IP Library Granted Patent US 10,537,853
Granted Patent B2
US 10,537,853 · App. 15/741,931 · Granted Jan 21, 2020

Method of removing volatile compounds from emulsions

Inventors: Dongchan Ahn (Midland, MI); Aaron Greiner (Midland, MI); Mark Keinath (Saginaw, MI); James Thompson (Sanford, MI)
Assignee: Dow Silicones Corporation
B01D61/362B01D61/246B01D63/02B01D69/02B01D71/70C08J3/03B01D2311/06B01D2311/13B01D2325/38C08J2383/04
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,537,853
App. No.
15/741,931
Granted
Jan 21, 2020
Kind
B2
Abstract

Various embodiments disclosed relate to methods of separating volatile compounds from a liquid feed mixture comprising an emulsion. In various embodiments, the method includes contacting a first side of a first membrane with a liquid feed mixture including an emulsion having a polymer, and at least one volatile compound. The method can also include contacting a second side of the first membrane with a sweep medium including at least one a sweep fluid to produce a permeate mixture on the second side of the first membrane and a retentate mixture on the first side of the first membrane, wherein the permeate mixture is enriched in the volatile compound, and the retentate mixture is depleted in the volatile compound.

Claims (50)

1. A method of separating a volatile compound from

a liquid feed mixture comprising an emulsion, the method comprising:

contacting a first side of a first membrane with the liquid feed mixture comprising the emulsion having at least one volatile compound; and

contacting a second side of the first membrane with a sweep medium comprising a sweep liquid, to produce a permeate mixture on the second side of the first membrane and a retentate mixture comprising the emulsion on the first side of the first membrane, wherein the permeate mixture is enriched in the volatile compound, and the retentate mixture is depleted in the volatile compound, wherein the sweep liquid comprises an organosilicon liquid, and

wherein the volatile compound comprises a volatile organic compound, a volatile inorganic compound, a volatile siloxane, a volatile linear siloxane, and/or a volatile cyclosiloxane.

2. The method of claim 1 , wherein the emulsion further comprises a polymer selected from an organic polymer or organopolysiloxane polymer.

3. The method of claim 1 , including one of more of limitations a) through h):

a) wherein the retentate mixture is depleted in the volatile compound by 1 wt % to 99.99 wt %, as compared to the liquid feed mixture,

b) wherein the first membrane is hydrophobic,

c) wherein the first membrane is nonporous,

d) wherein the first membrane is a dense silicone membrane,

e) wherein the first membrane has a thickness of about 0.01 μm to about 300 μm,

f) wherein the first membrane is an unsupported membrane,

g) wherein the first membrane is a hollow fiber membrane module comprising a bundle of hollow fibers, wherein each of the fibers has a bore-side and a shell-side, wherein at least one of

the first side of the hollow fiber membrane is the bore-side and the second side of the hollow fiber membrane is the shell-side, and

the first side of the hollow fiber membrane is the shell-side and the second side of the hollow fiber membrane is the bore-side,

h) wherein the organosilicon sweep liquid comprising comprises at least one of an organosiloxane, an organopolysiloxane or an organosilane.

4. The method of claim 3 , including limitation h) wherein the organosilicon fluid of limitation h) comprises at least one silicon-bonded group chosen from a substituted or unsubstituted (C 1 -C 20 )hydrocarbyl interrupted or terminated with 0, 1, 2, or 3 groups selected from —O—, —NH—, and —S—, substituted or unsubstituted (C 1 -C 20 )alkyl, substituted or unsubstituted (C 6 -C 20 )aryl, and a substituted or unsubstituted polyether.

5. The method of claim 1 , further comprising desorbing the volatile compound from the permeate mixture and recirculating the desorbed permeate mixture into contact with the second side of the first membrane.

6. A method of separating a volatile compound from a liquid feed mixture comprising an emulsion, the method comprising:

contacting a first side of a first membrane with the liquid feed mixture comprising the emulsion having a polymer and the volatile compound wherein the polymer is an organopolysiloxane polymer, the volatile compound is a volatile siloxane or both; and

contacting a second side of the first membrane with a sweep medium comprising a sweep liquid which comprises at least one of an organosiloxane, an organopolysiloxane, and organosilane, to produce a permeate mixture on the second side of the first membrane and a retentate mixture comprising the emulsion on the first side of the first membrane, wherein the permeate mixture is enriched in the volatile siloxane, and the retentate mixture is depleted in the volatile siloxane.

