GC-MS结合化学计量学方法分析艾叶挥发油成分

段迪^{*1, 3}，梁惠媛¹，吴秋霞¹，李杰²，黄建香^{2, 3}，林泽斌^{*2, 3, 4}，周春晖¹，李静¹，邓毛程¹

（1. 广东轻工职业技术学院  食品与生物技术学院，广东 广州  510300；2. 广东暨晴生物医药科技有限公司，广东 惠州  516081；3. 博罗县康祥岭南本草农业科技有限公司，广东 惠州  516100；4. 国家中药现代化工程技术研究中心康养资源分中心，广东 珠海 519090）

摘要：为了建立区分艾叶挥发油产地的数学模型，通过GC-MS结合化学计量学的方法，对艾叶挥发油化学成分进行分析，以面积归一化法测定各组分的相对百分含量，并定量研究桉油精、樟脑、龙脑、β-石竹烯、氧化石竹烯等五种代表性成分。水提艾叶挥发油中桉油精的含量最高达到27.89 mg/g。超临界CO₂萃取-分子蒸馏（SFE-MD）得到的艾叶挥发油桉油精含量不高，有较大损失。水提挥发油成分多集中在低沸点馏分，高沸点馏分缺失明显。用PCA和OPLS-DA法建模并识别挥发油样品，模型可有效区分汤阴北艾、罗浮山红脚艾等不同品种。同时筛选出标记化合物，对艾叶挥发油鉴别有借鉴意义。

关键词：艾叶；挥发油；GC-MS；化学计量学

中图分类号：TQ460.1     文献标识码：A           文章编号：0258-3283（2021）--

Analysis of essential oil of Artemisia argyi by GC-MS method combined with chemometrics DUAN Di^{*1, 3}, LIANG Hui-yuan¹, WU Qiu-xia¹, LI Jie², HUANG Jian-xiang^{2, 3}, LIN Ze-bin^{*2, 3}, ZHOU Chun- hui¹, LI Jing¹, DENG Mao-cheng¹(1. Guangdong Industry Technical College, Guangzhou 510300, China; 2. Guangdong Geeching Biomedical Technology Co. Ltd, Huizhou 516081, China; 3. Kangxiang Lingnan Medica Agricultural Technology Co.Ltd, Huizhou 516081, China; 4. Kangyang Source Sub Center, National Engineering Research Center Modernization Of Traditional Chinese Medicine), Huaxue shiji, 43(10), ~ 

Abstract: In order to establish model to distinguish origin of Artemisia argyi essential oil, the combination of GC-MS method and chemometrics was applied to analyze the components of essential oil of Artemisia argyi after supercritical CO₂ extraction and molecular distillation (SFE-MD). Relative percentage of the components was determined by area normalization. Five representative components including cineole eucalyptol, camphor, borneol, β-caryophyllene and caryophyllene oxide were quantitatively studied. The highest content of eucalyptol in the Artemisia argyi essential oil was 27.89 mg/g  in the sample of water distillation prepared. Results in the samples obtained by supercritical CO₂ extraction and molecular distillation (SFE-MD) were not high, which implied a loss in the preparation process. The constituents of the essential oil from water distillation were mainly concentrated in the low boiling point fraction, while the high boiling point fraction was obviously missing. The GC-MS data of essential oils was analyzed by PCA and OPLS-DA methods to classify the samples, resulting with good results. Different varieties of Artemisia argyi could be successfully identified. Potential chemical markers were obtained by screening, which could be used to distinguish the essential oil of Artemisia argyi.

Key words:Artemisia argyi; essential oil; GC-MS; chemometrics

引用本文：段迪，梁惠媛，吴秋霞，等.GC-MS结合化学计量学方法分析艾叶挥发油成分[J]. 化学试剂，2021，43(10):1313-1321.

