# Modularly prepared segmented fluorinated silicones and their anomalous microstructure dependent flow behavior

**Authors:** Analise C. Migliaccio, Nathan J. Weeks, Scott T. Iacono

PMC · DOI: 10.1039/d5ra03087k · RSC Advances · 2025-06-24

## TL;DR

Scientists created fluorinated silicones with unique flow properties by using a coupling reagent in chemical reactions, aiming for use in space lubricants.

## Contribution

A new method for preparing fluorinated silicones with tunable properties using octafluorocyclopentene and eugenol-based monomers.

## Key findings

- High-purity, high molecular weight monomers were synthesized in multi-gram quantities.
- Segmented fluorosilicones showed adaptable structure–property relationships suitable for lubricants.
- Rheological studies revealed anomalous microstructure-dependent flow behavior.

## Abstract

Octafluorocyclopentene was used as a coupling reagent by undergoing a series of efficient and regio-controlled addition–elimination reactions with eugenol and alkyldiols/bisphenols to prepare terminally unsaturated monomers. Structural characterization revealed these high molecular weight monomers can be obtained with high purity and in multi-gram quantities with minimal purification. The eugenolic-based monomers underwent Pt-catalyzed hydrosilylations with hydride-terminated polydimethylsilane oligomers to prepare a versatile pool of segmented fluorosilicones. Polymer characterization included molecular weight determination, calorimetric studies, thermo-gravimetric analysis, and rheology. Of particular interest as next-generation lubricants for in-space applications, these fluorosilicones possess adaptable structure–property relationships by nature of the segment substitution.

Octafluorocyclopentene was used as a coupling reagent by undergoing a series of efficient and regio-controlled addition–elimination reactions with eugenol and alkyldiols/bisphenols to prepare terminally unsaturated monomers.

## Linked entities

- **Chemicals:** octafluorocyclopentene (PubChem CID 11212), eugenol (PubChem CID 3314), bisphenols (PubChem CID 6626)

## Full-text entities

- **Chemicals:** bisphenols (MESH:C543008), silicones (MESH:D012828), Pt (MESH:D010984), Polymer (MESH:D011108), Octafluorocyclopentene (-), eugenol (MESH:D005054)

## Full text

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## Figures

8 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12186765/full.md

## References

30 references — full list in the complete paper: https://tomesphere.com/paper/PMC12186765/full.md

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Source: https://tomesphere.com/paper/PMC12186765