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US4526579A Expired / Lapsed US ⏱️ 0.0 years remaining

Method for graft copolymerization to natural rubber articles

Assignee: Pfizer Inc
•
Filing: 1983-06-17
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Granted: 1985-07-02
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Expires: 2003-06-17
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Abstract

Abstract A process for grafting a hydrophilic polymer of a carboxylic acid or a salt thereof onto the surface of a natural rubber article by contacting said article in reaction inert solvent with a vinyl carboxylic acid anhydride and initiator, and subsequent washing and hydrolysis of anhydride groups to carboxylate groups and an article when prepared by the invention process.

Inventors

  • 👤 Parviz R. Ainpour

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 12:28
CPC Classifications
C; C08; C08J; C08J7/00; C08J7/12; C08J7/16; A; A61; A61L; A61L29/00; A61L29/04; A61L29/041; A61L31/00; A61L31/04; A61L31/048; C08J2321/00

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 204 words
A process for grafting a hydrophilic polymer of a carboxylic acid, or a salt thereof, onto the surface of a natural rubber article, said rubber article being selected from the group consisting of a sheet, glove and tube; and said acid being selected from the group consisting of maleic, acrylic, methacrylic, itaconic and citraconic acid; which comprises the steps of (a) contacting said rubber article with from 2 to 45 parts by weight, per part by weight of said rubber article, of an anhydride of said carboxylic acid, and 0.4 to 10 percent, based on weight of said anhydride, of a free radical polymerization initiator, at a temperature of from 50° to 150° C., in the presence of a reaction inert organic solvent which dissolves at least substantial portions of said monomeric acid anhydride and said initiator, and has no significant detrimental effect on the starting rubber article or product; (b) washing the resulting rubber article with a water miscible solvent to remove by-products and unreacted starting materials, followed by (c) hydrolysis of the washed article under aqueous alkaline conditions to convert carboxylic acid anhydride groups to carboxylate salts, and when free carboxylic acid groups are desired, acidifying with dilute aqueous or alcoholic acid.
Claim 2
Dependent Claim 204 words
A process for grafting a hydrophilic polymer of a carboxylic acid, or a salt thereof, onto the surface of a natural rubber article, said rubber article being selected from the group consisting of a sheet, glove and tube; and said acid being selected from the group consisting of maleic, acrylic, methacrylic, itaconic and citraconic acid; which comprises the steps of (a) contacting said rubber article with from 2 to 45 parts by weight, per part by weight of said rubber article, of an anhydride of said carboxylic acid, and 0.4 to 10 percent, based on weight of said anhydride, of a free radical polymerization initiator, at a temperature of from 50° to 150° C., in the presence of a reaction inert organic solvent which dissolves at least substantial portions of said monomeric acid anhydride and said initiator, and has no significant detrimental effect on the starting rubber article or product; (b) washing the resulting rubber article with a water miscible solvent to remove by-products and unreacted starting materials, followed by (c) hydrolysis of the washed article under aqueous alkaline conditions to convert carboxylic acid anhydride groups to carboxylate salts, and when free carboxylic acid groups are desired, acidifying with dilute aqueous or alcoholic acid.
Claim 3
Dependent Claim 13 words
A process according to claim 1 wherein said carboxylic acid is maleic acid.
Claim 4
Dependent Claim 12 words
A process according to claim 1 wherein said tube is a catheter.
Claim 5
Dependent Claim 16 words
A process according to claim 3 when carried out in the presence of an inert gas.
Claim 6
Dependent Claim 11 words
A process according to claim 1 wherein said solvent is chlorobenzene.
Claim 7
Dependent Claim 12 words
A process according to claim 1 wherein said initiator is t-butyl peroctoate.
Claim 8
Dependent Claim 21 words
A process according to claim 6 wherein said initiator is employed at 2-6 percent based on the weight of acid anhydride.
Claim 9
Dependent Claim 15 words
A process according to claim 1 wherein said temperature is from 90° to 110° C.
Claim 10
Dependent Claim 13 words
A process according to claim 1 wherein said water miscible solvent is acetone.
Claim 11
Dependent Claim 21 words
A process according to claim 1 wherein the hydrolysis step is carried out in the presence of an alkali metal hydroxide.
Claim 12
Dependent Claim 14 words
A process according to claim 10 wherein said alkali metal hydroxide is sodium hydroxide.
Claim 13
Dependent Claim 17 words
A process according to claim 11 wherein said hydrolysis is carried in aqueous dimethylformamide or aqueous dioxane.
Claim 14
Dependent Claim 28 words
A natural rubber article selected from the group consisting of a sheet, glove and tube, having a hydrophilic surface when prepared according to the process of claim 1.
Claim 15
Dependent Claim 7 words
A rubber glove according to claim 13.
Claim 16
Dependent Claim 7 words
A rubber tube according to claim 13.
Claim 17
Dependent Claim 12 words
An article according to claim 15 wherein said tube is a catheter.

References Cited (Backward Citations)

US3566874A Cited
US4382128A Cited
US4347341A Cited
US4459318A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-07-01 1988-12-31 1989-07-02 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-07-01 1992-12-31 1993-07-02 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-07-01 1996-12-31 1997-07-02 $7700.00 Window Closed / Lapsed

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