IP Library Granted Patent US 9,371,474
Granted Patent B2
US 9,371,474 · App. 14/219,691 · Granted Jun 21, 2016

(Meth)acrylate-functional polyacrylate resins with narrow but bimodal molecular weight distributions

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,371,474
App. No.
14/219,691
Granted
Jun 21, 2016
Kind
B2
Abstract

The present invention is directed to compositions useful for maintaining sealing force over time while under compression in compressive gaskets. Additionally, methods of preparing and using the sealing compositions and improving sealing performance using such compositions are provided.

Claims (39)

1. A composition comprising a blend of at least two (meth)acrylic-containing components said blend comprising:

a) a first (meth)acrylic-containing telechelic polymer component having a molecular weight less than 15,000; and

b) a second (meth)acrylic-containing telechelic polymer component having a molecular weight greater than 15,000; wherein said blend has an average molecular weight from about 14,000 to about 40,000 and wherein each polymer of said blend has a polydispersity from about 1.01 to about 2.55.

2. The composition of claim 1 wherein the ratio of said first to said second (meth)acrylic-containing telechelic polymer component is from 10:1 to 1:10.

3. The composition of claim 1 wherein the ratio of said first to said second (meth)acrylic-containing telechelic polymer component is from 5:1 to 1:5.

4. The composition of claim 1 wherein polydispersity of each polymer of said blend is greater than 1.01 to about 1.50.

5. The composition of claim 1 , wherein the first (meth)acrylic-containing telechelic polymer component has a backbone selected from butyl acrylate-co-ethyl acrylate, butyl acrylate-co-ethyl acrylate-co-methoxyethyl acrylate and combinations therein.

6. The composition of claim 1 , wherein the second (meth)acrylic-containing telechelic polymer component has a backbone selected from butyl acrylate-co-ethyl acrylate, butyl acrylate-co-ethyl acrylate-comethoxyethyl acrylate and combinations therein.

7. The composition of claim 1 , wherein the first or second (meth)acrylic-containing telechelic polymer component has a backbone selected from monofunctional (meth)acrylate monomers, homopolymers of monofunctional C 1-10 alkyl(meth)acrylates and copolymers of monofunctional C 1-10 alkyl(meth)acrylates and combinations thereof.

8. The composition of claim 1 , wherein the first or second (meth)acrylic-containing telechelic polymer component has a backbone selected from ethyl acrylate, methoxyethyl acrylate, n-butyl acrylate and homopolymers and copolymers thereof.

9. The composition of claim 1 , wherein the first or second (meth)acrylic-containing telechelic polymer component has a backbone selected from a segments of polyurethane, styrene, and/or acrylonitrile and combinations thereof.

10. The composition of claim 1 , wherein first and second meth)acrylic-containing telechelic polymer has a backbone which includes a segment selected from the group consisting of a polyurethane, styrene, acrylamides, and combinations thereof.

11. The composition of claim 1 , wherein said first and/or second (meth)acrylic-containing telechelic polymer components are a polymer selected from the group consisting of a random or block copolymer.

12. The composition of claim 1 , wherein the first (meth)acrylic-containing telechelic polymer component has the same polymer backbone composition as the second (meth)acrylic-containing telechelic polymer component.

13. The composition of claim 1 , wherein the first (meth)acrylic-containing telechelic polymer component has a different polymeric backbone composition as the second (meth)acrylic-containing telechelic polymer component.

14. The composition of claim 1 , wherein said first and/or second (meth)acrylic-containing telechelic polymer components are a polymer prepared from monomers selected from the group consisting of hydroxypropyl (meth)acrylate, (meth)acrylic acid, and tetrahydrofuran (meth)acrylates, tetrahydrodicyclopentadienyl (meth) acrylate, dimethyl acrylamide, butyl acrylate, ethyl acrylate, methoxyethyl acrylate, (meth)acrylamides and substituted (meth)acrylamides, and combinations thereof.

15. The composition of claim 1 , wherein said composition when cured exhibits the following properties:

compression set percent of about less than about 35% at temperatures of 150 degrees C.; and elongation at break at room temperature of about 100% to 300% and tensile strength at room temperature of about 500 psi to 1800 psi.

16. A method of preparing a composition comprising the steps of:

providing a first (meth)acrylic-containing telechelic polymer component having a first molecular weight; and a second (meth)acrylic-containing telechelic polymer component having a molecular weight that is different from said first molecular weight; wherein said blend has an average molecular weight from about 14,000 to about 40,000; wherein each polymer of said blend has a polydispersity from about 1.01 to about 2.55,and

mixing the said first and said second (meth)acrylic-containing telechelic polymer components.

17. A composition comprising the reaction product of: a blend of at least two (meth)acrylic-containing components said blend comprising:

a) a first (meth)acrylic-containing telechelic polymer component having a molecular weight less than 15,000; and

b) a second (meth)acrylic-containing telechelic polymer component having a molecular weight greater than 15,000; wherein said blend has an average molecular weight from about 14,000 to about 40,000, and wherein each polymer of said blend has a polydispersity from about 1.01 to about 2.55.

18. A process for applying a seal to an article comprising the steps of

a) forming blend comprising:

i) a first (meth)acrylic-containing telechelic polymer component having a first molecular weight;

ii) a second (meth)acrylic-containing telechelic polymer component having a second molecular weight that is different from said first molecular weight; wherein said blend has an average molecular weight from about 14,000 to about 40,000; wherein each polymer of said blend has a polydispersity from about 1.01 to about 2.55, and

b) optionally at least co-reactive component;

c) depositing said blend on said article in the shape and thickness desired to form an uncured seal; and

d) curing said uncured seal with a cure system appropriate to and for a time sufficient to form a cured seal.

19. A process for applying a seal to an article comprising the steps of

a) forming blend comprising:

i) a first (meth)acrylic-containing telechelic polymer component having a first molecular weight;

ii) a second (meth)acrylic-containing telechelic polymer component having a second molecular weight that is different from said first molecular weight; wherein said blend has an average molecular weight from about 14,000 to about 40,000 and a polydispersity of greater than 1.8; and

ii) optionally at least one co-reactive component;

b) depositing said mixture on said article in the shape and thickness desired to form an uncured seal; and

c) joining said uncured seal to another article and curing said uncured seal with a curing system appropriate to and for a sufficient time to form a seal.

20. The composition of claim 1 , wherein (1) the first (meth)acrylic-containing telechelic polymer component comprises a 30,000 average molecular weight terpolymer constructed of 75% butyl acrylate/20% ethyl acrylate/5% methoxyethyl acrylate, end-capped with methacrylate and (2) the second (meth)acrylic-containing telechelic polymer component comprises a 10,000 average molecular weight terpolymer constructed of 75% butyl acrylate/20% ethyl acrylate/5% methoxyethyl acrylate, end-capped with methacrylate.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2016
From: HENKEL CORPORATION
To: HENKEL IP & HOLDING GMBH
Reel/Frame 038655/0401 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2014
From: SCHALL, JOEL D.; WOODS, JOHN G.; JACOBINE, ANTHONY F.; DECATO, ALFRED A.; EDO, ERIC HERNANDEZ
To: HENKEL CORPORATION
Reel/Frame 032480/0396 →