CA1096070A - Polyquaternary compounds for the control of microbiological growth - Google Patents

Polyquaternary compounds for the control of microbiological growth

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Publication number
CA1096070A
CA1096070A CA301,794A CA301794A CA1096070A CA 1096070 A CA1096070 A CA 1096070A CA 301794 A CA301794 A CA 301794A CA 1096070 A CA1096070 A CA 1096070A
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CA
Canada
Prior art keywords
spp
slime
control
polyquaternary
microbiological growth
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.)
Expired
Application number
CA301,794A
Other languages
French (fr)
Inventor
Salem A. Shair
James E. Cairns
Stewart N. Paul
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.)
Veolia WTS USA Inc
Original Assignee
Individual
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 Individual filed Critical Individual
Application granted granted Critical
Publication of CA1096070A publication Critical patent/CA1096070A/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00Treatment of water, waste water, or sewage
    • C02F1/50Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N33/00Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02Amines; Quaternary ammonium compounds
    • A01N33/12Quaternary ammonium compounds

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Environmental Sciences (AREA)
  • Hydrology & Water Resources (AREA)
  • Environmental & Geological Engineering (AREA)
  • Water Supply & Treatment (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Reference 5292 POLYQUATERNARY COMPOUNDS FOR THE CONTROL OF
MICROBIOLOGICAL GROWTH
Abstract of the Disclosure Control of microorganisms in industrial recirculating water systems using polyquaternary amines.

Description

~0~
The method of the present invention for controlllng - microorganisms in indus-trial cooling water systems comprises adding to the system a microbiocidal amount of a poly-quaternary amine of the formula /'IRl H ~ _ - ~ N CH2 - C - CH2 J Xn R2 OH n .~ where R1 and R2 are methyl or ethyl, X is Cl, Br, or I, and n is 3 to 10,000, preferably about 5 - 1,000. These polyquater-nary amines are available commercially and can be made by reacting dimethyl (or diethyl) amine with epichlorohydrin, as described in U. S. Pa-tent 3 738 945. By "microbiocidal amount" we mean an amount which kills, inhibits the growth of, or prevents the growth of, microorganisms that tend to inhabit and proliferate in industrial cooling water systems. These microorganisms typically include (but are not limited to):
Slime-forming Bacteria Aerobacter aerogenes . Bacillus subtilis var. mycoides ~ Algae Chlorella vulgaris Oscillatoria sp.

. .
Other E. coli P. aeruginosa The aforesaid polycluaternary amines appear to be - effective in controlling a broad range of bacteria, fungi, and algae, over a wide pH range, and at low dosages.
In the tests, description, and examples following, unless otherwise specified, the microbiocidal agent used was CH3 H ~ _ N CH - C - CH ~ Cln CH3 OH n n = 500 The polyquaternary amines are known flocculants, and have been reported as flocculating river water and sewage.
However, so far as we are aware, it was not previously known that these materials were effective in inhibiting the growth of microorganisms, whether or not in industrial cooling water ~ystems.

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This invention is of particular value in slime control in recirculating cooling water systems and in like systems.
Slime consists of certain biological organisms, many of them microscopic; accumulations caused by such organisms;
and organic matter. The resulting deposits, called slime, are of varying characteristics, ranging from stringy, pasty, and gelatinous, to hard and horny.
The developmen-t of slime constitutes a major problem wherever it occurs, but particularly in industrial applications, such as air conditioning units, cooling water systems, etc.
In cooling towers and air conditioning units, the growth of slime on portions thereof reduces severely the efficiency of the tower or unit to dispel heat. In such situations, the development of slime requires frequent removal, a costly and time-consuming operation. For these and other reasons, the prevention of the development: of slime is of great importance.
The biological organisms most typically involved in the development of slime are algae, bacteria, and fungi.
The most notorious slime-producing members of such groups are those which secrete a gelatinous material surrounding the cells as a capsule or sheath. Such organisms thereby produce materials which contribute significantly to the bulk of the resulting slime. Moreover, such secretion has the effect of embedding the organism, thereby making it more resistant to control.
Whi~e the particular organisms present in the development of slime vary greatly from location to location, and even at a given location, from -time to time, representa-tive slime-forming --- D~ --7~

