IP Library Granted Patent US 9,624,582
Granted Patent B2
US 9,624,582 · App. 15/001,322 · Granted Apr 18, 2017

Non-aqueous metal catalytic composition with oxyazinium photoreducing agent

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,624,582
App. No.
15/001,322
Granted
Apr 18, 2017
Kind
B2
Abstract

A non-aqueous metal catalytic composition includes (a) a silver complex comprising reducible silver ions, (b) an oxyazinium salt silver ion photoreducing agent, (c) a hindered pyridine, (d) a photocurable component, a non-curable polymer, or combination of a photocurable component and a non-curable polymer, and (e) a photo sensitizer different from all components (a) through (d) in the non-aqueous metal catalytic composition, in an amount of at least 1 weight %. 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 (33)

1. A non-aqueous metal catalytic composition comprising, in admixture:

(a) a silver complex comprising reducible silver ions, in an amount of at least 2 weight % and up to and including 25 weight %, wherein the silver complex is silver acetate, silver benzoate, nitrite, silver oxide, silver thiocyanate, silver carbonate, silver myristate, silver citrate, silver phenylacetate, silver malonate, silver succinate, silver adipate, silver phosphate, silver perchlorate, silver tetrafluoroborate, silver acetyl acetonate, silver lactate, silver oxalate, silver 2-phenylpyridine; a fluoride complex; a β-carbonyl ketone silver(I) complex; a silver protein; or a combination thereof,

(b) an oxyazinium salt silver on photoreducing agent in an amount of at least 2 weight % and up to and including 10 weight %, which oxyazinium salt photoreducing agent has a reduction potential less negative than −1.4 V and comprises an N-oxy group that is capable of releasing an oxy radical during irradiation of the non-aqueous metal catalytic composition,

(c) a hindered pyridine in an amount of at least 5 weight % and up to and including 20 weight %, which hindered pyridine is selected from 2,6-dimethylpyridine, 2-tert-butylpyridine, and 2-phenylpyridine,

(d) a photocurable component, non-curable polymer, or combination of a photocurable component and a non-curable polymer in an amount of at least 10 weight % and up to and including 88 weight %, and

(e) a photo sensitizer different from ail components (a) through (d) in the non-aqueous metal catalytic composition, in an amount of at least 1 weight % and up to and including 5 weight %,

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

2. The non-aqueous metal catalytic composition of claim 1 , further comprising an inert organic solvent that does not react with any of components (a) through (e) and is selected from acetone, dichloromethane, isopropanol, propylene glycol methyl ether, chloroform, ethylene glycol, and mixtures thereof.

3. The non-aqueous meta catalytic composition of claim 1 , wherein the oxyazinium salt photoreducing agent is one or more of the oxyazinium salt compounds OZ-1 through OZ-16 in the following TABLE I:

TABLE I

OZ-1

OZ-2

OZ-3

OZ-4

OZ-5

OZ-6

OZ-7

OZ-8

OZ-9

OZ-10

OZ-11

OZ-12

OZ-13

OZ-14

OZ-15

OZ-16

4. The non-aqueous metal catalytic composition of claim 1 , wherein the photosensitizes is a ketocoumarin, xanthone, thioxanthone, arylketone, polycyclic aromatic hydrocarbon, or combination thereof.

5. The non-aqueous metal catalytic composition of claim 1 , wherein the photocurable component or non-curable polymer acts as an organic solvent medium and no additional inert organic solvents are purposely added to the non-aqueous metal catalytic composition, which inert organic solvents do not react with any of components (a) through (e).

6. The non-aqueous metal catalytic composition of claim 1 , wherein the photocurable component, non-curable polymer, or combination of a photocurable component and a non-curable polymer is present in an amount of at least 10 weight % and up to and including 50 weight %, based on the total amount of components (a) through (e).

7. The non-aqueous metal catalytic composition of claim 1 , further comprising an inert organic solvent in an amount of at least 20 weight % and up to and including 50 weight %, based on the total weight of the non-aqueous metal catalytic composition, wherein the inert organic solvent does not react with any of components (a) through (e) and is selected from acetone, dichloromethane, isopropanol, dipropylene glylcol methyl ether, chloroform, ethylene glycol, and mixtures thereof.

8. The non-aqueous metal catalytic composition of claim 1 , further comprising carbon black, graphite, graphene, or carbon nanotubes.

9. The non-aqueous metal catalytic composition of claim 1 , further comprising carbon-coated metal particles that are carbon-coated silver particles or carbon-coated copper particles.

10. The non-aqueous metal catalytic composition of claim 1 , comprising one or more silver complexes in an amount of at least 10 weight % and up to and including 25 weight %, based on the total amount of components (a) through (e) in the non-aqueous metal catalytic composition.

Assignments (12)
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: QUALEX, INC.; 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.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 050239/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded May 2, 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 038592/0249 →
SECURITY INTEREST Recorded Apr 6, 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 038202/0340 →
SECURITY INTEREST Recorded Apr 6, 2016
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, INC.; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 038202/0194 →
SECURITY INTEREST Recorded Apr 6, 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: JPMORGAN CHASE BANK, N.A. AS ADMINISTRATIVE AGENT
Reel/Frame 038201/0935 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 20, 2016
From: SHUKLA, DEEPAK
To: EASTMAN KODAK COMPANY
Reel/Frame 037529/0110 →