CN106966850A - A kind of preparation method of the methyl naphthalene of high-purity 1 - Google Patents
A kind of preparation method of the methyl naphthalene of high-purity 1 Download PDFInfo
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- CN106966850A CN106966850A CN201710259373.4A CN201710259373A CN106966850A CN 106966850 A CN106966850 A CN 106966850A CN 201710259373 A CN201710259373 A CN 201710259373A CN 106966850 A CN106966850 A CN 106966850A
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
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Abstract
The present invention relates to a kind of preparation method of the methyl naphthalene of high-purity 1, it comprises the following steps：（a）Technical methylnaphthalene cut is added in acid solution and carries out pickling, stratification obtains the first organic layer；（b）First organic layer is added in alkaline solution and carries out alkali cleaning, stratification obtains the second organic layer；（c）Ethyl mercaptan, metal halide and catalyst are added into second organic layer and carries out back flow reaction；Second organic layer, ethyl mercaptan, the mass ratio of metal halide and catalyst are 100：80~150：1~5：0.5~2；The catalyst is the mixture of cupric oxide and alchlor, and its mass ratio is 1：1~3；（d）By step（c）Product through filtering, after rectifying.It can so realize and 2 methyl naphthalenes are selectively removed, so as to be greatly enhanced the purity of 1 methyl naphthalene.
Description
Technical field
The present invention relates to a kind of preparation method of finish methyl naphthalene, and in particular to a kind of preparation side of high-purity 1- methyl naphthalenes
Method.
Background technology
1- methyl naphthalenes（That is alpha-methyl-naphthalene）It is a kind of colourless oil liquid, the smell for having similar naphthalene can together be waved with steam
Hair, it is inflammable, water insoluble, be soluble in ether and ethanol；Its relative density（20℃）1.025th, 245 DEG C of boiling point and flash-point 82.2
℃.Methyl naphthalene is production disperse dyes auxiliary agent（Dispersant）Primary raw material, can also make heat carrier and solvent, surfactant,
Sulphur extractant, it is also possible to produce plasticizer, fiber dyeing auxiliaries, it may also be used for determine the ideal fuels of alkane value and Cetane number.
At present, alpha-methyl-naphthalene and beta-methylnaphthalene are extracted from technical methylnaphthalene cut mainly using distillation, crystallization, suction filtration
Method, i.e. technical methylnaphthalene cut is directly immersed in rectifying column and carries out rectifying, to improve product purity, according to alpha-methyl-naphthalene and β-
The crystalline temperature of methyl naphthalene is different, is purified in crystallizer, and such technique presence wastes raw material, the defect that recovery rate is low.
The content of the invention
A kind of preparation method of high-purity 1- methyl naphthalenes is provided the invention aims to overcome the deficiencies in the prior art.
To reach above-mentioned purpose, the technical solution adopted by the present invention is：A kind of preparation method of high-purity 1- methyl naphthalenes, it
Comprise the following steps：
（a）Technical methylnaphthalene cut is added in acid solution and carries out pickling, stratification obtains the first organic layer；
（b）First organic layer is added in alkaline solution and carries out alkali cleaning, stratification obtains the second organic layer；
（c）Ethyl mercaptan, metal halide and catalyst are added into second organic layer and carries out back flow reaction；Described second has
Machine layer, ethyl mercaptan, the mass ratio of metal halide and catalyst are 100：80~150：1~5：0.5~2；
（d）By step（c）Product through filtering, after rectifying.
Optimally, the catalyst is the mixture of cupric oxide and alchlor, and its mass ratio is 1：1~3.
Optimally, step（a）In, the acid solution is the sulfuric acid solution of mass concentration 10 ~ 30%.
Further, step（a）In, the pickling temperature is 40 ~ 60 DEG C.
Optimally, step（b）In, the alkaline solution is the sodium bicarbonate solution of mass concentration 5 ~ 10%.
Further, step（b）In, the alkali cleaning temperature is 70 ~ 90 DEG C.
Optimally, step（c）In, the metal halide is aluminium chloride or zinc chloride.