organisrns include: Aspergillus spp.; Penieillium spp.;
Candida spp.; Saccharomyces spp.; Aerobacter spp., Escherichia spp.; Alcaligenes spp.; and Bacillus spp.
Yet other organisms involved in slime development include:
Chlorella spp.; Spirogyra spp.; Oscillatoria spp.; Vaucheria spp.;
Pseudomonas spp.; Salmonella spp.; Staphyloeoeeus spp.;
Pullularia spp.; and Rhizopus spp. It will be apparent that any reasonably good slime eontrol agent must be effeetive agains-t a broad speetrum of mieroorganisms. We eonsider the above polyquaternary amines to be especially efficacious in this regard.

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Example 1 . . .
Tests against bacteria, fungi (molds), and algae Tests were run to (a) determine the bacteriotoxic properties of the compound using the time lapse method; the test bacteria are representative of the "nuisance" organisms which are predominant in industrial cooling water systems;
(b) evaluate the fungitoxicity of the compound using a time lapse methodi the fungi used in this evaluation are those commonly present in cooling water systems;
(c) screen the growth-inhibiting properties of the compound against several genera of algae. The inhibition test indicators included algae frequently found in cooling water systems. A time lapse study was used and the test compound was diluted to give the desired concentrations.
The results are given in Table I, below.

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, r'xample 2 The following gives additional data relative to the activity of the polyquaternary amine against two pure cultures of bacteria (Table II~ and two pure cultures of algae (Table III).

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::~ 3 ~C 3 _ _, As a preferred embodiment, we propose that the invention be used in industrial recirculating water systems, typically of the order of 35,000 gallons capacity, e.g., cooling towers or the like. We recommend for such use that the polyquaternary amine be added to the water on an average of three days per week, over a period of four weeks, in varying amounts sufficient to provide between about 50 and about 100 ppm of the total composition in the water, to prevent growth of microorganisms in the water. The aforesaid numerical recitals are preferred, not limiting.
When added to water of a cooling tower or the like, the microbiological control agents of this invention shouId usually be added to the sump of the tower at a point of maximum linear velocity of water. The dosage of the micro-biocide and the frequency of feeding depends to some extent upon the type of growth and the severity of the infection.
Typically, for a recirculating system an effective amount is about 1 to 500 ppm. In the case where once-throu~h cooling water system is involved, the microbiocide can be injected directly to the heat exchanger. Once again the dosage and frequency of application depends on the type of growth. In a once through cooling water system, the dosage level is usually higher because of the lack of adequate retention time. For once-through systems an effective amount is typically about
2 to 1,000 ppm.

.. . .

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Conventional adjuvants may be admi~ed with the polyquaternary amines, e.g., surface-active dispersina and solubilizing agents, stabilizers, binders, iner. finely divided solids, or solvents or other liquid carriers.
Depending upon the particular manner in which the invention is to be practieed, such compositions can be employed directly as the treating composition to be added to the aqueous system or can be employed as concentrate compositions and further diluted to produce the treating composition.
~ .

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Claims (3)

WHAT IS CLAIMED IS:
1. The method for controlling microorganisms in industrial cooling water systems which comprises adding to the system a microbiocidal amount of a polyquaternary amine of the formula where R1 and R2 are methyl or ethyl, X is Cl, Br, or I, and n is 3 to 10,000.
2. The method according to Claim 1 in which R1 and R2 are methyl, X is Cl, and n is about 500.
3. The method according to Claim 2 in which the effective amount is 0.05 to 1000 ppm.
CA301,794A 1977-08-17 1978-04-24 Polyquaternary compounds for the control of microbiological growth Expired CA1096070A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US825,272 1977-08-17
US05/825,272 US4111679A (en) 1977-08-17 1977-08-17 Polyquaternary compounds for the control of microbiological growth

