Membrane derived from polyfunctional amine and combination of different polyfunctional amine-reactive monomers

Patent metadata

Field	Value
Publication number	US-9925500-B2
Application number	US-201314407013-A
Country	US
Kind code	B2
Filing date	Jul 3, 2013
Priority date	Jul 19, 2012
Publication date	Mar 27, 2018
Grant date	Mar 27, 2018

Abstract

A method for making a composite polyamide membrane including a porous support and a thin film polyamide layer including the steps of applying a polyfunctional amine monomer and a combination amine-reactive compounds to a surface of the porous support and reacting the constituents to form a thin film polyamide layer, wherein the amine-reactive compounds include: i) a polyfunctional amine-reactive monomer including two to three amine-reactive moieties selected from acyl halide, sulfonyl halide and anhydride, ii) a polyfunctional amine-reactive monomer including at least four amine-reactive moieties selected from acyl halide, sulfonyl halide and anhydride, and iii) an acid compound including at least on carboxylic acid moiety or salt thereof and at least one amine-reactive moiety selected from acyl halide and sulfonyl halide.

First claim

The invention claimed is:

1. A method for making a composite polyamide membrane comprising a porous support and a thin film polyamide layer, wherein the method comprises the steps of applying a polyfunctional amine monomer and a combination of amine-reactive compounds to a surface of the porous support and interfacially reacting the constituents to form a thin film polyamide layer, wherein the amine-reactive compounds are coated from one or more non-polar coating solutions and comprise:
i) a polyfunctional amine-reactive monomer comprising two to three amine-reactive moieties selected from acyl halide, sulfonyl halide and anhydride,
ii) a polyfunctional amine-reactive monomer comprising at least four amine-reactive moieties selected from acyl halide, sulfonyl halide and anhydride, and
iii) an acid compound comprising at least one carboxylic acid moiety or salt thereof and at least one amine-reactive moiety selected from acyl halide and sulfonyl halide; and
wherein the acid compound comprises at least 0.025 wt % of the total coating solution used to apply said amine-reactive compounds;
wherein the polyfunctional amine monomer is aromatic and comprises at least two primary amino groups and is applied from a polar coating solution; and
wherein the composite polyamide membrane has a NaCl rejection greater than 99.6% when tested using a 2000 ppm NaCl aqueous solution at 225 psi, 25° C. and pH 8.

2. The method of claim 1 wherein the thin film polyamide layer is characterized by having a dissociated carboxylate content at pH 9.5 of at least 0.16 moles/kg.

3. The method of claim 1 wherein the composite polyamide membrane a flux greater than 22 GFD when tested using a 2000 ppm NaCl aqueous solution at 225 psi, 25° C. and pH 8.

4. The method of claim 1 wherein the polyfunctional amine-reactive monomer comprising at least four amine-reactive moieties is represented by Formula (I):

wherein A is selected from: oxygen (—O—), carbon (—C—), silicon (—Si—), each of which may be unsubstituted or substituted with alkyl group having from 1 to 4 carbon atoms; or a carbonyl group (—C(O)—), and each X is the same or different and is selected from a halogen.

5. The method of claim 1 wherein the polyfunctional amine-reactive monomer including two to three amine-reactive moieties comprises: trimesoyl chloride.

6. The method of claim 1 wherein the acid compound comprises: mono-hydrolyzed trimesoyl chloride.

7. The method of claim 1 wherein the polyfunctional amine-reactive monomers are coated upon the porous support from a common non-polar solution.

Assignees

• Dow Global Technologies Llc

Inventors

• Paul Mou
• Arrowood Tina L
• Cieslinski Robert C
• Jons Steven D
• Rosenberg Steven
• Roy Abhishek
• Tomlinson Ian A

Classifications

• B01D71/56

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

• B01D2323/40

  in-situ membrane formation · CPC title

• B01D67/0006 Primary

  by chemical reactions (in-situ polymerisation, polycondensation, cross-linking or reaction for manufacturing composite membranes B01D69/125) · CPC title

• B01D2325/20

  Specific permeability or cut-off range · CPC title

• B01D2323/38

  Graft polymerization · CPC title