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WO2023114489A1 - Compositions résistantes à l'humidité pour revêtements de toit - Google Patents

Compositions résistantes à l'humidité pour revêtements de toit Download PDF

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Publication number
WO2023114489A1
WO2023114489A1 PCT/US2022/053200 US2022053200W WO2023114489A1 WO 2023114489 A1 WO2023114489 A1 WO 2023114489A1 US 2022053200 W US2022053200 W US 2022053200W WO 2023114489 A1 WO2023114489 A1 WO 2023114489A1
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composition
surfactant
optionally
alkyl
group
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WO2023114489A9 (fr
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Zhiyong Zhu
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Henry Co LLC
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Henry Co LLC
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J195/00—Adhesives based on bituminous materials, e.g. asphalt, tar, pitch
    • 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
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups

Definitions

  • the present invention generally relates to roof coatings comprising chemically modified silicone compositions and methods of using these compositions. More specifically, the present invention relates to chemically modified silicone coatings, comprising asphalt that is moisture resistant.
  • U.S. PatNo. 9,896,601 relates to silicone compositions that include a polysiloxane, and an ultraviolet absorber to prevent UV absorption on the coating surface.
  • U.S. Pat. Pub. No. 20180022954 relates to an aqueous dispersion of polymer particles comprising phosphorus acid or salt thereof and a photo-initiator monomer. The invention relates to gloss retention by chemically binding photo-initiator to latex particles.
  • U.S. Pat. No. 9,890,290 relates to a coating composition and a multi-layered film, both of which include a fluoropolymer and a water-soluble polymer.
  • WRC White roof-coatings
  • Silicone based white roof-coatings are especially of interest because they provide inherent water-proofing and extended weather durability. During their service lifetime, however, the WRCs will pick up dirt. Dirt pick-up leads to an undesired dingy appearance. It is difficult to remove dirt that collects over several weeks of outside exposure using standard cleaning methods. The loss of the aesthetic or functional qualities of the roof coating due to this soiling can result in premature or frequent maintenance or replacement. The accumulated dirt also causes solar reflectance loss, which, in turn, adversely impacts the energy saving. Accordingly, there exists a need for coatings that either accumulate less dirt or are more easily cleaned. Therefore, improved Dirt Pick-Up Resistance (DPUR) is sought for silicone coatings.
  • DPUR Dirt Pick-Up Resistance
  • Moisture curable sealer compositions are useful in a variety of applications where a waterproof seal is needed to prevent water from entering a joint or space between adjacent structural members. Examples of such applications include seals between roofing materials and parapet walls, highway and airport runway expansion joints. Moisture curable sealer compositions can also be used for automotive body sealing and undercoating. Such compositions have also been employed for waterproofing various structures, such as concrete structures, and in a mastic or putty form for use in caulking and adhesive applications.
  • the present invention relates to a novel formulation comprising modified silicone and asphalt to provide water resistant properties.
  • the silicone/asphalt-based white roof-coatings of the present invention address the above-described issues of water-proofing, weather durability, and dirt pick-up.
  • this invention relates to a composition
  • a composition comprising: asphalt from about 10% to about 50 percent by weight of the composition; a poly siloxane; optionally, a silicone oil; optionally, at least one surfactant; optionally a rheological modifier; optionally a pigment; optionally a fdler; optionally a crosslinker; optionally an adhesion promoter; optionally a catalyst; and optionally one or more additives and optionally one or more solvents, wherein the polysiloxane has formula: wherein:
  • R 1 at each occurrence is independently selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl;
  • R 2 at each occurrence is independently selected from alkyl, aryl, arylalkyl and a bond; and n ranges from 10 to 1,000; wherein said alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl are each independently, at each occurrence, unsubstituted or substituted with one or more suitable substituents; and wherein said surfactant has the HLB range of from about 3 to 20.
  • this invention relates to a composition as described above, wherein said asphalt has a PEN number of from about 100-300.
  • this invention relates to a composition as described above, comprising: from about 20 to 50% of the polysiloxane; from about 5 to 10% of the plasticizer oil; optionally, at least one surfactant; from 0.5 to 5% of a rheological modifier; optionally a pigment such as TiO2; from 10% to 35% of the filler; from 2% to 6% of the crosslinker; from 0.2% to 1.0% of the adhesion promoter; from 0.01% to 0.2% of the catalyst.
  • this invention relates to a composition as described above,, wherein n ranges from 160-250.
  • this invention relates to a composition as described above, wherein the polysiloxane has a weight average molecular weight of 1,000 g/mol to 100,000 g/mol and a viscosity of 70 centistoke to 100,000 centistoke.
  • this invention relates to a composition as described above, wherein the surfactant is selected from the group consisting of ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates, alkylphosphate esters, sugar lipids, alkyl glucosides, amine ethoxylates, alkylphenol ether sulfates, amide ethoxylates and any combination thereof.
  • the surfactant is selected from the group consisting of ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethers
  • this invention relates to a composition as described above, wherein the pigment is selected from the group consisting of zinc oxide, antimony oxide, zirconium oxide, chromium oxide, iron oxide, lead oxide, zinc sulfide, titanium dioxide, lithopone, and carbon black, or any combination thereof.
  • this invention relates to a composition as described above, wherein the filler is selected from the group consisting of calcium carbonate, barium sulfate, iron oxide, diatomaceous earth, melamine, quartz, crystalline silica, amorphous silica, fumed silica, titanium dioxide, alumina trihydrate, zinc oxide, zirconium oxide, zirconium silicate, zinc borate, chromic oxide, crystalline silica fine powder, amorphous silica fine powder, fumed silica powder, silicone rubber powder, glass powder, silica hydrogen, silica aero gel, calcium silicate, aluminum silicate, aluminum oxide, ferrite, carbon black, graphite, mica, clay, and bentonite, or any combination thereof.
  • the filler is selected from the group consisting of calcium carbonate, barium sulfate, iron oxide, diatomaceous earth, melamine, quartz, crystalline silica, amorphous silica, fumed silica, titanium dioxide, alumina trihydrate
  • this invention relates to a composition as described above, wherein the crosslinker is selected from the group consisting of ketoxime silanes; alkoxysilanes; acetoxysilanes; isopropenoxy silanes; and a partial hydrolysate/condensate of said silanes; or any combination thereof.
  • the crosslinker is selected from the group consisting of ketoxime silanes; alkoxysilanes; acetoxysilanes; isopropenoxy silanes; and a partial hydrolysate/condensate of said silanes; or any combination thereof.
  • this invention relates to a composition as described above, wherein the adhesion promoter is selected from the group consisting of vinyltris(2- methoxyethoxy)silane, 3-methacryloxypropyltrimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyl trimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3- glycidoxypropylmethyldiethoxysilane, N-(2-aminoethyl)3-aminopropyltrimethoxysilane, 3- aminopropyltriethoxysilane, 3-(N-aminomethylbenzylamino)propyltrimethoxysilane, 3- mercaptopropyltrimethoxysilane, 3-aminopropyltris(methylethylketoxime)silane, 3-glycidoxy propyltriisopropenoxysilane, and 3-g
  • this invention relates to a composition as described above, wherein the catalyst is selected from the group consisting of dibutyltin diacetate, stannous octoate, dibutyltin dioctoate, dibutyltin dilaurate, dibutyltin dimethoxide, dibutyltin bis(acetylacetonate), dibutyltin bis(benzylmalate), dimethyltin dimethoxide, dimethyltin diacetate, dioctyltin dioctate, dioctyltin dilaurate, tin dioctate, tin laurate, tetraisopropyl titanate, tetra-n-butyl titanate, tetra-tertiary butyl titanate, tetra-n-propyl titanate, tetra-2- ethylhexyl titanate, diisopropyl diacetate, stannous
  • this invention relates to a composition as described above comprising a solvent selected from the group consisting of mineral spirits, toluene, hexane, and xylene, or any combination thereof.
  • this invention relates to a composition as described above having a polyalkylene glycol content of 0 wt % to 20 wt %, based on wt % of binder solids.
  • this invention relates to a composition as described above, wherein the at least one surfactant is selected from the group consisting of alkyl-phenol- ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.
  • the at least one surfactant is selected from the group consisting of alkyl-phenol- ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.
  • this invention relates to a composition as described above, wherein the at least one surfactant is selected from ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates, alkylphosphate esters, sugar lipids, alkyl glucosides, amine ethoxylates, alkylphenol ether sulfates, amide ethoxylates and any combination thereof.
  • the at least one surfactant is selected from ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates,
  • this invention relates to a composition as described above, wherein at least one of the poly siloxane; the at least one surfactant; the pigment; the filler; the crosslinker; or the adhesion promoter includes a polyalkylene glycol tail.
  • this invention relates to a composition as described above wherein the composition has a reflectivity of 85% or more before and after the rapid rate measurement.
  • this invention relates to a composition as described above, wherein the composition has a AL of -30 to 0 after 10 months of exterior exposure, measured on cleaned test panels relative to an unexposed sample of the composition.
  • this invention relates to a composition as described above, wherein the composition has a AE of 15 or less after 10 months of exterior exposure, measured on cleaned test panels relative to an unexposed sample of the composition.
  • this invention relates to a composition as described above, wherein said composition when applied as a coating has a contact angle of at least 100 before and/or after immersion in water for 30 days.
  • this invention relates to a composition, comprising: asphalt from about 10% to about 50 percent by weight of the composition; a polydimethylsiloxane resin, wherein the polysiloxane has formula:
  • R 1 at each occurrence is independently selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl;
  • R 2 at each occurrence is independently selected from alkyl, aryl, arylalkyl and a bond; and n ranges from 10 to 1,000; wherein said alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl are each independently, at each occurrence, unsubstituted or substituted with one or more suitable substituents; 0.2-2% of Surfonic L24-2; 11 wt % to 14 wt % titanium dioxide; 72 wt % to
  • this invention relates to a method for providing a protective coating to a surface, the method comprising applying the composition as described above, to at least a portion of the surface.
