CN101575261A - Method for extracting, rectifying and separating pseudocumene and indane - Google Patents
Method for extracting, rectifying and separating pseudocumene and indane Download PDFInfo
- Publication number
- CN101575261A CN101575261A CNA2009100332453A CN200910033245A CN101575261A CN 101575261 A CN101575261 A CN 101575261A CN A2009100332453 A CNA2009100332453 A CN A2009100332453A CN 200910033245 A CN200910033245 A CN 200910033245A CN 101575261 A CN101575261 A CN 101575261A
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- China
- Prior art keywords
- tower
- solvent
- indane
- sulfolane
- extraction
- 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.)
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- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 title claims abstract description 80
- 238000000034 method Methods 0.000 title abstract description 16
- GWHJZXXIDMPWGX-UHFFFAOYSA-N 1,2,4-trimethylbenzene Chemical compound CC1=CC=C(C)C(C)=C1 GWHJZXXIDMPWGX-UHFFFAOYSA-N 0.000 title 2
- 239000002904 solvent Substances 0.000 claims abstract description 40
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000000926 separation method Methods 0.000 claims abstract description 17
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 16
- 239000002994 raw material Substances 0.000 claims abstract description 16
- 238000000605 extraction Methods 0.000 claims abstract description 15
- 238000000895 extractive distillation Methods 0.000 claims abstract description 10
- 230000008929 regeneration Effects 0.000 claims abstract description 9
- 238000011069 regeneration method Methods 0.000 claims abstract description 9
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000004821 distillation Methods 0.000 claims abstract description 5
- 239000000463 material Substances 0.000 claims abstract description 3
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract 5
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims abstract 2
- 238000004064 recycling Methods 0.000 claims abstract 2
- 238000010992 reflux Methods 0.000 claims description 5
- 238000007599 discharging Methods 0.000 claims description 4
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- 238000011084 recovery Methods 0.000 abstract description 6
- 238000005265 energy consumption Methods 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 description 7
- 241000282326 Felis catus Species 0.000 description 5
- 239000000126 substance Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- UHKAJLSKXBADFT-UHFFFAOYSA-N 1,3-indandione Chemical compound C1=CC=C2C(=O)CC(=O)C2=C1 UHKAJLSKXBADFT-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 150000002468 indanes Chemical class 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
偏三甲苯与茚满的萃取精馏分离方法，步骤如下：(1)以环丁砜为萃取精馏的溶剂，将其与原料混合物以一定配比加入萃取精馏塔；(2)分离后，塔顶为高纯度偏三甲苯，塔釜为溶剂环丁砜+茚满；(3)塔釜物料送入溶剂再生塔进行蒸馏操作，塔顶采出物为茚满，塔釜为溶剂环丁砜；(4)塔釜溶剂环丁砜送回萃取精馏塔循环使用。本发明的产品为纯度≥99.5％的偏三甲苯；萃取精馏的溶剂环丁砜可以循环使用，并同时使茚满回收率≥97％。与常规使用的普通蒸馏方法相比，产品纯度更高，回收率更高，能耗更低。
The extraction and rectification separation method of mesitylene and indane, the steps are as follows: (1) use sulfolane as the solvent of extraction and rectification, and add it and the raw material mixture to the extractive distillation tower in a certain proportion; (2) after separation, the tower The top is high-purity trimethylbenzene, and the tower kettle is solvent sulfolane + indan; (3) The materials in the tower kettle are sent to the solvent regeneration tower for distillation operation, and the top extract is indane, and the tower kettle is solvent sulfolane; (4) The solvent sulfolane in the tower kettle is sent back to the extractive distillation tower for recycling. The product of the invention is mesitylene with a purity ≥ 99.5 percent; the solvent sulfolane for extraction and rectification can be recycled, and at the same time, the indane recovery rate can be ≥ 97 percent. Compared with conventionally used ordinary distillation methods, the product purity is higher, the recovery rate is higher, and the energy consumption is lower.
Description
Technical field
The present invention relates to a kind of separation method of chemical industry, the extraction and rectification separation method of particularly a kind of unsym-trimethyl benzene and indane.
Background technology
Unsym-trimethyl benzene and indane all are important basic Organic Chemicals and organic chemical industry's solvents, indane is a raw material of making synthetic resins, unsym-trimethyl benzene is widely used in Chemical Manufacture, can be used for preparing VITAMIN, dimethylbenzene, trimellitic acid 1,2-anhydride, sym-trimethylbenzene, durol and pyromellitic acid anhydride etc., the two all is present in the by product-cracking heavy aromatics of ethylene production, it is about 5% wherein to contain unsym-trimethyl benzene, indane 1～2%.Because the existence of indane is totally unfavorable to catalyzer in the trimethylbenzene subsequent reactions, so need be with the two thorough separation.
Because unsym-trimethyl benzene boiling point (168.0 ℃) and indane boiling point (176.0 ℃) are approaching, as if with the conventional distillation method to its further separation and purification, then energy consumption is too big, has directly influenced the further development and use of this part resource.With 2008 was example, China's cracking heavy aromatics annual production is about 3,000,000 tons, if wherein unsym-trimethyl benzene separates purification with indane, can produce 150000 tons of unsym-trimethyl benzenes, about 30,000 tons of indanes per year, resource is fully used, also can increases the business economic benefit greatly.
Summary of the invention
The extraction and rectification separation method that the purpose of this invention is to provide a kind of unsym-trimethyl benzene and indane, this method is raw material (containing 80% unsym-trimethyl benzene, 20% indane) with industrial unsym-trimethyl benzene and indane mixture, with the tetramethylene sulfone is solvent, carry out the extracting rectifying operation, separate the purification unsym-trimethyl benzene, reclaim indane simultaneously, solvent sulfolane can be recycled through regeneration.Present method is compared with the common distillating method that routine is used, and product purity is higher, and the rate of recovery is higher, and energy consumption is lower.
The technical scheme of finishing the foregoing invention task is: the extraction and rectification separation method of a kind of unsym-trimethyl benzene and indane, it is characterized in that step is as follows,
(1). with the tetramethylene sulfone is the solvent of extracting rectifying, and itself and raw mix are added extractive distillation column with certain proportioning;
(2). after the separation, cat head is high purity unsym-trimethyl benzene (〉=99.5%), and the tower still is solvent sulfolane+indane;
(3). tower still material is sent into solvent regeneration tower and is carried out distillation procedure, and the cat head production is indane (〉=98%), and the tower still is a solvent sulfolane;
(4). the indane of cat head extraction can be directly as the synthetic resins raw material; Tower still solvent sulfolane can be sent extractive distillation column back to and be recycled.
" certain proportioning " of solvent of the present invention and raw mix is meant: the mass ratio of solvent and raw mix is 2/1-4/1, and best proportion is 3/1.
The technical process of sepn process is seen shown in Figure 1, and separating apparatus adopts optimizes processing condition, can obtain the high purity unsym-trimethyl benzene after the separation, simultaneously the indane rate of recovery 〉=97%.
Advantage of the present invention: adopt technical process shown in Figure 1 and optimized parameters, raw material is that industrial unsym-trimethyl benzene and indane mixture (contain 80% unsym-trimethyl benzene, 20% indane), with the tetramethylene sulfone is solvent, at first carry out the extracting rectifying operation through extractive distillation column T1, overhead product is the unsym-trimethyl benzene of purity 〉=99.5%, tower kettle product distills processing through solvent regeneration tower T2, indane in the recyclable raw material of one side, the solvent sulfolane of extracting rectifying is recycled, operate by two towers, can obtain the unsym-trimethyl benzene product of purity 〉=99.5%, and make the indane rate of recovery 〉=97% simultaneously.Compare with the common distillating method that routine is used, product purity is higher, and the rate of recovery is higher, and energy consumption is lower.
Simultaneously, because the whole process solvent can be recycled, production cost is lower, and can not throw into question to environment.
Description of drawings
Fig. 1 is the technical process of extracting rectifying and solvent reclamation.
Embodiment
The method that embodiment 1, extracting rectifying separate unsym-trimethyl benzene and indane, with reference to processing parameter shown in technical process shown in Figure 1 and the table 1,1. raw material is raw mix, and wherein the mass content of unsym-trimethyl benzene and indane is respectively 80%, 20%, flow is 5Kg/h, 9. solvent is tetramethylene sulfone, and flow is 15Kg/h, and extractive distillation column T1 tower top temperature is 168～169 ℃, tower still temperature is 255～260 ℃, control of reflux ratio is 4～5, and cat head production 3. flow is 4Kg/h, consists of x
Unsym-trimethyl benzene=0.9962, x
Indane=0.0038, tower still discharging 4. flow is 21Kg/h, consists of x
Tetramethylene sulfone=0.9524, x
Unsym-trimethyl benzene=0.0007, x
Indane=0.0469, this part discharging is the charging of solvent regeneration tower T2 simultaneously, and solvent regeneration tower T2 tower top temperature is 176～177 ℃, and tower still temperature is about 270 ℃, and control of reflux ratio is 4～5, and cat head production 7. flow is 1Kg/h, consists of x
Unsym-trimethyl benzene=0.0151, x
Indane=0.9849, tower still discharging 9. flow is 20Kg/h, and wherein tetramethylene sulfone mass content 〉=99.7% can recycle.1,3 is condenser among the figure, and 2,4 is reboiler.1.～9. be stream burst title (table 2).
Each tower process condition of table 1
| Processing parameter | The T-1 tower | The T-2 tower |
| Theoretical plate number | 60 | 40 |
| The raw material feed entrance point | 15 | 15 |
| The solvent feed position | 40 | |
| Reflux ratio | 4-5 | 4-5 |
| Tower top temperature (℃) | 168-169 | 176-177 |
| Tower still temperature (℃) | 255-260 | 265-275 |
Burst explanation of table 2 stream
Embodiment 2, and is substantially the same manner as Example 1, but the mass ratio of solvent and raw mix is 2/1.
Claims (5)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200910033245 CN101575261B (en) | 2009-06-16 | 2009-06-16 | Method for extracting, rectifying and separating pseudocumene and indane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200910033245 CN101575261B (en) | 2009-06-16 | 2009-06-16 | Method for extracting, rectifying and separating pseudocumene and indane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101575261A true CN101575261A (en) | 2009-11-11 |
| CN101575261B CN101575261B (en) | 2013-04-03 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200910033245 Expired - Fee Related CN101575261B (en) | 2009-06-16 | 2009-06-16 | Method for extracting, rectifying and separating pseudocumene and indane |
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| CN (1) | CN101575261B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105837394A (en) * | 2016-04-05 | 2016-08-10 | 天津大学 | Purifying method of highly-pure 1,2,3-trimethylbenzene |
| CN109627139A (en) * | 2017-10-09 | 2019-04-16 | 中国石化扬子石油化工有限公司 | Indane separation method in a kind of cracking carbon nine |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1226246C (en) * | 2003-06-30 | 2005-11-09 | 南京师范大学 | Rectification and extraction crossing and combining separation process of carbon 9 arene |
| CN101077849B (en) * | 2007-06-01 | 2010-08-25 | 南京师范大学 | Extraction, distillation and separation method for m-methylethylbenzene and p-methylethylbenzene |
| CN101445421A (en) * | 2008-11-04 | 2009-06-03 | 南京师范大学 | Method for extracting mixed extractant of trimethyl benzene in cracked C*; method for measuring mixed extractant and measure equipment thereof |
-
2009
- 2009-06-16 CN CN 200910033245 patent/CN101575261B/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105837394A (en) * | 2016-04-05 | 2016-08-10 | 天津大学 | Purifying method of highly-pure 1,2,3-trimethylbenzene |
| CN105837394B (en) * | 2016-04-05 | 2018-12-21 | 天津大学 | A kind of method of purification of high-purity 1,2,3-trimethylbenzene |
| CN109627139A (en) * | 2017-10-09 | 2019-04-16 | 中国石化扬子石油化工有限公司 | Indane separation method in a kind of cracking carbon nine |
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| Publication number | Publication date |
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| CN101575261B (en) | 2013-04-03 |
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Granted publication date: 20130403 Termination date: 20160616 |