GB1117308A - Improvements in the manufacture of self-condensed ªÏ-hydroxyacids - Google Patents
Improvements in the manufacture of self-condensed ªÏ-hydroxyacidsInfo
- Publication number
- GB1117308A GB1117308A GB37451/64A GB3745164A GB1117308A GB 1117308 A GB1117308 A GB 1117308A GB 37451/64 A GB37451/64 A GB 37451/64A GB 3745164 A GB3745164 A GB 3745164A GB 1117308 A GB1117308 A GB 1117308A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ions
- ketone
- per
- sulphate
- bisulphate
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/285—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with peroxy-compounds
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Materials Engineering (AREA)
- Metallurgy (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for making polyesters comprises oxidizing an alicyclic ketone having at most 8 carbon atoms in the ring to a self-condensed o -hydroxy acid, the oxidizing agent being formed by electrolysing an aqueous solution containing bisulphate ions to convert at least some of the ions to perdisulphate ions and allowing the perdisulphate ions to hydrolyse forming permonosulphate ions. The alicyclic ketone is added to the oxidizing solution to form the self-condensed o -hydroxy acid with reduction of permonosulphate to bisulphate, the acid is separated and the remaining bisulphate solution is recycled to the electrolysis cell.ALSO:Self-condensed o -hydroxy acids consisting of lactones, and linear poly-esters are made by oxidizing an alicyclic ketone having at most 8C atoms using an aqueous solution containing permono-sulphate ions which oxidize the ketone, and become reduced to bisulphate ions. The solution of bisulphate ions is recycled to an electrolytic cell where per-disulphate ions are formed which is then allowed to hydrolyze to per-mono-sulphate ions and the ketone is then added. A solution containing ammonium sulphate and sulphuric acid with a trace of ammonium thiocyanate, is electrolyzed forming ammonium per-disulphate [(NH4)2S2O8]; this hydrolyzes spontaneousl to per-mono-sulphate containing 2.31 mols of active oxygen of which 2.07 mols. are per-mono-sulphate. The ketone e.g. cyclohexanone is added gradually before further hydrolysis occurs yielding bisulphate and H2O2. The reaction temperature is maintained at 50 DEG C. The product separates into two layers. The aqueous layer is extracted with a solvent e.g. a ketone or alcohol, and the extracted material added to the upper layer. The total product is 0.53 mol. of 6-hydroxy caproic acid and its self-condensed derivative with minor amounts of cyclohexanone and adipic acid. The aqueous electrolyte is fixed from residual organic matters by filtration through an absorbent e.g. activated charcoal, and recycled to the electrolytic cell to regenerate per-disulphate. In another example, cycloheptanone is oxidized to form poly-oenanthate ester. The lactone may be convected to capiolactain by heating under pressure with ammonia. The formation and consumption of per-mono-sulphate during addition of the ketone should be monitored e.g. by measuring the oxidation potential of the electrolyte, so that the rate of addition of the ketone does not exceed the rate of formation of per-mono-sulphate ions formed by hydrolysis.
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL129848D NL129848C (en) | 1964-09-14 | ||
GB37451/64A GB1117308A (en) | 1964-09-14 | 1964-09-14 | Improvements in the manufacture of self-condensed ªÏ-hydroxyacids |
BE669607A BE669607A (en) | 1964-09-14 | 1965-09-14 | |
FR31305A FR1446847A (en) | 1964-09-14 | 1965-09-14 | Improvements in the production of hydroxy acids |
NL6511967A NL6511967A (en) | 1964-09-14 | 1965-09-14 | |
DE19651518597 DE1518597A1 (en) | 1964-09-14 | 1965-09-14 | Process for the preparation of self-condensed omega-hydroxy acids |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB37451/64A GB1117308A (en) | 1964-09-14 | 1964-09-14 | Improvements in the manufacture of self-condensed ªÏ-hydroxyacids |
GB4788164 | 1964-11-25 | ||
GB830765 | 1965-02-26 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1117308A true GB1117308A (en) | 1968-06-19 |
Family
ID=27255186
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB37451/64A Expired GB1117308A (en) | 1964-09-14 | 1964-09-14 | Improvements in the manufacture of self-condensed ªÏ-hydroxyacids |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE669607A (en) |
DE (1) | DE1518597A1 (en) |
GB (1) | GB1117308A (en) |
NL (2) | NL6511967A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4874485A (en) * | 1987-06-29 | 1989-10-17 | United Kingdom Atomic Energy Authority | Method for the treatment of waste matter |
-
0
- NL NL129848D patent/NL129848C/xx active
-
1964
- 1964-09-14 GB GB37451/64A patent/GB1117308A/en not_active Expired
-
1965
- 1965-09-14 NL NL6511967A patent/NL6511967A/xx unknown
- 1965-09-14 DE DE19651518597 patent/DE1518597A1/en active Pending
- 1965-09-14 BE BE669607A patent/BE669607A/xx unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4874485A (en) * | 1987-06-29 | 1989-10-17 | United Kingdom Atomic Energy Authority | Method for the treatment of waste matter |
Also Published As
Publication number | Publication date |
---|---|
NL6511967A (en) | 1966-03-15 |
DE1518597A1 (en) | 1969-04-03 |
NL129848C (en) | |
BE669607A (en) | 1965-12-31 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
IE42713L (en) | Propylene oxidee | |
US4002470A (en) | Process for recovering ruthenium | |
GB1155570A (en) | Improvements in and relating to the manufacturing of omega-Hydroxy Acids | |
DE1083275B (en) | Process for the production of lactide | |
GB1117308A (en) | Improvements in the manufacture of self-condensed ªÏ-hydroxyacids | |
GB1463050A (en) | Process for the manufacture of bromine | |
ATE187T1 (en) | PROCESS FOR RECOVERING URANIUM FROM AN ORGANIC PHASE. | |
Hawkins | Reactions of organic peroxides. Part VII. Reaction of 1-hydroxycycloalkyl hydroperoxides with ferrous compounds | |
US3366622A (en) | Oxidation of hydrazoamides to azoformamides | |
DE1962881A1 (en) | Process for the production of crystal violet lactone | |
GB1056125A (en) | Palladium salts of condensed phosphoric acid | |
CN106928038B (en) | Method for preparing cyclohexanone by oxidizing cyclohexanol with hydrogen peroxide at normal temperature | |
GB1284515A (en) | Improved cyclic process for preparing and working up a hydroxylammonium salt solution | |
US2872456A (en) | Process for the production of cyclic and non-cyclic esters | |
KR910004469A (en) | Recycling method of spent sulfuric acid in the production of titanium oxide by sulfuric acid method | |
SU564257A1 (en) | Method for producing oxygen | |
JPS5481238A (en) | Production of high-purity terephthalic acid | |
JPS6486884A (en) | Production of unsaturated aldehyde utilizing enzyme from sea algae | |
GB963359A (en) | Chemical process for recovery of vanadium and copper catalysts | |
AT258262B (en) | Process for the production of lactones or linear polyesters of ω-hydroxy acids | |
SU1081128A1 (en) | Method for producing manganic acid | |
GB1096345A (en) | Process for the production of adipic acids | |
ES269544A1 (en) | Process for the oxidation of cycloalkane carboxylic acid | |
GB1501356A (en) | Process for the continuous preparation of organic solutions of percarboxylic acids | |
GB1167274A (en) | Process for the Production of Cyclic Carboxylic Acids |