CN101747317A - Method for enriching thianaphthene from mixture containing thianaphthene and naphthalene - Google Patents
Method for enriching thianaphthene from mixture containing thianaphthene and naphthalene Download PDFInfo
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Abstract
The invention relates to a method for enriching thianaphthene, in particular to a method for enriching thianaphthene from a mixture containing thianaphthene and naphthalene, and particularly relates to a method for enriching thianaphthene from coal tar downstream products. The method comprises the following steps: a) dissolving: dissolving a mixture containing thianaphthene and naphthalene in dihydric alcohol serving as a solvent to form a solution at the temperature of 60-80 ℃; b) and (3) crystallization: cooling the solution of step a) to room temperature to crystallize naphthalene and other impurities from the solution of step a); c) and (3) filtering: filtering and separating the naphthalene and other impurity crystals crystallized in the step b) to obtain crystallization mother liquor; d) and (3) distillation: and distilling the crystallization mother liquor to remove the dihydric alcohol to obtain the enriched thianaphthene fraction. Different from the prior naphthalene solvent crystallization which generally adopts monohydric alcohol as a solvent, the invention provides that dihydric alcohol is adopted as the solvent, and the enrichment degree of thianaphthene is obviously improved.
Description
Technical field
The present invention relates to a kind of method of enriching thianaphthene, particularly a kind of from the mixture that contains benzo-thiophene and naphthalene the method for enriching thianaphthene, be specifically related to the method for enriching thianaphthene from the coal tar down-stream product.
Background technology
Benzo-thiophene is called thionaphthene again, is a kind of important fine chemical material, is widely used in fields such as medicine, agricultural chemicals, optical material and dyestuff.The massfraction of benzo-thiophene in coal tar is about 0.4%, and the benzo-thiophene resource in the coal tar mainly concentrates in the naphthalene cut behind the coal tar distillation, contains benzo-thiophene about 10% in the partial crystallization Residual oil of naphthalene, throws at present and is fully used.
Benzo-thiophene is close with the naphthalene boiling point, adopts the method for conventional distillation to separate very difficult.According to benzo-thiophene and naphthalene the characteristic of different solubleness is arranged in solvent, can separate by the solvent crystallization method, existing solvent crystallization is produced naphthalene refining and is adopted this method exactly.For example, publication number is CN1038087A, and open day is the Chinese invention patent application on December 20th, 1989, discloses a kind of method of producing refined naphthalene by thick naphthalene, is that solvent prepares refined naphthalene to thick naphthalene recrystallization with the alcohols.
Publication number is CN1040576A, open day be March 21 nineteen ninety the Chinese invention patent application, disclose a kind of solvent crystallization and produced naphthalene refining, be that solvent carries out crystal refining to thick naphthalene with methyl alcohol, ethanol, acetone.
Publication number is CN1057252A, and open day is the Chinese invention patent application on December 25th, 1991, discloses a kind of production method of refined naphthalene, with alcohol mixed solvent thick naphthalene is carried out crystal refining.
Separate benzo-thiophene and at present rarely seen the refining of naphthalene that be used for of naphthalene by the solvent crystallization method, do not see the report that is used for the benzo-thiophene enrichment.In addition, to be used for the benzo-thiophene bioaccumulation efficiency high not enough for Chang Yong monoalcohol solvent.
Summary of the invention
Technical problem to be solved by this invention be to propose a kind of from the mixture that contains benzo-thiophene and naphthalene the method for enriching thianaphthene.This method is specially adapted to enriching thianaphthene from the coal tar down-stream product.
A kind of from the mixture that contains benzo-thiophene and naphthalene the method for enriching thianaphthene, it is characterized in that, may further comprise the steps:
A) dissolving: the mixture that will contain benzo-thiophene and naphthalene is dissolved in the dibasic alcohol as solvent, forms solution down at 60～80 ℃;
B) crystallization: the described solution of step a) is cooled to room temperature, naphthalene and other impurity are crystallized out from the described solution of step a);
C) filter: naphthalene and other impurity crystal filtering separation with step b) crystallizes out obtain crystalline mother solution;
D) distill: crystalline mother solution is distilled take off dibasic alcohol, obtain the benzo-thiophene cut of enrichment.
