IP Library Granted Patent US 9,447,227
Granted Patent B2
US 9,447,227 · App. 14/044,904 · Granted Sep 20, 2016

Flexible polyurethane foam and associated method and article

Inventor: Edward Norman Peters (Lenox, MA)
Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
C08G18/76C08G18/1808C08G18/1833C08G18/4816C08G18/4829C08G18/4833C08G18/4841C08G18/6674C08G18/6688C08G18/7671C08G18/0838C08G18/4879C08G2101/005C08G2101/0008C08G2350/00
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Quick Facts
Patent No.
US 9,447,227
App. No.
14/044,904
Granted
Sep 20, 2016
Kind
B2
Abstract

A polyurethane foam is prepared from a reaction mixture that includes specific amounts of a polyol, an aromatic isocyanate compound, a particulate poly(phenylene ether), and a blowing agent. The polyurethane foam exhibits one or more of increased compressive force deflection, increased flame retardancy, and increased rate of formation. A method of preparing the foam and articles incorporating the foam are described.

Claims (69)

1. A polyurethane foam comprising the product of a reaction mixture comprising:

40 to 70 weight percent of a polyol;

20 to 40 weight percent of an aromatic isocyanate compound having an average of at least 2 isocyanate groups per molecule;

2 to 30 weight percent of a particulate poly(phenylene ether) comprising repeating structural units having the formula

wherein each occurrence of Z 1 is independently halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, or C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms; and each occurrence of Z 2 is independently hydrogen, halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, or C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms, and wherein the particulate poly(phenylene ether) has a mean particle size of 1 to 40 micrometers; and

0.5 to 5 weight percent of a blowing agent;

wherein the weight percent values are based on the total weight of the polyol, the aromatic isocyanate compound, the particulate poly(phenylene ether), and the blowing agent;

wherein the reaction mixture is characterized by an isocyanate index of 65 to 95; and

wherein the polyurethane foam has a density of 0.01 to 0.16 grams/centimeter 3 .

2. The polyurethane foam of claim 1 , wherein the polyol comprises a propylene oxide capped polyether triol, an ethylene oxide capped polyether polyol, or a combination thereof.

3. The polyurethane foam of claim 1 , wherein the aromatic isocyanate compound comprises 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 2,2,4-trimethyl-1,6-hexamethylene diisocyanate, 1,12-dodecamethylene diisocyanate, cyclohexane-1,3-diisocyanate, cyclohexane-1,4-diisocyanate, 1-isocyanato-2-isocyanatomethyl cyclopentane, 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl-cyclohexane, bis(4-isocyanatocyclohexyl)methane, 2,4′-dicyclohexyl-methane diisocyanate, 1,3-bis(isocyanatomethyl)-cyclohexane, 1,4-bis-(isocyanatomethyl)-cyclohexane, bis(4-isocyanato-3-methyl-cyclohexyl)methane, alpha,alpha,alpha′,alpha′-tetramethyl-1,3-xylylene diisocyanate, alpha,alpha,alpha′,alpha′-tetramethyl-1,4-xylylene diisocyanate, 1-isocyanato-1-methyl-4(3)-isocyanatomethyl cyclohexane, 2,4-hexahydrotoluene diisocyanate, 2,6-hexahydrotoluene diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 2,4-diphenylmethane diisocyanate, 4,4′-diphenylmethane diisocyanate, 1,5-diisocyanato naphthalene, an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule, or a combination thereof.

4. The polyurethane foam of claim 1 , wherein the aromatic isocyanate compound comprises 2,4′-diphenylmethane diisocyanate, 4,4′-diphenylmethane diisocyanate, toluene 2,6-diisocyanate, toluene 2,4-diisocyanate, an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule, or a combination thereof.

5. The polyurethane foam of any of claims 1 - 4 , wherein the particulate poly(phenylene ether) is a particulate poly(2,6-dimethyl-1,4-phenylene ether).

6. The polyurethane foam of any of claims 1 - 4 , wherein the particulate poly(phenylene ether) has a mean particle size of 2 to 8 micrometers.

7. The polyurethane foam of any of claims 1 - 4 , wherein the blowing agent comprises water.

8. The polyurethane foam of claim 1 ,

wherein the polyol comprises an ethylene oxide capped polyether triol, a propylene oxide capped polyether triol, or a combination thereof;

wherein the aromatic isocyanate compound comprises 2,4′-diphenylmethane diisocyanate, 4,4′-diphenylmethane diisocyanate, toluene 2,6-diisocyanate, toluene 2,4-diisocyanate, an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule, or a combination thereof;

wherein the particulate poly(phenylene ether) is a particulate poly(2,6-dimethyl-1,4-phenylene ether);

wherein the particulate poly(phenylene ether) has a mean particle size of 2 to 8 micrometers;

wherein the blowing agent comprises water; and

wherein the reaction mixture comprises

45 to 65 weight percent of the polyol,

25 to 35 weight percent of the aromatic isocyanate compound,

3 to 25 weight percent of the particulate poly(phenylene ether), and

1.7 to 3 weight percent of the blowing agent.

