GB632820A - Improvements in or relating to the production of organic compounds by chemical transformation of methane or its sulfonated and/or oxygenated derivatives - Google Patents
Improvements in or relating to the production of organic compounds by chemical transformation of methane or its sulfonated and/or oxygenated derivativesInfo
- Publication number
- GB632820A GB632820A GB13401/47A GB1340147A GB632820A GB 632820 A GB632820 A GB 632820A GB 13401/47 A GB13401/47 A GB 13401/47A GB 1340147 A GB1340147 A GB 1340147A GB 632820 A GB632820 A GB 632820A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methane
- methanol
- products
- hydrolysis
- sulphonic acid
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/095—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of organic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
Abstract
Sulphur trioxide and methane are reacted at 100-450 DEG C. under superatmospheric pressure and one or more of the following separated from the products: methanol, methyl sulphates, methane sulphonic acid and methionic acid, and their methyl esters. Preferably a sulphonation catalyst is used such as a Group 2B metal, particularly mercury, or a sulphate thereof. Pressures are generally below 5000, e.g. 100-2500 p.s.i. Natural gas or other gas consisting mainly of methane with some ethane may be used. Sulphur oxides may be separated from the products for re-use, if necessary after oxidizing the dioxide to trioxide. Condensation or distillation of the products admits of separation thereof or hydrolysis by steam distillation yields methanol or its esters and a residue yielding sulphonic acids. Methane sulphonic acid or its ester may be pyrolyzed at 225-500 DEG C., for example by refluxing at 325 DEG C., with addition of water if required, to give methanol. Disulphonated derivatives of methane may be converted to methanol, for example, by hydrolysis to methane sulphonic acid and sulphuric acid, and pyrolysis of the former. Methanol or dimethyl ether obtained from the reaction products may be subjected to the action of dehydrating and condensing agents such as metallic polyhalides, whose hydrolysis may be suppressed by addition of gaseous halides, such as halides of zinc, cadmium or thorium, particularly zinc chloride. At preferred temperatures of 375-650 DEG C., and pressures below 5000 p.s.i., hydrocarbons of 4 or more carbon atoms including aromatics are obtained. Isobutane or other isoparaffins, and olefins, may be separated and used to produce alkylates or polymers. In examples, methane and sulphur trioxide are reacted alone or in presence of mercury sulphate, at temperatures between 230 DEG and 300 DEG C., and pressures of 820-1350 p.s.i., molar ratios of SO3 : CH4 being from 0.59 to 10. Methanol obtained by hydrolysis of the products is heated with zinc chloride to give branched lower hydrocarbons, and hexamethylbenzene. The Specification as open to inspection under Sect. 91 comprises also the pyrolysis of methane sulphonic acid and the dehydration, condensation of methanol or dimethyl ether, however said initial materials are prepared, and includes additional examples thereof. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US632820XA | 1946-05-31 | 1946-05-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB632820A true GB632820A (en) | 1949-12-05 |
Family
ID=22048171
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB13401/47A Expired GB632820A (en) | 1946-05-31 | 1947-05-19 | Improvements in or relating to the production of organic compounds by chemical transformation of methane or its sulfonated and/or oxygenated derivatives |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB632820A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10132526A1 (en) * | 2001-07-09 | 2003-01-30 | Ruhrgas Ag | Production of alkane derivatives from alkane, especially methanol from methane, involves oxidative reaction with sulfur trioxide to form alkyl sulfate, reaction with auxiliary acid and separation of the resulting ester |
EP1558353A2 (en) * | 2002-11-05 | 2005-08-03 | Alan K. Richards | Anhydrous conversion of methane and other light alkanes into methanol and other derivatives, using radical pathways and chain reactions with minimal waste products |
US7282603B2 (en) | 2003-06-21 | 2007-10-16 | Richards Alan K | Anhydrous processing of methane into methane-sulfonic acid, methanol, and other compounds |
WO2009017925A1 (en) * | 2007-07-27 | 2009-02-05 | Dow Global Technologies Inc. | Process for selective, partial, substantially solvent-free, oxidation of methane to methanol and/or a methanol derivative with a heterogeneous catalyst and sulfur trioxide |
RU2496772C1 (en) * | 2012-08-06 | 2013-10-27 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "ДАГЕСТАНСКИЙ ГОСУДАРСТВЕННЫЙ УНИВЕРСИТЕТ" | Method of producing methanesulphonic acid |