Further, the described mixture that contains benzo-thiophene and naphthalene is the coal tar down-stream product, furthermore is that the naphthalene cut behind refined naphthalene partial crystallization Residual oil or the coal tar distillation is a NAPTHALENE FLAKES. (INDUSTRIAL GRADE.
Further, described dibasic alcohol is a 1,3 butylene glycol, 1, and the mixing of one or more in 2-propylene glycol, the ethylene glycol describedly contains the mixture of benzo-thiophene and naphthalene and the mass ratio of described dibasic alcohol is 1: 0.5 to 1: 3.Containing the mixture of benzo-thiophene and naphthalene and the mass ratio of described dibasic alcohol can decide on the benzo-thiophene content in the mixture that contains benzo-thiophene and naphthalene.For the higher raw material of benzo-thiophene content, solvent load is some more, to improve the yield of benzo-thiophene; And for the low raw material of benzo-thiophene content, solvent load is then less, to improve the enrichment degree of benzo-thiophene.
Existing solvent crystallization method separates benzo-thiophene and naphthalene is mainly used in the refining of naphthalene, and target is to improve the purity of crystallized product naphthalene.Different with the solvent crystallization target of existing naphthalene, the present invention proposes to come enriching thianaphthene with the solvent crystallization method, target is that the impurity composition naphthalene is crystallized out from solvent to greatest extent, and the target components benzo-thiophene is stayed in the crystallization solution to greatest extent, makes great efforts to improve the enrichment of benzo-thiophene.Choice of Solvent is very important in this process, and solvent is selected proper, can significantly improve the enrichment degree of benzo-thiophene.From the molecular thermodynamics angle, sulphur atom in the benzo-thiophene molecule is the proton acceptor that forms hydrogen bond, hydrogen atom in the alkanol molecule on the hydroxyl is the proton donor that forms hydrogen bond, therefore benzo-thiophene molecule and alkanol molecule can form hydrogen bond and produce stronger interaction, and there are not proton acceptors such as Sauerstoffatom, sulphur atom in the naphthalene molecule, can not can form hydrogen bond with alkanol molecule, thereby the naphthalene molecule is littler with the interaction force of alkanol molecule than benzo-thiophene molecule with the interaction force of alkanol molecule.In view of the above, can by crystallization naphthalene be crystallized out more, thereby benzo-thiophene is retained in the solvent realize separating of benzo-thiophene and naphthalene more with alcoholic solvent.
Generally adopt monohydroxy-alcohol different as solvent with existing naphthalene solvent crystallization, the present invention proposes to adopt dibasic alcohol as solvent, has significantly improved the enrichment degree of benzo-thiophene.This effect can obtain explaining from the molecular thermodynamics theory.Hydrogen atom in the monohydroxy-alcohol molecule on the hydroxyl is the proton donor that forms hydrogen bond, Sauerstoffatom on the hydroxyl is the proton acceptor that forms hydrogen bond, can form hydrogen bond between two monohydroxy-alcohol molecules, thereby reduce the chance that forms hydrogen bond between monohydroxy-alcohol molecule and the benzo-thiophene molecule.Compare with the monohydroxy-alcohol molecule, two hydroxyls are arranged on the dibasic alcohol molecule, these two hydroxyls are owing to sterically hinderedly be difficult to form hydrogen bond, it is same because sterically hindered to concern that Sauerstoffatom on the hydroxyl and hydrogen atom on other hydroxyl form the hydrogen bond difficulty bigger than monohydroxy-alcohol molecule, this has just increased the chance that forms hydrogen bond between dibasic alcohol molecule and the benzo-thiophene molecule, consequently with monohydroxy-alcohol compares the enrichment degree that can improve benzo-thiophene as the separated from solvent benzo-thiophene with naphthalene with dibasic alcohol.Certainly, this is theoretic analysis, and concrete effect how, must prove by experiment.Experimental result proves, with monohydroxy-alcohol compares the enrichment degree that can significantly improve benzo-thiophene as the separated from solvent benzo-thiophene with naphthalene with dibasic alcohol, and the degree of raising is well beyond the expection of theoretical analysis.For example, contain a hydroxyl and two carbon atoms in the ethanol, and contain two hydroxyls and four carbon atom in the butyleneglycol, compare with ethanol, hydroxyl quantity and ethanol in the butyleneglycol of unit mass are suitable; With the refined naphthalene partial crystallization Residual oil that contains benzo-thiophene 8.08%, naphthalene 71.16% is raw material, at refined naphthalene partial crystallization Residual oil: under the condition of alcohol=1: 1 mass ratio, adopt 1, the 3-butyleneglycol is that the benzo-thiophene content of solvent enriched fraction is 20.18%, and adopt ethanol be solvent under the same conditions the benzo-thiophene content of enriched fraction be 11.16%; With the NAPTHALENE FLAKES. (INDUSTRIAL GRADE that contains benzo-thiophene 1.94%, naphthalene 96.73% is raw material, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 1 mass ratio, adopting 1,3 butylene glycol is that the benzo-thiophene content of solvent enriched fraction is 8.36%, and adopt ethanol be solvent under the same conditions the benzo-thiophene content of enriched fraction be 4.56%; Obviously, adopting 1,3 butylene glycol is that solvent benzo-thiophene concentration effect is significantly improved.
