# US 2022/0033607 A1 · Compositions comprising 1,2-dichloro-1,2-difluoroethylene for use in foam blowing applications

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- Number: US 2022/0033607 A1
- Document ID: US20220033607A1
- Status: Published application
- Kind: A1
- Application number: 17/278,715
- Filed: 2019-10-03
- Published: 2022-02-03
- Earliest claimed: 2018-10-05
- Assignees: The Chemours Company Fc, LLC
- Applicants: The Chemours Company Fc, LLC
- Inventors: LUKE DAVID SIMONI; ERNEST BYRON WYSONG; KONSTANTINOS KONTOMARIS; VIACHESLAV A PETROV
- Web page: https://patentgrep.com/patent/US20220033607A1

## CPC

- C08J 9/147: {containing carbon and halogen atoms only}
- C08J 9/149: {Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143}
- C08J 9/141: {Hydrocarbons}
- C08J 9/146: {only fluorine as halogen atoms}
- C08J 9/34: Chemical features in the manufacture of articles consisting of a foamed macromolecular core and a macromolecular surface layer having a higher density than the core
- C08K 5/01: Hydrocarbons {(C08K5/0091 takes precedence)}
- C08K 5/02: Halogenated hydrocarbons {(C08K5/0091 takes precedence)}
- C09D 5/021: {Aerosols (aerosol compositions C09K3/30)}
- C09D 125/06: Polystyrene
- C09D 175/04: Polyurethanes
- C08J 2201/03: Extrusion of the foamable blend
- 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 2205/04: characterised by the foam pores
- C08J 2205/044: Micropores, i.e. average diameter being between 0,1 micrometer and 0,1 millimeter
- C08J 2205/052: Closed cells, i.e. more than 50% of the pores are closed
- C08J 2207/04: Aerosol, e.g. polyurethane foam spray
- C08J 2300/22: Thermoplastic resins
- C08J 2323/04: Homopolymers or copolymers of ethene
- C08J 2323/10: Homopolymers or copolymers of propene
- C08J 2325/06: Polystyrene
- C08J 2325/10: with conjugated dienes
- C08J 2325/12: with unsaturated nitriles
- C08J 2355/02: Acrylonitrile-Butadiene-Styrene [ABS] polymers
- C08J 2375/04: Polyurethanes
- 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)
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)

## Abstract

This invention relates to compositions comprising 1,2-dichloro-1,2-difluoroethylene (i.e., CFO-1112) and an additional component. The compositions described herein may be useful, for example, in foam blowing applications.

## Claims

### Claim 1

A process for preparing a thermoplastic polymer foam, the process comprising:
(a) providing a foamable composition comprising a thermoplastic polymer and a blowing agent, wherein the blowing agent comprises
i) 1,2-dichloro-1,2-difluoroethylene, and
ii) one or more compounds selected from 2-chloropropane, trans-1,2-dichloroethylene, n-propane, cyclopropane, n-butane, cyclobutane, iso-butane, n-pentane, cyclopentane, iso-pentane, neo-pentane, carbon dioxide, nitrogen, argon, water, methanol, ethanol, n-propanol, iso-propanol, dimethyl ether, ethyl methyl ether, diethyl ether, dimethoxymethane, methyl acetate, ethyl acetate, methyl formate, ethyl formate, ethylene oxide, propylene oxide, fluorinated epoxides, HFC-32, HFC-134a, HFC-134, HFC-152a, HFC-227ca, HFC-227ea, HFC-236ea, HFC-245ca, HFC-245eb, HFC-245cb, HFC-245ea, HFC-245fa, HFC-365mfc, HFC-43-10mee HFO-1234ye-E, HFO-1234ye-Z, HFO-1234yf, HFO-1234ze-E, HFO-1234ze-Z, HFO-1243zf, HFO-1336mzz-E, HFO-1336mzz-Z, HFO-1336yf, HFO-1336ze-E, HFO-1336ze-Z, HFO-1345mzz-E, HFO-1429mzy, HFO-1438ezy-E, HFO-1438ezy-Z, HFO-1438mzz-E, HFO-1438mzz-Z, HFO-153-10mzzy, HCFO-1224yd-E, HCFO-1224yd-Z, HCFO-1233xf, HCFO-1233zd-E, and HCFO-1233zd-Z, and
(b) expanding the foamable composition to produce the thermoplastic polymer foam.

