Layer-by-layer self-assembled pyrrole-based donor-acceptor chromophores as electro-optic materials
Layer-by-layer self-assembled pyrrole-based donor-acceptor chromophores as electro-optic materials
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DOI：
10.1021/cm020929d
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发表时间：
2003-03-11
影响因子：
8.6
通讯作者：
Marks, TJ
中科院分区：
文献类型：
--
作者：
Facchetti, A;Abbotto, A;Marks, TJ
以（1吡啶-4-基）-2-（n-甲基吡啶-2-基）乙烯(1)及其甲基吡啶染料1-（n-甲基吡啶）-2-[（n-甲基吡啶-2-基）-5-亚甲基二乙醇胺]碘化乙烯(3)和1-（n-甲基吡啶）-2-[（n-甲基吡啶-2-基）-5-亚甲基二乙醇胺]碘化乙烯(4)为原料合成了杂环基二乙醇胺甲基化衍生物1-（吡啶-4-基）-2-[（n-甲基吡啶-2-基）]-（n-甲基吡啶-2-基）-5-亚甲基二乙醇胺]乙烯(2)。通过对碘甲基苯基二碘氯硅烷(5)功能化底物和染料前驱体1和2的反应，分别得到了nlo活性发色团单层SA-1和SA-2。SA-2的chi（(2)）值接近120 pm/V。新的二乙醇胺甲基功能化发色团2也是一种合适的构建块，用于层接层地形成本质上无中心的、高度透明的非线性光学/电光多层（SAS =自组装超晶格）。有机SAS薄膜通过物理化学方法的组合来表征，包括同步加速器镜面x射线反射率，角度相关的偏振二次谐波产生，光学（吸收和光致发光）光谱，x射线光谱学，原子力显微镜和先进的接触角测量。
The synthesis of the heterocycle-based diethanolaminomethyl-functionalized derivative 1-(pyridin-4-yl)-2-[(N-methylpyrrol-2-yl)-5-methylenediethanolamine]ethene (2) from (1pyridin-4-yl)-2-(N-methyl-pyrrol-2-yl)ethene (1) and their methylpyridinium dyes 1-(N-methylpyridinio)-2-[(N-methylpyrrol-2-yl)-5-methylenediethanolamine]ethene iodide (3) and 1-(N-methylpyridinio)-2-[(N-methylpyrrol-2-yl)-5-methylenediethanolamine]ethene iodide (4) is described. NLO-active chromophore monolayers SA-1 and SA-2 were obtained by reaction of p-iodomethylphenyldiiodochlorosilane (5)-functionalized substrates and dye precursors 1 and 2, respectively. A chi((2)) value of similar to120 pm/V is observed for SA-2. The new diethanolaminomethyl-functionalized chromophore 2 is also a suitable building block for the layer-by-layer formation of intrinsically acentric, highly transparent nonlinear optical/electro-optic multilayers (SAS = self-assembled superlattice). The organic SAS films are characterized by a combination of physicochemical methods including synchrotron specular X-ray reflectivity, angle-dependent polarized second-harmonic generation, optical (absorption and photoluminescence) spectroscopy, X-ray photospectroscopy, atomic force microscopy, and advancing contact angle measurements.