IP Library Granted Patent US 10,465,032
Granted Patent B2
US 10,465,032 · App. 15/535,988 · Granted Nov 5, 2019

Radiation-curable coating compounds consisting of a plurality of components, and the use of same in release-coated substrates

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Quick Facts
Patent No.
US 10,465,032
App. No.
15/535,988
Granted
Nov 5, 2019
Kind
B2
Abstract

A composition contains at least one siloxane having ethylenically unsaturated, radically-polymerizable groups, and at least one hydrocarbon having 2 to 6 ethylenically-unsaturated, radically-polymerizable groups, and can be used as a release coating, said composition allowing a good degree of release behavior from adhesive compounds while at the same time also achieving a high level of adhesion of the coating to the carrier material.

Claims (42)

1. A composition, comprising:

(I) 1 to 90 wt %, based on the sum of all components of the composition, of one or more compounds consisting of the elements carbon, hydrogen and oxygen and having 2 to 6 ethylenically unsaturated, radically polymerizable groups and at least one oxyethylene group,

(II) 10 to 99 wt %, based on the sum of all components of the composition, of one or more organo-modified silicones of formula (I),

M 1 a M 2 b D 1 c D 2 d   (I)

wherein

M 1 =[R 1 3 SiO 1/2 ],

M 2 =[R 1 2 R 2 SiO 1/2 ],

D 1 =[R 1 2 SiO 2/2 ],

D 2 =[R 1 R 2 SiO 2/2 ],

a=0 to 2,

b=0 to 2, and a+b=2,

c=50 to 490,

d=0 to 15,

the ratio of the sum (b+d) to the sum (c+d+2) is from 0.004 up to 0.1;

the sum (c+d+2) is from 50 to 500,

R 1 denotes identical or different aliphatic hydrocarbons having 1 to 10 carbon atoms or aromatic hydrocarbons having 6 to 12 carbon atoms, and

R 2 denotes identical or different hydrocarbons which have 1 to 5 identical or different ester functions, the hydrocarbon being linear, cyclic, branched and/or aromatic, and the ester functions being selected from ethylenically unsaturated, radically polymerizable ester functions and from ester groups which are not radically polymerizable;

(III) 0 to 70 wt %, based on the sum of all components of the composition, of one or more organomodified silicones having 4 to 40 silicon atoms, where 15% to 100% of the silicon atoms have ethylenically unsaturated, radically polymerizable groups.

2. The composition as claimed in claim 1 , wherein the component (II) has, as ethylenically unsaturated, radically polymerizable groups, acrylic and/or methacrylic ester functions.

3. The composition as claimed in claim 1 , wherein the component (III) is present and the component III further comprises ester groups which are not radically polymerizable.

4. The composition as claimed in claim 2 , wherein the components (II) have no ester groups which are not radically polymerizable.

5. The composition as claimed in claim 1 , wherein the component (III) is present and the component (III) comprises a compound of formula (II)

M 1 e M 3 f D 1 g D 3 h   (II)

wherein

M 1 =[R 1 3 SiO 1/2 ],

M 3 =[R 1 2 R 3 SiO 1/2 ],

D 1 =[R 1 2 SiO 2/2 ],

D 3 =[R 1 R 3 SiO 2/2 ],

e=0 to 2,

f=0 to 2, and e+f=2,

g=0 to 38,

h=0 to 20,

and the ratio of the sum (f+h) to the sum (g+h+2) is from 0.15 up to 1,

and the sum (g+h+2) is 4 to 40,

R 1 denotes identical or different aliphatic hydrocarbons having 1 to 10 carbon atoms or aromatic hydrocarbons having 6 to 12 carbon atoms,

R 3 denotes identical or different hydrocarbons which have 1 to 5 identical or different ester functions, the hydrocarbon being linear, cyclic, branched and/or aromatic, and the ester functions being selected from ethylenically unsaturated, radically polymerizable ester functions and from ester groups which are not radically polymerizable.

6. The composition as claimed in claim 1 , wherein component (III) is present.

7. A radiation-curing coating material, comprising:

the composition as claimed in claim 1 .

8. The radiation-curing coating material as claimed in claim 7 , which is a release coating material.

9. The radiation-curing coating material as claimed in claim 7 , further comprising an additive.

10. The radiation-curing coating materials as claimed in claim 9 , wherein the additive is at least one selected from the group consisting of photoinitiators, photosensitizers, fillers, pigments, solvents, phosphorus-containing compounds which polymerize under UV light, stabilizers, anti-misting additives and amine synergists.

Assignments (2)
CHANGE OF NAME Recorded Jan 31, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051765/0166 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2017
From: DOEHLER, HARDI; BRAND, MIKE
To: EVONIK DEGUSSA GMBH
Reel/Frame 042709/0347 →