  • this invention relates to the method described above, wherein the surface is an exterior roof of a structure.
  • FIG. 1 depicts a method for making the moisture-resistant composition of the present invention comprising silicone polymers and asphalt.
  • silicone/asphalt compositions useful as protective exterior coatings. It has been unexpectedly found that (i) the disclosed compositions exhibit improved moisture resistance relative to conventional silicone formulations; and (ii) they are selfcleaning in that the dirt pick-up resistance (DPUR) can also be rejuvenated with a wash, for example, of rainwater. Consequently, use of the disclosed compositions as exterior protective coatings can result in lower maintenance or replacement costs over the coatings’ lifetime. More specifically, the present invention relates to incorporating asphalt with silicone and optionally a surfactant into the roof coating (RC).
  • RC roof coating
  • the conjunctive term "or" includes any and all combinations of one or more listed elements associated by the conjunctive term.
  • the phrase "an apparatus comprising A or B” may refer to an apparatus including A where B is not present, an apparatus including B where A is not present, or an apparatus where both A and B are present.
  • the phrases "at least one of A, B, . . . and N" or "at least one of A, B, . . . N, or combinations thereof are defined in the broadest sense to mean one or more elements selected from the group comprising A, B, . . . and N, that is to say, any combination of one or more of the elements A, B, . . . or N including any one element alone or in combination with one or more of the other elements which may also include, in combination, additional elements not listed.
  • the modifier "about” used in connection with a quantity is inclusive of the stated value and has the meaning dictated by the context (for example, it includes at least the degree of error associated with the measurement of the particular quantity).
  • the modifier “about” should also be considered as disclosing the range defined by the absolute values of the two endpoints. For example, the expression “from about 2 to about 4" also discloses the range “from 2 to 4.”
  • the term “about” may refer to plus or minus 10% of the indicated number. For example, “about 10%” may indicate a range of 9% to 11%, and “about 1" may mean from 0.9-1. 1. Other meanings of "about” may be apparent from the context, such as rounding off, so, for example "about 1" may also mean from 0.5 to 1.4.
  • suitable substituent is intended to mean a chemically acceptable functional group (i.e., a moiety that does not negate the activity of the disclosed compositions).
  • alkenyl refers a straight or branched hydrocarbon chain containing from 2 to 10 carbons and containing at least one carbon-carbon double bond formed by the removal of two hydrogens.
  • Representative examples of alkenyl include, but are not limited to, ethenyl, 2-propenyl, 2 -methyl -2 -propenyl, 3-butenyl, 4- pentenyl, 5 -hexenyl, 2-heptenyl, 2 -methyl- 1 -heptenyl, and 3 -decenyl.
  • Alkenyl groups may be unsubstituted or substituted by one or more suitable substituents, preferably 1 to 3 suitable substituents, as defined above.
  • alkoxy refers to an alkyl group, as defined herein, appended to the parent molecular moiety through an oxygen atom.
  • Representative examples of alkoxy include, but are not limited to, methoxy, ethoxy, propoxy, 2-propoxy, butoxy, tert-butoxy, pentyloxy, and hexyloxy.
  • alkyl refers to a linear or branched hydrocarbon radical, preferably containing 1 to 10 carbon atoms.
  • the term "Ci-Ce-alkyl” is defined to include alkyl groups having 1, 2, 3, 4, 5, or 6 carbons in a linear or branched arrangement.
  • “Ci-Ce-alkyl” specifically includes methyl, ethyl, n-propyl, i-propyl, n-butyl, t-butyl, i-butyl, pentyl, and hexyl.
  • Alkyl groups may be unsubstituted or substituted by one or more suitable substituents, preferably 1 to 3 suitable substituents, as defined above.
  • alkynyl refers to a straight or branched hydrocarbon radical having 2, 3, 4, 5, 6, 7, 8, 9 or 10 carbons, and having one or more carbon-carbon triple bonds.
  • Alkynyl groups include, but are not limited to, ethynyl, propynyl, and butynyl. Alkynyl groups may be unsubstituted or substituted by one or more suitable substituents, preferably 1 to 3 suitable substituents, as defined above.
  • amino refers to an -NH2 group.
  • aminoalkyl refers to at least one amino group, as defined herein, appended to the parent molecular moiety through an alkyl group, as defined herein.
  • Representative examples of aminoalkyl include, but are not limited to, aminomethyl, 2- aminoethyl, and 2-aminopropyl.
  • aryl means monocyclic, bicyclic, or tricyclic aromatic radicals.
  • Representative examples of the aryl groups include, but are not limited to, phenyl, dihydroindenyl, indenyl, naphthyl, dihydronaphthalenyl, and tetrahydronaphthalenyl.
  • Aryl groups may be optionally substituted by one or more suitable substituents, preferably 1 to 5 suitable substituents, as defined above.
  • Alkylcarbonylamino refers to groups such as acetamide.
  • cycloalkyl refers to a mono, bicyclic or tricyclic carbocyclic radical (e.g., cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclononyl, cyclopentenyl, cyclohexenyl, bicyclo[2.2.1]heptanyl, bicyclo[3.2.1]octanyl and bicyclo [5.2.0] nonanyl, etc.); optionally containing 1 or 2 double bonds. Cycloalkyl groups may be unsubstituted or substituted by one or more suitable substituents, preferably 1 to 5 suitable substituents, as defined above.
  • halogen refers to a fluoro, chloro, bromo or iodo radical.
  • haloalkyl refers to an alkyl group, as defined herein, substituted by one, two, three, or four halogen atoms.
  • Representative examples of haloalkyl include, but are not limited to, chloromethyl, 2-fluoroethyl, trifluoromethyl, pentafluoroethyl, 2-chloro-3 -fluoropentyl, and 4,4,4-trifluorobutyl.
  • heteroaryl refers to a monocyclic heteroaryl or a bicyclic heteroaryl.
  • the monocyclic heteroaryl is a five- or six-membered ring.
  • the five-membered ring contains two double bonds.
  • the five-membered ring may contain one heteroatom selected from O or S; or one, two, three, or four nitrogen atoms and optionally one oxygen or sulfur atom.
  • the six-membered ring contains three double bonds and one, two, three or four nitrogen atoms.
  • monocyclic heteroaryl include, but are not limited to, furanyl, imidazolyl, isoxazolyl, isothiazolyl, oxadiazolyl, 1,3-oxazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, pyrazolyl, pyrrolyl, tetrazolyl, thiadiazolyl, 1,3 -thiazolyl, thienyl, triazolyl, and triazinyl.
  • the bicyclic heteroaryl includes a monocyclic heteroaryl fused to a phenyl, or a monocyclic heteroaryl fused to a monocyclic cycloalkyl, or a monocyclic heteroaryl fused to a monocyclic cycloalkenyl, or a monocyclic heteroaryl fused to a monocyclic heteroaryl, or a monocyclic heteroaryl fused to a monocyclic heterocycle.
  • bicyclic heteroaryl groups include, but are not limited to, benzofuranyl, benzothienyl, benzoxazolyl, benzimidazolyl, benzoxadiazolyl, 6,7-dihydro-l,3- benzothiazolyl, imidazo[l,2-a]pyridinyl, indazolyl, indolyl, isoindolyl, isoquinolinyl, naphthyridinyl, pyridoimidazolyl, quinazolinyl, quinolinyl, thiazolo[5,4-b]pyridin-2-yl, thiazolo[5,4-d]pyrimidin-2-yl, and 5,6,7,8-tetrahydroquinolin-5-yl.
  • Heteroaryl groups may be unsubstituted or substituted by one or more suitable substituents, preferably 1 to 5 suitable substituents, as defined above.
  • heterocycle refers to a monocyclic heterocycle, a bicyclic heterocycle, or a tricyclic heterocycle.
  • the monocyclic heterocycle is a three-, four-, five-, six-, seven-, or eight-membered ring containing at least one heteroatom independently selected from the group consisting of oxygen, nitrogen, phosphorus and sulfur.
  • the three- or four-membered ring contains zero or one double bond, and one heteroatom selected from the group consisting of oxygen, nitrogen, phosphorus and sulfur.
  • the fivemembered ring contains zero or one double bond and one, two or three heteroatoms selected from the group consisting of oxygen, nitrogen, phosphorus and sulfur.
  • the six-membered ring contains zero, one or two double bonds and one, two, or three heteroatoms selected from the group consisting of oxygen, nitrogen, phosphorus and sulfur.
  • the seven- and eight-membered rings contains zero, one, two, or three double bonds and one, two, or three heteroatoms selected from the group consisting of oxygen, nitrogen, phosphorus and sulfur.
  • monocyclic heterocycles include, but are not limited to, azetidinyl, azepanyl, aziridinyl, diazepanyl, 1,3-dioxanyl, 1,3-dioxolanyl, 1,3-dithiolanyl, 1,3-dithianyl, imidazolinyl, imidazolidinyl, isothiazolinyl, isothiazolidinyl, isoxazolinyl, isoxazolidinyl, morpholinyl, oxadiazolinyl, oxadiazolidinyl, oxazolinyl, oxazolidinyl, phosphinane, piperazinyl, piperidinyl, pyranyl, pyrazolinyl, pyrazolidinyl, pyrrolinyl, pyrrolidinyl, tetrahydrofuranyl, tetrahydropyr
  • the bicyclic heterocycle is a monocyclic heterocycle fused to a phenyl group, or a monocyclic heterocycle fused to a monocyclic cycloalkyl, or a monocyclic heterocycle fused to a monocyclic cycloalkenyl, or a monocyclic heterocycle fused to a monocyclic heterocycle, or a bridged monocyclic heterocycle ring system in which two non-adjacent atoms of the ring are linked by an alkylene bridge of 1, 2, 3, or 4 carbon atoms, or an alkenylene bridge of two, three, or four carbon atoms.
