Second-Order Nonlinear Optical Activity of Dipolar Chromophores Based on Pyrrole-Hydrazono Donor Moieties

被引：45

作者：

Abbotto, Alessandro ^{[1
,2
]}

Beverina, Luca ^{[1
,2
]}

Manfredi, Norberto ^{[1
,2
]}

Pagani, Giorgio A. ^{[1
,2
]}

Archetti, Graziano ^{[3
]}

Kuball, Hans-Georg ^{[3
]}

Wittenburg, Christian ^{[4
]}

Heck, Juergen ^{[4
]}

Holtmann, Jan ^{[4
]}

机构：

[1] Univ Milano Bicocca, Dept Mat Sci, I-20125 Milan, Italy

[2] Univ Milano Bicocca, INSTM, I-20125 Milan, Italy

[3] Tech Univ Kaiserlautern, D-67663 Kaiserslautern, Germany

[4] Univ Hamburg, Inst Anorgan & Angew Chem, D-20146 Hamburg, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 25期

关键词：

chromophores; electro-optical absorption measurements; heterocycles; hyper-Raleigh scattering; nonlinear optics; INTRAMOLECULAR CHARGE-TRANSFER; HYPER-RAYLEIGH SCATTERING; THERMAL-STABILITY; HIGHLY EFFICIENT; AUXILIARY DONOR; ORGANIC MATERIALS; DESIGN; MOLECULES; HYPERPOLARIZABILITIES; HETEROCYCLES;

D O I：

10.1002/chem.200900287

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of highly efficient and thermally stable second-order non-linear optical (NLO) dipolar donor-auxiliary donor-acceptor chromophores have been synthesised in which a hydrazono group and a pyrrole ring act as donor and auxiliary donor components, respectively. in combination with different aromatic and heteroaromatic acceptors. The new dyes have been systematically investigated by NMR spectroscopy, absorption spectroscopy, NLO measurements and thermal stability Studies. NLO properties have been studied in detail by electro-optical absorption (EOA) and hyper-Rayleigh scattering (HRS) measurements in 1,4-dioxane and DMSO, respectively. The results originating from the two different methods have been compared and analysed in detail. We found that the NLO properties measured by the EOA and HRS methods cot-relate with each other and converge to reveal the dye with the acceptor 2-dicyanomethylene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran as the most efficient system. The unprecedented combination of it strong donor hydrazono group and the auxiliary donor effects of pi-excessive heteroaromatic rings afforded NLO chromophores with very high values (mu(g)beta(0)(EOA) up to 2038 x 10(-48) esu and beta(HRS) up to 3980 x 10(-30) esu at 1.5 mu m).

引用

页码：6175 / 6185

页数：11

共 72 条

[41]

2-O

[42]

Ma H, 2002, ADV FUNCT MATER, V12, P565, DOI 10.1002/1616-3028(20020916)12:9<565::AID-ADFM565>3.0.CO

[43]

2-8

[44] Design and synthesis of chromophores and polymers for electro-optic and photorefractive applications [J].