IP Library Granted Patent US 8,119,327
Granted Patent B2
US 8,119,327 · App. 10/509,319 · Granted Feb 21, 2012

Polymerisable composition

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Quick Facts
Patent No.
US 8,119,327
App. No.
10/509,319
Granted
Feb 21, 2012
Kind
B2
Abstract

The present invention relates to functionalized acrylate polymers, a process for their preparation, photopolymerizable compositions comprising these polymers and the use of the compositions, especially in the production of electronic components. The functionalized acrylate polymers are reaction products comprising at least a) acrylic acid or methacrylic acid or a mixture of acrylic and methacrylic acid and b) a (meth)acrylic ester of substituted or unsubstituted phenol, C 1 -C 8 hydroxyalkylbenzene or C 1 -C 8 hydroxyalkoxybenzene and methyl(meth)acrylate in a molar ratio of from 5:95 to 100:0. 5-90% of the acrylic or methacrylic acid units having reacted with a glycidylvinyl compound.

Claims (50)

1. A reaction product comprising at least

a) acrylic acid or methacrylic acid or a mixture of acrylic acid and methacrylic acid and

b) a (meth)acrylic ester of substituted or unsubstituted phenol, C 1 -C 8 -hydroxyalkylbenzene or C 1 -C 8 -hydroxyalkoxybenzene and methyl(meth)acrylate in the ratio (percent by weight) of from 7.1:92.9 to 50:50,

5-90% of the acrylic or methacrylic acid units having reacted with a glycidylvinyl compound and wherein the ratio (percent by weight) of component a) to component b) is from 80:20 to 20:80.

2. A reaction product according to claim 1 , wherein component a) is methacrylic acid.

3. A reaction product according to claim 1 , wherein the (meth)acrylic ester of component b) is benzyl methacrylate.

4. A reaction product according to claim 1 , wherein the glycidylvinyl compound is glycidyl methacrylate.

5. A reaction product according to claim 1 , wherein the molecular weight of the reaction product is 10000-120000 g/mol.

6. A reaction product according to claim 1 , wherein the molecular weight of the reaction product is 20000-90000 g/mol.

7. A reaction product according to claim 1 , which has an acid number of 0.4-5.0 mol/kg, referred to the reaction product.

8. A photopolymerizable composition, substantially comprising

i) a reaction product according to claim 1 ,

ii) a monomeric or oligomeric acrylate having at least two ethylenically unsaturated, terminal groups,

iii) a polymerization initiator or initiator system which produces free radicals, cations or anions and can be activated by actinic radiation and,

iv) if desired, an organic or inorganic filler.

9. A photopolymerizable composition, substantially comprising

i) 15-70% by weight of the reaction product according to claim 1 ,

ii) 0-30% by weight of monomeric or oligomeric acrylate having at least two ethylenically unsaturated, terminal groups,

iii) 0.1-15% by weight of a polymerization initiator or initiator system which produces free radicals, cations or anions and can be activated by actinic radiation,

iv) 0-60% by weight of an organic or inorganic filler,

v) 0.01-0.5% by weight of a thermal polymerization inhibitor and

vi) 20-80% by weight of a solvent or solvent system,

the percentages of the components being based on the total weight, with the proviso that the sum of the percentages by weight is 100.

10. A photopolymerizable composition, substantially comprising

i) a reaction product according to claim 1 ,

ii) if desired, a monomeric or oligomeric acrylate having at least two ethylenically unsaturated, terminal groups,

iii) a polymerization initiator or initiator system which produces free radicals, cations, or anions, and can be activated by actinic radiation,

iv) if desired, an organic or inorganic filler,

v) a thermal polymerization inhibitor and

vi) a solvent or solvent system.

11. A process for producing an etch resist image or solder resist image, comprising the process steps:

I. Application of a photopolymerizable composition according to claim 10 to a substrate by means of an inkjet method;

II. removal of the solvent from the applied composition with formation of a dried photopolymerizable composition on the substrate;

III. if desired, uniform exposure of the coated or structured substrate to actinic radiation; and

IV. if desired, thermal curing and, if desired, UV curing of the coating remaining on the substrate.

12. A process for producing an etch resist image or solder resist image, comprising the process steps of:

I. Application of a photopolymerizable composition according to claim 10 to a substrate;

II. removal of the solvent from the applied composition with formation of a film of the photopolymerizable composition on the substrate;

III. if desired, exposure of the coated substrate to actinic radiation;

IV. if desired, removal of the unexposed parts of the coating with the aid of an alkaline-aqueous or organic solvent with baring of the substrate; and

V. if desired, thermal curing and, if desired, UV curing of the coating remaining on the substrate.

13. A process according to claim 12 , wherein the exposure (III) is effected with the aid of a photomask or directly by means of a laser.

14. A photopolymerizable element comprising a substrate which carries a photopolymerizable layer, substantially comprising

A) 25-85% by weight of the reaction product according to claim 1 ,

B) 5-40% by weight of monomeric or oligomeric acrylate having at least two ethylenically unsaturated, terminal groups;

C) 1-25% by weight of an addition polymerization initiator or initiator system which produces free radicals, cations, or anions and can be activated by actinic radiation;

D) 0-60% by weight of an organic or inorganic filler and

E) 0.025-1.0% by weight of a thermal polymerization inhibitor;

the percentages of the components being based on the total weight, with the proviso that the sum of the percentages by weight is 100.

15. A photopolymerizable element according to claim 14 , wherein the thickness of the photopolymerizable layer is 3-50 μm.

Assignments (3)
CHANGE OF NAME Recorded Jan 11, 2012
From: HUNTSMAN ADVANCED MATERIALS AMERICAS INC.
To: HUNTSMAN ADVANCED MATERIALS AMERICAS LLC
Reel/Frame 027519/0103 →
SECURITY INTEREST Recorded Jan 20, 2006
From: HUNTSMAN ADVANCED MATERIALS AMERICAS, INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS AGENT
Reel/Frame 017164/0639 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2004
From: ROTH, MARTIN; SAILER, BERNHARD; SCHOENENBERGER, CATHERINE; ZELENKO, OTTILIE
To: HUNTSMAN ADVANCED MATERIALS AMERICAS INC.
Reel/Frame 016485/0382 →