Photocurable silicone compositions and process for manufacture of release liners

Patent metadata

Field	Value
Publication number	US-12460080-B2
Application number	US-202117178672-A
Country	US
Kind code	B2
Filing date	Feb 18, 2021
Priority date	Feb 19, 2020
Publication date	Nov 4, 2025
Grant date	Nov 4, 2025

Abstract

A photocurable silicone composition, a method of forming a coating from such compositions, and an article comprising a coating formed from such compositions and/or methods are shown and described herein. The photocurable silicone composition comprises (i) a vinyl functional polysiloxane; (ii) a hydride functional polysiloxane; (iii) a photoactive catalyst; and (iv) an acid-anhydride functional polysiloxane. The composition and method can be employed to process thin coatings onto paper and film substrates followed by exposure to actinic radiation at ambient conditions of temperature and atmosphere for manufacture of release liners.

First claim

What is claimed is:

1 . A photocurable silicone composition comprising:
(i) a vinyl functional polysiloxane of the formula (Ia):
M 1Vi D 1Vi cD 2 dM 1Vi   (Ia)

where M 1vi is (R 1 )(R 2 )(CH 2 ═CH)SiO 1/2 ; D 1Vi is (R 6 )(CH 2 ═CH))SiO 2/2 ; D 2 is (R 7 )(R 8 )SiO 2/2 ; R 1 , R 2 , R 3 , R 5 , R 6 , R 7 , and R 8 are each independently a C1-C10 saturated hydrocarbon radical; c is 0; and d is 50-250;
(ii) a hydride functional siloxane selected from a compound of the formula (IIa), (IIb), or (IIc):
M 4 D 3H j D 4 k M 4 Q 2   (IIa)

M 4 D 3H j M 4   (IIb)

M 3H h Q 2   (IIc)

where
M 3H =(R 10 )(R 11 )(H)SiO 1/2
M 4 =(R 12 )(R 13 )(R 14 )SiO 1/2
D 3H =(R 15 )(H)SiO 2/2
D 4 =(R 16 )(R 17 )SiO 2/2
Q 2 =SiO 4/2
wherein R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , and R 18 are each independently a C1-C10 saturated hydrocarbon, j+k in formaula (IIa) is 10-40, j in formula (IIb) is 10-40, and h is 2 in formula (IIc);
(iii) a photoactive catalyst selected from one or more of a platinum-cyclopentadiene complex of the formula (i) R 19 CpPtR 20 3 , where R 19 and R 20 are each methyl, and Cp is a cyclopentadiene group, wherein the bond between Cp and Pt is an eta bond; and/or (ii) [1-methyl-3-(1′-naphthyl)-cyclopentadienyl]trimethyl platinum; [1-methyl-3-(2′-naphthyl)-cyclopentadienyl]trimethyl platinum; and (iv) an acid-anhydride functional polysiloxane compound of the formula:
M 5A D 5 o D 6A p D 7H q M 5A

where M 5A is (R 21 )(R 22 ) (R 23 )SiO 1/2
D 5 is (R 24 )(R 25 )SiO 2/2 ,
D 6A is (R 26 )(R 27 )SiO 2/2
D 7H =(R 28 )(H)SiO 2/2
where R 21 , R 22 , R 24 , R 25 , R 26 , and R 28 are each methyl; R 23 and R 27 each independently represents an acid-anhydride functional group derived from the reaction of allyl succinic anhydride with Si(H) functionality; o+q is 10-40, and p is 1-20;
wherein the composition cures when processed at a speed of from about 100 to about 750 feet per minute.

2 . The photocurable silicone composition of claim 1 further comprising a siloxanol resin.

3 . The photocurable silicone composition of claim 1 , wherein the ratio of hydride groups to vinyl groups is from about 0.5:1 to about 10:1.

4 . The silicone photocurable composition of claim 1 , wherein the ratio of hydride groups to vinyl groups is from about 1.5:1 to about 3:1.

5 . The photocurable silicone composition of claim 1 , wherein the ratio of hydride groups to vinyl groups is from about 2:1 to about 2.5:1.

6 . The photocurable silicone composition of claim 1 , wherein the vinyl functional polysiloxane (i) is present in an amount of from about 80 to about 99 parts by weight; the hydride functional polysiloxane (ii) is present in an amount of from about 1 to about 20 parts by weight; the acid-anhydride functional polysiloxane (iv) is present in an amount of from about 0.1 to 10 parts by weight, and the photoactive catalyst (iii) is present in an amount sufficient to provide platinum in an amount of about 50 to about 150 ppm; and each of the parts by weight is based on the total weight of the composition.

7 . A method of forming a silicone film on a substrate comprising:
(a) applying the photocurable silicone composition of claim 1 onto a surface of the substrate; and (b) exposing the photocurable silicone composition to a UV light source having a wavelength of from about 25 nm to about 500 nm.

8 . The method of claim 7 , wherein the UV light source is an H+ mercury vapor type UV lamp.

9 . The method of claim 7 , wherein the UV light source is a D type iron doped mercury vapor UV lamp.

10 . The method of claim 7 , wherein the substrate to which the photocurable silicone composition is applied is conveyed at a speed of from about 20 feet per minute to about 1,000 feet per minute.

11 . The method of claim 7 further comprising focusing the light from the UV light source onto the photocurable silicone composition using one or more reflectors.

12 . The method of claim 7 further comprising exposing the photocurable silicone composition and substrate to which it is applied to a heat source prior to exposing the composition to the UV light source.

13 . The method of claim 12 , wherein the heat source is chosen from an oven, an infrared lamp, an LED light source, or a combination thereof.

14 . The method of claim 12 , wherein the photocurable silicone composition and substrate to which it is applied are heated to a temperature of from about 25° C. to about 120° C.

15 . The method of claim 7 , wherein the substrate is selected from one or more of glassine, super-calendared Kraft (SCK) paper, clay-coated kraft (CCK) paper, polyethylene, polypropylene, polyester, a polyethylene-Kraft paper (PK), or a polypropylene-Kraft paper (PPK).

16 . An article comprising a coating formed from the photocurable silicone composition of claim 1 disposed on a surface of a substrate.

17 . The article of claim 16 , wherein the article is a release liner, and the substrate is selected from one or more of glassine, super-calendared Kraft (SCK) paper, clay-coated kraft (CCK) paper, polyethylene, polypropylene, polyester, a polyethylene-Kraft paper (PK), or a polypropylene-Kraft paper (PPK).

18 . An adhesive article comprising an adhesive backed substrate in releasable contact with a release layer, the release layer comprising a coating formed from the phototcurable silicone composition of claim 1 .

19 . An article formed from the method of claim 7 .

Assignees

• Momentive Performance Mat Inc

Inventors

• Eckberg Richard Paul
• Cramer Verena
• Cummings John A
• Felder Thorsten
• Frye Robert Lawrence
• Hepperle Johannes
• Witossek Anita

Classifications

• C09J2483/005

  in the release coating · CPC title

• C09D183/06

  containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) · CPC title

• C08L2205/035

  containing four or more polymers in a blend · CPC title

• C08L2205/025

  containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure · CPC title

• B05D3/067

  Curing or cross-linking the coating · CPC title