Optimally, step（d）In, the condition of the rectifying be tower top temperature be 175 ~ 190 DEG C, absolute pressure of top of the tower be 50
~ 100kPa and reflux ratio are 8 ~ 12.
Because above-mentioned technical proposal is used, the present invention has following advantages compared with prior art：High-purity 1- of the present invention
The preparation method of methyl naphthalene, successively evaporates technical methylnaphthalene progress pickling and enters and alkali cleaning, and in ethyl mercaptan, metal halide and urge
Agent carries out back flow reaction, can so realize and 2- methyl naphthalenes are selectively removed, so as to be greatly enhanced 1- methyl naphthalenes
Purity, reaches as high as 99.9%.
Embodiment
The preparation method of high-purity 1- methyl naphthalenes of the present invention, it comprises the following steps：（a）Technical methylnaphthalene cut is added
Pickling is carried out in acid solution, stratification obtains the first organic layer；（b）First organic layer is added in alkaline solution and carried out
Alkali cleaning, stratification obtains the second organic layer；（c）Ethyl mercaptan, metal halide and catalyst are added into second organic layer
Carry out back flow reaction；Second organic layer, ethyl mercaptan, the mass ratio of metal halide and catalyst are 100：80~150：1~
5：0.5~2；The catalyst is the mixture of cupric oxide and alchlor, and its mass ratio is 1：1~3；（d）By step（c）Production
Thing is after filtering, rectifying.Progress pickling is successively evaporated technical methylnaphthalene to enter and alkali cleaning, and in ethyl mercaptan, metal halide
Back flow reaction is carried out with catalyst, can so realize and 2- methyl naphthalenes are selectively removed, so as to be greatly enhanced 1- methyl
The purity of naphthalene.
Step（a）In, the acid solution is preferably the sulfuric acid solution of mass concentration 10 ~ 30%；Pickling temperature is 40 ~ 60
℃.Step（b）In, the alkaline solution is preferably the sodium bicarbonate solution of mass concentration 5 ~ 10%；Alkali cleaning temperature is 70 ~ 90 DEG C.
Step（c）In, the metal halide is preferably aluminium chloride or zinc chloride.Step（d）In, the condition of the rectifying is preferably tower
Top temperature is 175 ~ 190 DEG C, absolute pressure of top of the tower is 50 ~ 100kPa and reflux ratio is 8 ~ 12.
It is described in detail below in conjunction with to the preferred embodiment of the invention：
Embodiment 1
The present embodiment provides a kind of preparation method of high-purity 1- methyl naphthalenes, and it comprises the following steps：
（a）By technical methylnaphthalene cut（Mainly contain 1- methyl naphthalenes, 2- methyl naphthalenes, quinoline and indoles）Add extra mass concentration
For 10% sulfuric acid solution（Usual technical methylnaphthalene is 1 with its volume ratio：5~10）In pickling is carried out under conditions of 40 DEG C, it is quiet
Layering is put, water layer is discarded and obtains the first organic layer；
（b）Organic layer is added mass concentration to carry out alkali cleaning under conditions of 70 DEG C in 5% sodium bicarbonate solution so that its
Close to neutrality（Test paper nondiscolouring）, stratification discards water layer and obtains the second organic layer；
（c）Ethyl mercaptan, metal halide and catalyst are added into the second organic layer and carries out back flow reaction（Reflux temperature is 40 DEG C
Left and right）；Second organic layer, ethyl mercaptan, the mass ratio of aluminium chloride and catalyst are 100：80：1：0.5, catalyst be cupric oxide and
Alchlor in mass ratio 1：1 mixture；
（d）By step（c）Product after the filter filtering of conventional active Carbon fibe packed layer, import and enter in rectifying column
Row rectifying：Tower top temperature is 175 DEG C, absolute pressure of top of the tower is that 50kPa, reflux ratio are 8, is collected after overhead cooling
Obtain the 1- methyl naphthalenes that purity is 99.5%.
