Source: https://patents.google.com/patent/US5202368A/en
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US5202368A - Silicone coating compositions - Google Patents
Silicone coating compositions Download PDF
US5202368A
US5202368A US07585098 US58509890A US5202368A US 5202368 A US5202368 A US 5202368A US 07585098 US07585098 US 07585098 US 58509890 A US58509890 A US 58509890A US 5202368 A US5202368 A US 5202368A
US07585098
Alois Babicka
Geoffrey B. Anderson
An aqueous silicone compound-containing coating composition comprises an addition polymer dispersion and at least one silicone compound, the silicone compound forming part of the disperse phase of a dispersion of multi-polymer particles.
The unsaturated monomer with which the silicone compound is associated and which is then polymerised to form multi-polymer particles may be selected from the wide range of such materials well known to the art, subject to the provision that the monomer (which may be a single monomer or mixture of monomers) be at most partially water-soluble, by which is meant that the monomer must have a maximum solubility in water of 25% by weight at 25° C.
EXAMPLE 1 Preparation of a Dispersion of Silicone Compound-containing Addition Polymer Particles Suitable for use in a Silicone Coating Composition According to the Invention, the Disperse Particles Containing a Cross-linking Agent
______________________________________A.    Silicone.sup.1       11.905   partsB.    Styrene              5.556    parts Methyl methacrylate  7.937    parts Butyl acrylate       7.540    parts Hydroxypropyl methacrylate                      5.556    parts Methacrylic acid     1.111    parts Surfactant.sup.2     1.984    partsC.    Cross-linking agent.sup.3                      6.07     partsD.    Cumene hydroperoxide 0.556    partsE.    De-ionised water     10.000   partsF.    De-ionised water     39.468   partsG.    De-ionised water     2.000    parts Sodium erythorbate   0.317    parts                      100.00______________________________________ .sup.1 "Rhodorsil" (trademark) RH1036A ex RhonePoulenc.? .sup.2 The reaction product of one mole of pentaerythritol triallyl ether with 2 moles of butylene oxide and 35 of ethylene oxide. .sup.3 "Cymel" (trademark) 303 ex American Cyanamid.
Materials A and B were loaded into a reaction vessel. This was followed with stirring by Material C. The temperature of the mixture was raised to 60° C. and stirring was continued until the surfactant (a solid material) was completely dissolved. Once this was achieved, the mixture was allowed to cool (still with stirring) to 25° C. The Material D was then loaded and mixed in. The mixture was then added to a vessel containing Material E, with high speed stirring, sufficient to ensure adequate circulation of the entire contents of the vessel. High speed stirring was continued until the maximum particle size of a sample of the resulting emulsion was less than 2 μm. Once this was achieved, Material F was added while gradually slowing the stirring speed. The Materials G were pre-mixed and added to the emulsion immediately after the addition of Material F was completed. Stirring was stopped and the reaction allowed to proceed. When completed, the resulting dispersion of polymer particles was filtered through a 5 μm filter. The solids content was 47.5% by weight.
Example 1 was repeated except for the following changes:
EXAMPLE 3 Preparation of a Silicone Compound-containing Addition Polymer Dispersion for use in a Coating Composition According to the Invention, the Disperse Particles not Containing a Cross-linking Agent
EXAMPLE 4 Preparation of a Polymer Dispersion for use in a Coating Composition According to the Invention, the Disperse Particles not Containing a Cross-linking Agent
EXAMPLE 5 Preparation of a Coating Composition According to the Invention (a) Preparation of Millbase
The following components were ball milled for 24 hours until a dispersion of less than 5 μm as measured on a Hegman gauge was obtained:
______________________________________Pigment dispersion solution.sup.1                    2.85   partsDe-ionised water         1.55   partsEthylene glycol          3.38   parts"Balab" (trademark) anti-foam                    0.80   partsTitanium dioxide pigment 3.94   partsRed oxide pigment        0.87   parts"Mapico" (trademark) tan iron oxide                    4.86   partspigmentCarbon black pigment     0.31   parts.sup.1 Pigment dispersant solution was made up from"Primal" (trademark) I-62 dispersant                    49.75  partsDimethylethanolamine     3.88   partsWater                    46.32  parts______________________________________
A coating composition was made up by blending the following components:
______________________________________Millbase               18.56   partsAqueous dispersion (from                  75.02   partsExample 1)Butyl "Cellosolve" (trademark)                  3.74    partssolventCatalyst solution.sup.2                  1.39    partsSilica (flattening agent)                  1.29    parts.sup.2 The catalyst solution was made by mixing thefollowing ingredients:"Cycat" (trademark) 500 catalyst                  0.139   partsDimethylethanolamine   0.139   partsWater                  1.112   parts                  1.390______________________________________
EXAMPLES 6-7 Preparation of a Dispersion of Silicone Compound-containing Addition Polymer Particles, Wherein the Ratios of Silicone Compound to Addition Polymer Particles are 10:90 and 60:40. There was no Crosslinking Agent
Example 1 was repeated with the substitution of the following materials and proportions for those used in Example 1 and the omission of Stage C:
______________________________________            Example 6                     Example 7______________________________________A   Silicone.sup.1     3.960   parts                               27.12 partsB   Styrene            7.150   parts                               3.630 parts    Methyl methacrylate                  10.210  parts                               5.540 parts    Butyl acrylate     9.700   parts                               4.740 parts    Hydroxypropyl methacrylate                  7.150   parts                               3.630 parts    Methacrylic acid   1.430   parts                               0.540 parts    Surfactant.sup.1   1.984   parts                               2.712 partsD   Cumene hydroperoxide                  0.713   parts                               0.635 partsE   De-ionised water   10.000  parts                               10.000                                     partsF   De-ionised water   44.275  parts                               38.091                                     partsG   De-ionized water   3.000   parts                               3.000 parts    Sodium erythorbate 0.428   parts                               0.362 parts______________________________________ .sup.1 Silicone and surfactant as used in Example 1
EXAMPLE 8 Preparation of a Dispersion of Silicone Compound-containing Addition Polymer Particles, Wherein the Ratio of Silicone Compound to Addition Polymer was 30:70 and the Silicone Compound was Partially Derived from Silicone Compound Precursor
To 85.57 parts of the dispersion prepared in Example 6 was added a quantity of a 1:1 weight blend of dimethyl ethanolamine and water sufficient to bring the mixture to neutral pH. The dispersion was then stirred slowly and 13.83 parts of a silicone compound precursor (Silicone QP8-5314 (ex Dow Corning)) was added, stirring being continued until the silicone compound precursor was fully incorporated. The mixture was then allowed to stand for 16 hours. The result was a white dispersion of weight solids content 45.1%.