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US4995944A (en) * 1988-09-16 1991-02-26 Dearborn Chemical Company Ltd. Controlling deposits on paper machine felts using cationic polymer and cationic surfactant mixture
US5223097A (en) * 1986-01-09 1993-06-29 W. R. Grace Ab Method for controlling pitch on a paper-making machine
US5529700A (en) * 1995-09-27 1996-06-25 Laporte Water Technologies & Biochem, Inc. Algicidal or algistatic compositions containing quaternary ammonium polymers
US5626720A (en) * 1986-01-09 1997-05-06 W.R. Grace & Co.-Conn. Method for controlling pitch on a papermaking machine
US6171445B1 (en) 1999-07-30 2001-01-09 Hercules Incorporated Process for controlling deposit of sticky material

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US4304910A (en) * 1978-05-04 1981-12-08 Kewanee Industries, Inc. Quarnary ammonium polymeric anti-microbial agent
US4325940A (en) * 1976-11-24 1982-04-20 Kewanee Industries, Inc. Anti-microbial, cosmetic and water-treating ionene polymeric compounds
US4252743A (en) * 1978-11-03 1981-02-24 Petrolite Corporation Quaternaries of halogen derivatives of alkynoxymethyl amines
US4462914A (en) * 1983-01-03 1984-07-31 Calgon Corporation Method of controlling Corbicula
AR240446A1 (en) * 1985-09-06 1990-04-30 Buckman Labor Inc METHOD FOR INHIBITING THE GROWTH OF ALGAE.
US4978685A (en) * 1986-09-24 1990-12-18 Great Lakes Chemical Corporation Control of biofouling in aqueous systems by non-polymeric quaternary ammonium polyhalides
CA1319606C (en) * 1986-09-24 1993-06-29 James Edward Gannon Control of biofouling in aqueous systems by non-polymeric quaternary ammonium polyhalides
US4976874A (en) * 1987-04-20 1990-12-11 Great Lakes Chemical Corporation Control of biofouling in aqueous systems by non-polymeric quaternary ammonium polyhalides
EP0378680A4 (en) * 1988-07-19 1992-05-06 Thetford Corporation Compositions and methods for deodorizing toilet holding tanks
ZA894985B (en) * 1988-11-04 1990-04-25 Buckman Labor Inc A synergistic combination for use in controlling fungal or bacterial growth in synthetic metalworking fluids
US5326841A (en) * 1989-01-25 1994-07-05 Epitope, Inc. Germicidal barriers
ZA905554B (en) * 1989-09-27 1991-04-24 Buckman Labor Inc Synergistic combinations of ionenes with hexahydro-1,3,5-tris(2-hydroxyethyl)-s-triazine in controlling fungal and bacterial growth in synthetic metalworking fluid
US5128100A (en) * 1989-10-12 1992-07-07 Buckman Laboratories, Intl., Inc. Process for inhibiting bacterial adhesion and controlling biological fouling in aqueous systems
US5051124A (en) * 1989-10-24 1991-09-24 Buckman Laboratories International, Inc. Microbicidal compositions of dimethylamine-epichlorohydrin amines
US5087457A (en) * 1990-01-12 1992-02-11 Buckman Laboratories International, Inc. Synergistic microbicides containing ionene polymers and borates for the control of fungi on surfaces
DE69330610T2 (en) * 1992-12-14 2001-11-29 Buckman Laboratories International, Inc. AGENT AND METHOD FOR IMPROVING THE EFFECTIVENESS OF PESTICIDES
AU722241B2 (en) * 1993-03-05 2000-07-27 Buckman Laboratories International, Inc. Ionene polymers as microbicides
US5681862A (en) * 1993-03-05 1997-10-28 Buckman Laboratories International, Inc. Ionene polymers as microbicides
US5419897A (en) * 1993-04-09 1995-05-30 Buckman Laboratories International, Inc. Ionene polymers as anthelmintics in animals
US5575993A (en) * 1994-08-31 1996-11-19 Buckman Laboratories International, Inc. Ionene polymers containing biologically-active anions
US6054054A (en) * 1994-09-06 2000-04-25 Nalco Chemical Company Chemical for the prevention of attachment of microorganisms to surfaces
US5709880A (en) * 1995-07-10 1998-01-20 Buckman Laboratories International, Inc. Method of making tabletized ionene polymers
US5637308A (en) * 1995-07-10 1997-06-10 Buckman Laboratories International, Inc. Tabletized ionene polymers
