Compositions comprising fluoroolefins and uses thereof
AssigneeE.I. du Pont de Nemours and Company
InventorsAllen Capron Sievert, Mario Joseph Nappa, Barbara Haviland Minor, Thomas J. Leck, Velliyur Nott Mallikarjuna Rao, Ekaterina N. Swearingen, Corneille Schmitz, Nandini C. Mouli, Deepak Perti
Life of this patent
Estimating the term…
Abstract
The present invention relates to fluoroolefin compositions. The fluoroolefin compositions of the present invention are useful as refrigerants or heat transfer fluids and in processes for producing cooling or heat. Additionally, the fluoroolefin compositions of the present invention may be used to replace currently used refrigerant or heat transfer fluid compositions that have higher global warming potential.
Claims10
A composition comprising a refrigerant or heat transfer fluid composition comprising 1,1,1,4,4,5,5,5-octafluoro-2-pentene, at least one ultra-violet fluorescent dye selected from the group consisting of naphthalimides, perylenes, coumarins, anthracenes, phenanthracenes, xanthenes, thioxanthenes, naphthoxanthenes, fluoresceins, and derivatives of said dye and combinations thereof, and at least one solubilizing agent selected from the group consisting of hydrocarbons, dimethyl ether, polyoxyalkylene glycol ethers, amides, ketones, nitriles, chlorocarbons, esters, lactones, aryl ethers, fluoroethers, and 1,1,1-trifluoroalkanes, and wherein said solubilizing agent is selected from the group consisting of:
- a) polyoxyalkylene glycol ethers represented by the formula R1[(OR2)xOR3]y, wherein:
- x is an integer from 1 to 3;
- y is an integer from 1 to 4;
- R1 is selected from hydrogen and aliphatic hydrocarbon radicals having 1 to 6 carbon atoms and y bonding sites;
- R2 is selected from aliphatic hydrocarbylene radicals having from 2 to 4 carbon atoms;
- R3 is selected from hydrogen, and aliphatic and alicyclic hydrocarbon radicals having from 1 to 6 carbon atoms;
- at least one of R1 and R3 is selected from said hydrocarbon radicals;
- and wherein said polyoxyalkylene glycol ethers have a molecular weight of from about 100 to about 300 atomic mass units;
- b) amides represented by the formulae R1C(O)NR2R3 and cyclo-[R4CON(R5)—], wherein R1, R2, R3 and R5 are independently selected from aliphatic and alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms, and at most one aromatic radical having from 6 to 12 carbon atoms;
- R4 is selected from aliphatic hydrocarbylene radicals having from 3 to 12 carbon atoms;
- and wherein said amides have a molecular weight of from about 100 to about 300 atomic mass units;
- c) ketones represented by the formula R1C(O)R2, wherein R1 and R2 are independently selected from aliphatic, alicyclic and aryl hydrocarbon radicals having from 1 to 12 carbon atoms, and wherein said ketones have a molecular weight of from about 70 to about 300 atomic mass units;
- d) nitriles represented by the formula R1CN, wherein R1 is selected from aliphatic, alicyclic or aryl hydrocarbon radicals having from 5 to 12 carbon atoms, and wherein said nitriles have a molecular weight of from about 90 to about 200 atomic mass units;
- e) chlorocarbons represented by the formula RClx, wherein;
- x is 1 or 2;
- R is selected from aliphatic and alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms;
- and wherein said chlorocarbons have a molecular weight of from about 100 to about 200 atomic mass units;
- f) aryl ethers represented by the formula R1OR2, wherein:
- R1 is selected from aryl hydrocarbon radicals having from 6 to 12 carbon atoms;
- R2 is selected from aliphatic hydrocarbon radicals having from 1 to 4 carbon atoms;
- and wherein said aryl ethers have a molecular weight of from about 100 to about 150 atomic mass units;
- g) 1,1,1-trifluoroalkanes represented by the formula CF3R1, wherein R1 is selected from aliphatic and alicyclic hydrocarbon radicals having from about 5 to about 15 carbon atoms;
- h) fluoroethers represented by the formula R1OCF2CF2H, wherein R1 is selected from aliphatic, alicyclic, and aromatic hydrocarbon radicals having from about 5 to about 15 carbon atoms;
- or wherein said fluoroethers are derived from fluoroolefins and polyols, wherein said fluoroolefins are of the type CF2═CXY, wherein X is hydrogen, chlorine or fluorine, and Y is chlorine, fluorine, CF3 or ORf, wherein Rf is CF3, C2F5, or C3F7;
- and said polyols are linear or branched, wherein said linear polyols are of the type HOCH2 (CHOH)x(CRR′)yCH2OH, wherein R and R′ are hydrogen, CH3 or C2H5, x is an integer from 0-4, y is an integer from 0-3 and z is either zero or 1, and said branched polyols are of the type C(OH)t(R)u(CH2OH)v[(CH2)mCH2OH]w, wherein R may be hydrogen, CH3 or C2H5, m is an integer from 0 to 3, t and u are 0 or 1, v and w are integers from 0 to 4, and also wherein t+u+v+w=4;
- and
- i) lactones represented by structures [B], [C], and [D]:
- wherein, R1 through R8 are independently selected from hydrogen, linear, branched, cyclic, bicyclic, saturated and unsaturated hydrocarbyl radicals;
- and the molecular weight is from about 100 to about 300 atomic mass units;
- and
- j) esters represented by the general formula R1CO2R2, wherein R1 and R2 are independently selected from linear and cyclic, saturated and unsaturated, alkyl and aryl radicals;
- and wherein said esters have a molecular weight of from about 80 to about 550 atomic mass units.
A composition comprising 1,1,1,4,4,5,5,5-octafluoro-2-pentene and a stabilizer selected from the group consisting of:
- a) at least one terpene or terpenoid in combination with at least one compound selected from the group consisting of epoxides, fluorinated epoxides, and oxetanes;
- b) at least one fullerene in combination with at least one compound selected from the group consisting of epoxides, fluorinated epoxides, and oxetanes;
- c) at least one phenol in combination with at least one compound selected from the group consisting of epoxides, fluorinated epoxides, and oxetanes.
Dependencies are inferred from the claim text.