Gamma-radiation induced polymerization of a chiral monomer: a new way to produce chiral amplification.
The treatment of the terpene beta(-)pinene with gamma radiation (at dose level: 150, 300 and 600 kGy) causes its polymerization into a resin and into a dimer. The yield of the resin and of the dimer appears to be linearly dependent to the radiation dose. The structure of the products was studied by FT-IR spectroscopy also in comparison to a reference beta(-)pinene resin prepared by cationic polymerization. A highly ordered structure was found in the case of the radiopolymer in comparison to the resin from cationic polymerization. Polarimetric measurements have shown astonishing enhancement in the optical activity of the radiopolymer and radiodimer in comparison to the starting optical activity of the beta(-)pinene monomer. Also DSC (differential scanning calorimetry) data supports the unexpected highly ordered structure for the beta(-)pinene radiopolymer in comparison to the resin prepared by cationic polymerization. The results have been discussed in terms of amplification of chirality caused by gamma radiation and the implications of this fact on the mechanism of chiral amplification on prebiotic molecules.
Cataldo
Franco
F
Soc. Lupi Chemical Research Institute, Via Casilina 1626/A, 00133 Rome, Italy. cdcata@flashnet.it
Brucato
John Robert
JR
Keheyan
Yeghis
Y
D005720:Gamma Rays; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry* / Q000528:radiation effects*; D013237:Stereoisomerism
D011108:Polymers