Polyurethanes containing binaphthyl groups

Polyurethanes containing binaphthyl groups were synthesized by reaction of diisocyanates – 4,4'-diphenylmethane diisocyanate (MDI), 2,4-toluylene diisocyanate (TDI) and hexamethylene diisocyanate (HDI) – with 2,2'-(1,1'-binaphthyl-4,4'-ylenedioxy)diethanol (3). The polyurethane obtained from 3 with MDI has an intrinsic viscosity [η]90DMSO90°C of 0,14 dl · g−1 and a melting point of 244 – 260°C, that from 3 with TDI has an [η]90°CDMSO of 0,12 dl · g−1 and a melting point of 181 – 191°C, and that from 3 with HDI has an [η]90°CDMSO of 0,11 dl · g−1 and a melting point of 222 – 241°C. These polymers were found to be crystalline. Segmented polyurethanes (SPU) from 3 with prepolymers of poly(tetramethylene glycol) (PTG), (M = 1079) and MDI or HDI (mole ratio PTG:MDI (or HDI) = 1:2) were also synthesized. The SPU from MDI has an intrinsic viscosity [η]90°CDMSO of 0,56 dl · g−1 and a melting point of 260–275°C, and that from HDI has an [η]90°CDMSO of 0,50 dl · g−1 and a melting point of 231 – 253°C. These polymers show slight crystallinity.