GB1364796A - Process for the manufacture of quinones - Google Patents
Process for the manufacture of quinonesInfo
- Publication number
- GB1364796A GB1364796A GB2311972A GB2311972A GB1364796A GB 1364796 A GB1364796 A GB 1364796A GB 2311972 A GB2311972 A GB 2311972A GB 2311972 A GB2311972 A GB 2311972A GB 1364796 A GB1364796 A GB 1364796A
- Authority
- GB
- United Kingdom
- Prior art keywords
- quinones
- symbols
- general formula
- methyl group
- complexing agent
- 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
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000004053 quinones Chemical class 0.000 title abstract 2
- 239000008139 complexing agent Substances 0.000 abstract 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical class [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- -1 halogen ions Chemical class 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 229910052740 iodine Chemical group 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003003 phosphines Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/02—Quinones with monocyclic quinoid structure
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
- C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
- C07C46/08—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring with molecular oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH722871A CH566280A5 (en) | 1971-05-17 | 1971-05-17 | Methyl-substd quinones prepn - by oxidn of phenols with oxygen in the presence of copper and halide ions |
| CH1843471 | 1971-12-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1364796A true GB1364796A (en) | 1974-08-29 |
Family
ID=25700988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2311972A Expired GB1364796A (en) | 1971-05-17 | 1972-05-17 | Process for the manufacture of quinones |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US3796732A (enExample) |
| JP (1) | JPS5317585B1 (enExample) |
| BE (1) | BE783512A (enExample) |
| CA (1) | CA961498A (enExample) |
| CS (1) | CS161656B2 (enExample) |
| DD (1) | DD98906A5 (enExample) |
| DE (1) | DE2221624C3 (enExample) |
| DK (1) | DK134316B (enExample) |
| FR (1) | FR2138030B1 (enExample) |
| GB (1) | GB1364796A (enExample) |
| HU (1) | HU163555B (enExample) |
| IE (1) | IE36360B1 (enExample) |
| IL (1) | IL39225A (enExample) |
| NL (1) | NL159083B (enExample) |
| PL (1) | PL88994B1 (enExample) |
| RO (1) | RO68938A (enExample) |
| SE (1) | SE396070B (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA967976A (en) * | 1972-06-27 | 1975-05-20 | Tetuo Miyazaki | Process for producing trimethyl-p-benzoquinone |
| US3859317A (en) * | 1973-09-28 | 1975-01-07 | Goodyear Tire & Rubber | Process of preparing p-benzoquinone |
| US3870731A (en) * | 1973-09-28 | 1975-03-11 | Goodyear Tire & Rubber | Oxidation of phenols and alkyl substituted phenols to their corresponding para-benzoquinone |
| GB1455753A (en) * | 1974-01-08 | 1976-11-17 | Shell Int Research | Process for de preparation of p-quinones |
| US3933681A (en) * | 1974-03-13 | 1976-01-20 | The Goodyear Tire & Rubber Company | Activation of copper salt phenol oxidation catalysts |
| US3987068A (en) * | 1975-07-28 | 1976-10-19 | E. I. Du Pont De Nemours And Company | Oxidation of monohydroxy aryl compounds to 1,4-quinones |
| FR2401896A1 (fr) * | 1977-09-05 | 1979-03-30 | Rhone Poulenc Ind | Procede de preparation de para-benzoquinone |
| FR2449667A1 (fr) * | 1979-02-21 | 1980-09-19 | Rhone Poulenc Ind | Procede de preparation de para-benzoquinones |
| JPS56108733A (en) * | 1980-01-31 | 1981-08-28 | Konishiroku Photo Ind Co Ltd | Preparation of p-and o-benzoquinone derivative and its preparation |
| JPS56140946A (en) * | 1980-03-11 | 1981-11-04 | Hoffmann La Roche | Manufacture of 2,3,5-trimethylbenzoquinone |
| EP0035635B2 (de) * | 1980-03-11 | 1988-04-06 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Verfahren zur Herstellung von Trimethylbenzochinon |
| DE3215095A1 (de) * | 1982-04-23 | 1983-10-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von 2,3,5-trimethyl-l-p-benzochinon |
| US4522757A (en) * | 1982-10-25 | 1985-06-11 | Sun Tech, Inc. | Process for oxidizing a phenol to a p-benzoquinone |
