WO2013064441A1 - Improved insecticidal paints - Google Patents
Improved insecticidal paints Download PDFInfo
- Publication number
- WO2013064441A1 WO2013064441A1 PCT/EP2012/071325 EP2012071325W WO2013064441A1 WO 2013064441 A1 WO2013064441 A1 WO 2013064441A1 EP 2012071325 W EP2012071325 W EP 2012071325W WO 2013064441 A1 WO2013064441 A1 WO 2013064441A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- coating composition
- polymer particles
- insecticide
- composition according
- paint
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
-
- 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
- A01N25/08—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 solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- 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
- A01N25/26—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 in coated particulate form
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/022—Emulsions, e.g. oil in water
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/20—Diluents or solvents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0058—Biocides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/11—Esters; Ether-esters of acyclic polycarboxylic acids
Definitions
- the present invention is concerned with aqueous, insecticidal architectural paints, especially those containing volatile insecticides; and to a method of producing them.
- the Weatherall Company Inc discloses a dispersion (known as BugJuice®) containing 4.75% of the insecticide Deltamethrin on its webpage www.weatherall.com/1053BugJuice.html,.
- the dispersion can be added to any oil or latex based paint. However, once added, the paint must be used within three hours otherwise the insecticide becomes ineffective. Of necessity therefore, this is a two pack system. So, not only is the dispersion inconvenient to use but the paint must be used within a short time or be disposed of. Furthermore, users of architectural paints prefer not to have to mix in additives to a paint as it is often difficult to achieve a homogenous mixture.
- One pack insecticidal paints are known. Such paints are disclosed in WO2006/070183 and comprise insecticide encapsulated by thin layers of crosslinked polymer.
- the capsules are formed from highly crosslinked polyurea or crosslinked aminoplast resins and require complex and expensive processes to produce. Such crosslinked polymers do not film form at ambient temperatures.
- polymer is used in this specification to include homopolymers and copolymers.
- PCT/CN201 1/08157 provides a coating composition that overcomes the problems outlined above, the contents of which are hereby incorporated by reference.
- an aqueous insecticidal architectural coating composition comprising, i. a polymer binder comprising emulsion polymer particles having a Tg above ambient temperature
- insecticide has a vapour pressure measured at 25°C of at least 0. ImPa and is located in the polymer particles.
- the ambient temperature is the temperature that the dried paint experiences in use once applied to a surface, typically a wall. Such temperatures can be quite high as the regions of the world where insects are pests and a potential health hazard tend to have hot climates. Of course, ambient temperatures vary, but for the purposes of this specification we include temperatures from 5 to 50°C, preferably from 10 to 45°C, more preferably from 15 to 45°C, yet more preferably from 25 to 45 °C and most preferably from 30 to 45°C.
- the notation Tg denotes the measured glass transition temperature of the polymer binder.
- emulsion polymer particles is meant that the particles are provided in the form of an aqueous dispersion or emulsion.
- the mean size of the particles is preferably up to ⁇ , more preferably from 0.01 to 5.0 ⁇ , even more preferably from 0.05 to 2.5 ⁇ , still more preferably from 0.05 to 1.0 ⁇ and most preferably from 0.05 to 0.5 ⁇ .
- the polymer binder has a Tg of at least 30°C, more preferably at least 35°C, even more preferably from 35 to 100°C, still more preferably from 35 to 80°C,yet more preferably from 35 to 70°C and most preferably from 35 to 60°C.
- the polymer particles are preferably non-crosslinked as cross-linked particles tend to be poor film formers even in the presence of coalescing solvent.
- Useful polymer particles include the acrylics, styrene-acrylics, vinyls including vinyl acetates, vinyl acetate-ethylene copolymers and polyurethanes.
- the polymer particles may be made by any known emulsion polymerisation methods including mini-emulsion techniques, conventional emulsion polymerisation methods.
- the particles may have core-shell architecture where the composition of the core differs from the shell or have a uniform composition throughout.
- the polymer particles containing the insecticide comprise at least 60wt% of the film forming resin, more preferably 75wt%, even more preferably at least 90wt% and most preferably all of the film forming resin. This is preferred as it provides a more even distribution of the insecticide in the paint.
