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[IrO$_{4}$]$^{+}$ at the IX (+9) oxidation state observed, report states

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Anionic polymerization of fluorine-substituted phenyl methacrylates

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Anionic polymerization of fluorine-substituted phenyl methacrylates

Content Provider	Springer Nature Link
Author	Li, Bin Zhou, Pan Chen, Yuefei Jiang, Biao Zhu, Hongping
Copyright Year	2014
Abstract	Synthesis and anionic polymerization of the fluorine-substituted phenyl methacrylates are herein reported. A series of mono-, di-, and multi-substituted fluorophenyl methacrylates H$_{2}$C=C(CH$_{3}$)C(O)OC$_{6}$H$_{4}$F-4 (M $^{ 1a }$), H$_{2}$C=C(CH$_{3}$)C(O)OC$_{6}$H$_{4}$F-3 (M $^{ 1b }$), H$_{2}$C=C(CH$_{3}$)C(O)OC$_{6}$H$_{3}$F$_{2}$-2,4 (M $^{2}$), H$_{2}$C=C(CH$_{3}$)C(O)OC$_{6}$H$_{2}$F$_{3}$-2,3,4 (M $^{3}$), H$_{2}$C=C(CH$_{3}$)C(O)OC$_{6}$HF$_{4}$-2,3,5,6 (M $^{4}$), and H$_{2}$C=C(CH$_{3}$)C(O)OC$_{6}$F$_{5}$ (M $^{5}$) were synthesized and characterized. Initially, the polymerization was carried out on the monomer M $^{ 1a }$ by using nBuLi, tBuLi, and KH as the respective catalysts; this approach produced the polymers in yields of 12%–50%, but with lower molecular weights. Similar results were obtained by using tBuLi for catalytically polymerizing the other five monomers. By introducing a co-catalyst MeAl(BHT)$_{2}$, the catalysts NaH, LiH, and tBuOLi each were tested to polymerize M1a, which gave the polymers in very low yields (3%–7%). Polymer yields of 13%–27% were obtained by each of the catalysts LiAlH$_{4}$, nBuLi, PhLi, and tBuLi in connection with MeAl(BHT)$_{2}$, but a better yield (61%) was achieved with KH/MeAl(BHT)$_{2}$. The KH/MeAl(BHT)$_{2}$ catalyst system was further employed to polymerize M $^{ 1b }$ and M $^{2}$, which afforded respective polymer yields of 12%–63% and 10%–53%, depending on the molar ratios of KH:MeAl(BHT)$_{2}$ as well as on the monomer concentrations. All of the polymers produced were syndiotactically rich in structure, as indicated by either $^{1}$H or $^{19}$F NMR data. The polymerization mechanism by the combined catalyst system is proposed.
Starting Page	107
Ending Page	113
Page Count	7
File Format	PDF
ISSN	16747291
Journal	Science in China Series B: Chemistry
Volume Number	58
Issue Number	1
e-ISSN	18691870
Language	English
Publisher	Science China Press
Publisher Date	2014-12-10
Publisher Place	Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	fluorophenyl methacrylates the combined catalyst system anionic polymerization syndiotactic polymer $^{1}$H and $^{19}$F NMR data Chemistry/Food Science
Content Type	Text
Resource Type	Article
Subject	Chemistry

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