超临界CO₂萃取对牛蒡子油脂及拉帕酚F的影响

史庆龙^{2, 3}、李海池^{1, 2, 3}、蒋华壮^{2, 3}、秦程苑^{2, 3}、葛发欢^{* 1, 2, 3}

（1. 中山大学 药学院，广东 广州  510006；2. 广州中大南沙科技创新产业园有限公司，广东 广州   511458；3. 广东省中药超临界流体萃取工程技术研究中心，广东 广州  510006）

摘要：研究超临界CO₂萃取对牛蒡子油脂及拉帕酚F的影响。在萃取温度55 ℃、分离I压力9 MPa、分离I温度50 ℃的萃取条件下，对比分析8、20、40、60 MPa的萃取压力对牛蒡子萃取效率的影响。通过GC-MS法及相关理化指标测定分析，研究不同萃取压力萃取对牛蒡子油脂中脂肪酸的组成、理化指标等质量的影响。通过单因素试验，对超临界CO₂萃取拉帕酚F的影响因素进行了研究。不同的萃取压力对牛蒡子的萃取效率有明显的差异，萃取压力越高，拉帕酚F（牛蒡酚LAF）和油脂萃取效率越高，而且收率也相应升高，分离I压力对LAF收率具有较大的影响；不同萃取压力下的牛蒡子油脂脂肪酸组成存在显著差异；从理化指标上看，高压萃取条件有助于降低牛蒡子油脂的酸值和过氧化值，提高油脂的品质。与传统方法和超临界CO₂传统压力萃取相比较，高压超临界CO₂萃取更有利于牛蒡子油脂及LAF的萃取，为牛蒡子的后续研究及开发提供研究基础。

关键词：牛蒡子；拉帕酚F；超临界CO₂萃取；GC-MS分析；理化指标

中图分类号：R283.6       文献标识码：A       文章编号：0258-3283(2021)--

Effects of Supercritical CO₂ Extraction on The Oil and Lappaol F of Fructus Arctii SHI Qing-long^2,3, LI Hai-chi^1,2,3, JIANG Hua-zhuang^2,3, QIN Cheng-yuan^2,3, GE Fa-huan^*1,2,3 (1.School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510006, China; 2.Guangzhou Zhongda Nansha Science and Technology Innovation Industrial Park Co. Ltd., Guangzhou 511458, China; 3. Guangdong Research Center for Supercritical Fluid Extraction of Chinese Medicine, Guangzhou 510006, China), Huaxue Shiji, 2021, 43(10), ～

Abstract：This work studies the effects of supercritical CO₂ extraction on the oil and lappaol F of Fructus Arctii. The extraction conditions are as follows: extraction temperature 55 ℃, separation I pressure 9 MPa, separation I temperature 50 ℃. Under the above conditions, the effects of different extraction pressure (8 MPa, 20 MPa, 40 MPa, 60 MPa) on the extraction yield were compared and analyzed. The fatty acid composition and fat-soluble components of oil extracted under different extraction pressures were studied by GC-MS. The physical and chemical indexes were determined. The influence factors of supercritical CO₂ extraction of lapapol F were studied by single factor experiments. The different extraction pressures have a significant effect on the extraction yield. The higher extraction pressure led to the higher extraction efficiency of LAF and oil, and the higher yield. The separation pressure of I had a great influence on the yield of LAF. The extraction pressure had significant effect on the fatty acids. Based on the physical and chemical indexes, the high pressure extraction condition could improve the quality of Fructus Arctii oil. Compared with the traditional methods and supercritical CO₂ conventional pressure extraction, high-pressure supercritical CO₂ extraction was more beneficial to the extraction of oil and LAF from Fructus Arctii, which provides a research basis for the subsequent research and development of Fructus Arctii.

Key words: Fructus Arctii; lappaol F; supercritical CO₂ extraction; GC-MS analysis; physical and chemical indicators.

引用本文：史庆龙，李海池，蒋华壮，等. 超临界CO₂萃取对牛蒡子油脂及拉帕酚F的影响[J]. 化学试剂，2021, 43(10): 1322-1328.

