Draw solutes including phosphonate ionic oligomers, forward osmotic water treating apparatus, and methods using the same

Patent metadata

Field	Value
Publication number	US-2016288053-A1
Application number	US-201414902174-A
Country	US
Kind code	A1
Filing date	Jun 30, 2014
Priority date	Jul 1, 2013
Publication date	Oct 6, 2016
Grant date	—

Abstract

A draw solute including an ionic oligomer having a repeating unit that includes at least two phosphonate moieties and counter ions thereof, and a forward osmosis device and method for water treatment using the draw solute and an aqueous solvent, are disclosed.

First claim

1 . A draw solute comprising an ionic oligomer having a repeating unit, the repeating unit including at least two phosphonate moieties and counter ions thereof.

2 . The draw solute of claim 1 , wherein the repeating unit of the ionic oligomer is represented by Chemical Formula 1:

wherein each of R 1 and R 2 are the same or different, and are independently one of hydrogen, a substituted or unsubstituted C 1 to C 10 alkyl group, and a group represented by Chemical Formula 2, provided that at least one of R 1 and R 2 is a group represented by Chemical Formula 2:
-ACX 1 X 2 R 3 )  Chemical Formula 2

wherein A is one of a direct bond, a substituted or unsubstituted C 6 to C 10 arylene group, a substituted or unsubstituted C 1 to C 10 alkylene group, a substituted or unsubstituted C 1 to C 10 oxyalkylene group, and —CONR—(CR 2 ) n — (wherein each R is the same or different and are independently one of hydrogen and a C 1 to C 10 alkyl, and n is an integer of 1 to 20),
each of X 1 and X 2 are the same or different, and are independently one of PO 3 HM and PO 3 M 2 (wherein M is one of Na, Li, K, and Rb), and
R 3 is a hydroxyl group.

3 . The draw solute of claim 1 , wherein the ionic oligomer further includes a repeating unit represented by Chemical Formula 3;

wherein each of R 4 and R 5 are the same or different, and are independently one of hydrogen, a C 1 to C 10 alkyl, and a group represented by Chemical Formula 4, provided that at least one of R 4 and R 5 is the group represented by Chemical Formula 4:
-ACOOR 6 )  Chemical Formula 4

wherein A is one of a direct bond, a substituted or unsubstituted C 6 to C 20 arylene group, a substituted or unsubstituted C 1 to C 10 alkylene group, a substituted or unsubstituted C 1 to C 10 oxyalkylene group, and CONR—(CRR) n — (wherein each R is the same or different and are independently one of hydrogen and a C 1 to C 10 alkyl), and
R 6 is one of hydrogen and an alkali metal.

4 . The draw solute of claim 2 , wherein the amount of the repeating unit represented by Chemical Formula 1 is greater than or equal to about 30 mol % in the ionic oligomer.

5 . The draw solute of claim 1 , wherein a number average molecular weight of the ionic oligomer is about 1000 g/mol to about 6000 g/mol.

6 . The draw solute of claim 1 , wherein a polydispersity of the ionic oligomer is about 1.1 to about 1.8.

7 . The draw solute of claim 1 , wherein a draw solution including the draw solute at a concentration of 0.1 mol/L generates an osmotic pressure of greater than or equal to about 30 atm as measured by a freezing point depression method.

8 . The draw solute of claim 1 , wherein the draw solute has a water flux of greater than or equal to about 5 LMH and a reverse solute flux of less than or equal to about 0.3 GMH at an osmotic pressure of about 50 atm.

9 . The draw solute of claim 1 , wherein the draw solute has a self-diffusion coefficient ranging from 10 −12 to 10 −10 m 2 /s.

10 . A forward osmosis water treatment device comprising:
a feed solution including water and materials to be separated; an osmosis draw solution including,
an aqueous medium, and
an ionic oligomer dissolved in the aqueous medium, the ionic oligomer includes a repeating unit having at least two phosphonate moieties and counter ions thereof;
a semipermeable membrane configured to contact the feed solution on a first side and the osmosis draw solution on a second side, the first side different from the second side; a recovery system configured to remove at least a portion of the ionic oligomer from a treated solution including the water that moved from the feed solution to the osmosis draw solution through the semipermeable membrane by osmotic pressure; and a connector configured to reintroduce the ionic oligomer removed from the recovery system into the osmosis draw solution.

