IP Library Granted Patent US 7,094,464
Granted Patent B2
US 7,094,464 · App. 10/228,944 · Granted Aug 22, 2006

Multi-layer coated porous materials and methods of making the same

Assignee: Porex Corporation
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Quick Facts
Patent No.
US 7,094,464
App. No.
10/228,944
Granted
Aug 22, 2006
Kind
B2
Abstract

Multi-layer coated materials and methods of making them are disclosed. In a specific embodiment, a porous polymeric substrate is pre-activated and immersed in a polyelectrolyte solution to form a first layer having an electric charge and at least one functional group. The coated material is next immersed in a second solution of a material having an electric charge opposite of that of the first layer to provide a bi-layer coating. This process can be repeated to form multi-layer coatings on porous substrates.

Claims (32)

1. A multi-layer coated material comprising a substrate, a first layer, a second layer, and a third layer wherein:

the substrate comprises a surface-activated porous polymeric material having an average pore size ranging from 1 μm to 200 μm;

the first layer consists of polyelectrolyte molecules bound to a surface of the substrate through covalent bonds, electrostatic interactions, or combinations thereof;

the second layer consists of polyelectrolyte molecules bound to the first layer through covalent bonds, electrostatic interactions, or combinations thereof; and

the third layer consists of molecules of a surfactant directly bound to the second layer through covalent bonds, electrostatic interactions, or combinations thereof;

wherein the polyelectrolyte molecules in the first layer and the second layer are different and are independently selected from the group consisting of polyethylenimine, quaternized polyacrylamide, polyvinylamine, polyallylamine, chitosan, poly(acrylate trialkyl ammonia salt ester), cellulose, poly(acrylic acid), polymethylacrylic acid, polyvinylsulfate, poly(styrenesulfonic acid), poly(vinylsulfonic acid), poly(toluene sulfonic acid), heparin, alginic acid, dextran sulfate, adipic acid, poly(methyl vinyl ether-alt maleic acid), surfactant, polyallylammonium chloride, and salts thereof and copolymers thereof.

2. The material of claim 1 , wherein the porous polymeric material is a polyolefin, polyester, polyurethane, polycarbonate, polyetheretherketone, poly(phenylene oxide), poly(ether sulfone) or nylon.

3. The material of claim 2 , wherein the polyolefin is ethylene vinyl acetate, ethylene methyl acrylate, polyethylene, polypropylene, ethylene-propylene rubber, ethylene-propylene-diene rubbers, poly(1-butene), polystyrene, poly(2-butene), poly(1-pentene), poly(2-pentene), poly(3-methyl-1-pentene), poly(4-methyl-1-pentene), 1,2 poly-1,3-butadiene, 1,4-poly-1,3-butadiene, polyisoprene, polychloroprene, poly(vinyl acetate), poly(vinylidene chloride), poly(vinylidene fluoride), poly(tetrafluoroethylene) or a mixture thereof.

4. The material of claim 1 , wherein the polyelectrolyte molecules of the first layer are selected from the group consisting of polyethylenimine, quaternized polyacrylamide, polyvinylamine, polyallylamine, chitosan, poly(acrylate trialkyl ammonia salt ester), cellulose, polyacrylic acid, polymethylacrylic acid, poly(styrenesulfonic acid), poly(vinylsulfonic acid), poly(toluene sulfonic acid), poly(methyl vinyl ether-alt-maleic acid), surfactant, dextran sulfate, hyaluronic acid, heparin, alginic acid, adipic acid, and salts thereof and copolymers thereof.

5. The material of claim 1 , wherein the polyelectrolyte molecules of the second layer are selected from the group consisting of poly(acrylic acid), polymethylacrylic acid, polyvinyl sulfate, poly(styrenesulfonic acid), poly(vinylsulfonic acid), poly(toluene sulfonic acid), poly(methyl vinyl ether-alt-maleic acid, and salts thereof and copolymers thereof.

6. The material of claim 1 , wherein the first layer consists of molecules of polyethylenimine and the polyelectrolyte molecules of the second layer are selected from the group consisting of poly(acrylic acid) and copolymers thereof.

