JPS62132992A - タ−ル酸の精製方法 - Google Patents
タ−ル酸の精製方法Info
- Publication number
- JPS62132992A JPS62132992A JP27380085A JP27380085A JPS62132992A JP S62132992 A JPS62132992 A JP S62132992A JP 27380085 A JP27380085 A JP 27380085A JP 27380085 A JP27380085 A JP 27380085A JP S62132992 A JPS62132992 A JP S62132992A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- tar
- anhydride
- tar acid
- aromatic amino
- 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.)
- Granted
Links
- 239000011289 tar acid Substances 0.000 title claims abstract description 35
- 238000000746 purification Methods 0.000 title claims description 6
- 239000002253 acid Substances 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 17
- -1 aromatic amino compound Chemical class 0.000 claims abstract description 14
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 10
- 150000003839 salts Chemical class 0.000 claims abstract description 8
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 7
- 238000006297 dehydration reaction Methods 0.000 claims abstract description 6
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims abstract description 4
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims abstract description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims abstract description 3
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 claims abstract 2
- 229940018557 citraconic acid Drugs 0.000 claims abstract 2
- 239000011269 tar Substances 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract description 8
- 239000003245 coal Substances 0.000 abstract description 5
- 229910017464 nitrogen compound Inorganic materials 0.000 abstract description 4
- 150000002830 nitrogen compounds Chemical class 0.000 abstract description 4
- 238000003763 carbonization Methods 0.000 abstract description 3
- 150000004992 toluidines Chemical class 0.000 abstract description 3
- 150000008064 anhydrides Chemical class 0.000 abstract description 2
- 238000002309 gasification Methods 0.000 abstract description 2
- 239000003921 oil Substances 0.000 description 10
- 238000004821 distillation Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000011280 coal tar Substances 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- ZUDYLZOBWIAUPC-UHFFFAOYSA-L disodium;pentanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CCCC([O-])=O ZUDYLZOBWIAUPC-UHFFFAOYSA-L 0.000 description 2
- VANNPISTIUFMLH-UHFFFAOYSA-N glutaric anhydride Chemical compound O=C1CCCC(=O)O1 VANNPISTIUFMLH-UHFFFAOYSA-N 0.000 description 2
- 150000007523 nucleic acids Chemical class 0.000 description 2
- 102000039446 nucleic acids Human genes 0.000 description 2
- 108020004707 nucleic acids Proteins 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 238000010025 steaming Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 150000001896 cresols Chemical class 0.000 description 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000003171 wood protecting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Working-Up Tar And Pitch (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27380085A JPS62132992A (ja) | 1985-12-04 | 1985-12-04 | タ−ル酸の精製方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27380085A JPS62132992A (ja) | 1985-12-04 | 1985-12-04 | タ−ル酸の精製方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62132992A true JPS62132992A (ja) | 1987-06-16 |
| JPH0354996B2 JPH0354996B2 (enExample) | 1991-08-21 |
Family
ID=17532756
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27380085A Granted JPS62132992A (ja) | 1985-12-04 | 1985-12-04 | タ−ル酸の精製方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62132992A (enExample) |
-
1985
- 1985-12-04 JP JP27380085A patent/JPS62132992A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0354996B2 (enExample) | 1991-08-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS61502540A (ja) | コ−クス化プロセスにおいて生じる水を塩濃度の高い小さい画分と塩濃度の低い大きい画分とに分ける方法 | |
| JPS62132992A (ja) | タ−ル酸の精製方法 | |
| KR840001839B1 (ko) | 가성알칼리 추출에 의한 아세토니트릴의 정제방법 | |
| US1980384A (en) | Separation of meta cresol from meta cresol-para cresol mixtures | |
| KR20050086560A (ko) | 지방 니트릴용 정제/탈색 처리 방법 | |
| JPS61101590A (ja) | タール酸の精製方法 | |
| JPS6154835B2 (enExample) | ||
| US2533086A (en) | Hydroxymethylthianaphthene | |
| JPH0469673B2 (enExample) | ||
| JPH0145513B2 (enExample) | ||
| JP6450503B1 (ja) | タール酸の製造方法 | |
| JPS6154351B2 (enExample) | ||
| DE2758391A1 (de) | Verfahren zur verarbeitung eines benzylbenzoathaltigen teeres | |
| US1445668A (en) | Process of producing cresol | |
| SU405856A1 (ru) | СПОСОБ ОЧИСТКИ у-АЦЕТОПРОПИЛОВОГО СПИРТА | |
| US1811868A (en) | Process for preparing 1,8-cineol | |
| SU40983A1 (ru) | Способ очистки диэтиламиноалкиламинов | |
| JPS6277365A (ja) | 高純度インド−ルの回収方法 | |
| US922538A (en) | Santalol esters. | |
| JPS5931729A (ja) | 粗アセトフエノンの精製方法 | |
| JP2569592B2 (ja) | タール酸の精製方法 | |
| RU2168491C1 (ru) | Способ выделения диэтилового эфира | |
| US3036089A (en) | Diacetylene complex | |
| SU650988A1 (ru) | Способ очистки уксусной кислоты | |
| DE147999C (enExample) |
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 |