### Claim at position 2

2-10. (canceled)

### Claim 11 (depends on 1)

The process of claim 1, wherein the thermoplastic polymer is selected from the group consisting of a polystyrene homopolymer, a polystyrene copolymer, styrene-acrylonitrile copolymer, and blends thereof.

### Claim 12 (depends on 1)

The process of claim 1, wherein the process is performed at a pressure just before foaming of from about 100 psi to about 5000 psi.

### Claim 13 (depends on 1)

The process of claim 1, further comprising extruding the foamable composition containing the thermoplastic polymer to form the thermoplastic polymer foam.

### Claim 14 (depends on 13)

The process of claim 13, wherein the extruding is performed at a die temperature of from about 100° C. to about 150° C.

### Claim at position 7

15-18. (canceled)

### Claim 19 (depends on 1)

The process of claim 1, wherein the polymer is a polystyrene homopolymer.

### Claim 20

(canceled)

### Claim 21 (depends on 1)

The process of claim 1, wherein the blowing agent is from about 1 part to about 25 parts per hundred parts of polymer by mass.

### Claim 22

A thermoplastic polymer foam, comprising:
(a) a thermoplastic polymer selected from the group consisting of polystyrene homopolymer, a polystyrene copolymer, and styrene-acrylonitrile copolymer, or a blend thereof; and
(b) a blowing agent comprising:
i) 1,2-dichloro-1,2-difluoroethylene, and
ii) one or more compounds selected from 2-chloropropane, trans-1,2-dichloroethylene, n-propane, cyclopropane, n-butane, cyclobutane, iso-butane, n-pentane, cyclopentane, iso-pentane, neo-pentane, carbon dioxide, nitrogen, argon, water, methanol, ethanol, n-propanol, iso-propanol, dimethyl ether, ethyl methyl ether, diethyl ether, dimethoxymethane, methyl acetate, ethyl acetate, methyl formate, ethyl formate, ethylene oxide, propylene oxide, fluorinated epoxides, HFC-32, HFC-134a, HFC-134, HFC-152a, HFC-227ca, HFC-227ea, HFC-236ea, HFC-245ca, HFC-245eb, HFC-245cb, HFC-245ea, HFC-245fa, HFC-365mfc, HFC-43-10mee HFO-1234ye-E, HFO-1234ye-Z, HFO-1234yf, HFO-1234ze-E, HFO-1234ze-Z, HFO-1243zf, HFO-1336mzz-E, HFO-1336mzz-Z, HFO-1336yf, HFO-1336ze-E, HFO-1336ze-Z, HFO-1345mzz-E, HFO-1429mzy, HFO-1438ezy-E, HFO-1438ezy-Z, HFO-1438mzz-E, HFO-1438mzz-Z, HFO-153-10mzzy, HCFO-1224yd-E, HCFO-1224yd-Z, HCFO-1233xf, HCFO-1233zd-E, and HCFO 1233zd Z.

### Claim 23 (depends on 22)

The thermoplastic polymer foam of claim 22, wherein the blowing agent comprises 1,2-dichloro-1,2-difluoroethylene and HFO-1336mzz-Z.

### Claim 24 (depends on 22)

The thermoplastic polymer foam of claim 22, wherein the polymer foam has a density of less than about 64 kg/m3, according to ISO method 845-85.

### Claim at position 14

25-31. (canceled)

### Claim 32 (depends on 22)

The thermoplastic polymer foam of claim 22, wherein the average cell size of the foam is from about 100 micrometers to about 1,000 micrometers.

### Claim 33 (depends on 22)

The thermoplastic polymer foam of claim 22, wherein the foam is a polystyrene foam.

### Claim 34 (depends on 22)

The thermoplastic polymer foam of claim 22, wherein the foam has a density of about 30 kg/m3 or less.