US5707534A (en) * 1995-07-10 1998-01-13 Buckman Laboratories International, Inc. Use of tabletized ionene polymers in water treatment
AU724312B2 (en) * 1996-02-07 2000-09-14 Buckman Laboratories International, Inc. Synergistic antimicrobial compositions containing an ionene polymer and a salt of dodecylamine and methods of using the same
AU720443B2 (en) * 1996-06-25 2000-06-01 Buckman Laboratories International, Inc. ASA sizing emulsions containing low and high molecular weight cationic polymers
US5866016A (en) * 1997-07-01 1999-02-02 Buckman Laboratories International, Inc. Methods and compositions for controlling biofouling using combinations of an ionene polymer and a salt of dodecylamine
US5776960A (en) * 1996-10-16 1998-07-07 Buckman Laboratories International, Inc. Synergistic antimicrobial compositions containing an ionene polymer and a pyrithione salt and methods of using the same
US6172117B1 (en) 1998-02-27 2001-01-09 Akzo Nobel N.V. Biocidal preservatives
US7045673B1 (en) 1998-12-08 2006-05-16 Quick-Med Technologies, Inc. Intrinsically bactericidal absorbent dressing and method of fabrication
US20050033251A1 (en) * 1998-12-08 2005-02-10 Quick-Med Technologies, Inc. Controlled release of biologically active substances from select substrates
US7709694B2 (en) * 1998-12-08 2010-05-04 Quick-Med Technologies, Inc. Materials with covalently-bonded, nonleachable, polymeric antimicrobial surfaces
US6534075B1 (en) 1999-03-26 2003-03-18 Ecolab Inc. Antimicrobial and antiviral compositions and treatments for food surfaces
US6436445B1 (en) 1999-03-26 2002-08-20 Ecolab Inc. Antimicrobial and antiviral compositions containing an oxidizing species
US6663902B1 (en) 2000-09-19 2003-12-16 Ecolab Inc. Method and composition for the generation of chlorine dioxide using Iodo-Compounds, and methods of use
AU2002312261B2 (en) * 2001-06-05 2007-06-07 Buckman Laboratories International, Inc. Polymeric creping adhesives and creping methods using same
US6855328B2 (en) * 2002-03-28 2005-02-15 Ecolab Inc. Antimicrobial and antiviral compositions containing an oxidizing species
US20040175352A1 (en) * 2003-03-06 2004-09-09 David Oppong Microbicidal compositions including an ionene polymer and 2,4,4-trichloro-2-hydroxydiphenyl ether, and methods of using the same
EP1928932A2 (en) * 2005-09-27 2008-06-11 Buckman Laboratories International, Inc. Methods to reduce organic impurity levels in polymers and products made therefrom
WO2007120249A2 (en) * 2005-12-19 2007-10-25 Hercules Incorporated Chemically-enhanced mechanical treatment of water
US7348301B2 (en) 2006-02-16 2008-03-25 Buckman Laboratories International, Inc. Lysozyme-based method and composition to control the growth of microorganisms in aqueous systems
US20070197388A1 (en) * 2006-02-22 2007-08-23 Buckman Laboratories International, Inc. Haloperoxidase treatment to control algae
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CN104336017B (en) * 2014-10-16 2016-09-14 山东天庆科技发展有限公司 A kind of efficient sterilizing algicide and synthetic method thereof
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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5223097A (en) * 1986-01-09 1993-06-29 W. R. Grace Ab Method for controlling pitch on a paper-making machine
US5626720A (en) * 1986-01-09 1997-05-06 W.R. Grace & Co.-Conn. Method for controlling pitch on a papermaking machine
US4995944A (en) * 1988-09-16 1991-02-26 Dearborn Chemical Company Ltd. Controlling deposits on paper machine felts using cationic polymer and cationic surfactant mixture
US5529700A (en) * 1995-09-27 1996-06-25 Laporte Water Technologies & Biochem, Inc. Algicidal or algistatic compositions containing quaternary ammonium polymers
US6171445B1 (en) 1999-07-30 2001-01-09 Hercules Incorporated Process for controlling deposit of sticky material

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