- Coalescing solvents are generally solvents that plasticise the polymer, thereby reducing its effective Tg enabling the otherwise high Tg non-film-forming polymer to film- form at ambient temperatures.
- effective amount is meant that the coalescing solvent is present in sufficient quantity that the polymer particles are capable of forming a film at the chosen ambient temperature.
- the coalescing solvent plasticises at least the outer region of the polymer particles. It is not necessary for the whole particle to be plasticised.
- the particles film form, in the presence of coalescing solvents, at ambient
- the coating temperature may be raised above the Tg of the polymer binder (for example by using IR radiant heaters), and consequently, coalescing solvent is not necessary.
- the coating temperature may be raised above the Tg of the polymer binder (for example by using IR radiant heaters), and consequently, coalescing solvent is not necessary.
- Suitable coalescing solvents include Dowanol PM, DPM, TPM, PnP, DPnP, PnB, DpnB, TpnB, PMA, DPMA, PGDA, PPH, DMM, EPH; Dalpad C and D; butyl cellosolve acetate, butyl carbitol acetate, butyl triglycol, propyl cellosolve, hexyl cellosolve, n-butyl propionate, Coasol, Coasol 280, Dibutyl esters and Texanol.
- the solvent is selected from the dibasic ester solvents and Texanol, More preferably, the coalescing solvent comprises dibasic ester and most preferably the coalescing solvent consists of dibasic ester.
- dibasic ester is used to dissolve the insecticide to form a solution which is then added to a part finished or finished paint and stirred at high shear.
- the dibasic ester solvents comprise di-esters of succinic, glutaric and adipic acids.
- Diesters include the methyl esters and iso-butyl esters.
- the di-methyl esters are preferred because they have reduced odour and are thus more pleasant to use, especially in confined and/or poorly ventilated spaces.
- the di-basic ester solvents are available as single di-basic esters, for example di-methyl glutarate or as mixtures, for example consisting of the succinate, glutarate and the adipate esters. Where the di-basic ester solvent is a mixture of the esters, it is preferred that the mixture comprises at least 50 to 70wt%, more preferably 55 to 65wt% of the glutarate, more preferably the dimethy glutarate.
- the dibasic esters are methyl esters; more preferably they are mixtures of dimethyl succinate, dimethyl glutarate and dimethyl adipate.
- Di-methyl esters of succinic, glutaric and adipic acid solvents are available singly or as mixtures from Cytec under the trademark Santosol®.
- Di-isobutyl esters of succinic, glutaric and adipic acid are available as a mixture (15 to 25%, 55 to 65% and 10 to 25% by weight respectively) from Dow under the trademark Coasol®.
- the di- isobutyl esters, such as Coasol® are preferred as they have a boiling range of from 274 to 289°C which is above the 250°C upper limit that in some jurisdictions means they are not volatile organic compounds.
- the effective amount of coalescing solvent is less than 7.5% based on the total weight of the liquid coating composition, more preferably from 0.05 to 7.5%, even more preferably from 0.25 to 5% and most preferably from 0.5 to 3%.
- the coalescing solvent may be volatile or non-volatile. In territories where low VOC is required it is preferred that the coalescing solvent is non-volatile. In other regions where insecticidal activity is more important it is preferable that the coalescing solvent leaves the dried paint film
- Suitable examples of volatile insecticides for use in the present invention include propoxur, having a vapour pressure at 25°C of 1.3 mPa and chlorpyrifos, having a vapour pressure at 25°C of 1.43 mPa; bendiocarb, having a vapour pressure at 25°C of 4.6 mPa.
- non-volatile insecticides include Cyfiuthrin, having a vapour pressure at 25°C of 3.0xl0 "4 mPa; Etofenprox having a vapour pressure at 25°C of 8.13 xlO "4 mPa; Chlorfenapyr
- Vapour pressure may be measured using ASTM El 194-07 test method the details of which may be found at http://www.astm.org/Standards/El 194.htm
- effective amount of insecticide is meant an amount that kills the insects following contact with the dried coating composition.
- the effective amount of insecticide varies according to the insecticide. Preferably, from 0.1 to 4.0wt% based on the liquid coating composition is sufficient, more preferably from 1.0 to 3.25wt% and most preferably from 1.2 to 2.5wt%. The minimum amount is generally preferred as insecticides can be irritant to humans, especially children and are also costly.