### Claim 35

A process for preparing a polymer foam, the process comprising reacting or extruding a foamable composition comprising a polymer and a blowing agent under conditions effective to form a foam, wherein the blowing agent comprises:
i) 1,2-dichloro-1,2-difluoroethylene, and
ii) one or more compounds selected from 2-chloropropane, trans-1,2-dichloroethylene, n-propane, cyclopropane, n-butane, cyclobutane, iso-butane, n-pentane, cyclopentane, iso-pentane, neo-pentane, carbon dioxide, nitrogen, argon, water, methanol, ethanol, n-propanol, iso-propanol, dimethyl ether, ethyl methyl ether, diethyl ether, dimethoxymethane, methyl acetate, ethyl acetate, methyl formate, ethyl formate, ethylene oxide, propylene oxide, fluorinated epoxides, HFC-32, HFC-134a, HFC-134, HFC-152a, HFC-227ca, HFC-227ea, HFC-236ea, HFC-245ca, HFC-245eb, HFC-245cb, HFC-245ea, HFC-245fa, HFC-365mfc, HFC-43-10mee HFO-1234ye-E, HFO-1234ye-Z, HFO-1234yf, HFO-1234ze-E, HFO-1234ze-Z, HFO-1243zf, HFO-1336mzz-E, HFO-1336mzz-Z, HFO-1336yf, HFO-1336ze-E, HFO-1336ze-Z, HFO-1345mzz-E, HFO-1429mzy, HFO-1438ezy-E, HFO-1438ezy-Z, HFO-1438mzz-E, HFO-1438mzz-Z, HFO-153-10mzzy, HCFO-1224yd-E, HCFO-1224yd-Z, HCFO-1233xf, HCFO-1233zd-E, and HCFO-1233zd-Z.

### Claim at position 19

36-38. (canceled)

### Claim 39 (depends on 35)

The process of claim 35, wherein the foam is a thermoset foam.

### Claim 40 (depends on 35)

The process of claim 35, wherein the foam is a spray foam.

### Claim 41 (depends on 35)

The process of claim 35, wherein the foamable composition further comprises one or more additional components selected from at least one polyol, at least one catalyst, at least one surfactant, water, at least one flame retardant agent, and at least one nucleating agent.

### Claim 42 (depends on 41)

The process of claim 41, wherein the foamable composition comprises at least one polyol.

### Claim 43 (depends on 42)

The process of claim 42, wherein the polyol is a polyester polyol.

### Claim at position 25

44-45. (canceled)

### Claim 46 (depends on 41)

The process of claim 41, wherein the foamable composition comprises at least one catalyst.

### Claim 47

(canceled)

### Claim 48 (depends on 41)

The process of claim 41, wherein the foamable composition comprises a surfactant.

### Claim at position 29

49-50. (canceled)

### Claim 51 (depends on 41)

The process of claim 41, wherein the foamable composition comprises a flame retardant agent.

### Claim 52 (depends on 41)

The process of claim 41, wherein the foamable composition comprises a nucleating agent.

### Claim 53

(canceled)

### Claim 54 (depends on 35)

The process of claim 35, wherein the foam is a polyurethane foam or a polyisocyanurate foam.

### Claim 55

(canceled)

### Claim 56 (depends on 35)

A foam prepared according to the process of claim 35.

### Claim at position 36

57-58. (canceled)

### Claim 59

A composition comprising:
i) 1,2-dichloro-1,2-difluoroethylene, and
ii) one or more compounds selected from 2-chloropropane, n-propane, cyclopropane, n-butane, cyclobutane, iso-butane, cyclopentane, neo-pentane, water, methanol, ethanol, n-propanol, iso-propanol, dimethyl ether, ethyl methyl ether, diethyl ether, dimethoxymethane, methyl acetate, ethyl acetate, methyl formate, ethyl formate, ethylene oxide, propylene oxide, fluorinated epoxides, HFC-227ca, HFC-236ea, HFC-245ca, HFC-245eb, HFC-245cb, HFC-245ea, HFC-365mfc, HFC-4310mee HFO-1234ye-E, HFO-1234ye-Z, HFO-1243zf, HFO-1336ze-Z, HFO-1345mzz-E, HFO-1429mzy, HFO-1438ezy-E, HFO-1438ezy-Z, HFO-1438mzz-Z, HFO-153-10mzzy, HCFO-1224yd-E, HCFO-1233xf, and HCFO-1233zd-Z.