CN1025183C - 煤焦油衍生物蒽的分离和纯化方法 - Google Patents
煤焦油衍生物蒽的分离和纯化方法 Download PDFInfo
- Publication number
- CN1025183C CN1025183C CN89108882A CN89108882A CN1025183C CN 1025183 C CN1025183 C CN 1025183C CN 89108882 A CN89108882 A CN 89108882A CN 89108882 A CN89108882 A CN 89108882A CN 1025183 C CN1025183 C CN 1025183C
- Authority
- CN
- China
- Prior art keywords
- anthracene
- crystallizer
- carbolineum
- solvent
- gram
- 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.)
- Expired - Fee Related
Links
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 title claims abstract description 168
- 238000000034 method Methods 0.000 title claims abstract description 52
- 239000011280 coal tar Substances 0.000 title claims description 7
- 238000000746 purification Methods 0.000 title claims description 3
- 238000002955 isolation Methods 0.000 title description 2
- 239000002904 solvent Substances 0.000 claims abstract description 26
- 238000001816 cooling Methods 0.000 claims abstract description 13
- 230000005484 gravity Effects 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 4
- 239000013078 crystal Substances 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 30
- 238000002425 crystallisation Methods 0.000 claims description 27
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 25
- 230000008025 crystallization Effects 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 18
- 238000000926 separation method Methods 0.000 claims description 15
- 239000000725 suspension Substances 0.000 claims description 10
- 238000001914 filtration Methods 0.000 claims description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 3
- ZWXPDGCFMMFNRW-UHFFFAOYSA-N N-methylcaprolactam Chemical compound CN1CCCCCC1=O ZWXPDGCFMMFNRW-UHFFFAOYSA-N 0.000 claims description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 238000005516 engineering process Methods 0.000 claims description 2
- 230000002045 lasting effect Effects 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 239000007790 solid phase Substances 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims 1
- 238000000956 solid--liquid extraction Methods 0.000 claims 1
- 238000007865 diluting Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000001172 liquid--solid extraction Methods 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 description 18
- 238000010438 heat treatment Methods 0.000 description 15
- 239000003921 oil Substances 0.000 description 11
- 238000005406 washing Methods 0.000 description 10
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 8
- 239000007791 liquid phase Substances 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 238000001179 sorption measurement Methods 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000007599 discharging Methods 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 230000008014 freezing Effects 0.000 description 2
- 238000007710 freezing Methods 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- WSGYTJNNHPZFKR-UHFFFAOYSA-N 3-hydroxypropanenitrile Chemical compound OCCC#N WSGYTJNNHPZFKR-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001454 anthracenes Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000003344 environmental pollutant Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 231100000719 pollutant Toxicity 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/20—Polycyclic condensed hydrocarbons
- C07C15/27—Polycyclic condensed hydrocarbons containing three rings
- C07C15/28—Anthracenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/14—Purification; Separation; Use of additives by crystallisation; Purification or separation of the crystals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PLP-276093 | 1988-11-30 | ||
| PL1988276093A PL158769B1 (en) | 1988-11-30 | 1988-11-30 | Method isolating and purifying antracene of chemistry-of-coke origin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1043309A CN1043309A (zh) | 1990-06-27 |
| CN1025183C true CN1025183C (zh) | 1994-06-29 |
Family
ID=20045247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN89108882A Expired - Fee Related CN1025183C (zh) | 1988-11-30 | 1989-11-30 | 煤焦油衍生物蒽的分离和纯化方法 |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPH02199192A (ko) |
| KR (1) | KR0157405B1 (ko) |
| CN (1) | CN1025183C (ko) |
| PL (1) | PL158769B1 (ko) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19613497C1 (de) * | 1996-04-04 | 1997-11-13 | Vft Ag | Destillationsverfahren zur Verbesserung der Reinproduktengewinnung aus Rohanthracen |
| US20070228366A1 (en) * | 2004-08-23 | 2007-10-04 | Shuji Fukai | Method for Purifying Material Comprising Organic Semiconductor, Method for Purifying Material Comprising Pentacene, Semiconductor Device, and Method for Fabricating the Semiconductor Device |
| JP2006093668A (ja) * | 2004-08-23 | 2006-04-06 | Semiconductor Energy Lab Co Ltd | 有機半導体の精製方法及び半導体装置 |
| CN100575957C (zh) * | 2005-12-19 | 2009-12-30 | 中国矿业大学 | 油煤渣的溶解及其组分分析方法 |
| KR100894785B1 (ko) * | 2006-12-29 | 2009-04-24 | 주식회사 효성 | 고순도 2,6-디메틸나프탈렌 연속 결정화 분리정제 방법 및그 장치 |
| JP5987149B2 (ja) * | 2012-02-24 | 2016-09-07 | 学校法人 中央大学 | 有機ｅｌ素子の製造方法 |
| CN104447181A (zh) * | 2014-11-17 | 2015-03-25 | 宁夏中远天宇科技有限公司 | 一种新型的精蒽的生产工艺的萃取工序 |
| CN105505453B (zh) * | 2016-01-15 | 2017-12-08 | 深圳前海新域能源科技有限公司 | 一种煤焦油无水脱盐脱金属的方法 |
| CN105693459B (zh) * | 2016-03-08 | 2018-09-21 | 曲靖众一精细化工股份有限公司 | 一种转鼓提纯精蒽的工艺 |
| CN113024346B (zh) * | 2021-03-19 | 2023-01-10 | 浙江大学衢州研究院 | 一种蒽及其戊基化反应产物的混合物的分离方法 |
-
1988
- 1988-11-30 PL PL1988276093A patent/PL158769B1/pl unknown
-
1989
- 1989-11-30 KR KR1019890017586A patent/KR0157405B1/ko not_active IP Right Cessation
- 1989-11-30 CN CN89108882A patent/CN1025183C/zh not_active Expired - Fee Related
- 1989-11-30 JP JP1312253A patent/JPH02199192A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| KR0157405B1 (ko) | 1998-12-01 |
| JPH02199192A (ja) | 1990-08-07 |
| CN1043309A (zh) | 1990-06-27 |
| KR900007765A (ko) | 1990-06-01 |
| PL276093A1 (en) | 1990-06-11 |
| PL158769B1 (en) | 1992-10-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |