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Radical telomerization of 1,3‐butadiene with perfluoroalkyl iodides
Author(s) -
Lebreton Pierre,
Ameduri Bruno,
Boutevin Bernard,
Corpart JeanMarc,
Juhue Didier
Publication year - 2000
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/1521-3935(20000601)201:10<1016::aid-macp1016>3.0.co;2-h
Subject(s) - telomerization , 1,3 butadiene , chemistry , polymer chemistry , solvent , adduct , acetonitrile , molar mass , peroxide , organic chemistry , catalysis , polymer
The radical telomerization of 1,3‐butadiene in the presence of 1‐iodoperfluorohexane and 1‐iodoperfluorooctane (R F I) is presented. Experimental parameters (such as the nature of the radical initiator, temperature, solvent and initial molar ratios of the reactants) were varied to increase both 1,3‐butadiene and R F I conversions. Best conditions are reached at 140–150°C with di‐ tert ‐butyl peroxide as initiator and acetonitrile as solvent. According to different conditions, the monoadduct and higher order telomers were synthesized with average number molecular weights ranging from 250 to 4 000 as determined by 1 H NMR spectroscopy and elemental analysis. 80% of the 1,4‐adducts were noted to lack a terminal iodine atom. The transfer constant of R F I towards 1,3‐butadiene was determined to be C T = 2.59 at 145°C which induces the formation of nonfunctional oligomers when a high [butadiene] 0 /[R F I] 0 molar ratio was used.