WO2018137013A1 - Composição de revestimento à base de água com baixo teor de compostos orgânicos voláteis e elevada resistência à pega de sujeira, e, uso da composição de revestimento à base de água - Google Patents
Composição de revestimento à base de água com baixo teor de compostos orgânicos voláteis e elevada resistência à pega de sujeira, e, uso da composição de revestimento à base de água Download PDFInfo
- Publication number
- WO2018137013A1 WO2018137013A1 PCT/BR2018/050002 BR2018050002W WO2018137013A1 WO 2018137013 A1 WO2018137013 A1 WO 2018137013A1 BR 2018050002 W BR2018050002 W BR 2018050002W WO 2018137013 A1 WO2018137013 A1 WO 2018137013A1
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- WIPO (PCT)
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- coating composition
- coalescents
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- coalescent
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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
- C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated esters
-
- 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
- C09D5/024—Emulsion paints including aerosols characterised by the additives
-
- 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
- C08K5/05—Alcohols; Metal alcoholates
-
- 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
- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
- C08K5/092—Polycarboxylic acids
-
- 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
- C09D157/00—Coating compositions based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
-
- 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
- C09D187/00—Coating compositions based on unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
-
- 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
-
- 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
- C09D7/40—Additives
- C09D7/47—Levelling agents
-
- 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
-
- 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
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
Definitions
- the present invention relates to water-based coating compositions with high grip resistance containing low volatile coalescents and excellent plasticizing efficiency.
- Most water-based coatings contain acrylic and vinyl latexes obtained by emulsion polymerization and require a low solvent content, also known as a coalescing or coalescing agent, to form continuous films under varying temperature and temperature conditions. moisture generating gloss coatings and mechanical properties suitable for each application.
- Coalescing or coalescing agents need to be efficient to plasticize the polymer particles present in the latex without destabilizing them, and must still be compatible with the other ingredients present in water-based coating formulations.
- Non-VOC Volatile Organic Compounds
- Agents of Low VOC coalescence has a boiling point greater than 250 ° C according to European Directive 2004/42 / EC and a boiling point greater than 280 ° C for the Green Seal Standard.
- EPA US Environmental Protection Agency
- low VOC coalescents have negligible photochemical reactivity or do not emit volatiles except water when subjected to 110 ° C for 1 hour according to Method 24. These coalescents typically have a boiling point. equal to or greater than 344 ° C.
- coalescent The efficiency of a coalescent depends on the affinity between coalescent and polymers present in pure latexes and coating compositions formulated with such latexes.
- the molecules of a coalescent By interacting with the polymer chains present in the latex particles, they increase the mobility of the polymer chains favoring:
- VOCs because they are at least partially retained in movies, as mentioned earlier, can spread evenly throughout the movie, migrate predominantly to interfaces, or distribute within the movie, and partially migrate to interfaces. Each distribution pattern affects the hardness evolution of the film.
- some low volatility coalescent molecules are expected to have a distribution pattern in the waterborne coating films that allows the evolution of hardness. Therefore, molecules that have this behavior are potential solutions to the problem of high dirt grip or low dirt grip resistance observed for commercially available low VOC coalescing containing waterborne coatings formulations.
- Another solution for mitigating the problem of high dirt pick-up in water based coatings formulated with low VOC coalescents is to use low VOC coalescents that are more efficient to form film and can be used in a lower concentration.
- Mexican patent application MX 2012013639 A proposes the use of amide functional group-containing coalescents to mitigate the problem of high dirt grip.
- the present invention comprises low VOC coalescents which produce coatings with excellent plasticizing efficiency, exhibiting good hardness evolution and high dirt grip resistance.
- Figure 1 shows the effect of the concentration of different coalescents on the TMFF of 22 ° C TMFF styrene acrylic latex.
- Figure 2 shows the estimated coalescent content relative to the polymer to form styrene-acrylic latex film at 5 ° C.
- Figure 3 presents a graph of the styrene-acrylic latex TMFF containing 2% of different coalescents.
- Figure 4 presents a graph of the evolution of TMFF styrene acrylic latex hardness of approximately 22 ° C containing 8 pcp of Texanol ® , OPTFILM 300 ® and isopentyl succinate.
- Figure 5 presents a graph of the washability of economical coalescent free paint (white) and inks containing 10 pcp of different coalescents.
- Figure 6 presents a graph of the washability of the Matte Matte paint formulation containing 0.8 and 1.2% of different coalescents.
- Figure 7 presents a graph of the mass loss after 200 washability cycles according to BS EN ISO 11898.
- Figure 8 presents two graphs: hardness evolution (a) and blocking resistance (b) of Premium matt inks containing Texanol ® and low VOC coalescent.
