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US3919280A Expired / Lapsed US ⏱️ 0.0 years remaining

Recovery of solvents employed in the production of isocyanates from esters of carbamic acids

Assignee: Atlantic Richfield Co
•
Filing: 1974-07-05
•
Granted: 1975-11-11
•
Expires: 1994-07-05
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Abstract

Abstract In the method for the production of isocyanates from esters of carbamic acids (urethanes) by thermally decomposing said ester while said ester is dissolved in a suitable inert reaction medium solvent to produce the isocyanate and alcohol and removing the isocyanate and alcohol and a carrier agent and separately recovering the isocyanate, alcohol and carrier, the improvement which comprises recovering said reaction medium solvent together with any isocyanate and urethane values contained therein by stripping said solvent and the isocyanate/urethane values from the reactor bottoms away from any heavy by-product residues present in the reactor bottoms effluent. Inert stripping solvents or inert gases or mixtures of gas and solvent are used as the stripping medium and include the solvents, gases or mixtures thereof employed as carrier agents and are preferably the same recovered carrier agents employed during the thermal decomposition reaction.

Inventors

  • 👤 Rudolph Rosenthal
  • 👤 John G Zajacek
  • 👤 James T O'toole

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 07:59
CPC Classifications
C; C07; C07C; C07C263/00; C07C263/04

