CN105461501A - Salting extractant and separating method for extracting and rectifying m-methylethylbenzene and p-methylethylbenzene from C9 mixture - Google Patents
Salting extractant and separating method for extracting and rectifying m-methylethylbenzene and p-methylethylbenzene from C9 mixture Download PDFInfo
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Abstract
The invention relates to a salting extractant and a separating method for extracting and rectifying m-methylethylbenzene and p-methylethylbenzene from a C9 mixture to mainly solve the technical problem of difficult separation of m-methylethylbenzene and p-methylethylbenzene in a C9 aromatic hydrocarbon mixture. Salicylate is adopted as an extractant in the sating extractant, thiocyanate is adopted as a salt in the salting extractant, the C9 aromatic hydrocarbon mixture is introduced to a heavy component removal tower with the top provided with an effusion tank and undergoes batch rectification, unstrimethylbenzene and hemimellitene are extracted from the bottom of the removal tower, a tower top flow stream is introduced to an extraction rectifier and is extracted and rectified, m-methylethylbenzene and p-methylethylbenzene are extracted from the top of the extraction rectifier, a rectifier bottom flow stream enters a solvent recovery tower, o-methylethylbenzene and mesitylene are obtained at the top of the solvent recovery tower, and the salting extractant obtained at the bottom of the solvent recovery tower can be recycled. The salting extractant and the separating method well solve the problem and can be used in the field of C9 aromatic hydrocarbon mixture separation.
Description
Technical field
The invention belongs to chemical separating field, particularly, relate to a kind of from C
9in aromatic hydrocarbons mixture between extracting rectifying, the saline extraction agent of p-methyl-ethylbenzene and separation method.
Background technology
Between, p-methyl-ethylbenzene dehydrogenation product has extensive use.Meanwhile, p-methyl-ethylbenzene still synthesizes the good raw material of 1-chloro-4-methyl-benzene and oxidation tolyl acid processed.But, C
9in aromatic hydrocarbons mixture, the boiling point of each component is very close, adopts ordinary method to be difficult to realize C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.
At present, the main method of precise distillation and benzene with catalytic rectifying that adopts is from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.
Document CN200810225604.0 discloses a kind of separation of C
9the method of aromatic hydrocarbons.The method two tower separation process, weight-removing column pressurized operation, lightness-removing column decompression operation.The method belongs to precise distillation method, by means of only raising weight-removing column working pressure and reduce dehydrogenation tower working pressure just can be separated obtain between, p-methyl-ethylbenzene mixture.But number of theoretical plate needed for the method and reflux ratio higher.
Document CN102399125A discloses a kind of from C
9the benzene with catalytic rectifying method of compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.The method uses the one in acetonitrile or propionitrile as urging agent, is changed both relative volatilities by the surface properties of change system.The method operating procedure and extracting rectifying similar, but urge agent be different from extraction agent.
In order to solve existing C
9in the middle of aromatic hydrocarbons mixture, the technical problem that is separated of p-methyl-ethylbenzene, exploitation is a kind of from C
9in aromatic hydrocarbons mixture, the saline extraction agent of compartment, p-methyl-ethylbenzene and extraction rectifying method are necessary.
Summary of the invention
One of technical problem to be solved by this invention is C
9in the middle of aromatic hydrocarbons mixture, p-methyl-ethylbenzene be difficult to be separated, propose a kind of C
9between aromatic hydrocarbons mixture extracting rectifying, the saline extraction agent of p-methyl-ethylbenzene.Adopt saline extraction agent of the present invention can effective implemention C
9between aromatic hydrocarbons mixture extracting rectifying, p-methyl-ethylbenzene.This technical scheme has extraction agent low toxicity, feature that consumption is little.
Two of technical problem to be solved by this invention be adopt one of technical problem of solving described saline extraction agent to C
9in the middle of aromatic hydrocarbons mixture, p-methyl-ethylbenzene carries out the method for extracting rectifying, adopts technical scheme of the present invention can compartment, p-methyl-ethylbenzene preferably, has the advantage that separating effect is high.
For one of solving the problems of the technologies described above, the technical solution used in the present invention is as follows: a kind of C
9between aromatic hydrocarbons mixture extracting rectifying, the saline extraction agent of p-methyl-ethylbenzene, wherein extraction agent is salicylate, and the salt of saline extraction agent is thiocyanate-.
In technique scheme, salicylate is selected from least one in wintergreen oil, salicylic ether and isopropyl salicylate, preferred wintergreen oil; Thiocyanate-is selected from potassium sulfocyanate or/and Sodium Thiocyanate 99, preferred potassium sulfocyanate.