7. The method of claim 6 , wherein the volatile siloxane comprises at least one of a cyclosiloxane and a linear siloxane.

8. The method of claim 7 , wherein the cyclosiloxane is a substituted or unsubstituted cyclosiloxane having about 3 to 20 —Si—O— units in the ring or rings thereof.

9. The method of claim 6 , including one of more of limitations a) through h):

a) wherein the retentate mixture is depleted in the volatile compound by 1 wt % to 99.99 wt %, as compared to the liquid feed mixture,

b) wherein the first membrane is hydrophobic,

c) wherein the first membrane is nonporous,

d) wherein the first membrane has a thickness of about 0.01 μm to about 300 μm,

e) wherein the first membrane is an unsupported membrane,

f) wherein the first membrane is a hollow fiber membrane module comprising a bundle of hollow fibers, wherein each of the fibers has a bore-side and a shell-side, wherein at least one of

the first side of the hollow fiber membrane is the bore-side and the second side of the hollow fiber membrane is the shell-side, and

the first side of the hollow fiber membrane is the shell-side and the second side of the hollow fiber membrane is the bore-side.

10. A method of separating a volatile compound from a liquid feed mixture comprising an emulsion, the method comprising:

contacting a first side of a first membrane with a liquid feed mixture comprising an emulsion having a polymer, and at least one volatile compound, wherein the volatile compound comprises a volatile organic compound, a volatile inorganic compound, a volatile siloxane, a volatile linear siloxane, and/or a volatile cyclosiloxane, the first membrane comprises a dense silicone membrane having a thickness of about 1 μm to about 300 μm, and the emulsion has a temperature of about 20° C. to about 120° C.; and

contacting a second side of the membrane with a sweep medium comprising a sweep liquid, wherein the sweep liquid comprises an organosilicon liquid, to produce a permeate mixture on the second side of the first membrane and a retentate mixture comprising the emulsion on the first side of the membrane, wherein the permeate mixture is enriched in the volatile compound, and the retentate mixture is depleted in the volatile compound by 1 wt % to about 99.99 wt %, as compared to the liquid feed mixture.

11. The method of claim 10 , including one or both of the following limitations i) and j):

i) wherein the volatile compound comprises a volatile siloxane and the polymer comprises an organopolysiloxane,

j) wherein the first membrane is hydrophobic.

12. A system for separating a volatile compound from a liquid mixture comprising an emulsion, the system comprising:

a first membrane;

a liquid feed mixture comprising an emulsion having a polymer, and at least one volatile compound, the liquid feed mixture contacting a first side of the first membrane;

a sweep medium comprising at least one sweep liquid, the sweep medium contacting a second side of the first membrane to form

a permeate mixture on the second side of the first membrane, wherein the permeate mixture is enriched in the volatile compound and

a retentate mixture on the first side of the first membrane, wherein the retentate mixture is depleted in the volatile compound,

wherein the sweep liquid comprises an organosilicon liquid, the polymer is an organopolysiloxane polymer, and the volatile compound comprises a volatile organic compound, a volatile inorganic compound, and/or a volatile siloxane.

13. The system of claim 12 , including one or more of the following limitation k) through m):

k) wherein the volatile compound comprises a volatile siloxane,

i) wherein the first membrane is hydrophobic,

m) further comprising a desorber wherein the volatile compound from the permeate mixture is removed and the desorbed permeate mixture is recirculated into contact with the second side of the first membrane.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2019
From: AHN, DONGCHAN; GREINER, AARON; KEINATH, MARK; THOMPSON, JAMES
To: DOW SILICONES CORPORATION
Reel/Frame 051171/0971 →
CHANGE OF NAME Recorded Feb 28, 2018
From: DOW CORNING CORPORATION
To: DOW SILICONES CORPORATION
Reel/Frame 045470/0188 →
Continuity (2)
Provisional Application 62232121 · Sep 24, 2015
Related Publication 20180200675A1 · Jul 19, 2018