CA2036426A1 - Sulphur-based stabilizers for 3-isothiazolones - Google Patents

Sulphur-based stabilizers for 3-isothiazolones

Info

Publication number
CA2036426A1
CA2036426A1 CA2036426A CA2036426A CA2036426A1 CA 2036426 A1 CA2036426 A1 CA 2036426A1 CA 2036426 A CA2036426 A CA 2036426A CA 2036426 A CA2036426 A CA 2036426A CA 2036426 A1 CA2036426 A1 CA 2036426A1
Authority
CA
Canada
Prior art keywords
alkyl
alkoxy
halogen
optionally substituted
isothiazolones
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.)
Granted
Application number
CA2036426A
Other languages
French (fr)
Other versions
CA2036426C (en
Inventor
Paul F. D. Reeve
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.)
Rohm and Haas Co
Original Assignee
Paul F. D. Reeve
Rohm And Haas Company
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 Paul F. D. Reeve, Rohm And Haas Company filed Critical Paul F. D. Reeve
Publication of CA2036426A1 publication Critical patent/CA2036426A1/en
Application granted granted Critical
Publication of CA2036426C publication Critical patent/CA2036426C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
    • C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems

Abstract

A method of protecting 3-isothiazolones of the formula:

(see formula I) wherein Y is (C1-C18)alkyl or (C3-C12cycloalkyl each optionally substituted with one or more of hydroxy, halo, cyano, alkylamino, dialkylamino, arylamino, carboxy, carbalkoxy, alkoxy, aryloxy, alkylthio, arylthio, haloalkoxy, cycloalkylamino, carbamoxy, or isothiazolonyl; an unsubstituted or halo-substituted (C2-C8) alkenyl or alkynyl; a (C7-C10)aralkyl optionally substituted with one or more of halogen, (C1-C4)alkyl or (C1-C4) alkoxy; or an aryl optionally substituted with one or more of halogen, nitro, (C1-C4)alkyl, (C1-C4)alkyl-acylamino, carb(C1-C4)alkoxy or sulfamyl; and R and R1 is each independently H, halogen (C1-C4) alkyl, or (C4-C8) cycloalkyl, or are joined together to form a phenyl; comprising incorporating therewith an effective amount of a sulpher-containing compound, or salt thereof, capable of reversibly forming an adduct with said isothiazolone.
CA002036426A 1990-02-21 1991-02-15 Sulphur-based stabilizers for 3-isothiazolones Expired - Lifetime CA2036426C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB909003871A GB9003871D0 (en) 1990-02-21 1990-02-21 Stabilization of isothiazolones
GB90/038712 1990-02-28

Publications (2)

Publication Number Publication Date
CA2036426A1 true CA2036426A1 (en) 1991-08-29
CA2036426C CA2036426C (en) 1999-11-16

Family

ID=10671354

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002036426A Expired - Lifetime CA2036426C (en) 1990-02-21 1991-02-15 Sulphur-based stabilizers for 3-isothiazolones

Country Status (15)

Country Link
US (1) US5210094A (en)
EP (1) EP0443821B1 (en)
KR (1) KR100209439B1 (en)
AT (1) ATE81853T1 (en)
AU (1) AU649998B2 (en)
BR (1) BR9100778A (en)
CA (1) CA2036426C (en)
DE (1) DE69100006T2 (en)
DK (1) DK0443821T3 (en)
ES (1) ES2053278T3 (en)
GB (1) GB9003871D0 (en)
GR (1) GR3006260T3 (en)
HU (1) HU210315B (en)
IL (1) IL97340A (en)
ZA (1) ZA911384B (en)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5037989A (en) * 1990-04-05 1991-08-06 Rohm And Haas Company Phenoxyalkanol as a stabilizer for isothiazolone concentrates
GB9117448D0 (en) * 1991-08-13 1991-09-25 Rohm & Haas Nitrogen-based stabilizers for 3-isothiazolones
DE4207176C3 (en) * 1992-03-06 2003-05-15 Pelikan Pbs Produktionsgmbh & Use of an aqueous writing fluid to create dry-erase colored markings
NL9300801A (en) * 1992-05-22 1993-12-16 Ciba Geigy 3- (ACYLOXYPHENYL) BENZOFURAN-2-ON AS STABILIZERS.
US5411977A (en) * 1993-03-31 1995-05-02 The Dupont Merck Pharmaceutical Company Substituted 2,5-diaryl-4-isothiazolin-3-ones as antiinflammatory and antithrombotic agents
US5288693A (en) * 1993-06-25 1994-02-22 Rohm And Haas Company 2-(3-oxoalk(en)yl)-3-isothiazolones and derivatives as antimicrobial agents
TW385231B (en) * 1993-09-17 2000-03-21 Chugoku Marine Paints Anti-fouling compositions or fouling control of harmful aquatic organisms
DE4422374A1 (en) * 1994-06-27 1996-01-04 Boehringer Mannheim Gmbh Preservative mixture for diagnostic test liquids
DE19534532C2 (en) * 1995-09-08 1999-04-08 Schuelke & Mayr Gmbh Additive mixtures for cooling lubricant products and their use
US5725806A (en) 1995-12-05 1998-03-10 Rohm And Haas Company Disulfide stabilizers for 3-isothiazolones
GB2320026B (en) * 1996-12-05 2000-01-26 Sunkyong Ind Ltd Stabilized isothiazolone solution
DE19961621C2 (en) * 1999-12-13 2002-11-14 Schuelke & Mayr Gmbh Bactericidal and fungicidal liquid preparations for technical products
US6576230B1 (en) 2001-10-11 2003-06-10 Isp Investments Inc. Biocidal mixture of 2-propenal-releasing polymer and isothiazolones
GB0305862D0 (en) * 2003-03-14 2003-04-16 Tr Oil Services Ltd Method and chemicals
DE10340829A1 (en) * 2003-09-04 2005-04-07 Schülke & Mayr GmbH Low-salt or salt-free microbicidal composition based on isothiazolone derivatives and pyrion disulfide
DE102004052878A1 (en) 2004-11-02 2006-05-04 Schülke & Mayr GmbH Isothiazolone-containing preservatives with improved stability
DE102004059041A1 (en) * 2004-12-07 2006-06-08 Schülke & Mayr GmbH Use of a bactericide such as formaldehyde or formaldehyde releasing compound in a composition to combat Mycobacterium
WO2007005195A1 (en) * 2005-06-29 2007-01-11 Union Carbide Chemicals & Plastics Technology Corporation Wood preservative composition
DE102006045065A1 (en) * 2006-09-21 2008-03-27 Schülke & Mayr GmbH Microbicidal preparation based on 1,2-benzisothiazolin-3-one
JP4903745B2 (en) * 2007-05-08 2012-03-28 ローム アンド ハース カンパニー Stabilized fluid
WO2018235269A1 (en) * 2017-06-23 2018-12-27 ロンザ リミテッド Industrial antiseptic composition

