# US 9,518,225 B2 · Compositions containing fluorine substituted olefins and methods and systems using same

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- Number: US 9,518,225 B2
- Document ID: US9518225B2
- Status: Granted
- Kind: B2
- Application number: 11/847,192
- Filed: 2007-08-29
- Published: 2007-12-20
- Granted: 2016-12-13
- Earliest claimed: 2002-10-25
- Assignees: Honeywell International Inc.
- Applicants: Rajiv R. Singh; Hang T. Pham; David P. Wilson; Raymond H. Thomas; Gary Knopeck
- Inventors: Rajiv R. Singh; Hang T. Pham; David P. Wilson; Raymond H. Thomas; Gary Knopeck
- Web page: https://patentgrep.com/patent/US9518225B2

## CPC

- C09K 5/045: {containing only fluorine as halogen}
- A01N 29/00: Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
- A23L 27/202: {Aliphatic compounds}
- A61K 9/008: {comprising drug dissolved or suspended in liquid propellant for inhalation via a pressurized metered dose inhaler [MDI]}
- A61K 47/06: Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61L 2/18: Liquid substances
- A62D 1/00: Fire-extinguishing compositions; Use of chemical substances in extinguishing fires (fireproof paints C09D5/18; fireproofing materials C09K21/00)
- A62D 1/0028: {Liquid extinguishing substances (A62D1/0092 takes precedence)}
- A62D 1/0057: {Polyhaloalkanes (A62D1/005 takes precedence)}
- B01J 31/0231: {Halogen-containing compounds}
- B01J 37/03: Precipitation; Co-precipitation
- B01J 37/035: {Precipitation on carriers}
- C07C 21/18: containing fluorine
- C08J 9/146: {only fluorine as halogen atoms}
- C09D 7/20: Diluents or solvents
- C09K 3/00: Materials not provided for elsewhere
- C09K 3/30: for aerosols (aerosol containers B65D83/14)
- C09K 21/08: containing halogen
- C11B 9/0007: {Aliphatic compounds}
- C11D 3/245: {containing fluorine}
- C11D 17/0043: {For use with aerosol devices}
- A23V 2002/00: Food compositions, function of food ingredients or processes for food or foodstuffs
- C08J 2203/164: Perhalogenated unsaturated hydrocarbons, e.g. F2C=CF2
- C08J 2207/04: Aerosol, e.g. polyurethane foam spray
- C08J 2325/06: Polystyrene
- C09K 2205/12: Hydrocarbons
- C09K 2205/126: Unsaturated fluorinated hydrocarbons
- C09K 2205/22: All components of a mixture being fluoro compounds
- C09K 2205/24: Only one single fluoro component present
- C11D 2111/22: Electronic devices, e.g. PCBs or semiconductors
- Y02A 40/963: Off-grid food refrigeration
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- A62D: CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- 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)
- 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)
- C11B: PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES (drying-oils C09F)
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- A23V: INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- Y02A: TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE

## Abstract

Disclosed are the use of fluorine substituted olefins, including tetra- and penta-fluoropropenes, in a variety of applications, including in methods of depositing catalyst on a solid support, methods of sterilizing articles, cleaning methods and compositions, methods of applying medicaments, fire extinguishing/suppression compositions and methods, flavor formulations, fragrance formulations and inflating agents.

## Claims

### Claim 1

A propellant composition for expelling toward an article to be cleaned to remove a contaminant from the article at least in part by contact with a material to be expelled, said composition having a GWP of not greater than about 75 and comprising: (a) a solvent to be carried to said article for cleaning of said article; and (b) liquefied gas propellant for expelling said solvent toward said article, said liquefied gas propellant comprising at least about 70% by weight of 1,3,3,3-tetrafluoropropene, wherein at least about 97% of said 1,3,3,3-tetrafluoropropene is trans-1,3,3,3-tetrafluoropropene (transHFO-1234ze), wherein the propellant and solvent are not the same, and wherein said propellant has no flammability in air as measured according to ASTM-E681 and wherein said propellant has no substantial acute toxicity, as measured by inhalation exposure to mice and rats.

### Claim 2 (depends on 1)

The composition of claim 1 wherein said propellant composition is an aerosol.

### Claim 3 (depends on 1)

The composition of claim 1 wherein said liquefied gas propellant consists essentially of trans-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze).

### Claim 4 (depends on 1)

The composition of claim 1 wherein said material to be sprayed or expelled further comprises a cosmetic.

### Claim 5 (depends on 4)

The composition of claim 4 wherein said cosmetic is selected from the group consisting of, perfumes, cleansers, polishing agents and combinations of any two or more of these.

### Claim 6 (depends on 1)

The composition of claim 1 wherein said material to be sprayed or expelled further comprises a medicinal material.

### Claim 7 (depends on 1)

The composition of claim 1 wherein said propellant has no substantial acute toxicity, as measured by inhalation exposure to mice and rats.

### Claim 8 (depends on 1)

A spray cleaner comprising the composition of claim 1.

### Claim 9 (depends on 1)

A lubricant comprising the composition of claim 1.

### Claim 10 (depends on 1)

A contact cleaner comprising the composition of claim 1.

### Claim 11 (depends on 1)

A duster comprising the composition of claim 1.

### Claim 12 (depends on 1)

A personal care product comprising the composition of claim 1.

### Claim 13

A cleaning composition for removing a contaminant from a surface or portion of an article comprising
(a) at least one liquefied gas propellant comprising at least about 70% by weight of 1,3,3,3-tetrafluoropropene, wherein at least about 97% of said 1,3,3,3-tetrafluoropropene is trans-1,3,3,3-tetrafluoropropene (transHFO-1234ze), wherein said propellant has no flammability in air as measured according to ASTM-E681 and wherein said propellant has no substantial acute toxicity, as measured by inhalation exposure to mice and rats; and
(b) at least a portion of said contaminant removed from the surface or portion of the article.

### Claim 14 (depends on 13)

The composition of claim 13 wherein said liquefied gas propellant has a Global Warming Potential (GWP) of not greater than about 1000.

### Claim 15 (depends on 13)

The composition of claim 13 in the form of an aerosol.

### Claim 16 (depends on 14)

The composition of claim 14 wherein said composition further comprises a solvent carried by said at least one liquefied gas propellant.

### Claim 17 (depends on 16)

The composition of claim 16 wherein said at least one liquefied gas propellant consists essentially of trans-1,3,3,3-tetrafluoropropene (transHFO-1234ze).

### Claim 18 (depends on 16)

The composition of claim 16 wherein said liquefied gas propellant consists of trans-1,3,3,3-tetrafluoropropene (transHFO-1234ze).

### Claim 19 (depends on 13)

The composition of claim 13 further comprising CO2.