Artificial blood and other gas transport agents

Abstract

Gas transport agents such as artificial blood containing a perfluorocyclocarbon and an amine oxide are disclosed. These compositions have been found to provide transparent emulsions or solutions for use in oxygen transport, particularly in animals. Large concentrations of perfluorocarbons may be employed even up to 50% or more by volume in preparing emulsions, microemulsions or solutions. The emulsions or solutions have been found to be very stable at room temperature storage conditions thereby providing significant advantages.

What is claimed is: 
     
       1. A gas transport agent liquid composition containing a .Iadd.tricyclic or quadricyclic .Iaddend.perfluorocyclocarbon and an organoamine oxide. 
     
     
       2. The composition of claim 1 wherein said oxide is a fluoroorganoamine oxide. 
     
     
       3. The composition of claim 1 wherein said oxide is a polyfluoroamidoamine oxide. 
     
     
       4. The composition of claim 3 wherein the oxide is defined by the formula ##STR3## 
     
     
       5. The composition of claim 1 wherein the perfluorocyclocarbon is a perfluorinated compound selected from the group consisting of an adamantane, substituted adamantane, .[.decalin, substituted decalin, bicyclononane, substituted bicyclononane,.]. and mixtures thereof. 
     
     
       6. The composition of claim 1 wherein said perfluorocyclocarbon is a solid. 
     
     
       7. An oxygen transfer agent liquid composition comprising water, .[.a major amount of.]. a .Iadd.tricyclic or quadricyclic .Iaddend.perfluorocyclocarbon, and .[.a minor amount of.]. an organoamine oxide. 
     
     
       8. The composition of claim 6 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. 
     
     
       9. The composition of claim 7 wherein said amine oxide is a polyfluoroorganoamine oxide. 
     
     
       10. The composition of claim 9 wherein said amine oxide is a polyfluoroamidoamine oxide. 
     
     
       11. The composition of claim 7 wherein the perfluorocyclocarbon is selected from a perfluorinated compound selected from the group consisting of an adamantane, substituted adamantane, .[.decalin, substituted decalin, bicyclononane, substituted bicyclononane,.]. and mixtures thereof. 
     
     
       12. The composition of claim 7 wherein said perfluorocyclocarbon is .[.selected from the group consisting of perfluoro(methylcyclohexane), perfluoro(1,3-dimethylcyclohexane), perfluoro(decahydronaphthalene), perfluoro(decahydro-1-methylnaphthalene), perfluoro(decahydrodimethylnaphthalene),.]. perfluorodimethyladamantane.[., perfluorotrimethylbicyclo[3.3.1.]nonane, perfluorotetrahydrodicyclopentadiene, perfluorobicyclo[5.3.0.]decane and perfluorodimethylbicyclo[3.3.1.]nonane, or mixtures thereof.].. 
     
     
       13. The composition of claim 7 wherein said perfluorocyclocarbon is a mixture of perfluorodimethyladamantane and perfluorotrimethylbicyclo[3.3.1.]nonane. 
     
     
       14. An artificial blood liquid composition comprising water, a .Iadd.tricyclic or quadricyclic .Iaddend.perfluorocyclocarbon and an organoamine oxide .Iadd.wherein said tricyclic or quadricyclic perfluorocyclocarbon and organoamine oxide are present in said artificial blood liquid composition in amounts which are nontoxic to an animal when said artificial blood liquid composition is infused into the animal.Iaddend.. 
     
     
       15. The composition of claim 14 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. 
     
     
       16. The composition of claim 14 wherein said amine oxide is a polyfluoroorganoamine oxide. 
     
     
       17. The composition of claim 16 wherein said amine oxide is a polyfluoroamidoamine oxide. 
     
     
       18. The composition of claim 14 wherein the perfluorocyclocarbon is selected from a perfluorinated compound selected from the group consisting of an adamantane, substituted adamantane, .[.decalin, substituted decalin, bicyclononane, substituted bicyclononane,.]. and mixtures thereof. 
     
     
       19. The composition of claim 14 wherein said perfluorocyclocarbon is .[.selected from the group consisting of perfluoro(methylcyclohexane), perfluoro(1,3-dimethylcyclohexane), perfluoro(decahydronaphthalene), perfluoro(decahydro-1-methylnaphthalene), perfluoro(decahydrodimethylnaphthalene),.]. perfluorodimethyladamantane.[., perfluorotrimethylbicyclo[3.3.1.]nonane, perfluorotetrahydrodicyclopentadiene, perfluorobicyclo[5.3.0.]decane and perfluorodimethylbicyclo[3.3.1.]nonane, or mixtures thereof.].. 
     
