Abstract

We synthesized two new diol monomers with benzoxazole-based nonlinear optical (NLO) chromophores, one of which has an additional hydroxyl group as a crosslinkable moiety and the other has a nitrothiophene group as an electron withdrawing unit. The diol monomers were polymerized with 4,4′-methylenebis(phenyl isocyanate) to give NLO polyurethanes, respectively. Linear polyurethane with hydroxyl groups could be crosslinked between side chain chromophores themselves after poling using an additional crosslinking agent such as teramethyl-1,3-xylylene diisocyanate. Temporal stability of electro-optic coefficient of a crosslinked polyurethane was improved compared with that of a linear polyurethane. The second harmonic generation coefficient of linear polyurethane with benzoxazole–thiophene chromophores was 94 pm V −1 (1.064 μm) and nonresonant d 33 value was 17.1 pm V −1 calculated by two-level model equation.

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