dry desiccant used is anhydrous magnesium sulfate described in step 3.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110551006A (en) * | 2019-09-18 | 2019-12-10 | 巨野润佳化工有限公司 | Processing technology for extracting 3, 4-dimethylphenol and 3, 5-dimethylphenol |
| CN110563559A (en) * | 2019-09-18 | 2019-12-13 | 巨野润佳化工有限公司 | processing technology for extracting 2, 4-dimethylphenol and 2, 5-dimethylphenol |
| CN116003223A (en) * | 2022-12-19 | 2023-04-25 | 西安元创化工科技股份有限公司 | Method for coproducing pseudo-boehmite and ammonium halide by methylphenol isomerization reaction |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110551006A (en) * | 2019-09-18 | 2019-12-10 | 巨野润佳化工有限公司 | Processing technology for extracting 3, 4-dimethylphenol and 3, 5-dimethylphenol |
| CN110563559A (en) * | 2019-09-18 | 2019-12-13 | 巨野润佳化工有限公司 | processing technology for extracting 2, 4-dimethylphenol and 2, 5-dimethylphenol |
| CN116003223A (en) * | 2022-12-19 | 2023-04-25 | 西安元创化工科技股份有限公司 | Method for coproducing pseudo-boehmite and ammonium halide by methylphenol isomerization reaction |
| CN116003223B (en) * | 2022-12-19 | 2024-02-27 | 西安元创化工科技股份有限公司 | Method for coproducing pseudo-boehmite and ammonium halide by methylphenol isomerization reaction |
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