  • bicyclic heterocycles include, but are not limited to, benzopyranyl, benzothiopyranyl, chromanyl, 2,3 -dihydrobenzofuranyl, 2,3- dihydrobenzothienyl, azabicyclo[2.2.1]heptyl (including 2-azabicyclo[2.2.1]hept-2-yl), 2,3- dihydro-lH-indolyl, isoindolinyl, octahydrocyclopenta[c]pyrrolyl, octahydropyrrolopyridinyl, 9-phosphabicyclo[3.3.1]nonane, 8-phosphabicyclo[3.2.1]octane, and tetrahydroisoquinolinyl.
  • Tricyclic heterocycles are exemplified by a bicyclic heterocycle fused to a phenyl group, or a bicyclic heterocycle fused to a monocyclic cycloalkyl, or a bicyclic heterocycle fused to a monocyclic cycloalkenyl, or a bicyclic heterocycle fused to a monocyclic heterocycle, or a bicyclic heterocycle in which two non-adjacent atoms of the bicyclic ring are linked by an alkylene bridge of 1, 2, 3, or 4 carbon atoms, or an alkenylene bridge of two, three, or four carbon atoms.
  • tricyclic heterocycles include, but are not limited to, octahydro- 2,5 -epoxypentalene, hexahydro-2H-2,5-methanocyclopenta[b]furan, hexahydro- 1H- 1,4- methanocyclopenta[c]furan, aza-admantane (l-azatricyclo[3.3.1.1 3 ’ 7 ]decane), oxa-adamantane (2-oxatricyclo[3.3.1.1 3 ’ 7 ]decane), and 2,4,6-trioxa-8-phosphatricyclo[3.3.1.1 3 ’ 7 ]decane.
  • Heterocyclic groups may be unsubstituted or substituted by one or more suitable substituents, preferably 1 to 3 suitable substituents, as defined above.
  • hydroxy refers to an -OH group.
  • hydroxyalkyl refers to an alkyl group, as defined herein, substituted by at least one hydroxy group.
  • Representative examples of hydroxyalkyl include, but are not limited to, hydroxymethyl, 2-hydroxyethyl, 3 -hydroxypropyl, 2,3 -dihydroxypropyl, 2,3 -dihydroxypentyl, 4-hydroxybutyl, 2-ethyl-4-hydroxyheptyl, 3,4-dihydroxybutyl, and 5- hydroxypentyl.
  • alkylcycloalkyl contains two components: alkyl and cycloalkyl.
  • the C 1 -C 6 -prefix on C 1 -C 6 -alkylcycloalkyl means that the alkyl component of the alkylcycloalkyl contains from 1 to 6 carbon atoms; the C'-C 6 -prefix does not describe the cycloalkyl component.
  • the prefix "halo" on haloalkoxyalkyl indicates that only the alkoxy component of the alkoxyalkyl substituent is substituted with one or more halogen radicals. If the halogen substitution may only occur on the alkyl component, the substituent would instead be described as "alkoxyhaloalkyl.”
  • a substituent is "substitutable" if it comprises at least one carbon or nitrogen atom that is bonded to one or more hydrogen atoms.
  • hydrogen, halogen, and cyano do not fall within this definition.
  • a sulfur atom in a heterocyclyl containing such atom is substitutable with one or two oxo substituents.
  • a non-hydrogen radical is in the place of hydrogen radical on a carbon or nitrogen of the substituent.
  • a substituted alkyl substituent is an alkyl substituent in which at least one non-hydrogen radical is in the place of a hydrogen radical on the alkyl substituent.
  • monofluoroalkyl is alkyl substituted with a fluoro radical
  • difluoroalkyl is alkyl substituted with two fluoro radicals. It should be recognized that if there is more than one substitution on a substituent, each non-hydrogen radical may be identical or different (unless otherwise stated).
  • substituent When a substituent is referred to as “unsubstituted” or not referred to as “substituted” or “optionally substituted”, it means that the substituent does not have any substituents. If a substituent is described as being “optionally substituted”, the substituent may be either (1) not substituted or (2) substituted. If a substituent is described as being optionally substituted with up to a particular number of non-hydrogen radicals, that substituent may be either (1) not substituted; or (2) substituted by up to that particular number of non-hydrogen radicals or by up to the maximum number of substitutable positions on the substituent, whichever is less.
  • any heteroaryl with less than 3 substitutable positions would be optionally substituted by up to only as many non-hydrogen radicals as the heteroaryl has substitutable positions.
  • tetrazolyl (which has only one substitutable position) would be optionally substituted with up to one non-hydrogen radical.
  • an amino nitrogen is described as being optionally substituted with up to 2 non-hydrogen radicals, then a primary amino nitrogen will be optionally substituted with up to 2 nonhydrogen radicals, whereas a secondary amino nitrogen will be optionally substituted with up to only 1 non-hydrogen radical.
  • a coating discolors when it picks up dirt.
  • Delta E (AE) is measured by a spectrophotometer by comparing the coating that is exposed to dirt and the coating that is "clean" of dirt. The difference is expressed as AE.
  • the difference in AEs from a "control” coating and an “experimental” coating can then be calculated.
  • the improvement in dirt pickup resistance can be expressed as a percentage by taking the difference in AE divided by the AE of the "control" coating.
  • Delta E (AE) can be calculated according to Equation (1):
  • AL refers to the lightness/darkness difference
  • Aa refers to the red/green difference
  • AE refers to the total color difference that integrates the differences between the L, a, and b values of the initial and developed color.
  • wt % based on binder solids or "wt % based on resin solids” refers to weight of the material per weight of solid material in the formulation minus fdlers, pigments and non-fdm formers. Pigments are typically solids materials that add color and cannot be dissolved in standard solvents. Examples of pigments are titanium dioxide, red iron oxide, phthalocyanine blue. Fillers typically impart little or no color to a fdm and generally function as solids to impart economics, chemical resistance, corrosion resistance, and rheology.
  • Binder solids may refer to resin solids.
  • wt % based on binder solids may refer to wt % based on polysiloxane resin content.
  • wt % based on binder solids may refer to wt % based on polydimethylsiloxane resin content.
  • the term "exterior environment” may refer to an environment characterized by a tropical/megathermal climate, a dry (arid and semiarid) climate, a temperate/mesothermal climate, a continental/microthermal climate, or a polar or alpine climate. Such climates are delineated in the Koppen climate classification system.
  • each intervening number there between with the same degree of precision is explicitly contemplated.
  • the numbers 7 and 8 are contemplated in addition to 6 and 9, and for the range 6.0-7.0, the number 6.0, 6.1, 6.2, 6.3, 6.4, 6.5, 6.6, 6.7, 6.8, 6.9, and 7.0 are explicitly contemplated.
  • asphalt is defined by the American Society for Testing and Material (ASTM) as a dark brown to black cementitious material solid or semi solid in consistency, in which the predominating constituents are bitumens which occur in nature as such or are obtained in residue in refining petroleum.
  • Asphalt is the product of the nondestructive distillation of crude oil in petroleum refining. Depending on the crude oil used as a feedstock for the asphalt, the distillation residue may be further processed, typically by airblowing, sometimes with a catalyst, or solvent precipitation to meet performance specifications for individual applications.
  • asphalt is typically a mixture of paraffinic and aromatic hydrocarbons and heterocyclic compounds containing sulfur, nitrogen, and oxygen.
  • Asphalts may also be synthesized by alternative means and materials than petroleum distillation. Also, from a physical standpoint. is a complex colloid comprised of asphaltenes suspended in oils and resins commonly referred to as the inaltene fraction.
  • the chemical composition of tire maltene fraction has a significant effect on the penetration, softening point, and viscosity of asphalt as lighter components are converted into larger molecules.
  • the present compositions and methods described herein consider asphalt a colloidal system.
  • Asphalt is composed of asphaltenes and maltenes.
  • the relative amounts of asphaltenes and maltenes determine the physical and chemical behavior of any given asphalt.
  • bitumen refers to a generic term that according to ASTM relates to a mixture of hydrocarbons of natural or pyrogenous origin, or a combination of both, frequently accompanied by their non-metallic derivates, which may be gaseous, liquid, semisolid, or solid and which are completely soluble in carbon disulfide.
  • bitumen is used for the semisolid or solid bitumen which includes asphalts, tars and pitches. The latter two materials are obtained by destructive heat action on crude oil, coal and other organic materials.
  • penetration refers to the depth a standard steel needle with a truncated cone penetrates a properly prepared sample of asphalt. Penetration is related to hardness or consistency of the asphalt.
  • the apparatus which permits the needle holder to move vertically without fraction and measures the depth of penetration to the nearest 0.1 mm is known as penetrometer.
  • the distance that the needle penetrates in units of tenths of a millimeter is the penetration value.
  • the weight of the needle is 50 g and another 50 g weight is placed on the needle, which results in a 100 g weight.
  • the needle is slowly lowered onto a sample until it just makes contact with the surface of the sample.
  • the dial of the penetrometer is adjusted to zero and the needle is released quickly for the specified period of five seconds and the distance penetrated is measured to the tenth of a millimeter.
  • Asphalts also referred to as asphalt cement
  • asphalt cement Various grades of asphalts, also referred to as asphalt cement
  • asphalts can be used with the present invention. These include, for example, asphalts used for paving, blended asphalts, asphaltenes, and recycled asphalts. Suitable asphalts may be air blown or non-air blown. Paving grade asphalts may be used. Asphalts with low asphaltene content will have trouble forming a sufficient gel structure and, as such, the accompanying solvent may need to be adjusted to accommodate for the asphaltene content of the asphalt. Asphalts that are synthesized by means other than petroleum distillation can also be used.
