B–N coordinated triaryl pyrazole: effect of dimerization, and optical and NLO properties. Issue 40 (7th October 2019)

• Record Type: Journal Article
• Authors: Mukundam, Vanga; Sa, Shreenibasa; Kumari, Anupa; Das, Ritwick; Venkatasubbaiah, Krishnan
• Is Part Of: Journal of materials chemistry. Volume 7:Issue 40(2019)
• Page Start: 12725
• Page End: 12737
• Publication Date: 2019-10-07
• Subjects: Materials -- Periodicals; Chemistry, Analytic -- Periodicals; Optical materials -- Research -- Periodicals; Electronics -- Materials -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c9tc04309h
• Languages: English
• ISSNs: 2050-7526

Abstract

Abstract : Triaryl pyrazole B–N coordinate dimers with and without π-conjugation exhibit unique photophysical (linear as well as nonlinear optical) properties. Abstract : A series of triaryl pyrazole B ← N coordinate dimers with different π-conjugated (spacer) bridges (compound 4 (no spacer); compound 7 (2, 5-bis(hexyloxy)benzene); compound 8 (9, 9-dihexyl-9 H -fluorene); compound 9 (9-hexyl-9 H -carbazole); compound 10 (thiophene); compound 11 (2, 2′-bithiophene)) has been synthesized from simple triaryl pyrazoles. Three different synthetic protocols were applied to synthesize the desired B ← N coordinate pyrazole dimers. All the B ← N coordinate pyrazole dimers exhibit absorption maxima between 337 and 399 nm with good molar absorption coefficients (12 000 to 22 100 M −1 cm −1 in CH2 Cl2 ). They are highly emissive in the solution state with quantum yields of up to 0.94. Due to a substantial change in the excited state dipole moment, B ← N coordinate pyrazole dimers exhibit versatile and appreciably large nonlinear optical (NLO) properties. The dimer symmetry and the presence of donor or acceptor moieties affect the two-photon-absorption (TPA) cross-section substantially. In addition, the investigation reveals that the dimer π-conjugation length in all dimer variants has a remarkable impact on the NLO characteristics.