Helix-Sense-Selective Radical Polymerization of N-(Triphenylmethyl)methacrylamides and Properties of the Polymers

Autor:	Yoshio Okamoto, Yuji Hotta, Naohiro Hoshikawa, Chiyo Yamamoto
Rok vydání:	2006
Předmět:	chemistry.chemical_classification Polymers and Plastics Chemistry Radical polymerization Solution polymerization Polymer chemistry.chemical_compound Monomer Polymerization Tacticity Polymer chemistry Materials Chemistry Radical initiator Methacrylamide
Zdroj:	Polymer Journal. 38:1258-1266
ISSN:	1349-0540 0032-3896
DOI:	10.1295/polymj.pj2006087
Popis:	N-(Triphenylmethyl)methacrylamide (TrMAM) and N-[di(4-butylphenyl)-phenylmethyl]methacrylamide (DBuTrMAM) were polymerized using a radical initiator. The obtained poly(TrMAM) was insoluble in common organic solvents, but poly(DBuTrMAM) was soluble in chloroform and THF. Both polymers were dissolved in conc. H2SO4 accompanied by cleavage of the side groups to give poly(methacrylamide) (poly(MAM)). The 1H NMR of the polymers in D2SO4 indicated that the polymers obtained at low temperature were nearly 100% isotactic. The poly(MAM) with almost 100% isotacticity showed a crystallinity. The poly(DBuTrMAM) formed a lyotropic crystalline phase in chloroform. The radical polymerization of the monomers in the presence of various chiral additives produced optically active polymers having a prevailing helicity. The optically active poly(TrMAM) exhibited a low chiral recognition.
Databáze:	OpenAIRE
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