Description of drawings
Fig. 1 is a schema of the present invention.
Embodiment
Further specify technical scheme of the present invention below in conjunction with accompanying drawing Fig. 1 and embodiment.
Embodiment 1:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 60 ℃ in the 200 gram 1,3 butylene glycols, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 215 ℃ is isolated 1,3 butylene glycol, obtain benzo-thiophene cut 32.23 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 20.18%, and obviously benzo-thiophene has obtained effective enrichment.
(the naphthalene cut that obtains behind the coal tar distillation is a NAPTHALENE FLAKES. (INDUSTRIAL GRADE, and NAPTHALENE FLAKES. (INDUSTRIAL GRADE prepares the refined naphthalene product of naphthalene content 99% or more through the step melting crystallization, is refined naphthalene partial crystallization Residual oil under the remnants.)
The contrast experiment 1:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 60 ℃ in the 200 gram ethanol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene crystal is come out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 100 ℃ is isolated ethanol, obtain benzo-thiophene cut 76.70 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 11.16%.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, the inventive method adopts 1, the 3-butyleneglycol is a solvent, at refined naphthalene partial crystallization Residual oil: under the condition of alcohol=1: 1 mass ratio, the benzo-thiophene content of the benzo-thiophene cut of enrichment brings up to 20.18% from 11.16%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 2:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 60 ℃ in the 400 gram 1,3 butylene glycols, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 215 ℃ is isolated 1,3 butylene glycol, obtain benzo-thiophene cut 46.73 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 18.06%, and obviously benzo-thiophene has obtained effective enrichment.
The contrast experiment 2:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 60 ℃ in the 400 gram ethanol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene crystal is come out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 100 ℃ is isolated ethanol, obtain benzo-thiophene cut 111.76 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 9.68%.
From above-mentioned experimental result as can be seen, compare with recrystallisation solvent ethanol commonly used, the inventive method adopts 1, the 3-butyleneglycol is a solvent, at refined naphthalene partial crystallization Residual oil: under the condition of alcohol=1: 2 mass ratio, the benzo-thiophene content of enriched fraction brings up to 18.06% from 9.68%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 3:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 65 ℃ in the 100 gram 1,3 butylene glycols, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 215 ℃ is isolated 1,3 butylene glycol, obtain benzo-thiophene cut 18.54 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 24.43%, and obviously benzo-thiophene has obtained effective enrichment.
The contrast experiment 3:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 65 ℃ in the 100 gram ethanol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene crystal is come out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 100 ℃ is isolated ethanol, obtain benzo-thiophene cut 44.49 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 14.12%.
From above-mentioned experimental result as can be seen, compare with recrystallisation solvent ethanol commonly used, the inventive method adopts 1, the 3-butyleneglycol is a solvent, at refined naphthalene partial crystallization Residual oil: under the condition of alcohol=2: 1 mass ratio, the benzo-thiophene content of enriched fraction brings up to 24.43% from 14.12%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 4:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 60 ℃ in the 600 gram 1,3 butylene glycols, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 215 ℃ is isolated 1,3 butylene glycol, obtain benzo-thiophene cut 66.84 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 16.44%, and obviously benzo-thiophene has obtained effective enrichment.
