IP Library Granted Patent US 9,701,782
Granted Patent B2
US 9,701,782 · App. 14/679,802 · Granted Jul 11, 2017

Foams and articles made from foams containing 1-chloro-3,3,3-trifluoropropene (HFCO-1233zd)

Inventors: Yiu Keung Ling (Amherst, NY); David J. Williams (East Amherst, NY)
Assignee: HONEYWELL INTERNATIONAL INC.
C08G18/71C08G18/1808C08G18/1816C08G18/3206C08G18/4018C08J9/144C08J9/149C08G2101/005C08G2101/0016C08G2101/0025C08G2105/02C08J2205/10C08J2375/04
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Quick Facts
Patent No.
US 9,701,782
App. No.
14/679,802
Granted
Jul 11, 2017
Kind
B2
Abstract

The present invention relates to poured-in place polyurethane foams and polyol premixes comprising 1-chloro-3,3,3-trifluoropropene (HFCO-1233zd) and one or more additional co-blowing agents.

Claims (18)

1. A poured-in place polyurethane foam comprising: a polymeric foam structure including a plurality of closed cells therein that comprise a gas comprising; trans-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd(E)) and cyclopentane in a HFCO-1233zd(E):cyclopentane mole ratio of about 25:75 contained in at least a portion of said cells about 75.

2. The poured-in place polyurethane foam of claim 1 wherein a majority of said plurality of closed cells contain said gas.

3. The poured-in place polyurethane foam of claim 2 wherein said gas consists essentially of HFCO-1233zd(E) and cyclopentane.

4. The poured-in place polyurethane foam of claim 1 where said cells contain a gas comprising HFCO-1233zd(E) and cyclopentane and at least one additional agent selected from the group consisting of water, organic acids that produce CO 2 and/or CO, hydrocarbons; ethers, halogenated ethers; esters, alcohols, aldehydes, ketones, pentafluorobutane; pentafluoropropane; hexafluoropropane; heptafluoropropane; trans-1,2 dichloroethylene; methylal, methyl formate; 1-chloro-1,2,2,2-tetrafluoroethane (HCFC-124); 1,1-dichloro-1-fluoroethane (HCFC-141b); 1,1,1,2-tetrafluoroethane (HFC-134a); 1,1,2,2-tetrafluoroethane (HFC-134); 1-chloro 1,1-difluoroethane (HCFC-142b); 1,1,1,3,3-pentafluorobutane (HFC-365mfc); 1,1,1,2,3,3,3-heptafluoropropane (HFC-227ea); trichlorofluoromethane (CFC-11); dichlorodifluoromethane (CFC-12); dichlorofluoromethane (HCFC-22); 1,1,1,3,3,3-hexafluoropropane (HFC-236fa); 1,1,1,2,3,3-hexafluoropropane (HFC-236e); 1,1,1,2,3,3,3-heptafluoropropane (HFC-227ea), difluoromethane (HFC-32); 1,1-difluoroethane (HFC-152a); 1,1,1,3,3-pentafluoropropane (HFC-245fa); 1,3,3,3-tetrafluoropropene (HFO-1234ze); 1,1,1,4,4,4-hexafluorobut-2-ene (HFO-1336mzzm); butane; isobutane; normal pentane; isopentane; and combinations thereof.

5. The poured-in place polyurethane foam of claim 1 having a free rise density of 1.87 lb/ft 3 .

6. The poured-in place polyurethane foam of claim 1 having a core density of 2.21 lb/ft 3 .

7. The poured-in place polyurethane foam of claim 1 having a free rise density of greater than 1.71 lb/ft 3 .

8. The poured-in place polyurethane foam of claim 1 having a core density of greater than 2.33 lb/ft 3 .

9. A pour-in place foam premix comprising a polyol; a blowing agent comprising trans-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd(E)) and cyclopentane in a HFCO-1233zd(E):cyclopentane mole ratio of about 25:75; at least one surfactant; and at least one catalyst.

