Acryloyl residue

Several wide-porous affinity and size-exclusion chromatographic supports were prepared by Ivanov, Zubov et al. by means of acylation of aminopropyl-glass supports by copolymers of N-vinyl pyrrolidone (N-VP,1) and acryloyl chloride (AC,2), M = 7700 and 35000 respectively [50, 51]. The copolymers prepared by free radical copolymerization contain their units almost in equimolar proportion, with high tendency to alternation expected from the copolymerization parameters (rj = 0.035, r2 = 0.15 [52]). Residual carbonyl chloride groups of the chemisorbed copolymer could be transformed to 2-hydroxyethylamides which were solely... 

Interest in Fixing Agent P (7.123) has been revived in the context of nucleophilic aminoalkyl dyes of the 7.129 and 7.131 types. Nylon pretreated with this symmetrical trifunctional reactant contains residual acryloyl sites that will undergo an addition reaction with nucleophilic dye molecules [145]. Although in theory each N-terminal amino group in the fibre can give rise to two acryloyl sites (Scheme 7.73), crosslinking between two N-... 

Freshly distilled 4-ethylaniline (20.0 g [0.16 mol]), and 300 mL of ether were added to a 1-L flask and cooled to -10 °C. Triethylamine (18.3 g [0.18 mol]) dissolved in 100 mL of ether was added and was followed by the slow addition of of acryloyl chloride (16.3 g [0.18 mol]) dissolved in 100 mL of ether. The mixture was allowed to warm to room temperature. After 18 h, 250 mL of 10% HCl was added. The two-phase solution was separated, and the ether layer was washed with 500 mL each of 10% NaHCOa and saturated NaCl. The ether solution was dried and evaporated under vacuum. The residue was recrystallized twice from a hexane/acetone solution to give 15.9 g (57%) of desired product with a melting point of 108 °C. Infrared and NMR spectra of this product and all other analogs were consistent with the structures of the desired compounds. The analytical data for the compounds prepared are given in Table I. 

The fluorinated diacrylate 6 (Figure 5) used in this study was prepared in 91 % yield by the esterification of the commercially available fluorodiol, 2,2,3,3,4,4-hexafluoropentane-l,5-diol, in dichloromethane using acryloyl chloride with triethylamine as the catalyst/acid acceptor. After isolation, purification and characterization (IR, H I R), the reaction of 6 with two equivalents of paraformaldehyde was conducted in DMSO at 85-90°C in the presence of catalytic amounts of DABCO as described in the last experiment with 4. The resulting oligomeric product 7 was dissolved in dichloromethane and the resulting solution was extracted with several portions of dilute aqueous HCl to remove the DABCO and DMSO. The solution was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. Oligomer 7, as a viscous pale yellow oil residue, was charcterized by H NMR. The 1,4- and 1,6-diene linkages were present in a ratio of 3 1. 

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