GB2263114A - Biocidal rubber latex products and methods of making same - Google Patents
Biocidal rubber latex products and methods of making same Download PDFInfo
- Publication number
- GB2263114A GB2263114A GB9126933A GB9126933A GB2263114A GB 2263114 A GB2263114 A GB 2263114A GB 9126933 A GB9126933 A GB 9126933A GB 9126933 A GB9126933 A GB 9126933A GB 2263114 A GB2263114 A GB 2263114A
- Authority
- GB
- United Kingdom
- Prior art keywords
- solution
- latex
- biocide
- formulation
- biguanide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 229920000126 latex Polymers 0.000 title claims abstract description 44
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 28
- 239000004816 latex Substances 0.000 claims abstract description 35
- 239000003139 biocide Substances 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 238000009472 formulation Methods 0.000 claims abstract description 21
- 229940123208 Biguanide Drugs 0.000 claims abstract description 11
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 159000000007 calcium salts Chemical class 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229920006173 natural rubber latex Polymers 0.000 claims abstract description 7
- 230000001112 coagulating effect Effects 0.000 claims abstract description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 229920006174 synthetic rubber latex Polymers 0.000 claims abstract description 5
- 239000000243 solution Substances 0.000 claims description 27
- 229920001971 elastomer Polymers 0.000 claims description 11
- 239000005060 rubber Substances 0.000 claims description 11
- 238000007598 dipping method Methods 0.000 claims description 7
- 238000001035 drying Methods 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 150000004283 biguanides Chemical class 0.000 claims 1
- 230000008961 swelling Effects 0.000 claims 1
- 229960002152 chlorhexidine acetate Drugs 0.000 abstract description 6
- MCSINKKTEDDPNK-UHFFFAOYSA-N propyl propionate Chemical compound CCCOC(=O)CC MCSINKKTEDDPNK-UHFFFAOYSA-N 0.000 abstract description 6
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 8
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Chemical compound CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 7
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical class C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 6
- 229960003260 chlorhexidine Drugs 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 230000000855 fungicidal effect Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- 241000700605 Viruses Species 0.000 description 2
- 238000005266 casting Methods 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- 239000000701 coagulant Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003892 spreading Methods 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- XQFRJNBWHJMXHO-RRKCRQDMSA-N IDUR Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(I)=C1 XQFRJNBWHJMXHO-RRKCRQDMSA-N 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- MOYKHGMNXAOIAT-JGWLITMVSA-N isosorbide dinitrate Chemical compound [O-][N+](=O)O[C@H]1CO[C@@H]2[C@H](O[N+](=O)[O-])CO[C@@H]21 MOYKHGMNXAOIAT-JGWLITMVSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
- C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
- C08J3/215—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase at least one additive being also premixed with a liquid phase
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/02—Direct processing of dispersions, e.g. latex, to articles
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0058—Biocides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2321/00—Characterised by the use of unspecified rubbers
- C08J2321/02—Latex
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Biodiversity & Conservation Biology (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
A method of forming a latex product comprises providing a latex formulation or latex article, providing a solution including a biocide, and contacting the formulation or article and the solution so that the biocide becomes incorporated in the latex formulation or article to provide a latex product with biocidal properties. The biocide is preferably a biguanide. In other aspects, the invention relates to a rubber latex product incorporating a biocide, and to a coagulating solution for a natural or synthetic rubber latex formulation which comprises a biocide. The coagulating solution may comprise a solution of a biguanide and a calcium salt in water and/or an alcohol. The biguanide may be a salt of the monomeric form, e.g. chlorhexidine acetate, or of the polymeric form.
Description
BIOCIDAL RUBBER LATEX PRODUCTS
AND METHODS OF MAKING SAME
Technical Field of the Invention
The invention relates to products made from natural and synthetic rubber latex having bacteriocidal. antiseptic, disinfectant and/or fungicidal effect.
Background Art
Rubber products or goods are relatively easily made by processes involving dipping, casting or spreading. These goods find application in many areas inter alia as condoms or more particularly in surgical use as catheters, tubing or gloves. Gloves, condoms and related wear are used to confine and contain e.g. microorganisms: spermatozoa, and pathogenic bacteria. Such rubber goods do not of themselves have bacteriostatic or bactericidal action. Failure of the rubber membranes to confine microorganisms by reason of, for example, pin holes, accidental scalpel damage, mishandling may release the organisms with disadvantageous effects.
A suitable biocide is chlorhexidine acetate. However, neither this biocide nor other salts of chlorhexidine nor its polymeric derivatives e.g. Vantocil can be incorporated in significant amounts into a latex since instability and precipitation of the rubber occurs rendering dipping, casting and spreading, operations difficult unless a chelating agent is added.
The chelating agent. however. may adversely affect the properties of the rubber goods.
Latexes are colloidal suspensions of polymer particles in water as distinguished from solid rubbers or plastics of solutions thereof.
Natural rubber latex is a product of the Hevea brasiliensis tree. Svnthetic latexes are polymerised in solution and emulsified bv dispersion techniques: alternatively they may be prepared by emulsion polymerisation.
Some of the materials used in latexes may, serve as fungal and bacterial nutrients. This is especiallv true of natural latex and latexes compounded with natural products such as casein but is also true to a lesser degree with all latexes. Preservatives often used in the latex are often added to protect the substrate (as in carpets) as well as the polymer. Such fungicide, however, may not be acceptable in surgical formulations.
It is an object of the invention to reduce microbial transfer on surgical and other rubber goods to an acceptably low level without creating harmful or unwanted side effects.
It is also an object of the invention to prevent or hinder unwanted organisms being transmitted from one site to another by the inclusion of a biocide. The site may be associated with living body tissue or may be associated with handling bacteria or viruses in hospitals or laboratories.
According to one aspect of the invention there is provided a method of forming a latex product comprising providing a latex formulation or latex particle. providing a solution including a biocide. and contacting the formulation or article and the solution so that the biocide becomes incorporated in the latex formulation or article to provide a latex product with biocidal properties.
According to a second aspect of the invention there is provided a rubber latex product whenever formed by a method as hereinbefore defined.
According to a third aspect of the invention there is provided a coagulating solution for a natural or synthetic rubber latex formulation, comprising a biocide.
To be effective, the biocide or mixture of biocides should preferably possess a broad spectrum of anti-biocidal activity yet be recognised as safe to handle according to normal practice.
A suitable biocide is based on a salt of a monomeric biguanide e.g. 1,6 di (chlorophenyl diguanido) hexane, 'chlorhexidine' (available from ICI plc) or a salt of the polymeric form e.g. Vantocil (also available from ICI plc). The activity is enhanced when an iodophor such as Isostat is used in combination with chlorhexidine.
The activity of chlorhexidine is quoted in Principles of Practice of
Disinfection, Preservation and Sterilisation by A.D. Russell, W.B. Hugo and
G.A.J. Aycliffe, Blackwell Scientific Publications, Oxford 1982.
In addition, chlorhexidine has been shown to be effective against a virus, herpes hominus (A. Bailey, M. Longson, J. Clin. Path. 19972 25 76-78).
Vantocil has also been shown to be effective against a wide variety of microorganisms as quoted in ICI literature, Technical Information B13.80 1981.
Latexes can be converted to rubber goods or products bv straight dipping, coagulant dipping or heat-sensitive dipping, dipped products subsequently being dried, and vulcanized in hot air ovens at about 100"C.
Thus using the invention it is possible to use a guanide as a biocide in latex formulations combined with the method of incorporating the biocide, more particularly as described in Example 1 where the biocide itself is used as a cocoagulating agent supporting the use of a calcium salt which is the normal coagulating agent.
Example 1
A dry test tube was immersed in natural rubber latex and withdrawn slowly so that an even coating was obtained. The latex-coated tube was then dipped into an aqueous solution containing 3chic Vantocil and 20% calcium nitrate.
The coated tube was then immediately removed, rinsed with water, allowed to dry thoroughly and vulcanised at llO"C for 10 minutes in an oven. The rubber latex product was then stripped from the tube. In this example, the biocidal activity was found to be confined to the inner surface and was substantive. Eversion of the product would return the active surface to the outside.
Example 2
A clean test tube was dipped into a solution comprising 5% chlorhexidine acetate and 20cos calcium nitrate in a 50:50 solution of alcohol and water mixture. Prior to complete drying, the coated tube was dipped into rubber latex, withdrawn, dried and vulcanised at 100"C. The product was stripped from the tube. The biocidal activity was confined to the outer surface.