     
       20. The composition of claim 14 wherein said perfluorocyclocarbon is a mixture of perfluorodimethyladamantane and perfluorotrimethylbicyclo[3.3.1.]nonane. 
     
     
       21. A room temperature stable artificial blood liquid composition comprising an aqueous mixture containing a .[.major amount of a.]. .Iadd.tricyclic or quadricyclic .Iaddend.perfluorocyclocarbon and .[.a minor amount of.]. an organoamine oxide .Iadd.wherein said tricyclic or quadricyclic perfluorocyclocarbon and organoamine oxide are present in said room temperature stable artificial blood liquid composition in amounts which are nontoxic to an animal when said room temperature stable artificial blood liquid composition is infused into the animal.Iaddend.. 
     
     
       22. The composition of claim 21 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. 
     
     
       23. The composition of claim 21 wherein said amine oxide is a polyfluoroorganoamine oxide. 
     
     
       24. The composition of claim 23 wherein said amine oxide is defined by the formula ##STR4## 
     
     
       25. The composition of claim 21 wherein said perfluorocyclocarbon is .[.selected from the group consisting of perfluoro(methylcyclohexane), perfluoro(1,3-dimethylcyclohexane), perfluoro(decahydronaphthalene), perfluoro(decahydro-1-methylnaphthalene), perfluoro(decahydrodimethylnaphthalene),.]. perfluorodimethyladamantane.[., perfluorotrimethylbicyclo[3.3.1.]nonane, perfluorotetrahydrodicyclopentadiene, perfluorobicyclo[5.3.0.]decane and perfluorodimethylbicyclo[3.3.1]nonane, or mixtures thereof.].. 
     
     
       26. The composition of claim 21 wherein said perfluorocyclocarbon is a mixture of perfluorodimethyladamantane and perfluorotrimethylbicyclo[3.3.1.]nonane. 
     
     
       27. A room temperature stable artificial blood liquid composition comprising an aqueous mixture containing, a major amount of a perfluorocyclocarbon mixture of perfluorodimethyladamantane and perfluorotrimethylbicyclo[3.3.1.]nonane and a minor amount of a fluoroorganoamine oxide .Iadd.wherein said perfluorocyclocarbon mixture and fluoroorganoamine oxide are present in said room temperature stable artificial blood liquid composition in amounts which are nontoxic to an animal when said room temperature stable artificial blood liquid composition is infused into the animal.Iaddend.. 
     
     
       28. The composition of claim 27 wherein said amine oxide is a polyfluoroamidoamine oxide. 
     
     
       29. The composition of claim 28 wherein said oxide defined by the formula R1 ? ##STR5## 
     
     
       30. The composition of claim 29 wherein the perfluorocyclocarbon mixture is contained in an amount of from about 10 to 50% and the oxide is contained in an amount of from about 1 to 10% to obtain a substantially transparent liquid. .Iadd.31. The composition of claim 1 wherein said perfluorocyclocarbon is phenanthrene. .Iaddend. .Iadd.32. The composition of claim 7 wherein said perfluorocyclocarbon is phenanthrene. .Iaddend. .Iadd.33. The composition of claim 14 wherein said perfluorocyclocarbon is phenanthrene. .Iaddend. .Iadd.34. The composition of claim 21 wherein said 
     
     
        perfluorocyclocarbon is phenanthrene. .Iaddend. .Iadd.35.  A gas transport agent liquid composition containing a perfluorocyclocarbon and an organoamine oxide, said perfluorocyclocarbon is a non-aromatizable perfluorinated polycyclic compound having 9-18 carbon atoms and at least two bridgehead carbon atoms linked through a bridge containing at least 
     
     
        one carbon atom. .Iaddend. .Iadd.36.  A composition of claim 35 wherein said oxide is polyfluoroamidoamine oxide. .Iaddend. .Iadd.37. A composition of claim 36 wherein the perfluorocyclocarbon is a perfluorinated compound selected from the group consisting of an adamantane, substituted adamantane and mixtures thereof. .Iaddend. .Iadd.38. A composition of claim 36 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is 
     
