IP Library Granted Patent US 7,423,073
Granted Patent B2
US 7,423,073 · App. 10/995,806 · Granted Sep 9, 2008

Radiation curable compositions having improved flexibility

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Quick Facts
Patent No.
US 7,423,073
App. No.
10/995,806
Granted
Sep 9, 2008
Kind
B2
Abstract

A radiation curable resin composition having improved flexibility. The radiation curable composition having from about 5 to about 50 weight percent of a difunctional polymeric compound; from about 1 to about 10 weight percent of a photoinitiator; from about 1 to about 10 weight percent of a flexibilizer agent, wherein the flexibilizer agent has a molecular weight ranging from about 400 to about 10,000; and about 30 to about 90 weight percent of the non-photoreactive solvent, wherein the weight percents are based on the total weight of the resin composition. Ink jet print heads and ink jet printing apparatusess comprising ink jet print heads utilizing the radiation curable resin compositions are also included.

Claims (29)

1. An radiation curable resin composition, comprising:

(a) about 5 to about 50 weight percent of a difunctional polymeric compound;

(b) about 1 to about 10 weight percent of a photoinitiator;

(c) about 1 to about 10 weight percent of a flexibilizer agent, wherein the flexibilizer agent has a molecular weight ranging from about 400 to about 10,000; and

(d) about 30 to about 90 weight percent of a non-photoreactive solvent, wherein the weight percents are based on the total weight of the resin composition;

wherein the flexibilizer agent is selected from the group consisting of: polypropylene gycol based polyols, polytetramethylene ether glycol, poly(oxypropylene) glycol, polybutadiene glycol, polyethylene adipate glycol, polyethylene propylene adipate glycol, polybutadiene adipate glycol, o-pththalate-1,6-hexanediol polyester polyol, diethylene glycol initiated caprolactone, trimethylol propane initiated caprolactone, neopentyl glycol initiated caprolactone, 1,4-butanediol initiated caprolactone, 1-6-hexanediol initiated caprolactone, polyethylene adipate glycol, polybutylene adipate glycol, diethylene glycol initiated caprolactone, and mixtures thereof.

2. The composition of claim 1 , wherein the flexibilizer agent is reacted on terminating groups of the difunctional polymeric compound.

3. The composition of claim 1 , wherein the flexibilizer agent is added as an additive to the composition.

4. The composition of claim 1 , further comprising from about 0.5 to about 20 weight percent of a multifunctional second crosslinking polymeric compound.

5. The composition of claim 1 , wherein the difunctional polymeric compound comprises an epoxy compound.

6. The composition of claim 1 , further comprising a silane having a functional group capable of reacting with at least one member selected from (a) or (b).

7. The composition of claim 1 , wherein the photoinitiator is capable of generating a cation.

8. The composition of claim 1 , wherein the photoinitiator is capable of generating a free radical.

9. The composition of claim 1 , wherein the flexibilizer agent comprises epoxydized hydroxyl terminated polybutadine resin.

10. The composition of claim 1 , wherein the composition has a molecular weight ranging from about 500 to about 10,000.

11. The composition of claim 1 , wherein the flexibilizer agent comprises polypropylene glycol based polyols.

12. The composition of claim 4 , wherein the multifunctional crosslinking compound comprises a multifunctional crosslinking epoxy compound.

13. An ink jet print head having ink passage ways connected to an ink discharging outlet provided on a substrate, the passage ways being formed by subjecting a layer of a radiation curable resin composition to exposure of radiation in a pattern to form a cured region of the resin composition and removing the uncured resin composition region from the layer, the radiation curable resin composition comprising:

(a) about 5 to about 50 weight percent of a difunctional polymeric compound;(b) about 1 to about 10 weight percent of a photoinitiator;

(c) about 1 to about 10 weight percent of a flexibilizer agent, wherein the flexibilizer agent has a molecular weight ranging from about 400 to about 10,000 and wherein the flexibilizer agent is selected from the group consisting of: polypropylene glycol based polyols, polytetramethylene ether glycol, poly(oxypropylene) glycol, polybutadiene glycol, polyethylene adipate glycol, polyethylene propylene adipate glycol, polybutadiene adipate glycol, o-pththalate- 1,6-hexanediol polyester polyol, diethylene glycol initiated caprolactone, trimethylol propane initiated caprolactone, neopentyl glycol initiated caprolactone, 1,4-butanediol initiated caprolactone, 1-6-hexanediol initiated caprolactone, polyethylene adipate glycol, polybutylene adipate glycol, diethylene glycol initiated caprolactone, and mixtures thereof; and

(d) about 30 to about 90 weight percent of a non photoreactive solvent, wherein the weight percents are based on the total weight of the resin composition.

