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Erschienen in: Polymer Bulletin 6/2017

24.09.2016 | Original Paper

High-performance bio-based thermosetting bismaleimide resins utilizing difurfurylidenecyclopentanone and dicinnamylidene cyclopentanone

verfasst von: Mitsuhiro Shibata, Eigo Miyazawa

Erschienen in: Polymer Bulletin | Ausgabe 6/2017

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Abstract

Difurfurylidenecyclopentanone (DFCPN) and dicinnamylidene cyclopentanone (DCCPN) were synthesized by aldol condensation reactions of cyclopentanone with furfural and cinnamaldehyde, both derived from renewable resources. The DFCPN and DCCPN were prepolymerized with 4,4′-bismaleimidodiphenylmethane (BMI) at 190 °C and then compression molded at 250 °C to produce cured DFCPN/BMI and DCCPN/BMI resins (DFCPN–BMI and DCCPN–BMI) with a molar ratio of 1/1, 1/2 or 1/3. The FT-IR spectral analysis of the cured resins and FD-MS analysis of the model reaction products using N-phenylmaleimide revealed that maleimide-rich addition copolymerization occurred. All of the cured resins except DCCPN–BMI 1/1 exhibited glass transition temperatures higher than 350 °C and 5 % weight loss temperatures higher than 450 °C, and their values increased with increasing BMI content. When cured resins with the same molar ratio were compared, DFCPN–BMI exhibited a higher flexural strength than DCCPN–BMI. Especially, DFCPN–BMI 1/1 exhibited extremely excellent flexural properties and heat resistance.

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Metadaten
Titel
High-performance bio-based thermosetting bismaleimide resins utilizing difurfurylidenecyclopentanone and dicinnamylidene cyclopentanone
verfasst von
Mitsuhiro Shibata
Eigo Miyazawa
Publikationsdatum
24.09.2016
Verlag
Springer Berlin Heidelberg
Erschienen in
Polymer Bulletin / Ausgabe 6/2017
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI
https://doi.org/10.1007/s00289-016-1815-z

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