Microemulsions containing perfluoropolyethers

• US 4,990,283 A
• Filed: 10/14/1988
• Issued: 02/05/1991
• Est. Priority Date: 06/26/1986
• Status: Expired due to Term

• Current Assignee: Ausimont, S.p.A.
• Original Assignee: Ausimont, S.p.A.
• Inventors: Visca, Mario, Chittofrati, Alba
• Primary Examiner(s): Schofer, Joseph L.
• Assistant Examiner(s): Delmendo, R. H.
• Application Number:
  US07/259,451
• Time in Patent Office: 844 Days
• Field of Search: 252/312, 252/8.554, 252/309, 514/832, 514/833, 524/319, 524/546, 524/462, 524/801
• US Class Current: 516/30
• CPC Class Codes: A61K 9/0026 Blood substitute; Oxygen transporting formulations; Plasma extender
• CPC Class Codes: C08G 65/007 containing fluorine
• CPC Class Codes: C08J 2371/00 Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain of polyacetals C08J2359/00; of epoxy resins C08J2363/00; of polythioether-ethers C08J2381/02; of polyethersulfones C08J2381/06; Derivatives of such polymers
• CPC Class Codes: C08J 3/03 in aqueous media

Abstract

Microemulsions based on perfluoropolyethers, comprising:

an aqueous medium,

a perfluoropolyether having a mean molecular weight from 400 to 10,000, and perfluoroalkyl end groups;

a fluorinated surfactant, and optionally also a short-chain hydrogenated alcohol or a fluoroalkanol, or a water-soluble salt, said microemulsions being permanently stable in a certain temperature range, in which they are preparable by simple mixing of the components.

Claims

1. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by a formula selected from the class consisting of the following formulae from (A) through (H);

##STR5## with a random distribution of the perfluorooxyalkylene units, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, --C₃ F₇, and m, n, p have such values as to fulfill the above mean molecular weight condition;

(B) R_f O(CF₂ CF₂ O)_n (CF₂ O)_m R'"'"'_f with a random distribution of the perfluoroxyalkylene units, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, and m and n have such values as to fulfill the above mean molecular weight conditions;

##STR6## with a random distribution of the perfluoroxyalkylene units, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, --C₃ F₇, and m, n, p, q have such values as to fulfill the above mean molecular weight condition;

##STR7## where R_f and R'"'"'_f, alike or different from each other, are --C₂ F₅, --C₃ F₇, and n has such values as to fulfill the above mean molecular weight condition;

(E) R_f O(CF₂ CF₂ O)_n R'"'"'_f, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, and n has such values as to fulfill the above mean molecular weight condition;

(F) R_f O(CF₂ CF₂ CF₂ O)_n R'"'"'_f, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, or --C₃ F₇, and n having such values as to fulfill the above mean molecular weight condition;

##STR8## where R_f and R'"'"'_f, are perfluoroalkyl, R"_f are F or perfluoroalkyl, n having such values as to fulfill the above average molecular weight range; and

##STR9## where R_f and R'"'"'_f, are perfluoroalkyl, R"_f are F or perfluoroalkyl, n having such values to fulfill the above average molecular weight range.

10. A microemulsion according to any one of claims 1 to 9, characterized further in that is comprises a surfactant the hydrophobic portion of which is a perfluoropolyether chain.

11. A microemulsion according to any one of claims 1 to 9, characterized further in comprising a water-soluble inorganic salt, a fluorinated alcohol or an alkoanol having 1 to 6 carbon atoms.

2. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

##STR10## with a random distribution of the perfluorooxyalkylene units, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, --C₃ F₇, and m, n, p have such values as to fulfill the above mean molecular weight condition.

12. A microemulsion according to claim 2, wherein the perfluoropolyether has a mean molecular weight of about 600 and wherein R_f =R'"'"'_f =CF₃.

3. Microemulsions of the type "oil in water " or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

space="preserve" listing-type="equation">R.sub.f O( CF.sub.2 CF.sub.2 O).sub.n (CF.sub.2 O).sub.m R'"'"'.sub.f

with a random distribution of the perfluoroxyalkylene units, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, and m and n have such values as to fulfill the above mean molecular weight condition.

4. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant,

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

##STR11## with a random distribution of the perfluoroxyalkylene units, where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, or --C₃ F₇, and m, n, p, q have such values as to fulfill the above mean molecular weight condition.

5. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

##STR12## where R_f and R'"'"'_f, alike or different from each other, are --C₂ F₅, --C₃ F₇, and n has such values as to fulfill the above mean molecular weight conditions.

6. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

space="preserve" listing-type="equation">R.sub.f O(CF.sub.2 CF.sub.2 O).sub.n R'"'"'.sub.f,

where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, and n has such values as to fulfill the above mean molecular weight condition.

7. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

space="preserve" listing-type="equation">R.sub.f O(CF.sub.2 CF.sub.2 CF.sub.2 O).sub.n R'"'"'.sub.f,

where R_f and R'"'"'_f, alike or different from each other, are --CF₃, --C₂ F₅, or --C₃ F₇, and n having such values as to fulfill the above mean molecular weight condition.

8. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single honogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

##STR13## where R_f and R'"'"'_f, are perfluoroalkyl, R"_f are F or perfluoroalkyl, n having such values as to fulfill the above average molecular weight range.

9. Microemulsions of the type "oil in water" or "water in oil," macroscopically constituted by one single homogeneous limpid or translucent liquid, indefinitely stable within a temperature range determined by that range in which they are prepared by mixing their components, comprising as essential components:

an aqueous solution,

a fluorinated surfactant, and

a perfluoropolyether having a mean molecular weight ranging from 400 to 10,000 represented by the following formula;

##STR14## where R_f and R'"'"'_f, are perfluoroalkyl, R"_f are F or perfluoroalkyl, n having such values as to fulfill the above average molecular weight range.