IP Library Granted Patent US 10,428,170
Granted Patent B1
US 10,428,170 · App. 13/941,054 · Granted Oct 1, 2019

Hydrocarbon blown polyurethane foam formulation giving desirable thermal insulation properties

Inventors: Sachchida N. Singh (The Woodlands, TX); Kristof Dedecker (Leefdaal, BE); Sheila Dubs (Conroe, TX); Paul Coleman (The Woodlands, TX)
Assignee: HUNTSMAN INTERNATIONAL LLC
C08G18/14C08G18/06C08G18/161C08G18/4208C08G18/4211C08G18/4216C08G18/4219C08G18/4222C08G18/4227
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 10,428,170
App. No.
13/941,054
Granted
Oct 1, 2019
Kind
B1
Abstract

Polyurethane/polyisocyanurate foam insulation described herein is derived from a composition that contains an organic polyisocyanate, an isocyanate reactive material containing at least about 20% by weight, based on the total weight of the composition, of an aromatic polyester polyol, a hydrocarbon blowing agent, a first catalyst selected from the group consisting of a carboxylate salt of an alkali metal, a carboxylate salt of an alkaline earth metal, a carboxylate salt of a quaternary ammonium, and combinations thereof, and a second catalyst comprising a non-reactive tertiary amine, wherein a molar ratio of the first catalyst to the second catalyst is less than about 1.25, the composition gels quickly, and the composition has an isocyanate index greater than about 175. Such an insulating foam has a ratio of thermal conductivity at 75° F. to thermal conductivity at 25° F. between about 0.98 and about 1.10.

Claims (35)

1. A composition comprising:

an organic polyisocyanate;

an isocyanate reactive material containing at least about 20% by weight, based on the total weight of the composition, of an aromatic polyester polyol;

a hydrocarbon blowing agent;

a first catalyst selected from the group consisting of a carboxylate salt of an alkali metal, a carboxylate salt of an alkaline earth metal, a carboxylate salt of a quaternary ammonium compound, and combinations thereof; and

a tertiary amine selected from the group consisting of a trialkylamine, an alkyl amine, an alkylaryl amine, an aliphatic polyamine, diazabicyclooctane, 1,4-ethylene piperidine, N-methylimidazole, 1,2-dimethylimidazole, 1,8-diazabicyclo(5,4,0)undecene-7, an ether amine, a saturated heterocyclic amine, and a combination thereof and

wherein a molar ratio of the first catalyst to the tertiary amine is less than about 1.0, the tertiary amine is present in an amount of at least 4.0 millimoles per 100 grams of the composition to 9.46 millimoles per 100 grams of the composition, and the composition has an isocyanate index of about 200 to 500.

2. The composition of claim 1 , wherein the first catalyst is selected from the group consisting of potassium formate, potassium acetate, potassium propionate, potassium butanoate, potassium pentanoate, potassium hexanoate, potassium neohexanoate, potassium heptanoate, potassium octoate, potassium neooctoate, potassium 2-ethylhexanoate, potassium decanoate, potassium butyrate, potassium isobutyrate, sodium octoate, lithium octoate, trimethyl(2-hydroxypropyl)ammonium formate, and trimethyl(2-hydroxypropyl)ammonium 2-ethylhexanoate.

3. The composition of claim 1 , wherein the organic polyisocyanate is a polymeric polymethylene polyphenylene polyisocyanate having an isocyanate functionality greater than about 2.0.

4. The composition of claim 3 , wherein the organic polyisocyanate has a diphenyl methane diisocyanate content between about 15% and about 42% by weight based on the total weight of the organic polyisocyanate.

5. The composition of claim 1 , wherein the hydrocarbon blowing agent comprises a hydrocarbon selected from the group consisting of isopentane, n-pentane, and cyclopentane.

6. The composition of claim 1 , wherein the hydrocarbon blowing agent comprises a blend of isopentane and n-pentane in a ratio of isopentane to n-pentane between about 80:20 and 20:80 parts by weight.

7. The composition of claim 1 , wherein the tertiary amine is present in an amount of at least about 4.5 millimoles per 100 grams of the composition to 9.46 millimoles per 100 grams of the composition.

8. The composition of claim 1 , further comprising a polyol selected from the group consisting of a polyether polyol and an aliphatic polyester polyol, wherein the polyether polyol or the aliphatic polyester polyol has an equivalent weight between about 40 and about 4000 and a functionality of about 2 to about 8.

9. An insulating foam prepared from a composition comprising:

an organic polyisocyanate;

at least about 20% by weight of an aromatic polyester polyol, based on the total weight of the composition;

a hydrocarbon blowing agent;

a salt selected from the group consisting of a carboxylate salt of an alkali metal, a carboxylate salt of an alkaline earth metal, a carboxylate salt of a quaternary ammonium compound, and combinations thereof; and

at least about 4.0 millimoles per 100 grams of the foam to 9.46 millimoles per 100 grams of the foam of a tertiary amine, wherein the tertiary amine is selected from the group consisting of a trialkylamine, an alkyl amine, an alkylaryl amine, an aliphatic polyamine, diazabicyclooctane, 1,4-ethylene piperidine, N-methylimidazole, 1,2-dimethylimidazole, 1,8-diazabicyclo(5,4,0)undecene-7, an ether amine, a saturated heterocyclic amine, and a combination thereof wherein and the composition has an isocyanate index of about 200 to 500, the molar ratio of the salt to the tertiary amine is less than about 1.0 and wherein the insulating foam has a ratio of thermal conductivity at 75° F. to thermal conductivity at 25° F. between about 0.98 and about 1.10.

10. The insulating foam of claim 9 , wherein the salt is selected from the group consisting of potassium formate, potassium acetate, potassium propionate, potassium butanoate, potassium pentanoate, potassium hexanoate, potassium neohexanoate, potassium heptanoate, potassium octoate, potassium neooctoate, potassium 2-ethylhexanoate, potassium decanoate, potassium butyrate, potassium isobutyrate, sodium octoate, lithium octoate, trimethyl(2-hydroxypropyl)ammonium formate, and trimethyl(2-hydroxypropyl)ammonium 2-ethylhexanoate.

11. The insulating foam of claim 9 , wherein the organic polyisocyanate is a polymeric polymethylene polyphenylene polyisocyanate having an isocyanate functionality greater than about 2.0.

12. The insulating foam of claim 11 , wherein the organic polyisocyanate has a diphenyl methane diisocyanate content between about 15% and about 42% by weight based on the total weight of the organic polyisocyanate.

13. The insulating foam of claim 9 , wherein the hydrocarbon blowing agent comprises a hydrocarbon selected from the group consisting of isopentane, n-pentane, and cyclopentane.

14. A laminate comprising an insulating foam obtained from the reaction of a composition comprising:

an organic polyisocyanate;

an isocyanate reactive material containing at least about 20% by weight, based on the total weight of the composition, of an aromatic polyester polyol;

a hydrocarbon blowing agent;

a first catalyst selected from the group consisting of a carboxylate salt of an alkali metal, a carboxylate salt of an alkaline earth metal, a carboxylate salt of a quaternary ammonium compound, and combinations thereof; and

a second catalyst comprising a tertiary amine, wherein the tertiary amine is selected from the group consisting of a trialkylamine, an alkyl amine, an alkylaryl amine, an aliphatic polyamine, a cyclic amine, an ether amine, a saturated heterocyclic amine and a combination thereof

and wherein a molar ratio of the first catalyst to the second catalyst is less than about 1.0, the second catalyst is present in the composition in an amount of at least 4.0 millimoles per 100 grams of the composition to 9.46 millimoles per 100 grams of the composition, and the insulating foam has a ratio of thermal conductivity at 75° F. to thermal conductivity at 25° F. between about 0.98 and about 1.10.

15. The laminate of claim 14 , wherein the first catalyst is selected from the group consisting of potassium formate, potassium acetate, potassium propionate, potassium butanoate, potassium pentanoate, potassium hexanoate, potassium neohexanoate, potassium heptanoate, potassium octoate, potassium neooctoate, potassium 2-ethylhexanoate, potassium decanoate, potassium butyrate, potassium isobutyrate, sodium octoate, lithium octoate, trimethyl(2-hydroxypropyl)ammonium formate, and trimethyl(2-hydroxypropyl)ammonium 2-ethylhexanoate.

16. The laminate of claim 14 , wherein the organic polyisocyanate is a polymeric polymethylene polyphenylene polyisocyanate having an isocyanate functionality greater than about 2.0.

17. The laminate of claim 14 , wherein the hydrocarbon blowing agent comprises a hydrocarbon selected from the group consisting of isopentane, n-pentane, and cyclopentane.

18. The laminate of claim 14 further comprising paper, metal, plastic, or wood-board.

Assignments (3)
SECURITY INTEREST Recorded May 4, 2026
From: HUNTSMAN INTERNATIONAL LLC; HUNTSMAN ADVANCED MATERIALS AMERICAS LLC; HUNTSMAN NANOCOMP LLC; HUNTSMAN PETROCHEMICAL LLC
To: CITIBANK N.A.
Reel/Frame 075498/0663 →
PATENT SECURITY AGREEMENT Recorded Mar 10, 2026
From: HUNTSMAN INTERNATIONAL LLC; HUNTSMAN ADVANCED MATERIALS AMERICAS LLC; HUNTSMAN NANOCAMP LLC; HUNTSMAN PETROCHEMICAL LLC
To: CITIBANK, N.A.
Reel/Frame 075106/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2015
From: SINGH, SACHCHIDA N.; DEDECKER, KRISTOF; DUBS, SHEILA; COLEMAN, PAUL
To: HUNTSMAN INTERNATIONAL LLC
Reel/Frame 034807/0681 →
Continuity (1)
Provisional Application 61677583 · Jul 31, 2012
Cited By (1)
US 12,291,620