Atom transfer polymerisation of methyl methacrylate: use of chiral aryl/alkyl pyridylmethanimine ligands; with copper(I) bromide and as structurally characterised chiral copper(I) complexes
UNSPECIFIED (1998) Atom transfer polymerisation of methyl methacrylate: use of chiral aryl/alkyl pyridylmethanimine ligands; with copper(I) bromide and as structurally characterised chiral copper(I) complexes. JOURNAL OF MATERIALS CHEMISTRY, 8 (7). pp. 1525-1532. ISSN 0959-9428Full text not available from this repository.
The use of chiral catalysts in the living radical polymerisation of methyl methacrylate via atom transfer polymerisation (ATP) has been investigated in an effort to control the stereochemistry of the polymer backbone. Two enantiomerically pure chiral catalysts have been prepared and used in the ATP of methyl methacrylate: the structurally characterised complex, bis[N-(1-phenylethyl)-2-pyridylmethanimine] copper(I) tetrafluoroborate, [Cu(C14H14N2)(2)][BF4], and the reaction product of copper(I) bromide with N-(1-cyclohexylethyl)-2-pyridylmethanimine, [Cu(C14H20N2)(2)][Br]. Both catalysts were found to be suitable for the ATP of methyl methacrylate in conjunction with either ethyl 2-bromo-2-methylpropanoate in xylene at 90 degrees C or 4-methoxybenzenesulfonyl chloride in diphenyl ether at 90 degrees C. The system yields polymer of relatively narrow polydispersity; however, the use of these chiral catalysts did not significantly affect the stereochemistry of the polymer backbone. This may be due to the chiral centre being too distant from the propagating site to exert any influence over the monomer addition step, or that the reaction proceeds via a completely free-radical mechanism. This is, however, the first time a discrete, structurally characterised copper complex has been used as an effective ATP catalyst. The bond lengths of the complexed ligand indicate the oxidation state of the copper to be + 1 in the complex.
|Item Type:||Journal Article|
|Subjects:||Q Science > QD Chemistry
T Technology > TA Engineering (General). Civil engineering (General)
|Journal or Publication Title:||JOURNAL OF MATERIALS CHEMISTRY|
|Publisher:||ROYAL SOC CHEMISTRY|
|Number of Pages:||8|
|Page Range:||pp. 1525-1532|
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