The contrast experiment 4:
The refined naphthalene partial crystallization Residual oil that 200 grams is contained benzo-thiophene 8.08%, naphthalene 71.16% is dissolved under 60 ℃ in the 600 gram ethanol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene crystal is come out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 100 ℃ is isolated ethanol, obtain benzo-thiophene cut 152.12 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 9.03%.
From above-mentioned experimental result as can be seen, compare with recrystallisation solvent ethanol commonly used, the inventive method adopts 1, the 3-butyleneglycol is a solvent, at refined naphthalene partial crystallization Residual oil: under the condition of alcohol=1: 3 mass ratio, the benzo-thiophene content of enriched fraction brings up to 16.44% from 9.03%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 5:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved under 70 ℃ in the 200 gram 1,3 butylene glycols, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 215 ℃ is isolated 1,3 butylene glycol, obtain benzo-thiophene cut 19.72 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 8.36%, and obviously benzo-thiophene has obtained effective enrichment.
The contrast experiment 5:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved under 70 ℃ in the 200 gram ethanol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene crystal is come out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 100 ℃ is isolated ethanol, obtain benzo-thiophene cut 43.18 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 4.56%.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, the inventive method adopts 1, the 3-butyleneglycol is a solvent, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 1 mass ratio, the benzo-thiophene content of enriched fraction brings up to 8.36% from 4.56%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 6:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved under 70 ℃ in the 400 gram 1,3 butylene glycols, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 215 ℃ is isolated 1,3 butylene glycol, obtain benzo-thiophene cut 26.81 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 7.79%, and obviously benzo-thiophene has obtained effective enrichment.
The contrast experiment 6:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved under 70 ℃ in the 400 gram ethanol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene crystal is come out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 100 ℃ is isolated ethanol, obtain benzo-thiophene cut 75.15 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 3.40%.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, the inventive method adopts 1, the 3-butyleneglycol is a solvent, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 2 mass ratio, the benzo-thiophene content of enriched fraction brings up to 7.79% from 3.40%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 7:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved in 200 grams 1 under 70 ℃, in the 2-propylene glycol, stir, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 200 ℃ is isolated 1, the 2-propylene glycol obtains benzo-thiophene cut 20.48 grams of enrichment, and its benzo-thiophene content of gas chromatographic analysis is 8.25%, and obviously benzo-thiophene has obtained effective enrichment.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, the inventive method adopts 1, the 2-propylene glycol is a solvent, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 1 mass ratio, the benzo-thiophene content of enriched fraction brings up to 8.25% from 4.56%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 8:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved in 400 grams 1 under 70 ℃, in the 2-propylene glycol, stir, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 200 ℃ is isolated 1, the 2-propylene glycol obtains benzo-thiophene cut 27.65 grams of enrichment, and its benzo-thiophene content of gas chromatographic analysis is 7.81%, and obviously benzo-thiophene has obtained effective enrichment.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, the inventive method adopts 1, the 2-propylene glycol is a solvent, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 2 mass ratio, the benzo-thiophene content of enriched fraction brings up to 7.81% from 3.40%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 9:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved under 70 ℃ in the 200 gram ethylene glycol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 210 ℃ is isolated ethylene glycol, obtain benzo-thiophene cut 21.87 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 8.12%, and obviously benzo-thiophene has obtained effective enrichment.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, it is solvent that the inventive method adopts ethylene glycol, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 1 mass ratio, the benzo-thiophene content of enriched fraction brings up to 8.12% from 4.56%, and the benzo-thiophene enrichment degree is significantly improved.
Embodiment 10:
The NAPTHALENE FLAKES. (INDUSTRIAL GRADE that 200 grams is contained benzo-thiophene 1.94%, naphthalene 96.73% is dissolved under 70 ℃ in the 400 gram ethylene glycol, stirs, and forms solution.Solution is naturally cooled to 20 ℃ then, naphthalene and other impurity are crystallized out.Then solution is filtered, separate the crystal that crystallization obtains, the filtrate that obtains is crystalline mother solution.At last crystalline mother solution air distillation to 210 ℃ is isolated ethylene glycol, obtain benzo-thiophene cut 29.63 grams of enrichment, its benzo-thiophene content of gas chromatographic analysis is 7.66%, and obviously benzo-thiophene has obtained effective enrichment.