7. The material of claim 1 , wherein the first layer consists of molecules of polyallylammoniumchloride, and the second layer consists of molecules of polyvinylsulfate.

8. The material of claim 1 , wherein the substrate is further coated with one or more additional layers, wherein each additional layer is bound to the layer below it through covalent bonds, electrostatic interactions or combinations thereof.

9. The material of claim 8 , wherein the one or more additional layers comprises polyelectrolyte molecules selected from the group consisting of polyethylenimine, quaternized polyacrylamide, polyvinylamine, polyallylamine, chitosan, poly(acrylate trialkyl ammonia salt ester), cellulose. poly(acrylic acid), polymethylacrylic acid, polyvinylsulfate, poly(styrenesulfonic acid), poly(vinylsulfonic acid), poly(toluene sulfonic acid), heparin, alginic acid, dextran sulfate, adipic acid, poly(methyl vinyl ether-alt maleic acid), surfactant, polyallylammonium chloride and salts thereof and copolymers thereof.

10. The multi-layer coated material of claim 1 , wherein the material is hydrophilic.

11. The multi-layer coated material of claim 10 which has a wicking rate of about 7.5 sec./cm to about 37.5 sec./cm.

12. A multi-layer coated hydrophilic material comprising a substrate, a first layer, a second layer, and a third layer, wherein the substrate comprises a surface activated porous polymeric material having an average pore size ranging from 1 μm to 200 μm, the first layer consists of polyethylenimine molecules bound to a surface of the substrate through covalent bonds, electrostatic interactions, or combinations thereof, the second layer consists of polyelectrolyte molecules selected from the group consisting of poly(acrylic acid) and copolymers thereof bound to the first layer through covalent bonds, electrostatic interactions, or combinations thereof, and the third layer consists of molecules of surfactant directly bound to the second layer through covalent bonds, electrostatic interactions, or combinations thereof.

13. A multi-layer coated material comprising a substrate, a first layer, a second layer, and a third layer wherein:

the substrate comprises surface-activated porous polyethylene having an average pore size ranging from 1 μm to 200 μm;

the first layer consists of molecules of polyethylenimine bound to a surface of the substrate through covalent bonds, electrostatic interactions, or combinations thereof;

the second layer consists of molecules selected from the group consisting of quaternized polyacrylamide, polyvinylamine, polyallylamine, chitosan, poly(acrylate trialkyl ammonia salt ester), cellulose, poly(acrylic acid), polymethylacrylic acid, polyvinylsulfate, poly(styrenesulfonic acid), poly(vinylsulfonic acid), poly(toluene sulfonic acid), poly(methyl vinyl ether-alt-maleic acid), surfactant, dextran sulfate, hyaluronic acid, heparin, alginic acid, adipic acid, and salts thereof and copolymers thereof, bound to the first layer through covalent bonds, electrostatic interactions or combinations thereof; and

the third layer consists of molecules of a surfactant directly bound to the second layer throuah covalent bonds, electrostatic interactions, or combinations thereof.

14. The multi-layer coated material of claim 13 , wherein the molecules of the second layer are selected from the group consisting of poly(acrylic acid) and copolymers thereof.

15. A multi-layer coated material comprising a substrate, a first layer, a second layer, and a third layer wherein:

the substrate comprises a surface-activated porous polymeric material having an average pore size ranging from 1 μm to 200 μm;

the first layer consists of polyelectrolyte molecules bound to a surface of the substrate through covalent bonds, electrostatic interactions, or combinations thereof;

the second layer consists of polyelectrolyte molecules bound to the first layer through covalent bonds, electrostatic interactions, or combinations thereof;

wherein the polyelectrolyte molecules in the first layer and the second layer are different and are independently selected from the group consisting of a phosphate, polyethylenimine, poly(vinylimidazoline), quaternized polyacrylamide, polyvinylpyridine, poly(vinylpyrrolidone), polyvinylamine, polyallylamine, chitosan, poly(acrylate trialkyl ammonia salt ester), cellulose, poly(acrylic acid), polymethylacrylic acid, poly(styrenesulfonic acid), poly(vinylsulfonic acid), poly(toluene sulfonic acid), poly(methyl vinyl ether-alt-maleic acid), surfactant, dextran sulfate, hyaluronic acid, heparin, alginic acid, adipic acid, chemical dye, and salts thereof and copolymers thereof; and

the third layer consists of molecules of a surfactant directly bound to the second layer throuah covalent bonds, electrostatic interactions, or combinations thereof.

