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US4086266A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of bacterially purifying methyl cyanoacrylate

Assignee: TRI-POINT MEDICAL Corp
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Filing: 1977-04-06
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Granted: 1978-04-25
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Expires: 1997-04-06
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Abstract

Abstract A process is described whereby methyl cyanoacrylate (MCA) may be bacterially made sterile without the degradation of the product by partial or total polymerization and without the introduction of or creation of materials which are adverse to the use of the MCA in vivo in the human body. The process utilizes a filtration technique including a polytetrafluoroethylene (Teflon) filter element.

Inventors

  • 👤 Harold Corey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 05:45
CPC Classifications
C; C07; C07C; C07C255/00

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 93 words
The method of providing a bacterially sterile monomer of an aliphatic cyanoacrylate comprising: (a) preparing a substantially monomeric aliphatic cyanoacrylate that is greater than 99% pure monomer; (b) providing a sterilized Teflon filter element having a pore size of about 0.20 micrometer; (c) treating said Teflon filter element by vacuum heating to a temperature of about 100° C to desorb water and substantially all other volatile polymerization catalyst materials from the surface of the filter element; and, (d) filtering said monomeric aliphatic cyanoacrylate through said Teflon filter element to remove all bacteria therefrom.
Claim 2
Independent Claim 93 words
The method of providing a bacterially sterile monomer of an aliphatic cyanoacrylate comprising: (a) preparing a substantially monomeric aliphatic cyanoacrylate that is greater than 99% pure monomer; (b) providing a sterilized Teflon filter element having a pore size of about 0.20 micrometer; (c) treating said Teflon filter element by vacuum heating to a temperature of about 100° C to desorb water and substantially all other volatile polymerization catalyst materials from the surface of the filter element; and, (d) filtering said monomeric aliphatic cyanoacrylate through said Teflon filter element to remove all bacteria therefrom.
Claim 3
Dependent Claim 28 words
The method in accordance with claim 1 wherein the filter element is flushed with ethylene oxide gas subsequent to vacuum heating and revacuumed to remove the ethylene oxide.
Claim 4
Dependent Claim 34 words
The method in accordance with claim 1 wherein a small quantity, below about 100 ppm, of a Lewis acid polymerization inhibitor is added to said aliphatic cyanoacrylate prior to passage through said filter element.
Claim 5
Dependent Claim 25 words
The method in accordance with claim 3 wherein said polymerization inhibitor is selected from the group consisting of sulfur dioxide, isethionic acid and phosphoric acid.
Claim 6
Dependent Claim 41 words
The method in accordance with claim 1 wherein a small quantity, below about 100 ppm, of the polymerization inhibitor selected from the group hydroquinone and butylated hydroxy toluene is added to the aliphatic cyanoacrylate prior to passing through said filter element.
Claim 7
Dependent Claim 15 words
The method in accordance with claim 1 wherein said aliphatic cyanoacrylate monomer is methyl cyanoacrylate.
Claim 8
Dependent Claim 33 words
The method in accordance with claim 6 wherein a small quantity, below about 100 ppm, of a Lewis acid is added to said methyl cyanoacrylate prior to filtering it through said filter element.
Claim 9
Dependent Claim 14 words
The method in accordance with claim 6 wherein the Lewis acid is isethionic acid.
Claim 10
Dependent Claim 19 words
The method in accordance with claim 1 in which the filtering step is accomplished with the aid of pressure.

References Cited (Backward Citations)

US2763677A Cited
US3250002A Cited
GB1159548A Cited
US3759264A Cited
US3360124A Cited
US3699076A Cited
US3527841A Cited
US3564078A Cited
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US3822702A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-04-24 1981-10-24 1982-04-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-04-24 1985-10-24 1986-04-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-04-24 1989-10-24 1990-04-25 $7700.00 Window Closed / Lapsed

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