  • Asphalt based coatings, adhesives and cements start with asphalt (a solid or semi-solid at room temperature) dissolved in mineral spirits, which may also be known as petroleum naphtha, solvent naphtha, VM&P naphtha, and aromatic naphtha; the differences are related to the proportion of various similar components to make a cutback.
  • Asphalt feedstocks must meet specific requirements. These requirements include producing coating asphalts for roofing shingles that meet the softening point requirements of 190° F or greater and a penetration of 15 dmm or greater as described in ASTM 3462, which is hereby incorporated by reference. Another requirement includes lowering the asphalt feedstock penetration into a range where the granules may be properly pressed without becoming too brittle.
  • Yet another requirement includes raising the melt viscosity of the asphalt feedstock so that when filler is added the filled coating viscosity allows a roofing shingle process to run at high speeds.
  • a further requirement is to create a shingle that will perform over many years on a roof in spite of being exposed to sun, high temperatures and rain.
  • the term “softening point” refers to a measure of temperature in which a steel ball passes through a ring that includes the asphalt sample and falls a distance of 2.54 cm, when the specimen, ball and bath of water/glycerin are heating at a specified rate.
  • a steel ball, 9.54 mm in diameter, is placed in each ball centering guide.
  • viscosity refers to the viscosity determination of asphalt at elevated temperatures using a rotational viscometer as described in ASTM D4402, which is hereby incorporated by reference.
  • the preferred range for asphalt penetration is 100- 300. This is a high penetration range asphalt, approximately 500P or viscosity material.
  • the weight percent asphalt in the composition is in the range of from about 10% to about 50%. Stated differently, the asphalt composition is any number from the numbers below or within a range defined by any two numbers below, including the endpoints of such range, in weight percent of the composition:
  • compositions for white roof-coating include at least one polysiloxane, at least one surfactant, and optionally one or more pigments, fillers, crosslinkers, adhesion promoters, catalysts, solvents, or additives.
  • WRC white roof-coating
  • the disclosed compositions include at least one polysiloxane component.
  • the polysiloxane may be a hydroxy-terminated polysiloxane or a non-hydroxy-terminated polysiloxane.
  • the compositions can include a combination of polysiloxanes.
  • the polysiloxane component has formula:
  • R 1 at each occurrence is independently selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl;
  • R 2 at each occurrence is independently selected from alkyl, aryl, arylalkyl and a bond; and n ranges from 10 to 1,000, or from 160-250, wherein said alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl are each independently, at each occurrence, unsubstituted or substituted with one or more suitable substituents.
  • R 1 at each occurrence is independently selected from alkyl, alkenyl, aryl, and arylalkyl, wherein said alkyl, alkenyl, aryl, and arylalkyl are each independently, at each occurrence, unsubstituted or substituted with one or more suitable substituents.
  • R 1 is methyl at each occurrence.
  • R 1 is methyl at each occurrence and R 2 is a bond at each occurrence.
  • the polysiloxane component is a hydroxy-terminated polydimethylsiloxane having formula:
  • the polysiloxane component is a hydroxy-terminated polydimethylsiloxane resin having a weight average molecular weight of 1,000 g/mol to 100,000 g/mol, 3,000 g/mol to 100,000 g/mol, or 14,000 g/mol to 42,000 g/mol, and a viscosity of 70 centistoke to 100,000 centistoke or 750 centistoke to 20,000 centistoke.
  • the poly siloxane content of the disclosed compositions may range from 35 wt % to 65 wt %, from 40 wt % to 60 wt %, or from 45 wt % to 55 wt %, based on total weight of the composition.
  • the polysiloxane content of the disclosed composition is about 35 wt %, about 40 wt %, about 45 wt %, about 50 wt %, about 55 wt %, about 60 wt %, or about 65 wt %, based on total weight of the composition.
  • the polysiloxane content of the disclosed compositions may range from 60 wt % to 100 wt %, 80 wt % to 95 wt %, or from 85 wt % to 90 wt %, based on binder solids.
  • the polysiloxane content of the disclosed composition is about 60 wt %, about 65 wt %, about 70 wt %, about 75 wt %, about 80 wt %, about 85 wt %, about 90 wt %, about 95 wt %, or about 100 wt %, based on binder solids.
  • Surfactants usable for the present invention include cationic, non-ionic, or anionic surfactants, or combinations thereof.
  • the surfactant of the present invention contains a hydrophobic group typically providing HLB (hydrophile-lipophile balance) greater than or equal to 3.
  • the surfactant also contains a chemically reactive group that can be physically or chemically linked to silicone back bone, typically a hydroxyl group or an amine group.
  • Surfactants are substances which lower the surface tension of a liquid allowing easier spreading and lowering of the interfacial tension between two liquids or between a solid and a liquid.
  • surfactants typically have a characteristic structure and have at least one hydrophilic and at least one hydrophobic functional group. If both parts of the molecule are in equilibrium relative to one another, the substance will accumulate and orient itself at an interface, i.e., hydrophilic groups point, for example, to an aqueous phase and the hydrophobic groups in the direction of other solid, liquid or gaseous phases.
  • a further special feature of the surfactants is the formation of higher aggregates, the so-called micelles. With these, the surfactant molecules arrange themselves in such a way that the polar groups form, for example, a spherical shell. This has the effect of solubilizing substances such as dirt particles in an aqueous solution with the formation of micelles.
  • Hydrophilic/lipophilic balance is a measure of the degree to which a material is hydrophilic or lipophilic. It is a measure of water solubility and ability to give good emulsification which are critical properties for a cleaning composition.
  • HLB Hydrophilic/lipophilic balance
  • Mh is the molecular mass of the hydrophilic portion of the molecule and M is the molecular mass of the molecule.
  • formulations with an HLB value of less than about 10 tend to be poorly soluble in water. And an HLB value of greater than about 10 is a water soluble, lipid insoluble molecule.
  • a value from 7 to 11 indicates a W/O (water in oil) emulsifier
  • a value from 12 to 16 indicates 0/W (oil in water) emulsifier.
  • a value from 11 to 14 indicates a wetting agent.
  • a value from 12 to 15 indicates a detergent.
  • a value of 16 to 20 indicates a solubilizer or hydrotrope.
  • a surfactant is added during the dispersion of the silylated resin in a waterborne system.
  • the surfactant may be either an alkyl -phenolethoxylate (APEO) surfactant or an APEO free surfactant.
  • APEO alkyl -phenolethoxylate
  • the surfactant is a cationic, anionic or non-ionic surfactant, or a polyether siloxane-based surfactant or any combination thereof.
  • a surfactant having a hydrophilic-lipophilic balance (HLB) of 13 is used.
  • the surfactant can be a package of several surfactants with different HLB values ranging from about 3 to about 20 or a package of non-ionic surfactant including a siloxane surfactant.
  • the surfactant can be selected from the group consisting of alkyl-phenol-ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.
  • surfactants include ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates, alkylphosphate esters, sugar lipids, alkyl glucosides, amine ethoxylates, alkylphenol ether sulfates, amide ethoxylates and any combination thereof.
  • Alkoxylate Surfactants include ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates, alkylphosphate esters, sugar lipids, alkyl glucosides,
  • the compositions may include one or more alkoxylate surfactants, which serve as a surfactant and as a dirt remover.
  • the alkoxylate surfactant may be nonionic.
  • the alkoxylate surfactant may be branched.
  • suitable alkoxylate surfactants include branched, nonionic alkyl polyethylene glycol ethers made from Guerbet alcohols and ethylene oxide. Alkylene oxides other than ethylene oxide can also be used.
  • branched nonionic alkyl polyethylene/polypropylene glycol ethers may also be suitable for use, e.g., made from Guerbet alcohols and ethylene oxide and propylene oxide.
  • Guerbet alcohols may have the structure shown below:
  • R is an alkyl group (e.g., as derived from a primary aliphatic alcohol in a Guerbet reaction).
  • each R may independently represent an alkyl group having from 3 to 22, from 6 to 18, from 6 to 16, from 6 to 14, or from 8 to 12 carbons (e.g., Cs, C4, Ce, Cs, C10, C12, C14, Ci6, Cis, C20, or any range defined between two of any such alkyl groups).
  • both R groups may be identical, although in other embodiments they may differ from one another.
  • Exemplary branched nonionic alkyl polyethylene glycol ethers include the LUTENSOL® XL series of surfactants, such as LUTENSOL® XL 40, LUTENSOL® XL 50, LUTENSOL® XL 60, LUTENSOL® XL 70, LUTENSOL® XL 79, LUTENSOL® XL 80, LUTENSOL® XL 89, LUTENSOL® XL 90, LUTENSOL® XL 99, LUTENSOL® XL 100, and LUTENSOL® XL 140, available from BASF Corporation (Florham Park N.J.).
  • the LUTENSOL® XP series of surfactants available from BASF Corporation may also be suitable for use.
  • a combination of different branched nonionic alkyl polyethylene glycol ethers may be used.
  • some linear nonionic alcohol ethoxylate or other alkoxylate surfactants may be suitable for use as the alkoxylate surfactant.
  • examples of such include the SURFONIC® L series of surfactants, particularly the SURFONIC® L12 series of surfactants (e.g., lauryl alcohol ethoxylates).
  • SURFONIC® U12-8 available from HUNTSMAN Corporation (Woodlands, Tex.).
  • alkoxylate surfactants include the PUURAFAC® series of surfactants, such as PUURAFAC® SU-62, available from BASF Corporation.