大果木姜子油SFE-CO₂萃取工艺及其质量评价方法研究

屠国丽¹、林岳²、钟慧丽³、徐文静¹、严诗楷^*4、马贤鹏^*1,3

(1.贵州景诚制药有限公司，贵州贵阳  550200；2.广东药科大学中药学院，广东广州510006；3.上海景峰制药有限公司，上海201908；4.上海交通大学药学院，上海  200240）

摘要：优化大果木姜子超临界（SFE）-CO₂萃取工艺，建立大果木姜子油基于指纹图谱和化学模式识别的质量评价方法。基于单因素实验，以大果木姜子油的萃取率为考察指标，并结合响应面法综合优化SFE-CO₂萃取条件。采用Pntulips ® QS-C18(4.6 mm×250 mm, 5 μm)色谱柱，乙腈- 0.4%乙酸为流动相，梯度洗脱，流速0.8 mL/min，柱温25 ℃，检测波长240 nm，建立大果木姜子油HPLC指纹图谱，利用指纹图谱相似度，以及主成分分析（PCA）、正交偏最小二乘法-判别分析（OPLS-DA）评价10批次大果木姜子油产品质量。SFE-CO₂最优萃取条件为：萃取压力15 MPa，萃取温度35 ℃，萃取时间64 min，分离釜I压力14MPa。标定大果木姜子油HPLC指纹图谱中的15个共有特征峰，国家药典委员会指纹图谱评价系统得出各批产品指纹图谱相似度为0.990以上，PCA对其质量进一步评价，聚类结果显示10批样本为一类，可见大果木姜子油萃取工艺稳定可控。优化得出大果木姜子SFE-CO₂最佳萃取工艺参数，所建立的HPLC指纹图谱可有效表征多批次大果木姜子油的质量特征，为大果木姜子油的生产和质量评价提供研究基础。

关键词：大果木姜子；超临界CO₂萃取；指纹图谱；主成分分析；质量评价

中图分类号：R917文献标识码：A

Study on SFE-CO₂Extraction Process of Cinnamomummigao oil and Itsquality Evaluation Method TU Guo-li¹,LINYue²,ZHONG Hui-li³, XU Wen-jing¹, YANShi-kai^*4,

MA Xian-peng^*1,3(1.GuizhouJingcheng Pharmaceutical Co., Ltd., Guiyang 550200, China; 2.School of Traditional Chinese Medicine, Guangdong Pharmaceutical University, Guangzhou 510006, China; 3.Shanghai Jingfeng Pharmaceutical Co., Ltd., Shanghai 201908, China; 4.School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240, China)

Abstract:The supercritical fluid (SFE) - CO₂ extraction process of Cinnamomummigao oil was optimized, and its quality evaluation methodology based on fingerprints and chemical pattern recognition was established. Single factor experiments combined with response surface design were used to obtain the optimum extraction conditions for supercritical CO₂extractionbasedonits extraction rate. The fingerprints were analyzed by High Performance Liquid Chromatography (HPLC) on a PNTULIPS ® QS-C18 (4.6 mm×250 mm, 5 μm) column with mobile phase consisted of acetonitrile- 0.4% acetic acid solution (gradient elution) at a flow rate of 0.8 mL/min. The detection wavelengths were set at 240 nm and the temperature was set at 25℃. Quality evaluation on 10 batches Cinnamomummigaooilproducts were conducted via their fingerprint similarity, and as well on results of principal component analysis(PCA) and orthogonal partial least square discriminate analysis(OPLS-DA) on data of fingerprints. The optimal process conditions forCinnamomummigao oil were as follows: pressure 15MPa, extraction temperature 35℃, extraction time64 min, andseparation pressure 14MPa. HPLC fingerprint of Cinnamomummigao oil was established successfully and 15common characteristic peakpeaks were assigned. Fingerprints have over 0.990similarities;PCA was further applied to evaluate the quality, and 10 batches of samples were classified into onecategory, whichindicated that the extraction process is stable and controllable. Optimum SFE-CO₂ extraction process parameters of Cinnamomummigao oil were proposed, and the established HPLC fingerprintingcaneffectively describethe quality characteristics of multiple batches of Cinnamomummigaooil.This study provides scientific basis for the production and quality evaluation of Cinnamomummigao oil.

