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A hydrocarbon‐soluble difunctional orgaolithium anionic initiator. Synthesis of 2,2‐bis[3‐(1‐lithio‐2,3‐dimethylpentyl)‐4‐methoxyphenyl]propane
Author(s) -
Sanderson Ronald D.,
Roediger Andrew H. A.,
Summers Gabriel J.
Publication year - 1994
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.1994.210340207
Subject(s) - dilithium , chemistry , propane , polybutadiene , polymer chemistry , anionic addition polymerization , molar mass distribution , polymerization , telechelic polymer , solvent , hydrocarbon , stoichiometry , copolymer , organic chemistry , end group , polymer , ion , deprotonation
The reaction of stoichiometric amounts of sec ‐butyllithium with 2,2‐bis[3‐(1‐propenyl)‐4‐methoxyphenyl]propane ( 4 ) produces a new difunctional organolithium initiator, 2,2‐bis[3‐(1‐lithio‐2,3‐dimethylpentyl)‐4‐methoxyphenyl] propane, which is soluble in hydrocarbon solvent in the absence of any polar additive. Following isolation and purification by gas liquid chromatography, the structures of ( 4 ) and the methanolysis product of the difunctional initiator were characterized by 1 H NMR, FTIR and mass spectroscopy and elemental analysis. The dilithium initiator is effective for the polymerization of 1,3‐butadiene and allows the preparation of polybutadienes with predictable molecular weights, narrow, monomodal molecular weight distribution and low 1,2‐diene microstructure.