Tertiary amine composition and method for making the composition

Patent metadata

Field	Value
Publication number	US-9273175-B2
Application number	US-201213633423-A
Country	US
Kind code	B2
Filing date	Oct 2, 2012
Priority date	Oct 3, 2011
Publication date	Mar 1, 2016
Grant date	Mar 1, 2016

Abstract

A composition and method for producing a tertiary amine is disclosed. The tertiary amine is contacted with an inert gas. The inert gas is nitrogen or more preferably argon. The amine composition is useful in producing polyurethane foam with lower levels of chemical emissions particularly lower emissions of toxic chemicals.

First claim

The invention claimed is:

1. A composition obtained by contacting at least one liquid tertiary amine with at least one inert gas wherein the amine and gas are in equilibrium and wherein the partial pressure of oxygen in the composition is less than under ambient conditions and wherein the amine contains at least one isocyanate reactive group comprising at least one member selected from the group consisting of secondary amine, hydroxyl, amide and urea and the composition is substantially free of anti-oxidants, DMF and formaldehyde.

2. The composition of claim 1 wherein the inert gas comprises at least one of nitrogen and argon.

3. The composition of claim 2 wherein the inert gas comprises argon.

4. The composition of claim 1 wherein the partial pressure of inert gas is higher than about 600 mmHg (0.79 atm) and the partial pressure of oxygen is lower than about 160 mm Hg (0.21 atm).

5. The composition of claim 4 wherein the partial pressure of the inert gas is higher than about 700 mmHg (>0.92 atm).

6. A composition in a sealed container obtained by contacting at least one liquid tertiary amine catalyst with at least one inert gas wherein the amine catalyst and gas are in equilibrium; wherein the composition is substantially free of anti-oxidants and wherein the partial pressure of inert gas is higher than about 600 mmHg (0.79 atm) and the partial pressure of oxygen is lower than about 160 mm Hg (0.21 atm).

7. The composition of claim 1 further comprising at least one polyol.

8. The composition of claim 7 further comprising at least one polyisocyanate.

9. The composition of claim 1 further comprising at least one polyol, water, at least one crosslinker, and at least one silicone surfactant.

10. The composition of claim 1 wherein at least one tertiary amine comprises N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether.

11. The composition of claim 10 further comprising at least one amine gelling catalyst.

12. The composition of claim 10 further comprising at least one member selected from the group consisting of triethylenediamine, bis(dimethylaminopropyl)amine, dimethylaminoethoxyethanol, dimethylaminopropylureas, N,N-bis(dimethylamino propyl)-N-(2-hydroypropyl)amine, N-dimethylaminopropyl-N-(2-hydroxyethyl)-N-methylamine, and N-dimethylaminoethyl-N-(2-hydroxyethyl)-N-methylamine.

13. The composition of claim 1 wherein the contacting comprising bubbling with the inert gas.

14. A composition in a sealed container consisting essentially of at least one liquid tertiary amine catalyst that has been bubbled with at least one inert gas wherein the amine catalyst and gas are in equilibrium and wherein the partial pressure of oxygen in the amine catalyst in the container is less than under ambient conditions and wherein the composition is substantially free of anti-oxidants, DMF and formaldehyde.

15. The composition of claim 6 wherein the composition is substantially free of DMF and formaldehyde.

16. The composition of claim 6 wherein the tertiary amine catalyst contains at least one isocyanate-reactive group comprising at least one member consisting of primary amine, secondary amine, hydroxyl group, amide and urea.

17. The composition of claim 16 wherein the tertiary amine catalyst comprises at least one member selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine; 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-dimethylaminoethoxy)ethanol, methyl-hydroxy-ethyl-piperazine, bis(N,N-dimethyl-3-aminopropyl)amine, N,N-dimethylaminopropyl urea, N,N′-bis(3-dimethylaminopropyl)urea, bis(dimethylamino)-2-propanol, N-(3-aminopropyl)imidazole, N-(2-hydroxypropyl)imidazole, and N-(2-hydroxyethyl)imidazole.

18. The composition of claim 16 wherein the tertiary amine catalyst comprises at least one member selected from the group consisting of 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, N,N-dimethylaminoethyl-N′-methyl-N′-ethanol, dimethylaminoethoxyethanol and N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether.

19. The composition of claim 6 wherein the tertiary amine catalyst comprises at least one member selected from the group consisting of diazabicyclooctane, tris(dimethylaminopropyl)amine, dimethylaminocyclohexylamine, bis(dimethylaminopropyl)-N-methylamine, N,N-dimethylcyclohexylamine, and N-Methyldicyclohexylamine.

20. The composition of claim 6 wherein the tertiary amine catalyst comprises at least one member selected from the group consisting of bis-dimethylaminoethyl ether, pentamethyldiethylenetriamine, hexamethyltriethylenetetramine, heptamethyltetraethylenepentamine, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, alkoxylated polyamines; imidazole-boron compositions; and amino propyl-bis(amino-ethyl)ether compositions.

Assignees

• Air Prod & Chem

Inventors

• Burdeniuc Juan Jesus
• Al-Rashid Jennifer Elizabeth Antoline
• Wang Andrew Wilson
• Dunn Diana Sue
• Jeon You-Moon
• Kniss Jane Garrett
• Wendel Stephan Hermann

Classifications

• C08G18/2054

  having one nitrogen atom in the condensed ring system · CPC title

• C08G18/4072

  Mixtures of compounds of group C08G18/63 with other macromolecular compounds · CPC title

• C08J2375/08

  from polyethers · CPC title

• C08J2205/06

  Flexible foams · CPC title

• C08G18/1825

  having hydroxy or primary amino groups · CPC title