IP Library Granted Patent US 11,104,757
Granted Patent B2
US 11,104,757 · App. 16/567,292 · Granted Aug 31, 2021

Low emissions polyurethane foam made with isocyanate reactive amine catalysts

Inventors: Juan Jesus Burdeniuc (Colmar, PA); Torsten Panitzsch (Henstedt-Ulzburg, DE); Renee Jo Keller (Orwigsburg, PA)
Assignee: Evonik Operations GmbH
C08G18/1808C07C209/48C07C211/14C07C253/30C08G18/0871C08G18/14C08G18/1825C08G18/3275C08G18/409C08G18/4804C08G18/4812C08G18/4841C08G18/6688C08G18/7621C08G18/7657C08G18/7671C08J9/0061C08G2110/005C08G2110/0008C08G2110/0083C08J2205/05C08J2205/06C08J2375/08
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,104,757
App. No.
16/567,292
Granted
Aug 31, 2021
Kind
B2
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.

Claims (16)

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.

Assignments (2)
CHANGE OF NAME Recorded Nov 26, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051135/0315 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2019
From: BURDENIUC, JUAN; PANITZSCH, TORSTEN; KELLER, RENEE JO
To: EVONIK DEGUSSA GMBH
Reel/Frame 050519/0224 →
Continuity (3)
Continuation 15510328
Provisional Application 62049568 · Sep 12, 2014
Related Publication 20200002457A1 · Jan 2, 2020
Cited By (3)
US 12,595,332 US 12,612,503 US 12,698,376