Example 3
A fully cured latex tube open at both ends was removed from its former and completely immersed in 5% chlorhexidine acetate in butvl alcohol and allowed to remain for 20 minutes. the tube was removed, drained optionally washed with butyl alcohol. substantive biocidal activity was observed on both the inside and outside of the tube. In this example the butyl alcohol served to swell the latex slightly to allow the ingress of the biocide.
Example 4
A test tube was dipped into a solution of 5% chlorhexidine acetate and 20% calcium nitrate in a 50:50 solution of alcohol and water mixture. Prior to complete drying the coated tube was dipped into latex, withdrawn and dipped once again into the chlorhexidine acetate solution. After withdrawal, vulcanizing at 100"C and stripping, the biocidal activity remained on both sides.
Example 5
A drv test tube was immersed in latex and slowlv withdrawn. The latex coated tube was partially dried and then dipped into 4% Vantocil in water and left for 10 minutes. Withdrawal followed by optional rinsing with water, drying and vulcanizing at 110 C for 10 minutes and then stripping gave a product with biocidal activity on the inside surface. In this example the biocide was able to diffuse into the onlv partially dried latex.
It is understood that in any of the above procedures the dipping coagulating process may be repeated to increase the thickness of the product and to increase the biocidal activity. The biocidal activity in each case was examined by cutting specimens from a portion of the cured latex and coating the biocide treated surface with flora from the human gut. the rubber samples were incubated and the flora counted. None remained on the samples. In each case, the chlorhexidine or Vantocil had effectively killed the microorganisms whilst no deterioration of the properties of the rubber were noted.
Thus using the invention there is (1) Use of mixtures of guanidine.
(2) Use of Vantocil as a fungicide; and (3) Use of the above singly or in combination as the coagulating
electrolyte when combined with the more usual calcium nitrate or
chloride.
Claims (25)
1. A method of forming a latex product comprising providing a latex formulation or latex article. providing a solution including a biocide, and contacting the formulation or article and the solution so that the biocide becomes incorporated in the latex formulation or article to provide a latex product with biocidal properlies.
2. A method according to Claim 1. the biocide comprising a biguanide.
3. A method according to Claim 1 or Claim 2, the contacting step comprising immersing the latex formulation coated on a former in the solution whereby the formulation is coagulated.
4. A method according to Claim 1 or Claim 2, the contacting step comprising immersing the solution coated on a former in the latex formulation whereby the formulation is coagulated on the former.
5. A method according to Claim 1 or Claim 2, the contacting step comprising immersing a fully cured latex article in a rubber swelling medium containing a biocide.
6. A method according to Claim 3, comprising partially drying the latex formulation on the former prior to contacting with the solution.
7. A method according to Claim 4, comprising partially drying the solution on the former prior to contacting with the latex formulation.
8. A method according to any preceding Claim, the contacting step comprising a dipping operation.
9. A method according to any of Claims 2 to 8, the solution comprising an aqueous solution of a calcium salt and a monomeric or polymeric biguanide.
10. A method according to any of Claims 2 to 8, the solution comprising a calcium salt and a monomeric or polymeric guanide in alcohol.
11. A method according to any of Claims 2 to 8. the solution comprising an aqueous/alcohol solution of a calcium salt and a monomeric or polymeric biguanide.
