Azeotrope-like compositions of cis-1,1,1,4,4,4-hexafluoro-2-butene

• US 8,846,754 B2
• Filed: 12/14/2010
• Issued: 09/30/2014
• Est. Priority Date: 12/16/2009
• Status: Active Grant

• Current Assignee: Honeywell International Inc.
• Original Assignee: Honeywell International Inc.
• Inventors: Hulse, Ryan, Singh, Rajiv Ratna, Paonessa, Martin R., Pham, Hang T., Bogdan, Mary, Gittere, Cliff, Cheney, Martin
• Primary Examiner(s): Pagonakis, Anna
• Assistant Examiner(s): BARSKY, JARED
• Application Number:
  US12/967,522
• Publication Number:
  US 20120004299A1
• Time in Patent Office: 1,386 Days
• Field of Search: None
• US Class Current: 514/475
• CPC Class Codes: A01N 29/02 Acyclic compounds or compounds containing halogen attached to an aliphatic side-chain of a cycloaliphatic ring system
• CPC Class Codes: A61L 2/18 Liquid substances or solutions comprising solids or dissolved gases
• CPC Class Codes: A62D 1/0035 Aqueous solutions
• CPC Class Codes: A62D 1/0057 Polyhaloalkanes A62D1/005 takes precedence
• CPC Class Codes: C07C 21/18 containing fluorine
• CPC Class Codes: C08G 18/14 Manufacture of cellular products
• CPC Class Codes: C08G 18/664 with compounds of group C08G18/3203
• CPC Class Codes: C08G 18/6674 with compounds of group C08G18/3203
• CPC Class Codes: C08G 18/7671 containing only one alkylene bisphenyl group
• CPC Class Codes: 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
• CPC Class Codes: C08J 2203/10 Water or water-releasing compounds
• CPC Class Codes: C08J 2203/162 Halogenated unsaturated hydrocarbons, e.g. H2C=CF2
• CPC Class Codes: C08J 2205/052 Closed cells, i.e. more than 50% of the pores are closed
• CPC Class Codes: C08J 2207/04 Aerosol, e.g. polyurethane foam spray
• CPC Class Codes: C08J 2375/08 from polyethers
• CPC Class Codes: C08J 9/125 Water, e.g. hydrated salts
• CPC Class Codes: C08J 9/146 only fluorine as halogen atoms
• CPC Class Codes: C08J 9/149 Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
• CPC Class Codes: C09K 21/08 containing halogen
• CPC Class Codes: C09K 2205/10 Components
• CPC Class Codes: C09K 2205/102 : Alcohols
• CPC Class Codes: C09K 2205/108 : Aldehydes or ketones
• CPC Class Codes: C09K 2205/122 : Halogenated hydrocarbons
• CPC Class Codes: C09K 2205/126 : Unsaturated fluorinated hydrocarbons
• CPC Class Codes: C09K 2205/22 : All components of a mixture being fluoro compounds
• CPC Class Codes: C09K 2205/24 : Only one single fluoro component present
• CPC Class Codes: C09K 2205/32 : The mixture being azeotropic
• CPC Class Codes: C09K 23/00 : Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
• CPC Class Codes: C09K 23/007 : Organic compounds containing halogen
• CPC Class Codes: C09K 23/017 : Mixtures of compounds
• CPC Class Codes: C09K 23/54 : Silicon compounds
• CPC Class Codes: C09K 3/00 : Materials not provided for elsewhere
• CPC Class Codes: C09K 3/30 : for aerosols aerosol containers B65D83/14
• CPC Class Codes: C09K 5/044 : comprising halogenated compounds
• CPC Class Codes: C09K 5/045 : containing only fluorine as halogen
• CPC Class Codes: C10M 131/04 : aliphatic
• CPC Class Codes: C10M 2211/022 : aliphatic
• CPC Class Codes: F25B 1/00 : Compression machines, plants or systems with non-reversible cycle F25B3/00, F25B5/00, F25B6/00, F25B7/00, F25B9/00 take precedence
• CPC Class Codes: F25B 31/002 : Lubrication
• CPC Class Codes: F28C 3/005 : one heat-exchange medium being a solid F28C3/10 takes precedence
• CPC Class Codes: F28C 3/08 : with change of state, e.g. absorption, evaporation, condensation generating steam under pressure F22

Abstract

This invention relates to azeotrope-like compositions, methods and systems having utility in numerous applications, and in particular, uses for azeotrope-like compositions comprising effective amounts of the compound cis-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzzm), which has the following structure:

and another material selected from the group consisting of water, fluoroketones, alcohols, hydrochlorofluoroolefins, and combinations of two or more thereof. These compositions may be used in a wide variety of applications such as, blowing agents, refrigerants, heating agents, power cycle agents, cleaning agents, aerosol propellants, sterilization agents, lubricants, flavor and fragrance extractants, flammability reducing agents, and flame suppression agents.

Claims

1. An azeotrope composition comprising effective amounts of cis-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzzm) and a second component consisting of HCFO-1233zd(E), wherein HCFO-1233zd(E) is provided in an amount from about 83.6 wt % to less than 100 wt %.

2. The azeotrope or azeotrope-like composition of claim 1 comprising from about 93 wt % to less than 100 wt % of HCFO-1233zd(E) and from greater than about 0 wt % to about 7 wt % of Z-HFO-1336mzzm.

3. The azeotrope or azeotrope-like composition of claim 1 comprising from about 97 wt % to less than 100 wt % of Z-HFO-1336mzzm and from greater than about 0 wt % to about 3 wt % of HCFO-1233zd(E).

4. The azeotrope or azeotrope-like composition of claim 1 having a boiling point of about 17.7°

C.±

0.5°

C. at a pressure of about 14.5 psia.