In technique scheme, in saline extraction agent total mass, wherein, the massfraction of impurity is more than or equal to 0 and is less than or equal to 2%, in the total mass of salicylate and thiocyanate-in saline extraction agent, wherein, the massfraction of salicylate is more than or equal to 90% and is less than or equal to 99%, and the massfraction of thiocyanate-is more than or equal to 1% and is less than or equal to 10%.
In technique scheme, described saline extraction agent and C
9the quality of aromatic hydrocarbons mixture is 0.5 ~ 0.8 than scope.
In technique scheme, the mass ratio of preferred technical scheme salicylate and thiocyanate-is (96 ~ 93): (7 ~ 4), saline extraction agent and C
9the quality of aromatic hydrocarbons mixture is 0.7 ~ 0.8 than scope.
In technique scheme, saline extraction agent is preferably the mixed extractant of wintergreen oil, salicylic ether, potassium sulfocyanate and Sodium Thiocyanate 99, wherein, the mass ratio of the wintergreen oil in extraction agent, salicylic ether, potassium sulfocyanate and Sodium Thiocyanate 99 is (47 ~ 53): (47 ~ 43): (3 ~ 2): (3 ~ 2), extraction agent and C
9the mass ratio of aromatic hydrocarbons mixture is 0.76 ~ 0.8.
For solve the problems of the technologies described above two, the technical solution used in the present invention is as follows: adopt the above saline extraction agent, from C
9in aromatic hydrocarbons mixture, the extraction rectifying method of compartment, p-methyl-ethylbenzene comprises the following steps:
By C
9aromatic hydrocarbons mixture is introduced heavies removal column and is carried out batch fractionating, heavies removal column overhead arranges hydrops tank, heavies removal column tower reactor extraction unsym-trimethyl benzene and hemimellitene, overhead stream introduces extracting rectifying from bottom, saline extraction agent logistics introduces extractive distillation column from top, both cross-flow contacts; Between extractive distillation column overhead extraction, p-methyl-ethylbenzene, tower reactor stream stock enters solvent recovery tower; Solvent recovery tower overhead extraction o-methylethylbenzene and sym-trimethylbenzene, tower reactor extraction saline extraction agent logistics, saline extraction agent logistics is introduced extractive distillation column top and is recycled.
In above-mentioned extraction rectifying method, the hydrops tank that heavies removal column overhead is arranged is single hydrops tank or biproduct flow container; Heavies removal column number of theoretical plate is more than or equal to 20 pieces and is less than or equal to 40 pieces, and tower top mass reflux ratio is more than or equal to 1 and is less than or equal to 4, and tower top working pressure is more than or equal to 0.06MPa and is less than or equal to 0.12MPa; Extractive distillation column number of theoretical plate is more than or equal to 60 pieces and is less than or equal to 80 pieces, and tower top mass reflux ratio is more than or equal to 2 and is less than or equal to 4, and tower top working pressure is more than or equal to 0.08MPa and is less than or equal to 0.12MPa; Solvent recovery tower number of theoretical plate is more than or equal to 10 pieces and is less than or equal to 20 pieces, and tower top mass reflux ratio is more than or equal to 1 and is less than or equal to 2, and tower top working pressure is more than or equal to 0.08MPa and is less than or equal to 0.12MPa.Each tower preferably operates under 0.1MPa.
In technique scheme, C used
9aromatic hydrocarbons mixture derives from the reaction product of toluene and ethene system first and second benzene, with C
9aromatic hydrocarbons mixture total mass meter, wherein, C
9the mass percentage of component was more than or equal to 0 and was less than or equal to 10% in the past, the mass percentage sum of m-methyl ethylbenzene and p-methyl-ethylbenzene is more than or equal to 65% and is less than or equal to 85%, and the mass percentage sum of o-methylethylbenzene and sym-trimethylbenzene is more than or equal to 1% and is less than or equal to 5%.
Adopt the saline extraction agent comprising salicylate and thiocyanate-of the present invention, by C
9aromatic hydrocarbons mixture is introduced heavies removal column and is carried out batch fractionating, heavies removal column overhead arranges hydrops tank, heavies removal column tower reactor extraction unsym-trimethyl benzene and hemimellitene, overhead stream introduces extracting rectifying from bottom, saline extraction agent logistics introduces extractive distillation column from top, both cross-flow contacts; Between extractive distillation column overhead extraction, p-methyl-ethylbenzene, tower reactor stream stock enters solvent recovery tower; Solvent recovery tower overhead extraction o-methylethylbenzene and sym-trimethylbenzene, tower reactor extraction saline extraction agent logistics, the technical scheme that extractive distillation column top recycles is introduced in saline extraction agent logistics, obtain between product, p-methyl-ethylbenzene yield 90.87%, in between product, the total mass of p-methyl-ethylbenzene, between, p-methyl-ethylbenzene total mass percentage composition 98.58%, the effect of o-methylethylbenzene mass percentage 0.40%.