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3452034A (en) * 1967-03-09 1969-06-24 American Cyanamid Co Substituted 2-(1,3,4-thiadiazol-2-yl)-4(5)-nitroimidazoles
US4150026A (en) * 1971-05-12 1979-04-17 Rohm And Haas Company Metal salt complexes of 3-isothiazolones
US4241214A (en) * 1971-05-12 1980-12-23 Rohm And Haas Company Metal salt complexes of 3-isothiazolones
US3870795A (en) * 1973-02-28 1975-03-11 Rohm & Haas Stabilization of solutions of 3-isothiazolones employing certain metal nitrates and nitrites
AR207229A1 (en) * 1973-08-20 1976-09-22 Rohm & Haas COATING COMPOSITION STABILIZED WITH FORMALDEHYDE AND METHOD FOR ITS PREPARATION
US4067878A (en) * 1976-03-05 1978-01-10 Rohm And Haas Company Stabilization of solutions of 3-isothiazolones
US4165318A (en) * 1977-09-06 1979-08-21 Rohm And Haas Company Formaldehyde stabilized coating compositions
DK166644B1 (en) * 1985-03-08 1993-06-28 Rohm & Haas PROCEDURE FOR PREPARING A STABLE 5-CHLOR-4-ISOTHIAZOLINE-3 SOLUTION AND USING THIS SOLUTION AS BIOCID OR CONSERVANT
US4595691A (en) * 1985-07-22 1986-06-17 Nalco Chemical Company Synergistic biocide of 2-(thiocyanomethylthio) benzothiazole with a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one
IL87111A (en) * 1987-07-23 1994-02-27 Bromine Compounds Ltd Method for stabilizing compositions of isothiazolinones
US4906274A (en) * 1987-11-06 1990-03-06 Rohm And Haas Company Organic stabilizers
CA1328175C (en) * 1988-05-16 1994-04-05 John Robert Mattox Epoxide stabilizers for biocidal compositions
US4906651A (en) * 1988-12-22 1990-03-06 Rohm And Haas Company Synergistic microbicidal combinations containing 3-isothiazolone and commercial biocides
US5041457A (en) * 1989-03-10 1991-08-20 Rohm And Haas Company Synergistic microbicidal combinations containing 2-n-octyl-3-isothiazolone and certain commercial biocides
EP0436744B2 (en) * 1989-11-10 2001-09-26 Thor Chemie Gmbh Stabilized aqueous solutions of 3-Isothiazolinones
US5068344A (en) * 1990-01-12 1991-11-26 Rohm And Haas Company Process for the preparation of salt free, water free 3-isothiazolone compounds
US5037989A (en) * 1990-04-05 1991-08-06 Rohm And Haas Company Phenoxyalkanol as a stabilizer for isothiazolone concentrates

Also Published As

Publication number Publication date
DE69100006D1 (en) 1992-12-03
IL97340A (en) 1996-01-19
ATE81853T1 (en) 1992-11-15
AU649998B2 (en) 1994-06-09
ZA911384B (en) 1991-11-27
EP0443821B1 (en) 1992-10-28
DK0443821T3 (en) 1992-11-23
HU910678D0 (en) 1991-09-30
US5210094A (en) 1993-05-11
CA2036426C (en) 1999-11-16
EP0443821A1 (en) 1991-08-28
GB9003871D0 (en) 1990-04-18
KR100209439B1 (en) 1999-07-15
ES2053278T3 (en) 1994-07-16
DE69100006T2 (en) 1993-03-25
KR910021389A (en) 1991-12-20
HU210315B (en) 1995-03-28
IL97340A0 (en) 1992-05-25
HUT60757A (en) 1992-10-28
AU7136591A (en) 1991-08-29
GR3006260T3 (en) 1993-06-21
BR9100778A (en) 1991-10-29

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Legal Events

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