JPS6249253B2 - - Google Patents
Info
- Publication number
- JPS6249253B2 JPS6249253B2 JP13036579A JP13036579A JPS6249253B2 JP S6249253 B2 JPS6249253 B2 JP S6249253B2 JP 13036579 A JP13036579 A JP 13036579A JP 13036579 A JP13036579 A JP 13036579A JP S6249253 B2 JPS6249253 B2 JP S6249253B2
- Authority
- JP
- Japan
- Prior art keywords
- hydroquinone
- resorcin
- resorcinol
- rectification
- liquid
- 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
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 210
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 141
- 229960001755 resorcinol Drugs 0.000 claims description 90
- 239000007788 liquid Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- 239000003960 organic solvent Substances 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 7
- 238000001953 recrystallisation Methods 0.000 description 15
- 239000013078 crystal Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 5
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- 239000012535 impurity Substances 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000007857 degradation product Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000004064 recycling Methods 0.000 description 3
- 238000001577 simple distillation Methods 0.000 description 3
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13036579A JPS5653630A (en) | 1979-10-09 | 1979-10-09 | Separating method of resorcin and hydroquinone |
| US06/193,588 US4308110A (en) | 1979-10-09 | 1980-10-03 | Process for separation and purification of dihydric phenols |
| DE19803037476 DE3037476A1 (de) | 1979-10-09 | 1980-10-03 | Verfahren zur trennung von resorcin und hydrochinon voneinander bzw. zur abtrennung und reinigung von hydrochinon aus verunreinigtem rohhydrochinon |
| CA361,613A CA1130818A (fr) | 1979-10-09 | 1980-10-06 | Methode de separation et de purification de diphenols |
| GB8032273A GB2061926B (en) | 1979-10-09 | 1980-10-07 | Process for separation and purification of dihydic phenols |
| FR8021516A FR2467185A1 (fr) | 1979-10-09 | 1980-10-08 | Procedes de separation et de purification du resorcinol et de l'hydroquinone |
| IT49849/80A IT1143996B (it) | 1979-10-09 | 1980-10-08 | Procedimento per la separazione e la purificazione di fenoli bivalenti |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13036579A JPS5653630A (en) | 1979-10-09 | 1979-10-09 | Separating method of resorcin and hydroquinone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5653630A JPS5653630A (en) | 1981-05-13 |
| JPS6249253B2 true JPS6249253B2 (fr) | 1987-10-19 |
Family
ID=15032625
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13036579A Granted JPS5653630A (en) | 1979-10-09 | 1979-10-09 | Separating method of resorcin and hydroquinone |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5653630A (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2788763B1 (fr) * | 1999-01-25 | 2001-04-13 | Rhodia Chimie Sa | Procede et installation de separation et purification des diphenols dans l'industrie du phenol et de ses derives |
| KR20050019667A (ko) * | 2003-08-20 | 2005-03-03 | 애경화학 주식회사 | 수산화-방향족 화합물의 분리방법 |
| FR2903100B1 (fr) * | 2006-06-29 | 2012-08-03 | Rhodia Recherches & Tech | Procede de preparation d'hydroquinone purifiee |
| FR2925489B1 (fr) * | 2007-12-19 | 2010-02-05 | Rhodia Operations | Procede de preparation de pyrocatechol purifie |
-
1979
- 1979-10-09 JP JP13036579A patent/JPS5653630A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5653630A (en) | 1981-05-13 |
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