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Sulfur‐Containing Polyesters, 9. The Synthesis and Characterization of New Diphenylmethane‐Derivative Thiopolyester Diols and Their Use for the Preparation of Thermoplastic Polyurethanes
Author(s) -
Kultys Anna
Publication year - 2001
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(20011201)202:18<3523::aid-macp3523>3.0.co;2-x
Subject(s) - diphenylmethane , thermoplastic elastomer , materials science , polymer chemistry , hexamethylene diisocyanate , polyester , ether , condensation polymer , glass transition , backbone chain , thermoplastic , polymer , organic chemistry , polyurethane , chemistry , composite material , copolymer , catalysis
The new linear thiopolyester diols (PEs) containing sulfur in the main chain were prepared by melt polymerization of newly obtained diphenylmethane‐4,4′‐bis(methylthiopropionic acid) with excess of 1,4‐butanediol, 1,5‐pentanediol, and 1,6‐hexanediol. All these PEs ( M̄ n of ≈2 000) were converted to thiopoly(ester‐urethane)s (PEUs) by addition reaction with hexamethylene diisocyanate (HDI) or 4,4′‐diphenylmethane diisocyanate (MDI) which was carried out in melt at a ratio of NCO/OH = 1 or 1.05. The resulting thermoplastic PEUs were elastomeric products, completely amorphous from MDI, with glass transition temperatures ranging from –22 to –8°C. Segmented PEUs (hard segment content ≈53–60 wt.‐%) prepared by using PEs, HDI or MDI, and bis[4‐(6′‐hydroxyhexylthio)phenyl] ether as chain extender were elastomeric materials, particularly those from MDI, with tensile strength of 9.4–12.7 MPa. All the polymers were thermally stable up to 200–270°C. The structures of the polymers were determined by Fourier transform infrared, 1 H NMR, and X‐ray analysis.