Separation membrane having excellent antifouling properties for water treatment and manufacturing method thereof
A water treatment separation membrane includes a support having pores, a polyamide layer formed on the support, and a passivation layer formed on the polyamide layer by using an aqueous solution including an amine-containing compound, an epoxy-containing compound and a fluorine-containing compound.
1. A water treatment separation membrane comprising:
a support having pores;
a polyamide layer formed on the support; and
a passivation layer formed on the polyamide layer by using an aqueous solution including an amine-containing compound, an epoxy-containing compound, and a fluorine-containing compound,
wherein the amine-containing compound is polyalkylene glycol including amino groups at both terminals thereof.
2. The water treatment separation membrane of claim 1 , wherein the aqueous solution includes:
0.01 to 0.6 mol % of the amine-containing compound;
0.01 to 2.0 mol % of the epoxy-containing compound;
0.001 to 0.4 mol % of the fluorine-containing compound; and
a remainder of a solvent.
3. The water treatment separation membrane of claim 1 , wherein the polyalkylene glycol is polyethylene glycol or polypropylene glycol.
4. The water treatment separation membrane of claim 1 , wherein the amine-containing compound is a compound represented by the following Chemical Formula 1:
in which m is an integer from 0 to 10,
n is an integer from 0 to 15, and
o is an integer from 0 to 10.
5. The water treatment separation membrane of claim 1 , wherein the epoxy-containing compound includes two or more epoxy groups, and wherein the epoxy resin is selected from a group consisting of a polyethylene epoxy resin, a polyglycerin epoxy resin and a polysorbitol epoxy resin.
6. The water treatment separation membrane of claim 1 , wherein the epoxy-containing compound is a compound represented by the following Chemical Formula 2:
in which R 1 is hydrogen or a hydroxyl group,
each of R 2 , R 3 , R 4 , and R 5 is independently hydrogen, a hydroxyl group, or an alkoxyalkyl oxirane group,
a is an integer from 0 to 150,
b is an integer from 0 to 3, and
c is an integer from 0 to 5.
7. The water treatment separation membrane of claim 1 , wherein a molar ratio of the amine-containing compound to the epoxy-containing compound in the aqueous solution ranges from about 3:1 to about 1:4.
8. The water treatment separation membrane of claim 1 , wherein the fluorine-containing compound is at least one selected from the group consisting of F(CF 2 ) 3 O[CF(CF 3 )CF 2 O] 3 CF(CF 3 )COF, CHF 2 CF 2 CF 2 CH 2 OCH 2 CHCH 2 O, CHF 2 CF 2 CF 2 CF 2 CH 2 OCH 2 CHCH 2 O, F(CH 2 ) 10 COOH, F(CH 2 ) 7 COCl, F(CH 2 ) 10 CH 2 CH 2 OH, F(CH 2 ) 8 CH 2 CH 2 OH, (CF 3 ) 2 CCH 3 COF, F(CF 2 ) 6 CH 2 CHCH 2 O, CF 3 CHCHCOCl and F(CF 2 ) 6 CH 2 NH 2 .
9. A water treatment module comprising the water-treatment separation membrane according to claim 1 .
10. A water treatment apparatus comprising the water treatment module of claim 9 .
11. A water treatment separation membrane comprising:
a support having pores;
a polyamide layer formed on the support; and
a passivation layer formed on the polyamide layer, the passivation layer including an amine-containing compound, an epoxy-containing compound, and a fluorine-containing compound, the fluorine-containing compound including at least one compound represented by the following Chemical Formulae 6 or 7:
in which A is a fluorine-substituted compound selected from a group consisting of C 1-20 alkylene, aryl alkylene, alkylene oxide, alkenylene, aryl alkenylene and alkenyl oxide;
R 1 is hydrogen or a hydroxyl group;
each of R 2 , R 3 , R 4 , and R 5 is independently hydrogen, a hydroxyl group or an alkoxyalkyl oxirane group;
a is an integer from 0 to 150,
b is an integer from 0 to 3,
c is an integer from 0 to 5,
m is an integer from 0 to 10,
n is an integer from 0 to 15, and
o is an integer from 0 to 10,
wherein the amine-containing compound is polyalkylene glycol having amino groups at first and second terminals thereof.
12. The water treatment separation membrane of claim 9 , wherein A is F(CF 2 ) 3 O[CF(CF 3 )CF 2 O] 3 CF(CF 3 )CO—, CHF 2 CF 2 CF 2 CH 2 OCH 2 CHOHCH 2 —, CHF 2 CF 2 CF 2 CF 2 CH 2 OCH—CHOHCH 2 —, F(CH 2 ) 10 CO—, F(CH 2 ) 7 CO—, F(CH 2 ) 10 CH 2 CH 2 O—, F(CH 2 ) 8 CH 2 CH 2 O—, (CF 3 ) 2 CCH 3 CO—, F(CF 2 ) 6 CH 2 CHOHCH 2 —, CF 3 CHCHCO— or F(CF 2 ) 6 CH 2 NH—.
13. A water treatment module comprising the water treatment separation membrane according to claim 11 .
14. A water treatment apparatus comprising the water treatment module of claim 13 .
15. A method of manufacturing a water-treatment separation membrane, the method comprising:
providing a support having pores;
forming a polyamide layer on the support; and
forming a passivation layer on the polyamide layer by using an aqueous solution including an amine-containing compound, an epoxy-containing compound, and a fluorine-containing compound,
wherein the amine-containing compound is polyalkylene glycol having amino groups at first and second terminals thereof.
16. The method of claim 15 , wherein the aqueous solution comprises 0.01 to 0.6 mol % of the amine-containing compound, 0.01 to 2.0 mol % of the epoxy-containing compound, and 0.001 to 0.4 mol % of the fluorine-containing compound, and a remainder of a solvent.
17. The method of claim 15 , wherein the passivation layer is covalently bonded to the polyamide layer.
18. The method of claim 15 , wherein the epoxy-containing compound is an epoxy resin having two or more epoxy groups, and wherein the epoxy resin is selected from a group consisting of a polyethylene epoxy resin, a polyglycerin epoxy resin and a polysorbitol epoxy resin.