CA2657737A1 - Stable, low voc, low viscous biocidal formulations and method of making such formulations - Google Patents
Stable, low voc, low viscous biocidal formulations and method of making such formulations Download PDFInfo
- Publication number
- CA2657737A1 CA2657737A1 CA002657737A CA2657737A CA2657737A1 CA 2657737 A1 CA2657737 A1 CA 2657737A1 CA 002657737 A CA002657737 A CA 002657737A CA 2657737 A CA2657737 A CA 2657737A CA 2657737 A1 CA2657737 A1 CA 2657737A1
- Authority
- CA
- Canada
- Prior art keywords
- formulation
- formulation according
- ch2ch2o
- bit
- polyglycol
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 153
- 238000009472 formulation Methods 0.000 title claims abstract description 138
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 33
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 4
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 claims abstract description 74
- 239000003139 biocide Substances 0.000 claims abstract description 48
- 239000007788 liquid Substances 0.000 claims abstract description 35
- 229920000151 polyglycol Polymers 0.000 claims abstract description 31
- 239000010695 polyglycol Substances 0.000 claims abstract description 31
- 229920001400 block copolymer Polymers 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
- 239000001257 hydrogen Substances 0.000 claims abstract description 14
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 14
- 229920005604 random copolymer Polymers 0.000 claims abstract description 14
- 125000006519 CCH3 Chemical group 0.000 claims abstract description 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims abstract description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 238000000034 method Methods 0.000 claims description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 17
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 14
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 9
- 239000004310 lactic acid Substances 0.000 claims description 7
- 235000014655 lactic acid Nutrition 0.000 claims description 7
- 239000003973 paint Substances 0.000 claims description 7
- 229940100555 2-methyl-4-isothiazolin-3-one Drugs 0.000 claims description 6
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 claims description 6
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims description 6
- 229960003168 bronopol Drugs 0.000 claims description 6
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 claims description 6
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims description 6
- -1 coatings Substances 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 3
- 239000012530 fluid Substances 0.000 claims description 3
- 238000005555 metalworking Methods 0.000 claims description 3
- 235000010292 orthophenyl phenol Nutrition 0.000 claims description 3
- 239000004306 orthophenyl phenol Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 244000005700 microbiome Species 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000002002 slurry Substances 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 239000013078 crystal Substances 0.000 description 19
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 16
- 125000000217 alkyl group Chemical group 0.000 description 9
- 239000000969 carrier Substances 0.000 description 8
- 239000003518 caustics Substances 0.000 description 8
- 230000007935 neutral effect Effects 0.000 description 8
- 230000002378 acidificating effect Effects 0.000 description 7
- 230000000813 microbial effect Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- WMFOQBRAJBCJND-UHFFFAOYSA-M lithium hydroxide Inorganic materials [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 2
- 230000035939 shock Effects 0.000 description 2
- 238000010257 thawing Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000004710 electron pair approximation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 229940060367 inert ingredients Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
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
- 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
-
- 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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US83316006P | 2006-07-25 | 2006-07-25 | |
| US60/833,160 | 2006-07-25 | ||
| PCT/US2007/016597 WO2008013784A2 (en) | 2006-07-25 | 2007-07-23 | Stable, low voc, low viscous biocidal formulations and method of making such formulations |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2657737A1 true CA2657737A1 (en) | 2008-01-31 |
Family
ID=38670626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002657737A Abandoned CA2657737A1 (en) | 2006-07-25 | 2007-07-23 | Stable, low voc, low viscous biocidal formulations and method of making such formulations |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20100016390A1 (enExample) |
| EP (1) | EP2046126B1 (enExample) |
| JP (1) | JP5237275B2 (enExample) |
| KR (1) | KR101562069B1 (enExample) |
| CN (1) | CN101489391B (enExample) |
| AR (1) | AR062044A1 (enExample) |
| AU (1) | AU2007277294B2 (enExample) |
