EP0446266A1 - Anti-microbial agent - Google Patents

Anti-microbial agent

Info

Publication number
EP0446266A1
EP0446266A1 EP19900900277 EP90900277A EP0446266A1 EP 0446266 A1 EP0446266 A1 EP 0446266A1 EP 19900900277 EP19900900277 EP 19900900277 EP 90900277 A EP90900277 A EP 90900277A EP 0446266 A1 EP0446266 A1 EP 0446266A1
Authority
EP
European Patent Office
Prior art keywords
aldehyde
bacteria
complex
glutaraldehyde
fluid
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Withdrawn
Application number
EP19900900277
Other languages
German (de)
English (en)
French (fr)
Inventor
Eric Witton Chemical Company Limited Wrench
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BTG International Ltd
Original Assignee
BTG International Ltd
British Technology Group Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BTG International Ltd, British Technology Group Ltd filed Critical BTG International Ltd
Publication of EP0446266A1 publication Critical patent/EP0446266A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
    • A01N41/04—Sulfonic acids; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/60—Compositions for stimulating production by acting on the underground formation
    • C09K8/605—Compositions for stimulating production by acting on the underground formation containing biocides

Definitions

  • This invention relates to anti-microbial agents and, more particularly, to such agents and their use to control bacteria in such locations as the cooling towers of the air conditioning systems of large buildings, anaerobic fluids in oil wells, and water-based slurries in industrial process plant.
  • 1,5-Pentanedial (commonly known as glutaraldehyde) is known for use as a disinfectant.
  • Proprietary compositions include BASF's PROTECTOL (Trade Mark) and Union Carbide's AQUCAR (trade Mark). Essentially, these products are aqueous solutions of glutaraldehyde. They are used in particular to control growth of bacteria in cooling towers, and the anaerobic bacterium Desulfovibrio desulfuricans in oil well environments.
  • Glutaraldehyde is, however, relatively reactive and so is liable to lose effectiveness unless stored and used in particular ways, As temperature rises above about 30°C or pH above about 7 it is liable to polymerise. In the hot environment of an oil well this loss of effectiveness is a serious problem and expense.
  • a bisulphite addition complex of an aldehyde or di-aldehyde for use as an anti-microbial agent.
  • a method of controlling the growth of bacteria at a particular site by introducing to the site a bisulphite addition complex of an aldehyde or di-aldehyde.
  • the site may be, for example, a body of water in the cooling tower of an air conditioning system of a building.
  • the addition complex may be added as an aqueous solution, so the aldehyde or di-aldehyde complex should be water-soluble. Including a surfactant may assist contact between the complex and the organisms to be combated.
  • the action of the cooling tower brings the water into intimate contact with atmospheric oxygen, which oxidises the complex to release the aldehyde or di-aldehyde which is thereby available in the body of water to disinfect it.
  • the addition complex has proved effective in controlling Legionella pneumophila.
  • the site may instead be within an oil well, where the presence of Desulfovibrio desulfuricans is a problem.
  • Tests conducted by the Applicants have established the effectiveness of the bisulphite complex in combating this bacterium. It may be that Desulfovibrio desulfuricans utilises the sulphite content of the complex as a terminal electron acceptor and, in so doing, liberates the aldehyde or di-aldehyde which is effective then to kill the bacterium. Conventionally, glutaraldehyde is used to control this bacterium.
  • the bisulphite addition complex can be used in slurries of ground calcium carbonate as are used in the paper trade as a filler. These products are frequently contaminated with Desulfovibrio desulfuricans, to become objectionable slurries smelling highly of hydrogen sulphide and similar noxious products. Addition of the complex provides protection from this effect at very low concentrations. It is therefore relatively economic and yet effective over a long period of time, with very little adverse effect on the slurry and its uses compared to the addition of other conventional bactericides.
  • the addition complex is thermally more stable than the uncomplexed aldehyde or di-aldehyde, and less likely to polymerise.
  • the cooling tower oxidation acts as a slow release machanism, of uncomplexed biocide from dissolved complex in the water body.
  • the complex may remain indefinitely, to police bacterial. growth, being consumed only when sulphate reducing bacteria are present and utilising it.
  • it is likely that less of the anti-microbial agent will be consumed, and that its replenishment need take place less frequently. Initial concentrations will tend to be less, and there is much less prospect of po-llution damage if there is a release of the fluid containing the anti-microbial agent.
  • Aldehyde bisulphite complexes were made by the following method.
  • the anti-microbial activity of the bisulphite complex of the aldehydes in Table 1 at 35°C was examined by incubating test tubes, inoculated at zero time with sulphate reducing bacteria, and monitoring the extent of bacterial cell growth with time.
  • the bacterial inoculant was a culture of Desulfovibrio desulfuricans (NCIB 8307) grown and inoculated at 35°C in anaerobic conditions in Postgates medium.
  • the composition of this medium is given below in Table 2.
  • Test tubes were prepared in groups of three. Each control tube contained 20mls of a mixture of Postgates medium and a saline reductant (9g NaCl and 0.1g sodium thioglycollate per litre of distilled water).
  • Each tube exemplifying the invention also contained, in the 20ml charge, one or other of the bisulphite complexes of Table 1, at a concentration of 100, 1000 or 5000mg/litre.
  • the inoculated tubes were examined daily for bacterial growth as evidenced by blackening of the growth medium.
  • the Most Probable Numbers (MPN) method provides a basis for a quantitative assessment of the numbers of sulphate reducing bacteria present at any particular time.
  • MPN Most Probable Numbers
  • Table 3 the results are shown for each test tube monitored, growth being signified by (+) and the absence of growth by (-).
  • the individual anti-microbial agent is identified by the abbreviation used in Table 1, suffixed B when the bisulphite complex was used.
  • a glutaraldehyde complex was compared with straight glutaraldehyde with an without air oxidation using the minimum inhibitory concentration test (MIC) following the German guidelines and recommendations as applied by Kelsey and Sykes. Tests were carried out against Legionella bacteria and Pseudomonas specie using the following media cultures.
  • MIC minimum inhibitory concentration test
  • Mueller-Hinton broth medium absorbs biocidal chemical medium. Any reduction in growth in a bacteriostatic test would indicate an active biocide. Thus, where only small colonies are noted, in a case of a large initial concentration of cells, inhibition of growth is indicated, and thus as active biocide.
  • the Table shows strong inhibition of growth of Streptococcus faecalis by the glutaraldehyde and benzaldehyde bisulphite complex and good, but less strong, inhibition of growth of Escherichia coli.
  • the other anti-microbial agents has an inhibitory effect, but not so pronounced.
  • the bisulphite complex of a low molecular weight aldehyde or di-aldehyde is easier to handle, and less toxic, than the corresponding free aldehyde or di-aldehyde. Its accidental release causes less environmental damage, and it is more thermally stable and resistant to polymerisation. Yet it can be at least as effective as the free aldehyde or di-aldehyde as an anti-microbial agent, in that it will readily release the free aldehyde for biocidal action, for example by oxidation or by the action of the microbe itself on the aldehyde complex. It may therefore be possible to achieve anti-microbial effects comparable with existing glutaraldehyde treatment regimes, but at lower consumption of the anti-microbial agent.
  • the rate of release of the biocide into, for example, a body of water in a cooling tower will generally be over a period of time determined by the rate of oxidation of the bisulphite complex.
  • the rate of oxidation can be controlled by, for example, the vigour and intimacy with which the water is mixed with ambient air.
  • the sodium or potassium addition complex is employed, and normally the aldehyde or di-aldehyde is chosen so as to yield a water-soluble bisulphite addition complex of wide utility, which is cheap to manufacture and easy to use.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Environmental & Geological Engineering (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Agronomy & Crop Science (AREA)
  • Hydrology & Water Resources (AREA)
  • Water Supply & Treatment (AREA)
  • Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
EP19900900277 1988-12-02 1989-12-01 Anti-microbial agent Withdrawn EP0446266A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB888828246A GB8828246D0 (en) 1988-12-02 1988-12-02 Method of release of biocides
GB8828246 1988-12-02
CN90100430A CN1053727A (zh) 1988-12-02 1990-01-31 抗菌剂