16. The multi-layer coated material of claim 15 , wherein the substrate comprises polyethylene, the first layer consists of polyethylenimine and the molecules of the second layer are selected from the group consisting of poly(acrylic acid) and copolymers thereof.

17. The multi-layer coated material of claim 15 , wherein the surfactant is an amphoteric surfactant.

18. The multi-layer coated material of claim 17 , wherein the amphoteric surfactant comprises a fluorinated surfactant.

Assignments (9)
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2018
From: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
To: AG INDUSTRIES LLC; BUFFALO FILTER LLC; CHEMCO MANUFACTURING CO., INC.; FILTRATION GROUP LLC; FILTRAN LLC; JONELL FILTRATION PRODUCTS, INC.; POREX CORPORATION
Reel/Frame 045948/0379 →
SECURITY INTEREST Recorded Mar 29, 2018
From: AG INDUSTRIES LLC; AIR SYSTEM PRODUCTS LLC; CHEMCO MANUFACTURING CO., INC.; FILTRATION GROUP LLC; FILTRAN LLC; JONELL FILTRATION PRODUCTS, INC.; KAYDON CUSTOM FILTRATION CORPORATION; POREX CORPORATION; PURAFIL, INC.; POREX TECHNOLOGIES CORPORATION
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 045768/0001 →
RELEASE OF SECURITY INTEREST Recorded Oct 31, 2016
From: BANK OF MONTREAL, AS COLLATERAL AGENT
To: AG INDUSTRIES LLC; AIR SYSTEM PRODUCTS LLC; BUFFALO FILTER LLC; CHEMCO MANUFACTURING CO., INC.; FILTRATION GROUP LLC; FILTRAN LLC; JONELL FILTRATION PRODUCTS, INC.; KAYDON CUSTOM FILTRATION CORPORATION; PURAFIL, INC.; POREX CORP.
Reel/Frame 040543/0078 →
SECURITY INTEREST (SECOND LIEN) Recorded Nov 21, 2013
From: AG INDUSTRIES LLC; BUFFALO FILTER LLC; CHEMCO MANUFACTURING CO., INC.; FILTRATION GROUP LLC; FILTRAN LLC; JONELL FILTRATION PRODUCTS, INC.; POREX CORPORATION
To: BANK OF MONTREAL, AS COLLATERAL AGENT
Reel/Frame 031694/0487 →
SECURITY INTEREST (FIRST LIEN) Recorded Nov 21, 2013
From: AG INDUSTRIES LLC; BUFFALO FILTER LLC; CHEMCO MANUFACTURING CO., INC.; FILTRATION GROUP LLC; FILTRAN LLC; JONELL FILTRATION PRODUCTS, INC.; POREX CORPORATION
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 031693/0608 →
SECURITY AGREEMENT Recorded Apr 5, 2010
From: POREX CORPORATION
To: GENERAL ELECTRIC CAPITAL CORPORATION, AS US AGENT
Reel/Frame 024185/0224 →
RELEASE OF SECURITY INTEREST Recorded Apr 1, 2010
From: SNTC HOLDING, INC., AS COLLATERAL AGENT
To: POREX CORPORATION; POREX SURGICAL, INC.; POREX HOLDING CORPORATION
Reel/Frame 024170/0471 →
SECURITY AGREEMENT Recorded Oct 20, 2009
From: POREX HOLDING CORPORATION; POREX CORPORATON; POREX SURGICAL, INC.
To: SNTC HOLDING INC.
Reel/Frame 023390/0702 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 12, 2002
From: MAO, GUOQIANG; GREENE, GREORGE, IV; YAO, LI
To: POREX CORPORATION
Reel/Frame 013574/0556 →
Continuity (3)
Provisional Application 6031504400 · Aug 28, 2001
Provisional Application 6031504300 · Aug 28, 2001
Related Publication 20030124332A1 · Jul 3, 2003