Amine catalyst for improving the stability of polyurethane systems having halogen containing blowing agents

Patent metadata

Field	Value
Publication number	US-10196476-B2
Application number	US-201314437070-A
Country	US
Kind code	B2
Filing date	Oct 24, 2013
Priority date	Oct 24, 2012
Publication date	Feb 5, 2019
Grant date	Feb 5, 2019

Abstract

Catalyst compositions useful in the production of insulating polyurethane or polyisocyanurate foam are disclosed. The catalyst compositions impart increased stability of a mixture of the catalyst, a halogen-containing blowing agent, and a polyol. These catalyst compositions comprise of at least 10% of a tetraalkylguanidine and at least 10% of a tertiary amine catalyst with an isocyanate reactive group. These improved catalysts can be used with any halogenated blowing agent, and provide substantial stability benefits with the use of hydrofluoroolefins and hydrofluorochloroolefins. In an exemplary embodiment, a process includes providing a pre-mix comprising a hydrohaloolefin blowing agent, at least one polyol, water, and a catalyst comprising 10-50% tetramethylguanidine and 10-90% of one or more of an amine catalyst containing an isocyanate reactive group.

First claim

The following is claimed:

1. A polyol premix composition comprising at least one halogenated blowing agent, at least one polyol, water, and a catalyst composition comprising equal amounts of tetramethylguanidine and N,N-dimethylaminoethyl-N′-methyl ethanolamine.

2. A polyol premix composition comprising at least one halogenated blowing agent, at least one polyol, water, and a catalyst composition comprising at least 10 wt % tetramethylguanidine and about 10 to about 90 wt % of one or more of a tertiary amine catalyst with an isocyanate reactive group selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine, N,N-dimethylaminoethyl-N′-methyl ethanolamine, 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, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, N,N-dimethylaminoethyl-N′-methyl-N′-ethanol, dimethylaminoethoxyethanol, N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether, and combinations thereof.

3. A polyol premix composition of claim 2 in which the halogenated blowing agent contains a hydrohaloolefin.

4. The polyol premix of claim 3 in which the hydrohaloolefin blowing agent comprises trans-1-chloro-3,3,3-trifluoropropene.

5. The pre-mix composition of claim 2 wherein the catalyst composition further comprises about 10 to about 80 wt % of a tertiary amine catalyst that does not have an isocyanate reactive group selected from the group consisting of dimethylcyclohexylamine, dicyclohexylamine, pentamethyldiethylenetriamine, bis(3-dimethylaminopropyl)-N,N-dimethylpropanediamine, N-hexadexyl-N,N-dimethylamine, 1,2-dimethylimidazole, 1-methylimidazole, 2-methylimidazole, 2-isopropylimidazole, 2-ethyl-4-methylimidazole, and combinations thereof.

6. The pre-mix composition of claim 5 where the tertiary amine catalyst that does not have an isocyanate reactive group is 1,2-dimethylimidazole.

7. The pre-mix composition of claim 2 where the catalyst composition comprises equal amounts of tetramethylguanidine, dimethylaminoethoxyethanol, and a solution of about 70 wt % 1,2-dimethylimidazole in a glycol.

8. The pre-mix composition of claim 2 further comprising at least one metal catalyst.

9. The premix of claim 8 where the metal catalyst comprises at least one organotin compound.

10. The premix of claim 8 where the metal catalyst comprises a carboxylate complex of one or more of potassium, bismuth or sodium.

11. The premix of claim 2 further comprising a quaternary ammonium salt.

12. The pre-mix composition of claim 2 further comprising at least one cell stabilizer.

13. The pre-mix composition of claim 2 wherein the catalyst comprises about 0.1 to about 10% of the polyol premix composition.

14. The pre-mix composition of claim 2 wherein the catalyst comprises about 0.5 to about 5% of the polyol premix composition.

15. A method for making foam comprising contacting the pre-mix composition of claim 1 with at least one isocyanate.

16. A polyol premix composition comprising at least one halogenated blowing agent, at least one polyol, water, and a catalyst composition consisting of at least 10 wt % tetramethylguanidine and about 10 to about 90 wt % of one or more of a tertiary amine catalyst with an isocyanate reactive group selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-isopropanolamine, N,N-dimethylaminoethyl-N′-methyl ethanolamine, 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, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, N,N-dimethylaminoethyl-N′-methyl-N′-ethanol, dimethylaminoethoxyethanol, N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether, and combinations thereof.

Assignees

• Evonik Degussa Gmbh

Inventors

• Burdeniuc Juan Jesus
• Vincent Jean Louise
• Miller Timothy J

Classifications

• C08J9/144

  containing carbon, halogen and hydrogen only · CPC title

• C08G18/546

  Oxyalkylated polycondensates of aldehydes · CPC title

• C08G18/1833

  having ether, acetal, or orthoester groups · CPC title

• C08G18/227

  of antimony, bismuth or arsenic · CPC title

• C08G2101/0025

  Chemistry & Metallurgy · mapped topic