CN101250082A - Preparation method of alpha-methylnaphthalene - Google Patents
Preparation method of alpha-methylnaphthalene Download PDFInfo
- Publication number
- CN101250082A CN101250082A CNA2008100200549A CN200810020054A CN101250082A CN 101250082 A CN101250082 A CN 101250082A CN A2008100200549 A CNA2008100200549 A CN A2008100200549A CN 200810020054 A CN200810020054 A CN 200810020054A CN 101250082 A CN101250082 A CN 101250082A
- Authority
- CN
- China
- Prior art keywords
- alpha
- methylnaphthalene
- naphthalene
- methyl
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 title claims abstract description 84
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 7
- 238000010992 reflux Methods 0.000 claims description 7
- 238000005194 fractionation Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- 238000003912 environmental pollution Methods 0.000 abstract description 2
- 238000000746 purification Methods 0.000 abstract description 2
- QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 description 25
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000011280 coal tar Substances 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 150000002475 indoles Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000005554 pickling Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- WBZKQQHYRPRKNJ-UHFFFAOYSA-L disulfite Chemical compound [O-]S(=O)S([O-])(=O)=O WBZKQQHYRPRKNJ-UHFFFAOYSA-L 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a preparation method of alpha-methylnaphthalene, which is characterized in that petroleum-grade mixed methylnaphthalene containing 5-15% of alpha-methylnaphthalene is used as a raw material, and an alpha-methylnaphthalene product is obtained through reduced pressure rectification and purification. The preparation method can obtain the alpha-methylnaphthalene with the purity of more than 97 percent, and has the advantages of simple operation, low production cost and little environmental pollution.
Description
Technical field
The present invention relates to a kind of preparation method of methylnaphthalene.
Background technology
Extract alpha-methyl-naphthalene and beta-methylnaphthalene from coal tar is the main method of producing alpha-methyl-naphthalene and beta-methylnaphthalene always.Because the boiling point of alpha-methyl-naphthalene and beta-methylnaphthalene only differs 3 ℃, use the method for conventional rectification to separate their very difficulties.Coal tar raw material is very complicated in addition, wherein the boiling point of some composition and alpha-methyl-naphthalene and beta-methylnaphthalene is very approaching, also some composition and alpha-methyl-naphthalene and beta-methylnaphthalene form azeotrope, so only utilize the conventional rectification method may not obtain the higher methylnaphthalene of purity.At present done a lot of researchs at the methylnaphthalene that obtains higher degree, comparatively the technology of mature and feasible is: coal tar raw material is with the H of 55～65% concentration
2SO
4Solution is 1: 1～4: 1 by the oleic acid ratio, carries out pickling; And then to contain the alkaline metabisulfite solution of 10～20% sodium sulfate and 3～10% sodium hydroxide, by oily alkali ratio is 1: 1～4: 1, carry out alkali cleaning, after distillation and obtain indoles content smaller or equal to 0.02% alpha-methyl-naphthalene, though the alpha-methyl-naphthalene purity that this kind method obtains can reach 98%, but cost height, and the increase of pickling alkali cleaning after stain, the sulphuric acid soln of use 55～65% also is an important dangerous matter sources concerning workman's safety.
Summary of the invention
Technical problem to be solved by this invention is can obtain purity greater than 97% alpha-methyl-naphthalene in order to overcome the deficiencies in the prior art and provide a kind of preparation method of alpha-methyl-naphthalene, this preparation method, and production cost is low, environment friendly and pollution-free.
For achieving the above object, the technical solution used in the present invention is:
A kind of preparation method of alpha-methyl-naphthalene is a raw material with the grade oil mixed methylnaphthalene that contains alpha-methyl-naphthalene 5～15%, and purifying through rectification under vacuum obtains the alpha-methyl-naphthalene product.
The intermittent fractionation tower is adopted in rectification under vacuum, during the rectification under vacuum operation, the vacuum tightness of described interval type rectifying tower is 0.08～0.09MPa, column bottom temperature is 190～205 ℃, tower top temperature is 160～190 ℃, the control reflux ratio is 45 when tower top temperature is 160～165 ℃, and the control reflux ratio is greater than 60 when tower top temperature is 176 ℃～182 ℃.
Because the technique scheme utilization, the present invention compared with prior art has following advantage:
With the grade oil mixed methylnaphthalene is raw material, rectification under vacuum purification alpha-methyl-naphthalene wherein, the grade oil mixed methylnaphthalene is compared coal tar, contain quinoline and indoles hardly, therefore need not complicated taking off quinoline and take off the indoles step, this preparation method is simple, production cost is low, and owing to avoided acidity and alkali cleaning, environmental pollution is little.