- Figure 9 presents a graph of the hardness evolution of Premium matte paints containing 1.2% of different coalescents.
- Figure 10 presents a graph of Premium matte hardness evolution containing 1.2% of different coalescents and 0.8% isopentyl succinate.
- Figure 11 presents a hardness evolution chart of satin paint formulations containing different coalescing and non-coalescing (White).
- the present invention comprises low VOC coalescing containing coating compositions which exhibit good coating hardness evolution and high dirt grip resistance.
- coalescing or coalescing agents refers to solvents capable of reducing TMFF (Minimum Film Forming Temperature) acting as a plasticizer for the polymer phase.
- the coalescents comprised in the present invention exhibit excellent plasticizing efficiency and are at least partially retained in the coating films due to their low volatility. However, they allow the hardness of the coating films to evolve as a function of air drying and film aging, favoring increased dirt grip resistance.
- the coating compositions comprised in the present invention are used only in water based coatings.
- the coating formulations comprised in the present invention contain lattices, that is, dispersions of polymers in water, or polymer solutions that require a coalescing or coalescing mixture to decrease the TMFF and allow film formation under various conditions. temperature and humidity.
- VOC and high dirt grip resistance comprised in the present invention contain at least:
- R 1 and R 2 may be the same or different, wherein R 1 and R 2 are Cl-Cl 2 or alkoxylated Cl-Cl 2 derivatives
- Coalescents with structure R1-B-A-B-R2 have molecular weights greater than 230 atomic mass units and less than 342 atomic mass units.
- these agents have a boiling point greater than 260 ° C, preferably greater than 280 ° C.
- the coalescents comprised in the present invention are preferably diesters.
- the coalescents derived from diesters originate from:
- the polyols are preferably diols.
- Diols may be alkoxylated.
- the diester comprised in the present invention is isopentyl succinate from succinic acid and isopentanol from fusel oil.
- Succinic acid may be from a fossil or renewable source, wherein the succinic acid from a renewable source comes from biotechnological biomass processing and may be first generation or second generation, preferably first generation.
- Isopentanol from fusel oil has 75-80% of
- Isopentanol has 80% 3-methylbutanol and 20% 2-methylbutanol.
- Coalescing agents comprised in the present invention are substances which may comprise various esters from the reaction process and other coalescents.
- coalescents according to the present invention show improvement in hardness evolution due to the synergistic combination of the general structure substances comprised in the present invention and other coalescing potentials.
- VOC and high dirt grip resistance use polymeric or lattice dispersions of various monomeric compositions, especially styrene butyl acrylate lattices, butyl acrylic acid styrene acrylate, butyl acid styrene acrylate methacrylic, styrene-butadiene, styrene-butadiene-acrylic acid, styrene-butadiene-methacrylic acid, acrylonitrile-butadiene, acrylonitrile-butadiene-acrylic acid, acrylonitrile-butadiene-acrylic acid, polyacrylates, polyacrylates-acrylic acid, polyacrylate, polyacrylate carboxylic acids, vinyl acetate butyl acrylate- carboxylic acid derived monomers, vinyl ethylene acetate, polyvinyl acetate, alkyd, epoxy resin derivatives, polyester, polyurethane, melanin-polyurethane and
- VOC and high dirt grip resistance according to the present invention can be used in decorative inks, industrial inks, printing inks, toner, original automotive inks, refinish inks, adhesives, sealants, waterproofing, gloves and carpets, among others. .
- the concentration of coalescents may range from 0.1-50% relative to the polymer content present in the coating formulations. specifically between 0.5-35% and more preferably between 1-12%.
- High grip strength data can be evidenced from the hardness results, while the washability check can be evidenced from the TMFF results of the polymer and coalescent containing systems and the washability of the paint formulations.
- the examples to be presented illustrate the potential of the compositions according to the present invention.
- Example 1 Physicochemical properties of esters derived from succinic acid.
- Example 2 Estimated Hansen solubility parameters for isopentyl succinate.
- coalescents with low water solubility, low volatility, and appropriate polarity to plasticize latex polymer phases are more effective than coalescents with high water solubility and volatility due to the higher coalescent content present in the polymer phase. during movie formation.
- Another negative for more water-soluble coalescents is their partial absorption with water on porous substrates, resulting in a lower coalescent concentration in the polymer phase.
- Example 3 Evaluation of the plasticizing efficiency of the coalescents comprised in the present invention.
- Coalescent plasticization efficiency is usually monitored by the effect of coalescent concentration on temperature. minimum film formation (TMFF) of latex used in paint formulations. Acrylic latices are widely used in paint formulations. As a result, the plasticization efficiency of isopentyl succinate and market coalescents in a styrene acrylic latex with TMFF around 20 ° C was evaluated.
