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WO2000078150A1 - Agents antiseptiques d'iode generant en continu des iodes a molecules libres - Google Patents

Agents antiseptiques d'iode generant en continu des iodes a molecules libres Download PDF

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Publication number
WO2000078150A1
WO2000078150A1 PCT/US1999/013989 US9913989W WO0078150A1 WO 2000078150 A1 WO2000078150 A1 WO 2000078150A1 US 9913989 W US9913989 W US 9913989W WO 0078150 A1 WO0078150 A1 WO 0078150A1
Authority
WO
WIPO (PCT)
Prior art keywords
iodine
iodide
persulfate
anion
ppm
Prior art date
Application number
PCT/US1999/013989
Other languages
English (en)
Inventor
Yongjun Duan
Jack Kessler
Original Assignee
Symbollon Corporation
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 Symbollon Corporation filed Critical Symbollon Corporation
Priority to AU49571/99A priority Critical patent/AU4957199A/en
Priority to PCT/US1999/013989 priority patent/WO2000078150A1/fr
Publication of WO2000078150A1 publication Critical patent/WO2000078150A1/fr

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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
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/12—Iodine, e.g. iodophors; Compounds thereof

Definitions

  • This invention generally relates to iodine disinfectants and sterilants, and in
  • the dilution is usually in the range of 1 : 100 to 1 : 1000.
  • the diluted product is
  • compositions for human topical disinfection.
  • U.S. Patent No. 3,215,627 discloses a method for use in the disinfection of
  • iodide bank is of no value because iodine release is erratic and unpredictable and because it
  • concentration of iodide equates to a theoretical maximum free molecular iodine
  • the invention features a method of preparing an iodine-containing
  • the method comprises the steps of providing a persulfate salt
  • the invention provides a disinfecting composition for generating
  • the composition comprises a persulfate salt; an iodide salt; and an
  • aqueous medium having a pH less than or equal to about 6.5; the composition being
  • composition can be any suitable concentration.
  • iodine is maintained at a desired concentration.
  • the composition can be any suitable concentration.
  • the contents of the container can be added together in an aqueous
  • thiosulfate titrable iodine or “total iodine” is a term of art, and, as used
  • Total iodine includes
  • rate of iodine generation refers to the rate at which free molecular iodine and triiodide, since they are both titrated by sodium thiosulfate.
  • rate of iodine generation refers to the rate at which free molecular iodine and triiodide, since they are both titrated by sodium thiosulfate.
  • molecular iodine formed from the oxidation of iodide anion by the peroxydisulfate anion.
  • the rate of iodine generation is a critical feature of this invention since different
  • slow oxidant or “slow oxidizer,” as used herein, refers to an agent that
  • oxidation of iodide by a slow oxidant such as persulfate can be made to occur over a period
  • source of persulfate anion or "persulfate salt,” as used herein, means any one of
  • Persulfates are also known as "peroxydisulfates.” Sources of persulfate anion include
  • iodine (I2) to other iodine species such as iodide and triiodide.
  • composition has the ability to replace up to a maximum of one time all of the initial
  • an iodine generation capacity of 10 means that a
  • composition has the ability to replace up to a maximum of ten time all of the initial free
  • the iodine generation capacity referred to in this application does not rely upon a
  • compositions based upon the present invention rely upon the
  • compositions of matter contemplated under this invention expect to obviate
  • iodide salt refers to any salt of the iodide anion which yields the iodide
  • iodine when added to a composition, immediately
  • initial iodine include iodophores and combinations of iodide anion with a fast oxidant.
  • Hypoiodous acid is biocidal but its biocidal activity is substantially less
  • Free molecular iodine is lost from an aqueous medium in several ways. Free
  • molecular iodine is hydrated by water and, in an aqueous system, undergoes hydrolysis
  • hydrolysis products - iodate (IO3-) and iodide (I") - have no significant antibacterial
  • the subject invention is based, at least in part, on the observation that persulfates
  • the invention provides a disinfecting composition for
  • the composition comprises a persulfate salt; an iodide
  • the composition further includes an initial source of iodine.
  • an initial source of iodine Preferably, when an initial
  • molecular iodine is at least about 5 ppm although 10 ppm may be preferred for certain
  • compositions contemplated under this invention have an iodine
  • iodine generation provide some indication as to the minimum and maximum concentration of iodine that could be generated. It can be readily appreciated that the most suitable rate of
  • iodine generation and iodine generation capacity will depend upon both the specific
  • additives including buffers, surfactants, detergents, dyes,
  • perfumes perfumes, humectants, emollients, iodine sequestrants, anti-foaming agents, and anti-
  • corrosive agents may also be included within the pre-packaged container.
  • an corrosive agent may also be included within the pre-packaged container.
  • initial source of free molecular iodine can be in the form of either free molecular iodine,
  • persulfate salts to generate germicidal- levels of free molecular iodine.
  • the iodide and persulfate components of the kit should be packaged so as to
  • the kit would preferably be configured so that the end-user could easily combine the contents of the kit
  • the contents of the package are emptied into an aqueous medium having a pH of
  • the iodine-containing disinfectants of the invention provide several advantages.
  • the subject disinfectant solutions utilize minimal concentrations of free and/or total iodine
  • the present invention contemplates iodine compositions that: (1) contain between 5
