IP Library Granted Patent US 7,049,265
Granted Patent B2
US 7,049,265 · App. 10/630,121 · Granted May 23, 2006

Organic anion catalyst system for foams

Assignee: Huntsman Petrochemical Corporation
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Quick Facts
Patent No.
US 7,049,265
App. No.
10/630,121
Granted
May 23, 2006
Kind
B2
Abstract

Disclosed herein are compositions useful for introducing metal carboxylate salts as catalysts into systems useful for producing polyurethane and polyisocyanurate foams. The methods permit the introduction of such catalysts in the absence of substantial amounts of water which otherwise cause inferior foams to be produced. A method for producing foam employing the catalysts are also described.

Claims (33)

1. A catalytic composition of matter useful in producing foam products which comprises:

a) a compound of the formula:

wherein R 1 , R 2 , R 3 , and R 4 are each independently selected from the group consisting of H, methyl, ethyl, propyl, butyl, pentyl, and any isomers of the foregoing; and m and n are each independently whole integers between 1 and 4 inclusive;

b) at least one Mannich condensate of an amino acid; and

c) a reaction product formed from the reaction between formic acid and an alkaline substance;

wherein said catalytic composition is homogeneous.

2. A composition according to claim 1 wherein said reaction product is present in an effective catalytic amount for promoting the reaction between a hydroxy group of an organic poiyoi and an isocyanate group of an organic isocyanate contained in a mixture of polyol and isocyanate to which said catalytic composition is caused to be contacted.

3. A composition according to claim 1 wherein said alkaline substance includes a hydroxide of a chemical species selected from the group consisting of: alkali metals, alkaline earth metals, transition metals, metals of Group IV of the Periodic Table of Elements, and substituted or unsubstituted ammonium ions.

4. A composition according to claim 1 wherein said alkaline substance includes an alkoxide of a chemical species selected from the group consisting of: alkali metals, alkaline earth metals, transition metals, metals of Group IV of the Periodic Table of Elements and alkyl-substituted or unsubstituted ammonium ions.

5. A composition according to claim 1 wherein said alkaline substance includes a cation selected from the group consisting of: monovalent metal cations, and di-valent metal cations, tetravalent metal cations, and alkyl-substituted or unsubstituted ammonium ions.

6. A composition according to claim 5 wherein said monovalent metal cation is selected from the group consisting of: sodium, potassium, rubidium, and cesium.

7. A catalytic composition of matter useful in producing foam products which comprises:

a) a compound selected from the group consisting of: ethylene glycol, diethylene glycol, propylene glycol, ethylene glycol monomethyl ether, dipropylene glycol, and triethylene glycol;

b) at least one Mannich condensate of an amino acid; and

c) a reaction product formed from the reaction between formic acid and an alkaline substance;

wherein said catalytic composition is homogeneous.

8. A composition according to claim 1 wherein said Mannich condensate is formed from the condensation of an alkyl phenol, formaldehyde, and an amino acid having at least one active hydrogen atom attached to a nitrogen atom.

9. The composition according to claim 7 wherein said amino acid is selected from the group consisting of: lysine, aspartic acid, cysteine, proline, phenylalanine, glycine, and serme.

10. The composition according to claim 8 wherein said alkyl phenol includes at least one alkyl group having between 2 and 20 carbon atoms bonded to the benzene ring.

11. The composition according to claim 8 wherein the alkyl phenol is a mono-alkylated or di-alkylated phenol which contains at least one alkyl group selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, or any structural isomers of the foregoing bonded to the benzene ring of said phenol.

12. A composition according to claim 1 wherein said amino acid is selected from the group consisting of: lysine, aspartic acid, cysteine, proline, phenylalanine, glycine, and serine.

13. A composition according to claim 1 wherein said amino acid is sarcosine.

14. A composition according to claim 7 wherein said amino acid is sarcosine.

15. A composition according to claim 7 wherein said reaction product is present in an effective catalytic amount for promoting the reaction between a hydroxy group of an organic poyol and an isocyanate group of an organic isocyanate contained in a mixture of polyol and isocyanate to which said catalytic composition is caused to be contacted.

16. A composition according to claim 7 wherein said alkaline substance includes a hydroxide of a chemical species selected from the group consisting of: alkali metals, alkaline earth metals, transition metals, metals of Group IV of the Periodic Table of Elements, and substituted or unsubstituted ammonium ions.

17. A composition according to claim 7 wherein said alkaline substance includes an alkoxide of a chemical species selected from the group consisting of: alkali metals, alkaline earth metals, transition metals, metals of Group IV of the Periodic Table of Elements and alkyl-substituted or unsubstituted ammonium ions.

18. A composition according to claim 7 wherein said alkaline substance includes a cation selected from the group consisting of: monovalent metal cations, and di-valent metal cations, tetravalent metal cations, and alkyl-substituted or unsubstituted ammonium ions.

19. A composition according to claim 18 wherein said monovalent metal cation is selected from the group consisting of: sodium, potassium, rubidium, and cesium.

20. A catalytic composition of matter useful in producing foam products which comprises:

a) a compound selected from the group consisting of: ethylene glycol, diethylene glycol, propylene glycol, ethylene glycol monomethyl ether, dipropylene glycol, and triethylene glycol;

b) at least Mannich condensate of sarcosine; and

c) a reaction product formed from the reaction between formic acid and an alkaline substance;

wherein said catalytic composition is homogeneous.

Assignments (4)
RELEASE OF SECURITY INTEREST Recorded Feb 8, 2011
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS COLLATERAL AGENT (F/K/A BANKERS TRUST COMPANY, AS COLLATERAL AGENT)
To: HUNTSMAN INTERNATIONAL LLC; HUNTSMAN ADVANCED MATERIALS LLC; HUNTSMAN ADVANCED MATERIALS AMERICAS LLC; HUNTSMAN ETHYLEMEAMINES LLC; HUNTSMAN PETROCHEMICAL LLC
Reel/Frame 025765/0853 →
SECURITY AGREEMENT Recorded Jan 28, 2005
From: HUNSTMAN PETROCHEMICAL CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS AGENT
Reel/Frame 015661/0547 →
GRANT OF SECURITY INTEREST IN U.S. TRADEMARKS AND PATENTS Recorded Dec 4, 2003
From: HUNTSMAN PETROCHEMICAL CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS (FORMERLY KNOWN AS BANKER TRUST COMPANY), AS COLLATERAL AGENT
Reel/Frame 014782/0186 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2003
From: GRIGSBY, JR., ROBERT A.; ZIMMERMAN, ROBERT L.; RISTER, JR., ERNEST L.
To: HUNTSMAN PETROCHEMICAL CORPORATION
Reel/Frame 014376/0199 →
Continuity (1)
Related Publication 20050026775A1 · Feb 3, 2005