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Photoinduced Strain-Assisted Synthesis of a Stiff-Stilbene Polymer by Ring-Opening Metathesis Polymerization

  • Abstract Developing a novel strategy to synthesize photoresponsive polymers is of significance owing to their potential applications. We report a photoinduced strain-assisted synthesis of main-chain stiff-stilbene polymers by using ring-opening metathesis polymerization (ROMP), activating a macrocyclic π-bond connected to a stiff-stilbene photoswitch through a linker. Since the linker acts as an external constraint, the photoisomerization to the E-form leads to the stiff-stilbene being strained and thus reactive to ROMP. The photoisomerization of Z-form to E-form was investigated using time-dependent NMR studies and UV/Vis spectroscopy. The DFT calculation showed that the E-form was less stable due to a lack of planarity. By the internal strain developed due to the linker constraint through photoisomerization, the E-form underwent ROMP by a second generation Grubbs catalyst. In contrast, Z-form did not undergo polymerization under similar conditions. The MALDI-TOF spectrum of E-form after polymerization showed the presence of oligomers of >5.2 kDa.

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Metadaten
Document Type:Article
Author:Baiju P. Krishnan, Lulu Xue, Xinhong Xiong, Jiaxi CuiORCiD
URN:urn:nbn:de:bsz:291:415-3868
DOI:https://doi.org/10.1002/chem.202002418
ISSN:0947-6539
Parent Title (English):Chemistry – A European Journal
Volume:26
Issue:65
First Page:14828
Last Page:14832
Language:English
Year of first Publication:2020
Release Date:2022/11/18
Impact:05.236 (2020)
Funding Information:Bundesministeriums für Bildung und Forschung. Grant Number: 031A360D
Open Access:Open Access
Signature:INM 2020/111
Licence (German):License LogoCreative Commons - CC BY - Namensnennung 4.0 International