IP Library › Granted Patent US 11,773,305
Granted Patent B2
US 11,773,305 · App. 17/918,010 · Granted Oct 3, 2023

Radical cured silicone pressure sensitive adhesive and composition and method for its preparation and use in a flexible display device

Inventors: Qing Cao (Shanghai, CN); Yan Zhou (Shanghai, CN); Bochi Xu (Shanghai, CN)
Assignee: Dow Silicones Corporation
C09J183/04C09J7/38C09J11/06C09J2301/302C09J2301/408G09F9/301
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Quick Facts
Patent No.
US 11,773,305
App. No.
17/918,010
Granted
Oct 3, 2023
Kind
B2
Abstract

A silicone pressure sensitive adhesive is prepared by curing a radical reaction curable composition. The silicone pressure sensitive adhesive adheres to various silicone elastomers and is useful in preparation of components of flexible display devices.

Claims (35)

1. A radical reaction curable composition for forming a silicone pressure sensitive adhesive, where the composition comprises:

(A) a polydiorganosiloxane gum component comprising

0 weight % to 16.3 weight %, based on combined weights of starting materials (A) to (D), of (A-1) an aliphatically unsaturated polydiorganosiloxane gum of unit formula (R M 2 R U SiO 1/2 ) 2 (R M 2 SiO 2/2 ) a , where each R M is an independently selected monovalent hydrocarbon group of 1 to 30 carbon atoms that is free of aliphatic unsaturation; each R U is an independently selected monovalent aliphatically unsaturated hydrocarbon group of 2 to 30 carbon atoms; and subscript a has a value sufficient to give the aliphatically unsaturated polydiorganosiloxane gum a plasticity of 20 mil (0.51 mm) to 80 mil (2.03 mm), where plasticity is measured based on ASTM D926 by applying 1 kg load to a spherical sample of 4.2 g in weight for 3 minutes at 25° C. and the results are measured in thousandths of an inch (mil) and the procedure is based on ASTM D926; and

34.7 to 51.8 weight % of (A-2) a hydroxyl-terminated polydiorganosiloxane gum of unit formula ((HO)R M 2 SiO 1/2 ) 2 (R M 2 SiO 2/2 ) a′ , where each R M is an independently selected monovalent hydrocarbon group of 1 to 30 carbon atoms that is free of aliphatic unsaturation; each subscript a′ has a value sufficient to give the polydiorganosiloxane gum a number average molecular weight of ≥200,000 g/mol;

with the proviso that a weight ratio of (A-1) the aliphatically unsaturated polydiorganosiloxane gum : (A-2) the hydroxyl-terminated polydiorganosiloxane gum {(A-1):(A-2) ratio} <0.47:1;

39.3 weight % to 45.4 weight % of (B) a polyorganosilicate resin comprising unit formula (R M 3 SiO 1/2 ) z′ (SiO 4/2 ) o′ Z p′ , where each R M is an independently selected monovalent hydrocarbon group of 1 to 30 carbon atoms that is free of aliphatic unsaturation, Z is a hydrolyzable group, subscript p′ has a value sufficient to give the resin a hydrolyzable group content of >3% to 10%, subscripts z′ and o′ have values such that z′ >4, o′ >1, and a quantity (z′ +o′) has a value sufficient to provide the resin with a number average molecular weight of 500 g/mol to 5,000 g/mol;

where (A) the polydiorganosiloxane gum component and (B) the polyorganosilicate resin are present in a weight ratio of (B):(A) (Resin: Gum Ratio) <1.1:1;

0.01 weight % to 5 weight %, based on combined weights of starting materials (A) to (D), of (C) a radical initiator;

0. 3 weight % to 7.1 weight %, based on combined weights of starting materials (A) to (D), of (D) a trialkyl borate;

0 weight % to 90 weight %, based on combined weights of all starting materials in the composition, of (E) a solvent.

2. The composition of claim 1 , wherein (A) the polydiorganosiloxane gum component, each R M is an independently selected alkyl group of 1 to 6 carbon atoms;

and each R U is independently selected from the group consisting of vinyl, allyl, and hexenyl, and subscript a is sufficient to provide a plasticity of 30 mil (0.76 mm) to 70 mil (1.78 mm) to (A-1) the aliphatically unsaturated polydiorganosiloxane gum; and subscript a′ is sufficient to provide a plasticity of 30 mil (0.76 mm) to 70 mil (1.78 mm) to (A-2) the hydroxyl-terminated polydiorganosiloxane gum.

3. The composition of claim 1 , wherein the polyorganosilicate resin (B), each R M is an independently selected alkyl group of 1 to 6 carbon atoms; each Z is OH;

and the quantity (z′ +o′) has a value sufficient to provide (B) the polyorganosilicate resin with a number average molecular weight of 3,800 g/mol to 4,300 g/mol.

4. The composition of claim 1 , where the radical initiator (C) comprises dibenzoyl peroxide.

5. The composition of claim 1 , where the trialkyl borate (D) comprises triethyl borate.

6. A wet casting method comprising

1) applying the composition according to claim 1 to a substrate, and

2) curing the composition to form the silicone pressure sensitive adhesive on the substrate.

7. The method of claim 6 , where the substrate is a silicone elastomer.

8. An article prepared by the method of claim 6 .

9. The article of claim 8 , where the article is a component of a lens(frame) mounting layer in a flexible display device.

10. The article of claim 8 , where the article is a component of a silicone hinge and bonding layer in a flexible display device.

11. The article of claim 8 , where the article is an optical component of a flexible display device and the substrate is an optical silicone elastomer.

12. A dry casting method comprising

1) applying the composition according to claim 1 to a release liner, 2) curing the composition to form the silicone pressure sensitive adhesive on the release liner, and

3) applying the silicone pressure sensitive adhesive to a substrate.

13. The method of claim 12 , where the substrate is a silicone elastomer.

14. An article prepared by the method of claim 13 .

15. The article of claim 14 , where the article is a component of a lens(frame) mounting layer in a flexible display device.

16. The article of claim 14 , where the article is a component of a silicone hinge and bonding layer in a flexible display device.

17. The article of claim 14 , where the article is an optical component of a flexible display device and the substrate is an optical silicone elastomer.

18. A component of foldable display device comprising:

I) a silicone elastomer layer, and

II) a silicone pressure sensitive adhesive layer adhered to the silicone elastomer layer, wherein the silicone pressure sensitive adhesive layer is a product of the radical reaction curable composition of claim 1 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 21, 2023
From: CAO, QING; ZHOU, YAN; XU, BOCHI
To: DOW (SHANGHAI) HOLDING CO., LTD.
Reel/Frame 064013/0640 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 21, 2023
From: DOW (SHANGHAI) HOLDING CO., LTD.
To: DOW SILICONES CORPORATION
Reel/Frame 064119/0096 →
Continuity (1)
Related Publication 20230193093A1 · Jun 22, 2023
Cited By (1)
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