Fluorinated sulfone melt additives for thermoplastic polymers
A technology of polymers and compositions, applied in the field of fluorosulfone melt additives for thermoplastic polymers, capable of solving difficult, undisclosed problems such as low surface tension fluid repellency
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example 1
[0053] R f -O-C(O)-R 1 Synthesis of R in the formula f is the formula F(CF) whose average value of x is 7, m=2 2 ) x (CH 2 ) m The aliphatic fluorocarbon group, and the average value of R in the formula is 24 carbon atoms, and n is 2.
[0054] Step A
[0055] 3-(2-Perfluoroalkylethanesulfonyl)propionic acid
[0056] 3-(2-Perfluoroalkylethylthio)propanoic acid was prepared from "ZONYL" FSA by acidification with hydrochloric acid to precipitate an oil, followed by vacuum drying of the oil at 100-110°C. To a solution of 359.5 g of 3-(2-perfluoroalkylethylthio)propionic acid in 270 g of acetic acid and 360 g of isopropanol was added 209 g of 30% hydrogen peroxide (aqueous). The temperature of the mixture spontaneously increased from 23°C to 64°C in about 10 minutes with stirring. When the temperature began to drop, heat was applied to maintain the temperature at 80°C for 8 hours, then the reaction mixture was discharged into 2 liters of warm water (50°C), stirred, and she...
example 2-33
[0081] Additional compounds were prepared and evaluated using the procedure of Example 1, illustrating various selectivities for non-fluorinated moieties. The data obtained are listed in Table 2. These esters are identified by the R group of formula I. Alcohols corresponding to R-OH were obtained commercially. "UNILIN" alcohol is a straight chain C 24 -C 50 ("UNILIN" 350 with an average of about 25 carbons, "UNILIN" 425 with an average of about 32 carbons, and "UNILIN" 550 with an average of about 38 carbons). Stearyl-tech was a mixture of stearyl alcohols purchased from Aldrich Company (Milwaukee, Wisconsin). "NAFOL" 1822 is a mixture of stearyl, eicosanol and behenyl alcohol available from Vista Chemical Company (Austin, Texas). Oleyl alcohol and n-hexanol were purchased from Aldrich Company. "EPAL" 16 is cetyl alcohol available from Albermarle Company (Baton Rouge, La.).
[0082] Repellency was also obtained when branched chain alcohols were used instead of straight ...
example 34
[0099] RSO 2 (CH 2 ) n C(O)OR f Synthesis of R in the formula f is the formula F(CF) whose average value of X is 7 and m is 2 2 ) x (CH 2 ) m and wherein R is about 18 carbon atoms and n is 2.
[0100] Step A
[0101] 3-(octadecylthio)propanoic acid
[0102] Add 95.0 g (0.275 mol) of 40% potassium carbonate dropwise to a solution at 80°C consisting of 86.8 g (0.25 mol) of octadecyl bromide, 29.2 g (0.275 mol) of 3-mercaptopropionic acid and 90.0 g of isopropanol aqueous solution. The mixture was heated at 80°C for 8 hours and then cooled to 60°C. After addition of 125.0 g of water and 36.8 g of 30% hydrochloric acid solution, the mixture was slowly heated to 94° C. while distilling off the aqueous isopropanol from the reaction (mixture). The oily product separated from the aqueous phase. The product was separated using a separatory funnel and washed with hot water. On cooling, the product solidified into a light brown waxy solid. 91.35 g (98%) of product were ob...
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