6533b7d1fe1ef96bd125d660

RESEARCH PRODUCT

Thiol-functionalized ROMP polymers via Sacrificial Synthesis

Stefan HilfAndreas F. M. Kilbinger

subject

chemistry.chemical_classificationPolymers and PlasticsOrganic ChemistryThioacetalPolymerROMPMetathesisInorganic Chemistrychemistry.chemical_compoundEnd-groupMonomerchemistryPolymerizationPolymer chemistryMaterials ChemistryImide

description

The synthesis of well-defined and highly functionalized thiol-functionalized polymers has been accomplished via the ring-opening metathesis polymerization (ROMP). A sacrificial synthesis-based approach was chosen for this interesting functional group since it has proven to give precise control over molecular weight and selective placement of end-groups on a different functionality before. Thiol-functionalized ROMP-polymers were successfully synthesized employing thioacetal monomers, which can be cleaved by hydrogenation leaving the desired thiol group behind. The placement of this highly reactive functional group at one chain end of a poly(norborneneimide) is demonstrated by analytical methods such as MALDI−ToF mass spectroscopy and 1H NMR of derivatized polymers. By kinetic measurements, the functionalization efficiency and the polymerization characteristics of the used dithiepine monomer were determined. In a first demonstration, the coating of gold nanoparticles is shown as one interesting application ...

https://doi.org/10.1021/ma900036c