Key words: Cinnamomummigao oil; SFE-CO₂ extraction; fingerprint; PCA；qualityevaluation

引用本文：屠国丽、林岳、钟慧丽，等.大果木姜子油SFE-CO₂萃取工艺及其质量评价方法研究[J].化学试剂，2021，43（10）：1329-1336.

超临界萃取的海星内脏油成分分析及体外抗肿瘤活性研究

李天娇^1a,1b,1c，郑莹^1a,1b,1c，包永睿^1a,1b,1c，王帅^1a,1b,1c，杨欣欣^1a,1b,1c，赵国斌²，孟宪生^*1a,1b,1c

(1.辽宁中医药大学 a.药学院，b.辽宁省中药多维分析专业技术创新中心，c.辽宁省现代中药研究工程实验室，辽宁 大连  116600；2.大连卓尔超临界科技发展有限公司，辽宁 大连  116600)

摘要：研究超临界萃取海星内脏油的化学成分组成及其体外抗肿瘤活性，初步探讨其发挥抗肿瘤药效的物质基础。采用超高效液相-飞行时间质谱联用仪（UPLC-QTOF-MS）及气相质谱联用仪（GC-MS）建立超临界萃取海星内脏油的化学成分轮廓谱，将样品分子离子或碎片离子分子质量信息与相关文献或数据库信息进行比对，鉴定化学成分；采用CCK-8法测定超临界萃取海星内脏油对人肝癌HepG2细胞和人结直肠癌SW620细胞的增殖抑制作用。通过UPLC-QTOF-MS共指认出11种非挥发性成分，全部为脂肪酸类成分；GC-MS共检测出38种挥发性成分，其中酯类29种、醇类2种、酸类6种、烷类1种，大部分为脂肪酸类成分，实现了超临界萃取海星内脏油成分的全面表征。海星内脏油对HepG2细胞抑制率的IC₅₀值为0.84 mg/mL，对SW620细胞抑制率的IC₅₀值为0.99 mg/mL，表明其具有抗肝癌及抗肠癌作用，其发挥药效的成分可能为脂肪酸类成分。该研究为海星内脏油作为天然抗肿瘤药物的开发提供理论支撑。

关键词：海星内脏油；超临界萃取；成分分析；抗肿瘤活性；UPLC-QTOF-MS；GC-MS

中图分类号：R9   文献标识码：A       文章编号：0258-3283（2021）

Composition Analysis and Anti-tumor Effect of Starfish Visceral Oil Extracted by Supercritical Fluid LI Tian-jiao^1a,1b,1c, ZHENG Ying^1a,1b,1c BAO Yong-rui^1a,1b,1c, WANG Shuai^1a,1b,1c, YANG Xin-xin^1a,1b,1c, ZHAO Guo-bin², MENG Xian-sheng^*1a,1b,1c (1.a. College of Pharmacy, ; b. Liaoning Multi-dimensional Analysis of Traditional Chinese Medicine Technical Innovation Center; c. Liaoning Province Modern Traditional Chinese Medicine Research and Engineering Laboratory, Liaoning University of Traditional Chinese Medicine Dalian 116600, China; 2. Dalian Zhuoer supercritical technology development Co., Ltd, Dalian 116600, China), Huaxue Shiji, 2021 

Abstract: To study the chemical composition of starfish visceral oil extracted by supercritical fluid extraction (SFE) and its antitumor activity in vitro, therefore to explore the material basis of its anti-tumor effect. UPLC-QTOF-MS and GC-MS were used to establish the chemical composition profile of starfish visceral oil extracted by supercritical fluid. The molecular weight information of molecular ions or fragment ions of samples was compared with the relevant literatures or databases to identify the chemical composition of starfish visceral oil. CCK-8 method was used to determine the inhibitory effect of starfish visceral oil on the proliferation of HepG2 cells and SW620 cells. A total of 11 components were identified by UPLC-QTOF-MS, and they are all fatty acids. A total of 38 components were detected by GC-MS, including 29 esters, 2 alcohols, 6 acids and 1 alkane, and most of which are fatty acids. The comprehensive characterization of starfish visceral oil by supercritical fluid extraction was realized. The IC₅₀ of starfish visceral oil on HepG2 cells was 0.84 mg/mL, and that on SW620 cells was 0.99 mg/mL, which indicated that starfish visceral oil has anti-hepatoma and anti-colorectal cancer effects. The anti-cancer components may be fatty acids. This study provides theoretical support for the development of starfish visceral oil as a natural anti-tumor drug.

