Literature DB >> 33519997

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

Jan-Erik Ostwaldt1, Christoph Hirschhäuser1, Stefan K Maier2, Carsten Schmuck1, Jochen Niemeyer1.   

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.
Copyright © 2021, Ostwaldt et al.; licensee Beilstein-Institut.

Entities:  

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

Year:  2021        PMID: 33519997      PMCID: PMC7814181          DOI: 10.3762/bjoc.17.11

Source DB:  PubMed          Journal:  Beilstein J Org Chem        ISSN: 1860-5397            Impact factor:   2.883


  15 in total

1.  Ion pair driven self-assembly of a flexible bis-zwitterion in polar solution: formation of discrete nanometer-sized cyclic dimers.

Authors:  Carsten Schmuck; Thomas Rehm; Franziska Gröhn; Katja Klein; Frank Reinhold
Journal:  J Am Chem Soc       Date:  2006-02-08       Impact factor: 15.419

2.  Formation of vesicular structures through the self-assembly of a flexible bis-zwitterion in dimethyl sulfoxide.

Authors:  Carsten Schmuck; Thomas Rehm; Katja Klein; Franziska Gröhn
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Step-wise self-assembly of a small molecule with two orthogonal binding interactions leads to single stranded linear polymers in DMSO.

Authors:  Gerd Gröger; Vladimir Stepanenko; Frank Würthner; Carsten Schmuck
Journal:  Chem Commun (Camb)       Date:  2008-12-15       Impact factor: 6.222

4.  Dynamic mechanical thermal analysis of dental polymers. I. Heat-cured poly(methyl methacrylate)-based materials.

Authors:  R L Clarke
Journal:  Biomaterials       Date:  1989-09       Impact factor: 12.479

5.  Controlled supramolecular polymerization of π-systems.

Authors:  Goutam Ghosh; Pradip Dey; Suhrit Ghosh
Journal:  Chem Commun (Camb)       Date:  2020-05-28       Impact factor: 6.222

6.  Bianthryl-based organocatalysts for the asymmetric Henry reaction of fluoroketones.

Authors:  Jan Otevrel; David Svestka; Pavel Bobal
Journal:  Org Biomol Chem       Date:  2019-05-14       Impact factor: 3.876

7.  Highly stable self-assembly in water: ion pair driven dimerization of a guanidiniocarbonyl pyrrole carboxylate zwitterion.

Authors:  Carsten Schmuck; Wolfgang Wienand
Journal:  J Am Chem Soc       Date:  2003-01-15       Impact factor: 15.419

8.  A Competing Hydrogen Bonding Pattern to Yield a Thermo-Thickening Supramolecular Polymer.

Authors:  Virgile Ayzac; Quentin Sallembien; Matthieu Raynal; Benjamin Isare; Jacques Jestin; Laurent Bouteiller
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-19       Impact factor: 15.336

Review 9.  Guanidiniocarbonyl-Pyrroles (GCP) - 20 Years of the Schmuck Binding Motif.

Authors:  Michael Giese; Jochen Niemeyer; Jens Voskuhl
Journal:  Chempluschem       Date:  2020-05       Impact factor: 2.863

10.  (R)-2,2'-Bis[N'-(3,5-dichloro-phen-yl)ureido]-1,1'-binaphthalene chloro-form disolvate.

Authors:  Roman Holakovský; Michaela Pojarová; Michal Dušek; Jan Cejka; Ivana Císařová
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-01-15
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