- a process of making an aqueous insecticidal architectural coating composition comprising the steps of i. making a solution of volatile insecticide of at least 30wt% by dissolving the insecticide in a coalescing solvent, preferably dibasic ester solvent ii. adding a sufficient amount of the solution to provide from 0.1 to 4.0wt% of the insecticide to a paint, calculated on the liquid paint formulation, comprising a polymer binder comprising emulsion polymer particles
- the insecticide migrate into the polymer particles wherein the insecticide has a vapour pressure measured at 25°C of at least 0.1 mPa and the measured Tg of the emulsion polymer particles is above ambient temperature.
- a process for coating a surface comprising the steps of a. providing an aqueous insecticidal architectural coating composition comprising, i. a polymer binder comprising emulsion polymer particles having a Tg above ambient temperature
- the surface is any surface found inside a domestic or commercial building, including a wall, ceiling, floor or door.
- Collins DBE is a dibasic ester solvent and is a mixture of 15-25% dimethyl succinate, 55-65% dimethyl glutarate and 10-20% dimethyl adipate available from Shanghai Collins Chemical Company through their agent Gaoxinsh at http://www.gaoxinsh.com.
- Chlorpyriphos is a volatile insecticide.
- Bifenthrin is a non-volatile insecticide.
- Maxilite is a matt paint available from AkzoNobel, based on styrene-acrylic polymer binder, pH of 8.56, solids content is 48wt% , PVC is 80.0%, contains 2.24% of titanium dioxide, 44.54 wt% pigment, The Tg of the binder polymer is 35°C
- Bindoplast is a matt paint available from AkzoNobel, based on a vinyl acetate-ethylene polymer binder, pH of 7.99, solids content is 54.2 wt%, the pigment volume content (PVC) is 62.8%, contains 7.8wt % of titanium dioxide and 43.7wt% pigment.
- the Tg of the binder polymer is 12°C.
- Tg measurement The glass transition temperature, Tg, of the polymer binders were measured using a TA
- a solution of insecticide was prepared by dissolving 5 grams of Chlorpiryphos in 5g of Collins dibutyl ester solvent, DBE, in a 40ml glass container, whilst stirring at ambient temperature. Stirring continued for a further 5 minutes or until the insecticide dissolved, producing a 50wt% solids solution of Chlorpyriphos.
- Paint 1 To a 200ml plastic container fitted with a Heidolph RZR 2041 paddle stirrer was added 97g of Bindoplast paint; to this was added 1.9796g of the insecticide solution A whilst stirring at lOOOrpm for 30 minutes. Paint 2
- Paint 1 The procedure used in Paint 1 was followed except that a paint based on Tg 53°C polymer binder was used.
- Paint films were prepared on black Lenata panels using a 200 micron spreader. The films were allowed to air dry at ambient temperature and humidity.
- Each dried paint was assayed to determine the amount of insecticide remaining following storage at 25°C and, separately, at 50°C. Measurements were taken at 0 days, 30 days and 90 days
- the paint films werer then tested according to WHO Cone Bioassay testing protocol to determine the mortality rate of the mosquitoes (expressed as a percentage of mosquitoes exposed.
- Chlorpyriphos in the dried paint film of Paint 1 begins to escape the film after a few days with only 38% of the original amount remaining after 90 days. After 90 days at 50°C even less Chlorpyriphos is detectable with only 4% of the original amount added being detectable in the paint film.
- the effectiveness of the paint in killing mosquitoes is also significantly reduced as the amount remaining in the film decreases.
