The Effect of Stereochemistry in Anionic Polymerization Modifiers

Wednesday, October 12, 2016: 10:45 AM
Rm 304-5 (David L. Lawrence Convention Center )
Terrence Hogan1, Waruna Kiridena2 and Laura Kocsis2, (1)Firestone Polymers, LLC, Akron, OH, (2)Bridgestone Americas Center for Research and Technology, Akron, OH
The influence of stereochemistry of polar modifiers on the microstructure of polybutadiene and poly(styrene-co-butadiene) was evaluated for 2,2’-ditetrahydrofurylpropane (DTHFP). The meso and D,L diastereomers were isolated from commercial 50/50 mixtures through column chromatography and characterized by 1H NMR and GC/MS. The meso-DTHFP was found to be more active than D,L-DTHFP in incorporation of vinyl during anionic polymerization. To form a polymer with approximately 55% vinyl, twice the amount of D,L-DTHFP was required compared to using pure meso-DTHFP. The mechanism for this effect will be discussed.