  • Alcohol ethoxylate surfactants may be made by reaction of a primary or secondary alcohol (e.g., C4 to C22, Ce to Cis, Cs to Cie) with ethylene oxide (C2H4O). Often the number of moles of ethoxylation is proprietary to the surfactant manufacturer, although this degree of ethoxylation is often from about 4 moles to about 12 moles, or from about 6 moles to about 10 moles. Other alcohol ethoxylate surfactants that may be suitable for use are available from STEPAN, DOW, and others.
  • a primary or secondary alcohol e.g., C4 to C22, Ce to Cis, Cs to Cie
  • C2H4O ethylene oxide
  • Other alcohol ethoxylate surfactants that may be suitable for use are available from STEPAN, DOW, and others.
  • EUTENSOE® XL 70, LUTENSOL® XL 80, LUTENSOL® XL 90, and SURFONIC® L12-8 have moles of ethoxylation values of 7, 8, 9, and 8, respectively. Higher moles of ethoxylation may aid in raising the cloud point of the composition, so as to increase shelf stability (e.g., particularly under elevated temperature storage conditions). Addition of an anionic surfactant (e.g., an alkyl sulfate) may also aid in increasing such stability.
  • an anionic surfactant e.g., an alkyl sulfate
  • the alkoxylate surfactant may have a hydrophilic-lipophilic balance ("HLB") value from 10 to 20.
  • HLB hydrophilic-lipophilic balance
  • LUTENSOL® XL 70, LUTENSOL® XL 80, LUTENSOL® XL 90, and PLURAFAC® SL-62 have HLB values of 12, 13, 14, and 14, respectively.
  • one of the alkoxylate surfactants may have more moles of ethoxylation and/or a higher HLB value than another of the included alkoxylate surfactants (e.g., a blend of LUTENSOL® XL 70 and LUTENSOL® XL 90).
  • the alkoxylate surfactant having a lower HLB value and/or lower moles of ethoxylation may dominate.
  • a weight ratio of the alkoxylate surfactant having lower HLB and/or lower moles of ethoxylation may be from 1.5: 1 to 4: 1, from 2: 1 to 3.5: 1, or from 2.5: 1 to 3: 1.
  • the blend may be formulated with substantially equal weight percentages of each of the alkoxylate surfactants, or even with more of the alkoxylate surfactant with the higher HLB and/or higher moles of ethoxylation.
  • the blend of alkoxylate surfactants may have an average HLB value of between 10 and 15, as calculated by an average of the HLB values of the alkoxylate surfactants weighted by the weight fraction of each alkoxylate surfactant in the composition.
  • the cumulative amount of the one or more alkoxylate surfactants may be up to about 20%, up to about 15%, up to about 10%, from about 3% to about 10%, from about 3% to about 9%, from about 4% to about 8%, or from about 5% to about 8% by weight of the composition.
  • the weight percent of the alkoxylate surfactants may be about 3%, about 4%, about 5%, about 6%, about 7%, about 8%, about 9%, or about 10% by weight of the composition, or any range defined between two of such weight percent values.
  • the surfactant can be selected from the group consisting of alkyl-phenol-ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.
  • surfactants include ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates, alkylphosphate esters, sugar lipids, alkyl glucosides, amine ethoxylates, alkylphenol ether sulfates, amide ethoxylates and any combination thereof.
  • the preferred surfactants are linear ethoxylate alcohol, Surfonic L24- 2, Surfonic N-40, Surfonic T-2, MicroStep H313, Ninol 40-CO, and Makon NF-12.
  • the surfactant content of the disclosed compositions may range from 0.1 wt % to 5 wt %, from 0.2 wt % to 4 wt %, from 0.3 wt % to 3 wt %, from 0.4 wt % to 2 wt %, or 0.5 wt % to 1 wt %, based on total weight of the composition.
  • the surfactant content of the disclosed compositions is about 0.1 wt %, about 0.2 wt %, about 0.3 wt %, about 0.4 wt %, about 0.5 wt %, about 0.6 wt %, about 0.7 wt %, about 0.8 wt %, about 0.9 wt %, about 1.0 wt %, about
  • the surfactant content can be also defined by a range with the endpoints defined by any two numbers above.
  • compositions can include one or more pigments (e.g., organic or inorganic pigments).
  • Suitable pigments include, but are not limited to, zinc oxide, antimony oxide, zirconium oxide, chromium oxide, iron oxide, lead oxide, zinc sulfide, titanium dioxide (anatase, rutile, or brookite), lithopone, and carbon black.
  • the pigment is titanium dioxide.
  • the pigment content of the disclosed compositions may range from 0 wt % to 15 wt %, from 1 wt % to 12 wt %, from 3 wt % to 10 wt %, from 5 wt % to 8 wt %, based on total weight of the composition.
  • the pigment content of the disclosed compositions is about 1 wt %, about 2 wt %, about 3 wt %, about 4 wt %, about 5 wt %, about 6 wt %, about 7 wt %, about 8 wt %, about 9 wt %, about 10 wt %, about 11 wt %, about 12 wt %, about 13 wt %, about 14 wt %, or about 15 wt %, based on total weight of the composition.
  • the pigment content of the disclosed compositions may range from 0 wt % to 30 wt %, from 0 wt % to 20 wt %, from 1 wt % to 18 wt %, from 3 wt % to 15 wt %, from 8 wt % to 12 wt %, based on binder solids.
  • the pigment content of the disclosed compositions is about 1 wt %, about 2 wt %, about 3 wt %, about 4 wt %, about 5 wt %, about 6 wt %, about 7 wt %, about 8 wt %, about 9 wt %, about 10 wt %, about 11 wt %, about 12 wt %, about 13 wt %, about 14 wt %, about 15 wt %, about 16 wt %, about 17 wt %, about 18 wt %, about 19 wt %, or about 20 wt %, based on binder solids.
  • Fillers are about 15 wt %, about 16 wt %, about 17 wt %, about 18 wt %, about 19 wt %, or about 20 wt %, based on binder solids.
  • compositions can include one or more filler components.
  • suitable fillers include, but are not limited to, calcium carbonate, barium sulfate, iron oxide, diatomaceous earth, melamine, quartz, crystalline silica, amorphous silica, fumed silica, titanium dioxide, alumina trihydrate, zinc oxide, zirconium oxide, zirconium silicate, zinc borate, chromic oxide, crystalline silica fine powder, amorphous silica fine powder, fumed silica powder, silicone rubber powder, glass powder, silica hydrogen, silica aero gel, diatomaceous earth, calcium silicate, aluminum silicate, titanium oxide, aluminum oxide, zinc oxide, ferrite, iron oxide, carbon black, graphite, mica, clay, and bentonite.
  • the filler content of the disclosed compositions may range from 0 wt % to 60 wt %, from 10 wt % to 50 wt %, from 15 wt % to 45 wt %, from 15 wt % to 60 wt %, from 30 wt % to 50 wt %, from 30 wt % to 40 wt %, from 40 wt % to 60 wt %, or from 45 wt % to 55 wt %, based on total weight of the composition.
  • the filler content of the disclosed compositions is about 1 wt %, about 2 wt %, about 3 wt %, about 4 wt %, about 5 wt %, about 6 wt %, about 7 wt %, about 8 wt %, about 9 wt %, about 10 wt %, about 11 wt %, about 12 wt %, about 13 wt %, about 14 wt %, about 15 wt %, about 16 wt %, about 17 wt %, about 18 wt %, about 19 wt %, about 20 wt %, about 21 wt %, about 22 wt %, about 23 wt %, about 24 wt %, about 25 wt %, about 26 wt %, about 27 wt %, about 28 wt %, about 29 wt %, about 30 wt %,
  • the filler content of the disclosed compositions may range from 0 wt % to 95 wt %, from 10 wt % to 90 wt %, from 15 wt % to 85 wt %, from 20 wt % to 80 wt %, from 50 wt % to 80 wt %, from 60 wt % to 80 wt %, or from 70 wt % to 80 wt %, based on binder solids.
  • the filler content of the disclosed compositions is about 1 wt %, about 2 wt %, about 3 wt %, about 4 wt %, about 5 wt %, about 6 wt %, about 7 wt %, about 8 wt %, about 9 wt %, about 10 wt %, about 11 wt %, about 12 wt %, about 13 wt %, about 14 wt %, about 15 wt %, about 16 wt %, about 17 wt %, about 18 wt %, about 19 wt %, about 20 wt %, about 21 wt %, about 22 wt %, about 23 wt %, about 24 wt %, about 25 wt %, about 26 wt %, about 27 wt %, about 28 wt %, about 29 wt %, about 30 wt %,
  • compositions can include one or more crosslinker components.
  • Suitable crosslinkers include, but are not limited to, organosilanes containing at least 3 hydrolyzable groups in one molecule and/or its partial hydrolysate.
  • Exemplary hydrolyzable groups in such organosilanes or its partial hydrolysate include a ketoxime group, an alkoxy group, an acetoxy group, and an isopropenoxy group.
  • Suitable crosslinking agents include, but are not limited to, ketoxime silanes such as tetrakis(methylethylketoxime)silane, methyltris(dimethylketoxime)silane, methyltris(methylethylketoxime)silane, ethyltris(methylethylketoxime)silane, methyltris(methyl isobutyl ketoxime)silane, and vinyl tris(methylethylketoxime)silane; alkoxysilanes such as methyltrimethoxysilane, vinyltrimethoxysilane, phenyltrimethoxysilane, and vinyltriethoxy silane; acetoxysilanes such as methyltriacetoxysilane and vinyltriacetoxysilane; isopropenoxy silanes such as methyltriisopropenoxysilane, vinyltriisopropenoxysilane, and phenyltriisoprop
  • the crosslinker content of the disclosed compositions may range from 0 wt % to 15 wt %, from 1 wt % to 10 wt %, or from 3 wt % to 8 wt %, based on total weight of the composition.