  • germicidal compositions according to the invention will include iodide
  • anion at concentrations between 50 and 10,000 ppm and most preferably between 100 and
  • the source of iodide anion can be any iodide salt which yields the iodide anion
  • salts when dissolved in an aqueous medium.
  • examples of such salts include the sodium,
  • salts include sodium iodide and potassium iodide.
  • the iodide salt can be dissolved all at one time, or it can be dissolved gradually over time, as when a slow-release formulation is
  • Iodide anion can be provided to the system in a liquid form if it is kept stable prior to
  • the concentration of iodide that will yield a suitable level of iodine varies with the
  • pH of the contemplated formulation pH of the contemplated formulation.
  • the useful range is between 0.05 and 10.0
  • Germicidal compositions of the invention also include a slow oxidant, e.g., an
  • a preferred slow oxidant is persulfate, e.g., a persulfate
  • the slow oxidant should be capable of oxidizing
  • the persulfate salt can be any material
  • salts include sodium persulfate, ammonium persulfate, potassium persulfate, and mixtures
  • a combination of reactants which generate persulfate anion in situ can also be used as reactants which generate persulfate anion in situ.
  • reaction conditions are such that iodide is slowly oxidized to
  • persulfate salts can be
  • the persulfate salt is present in sub-
  • the stoichiometric ratio of iodide anion to persulfate anion is generally between 2:1
  • the ratio of iodide anion to persulfate anion is
  • an iodide "bank” or reserve can be
  • the ratio is maintained, such that excess iodide ion is present.
  • the ratio is maintained, such that excess iodide ion is present.
  • iodide anion to persulfate anion is less than about 1:1, more preferably about 0.7:1.
  • Buffering agents may be utilized to maintain pH within the desired range of 1.0 and
  • compositions of the invention include glycine-glycine-HCl, potassium
  • Tris Tris, MES, BIS-TRIS, ADA, ACES and PIPES. Enough buffer is added to maintain the pH below 6.5 or, if preferred, within a defined pH limit that is less than pH
  • a buffer concentration of at least 5 millimolar is utilized.
  • Aqueous mediums suitable for use in the present invention include water, mixtures
  • an aqueous medium will be capable of
  • the aqueous medium is substantially non-toxic.
  • the aqueous medium is at least 50% water by volume.
  • compositions contemplated by the invention can also include surfactants and/or
  • Suitable detergents and surfactants include anionic, cationic, zwitterionic, non ⁇
  • Representative compounds include sodium lauryl
  • sulfated anionic detergents sulfated anionic detergents, sulfated anionic detergents, sulfonated anionic detergents,
  • sorbitan monolaurate Tween 100, alkyl sulphates, alkyl ether sulphates, fatty acid amides,
  • acyl-sarcosinates sodium-N-acyl-N-methyl taurates, sodium cocoylisothioate and
  • amidopropyl betaines The selection and concentration of these diverse surface active
  • organic detergents listed above also have the ability to bind iodine and
  • dyes include dyes, perfumes, humectants, emollients, iodine sequestrants, anti-foaming agents,
  • compositions include humectants and emollients suitable for inclusion in the compositions
  • sorbitol sorbitol
  • dulcitol glycerol
  • propylene glycol sorbitol
  • glycerol glycerol
  • propylene glycol glycerol
  • cetearyl octanoate maleated soybean oil, cetyl lactate, lauryl lactate, dioctyl malate,
  • Iodine sequestrants or complexing agents are well known in the art and examples
  • iodine complexing agents include nonionic poly(ethylene oxide)
  • PLURONIC 25 R4 PLURONIC P-105 where PLURONIC is a trade name of BASF Wyandotte; tetra-functional block copolymers derived from the sequential addition of
  • propylene oxide and ethylene oxide to ethylenediamine such as TETRONIC 304 and
  • TETRONIC 908 PRILL where TETRONIC is a trade name of BASF Wyandotte; polymers
  • N, N-dimethyl-1-hexadeanamine oxide dihydrate such as ADMOX 14-85
  • polyvinylpyrrolidone alkylphenol ethoxylates such as octyl-, nonyl- or
  • NEODOL(R) 1-9 range from 8 to 18 carbon atoms in length such as NEODOL(R) 1-9 and NEODOL (R) 25-9
  • NEODOL is a trade name of Shell Chemical Corporation.
  • a slow oxidant e.g., a persulfate salt
  • a slow oxidant e.g., a persulfate salt
  • composition can be added to a commercially available iodine germicide.
  • iodine germicide a commercially available iodine germicide.
  • the commercially available iodine germicide (e.g., Wescodyne) provides an
  • initial source of free molecular iodine and can also provide or contribute to an iodide bank.
  • compositions of the invention continuously generate free molecular iodine via
  • molecular iodine contemplated in the invention is about 5 to about 325 ppm with a preferred
  • a higher concentration of iodine is desirable.
  • endoscopes generally requires iodine concentrations of about 30 to 50 ppm to provide a
  • the concentration of free molecular iodine can be any concentration of free molecular iodine.
  • the rate of generation of free molecular iodine is mainly determined by the
  • the duration during which free molecular iodine is generated is determined by the
  • the invention contemplates compositions that continuously generate free molecular
  • compositions of the invention gradually produce free molecular iodine in a
  • additives which provide a suitable initial concentration of free
  • iodine can be added to provide free molecular iodine;
  • a small amount of persulfate can be activated by a promoter, e.g., a metal.
  • a promoter e.g., a metal.
  • addition of a small amount (e.g., 5 mole %) of copper can activate a small amount
  • persulfate e.g., 5 mole %.
  • the "activated" persulfate rapidly oxidizes iodide anion to
  • free molecular iodine is generated and the duration of time over which free molecular iodine
  • salt in a composition of the invention are preferably selected to result in a free molecular
  • iodine concentration suitable for use in a particular application.