- Increasing the Tg of the polymer binder from 12°C to 35°C (Paint 2) and then to 53°C (Paint 3) increases the retention of the insecticide. This is especially marked at 50°C.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Paints Or Removers (AREA)
- Road Signs Or Road Markings (AREA)
Abstract
Description
Claims
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US14/354,330 US20140302240A1 (en) | 2011-10-31 | 2012-10-29 | Insecticidal paints |
SG11201401387VA SG11201401387VA (en) | 2011-10-31 | 2012-10-29 | Improved insecticidal paints |
CA2853380A CA2853380A1 (en) | 2011-10-31 | 2012-10-29 | Improved insecticidal paints |
AU2012331265A AU2012331265A1 (en) | 2011-10-31 | 2012-10-29 | Improved insecticidal paints |
BR112014009805A BR112014009805A8 (en) | 2011-10-31 | 2012-10-29 | Aqueous insecticidal architectural coating composition and process for producing the composition |
RU2014120799/13A RU2014120799A (en) | 2011-10-31 | 2012-10-29 | IMPROVED INSECTICIDAL PAINTS |
CN201280049719.3A CN103857287B (en) | 2011-10-31 | 2012-10-29 | The insecticidal lacquer improved |
EP12781071.1A EP2773195A1 (en) | 2011-10-31 | 2012-10-29 | Improved insecticidal paints |
MYPI2014701029A MY170726A (en) | 2011-10-31 | 2012-10-29 | Improved insecticidal paints |
IN3755CHN2014 IN2014CN03755A (en) | 2011-10-31 | 2012-10-29 | |
TNP2014000173A TN2014000173A1 (en) | 2011-10-31 | 2014-04-23 | Improved insecticidal paints |
MA37051A MA35656B1 (en) | 2011-10-31 | 2014-05-23 | Improved insecticidal paints |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN2011081561 | 2011-10-31 | ||
CNPCT/CN2011/081561 | 2011-10-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2013064441A1 true WO2013064441A1 (en) | 2013-05-10 |
Family
ID=47137692
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2012/071325 WO2013064441A1 (en) | 2011-10-31 | 2012-10-29 | Improved insecticidal paints |
Country Status (14)
Country | Link |
---|---|
US (1) | US20140302240A1 (en) |
EP (1) | EP2773195A1 (en) |
AR (1) | AR088598A1 (en) |
AU (1) | AU2012331265A1 (en) |
BR (1) | BR112014009805A8 (en) |
CA (1) | CA2853380A1 (en) |
IN (1) | IN2014CN03755A (en) |
MA (1) | MA35656B1 (en) |
MY (1) | MY170726A (en) |
RU (1) | RU2014120799A (en) |
SG (1) | SG11201401387VA (en) |
TN (1) | TN2014000173A1 (en) |
UY (1) | UY34375A (en) |
WO (1) | WO2013064441A1 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2018185710A1 (en) * | 2017-04-07 | 2018-10-11 | Sabic Global Technologies B.V. | Durable surface hardened coating or overcoating for protecting plants from pests |
WO2018202616A1 (en) | 2017-05-03 | 2018-11-08 | Akzo Nobel Coatings International B.V. | Alkyd-encapsulated biocide |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6361063A (en) * | 1986-08-30 | 1988-03-17 | Sumitomo Shoji Kk | Microcapsule insecticide prepatation dispersed in coating compound |
WO2006070183A1 (en) | 2004-12-30 | 2006-07-06 | Syngenta Limited | Aqueous coating compositions |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9520705D0 (en) * | 1995-10-10 | 1995-12-13 | R & C Products Pty Ltd | Improvements in or relating to organic compounds |
UY34376A (en) * | 2011-10-31 | 2013-05-31 | Akzo Nobel Coatings Int Bv | Insecticide Paints |
-
2012
- 2012-10-08 UY UY0001034375A patent/UY34375A/en not_active Application Discontinuation
- 2012-10-29 IN IN3755CHN2014 patent/IN2014CN03755A/en unknown
- 2012-10-29 AU AU2012331265A patent/AU2012331265A1/en not_active Abandoned
- 2012-10-29 WO PCT/EP2012/071325 patent/WO2013064441A1/en active Application Filing
- 2012-10-29 CA CA2853380A patent/CA2853380A1/en not_active Abandoned
- 2012-10-29 BR BR112014009805A patent/BR112014009805A8/en not_active IP Right Cessation
- 2012-10-29 MY MYPI2014701029A patent/MY170726A/en unknown
- 2012-10-29 US US14/354,330 patent/US20140302240A1/en not_active Abandoned
- 2012-10-29 EP EP12781071.1A patent/EP2773195A1/en not_active Withdrawn
- 2012-10-29 SG SG11201401387VA patent/SG11201401387VA/en unknown
- 2012-10-29 RU RU2014120799/13A patent/RU2014120799A/en not_active Application Discontinuation
