Abstract
Several new random copolyethers of styrene oxide (SO) and other monosubstituted oxirane as comonomer, i.e., propylene oxide (PO), isopropyl glycidyl ether (IPGE) or allyl glycidyl ether (AGE), were synthesized in THF solution at room temperature. As initiator monopotassium salt of dipropylene glycol activated by 18-crown-6 complexing agent was used. Synthesized copolyether-diols were characterized by SEC, 13C NMR and MALDI-TOF techniques. They were unimodal and had Mn = 3500–4600 and relatively low dispersity (Mw/Mn = 1.16–1.18). Low unsaturation of the products resulted from chain transfer reaction to styrene oxide. Composition of SO/PO-diol, SO/IPGE-diol and SO/AGE-diol copolymers was determined by MALDI-TOF mass spectrometry. Homopolymers were not formed during the processes.Graphical abstract
Highlights
Polyether-polyols are the most important group of polyols for synthesis of polyurethanes, which represent about 80% of the total oligo-polyols production [1, 2]
Monopotassium salt of dipropylene glycol activated by coronand 18C6 in THF solution at room temperature effectively initiates random copolymerization of styrene oxide and propylene oxide, isopropyl glycidyl ether or allyl glycidyl ether
All synthesized copolyether-diols are unimodal and have relatively low dispersity (Mw/Mn = 1.16–1.19). This value is close to the dispersities derived for catalyzed ring-opening homopolymerization of styrene oxide (SO) (1.06–1.14) [21]
Summary
Polyether-polyols are the most important group of polyols for synthesis of polyurethanes, which represent about 80% of the total oligo-polyols production [1, 2]. SO was mixed with other oxirane as comonomer and introduced to initiator solution in tetrahydrofuran It starts anionic ring-opening copolymerization, which results in random copolyether-diols (Scheme 1). Scheme 1 Synthesis of initiator and copolyether-diols by ring-opening copolymerization of styrene oxide with monosubstituted oxiranes method indicated that all copolymers are unimodal. 50/50 48/52 47/53 64/36 53/47 a Central fragment –OC3H6OC3H6O– derived from initiator as well as two end H–atoms and Na+ were omitted b Signals intensities of other macromolecules are 10 ÷ 40% c For most abundant signal in the group represent copolyether-diols which form adducts with sodium ions. 50/50 48/52 a Central fragment –OC3H6OC3H6O– derived from initiator as well as two end H–atoms and Na+ were omitted b Signals intensities of other macromolecules are 10 ÷ 40% c For most abundant signal in the group
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