IP Library Granted Patent US 10,464,056
Granted Patent B2
US 10,464,056 · App. 15/502,306 · Granted Nov 5, 2019

Latent catalyst for the production of polyurethane foam

Inventor: Jason Stengel (Williamstown, WV)
Assignee: MOMENTIVE PERFORMANCE MATERIALS INC.
B01J31/26C08G18/08C08G18/163C08G18/18C08G18/22C08G18/222C08G18/3206C08G18/4072C08G18/4804C08G18/65C08G18/6674C08G18/7671B01J31/0237B01J31/2234B01J2531/16C08G2101/00
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Quick Facts
Patent No.
US 10,464,056
App. No.
15/502,306
Granted
Nov 5, 2019
Kind
B2
Abstract

The present technology provides a foam-forming composition comprising at least one polyol, at least one isocyanate, at least one copper catalyst composition, and at least one surfactant. The copper catalyst composition may comprise a copper (II) compound dissolved in a solvent. In one embodiment, the copper catalyst composition comprises (Cu(II)(acac) 2 ) dissolved in DMSO.

Claims (22)

1. A method for forming a foam comprising:

(i) combining:

a) at least one polyol;

b) at least one isocyanate;

c) a catalyst composition comprising a copper (II) compound dissolved in a solvent chosen from a dialkyl sulfoxide, an N,N-dialkylalkanoamides, a phosphonate, an aromatic compound, an ether compound, or an organic carbonate;

d) at least one surfactant to form a mixture; and

(ii) curing the mixture of (i).

2. The method of claim 1 , where the copper (II) compound comprises copper (II) coordinated to a ligand chosen from a carboxylate, a diketonate, a salicylate, an organic salt, a halide, or a combination of two or more thereof.

3. The method of claim 1 , where the catalyst composition comprises (Cu(II)(acac) 2 ).

4. The method of claim 3 , where the solvent comprises DMSO.

5. The method of claim 1 , where the catalyst composition comprises a co-diluent chosen from a fatty acid, a vegetable oil, or a combination thereof.

6. The method of claim 1 , wherein the catalyst composition comprises two or more Cu(II) salts.

7. The method of claim 1 , wherein the catalyst composition comprises Cu(II)(acac) 2 and Cu(II)acetate 2 .

8. The method of claim 1 , where the mixture comprises a copper concentration of about 0.04 to about 10 parts per 100 parts polyol (pphr).

9. The method of claim 1 , comprising a co-catalyst (c′).

10. The method of claim 9 , wherein the co-catalyst is chosen from a tertiary amine.

11. The method of claim 10 , wherein the tertiary amine is chosen from triethylenediamine, 2-methyltriethylenediamine, N,N,N′,N′-tetramethylethylenediamine, N,N,N′,N′-tetramethylpropylenediamine, N,N,N′,N″,N″-pentamethyldiethylenetriamine, N,N,N′,N″,N″-pentamethyl-(3-aminopropyl)ethylenediamine, N,N,N′,N″,N″-pentamethyldipropylenetriamine, N,N,N′,N′-tetramethylhexamethylenediamine, bis(2-dimethylaminoethyl)ether, dimethylethanolamine, dimethylisopropanolamine, dimethylaminoethoxyethanol, N,N-dimethyl-N′-(2-hydroxyethyl)ethylenediamine, N,N-dimethyl-N′-(2-hydroxyethyl)propanediamine, bis(dimethylaminopropyl)amine, bis(dimethyl aminopropyl)isopropanolamine, 3-quinuclidinol, N,N,N′,N′-tetramethylguanidine, 1,3,5-tris(N,N-dimethylaminopropyl)hexahydro-S-triazine, 1,8-diazabicyclo[5.4.0]undecene-7, N-methyl-N′-(2-dimethylaminoethyl)piperazine, N,N′-dimetylpiperazine, dimethylcyclohexylamine, N-methylmorpholine, N-ethylmorpholine, 1-methylimidazole, 1,2-dimethylimidazole, 1-isobutyl-2-methylimidazole, 1-dimethylaminopropylimidazole, N,N-dimethyhexanolamine, N-methyl-N′-(2-hydroxyethyl)piperazine, 1-(2-hydroxyethyl)imidazole, 1-(2-hydroxypropyl)imidazole, 1-(2-hydroxyethyl)-2-methylimidazole, 1-(2-hydroxypropyl)-2-methylimidazole, quinuclidine, 2-methylquinuclidine, or a combination of two or more thereof.

12. The method of claim 9 , wherein the catalyst composition and the co-catalyst are added separately in part (i).

13. The method of claim 9 , wherein the catalyst composition and the co-catalyst are part of a single composition.

14. The method of claim 9 , wherein the co-catalyst is present in an amount of from about 0.1 to about 10% by weight of the catalyst composition.

15. The method of claim 1 , further comprising combining a component (e) with components (a)-(d), where component (e) is chosen from a blowing agent, a chain extender, a crosslinker, a filler, a reinforcement, a pigment, a tint, a dye, a colorant, a flame retardant, an antioxidant, an antiozonant, a UV stabilizer, an anti-static agent, a biocide, a biostat, or a combination or two or more thereof.

16. The method of claim 1 , wherein step (i) comprises frothing components (a)-(d) to form a frothed mixture.

Assignments (10)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 073168/0715 →
RELEASE OF SECURITY INTEREST Recorded Jul 18, 2025
From: KOOKMIN BANK NEW YORK BRANCH
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 072039/0906 →
FIRST LIEN TERM LOAN PATENT SECURITY AGREEMENT Recorded Mar 31, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063213/0472 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
From: BNP PARIBAS
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063259/0133 →
SECURITY INTEREST Recorded Mar 30, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK NEW YORK BRANCH
Reel/Frame 063197/0475 →
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
From: KOOKMIN BANK NEW YORK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063197/0373 →
ABL PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0252 →
SECOND LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0220 →
FIRST LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: BNP PARIBAS, AS ADMINISTRATIVE AGENT
Reel/Frame 049387/0782 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2017
From: STENGEL, JASON
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 041682/0605 →
Continuity (2)
Provisional Application 62049797 · Sep 12, 2014
Related Publication 20170225158A1 · Aug 10, 2017