Silane compound containing perfluoro(poly)ether group
US-2015307719-A1 · Oct 29, 2015 · US
US9611399B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9611399-B2 |
| Application number | US-201214350776-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 2, 2012 |
| Priority date | Nov 15, 2011 |
| Publication date | Apr 4, 2017 |
| Grant date | Apr 4, 2017 |
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Fluorinated coatings having a lubricious additive, articles with the fluorinated coatings, and methods of making articles with the fluorinated coatings are provided. More specifically, the fluorinated coatings are prepared from a curable coating composition that includes both a fluorinated silane and a fluorinated polyether oil. The curable coating composition is typically applied adjacent to a siliceous substrate and then cured. The resulting cured articles can have an outer surface that has a good tactile response, that is abrasion resistant, that is easy to clean, or a combination thereof.
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The invention claimed is: 1. A curable coating composition comprising: 1) a fluorinated silane of Formula (I) F(CF(CF 3 )CF 2 O) n CF(CF 3 )—CH 2 O—CH 2 CH 2 CH 2 Si(R 1 ) 3-x (R 2 ) x (I) wherein R 1 is hydroxy or a hydrolyzable group; R 2 is a non-hydrolyzable group; n is an integer in a range of 4 to 100; x is equal to 0, 1, or 2; and 2) a fluorinated polyether oil having zero or one hydrogen atoms per molecule, wherein the curable coating composition is free of silica particles. 2. The curable coating composition of claim 1 further comprising a fluorinated solvent that is miscible with the fluorinated silane and the fluorinated polyether oil. 3. The curable coating composition of claim 2 , wherein the curable coating composition comprises at least 70 weight percent fluorinated solvent based on a total weight of the curable coating composition. 4. The curable coating composition of claim 1 , wherein a weight ratio of fluorinated polyether oil to fluorinated silane is in a range of 1:100 to 75:100. 5. The curable coating composition of claim 1 , wherein the fluorinated polyether oil is perfluorinated polyether oil. 6. The curable coating composition of claim 5 , wherein the perfluorinated polyether oil is of formula C 3 F 7 O[CF(CF 3 )CF 2 O] b C 2 F 5 wherein b is an integer in a range of 10 to 60. 7. The curable coating composition of claim 5 , wherein the perfluorinated polyether oil is of formula F[CF 2 CF 2 CF 2 O] d CF 2 CF 3 wherein d is an integer in a range of 10 to 60. 8. The curable coating composition of claim 5 , wherein the perfluorinated polyether oil is random polymer of formula CF 3 [OCF 2 CF 2 ] p (OCF 2 )OCF 3 where a sum (p+q) is an integer in a range of 40 to 180 and a quotient (p÷q) is in a range of 0.5 to 2. 9. The curable coating composition of claim 1 , wherein the fluorinated polyether oil is of formula C 3 F 7 O[CF(CF 3 )CF 2 O] v CFHCF 3 where v is an integer in a range of 3 to 60. 10. The curable coating composition of claim 1 , wherein the hydrolyzable group is an alkoxy having 1 to 4 carbon atoms. 11. An article comprising: a siliceous substrate; a layer of a curable coating composition adjacent to the siliceous substrate, the curable coating composition comprising 1) a fluorinated silane of Formula (I) F(CF(CF 3 )CF 2 O) n CF(CF 3 )—CH 2 O—CH 2 CH 2 CH 2 Si(R 1 ) 3-x (R 2 ) x (I) wherein R 1 is hydroxy or a hydrolyzable group; R 2 is a non-hydrolyzable group; n is an integer in a range of 4 to 100; x is equal to 0, 1, or 2; and 2) a fluorinated polyether oil having zero or one hydrogen atoms per molecule, wherein the curable coating composition is free of silica particles. 12. An article comprising: a siliceous substrate; and a layer of a cured coating composition adjacent to the siliceous substrate, the cured coating composition comprising a reaction product of a curable coating composition with a surface of the siliceous substrate, the curable coating composition comprising 1) a fluorinated silane of Formula (I) F(CF(CF 3 )CF 2 O) n CF(CF 3 )—CH 2 O—CH 2 CH 2 CH 2 Si(R 1 ) 3-x (R 2 ) x (I) wherein R 1 is hydroxy or a hydrolyzable group; R 2 is a non-hydrolyzable group; n is an integer in a range of 4 to 100; x is equal to 0, 1, or 2; and 2) a fluorinated polyether oil having zero or one hydrogen atoms per molecule, wherein the curable coating composition is free of silica particles. 13. A method of making a fluorinated surface, the method comprising: providing a siliceous substrate; disposing a curable coating composition adjacent to the siliceous substrate, the curable coating composition comprising 1) a fluorinated silane of Formula (I) F(CF(CF 3 )CF 2 O) n CF(CF 3 )—CH 2 O—CH 2 CH 2 CH 2 Si(R 1 ) 3-x (R 2 ) x (I) wherein R 1 is hydroxy or a hydrolyzable group; R 2 is a non-hydrolyzable group; n is an integer in a range of 4 to 100; x is equal to 0, 1, or 2; and 2) a fluorinated polyether oil having zero or one hydrogen atoms per molecule, wherein the curable coating composition is free of silica particles; and reacting the curable coating composition with a surface of the siliceous substrate to form a cured coating composition. 14. The method of claim 13 , wherein the curable coating composition further comprises a fluorinated solvent that is miscible with the fluorinated silane and the fluorinated polyether oil. 15. The method of claim 14 , wherein the method further comprises removing the fluorinated solvent after disposing the curable coating composition adjacent to the siliceous substrate. 16. The method of claim 13 , wherein disposing the curable coating composition adjacent to the siliceous substrate comprises applying the curable coating composition to a surface of the siliceous substrate by spray coating, knife coating, meniscus coating, spin coating, or dip coating. 17. The method of claim 13 , wherein disposing the curable coating composition adjacent to the siliceous substrate comprises vapor depositing the fluorinated silane and then applying the fluorinated polyether oil. 18. The method of claim 13 , wherein disposing the curable coating composition adjacent to the siliceous substrate comprises vapor depositing the fluorinated silane and the fluorinated polyether oil.
As siloxane, silicone or silane · CPC title
containing polyether sequences · CPC title
Chemistry & Metallurgy · mapped topic
containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title
containing polyether sequences · CPC title
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