Perfluoropolyether-modified silane compound, surface treatment composition comprising same and thin film
A silane compound, perfluoropolyether technology, applied in polyether coatings, biocide-containing paints, coatings, etc., can solve the problem that the improvement of stain resistance cannot be maximized and the possibility of multiple bonding is reduced , The tightness of the treatment agent segment and the substrate cannot be fully exerted, etc., to achieve the effect of excellent anti-fouling and good smoothness
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[0026] Example 1: Synthesis of perfluoropolyether modified silane compound JE
[0027] Step (A-1): Reduction of acyl fluoride to fluoroether alcohol (1-1)
[0028] In a 2.0L four-necked flask equipped with a stirrer, a dropping funnel, a reflux condenser and a thermometer, 250 g of diethylene glycol dimethyl ether and 11.4 g (0.3 mol) of NaBH 4 , And then 525g (0.175 mole) from the chemical formula F-(CF 2 CF 2 O) n (CF 2 O) n -CF 2 The fluorine polyperfluoroethylene oxide fluoride ether compound (average molecular weight: 3000) represented by -COF is under a nitrogen seal, and the above-mentioned raw material mixture is added dropwise thereto at a rate of 10 mL / min. After completion of the dropwise addition, the temperature of the liquid phase was raised to about 90°C, and the reaction mixture was allowed to proceed at the reaction temperature for 6 hours. After the reaction, the mixture in the flask was stirred and cooled to below 40°C, and then 525 grams of 10% hydrochloric acid...
Example Embodiment
[0049] Example 2 Synthesis of perfluoropolyether modified silane compound NE
[0050] Step (B-2): The acyl fluoride ether reacts with lithium iodide to form the corresponding fluoroether iodide (2-1)
[0051] Add 164 grams of chemical formula F-(CF 2 CF 2 O) n (CF 2 O) m -CF 2 -COF represents the fluorine polyperfluoroethylene oxide fluoride ether compound (average molecular weight is 3000) and 21.7 g of lithium iodide, after nitrogen replacement, then react at 180°C for 10 hours and cool to room temperature, After the solid matter in the reaction mixture is removed, 160 g of crude reaction product can be obtained. This crude product was found to be a mixture of the following two structures of target compound 2-1: and by-product 2-2 through NMR analysis (approximate ratio 90:10):
[0052] CF 3 CF 2 O-(CF 2 CF 2 O) m -(CF 2 O) n -CF 2 -I (2-1)
[0053] CF 3 CF 2 O-(CF 2 CF 2 O) m -(CF 2 O) n -CF 2 -H (2-2)
[0054] According to the analysis of infrared and nuclear magnetic resonance sp...
Example Embodiment
[0082] Example 3 Synthesis of perfluoropolyether modified silane compound PE
[0083] Step (C-3a): Compound (2-5) undergoes silylation reaction with methyldichlorosilane
[0084] In order to prevent the compound (2-5) with a vinyl group at the end produced in the step (C-2b) of the above synthesis example from being deactivated due to the presence of a trace amount of iodide, the platinum catalyst used in the hydrogen silicon reaction is poisoned, The vinyl mixture (2-5) obtained in the above steps is treated with powdered zinc powder and 5% acetic acid aqueous solution at room temperature for half an hour with stirring before the reaction and use. The filtered filtrate is allowed to stand to separate the lower organic layer (see US patent 5,166,453 for details) ), and washed with water once, the processed product obtained in this way is decompressed to remove the volatile matter for later use.
[0085] A 100 ml four-flask equipped with a reflux condenser, a thermometer and a stirre...
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