Flux enhancing agent for improving composite polyamide reverse osmosis membrane performance

Patent metadata

Field	Value
Publication number	US-9914098-B2
Application number	US-201615066635-A
Country	US
Kind code	B2
Filing date	Mar 10, 2016
Priority date	Aug 21, 2012
Publication date	Mar 13, 2018
Grant date	Mar 13, 2018

Abstract

The present disclosure describes an additive that may be used in the manufacture of thin-film polyamide composite membranes. Thin-film polyamide composite membranes are used in filtration processes, such as reverse osmosis and nanofiltration. The additive may be an amino-siloxane compound. The amino-siloxane compound includes repeated groups of silicon bonded to oxygen with at least one amine functional group. Optionally, the amino-siloxane compound may also include a hydrophilic group. The additive reacts with an aqueous phase and an organic phase to form a thin polyamide film on a porous substrate.

First claim

What is claimed is:

1. A composite membrane for reverse osmosis or nanofiltration, the membrane comprising:
a porous substrate;
a polymer layer on a surface of the porous substrate, wherein the polymer layer comprises a reaction product of (i) a polyacyl halide that is soluble in an organic phase, (ii) an amine that is soluble in an aqueous phase, and (iii) an amino-siloxane compound wherein the amino siloxane compound is different from the amine and is a compound selected from the group consisting of:
(I) a compound of the formula

wherein R1 and R2 may be the same or different, and are C1-C20 alkyl or alkoxy groups; R3 may be a C1-C4 alkyl group, or H; Q is either —(CH 2 ) 3 — or —CH 2 CH(CH 3 )CH 2 —; X is either —CH 2 CH(OH)CH 2 OH or H; a, b, c, d, e are integers such that the sum of a+b+c+d+e is less than 100, if b is 0, then d or e must be greater than 0, if d is 0, then b or e must be greater than 0; and if e is 0, then b or d must be greater than 0; and, y1, y2, z1, z2 are each integers between 0 to 10;
(II) a compound of the formula

wherein R is CH 3 to C 15 H 31 ; X is 75% of —CH 2 CH(OH)CH 2 OH and 25% H; and n is an integer between 1 and 100;
(III) a compound of the formula

wherein x is either —CH 2 CH(OH)CH 2 OH or H; and n is an integer between 4 and 100;
(IV) a compound of the formula

wherein a and b are integers between 1 and 100 and the sum of a+b is not greater than 100;
(V) a compound of the formula

wherein a, b and c are integers between 1 and 100, the sum of a+b+c is not greater than 100 and x is an integer between 1 and 50;
(VI) the compound according to formula

(VII) the compound according to formula

(VIII) the compound according to formula

(IX) the compound according to formula

(X) the compound according to formula

(XI) the compound according to formula

(XII) the compound according to formula

(XIII) the compound according to formula

(XIV) the compound according to formula

(XV) the compound according to formula

(XVI) the compound according to formula

and
(XVII) the compound according to formula

2. The composite membrane of claim 1 wherein the amino-siloxane compound is a compound of the formula:

wherein R1 and R2 may be the same or different, and are C1-C20 alkyl or alkoxy groups; R3 may be a C1-C4 alkyl group, or H; Q is either —(CH 2 ) 3 — or —CH 2 CH(CH 3 )CH 2 —; X is either-CH 2 CH(OH)CH 2 OH or H; a, b, c, d, e are integers such that the sum of a+b+c+d+e is less than 100, if b is 0, then d or e must be greater than 0, if d is 0, then b or e must be greater than 0; and if e is 0, then b or d must be greater than 0; and, y1, y2, z1, z2 are each integers between 0 to 10.

3. The composite membrane of claim 1 wherein the amino-siloxane compound is a compound of the formula:

wherein R is CH 3 to C 15 H 31 ; X is 75% of —CH 2 CH(OH)CH 2 OH and 25% H; and n is an integer between 1 and 100.

4. The composite membrane of claim 1 wherein the amino-siloxane compound is a compound of the formula:

wherein x is either —CH 2 CH(OH)CH 2 OH or H; and n is an integer between 4 and 100.

5. The composite membrane of claim 1 wherein the amino-siloxane compound is a compound selected from the group consisting of:

wherein a and b are integers between 1 and 100 and the sum of a+b is not greater than 100;

wherein a, b and c are integers between 1 and 100, the sum of a+b+c is not greater than 100 and x is an integer between 1 and 50;

6. The composite membrane of claim 1 wherein the polyacyl halide is trimesoyl chloride.

Assignees

• Gen Electric

Inventors

• Zhang Xingpeng
• Costa Lawrence C
• Harrold Steven John
• Narayanswamy Babu

Classifications

• B32B27/283

  comprising polysiloxanes · CPC title

• C08G69/48

  Polymers modified by chemical after-treatment · CPC title

• B01D2325/48

  Antimicrobial properties · CPC title

• B01D71/82

  characterised by the presence of specified groups, e.g. introduced by chemical after-treatment · CPC title

• B01D71/56

  Polyamides, e.g. polyester-amides · CPC title