IP Library Patent Application 14571363
Patent Application
App. No. 14/571,363

NON-AQUEOUS METAL CATALYTIC COMPOSITION WITH OXYAZINIUM PHOTOREDUCING AGENT

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 None
App. No.
14/571,363
Abstract

A non-aqueous metal catalytic composition includes (a) a silver complex comprising reducible silver ions, (b) an organic phosphite, (c) an oxyazinium salt silver ion photoreducing agent, (d) a hindered pyridine, (e) a photocurable component, a non-curable polymer, or combination of a photocurable component and a non-curable polymer, and (f) a photo sensitizer different from all components (a) through (e) 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 (54)

1 . A non-aqueous metal catalytic composition comprising:

(a) a silver complex comprising reducible silver ions, in an amount of at least 2 weight %,

(b) an organic phosphite in an amount of at least 2 weight %,

(c) an oxyazinium salt silver ion photoreducing agent in an amount of at least 2 weight %,

(d) a hindered pyridine in an amount of at least 5 weight %,

(e) a photocurable component, non-curable polymer, or combination of a photocurable component and a non-curable polymer, and

(f) a photosensitizer different from all components (a) through (e) in the non-aqueous metal catalytic composition, in an amount of at least 1 weight %,

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

2 . The non-aqueous metal catalytic composition of claim 1 ,

further comprising an inert organic solvent.

3 . The non-aqueous metal catalytic composition of claim 1 , wherein the organic phosphite is represented by the formula:

(R′O) 3 P

wherein the multiple R′ groups are the same or different substituted or unsubstituted alkyl groups or substituted or unsubstituted aryl groups, or two or three R′ groups can form a substituted or unsubstituted cyclic aliphatic ring or fused ring system.

4 . The non-aqueous metal catalytic composition of claim 1 , wherein the organic phosphite is trimethyl phosphite, triethyl phosphite, tripropyl phosphite, tributyl phosphite, triisopropyl phosphite, triisobutyl phosphite, triamyl phosphite, trihexyl phosphite, trioctyl phosphite, trinonyl phosphite, tri-(ethylene glycol)phosphite, tri-(propylene glycol)phosphite, tri(isopropylene glycol) phosphite, tri-(butylene glycol)phosphite, tri-(isobutylene glycol)phosphite, tri-(pentylene glycol)phosphite, tri-(hexylene glycol)phosphite, tri-(nonylene glycol)phosphite, tri-(diethylene glycol)phosphite, tri-(triethylene glycol)phosphite, tri-(polyethylene glycol)phosphite, tri-(polypropylene glycol)phosphite, or tri-(polybutylene glycol)phosphite, or a mixture thereof.

5 . The non-aqueous catalytic composition of claim 1 , wherein the silver complex is silver nitrate, silver acetate, silver benzoate, silver nitrite, silver oxide, silver sulfate, silver thiocyanate, silver carbonate, silver myristate, silver citrate, silver phenylacetate, silver malonate, silver succinate, silver adipate, silver phosphate, silver perchlorate, silver tetrafluoroborate, silver acetylacetonate, silver lactate, silver oxalate, silver 2-phenylpyridine, and derivatives thereof. Other useful silver complexes include silver fluoride complexes such as silver (I) fluorosulfate, silver (I) trifluoroacetate, silver (I) trifluoromethane sulfate, silver (I) pentafluoropropionate, and silver (I) heptafluorobutyrate; β-carbonyl ketone silver (I) complexes, a silver protein, or a combination thereof.

6 . The non-aqueous metal catalytic composition of claim 1 , wherein the silver complex is present in an amount of at least 10 weight % and up to and including 25 weight %, based on the total amount of components (a) through (f).

7 . The non-aqueous metal catalytic composition of claim 1 , wherein the oxyazinium salt silver ion 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

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

9 . 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.

10 . The non-aqueous metal catalytic composition of claim 1 , wherein the oxyazinium salt silver ion photoreducing agent is present in an amount of at least 2 weight % and up to and including 25 weight %, based on the total amount of components (a) through (f).

11 . The non-aqueous metal catalytic composition of claim 1 , wherein the oxyazinium salt silver ion photoreducing agent is present in an amount of at least 2 weight % and up to and including 10 weight %, based on the total amount of components (a) through (f).

12 . The non-aqueous metal catalytic composition of claim 1 , wherein the hindered pyridine is present in an amount of at least 5 weight % and up to and including 20 weight %, based on the total amount of components (a) through (f).

13 . 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 88 weight %, based on the total amount of components (a) through (f).

14 . 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 (f).

15 . The non-aqueous metal catalytic composition of claim 1 , wherein the photosensitizer is an electron donor photosensitizer that is present in an amount of at least 1 weight % and up to and including 5 weight %, based on the total amount of components (a) through (f).

16 . 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.

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

18 . The non-aqueous metal catalytic composition of claim 1 , further comprising carbon-coated metal particles.

19 . The non-aqueous metal catalytic composition of claim 1 , comprising:

(a) the silver complex comprising reducible silver ions, present in an amount of at least 2 weight % and up to and including 90 weight %,

(b) the organic phosphite present in an amount of at least 2 weight % and up to and including 10 weight %,

(c) the oxyazinium salt silver ion photoreducing agent in an amount of at least 2 weight % and up to and including 10 weight %,

(d) the hindered pyridine present in an amount of at least 5 weight % and up to and including 20 weight %,

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

(f) the photosensitizer present in an amount of at least 1 weight % and up to and including 10 weight %,

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

20 . The non-aqueous metal catalytic composition of claim 19 , further comprising an inert organic solvent.

Assignments (7)
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
To: EASTMAN KODAK COMPANY
Reel/Frame 034512/0742 →