Embodiment 2
The present embodiment provides a kind of preparation method of high-purity 1- methyl naphthalenes, and it comprises the following steps：
（a）By technical methylnaphthalene cut（Mainly contain 1- methyl naphthalenes, 2- methyl naphthalenes, quinoline and indoles）Add extra mass concentration
For 30% sulfuric acid solution（Usual technical methylnaphthalene is 1 with its volume ratio：1~3）In pickling is carried out under conditions of 60 DEG C, stand
Layering, discards water layer and obtains the first organic layer；
（b）Organic layer is added mass concentration to carry out alkali cleaning under conditions of 90 DEG C in 10% sodium bicarbonate solution so that its
Close to neutrality（Test paper nondiscolouring）, stratification discards water layer and obtains the second organic layer；
（c）Ethyl mercaptan, metal halide and catalyst are added into the second organic layer and carries out back flow reaction（Reflux temperature is 40 DEG C
Left and right）；Second organic layer, ethyl mercaptan, the mass ratio of aluminium chloride and catalyst are 100：150：5：2, catalyst be cupric oxide and
Alchlor in mass ratio 1：3 mixture；
（d）By step（c）Product after the filter filtering of conventional active Carbon fibe packed layer, import and enter in rectifying column
Row rectifying：Tower top temperature is 190 DEG C, absolute pressure of top of the tower is that 100kPa, reflux ratio are 12, collects overhead cooling
The 1- methyl naphthalenes that purity is 99.6% are obtained afterwards.
Embodiment 3
The present embodiment provides a kind of preparation method of high-purity 1- methyl naphthalenes, and it comprises the following steps：
（a）By technical methylnaphthalene cut（Mainly contain 1- methyl naphthalenes, 2- methyl naphthalenes, quinoline and indoles）Add extra mass concentration
For 20% sulfuric acid solution（Usual technical methylnaphthalene is 1 with its volume ratio：5）In carry out pickling under conditions of 50 DEG C, stand point
Layer, discards water layer and obtains the first organic layer；
（b）Organic layer is added mass concentration to carry out alkali cleaning under conditions of 80 DEG C in 8% sodium bicarbonate solution so that its
Close to neutrality（Test paper nondiscolouring）, stratification discards water layer and obtains the second organic layer；
（c）Ethyl mercaptan, metal halide and catalyst are added into the second organic layer and carries out back flow reaction（Reflux temperature is 40 DEG C
Left and right）；Second organic layer, ethyl mercaptan, the mass ratio of aluminium chloride and catalyst are 100：100：2：1, catalyst be cupric oxide and
Alchlor in mass ratio 1：2 mixture；
（d）By step（c）Product after the filter filtering of conventional active Carbon fibe packed layer, import and enter in rectifying column
Row rectifying：Tower top temperature is 180 DEG C, absolute pressure of top of the tower is that 80kPa, reflux ratio are 10, collects overhead cooling
The 1- methyl naphthalenes that purity is 99.9% are obtained afterwards.
Comparative example 1
This example provides a kind of preparation method of high-purity 1- methyl naphthalenes, its step with it is basically identical in embodiment 3, it is different
It is：Step（c）In do not add catalyst, after final overhead cooling purity be 75% 1- methyl naphthalenes.
The above embodiments merely illustrate the technical concept and features of the present invention, and its object is to allow person skilled in the art
Scholar can understand present disclosure and implement according to this, and it is not intended to limit the scope of the present invention, all according to the present invention
The equivalent change or modification that Spirit Essence is made, should all be included within the scope of the present invention.
Claims (8)
1. a kind of preparation method of high-purity 1- methyl naphthalenes, it is characterised in that it comprises the following steps：
（a）Technical methylnaphthalene cut is added in acid solution and carries out pickling, stratification obtains the first organic layer；
（b）First organic layer is added in alkaline solution and carries out alkali cleaning, stratification obtains the second organic layer；
（c）Ethyl mercaptan, metal halide and catalyst are added into second organic layer and carries out back flow reaction；Described second has
Machine layer, ethyl mercaptan, the mass ratio of metal halide and catalyst are 100：80~150：1~5：0.5~2；
（d）By step（c）Product through filtering, after rectifying.
2. the preparation method of high-purity 1- methyl naphthalenes according to claim 1, it is characterised in that：Step（c）In, the catalysis
Agent is the mixture of cupric oxide and alchlor, and its mass ratio is 1：1~3.
