IP Library Granted Patent US 10,012,904
Granted Patent B2
US 10,012,904 · App. 15/033,198 · Granted Jul 3, 2018

Lithographic printing plate precursors and coating

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Quick Facts
Patent No.
US 10,012,904
App. No.
15/033,198
Granted
Jul 3, 2018
Kind
B2
Abstract

A coating for use with a hydrophilic sheet substrate to form a lithographic printing plate precursor, including at least one Compound A silane compound and at least one Compound B phosphinic acid or organic derivative thereof. Compounds A and B experience a synergistic interaction which substantially increases adhesion to the substrate of areas imaged by radiation. The resulting plate is exhibits high on-press durability suitable for high volume commercial uses without a preheat step prior to development, even when imaged with lower levels of radiation such as violet lasers. A method of preparing a lithographic printing plate includes imagewise exposing the coating on a surface of a hydrophilic substrate to violet radiation and developing in an alkaline aqueous solution without preheating.

Claims (39)

1. A coating composition for use on a hydrophilic sheet substrate to form a lithographic printing plate precursor, comprising:

(a) an initiator component capable of generating free radicals;

(b) a free radically polymerizable component;

(c) a polymeric binder component;

(d) a Compound A component including one or more silane compounds of the structure R n SiX (4-n) , wherein X comprises at least one hydrolysable group, R comprises at least one organic group, and n is an integer between 0 and 4; and

(e) a non-polymeric phosphate ester.

2. The coating composition of claim 1 , wherein the Compound A component is an organic silane having the structure

wherein each X is independently selected from a hydroxy and alkoxy group, and R is an organic group, and the non-polymeric phosphate ester has the structure

wherein R 1 , R 2 and R 3 are independently selected from H, an organic radical and a silyl radical.

3. The coating composition of claim 1 , wherein the Compound A component is selected from one or more of (3-mercaptopropyl)trimethoxysilane, (3-glycidyloxypropyl)trimethoxysilane, or 3-(trimethoxysilylpropyl)acrylate, 3-(trimethoxysilylpropyl)methacrylate.

4. The coating composition of claim 3 , wherein the non-polymeric phosphate ester component contains an ethylenically unsaturated bond capable of taking part in the photopolymerization process.

5. A method for producing a lithographic printing plate, comprising:

(a) selecting a plate having a photopolymerizable oleophilic coating adhered to a hydrophilic substrate, the coating having

(i) a first component comprising one or more silane compounds of the structure R n SiX (4-n) , wherein X is at least one hydrolysable group, and R is at least one organic group, and

(ii) a second component comprising a non-polymeric phosphate ester;

(b) imagewise exposing the coating to violet radiation to produce a pattern of photopolymerized image areas and nonimage areas not affected by the radiation;

(c) without preheating the plate above ambient temperature, developing the plate in an alkaline solution to remove nonimage areas of the coating from the substrate while retaining the image areas on the substrate; and

(d) without further radiation treatment of the plate, mounting the developed plate on a lithographic printing press.

6. The method of claim 5 , wherein the coating comprises:

(a) an initiator component capable of generating free radicals;

(b) a free radically polymerizable component; and

(c) a polymeric binder component.

7. The method of claim 5 , wherein the step of developing is performed with the plate in a single tank which includes the alkaline solution and a gum.

8. The method of claim 5 , wherein the imagewise exposure is with radiation within the range of 45 to 70 microjoules/cm 2 .

9. The method of claim 5 , wherein the step of developing is performed in an aqueous alkaline solution having a pH below 12.

10. The method of claim 5 , wherein the step of developing is performed in an aqueous alkaline solution having a pH no greater than 10.

11. A lithographic printing plate precursor, comprising:

(a) a hydrophilic substrate sheet defining a first surface; and

(b) a violet polymerizable coating non-ionically adhered to the substrate first surface, comprising:

(i) a first component including one or more silane compounds of the structure R n SiX (4-n) , wherein X comprises at least one hydrolysable group, R comprises at least one organic group, and n is an integer between 0 and 4, and

(ii) a second component including a non-polymeric phosphate ester.

12. The lithographic printing plate precursor of claim 11 , wherein the polymerizable coating comprises:

(iii) an initiator composition component capable of generating free radicals;

(iv) a free radically polymerizable component; and

(v) a polymeric binder component.