  • the crosslinker content of the disclosed compositions is about 1 wt %, about 2 wt %, about 3 wt %, about 4 wt %, about 5 wt %, about 6 wt %, about 7 wt %, about 8 wt %, about 9 wt %, about 10 wt %, about 11 wt %, about 12 wt %, about 13 wt %, about 14 wt %, or about 15 wt %, based on total weight of the composition.
  • the crosslinker content of the disclosed compositions may range from 0 wt % to 20 wt %, from 1 wt % to 15 wt %, or from 5 wt % to 12 wt %, based on binder solids.
  • the crosslinker content of the disclosed compositions is about 1 wt %, about 2 wt %, about 3 wt %, about 4 wt %, about 5 wt %, about 6 wt %, about 7 wt %, about 8 wt %, about 9 wt %, about 10 wt %, about 11 wt %, about 12 wt %, about 13 wt %, about 14 wt %, about 15 wt %, about 16 wt %, about 17 wt %, about 18 wt %, about 19 wt %, or about 20 wt %, based on binder solids.
  • compositions can include one or more adhesion promoters, also referred to as silane coupling agents.
  • Suitable adhesion promoters include those having an alkoxysilyl, a ketoximesilyl, or an alkenoxysilyl group as the hydrolyzable group, and exemplary such compositions include vinyltris(2-methoxyethoxy)silane, 3-methacryloxypropyltrimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyl trimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3- glycidoxypropylmethyldiethoxysilane, N-(2-aminoethyl)3-aminopropyltrimethoxysilane, 3- aminopropyltriethoxysilane, 3-(N-aminomethylbenzylamino)propyltrimethoxysilane, 3- mercaptopropyltrimethoxysi
  • the adhesion promoter content of the disclosed compositions may range from 0 wt % to 5 wt %, from 0.5 wt % to 3 wt %, based on total weight of the composition. In certain embodiments, the adhesion promoter content of the disclosed compositions is about 0.5 wt %, about 1.0 wt %, about 1.5 wt %, about 2.0 wt %, about 2.5 wt %, or about 3.0 wt %, based on total weight of the composition.
  • the adhesion promoter content of the disclosed compositions may range from 0 wt % to 5 wt %, from 0.5 wt % to 3 wt %, based on binder solids. In certain embodiments, the adhesion promoter content of the disclosed compositions is about 0.5 wt %, about 1.0 wt %, about 1.5 wt %, about 2.0 wt %, about 2.5 wt %, about 3.0 wt %, about 3.5 wt %, about 4.0 wt %, about 4.5 wt %, or about 5.0 wt %, based on binder solids. g. Catalysts
  • the disclosed compositions can include one or more catalysts.
  • Suitable catalysts include, but are not limited to, organotin catalysts such as dibutyltin diacetate, stannous octoate, dibutyltin dioctoate, dibutyltin dilaurate, dibutyltin dimethoxide, dibutyltin bis(acetylacetonate), dibutyltin bis(benzylmalate), dimethyltin dimethoxide, dimethyltin diacetate, dioctyltin dioctate, dioctyltin dilaurate, tin dioctate, and tin laulate; and organotitanium catalysts such as tetraisopropyl titanate, tetra-n-butyl titanate, tetra-tertiary butyl titanate, tetra-n-propyl titanate, tetra-2-ethyl
  • the catalyst content of the disclosed compositions may range from 0 wt % to 3 wt %, based on total weight of the composition. In certain embodiments, the catalyst content of the disclosed compositions is 1 wt % or less, 0.5 wt % or less, 0.1 wt % or less, 0.05 wt % or less, about 1 wt %, about 0.5 wt %, about 0.1 wt %, or about 0.05 wt %, based on total weight of the composition.
  • the catalyst content of the disclosed compositions may range from 0 wt % to 3 wt %, based on binder solids. In certain embodiments, the catalyst content of the disclosed compositions is 1 wt % or less, 0.5 wt % or less, 0.1 wt % or less, 0.05 wt % or less, about 1 wt %, about 0.5 wt %, about 0.1 wt %, or about 0.05 wt %, based on binder solids. h. Solvents
  • compositions can include one or more solvents.
  • Suitable solvents include, but are not limited to, mineral spirits, toluene, hexane, xylene, or combinations thereof.
  • the compositions are solvent-free.
  • the solvent content of the disclosed compositions may range from 0 wt % to 50 wt %, or from 0 wt % to 20 wt %, based on total weight of the composition.
  • the solvent content of the disclosed compositions is 0 wt %, about 5 wt %, about 10 wt %, about 15 wt %, about 20 wt %, about 25 wt %, about 30 wt %, about 35 wt %, about 40 wt %, about 45 wt %, or about 50 wt %, based on total weight of the composition.
  • compositions can include one or more additives.
  • additives include, but are not limited to, reinforcing fibers, wetting agents, dispersants, thickeners (rheology modifiers), plasticizers, catalysts, driers, biocides, photo-initiators, processing aids, antioxidants, ageing inhibitors, buffers, and antimicrobials.
  • the additive content of the disclosed compositions may range from 0 wt % to 60 wt %, based on total weight of the composition.
  • the additive content of the disclosed compositions may range from 0 wt % to 80 wt %, based on binder solids.
  • compositions can have a combination of desired properties.
  • the compositions can have improved functional properties (e.g., dirt pick-up resistance, cleanability, color performance, reflective properties, and mechanical properties) or aesthetic properties, or any combination thereof.
  • functional properties e.g., dirt pick-up resistance, cleanability, color performance, reflective properties, and mechanical properties
  • aesthetic properties e.g., aesthetic properties, or any combination thereof.
  • Reflectivity or Reflectance can be measured using a StellarNet Miniature Spectrometer, for example.
  • compositions may have a reflectivity of 13% or greater, 14% or greater, 15% or greater, 16% or greater, 17% or greater, 18% or greater, 19% or greater, 20% or greater, 21% or greater, 22% or greater, 23% or greater, 24% or greater, 25% or greater, 26% or greater, 27% or greater, or 28% or greater, wherein the reflectivity is measured after 3 months of exterior exposure or greater, 4 months of exterior exposure or greater, 5 months of exterior exposure or greater, 6 months of exterior exposure or greater, 7 months of exterior exposure or greater, 8 months of exterior exposure or greater, 9 months of exterior exposure or greater, 10 months of exterior exposure or greater, 11 months of exterior exposure or greater, 12 months of exterior exposure or greater, 1.5 years of exterior exposure or greater, 2 years of exterior exposure or greater, 2.5 years of exterior exposure or greater, or 3 years of exterior exposure or greater, wherein the reflectivity is measured at 380 nanometers.
  • the disclosed compositions may have a reflectivity of 75% or greater, 76% or greater, 77% or greater, 78% or greater, 79% or greater, 80% or greater, 81% or greater, 82% or greater, 83% or greater, 84% or greater, 85% or greater, 86% or greater, 87% or greater, 88% or greater, 89% or greater, or 90% or greater, wherein the reflectivity is measured after 3 months of exterior exposure or greater, 4 months of exterior exposure or greater, 5 months of exterior exposure or greater, 6 months of exterior exposure or greater, 7 months of exterior exposure or greater, 8 months of exterior exposure or greater, 9 months of exterior exposure or greater, 10 months of exterior exposure or greater, 11 months of exterior exposure or greater, 12 months of exterior exposure or greater, 1.5 years of exterior exposure or greater, 2 years of exterior exposure or greater, 2.5 years of exterior exposure or greater, or 3 years of exterior exposure or greater, wherein the reflectivity is measured at 500 nanometers. [0135] The disclosed compositions may have a reflectivity of 80% or greater, 81% or greater,
  • Appearance measurements can be taken before and after a test period (i.e., exposure period) of a coated panel, whether a control or experimental coated panel, with the difference between these before and after measurements calculated to determine changes as a result of the soiling test employed.
  • the measurements may be performed on an exposed panel after the test period relative to an unexposed part of the panel or an unexposed control panel.
  • Colorimetric techniques can be employed to demonstrate the advantageous dirt pick-up resistance or cleanability of the disclosed compositions. Colorimeter measurements can be performed using an X-Rite SP64 Spherical Spectrophotometer, for example. The measurements can be performed on cleaned or uncleaned panels.
  • Panels can be cleaned by, for example, applying a standard detergent solution (e.g., a trisodium phosphate solution), allowing the solution to stand for 5 minutes, and then rinsing with a power washer.
  • a standard detergent solution e.g., a trisodium phosphate solution
  • coated panels were simply treated with detergent solution and wiped clean with cold water and a cloth towel. Cleaning the panels prior to measuring delta E reduces variability of results and provides for a more accurate measurement of formulation performance.
  • compositions may have a AL of -30 to 0, -20 to 0, -10 to 0, -5 to 0, -4 to 0, -3 to 0, -2 to 0, -1.5 to 0, or -1 to 0, measured on cleaned panels after a test period of 6 months or greater, 12 months or greater, 18 months or greater, 19 months or greater, 24 months or greater, 30 months or greater, 36 months or greater, 4 years or greater, or 5 years or greater.
  • compositions may have a AE of 15 or less, 10 or less, 5 or less, 4.5 or less, 4.0 or less, 3.5 or less, 3.0 or less, 2.5 or less, 2.0 or less, 1.5 or less, 1.0 or less, 0.9 or less, or 0.8 or less, measured on cleaned panels after a test period of 6 months or greater, 12 months or greater, 18 months or greater, 19 months or greater, 24 months or greater, 30 months or greater, 36 months or greater, 4 years or greater, or 5 years or greater.
