Recovery of purified and substantially anhydrous propylene oxide

• US 5,489,366 A
• Filed: 03/28/1994
• Issued: 02/06/1996
• Est. Priority Date: 03/28/1994
• Status: Expired due to Fees

• Current Assignee: Huntsman Ici Chemicals LLC (Huntsman Corporation)
• Original Assignee: Texaco Chemical, Inc.
• Inventors: Jongenburger, Huibert S.
• Primary Examiner(s): Bascomb, Jr., Wilbur
• Application Number:
  US08/219,043
• Time in Patent Office: 680 Days
• Field of Search: 203/70, 203/41, 203/52, 203/14, 203/71, 203/73, 203/80, 203/36, 203/37, 203/33, 549/541, 549/542
• US Class Current: 203/14
• CPC Class Codes: C07D 301/32 Separation; Purification

Abstract

A distillation method for the purification of crude propylene oxide containing contaminating quantities of water and methanol by partially purifying the crude propylene oxide in a plural stage distillation zone to provide a vaporized overhead distillate propylene oxide fraction containing a minor contaminating amount of vaporized water, and

passing the propylene oxide vapor fraction through a drying chamber containing a porous hygroscopic solid absorbent to selectively absorb water vapor onto the absorbent,

and liquefying and recovering the thus-dehydrated purified propylene oxide.

Claims

1. In a distillation method for the purification of crude propylene oxide containing contaminating quantities of water, acetaldehyde and methanol wherein the crude propylene oxide is partially purified in a plural stage distillation zone to provide a vaporized overhead distillate propylene oxide fraction consisting essentially of propylene oxide and not more than about 0.2 wt. % of vaporized water, the improvement which comprises the step of:

passing said propylene oxide vapor fraction through a drying chamber containing a porous hygroscopic solid absorbent at a temperature of about 34°

to about 100°

C. and a pressure of about 15 to about 30 psia, to selectively absorb water vapor onto the absorbent,

and liquefying and recovering the thus-dehydrated purified propylene oxide.

2. A method as in claim 1 wherein the porous hygroscopic solid absorbent is a molecular sieve.

3. A method as in claim 2 wherein the molecular sieve is type 3A.

4. A distillation method for the purification of crude propylene oxide containing contaminants comprising water, acetaldehyde and methanol which comprises the steps of:

charging the crude propylene oxide to a first distillation column and operating the first distillation column under distillation conditions of temperature and pressure selected to provide a first lighter liquid distillation fraction comprising acetaldehyde and a first heavier liquid distillation fraction comprising propylene oxide, water and methanol,

charging the first heavier distillation fraction to a second distillation column and operating the second distillation column under distillation conditions of temperature and pressure selected to provide a second lighter liquid distillation fraction comprising propylene oxide, less than half of the water charged to the second distillation column and more than half of the methanol charged to the second distillation column and a second heavier liquid distillation fraction comprising more than half of the water charged to the second distillation column and less than half of the methanol charged to the second distillation column,

charging the second lighter distillation fraction to a third extractive distillation column and also charging an effective amount of a C₈ to C₁₀ paraffinic hydrocarbon extractive distillation agent thereto and operating the third distillation column under extractive distillation conditions of temperature and pressure selected to provide a third lighter liquid distillation fraction comprising the extractive distillation agent, substantially less than 50% of the water charged to the third distillation column and substantially all of the methanol charged to the third distillation column and a third heavier liquid distillation fraction comprising propylene oxide and than less than half of the water charged to the third distillation column,

charging the third heavier distillation fraction to a fourth extractive distillation column and also charging an effective amount of a C₈ to C₁₀ paraffinic hydrocarbon extractive distillation agent thereto and operating the fourth distillation column under extractive distillation conditions of temperature and pressure selected to provide a fourth lighter vapor overhead distillate fraction comprising propylene oxide and less than half of the water charged to the fourth distillation column and a fourth heavier liquid distillation fraction comprising the extractive distillation agent and more than half of the water charged to the fourth distillation column,

passing said propylene oxide vapor fraction through a drying chamber containing a porous hygroscopic solid absorbent at a temperature of about 34°

to about 100°

C. and a pressure of about 15 to about 30 psia, to selectively absorb water vapor onto the absorbent,

and liquefying and recovering the thus-dehydrated purified propylene oxide.

