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Please use this identifier to cite or link to this item: http://repository.li.mahidol.ac.th/dspace/handle/123456789/50564
Title: Roles of dinuclear bridging bidentate zinc/stearate complexes in sulfur cross-linking of isoprene rubber
Authors: Yuko Ikeda
Yuta Sakaki
Yoritaka Yasuda
Preeyanuch Junkong
Takumi Ohashi
Kosuke Miyaji
Hisayoshi Kobayashi
Kyoto Institute of Technology
Mahidol University
Keywords: Chemistry
Issue Date: 10-Jun-2019
Citation: Organometallics. Vol.38, No.11 (2019), 2363-2380
Abstract: © 2019 American Chemical Society. The roles of the intermediate [Zn2(μ-O2CC17H35)2]2+·4X (X; a hydroxyl group, water, and/or a rubber segment) in the sulfur cross-linking of isoprene rubber are clarified for the first time using in situ time-resolved zinc K-edge X-ray absorption fine structure spectroscopy and in situ time-resolved infrared spectroscopy along with density functional theory calculations. The combined experimental and computational investigation suggests that N-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine (CBS) is most easily hydrolyzed on the dinuclear bridging bidentate zinc/stearate intermediate, when a water molecule coordinates to the zinc cation opposite the zinc cation which is coordinated by the nitrogen atom of the benzothiazole group in CBS. The newly produced intermediate with coordinated 1,3-benzothiazole-2-thiolate and cyclohexylamine (CHA) is also found to most readily induce a sulfur insertion among possible candidates to generate subsequent intermediates, when CHA is removed from the intermediate and a water molecule coordinates to the zinc cation which is coordinated by the nitrogen atom of benzothiazole group. The novel dinuclear bridging bidentate zinc/stearate complexes apparently accelerate the sulfur cross-linking of isoprene rubber. Despite the long history of rubber science and technology, these intermediates have been mysterious. The present work will clarify the vulcanization mechanism and will advance the rubber chemistry for a new paradigm of vulcanization technique in the 21st century.
URI: http://repository.li.mahidol.ac.th/dspace/handle/123456789/50564
metadata.dc.identifier.url: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85067052013&origin=inward
ISSN: 15206041
02767333
Appears in Collections:Scopus 2019

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