  • the disclosed compounds may have a AE of about 1.0, about 1.1, about 1.2, about 1.3, about 1.4, about 1.5, about 1.6, about 1.7, about 1.8, about 1.9, about 2.0, about 2.1, about 2.2, about 2.3, about 2.4, about 2.5, about 2.6, about 2.7, about 2.8, about 2.9, about 3.0, about 3.1, about 3.2, about 3.3, about 3.4, about 3.5, about 4.0, about 4.5, or about 5.0, measured on cleaned panels after a test period of 6 months or greater, 12 months or greater, 18 months or greater, 19 months or greater, 24 months or greater, 30 months or greater, 36 months or greater, 4 years or greater, or 5 years or greater.
  • the disclosed composition of the present invention may have a contact angle of 100- 120°
  • the contact angle can be 101, 102, 103, 104, 105, 106, 107, 108, 109, 110, 111, 112, 113, 114, 115, 116, 117, 118, 119, and 120°
  • the contact angle is in the range of from 100° to 120° after 1-30 days of immersion. Stated another way, the contact angle is in the range of from 100° to 120° after:
  • the disclosed compositions can be applied to any selected surface or substrate.
  • the disclosed compositions can be applied to an organic, inorganic, or composite substrate, such as synthetic and natural polymers, wood, metals, glass, mineral substrates such as concrete, plaster, bricks, stones, and ceramics.
  • compositions can be applied to a wide variety of weathered and unweathered roofing substrates, such as, for example, asphaltic coatings, roofing felts, synthetic polymer membranes, foamed polyurethane (e.g., spray polyurethane foam), metals (e.g., aluminum), modified bitumen membranes; or to previously painted, primed, undercoated, worn, or weathered substrates, such as metal roofs weathered thermoplastic polyolefin, weathered poly(vinyl chloride), weathered silicone rubber, and weathered ethylene propylene diene monomer rubber.
  • roofing substrates such as, for example, asphaltic coatings, roofing felts, synthetic polymer membranes, foamed polyurethane (e.g., spray polyurethane foam), metals (e.g., aluminum), modified bitumen membranes; or to previously painted, primed, undercoated, worn, or weathered substrates, such as metal roofs weathered thermoplastic polyolefin, weathered
  • compositions can be applied by brushing, spraying, squeegee, pouring, draw down, spin coating, dipping, applying with a roller or curtain coater, the like, and any combination thereof.
  • the compositions can be adjusted to the consistency suitable for use by heating, particularly for spray applications, or by inclusion of one or more solvents.
  • a coating can have an average thickness of 250 to 1500 microns, 200 to 1000 microns, 200 to 750 microns, or 300 to 600 microns.
  • a coating can have an average thickness of about 200 microns, about 250 microns, about 300 microns, about 350 microns, about 400 microns, about 450 microns, about 500 microns, about 550 microns, about 600 microns, about 650 microns, about 700 microns, about 750 microns, about 800 microns, about 850 microns, about 900 microns, about 950 microns, or about 1000 microns or greater.
  • the compositions can be dried at ambient temperature and humidity or at elevated temperature and ambient humidity.
  • substrates can be prepared for application of the compositions by cleaning or treatment by physical abrasion, flame ionization, power-washing with water, applying an aqueous cleaning solution, such as, for example, from 5 wt % to 10 wt % trisodium phosphate, or other cleaning agents, followed by power washing with water, or plasma treatment prior to coating.
  • an aqueous cleaning solution such as, for example, from 5 wt % to 10 wt % trisodium phosphate, or other cleaning agents, followed by power washing with water, or plasma treatment prior to coating.
  • kits for conveniently and effectively implementing the using the disclosed compositions may include one or more components of the disclosed compositions together or in separate vessels, and optionally one or more of instructions, packaging, and dispensers. Kit components may be packaged for either manual or partially or wholly automated practice of the foregoing methods.
  • the mixing speed was increased to 1000 rpm for 10 min, until all the powders were uniformly mixed.
  • the mixer speed was slowed down to 500 rpm, and in sequence, were added 4g of silicone oil D4; 0.9g of silane GF91 ; 0.1g of tin catalyst CAT41 ; and 1g of surfactant L24-2.
  • the mixing was continued for an additional 3 min, at 500 rpm, and then the paint was completed with a total weight of 100g.
  • the final paint was in white color with a solid content around 92%, and viscosity around 5,000 cPs.
  • the solar reflectance was measured through the Rapid Rating method. Solar reflectance and the Dirt Management Index were also measured by actual field exposure. Color Change was measured by AE.
  • the solar reflectance index is a composite measure of the solar reflectance and the thermal emittance numbers.
  • the Exp. Formula 1 functions much better than other competitors and standard products it is compared to. As seen in Fig. 7, it consistently shows a higher contact angle measurement, that is, a hydrophobic surface.
  • ASTM D7897 Standard Practice for Laboratory Soiling and Weathering of roofing Materials to Simulate Effects of Natural Exposure on Solar Reflectance and Thermal Emittance.
  • ASTM C1371 Test Method for Determination of Emittance of Materials Near Room Temperature Using Portable Emissometers.
  • ASTM Cl 549 Test Method for Determination of Solar Reflectance Near Ambient Temperature Using a Portable Solar Reflectometer.
  • ASTM El 980 Standard Practice for Calculating Solar Reflectance Index of Horizontal and Low-Sloped Opaque Surfaces.
  • plasticizer such as a silicone oil and a silicone polymer are mixed together in a container.
  • amorphous fumed silica as a rheological modifier
  • a crosslinker and a silicone oil (solvent) are added to the mixture with mixing for about one minute.
  • a mineral filler followed by a 10-min mixing.
  • a pigment such as TiO2 is added to it.
  • a crosslinker is added to it.
  • the crosslinker and the adhesion promoter can be added simultaneously. This is followed by mixing.
  • a preheated (130°F) asphalt as a functional additive.
  • the asphalt added is with a 250 PEN number.
  • the contents are mixed for about ten minutes and a metal catalyst is added. The mixing continued for two minutes to produce the final product as shown in Fig. 1.
  • Plasticizer Non-Reactive polydimethylsiloxane silicone oil htps://www. wacker. com/h/en-us/silicone-fluids-emulsions/linear-silicone-fluids/wacker-ak- 50/p/000010801
  • SiO2 htps //www. wacker. com/h/en-us/pyrogenic-silica/hdk-v 15/p/ 000006103 EXEMPLARY EMBODIMENTS
  • Embodiment 1 A composition comprising an asphalt, polysiloxane; an at least one surfactant; a pigment; a filler; a crosslinker; an adhesion promoter; a catalyst; and optionally one or more additives and optionally one or more solvents.
  • Embodiment 2 The composition of Embodiment 1, comprising 0.1 wt % to 5 wt %, 0.2 wt % to 4 wt %, 0.3 wt % to 3 wt %, 0.4 wt % to 2 wt %, or 0.5 wt % to 1 wt % of the at least one surfactant, based on the polysiloxane content.
  • Embodiment 3 The composition of Embodiment 1 or Embodiment 2, comprising 5 wt % to 20 wt %, 8 wt % to 17 wt %, or 10 wt % to 15 wt % of the pigment, based on polysiloxane content.
  • Embodiment 4 The composition of any one of Embodiments 1-3, comprising 60 wt % to 90 wt %, 65 wt % to 85 wt %, or 70 wt % to 80 wt % of the filler, based on poly siloxane content.
  • Embodiment 5 The composition of any one of Embodiments 1-4, comprising 3 wt % to 15 wt %, 5 wt % to l3 wt %, or 8 wt % to l0 wt % of the crosslinker, based on polysiloxane content.
  • Embodiment 6 The composition of any one of Embodiments 1-5, comprising 0.5 wt % to 4 wt%, 1 wt % to 3.5 wt%, 1.5 wt% to 3 wt %, or 2 wt% to 2.5 wt%, of the adhesion promoter, based on polysiloxane content.
  • Embodiment 7 The composition of any one of Embodiments 1-6, comprising 0.05 wt % to 0.35 wt %, 0.1 wt % to 0.3 wt %, or 0.15 wt % to 0.25 wt % of catalyst, based on polysiloxane content.
  • Embodiment 8 The composition of Embodiment 1, comprising 35 wt % to 60 wt % polysiloxane; 0.1 wt % to 5 wt % at least one surfactant; l wt % to l2 wt % pigment; 10 wt % to 60 wt % filler; 1 wt % to 10 wt % crosslinker; 0.5 wt % to 3 wt % adhesion promoter; 1 wt % or less catalyst; 0 wt % to 50 wt % additives; and 0 wt % to 50 wt % solvents; based on total weight of composition.
  • Embodiment 9 The composition of Embodiment 1, comprising 55 wt % to 60 wt % polysiloxane; 0.2 wt % to 2 wt % at least one surfactant; 5 wt % to 8 wt % pigment; 30 wt % to 50 wt % filler; 3 wt % to 8 wt % crosslinker; 0.5 wt % to 3 wt % adhesion promoter; 1 wt % or less catalyst; 0 wt % to 50 wt % additives; and 0 wt % to 50 wt % solvents; based on total weight of composition.
  • Embodiment 10 The composition of any one of Embodiments 1-9, wherein the polysiloxane has formula: wherein R1 at each occurrence is independently selected from alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl; R 2 at each occurrence is independently selected from alkyl, aryl, arylalkyl and a bond; and n ranges from 10 to 1,000, or from 160-250; wherein said alkyl, alkenyl, alkynyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, and heterocyclylalkyl are each independently, at each occurrence, unsubstituted or substituted with one or more suitable substituents.
  • Embodiment 11 The composition of any one of Embodiments 1-10, wherein the polysiloxane has formula: wherein n ranges from 10 to 1,000, or from 160-250.