From above-mentioned experimental result as can be seen, compare with common solvent ethanol, it is solvent that the inventive method adopts ethylene glycol, in NAPTHALENE FLAKES. (INDUSTRIAL GRADE: under the condition of alcohol=1: 2 mass ratio, the benzo-thiophene content of enriched fraction brings up to 7.66% from 3.40%, and the benzo-thiophene enrichment degree is significantly improved.
Those of ordinary skill in the art will be appreciated that, above embodiment is used for illustrating the present invention, and be not to be used as limitation of the invention, as long as in connotation scope of the present invention, all will drop in claims scope of the present invention variation, the modification of the above embodiment.
Claims (4)
1. the method for an enriching thianaphthene from the mixture that contains benzo-thiophene and naphthalene is characterized in that, may further comprise the steps:
A) dissolving: the mixture that will contain benzo-thiophene and naphthalene is dissolved in the dibasic alcohol as solvent, forms solution down at 60～80 ℃;
B) crystallization: the described solution of step a) is cooled to room temperature, naphthalene and other impurity are crystallized out from the described solution of step a);
C) filter: naphthalene and other impurity crystal filtering separation with step b) crystallizes out obtain crystalline mother solution;
D) distillation: crystalline mother solution distilled remove dibasic alcohol, obtain the benzo-thiophene cut of enrichment.
2. according to claim 1 a kind of from the mixture that contains benzo-thiophene and naphthalene the method for enriching thianaphthene, it is characterized in that: the described mixture that contains benzo-thiophene and naphthalene is the coal tar down-stream product.
3. according to claim 2 a kind of from the mixture that contains benzo-thiophene and naphthalene the method for enriching thianaphthene, it is characterized in that: described coal tar down-stream product is refined naphthalene partial crystallization Residual oil or NAPTHALENE FLAKES. (INDUSTRIAL GRADE.
According to claim 1,2 or 3 described a kind of from the mixture that contains benzo-thiophene and naphthalene the method for enriching thianaphthene, it is characterized in that: described dibasic alcohol is 1,3-butyleneglycol, 1, the mixing of one or more in 2-propylene glycol, the ethylene glycol describedly contains the mixture of benzo-thiophene and naphthalene and the mass ratio of described dibasic alcohol is 1: 0.5 to 1: 3.
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| CN108558591A (en) * | 2018-05-31 | 2018-09-21 | 山西豪仑科化工有限公司 | A kind of naphthalene Residual oil separation and recovery method |
| CN114315792A (en) * | 2020-09-30 | 2022-04-12 | 宝武炭材料科技有限公司 | Method for enriching thianaphthene from mixture of thianaphthene and naphthalene by solvent crystallization coupled extraction rectification method |
| CN115504960A (en) * | 2022-10-31 | 2022-12-23 | 辽宁科技学院 | Method for extracting thianaphthene from naphthalene residual oil |
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| CN108558591A (en) * | 2018-05-31 | 2018-09-21 | 山西豪仑科化工有限公司 | A kind of naphthalene Residual oil separation and recovery method |
| CN108558591B (en) * | 2018-05-31 | 2021-05-11 | 山西豪仑科化工有限公司 | Naphthalene residual oil separation and recovery method |
| CN114315792A (en) * | 2020-09-30 | 2022-04-12 | 宝武炭材料科技有限公司 | Method for enriching thianaphthene from mixture of thianaphthene and naphthalene by solvent crystallization coupled extraction rectification method |
| CN114315792B (en) * | 2020-09-30 | 2023-06-23 | 宝武碳业科技股份有限公司 | Method for enriching thiaindene from mixture of thiaindene and naphthalene by solvent crystallization coupling extraction rectification method |
| CN115504960A (en) * | 2022-10-31 | 2022-12-23 | 辽宁科技学院 | Method for extracting thianaphthene from naphthalene residual oil |
| CN115504960B (en) * | 2022-10-31 | 2024-01-23 | 辽宁科技学院 | Method for extracting thiaindene from naphthalene residual oil |
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