Ring-opening polymerization of isopropylglycidyl ether (IPGE) with new catalysts of Ti, Sn, Al-alkoxides and comparison of its reactivity

Figures & data

Figure 1 ¹³C DEPT spectrum of polymers of IPGE obtained from polymerization with KO^tBu at 50 °C.

Figure 2 ¹H NMR spectrum of polymers of IPGE obtained from polymerization with KOH at 75 °C.

Figure 3 ¹³C NMR spectrum of polymers of IPGE obtained from polymerization with (C₆F₄(COO)₂)₂Ti₄O₄(OⁱPr)₄ at 75 °C.

Figure 4 ¹H NMR spectrum of polymers of IPGE obtained from polymerization with (C₆F₄(COO)₂)₂Sn₄O₅(O^tBu)₂ at 75 °C.

Table 1. Data for IPGE polymers obtained from GPC measurements.

Catalyst	T (°C)	Time (days)	M w	M n	M w/M n	Conversion (%)
KO^tBu	RT	2	3989	3115	1.28	17
KO^tBu	50	1	19,427, 8816	18,518, 8539	1.05, 1.03	63
KO^tBu	50	2	27,517, 11,852, 5642	26,778, 11,743, 5439	1.03, 1.01, 1.04	84
KOH	75	2	19,632, 6575	18,989, 5775	1.03, 1.14	64
Tetrafluorophthalate–Ti	75	3	2775, 770,552	1871, 767,550	1.48, 1.00, 1.00	44
Tetrafluorophthalate–Sn	75	3	2221, 585, 406	1822, 583, 404	1.22, 1.00, 1.01	31
Tetrafluorophthalate–Al	75	3	647, 423	647, 421	1.02, 1.00	12

Figure 5. GPC of IPGE polymers prepared at 50 °C with KO^tBu.

Figure 6. GPC of IPGE polymers prepared at 75 °C with (C₆F₄(COO)₂)₂Ti₄O₄(OⁱPr)₄.

Scheme 1 Attacking of R₁O⁻ to CHR carbon of IPGE.

Scheme 2 Attacking of IPGE to Ti center of catalyst tetrafluorophthalate–Ti complex.