1979
DOI: 10.1295/polymj.11.425
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Dimeric Termination of Living Polystyrene in the Reaction with Benzyl Chloride1

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Cited by 21 publications
(21 citation statements)
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“…Literature shows that grafting of poly(styryl lithium) (PSLi) without 1,1‐diphenylethylene (DPE) end capping leads to a relatively low (∼50–60%) grafting efficiency 42–44. Takaki et al45, 46 analyzed the reason behind this low grafting efficiency. They found that the mechanism was a halogen–lithium exchange reaction that competes with the grafting.…”
Section: Resultsmentioning
confidence: 99%
“…Literature shows that grafting of poly(styryl lithium) (PSLi) without 1,1‐diphenylethylene (DPE) end capping leads to a relatively low (∼50–60%) grafting efficiency 42–44. Takaki et al45, 46 analyzed the reason behind this low grafting efficiency. They found that the mechanism was a halogen–lithium exchange reaction that competes with the grafting.…”
Section: Resultsmentioning
confidence: 99%
“…Possible side reactions can interfere with the use of VBC in the dendritic polystyrene synthesis. The reaction of living polystyryllithium with benzylic chloromethyl groups has been reported to encounter side reactions to some extent 27–31. The side products were revealed to be mainly the result of monomeric and dimeric termination of living polystyrene, and were determined to be highly dependent on the reaction solvent.…”
Section: Resultsmentioning
confidence: 99%
“…It has been reported that the use of a mixed solvent of hydrocarbon with enough aprotic polar solvent, such as THF, results in minimizing monomeric and dimeric termination of polystyryl anions in reactions with benzyl chloride. For example, the extent of dimeric termination of living polystyrene in the reaction with benzyl chloride in a mixture of benzene and THF decreased to as low as 2% when the amount of THF was increased to 29.4 vol % 29. Similarly, the reaction of polystyryllithium with an excess of p ‐VBC in a mixed solvent of benzene and THF (THF, ca.…”
Section: Resultsmentioning
confidence: 99%
“…At first, a complete functionalization of the macromonomer cannot be expected with regard to the type of endfunctionalization reaction employed here. Cross coupling reactions of alkyllithium (either polymeric or low molecular) with alkyl bromides are known to tend to side reactions such as Wurtz-coupling, metal-halogen exchange or elimination [40][41][42] . Thus it can be expected, that the macromonomer is contaminated with unfunctionalized and dimeric polymer B chains.…”
Section: Synthesismentioning
confidence: 99%