# US 4,399,288 A · Separation of a 2-oxazoline from an aqueous solution

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- Number: US 4,399,288 A
- Document ID: US4399288A
- Status: Granted
- Kind: A
- Application number: 06/226,971
- Filed: 1981-01-21
- Granted: 1983-08-16
- Earliest claimed: 1981-01-21
- Assignees: The Dow Chemical Company
- Inventors: John C. McClure
- Web page: https://patentgrep.com/patent/US4399288A

## CPC

- C07D 263/10: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

A 2-oxazoline is separated from an aqueous solution by contacting this solution with a membrane selectively permeable to the 2-oxazoline, removing the 2-oxazoline as a vapor on the other side of the membrane and recovering it by cooling. Polyethylene hollow fibers are particularly desirable membranes, which purify the 2-oxazoline as it is separated from the water.

## Claims

### Claim 1

A process for the separation of a 2-oxazoline, represented by the formula I ##STR2## wherein R.sub.1 -R.sub.4 are each independently hydrogen, C.sub.1 -C.sub.2 alkyl or C.sub.1 -C.sub.2 hydroxyalkyl and R is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.2 -C.sub.4 alkenyl, from an aqueous solution, said process comprising the steps of
(a) contacting an aqueous solution of a 2-oxazoline and an amide adduct of 2-oxazoline with a surface of a polymeric membrane, comprising a homopolymer or copolymer of an olefin, which is selectively permeable to the 2-oxazoline but is less permeable to water and the amide adduct;
(b) permeating the 2-oxazoline through the membrane to a non-communicating permeate zone;
(c) transporting the 2-oxazoline from the permeate zone to a recovery zone; and
(d) recovering the 2-oxazoline essentially free of water in the recovery zone.

### Claim 2 (depends on 1)

The process as described in claim 1 wherein R.sub.1 -R.sub.4 are each hydrogen and R is methyl, ethyl or isopropenyl.

### Claim 3 (depends on 2)

The process as described in claim 2 wherein R is ethyl.

### Claim 4 (depends on 1)

The process as described in claim 1 wherein a pressure differential in the range from about 50 to about 700 millimeters of mercury is maintained between the first surface of the polymeric membrane and the permeate zone during Steps (a) and (b).

### Claim 5 (depends on 1, 4)

The process as described in claim 1 or 4 wherein the polymeric membrane is a polyethylene hollow fiber.

### Claim 6 (depends on 1)

The process as described in claim 1 wherein the temperature of the aqueous solution in Step (a) is in the range from about 40.degree. C. to about 60.degree. C.

### Claim 7 (depends on 6)

The process as described in claim 6 wherein the temperature in the permeate zone is in the range from about 40.degree. C. to about 80.degree. C.

### Claim 8 (depends on 1)

The process as described in claim 1 wherein the 2-oxazoline is transported as a vapor in Step (c).

### Claim 9 (depends on 8)

The process as described in claim 8 wherein an inert gas stream is used to transport the 2-oxazoline vapors in Step (c).