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Renewable Isohexide-Based, Hydrolytically Degradable Poly(silyl ether)s with High Thermal Stability
Srikanth Vijjamarri1, Marianne Hull1, Edward Kolodka2
1Department of Chemistry, University of North Dakota, 151 Cornell Street Stop 9024, Grand Forks, North Dakota, 58202, USA.
Chemsuschem
|June 30, 2018
Summary
New degradable poly(silyl ether)s (PSEs) were synthesized from bio-based materials. These high-performance polymers exhibit excellent thermal stability and degrade effectively under hydrolysis.
Area of Science:
- Polymer Chemistry
- Materials Science
- Organic Synthesis
Background:
- Poly(silyl ether)s (PSEs) are a class of polymers with tunable properties.
- Developing sustainable and degradable polymers from bio-based resources is a key area of research.
- Efficient catalytic methods are crucial for synthesizing high-molecular-weight polymers.
Purpose of the Study:
- To synthesize novel degradable poly(silyl ether)s using bio-based monomers.
- To investigate the catalytic efficiency of a manganese salen nitrido complex in polymer synthesis.
- To characterize the thermal properties and degradability of the synthesized polymers.
Main Methods:
- Dehydrogenative cross-coupling polymerization of bio-based 1,4:3,6-dianhydrohexitols (isosorbide and isomannide) with hydrosilanes.
- Catalysis using an air-stable manganese salen nitrido complex: [MnV N(salen-3,5-tBu2 )].
- Characterization of polymer molecular weight, thermal stability (T-5%, Tg), and degradability via hydrolysis.
Main Results:
- High-molecular-weight poly(silyl ether)s were successfully synthesized, with molecular weights up to 17000 g mol-1.
- Synthesized polymers demonstrated high thermal stability, with decomposition temperatures ranging from 347-446 °C and glass transition temperatures from 42-120 °C.
- Structure-property relationships indicated that steric bulk and molecular weight significantly influence thermal properties.
- Effective degradation of the polymers into small molecules was achieved under both acidic and basic hydrolysis conditions.
Conclusions:
- Bio-based 1,4:3,6-dianhydrohexitols can be effectively polymerized with hydrosilanes to yield degradable poly(silyl ether)s.
- The manganese salen nitrido complex is an efficient catalyst for this polymerization, enabling the synthesis of high-molecular-weight materials.
- The synthesized poly(silyl ether)s offer a promising combination of high thermal stability and controlled degradability, suitable for various applications.
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