9. An article comprising a polyurethane foam, the polyurethane foam comprising the product of a reaction mixture comprising:

40 to 70 weight percent of a polyol;

20 to 40 weight percent of an aromatic isocyanate compound having an average of at least 2 isocyanate groups per molecule;

2 to 30 weight percent of a particulate poly(phenylene ether) comprising repeating structural units having the formula

wherein each occurrence of Z 1 is independently halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, hydrocarbyloxy, or C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms; and each occurrence of Z 2 is independently hydrogen, halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, or C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms; and wherein the poly(phenylene ether) has a mean particle size of 1 to 40 micrometers; and

0.5 to 5 weight percent of a blowing agent;

wherein the weight percent values are based on the total weight of the polyol, the aromatic isocyanate compound, the particulate poly(phenylene ether), and the blowing agent;

wherein the reaction mixture is characterized by an isocyanate index of 65 to 95; and

wherein the polyurethane foam has a density of 0.01 to 0.16 grams/centimeter 3 .

10. The article of claim 9 , selected from the group consisting of bedding, furniture, automotive interiors, mass transportation interiors, flooring underlay, packaging, textiles, lining and gasketing applications, acoustic dampening materials, and weather stripping.

11. The article of claim 9 ,

wherein the polyol comprises an ethylene oxide capped polyether triol, a propylene oxide capped polyether triol, or a combination thereof;

wherein the aromatic isocyanate compound comprises 2,4′-diphenylmethane diisocyanate, 4,4′-diphenylmethane diisocyanate, toluene 2,6-diisocyanate, toluene 2,4-diisocyanate, an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule, or a combination thereof;

wherein the particulate poly(phenylene ether) is a particulate poly(2,6-dimethyl-1,4-phenylene ether);

wherein the particulate poly(phenylene ether) has a mean particle size of 2 to 8 micrometers;

wherein the blowing agent comprises water; and

wherein the reaction mixture comprises

45 to 65 weight percent of the polyol,

25 to 35 weight percent of the aromatic isocyanate compound,

3 to 25 weight percent of the particulate poly(phenylene ether), and

1.7 to 3 weight percent of the blowing agent.

12. A method of forming a polyurethane foam, the method comprising:

reacting

40 to 70 weight percent of a polyol, and

20 to 40 weight percent of an aromatic isocyanate compound having an

average of at least 2 isocyanate groups per molecule, in the presence of

2 to 30 weight percent of a particulate poly(phenylene ether) comprising repeating structural units having the formula

wherein each occurrence of Z 1 is independently halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, or C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms, and each occurrence of Z 2 is independently hydrogen, halogen, unsubstituted or substituted C 1 -C 12 hydrocarbyl provided that the hydrocarbyl group is not tertiary hydrocarbyl, C 1 -C 12 hydrocarbylthio, C 1 -C 12 hydrocarbyloxy, or C 2 -C 12 halohydrocarbyloxy wherein at least two carbon atoms separate the halogen and oxygen atoms, and wherein the particulate poly(phenylene ether) has a mean particle size of 1 to 40 micrometers, and

0.5 to 5 weight percent of a blowing agent to form a polyurethane foam;

wherein the weight percent values are based on the total weight of the polyol, the aromatic isocyanate compound, the particulate poly(phenylene ether), and the blowing agent;

wherein the reaction mixture is characterized by an isocyanate index of 65 to 95; and

wherein the polyurethane foam has a density of 0.01 to 0.16 grams/centimeter 3 .

13. The method of claim 12 ,

wherein the polyol comprises an ethylene oxide capped polyether triol, a propylene oxide capped polyether triol, or a combination thereof;

wherein the aromatic isocyanate compound comprises 2,4′-diphenylmethane diisocyanate, 4,4′-diphenylmethane diisocyanate, toluene 2,6-diisocyanate, toluene 2,4-diisocyanate, an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule, or a combination thereof;

wherein the particulate poly(phenylene ether) is a particulate poly(2,6-dimethyl-1,4-phenylene ether);

wherein the particulate poly(phenylene ether) has a mean particle size of 2 to 8 micrometers;

wherein the blowing agent comprises water; and

wherein

the polyol amount is 45 to 65 weight percent,

the aromatic isocyanate compound amount is 25 to 35 weight percent,

the particulate poly(phenylene ether) amount is 3 to 25 weight percent, and

the blowing agent amount is 1.7 to 3 weight percent.

Assignments (6)
CORRECTIVE ASSIGNMENT TO CORRECT THE REMOVE THE APPLICATION NUMBER 15039474 PREVIOUSLY RECORDED AT REEL: 054528 FRAME: 0467. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 23, 2021
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 057453/0680 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 26, 2020
From: SABIC GLOBAL TECHNOLOGIES B.V.
To: SHPP GLOBAL TECHNOLOGIES B.V.
Reel/Frame 054528/0467 →
CORRECTIVE ASSIGNMENT TO CORRECT THE 12/116841, 12/123274, 12/345155, 13/177651, 13/234682, 13/259855, 13/355684, 13/904372, 13/956615, 14/146802, 62/011336 PREVIOUSLY RECORDED ON REEL 033591 FRAME 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 29, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033663/0427 →
CORRECTIVE ASSIGNMENT TO CORRECT REMOVE 10 APPL. NUMBERS PREVIOUSLY RECORDED AT REEL: 033591 FRAME: 0673. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME. Recorded Aug 28, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033649/0529 →
CHANGE OF NAME Recorded Aug 22, 2014
From: SABIC INNOVATIVE PLASTICS IP B.V.
To: SABIC GLOBAL TECHNOLOGIES B.V.
Reel/Frame 033591/0673 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 19, 2013
From: PETERS, EDWARD NORMAN
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 031631/0331 →
Continuity (1)
Related Publication 20150099816A1 · Apr 9, 2015