Accompanying drawing explanation
Fig. 1 is C of the present invention
9between aromatic hydrocarbons mixture extracting rectifying, the separation process scheme schematic diagram of p-methyl-ethylbenzene.In Fig. 1,1 is heavies removal column, and 2 is extractive distillation column, and 3 is solvent recovery tower, and 4 is C
9aromatic hydrocarbons mixture logistics, 5 is heavies removal column first piece of theoretical stage, 6 is tower top hydrops tank, 7 is the logistics of heavies removal column tower reactor, and 8 is heavies removal column overhead stream, and 9 is fresh saline extraction agent logistics, 10 is extracting rectifying column overhead stream, 11 is the logistics of extractive distillation column tower reactor, and 12 is solvent recuperation column overhead stream, and 13 is saline extraction agent recycle stream.C
9aromatic hydrocarbons mixture 4 is introduced in the middle part of heavies removal column 1, containing the heavies removal column tower reactor logistics 7 of unsym-trimethyl benzene and hemimellitene from the extraction of heavies removal column 1 tower reactor, and other C
9component is back to heavies removal column 1 after tower top hydrops tank 6 above heavies removal column first piece of theoretical stage 5, in tower top hydrops tank 6 liquid product purity qualified after, enter extractive distillation column 2 as heavies removal column overhead stream 8 from bottom; In extractive distillation column 2, fresh saline extraction agent 9 is introduced from tower top, contacts with logistics 8 cross-flow, and between a part, the extraction from the overhead stream 10 of extractive distillation column 2 of p-methyl-ethylbenzene product, another part is back to extractive distillation column; Extractive distillation column tower reactor logistics 11 containing o-methylethylbenzene and sym-trimethylbenzene and extraction agent introduces solvent recovery tower 3 from the extraction of extractive distillation column 2 tower reactor; A solvent recovery tower 3 overhead extraction part contains the solvent recuperation column overhead stream 12 of o-methylethylbenzene and sym-trimethylbenzene, another part is back to solvent recovery tower, and solvent recovery tower tower reactor extraction saline extraction agent logistics 13 Posterior circle recycles to extractive distillation column 2 top.
Embodiment
Below in conjunction with embodiment, further illustrate method of the present invention, but method of the present invention also more than that.
The raw material of embodiment comes from the reaction product of toluene and ethylene reaction system first and second benzene.The reaction product of toluene and ethylene reaction system first and second benzene removes most of toluene, ethylbenzene and dimethylbenzene after rectifying, and resultant product is as the raw material of embodiment, and it mainly consists of C9 aromatic hydrocarbons mixture.
Between product, the yield of p-methyl-ethylbenzene calculates in such a way:
[embodiment 1]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Wintergreen oil 99 parts in mass and potassium sulfocyanate 1 part are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.5.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 60 pieces, reflux ratio is in mass 2; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 88.96%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 96.17%, the mass percentage of o-methylethylbenzene is 0.78%.
[embodiment 2]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Wintergreen oil 90 parts in mass and potassium sulfocyanate 10 parts are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.5.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 60 pieces, reflux ratio is in mass 2; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 89.36%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 96.28%, the mass percentage of o-methylethylbenzene is 0.77%.
[embodiment 3]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Wintergreen oil 95 parts in mass, potassium sulfocyanate 3 parts in mass and Sodium Thiocyanate 99 2 parts are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.5.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 60 pieces, reflux ratio is in mass 2; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 90.03%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 97.23%, the mass percentage of o-methylethylbenzene is 0.71%.
[embodiment 4]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Salicylic ether 99 parts in mass and potassium sulfocyanate 1 part are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.5.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 60 pieces, reflux ratio is in mass 2; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 88.40%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 96.05%, the mass percentage of o-methylethylbenzene is 0.84%.
[embodiment 5]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Salicylic ether 90 parts in mass and Sodium Thiocyanate 99 10 parts are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.5.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 60 pieces, reflux ratio is in mass 2; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 87.04%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 95.34%, the mass percentage of o-methylethylbenzene is 0.93%.
[embodiment 6 ~ 15]
With reference to the raw material composition of embodiment 1 ~ 5 and operational condition constant, the kind of only change saline extraction agent and composition, between obtaining, p-methyl-ethylbenzene product.
