IP Library Patent Application 13270269
Patent Application
App. No. 13/270,269

ARTICLE PRINTED WITH INFRARED DYE

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Quick Facts
Patent No.
US None
App. No.
13/270,269
Abstract

A printed article is disclosed including a substrate and printed data that is not visible to the unaided eye. The printed data includes a dye that fluoresces in the infrared region of the electromagnetic spectrum and a polyvinyl acetal binder. The weight ratio of the dye relative to the combined weight of the dye and binder is in a range of 0.001 to 0.025.

Claims (38)

1 . A printed article comprising a substrate and printed data that is not visible to the unaided eye, the printed data including a dye that fluoresces in the infrared region of the electromagnetic spectrum and a binder including a polyvinyl acetal.

2 . A printed article comprising a substrate and printed data that is not visible to the unaided eye, the printed data including a dye that fluoresces in the infrared region of the electromagnetic spectrum and a binder including a polyvinyl acetal, wherein the weight ratio of the dye relative to the combined weight of the dye and binder is in a range of 0.001 to 0.025.

3 . The printed article of claim 2 , wherein the dye has a structure according to Structure I

wherein R1 and R2 are each independently selected alkyl groups having 1 to 16 carbon atoms;

R3, R4, R5, and R6 are independently selected from hydrogen, alkyl, alkenyl, aryl, halo, cyano, alkoxy, phenoxy, ester, amide, amine, cyano, ketone, sulfide, sulfoxide, sulfone, sulfonate, sulfonamide, carboxylate nitro, or a polymeric moiety;

R7, R8, R10 and R11 are independently selected from hydrogen or alkyl;

R9 is selected from hydrogen, halogen, aryl, sulfide, sulfoxide, sulfone, amine, a heterocyclic moiety, phenoxide, alkoxide or cyano; and

Y − is an anion.

4 . The printed article of claim 2 , wherein the dye has a structure according to Structure II

wherein R1 and R2 are independently selected alkyl groups having 1 to 18 carbon atoms;

Z and Z′ are independently selected from —O—, —S—,

wherein R3, R4 and R5 are independently selected alkyl groups;

R7, R8, R9, R10, R11, R12 and R13 are independently selected from hydrogen, alkyl, amine, aryl, sulfone, triazole or halo;

R6 and R16 are independently selected from hydrogen, alkyl, alkenyl, aryl, fused aryl, halo, cyano, alkoxy, phenoxy, ester, amide, amine, nitrile, ketone, sulfide, sulfoxide, sulfone, sulfonate, sulfonamide, carboxylate nitro, or a polymeric moiety; and

Y − is an anion.

5 . The printed article of claim 2 , wherein the dye has a structure according to Structure III

wherein Z is independently selected from hydrogen, alkyl, alkenyl, aryl, halo, cyano, alkoxy, aryloxy, ester, ether, amide, amine, cyano, ketone, sulfide, sulfoxide, sulfone, nitro, or a polymeric moiety;

at least one Z is other than hydrogen; and

M is 2H, vanadium oxide, zinc, aluminum chloride, silicon oxide, or magnesium.

6 . The composition of claim 2 , wherein the dye has a structure according to Structure IV

wherein R1, R2, R3, R4, R5, R6, R7, R8, R9 and R10 are independently selected from hydrogen, alkyl, aryl, heteroaryl, halogen, amino, mercapto, hydroxyl, aryloxy or alkoxy.

7 . The printed article of claim 2 , wherein the dye has a structure according to Structure V

wherein R1 and R2 are independently selected aromatic rings; and

R3 and R4 are independently selected alkyl having 1 to 18 carbon atoms or aryl having 6 to 10 carbons.

8 . The composition of claim 3 further including one or more dyes selected from:

wherein R1 and R2 are independently selected alkyl groups having 1 to 18 carbon atoms;

Z and Z′ are independently selected from —O—, —S—,

wherein R3, R4 and R5 are independently selected alkyl groups;

R7, R8, R9, R10, R11, R12 and R13 are independently selected from hydrogen, alkyl, amine, aryl, sulfone, triazole or halo;

R6 and R16 are independently selected from hydrogen, alkyl, alkenyl, aryl, fused aryl, halo, cyano, alkoxy, phenoxy, ester, amide, amine, nitrile, ketone, sulfide, sulfoxide, sulfone, sulfonate, sulfonamide, carboxylate nitro, or a polymeric moiety;

Y − is an anion;

and

wherein Z is independently selected from hydrogen, alkyl, alkenyl, aryl, halo, cyano, alkoxy, aryloxy, ester, ether, amide, amine, cyano, ketone, sulfide, sulfoxide, sulfone, nitro, or a polymeric moiety;

at least one Z is other than hydrogen; and

M is 2H, vanadium oxide, zinc, aluminum chloride, silicon oxide, or magnesium.

9 . The printed article of claim 2 wherein the polyvinyl acetal is polyvinyl butyral.

10 . The composition of claim 2 wherein the weight ratio of the dye relative to the combined weight of the dye and binder is in a range of 0.007 to 0.025.

11 . The composition of claim 2 further including a hydroquinone derivative or ascorbic acid.

Assignments (15)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2016
From: EASTMAN KODAK COMPANY
To: EAPEIRON SOLUTIONS INC.
Reel/Frame 039466/0902 →
RELEASE OF SECURITY INTEREST Recorded Aug 2, 2016
From: BARCLAYS BANK PLC
To: EASTMAN KODAK COMPANY
Reel/Frame 039314/0310 →
RELEASE OF SECURITY INTEREST Recorded Aug 2, 2016
From: JP MORGAN CHASE BANK N.A.
To: EASTMAN KODAK COMPANY
Reel/Frame 039311/0975 →
RELEASE OF SECURITY INTEREST Recorded Aug 2, 2016
From: BANK OF AMERICA N.A.
To: EASTMAN KODAK COMPANY
Reel/Frame 039314/0164 →
SECURITY AGREEMENT Recorded Jul 7, 2016
From: EAPEIRON SOLUTIONS INC.
To: ALIBABA.COM US INVESTMENT HOLDING CORP.
Reel/Frame 039276/0543 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 5, 2013
From: CITICORP NORTH AMERICA, INC., AS SENIOR DIP AGENT; WILMINGTON TRUST, NATIONAL ASSOCIATION, AS JUNIOR DIP AGENT
To: EASTMAN KODAK COMPANY; PAKON, INC.
Reel/Frame 031157/0451 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (FIRST LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; 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; KODAK AMERICAS, LTD.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE
Reel/Frame 031158/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (SECOND LIEN) Recorded Sep 5, 2013
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; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 031159/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (ABL) Recorded Sep 5, 2013
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; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 031162/0117 →
PATENT SECURITY AGREEMENT Recorded Apr 1, 2013
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 030122/0235 →
SECURITY INTEREST Recorded Feb 21, 2012
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: CITICORP NORTH AMERICA, INC., AS AGENT
Reel/Frame 028201/0420 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2011
From: WIDZINSKI, THOMAS J.; BOSE, JUDITH A.; PAWLIK, THOMAS D.; OLM, MYRA TOFFOLON
To: EASTMAN KODAK COMPANY
Reel/Frame 027039/0966 →