IP Library Granted Patent US 9,205,384
Granted Patent B2
US 9,205,384 · App. 14/004,990 · Granted Dec 8, 2015

High permeate flux reverse osmosis membrane including carbodiimide compound and method of manufacturing the same

Inventors: Jae-Hong Kim (Daejeon, KR); Young-Ju Lee (Daejeon, KR); Chong-Kyu Shin (Daejeon, KR)
Assignee: LG CHEM, LTD.
B01D71/56B01D69/02B01D69/125B01D61/025B01D2323/02B01D2325/20B01D2325/30B01D2325/38
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Quick Facts
Patent No.
US 9,205,384
App. No.
14/004,990
Granted
Dec 8, 2015
Kind
B2
Abstract

The present invention relates to a reverse osmosis membrane including a porous support including a polysulfone layer; and a polyamide active layer formed on the porous support, wherein a concentration of sulfur (S) detected on a surface of the polyamide active layer is 1.8×10 −3 units or less on average or a concentration of sulfur dioxide (SO 2 ) detected on the surface of the polyamide active layer is 7×10 −3 units or less on average, and a method of manufacturing a reverse osmosis membrane, the method including forming a porous support; and forming a polyamide active layer on the porous support by interfacially polymerizing a polyfunctional amine solution including a carbodiimide compound, and a polyfunctional acid halide compound solution.

Claims (17)

1. A reverse osmosis membrane comprising:

a porous support including a polysulfone layer; and

a polyamide active layer formed on the porous support, wherein a concentration of sulfur (S) detected on a surface of the polyamide active layer is 1.8×10 −3 units or less on average or a concentration of sulfur dioxide (SO 2 ) detected on the surface of the polyamide active layer is 7×10 −3 units or less on average,

wherein the polyamide active layer is formed by interfacially polymerizing a polyfunctional amine solution including a carbodiimide compound and a polyfunctional acid halide compound solution.

2. The reverse osmosis membrane of claim 1 , wherein the polyamide active layer has variations in water contact angles within a range of 0.1 to 20%.

3. The reverse osmosis membrane of claim 1 , wherein the polyamide active layer has an average water contact angle of 0° to 15°.

4. The reverse osmosis membrane of claim 1 , wherein the carbodiimide compound is represented by Formula 1:

where, R 1 , R 3 and R 4 each independently indicate a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 4 to 6 carbon atoms, and R 2 indicates a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, or a substituted or unsubstituted arylene group having 4 to 6 carbon atoms.

5. The reverse osmosis membrane of claim 1 , wherein the carbodiimide compound includes at least one compound selected from a group consisting of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide, N,N′-dicyclohexylcarbodiimide, N,N′-diisopropylcarbodiimide, and N,N′-bis(2-methylphenyl)carbodiimide.

6. The reverse osmosis membrane of claim 1 , wherein the carbodiimide compound is included in an amount of 0.001 to 50 wt %, with respect to 100 w % of the polyfunctional amine solution.

7. A method of manufacturing a reverse osmosis membrane, the method comprising:

forming a porous support; and

forming a polyamide active layer on the porous support by interfacially polymerizing a polyfunctional amine solution including a carbodiimide compound, and a polyfunctional acid halide compound solution.

8. The method of claim 7 , wherein the carbodiimide compound is represented by Formula 1:

where, R 1 , R 3 and R 4 each independently indicate a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted aryl group having 4 to 6 carbon atoms, and R 2 indicates a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms, or a substituted or unsubstituted arylene group having 4 to 6 carbon atoms.

9. The method of claim 7 , wherein the carbodiimide compound includes at least one compound selected from a group consisting of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide, N,N′-dicyclohexylcarbodiimide, N,N′-diisopropylcarbodiimide, and N,N′-bis(2-methylphenyl)carbodiimide.

10. The method of claim 7 , wherein the carbodiimide compound is included in an amount of 0.001 to 50 wt %, with respect to 100 w % of the polyfunctional amine solution.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 24, 2025
From: LG CHEM, LTD.
To: NANOH2O CO., LTD.
Reel/Frame 073784/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 18, 2013
From: KIM, JAE-HONG; LEE, YOUNG-JU; SHIN, CHONG-KYU
To: LG CHEM, LTD.
Reel/Frame 031235/0796 →
Priority Claims (2)
KR 10-2012-0058321 · May 31, 2012 · national
KR 10-2013-0062506 · May 31, 2013 · national
Continuity (1)
Related Publication 20150083660A1 · Mar 26, 2015