# US 4,399,292 A · Process for purifying oxygen containing recycle gas deriving from ozonization > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 4,399,292 A - Document ID: US4399292A - Status: Granted - Kind: A - Application number: 06/052,911 - Filed: 1979-06-28 - Granted: 1983-08-16 - Earliest claimed: 1978-06-30 - Assignees: Snia Viscosa Societa Nazional Industria Applicazioni Viscosa sPa - Inventors: Pier P. Rossi; Roberto Jacuone; Franco Magnoni - Web page: https://patentgrep.com/patent/US4399292A ## CPC - C07C 51/42: Separation; Purification; Stabilisation; Use of additives - B01D 53/1487: {Removing organic compounds} - B01D 53/1493: {Selection of liquid materials for use as absorbents} - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28) ## Abstract A process for separating and recovering organic compounds from an oxygen-taining recycle gas deriving from an ozonization process is disclosed. The process comprises the separation of products in form of fumes from the gas, the countercurrent scrubbing of the gas with a polyoxyalkyleneglycol containing 2-4 carbon atoms, pre-treated with a monocarboxylic acid anhydride and/or the countercurrent scrubbing of the gas with the polyoxyalkyleneglycol or with an excess of a base. The organic compounds are recovered either by stripping (at atmospheric pressure or under vacuum) or by hydrolysis followed by distillation (at atmospheric pressure or under vacuum). ## Claims ### Claim 1 A process for separating and recovering organic compounds from oxygen-containing recycle gas deriving from the ozonisation of mono or polyunsaturated compounds, in the presence or absence of solvents, wherein said gas, before being recycled to an ozone generator, is subjected to a treatment in the stage order as indicated comprising: (a) passage through an apparatus comprising a filter containing glass wool in which peroxide products contained in the gas in the form of fumes are separated by filtering; (b) countercurrent scrubbing with a polyoxyalkyleneglycol having a molecular weight of 200 to 10,000 and pretreated with an anhydride of a monocarboxylic acid containing 2 to 4 carbon atoms (PAG I); and (c) countercurrent scrubbing with an excess of a basic compound of an alkali metal in the form of an aqueous solution having a pH.gtoreq.8; the organic compounds absorbed during said countercurrent scrubbing in stage (b) being then recovered by stripping at atmospheric pressure or under vacuum. ### Claim 2 (depends on 1) A process according to claim 1, wherein said distillation is carried out at a temperature of 50.degree. to 200.degree. C. ### Claim 3 (depends on 1) A process according to claim 1, wherein the alkylene residue in the polyoxyalkyleneglycol contains 2 to 3 carbon atoms. ### Claim 4 (depends on 1) A process according to claim 1, wherein the basic compound used in the form of an aqueous solution in treatment (c) is NaOH. ### Claim 5 (depends on 1, 2, 3, 4) A process as claimed in anyone of claims 1, 2, 3 or 4, wherein the pretreatment of the polyoxyalkyleneglycol with the anhydride of the monocarboxylic acid is carried out at a temperature of 20.degree. to 150.degree. C. and at a polyoxyalkyleneglycol/monocarboxylic acid anhydride molar ratio of 1:1 to 1:10. ### Claim 6 (depends on 1, 2, 3, 4) A process according to any one of claims 1, 2, 3 or 4, wherein stage (a) is carried out by passing said gas from an ozonisation reactor through a filter known as a BRINK DEMISTER or through at least one column filled with glass wool. ### Claim 7 (depends on 1, 2, 3, 4) A process according to anyone of claims 1, 2, 3 or 4, wherein the treatment in stage (b) is carried out at a temperature of 0.degree. to 50.degree. C., and at a pressure of 0.5 to 10 atg. ### Claim 8 (depends on 1, 2, 3, 4) A process according to anyone of claims 1, 2, 3 or 4, wherein the treatment in stage (c), with said aqueous solution of said basic alkaline compound is carried out at a temperature of 0.degree. to 40.degree. C. ### Claim 9 (depends on 8) A process according to claim 8, wherein said treatment is carried out with an excess .gtoreq.5% of a solution of 0.1% NaOH. ### Claim 10 (depends on 2) A process according to claim 2, wherein said distillation is carried out at a temperature of 70.degree. to 135.degree. C. and at a pressure of 3 to 1000 mm Hg absolute. ### Claim 11 (depends on 1, 2, 4, 10) A process according to any one of claims 1, 2, 4 or 10, wherein the treatment indicated in stage (b) is carried out in a stage scrubber in which the liquid is recycled about itself within each individual stage. ### Claim 12 (depends on 1, 2) A process according to, either claim 1 or 2 which is used for recovering organic compounds from oxygen-containing recycle gas deriving from the ozonization of mono or polyunsaturated compounds, said mono or polyunsaturated compounds being mono or polyunsaturated hydrocarbons or carboxylic acids, in the presence or absence of solvents, said solvents selected from the group consisting of vaseline oil, acetic acid, propionic acid, butyric acid, acetic anhydride, butyric anhydride and propionic anhydride. ### Claim 13 (depends on 5) A process according to claim 5, wherein said pretreatment is carried out at 70.degree. to 105.degree. C. ### Claim 14 (depends on 5) A process according to claim 5, wherein said pretreatment is carried out at a polyoxyalkyleneglycol/monocarboxylic acid anhydride molar ratio of 1:2 to 1:4. ### Claim 15 (depends on 7) A process according to claim 7, wherein the treatment in stage (b) is carried out at 15.degree. to 25.degree. C. ### Claim 16 (depends on 7) A process according to claim 7, wherein the treatment in stage (b) is carried out at a pressure of 1.0 to 1.3 atg. ### Claim 17 (depends on 8) A process according to claim 8, wherein the treatment in stage (c) is carried out at 15.degree. to 50.degree. C. ### Claim 18 (depends on 1, 2, 4, 10) A process according to any one of claims 1, 2, 4 or 10, wherein the treatment indicated in stage (c) is carried out in a stage scrubber in which the liquid is recycled about itself within each individual stage. ### Claim 19 (depends on 1, 2, 4, 10) A process according to any one of claims 1, 2, 4 or 10, wherein the treatment indicated in stage (b) and stage (c) is carried out in a stage scrubber in which the liquid is recycled about itself within each individual stage.