【作者】 邵斌；

【导师】 王世荣；

【作者基本信息】 天津大学 ， 应用化学， 2007， 硕士

【摘要】 双偶氮化合物作为电荷产生材料具有优越的光敏性、较宽的光谱响应范围和低廉的制造成本,是有机光导材料中一类很好的电荷产生材料。其中,苯并噁唑类偶氮电荷产生材料具有光稳定性高、防潮性和耐久性好的优点。本文以2-(4’-硝基苯基)-6-硝基苯并噁唑为原料,经铁粉还原制备2-(4’-氨基苯基)-6-氨基苯并噁唑,研究了盐酸用量和反应时间对产品收率的影响,确定适宜的反应条件为:硝基化合物、浓盐酸和铁粉的摩尔比为1:6:9,在95~100℃下还原8h,产品质量百分数为98.6%,产率为59.2%。以2-(4’-氨基苯基)-6-氨基苯并噁唑为重氮组分、分别以3-羟基-2-萘甲酰替邻氯苯胺、色酚AS和色酚AS-D为偶合组分经重氮化、偶合反应合成了三种双偶氮化合物,产品收率分别为76.5%、61.4%和65.2%。通过熔点测定、紫外可见吸收光谱、红外吸收光谱和高效液相色谱等对产物进行了分析和结构鉴定。采用索氏提取的方法对合成的双偶氮化合物进行敏化,研究了提取剂的种类、回流次数对双偶氮化合物光电性能的影响,确定了适宜的敏化条件为以二氯甲烷为提取剂单次索氏提取,回流180次。探讨了功能膜制备条件对光导体性能的影响,确定适宜的工艺条件为以四氢呋喃为产生层分散介质,球磨2h所得的双偶氮电荷产生材料的光电性能最佳。通过粒径分析仪测定产生层分散液中双偶氮化合物的粒径在0.4μm以下,原子力显微镜测定产生层表面最高处与最低处的落差为800nm。更多还原

【Abstract】 The disazo compounds have high sensitivity, low dark decay, excellent photoelectrical stability, wide spectral range and low cost. They were widely used as charge generation materials (CGM) in organic photoconductors (OPC). The disazo compounds containing benzoxazole moiety, that have also high stability, good water resistance, and wonderful durability, were studied in this paper.Firstly, 2-(4’-amidophenyl)-6-amidobenzoxazole was prepared through the reduction of 2-(4’-nitrophenyl)-6-nitrobenzoxazole using Fe power as reductant. The effects of the dosage of hydrochloric acid and reaction time on the reaction were investigated. The optimal technical conditions was: n(2-(4’-nitrophenyl)-6-nitrobenz-oxazole):n(hydrochloric acid):n(Fe) = 1:9:6, reaction 8 hours under 95~100℃. The purity and yield of obtained product was 98.6% and 59.2% respectively. Three disazocompounds were synthesized through diazotization and coupling reaction with 2-(4’-amidophenyl)-6-amidobenzoxazole as disazo component, and naphthol and its analogues as the coupling component. The yields of the three compounds were 76.5%, 61.4% and 65.2%. The structures and purities of the synthesized compounds were confirmed by IR, UV and HPLC. The synthesized disazo compounds were sensitized by Soxhlet extraction.The technical conditions, such as solvents and circumfluence time were studied. The sample, which was Soxhlet extracted with chloromethane as solvent and circumfusing time of 180, had most excellent photoconductivity.The relationship between applied charatersitics of OPC and its preparation conditions was studied. The idealing photoconductivity was obtained when using tetrahydrofuran as dispersant of CGM and mills time of 2 hours. The appearance of charge generation layer (CGL) was measured by particle size distribution NG and AFM. The results showed that, the particle size of CGM was smaller than 0.4μm, and the height of CGL surface is lower than 800nm.更多还原