IP Library Granted Patent US 9,587,315
Granted Patent B2
US 9,587,315 · App. 14/571,410 · Granted Mar 7, 2017

Forming silver catalytic sites from reducible silver-oximes

Inventors: Deepak Shukla (Webster, NY); Kevin M. Donovan (Bergen, NY)
Assignee: EASTMAN KODAK COMPANY
C23C18/1603C09D11/101C23C18/1637C23C18/182C23C18/1831C23C18/1868C23C18/1879C23C18/204C23C18/30C23C18/31G06F3/044C23C18/1605C23C18/1608C23C18/38H05K3/185
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Quick Facts
Patent No.
US 9,587,315
App. No.
14/571,410
Granted
Mar 7, 2017
Kind
B2
Abstract

A non-aqueous metal catalytic composition includes (a) a complex of silver and an oxime comprising reducible silver ions in an amount of at least 2 weight %, (b) a silver ion photoreducing composition in an amount of at least 1 weight %, and (c) a photocurable component, a non-curable polymer, or a combination of a photocurable component and a non-curable polymer. This non-aqueous metal catalytic composition can be used to form silver metal particles in situ during suitable reducing conditions. The silver metal can be provided in a suitable layer or pattern on a substrate, which can then be subsequently subjected to electroless plating to form electrically-conductive layers or patterns for use in various articles or as touch screen displays in electronic devices.

Claims (40)

1. A method for providing an article, comprising:

providing a metal catalytic pattern composed of a non-aqueous metal catalytic composition on a substrate, the non-aqueous metal catalytic composition comprising, in admixture:

(a) a silver-oxime complex comprising reducible silver ions, in an amount of at least 2 weight % and up to and including 25 weight %,

(b) a silver ion photoreducing composition in an amount of at least 1 weight % and up to and including 10 weight %, and

(c) a photocurable component, a non-curable polymer, or a combination of a photocurable component and a non-curable polymer in an amount of at least 10 weight % and up to and including 90 weight %,

all amounts being based on the total amount of components (a) through (c) in the non-aqueous metal catalytic composition,

to provide a precursor article comprising the metal catalytic pattern composed of the non-aqueous metal catalytic composition,

wherein the silver-oxime complex is represented by the following Structure (I):

wherein R 1 is H, a substituted or unsubstituted alkyl group, a substituted or unsubstituted carbocyclic aryl group, or a substituted or unsubstituted aromatic heterocyclic group;

R 2 is a substituted or unsubstituted alkyl group, substituted or unsubstituted carbocyclic aryl group, or a substituted or unsubstituted heterocyclic group; or

R 1 and R 2 are linked to form a saturated or unsaturated 5- or 6-membered ring or R 2 and Q are linked to form a saturated or unsaturated 5- or 6-membered ring;

R 3 is H or a substituted or unsubstituted CO-alkyl group wherein the alkyl group has 1 to 12 carbon atoms;

Q is OH or OR wherein R is an alkyl having 1 to 12 carbon atoms;

X is a coordinating or non-coordinating anion such as NO 3 − , ClO 4 − , BF 4 − , SbF 6 − , PF 6 − , CH 3 SO 3 − , or F 3 CSO 3 − ; and

n is 1 or 2.

2. The method of claim 1 , further comprising:

photoreducing the reducible silver ions to silver particles in the metal catalytic pattern.

3. The method of claim 2 , comprising:

photoreducing the reducible silver ions to silver particles in the metal catalytic pattern in the presence of oxygen.

4. The method of claim 2 , comprising:

photoreducing the reducible silver ions to silver particles in the metal catalytic pattern by imagewise exposure of the precursor article to radiation having a wavelength of at least 250 nm and up to and including 700 nm.

5. The method of claim 2 , comprising:

photoreducing the reducible silver ions to silver particles having an average particle size of at least 10 nm and up to and including 1000 nm and at least 80% of the number of the silver particles have a particle size of at least 10 nm and up to and including 100 nm.

6. The method of claim 2 , further comprising, after photoreducing the reducible silver ions to silver particles:

electrolessly plating a metal other than silver onto the silver particles in the metal catalytic pattern.

7. The method of claim 1 , wherein the silver ion photoreducing composition comprises a free radical photoinitiator.

8. The method of claim 1 , wherein the non-aqueous metal catalytic composition further comprises an inert organic solvent.

9. The method of claim 1 , wherein the photocurable component or non-curable polymer acts as an organic solvent medium and no inert organic solvents are purposely added to the non-aqueous metal catalytic composition.

10. The method of claim 1 , wherein the non-aqueous metal catalytic composition comprises a mixture of:

wherein, when component (c) comprises a free radically polymerizable material, the non-aqueous metal catalytic composition further comprises a free radical photoinitiator.

11. The method of claim 10 , wherein the non-aqueous metal catalytic composition further comprises an inert organic solvent.

12. The method of claim 1 , wherein the metal catalytic pattern is provided on the substrate by inkjet printing or flexographic printing.

13. A method for providing an article, comprising:

providing a metal catalytic pattern composed of a non-aqueous metal catalytic composition on a substrate, the non-aqueous metal catalytic composition comprising, in admixture:

(a) a silver-oxime complex comprising reducible silver ions, in an amount of at least 2 weight % and up to and including 25 weight %,

(b) a silver ion photoreducing composition in an amount of at least 1 weight % and up to and including 10 weight %, and

(c) a photocurable component, a non-curable polymer, or a combination of a photocurable component and a non-curable polymer in an amount of at least 10 weight % and up to and including 90 weight %,

all amounts being based on the total amount of components (a) through (c) in the non-aqueous metal catalytic composition,

to provide a precursor article comprising the metal catalytic pattern composed of the non-aqueous metal catalytic composition,

wherein the silver-oxime complex is one or more of the following AgOx-1 through AgOx-9:

Assignments (11)
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 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 4, 2021
From: EASTMAN KODAK COMPANY
To: ALTER DOMUS (US) LLC
Reel/Frame 056733/0681 →
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 Mar 24, 2015
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 035272/0372 →
SECURITY INTEREST Recorded Mar 23, 2015
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; 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 035258/0321 →
SECURITY INTEREST Recorded Mar 23, 2015
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; 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 035247/0116 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 16, 2014
From: SHUKLA, DEEPAK; DONOVAN, KEVIN M
To: EASTMAN KODAK COMPANY
Reel/Frame 034513/0193 →
Continuity (1)
Related Publication 20160168714A1 · Jun 16, 2016