IP Library Granted Patent US 8,637,584
Granted Patent B2
US 8,637,584 · App. 11/753,633 · Granted Jan 28, 2014

Polyester polyol-containing polyurethane systems having improved hydrolytic stability

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Quick Facts
Patent No.
US 8,637,584
App. No.
11/753,633
Granted
Jan 28, 2014
Kind
B2
Abstract

An isocyanate reactive composition for making a polyurethane foam includes a tertiary amine urethane catalyst comprising a di(C1-C4)alkyl fatty alkyl amine and a polyester polyol. The use of one or more of fatty alkyl tertiary amine serves to reduce hydrolysis of the polyester polyol in the isocyanate reactive composition.

Claims (22)

1. An isocyanate reactive composition comprising at least one polyester polyol, at least one Mannich polyol, water and a urethane catalyst composition comprising dimethyloleyl amine.

2. The composition of claim 1 further comprising a fire retardant.

3. The composition of claim 1 in which the urethane catalyst composition further comprises at least one other tertiary amine urethane catalyst.

4. The composition of claim 1 in which the urethane catalyst composition comprises 10 to 40 wt % pentamethyldiethylenetriamine, 20 to 80 wt % tris(dimethylaminopropyl)amine and 10 to 50 wt % dimethyloleyl amine.

5. A polyurethane foam composition comprising the contact product of a polyisocyanate and an isocyanate reactive composition comprising a polyester polyol, water and a urethane catalyst composition comprising dimethyloleyl amine.

6. The polyurethane foam composition of claim 5 further comprising a fire retardant.

7. The polyurethane foam composition of claim 6 further comprising a Mannich polyol.

8. The polyurethane foam composition of claim 7 in which the urethane catalyst composition comprises at least one other tertiary amine urethane catalyst.

9. The polyurethane foam composition of claim 5 in which the urethane catalyst composition comprises 10 to 40 wt % pentamethyldiethylenetriamine, 20 to 80 wt % tris(dimethylaminopropyl)amine and 10 to 50 wt % dimethyloleyl amine.

10. The polyurethane foam composition of claim 7 comprising one or more blowing agents.

11. A method of making a polyurethane foam, the method comprising combining at least one polyisocyanate and an isocyanate reactive composition comprising at least one polyester polyol, at least one Mannich polyol, at least one flame retardant, at least one surfactant, water and a urethane catalyst composition comprising dimethyloleyl amine.

12. The method of claim 11 wherein the polyester polyol comprises 10-100 pphp of the reactive composition.

13. The method of claim 11 wherein the surfactant comprises a silicon surfactant and the silicon surfactant comprises 0.2-5 pphp of the reactive composition.

14. The method of claim 11 wherein the catalyst composition further comprises at least one member selected from the group consisting of amine catalysts, metal catalysts, and trimerization catalysts.

15. The method of claim 11 wherein the foam has an NCO index of 80 to 500.

16. The composition of claim 1 further comprising at least one member selected from the group consisting of triethylenediamine, quinuclidine, pentamethyldipropylenetriamine, dimethylcyclohexyl amine, tris(dimethylaminopropyl)-amine, 1,2-dimethylimidazole, 1,8-diazabicyclo-[5.4.0]undec-7-ene, N,N-bis(3-dimethylaminopropyl) N-isopropanol-amine; N,N-dimethylaminoethyl-N′-methyl ethanolamine; N,N,N′-trimethylaminopropyl ethanolamine; N,N-dimethylethanolamine; N,N-dimethyl-N′,N′-2-hydroxy(propyl)-1,3-propylenediamine; dimethylaminopropylamine; N,N,N″,N″-tetramethyldipropylene-triamine; N,N-bis(3-dimethylaminopropyl)-1,3-propanediamine; N-dimethylaminopropyl-N-methylethanolamine; (N,N-dimethylaminoethoxy)ethanol; methylhydroxyethylpiperazine; bis(N,N-dimethyl-3-aminopropyl)amine; N,N-dimethylamino-propyl urea, N,N′-bis(3-dimethylamino-propyl)urea; bis(dimethylamino)-2-propanol; N-(3-aminopropyl)imidazole; N-(2-hydroxy-propyl)-imidazole; and N-(2-hydroxyethyl)imidazole.

17. The composition of claim 1 further comprising at least one member selected from the group consisting of bis(dimethylaminoethyl)ether, pentamethyldiethylenetriamine, permethylated triethylenetetramine, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, alkoxylated polyamines, imidazole-boron compositions, aminopropyl-bis(aminoethyl)ether compositions; dimethylaminoethoxyethanol; N,N,N′-trimethyl-N′-3-amino-propyl-bis(aminoethyl)ether; and N,N,N′-trimethyl-N′-aminopropyl-bis(aminoethyl)ether.

18. The composition of claim 1 further comprising at least one member selected from the group consisting of N-hydroxyalkyl quaternary ammonium carbonylate and potassium 2-ethylhexanoate.

19. The composition of claim 1 further comprising at least one amine salt formed with a carboxylic acid salt, a phenol, or a substituted phenol.

20. The composition of claim 1 further comprising at least one member selected from the group consisting of cell stabilizers, crosslinking agents, chain extenders, pigments, and fillers.

21. The composition of claim 20 wherein the chain extenders comprise at least one of ethylene glycol and 1,4-butanediol.

22. The composition of claim 5 wherein the polyisocyanate comprises at least one member selected from the group consisting of hexamethylene diisocyanate, phenylene diisocyanate, toluene diisocyanate, and 4,4′-diphenylmethane diisocyanate.

Assignments (3)
CHANGE OF NAME Recorded Dec 19, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051371/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 18, 2017
From: AIR PRODUCTS AND CHEMICALS, INC.
To: EVONIK DEGUSSA GMBH
Reel/Frame 042491/0684 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 25, 2007
From: ANDREW, GARY DALE; BURDENIUC, JUAN JESUS; ZARKOV, GORAN
To: AIR PRODUCTS AND CHEMICALS, INC.
Reel/Frame 019344/0026 →