5. A method as in claim 4 wherein the porous hygroscopic solid absorbent is a molecular sieve.

6. A method as in claim 5 wherein the molecular sieve is type 3A.

7. A method as in claim 4 wherein the porous hygroscopic solid absorbent is a hygroscopic alkali metal or alkaline earth metal oxide or a hygroscopic alkali metal or alkaline earth metal hydroxide compound.

8. A method as in claim 7 wherein the alkaline earth metal oxide is calcium oxide.

9. A method as in claim 7 wherein the alkali metal hydroxide is potassium hydroxide.

10. A method as in claim 4 wherein the porous hygroscopic solid absorbent is a hygroscopic alkali metal sulfate or an alkaline earth metal sulfate.

11. A method as in claim 10 wherein the porous hygroscopic alkali metal sulfate compound is sodium sulfate.

12. A method as in claim 10 wherein the porous hygroscopic alkaline earth metal sulfate compound is calcium sulfate.

13. A method as in claim 10 wherein the porous hygroscopic alkali metal sulfate compound is sodium sulfate hemihydrate.

14. A distillation method for the purification of crude propylene oxide containing contaminating quantities of water, C₅ and C₆ hydrocarbons, methyl formate, acetaldehyde, propionaldehyde, methanol, tertiary butyl alcohol and acetone which comprises the steps of:

charging the crude propylene oxide to a first distillation column and operating the first distillation column under distillation conditions of temperature and pressure selected to provide a first lighter liquid distillation fraction comprising C₅ hydrocarbons, methyl formate, acetaldehyde and a first heavier liquid distillation fraction comprising propylene oxide, water, methanol, tertiary butyl alcohol, acetone, acetaldehyde, propionaldehyde and C₆ hydrocarbons,

charging the first heavier distillation fraction to a second distillation column and operating the second distillation column under distillation conditions of temperature and pressure selected to provide a second lighter liquid distillation fraction comprising propylene oxide, less than half of the water charged to the second distillation column, more than half of the methanol charged to the second distillation column, methyl formate, acetaldehyde and C₆ hydrocarbons, and a second heavier liquid distillation fraction comprising more than half of the water charged to the second distillation column, less than half of the methanol charged to the second distillation column, acetone, tertiary butyl alcohol and propionaldehyde,

charging the second lighter distillation fraction to a third extractive distillation column and also charging an effective amount of a C₈ to C₁₀ paraffinic hydrocarbon extractive distillation agent thereto and operating the third distillation column under extractive distillation conditions of temperature and pressure selected to provide a third lighter liquid distillation fraction comprising the extractive distillation agent, substantially less than 50% of the water charged to the third distillation column, substantially all of the methanol charged to the third distillation column, methyl formate and acetaldehyde and a third heavier liquid distillation fraction comprising propylene oxide, less than half of the water charged to the third distillation column, and C₆ hydrocarbons,

charging the third heavier distillation fraction to a fourth extractive distillation column and also charging an effective amount of a C₈ to C₁₀ paraffinic hydrocarbon extractive distillation agent hereto and operating the fourth distillation column under extractive distillation conditions of temperature and pressure selected to provide a fourth lighter vapor overhead distillate fraction comprising propylene oxide and less than half of the water charged to the fourth distillation column and a fourth heavier liquid distillation fraction comprising the extractive distillation agent, more than half of the water charged to the fourth distillation column, and C₆ hydrocarbons,

passing said propylene oxide vapor fraction through a drying chamber containing a porous hygroscopic solid absorbent at a temperature of about 34°

to about 100°

C. and a pressure of about 15 to about 30 psia, to selectively absorb water vapor onto the absorbent,

and liquefying and recovering the thus-dehydrated purified propylene oxide.

15. A method as in claim 14 wherein the porous hygroscopic solid absorbent is a molecular sieve.

16. A method as in claim 14 wherein the porous hygroscopic solid absorbent is a hygroscopic alkali metal or alkaline earth metal oxide or a hygroscopic alkali metal or alkaline earth metal hydroxide compound.

17. A method as in claim 14 wherein the porous hygroscopic solid absorbent is a hygroscopic alkali metal sulfate or an alkaline earth metal sulfate.