14. An ink jet printer, comprising:

a printer frame;

a print head having ink passage ways for ejecting ink, wherein the ink passage ways are formed by subjecting a layer of a radiation curable resin composition to exposure of radiation in a pattern to form a cured region of the resin composition and removing the uncured resin composition region from the layer, the radiation curable resin composition comprising:

(a) about 5 to about 50 weight percent of a difunctional polymeric compound;

(b) about 1 to about 10 weight percent of a photoinitiator;

(c) about 1 to about 10 weight percent of a flexibilizer agent, wherein the flexibilizer agent has a molecular weight ranging from about 400 to about 10,000 and wherein the flexibilizer agent is selected from the group consisting of: polypropylene glycol based polyols, polytetramethylene ether glycol, poly(oxypropylene) glycol, polybutadiene glycol, polyethylene adipate glycol, polyethylene propylene adipate glycol, polybutadiene adipate glycol, o-pththalate- 1,6-hexanediol polyester polyol, diethylene glycol initiated caprolactone, trimethylol propane initiated caprolactone, neopentyl glycol initiated caprolactone, 1,4-butanediol initiated caprolactone, 1-6-hexanediol initiated caprolactone, polyethylene adipate glycol, polybutylene adipate glycol, diethylene glycol initiated caprolactone, and mixtures thereof; and

(d) about 30 to about 90 weight percent of a non photoreactive solvent, wherein the weight percents are based on the total weight of the resin composition;

a print head carrier assembly including a carriage for carrying the print head, the print head carrier assembly being mounted to the printer frame, the print head carrier assembly effecting a reciprocating movement of the print head through a printing zone during a printing operation.

Assignments (8)
SECURITY INTEREST Recorded Jan 5, 2026
From: LEXMARK INTERNATIONAL, INC.
To: BANK TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 074202/0192 →
SECURITY INTEREST Recorded Jan 5, 2026
From: LEXMARK INTERNATIONAL, INC.
To: BANK TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 074202/0293 →
SECURITY INTEREST Recorded Sep 23, 2025
From: LEXMARK INTERNATIONAL, INC.
To: JEFFERIES FINANCE LLC
Reel/Frame 073007/0346 →
SECURITY INTEREST Recorded Sep 23, 2025
From: LEXMARK INTERNATIONAL, INC.
To: CITIBANK, N.A.
Reel/Frame 073007/0118 →
RELEASE OF SECURITY INTEREST Recorded Jan 18, 2024
From: CHINA CITIC BANK CORPORATION LIMITED, GUANGZHOU BRANCH, AS COLLATERAL AGENT
To: LEXMARK INTERNATIONAL, INC.
Reel/Frame 066345/0026 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT U.S. PATENT NUMBER PREVIOUSLY RECORDED AT REEL: 046989 FRAME: 0396. ASSIGNOR(S) HEREBY CONFIRMS THE PATENT SECURITY AGREEMENT. Recorded Oct 24, 2018
From: LEXMARK INTERNATIONAL, INC.
To: CHINA CITIC BANK CORPORATION LIMITED, GUANGZHOU BRANCH, AS COLLATERAL AGENT
Reel/Frame 047760/0795 →
PATENT SECURITY AGREEMENT Recorded Aug 30, 2018
From: LEXMARK INTERNATIONAL, INC.
To: CHINA CITIC BANK CORPORATION LIMITED, GUANGZHOU BRANCH, AS COLLATERAL AGENT
Reel/Frame 046989/0396 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 23, 2004
From: MRVOS, JAMES M.; PATIL, GIRISH S.; VAIDEESWARAN, KARTHIK
To: LEXMARK INTERNATIONAL, INC.
Reel/Frame 016029/0849 →