Several organic materials with a bulky donor group have been developed for second-order nonlinear optics. Among these materials, 2-adamantylamino-5-nitropyridine (AANP) crystal has the largest second-order nonlinear optical coefficient. By second-harmonics measurement at 1.064 μm, coefficients of d31 and d33 were determined to be 80 and 60 pm/V, respectively. Angle-tuned phase-matched second-harmonic generation with a conversion efficiency=2×10−3 W−1 has been demonstrated using a 1 mm AANP bulk crystal at 1.064 μm.
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Tomaru et al. (1991) studied this question.
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