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Soluble hydrophilic polymers and process for processing the same

Assignee: Czech Academy of Sciences
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Filing: 1973-02-26
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Granted: 1976-01-06
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Expires: 1993-02-26
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Abstract

Abstract Soluble, hydrophilic polymers suitable for medical use and as blood plasma substitutes comprising low molecular weight polymer derived from at least one monomer of an acrylamide type material or a mono-ester of an acrylic type acid and a glycol which is condensed with bifunctional compounds to form a condensation polymer having increased molecular weight and enzymatically cleavable cross-links. The hydrophilic polymer is produced by polymerizing the acrylamide type material or monoester mentioned above to form a low molecular weight polymer which is then condensed with a bifunctional compound to form a high molecular weight condensation polymer having enzymatically cleavable cross-links.

Inventors

  • 👤 Jinrich Kopecek
  • 👤 Jiri Vacik
  • 👤 Ladislav Sprincl

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 20:28
CPC Classifications
C; C08; C08L; C08L33/00; C08F; C08F20/00; C08F20/02; C08F20/52; C08F20/54; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/62; C08G18/6216; C08G18/6266; C08G18/6283; C08L33/04; C08L33/14; Y; Y10; Y10S; Y10S525/00; Y10S525/937

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 164 words
A water soluble hydrophilic low molecular weight polymer suitable for medical use including blood plasma substitute comprising the polymerizate of at least one monomer selected from the group consisting of N-alkyl methacrylamides, N-hydroxyalkyl methacrylamides, N-alkyl acrylamides, N-hydroxyalkyl acrylamides, N,N-dialkyl acrylamides, and mono-esters of acrylic and methacrylic acids with di-, tri- and higher homologous polyethlene glycols wherein the alkyl radicals are selected from the group consisting of unsubstituted and substituted alkyl radicals, the substituents being selected from the group consisting of hydroxy, amino and alkoxy groups, said low molecular weight polymer having an average molecular weight in a range of 10,000 to 60,000 and containing up to 1% maximum of a fraction having a molecular weight above 100,000, said low molecular weight polymer being condensed with at least one bifunctional compound selected from diisocyanates, halides of dicarboxylic acids, phosgene and dialdehydes derived from dicarboxylic acids to form a condensation polymer having a molecular weight in a range of 60,000 to 250,000 and having cleavable cross-links.
Claim 2
Dependent Claim 164 words
A water soluble hydrophilic low molecular weight polymer suitable for medical use including blood plasma substitute comprising the polymerizate of at least one monomer selected from the group consisting of N-alkyl methacrylamides, N-hydroxyalkyl methacrylamides, N-alkyl acrylamides, N-hydroxyalkyl acrylamides, N,N-dialkyl acrylamides, and mono-esters of acrylic and methacrylic acids with di-, tri- and higher homologous polyethlene glycols wherein the alkyl radicals are selected from the group consisting of unsubstituted and substituted alkyl radicals, the substituents being selected from the group consisting of hydroxy, amino and alkoxy groups, said low molecular weight polymer having an average molecular weight in a range of 10,000 to 60,000 and containing up to 1% maximum of a fraction having a molecular weight above 100,000, said low molecular weight polymer being condensed with at least one bifunctional compound selected from diisocyanates, halides of dicarboxylic acids, phosgene and dialdehydes derived from dicarboxylic acids to form a condensation polymer having a molecular weight in a range of 60,000 to 250,000 and having cleavable cross-links.
Claim 3
Dependent Claim 32 words
The polymer as defined in claim 1 wherein said alkyl radicals contain from one to three carbon atoms and the hydroxy, amino, and alkyl groups contain from one to six carbon atoms.
Claim 4
Dependent Claim 40 words
Soluble hydrophilic polymers as defined in claim 1 wherein up to 49 mol % of the monomer is replaced with a material selected from the group consisting of acrylamide, methacrylamide and monolefinic monomers containing an -- N H -- group.
