TY - JOUR
T1 - Synthesis of thioether-functional poly(olefin)s via ruthenium-alkylidene initiated ring-opening metathesis polymerization
AU - Gandra, Upendar Reddy
AU - Podiyanachari, Santhosh Kumar
AU - Hlil, Antsar R.
AU - Kulai, Ihor
AU - Al-Meer, Saeed
AU - Al-Hashimi, Mohammed
AU - Bazzi, Hassan S.
N1 - Publisher Copyright:
© 2019 Wiley Periodicals, Inc.
PY - 2019/8/15
Y1 - 2019/8/15
N2 - Ring-opening metathesis polymerization (ROMP) of thioether-derived oxanorbornene imide (M1) and its copolymerization with various cycloolefin comonomers such as cyclopentene (M2), cyclopent-3-en-1-ol (M3), cycloheptene (M4), and cyclooctene (M5) using Hoveyda–Grubbs second generation catalyst has been investigated. Polymerizations were performed at two different temperatures (0 and 25 °C) and the obtained functional poly(olefin)s were characterized by nuclear magnetic resonance 1H and 13C (NMR), and infrared spectroscopy as well as size exclusion chromatography, differential scanning calorimetry, and thermogravimetric analysis analyses. Additionally, the dependence of the polymer composition on the reaction temperature and monomer feed was studied with time-dependent 1H NMR experiments. Copolymerization of M1 with a five-membered cycloolefin monomer M2 showed relatively low ROMP reactivity irrespective of the reaction conditions in comparison to M3, M4, and M5 monomers. In general, the degree of monomer incorporation into poly(olefin)s were determined in the order of M5 > M3 > M4 > M2, and that sheds light on the effect of cycloolefin ring strain energies in the ruthenium-alkylidene initiated ROMP.
AB - Ring-opening metathesis polymerization (ROMP) of thioether-derived oxanorbornene imide (M1) and its copolymerization with various cycloolefin comonomers such as cyclopentene (M2), cyclopent-3-en-1-ol (M3), cycloheptene (M4), and cyclooctene (M5) using Hoveyda–Grubbs second generation catalyst has been investigated. Polymerizations were performed at two different temperatures (0 and 25 °C) and the obtained functional poly(olefin)s were characterized by nuclear magnetic resonance 1H and 13C (NMR), and infrared spectroscopy as well as size exclusion chromatography, differential scanning calorimetry, and thermogravimetric analysis analyses. Additionally, the dependence of the polymer composition on the reaction temperature and monomer feed was studied with time-dependent 1H NMR experiments. Copolymerization of M1 with a five-membered cycloolefin monomer M2 showed relatively low ROMP reactivity irrespective of the reaction conditions in comparison to M3, M4, and M5 monomers. In general, the degree of monomer incorporation into poly(olefin)s were determined in the order of M5 > M3 > M4 > M2, and that sheds light on the effect of cycloolefin ring strain energies in the ruthenium-alkylidene initiated ROMP.
KW - copolymerization
KW - cycloolefins; functional-poly(olefin)s
KW - metathesis
KW - poly(olefin)s; ROMP
KW - ring-opening metathesispolymerization (ROMP); ruthenium-alkylidene
UR - http://www.scopus.com/inward/record.url?scp=85069821611&partnerID=8YFLogxK
U2 - 10.1002/pola.29443
DO - 10.1002/pola.29443
M3 - Article
AN - SCOPUS:85069821611
SN - 0887-624X
VL - 57
SP - 1741
EP - 1747
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
IS - 16
ER -