| BR (1) | BRPI0713195B1 (enExample) |
| CA (1) | CA2657737A1 (enExample) |
| MX (1) | MX2009000945A (enExample) |
| TW (1) | TWI421029B (enExample) |
| WO (1) | WO2008013784A2 (enExample) |
| ZA (1) | ZA200900482B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200932107A (en) * | 2008-01-18 | 2009-08-01 | Dow Global Technologies Inc | Stable, low VOC, low viscous biocidal formulations and method of making such formulations |
| WO2009091622A1 (en) * | 2008-01-18 | 2009-07-23 | Dow Global Technologies Inc. | Method to enhance aqueous solubility of poorly soluble actives using methoxypolyethylene glycol |
| EP2153722A1 (de) * | 2008-08-05 | 2010-02-17 | Lanxess Deutschland GmbH | Antifungische Flüssigformulierungen enthaltend 3-Iodpropargylbutylcarbamat (IPBC) und N-octylisothiazolinon (NOIT) |
| MX367168B (es) * | 2009-09-28 | 2019-08-07 | Dow Global Technologies Llc | Composiciones de dibromomalonamida y su uso como biocidas. |
| JP5431292B2 (ja) * | 2009-12-18 | 2014-03-05 | ダウ・イタリア・ディビジョン・コマーシャル・ソシエテ・ア・レスポンサビリテ・リミテ | 低温で液体のままである消毒剤配合物 |
| JP5431291B2 (ja) * | 2009-12-18 | 2014-03-05 | ダウ・イタリア・ディビジョン・コマーシャル・ソシエテ・ア・レスポンサビリテ・リミテ | 低温での使用に適する消毒剤配合物 |
| US8754083B2 (en) | 2012-02-01 | 2014-06-17 | Dow Global Technologies Llc | Compositions of dibromomalonamide and their use as biocides |
| WO2017174180A1 (de) * | 2016-04-05 | 2017-10-12 | Thor Gmbh | Synergistische biozidzusammensetzungen enthaltend 5-chlor-2-methylisothiazolin-3-on |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2004747B (en) * | 1977-09-30 | 1982-02-17 | Ici Ltd | Compositions of matter |
| ZA784934B (en) * | 1977-09-30 | 1979-10-31 | Ici Ltd | Solutions of benzisothiazolinones |
| DE3609939A1 (de) * | 1986-03-24 | 1987-10-01 | Cassella Ag | Fluessige zubereitung von 1,2-benzisothiazolin-3-on, ihre herstellung und verwendung |
| US5004749A (en) * | 1989-04-20 | 1991-04-02 | Imperial Chemical Industries Plc | Concentrated aqueous solution of glutaraldehyde and 1,2-benzisothiazolin-3-one |
| ZA961522B (en) * | 1995-03-23 | 1996-11-06 | Zeneca Inc | Fungicidal composition |
| US5585033A (en) * | 1995-07-21 | 1996-12-17 | Huls America Inc. | Liquid formulations of 1,2-benzisothiazolin-3-one |
| EP0988789B1 (en) * | 1998-09-24 | 2003-08-27 | Rohm And Haas Company | Reduced pitting microbicide formulation |
| US6861397B2 (en) * | 1999-06-23 | 2005-03-01 | The Dial Corporation | Compositions having enhanced deposition of a topically active compound on a surface |
| US7135437B2 (en) * | 2000-05-19 | 2006-11-14 | Monsanto Technology Llc | Stable liquid pesticide compositions |
| JP5226171B2 (ja) * | 2001-12-12 | 2013-07-03 | アイエスピー インヴェストメンツ インコーポレイテッド | ポリエチレングリコール、ポリプロピレングリコール又はポリプロピレングリコールグリセリルエステル中のｉｐｂｃの液状組成物 |
| US20040247672A1 (en) * | 2003-05-16 | 2004-12-09 | Alkermes Controlled Therapeutics, Inc. | Injectable sustained release compositions |
| US7105555B2 (en) * | 2004-04-06 | 2006-09-12 | Isp Investments Inc. | Stable, neutral pH VOC-free biocidal compositions of 1,2-benzisothiazolin-3-one |
| DE102005045002A1 (de) * | 2005-09-21 | 2007-03-29 | Clariant Produkte (Deutschland) Gmbh | Biozide Zusammensetzungen |
| DE102005044855A1 (de) * | 2005-09-21 | 2007-03-29 | Clariant Produkte (Deutschland) Gmbh | Biozide Zusammensetzungen |
| DE102006010941A1 (de) * | 2006-03-09 | 2007-09-13 | Clariant International Limited | Biozide Zusammensetzungen |
-
2007
- 2007-07-23 AU AU2007277294A patent/AU2007277294B2/en not_active Ceased
- 2007-07-23 BR BRPI0713195-0A patent/BRPI0713195B1/pt active IP Right Grant
- 2007-07-23 WO PCT/US2007/016597 patent/WO2008013784A2/en not_active Ceased
- 2007-07-23 MX MX2009000945A patent/MX2009000945A/es active IP Right Grant
- 2007-07-23 ZA ZA200900482A patent/ZA200900482B/xx unknown
- 2007-07-23 US US12/307,599 patent/US20100016390A1/en not_active Abandoned
- 2007-07-23 CA CA002657737A patent/CA2657737A1/en not_active Abandoned
- 2007-07-23 JP JP2009521796A patent/JP5237275B2/ja active Active
- 2007-07-23 CN CN200780025873.6A patent/CN101489391B/zh active Active
- 2007-07-23 EP EP07810716.6A patent/EP2046126B1/en active Active
- 2007-07-23 KR KR1020097001598A patent/KR101562069B1/ko not_active Expired - Fee Related
- 2007-07-24 AR ARP070103282A patent/AR062044A1/es unknown
- 2007-07-24 TW TW096126919A patent/TWI421029B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0713195B1 (pt) | 2015-02-18 |
| TW200816922A (en) | 2008-04-16 |
| WO2008013784A3 (en) | 2008-03-20 |
| ZA200900482B (en) | 2010-05-26 |
| KR101562069B1 (ko) | 2015-10-20 |
| WO2008013784A2 (en) | 2008-01-31 |
| JP5237275B2 (ja) | 2013-07-17 |
| AR062044A1 (es) | 2008-08-10 |
| AU2007277294B2 (en) | 2012-07-05 |
| AU2007277294A1 (en) | 2008-01-31 |
| EP2046126B1 (en) | 2015-08-26 |
| US20100016390A1 (en) | 2010-01-21 |
| KR20090033370A (ko) | 2009-04-02 |
| TWI421029B (zh) | 2014-01-01 |
| EP2046126A2 (en) | 2009-04-15 |
| JP2009544704A (ja) | 2009-12-17 |
| BRPI0713195A2 (pt) | 2012-03-20 |
| CN101489391A (zh) | 2009-07-22 |
| CN101489391B (zh) | 2014-09-03 |
| MX2009000945A (es) | 2009-02-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20151201 |