Supramolecular polymers with reversed viscosity/temperature profile for application in motor oils

Beilstein J Org Chem. 2021 Jan 12:17:105-114. doi: 10.3762/bjoc.17.11. eCollection 2021.

Abstract

We report novel supramolecular polymers, which possess a reversed viscosity/temperature profile. To this end, we developed a series of ditopic monomers featuring two self-complementary binding sites, either the guanidiniocarbonyl pyrrole carboxylic acid (GCP) or the aminopyridine carbonyl pyrrole carboxylic acid (ACP). At low temperatures, small cyclic structures are formed. However, at elevated temperatures, a ring-chain transformation leads to the formation of a supramolecular polymer. We demonstrate that this effect is dependent on the concentration of the solution and on the polarity of the solvent. This effect can counteract the loss of viscosity of the solvent at elevated temperatures, thus opening an application of our systems as viscosity index improvers (VIIs) in working fluids. This was tested for different motor oils and led to the identification of one compound as a promising VII.

Keywords: noncovalent interactions; polymers; ring-chain transformation; supramolecular chemistry; viscosity.

Grants and funding

We thank the Fonds der Chemischen Industrie (Liebig-Fellowship to J.N.) and Evonik Industries AG for funding.