IP Library Granted Patent US 11,697,740
Granted Patent B2
US 11,697,740 · App. 16/922,065 · Granted Jul 11, 2023

Primer compositions for injection molding

Inventors: Brian Deegan (Dublin, IE); Darren Nolan (Dublin, IE); Brendan Kneafsey (Dublin, IE); Mark Loane (Dublin, IE)
Assignee: Henkel AG & Co. KGaA
C09D5/002B29C45/14311C08F220/281C08F285/00C08F287/00C09D4/06C09D153/025B29K2023/00B29K2705/02B29K2709/08C08F220/1811
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Quick Facts
Patent No.
US 11,697,740
App. No.
16/922,065
Granted
Jul 11, 2023
Kind
B2
Abstract

A curable primer composition comprising:(a) a curable component such as methacrylate; (b) a cure initiating component; and (c) a polymer material selected from the group consisting of: (i) block polymers represented by S-A-S where S is polystyrene and A stands for a polymer or copolymer formed from one or more of ethylene, propylene, butylene, and styrene, which are optionally substituted with carboxylic acid or maleic anhydride; provided that when A comprises styrene then A is a copolymer of styrene with at least one of ethylene, propylene and butylene, and is optionally substituted with carboxylic acid or maleic anhydride; and (ii) polystyrene-poly(ethylene-propylene) (“SEP”); and (iii) any combination of said polymer materials. The composition is applied to a part then photocured. It is dry to touch. Thereafter a thermoplastic material such as a polyolefin is overmolded (e.g. injection molded) over the applied composition. It enhances bond strength of the polyolefin to the part.

Claims (19)

1. A process for forming an injection molding about an article, comprising the steps of (a) disposing into an injection molding cavity an article about which a thermoplastic, plastic material is to be molded into a shape; and (b) injecting into the injection molding cavity in which is disposed the article, the thermoplastic material at a temperature and pressure to permit the material to flow around and about the article in the mold and maintaining the mold under a temperature and pressure appropriate to permit the thermoplastic material to solidify, wherein prior to disposition of the article, the article is primed with a curable primer composition of (a) a curable (meth)acrylate component; (b) a cure initiating component; and (c) a polymer material selected from the group consisting of: i. block polymers represented by S-A-S wherein S is polystyrene and A stands for a polymer or copolymer formed from one or more of ethylene, propylene, butylene and styrene, which are optionally substituted with carboxylic acid or maleic anhydride; provided that when A comprises styrene then A is a copolymer of styrene with at least one of ethylene, propylene and butylene, and is optionally substituted with carboxylic acid or maleic anhydride; and ii. polystyrene-poly(ethylene-propylene) (“SEP”); and iii. any combination of said polymer materials and exposed to radiation in the electromagnetic spectrum appropriate to cure the composition, wherein the polymer material comprises about 10 to about 70 weight percent styrene based on the total weight of the polymer material.

2. The process of claim 1 , wherein the article is constructed from glass.

3. The process of claim 1 , wherein the article is constructed from aluminium.

4. The process of claim 1 , wherein the article is constructed from anodized aluminium.

5. The process of claim 1 , wherein the polymer material is selected from the group consisting of block polymers represented by S-A-S where S is polystyrene and A stands for a polymer or copolymer formed from one or more of ethylene, propylene, butylene and styrene which are optionally substituted with carboxylic acid or maleic anhydride; provided that when A comprises styrene then A is a copolymer of styrene with at least one of ethylene, propylene and butylene, and is optionally substituted with carboxylic acid or maleic anhydride; and any combination of said polymer materials.

6. The process of claim 1 , wherein A is formed from one or more of ethylene, propylene, butylene and styrene, provided that A is not formed from styrene alone.

7. The process of claim 1 , wherein A is formed from at least two of ethylene, propylene, butylene and styrene.

8. The process of claim 1 , wherein A is formed from at least three of ethylene, propylene, butylene and styrene.

9. The process of claim 1 , wherein the material S-A-S is selected from: a. polystyrene-poly(ethylene-propylene)-polystyrene (“SEPS”); b. polystyrene-poly(ethylene-butylene)-polystyrene (“SEBS”); and c. polystyrene-poly(ethylene-butylene-styrene)-polystyrene (“S(EBS)S”).

10. The process of claim 1 , wherein A is substituted with carboxylic acid groups and/or maleic anhydride groups.

11. The process of claim 1 , wherein A is substituted with maleic anhydride groups.

12. The process of claim 1 , wherein the material S-A-S is at least one of a polystyrene-poly(ethylene-butylene)-polystyrene (“SEBS”); and b polystyrene-poly(ethylene-butylene-styrene)-polystyrene (“S(EBS)S”).

13. The process of claim 1 , wherein the material S-A-S is at least one of a polystyrene-poly(ethylene-butylene)-polystyrene (“SEBS”); and b polystyrene-poly(ethylene-butylene-styrene)-polystyrene (“S(EBS)S”); optionally substituted with carboxylic acid or maleic anhydride.

14. The process of claim 1 , wherein the material S-A-S is at least one of a polystyrene-poly(ethylene-butylene)-polystyrene (“SEBS”); and b polystyrene-poly(ethylene-butylene-styrene)-polystyrene (“S (EBS)S”); substituted with maleic anhydride.

15. The process of claim 1 , wherein the material S-A-S is at least one of: a. polystyrene-poly(ethylene-propylene)-polystyrene (“SEPS”); b. polystyrene-poly(ethylene-butylene)-polystyrene (“SEBS”); c. polystyrene-poly(ethylene-butylene-styrene)-polystyrene (“S (EBS) S”); and d. polystyrene-poly(ethylene-ethylene/propylene)-polystyrene (“SEEPS”).

16. The process of claim 1 , wherein the cure initiating component is a photoinitiator component.

17. The process of claim 1 , wherein A is substituted with carboxylic acid groups.

18. The process of claim 1 , wherein, in a B stage cure product of the composition, the material S-A-S is present in an amount from about 5% to about 80% based on the total weight of the composition.

19. The process of claim 1 , wherein, in a B stage cure product of the composition, the material S-A-S is present in an amount from about 30% to about 60% by weight based on the total weight of the composition.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2022
From: NOLAN, DARREN; KNEAFSEY, BRENDAN; DEEGAN, BRIAN; LOANE, MARK
To: HENKEL IRELAND OPERATIONS AND RESEARCH LIMITED
Reel/Frame 062143/0158 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 19, 2022
From: HENKEL IRELAND OPERATIONS & RESEARCH LIMITED
To: HENKEL IP & HOLDING GMBH
Reel/Frame 062143/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 22, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059207/0627 →