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
  • 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
• • 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
  • 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
• • 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
  • C08K5/16—Nitrogen-containing compounds
  • C08K5/34—Heterocyclic compounds having nitrogen in the ring
  • C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
  • C08K5/353—Five-membered rings

Definitions

• This invention relates to an aqueous coating composition comprising oxazoline compounds.
• U.S. Pub. No. 2012/0165428 discloses use of acrylic polymers containing polymerized hydrophilic monomer units as open-time extenders for latex paints. However, this reference does not disclose the compounds described in the present application or their use in latex paints as open-time extenders.
• An aqueous coating composition comprising a compound of formula (I)
• R 1 is a C2-C2 0 aliphatic hydrocarbyl group
• R 2 and R 3 independently are C1-C1 0 alkyl or HO(CH 2 CH 2 0)xCH2-, wherein x represents an integer from 0-5.
• a hydrocarbyl group is a substituent group derived by removing a hydrogen atom from a hydrocarbon.
• a hydrocarbyl group is acyclic.
• Examples of aliphatic hydrocarbyl groups include alkyl, alkenyl and alkynyl groups, where the alkenyl and alkynyl groups may have more than one carbon-carbon multiple bond.
• Acyclic aliphatic hydrocarbyl groups may be straight or branched.
• R 1 is a C5-C20 aliphatic hydrocarbyl group, preferably C7-C20, preferably C 9 -C1 9 , preferably C11-C 9, preferably Cn-Cn, preferably C 3-C17, preferably C15-C 7.
• R 1 is alkyl or alkenyl, preferably alkenyl.
• R 1 is a C7-C2 0 alkenyl group, preferably C 9 -C 9, preferably Cn-Cn, preferably C1 3 -C 7, preferably C15-C17.
• R 1 is alkenyl it has one to three carbon-carbon double bonds, preferably one or two, preferably one; preferably the double bonds are in the cis
• R 2 and R 3 independently are C1-C6 alkyl or HO(CH 2 CH 2 0)xCH2-, preferably C1-C4 alkyl or HO(CH 2 CH 2 0) x CH 2 -, preferably Ci-C 2 alkyl, or
• x is an integer from 0 to 4, preferably from 0 to 3, preferably from 0 to 2, preferably 0 or 1.
• R 2 and R 3 are both methyl or ethyl, preferably methyl.
• R 2 is hydroxymethyl and R 3 is methyl or ethyl.
• R 2 and R 3 are both HO(CH 2 CH 2 0) x CH 2 -, preferably with x from 0 to 4, preferably from 0 to 3, preferably from 0 to 2, preferably 0 or 1.
• Especially preferred compounds of formula (I) include, e.g., the following
• the 1-octanol/water partition coefficient, log P oc t/wat (Moriguchi model), of the compound is from 1 to 5; preferably at least 1.5, preferably at least 2; preferably no more than 4.5, preferably no more than 4.3.
• the compound of formula (II) has log (P oc t/wat) of 4.15, the compound of formula (III) has log (P oc t/wat) of 2.4, the compound of formula (IV) has log(P 0 ct/wat) of 3.13, the compound of formula (V) has log(P oc t/wat) of 3.93 and the compound of formula (VI) has log(P oc t/wat) of 4.77.
• the aqueous coating composition is a latex paint.
• the latex paint comprises an acrylic binder (acrylic emulsion polymer), titanium dioxide and/or other pigments/opacifiers and other typical ingredients of a latex paint, e.g., biocide, low-VOC solvent, defoamer, wetting agent and thickener.
• the aqueous coating composition comprises from 30 to 60 wt% water (preferably 36 to 52 wt%), from 15 to 40 wt% acrylic binder on a solids basis (preferably 18 to 32 wt%) and from 15 to 35 wt% opacifying minerals (e.g., titanium dioxide, calcium carbonate) (preferably 18 to 32 wt%).
• the pH of the aqueous coating composition is from 7 to 10, preferably from 8 to 9.5.
• the compound of formula (I) is present in the aqueous coating composition in an amount from 0.1 to 10 wt%, based on the weight of the entire
• composition preferably at least 0.3 wt%, preferably at least 0.5 wt%, preferably at least 0.7 wt%; preferably no more than 7 wt%, preferably no more than 5 wt%, preferably no more than 4 wt%, preferably no more than 3 wt%, preferably no more than 2.5 wt%, preferably no more than 2 wt%, preferably no more than 1.5 wt%.
• More than one compound of formula (I) may be present in the aqueous coating composition. Amounts of the compound of formula (I) apply to the total of all compounds of formula (I).
• the present invention is also directed to a method for increasing the open time of an aqueous coating composition (preferably a latex paint) by adding to the composition at least one compound of formula (I) in the amounts described herein.
• the compounds may be added to the initial acrylic polymer dispersion or to the final formulated coating composition containing pigments and other ingredients.
• the compounds may be added in combination with other organic or inorganic bases, e.g., sodium hydroxide, amines, etc.
• the compounds may be dispersed in solvents or carriers, including, e.g., oil, water, glycols, surfactants.
• Example 1 Paint Formulation: Paint samples based on the following paint formulations are used
• Open time of the paint is taken to be the time elapsed when the "X" marks become visible.
• Paint properties such as the opacity and the color difference are measured for the paint samples.
• Drawdown of the paint samples is carried out using BYK Gardener applicator of 75 micrometer thickness.
• the opacity and color differences are measured using spectrophotometer of the make Gregtag Macbeth Color-Eye 2180.
• the color difference is calculated as,
• AL, Aa and Ab are the differences between the CIE color space L, a, b values of the paint sample and the reference. Paint sample A is treated as the reference. Drawdowns of 100 micrometer thickness were carried out and the scrub resistance was measured in terms of the percentage loss after 800 scrub cycles.
• Results The table below lists the time elapsed when the X marks become visible for the different paint samples.

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• Chemical & Material Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Dispersion Chemistry (AREA)
• Plant Pathology (AREA)
• Paints Or Removers (AREA)

Priority Applications (2)

Applications Claiming Priority (2)

Publications (1)

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Citations (5)

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• 2015
  • 2015-03-27 IN IN951DE2014 patent/IN2014DE00951A/en unknown
  • 2015-03-27 WO PCT/US2015/023062 patent/WO2015153354A1/en not_active Ceased
  • 2015-03-27 US US14/671,005 patent/US9403999B2/en active Active
  • 2015-03-27 EP EP15716645.5A patent/EP3126457B1/en active Active
  • 2015-03-27 JP JP2016559527A patent/JP6239146B2/ja active Active
  • 2015-04-01 AR ARP150100997A patent/AR100045A1/es active IP Right Grant

Patent Citations (5)

Non-Patent Citations (1)

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