  • Embodiment 12 The composition of any one of Embodiments 1-11, wherein the polysiloxane is a hydroxy-terminated polydimethylsiloxane resin having a weight average molecular weight of 1,000 g/mol to 100,000 g/mol and a viscosity of 70 centistoke to 100,000 centistoke.
  • Embodiment 13 The composition of any one of Embodiments 1-12, wherein the at least one surfactant is selected from the group consisting of alkyl-phenol-ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.
  • the at least one surfactant is selected from the group consisting of alkyl-phenol-ethoxylate surfactant, cationic surfactant, anionic surfactant, non-ionic surfactant, a polyether siloxane-based surfactant and any combination thereof.
  • Embodiment 14 The composition of any one of Embodiments 1-13, wherein the at least one surfactant is selected from ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkylethersulfates, alkylphosphate esters, sugar lipids, alkyl glucosides, amine ethoxylates, alkylphenol ether sulfates, amide ethoxylates and any combination thereof.
  • the at least one surfactant is selected from ethoxylated alcohols, ethoxylated sorbitan esters, ethoxylated fatty acids, ethoxylated fatty esters, fatty esters, alkylsulfosuccinates, dialkylsulfosuccinates, alkyl
  • Embodiment 15 The composition of any one of Embodiments 1-14, wherein the pigment is selected from the group consisting of zinc oxide, antimony oxide, zirconium oxide, chromium oxide, iron oxide, lead oxide, zinc sulfide, titanium dioxide, lithopone, and carbon black, or any combination thereof.
  • Embodiment 16 The composition of any one of Embodiments 1-15, wherein the pigment is titanium dioxide.
  • Embodiment 17 The composition of any one of Embodiments 1-16, wherein the filler is selected from the group consisting of calcium carbonate, barium sulfate, iron oxide, diatomaceous earth, melamine, quartz, crystalline silica, amorphous silica, fumed silica, titanium dioxide, alumina trihydrate, zinc oxide, zirconium oxide, zirconium silicate, zinc borate, chromic oxide, crystalline silica fine powder, amorphous silica fine powder, fumed silica powder, silicone rubber powder, glass powder, silica hydrogen, silica aero gel, diatomaceous earth, calcium silicate, aluminum silicate, titanium oxide, aluminum oxide, zinc oxide, ferrite, iron oxide, carbon black, graphite, mica, clay, and bentonite, or any combination thereof.
  • the filler is selected from the group consisting of calcium carbonate, barium sulfate, iron oxide, diatomaceous earth, melamine, quartz, crystalline silica,
  • Embodiment 18 The composition of any one of Embodiments 1-17, wherein the filler comprises crystalline silica, treated fumed silica, or a combination thereof.
  • Embodiment 19 The composition of any one of Embodiments 1-18, wherein the crosslinker is selected from the group consisting of ketoxime silanes; alkoxysilanes; acetoxysilanes; isopropenoxy silanes; and a partial hydrolysate/condensate of said silanes; or any combination thereof.
  • Embodiment 20 The composition of any one of Embodiments 1-19, wherein the crosslinker is methyltris(methylethylketoxime)silane.
  • Embodiment 21 The composition of any one of Embodiments 1-20, wherein the adhesion promoter is selected from the group consisting of vinyltris(2-methoxyethoxy)silane, 3- methacryloxypropyltrimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyl trimethoxysilane, 3- glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, N-(2-aminoethyl)3- aminopropyltrimethoxysilane, 3 -aminopropyltriethoxy silane, 3-(N- aminomethylbenzylamino)propyltrimethoxysilane, 3 -mercaptopropyltrimethoxy silane, 3- aminopropyltris(methylethylketoxime)silane, 3-glycidoxy propyltriisopropenoxysilane, and 3- g
  • Embodiment 22 The composition of any one of Embodiments 1-21, wherein the adhesion promoter is 3 -aminopropyltri ethoxysilane.
  • Embodiment 23 The composition of any one of Embodiments 1-22, wherein the catalyst is selected from the group consisting of dibutyltin diacetate, stannous octoate, dibutyltin dioctoate, dibutyltin dilaurate, dibutyltin dimethoxide, dibutyltin bis(acetylacetonate), dibutyltin bis(benzylmalate), dimethyltin dimethoxide, dimethyltin diacetate, dioctyltin dioctate, dioctyltin dilaurate, tin dioctate, tin laulate, tetraisopropyl titanate, tetra-n-butyl titanate, tetra-tertiary butyl titanate, tetra-n-propyl titanate, tetra-2-ethylhexyl titanate, diisopropyl
  • Embodiment 24 The composition of any one of Embodiments 1-23, comprising a solvent selected from the group consisting of mineral spirits, toluene, hexane, and xylene, or any combination thereof.
  • Embodiment 25 The composition of any one of Embodiments 1-24, comprising one or more additives, each independently selected from the group consisting of reinforcing fibers, wetting agents, dispersants, thickeners (rheology modifiers), plasticizers, catalysts, driers, biocides, photo-initiators, processing aids, antioxidants, ageing inhibitors, buffers, and antimicrobials.
  • Embodiment 26 The composition of any one of Embodiments 1-25, having a polyalkylene glycol content of 0 wt % to 10 wt % or 0 wt % to 20 wt %, based on wt % of binder solids.
  • Embodiment 27 The composition of any one of Embodiments 1-26, having a polyethylene glycol content of 0 wt % to 10 wt % or 0 wt % to 20 wt %, based on wt % of binder solids.
  • Embodiment 28 The composition of any one of Embodiments 1-27, wherein at least one of the polysiloxane; the at least one surfactant; the pigment; the filler; the crosslinker; or the adhesion promoter includes a polyalkylene glycol tail.
  • Embodiment 29 The composition of any one of Embodiments 1-28, wherein at least one of the polysiloxane; the at least one surfactant; the pigment; the filler; the crosslinker; or the adhesion promoter includes a polyalkylene glycol tail that is a polyethylene glycol tail.
  • Embodiment 30 The composition of Embodiment 28 or Embodiment 29, wherein polyalkylene glycol tail has a weight average molecular weight of about 300 g/mol to about 10,000,000 g/mol.
  • Embodiment 31 The composition of Embodiment 30, wherein polyalkylene glycol tail has a weight average molecular weight of about 300 g/mol.
  • Embodiment 32 The composition of any one of Embodiments 1-31, wherein the composition has a reflectivity of 70% or greater after 7 months of exposure in an exterior environment.
  • Embodiment 33 The composition of any one of Embodiments 1-32, wherein the composition has a reflectivity of 65% or greater after 7 months of exposure in an exterior environment.
  • Embodiment 34 The composition of any one of Embodiments 1-33, wherein the composition has reflectivity of 85% or greater before and after the rapid rate test.
  • Embodiment 35 The composition of any one of Embodiments 1-34, wherein the composition has a tensile strength of 100 psi to 2,000 psi, 100 psi to 400 psi, or 200 psi to 400 psi, as measured according to ASTM D412.
  • Embodiment 36 The composition of any one of Embodiments 1-35, wherein the composition has an elongation at break of 50% to 400% or 50% to 200%, as measured according to ASTM D412.
  • Embodiment 37 The composition of any one of Embodiments 1-36, wherein the composition has a AL of -30 to 0, -20 to 0, -10 to 0, -5 to 0, -4 to 0, -3 to 0, -2 to 0, or -1 to 0 after 10 months of exterior exposure, measured on cleaned test panels relative to an unexposed sample of the composition.
  • Embodiment 38 The composition of any one of Embodiments 1-37, wherein the composition has a AE of 15 or less, 10 or less 5 or less, 4 or less, 3 or less, 2 or less, or 1 or less after 10 months of exterior exposure, measured on cleaned test panels relative to an unexposed sample of the composition.
  • Embodiment 39 A composition, comprising: a hydroxy-terminated polydimethylsiloxane resin; 2 wt % to 15 wt % of a mixture of 50% 0-[3-(2-H-benzotriazole-2- yl)-4-hydroxy-5-tertbutylphenyl]-propionic acid-poly(ethylene glycol) 300-ester and 50% bis ⁇ 0 - [3-(2-H-benzotriazole-2-yl)-4-hydroxy-5-tert.butylphenyl]-prop- ionic acid ⁇ -poly(ethylene glycol) 300-ester ("TINUVIN 1130"); 11 wt % to 14 wt % titanium dioxide; 72 wt % to 78 wt % crystalline silica powder; 1 wt % to 3 wt % polydimethylsiloxane treated fumed silica; 8 wt % to 10 wt % methyl
  • Embodiment 40 A method for providing a protective coating to a surface, the method comprising applying the composition according to any one of Embodiments 1-41 to at least a portion of the surface.
  • Embodiment 41 The method of Embodiment 40, wherein the surface is an exterior roof of a structure.
  • Embodiment 42 The method of Embodiment 40 or Embodiment 41, wherein the composition is applied by brushing, spraying, squeegee, pouring, draw down, spin coating, dipping, applying with a roller or curtain coater, the like, and any combination thereof.
  • Embodiment 43 The method of any one of Embodiments 40-42, wherein the protective coating has an average thickness of 250 to 1500 microns.

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Abstract

Des compositions comprenant de l'asphalte et de la silicone et leurs procédés de fabrication et d'utilisation sont présentement divulgués. Les revêtements silicone/asphalte présentent une résistance à l'humidité améliorée. Les compositions de silicone comprennent un polysiloxane, au moins un tensioactif et éventuellement un ou plusieurs agents parmi un pigment, une charge, un agent de réticulation, un promoteur d'adhérence, un catalyseur, des additifs ou des solvants.
PCT/US2022/053200 2021-12-16 2022-12-16 Compositions résistantes à l'humidité pour revêtements de toit Ceased WO2023114489A1 (fr)

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