# US 2014/0194544 A1 · Foaming agents and compositions containing fluorine substituted olefins, and methods of foaming

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- Number: US 2014/0194544 A1
- Document ID: US20140194544A1
- Status: Published application
- Kind: A1
- Application number: 14/209,148
- Filed: 2014-03-13
- Published: 2014-07-10
- Earliest claimed: 2004-04-29
- Assignees: Honeywell International Inc.
- Applicants: Honeywell International Inc.
- Inventors: James M. Bowman; David J. Williams
- Web page: https://patentgrep.com/patent/US20140194544A1

## CPC

- C08J 9/144: {containing carbon, halogen and hydrogen only}
- C08J 9/122: {Hydrogen, oxygen, CO2, nitrogen or noble gases}
- C08J 9/127: {Mixtures of organic and inorganic blowing agents}
- C08J 9/141: {Hydrocarbons}
- C08J 9/146: {only fluorine as halogen atoms}
- C08J 9/149: {Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143}
- C08J 9/18: by impregnating polymer particles with the blowing agent
- C08J 9/232: by sintering expandable particles
- C08L 75/04: Polyurethanes
- C08G 2101/00: Manufacture of cellular products
- C08J 2201/022: premixing or pre-blending a part of the components of a foamable composition, e.g. premixing the polyol with the blowing agent, surfactant and catalyst and only adding the isocyanate at the time of foaming
- C08J 2201/03: Extrusion of the foamable blend
- C08J 2203/06: CO2, N2 or noble gases
- C08J 2203/14: Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
- C08J 2203/142: Halogenated saturated hydrocarbons, e.g. H3C-CF3
- C08J 2203/162: Halogenated unsaturated hydrocarbons, e.g. H2C=CF2
- C08J 2203/182: of physical blowing agents, e.g. acetone and butane
- C08J 2207/04: Aerosol, e.g. polyurethane foam spray
- C08J 2325/06: Polystyrene
- C08J 2375/04: Polyurethanes
- C09K 5/045: {containing only fluorine as halogen}
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

Various uses of fluoroalkenes, including tetrafluoropropenes, and monchlorotrifluoropropenes in a variety of applications, including as blowing agents are disclosed.

## Claims

### Claim 1

A polyurethane foam composition comprising a blowing agent composition comprising carbon dioxide and from about 1% by weight to about 99% by weight of one compound in accordance with Formula I, wherein said one compound in accordance with Formula is the hydrochlorofluoroolefin trans-1,1,1-trifluoro-3-chloropropene (transHFCO-1233zd).

### Claim 2

A polyurethane foam composition comprising a blowing agent composition consisting essentially of hydrochlorofluoroolefin trans-1,1,1-trifluoro-3-chloropropene (transHFCO-1233zd) and carbon dioxide.

### Claim 3

A polyurethane foam composition comprising a blowing agent composition comprising one fluoroalkene wherein said fluoroalkene is the hydrochlorofluoroolefin trans-1,1,1-trifluoro-3-chloropropene (transHFCO-1233zd).

### Claim 4

A polyurethane foam composition comprising a polymer blowing agent composition comprising carbon dioxide and the hydrochlorofluoro1olefin 1233zd wherein about 99 wt % or more of said hydrochlorofluoroolefin 1233zd is the trans stereoisomer of hydrochlorofluoroolefin 1233zd.

### Claim 5

A polyurethane foam composition comprising a polymer blowing agent composition comprising carbon dioxide and the hydrochlorofluoro1olefin 1233zd wherein about 99 wt % or more of said hydrochlorofluoroolefin 1233zd is the trans stereoisomer of hydrochlorofluoroolefin 1233zd.

### Claim 6

A polyurethane foam composition comprising a polymer blowing agent composition comprising the hydrochlorofluoro1olefin 1233zd wherein about at least about 70 wt % or more of said hydrochlorofluoroolefin 1233zd is the trans stereoisomer of hydrochlorofluoroolefin 1233zd.

### Claim 7 (depends on 6)

The polyurethane foam composition of claim 6 wherein said hydrochlorofluoroolefin 1233zd comprises about 90 wt % or more trans stereoisomer.

### Claim 8 (depends on 6)

The polyurethane foam composition of claim 6 wherein said hydrochlorofluoroolefin 1233zd comprises about 96.5 wt % or more trans stereoisomer.

### Claim 9 (depends on 6)

The polyurethane foam composition of claim 6 further comprising a hydrofluorocarbon.