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 249 words
IN A METHOD FOR THE PRODUCTION OF ISOCYNATES FROM ESTERS OF CARBAMIC ACIDS BY THERMALLY DECOMPOSING SAID ESTER WHILE SAID ESTER IS DISSOLVED IN AN REACTION MEDIUM SOLVENT TO PRODUCE THE ISOCYANATE AND CORRESPONDING ALCOHOL, REMOVING THE ISOCYANATE AND ALCOHOL AS OVERHEAD IN THE VAPOR PHASE WITH A CARRIER AGENT AND SEPARATELY RECOVERING THE ISOCYANATE AND ALCOHOL AND CARRIER AGENT, LEAVING INERT REACTION MEDIUM SOLVENT CONTAINING ISOCYANATE AND URETHANE VALUES DISSOLVED THEREIN AND BY-PRODUCT RESIDUE AS BOTTOMS, THE IMPROVEMENT WHICH COMPRISES RECOVERING SAID INERT REACTION MEDIUM SOLVENT SAID SOLVENT BEING A HIGHER MOLECULAR WEIGHT COMPOUND OR MIXTURE OF COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC, CYCLOALIPHATIC OR AROMATIC HYDRICARBONS, SUBSTITUTED HYDROCARBONS, OXYGENATED COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ETHERS, KETONES AND ESTERS AND THE SULFUR ANALOGUES OF SAID OXYGENATED COMPOUNDS, TOGETHER WITH ISOCYNATE AND URETHANE VALUES CONTAINED THEREIN BY STRIPPING SAID INERT SOLVENT AND THE ISOCYANATE/ URETHANE VALUES FROM THE THERMAL REACTOR BOTTOMS AND THE BYPRODUCT RESIDUE PRESENT IN SAID REACTOR BOTTOMS AT TEMPERATURE IN THE RANGE OF 175*C. TO 350*C. WITH AN INERT STRIPPING AGENT SELECTED FROM INERT SOLVENTS, WHICH ARE LOWER BOILING INERT COMPOUNDS OR MIXTURE OF COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC OR AROMATIC HYDROCARBONS, SUBSTITUTED AROMATIC HYDROCARBONS, CYCLOALLIPHATIC HYDROCARBONS, OXYGENATED COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ETHERS AND KETONES AND THE SULFUR ANALOGUES OF SAID OXYGENATED COMPOUNDS, INERT GASES SELECTED FROM THE GROUP CONSISTING OF NITROGEN, HELIUM, ARGON CARBON DIOXIDE, METHANE, ETHANE AND PROPANE AND MIXTURES OF SOLVENTS AND GASES.
Claim 2
Dependent Claim 249 words
IN A METHOD FOR THE PRODUCTION OF ISOCYNATES FROM ESTERS OF CARBAMIC ACIDS BY THERMALLY DECOMPOSING SAID ESTER WHILE SAID ESTER IS DISSOLVED IN AN REACTION MEDIUM SOLVENT TO PRODUCE THE ISOCYANATE AND CORRESPONDING ALCOHOL, REMOVING THE ISOCYANATE AND ALCOHOL AS OVERHEAD IN THE VAPOR PHASE WITH A CARRIER AGENT AND SEPARATELY RECOVERING THE ISOCYANATE AND ALCOHOL AND CARRIER AGENT, LEAVING INERT REACTION MEDIUM SOLVENT CONTAINING ISOCYANATE AND URETHANE VALUES DISSOLVED THEREIN AND BY-PRODUCT RESIDUE AS BOTTOMS, THE IMPROVEMENT WHICH COMPRISES RECOVERING SAID INERT REACTION MEDIUM SOLVENT SAID SOLVENT BEING A HIGHER MOLECULAR WEIGHT COMPOUND OR MIXTURE OF COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC, CYCLOALIPHATIC OR AROMATIC HYDRICARBONS, SUBSTITUTED HYDROCARBONS, OXYGENATED COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ETHERS, KETONES AND ESTERS AND THE SULFUR ANALOGUES OF SAID OXYGENATED COMPOUNDS, TOGETHER WITH ISOCYNATE AND URETHANE VALUES CONTAINED THEREIN BY STRIPPING SAID INERT SOLVENT AND THE ISOCYANATE/ URETHANE VALUES FROM THE THERMAL REACTOR BOTTOMS AND THE BYPRODUCT RESIDUE PRESENT IN SAID REACTOR BOTTOMS AT TEMPERATURE IN THE RANGE OF 175*C. TO 350*C. WITH AN INERT STRIPPING AGENT SELECTED FROM INERT SOLVENTS, WHICH ARE LOWER BOILING INERT COMPOUNDS OR MIXTURE OF COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC OR AROMATIC HYDROCARBONS, SUBSTITUTED AROMATIC HYDROCARBONS, CYCLOALLIPHATIC HYDROCARBONS, OXYGENATED COMPOUNDS SELECTED FROM THE GROUP CONSISTING OF ETHERS AND KETONES AND THE SULFUR ANALOGUES OF SAID OXYGENATED COMPOUNDS, INERT GASES SELECTED FROM THE GROUP CONSISTING OF NITROGEN, HELIUM, ARGON CARBON DIOXIDE, METHANE, ETHANE AND PROPANE AND MIXTURES OF SOLVENTS AND GASES.
Claim 3
Dependent Claim 26 words
A method according to claim 1 wherein said stripping agent is said recovered carrier agent utilized in the thermal decomposition of said esters of carbamic acids.
Claim 4
Dependent Claim 20 words
A method according to claim 2 wherein said stripping agent is an inert gas, an inert solvent or mixtures thereof.
Claim 5
Dependent Claim 13 words
A method according to claim 3 wherein said inert solvent is a xylene.
Claim 6
Dependent Claim 12 words
A method according to claim 3 wherein said inert gas is nitrogen.
Claim 7
Dependent Claim 15 words
A method according to claim 1 wherein the stripping agent is a xylene or tetrahydrofuran.
Claim 8
Dependent Claim 17 words
A method according to claim 1 wherein the stripping agent is a mixture of nitrogen and tetrahydrofuran.
Claim 9
Dependent Claim 18 words
A method according to claim 1 wherein the reaction medium solvent is an alkane or monoalkylated aryl hydrocarbon.
Claim 10
Dependent Claim 35 words
A method according to claim 8 wherein the reaction medium solvent is selected from the group consisting of hexadecane, heptadecane, octadecane and monoalkylated benzene having from 10 to 15 carbon atoms in the alkyl group.
Claim 11
Dependent Claim 23 words
A method according to claim 1 wherein the stripping operation is carried out at a temperature in the range of 200*C. to 310*C.
Claim 12
Dependent Claim 32 words
A method according to claim 1 wherein urethane values contained in the reaction medium bottoms are cracked to isocyanate and alcohol during the stripping operation and recovered with said inert stripping agent.

References Cited (Backward Citations)

US2409712A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-11-10 1979-05-12 1979-11-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-11-10 1983-05-12 1983-11-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-11-10 1987-05-12 1987-11-11 $7700.00 Window Closed / Lapsed

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