13. The method of claim 5 , wherein the silane compound is an organic silane having the structure

wherein each X is independently selected from a hydroxy and alkoxy group, and R is an organic group, and the non-polymeric phosphate ester has the structure

wherein R 1 , R 2 and R 3 are independently selected from H, an organic radical and a silyl radical.

14. The coating composition of claim 3 , wherein the non-polymeric phosphate ester component is an acrylated phosphate ester.

Assignments (15)
CORRECTIVE ASSIGNMENT TO CORRECT THE NATURE OF CONVEYANCE FROM LIEN TO RELEASE OF SECURITY INTEREST PREVIOUSLY RECORDED AT REEL: 051955 FRAME: 0744. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Jul 7, 2023
From: MORGAN, LEWIS & BOCKIUS LLP
To: VERICO TECHNOLOGY LLC
Reel/Frame 064416/0763 →
SECURITY INTEREST Recorded Jun 16, 2023
From: MARK' ANDY, INC.
To: TCW ASSET MANAGEMENT COMPANY LLC
Reel/Frame 063970/0619 →
SECURITY INTEREST Recorded Jun 16, 2023
From: MAI CR ACQUISITION, INC.; MAI CR MERGER SUB, INC.; MARK' ANDY, INC.; BRANDTJEN AND KLUGE, LLC; MAI HOLDINGS, INC.; MAI CAPITAL HOLDINGS, INC.
To: PNC BANK, NATIONAL ASSOCIATION
Reel/Frame 063971/0014 →
RELEASE OF SECURITY INTEREST Recorded May 31, 2023
From: ALTER DOMUS (US) LLC
To: MARK' ANDY, INC.; MAI CAPITAL HOLDINGS, INC.
Reel/Frame 063812/0334 →
RELEASE OF GRANT OF SECURITY INTEREST Recorded May 31, 2023
From: ALLY BANK, AS REVOLVING COLLATERAL AGENT
To: MARK' ANDY, INC., AS A GRANTOR; MAI CAPITAL HOLDINGS, INC., AS A GRANTOR
Reel/Frame 063815/0703 →
SECURITY INTEREST Recorded May 30, 2023
From: MAI CR ACQUISITION, INC.; MAI CR MERGER SUB, INC.; MARK' ANDY, INC.; BRANDTJEN AND KLUGE, LLC; MAI HOLDINGS, INC.; MAI CAPITAL HOLDINGS, INC.
To: PNC BANK, NATIONAL ASSOCIATION
Reel/Frame 063790/0343 →
RELEASE OF SECURITY INTEREST Recorded Aug 7, 2020
From: U.S. BANK NATIONAL ASSOCIATION, AS SECURED NOTES COLLATERAL AGENT
To: MARK' ANDY, INC.; MAI CAPITAL HOLDINGS, INC.
Reel/Frame 053436/0227 →
SECURITY INTEREST Recorded Aug 6, 2020
From: MARK' ANDY, INC.
To: ALTER DOMUS (US) LLC
Reel/Frame 053420/0930 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2020
From: MARK ANDY UK LTD.
To: MARK' ANDY, INC.
Reel/Frame 053382/0162 →
LIEN Recorded Feb 18, 2020
From: MORGAN, LEWIS & BOCKIUS LLP
To: VERICO TECHNOLOGY LLC)
Reel/Frame 051955/0744 →
SECURITY INTEREST Recorded May 31, 2019
From: PRESSTEK, LLC (NOW D/B/A VERICO TECHNOLOGY)
To: MORGAN, LEWIS & BOCKIUS LLP
Reel/Frame 049338/0104 →
GRANT OF SECURITY INTEREST Recorded Nov 12, 2018
From: MARK' ANDY, INC.; MAI CAPITAL HOLDINGS, INC.
To: ALLY BANK, REVOLVING COLLATERAL AGENT
Reel/Frame 048100/0236 →
SECURITY INTEREST Recorded Jun 21, 2018
From: MARK' ANDY, INC.; MAI CAPITAL HOLDINGS, INC.
To: U.S. BANK NATIONAL ASSOCIATION, AS SECURED NOTES COLLATERAL AGENT
Reel/Frame 047248/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 25, 2018
From: ANOCOIL, LLC
To: MARK' ANDY, INC.; MARK ANDY UK LTD.
Reel/Frame 045905/0077 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 29, 2016
From: KITSON, ANTHONY PAUL
To: ANOCOIL CORPORATION
Reel/Frame 038417/0402 →