12. A method according to any of Claims 9, 10 or 11, the biguanide comprising a salt thereof.
13. A method according to any of Claims 9 to 12, the biocide comprising a mixture of biguanides or salts thereof.
14. A method according to any preceding claim, including vulcanising the latex formulation.
15. A method according to Claim 1, of forming a latex product, substantially as hereinbefore described.
16. A method of forming a latex product, substantially as hereinbefore described in any of the Examples.
17. A method according to any preceding Claim. in which the latex is a natural or synthetic rubber latex.
18. A rubber latex product incorporating a biocide.
19. A rubber latex product whenever product whenever produced by a method according to any one of Claims 1 to 17.
20. A rubber latex product whenever produced as hereinbefore described in any one of the Examples.
21. A coagulating solution for a natural or synthetic rubber latex formulation, comprising a biocide.
22. A solution according to Claim 21, which is an aqueous solution of a calcium salt and a biguanide.
23. A solution according to Claim 21. which is a solution of a calcium salt and a biguanide in alcohol.
24. A solution according to Claim 21, which is a solution of a calcium salt and a guanide in water and alcohol.
25. A solution as hereinbefore described in any one of the Examples.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9126933A GB2263114A (en) | 1991-12-19 | 1991-12-19 | Biocidal rubber latex products and methods of making same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9126933A GB2263114A (en) | 1991-12-19 | 1991-12-19 | Biocidal rubber latex products and methods of making same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB9126933D0 GB9126933D0 (en) | 1992-02-19 |
| GB2263114A true GB2263114A (en) | 1993-07-14 |
Family
ID=10706511
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9126933A Withdrawn GB2263114A (en) | 1991-12-19 | 1991-12-19 | Biocidal rubber latex products and methods of making same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2263114A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995017453A1 (en) * | 1993-12-23 | 1995-06-29 | Hutchinson | Elastomeric film, method for preparing same, and uses thereof |
| EP0771837A1 (en) * | 1995-11-02 | 1997-05-07 | Hutchinson | Elastomeric films containing at least a chemical active substance, process for their preparation and applications thereof |
| EP0837077A3 (en) * | 1996-10-15 | 1998-07-01 | Sanyo Chemical Industries, Ltd. | Antibacterial water absorbing composition and method of manufacture |
| WO2005082178A1 (en) * | 2004-02-27 | 2005-09-09 | Kalle Gmbh | Foodstuff skin provided with antimicrobicide |
| WO2006071305A1 (en) * | 2004-12-27 | 2006-07-06 | Kimberly-Clark Worldwide, Inc. | Application of an antimicrobial agent on an elastomeric article |
| WO2013167850A1 (en) * | 2012-05-11 | 2013-11-14 | Gros Robert Timothy | Method of manufacturing antimicrobial examination gloves |
| US20150202803A1 (en) * | 2010-12-10 | 2015-07-23 | Medline Industries, Inc. | Articles having antimicrobial properties and methods of manufacturing the same |
| US12036107B2 (en) | 2008-09-18 | 2024-07-16 | Medline Industries, Lp | Absorbent articles having antimicrobial properties and methods of manufacturing the same |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1016374A (en) * | 1963-05-30 | 1966-01-12 | Ici Ltd | New rubber compositions possessing antibacterial properties |
| GB1023393A (en) * | 1963-04-24 | 1966-03-23 | Bayer Ag | Anti-microbial finishing of materials |
| GB1517025A (en) * | 1975-08-20 | 1978-07-05 | Malaysia Rubber Res Inst | Preservation of natural rubber latex |
| EP0050438A2 (en) * | 1980-10-06 | 1982-04-28 | McNally, Ronald | Biocidal material |
| JPS59227824A (en) * | 1983-06-10 | 1984-12-21 | Unitika Ltd | Antibacterial latex composition |
| JPS6081232A (en) * | 1983-10-07 | 1985-05-09 | Unitika Ltd | Antibacterial latex composition |
| EP0141628A1 (en) * | 1983-10-29 | 1985-05-15 | Unitika Ltd. | Antimicrobial latex composition shaped article produced therefrom, and method of manufacturing a shaped article |
| EP0318258A2 (en) * | 1987-11-25 | 1989-05-31 | Unitika Ltd. | Antimicrobial latex composition |
| US4867968A (en) * | 1987-12-29 | 1989-09-19 | Florida-Kansas Health Care, Inc. | Elastomeric composition containing therapeutic agents and articles manufactured therefrom |