Claim 5
Dependent Claim 17 words
Soluble hydrophilic polymers as defined in claim 1 wherein the low molecular weight polymer is a copolymer.
Claim 6
Dependent Claim 29 words
A soluble hydrophilic polymer as defined in claim 1 comprising a hexamethylene diisocyanate cross-linked copolymer comprising N-ethyl methacrylamide with acrylamide in a molar ratio of 8 to 2, respectively.
Claim 7
Dependent Claim 178 words
A process for making water soluble, hydrophilic polymers suitable as blood plasma substitutes comprising the steps of polymerizing, in the presence of a chain transfer agent, at least one monomer selected from the group consisting of N-alkyl methacrylamides, N-alkyl acrylamides, N,N-dialkyl acrylamides and mono-esters of acrylic and methacrylic acids with di-, tri- and higher homologous polyethylene glycols wherein the alkyl radicals are selected from the group consisting of unsubstituted and substituted alkyl radicals and the substituents therein are selected from the group consisting of hydroxy, amino and alkoxy groups, for a sufficient time to form a low molecular weight polymer having an average molecular weight in a range of 10,000 to 60,000 and containing up to 1% maximum of a fraction having a molecular weight above 100,000, thereafter condensing said low molecular weight polymer with at least one bifunctional compound selected from diisocyanates, halides of dicarboxylic acids, phosgene and dialdehydes derived from dicarboxylic acids in an amount sufficient to form a condensation polymer having a molecular weight in a range of 60,000 to 250,000 and having cleavable crosslinks.
Claim 8
Dependent Claim 178 words
A process for making water soluble, hydrophilic polymers suitable as blood plasma substitutes comprising the steps of polymerizing, in the presence of a chain transfer agent, at least one monomer selected from the group consisting of N-alkyl methacrylamides, N-alkyl acrylamides, N,N-dialkyl acrylamides and mono-esters of acrylic and methacrylic acids with di-, tri- and higher homologous polyethylene glycols wherein the alkyl radicals are selected from the group consisting of unsubstituted and substituted alkyl radicals and the substituents therein are selected from the group consisting of hydroxy, amino and alkoxy groups, for a sufficient time to form a low molecular weight polymer having an average molecular weight in a range of 10,000 to 60,000 and containing up to 1% maximum of a fraction having a molecular weight above 100,000, thereafter condensing said low molecular weight polymer with at least one bifunctional compound selected from diisocyanates, halides of dicarboxylic acids, phosgene and dialdehydes derived from dicarboxylic acids in an amount sufficient to form a condensation polymer having a molecular weight in a range of 60,000 to 250,000 and having cleavable crosslinks.
Claim 9
Dependent Claim 32 words
The process according to claim 6 wherein said alkyl radicals contain from one to three carbon atoms and the hydroxy -alkyl and amino -alkyl group contains from one to six carbon atoms.
Claim 10
Dependent Claim 38 words
The process as defined in claim 6 wherein up to 49 mol % of the monomer is replaced with a material selected from the group consisting of acrylamide, methacrylamide and monoolefinic monomers containing an -- NH -- group.
Claim 11
Dependent Claim 14 words
The process as defined in claim 6 wherein the monomer is N-(2-hydroxy-propyl) methacrylamide monomer.
Claim 12
Dependent Claim 32 words
The process as defined in claim 6 polymer is copolymer formed from N-ethyl methacrylamide with acrylamide in a molar ratio of 8 to 2, respectively and the bifunctional compound is hexamethylene diisocyanate.
Claim 13
Dependent Claim 13 words
Soluble hydrophilic polymer as defined in claim 1, wherein the monomer is N-(2-hydroxypropyl)methacrylamide.

References Cited (Backward Citations)

GB802740A Cited
US3326823A Cited
US3245941A Cited
US3382090A Cited
US3575946A Cited
US3607848A Cited
US3787474A Cited
US3577522A Cited
US3590125A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-01-05 1979-07-07 1980-01-06 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-01-05 1983-07-07 1984-01-06 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-01-05 1987-07-07 1988-01-06 $7700.00 Window Closed / Lapsed

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