  • compositions retain germicidal activity over an extended period of time, e.g., for as long as
  • the germicidal compositions of the invention can be used repeatedly,
  • Microbicidal iodine compositions of the present invention preferably have a pH
  • An unreacted state is one in which conditions exist which
  • compositions of the invention can be reconstituted in an aqueous environment
  • One method of packaging is to compartmentalize a
  • liquid components are maintained in a state that
  • persulfate anion is stored in a non-aqueous, water-free environment.
  • compositions according to the invention are useful as sanitizers, disinfectants, high
  • compositions are capable of
  • a "disinfectant” is a chemical agent that eliminates a defined scope of
  • pathogenic organisms but not necessarily all microbial forms (e.g., not bacterial
  • a "high-level disinfectant” is a germicide that kills all microbial pathogens
  • sterilizant is a chemical germicide that achieves sterilization, i.e., can destroy all microbial
  • pathogens including endospores.
  • formulations of the invention can have various ratios of free molecular iodine and other
  • iodine species such as iodide and triiodide (hereinafter called the "iodine species ratio ").
  • the iodine species ratio can be made to meet the needs of different applications.
  • a useful ratio for the disinfection of endoscopes is approximately 1/1.
  • any additives are selected such that the resulting composition is substantially non-toxic to
  • the non-toxic mammals preferably are substantially non-toxic to humans. Accordingly, the non-toxic mammals, and preferably are substantially non-toxic to humans. Accordingly, the non-toxic mammals, and preferably are substantially non-toxic to humans. Accordingly, the non-toxic mammals, and preferably are substantially non-toxic to humans. Accordingly, the non-toxic mammals, and preferably are substantially non-toxic to humans. Accordingly, the non-toxic mammals, and preferably are substantially non-toxic to humans. Accordingly, the non-toxic
  • compositions of the invention can be used either in vitro or in vivo without undesirable
  • the germicidal composition of the invention can be any suitable germicidal composition of the invention.
  • composition is as a bowel disinfectant for use prior to surgical procedures.
  • compositions of the invention include hand dips or swabs for disinfection of skin.
  • veterinary applications including bovine
  • compositions according to the invention can be used to disinfect hospital and
  • medical equipment including, for example, endoscopes, scalpels, dental and surgical
  • compositions of the invention can also be used to disinfect veterinary waste.
  • compositions according to the invention can be any compositions according to the invention.
  • the invention provides a disinfecting kit for generating free
  • kits includes a sealable container, a supply of
  • the slow-acting oxidizer is in
  • the slow-acting oxidizer is the persulfate anion.
  • Kits of the invention can be used to conveniently supply a germicidal composition
  • kits can contain premeasured amounts of an iodide salt, a
  • kit can further include instructions for the
  • Table 1 presents the rate of iodine hydrolysis expressed as per cent of free molecular
  • invention is pH 3.5 to pH 6.5.
  • a formulation was prepared that started without an initial iodine source.
  • initial iodine here, as well as the following examples, includes all titrable iodine which is
  • Initial iodine is that thiosulfate titratable iodine either added
  • sodium iodide was added to a concentration of 1000 ppm, and then sodium persulfate was dissolved into the system in an amount to make a concentration
  • the initial iodine can be achieved either by an addition of iodine
  • the disinfection solution was tested according to the AOAC sporocidal method and the
  • composition killed all of the vacuum dried Bacillus subtilis spores that were coated on 60
  • a formulation was prepared that was suitable for endoscope disinfection.
  • a volume was prepared that was suitable for endoscope disinfection.
  • a disinfection cycle included 40 minutes of disinfection and 5 minutes
  • a composition was composed to improve the efficacy of WESCODYNE.
  • WESCODYNE is a commonly used iodophor distributed by Amsco Corporation (Erie,
  • the free molecular iodine increased over a period time of 30 hours.
  • Table 7 shows the reduction in the number of Mycoplasma hominis colony forming
  • the exposed organism was diluted serially (10 fold increments) to enumerate the
  • Table 7 shows a 10 ppm concentration of free molecular iodine imparts a substantial
  • liter of the germicide comprised the following materials: 4.85 grams of citric acid; 2.14 grams
  • a composition was dissolved in one liter of water at room temperature and held in
  • the experiment was conducted at room temperature (i.e., 20 to 25°C) using
  • the rate of iodine generation increases as the concentration of
  • control the rate of oxidation of iodide anion by the peroxydisulfate anion is the vary the
  • compositions that had differing concentrations and ratios of iodide and sodium persulfate were formulated.
  • Each of the persulfate/iodide compositions were dissolved in one liter of water buffered to a pH of 5.0 with 50 mM sodium citrate.
  • the activated formulations were held in a glass jar that was sealed at its top with a screw-top lid at room temperature.
  • the formulations contained various concentrations of persulfate anion and iodide anion such that both (a) the concentration of iodide and persulfate and (b) the ratio of iodide to persulfate were varied to the concentration extremes identified in this application.
  • the concentration of total iodine was measured at different time points during the course of this reaction.
  • Table 11 identifies the concentration of iodide and persulfate and the time
  • Table 1 la below shows the total iodine concentration versus time for the identical
  • composition of matter can only be formulated once the conditions of use

