Phase selective polymer supports for catalysis
a technology of polymer support and catalysis, which is applied in the direction of physical/chemical process catalysts, organic-compound/hydride/coordination complex catalysts, chemistry apparatus and processes, etc., can solve the problems of affecting the potential for reuse filtration is typically a relative solvent-intensive process, and the activity of polymer supported catalysts suffers
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example 1
[0042] Unless otherwise noted, the general preparatory procedures described in this example were used for all of the examples. 4-tert-Butylstyrene was distilled before use. Benzoyl peroxide was recrystallized from CHCl3 / methanol. Toluene was distilled under nitrogen. Gas chromatographic analyses was performed on a Shimadzu instrument equipped with a 15-m SPB (poly(5%-diphenyl-95% dimethylsiloxane) normal phase fused-silica capillary column (0.53 ID). 1H NMR spectra were recorded on Varian VXR-300 or Unity p300 spectrometers at 300 MHz. Chemical shifts were reported in ppm with CHCl3 (7.27 ppm) as the internal standard. 13C NMR spectra were recorded at 75 MHz with CDCl3 (77.23 ppm) as the internal reference. Chemical shifts of 31P NMR spectra were reported in ppm with H3PO4 (0 ppm) as the internal standard. Gel permeation chromatography was performed using a Ranin SD-200 HPLC system equipped with Dynamax UV-C detector (at 254 nm). A TOSOH BIOSEP column (μm) was used. THF was used as ...
example 2
[0047] Poly(4-tert-butylstyrene)-co-poly(4-vinlybenzylchloride). A mixture of 18.3 mL of 4-tert-butylstyrene, 1.4 mL of 4-vinylbenzyl chloride and 240 mg of benzoyl peroxide were dissolved in 100 mL of toluene under nitrogen, and the solution was heated at 70° C. for 24 hours. After cooling to room temperature, the solution was added dropwise to 500 mL of methanol to precipitate the product polymer. The product polymer was characterized by 1H NMR spectroscopy (CDCl3) δ 7.2-6.1 (br, m, 44H), 4.6-4.4 (br, s, 2H), 2.0-1.4 (br, m, 33H), 1.2 (br, s, 90H).
example 3
[0048] Dye-labeled poly(4-tert-butylstyrene) supported phosphine catalyst for Michael addition. Phosphine oxide substituted styrene was prepared by dissolving 4.9 g of 4-diphenylphosphinobenzoic acid and 6 mL of dicyclohexylamine 20 mL of DMF and heating the solution to 70° C. for 20 minutes. At that point, 2.25 mL of 4-vinylbenzyl chloride was added, followed by a small amount of NaI. The mixture so formed was heated overnight. After filtration to remove the solid that formed, the DMF solution of the product was poured into water and extracted with dichloromethane. A crude product was obtained after removal of the CH2Cl2 under reduced pressure. This crude product was passed through silica gel, using 1: 1 hexanes:ethyl acetate as the eluent. Removal of the solvent yielded the product in 63% yield. 1H NMR: δ 8.2 (d, 5.9 Hz, 2H), 7.8-7.4 (m, 16H), 6.7 (dd, J=10.7, 17.5 Hz, IH), 5.8 (d, 17.5 Hz, IH), 5.4 (s, 2H), 5.2 (d, 10.7 Hz, IH). 13C NMR: δ 165.8, 136.5, 136.3, 133.4, 132.5, 132.4...
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