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Article ; Online: Revisiting the Synthesis of Cellulose Acrylate and Its Modification via Michael Addition Reactions.

Okamoto, Hiroya / Taniguchi, Tsuyoshi / Takekuma, Motohiro / Mashio, Asami S / Wong, Kuo H / Hasegawa, Hiroshi / Nishimura, Tatsuya / Maeda, Katsuhiro

Biomacromolecules

2023  Volume 24, Issue 8, Page(s) 3767–3774

Abstract: The synthesis of cellulose acrylate from cellulose with acryloyl chloride has been problematic due to unexpected gelation of the reaction mixture, but we discovered that the use of bulky amines was crucial for the reproducibility of the synthesis of ... ...

Abstract The synthesis of cellulose acrylate from cellulose with acryloyl chloride has been problematic due to unexpected gelation of the reaction mixture, but we discovered that the use of bulky amines was crucial for the reproducibility of the synthesis of cellulose acrylate. The solubility of the obtained cellulose acrylate depended on the reaction conditions due to the possible cross-linking oxa-Michael reaction between a remaining hydroxy group and the introduced acrylate group. The synthesized cellulose acrylate worked as a useful precursor of chemically modified cellulose materials because it reacted with various functionalized nucleophiles such as secondary amines and thiols as a Michael donor. This method was applied to the synthesis of
MeSH term(s) Reproducibility of Results ; Cellulose ; Solubility ; Amines ; Acrylates
Chemical Substances Cellulose (9004-34-6) ; Amines ; Acrylates
Language English
Publishing date 2023-07-25
Publishing country United States
Document type Journal Article ; Research Support, Non-U.S. Gov't
ISSN 1526-4602
ISSN (online) 1526-4602
DOI 10.1021/acs.biomac.3c00436
Database MEDical Literature Analysis and Retrieval System OnLINE

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