Low emissions polyurethane foam made with isocyanate reactive amine catalysts

Patent metadata

Field	Value
Publication number	US-11104757-B2
Application number	US-201916567292-A
Country	US
Kind code	B2
Filing date	Sep 11, 2019
Priority date	Sep 12, 2014
Publication date	Aug 31, 2021
Grant date	Aug 31, 2021

Abstract

Tertiary amine catalysts having isocyanate reactive groups capable of forming thermally stable covalent bonds able to withstand temperatures from 120° C. and higher and up to 250° 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); 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 invention claimed is:

1. A method for making a contact interface comprising a low emissions polyurethane foam and a polycarbonate surface comprising the steps of
a) preparing a low emissions polyurethane foam by contacting at least one polyol and at least one polyisocyanate in the presence of a catalyst composition comprising a combination of a gelling catalyst and at least one blowing catalyst, wherein the gelling catalyst consists of N,N-bis(dimethylaminopropyl)-N-(3-aminopropyl)-amine, wherein the at least one blowing catalyst comprises 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol; wherein the amount of N,N-bis(dimethylaminopropyl)-N-(3-aminopropyl)-amine in the polyurethane foam is about 0.1 to about 5 parts by weight per hundred parts by weight of the at least one polyol, wherein the amount of 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol in the polyurethane foam is about 0.01 to about 5 parts by weight per hundred parts by weight of the at least one polyol;
b) contacting the polyurethane foam with a polycarbonate surface; and
c) bringing the polyurethane foam in contact with the polycarbonate surface to 90° C.

2. The method of claim 1 wherein the polyisocyanate has an NCO index of about 60 to 65.

3. The method of claim 1 wherein the polyisocyanate has an NCO index of about 90 to 110.

4. The method of claim 1 wherein the catalyst composition further comprises at least one additional blowing catalyst other than 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol.

5. The method of claim 4 wherein the at least one additional blowing catalyst other than 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol is a non-emissive tertiary amine.

6. A method for making a contact interface comprising a low emissions polyurethane foam and a polycarbonate surface comprising the steps of
a) preparing a low emissions polyurethane foam by contacting at least one polyol and at least one polyisocyanate in the presence of a catalyst composition comprising a combination of a gelling catalyst, at least one gelling co-catalyst and at least one blowing catalyst, wherein the gelling catalyst consists of N,N-bis(dimethylaminopropyl)-N-(3-aminopropyl)-amine, wherein the gelling co-catalyst is selected from the group consisting of N,N-bis(3-dimethylamino-propyl)-N-(2-hydroxypropyl) amine; N,N-dimethyl-N′,N′-bis(2-hydroxypropyl)-1,3-propylenediamine; dimethylaminopropylamine; N-methyl-N-2-hydroxypropyl-piperazine, bis-dimethylaminopropyl amine, dimethylaminopropyl urea, N,N′-bis(3-dimethylaminopropyl) urea, 1,3-bis(dimethylamino)-2-propanol, 6-dimethylamino-1-hexanol, N-(3-aminopropyl)imidazole, N-(2-hydroxypropyl)imidazole, N,N′-bis(2-hydroxypropyl) piperazine, N-(2-hydroxypropyl)-morpholine, and N-(2-hydroxyethylimidazole), wherein the at least one blowing catalyst comprises 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol; wherein the amount of N,N-bis(dimethylaminopropyl)-N-(3-aminopropyl)-amine in the polyurethane foam is about 0.1 to about 5 parts by weight per hundred parts by weight of the at least one polyol;
b) contacting the polyurethane foam with a polycarbonate surface; and
c) bringing the polyurethane foam in contact with the polycarbonate surface to 90° C.

7. The method of claim 6 wherein the polyisocyanate has an NCO index of about 60 to 65.

8. The method of claim 6 wherein the polyisocyanate has an NCO index of about 90 to 110.

9. The method of claim 6 wherein the catalyst composition further comprises at least one additional blowing catalyst other than 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol.

10. The method of claim 9 wherein the at least one additional blowing catalyst other than 2-[N-(dimethylaminoethoxyethyl)-N-methylamino]ethanol is a non-emissive tertiary amine.

Assignees

• Evonik Operations Gmbh

Inventors

• Burdeniuc Juan Jesus
• Panitzsch Torsten
• Keller Renee Jo

Classifications

• C07C209/48 Primary

  by reduction of nitriles · CPC title

• C08G18/1808 Primary

  having alkylene polyamine groups · CPC title

• C08G18/72

  Polyisocyanates or polyisothiocyanates · CPC title

• C07C253/30

  by reactions not involving the formation of cyano groups · CPC title

• C08G18/4804

  Two or more polyethers of different physical or chemical nature · CPC title