| GB2218617A (en) * | 1988-04-23 | 1989-11-22 | Smith & Nephew | Medical gloves |
| GB2225580A (en) * | 1988-08-24 | 1990-06-06 | Smith & Nephew | Antimicrobial rubber articles |
| GB2243835A (en) * | 1988-09-07 | 1991-11-13 | Smith & Nephew | Tubular articles |
-
1991
- 1991-12-19 GB GB9126933A patent/GB2263114A/en not_active Withdrawn
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1023393A (en) * | 1963-04-24 | 1966-03-23 | Bayer Ag | Anti-microbial finishing of materials |
| GB1016374A (en) * | 1963-05-30 | 1966-01-12 | Ici Ltd | New rubber compositions possessing antibacterial properties |
| GB1517025A (en) * | 1975-08-20 | 1978-07-05 | Malaysia Rubber Res Inst | Preservation of natural rubber latex |
| EP0050438A2 (en) * | 1980-10-06 | 1982-04-28 | McNally, Ronald | Biocidal material |
| JPS59227824A (en) * | 1983-06-10 | 1984-12-21 | Unitika Ltd | Antibacterial latex composition |
| JPS6081232A (en) * | 1983-10-07 | 1985-05-09 | Unitika Ltd | Antibacterial latex composition |
| EP0141628A1 (en) * | 1983-10-29 | 1985-05-15 | Unitika Ltd. | Antimicrobial latex composition shaped article produced therefrom, and method of manufacturing a shaped article |
| EP0318258A2 (en) * | 1987-11-25 | 1989-05-31 | Unitika Ltd. | Antimicrobial latex composition |
| US4867968A (en) * | 1987-12-29 | 1989-09-19 | Florida-Kansas Health Care, Inc. | Elastomeric composition containing therapeutic agents and articles manufactured therefrom |
| GB2218617A (en) * | 1988-04-23 | 1989-11-22 | Smith & Nephew | Medical gloves |
| GB2225580A (en) * | 1988-08-24 | 1990-06-06 | Smith & Nephew | Antimicrobial rubber articles |
| GB2243835A (en) * | 1988-09-07 | 1991-11-13 | Smith & Nephew | Tubular articles |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995017453A1 (en) * | 1993-12-23 | 1995-06-29 | Hutchinson | Elastomeric film, method for preparing same, and uses thereof |
| FR2714386A1 (en) * | 1993-12-23 | 1995-06-30 | Hutchinson | Elastomer film, process for its preparation and applications |
| US5804628A (en) * | 1993-12-23 | 1998-09-08 | Hutchinson | Elastomer film, process for its preparation and its applications |
| EP0771837A1 (en) * | 1995-11-02 | 1997-05-07 | Hutchinson | Elastomeric films containing at least a chemical active substance, process for their preparation and applications thereof |
| FR2740777A1 (en) * | 1995-11-02 | 1997-05-09 | Hutchinson | ELASTOMERIC FILMS CONTAINING AT LEAST ONE ACTIVE CHEMICAL SUBSTANCE, THEIR PREPARATION PROCESS AND THEIR APPLICATIONS |
| US5883155A (en) * | 1995-11-02 | 1999-03-16 | Hutchinson | Elastomer films containing at least one active chemical substance, process for their preparation and their applications |
| EP0837077A3 (en) * | 1996-10-15 | 1998-07-01 | Sanyo Chemical Industries, Ltd. | Antibacterial water absorbing composition and method of manufacture |
| US6348257B1 (en) | 1996-10-15 | 2002-02-19 | Sanyo Chemical Industries, Ltd. | Antibacterial water absorbing composition and method of manufacture |
| WO2005082178A1 (en) * | 2004-02-27 | 2005-09-09 | Kalle Gmbh | Foodstuff skin provided with antimicrobicide |
| WO2006071305A1 (en) * | 2004-12-27 | 2006-07-06 | Kimberly-Clark Worldwide, Inc. | Application of an antimicrobial agent on an elastomeric article |
| RU2385333C2 (en) * | 2004-12-27 | 2010-03-27 | Кимберли-Кларк Ворлдвайд, Инк. | Deposition of antimicrobial agent on elastomeric product |
| US12036107B2 (en) | 2008-09-18 | 2024-07-16 | Medline Industries, Lp | Absorbent articles having antimicrobial properties and methods of manufacturing the same |
| US20150202803A1 (en) * | 2010-12-10 | 2015-07-23 | Medline Industries, Inc. | Articles having antimicrobial properties and methods of manufacturing the same |
| US10786930B2 (en) * | 2010-12-10 | 2020-09-29 | Medline Industries, Inc. | Articles having antimicrobial properties and methods of manufacturing the same |
| US20210068391A1 (en) * | 2010-12-10 | 2021-03-11 | Medline Industries, Inc. | Articles having antimicrobial properties and methods of manufacturing the same |
| WO2013167850A1 (en) * | 2012-05-11 | 2013-11-14 | Gros Robert Timothy | Method of manufacturing antimicrobial examination gloves |
Also Published As
| Publication number | Publication date |
|---|---|
| GB9126933D0 (en) | 1992-02-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |