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Methanol-Assisted ADMET Polymerization of Semiaromatic Amides
Agostino Pietrangelo1, Adam B Burns1, Ryan T Charlton1
1ExxonMobil Technology and Engineering Company, 1545 Route 22 East, Annandale, New Jersey 08801, United States.
ACS Macro Letters
|April 18, 2023
Summary
This study introduces a new method for polymerizing semiaromatic amides using Grubbs
Area of Science:
- Polymer Chemistry
- Materials Science
Background:
- Acyclic diene metahesis polymerization (ADMET) is a powerful technique for synthesizing polymers.
- Developing novel polymers with tunable properties is crucial for advanced material applications.
Purpose of the Study:
- To develop a method for the acyclic diene metathesis polymerization of semiaromatic amides.
- To investigate the influence of reaction conditions and substituents on polymer properties.
Main Methods:
- Utilized second-generation Grubbs' catalyst for ADMET polymerization.
- Employed N-cyclohexyl-2-pyrrolidone (CHP) as a high boiling, polar solvent.
- Investigated the effect of methanol addition and hydrogenation with Wilkinson's catalyst.
Main Results:
- Synthesized semiaromatic amides with tunable melting points over a >100 °C range.
- Achieved near-quantitative saturation via hydrogenation.
- Observed hierarchical semicrystalline morphology driven by aromatic amide group interactions.
Conclusions:
- Developed a versatile method for synthesizing semiaromatic amides with controlled properties.
- Demonstrated the ability to tune polymer melting points through precise backbone substitution.
- Highlighted the importance of nonbonded interactions in dictating polymer morphology.
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