| US4545937A (en) * | 1983-04-18 | 1985-10-08 | University Of Delaware | Binucleating ligand-metal complexes as oxidation catalysts |
| JPS59225137A (ja) * | 1983-06-06 | 1984-12-18 | Mitsubishi Gas Chem Co Inc | ２，３，５−トリメチルベンゾキノンの製造方法 |
| US4828762A (en) * | 1983-06-06 | 1989-05-09 | Mitsubishi Gas Chemical Company, Inc. | Process for the production of 2,3,5-trimethylbenzoquinone |
| JPS63280040A (ja) * | 1987-05-13 | 1988-11-17 | Eisai Co Ltd | ２，３，５−トリメチルベンゾキノンの製造方法 |
| DE3908768A1 (de) * | 1989-03-17 | 1990-09-20 | Basf Ag | Verfahren zur herstellung von 2,3,5-trimethyl-p-benzochinon |
| US5075463A (en) * | 1990-10-05 | 1991-12-24 | Eastman Kodak Company | Preparation of quinones |
| US5075462A (en) * | 1990-10-05 | 1991-12-24 | Eastman Kodak Company | Process for the preparation of quinones |
| DE19846003A1 (de) * | 1998-10-06 | 2000-04-13 | Basf Ag | Verfahren zur Reinigung und Isolierung von 2,3,5-Trimethyl-p-benzochinon |
| US7045666B2 (en) * | 2003-01-16 | 2006-05-16 | General Electric Company | Bromination of hydroxyaromatic compounds and further conversion to dihydroxyaromatic compounds |
| US6693221B1 (en) * | 2003-04-04 | 2004-02-17 | General Electric Company | Method of preparing mixtures of bromophenols and benzoquinones |
| US6815565B2 (en) * | 2003-04-04 | 2004-11-09 | General Electric Company | Method for preparing hydroquinones and dihydroxybiphenyl compounds from mixtures of bromophenols and benzoquinones |
| CN101781179B (zh) * | 2009-01-20 | 2014-01-29 | 凯惠药业(上海)有限公司 | 一种1,2-萘醌类化合物的制备方法 |
| EP3016925B1 (de) | 2013-07-02 | 2020-08-12 | Basf Se | Verfahren zur herstellung von 3-heptanol aus einer mischung enthaltend 2-ehthylhexanal und 3-heptylformiat |
| CN105358517B (zh) | 2013-07-02 | 2017-11-17 | 巴斯夫欧洲公司 | 通过2,3,6‑三甲基苯酚的氧化制备2,3,5‑三甲基苯醌的方法 |
| EP3140273A1 (en) * | 2014-05-09 | 2017-03-15 | DSM IP Assets B.V. | Process for the production of 2,6-dimethylbenzoquinone |
| EP4077259B1 (en) | 2019-12-19 | 2024-01-31 | DSM IP Assets B.V. | Formation of 2,3,5-trimethylhydroquinone from 2,3,6-trimethylphenol |
| WO2025114165A1 (en) * | 2023-12-01 | 2025-06-05 | Dsm Ip Assets B.V. | Method for producing 2,3,5-trimethyl benzoquinone by oxidation of 2,3,6-trimethyl phenol |
-
1972
- 1972-04-14 IL IL39225A patent/IL39225A/xx unknown
- 1972-04-18 CS CS2615A patent/CS161656B2/cs unknown
- 1972-04-24 NL NL7205525.A patent/NL159083B/xx not_active IP Right Cessation
- 1972-05-03 DE DE2221624A patent/DE2221624C3/de not_active Expired
- 1972-05-08 US US00250886A patent/US3796732A/en not_active Expired - Lifetime
- 1972-05-08 DD DD162800A patent/DD98906A5/xx unknown
- 1972-05-12 IE IE637/72A patent/IE36360B1/xx unknown
- 1972-05-15 SE SE7206333A patent/SE396070B/xx unknown
- 1972-05-16 CA CA142,244A patent/CA961498A/en not_active Expired
- 1972-05-16 JP JP4778372A patent/JPS5317585B1/ja active Pending
- 1972-05-16 DK DK244372AA patent/DK134316B/da not_active IP Right Cessation
- 1972-05-16 HU HUHO1483A patent/HU163555B/hu unknown
- 1972-05-16 BE BE783512A patent/BE783512A/xx not_active IP Right Cessation
- 1972-05-17 FR FR727217643A patent/FR2138030B1/fr not_active Expired
- 1972-05-17 GB GB2311972A patent/GB1364796A/en not_active Expired
- 1972-05-17 PL PL1972155443A patent/PL88994B1/pl unknown
-
1976
- 1976-05-11 RO RO7670857A patent/RO68938A/ro unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL88994B1 (en) | 1976-10-30 |
| DK134316C (enExample) | 1977-03-14 |
| IL39225A0 (en) | 1972-06-28 |
| SE396070B (sv) | 1977-09-05 |
| NL7205525A (enExample) | 1972-11-21 |
| FR2138030B1 (enExample) | 1974-07-05 |
| US3796732A (en) | 1974-03-12 |
| FR2138030A1 (enExample) | 1972-12-29 |
| CA961498A (en) | 1975-01-21 |
| DD98906A5 (enExample) | 1973-07-12 |
| RO68938A (ro) | 1982-02-01 |
| HU163555B (enExample) | 1973-09-27 |
| BE783512A (fr) | 1972-11-16 |
| IE36360L (en) | 1972-11-17 |
| DK134316B (da) | 1976-10-18 |
| JPS5317585B1 (enExample) | 1978-06-09 |
| DE2221624C3 (de) | 1980-01-17 |
| IL39225A (en) | 1975-07-28 |
| DE2221624B2 (de) | 1979-05-23 |
| IE36360B1 (en) | 1976-10-13 |
| DE2221624A1 (de) | 1972-11-30 |
| NL159083B (nl) | 1979-01-15 |
| CS161656B2 (enExample) | 1975-06-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |