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A novel approach to soluble polystyrenes functionalized by tri‐ n‐ butyltin carboxylates
Author(s) -
Dalil Hassan,
Biesemans Monique,
Teerenstra Marcel,
Willem Rudolph,
Angiolini Luigi,
Salatelli Elisabetta,
Caretti Daniel
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(20000801)201:12<1266::aid-macp1266>3.0.co;2-o
Subject(s) - chemistry , monomer , copolymer , polymer chemistry , tin , polymerization , styrene , hydrolysis , tributyltin , polymer , organic chemistry
The methyl esters ( 5 a and 5 b ) of two ω‐ (para styryl)alkanoic acids, 3‐ p‐ styryl propionic and 5‐ p‐ styryl pentanoic acid, were respectively synthesized from 3‐phenyl propionic acid and 5‐phenyl pentanoic acid in four reaction steps. These esters have been submitted to radical copolymerization with styrene affording the corresponding copolymers. The methyl ester functions were subsequently converted into the tri‐ n‐ butyltin carboxylates using bis(tributyltin) oxide. This approach by‐passes complications of radical polymerization inhibition due to the presence of tin in the monomers. It also avoids undesired, uncontrolled early stage polymerization of styryl moieties during the hydrolysis of the methyl esters into the corresponding carboxylic acid precursors of the monomeric tin carboxylates. Finally, it reduces significantly the polymerization time. Characterizations of the tin functionalized polymers in solution and solid state by NMR, IR and thermal techniques allow us to conclude that the tin atoms are tetracoordinated.