### Claim 10 (depends on 9)

The polyurethane foam composition of claim 9 wherein said hydrofluorocarbon is selected from the group consisting of difluoromethane (HFO-32); 1,1,1,2,1-pentafluoroethane (HFO-125); 1,1,1-trifluoroethane (HFO-143a); 1,1,2,2-tetrafluoroethane (HFO-134); 1,1,1,2-tetrafluoroethane (HFO-134a); 1,l-difluoroethane (HFO-152a); 1,1,1,2,3,3,3-heptafluoropropane (HFO-227ea); 1,1,1,3,3-pentafluoropropane (HFO-245fa); 1,1,1,3,3-pentafluorobutane (HFO-365mfc).

### Claim 11 (depends on 9)

The polyurethane foam composition of claim 9 wherein said hydrofluorocarbon comprises 1,1,1,2,2,3,4,5,5,5-decafluoropentane (HFO-4310mfc).

### Claim 12 (depends on 6)

The polyurethane foam composition of claim 6, further comprising a hydrofluoroolefin.

### Claim 13 (depends on 12)

The polyurethane foam composition of claim 12 wherein said hydrofluoroolefin is selected from the group consisting of tetrafluoropropenes; trifluoropropenes; tetrafluorobutene isomers; pentafluorobutene isomers; hexafluorobutene isomers; heptafluorobutene isomers; heptafluoropentene isomers; octafluoropentene isomers; and nonafluoropentene isomers.

### Claim 14 (depends on 6)

The polyurethane foam composition of claim 6, further comprising additive selected from the group consisting of hydrocarbons, Cl to C5 alcohols, C1 to C4 aldehydes, C1 to C4 ketones, C1 to C4 ethers, carbon dioxide, and C1 to C4 diethers.

### Claim 15 (depends on 14)

The polyurethane foam composition of claim 14 wherein said hydrocarbon is selected from the group consisting of pentane isomers and butane isomers.

### Claim 16 (depends on 1)

The polyurethane foam composition of claim 1, further comprising a hydrochlorofluoroolefin other than HCFC-1233zd.

### Claim 17

A process of foaming a polyurethane foam comprising mixing polymer foam components with a foam blowing agent comprising the hydrochlorofluoroolefin 1233zd wherein about 70 wt % or more the hydrochlorofluoroolefin 1233zd is the trans stereoisomer of hydrochlorofluoroolefin 1233zd.

### Claim 18 (depends on 17)

The process of claim 17 wherein said hydrochlorofluoroolefin 1233zd comprises about 90 wt % or more trans stereoisomer.

### Claim 20 (depends on 17)

The process of claim 17 wherein said hydrochlorofluoroolefin 1233zd comprises about 96.5 wt % or more trans stereoisomer.

### Claim 21 (depends on 17)

The process of claim 17, wherein said foam blowing agent further comprises a hydrofluorocarbon.

### Claim 22 (depends on 17)

The process of claim 17 wherein said hydrofluorocarbon is selected from the group consisting of consisting of difluoromethane (HFO-32); 1,1,1,2,1-pentafluoroethane (HFO-125); 1,1,1-trifluoroethane (HFO-143a); 1,1,2,2-tetrafluoroethane (HFO-134); 1,1,1,2-tetrafluoroethane (HFO-134a); 1,l-difluoroethane (HFO-152a); 1,1,1,2,3,3,3-heptafluoropropane (HFO-227ea); 1,1,1,3,3-pentafluoropropane (HFO-245fa); and 1,1,1,3,3-pentafluorobutane (HFO-365 mfc).

### Claim 23 (depends on 17)

The process of claim 17 wherein said hydrofluorocarbon comprises 1,1,1,2,2,3,4,5,5,5-decafluoropentane (HFO-431Omee).

### Claim 24 (depends on 17)

The process of claim 17, wherein said foam blowing agent further comprising a hydrofluoroolefin.

### Claim 25 (depends on 24)

The process of claim 24 wherein said hydrofluoroolefin is selected from the group consisting of tetrafluoropropenes; trifluoropropenes; tetrafluorobutene isomers; pentafluorobutene isomers; hexafluorobutene isomers; hexafluorobutene isomers; heptafluorobutene isomers; octafluoropentene isomers; and nonafluoropentene isomers.

### Claim 26 (depends on 17)

The process of claim 17, wherein said foam blowing agent further comprises a an additive selected from the group consisting of hydrocarbons, pentanes, butanes, C1 to C5 alcohols, C1 to C4 aldehydes, C1 to C4 ketones, C1 to C4 ethers, carbon dioxide and C1 to C4 diethers.

### Claim 27 (depends on 17)

The process of claim 17, wherein said foam blowing agent further comprises a hydrochlorofluoroolefin other than HCFC-1233zd.

### Claim 28 (depends on 27)

The process of claim 27, wherein said hydrochlorofluoroolefin is selected from the group consisting of 2-chloro-3,3,3-trifluoropropene and dichlorotrifluoropropene.