IP Library Granted Patent US 8,927,197
Granted Patent B2
US 8,927,197 · App. 13/678,625 · Granted Jan 6, 2015

Negative-working lithographic printing plate precursors

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Quick Facts
Patent No.
US 8,927,197
App. No.
13/678,625
Granted
Jan 6, 2015
Kind
B2
Abstract

A negative-working lithographic printing plate precursor is used for making lithographic printing plates from infrared radiation imaging. The precursor comprises free radical chemistry and a specific infrared radiation absorber that is a cyanine dye and defined by Formula (1a) described in the disclosure. This particular infrared radiation absorber provides both IR sensitivity and print out after imaging.

Claims (21)

1. A method for providing a lithographic printing plate comprising:

imagewise exposing a negative-working lithographic printing plate precursor comprising a negative-working imageable layer to infrared radiation to provide an imaged precursor comprising exposed and non-exposed regions in the negative-working imageable layer, and

processing the imaged precursor on-press to remove the negative-working imageable Layer in the non-exposed regions with a lithographic printing ink, fountain solution, or both a lithographic printing ink and fountain solution,

wherein the negative-working lithographic printing plate precursor comprises a substrate and the negative-working imageable layer disposed on the substrate,

the negative-working imageable layer comprising an infrared radiation absorber, a compound to provide free radicals upon exposure to infrared radiation in the presence of the infrared radiation absorber, a free radical polymerizable compound, and optionally a polymer binder,

wherein the infrared radiation absorber is a cyanine dye represented by Formula (1a):

wherein Z1 and Z2 independently represent S, O, NR a , or C(R b ) 2 ,

R1 and R2 independently represent hydrogen or a substituted or unsubstituted alkyl group,

R3 and R4 are independently hydrogen or substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, substituted or unsubstituted aryl, or substituted or unsubstituted cycloalkyl groups,

Ar1 and Ar2 are independently aromatic hydrocarbon groups that can have one or more substituents X1 and X2 that independently represent hydrogen, a substituted or unsubstituted alkyl group, —COOR a , —OR a , —SR a , or —N(R a ) 2 group, or a halogen atom,

R a represents a hydrogen atom, or a substituted or unsubstituted alkyl or aryl group,

R b represents an alkyl groups having 1 to 4 carbon atoms, and

Y represents O or S.

2. The precursor of claim 1 , wherein the infrared radiation absorber is present in the negative-working imageable layer in an amount of at least 0.2 weight % and up to and including 20 weight %.

3. The precursor of claim 1 , wherein the negative-working imageable layer comprises a polymeric binder as discrete particles, or pendant groups comprising ethylenically unsaturated polymerizable groups.

4. The precursor of claim 1 , wherein the compound to provide free radicals upon exposure to infrared radiation in the presence of the infrared radiation absorber is an onium salt.

5. The precursor of claim 1 , wherein the compound to provide free radicals upon exposure to infrared radiation in the presence of the infrared radiation absorber is an iodonium salt.

6. The precursor of claim 1 , wherein the compound to provide free radicals upon exposure to infrared radiation in the presence of the infrared radiation absorber is an iodonium tetraaryl borate.

7. The precursor of claim 1 , wherein the negative-working imageable layer further comprises a compound that changes color in the presence of a strong acid.

8. The precursor of claim 1 , wherein the compound to provide free radicals upon exposure to infrared radiation in the presence of the infrared radiation absorber, comprises an iodonium tetraaryl borate and an onium salt whose anion is not a tetraaryl borate anion.

9. The precursor of claim 1 , comprising one or more infrared radiation absorbers represented by Formula 1a, and no other infrared radiation absorbers.

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: 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 28, 2014
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; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; KODAK AVIATION LEASING LLC
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 032553/0398 →
SECURITY INTEREST Recorded Mar 28, 2014
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; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; KODAK AVIATION LEASING LLC
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 032553/0152 →
SECURITY INTEREST Recorded Mar 28, 2014
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; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; KODAK AVIATION LEASING LLC
To: JPMORGAN CHASE BANK, N.A. AS ADMINISTRATIVE AGENT
Reel/Frame 032552/0741 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 8, 2013
From: KODAK GRAPHIC COMMUNICATIONS GMBH
To: EASTMAN KODAK COMPANY
Reel/Frame 031359/0368 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2012
From: SAVARIAR-HAUCK, CELIN; HEINRICH, MARTIN
To: KODAK GRAPHIC COMMUNICATIONS, GMBH
Reel/Frame 029309/0125 →