11 . The forward osmosis water treatment device of claim 10 , wherein the repeating unit of the ionic oligomer is represented by Chemical Formula 1:

wherein each of R 1 and R 2 are the same or different, and are independently one of hydrogen, a substituted or unsubstituted C 1 to C 10 alkyl group, and a group represented by Chemical Formula 2, provided that at least one of R 1 and R 2 is a group represented by Chemical Formula 2:
-ACX 1 X 2 R 3 )  Chemical Formula 2

wherein A is one of a direct bond, a substituted or unsubstituted C 6 to C 10 arylene group, a substituted or unsubstituted C 1 to C 10 alkylene group, a substituted or unsubstituted C 1 to C 10 oxyalkylene group, and —CONR—(CR 2 ) n — (wherein each R is the same or different and are independently one of hydrogen and a C 1 to C 10 alkyl, and n is an integer of 1 to 20),
each of X 1 and X 2 are the same or different, and are independently one of PO 3 HM and PO 3 M 2 (wherein M is one of Na, Li, K, and Rb), and
R 3 is a hydroxyl group.

12 . The forward osmosis water treatment device of claim 10 , wherein the ionic oligomer further comprises a repeating unit represented by Chemical Formula 3:

wherein each of R 4 and R 5 are the same or different, and are independently one of hydrogen, a C 1 to C 10 alkyl, and a group represented by Chemical Formula 4, provided that at least one of R 4 and R 5 is the group represented by Chemical Formula 4:
-ACOOR 6 )  Chemical Formula 4

wherein A is one of a direct bond, a substituted or unsubstituted C 6 to C 20 arylene group, a substituted or unsubstituted C 1 to C 10 alkylene group, a substituted or unsubstituted C 1 to C 10 oxyalkylene group, and —CONR—(CRR) n — (wherein each R is the same or different and are independently one of hydrogen and a C 1 to C 10 alkyl), and
R 6 is one of hydrogen and an alkali metal.

13 . The forward osmosis water treatment device of claim 10 , wherein a polydispersity of the ionic oligomer is about 1.1 to about 1.8.

14 . The forward osmosis water treatment device of claim 10 , wherein the recovery system comprises one of a microfiltration membrane, an ultrafiltration membrane, a nanofiltration membrane, and a centrifugal separator.

15 . A forward osmosis method for water treatment, the method comprising:
contacting a feed solution with a first side of a semi-permeable membrane, the feed solution including water and materials dissolved in the water, and an osmosis draw solution with a second side of the semi-permeable membrane different from the first side, the osmosis draw solution including an ionic oligomer, to obtain a treated solution including the water that moves from the feed solution to the osmotic draw solution through the semi-permeable membrane by osmotic pressure, the ionic oligomer being dissolved in an aqueous medium and including a repeating unit having at least two phosphonate moieties and counter ions thereof; and removing at least a portion of the ionic oligomer from the treated solution to obtain treated water.

16 . The forward osmosis method for water treatment of claim 15 , wherein the repeating unit of the ionic oligomer is represented by Chemical

Assignees

• Samsung Electronics Co Ltd

Inventors

• Suh Chang Won
• Jung Bo Kyung
• Han Sung Soo
• Lee Sang Cheon

Classifications

• B01D61/005 Primary

  Osmotic agents; Draw solutions · CPC title

• C07F9/3873

  containing nitrogen substituent, e.g. N.....H or N-hydrocarbon group which can be substituted by halogen or nitro(so), N.....O, N.....S, N.....C(=X)- (X =O, S), N.....N, N...C(=X)...N (X =O, S) · CPC title

• Y02A20/131

  Reverse-osmosis · CPC title

• C02F2103/08

  Seawater, e.g. for desalination · CPC title

• C02F1/445

  by forward osmosis · CPC title