- TMFF minimum film formation
- Coalescent contents estimated to form styrene-acrylic latex film at a temperature of 5 ° C are shown in Figure 2.
- Figure 2 demonstrates that isopentyl succinate can be used at a concentration 20% lower than coalescents. higher plasticization efficiency.
- Example 4 Evolution of hardness of styrene-acrylic latex containing 8% relative to the polymer or 8 pcp (parts per hundred polymer) of different coalescents.
- isopentyl succinate-containing polymer films with a boiling point greater than 280 ° C show a more pronounced hardness evolution than films containing Texanol ® itself, is the market reference and has a boiling point of 254 ° C.
- OPTFILM 300 ® despite having a boiling point greater than 280 ° C, as high as isopentyl succinate, does not It allows significant hardness to evolve with drying time, keeping polymer films and plasticized inks and reducing blocking and gripping resistance.
- Example 5 Evaluation of coalescing plasticization efficiency according to the present invention and market coalescing in economical inks.
- Table 4 Economical ink formulations containing market coalescents and isopentyl succinate according to the present invention.
- the coalescent content with respect to the polymer was maintained at 10% by mass.
- Figure 5 shows the effect of different coalescents on the washability of economical inks.
- Example 6 Evaluation of plasticizing efficiency and evolution of coalescent hardness according to the present invention and market coalescents in Premium matte paints.
- coalescent contents 1, 2 and 0.8% in the paint or 12% and 8% in relation to the polymer were evaluated. present in the ink.
- the coalescent content is adjusted so that the ink film forms a film at a temperature of 5 ° C.
- an isopentyl succinate content of about 6% relative to the polymer is sufficient to form film at a temperature of 5 ° C.
- a slight excess of coalescent is used since some of the coalescent will be adsorbed on the filler and pigment agglomerates present in the paint formulation and may be absorbed by the pores of porous substrates.
- coalescing value 10%.
- the coalescent to polymer contents evaluated in the Matte Premium paint formulation were 8 and 12% relative to the polymer.
- Example 3 due to the excellent plasticizing efficiency of the isopentyl succinate shown in Example 3, it is still possible to reduce its content in the ink formulation by maintaining a superior ink film washability over Texanol ® considered coalescent reference. marketability.
- Table 7 presents the blocking strength data of US patent application US 2014/0243446 Al, which suggests a decrease in blocking strength of paints containing 2-ethylhexyl succinate compared to paints containing OPTFILM 300. ® . As mentioned earlier, this behavior of 2-ethylhexyl succinate It also favors decreased resistance to dirt grip.
- Example 7 Comparative evaluation of the coalescing effect of the present invention from US 2014/0243446 A1 and commonly used on the market in the evolution of satin paint formulation hardness.
- the hardness evolution patterns shown in Figure 11 demonstrate that isopentyl succinate according to the present invention favors the hardness evolution of the paint film, having a higher hardness evolution than Texanol ® for aging time in around 7 days, while 2-ethylhexyl succinate according to US 2014/0243446 Al does not favor hardness evolution, keeping the film with low hardness even for a drying time longer than 7 days.
- 2-ethylhexyl succinate produced a satin ink formulation with the same hardness evolution pattern observed for low VOC coalescing and boiling point greater than 290 ° C shown in Figure 8a.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR112019015590-2A BR112019015590B1 (pt) | 2017-01-30 | 2018-01-05 | Composição de revestimento à base de água com baixo teor de compostos orgânicos voláteis e elevada resistência à pega de sujeira, e, uso da composição de revestimento à base de água |
US16/481,720 US11274214B2 (en) | 2017-01-30 | 2018-01-05 | Composition of water based coating with a low content of volatile organic compounds and high resistance to dirt handle, and, use of water based coating |
EP18744741.2A EP3575371A4 (en) | 2017-01-30 | 2018-01-05 | AQUATIC COATING COMPOSITION WITH A LOW CONTENT OF VOLATILE ORGANIC COMPOUNDS AND HIGH RESISTANCE TO DIRT ADHESION AND USE OF THIS AQUATIC COATING COMPOSITION |
