Wydział Chemii

Jolanta Ejfler

Katarzyna Krauzy-Dziedzic

Sławomir Szafert

Tadeusz Lis

Piotr Sobota

2009

Macromolecules

42

4008-4015

10.1021/ma900336m

Naukowa

Angielski

Artykuł

New chiral and achiral benzoxazine monomers (S)-α-3-methylbenzyl-3,4-dihydro-6,8-di-tert-butyl-2H-1,3-benzoxazine and rac-α-3-methylbenzyl-3,4-dihydro-6,8-di-tert-butyl-2H-1,3-benzoxazine were prepared by Mannich condensation from enantiomerically pure (S-α) and racemic (rac) methylbenzylamine H₂NCH(CH₃)C₆H₅, formaldehyde and 2,4-di-tert-butylphenol. Their DSC exhibit exotherms at 291 and 263 °C which correspond to oxazine thermal polymerization. The resulted polymers show very low T_g values of 31 and 19 °C for poly-S-1 and poly-rac-1, respectively. Higher value for the polymer obtained from enantiomerically pure monomer results from the monomer derived stereoregularity of the polymer. A comparison of thermal stabilities of both polymers showed significantly lower heat resistance for the polymer obtained from racemic monomer. The resulted data are compared with those obtained for similar rac-α-3-methylbenzyl-3,4-dihydro-8-(1,1,3,3-tetra-methylbutyl)-2H-1,3-benzoxazine with a free ortho position at the phenyl.

https://doi.org/10.1021/ma900336m

https://www.acs.org/content/acs/en.html