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US4677138A Expired / Lapsed US ⏱️ 0.0 years remaining

High yield process for producing polyaldehyde microspheres

Assignee: Yeda Research and Development Co Ltd
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Filing: 1984-10-19
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Granted: 1987-06-30
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Expires: 2004-10-19
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Abstract

Abstract Homopolymeric polyaldehyde microspheres can be prepared in yields of up to about 90% by preparing an aqueous solution consisting essentially of a suitable concentration of an α,β-ethylenically unsaturated aldehyde and a suitable concentration of an appropriate surfactant under suitable conditions such that the surfactant has a net electrostatic charge. The solution, which may also contain a ferrofluidic material, fluorescent dye or additional solvent, is then irradiated under an inert atmosphere with a sufficient dose of γ-radiation to effect polymerization and the monodisperse homopolymeric polyaldehyde microspheres so produced are recovered. Copolymeric polyaldehyde microspheres can be prepared by adding to the solution a suitable concentration of a copolymerizable comonomer before initiating polymerization. Monodisperse homopolymeric or copolymeric polyaldehyde microspheres useful for affinity chromatography, cell labeling, cell separation and diagnostic purposes can thus be prepared in significantly higher yield than was previously obtainable.

Inventors

  • 👤 Shlomo Margel

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 15:37
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/48; A61K9/50; A61K9/5094; C; C08; C08F; C08F16/00; C08F16/34

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 70 words
A method for producing monodisperse homopolymeric polyaldehyde microspheres which comprises: (a) irradiating an aqueous solution, consisting essentially of a suitable concentration of an α,β-ethylenically unsaturated aldehyde and a suitable concentration of an appropriate surfactant prepared under suitable conditions such that the surfactant has a net electrostatic charge, under an inert atmosphere with a dose of γ-radiation sufficient to effect polymerization; and (b) recovering the monodisperse homopolymeric polyaldehyde microspheres so produced.
Claim 2
Independent Claim 70 words
A method for producing monodisperse homopolymeric polyaldehyde microspheres which comprises: (a) irradiating an aqueous solution, consisting essentially of a suitable concentration of an α,β-ethylenically unsaturated aldehyde and a suitable concentration of an appropriate surfactant prepared under suitable conditions such that the surfactant has a net electrostatic charge, under an inert atmosphere with a dose of γ-radiation sufficient to effect polymerization; and (b) recovering the monodisperse homopolymeric polyaldehyde microspheres so produced.
Claim 3
Dependent Claim 16 words
A method according to claim 1, wherein the α,β-ethylenically unsaturated aldehyde is acrolein, methacrolein or crotonaldehyde.
Claim 4
Dependent Claim 30 words
A method according to claim 1, wherein the suitable concentration of the α,β-ethylenically unsaturated aldehyde is up to about ten percent by volume based on the volume of the solution.
Claim 5
Dependent Claim 31 words
A method according to claim 1, wherein the suitable concentration of the surfactant is from about 0.02 percent to about 5 percent by weight based upon the volume of the solution.
Claim 6
Dependent Claim 25 words
A method of claim 1, wherein the surfactant is a polyether and the suitable conditions comprise a pH value between about 1 and about 3.5.
Claim 7
Dependent Claim 15 words
A method according to claim 5, wherein the surfactant is polyethylene oxide or polyethylene glycol.
Claim 8
Dependent Claim 26 words
A method according to claim 1, wherein the surfactant is a polycarboxylic acid and the pH of the solution is above a value of about 3.0.
Claim 9
Dependent Claim 16 words
A method according to claim 7, wherein the polycarboxylic acid is polyacrylic acid or polymethacrylic acid.
Claim 10
Dependent Claim 27 words
A method according to claim 1, wherein the source of the radiation is Co 60 and the sufficient dose is between about 0.7 and about 2.5 megarads.
Claim 11
Dependent Claim 14 words
A method according to claim 1, wherein the solution additionally contains a ferrofluidic material.
Claim 12
Dependent Claim 16 words
A method according to claim 1, wherein the ferrofluidic material is Fe 3 O 4 .
Claim 13
Dependent Claim 14 words
A method according to claim 1, wherein the solution additionally contains a fluorescent dye.
Claim 14
Dependent Claim 13 words
A method according to claim 1, wherein the solution contains an additional solvent.
Claim 15
Independent Claim 73 words
A method for producing monodisperse copolymeric polyaldehyde microspheres which comprises: (a) irradiating an aqueous solution, containing a suitable concentration of an α,β-ethylenically unsaturated aldehyde, a suitable concentration of a copolymerizable comonomer and a suitable concentration of a carboxylic acid surfactant prepared at a pH above a value of about 3.0, under an inert atmosphere with a dose of γ-radiation sufficient to effect polymerization; and (b) recovering the monodisperse copolymeric polyadehyde microspheres so produced.
Claim 16
Independent Claim 73 words
A method for producing monodisperse copolymeric polyaldehyde microspheres which comprises: (a) irradiating an aqueous solution, containing a suitable concentration of an α,β-ethylenically unsaturated aldehyde, a suitable concentration of a copolymerizable comonomer and a suitable concentration of a carboxylic acid surfactant prepared at a pH above a value of about 3.0, under an inert atmosphere with a dose of γ-radiation sufficient to effect polymerization; and (b) recovering the monodisperse copolymeric polyadehyde microspheres so produced.
Claim 17
Dependent Claim 29 words
A method according to claim 14, wherein the comonomer is an α,β-ethylenically unsaturated alkenyl, arylalkenyl or heteroaryl ether, alcohol, thiol, carboxylic acid, ester, amide, amine, carbamate, aldehyde or ketone.

References Cited (Backward Citations)

US3105801A Cited
US4413070A Cited
US4438239A Cited
US4534996A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-06-29 1990-12-29 1991-06-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-06-29 1994-12-29 1995-06-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-06-29 1998-12-29 1999-06-30 $7700.00 Window Closed / Lapsed

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