發(fā)布時間：2018-12-30 10:34

【摘要】：在過去的二十年間,人們越來越關(guān)注在醫(yī)藥、農(nóng)藥、食品和功能材料等領(lǐng)域中手性這個概念。高效液相色譜手性固定相法不僅在分析對映異構(gòu)體方面發(fā)揮著不可替代的作用,更是獲得光學(xué)純的單一對映體的最強有力的手段。在有文獻記載的手性選擇子中,β-環(huán)糊精(β-CDs)及其衍生物因其具有獨特的空腔結(jié)構(gòu)而被廣泛應(yīng)用于外消旋體的手性拆分。本課題分別以β-環(huán)糊精和羥丙基-β-環(huán)糊精為原料,4-氯苯基異氰酸酯和苯基異氰酸酯作為衍生試劑,酸化硅膠為載體,使用鍵合試劑γ-異氰酸酯基丙基三乙氧基硅烷,制得β-CD-CSP1和β-CD-CSP2。在正相、反相、添加酸堿流動相調(diào)節(jié)劑和極性有機相條件下,利用40余種樣品對鍵合型β-CD CSPs的手性拆分性能進行了評價。結(jié)果表明以上兩種自制手性填料都具有良好的手性識別能力,對多種具有酸堿性的手性藥物都能夠達到基線分離,在極性有機相模式下的拆分嘗試與常規(guī)正、反相起到了一定的互補作用�？傮w而言在流動相條件一定時,CSP1的拆分能力優(yōu)于CSP2。以β-環(huán)糊精為原料,4-氯苯基異氰酸酯為衍生試劑,合成β-CD衍生物并將其涂敷于新型聚多巴胺-硅膠載體上,制得β-CD-CSP3。在正相條件下,通過調(diào)整異丙醇的組分含量和改變醇的種類來考察固定相的拆分能力。β-CD-CSP3對23種樣品有良好的手性分離能力。實驗表明,影響手性外消旋體的分離度和保留時間的因素不僅有樣品本身的結(jié)構(gòu),流動相中異丙醇的體積含量和不同醇的立體結(jié)構(gòu)亦不容忽視。選用不同空間位阻的醇作為流動相改性劑對擴展手性柱的拆分范圍是有一定意義的。
[Abstract]:In the past two decades, more and more attention has been paid to the concept of chirality in the fields of medicine, pesticides, food and functional materials. High performance liquid chromatography (HPLC) chiral stationary phase method not only plays an irreplaceable role in the analysis of enantiomers, but also is the most powerful means to obtain optical pure enantiomers. Among the reported chiral selectors, 尾-cyclodextrin (尾-CDs) and its derivatives have been widely used in the chiral resolution of racemes due to their unique cavity structure. In this paper, 尾 -cyclodextrin and hydroxypropyl- 尾 -cyclodextrin were used as raw materials, 4-chlorophenyl isocyanate and phenyl isocyanate were used as derivatives, and acidified silica gel was used as carrier. 尾-CD-CSP1 and 尾-CD-CSP2. were prepared by using 緯-isocyanate propyl triethoxy silane as a bonding reagent. The chiral resolution properties of bonded 尾-CD CSPs were evaluated by using more than 40 kinds of samples under the conditions of positive phase, reverse phase, acid-base mobile phase modifier and polar organic phase. The results showed that the above two kinds of self-made chiral fillers had good chiral recognition ability and could reach baseline separation for a variety of chiral drugs with acid and alkalinity. The reverse phase plays a complementary role. In general, the resolution ability of CSP1 is better than that of CSP2. when the mobile phase condition is fixed. 尾-CD derivatives were synthesized by using 尾-cyclodextrin as raw material and 4-chlorophenyl isocyanate as derivative reagent. 尾-CD derivatives were coated on a new type of polydopamine silica gel carrier. 尾-CD-CSP3. was synthesized by using 尾-cyclodextrin as raw material and 4-chlorophenyl isocyanate as derivative reagent. The resolution ability of the stationary phase was investigated by adjusting the composition of isopropanol and changing the kinds of alcohols under normal phase conditions. 尾-CD-CSP3 had good chiral separation ability for 23 kinds of samples. The experimental results show that the separation degree and retention time of chiral racemes are affected not only by the structure of the sample itself, but also by the volume content of isopropanol and the solid structure of different alcohols in the mobile phase. The use of alcohol with different steric hindrance as mobile phase modifier has certain significance for expanding the resolution range of chiral column.
【學(xué)位授予單位】：蘭州交通大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O657.72

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本文編號：2395459