IP Library Granted Patent US 10,968,367
Granted Patent B2
US 10,968,367 · App. 16/346,396 · Granted Apr 6, 2021

Low temperature curable adhesive composition and articles including the same

Inventors: Jeffrey V. Gasa (Lawrenceville, GA); Praveen K. Balasubramani (Norcross, GA)
Assignee: H.B. Fuller Company
C09J4/06C08F220/1811C08F220/281C08F222/1061C08F236/22C08K3/013C08K3/04C08K3/36C08K5/5397C09J7/35C08K2201/001C09J2203/326C09J2301/416
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Quick Facts
Patent No.
US 10,968,367
App. No.
16/346,396
Granted
Apr 6, 2021
Kind
B2
Abstract

A one part curable adhesive composition that includes a multifunctional (meth)acrylate oligomer the homopolymer of which has a glass transition temperature (Tg) of at least 100° C., and a first (meth)acrylate monomer exhibiting a viscosity of no greater than 1000 centipoise (cP) at 25° C., the first (meth)acrylate monomer being at least one of a (meth)acrylate monomer whose homopolymer has a Tg of at least 100° C. and (alkoxy) tetrahydrofurfuryl (meth)acrylate, the curable adhesive composition exhibiting a viscosity of no greater than 100,000 cP when measured at 25° C. and a shear rate of 20 sec −1 .

Claims (40)

1. A one part curable adhesive composition comprising:

at least 10% by weight, based on the total weight of polymerizable components, of a multifunctional (meth)acrylate oligomer the homopolymer of which has a glass transition temperature (Tg) of at least 100° C.;

at least 5% by weight, based on the total weight of polymerizable components, of a first (meth)acrylate monomer the homopolymer of which has a Tg of at least 100° C., the first (meth)acrylate monomer exhibiting a viscosity of no greater than 1000 centipoise (cP) at 25° C.; and

alkoxy tetrahydrofurfuryl (meth)acrylate,

the curable adhesive composition exhibiting a viscosity of no greater than 100,000 cP when measured at 25° C. and a shear rate of 20 sec −1 .

2. The curable adhesive composition of claim 1 further comprising a second (meth)acrylate monomer the homopolymer of which exhibits a Tg of at least 200° C., the second (meth)acrylate monomer being multifunctional and being different from the first (meth)acrylate monomer.

3. The curable adhesive composition of claim 2 , wherein the second (meth)acrylate monomer comprises at least three ethylenically unsaturated functional groups.

4. The curable adhesive composition of claim 1 , wherein the composition, when cured, exhibits a Tg of at least 150° C.

5. The curable adhesive composition of claim 1 , wherein the composition, when cured, exhibits a coefficient of thermal expansion of no greater than 75 parts per million per degree centigrade (ppm/° C.).

6. The curable adhesive composition of claim 1 comprising

at least 17% by weight, based on the total weight of polymerizable components, of the multifunctional (meth)acrylate oligomer; and

at least 10% by weight, based on the total weight of polymerizable components, of the first (meth)acrylate monomer.

7. The curable adhesive composition of claim 1 comprising

from at least 20% by weight, based on the total weight of polymerizable components, to no greater than 45% by weight, based on the total weight of polymerizable components, of the multifunctional (meth)acrylate oligomer; and

from at least 10% by weight, based on the total weight of polymerizable components, to no greater than 55% by weight, based on the total weight of polymerizable components, of the first (meth)acrylate monomer.

8. The curable adhesive composition of claim 1 , wherein the homopolymer of the multifunctional (meth)acrylate oligomer exhibits a glass transition temperature of at least 120° C.

9. The curable adhesive composition of claim 1 , wherein the homopolymer of the multifunctional (meth)acrylate oligomer exhibits a glass transition temperature of at least 140° C.

10. The curable adhesive composition of claim 1 further comprising a monoethylenically unsaturated (meth)acrylate monomer exhibiting a viscosity of no greater than 100 centipoise (cP) at 25° C.

11. The curable adhesive composition of claim 1 comprising at least 5% by weight, based on the total weight of polymerizable components, alkoxy tetrahydrofurfuryl (meth)acrylate.

12. The curable composition of claim 1 further comprising at least 30% by weight of a nonconductive filler.

13. The curable adhesive composition of claim 1 further comprising a silane adhesion promoter.

14. A one part curable adhesive composition comprising:

at least 10% by weight, based on the total weight of polymerizable components, of a multifunctional (meth)acrylate oligomer the homopolymer of which has a glass transition temperature (Tg) of at least 100° C.; and

at least 5% by weight, based on the total weight of polymerizable components, of a first (meth)acrylate monomer the homopolymer of which has a Tg of at least 100° C., the first (meth)acrylate monomer exhibiting a viscosity of no greater than 1000 centipoise (cP) at 25° C.,

the curable adhesive composition exhibiting a viscosity of no greater than 100,000 cP when measured at 25° C. and a shear rate of 20 sec −1 ,

the adhesive composition, when cured, exhibiting a Tg of at least 120° C.

15. The curable adhesive composition of claim 14 further comprising a second (meth)acrylate monomer the homopolymer of which exhibits a Tg of at least 200° C., the second (meth)acrylate monomer being multifunctional and being different from the first (meth)acrylate monomer.

16. The curable adhesive composition of claim 15 , wherein the second (meth)acrylate monomer comprises at least three ethylenically unsaturated functional groups.

17. The curable adhesive composition of claim 14 further comprising tetrahydrofurfuryl acrylate, alkoxy tetrahydrofurfuryl acrylate, or a combination thereof.

18. An electronic article comprising:

a first substrate;

an adhesive composition; and

a component adhered to the first substrate through the adhesive composition, the adhesive composition comprising a cured form of the curable adhesive composition of claim 1 .

19. The electronic article of claim 18 , wherein the first substrate comprises polycarbonate, alumina, glass, metal or a combination thereof.

20. A method of using a one part adhesive composition, the method comprising:

applying the adhesive composition of claim 1 to a component of an electronic article;

exposing the adhesive composition to visible light, electron beam radiation, ultraviolet radiation, or a combination thereof,

heating the adhesive composition; and

allowing the heated composition to cure,

the cured composition exhibiting a Tg greater than 85° C.

Assignments (2)
SECURITY INTEREST Recorded Feb 16, 2023
From: H.B. FULLER COMPANY; H.B. FULLER CONSTRUCTION PRODUCTS INC.; ADCO PRODUCTS, LLC
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 062775/0944 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2020
From: GASA, JEFFREY V.; BALASUBRAMANI, PRAVEEN K.
To: H.B. FULLER COMPANY
Reel/Frame 052276/0871 →