MX2019009053A MX2019009053A (es) | 2017-01-30 | 2018-01-05 | Composicion de recubrimiento a base de agua con un bajo contenido de compuestos organicos volatiles y alta resistencia a la retencion de suciedad y uso del recubrimiento a base de agua. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BRBR1020170018849 | 2017-01-30 | ||
BR102017001884-9A BR102017001884A2 (pt) | 2017-01-30 | 2017-01-30 | composição de revestimento à base de água com baixo teor de compostos orgânicos voláteis e elevada resistência à pega de sujeira, e, uso da composição de revestimento à base de água |
Publications (1)
Publication Number | Publication Date |
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WO2018137013A1 true WO2018137013A1 (pt) | 2018-08-02 |
Family
ID=62977829
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/BR2018/050002 WO2018137013A1 (pt) | 2017-01-30 | 2018-01-05 | Composição de revestimento à base de água com baixo teor de compostos orgânicos voláteis e elevada resistência à pega de sujeira, e, uso da composição de revestimento à base de água |
Country Status (5)
Country | Link |
---|---|
US (1) | US11274214B2 (pt) |
EP (1) | EP3575371A4 (pt) |
BR (2) | BR102017001884A2 (pt) |
MX (1) | MX2019009053A (pt) |
WO (1) | WO2018137013A1 (pt) |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3399158A (en) | 1964-04-02 | 1968-08-27 | Distillers Co Yeast Ltd | Coalescing agents for emulsion paints |
US5525512A (en) | 1992-08-18 | 1996-06-11 | Robocon Labor Und Industrieroboterges M.B.H. | Incubator |
US20090194003A1 (en) | 2008-01-31 | 2009-08-06 | Rhodia, Inc. | Efficient coalescing agents |
US20120164467A1 (en) | 2010-12-28 | 2012-06-28 | Sobczak Jeffrey J | Aqueous coating composition, method for providing a coating and cementitious substrate coated therewith |
MX2012013639A (es) | 2010-05-25 | 2013-02-11 | Stepan Co | Composiciones de revestimiento formadoras de pelicula que contienen solventes coalecentes de carboxamida y metodos de uso. |
US20140243446A1 (en) | 2011-06-15 | 2014-08-28 | Myriant Corporation | Environmentally friendly coalescing agents |
US9120936B2 (en) | 2013-03-15 | 2015-09-01 | Valspar Sourcing, Inc. | Water-based compositions that resist dirt pick-up |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20090149591A1 (en) * | 2007-12-07 | 2009-06-11 | Yong Yang | Paint Compositions With Low- or Zero-VOC Coalescence Aids and Nano-Particle Pigments |
US9061960B2 (en) * | 2012-05-30 | 2015-06-23 | Basf Se | Method for working up mixtures |
-
2017
- 2017-01-30 BR BR102017001884-9A patent/BR102017001884A2/pt not_active Application Discontinuation
-
2018
- 2018-01-05 EP EP18744741.2A patent/EP3575371A4/en active Pending
- 2018-01-05 WO PCT/BR2018/050002 patent/WO2018137013A1/pt active Search and Examination
- 2018-01-05 BR BR112019015590-2A patent/BR112019015590B1/pt active IP Right Grant
- 2018-01-05 US US16/481,720 patent/US11274214B2/en active Active
- 2018-01-05 MX MX2019009053A patent/MX2019009053A/es unknown
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3399158A (en) | 1964-04-02 | 1968-08-27 | Distillers Co Yeast Ltd | Coalescing agents for emulsion paints |
US5525512A (en) | 1992-08-18 | 1996-06-11 | Robocon Labor Und Industrieroboterges M.B.H. | Incubator |
US20090194003A1 (en) | 2008-01-31 | 2009-08-06 | Rhodia, Inc. | Efficient coalescing agents |
US20090198002A1 (en) * | 2008-01-31 | 2009-08-06 | Rhodia Inc. | Low VOC coalescing agents |
MX2012013639A (es) | 2010-05-25 | 2013-02-11 | Stepan Co | Composiciones de revestimiento formadoras de pelicula que contienen solventes coalecentes de carboxamida y metodos de uso. |
US20120164467A1 (en) | 2010-12-28 | 2012-06-28 | Sobczak Jeffrey J | Aqueous coating composition, method for providing a coating and cementitious substrate coated therewith |
US20140243446A1 (en) | 2011-06-15 | 2014-08-28 | Myriant Corporation | Environmentally friendly coalescing agents |
US9120936B2 (en) | 2013-03-15 | 2015-09-01 | Valspar Sourcing, Inc. | Water-based compositions that resist dirt pick-up |
Non-Patent Citations (1)
Title |
---|
See also references of EP3575371A4 |
Also Published As
Publication number | Publication date |
---|---|
EP3575371A1 (en) | 2019-12-04 |
BR112019015590B1 (pt) | 2022-08-09 |
US20200002547A1 (en) | 2020-01-02 |
US11274214B2 (en) | 2022-03-15 |
BR112019015590A2 (pt) | 2020-03-17 |
BR102017001884A2 (pt) | 2018-08-14 |
MX2019009053A (es) | 2019-12-19 |
EP3575371A8 (en) | 2020-04-01 |
EP3575371A4 (en) | 2021-01-20 |
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