Publications (1)

Publication Number Publication Date
EP0446266A1 true EP0446266A1 (en) 1991-09-18

Family

ID=36754197

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19900900277 Withdrawn EP0446266A1 (en) 1988-12-02 1989-12-01 Anti-microbial agent

Country Status (15)

Country Link
EP (1) EP0446266A1 (en)van)
JP (1) JPH04502457A (en)van)
CN (1) CN1053727A (en)van)
AU (1) AU4747290A (en)van)
BR (1) BR8907796A (en)van)
CA (1) CA2004556A1 (en)van)
DK (1) DK104591A (en)van)
FI (1) FI912644A7 (en)van)
GB (2) GB8828246D0 (en)van)
IN (1) IN170040B (en)van)
MC (1) MC2140A1 (en)van)
MW (1) MW2091A1 (en)van)
NO (1) NO912109D0 (en)van)
OA (1) OA09356A (en)van)
WO (1) WO1990006054A1 (en)van)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7476767B2 (en) 2004-01-30 2009-01-13 Ethicon, Inc. Alpha-hydroxy sulfonate aldehydes, germicidal compositions containing the alpha-hydroxy sulfonate aldehydes, or mixtures of alpha-hydroxy sulfonate aldehydes and phthalaldehydes, and methods of using the compounds or compositions for disinfection or sterilization
PE20141294A1 (es) * 2011-11-03 2014-10-08 Yoram Tsivion Composiciones biologicamente activas que contienen residuos fenolicos
CN111718693A (zh) * 2020-07-01 2020-09-29 秦丹志 一种换能液

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4173653A (en) * 1974-12-11 1979-11-06 Arbrook, Inc. Oxydiacetaldehyde compositions used as disinfectants
US4356179A (en) * 1978-11-22 1982-10-26 Alfredo Petteruti Formaldehyde products as agricultural fungicides
CA1173748A (en) * 1981-05-21 1984-09-04 Robert G. Eagar, Jr. Dialdehyde containing compositions
US4501608A (en) * 1983-05-16 1985-02-26 Eli Lilly And Company Nitrosamine inhibition
DE3517548A1 (de) * 1985-05-15 1986-11-20 Schülke & Mayr GmbH, 2000 Norderstedt Festes, sporizides desinfektionsmittel und verfahren zur herstellung desselben

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9006054A1 *

Also Published As

Publication number Publication date
WO1990006054A1 (en) 1990-06-14
OA09356A (en) 1992-09-15
CN1053727A (zh) 1991-08-14
GB2244216A (en) 1991-11-27
GB8828246D0 (en) 1989-01-05
CA2004556A1 (en) 1990-06-02
FI912644A0 (fi) 1991-05-31
GB9111655D0 (en) 1991-07-24
DK104591D0 (da) 1991-05-31
FI912644A7 (fi) 1991-05-31
JPH04502457A (ja) 1992-05-07
GB2244216B (en) 1992-09-16
BR8907796A (pt) 1991-08-27
NO912109L (no) 1991-05-31
MC2140A1 (fr) 1992-02-18
DK104591A (da) 1991-05-31
MW2091A1 (en) 1993-01-12
AU4747290A (en) 1990-06-26
IN170040B (en)van) 1992-02-01
NO912109D0 (no) 1991-05-31

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