CN1081180C - Process for preparing anthracene, phenanthrene and karbazole - Google Patents
Process for preparing anthracene, phenanthrene and karbazole Download PDFInfo
- Publication number
- CN1081180C CN1081180C CN 99122301 CN99122301A CN1081180C CN 1081180 C CN1081180 C CN 1081180C CN 99122301 CN99122301 CN 99122301 CN 99122301 A CN99122301 A CN 99122301A CN 1081180 C CN1081180 C CN 1081180C
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- CN
- China
- Prior art keywords
- carbazole
- anthracene
- phenanthrene
- mixture
- joined
- 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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- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 title claims abstract description 113
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 238000004519 manufacturing process Methods 0.000 title abstract description 9
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims abstract description 122
- 239000000203 mixture Substances 0.000 claims abstract description 25
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000000047 product Substances 0.000 claims abstract description 18
- 239000008096 xylene Substances 0.000 claims abstract description 18
- 239000012065 filter cake Substances 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 5
- 239000011591 potassium Substances 0.000 claims abstract description 5
- 239000002994 raw material Substances 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims description 31
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 15
- 239000003205 fragrance Substances 0.000 claims description 13
- 239000000706 filtrate Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 238000010025 steaming Methods 0.000 claims description 5
- 238000005119 centrifugation Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000010298 pulverizing process Methods 0.000 claims description 3
- 238000012423 maintenance Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 21
- 230000008020 evaporation Effects 0.000 abstract 2
- 238000001704 evaporation Methods 0.000 abstract 2
- 239000000126 substance Substances 0.000 description 5
- 238000004821 distillation Methods 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 150000001454 anthracenes Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 241001269238 Data Species 0.000 description 1
- 125000005577 anthracene group Chemical group 0.000 description 1
- 150000001716 carbazoles Chemical class 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
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- Indole Compounds (AREA)
Abstract
The present invention relates to a process for preparing anthracene, phenanthrene and carbazole. The process comprises the steps that coarse anthracene as raw material is added into a reaction kettle of dimethylbenzene xylene to obtain anthracene and carbazole mixture; the anthracene and carbazole mixture is added into a potassium dissolving kettle to further mix anthracene, phenanthrene and carbazole; anthracene and phenanthrene is added into a normal pressure evaporation kettle to obtain white anthracene and phenanthrene mixture; the white anthracene and phenanthrene mixture is loaded into the dimethylbenzene xylene kettle to obtain an anthracene and phenanthrene product; carbazole is added into a reaction kettle with water to obtain a carbazole filter cake; the carbazole filter cake is added into the evaporation kettle to obtain coarse carbazole; coarse carbazole is added into the dimethylbenzene xylene kettle to obtain carbazole after a reaction. By means of a set of processes to simultaneously obtain anthracene, phenanthrene and carbazole, the present invention has the advantages of low cost and high purity.
Description
The present invention relates to the preparation method of a kind of anthracene, phenanthrene, carbazole, the present invention especially relates to a kind of method of utilizing a cover typical process flow to produce anthracene, phenanthrene, carbazole simultaneously.
Anthracene, phenanthrene, carbazole belong to the Coal Chemical Industry fine product, are that the crude anthracene with coal tar is a raw material, through operations such as overheated filter, chemical separation, steaming liter and solvent washs and make.
The traditional technology of producing anthracene, phenanthrene, carbazole is to utilize solvent method, distillation method, chemical method and subliming method to produce.More than four kinds of production methods have following defective, mainly show:
The first, every cover technology can only be produced a kind of product;
The second, complex process, operation easier is big:
As adopt solvent method: need with 4 kinds of solvents, as producing anthracene, phenanthrene, three kinds of products of carbazole, washing times will reach 20 times;
As adopt distillation method: pipeline stops up easily, thereby produces pressure, causes to fire;
As adopt chemical method: be that high-temperature material directly is drained in the solvent, easily cause sharply and be heated, boil that solvent volatilizees in a large number, pollutes;
As adopt subliming method: the reaction times is oversize, and the easy charing of material yields poorly, the cost height.
The 3rd, product purity is low, and yield is low, unstable product quality;
The 4th, product appearance is poor;
The 5th, investment is big, and loss is big, the cost height;
The 6th, blowdown is many, and toxicity is big, causes serious environmental to pollute.
Purpose of the present invention is exactly at above-mentioned the deficiencies in the prior art, and the preparation method of a kind of anthracene, phenanthrene, carbazole is provided.
1, the preparation method of a kind of anthracene, phenanthrene, carbazole, it comprises the following steps:
(1) the raw material crude anthracene is joined in the reactor that xylene solvent is housed, the ratio of crude anthracene and solvent is 1: 1.2, when being heated to 90-100 ℃, all dissolvings, mixture after the dissolving enters in the crystallizing pan that has filter cylinder, and filtrate is through crystallisation by cooling, to 28-32 ℃, centrifugation then obtains anthracene, carbazole mixture;
(2) anthracene, carbazole mixture are joined in the molten still of the potassium that potassium hydroxide is housed, the ratio of anthracene, carbazole mixture and potassium hydroxide is 3: 1, reacting by heating is to 200-220 ℃, be incubated 2 hours, reaction finishes, this reaction mass entered be cooled to 30 ℃ in the airtight container, open closed cell, take out the carbazole of anthracene, phenanthrene and the lower floor on upper strata respectively;
(3) upper strata anthracene, luxuriant and rich with fragrance mixture are joined the normal pressure steaming and rise in the still, maintain the temperature at 250-270 ℃, anthracene, phenanthrene begin to waft in receiving vat, obtain white anthracene, luxuriant and rich with fragrance mixture;
(4) white anthracene, luxuriant and rich with fragrance mixture are joined in the reactor that xylene solvent is housed, white anthracene, luxuriant and rich with fragrance mixing are 1: 2 with the ratio of xylene solvent, remain on 90-100 ℃, be incubated 1 hour, be cooled to 30 ℃ again, be drained in the whizzer and separate, obtain the finished product anthracene; Separate rear filtrate and pack into and distill in the still kettle, temperature is 150-170 ℃, and solvent all steams, and is the finished product phenanthrene at the bottom of the still;
(5) will join in the reactor of band water after lower floor's carbazole pulverizing, the ratio of water and carbazole is 3: 1, directly steams with steam and blows 3 hours, and temperature remains on 80-100 ℃, separates then, obtains the filter cake carbazole;
(6) the filter cake carbazole is joined steam and rises in the still, 250-270 ℃ of maintenance temperature, carbazole begins to waft in the receiving vat, obtains thick carbazole;
(7) thick carbazole is joined in the reactor that xylene solvent is housed, the ratio of thick carbazole and xylene solvent is 1: 2, remains on 90-100 ℃, is incubated 1 hour, is cooled to 40 ℃ again, is drained in the whizzer and separates, and obtains the finished product carbazole.
The preparation method of anthracene, phenanthrene, carbazole is essentially different than solvent method, distillation method, chemical method and subliming method, and its superiority mainly shows:
The first, utilize a cover technology can produce anthracene, phenanthrene, three kinds of products of carbazole simultaneously;
The second, reduced the solvent usage quantity, reduced production cost;
The 3rd, simplified production technique, schedule of operation is simple;
The 4th, quality product obviously improves, and outward appearance is good, steady quality;
The 5th, shortened the production cycle, the yield height has enlarged throughput;
The 6th, take the fully-closed mode of production, thoroughly eliminated pollution.
The 7th, the various index correlation datas of the present invention:
1, quality standard contrast
2, production cost contrast
3, technical matters contrast
4, gross investment situation contrast
| Unit | Gross investment (Renminbi/unit) | Production kind and throughput: ton/year | ||
| Shanghai Baosteel (solvent method) | 100,000,000 | Anthracene: 400 | Carbazole: 200 | |
| Dying of Shanghai seven factories (solvent method) | 3,000 ten thousand | Carbazole: 100 | ||
| The present invention | 7,200,000 | Anthracene: 1000 | Carbazole: 600 | Luxuriant and rich with fragrance: 600 |
Be described in further detail below by embodiment:
1,1000 kilograms of raw material crude anthracenes are joined in the reactor that xylene solvent is housed, the ratio of crude anthracene and solvent is 1: 1.2, and when being heated to 90-100 ℃, all dissolving enters in the crystallizing pan that has filter cylinder; Filtrate process crystallisation by cooling, to 30 ℃, centrifugation then, filter cake is anthracene, carbazole mixture;
2, filter cake is joined in the molten still of potassium, the ratio of filter cake and potassium hydroxide is 3: 1 in the molten still of potassium, reacting by heating to 200 ℃, be incubated 2 hours, reaction finishes, and this reaction mass is entered be cooled to 30 ℃ in the airtight container, open closed cell, take out the carbazole of anthracene, phenanthrene and the lower floor on upper strata respectively;
3, upper strata anthracene, luxuriant and rich with fragrance mixture are joined the normal pressure steaming and rise in the still, maintain the temperature at 260 ℃, anthracene, phenanthrene begin to waft in receiving vat, obtain white anthracene, luxuriant and rich with fragrance mixture;
4, white anthracene, luxuriant and rich with fragrance mixture are joined in the reactor that xylene solvent is housed, the ratio of white anthracene, luxuriant and rich with fragrance mixture and xylene solvent is 1: 2, remains on 90-100 ℃, be incubated 1 hour, be cooled to 30 ℃ again, be drained in the whizzer and separate, obtain 300 kilograms of finished product anthracenes; Filtrate is packed into and is distilled in the still kettle, and temperature is 160 ℃, and solvent all steams, and residue is 150 kilograms of finished product phenanthrene at the bottom of the still;
5, will join in the reactor of band water after lower floor's carbazole pulverizing, the ratio of water and carbazole is 3: 1, directly steams with steam and blows 3 hours, and temperature remains on 90 ℃, separates then, obtains the filter cake carbazole;
6, the filter cake carbazole is joined steaming and rise in the still, keep 260 ℃ of temperature, carbazole begins to waft in the receiving vat; Obtain thick carbazole;
7, thick carbazole is joined in the reactor that xylene solvent is housed, the ratio of thick carbazole and xylene solvent is 1: 2, remains on 90-100 ℃, is incubated 1 hour, is cooled to 40 ℃ again, is drained in the whizzer and separates, and obtains 150 kilograms of finished product carbazoles.
Claims (1)
1, the preparation method of a kind of anthracene, phenanthrene, carbazole, it comprises the following steps:
(1) the raw material crude anthracene is joined in the reactor that xylene solvent is housed, the ratio of crude anthracene and solvent is 1: 1.2, when being heated to 90-100 ℃, all dissolvings, mixture after the dissolving enters in the crystallizing pan that has filter cylinder, and filtrate is through crystallisation by cooling, to 28-32 ℃, centrifugation then obtains anthracene, carbazole mixture;
(2) anthracene, carbazole mixture are joined in the molten still of the potassium that potassium hydroxide is housed, the ratio of anthracene, carbazole mixture and potassium hydroxide is 3: 1, reacting by heating is to 200-220 ℃, be incubated 2 hours, reaction finishes, this reaction mass entered be cooled to 30 ℃ in the airtight container, open closed cell, take out the carbazole of anthracene, phenanthrene and the lower floor on upper strata respectively;
(3) upper strata anthracene, luxuriant and rich with fragrance mixture are joined the normal pressure steaming and rise in the still, maintain the temperature at 250-270 ℃, anthracene, phenanthrene begin to waft in receiving vat, obtain white anthracene, luxuriant and rich with fragrance mixture;
(4) white anthracene, luxuriant and rich with fragrance mixture are joined in the reactor that xylene solvent is housed, the ratio of white anthracene, luxuriant and rich with fragrance mixture and xylene solvent is 1: 2, remains on 90-100 ℃, be incubated 1 hour, be cooled to 30 ℃ again, be drained in the whizzer and separate, obtain the finished product anthracene; Separate rear filtrate and pack into and distill in the still kettle, temperature is 150-170 ℃, and solvent all steams, and is the finished product phenanthrene at the bottom of the still;
(5) will join in the reactor of band water after lower floor's carbazole pulverizing, the ratio of water and carbazole is 3: 1, directly steams with steam and blows 3 hours, and temperature remains on 80-100 ℃, separates then, obtains the filter cake carbazole;
(6) the filter cake carbazole is joined steam and rises in the still, 250-270 ℃ of maintenance temperature, carbazole begins to waft in the receiving vat, obtains thick carbazole;
(7) thick carbazole is joined in the reactor that xylene solvent is housed, the ratio of thick carbazole and xylene solvent is 1: 2, remains on 90-100 ℃, is incubated 1 hour, is cooled to 40 ℃ again, is drained in the whizzer and separates, and obtains the finished product carbazole.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 99122301 CN1081180C (en) | 1999-10-29 | 1999-10-29 | Process for preparing anthracene, phenanthrene and karbazole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 99122301 CN1081180C (en) | 1999-10-29 | 1999-10-29 | Process for preparing anthracene, phenanthrene and karbazole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1250768A CN1250768A (en) | 2000-04-19 |
| CN1081180C true CN1081180C (en) | 2002-03-20 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 99122301 Expired - Fee Related CN1081180C (en) | 1999-10-29 | 1999-10-29 | Process for preparing anthracene, phenanthrene and karbazole |
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| Country | Link |
|---|---|
| CN (1) | CN1081180C (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100575343C (en) * | 2006-08-24 | 2009-12-30 | 宝山钢铁股份有限公司 | Process for refining carbazole |
| CN100548983C (en) * | 2007-07-02 | 2009-10-14 | 陈启俊 | Method for preparing high-purity anthracene and carbazole by rectifying crude anthracene |
| CN101440296B (en) * | 2008-12-18 | 2012-10-10 | 中冶焦耐工程技术有限公司 | Phenolate distilling process and apparatus |
| CN103601667B (en) * | 2013-11-30 | 2015-11-18 | 河南城建学院 | A kind of method being separated carbazole from carbolineum |
| CN114044732A (en) * | 2021-10-28 | 2022-02-15 | 中钢集团鞍山热能研究院有限公司 | Method for co-production of photoelectric material N-vinylcarbazole by coupling and separating refined anthracene from crude anthracene |
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1999
- 1999-10-29 CN CN 99122301 patent/CN1081180C/en not_active Expired - Fee Related
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| Publication number | Publication date |
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| CN1250768A (en) | 2000-04-19 |
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Effective date of registration: 20091113 Address after: Xicheng village, Wenshui County, Shanxi Patentee after: Shanxi Desheng Chemical Co., Ltd. Address before: Wenshui Shanxi Xicheng Jinfeng Chemical Factory Patentee before: Zheng Jinan |
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