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Branched perfluoroalkyl-1,2-ethenes, their preparation and their use as oxygen carriers

Assignee: PCUK PRODUITS CHIMQUES UGINE KUHLMANN
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Filing: 1983-02-18
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Granted: 1986-09-23
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Expires: 2003-02-18
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Abstract

Abstract This invention concerns new branched perfluoroalkylated ethenes, their preparation and their use, in the form of aqueous emulsions, as oxygen carriers, and in particular as blood substitutes or as perfusion agents for the preservation of organs before transplant.

Inventors

  • 👤 Jean Riess
  • 👤 Francois Jeanneaux
  • 👤 Maurice Le Blanc
  • 👤 Andre Lantz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-24 12:28
CPC Classifications
C; C07; C07C; C07C21/00; C07C21/02; C07C21/18; A; A61; A61P; A61P7/00; A61P7/08; C07C17/00; C07C17/25; C07C17/26; C07C17/272; C07C17/278

Claims Analysis

Total Claims: 24
Claim 1
Independent Claim 52 words
Trans-isomers of bis-(perfluoroalkyl)-1,2-ethenes having the general formula: R.sub.F --CH═CH--R'.sub.F in which the R F and R' F groups represent C n F 2n+1 radicals, at least one of which is branched, and where n ranges from 3 to 20 for the branched groups and from 1 to 20 for the straight groups.
Claim 2
Dependent Claim 52 words
Trans-isomers of bis-(perfluoroalkyl)-1,2-ethenes having the general formula: R.sub.F --CH═CH--R'.sub.F in which the R F and R' F groups represent C n F 2n+1 radicals, at least one of which is branched, and where n ranges from 3 to 20 for the branched groups and from 1 to 20 for the straight groups.
Claim 3
Dependent Claim 14 words
Oil in water emulsions comprising the bis-(perfluoroalkyl)-1,2-ethenes of claim 1 as the oil phase.
Claim 4
Dependent Claim 20 words
A blood substitute comprising the oil-in-water emulsion of claim 2 having a particle size of less than about 0.6 millimicrons.
Claim 5
Dependent Claim 72 words
Trans isomers of bis-(perfluoroalkyl)-1,2-ethenes produced by: reacting a branched perfluoroalkyl iodide with a straight or branched mono-(perfluoroalkyl)-ethene to obtain an iodinated derivative of the branched bis-(perfluoroalkyl)-1,2-ethene; and dehydroiodinating the iodated derivative with an alkaline base to form trans isomers of bis-(perfluoroalkyl)-1,2-ethene, or reacting a straight or branched perfluoroalkyl iodide with a branched mono-(perfluoroalkyl)-ethene to form the iodinated derivative thereof, and dehydroiodinating the iodated derivative with an alkaline base to form branched bis-(perfluoroalkyl)-1,2-ethene.
Claim 6
Dependent Claim 72 words
Trans isomers of bis-(perfluoroalkyl)-1,2-ethenes produced by: reacting a branched perfluoroalkyl iodide with a straight or branched mono-(perfluoroalkyl)-ethene to obtain an iodinated derivative of the branched bis-(perfluoroalkyl)-1,2-ethene; and dehydroiodinating the iodated derivative with an alkaline base to form trans isomers of bis-(perfluoroalkyl)-1,2-ethene, or reacting a straight or branched perfluoroalkyl iodide with a branched mono-(perfluoroalkyl)-ethene to form the iodinated derivative thereof, and dehydroiodinating the iodated derivative with an alkaline base to form branched bis-(perfluoroalkyl)-1,2-ethene.
Claim 7
Dependent Claim 72 words
Trans isomers of perfluoroalkyl-1,2-ethenes produced by: reacting a branched perfluoroalkyl iodide with a straight or branched mono-(perfluoroalkyl)-ethene to obtain an iodinated derivative of the branched bis-(perfluoroalkyl)-1,2-ethene; and dehydroiodinating the iodated derivative with an alkaline base to form trans isomers of bis-(perfluoroalkyl)-1,2-ethene, or reacting a straight or branched perfluoroalkyl iodide with a branched mono-(perfluoroalkyl)-ethene to form the iodinated derivative thereof, and dehydroiodinating the iodated derivative with an alkaline base to form branched bis-(perfluoroalkyl)-1,2-ethene.