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Inorganic Chemistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des compositions qui génèrent en continu des iodes à molécules libres comprenant un sel d'iodure et un sel de persulfate. L'invention concerne également des procédés de préparation de telles compositions et d'utilisation de celles-ci comme désinfectant.
PCT/US1999/013989 1999-06-21 1999-06-21 Agents antiseptiques d'iode generant en continu des iodes a molecules libres WO2000078150A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU49571/99A AU4957199A (en) 1999-06-21 1999-06-21 Iodine germicides that continuously generate free molecular iodine
PCT/US1999/013989 WO2000078150A1 (fr) 1999-06-21 1999-06-21 Agents antiseptiques d'iode generant en continu des iodes a molecules libres

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1999/013989 WO2000078150A1 (fr) 1999-06-21 1999-06-21 Agents antiseptiques d'iode generant en continu des iodes a molecules libres

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WO2000078150A1 true WO2000078150A1 (fr) 2000-12-28

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2152321A1 (fr) * 2007-05-04 2010-02-17 Arch Chemicals, Inc. Traitement d'eau contenant du dbnpa pour utilisation dans la désinfection d'une eau de baignade
EP3129482A4 (fr) * 2014-04-10 2017-12-13 DNA Genotek Inc. Procédé et système pour la lyse microbienne à l'aide de periodates
US11002646B2 (en) 2011-06-19 2021-05-11 DNA Genotek, Inc. Devices, solutions and methods for sample collection
US11572581B2 (en) 2002-06-07 2023-02-07 DNA Genotek, Inc. Compositions and methods for obtaining nucleic acids from sputum

