1993
DOI: 10.1021/cm00029a009
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Heterocyclic azole nonlinear optical chromophores. 1. Donor-acceptor substituted pyrazole derivatives

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Cited by 26 publications
(16 citation statements)
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“…The HE band can be originated mainly from the N -arylpyrazolic moiety of the chromophores; for instance, such very strong absorption bands were reported for various N -arylpyrazoles by Miller et al The maximum of the HE band for all the chromophores investigated in this work, with the exception of 8 , is shifted to lower wavelengths with respect to the strong absorption band above 310 nm reported for various N -arylpyrazoles . In agreement with such an assignment for 3,5-dimethyl-1-(4-nitrophenyl)-1 H -pyrazole, a strong band with λ max at 311 nm and ε = 11 748 M –1 cm –1 was reported by Burness …”
Section: Resultssupporting
confidence: 91%
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“…The HE band can be originated mainly from the N -arylpyrazolic moiety of the chromophores; for instance, such very strong absorption bands were reported for various N -arylpyrazoles by Miller et al The maximum of the HE band for all the chromophores investigated in this work, with the exception of 8 , is shifted to lower wavelengths with respect to the strong absorption band above 310 nm reported for various N -arylpyrazoles . In agreement with such an assignment for 3,5-dimethyl-1-(4-nitrophenyl)-1 H -pyrazole, a strong band with λ max at 311 nm and ε = 11 748 M –1 cm –1 was reported by Burness …”
Section: Resultssupporting
confidence: 91%
“…37 In agreement with the larger red shift of both HE and ME electronic absorption bands of 8 and 9 with respect to 1, due to a more significant ICT process, both theoretical  and experimental  1907 values are much higher for 8 and 9, carrying stronger electron withdrawing groups with respect to other chromophores (Tables 5A and 5B Finally, it is of interest to compare the magnitude of static  0 values of 1, 7-11, not dependent on the wavelength of the incident light, with static  0 values reported by Miller et al 18 for a series of structurally related DA (donor-acceptor) ICT chromophores based on various Narylpyrazoles, lacking the ferrocenyl moiety. In accordance with a more significant ICT process, DDA (donor-donor-acceptor) chromophores 1, 7-11, based on the ferrocenyl N-aryl pyrazole structure, show  0 values between 52.1 and 97.1 x 10 -30 esu, much higher than those of the series of the structurally related DA chromophores, reported by Miller et al,18 which show  0 values between 4.6 and 30.7 x 10 -30 esu.…”
Section: Second-order Nonlinear Optical Propertiessupporting
confidence: 66%
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“…Optical and NLO properties of a number of pyrazole derivatives were already reported in the literature. [5][6][7][8][9][10][11][12][13][14] The title compound 3-(1,1-dicyanoethenyl)-1-phenyl-4,5-dihydro-1H-pyrazole, abbreviated as DCNP (C 13 H 10 N 4 , M w = 222.25 g), is a good example of a low-molecular mass organic dye classified as a nonlinear optical chromophore due to its anisotropic ''push-pull'' character as described in ref. 12.…”
Section: Introductionmentioning
confidence: 99%