IP Library Granted Patent US 9,169,368
Granted Patent B2
US 9,169,368 · App. 13/953,858 · Granted Oct 27, 2015

Rigid foam and associated article

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Quick Facts
Patent No.
US 9,169,368
App. No.
13/953,858
Granted
Oct 27, 2015
Kind
B2
Abstract

A polyurethane or polyisocyanurate foam is prepared from a reaction mixture that includes comprising a polyol, an aromatic isocyanate compound, and a blowing agent. The polyol includes a poly(phenylene ether) having a number average molecular weight of 600 to 2000 atomic mass units and an average of 1.5 to 3 hydroxyl groups per molecule. The polyurethane or polyisocyanurate foam exhibits improved resistance to burning and/or reduced elapsed times to formation of tack-free foams relative to foams prepared without the poly(phenylene ether).

Claims (47)

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

a polyol comprising a poly(phenylene ether) having a number average molecular weight of 600 to 2000 atomic mass units and an average of 1.5 to 3 hydroxyl groups per molecule;

an aromatic isocyanate compound having an average of at least 2 isocyanate groups per molecule; and

a blowing agent;

wherein the reaction mixture is characterized by an isocyanate index of 105 to 350; and

wherein the polyurethane or polyisocyanurate foam has a core density of 0.03 to 0.7 gram/centimeter 3 .

2. The polyurethane or polyisocyanurate foam of claim 1 , wherein the poly(phenylene ether) is a copolymer of monomers comprising a monohydric phenol and a dihydric phenol.

3. The polyurethane or polyisocyanurate foam of claim 2 , wherein the monohydric phenol comprises 2,6-dimethylphenol and the dihydric phenol comprises 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane.

4. The polyurethane or polyisocyanurate foam of claim 1 , wherein the polyol comprises the poly(phenylene ether) in an amount of 5 to 50 weight percent, based on the weight of the polyol.

5. The polyurethane or polyisocyanurate foam of claim 1 , wherein the polyol further comprises an ethoxylated saccharide, a propoxylated saccharide, a butoxylated saccharide, an ethoxylated glycerin, a propoxylated glycerin, a butoxylated glycerin, an ethoxylated diethanolamine, a propoxylated diethanolamine, a butoxylated diethanolamine, an ethoxylated triethanolamine, a propoxylated triethanolamine, a butoxylated triethanolamine, an ethoxylated trimethylolpropane, a propoxylated trimethylolpropane, a butoxylated trimethylolpropane, an ethoxylated erythritol, a propoxylated erythritol, a butoxylated erythritol, an ethoxylated pentaerythritol, a propoxylated pentaerythritol, a butoxylated pentaerythritol, an ethoxylated ethylenediamine, a propoxylated ethylenediamine, a butoxylated ethylenediamine, an aliphatic polyester diol, an aromatic polyester polyol, or a combination thereof.

6. The polyurethane or polyisocyanurate foam of claim 1 , wherein the polyol further comprises a propoxylated sucrose, a propoxylated glycerin, an aromatic polyester diol, or a combination thereof.

7. The polyurethane or polyisocyanurate 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.

8. The polyurethane or polyisocyanurate foam of claim 1 , wherein the aromatic isocyanate compound comprises an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule.

9. The polyurethane or polyisocyanurate foam of claim 1 , having a core density of 0.03 to 0.06 grams/centimeter 3 determined at 23° C. using ASTM D 1622-03.

10. The polyurethane or polyisocyanurate foam of claim 1 , wherein the polyurethane or polyisocyanurate foam is a polyurethane foam, and the isocyanate index is 105 to 125.

11. The polyurethane or polyisocyanurate foam of claim 1 , wherein the polyurethane or polyisocyanurate foam is a polyisocyanurate foam, and the isocyanate index is 180 to 350.

