Asymmetric Radical Polymerization of Maleimides Using a Chiral Cobalt(II) Complex

Tamada, Daisuke; Miyazaki, Junichi; Kakiuchi, Kiyomi

doi:10.1021/ma991544s

Cited by 34 publications

(22 citation statements)

References 26 publications

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“…278,279 The asymmetric radical polymerizations of N-phenylmaleimide, N-cyclohexylmaleimide, and N-1-naphthylmaleimide (BM-56; R ) phenyl, cyclohexyl, and 1-naphthyl, respectively) were examined with a chiral Co(II) complex to result in optical activity of the produced polymers. 280,281 Not only the steric bulkiness but also a specific electrostatic repulsion in the monomer structure is sometimes an important factor to achieve a unique inherent stereochemistry during radical polymerization ( Figure 17). The fluoro-containing vinyl esters such as vinyl trifluoroacetate (BM-57), 2,2-bis(trifluoromehyl)propoinate (BM-58), perfluoroalkylcarboxylate (BM-59), and pentafluorobenzoate (BM-60) afforded relatively high syndiotactic polymers by reducing the cohesive intermolecular forces using fluoro-containing substituents.…”

Section: Polymerization Of Bulky Monomersmentioning

confidence: 99%

Stereospecific Living Radical Polymerization: Dual Control of Chain Length and Tacticity for Precision Polymer Synthesis

2009

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Section: Polymerization Of Bulky Monomersmentioning

confidence: 99%

Stereospecific Living Radical Polymerization: Dual Control of Chain Length and Tacticity for Precision Polymer Synthesis

2009

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“…On the other hand, some low spin Cobalt(II) complexes like cobaloximes7 and bis[(difluoroboryl)‐diphenyl gluoximato]cobalt(II),8(CoPhBF), were found to be excellent regulators of average molecular weight of polymers through catalytic chain transfer polymerization of commercially monomers, such as methyl methacrylate (MMA) or styrene. The control of stereochemistry in free radical polymerization of maleimides was obtained using a chiral Cobalt(II)complex 9. Otherwise, organometal complexes were very successful (activators) in olefins activation polymerization via ATRP process.…”

Section: Introductionmentioning

confidence: 99%

Polymerization of methyl methacrylate with Nickel(II)α‐benzoinoxime complex

Harrar-Ferfera¹,

Amrani²

2008

J of Applied Polymer Sci

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Polymerizations of methyl methacrylate (MMA) monomer initiated by a novel Ni(II)a-benzoinoxime complex have been achieved under homogeneous conditions in the 25-608C temperature range. The activity for polymerization increases with reaction temperature and by carrying out the polymerization in solution of low-polarity solvents without any induction time. The obtained polymers have weight-average molecular weights about 10 5 and slight broad polydispersity indexes (2.2 M w /M n 3.3). Dependence of rate constants polymerization and decomposition of initiator (k app and k d , respectively) on temperature was investigated and activation parameters were computed from Arrhenius plot. 1 H-NMR analysis of PMMA revealed a syndio-rich atactic microstructure in agreement with conventional radical process. Radical scavenger TEMPO effect together with microstructure and molecular weight distributions data supported that the polymerization proceed via free radical mechanism.

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“…Many studies have been carried out on the polymerization of N‐substituted maleimides because the polymers are among the most important resins in the aerospace/aircraft and electrics/electronics industries on account of their tractability, high thermal stability, high durability, fire resistance, radiation resistance, and relatively low cost 1–3. The radical and anionic polymerization behavior of N‐substituted maleimides and the thermal properties of the resulting polymers have been extensively studied by many researchers 4–15. However, the polymerizations of maleimide by coordination catalysts have been seldom reported.…”

Section: Introductionmentioning

confidence: 99%