The extraction agent kind of embodiment 1 ~ 15 and composition and, the yield of p-methyl-ethylbenzene product and quality index be as table 1.In table 1, A1 represents wintergreen oil, and A2 represents salicylic ether, and A3 represents isopropyl salicylate, and B1 represents potassium sulfocyanate, and B2 represents Sodium Thiocyanate 99.
Table 1
[embodiment 16]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Wintergreen oil 99 parts in mass and potassium sulfocyanate 1 part are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.8.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 80 pieces, reflux ratio is in mass 4; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 89.42%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 98.20%, the mass percentage of o-methylethylbenzene is 0.51%.
[embodiment 17]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Wintergreen oil 90 parts in mass and potassium sulfocyanate 10 parts are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.8.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 80 pieces, reflux ratio is in mass 4; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 89.76%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 98.28%, the mass percentage of o-methylethylbenzene is 0.49%.
[embodiment 18]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Wintergreen oil 95 parts in mass, potassium sulfocyanate 3 parts in mass and Sodium Thiocyanate 99 2 parts are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.8.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 80 pieces, reflux ratio is in mass 4; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 90.74%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 98.56%, the mass percentage of o-methylethylbenzene is 0.43%.
[embodiment 19]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Salicylic ether 99 parts in mass and potassium sulfocyanate 1 part are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.8.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 80 pieces, reflux ratio is in mass 4; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 89.16%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 98.13%, the mass percentage of o-methylethylbenzene is 0.58%.
[embodiment 20]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Salicylic ether 90 parts in mass and Sodium Thiocyanate 99 10 parts are in mass selected in saline extraction agent.Saline extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 0.8.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 80 pieces, reflux ratio is in mass 4; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 86.62%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 97.41%, the mass percentage of o-methylethylbenzene is 0.64%.
[embodiment 21 ~ 30]
With reference to the raw material composition of embodiment 16 ~ 20 and operational condition constant, the kind of only change saline extraction agent and composition, between obtaining, p-methyl-ethylbenzene product.
The extraction agent kind of embodiment 16 ~ 30 and composition and, the yield of p-methyl-ethylbenzene product and quality index be as table 2.In table 2, A1 represents wintergreen oil, and A2 represents salicylic ether, and A3 represents isopropyl salicylate, and B1 represents potassium sulfocyanate, and B2 represents Sodium Thiocyanate 99.
Table 2
[comparative example 1]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Do not use extraction agent.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 160 pieces, reflux ratio is in mass 20; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 58.01%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 94.45%, the mass percentage of o-methylethylbenzene is 0.89%.
[comparative example 2]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Do not use extraction agent.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 160 pieces, reflux ratio is in mass 20; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 57.44%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 95.61%, the mass percentage of o-methylethylbenzene is 0.76%.
[comparative example 3]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 1.06%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 82.80%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 1.57%.Wintergreen oil selected by extraction agent.Extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 1.5.Heavies removal column number of theoretical plate 20 pieces, reflux ratio is in mass 1; Extractive distillation column number of theoretical plate 60 pieces, reflux ratio is in mass 2; Solvent recovery tower number of theoretical plate 10 pieces, reflux ratio is in mass 1; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 87.84%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 96.03%, the mass percentage of o-methylethylbenzene is 0.83%.
[comparative example 4]
With reference to the flow process shown in Fig. 1, from C
9compartment, p-methyl-ethylbenzene in aromatic hydrocarbons mixture.With C
9aromatic hydrocarbons mixture total mass meter, C
9in aromatic hydrocarbons mixture, C
9the mass percentage of front component is 8.36%, and the total mass percentage composition of m-methyl ethylbenzene and p-methyl-ethylbenzene is 67.88%, and the total mass percentage composition of sym-trimethylbenzene and o-methylethylbenzene is 4.51%.Wintergreen oil selected by extraction agent.Extraction agent total mass and C
9the ratio of aromatic hydrocarbons mixture total mass is 4.Heavies removal column number of theoretical plate 40 pieces, reflux ratio is in mass 4; Extractive distillation column number of theoretical plate 80 pieces, reflux ratio is in mass 4; Solvent recovery tower number of theoretical plate 20 pieces, reflux ratio is in mass 2; Each column overhead pressure is 0.1MPa.Obtain between product, the yield of p-methyl-ethylbenzene is 87.89%.In between product, the total mass of p-methyl-ethylbenzene, the mass percentage of p-methyl-ethylbenzene is 97.80%, the mass percentage of o-methylethylbenzene is 0.56%.