     
        present in an amount of from about 1 to 10%. .Iaddend. .Iadd.39.  An oxygen transfer agent liquid composition comprising water, a perfluorocyclocarbon and an organoamine oxide, said perfluorocyclocarbon is a non-aromatizable perfluorinated polycyclic compound having 9-18 carbon atoms and at least two bridgehead carbon atoms linked through a 
     
     
        bridge containing at least one carbon atom. .Iaddend. .Iadd.40.  A composition of claim 39 wherein said oxide is polyfluoroamidoamine oxide. .Iaddend. .Iadd.41. A composition of claim 40 wherein the perfluorocyclocarbon is a perfluorinated compound selected from the group consisting of an adamantane, substituted adamantane and mixtures thereof. .Iaddend. .Iadd.42. A composition of claim 40 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. 
     
     
        .Iaddend. .Iadd.43.  An artificial blood liquid composition comprising water, a perfluorocyclocarbon and an organoamine oxide, said perfluorocyclocarbon is a non-aromatizable perfluorinated polycyclic compound having 9-18 carbon atoms and at least two bridgehead carbon atoms linked through a bridge containing at least one carbon atom wherein said perfluorocyclocarbon and organoamine oxide are present in said artificial blood liquid composition in amounts which are nontoxic to an animal when said artificial blood liquid composition is infused into the animal. 
     
     
        .Iaddend. .Iadd.44.  A composition of claim 43 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. .Iaddend. .Iadd.45. A composition of claim 43 wherein said oxide is a perfluoroamidoamine oxide. .Iaddend. .Iadd.46. A composition of claim 45 wherein the perfluorocyclocarbon is selected from a perfluorinated compound selected from the group consisting of an adamantane, substituted 
     
     
        adamantane and mixtures thereof. .Iaddend. .Iadd.47.  The composition of claim 35 wherein said perfluorinated compound is selected from the group consisting of bicyclononane, methylbicyclononane, trimethylbicyclo[3.3.1.]nonane, tetrahydrodicyclopentadiene, bicyclo[5.3.0.]decane and dimethylbicyclo[3.3.1.]nonane, or mixtures thereof. .Iaddend. .Iadd.48. The composition of claim 39 wherein said perfluorinated compound is selected from the group consisting of bicyclononane, methylbicyclononane, trimethylbicyclo[3.3.1.]nonane, tetrahydrodicyclopentadiene, bicyclo[5.3.0.]decane and dimethylbicyclo[3.3.1.]nonane, or mixtures thereof. .Iaddend. .Iadd.49. The composition of claim 43 wherein said perfluorinated compound is selected from the group consisting of bicyclononane, methylbicyclononane, trimethylbicyclo[3.3.1.]nonane, tetrahydrodicyclopentadiene, bicyclo[5.3.0.]decane and dimethylbicyclo[3.3.1.]nonane, or mixtures 
     
     
        thereof. .Iaddend. .Iadd.50.  A gas transport agent liquid composition containing a perfluorocyclocarbon and an organoamine oxide, said perfluorocyclocarbon is a perfluorinated polycyclic compound containing at least 12 carbon atoms. .Iaddend. .Iadd.51. A composition of claim 50 wherein said oxide is perfluoroamidoamine oxide. .Iaddend. .Iadd.52. A composition of claim 50 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. .Iaddend. .Iadd.53. An oxygen transfer agent liquid composition comprising water, a perfluorocyclocarbon and an organoamine oxide, said perfluorocyclocarbon is a perfluorinated polycyclic compound containing at least 12 carbon atoms. .Iaddend. .Iadd.54. A composition of claim 53 wherein said oxide is 
     
     
        polyfluoroamidoamine oxide. .Iaddend. .Iadd.55.  A composition of claim 53 wherein said perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. .Iaddend. .Iadd.56. An artificial blood liquid composition comprising water, a perfluorocyclocarbon and an organoamine oxide, said perfluorocyclocarbon is a perfluorinated polycyclic compound containing at least 12 carbon atoms and said perfluorocyclocarbon and organoamine oxide are present in said artificial blood liquid composition in amounts which are nontoxic to an animal when said artificial blood liquid composition is infused into the animal. .Iaddend. .Iadd.57. A composition of claim 56 wherein said oxide is polyfluoroamidoamine oxide. .Iaddend. .Iadd.58. A composition of claim 56 wherein the perfluorocyclocarbon is contained in an amount of from about 10 to about 50% and said oxide is present in an amount of from about 1 to 10%. .Iaddend.