IP Library Granted Patent US 10,471,693
Granted Patent B2
US 10,471,693 · App. 15/609,447 · Granted Nov 12, 2019

Accelerated bonding of isocyanate functional adhesive to fiber reinforced plastics

Inventor: Dirk Schwoeppe (Freienbach, CH)
Assignee: DOW GLOBAL TECHNOLOGIES LLC
B32B37/0038B32B5/02B32B7/12B32B37/1284C08G18/10C08L75/04C09J5/02C09J5/06C09J11/06C09J175/04B32B2037/1269B32B2250/02B32B2305/08B32B2309/02B32B2309/04B32B2310/0812C08K5/0025C08K5/12C09J2475/00
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Quick Facts
Patent No.
US 10,471,693
App. No.
15/609,447
Granted
Nov 12, 2019
Kind
B2
Abstract

The present invention relates to a composition comprising: a) one or more organometallic compounds; b) one or more high boiling point solvents; and c) one or more low boiling point solvents. The invention further relates to a system comprising a) one or more organometallic compounds; b) one or more high boiling point solvents; and c) one or more low boiling point solvents and an isocyanate functional adhesive. The isocyanate functional adhesive may be a one part or a two part adhesive. The invention further relates to methods of bonding substrates together using the compositions of the invention.

Claims (43)

1. A composition for improving the adhesion of an isocyanate functional adhesive to a substrate including a fiber reinforced plastic, the composition comprising:

a) 0.1 to about 5.0 weight percent of one or more organometallic compounds including one or more metals and a ligand, wherein the ligand includes an alkyl group, an ester, a carboxylic acid, an ether, a mercaptide, or any combination thereof, with the proviso that the organometallic compound including the carboxylic acid is a dialkyl metal carboxylate;

b) one or more high boiling point solvents; and

c) one or more low boiling point solvents selected from cycloaliphatic hydrocarbons, aliphatic hydrocarbons, aromatic hydrocarbons, ketones, and esters;

wherein the composition does not contain a film forming resin;

and the composition is a stable solution or dispersion of the one or more organometallic compounds in the solvents.

2. A composition according to claim 1 , wherein the metal in the one or more organometallic compounds is tin, bismuth or zinc.

3. A composition according to claim 1 , wherein

a) the one or more organometallic compounds are present in an amount of 0.1 to 5.0 percent by weight;

b) the one or more high boiling point solvents are present in an amount of about 10 to about 98.9 percent by weight; and

c) the one or more low boiling point solvents are present in an amount of about 1 to about 89.9 percent by weight.

4. A composition according to claim 3 , wherein

a) the one or more organometallic compounds are present in an amount of 0.1 to about 2.5 percent by weight;

b) the one or more high boiling point solvents are present in an amount of about 10 to about 50 percent by weight; and

c) the one or more low boiling point solvents are present in an amount of about 30 to about 70 percent by weight.

5. A composition according to claim 1 , wherein the one or more high boiling point solvents are liquid at ambient temperatures and exhibit a boiling point under ambient temperatures and pressures at sea level of about 180° C. or greater.

6. A composition according to claim 1 , wherein the one or more high boiling point solvents are liquid at ambient temperature and exhibit a boiling point at ambient temperature and pressure of about 200° C. to about 350° C.

7. A kit comprising;

i)the composition of claim 1 ; and

ii) an isocyanate functional adhesive separate from the composition.

8. A kit according to claim 7 , wherein the isocyanate functional adhesive is a one part adhesive.

9. A kit according to claim 7 , wherein the isocyanate functional adhesive is a two part adhesive.

10. A composition according to claim 1 , wherein

the composition is adapted to contact a surface or a portion of the surface of a first substrate comprising fiber reinforced composite and wherein the one or more organometallic compounds and the one or more high boiling point solvents are adapted to remain on the surface or portion of the surface of the first substrate

prior to contacting an isocyanate functional adhesive with the surface or a portion of the surface of the first substrate contacted with the composition applied thereto,

contacting the first substrate with a second substrate with the isocyanate functional adhesive disposed between the two substrates, and allowing the isocyanate functional adhesive to cure and bond the two substrates together.

11. A composition according to claim 10 , wherein the substrates with adhesive disposed between the two substrates are adapted to be heated at about 70° C. to about 150° C.

12. A composition according to claim 10 , wherein the one or more high boiling solvents are liquid at ambient temperatures and exhibit a boiling point under ambient temperatures and pressures at sea level of about 180° C. or greater.

13. A composition according to claim 10 , wherein the substrates with adhesive disposed between the two substrates are adapted to be heated for about 0.5 minutes to about 15 minutes.

14. A composition according to claim 10 , wherein heating is adapted to be performed by induction means.

15. A composition according to claim 3 , wherein

a) the one or more organometallic compounds are present in an amount of 0.1 to about 2.5 percent by weight;

b) the one or more high boiling point solvents are present in an amount of about 10 to about 30 percent by weight; and

c) the one or more low boiling point solvents are present in an amount of about 50 to about 70 percent by weight.

16. A composition according to claim 10 , wherein the one or more low boiling point solvents are adapted to volatilize away prior to the adhesive being applied to the first substrate.

17. A composition according to claim 1 , wherein the one or more high boiling point solvents are selected from straight and branched alkylphthalates, a partially hydrogenated terpene, trioctyl phosphate, alkylsulfonic acid esters of phenol, toluene-sulfamide, adipic acid esters, castor oil, and 1-methyl-2-pyrrolidinone.

18. A composition according to claim 1 , wherein the one or more high boiling point solvents comprise phthalates.

19. A composition according to claim 1 , wherein the one or more low boiling point solvents are liquid at ambient temperatures and are volatile at temperatures of about 15° C. to about 180° C. at standard pressure.

20. A structure comprising:

i) a first substrate including a fiber reinforced plastic, bonded to

ii) a second substrate by

iii) an isocyanate functional adhesive; wherein

iv) a layer formed from the composition of claim 1 is interposed between the first substrate and the isocyanate functional adhesive.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 069923/0030 →
CHANGE OF LEGAL ENTITY Recorded Sep 10, 2024
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 068907/0881 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
Reel/Frame 068922/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2017
From: SCHWOEPPE, DIRK
To: DOW EUROPE GMBH
Reel/Frame 042671/0461 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2017
From: DOW EUROPE GMBH
To: THE DOW CHEMICAL COMPANY
Reel/Frame 042671/0873 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2017
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 042671/0925 →