Synthesis and analysis of thermally degradable polybutadiene containing Diels-Alder adductopen access
- Authors
- Chang, Sanghoon; Kim, Yongkyun; Park, Haneul; Park, Kwangyong
- Issue Date
- Dec-2021
- Publisher
- 대한화학회
- Keywords
- cross-linked polybutadiene; Diels-Alder adduct; S(N)2 reaction; thermally degradable
- Citation
- Bulletin of the Korean Chemical Society, v.42, no.12, pp 1602 - 1609
- Pages
- 8
- Journal Title
- Bulletin of the Korean Chemical Society
- Volume
- 42
- Number
- 12
- Start Page
- 1602
- End Page
- 1609
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/50171
- DOI
- 10.1002/bkcs.12411
- ISSN
- 0253-2964
1229-5949
- Abstract
- The thermoreversible Diels-Alder reaction, a type of stimuli-responsive reversible organic reaction, is attractive because its direction can be easily controlled. In this study, the cross-linked Diels-Alder adduct-containing polybutadiene (DAPBD) was synthesized by the S(N)2 reaction of bromine-terminated polybutadiene with a furan-bismaleimide Diels-Alder adduct, and their thermodegradable behavior was analyzed by thermogravimetric analysis. DAPBD was dissociated by the retro-Diels-Alder reaction and dissolved in chlorobenzene at 132 degrees C to generate furan-terminated polybutadiene (FTPB) and bismaleimide that were identified by H-1 NMR spectroscopy. This synthetic method using premade Diels-Alder adducts is expected to enhance the thermoreversibility of the materials by significantly increasing the concentration of the Diels-Alder adduct moieties in the final DAPBD. The polymerization performed at 35 degrees C will help widen the scope of the use of such materials.
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