一种若丹宁蓝光份菁染料的合成、晶体结构及光谱性质  

Synthesis, Crystal Structure and Spectral Properties of One Rhodanine Blue Laser Merocyanine Dye

作　　者：刘琪[1] 谭杨平[1] 王雪[1] 刘艳霞[1] 张象涵[1] 王兰英[1] 张祖训[1] 

机构地区：[1]西北大学化学与材料科学学院合成与天然功能分子化学教育部重点实验室,西安710069

出　　处：《有机化学》2010年第12期1860-1864,共5页Chinese Journal of Organic Chemistry

基　　金：陕西省自然科学基金(NoSJ08B04);陕西省教委科研专项基金(No08JK458);西北大学优秀博士论文(No08YYB04)资助项目

摘　　要：以N-甲基-2-吡咯甲醛和若单宁为原料,在哌啶催化下合成了一种若单宁蓝光份菁染料:5-(1-甲基-2-吡咯次甲基)若丹宁,采用1HNMR,IR,UV-vis及元素分析对染料进行了结构表征,并采用X射线单晶衍射法测定了该染料的晶体结构.研究了该染料在不同溶剂中的紫外-可见吸收光谱和荧光光谱.实验结果表明:该染料属于单斜晶系,为C2/c空间群,其晶胞参数为a=1.6736(3)nm,b=0.74588(11)nm,c=1.6567(3)nm,F(000)=928,V=2.0637(6)nm3,Z=8,Dc=1.444g/cm3,μ=0.482mm-1.染料分子中的π…π作用、N—H…O氢键及弱的S…S作用使分子在晶胞中密集堆积排列.该染料在常规溶剂(氯仿、二甲亚砜、水、丙酮、乙醇和甲醇)中的最大吸收波长及摩尔消光系数分别在428.0～443.5nm和1.8×104～2.1×104dm3·mol-1·cm-1范围内,显示出该染料在蓝光区有较强的吸收.One blue laser merocyanine dye, named 5-[（1-methylpyrrol-2-yl）methylene]-rhodanine, was synthesized by using N-methyl-pyrrolylcarbonyl and rhodanine as starting materials and piperidine as cata-lyst. The product was identified by 1H NMR, IR, UV-Vis spectra and elemental analysis. The crystal struc-ture of the dye was determined by X-ray single crystal diffraction analysis. The UV-vis and fluorescence spectra of rhodanine blue laser merocyanine dye in different solvents were investigated. The experimental results show that the crystal belongs to monoclinic system with space group C2/c, a=1.6736（3） nm, b=0.74588（11） nm, c=1.6567（3） nm, F（000）=928, Z=8, V=2.0637（6） nm3, Dc=1.444 g/cm3, μ=0.482 mm-1. Intermolecular associations occur by π…π stacking, N—H…O hydrogen bonds and weak S…S interaction, which contribute to stabilize the crystal structure. The absorption maximum and molar extinction coefficient of the dye in common solvents （CHCl3, DMSO, H2O, CH3COCH3, EtOH and MeOH） were situated at 428.0～443.5 nm and 1.8×104～2.1×104 dm3·mol-1·cm-1 respectively, which indicated that the dye ex-hibited intensive absorption in blue light region.

关 键 词：蓝光份菁染料 若单宁 N-甲基-2-吡咯甲醛 光谱性质 晶体结构 

分 类 号：TQ610.1[化学工程—精细化工]