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US3215627A (en) * 1962-11-26 1965-11-02 Alto Chemical Lab Inc Pool sterilization
US3232869A (en) * 1963-04-04 1966-02-01 Andrew J Gard Method of purifying aqueous liquid
DE1444875A1 (de) * 1962-02-06 1969-03-20 Peru Andrew Gegen Mikrobenbefall wirksamer Zusatz zu waesserigen Schneidoelemulsionen oder dafuer bestimmten Konzentraten
DE2821199A1 (de) * 1977-05-16 1978-11-23 Mundipharma Ag Verfahren zur herstellung von jodophor-verbindungen sowie zur stabilisierung jodophor enthaltender pharmazeutischer zusammensetzungen
WO1989000006A1 (fr) * 1987-07-01 1989-01-12 Novapharm Research Pty. Ltd. Composition germicide
US5128136A (en) * 1990-07-16 1992-07-07 The Oregon Health Sciences University Wound healing kit comprised of gelable collagen
US5370815A (en) * 1988-09-06 1994-12-06 Kessler; Jack H. Viscous epidermal cleaner and disinfectant
WO1996005730A1 (fr) * 1994-08-22 1996-02-29 Symbollon Corporation Germicide a base d'iode et procede de mise en oeuvre
US5772971A (en) * 1996-07-05 1998-06-30 Symbollon Corporation Iodine-based microbial decontamination system
US5962029A (en) * 1996-07-05 1999-10-05 Symbollon Corporation Iodine germicides that continuously generate free molecular iodine

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1444875A1 (de) * 1962-02-06 1969-03-20 Peru Andrew Gegen Mikrobenbefall wirksamer Zusatz zu waesserigen Schneidoelemulsionen oder dafuer bestimmten Konzentraten
US3215627A (en) * 1962-11-26 1965-11-02 Alto Chemical Lab Inc Pool sterilization
US3232869A (en) * 1963-04-04 1966-02-01 Andrew J Gard Method of purifying aqueous liquid
DE2821199A1 (de) * 1977-05-16 1978-11-23 Mundipharma Ag Verfahren zur herstellung von jodophor-verbindungen sowie zur stabilisierung jodophor enthaltender pharmazeutischer zusammensetzungen
WO1989000006A1 (fr) * 1987-07-01 1989-01-12 Novapharm Research Pty. Ltd. Composition germicide
US5370815A (en) * 1988-09-06 1994-12-06 Kessler; Jack H. Viscous epidermal cleaner and disinfectant
US5128136A (en) * 1990-07-16 1992-07-07 The Oregon Health Sciences University Wound healing kit comprised of gelable collagen
WO1996005730A1 (fr) * 1994-08-22 1996-02-29 Symbollon Corporation Germicide a base d'iode et procede de mise en oeuvre
US5772971A (en) * 1996-07-05 1998-06-30 Symbollon Corporation Iodine-based microbial decontamination system
US5962029A (en) * 1996-07-05 1999-10-05 Symbollon Corporation Iodine germicides that continuously generate free molecular iodine

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11572581B2 (en) 2002-06-07 2023-02-07 DNA Genotek, Inc. Compositions and methods for obtaining nucleic acids from sputum
EP2152321A1 (fr) * 2007-05-04 2010-02-17 Arch Chemicals, Inc. Traitement d'eau contenant du dbnpa pour utilisation dans la désinfection d'une eau de baignade
EP2152321A4 (fr) * 2007-05-04 2010-11-17 Arch Chem Inc Traitement d'eau contenant du dbnpa pour utilisation dans la désinfection d'une eau de baignade
AU2008248166B2 (en) * 2007-05-04 2012-11-29 Arch Chemicals, Inc. Water treatment containing DBNPA for use in sanitizing recreational water
US11002646B2 (en) 2011-06-19 2021-05-11 DNA Genotek, Inc. Devices, solutions and methods for sample collection
US11536632B2 (en) 2011-06-19 2022-12-27 DNA Genotek, Inc. Biological collection system
US11549870B2 (en) 2011-06-19 2023-01-10 DNA Genotek, Inc. Cell preserving solution
US11592368B2 (en) 2011-06-19 2023-02-28 DNA Genotek, Inc. Method for collecting and preserving a biological sample
EP3129482A4 (fr) * 2014-04-10 2017-12-13 DNA Genotek Inc. Procédé et système pour la lyse microbienne à l'aide de periodates
US11046949B2 (en) 2014-04-10 2021-06-29 Dna Genotek Inc. Method and system for microbial lysis using periodates

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