WO2018219726A1 (en) * | 2017-05-30 | 2018-12-06 | Basf Se | Process for the production of alkanesulfonic acids |
-
1947
- 1947-05-19 GB GB13401/47A patent/GB632820A/en not_active Expired
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10132526A1 (en) * | 2001-07-09 | 2003-01-30 | Ruhrgas Ag | Production of alkane derivatives from alkane, especially methanol from methane, involves oxidative reaction with sulfur trioxide to form alkyl sulfate, reaction with auxiliary acid and separation of the resulting ester |
EP1558353A4 (en) * | 2002-11-05 | 2010-03-10 | Alan K Richards | Anhydrous conversion of methane and other light alkanes into methanol and other derivatives, using radical pathways and chain reactions with minimal waste products |
EP1558353A2 (en) * | 2002-11-05 | 2005-08-03 | Alan K. Richards | Anhydrous conversion of methane and other light alkanes into methanol and other derivatives, using radical pathways and chain reactions with minimal waste products |
US7282603B2 (en) | 2003-06-21 | 2007-10-16 | Richards Alan K | Anhydrous processing of methane into methane-sulfonic acid, methanol, and other compounds |
US8242300B2 (en) | 2007-07-27 | 2012-08-14 | Dow Global Technologies Llc | Process for selective, partial, substantially solvent-free, oxidation of methane to methanol and/or a methanol derivative with a heterogeneous catalyst and sulfur trioxide |
CN101808967A (en) * | 2007-07-27 | 2010-08-18 | 陶氏环球技术公司 | Adopt heterogeneous catalyst and sulphur trioxide with methane selectively, solvent-freely be oxidized to the method for methyl alcohol and/or carbinol derivatives partly, basically |
WO2009017925A1 (en) * | 2007-07-27 | 2009-02-05 | Dow Global Technologies Inc. | Process for selective, partial, substantially solvent-free, oxidation of methane to methanol and/or a methanol derivative with a heterogeneous catalyst and sulfur trioxide |
CN101808967B (en) * | 2007-07-27 | 2014-05-07 | 陶氏环球技术有限责任公司 | Process for selective, partial, substantially solvent-free, oxidation of methane to methanol and/or a methanol derivative with a heterogeneous catalyst and sulfur trioxide |
RU2496772C1 (en) * | 2012-08-06 | 2013-10-27 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "ДАГЕСТАНСКИЙ ГОСУДАРСТВЕННЫЙ УНИВЕРСИТЕТ" | Method of producing methanesulphonic acid |
WO2018219726A1 (en) * | 2017-05-30 | 2018-12-06 | Basf Se | Process for the production of alkanesulfonic acids |
CN110678444A (en) * | 2017-05-30 | 2020-01-10 | 巴斯夫欧洲公司 | Process for producing alkanesulfonic acids |
US10894766B2 (en) | 2017-05-30 | 2021-01-19 | Basf Se | Process for the production of alkanesulfonic acids |
CN110678444B (en) * | 2017-05-30 | 2023-01-10 | 巴斯夫欧洲公司 | Process for producing alkanesulfonic acid |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2493038A (en) | Reaction of methane with sulfur trioxide | |
CN109160889B (en) | Process for sulfonating mixture of long-chain olefin and alkane by using sulfur trioxide gas | |
GB632820A (en) | Improvements in or relating to the production of organic compounds by chemical transformation of methane or its sulfonated and/or oxygenated derivatives | |
GB1072711A (en) | Improvements in and relating to surface-active olefine sulphonates | |
GB991818A (en) | Improvements in or relating to the preparation of sultones | |
GB644707A (en) | Improvements in or relating to the production of terephthalic acid | |
Furman et al. | Novel Reactions of 2-Naphthol with Thioglycolic Acid and Other Mercaptans1 | |
GB799624A (en) | Slurry process for the manufacture of hydrogen fluoride | |
US2218660A (en) | Process of producing products of high wetting power from aliphatic ketones | |
GB707994A (en) | Process for the neutralization of sulphonic acids | |
US2020453A (en) | Production of assistants fob the | |
US2461016A (en) | Production of enol acetates | |
US2461017A (en) | Production of enol acetates | |
US1885585A (en) | Process for the sulphation of ethylene and the sulphation of alpha mixture of ethylene and propylene | |
US2872437A (en) | Production of oil-soluble sulfonates | |
FR2329622A1 (en) | PROCESS FOR THE DIRECT PREPARATION OF ISOBUTYLENE FROM MIXTURES OF HYDROCARBONS | |
GB649945A (en) | Manufacture of oxy-compounds of the naphthalene series | |
GB734879A (en) | Manufacture of 6-acyl-2-naphthols | |
SU112641A1 (en) | The method of obtaining primary alcohols by the oxidation of liquid paraffins | |
US2052570A (en) | Sulphonation of oil | |
GB806269A (en) | Process for the conversion of polyethylene terephthalate into dimethyl terephthalate | |
GB643620A (en) | Improvements in and relating to the production of acetic anhydride | |
GB498008A (en) | Improvements in the manufacture and production of capillary-active agents | |
GB628002A (en) | An improved manufacture of alcohol | |
GB407944A (en) | Improvements in or relating to the production of ethylene from ethyl alcohol and ethyl alcohol from ethylene |