10. The pour-in place foam premix of claim 9 wherein the blowing agent further comprises one or more additional blowing agents selected from the group consisting of water, organic acids that produce CO 2 and/or CO, hydrocarbons; ethers, halogenated ethers; esters, alcohols, aldehydes, ketones, pentafluorobutane; pentafluoropropane; hexafluoropropane; heptafluoropropane; trans-1,2 dichloroethylene; methylal, methyl formate; 1-chloro-1,2,2,2-tetrafluoroethane (HCFC-124); 1,1-dichloro-1-fluoroethane (HCFC-141b); 1,1,1,2-tetrafluoroethane (HFC-134a); 1,1,2,2-tetrafluoroethane (HFC-134); 1-chloro 1,1-difluoroethane (HCFC-142b); 1,1,1,3,3-pentafluorobutane (HFC-365mfc); 1,1,1,2,3,3,3-heptafluoropropane (HFC-227ea); trichlorofluoromethane (CFC-11); dichlorodifluoromethane (CFC-12); dichlorofluoromethane (HCFC-22); 1,1,1,3,3,3-hexafluoropropane (HFC-236fa); 1,1,1,2,3,3-hexafluoropropane (HFC-236e); 1,1,1,2,3,3,3-heptafluoropropane (HFC-227ea), difluoromethane (HFC-32); 1,1-difluoroethane (HFC-152a); 1,1,1,3,3-pentafluoropropane (HFC-245fa); 1,3,3,3-tetrafluoropropene (HFO-1234ze); 1,1,1,4,4,4-hexafluorobut-2-ene (HFO-1336mzzm); butane; isobutane; normal pentane; isopentane; and combinations thereof.

11. The pour-in place foam premix of claim 9 wherein the foam premix has a foam reactivity gel time of about 55 seconds.

12. The pour-in place foam premix of claim 9 wherein the foam premix has a foam reactivity tack free time of about 100 seconds.

13. The pour-in place foam premix of claim 9 wherein the foam premix has a foam reactivity gel time from 52 to 55 seconds.

14. The pour-in place foam premix of claim 9 wherein the foam premix has a foam reactivity tack free time from 85 to 100 seconds.

15. The foam of claim 1 having a dimensional stability volume percent change measured at 90° C. that is substantially less than the dimensional stability of the same foam wherein said gas is 100% cyclopentane.

16. The foam of claim 1 having a compressive strength in the perpendicular direction that is greater than the compressive strength in the perpendicular direction of both the same foam wherein said gas is 100% cyclopentane and the same foam wherein said gas is 100% trans-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd(E)).

17. The foam of claim 15 having a compressive strength in the perpendicular direction that is greater than the compressive strength in the perpendicular direction of both the same foam wherein said gas is 100% cyclopentane and the same foam wherein said gas is 100% trans-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd(E)).

18. The pour-in place foam premix of claim 9 wherein the foam premix has a foam reactivity tack free time that is less than the tack free time of both the same foam wherein said gas is 100% cyclopentane and the same foam wherein said gas is 100% trans-1-chloro-3,3,3-trifluoropropene (HFCO-1233zd(E)).

Assignments (2)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2025
From: LING, YIU KEUNG; WILLIAMS, DAVID J.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 070425/0821 →
Continuity (11)
Continuation 13191070 · Jul 26, 2011
Continuation In Part 12847381 · Jul 30, 2010
Continuation In Part 12276137 · Nov 21, 2008
Continuation PCTUS2007064570 · Mar 21, 2007
Continuation 11474887 · Jun 26, 2006
Provisional Application 61368246 · Jul 27, 2010
Provisional Application 61509045 · Jul 18, 2011
Provisional Application 61232836 · Aug 11, 2009
Provisional Application 60989977 · Nov 25, 2007
Provisional Application 60784731 · Mar 21, 2006
Related Publication 20150210798A1 · Jul 30, 2015