Claims (10)
1. a C
9between mixture extraction rectifying, the saline extraction agent of p-methyl-ethylbenzene, it is characterized in that, the main extraction agent of described saline extraction agent is salicylate, and the salt of described saline extraction agent is thiocyanate-.
2. C according to claim 1
9between mixture extraction rectifying, the saline extraction agent of p-methyl-ethylbenzene, it is characterized in that, described salicylate is selected from least one in wintergreen oil, salicylic ether and isopropyl salicylate, and described thiocyanate-is selected from potassium sulfocyanate or/and Sodium Thiocyanate 99.
3. C according to claim 1
9between mixture extraction rectifying, the saline extraction agent of p-methyl-ethylbenzene, it is characterized in that, in saline extraction agent total mass, wherein, the mass percent of impurity is more than or equal to 0 and is less than or equal to 2%.
4. C according to claim 1
9between mixture extraction rectifying, the saline extraction agent of p-methyl-ethylbenzene, it is characterized in that, in the total mass of salicylate and thiocyanate-in saline extraction agent, wherein, the massfraction of salicylate is more than or equal to 90% and is less than or equal to 99%, and the massfraction of thiocyanate-is more than or equal to 1% and is less than or equal to 10%.
5. C according to claim 1
9between mixture extraction rectifying, the saline extraction agent of p-methyl-ethylbenzene, it is characterized in that, described saline extraction agent and C
9the mass ratio of aromatic hydrocarbons mixture is more than or equal to 0.5 and is less than or equal to 0.8.
6. one kind adopts the C of the saline extraction agent described in claim 1-5
9between mixture extraction rectifying, the separation method of p-methyl-ethylbenzene, it is characterized in that, the method comprises the following steps:
By C
9aromatic hydrocarbons mixture is introduced heavies removal column and is carried out batch fractionating, heavies removal column overhead arranges hydrops tank, heavies removal column tower reactor extraction unsym-trimethyl benzene and hemimellitene, overhead stream introduces extractive distillation column from bottom, saline extraction agent logistics introduces extractive distillation column from top, both cross-flow contacts; Between extractive distillation column overhead extraction, p-methyl-ethylbenzene, tower reactor logistics enters solvent recovery tower; Solvent recovery tower overhead extraction o-methylethylbenzene and sym-trimethylbenzene, tower reactor extraction saline extraction agent logistics, saline extraction agent logistics is introduced extractive distillation column top and is recycled.
7. C according to claim 6
9between mixture extraction rectifying, the separation method of p-methyl-ethylbenzene, it is characterized in that, the hydrops tank that heavies removal column overhead is arranged is single hydrops tank or biproduct flow container.
8. C according to claim 6
9between mixture extraction rectifying, the separation method of p-methyl-ethylbenzene, it is characterized in that, described heavies removal column number of theoretical plate is more than or equal to 20 pieces and is less than or equal to 40 pieces, tower top mass reflux ratio is more than or equal to 1 and is less than or equal to 4, and tower top working pressure is more than or equal to 0.06MPa and is less than or equal to 0.12MPa; Described extractive distillation column number of theoretical plate is more than or equal to 60 pieces and is less than or equal to 80 pieces, and tower top mass reflux ratio is more than or equal to 2 and is less than or equal to 4, and tower top working pressure is more than or equal to 0.08MP
aand be less than or equal to 0.12MPa; Described solvent recovery tower number of theoretical plate is more than or equal to 10 pieces and is less than or equal to 20 pieces, and tower top mass reflux ratio is more than or equal to 1 and is less than or equal to 2, and tower top working pressure is more than or equal to 0.08MPa and is less than or equal to 0.12MPa.
9. C according to claim 6
9between mixture extraction rectifying, the separation method of p-methyl-ethylbenzene, it is characterized in that, described heavies removal column, extractive distillation column and solvent recovery tower operate under 0.1MPa.
10. C according to claim 6
9between mixture extraction rectifying, the separation method of p-methyl-ethylbenzene, it is characterized in that, C used
9aromatic hydrocarbons mixture derives from the reaction product of toluene and ethene system first and second benzene, with C
9aromatic hydrocarbons mixture total mass meter, wherein, C
9the mass percentage of component was more than or equal to 0 and was less than or equal to 10% in the past, the mass percentage sum of m-methyl ethylbenzene and p-methyl-ethylbenzene is more than or equal to 65% and is less than or equal to 85%, and the mass percentage sum of o-methylethylbenzene and sym-trimethylbenzene is more than or equal to 1% and is less than or equal to 5%.
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