Tertiaryaminoalkyllithium initiators and the preparation thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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540450, 540476, 540477, 540484, 546345, 546346, 546348, 548400, 564463, 564510, 502157, 526180, 526340, C07D22306, C08F 448

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active

058521895

ABSTRACT:
Relatively pure tertiaryaminoalkyllithium initiators suitable for anionic polymerization reactions are prepared at low temperatures in an organic ether by reacting an equivalent excess of lithium metal with a tertiaryaminoalkylhalide. The lithium initiators are very stable at moderate temperatures when the ether is replaced by an aliphatic, a cycloaliphatic, or an aromatic solvent. Yields of the initiator in excess of 98% are readily achieved.

REFERENCES:
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An article entitled "3-Dimethylaminopropyl-Lithium-An Analytical and Kinetic Investigation of a New Initiator system for Polymer Synthesis," by C. D. Eisenbach, H. Schnecko, and W. Kern, European Polymer Journal, vol. 11, pp. 699-704, Pergamon Press, 1975.
An article entitled "Anionic Functional Initiators. 1: 3-Dimethylaminopropyllithium as an Initiator for the Synthesis of Bi-and Difunctional Polybutadienes," by Malcolm J. Stewart, Neil Shepherd and David M. Service, British Polymer Journal 22, (1990), pp. 319-325.
An article entitled "Anionic Polymerization of Isoprene, Butadiene and Styrene with 3-Dimethylaminopropyllithium," by Stergios Pispas, Marinos Pitsikalis and Nikos Hadjichristidis, Department of Chemistry, University of Athens, Greece, and Patrizia Dardani and Francesco Morandi, Milano, Italy, Butterworth Heinemann Polymer, vol. 36, No. 15, pp. 3005-3011, 1995.
An article entitled "Preparation of Polystyrene Labeled with Amino Groups at Specific Sites" by D. J. Worsfold, Journal of Polymer Science: Polymer Chemistry Edition, Vo. 21, pp. 2237-2240 (1983). Published by John Wiley & Sons, Inc.

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