- 2012-10-31 AR ARP120104079A patent/AR088598A1/en not_active Application Discontinuation
-
2014
- 2014-04-23 TN TNP2014000173A patent/TN2014000173A1/en unknown
- 2014-05-23 MA MA37051A patent/MA35656B1/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6361063A (en) * | 1986-08-30 | 1988-03-17 | Sumitomo Shoji Kk | Microcapsule insecticide prepatation dispersed in coating compound |
WO2006070183A1 (en) | 2004-12-30 | 2006-07-06 | Syngenta Limited | Aqueous coating compositions |
Non-Patent Citations (1)
Title |
---|
DATABASE WPI Week 198817, Derwent World Patents Index; AN 1988-115476, XP002691356 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2018185710A1 (en) * | 2017-04-07 | 2018-10-11 | Sabic Global Technologies B.V. | Durable surface hardened coating or overcoating for protecting plants from pests |
WO2018202616A1 (en) | 2017-05-03 | 2018-11-08 | Akzo Nobel Coatings International B.V. | Alkyd-encapsulated biocide |
Also Published As
Publication number | Publication date |
---|---|
BR112014009805A8 (en) | 2021-11-09 |
UY34375A (en) | 2013-05-31 |
IN2014CN03755A (en) | 2015-07-03 |
AR088598A1 (en) | 2014-06-18 |
RU2014120799A (en) | 2015-12-10 |
BR112014009805A2 (en) | 2017-04-18 |
US20140302240A1 (en) | 2014-10-09 |
CA2853380A1 (en) | 2013-05-10 |
TN2014000173A1 (en) | 2015-09-30 |
SG11201401387VA (en) | 2014-06-27 |
AU2012331265A1 (en) | 2014-04-24 |
MA35656B1 (en) | 2014-11-01 |
EP2773195A1 (en) | 2014-09-10 |
MY170726A (en) | 2019-08-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US9005642B2 (en) | Intumescent fire retardant paint with insecticide | |
JPS611601A (en) | Insecticidal composition, setting and method | |
JP3735953B2 (en) | Pest control method | |
EP2773195A1 (en) | Improved insecticidal paints | |
US5023247A (en) | Insecticidal coating composition and processes for making and using it | |
EP2712897A1 (en) | Improved Insecticidal Paints | |
CN103857287A (en) | Improved insecticidal paints | |
GB2142239A (en) | Insecticide paint | |
GB2138291A (en) | Processes and compositions of producing insecticide coatings | |
US20140011906A1 (en) | Surface treatment including a heat labile component/carrier combination | |
EP2773705A1 (en) | Insecticidal paints | |
EP2712896A1 (en) | Insecticidal Paints | |
JPS61155325A (en) | Microcapsule preparation containing cycloheximide | |
JPH03246202A (en) | Molded article of rubber-plastic | |
RU2724547C1 (en) | Alkyd encapsulated biocide | |
CN103857753B (en) | Insecticidal lacquer | |
JP2022128898A (en) | Aqueous coating composition, coat and coated substrate | |
JP6955353B2 (en) | Aqueous paint composition | |
JP2018104606A (en) | Coating composition, coated film and article | |
JP4467665B2 (en) | Pest control formulation | |
CA2533242C (en) | Rotted wood stabilizer composition and methods of making and using same | |
JP2857453B2 (en) | Fire protection paint | |
JPH0545630B2 (en) | ||
JP5237703B2 (en) | Pest repellent | |
WO2014112965A1 (en) | A surface treatment including a heat labile component/carrier combination |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 12781071 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2853380 Country of ref document: CA Ref document number: 2012331265 Country of ref document: AU Date of ref document: 20121029 Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 14354330 Country of ref document: US |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
REEP | Request for entry into the european phase |
Ref document number: 2012781071 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2012781071 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref document number: 2014120799 Country of ref document: RU Kind code of ref document: A |
|
REG | Reference to national code |
Ref country code: BR Ref legal event code: B01A Ref document number: 112014009805 Country of ref document: BR |
|
ENP | Entry into the national phase |
Ref document number: 112014009805 Country of ref document: BR Kind code of ref document: A2 Effective date: 20140424 |