Preparation of two coating compositions according to the invention and comparative testing against a commercially-available composition.
______________________________________            Example 9                    Example 10______________________________________Millbase (from Example 5(a)              18.56  parts  18.56                                 partAqueous dispersion (from              56.30  parts  --   partsExample 3)Aqueous dispersion (from              --     parts  70.46                                 partsExample 8)Butyl "Cellosolve" solvent              3.74   parts  3.75 partsHexamethoxymethyl melamine.sup.1cross-linking agent              7.81   parts  4.75 partsCatalyst solution (from              3.90   parts  1.42 partsExample 5(b))Water              8.40   parts  --   partsSilica             1.29   parts  1.29 parts______________________________________ .sup.1 "Cymel" 303 was used
All three coatings were drawn down over pre-primed "Zincalume" panels using a 32 wire-wound draw-down bar. They were then baked for 60 s. to a peak metal temperature (PMT) of 232° C., resulting in a film of 18-20 μm thickness.
The testing was carried out using UVB 313 tubes and using a cycle of 4 h. UV at 60° C. followed by 4 h. condensation at 50° C.
______________________________________         0 h  400 h    1000 h 1600 h______________________________________SMPGloss (60° head)           25.0   1.6      0.8  0.8Colour change (D.sub.E)           --     0.64     1.70 2.13Example 9Gloss (60°)           32.7   29.9     20.8 16.0Colour change (D.sub.E)           --     0.28     1.19 1.62Example 10Gloss (60°)           37.0   39.6     38.9 35.7Colour change (D.sub.E)           --     0.29     0.48 0.78______________________________________
EXAMPLE 11 Use of an Unusual Silicone
Example 1 was repeated, replacing the silicone in stage A of that example with Dow Corning DC704, a fluid silicone which is usually used as a working fluid in diffusion pumps and is not usually considered to be useful in coating compositions.
EXAMPLE 12 Use of a Different Surfactant
Example 1 was repeated, replacing the surfactant in Stage B with a surfactant which was the reaction product of 1 mole cetyl alcohol with 1 mole allyl glycidyl ether and 40 moles ethylene oxide. The resulting white dispersion gave excellent properties when coated out as a film.
1. An aqueous silicone compound coating composition comprising an addition polymer dispersion and at least one silicone compound, the silicone compound forming part of the disperse phase of a dispersion of multi-polymer particles formed by polymerization of one or more unsaturated monomers in the presence of the silicone compound and a surfactant comprising at least one ethylenically unsaturated double bond.
2. An aqueous silicone compound coating composition according to claim 1, wherein the unsaturated monomer used to form the addition polymer dispersion has a maximum water solubility of 25% by weight at 25° C.
US07585098 1989-01-31 1990-09-27 Silicone coating compositions Expired - Fee Related US5202368A (en)
AUPJ2482 1989-01-31
AUPJ248289 1989-01-31
US5202368A true US5202368A (en) 1993-04-13
ID=3773672
US07585098 Expired - Fee Related US5202368A (en) 1989-01-31 1990-09-27 Silicone coating compositions
US (1) US5202368A (en)
EP (1) EP0418337A4 (en)
JP (1) JPH03503780A (en)
CA (1) CA2008501A1 (en)
WO (1) WO1990008810A1 (en)
EP0841355A3 (en) * 1996-11-07 2000-03-22 Shin-Etsu Chemical Co., Ltd. Silicone resin-containing emulsion compositions, methods for making them, and cured films thereof
WO2001085865A1 (en) * 2000-05-05 2001-11-15 3M Innovative Properties Company Waterborne silicone acrylate latex polymers for release
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EP0084145A1 (en) * 1981-12-30 1983-07-27 Bayer Ag Aqueous polysiloxane compositions
EP0217257A2 (en) * 1985-10-02 1987-04-08 Bayer Ag Diorganosiloxane polymer powder
EP0418337A4 (en) 1992-04-29 application
EP0418337A1 (en) 1991-03-27 application
JPH03503780A (en) 1991-08-22 application
CA2008501A1 (en) 1990-07-31 application
WO1990008810A1 (en) 1990-08-09 application
Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:DAVIES, STEPHEN P.;BABICKA, ALOIS;ANDERSON, GEOFFREY B.;REEL/FRAME:005638/0321;SIGNING DATES FROM 19900315 TO 19900426