Key words：starfish visceral oil; supercritical fluid extraction; component analysis; antitumor activity; UPLC-QTOF-MS; GC-MS

引用本文：李天娇，郑莹，包永睿，等. 超临界萃取的海星内脏油成分分析及体外抗肿瘤活性研究 [J]. 化学试剂，2021，43（10）:1337-1341.

溶胶凝胶法制备新型水系钠离子电池正极材料Na_0.44MnO₂及电化学性能研究

党铭铭¹, 刘民华², 郭永艳¹, 田雁飞^*1

(1. 湖南有色金属职业技术学院 资源环境系，湖南 株洲  412000；

2. 湖南化工研究院有限公司，湖南 长沙  410014)

摘要：通过改进传统热干燥法，将冷冻干燥技术成功应用于溶胶凝胶法中，制备新型水系钠离子电池正极材料Na_0.44MnO₂，并对两种方法制备样品的结构、形貌以及电化学性能进行对比研究。X-射线衍射（XRD）结果表明，通过冷冻干燥法和传统热干燥法制备出的正极材料Na_0.44MnO₂都有相同的晶体结构，样品衍射峰形尖锐，材料结晶度高。扫描电镜（SEM）分析表明，与热干燥样品相比，冷冻干燥法合成的样品呈棒状结构，大小更均匀，团聚程度很低。透射电镜（TEM）分析表明，冷冻干燥法制备的样品为结构规整的长方体棒状结构，大小为400 nm左右。在电化学性能方面，冷冻干燥法制备的正极材料Na_0.44MnO₂表现出更为满意的结果，此方法制备的正极材料Na_0.44MnO₂其电化学活性更高，倍率性能和循环性能更优异，并且可逆性好。

关键词：冷冻干燥技术；溶胶凝胶法；新型水系钠离子电池；Na_0.44MnO₂正极材料；制备；电化学性能

中图分类号: O646    文献标识码: A      文章编号：0258-3283（2021）

Preparation and Electrochemical Performance of Na_0.44MnO₂ as Cathode Material for Novel Aqueous Sodium ion Batteries Synthesized by Sol-Gel Method DANG Ming-ming¹, LIU Min-hua², GUO Yong-yan¹, TIAN Yan-fei^*1 (1. Department of Resources and Environment, Hunan Nonferrous Metals Vocational and Technical College, Zhuzhou 412000, China; Hunan Research Institute of Chemical Industry Co., Ltd., Changsha 410014, China), Huaxue Shiji, 2021, 43(10)

Abstract: In this paper, the traditional thermal drying method was improved, and the freeze-drying technology was successfully applied to the sol-gel method to prepare Na_0.44MnO₂ as cathode material for novel aqueous sodium ion batteries. Its structure, morphology and performance were compared with the same materials synthesized by traditional thermal drying method. XRD results show that the cathode materials prepared by freeze-drying method have the same crystal structure, the diffraction peak of the sample is sharp, and the crystallinity of the material is high compared to the thermal drying sample. SEM images indicate that the size of the rod-like structure of the samples synthesized by the freeze-drying technique is more uniform and the degree of agglomeration is very low compared to the thermal sample. TEM results show that the sample prepared by freezing-drying method is a rectangular bar structure with regular structure and the size is around 400 nm. Electrochemical test results indicate that the materials with the former method exhibited better rate capability and cyclability.

