1,3,5-tris(2-hydroxy-3-(methyl(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione | 1335044-85-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,3,5-tris(2-hydroxy-3-(methyl(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione
• CAS: 1335044-85-3
• 化学式: C₃₃H₄₂N₆O₆
• 分子量: 618.733
• InChiKey: SQKMKVKSUTYFMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  45.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  136.41
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  1,3,5-tris(2-hydroxy-3-(methyl(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione 、 4-硝基-2-甲苯胺 在 硫酸 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以87%的产率得到
  参考文献：
  名称：

  Self-Structured Surface Patterns on Molecular Azo Glass Films Induced by Laser Light Irradiation

  摘要：

  In this work, formation of photoinduced self-structured surface pattern and its correlation with chromophoric structures were studied by using a series of star-shaped azo compounds, which exist as stable molecular glass at room temperature. For the synthesis, a star-shaped precursor (Tr-AN) was prepared by a ring-open reaction between 1, 3, 5-triglycidyl isocyanurate and N-methylaniline. The star-shaped azo compounds were then synthesized through azo-coupling reactions between the precursor and diazonium salts of 4-nitroaniline, 2-methyl-4-nitroaniline, and 4-aminobenzonitrile, respectively. Through these steps, three azo compounds were obtained to bear different donor acceptor type azo chromophores at the peripheral positions. The formation of the photoinduced self-structured patterns was investigated by irradiating solid thin films of the molecular azo glass with a uniform laser beam (532 nm, 200 mW/cm(2)) at normal incidence. For comparison, formation of surface-relief-gratings (SRGs) was also investigated by exposing the thin films to an interference pattern of the laser beams (532 nm, 80 mW/cm(2)). The results show that SRGs can be inscribed on the films of all three star-shaped azo compounds, but self-structured surface patterns is only observed on film of the azo compound containing 4-cyanoazobenzene moieties (Tr-AZ-CN) under the same irradiation condition. The electron-withdrawing groups, which control the absorption band position, show a significant influence on both the self-structured pattern formation and SRG inscription rate. Under proper experimental conditions, both self-structured surface pattern and SRG can simultaneously be observed on the Tr-AZ-CN films. The observations can lead to a deeper understanding of the photoinduced effects, especially their correlation with molecular structures.

  DOI：

  10.1021/la9041056
• 作为产物：
  描述：

  N-甲基苯胺 、 1,3,5-三缩水甘油-S-三嗪三酮 反应 8.0h， 以85%的产率得到1,3,5-tris(2-hydroxy-3-(methyl(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione
  参考文献：
  名称：

  分子偶氮玻璃膜上的光诱导自构表面图案：结构-性质关系和波长相关性

  摘要：

  本研究合成了三个系列的星形分子偶氮玻璃，并通过不同波长的激光辐照研究了在偶氮化合物膜上自结构化表面图案的形成。分子偶氮玻璃由三种核心前体（Tr-AN，Tr-35AN，Tr-H35AN）合成，它们是通过1,3,5-三缩水甘油基异氰脲酸酯和相应的苯胺衍生物之间的开环反应制备的。通过分别在4-氯苯胺，4-氨基苯甲腈和4-硝基苯胺的核心前体和重氮盐之间进行偶氮偶联反应获得星形偶氮化合物。通过两步反应方案，获得了三组结构不同的偶氮化合物。核心前体和偶氮化合物的特征在于使用1H NMR，FT-IR，UV-vis，质谱和热分析。通过用不同波长（488、532和589 nm）的法向入射激光束照射偶氮化合物膜，研究了在偶氮化合物膜上形成的自结构表面图案。结果表明，光致表面图案形成行为与偶氮化合物的结构，激发波长和光偏振条件密切相关。π–π *跃迁的吸收带位置主要由偶氮发色团上的吸电子基团决定。当激发波长为λ

  DOI：

  10.1021/la2027253

文献信息

• Star-shaped molecules containing both azo chromophores and carbazole units as a new type of photoresponsive amorphous material
  作者：Jianjun Yin、Gang Ye、Xiaogong Wang

  DOI：10.1039/c3tc30536h

  日期：——

  We synthesized a series of star-shaped molecules containing both azo chromophores and carbazole units (nCz-AZ-X), where n is the number of carbazole units (n = 3 and 6) and X represents cyano (CN) and nitro (NT) as the electron-withdrawing groups on the azobenzenes. The azo compounds existed as amorphous solids at room temperature with glass transition temperatures (Tg) of 89, 86, 74 and 73 °C for 3Cz-AZ-CN, 3CZ-AZ-NT, 6Cz-AZ-CN and 6Cz-AZ-NT, respectively. Thin solid films of the azo molecular glasses were obtained by spin-coating. The formation of the photoinduced self-structured surface patterns was investigated by irradiating the solid thin films of the azo molecular glasses with a uniform laser beam (532 nm, 200 mW cm−2) at normal incidence. The formation of surface-relief-gratings (SRGs) was studied by exposing the thin films to an interference pattern of the laser beams (532 nm, 80 mW cm−2). The formation of both the self-structured surface patterns and SRGs showed a close correlation with the electron-withdrawing groups of the azo chromophores and the content of the carbazole units in the molecules. The development of these new star-shaped molecules can add a new member to the category of azo molecular glasses and lead to a deeper understanding of the photoinduced effects and their correlation with molecular structures.

  我们合成了一系列含有偶氮色素和咔唑单元的星形分子（nCz-AZ-X），其中 n 是咔唑单元的数量（n = 3 和 6），X 表示作为电子吸引基团的氰基（CN）和硝基（NT）在偶氮苯上。这些偶氮化合物在室温下以无定形固体存在，玻璃转变温度（Tg）分别为 89、86、74 和 73 °C，针对 3Cz-AZ-CN、3Cz-AZ-NT、6Cz-AZ-CN 和 6Cz-AZ-NT。通过旋涂法获得了偶氮分子玻璃的薄固体膜。通过用均匀激光束（532 nm，200 mW cm−2）在法向入射下照射偶氮分子玻璃的固体薄膜，研究了光诱导自结构表面图案的形成。通过将薄膜暴露于激光束的干涉图案（532 nm，80 mW cm−2），研究了表面光栅（SRGs）的形成。这些自结构表面图案和 SRGs 的形成与偶氮色素的电子吸引基团以及分子中咔唑单元的含量密切相关。这些新型星形分子的开发可以为偶氮分子玻璃类别增添新成员，并有助于更深入地理解光诱导效应及其与分子结构之间的关系。