ISSN:
0887-624X
Keywords:
crosslinked copoly(styrene-p-nitrophenylacrylate)
;
crosslinked chloromethylated polystyrene
;
nucleophilic substitution
;
site-site interactions
;
substituted hydrazines
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Crosslinked chloromethylated polystyrene (1) and crosslinked copoly(styrene-p-nitro-phenylacrylate) (3) readily reacted with 1,1-dimethylhydrazine, but the course of the reaction was strongly dependent on the structure of the backbone. Monofunctionalization was observed with chloromethylated polystyrene (1) giving the 1,1,1-dimethylhydrazinium chloride derivative (2), while high degree of additional crosslinking took place with crosslinked copoly(styrene-p-nitrophenylacrylate) (3), and additional crosslinking was also observed in functionalization with N-aminopiperidine and N-aminomorpholine. The additional crosslinking suggested a higher backbone mobility in acrylate beads (3) compared to chloromethylated polystyrene (1). The type of transformation and the degree of additional crosslinking also depended on the starting crosslinking of copoly(styrene-p-nitrophenylacrylate) (3; 3a, 2% DVB; 3b, 4% DVB; 3c, 10% DVB). Replacement of p-nitrophenol groups in copoly(styrene-p-nitrophenylacrylate) (3) with hydrazino units resulted in enhanced swelling abilities of the hydrazine derivatives (4, 5, 6) in methanol, dimethylformamide, and chloroform, while formation of the hydrazinium chloride derivative (2) from chloromethylated polystyrene (1) caused enhancement of swelling in methanol but diminished it in toluene. The degree of crosslinking of copoly(styrene-p-nitrophenylacrylate) (3) also influenced the swelling abilities of 3 and its hydrazino derivatives, being higher with 2% cross-linked resins and lower with 4% and 10% crosslinked resins. © 1996 John Wiley & Sons, Inc.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
Permalink