Key words: freeze-drying technology; sol-gel method; novel aqueous sodium ion battery; Na_0.44MnO₂ cathode material; preparation; electrochemical performance

引用本文：党铭铭，刘民华，郭永艳，等. 溶胶凝胶法制备新型水系钠离子电池正极材料Na_0.44MnO₂及电化学性能研究[J]. 化学试剂，2021，43（10）:1342-1347.

精氨酸与钴配合物合成及其性能研究

李程^a，郭奇峰^a，朱鑫辉^a，董开心^a，曾治君^*a,b，吉燕华^*a

(江西中医药大学 a.中医基础理论分化发展研究中心；b.江西省中医病因学重点实验室， 江西 南昌  330004)

摘要：为探究精氨酸-钴配合物的制备与性能，以精氨酸和乙酸钴四水为原料，在水和甲醇的混合溶剂中，制备出精氨酸-钴配合物，借助红外光谱分析仪（IR）、热差分析仪（TG）、能谱仪（EDS）和扫描电镜（SEM）等，对产物进行表征分析。红外结果表明合成产物与配体有明显的区别，配体与金属离子发生了配位作用；IR、TG和EDS等推测出配合物分子式为C₆H₁₀N₄O₂·3Co·H₂O。采用CCK-8比色法测定配合物对肺癌细胞A549的抑制效果，并探讨该配合物的抗肿瘤活性。细胞实验结果显示配合物浓度为93.20 μg/mL抑制率达到最大49.15%，该配合物对A549具有一定程度的抑制增殖的作用。

关键词：精氨酸；钴；配合物；细胞毒性；抗肿瘤活性

中国分类号：Q517       文献标识码：A       文章编号：

Study on Synthesis and Properties of Complexes of Arginine and Cobalt LI Cheng^a, GUO Qi-feng^a, ZHU Xin-hui^a, DONG Kai-xin^a, ZENG Zhi-jun^*a,b, JI Yan-hua^*a (a.Research Center for Differentiation and Development of Traditional Chinese Medicine (TCM) Basic Theory, b. Jiangxi Key Laboratory of TCM Etiopathogenesis, Jiangxi University of Chinese Medicine, Nanchang 330004,China)

Abstract: In order to explore the preparation and performance of arginine-cobalt complex, arginine and cobalt acetate tetrahydrate were used as raw materials to prepare arginine-cobalt complexes in a mixed solvent of water and methanol. With the aid of an infrared spectrometer (IR), Thermal differential analyzer (TG), energy spectrometer (EDS) and scanning electron microscope (SEM), etc., the product was characterized and analyzed. In the infrared results, there is a clear difference between the synthesized product and the ligand, which indicates that the ligand and the metal ion are coordinated. The complexes were characterized by IR, TG and EDS, which infers molecular formula of the complex is C₆H₁₀N₄O₂•3Co•H₂O. The CCK-8 colorimetric method was used to determine the inhibitory effect of the complex on lung cancer cell A549, and the anti-tumor activity of the complex was explored. The cell experiment results showed that when the concentration of the complex was 93.20 μg/mL, the inhibition rate reached the maximum of 49.15%. The complex had a certain degree of inhibitory effect on A549.

Key words: arginine; cobalt;complex; cytotoxicity;antitumor activity

引用本文：李程，郭奇峰，朱鑫辉，等.精氨酸与钴配合物合成及其性能研究[J].化学试剂，43（10）：1348-1352.

5α-孕甾-18-羧酸-γ-内酯衍生物的合成及抗肿瘤活性

王立中^1, 2，张茂风^{*1, 2}，刘竺云^{1, 2}，卞小琴¹，段子彧¹

（1. 泰州职业技术学院 药学院，江苏 泰州  225300；2. 江苏省固体制剂工程技术研究开发中心，江苏 泰州  225300）

摘要：以3α-羟基-5α-孕甾-20-酮为原料，经羰基还原、甲基卤化、分子内环合、羟基保护、氧化加成、水解6步反应得到3α, 20, 20-三羟基-5α-孕甾-18-羧酸-γ-内酯衍生物。目标化合物及中间体经¹HNMR、¹³CNMR、IR以及HR-MS表征。通过细胞增殖抑制实验（MTT法）测定3个代表性化合物对人肺癌细胞（A549）、人卵巢癌细胞（SKOV3）、人胃癌细胞（MKN45）和高转移性人乳腺癌细胞（MDA-MB-435）的体外抑制活性。3α, 20, 20-三羟基-5α-孕甾-18-羧酸-γ-内酯对这些肿瘤细胞的抑制活性最好，其IC₅₀值分别为23.5（A549）、3.8（SKOV3）、13.1（MKN45）、8.6 μmol/L（MDA-MB-435）。

