Reactive amine catalysts for polyurethane applications

Patent metadata

Field	Value
Publication number	US-11208519-B2
Application number	US-201816160225-A
Country	US
Kind code	B2
Filing date	Oct 15, 2018
Priority date	Jun 1, 2015
Publication date	Dec 28, 2021
Grant date	Dec 28, 2021

Abstract

Tertiary amine catalysts having isocyanate reactive groups that are capable of forming thermally stable covalent bonds able to withstand temperatures up to 120° C. are disclosed. These catalyst can be used to produce polyurethane foam having the following desirable characteristics: a) very low chemical emissions over a wide range of environmental conditions and isocyanate indexes (e.g., indexes as low as 65 but higher than 60) while meeting all physical property requirements; b) sufficient hydrolytic stability to maintain the catalyst covalently bound to foam without leaching of tertiary amine catalyst when foam is exposed to water or aqueous solutions even at temperatures higher than ambient (temperature range 25° C. to 90° C.); and c) stable contact interface between the polyurethane polymer and other polymers (for example polycarbonate) with minimal migration of tertiary amine catalyst from polyurethane polymer to other polymers yielding no noticeable polymer deterioration at the point of contact even under conditions of heat and humidity.

First claim

The following is claimed:

1. A method for making an open cell flexible polyurethane foam comprising contacting a polyol component comprising at least one polyol and at least one copolymer polyol, and at least one isocyanate in the presence of at least one gelling catalyst and at least one blowing catalyst, and at least one component selected from the group consisting of at least one cell stabilizer, at least one blowing agent, at least one crosslinking agent, at least one chain extender, at least one pigment, at least one filler, at least one flame retardant, at least one transition metal catalyst, at least one alkali carboxylate salt, at least one alkali earth carboxylate salt, or any combination thereof; wherein all gelling catalysts used in the method are selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-[3-aminopropyl-N′,N′-bis(2-hydroxypropyl)]amine, N,N-bis(3-dimethylaminopropyl)-N-[3-aminopropyl-N′,N′-bis(2-hydroxyethyl)]amine, or a combination thereof; wherein all blowing catalysts used in the method are selected from the croup consisting of N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, or a combination thereof; wherein the at least one gelling catalyst is present in an amount between 0.1 parts by weight per hundred parts by weight of the polyol component to 5 parts by weight per hundred parts by weight of the polyol component; and wherein the at least one blowing catalyst is present in an amount between 0.01 parts by weight per hundred parts of the polyol component to 2 parts by weight per hundred parts by weight of the polyol component.

2. A method for making an open cell flexible polyurethane foam comprising (i) combining a polyol component comprising at least one polyol and at least one copolymer polyol, at least one gelling catalyst, at least one blowing catalyst and at least one component selected from the group consisting of at least one cell stabilizer, at least one blowing agent, at least one crosslinking agent, at least one chain extender, at least one pigment, at least one filler, at least one flame retardant, at least one transition metal catalyst, at least one alkali carboxylate salt, at least one alkali earth carboxylate salt, or any combination thereof, to form a mixture, and (ii) reacting the mixture with at least one isocyanate, wherein all gelling catalysts used in the method are selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-[3-aminopropyl-N′,N′-bis(2-hydroxypropyl]amine, N,N-bis(3-dimethylaminopropyl)-N-[3-aminopropyl-N′,N′-bis(2-hydroxyethyl]amine, or a combination thereof; and wherein all blowing catalysts used in the method are selected from the group consisting of N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, or a combination thereof; wherein the at least one gelling catalyst is present in an amount between 0.1 parts by weight per hundred parts by weight of the polyol component to 5 parts by weight per hundred parts by weight of the polyol component; and wherein at least one blowing catalyst is present in an amount between 0.01 parts by weight per hundred parts of the polyol component to 2 parts by weight per hundred parts by weight of the polyol component.

3. A foam produced by the method of making an open cell flexible polyurethane foam in accordance with claim 1 .

4. A foam produced by the method of making an open cell flexible polyurethane foam in accordance with claim 2 .

5. The method of claim 1 , wherein the at least one polyol comprises at least one polyether polyol.

6. The method of claim 1 , wherein the at least one copolymer polyol comprises at least one graft polyol, at least one polyurea modified polyol, or a combination thereof.

7. The method of claim 2 , wherein the at least one polyol comprises at least one polyether polyol.

8. The method of claim 2 , wherein the at least one copolymer polyol comprises at least one graft polyol, at least one polyurea modified polyol, or a combination thereof.

9. A method for making an open cell flexible polyurethane foam comprising contacting at least one polyol and at least one isocyanate in the presence of at least one gelling catalyst, at least one blowing catalyst, and at least one component selected from the group consisting of at least one cell stabilizer, at least one blowing agent, at least one crosslinking agent, at least one chain extender, at least one pigment, at least one filler, at least one flame retardant, at least one transition metal catalyst, at least one alkali carboxylate salt, at least one alkali earth carboxylate salt, or any combination thereof; wherein all gelling catalysts used in the method are selected from the group consisting of N,N-bis(3-dimethylaminopropyl)-N-[3-aminopropyl-N′,N′-bis(2-hydroxypropyl)]amine, N,N-bis(3-dimethylaminopropyl)-N-[3-aminopropyl-N′,N′-bis(2-hydroxyethyl)]amine, or a combination thereof; wherein all blowing catalysts used in the method are selected from the group consisting of N,N,N′-trimethyl-N′-3-aminopropyl-bis(aminoethyl)ether, 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol, or a combination thereof; wherein the at least one gelling catalyst present in an amount between 0.1 parts by weight per hundred parts by weight of the at least one polyol to 5 parts by weight per hundred parts by weight of the at least one polyol; and wherein at least one blowing catalyst is present in an amount between 0.01 parts by weight per hundred parts of the at least one polyol to 2 parts by weight per hundred parts by weight of the at least one polyol.

10. The method of claim 9 , wherein the at least one polyol comprises at least one polyether polyol.

Assignees

• Evonik Operations Gmbh

Inventors

• Burdeniuc Juan Jesus
• Panitzsch Torsten
• Xi Kai
• Keller Renee Jo

Classifications

• C08G18/1841

  having carbonyl groups which may be linked to one or more nitrogen or oxygen atoms · CPC title

• C08G18/657

  with compounds of C08G18/3225 or C08G18/3271 or polyamines of C08G18/38 · CPC title

• C08G2110/0083

  prepared using water as the sole blowing agent · CPC title

• C08J2375/04

  Polyurethanes · CPC title

• C08J9/142

  Compounds containing oxygen but no halogen atom · CPC title