Claim 8
Dependent Claim 72 words
Trans isomers of perfluoroalkyl-1,2-ethenes produced by: reacting a branched perfluoroalkyl iodide with a straight or branched mono-(perfluoroalkyl)-ethene to obtain an iodinated derivative of the branched bis-(perfluoroalkyl)-1,2-ethene; and dehydroiodinating the iodated derivative with an alkaline base to form trans isomers of bis-(perfluoroalkyl)-1,2-ethene, or reacting a straight or branched perfluoroalkyl iodide with a branched mono-(perfluoroalkyl)-ethene to form the iodinated derivative thereof, and dehydroiodinating the iodated derivative with an alkaline base to form branched bis-(perfluoroalkyl)-1,2-ethene.
Claim 9
Dependent Claim 12 words
Oil-in-water emulsions comprising the bis-(perfluoroalkyl)-1,2-ethenes of claim 4 as the oil phase.
Claim 10
Dependent Claim 19 words
A blood substitute comprising oil-in-water emulsions of claim 6 having a particle size of the less than 0.6 millimicrons.
Claim 11
Dependent Claim 12 words
Oil-in-water emulsions comprising the perfluoroalkyl-1,2-ethenes of claim 5 as the oil phase.
Claim 12
Dependent Claim 20 words
A blood substitute comprising the oil-in-water emulsions of claim 8 having a particle size of the less than 0.6 millimicrons.
Claim 13
Dependent Claim 6 words
The trans-bis perfluoroisopropyl-1,2-ethene of claim 4.
Claim 14
Dependent Claim 6 words
The trans perfluoroisopropyl-1-perfluoro-n-hexyl-2-ethene of claim 5.
Claim 15
Dependent Claim 15 words
The oil-in-water emulsions of claim 2 wherein the water phase comprises water or physiological saline.
Claim 16
Dependent Claim 15 words
The oil-in-water emulsions of claim 6 wherein the water phase comprises water or physiological saline.
Claim 17
Dependent Claim 15 words
The oil-in-water emulsions of claim 8 wherein the water phase comprises water or physiological saline.
Claim 18
Dependent Claim 35 words
The oil-in-water emulsions of claim 12 further comprising a surface active agent of an ethylene oxide and propylene oxide condenstate, a fluorinated-chain surfactant, an egg yolk or soybean lecithin, or a mixture of these compounds.
Claim 19
Dependent Claim 35 words
The oil-in-water emulsions of claim 13 further comprising a surface active agent of an ethylene oxide and propylene oxide condenstate, a fluorinated-chain surfactant, an egg yolk or soybean lecithin, or a mixture of these compounds.
Claim 20
Dependent Claim 35 words
The oil-in-water emulsions of claim 15 further comprising a surface active agent of an ethylene oxide and propylene oxide condenstate, a fluorinated-chain surfactant, an egg yolk or soybean lecithin, or a mixture of these compounds.
Claim 21
Dependent Claim 53 words
Trans-isomers of perfluoroalkyl-1,2-ethenes having the general formula: R.sub.F --CH═CH R'.sub.F in which the R F and R' F groups represent C n F 2n+1 radicals, at least one of which is branched, and where n ranges from 3 to 20 for the branched groups and from 1 to 20 for the straight groups.
Claim 22
Dependent Claim 53 words
Trans-isomers of perfluoroalkyl-1,2-ethenes having the general formula: R.sub.F --CH═CH R'.sub.F in which the R F and R' F groups represent C n F 2n+1 radicals, at least one of which is branched, and where n ranges from 3 to 20 for the branched groups and from 1 to 20 for the straight groups.
Claim 23
Dependent Claim 12 words
Oil-in-water emulsions comprising the perfluoroalkyl-1,2-ethenes of claim 18 as the oil phase.
Claim 24
Dependent Claim 20 words
A blood substitute comprising the oil-in-water emulsion of claim 19 having a particle size of less than about 0.6 millimicrons.

References Cited (Backward Citations)

US3962439A Cited
US3989843A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-09-22 1990-03-24 1990-09-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-09-22 1994-03-24 1994-09-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-09-22 1998-03-24 1998-09-23 $7700.00 Window Closed / Lapsed

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