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Synthesis and ring‐opening polymerization of co‐cyclic(aromatic aliphatic disulfide) oligomers
Author(s) -
Chen K.,
Liang Z. A.,
Meng Y. Z.,
Hay A. S.
Publication year - 2003
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.416
Subject(s) - dithiol , polymer chemistry , polymerization , glass transition , chemistry , polymer , ring (chemistry) , aromatic amine , ring opening polymerization , catalysis , amine gas treating , organic chemistry
An effective approach was presented for the synthesis of co‐cyclic(aromatic aliphatic disulfide) oligomers by catalytic oxidation of aromatic and aliphatic dithiols with oxygen in the presence of a copper‐amine catalyst. The aromatic dithiols can be 4,4′‐oxybis(benzenethiol), 4,4′‐diphenyl dithiol, 4,4′‐diphenylsulfone dithiol. The aliphatic dithiols can be 1,2‐ethanedithiol, 2,3‐butanedithiol, 1,6‐hexane dithiol. The co‐cyclic(aromatic aliphatic disulfide) oligomers were characterized by gradient HPLC, MALDI‐TOF‐MS, GPC, 1 H‐NMR, TGA, and DSC techniques. The glass transition temperatures of these co‐cyclics ranged from −11.3 to 56.6°C. In general, these co‐cyclic(aromatic aliphatic disulfide) oligomers are soluble in common organic solvents, such as CHCl 3 , THF, DMF, DMAc. These co‐cyclic oligomers readily underwent free radical ring‐opening polymerization in the melt at 180°C, producing linear, tough and high molecular weight poly(aromatic aliphatic disulfide)s. The glass transition temperatures of these polymers ranged from −3.7 to 107.8°C that are higher than those of corresponding co‐cyclics. Copyright © 2003 John Wiley & Sons, Ltd.

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