Synthesis and polymerization of unsaturated derivatives of adamantane

Новиков, С. С.; Khardin, A. P.; Radchenko, S. S.; Zlotin, Sergei G.; Orlinson, B. S.

doi:10.1007/bf00924564

Cited by 1 publication

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“…5 Many adamantane derivatives also exhibit enhanced thermal stability because of reduced ease of elimination reactions of substituents at the bridgehead position compared to those of a typical tertiary carbon. 2,5 There are two patents 9,10 describing adamantaneincorporating vinyl monomers, which are basically formulations for specific applications such as photosensors, and several publications 2,11 mostly studying the polymerization kinetics. Here we focus on adamantanecontaining methacrylate esters with different spacers varying in length and rigidity, phenylene and methylene, between the adamantane and the polymer backbone.…”

Section: Introductionmentioning

confidence: 99%

“…There are two patents , describing adamantane-incorporating vinyl monomers, which are basically formulations for specific applications such as photosensors, and several publications , mostly studying the polymerization kinetics. Here we focus on adamantane-containing methacrylate esters with different spacers varying in length and rigidity, phenylene and methylene, between the adamantane and the polymer backbone.…”

Section: Introductionmentioning

confidence: 99%

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Evaluation of the Spacer Effect on Adamantane-Containing Vinyl Polymer T_g's

et al. 2000

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Two new adamantane-containing methacrylates having methylene and phenyl spacers between the adamantane and the methacrylate were synthesized: 1-adamantylmethyl methacrylate (AdMMA, 1) and 4-(1-adamantyl)phenyl methacrylate (AdPMA, 2). The homopolymer of 1 had a T g of 201 °C while 2 showed a Tg of 253 °C. Copolymers of both monomers with styrene (St) showed significant Tg increases over PSt. The incremental increase obtained with AdPMA per adamantane unit is the highest of all vinyl monomers reported to date, to the best of our knowledge, with a value of 2.2 °C/mol %. Both sets of copolymers showed higher incorporation of adamantane monomers in the copolymer than the feed, with reactivity ratios calculated to be r1(St) ) 0.22 and r2(AdPMA) ) 1.52 and r1(St) ) 0.94 and r2(AdMMA) ) 1.54.

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