Radiopolymerization of β(-)pinene: A case of chiral amplification |
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| Affiliation: | 1. Soc. Lupi Chemical Research, Via Casilina 1626/A, 00133 Rome, Italy;2. CNR, Istituto per lo studio dei Materiali Nanostrutturati, Department of Chemistry, University “La Sapienza”, P.le Aldo Moro 1, Rome, Italy;1. Institute of Nuclear Science and Technology⋅Key Laboratory for Radiation Physics and Technology of Ministry of Education, Sichuan University, Chengdu, 610064, China;2. National Engineering Research Center for Biomaterials, Sichuan University, Chengdu, 610064, China;3. Department of Mathematics and Physics, Officers College of PAP, Chengdu, 610213, China;4. Radiation Physics Technique Center, West China Hospital, Chengdu, 610041, China;5. Radiotherapy Department, The Fifth People''s Hospital of Chengdu, Chengdu, 611130, China;6. Institute of Nuclear Physics and Chemistry, China Academy of Engineering Physics, Mianyang, 621900, China;1. Martin Luther University Halle-Wittenberg, Department of Chemistry, D-06099 Halle (Saale), Germany;2. Quaid-i-Azam University Islamabad, Department of Chemistry, 45320 Islamabad, Pakistan |
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| Abstract: | β(-)Pinene was treated with γ radiation at three dose levels: 150, 300 and 600 kGy. The expected effect of radiation at these high doses was the partial racemization of the substrate as already observed in the case of other terpene monomers. Unexpectedly β(-)pinene underwent a radiopolymerization reaction into a solid resin and into a dimer. The structure of the products was studied by FT–IR spectroscopy also in comparison to a reference β(-)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 β(-)pinene monomer. The results have been discussed in terms of amplification of chirality caused by γ radiation and the implications of this fact on the mechanism of chiral amplification on prebiotic molecules. |
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