IP Library Granted Patent US 9,284,429
Granted Patent B2
US 9,284,429 · App. 14/487,172 · Granted Mar 15, 2016

Porous organic polymeric films and preparation

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Quick Facts
Patent No.
US 9,284,429
App. No.
14/487,172
Granted
Mar 15, 2016
Kind
B2
Abstract

Porous organic polymeric films having multiple discrete cavities can be prepared using a water-in-oil emulsion that includes a cavity stabilizing hydrocolloid on the inner walls of the multiple discrete cavities. The multiple discrete cavities can also include organic catalytic materials for various catalytic reactions, markers materials for security applications, or the multiple discrete cavities can be used to increase opacity, hydrophobicity, or other desirable properties compared to nonporous organic polymeric films composed of the composition and dry thickness.

Claims (21)

1. A porous organic polymeric film comprising a water-insoluble polymer that provides a continuous polymeric solid phase, and multiple discrete cavities having inner walls and that are uniformly dispersed within the continuous polymeric solid phase, wherein the porous organic polymeric film further comprises a cavity stabilizing hydrocolloid on the inner walls of the multiple discrete cavities,

wherein the porous organic polymeric film further comprises an emulsifier having a hydrophilic-lipophilic balance value equal to or less than 6, which emulsifier is disposed at the interface of the multiple discrete cavities and the continuous polymeric solid phase of the porous organic polymeric film, and

wherein the emulsifier is an amphiphilic block copolymer that comprises a hydrophilic segment comprising polyethyleneoxide and an oleophilic segment derived from a polyester, a polycarbonate, or a polyamide.

2. The porous organic polymeric film of claim 1 , wherein the cavity stabilizing hydrocolloid is carboxymethyl cellulose (CMC), a gelatin or gelatin derivative, a protein or protein derivative, a hydrophilic synthetic polymer, a water-soluble microgel, a polystyrene sulfonate, poly(2-acrylamido-2-methylpropane sulfonate), a polyphosphonate, or mixtures thereof.

3. The porous organic polymeric film of claim 1 , wherein the cavity stabilizing hydrocolloid is present in an amount of at least 0.1 weight % and up to and including 20 weight %, based on total solid porous organic polymeric film dry weight.

4. The porous organic polymeric film of claim 1 , wherein the emulsifier is present in an amount of at least 1 weight % and up to and including 100 weight %, based on total porous organic polymeric film dry weight.

5. The porous organic polymeric film of claim 1 that average dry thickness of at least 2 μm and up to and including 500 μm.

6. The porous organic polymeric film of claim 1 , wherein the water-insoluble polymer is a polyester, styrenic polymer, acrylic polymer, mono-olefin polymer, vinyl ester polymer, α-methylene aliphatic monocarboxylic acid ester polymer, vinyl ether polymer, vinyl ketone polymer, aliphatic cellulose ester polymer, and mixtures of these materials.

7. The porous organic polymeric film of claim 1 , wherein the multiple discrete cavities have an average size of at least 200 nm and up to and including 5 μm.

8. The porous organic polymeric film of claim 1 , wherein the water-insoluble polymer is a styrene-butyl acrylate copolymer, polycaprolactone, polyurethane, or bisphenol-A polyester.

9. The porous organic polymeric film of claim 1 that is disposed on a substrate.

10. The porous organic polymeric film of claim 1 having a reflectance of that is at least 6 times greater than a nonporous film composed of the same composition and dry thickness.

11. The porous organic polymeric film of claim 1 , wherein at least some of the multiple discrete cavities comprise an organic catalytic material or nanoparticles of catalytically active metallic materials,

wherein the porous organic polymeric film is impermeable to the organic catalytic material and nanoparticles of catalytically active metallic materials, and the porous organic polymeric film is permeable to molecules having a molar mass that is 1000 Daltons or less.

12. The porous organic polymeric film of claim 11 , wherein at least some of the multiple discrete cavities comprise the organic catalytic material that is an enzyme.

13. The porous organic polymeric film of claim 11 , wherein at least some of the multiple discrete cavities comprise the nanoparticles of catalytically active metallic materials, which nanoparticles (a) comprise one or more elements selected from Groups 8, 9, 10, and 11 of the Periodic Table, and (b) have an effective diameter of at least 1 nm and up to and including 200 nm.

14. The porous organic polymeric film of claim 1 having an outer surface that has a contact angle with water that is at least 10° greater than a solid nonporous organic polymeric film of the same composition and dry thickness.

15. The solid porous organic polymeric film of claim 1 , comprising first and second discrete cavities that are isolated from each other and dispersed within the continuous polymeric solid phase,

the first discrete cavities comprising a first marker material, and the second discrete cavities comprising a second marker material, which first and second marker materials are detectably different.

16. The porous organic polymeric film of claim 1 further comprising carbon black.

17. The porous organic polymeric film of claim 1 further comprising a metal oxide.

Assignments (14)
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Jul 24, 2023
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A.
Reel/Frame 064364/0847 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056733/0681 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0233 →
NOTICE OF SECURITY INTERESTS Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 056984/0001 →
RELEASE OF SECURITY INTEREST Recorded Jan 24, 2020
From: BARCLAYS BANK PLC
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST) INC.; KODAK AMERICAS LTD.; KODAK REALTY INC.; LASER PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES LTD.; NPEC INC.
Reel/Frame 052773/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 30, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; PFC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 049901/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 22, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 050239/0001 →
SECURITY INTEREST Recorded Jan 13, 2017
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 041042/0877 →
SECURITY INTEREST Recorded Nov 7, 2014
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK PHILIPPINES, LTD.; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.; NPEC INC.
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 034183/0278 →
ASSIGNMENT SECURITY AGREEMENT Recorded Nov 7, 2014
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.; KJODAK PHILIPPINES, LTD.; NEPC INC.
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 034215/0071 →
SECURITY INTEREST Recorded Nov 6, 2014
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 034179/0554 →
SECURITY INTEREST Recorded Nov 6, 2014
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES, LTD; NPEC INC.
To: JPMORGAN CHASE BANK, N.A. AS ADMINISTRATIVE AGENT
Reel/Frame 034179/0733 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2014
From: NAIR, MRIDULA; JONES, TAMARA K
To: EASTMAN KODAK COMPANY
Reel/Frame 033745/0613 →