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Reworkable Polyhydroxyurethane Films with Reversible Acetal Networks Obtained from Multifunctional Six-Membered
Hiroyuki Matsukizono1, Takeshi Endo1
1Molecular Engineering Institute, Kindai University , 11-6 Kayanomori, Iizuka, Fukuoka 820-8555, Japan.
Journal of the American Chemical Society
|January 10, 2018
Summary
New reworkable poly(acetal-hydroxyurethane) films were created using multifunctional cyclic carbonates. These materials offer tunable properties and can be reformed, showcasing potential for sustainable polymer applications.
Area of Science:
- Polymer Chemistry
- Materials Science
- Organic Synthesis
Background:
- Developing sustainable and recyclable polymer materials is crucial.
- Traditional polymers often lack efficient recycling or reprocessing methods.
- Acetal linkages offer potential for reversible polymer networks.
Purpose of the Study:
- To synthesize novel multifunctional cyclic carbonates (6-CCs) with acetal structures.
- To fabricate reworkable poly(acetal-hydroxyurethane) (PAHU) films using these 6-CCs.
- To investigate the properties and reworkability of the resulting PAHU films.
Main Methods:
- Phosgene-free synthesis of multifunctional 6-CCs from protected di(trimethylolpropane) and multifunctional aldehydes.
- Polyaddition reaction between 6-CCs and diamines in DMF to form PAHU films.
- Characterization of film properties including transparency, flexibility, and reworkability via acid catalysis.
Main Results:
- Successfully synthesized multifunctional 6-CCs containing acetal linkages.
- Fabricated transparent and flexible networked PAHU films.
- Demonstrated reworkability of the PAHU films through acid-catalyzed cleavage and reformation of acetal bonds.
- Achieved reproducible reformation of films, especially those with high-functionality 6-CCs, while retaining mechanical properties.
Conclusions:
- Multifunctional 6-CCs provide a viable route to reworkable PAHU films.
- The acetal linkage's acid-catalyzed reversibility enables efficient material reprocessing.
- These findings contribute to the development of recyclable and sustainable polymer materials.
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