IP Library Granted Patent US 9,708,454
Granted Patent B2
US 9,708,454 · App. 14/868,222 · Granted Jul 18, 2017

Mixtures containing 1,1,1,4,4,4-hexafluorobutene and 1-chloro-3,3,3-trifluoropropene

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Quick Facts
Patent No.
US 9,708,454
App. No.
14/868,222
Granted
Jul 18, 2017
Kind
B2
Abstract

The present invention relates to mixtures of 1,1,1,4,4,4-hexafluorobutene (1336mzzm) and 1-chloro-3,3,3-trifluoropropene (1233zd). The blends are useful as blowing agents for polymer foam, solvents, aerosol propellants and heat transfer media.

Claims (21)

1. A thermal insulating thermoset foam, said foam comprising phenolic or resole resin forming closed cells and a blowing agent composition contained in said closed cells, said blowing agent composition comprising:

from about 30 mole % to about 70 mole % 1,1,1,4,4,4-hexafluorobutene (1336mzzm);

from about 30 mole % to about 70 mole % 1-chloro-3,3,3-trifluoropropene (1233zd); and

optionally at least one adjuvant selected from the group consisting of co-blowing agent(s), polyol(s), surfactant(s), polymer modifier(s), colorant(s), dye(s), solubility enhancer(s), flammability suppressant(s), flame retardants(s), antibacterial agent(s), viscosity reduction modifier(s), filler(s), vapor pressure modifier(s), nucleating agent(s), catalyst(s) and combination of any two or more of these.

2. The thermal insulating thermoset foam of claim 1 wherein said 1-chloro-3,3,3-trifluoropropene (1233zd) comprises from about 50 weight percent to about 100 weight percent trans-1-chloro-3,3,3-trifluoropropene and from about 0 weight percent to about 50 weight percent cis-1-chloro-3,3,3-trifluoropropene.

3. The thermal insulating thermoset foam of claim 1 wherein said 1-chloro-3,3,3-trifluoropropene (1233zd) comprises from about 90 weight percent to about 100 weight percent trans-1-chloro-3,3,3-trifluoropropene and from about 0 weight percent to about 10 weight percent cis-1-chloro-3,3,3-trifluoropropene.

4. The thermal insulating thermoset foam of claim 1 wherein said 1,1,1,4,4,4-hexafluorobutene (1336mzzm) comprises from about 90 weight percent to about 100 weight percent cis 1,1,1,4,4,4-hexafluorobutene and from about 0 weight percent to about 10 weight percent trans-1,1,1,4,4,4-hexafluorobutene.

5. The thermal insulating thermoset foam of claim 1 wherein said 1,1,1,4,4,4-hexafluorobutene is provided in an amount from about 40 to about 60 mole percent and said 1-chloro-3,3,3-trifluoropropene is provided in an amount from about 40 to about 60 mole percent.

6. The thermal insulating thermoset foam of claim 1 wherein said at least one adjuvant comprises at least one co-blowing agent comprising one or more HFCs selected from the group consisting of difluoromethane (HFC-32), fluoroethane (HFC-161)difluoroethane (HFC-152), trifluoroethane (HFC-143), tetrafluoroethane (HFC-134), pentafluoroethane (HFC-125), pentafluoropropane (HFC-245), hexafluoropropane (HFC-236), heptafluoropropane (HFC-227), pentafluorobutane (HFC-365), hexafluorobutane (HFC-356), all isomers of all of these, and combinations of two or more of these.

7. The thermal insulating thermoset foam of claim 1 wherein said at least one adjuvant comprises at least one co-blowing agent comprising one or more hydrocarbons selected from the group consisting of isopentane, normal pentane, cyclopentane, butane and isobutane, and combinations of two or more of these.

8. The thermal insulating thermoset foam of claim 1 wherein said adjuvant comprises at least one co-blowing agent selected from the group consisting of water, CO 2 , CFCs, HCCs, HCFCs, C1-C5 alcohols, C1-C4 aldehydes, C1-C4 ketones, C1-C4 ethers and diethers, organic acids, and combinations of two or more of these.

9. The thermal insulating thermoset foam of claim 1 wherein said adjuvant comprises water as at least one co-blowing agent.

10. The thermal insulating thermoset foam of claim 1 wherein the foam exhibits an initial k-factor (BTU in/hr ft 2 ° F.) at 40° F. of not greater than about 0.14.

11. The thermal insulating thermoset foam of claim 1 wherein the foam exhibits an initial k-factor (BTU in/hr ft 2 ° F.) at 75° F. of not greater than about 0.16.

12. The thermal insulating thermoset foam of claim 1 wherein the foam exhibits an initial k-factor (BTU in/hr ft 2 ° F.) at 110° F. of not greater than about 0.18.

13. The foam of claim 3 wherein the foam exhibits an initial k-factor (BTU in/hr ft 2 ° F.) at 75° F. of not greater than about 0.16.

14. The foam of claim 3 wherein the foam exhibits an initial k-factor (BTU in/hr ft 2 ° F.) at 110° F. of not greater than about 0.18.

15. An appliance comprising the foam of claim 1 .

16. The appliance of claim 15 wherein said foam is a refrigerator foam.

17. The appliance of claim 15 wherein said foam is a freezer foam.

18. The appliance of claim 15 wherein said foam is a panel foam.

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: BOGDAN, MARY C.; GITTERE, CLIFFORD P.; BOWMAN, JAMES M.; LING, YIU KEUNG; WILLIAMS, DAVID J.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 070426/0387 →