IP Library Granted Patent US 10,311,990
Granted Patent B2
US 10,311,990 · App. 15/231,847 · Granted Jun 4, 2019

Photosensitive reducible silver ion-containing compositions

Inventor: Deepak Shukla (Webster, NY)
Assignee: EASTMAN KODAK COMPANY
H01B1/02G03F7/06G03F7/063
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Quick Facts
Patent No.
US 10,311,990
App. No.
15/231,847
Granted
Jun 4, 2019
Kind
B2
Abstract

A photosensitive reducible silver ion-containing composition can be used to provide electrically-conductive silver metal in thin film or patterns on a substrate after irradiation with UV-visible light. The composition comprises: a) a non-hydroxylic-solvent soluble silver complex represented by the following formula (I): wherein L represents an α-oxy carboxylate; P represents a primary alkylamine; a is 1 or 2; b is 1 or 2; and c is 1, 2, 3, or 4, provided that when a is b, b is 1, and when a is 2, b is 2; b) optionally, a photosensitizer that can either reduce the reducible silver ion or oxidize the α-oxy carboxylate; and c) a solvent medium comprising at least one non-hydroxylic solvent.

Claims (14)

1. A photosensitive reducible silver ion-containing composition comprising:

a) a non-hydroxylic-solvent soluble silver complex comprising a reducible silver ion complexed with an α-oxy carboxylate and a primary alkylamine,

the non-hydroxylic-solvent soluble silver complex being represented by the following formula (I):

(Ag + ) a (L) b (P) c    (I)

wherein L represents the α-oxy carboxylate; P represents the primary alkylamine; a is 1 or 2; b is 1 or 2; and c is 1, 2, 3, or 4, provided that when a is 1, b is 1, and when a is 2, b is 2;

b) a photosensitizer that is either: an electron-accepting photosensitizer that upon absorption of incident electromagnetic radiation, is capable of oxidizing the α-oxy carboxylate; or an electron-donating photosensitizer that has an oxidation potential that is greater than the oxidation potential of the α-oxy carboxylate; and

c) a solvent medium comprising at least one non-hydroxylic solvent and less than 10 weight % of water based on the total weight of all solvents in the solvent medium,

wherein the non-hydroxylic-solvent soluble silver complex is present in an amount of at least 10 weight % and up to and including 90 weight %, based on the total weight of the photosensitive reducible silver ion-containing composition; and the photosensitizer is present in an amount of at least 0.5 weight % and up to and including 4 weight %, based on the total weight of the non-hydroxylic-solvent soluble silver complex.

2. The photosensitive reducible silver ion-containing composition of claim 1 , wherein the non-hydroxylic solvent is selected from the group consisting of acetonitrile, benzonitrile, acetone, methyl ethyl ketone, butyronitrile, propylene carbonate, propionitrile, isovaleronitrile, valeronitrile, and a mixture of two or more of these organic solvents.

3. The photosensitive reducible silver ion-containing composition of claim 1 that meets a silver ion stability test such that when the photosensitive reducible silver ion-containing composition is held for 24 hours at ambient temperature and in yellow safelight, less than 0.1 mol % of its original silver ion content is reduced to silver metal.

4. The photosensitive reducible silver ion-containing composition of claim 1 , wherein L is represented by the following formula (II):

wherein R 1 , R 2 , and R 3 are independently hydrogen or branched or linear alkyl groups.

5. The photosensitive reducible silver ion-containing composition of claim 1 , wherein P is a primary alkylamine having a boiling point of less than or equal to 175° C.

6. The photosensitive reducible silver ion-containing composition of claim 1 , wherein P is a primary alkylamine selected from the group consisting of propylamine, n-butylamine, t-butylamine, isopropylamine, 2,2,2-trifluoroethylamine, 2,2,3,3,3-pentafluoropropylamine, 3,3,3-trifluoropropylamine, 1,2-dimethylpropylamine, t-amyl amine, isopentylamine, 2-amino-3-methylbutane, 3,3-dimethyl-2-butylamine, 2-aminohexane, and sec-butylamine.

Assignments (9)
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056733/0681 →
NOTICE OF SECURITY INTERESTS Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 056984/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0233 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056734/0001 →
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 Nov 16, 2016
From: 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.
To: BANK OF AMERICA N.A.
Reel/Frame 040340/0193 →
SECURITY INTEREST Recorded Nov 16, 2016
From: 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.
To: JP MORGAN CHASE BANK, N.A.
Reel/Frame 040340/0017 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2016
From: SHUKLA, DEEPAK
To: EASTMAN KODAK COMPANY
Reel/Frame 039378/0660 →
Continuity (1)
Related Publication 20180047477A1 · Feb 15, 2018