3. the preparation method of high-purity 1- methyl naphthalenes according to claim 1, it is characterised in that：Step（a）In, the acidity
Solution is the sulfuric acid solution of mass concentration 10 ~ 30%.
4. the preparation method of high-purity 1- methyl naphthalenes according to claim 1 or claim 2, it is characterised in that：Step（a）In, it is described
Pickling temperature is 40 ~ 60 DEG C.
5. the preparation method of high-purity 1- methyl naphthalenes according to claim 1, it is characterised in that：Step（b）In, the alkalescence
Solution is the sodium bicarbonate solution of mass concentration 5 ~ 10%.
6. the preparation method of high-purity 1- methyl naphthalenes according to claim 1 or 5, it is characterised in that：Step（b）In, it is described
Alkali cleaning temperature is 70 ~ 90 DEG C.
7. the preparation method of high-purity 1- methyl naphthalenes according to claim 1, it is characterised in that：Step（c）In, the metal
Halide is aluminium chloride or zinc chloride.
8. the preparation method of high-purity 1- methyl naphthalenes according to claim 1, it is characterised in that：Step（d）In, the rectifying
Condition be tower top temperature be 175 ~ 190 DEG C, absolute pressure of top of the tower is 50 ~ 100kPa and reflux ratio is 8 ~ 12.
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| CN201710259373.4A CN106966850B (en) | 2017-04-20 | 2017-04-20 | Preparation method of high-purity 1-methylnaphthalene |
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| CN201710259373.4A CN106966850B (en) | 2017-04-20 | 2017-04-20 | Preparation method of high-purity 1-methylnaphthalene |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109289930A (en) * | 2018-11-19 | 2019-02-01 | 鹏辰新材料科技股份有限公司 | A method of efficiently separating and purify 1- methyl naphthalene |
| CN115073257A (en) * | 2022-08-03 | 2022-09-20 | 连云港鹏辰特种新材料有限公司 | Method for separating and purifying 1-methylnaphthalene from methylnaphthalene enrichment mother liquor |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6130536A (en) * | 1984-07-23 | 1986-02-12 | Nippon Steel Chem Co Ltd | Purification of methylnaphthalene |
| CN1122320A (en) * | 1994-11-02 | 1996-05-15 | 武汉钢铁(集团)公司 | Method and apparatus for extracting alpha-methyl naphthalene and beta-methylnaphthalene |
| CN101270028A (en) * | 2007-03-23 | 2008-09-24 | 宝山钢铁股份有限公司 | Purification process of alpha-methylnaphthalene |
-
2017
- 2017-04-20 CN CN201710259373.4A patent/CN106966850B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6130536A (en) * | 1984-07-23 | 1986-02-12 | Nippon Steel Chem Co Ltd | Purification of methylnaphthalene |
| CN1122320A (en) * | 1994-11-02 | 1996-05-15 | 武汉钢铁(集团)公司 | Method and apparatus for extracting alpha-methyl naphthalene and beta-methylnaphthalene |
| CN101270028A (en) * | 2007-03-23 | 2008-09-24 | 宝山钢铁股份有限公司 | Purification process of alpha-methylnaphthalene |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109289930A (en) * | 2018-11-19 | 2019-02-01 | 鹏辰新材料科技股份有限公司 | A method of efficiently separating and purify 1- methyl naphthalene |
| CN109289930B (en) * | 2018-11-19 | 2021-08-24 | 鹏辰新材料科技股份有限公司 | Method for efficiently separating and purifying 1-methylnaphthalene |
| CN115073257A (en) * | 2022-08-03 | 2022-09-20 | 连云港鹏辰特种新材料有限公司 | Method for separating and purifying 1-methylnaphthalene from methylnaphthalene enrichment mother liquor |
| CN115073257B (en) * | 2022-08-03 | 2023-10-27 | 连云港鹏辰特种新材料有限公司 | Method for separating and purifying 1-methylnaphthalene from methylnaphthalene enrichment mother liquor |
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| CN106966850B (en) | 2020-05-05 |
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