THIOSULFINATE-DERIVED THIOALDEHYDES AS ENOPHILES FOR MODIFICATION AND VULCANIZATION OF CIS-1,4-POLYISOPRENE VIA ALDER-ENE REACTIONS

Thioaldehydes are explored as enophiles in Alder-ene reactions for modification and crosslinking of cis-1,4polyisoprene. The highly reactive thioaldehydes were generated from thiosulfinates in conventional rubber processing equipment. Monofunctional thiosulfinates were used to graft ester and amide functional groups to cis-1,4-polyisoprene. Oligomeric thiosulfinates were used to crosslink cis-1,4-polyisoprene under mild conditions. The networks formed using these new crosslinking agents are characterized. Good mechanical properties were obtained under optimized crosslinking conditions. [doi:10.5254/rct.23.76030]

Automated summary

Thioaldehydes were used as enophiles in Alder-ene reactions for modification and crosslinking of cis-1,4polyisoprene. They were generated from thiosulfinates in rubber processing equipment. Monofunctional thiosulfinates were used to graft ester and amide functional groups, while oligomeric thiosulfinates were used for mild crosslinking of cis-1,4-polyisoprene. The resulting networks showed good mechanical properties under optimized conditions.