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Chemical Modifications of Condensation Polymers, Chloromethylation and Quaternization.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Wu, Shih-Jen |
| Copyright Year | 1983 |
| Abstract | Chloromethyl methyl ether, 6, generated In situ by reaction of dimethoxymethane with acetyl chloride, was employed to chloromethylate condensation polymers containing oxy-l,4-phenylene repeat unit, i.e. poly(oxy-2,6-dimethyl-l,4-phenylene), 3* polyarylether sulfone, 4, and acetylated phenoxy resin, 10. To minimize concomitant crosslinking, the optium reaction ratios are 20:1:0.1 for reagent 6 to polymer to SnCl^ catalyst. One chloromethyl group per activated aromatic ring could be introduced: the corresponding concentration of active sites were 5.8, 3.5, and 4.6 meq/g for derivatives of 3, 4, and 10, respectively. All of the derivatives were characterized by NMR, DTA, and TGA techniques. A model segment of polyarylether sulfone was synthesized by condensing 4-chlorophenyl phenyl sulfone with the disodium salt of bisphenol-A. Chloromethylation of the model segment yielded a bischloromethyl derivative, 14. Quaternization of 14 with tertiary amines in DMSO proceeded to completion: no deviation from second order kinetics was observed. The initial quaternization rate of chloromethylated polyether sulfone, 9, with either triethylamlne or quinuclidine was nearly identical to that of 14 under comparable conditions, but decelera tion of the reaction on the polymer was apparent at approximately 50% conversion. The rate retardation could not be attributed to steric effects, the extent of chloromethylation of 4, or salt effect. |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | https://digitalcommons.lsu.edu/cgi/viewcontent.cgi?article=4947&context=gradschool_disstheses |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