Embodiment
Below the specific embodiment of the present invention is described:
Preparation method according to the alpha-methyl-naphthalene of present embodiment comprises the steps:
The present invention adopts the intermittent fractionation tower.At first heating kettle and tower body are extracted into 600～640mmHg with vacuum pump, and in whole process of production, keep this vacuum tightness, advance the grade oil mixed methylnaphthalene in the heating kettle then and utilize heat-conducting oil heating, control thermal oil temperature out is at 220～224 ℃, the heating kettle temperature is 195～200 ℃ (optimum temps is about 197 ℃), control of reflux ratio is 35～45 (optimum regime is 40), the vacuum tightness of controlling heating kettle according to the height of rectifying tower filler generally is that 1 meter filler is wanted 4～6mmHg (the best is 4.5mmHg), be the heating kettle vacuum degree control at 510～540mmHg, tower top temperature is 160～190 ℃.Extraction is formed the switching cut by gas-chromatography, at first working as tower top temperature is 160～165 ℃ of extraction naphthalene cuts (naphthalene content is greater than 70%), the control reflux ratio is 45 when tower top temperature to 165 ℃, extraction naphthalene and beta-methylnaphthalene interim fraction (beta-methylnaphthalene content about 45%), this part cut can be got back to rectifying again in the raw material, and extraction is beta-methylnaphthalene cut (beta-methylnaphthalene content greater than 65% less than 88%) when tower top temperature is 170～175 ℃.When tower top temperature is 176～182 ℃, (beta-methylnaphthalene content is about 30% to gather the mixed methylnaphthalene cut, alpha-methyl-naphthalene content is about 50%), again rectification under vacuum after this cut enrichment, the vacuum tightness of rectifying tower is 0.08～0.09MPa, the thermal oil temperature is controlled at 223～230 ℃, column bottom temperature is 190～205 ℃, tower top temperature is 170～190 ℃, control of reflux ratio is more than 60, when tower top temperature is 173 ℃～175 ℃, (beta-methylnaphthalene content is about 78% to gather the beta-methylnaphthalene cut, alpha-methyl-naphthalene content is about 15%), when tower top temperature is 176 ℃～182 ℃, gather mixed methylnaphthalene cut (alpha-methyl-naphthalene, beta-methylnaphthalene content is all about 45%), when tower top temperature is 183 ℃～184 ℃, gather the thick cut of alpha-methyl-naphthalene (alpha-methyl-naphthalene content is about 85%), when tower top temperature is 185 ℃, gathers the alpha-methyl-naphthalene cut and get described alpha-methyl-naphthalene content greater than 97% finished product.
Claims (2)
1, a kind of preparation method of alpha-methyl-naphthalene is characterized in that: with the grade oil mixed methylnaphthalene that contains alpha-methyl-naphthalene 5～15% is raw material, and purifying through rectification under vacuum obtains the alpha-methyl-naphthalene product.
2, the preparation method of a kind of alpha-methyl-naphthalene according to claim 1, it is characterized in that: the intermittent fractionation tower is adopted in rectification under vacuum, during the rectification under vacuum operation, the vacuum tightness of described interval type rectifying tower is 0.08～0.09MPa, column bottom temperature is 190～205 ℃, tower top temperature is 160～190 ℃, and the control reflux ratio is 45 when tower top temperature is 160～165 ℃, and the control reflux ratio is greater than 60 when tower top temperature is 176～182 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008100200549A CN101250082A (en) | 2008-03-21 | 2008-03-21 | Preparation method of alpha-methylnaphthalene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2008100200549A CN101250082A (en) | 2008-03-21 | 2008-03-21 | Preparation method of alpha-methylnaphthalene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101250082A true CN101250082A (en) | 2008-08-27 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2008100200549A Pending CN101250082A (en) | 2008-03-21 | 2008-03-21 | Preparation method of alpha-methylnaphthalene |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101250082A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108395400A (en) * | 2017-02-08 | 2018-08-14 | 鞍钢股份有限公司 | Process for industrially producing 2-methylquinoline fraction |
| 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 |
| CN116354784A (en) * | 2023-03-09 | 2023-06-30 | 中建安装集团有限公司 | Process for separating beta-methylnaphthalene and alpha-methylnaphthalene by mixed methylnaphthalene |
-
2008
- 2008-03-21 CN CNA2008100200549A patent/CN101250082A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108395400A (en) * | 2017-02-08 | 2018-08-14 | 鞍钢股份有限公司 | Process for industrially producing 2-methylquinoline fraction |
| 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 |
| CN116354784A (en) * | 2023-03-09 | 2023-06-30 | 中建安装集团有限公司 | Process for separating beta-methylnaphthalene and alpha-methylnaphthalene by mixed methylnaphthalene |
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Open date: 20080827 |