IP Library Granted Patent US 8,119,331
Granted Patent B2
US 8,119,331 · App. 12/159,287 · Granted Feb 21, 2012

Photopolymer composition usable for lithographic plates

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Quick Facts
Patent No.
US 8,119,331
App. No.
12/159,287
Granted
Feb 21, 2012
Kind
B2
Abstract

Radiation-sensitive element comprising a substrate and a radiation-sensitive coating comprising (a) at least one component selected from photoinitiators and sensitizer/coinitiator systems which absorbs radiation of a wavelength in the range of 250 to 1,200 nm; (b) at least one free-radical polymerizable oligomer A having an average molecular weight in the range of 3,500 to 9,000 determined by GPC, obtainable by reacting a triisocyanate with (i) at least one acrylic or methacrylic monomer with two free OH groups and at least one (meth)acrylic group and (ii) at least one compound comprising one OH group, at least one (meth)acrylic group and at least one poly(alkyleneoxide) chain in the molecule, wherein the (meth)acrylic monomer (i) is present in an amount of 2 to 20 mole-%, based on the total amount of (meth)acrylic compounds with OH functionality.

Claims (23)

1. Process for producing an imaged element comprising

(a) image-wise exposure of a radiation-sensitive element to radiation of a wavelength adjusted to a photoinitiator or sensitizer present in the radiation-sensitive coating of the element,

wherein the radiation-sensitive element is a negative-working lithographic printing plate precursor comprising an aluminum-containing substrate, and a radiation-sensitive coating comprising:

at least one component selected from photoinitiators and sensitizer/coinitiator systems that absorb radiation of a wavelength in the range of 250 to 1,200 nm: and

at least one free-radical polymerizable oligomer A having an average molecular weight in the range of 3,500 to 9,000 determined by GPC, obtainable by reacting a triisocyanate with (i) at least one acrylic or methacrylic monomer with two free OH groups and at least one (meth)acrylic group and (ii) at least one compound comprising one OH group, at least one (meth)acrylic group and at least one poly(alkyleneoxide) chain in the molecule, wherein the (meth)acrylic monomer (i) is present in an amount of 2 to 20 mole-%, based on the total amount of (meth)acrylic compounds with OH functionality; and

(b) removing the non-exposed areas on press by means of printing ink, fountain solution, or both printing ink and fountain solution.

2. The process of claim 1 , wherein the image-wise exposed element obtained in (a) is heated prior to (b).

3. The process of claim 1 wherein the imaged element obtained in (b) is heated or subjected to overall exposure.

4. The process of claim 1 wherein the triisocyanate used to obtain the free-radical polymerizable oligomer A is furthermore reacted with (iii) at least one acrylic or methacrylic monomer comprising one free OH group and at least one (meth)acrylic group but no poly(alkyleneoxide) chain.

5. The process of claim 1 wherein the triisocyanate used to obtain the free-radical polymerizable oligomers A is selected from triisocyanates of the following formulas (I), (II) and (III-1) to (III-7)

wherein X 1 , X 2 and X 3 are independently selected from aliphatic or cycloaliphatic C 4 -C 12 spacers, araliphatic C 8 -C 12 spacers and aromatic C 6 -C 10 spacers;

wherein n is an integer from 1 to 10;

6. The process of claim 5 wherein the triisocyanate used to obtain the free-radical polymerizable oligomers A is a triisocyanate of formula (I) wherein X 1 ═X 2 ═X 3 .

7. The process of claim 6 wherein X 1 ═X 2 ═X 3 =hexamethylene.

8. The process of claim 1 wherein the poly(alkyleneoxide) chain is a poly(ethyleneoxide) or poly(propyleneoxide) chain with a degree of polymerization of at least 3.

9. The process of claim 1 wherein the (meth)acrylic monomer (i) with 2 free OH groups and at least one (meth)acrylic group is selected from pentaerythritol di(meth)acrylate, glycerin mono(meth)acrylate, trimethylolpropane mono(meth)acrylate, trimethylolethane mono(meth)-acrylate, trimethylolbutane mono(meth)acrylate, sorbitol tetra(meth)acrylate and mixtures thereof.

10. The process of claim 1 wherein the compound (II) is selected from poly(ethyleneoxide)mono(meth)acrylate, poly(propyleneoxide) mono(meth)acrylate, random copolymers or block copolymers of propylene oxide and ethylene oxide, esterified with (meth)acrylic acid at one end, ethoxylated and/or propoxylated glycerin, diesterified with (meth)acrylic acid, and mixtures thereof.

11. The process of claim 4 wherein the compound (iii) is selected from pentaerythritol tri(meth)acrylate, glycerin di(meth)acrylate, trimethylolpropane di(meth)acrylate, trimethylolethane di(meth)acrylate, trimethylolbutane di(meth)acrylate, trimethylolbutane di(meth)acrylate, sorbitol penta(meth)acrylate and mixtures thereof.

12. The process of claim 1 wherein the radiation-sensitive coating furthermore comprises at least one additional component selected from binders, thermopolymerization inhibitors, colorants, plasticizers, chain transfer agents, leuco dyes, inorganic fillers and surfactants.

13. The process of claim 1 wherein the radiation-sensitive coating furthermore comprises a tri(meth)acrylate of a trishydroxy compound.

14. The process of claim 1 wherein the at least one component absorbs radiation of a wavelength in the range of 250 to 750 nm.

15. The process of claim 1 wherein the at least one component absorbs radiation of a wavelength in the range of more than 750 to 1,200 nm.

16. The process of claim 1 wherein the radiation-sensitive element comprises an oxygen-impermeable overcoat provided on top of the radiation-sensitive coating.

Assignments (15)
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 056734/0001 →
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 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 (ABL) Recorded Sep 5, 2013
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; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 031162/0117 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 5, 2013
From: CITICORP NORTH AMERICA, INC., AS SENIOR DIP AGENT; WILMINGTON TRUST, NATIONAL ASSOCIATION, AS JUNIOR DIP AGENT
To: EASTMAN KODAK COMPANY; PAKON, INC.
Reel/Frame 031157/0451 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (FIRST LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; 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; KODAK AMERICAS, LTD.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE
Reel/Frame 031158/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (SECOND LIEN) Recorded Sep 5, 2013
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; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 031159/0001 →
PATENT SECURITY AGREEMENT Recorded Apr 1, 2013
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 030122/0235 →
PATENT SECURITY AGREEMENT SUPPLEMENT Recorded Mar 25, 2013
From: EASTMAN KODAK COMPANY
To: CITICORP NORTH AMERICA, INC., AS AGENT
Reel/Frame 030081/0373 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2013
From: KODAK GRAPHIC COMMUNICATIONS GMBH
To: EASTMAN KODAK COMPANY
Reel/Frame 029610/0100 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2008
From: BAUMANN, HARALD; STREHMEL, BERND; DWARS, UDO; MULLER, URSULA
To: KODAK GRAPHIC COMMUNICATIONS, GMBH
Reel/Frame 021155/0590 →