12. The polyurethane or polyisocyanurate foam of claim 1 ,

wherein the polyurethane or polyisocyanurate foam is a polyurethane foam, and the isocyanate index is 105 to 125;

wherein the poly(phenylene ether) has a number average molecular weight of 1000 to 1500 atomic mass units and an average of 1.6 to 2.5 hydroxyl groups per molecule;

wherein the poly(phenylene ether) is a copolymer of a monohydric phenol comprising 2,6-dimethylphenol and a dihydric phenol comprising 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane;

wherein the polyol comprises the poly(phenylene ether) in an amount of 5 to 50 weight percent, based on the weight of the polyol composition, and further comprises 50 to 95 weight percent of a propoxylated sucrose, a propoxylated glycerin, or a combination thereof; and

wherein the aromatic isocyanate compound comprises an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule.

13. The polyurethane or polyisocyanurate foam of claim 1 ,

wherein the polyurethane or polyisocyanurate foam is a polyisocyanurate foam, and the isocyanate index is 180 to 350;

wherein the poly(phenylene ether) has a number average molecular weight of 1000 to 1500 atomic mass units and an average of 1.6 to 2.5 hydroxyl groups per molecule;

wherein the poly(phenylene ether) is a copolymer of a monohydric phenol comprising 2,6-dimethylphenol and a dihydric phenol comprising 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane;

wherein the polyol comprises the poly(phenylene ether) in an amount of 5 to 50 weight percent, based on the weight of the polyol composition, and further comprises 50 to 95 weight percent of a propoxylated sucrose, a propoxylated glycerin, an aromatic polyester diol, or a combination thereof; and

wherein the aromatic isocyanate compound comprises an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule.

14. An article comprising polyurethane or polyisocyanurate foam, the polyurethane or polyisocyanurate foam comprising the product of a reaction mixture comprising:

a polyol comprising a poly(phenylene ether) having a number average molecular weight of 600 to 2000 atomic mass units and an average of 1.5 to 3 hydroxyl groups per molecule;

an aromatic isocyanate compound having an average of at least 2 isocyanate groups per molecule, and

a blowing agent;

wherein the reaction mixture is characterized by an isocyanate index of 105 to 350; and

wherein the polyurethane or polyisocyanurate foam has a core density of 0.03 to 0.7 gram/centimeter 3 .

15. The article of claim 14 , selected from the group consisting of refrigerators, freezers, water tanks, floor insulation panels, wall insulation panels, roof insulation panels, thermally insulated pipes, and thermally insulated containers.

16. The article of claim 14 ,

wherein the polyurethane or polyisocyanurate foam is a polyurethane foam, and the isocyanate index is 105 to 125;

wherein the poly(phenylene ether) has a number average molecular weight of 1000 to 1500 atomic mass units and an average of 1.6 to 2.5 hydroxyl groups per molecule;

wherein the poly(phenylene ether) is a copolymer of a monohydric phenol comprising 2,6-dimethylphenol and a dihydric phenol comprising 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane;

wherein the polyol comprises the poly(phenylene ether) in an amount of 5 to 50 weight percent, based on the weight of the polyol composition, and further comprises 50 to 95 weight percent of a propoxylated sucrose, a propoxylated glycerin, or a combination thereof; and

wherein the aromatic isocyanate compound comprises an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule.

17. The article of claim 14 ,

wherein the polyurethane or polyisocyanurate foam is a polyisocyanurate foam, and the isocyanate index is 180 to 350;

wherein the poly(phenylene ether) has a number average molecular weight of 1000 to 1500 atomic mass units and an average of 1.6 to 2.5 hydroxyl groups per molecule;

wherein the poly(phenylene ether) is a copolymer of a monohydric phenol comprising 2,6-dimethylphenol and a dihydric phenol comprising 2,2-bis(3,5-dimethyl-4-hydroxyphenyl)propane;

wherein the polyol comprises the poly(phenylene ether) in an amount of 5 to 50 weight percent, based on the weight of the polyol composition, and further comprises 50 to 95 weight percent of a propoxylated sucrose, a propoxylated glycerin, an aromatic polyester diol, or a combination thereof; and

wherein the aromatic isocyanate compound comprises an oligomeric diphenylmethane diisocyanate having an average of greater than 2 and less than or equal to 4 isocyanate groups per molecule.

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 Aug 28, 2013
From: PETERS, EDWARD NORMAN
To: SABIC INNOVATIVE PLASTICS IP B.V.
Reel/Frame 031097/0269 →