JPH0420412B2 - - Google Patents
Info
- Publication number
- JPH0420412B2 JPH0420412B2 JP20052786A JP20052786A JPH0420412B2 JP H0420412 B2 JPH0420412 B2 JP H0420412B2 JP 20052786 A JP20052786 A JP 20052786A JP 20052786 A JP20052786 A JP 20052786A JP H0420412 B2 JPH0420412 B2 JP H0420412B2
- Authority
- JP
- Japan
- Prior art keywords
- naphthalene
- aluminum chloride
- anhydrous aluminum
- distilled
- distillation
- 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
Links
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 100
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 24
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 21
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims description 20
- 238000004821 distillation Methods 0.000 claims description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- YJUFGFXVASPYFQ-UHFFFAOYSA-N 2,3-dihydro-1-benzothiophene Chemical compound C1=CC=C2SCCC2=C1 YJUFGFXVASPYFQ-UHFFFAOYSA-N 0.000 claims description 9
- 239000012535 impurity Substances 0.000 claims description 8
- 238000006477 desulfuration reaction Methods 0.000 claims description 7
- 230000023556 desulfurization Effects 0.000 claims description 7
- 238000010992 reflux Methods 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000005292 vacuum distillation Methods 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000007423 decrease Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 150000003464 sulfur compounds Chemical class 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-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
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000011280 coal tar Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001640 fractional crystallisation Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 230000002378 acidificating effect Effects 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
- 239000007864 aqueous solution Substances 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005443 coulometric titration Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20052786A JPS6357539A (ja) | 1986-08-27 | 1986-08-27 | ナフタレンの精製方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20052786A JPS6357539A (ja) | 1986-08-27 | 1986-08-27 | ナフタレンの精製方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6357539A JPS6357539A (ja) | 1988-03-12 |
| JPH0420412B2 true JPH0420412B2 (enrdf_load_stackoverflow) | 1992-04-02 |
Family
ID=16425792
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20052786A Granted JPS6357539A (ja) | 1986-08-27 | 1986-08-27 | ナフタレンの精製方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6357539A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2130071B1 (es) * | 1997-05-06 | 2000-03-01 | Nalon Quimica Sa | Procedimiento para la obtencion de naftalina refinada. |
-
1986
- 1986-08-27 JP JP20052786A patent/JPS6357539A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6357539A (ja) | 1988-03-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR910003253B1 (ko) | 고순도의 2,2-비스(4-히드록시페닐)프로판을 제조하는 방법 | |
| JPS59231033A (ja) | ビスフエノ−ルａの精製方法 | |
| JP3110459B2 (ja) | ｐ−アミノフェノール組成物の精製及びＮ−アセチル−ｐ−アミノフェノールへの直接転化 | |
| JPH0420412B2 (enrdf_load_stackoverflow) | ||
| JP3901218B2 (ja) | ２，６−ジアルキルフェノールの精製法 | |
| US4165328A (en) | Process for separating 11-cyanoundecanoic acid, cyclohexanone and ε- | |
| JPS6256442A (ja) | ナフタレンの精製方法 | |
| JPH0446253B2 (enrdf_load_stackoverflow) | ||
| JPH06104635B2 (ja) | メチルナフタレンの精製方法 | |
| JP2697054B2 (ja) | ｐ―ヒドロキシベンズアルデヒドの製造方法 | |
| JP3657635B2 (ja) | メチルナフタレンの製造方法 | |
| US3658905A (en) | Process for the purification of p-aminophenol | |
| JP2000143633A (ja) | イソキノリンの精製方法 | |
| US4145353A (en) | Process for removing 1,4-naphthoquinone from phthalic anhydride | |
| JP2532010B2 (ja) | 精製フェノ―ルの製造方法及びビスフェノ―ルａとフェノ―ルとの結晶アダクトの洗浄方法 | |
| JPH05331080A (ja) | 精製ナフタレンの製造方法 | |
| JP2590412B2 (ja) | ２，６―ジイソプロピルナフタレンの回収方法 | |
| JP3173732B2 (ja) | 色相にすぐれたビスフェノールａの製造方法 | |
| JPH01268678A (ja) | キナルジンの精製法 | |
| JPH0637411B2 (ja) | １，６−ヘキサンジオールの溶融晶析製造法 | |
| JPH0542419B2 (enrdf_load_stackoverflow) | ||
| JPH06104634B2 (ja) | メチルナフタレンの精製方法 | |
| JPH03264541A (ja) | ナフトール製造工程等からの精製ナフタレンの回収方法 | |
| JP2000239257A (ja) | ２，２，６，６−テトラメチル−４−ピペリドンの製造法 | |
| JPS62209030A (ja) | デユレンの分離方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| S533 | Written request for registration of change of name |
Free format text: JAPANESE INTERMEDIATE CODE: R313533 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
| EXPY | Cancellation because of completion of term |