关键词：5α-孕甾-18-羧酸-γ-内酯；甾体；合成；抗肿瘤

中图分类号：O624.32，O624.5     文献标识码：A     文章编号：0258-3283（2021）

Synthesis and Anti-tumor Proliferation Activities of 5α-Pregnano-18-carboxylic acid-γ-lactone Derivative WANG Li-zhong^1,2, ZHANG Mao-feng^*1,2, LIU Zhu-yun^1,2, BIAN Xiao-qin¹, DUAN Zi-yu¹ (1. College of Pharmacy, Taizhou Polytechnic College, Taizhou 225300, China; 2. Jiangsu Solid Preparation Engineering Technology Research and Development Center, Taizhou 225300, China), Huaxue Shiji, 2021, 43(10)

Abstract: A novel derivative of 3α, 20, 20-trihydroxyl-5α-pregnant-18-carboxylic acid-γ-lactone was synthesized in six steps including carbonyl reduction, methyl halogenation, intramolecular cyclization, hydroxyl protection, oxidative addition, and hydrolysis with the 3α-hydroxy-5α-pregnant-20-one as the starting material. The target compound and intermediates were characterized by ¹HNMR, ¹³CNMR, IR and HR-MS. Cell proliferation inhibitory assay (MTT method) was used to evaluate the in vitro inhibitory effect of the three representative compounds on human lung cancer cell (A549), human ovarian cancer cell (SKOV3), human gastric cancer cell (MKN45) and highly metastatic breast cancer cell (MDA-MB-435). 3α, 20, 20-Trihydroxy-5α-pregna-18-carboxylic acid-γ-lactone displayed stronger inhibitory activities on these tumor cells than others with IC₅₀ values of 23.5 (A549), 3.8 (SKOV3), 13.1 (MKN45) and 8.6 μmol/L (MDA-MB-435).

Key words: 5α-pregnano-18-carboxylic acid-γ-lactone; steroids; synthesis; anti-tumor

引用本文：王立中，张茂风，刘竺云，等. 5α-孕甾-18-羧酸-γ-内酯衍生物的合成及抗肿瘤活性[J]. 化学试剂，2021, 43（10）：1353-1357.

白磷活化研究进展

薄新党¹，余科义¹，黄小莹¹，徐元清^*1,2

(1. 河南应用技术职业学院 化学工程学院，河南 郑州  450042；2. 河南大学 化学化工学院，河南 开封  475004)

摘要：目前，白磷是工业合成各种有机磷衍生物的主要磷源。传统的方法是用氯气氯化白磷得到PCl₃，然后在通过盐消除反应使其衍生和功能化。然而，在工业生产过程中用到剧毒氯气以及卤化物废物的产生存在很大安全隐患，同时也会引起环境污染。因此，如何采用无氯化的方式直接实现白磷功能化具有重要的科学研究意义和潜在的应用价值。白磷活化的常用方法有3种，包括有机催化、金属配合物活化和主族元素络合物活化。该文综述针对以上内容对2010年以来的最新研究进展进行具体的阐述，并对未来进行了展望，旨在为早日实现白磷的无氯转化及其工业化提供参考。

关键词：白磷活化；过渡金属配合物；主族元素配合物；配位化学；有机催化

中图分类号：O627   文献标识码：A   文章编号：0258-3283(2021)

Research Progress of White Phosphorus Activation BO Xin-dang¹, YU Ke-yi¹, HUANG Xiao-ying¹, XU Yuan-qing^*1,2 (1. Henan Technical Institute, School of Chemical Engineering, Zhengzhou 450042, China；2. Henan University, School of Chemistry and Chemical Engineering, Kaifeng 475004, China), Huaxue Shiji, 2021, 43(10),

Abstract：At present, white phosphorus is the main phosphorus source for synthesis of various organophosphorus derivatives in industry. The traditional method involves the chlorination of white phosphorus by chlorine gas followed by the functionalization of the generated PCl₃ via salt metathesis process. However, the usage of highly toxic chlorine gas and generation of halide waste in industrial production cause great safety and environmental issues. Therefore, due to important scientific research significance and potential industrial value, the direct functionalization of white phosphorus by a chlorine-free approach is highly desired. White phosphorus activation technology can been divided into three categories: organocatalysis, metal complexes and main group complexes. The research progresses of white phosphorus activation since 2010 are summarized in this review. Finally, prospects regarding the white phosphorus activation was given, aiming at providing references for the chlorine-free conversion of white phosphorus and its industrialization.

Key words：white phosphorus activation; transition metal complexes; main group complexes; coordination chemistry; organocatalysis

引用本文：薄新党，余科义，黄小莹，等. 白磷活化研究进展[J]. 化学试剂, 2021, 43(10): 1358-1368.

合成气制混合醇催化剂研究进展

刘竞舸¹，闫国春^*1，房克功²，李艺¹，卢卫民¹

（1. 中国神华煤制油化工有限公司，北京100011；2. 中国科学院山西煤炭化学研究所，山西 太原030000）

摘要：将我国丰富的煤炭资源经合成气转化为混合醇，作为合成气化学一重要的研究领域，该技术的突破对于提高煤化工产品品味、实现煤炭清洁利用、降低醇类化学品石油依赖度具有重要意义，受到了国内外工业界和学术界的广泛关注。制约合成气制混合醇发展的瓶颈在于高效能催化剂的开发，合成气制混合醇催化剂包括贵金属催化剂、改性甲醇合成催化剂、改性费托合成催化剂和钼基催化剂，对以上催化剂逐一进行介绍，详细阐述了国内外最新研究报道，并对各类催化剂性能做出简要评价，为合成气制混合醇早日实现工业应用提供借鉴。

关键词：合成气；混合醇；贵金属催化剂；改性甲醇合成催化剂；改性费托合成催化剂；钼基催化剂

中图分类号：X5      文献标识码：A      文章编号：0258-3283（2021）--

Research Progress of Catalysts for Mixed Alcohol Synthesis from Syngas LIU Jing-ge¹, YAN Guo-chun^*1, FANG Ke-gong², LI Yi¹, LU Wei-min¹ (1. China Shenhua Coal to Liquid and Chemical Co., Ltd., Beijing 100011, China; 2. Institute of Coal Chemistry, Chinese Academy of Science, Taiyuan 030000, China), Huaxue Shiji, 2021, 43(10), ～

Abstract：As an important field of syngas chemistry, the conversion of abundant coal resources in China via syngas into mixed alcohol, has great significance for promoting coal-chemistry products adding-value, realizing coal cleaning utilizationand reducing alcohol chemicals oil dependence, then received extensive attention from the industry and the academy. The bottleneck which restricts the development of the mixed alcohol synthesized from syngas, lies in the highly efficient catalysts development, and such catalyst can be divided into the noble metal catalyst, the modified methanol synthesis catalyst, themodified Fischer-Tropsch synthesis catalyst and the molybdenum based catalyst. Four types of catalysts were introduced specifically in this paper, including the latest research reports, and then a brief property evaluation of all kinds of catalysts was afforded, aiming to provide reference for the realization of industrial applications.

Key words：Syngas; mixed alcohols; noble metal catalyst; modified methanol synthesis catalyst; modified Fischer-Tropsch synthesis catalyst; Mo-based catalyst.

引用本文：刘竞舸^, 闫国春^, 房克功, 等. 合成气制混合醇催化剂研究进展[J]. 化学试剂, 2021, 43(10):1369-1375.

高效液相色谱法检测城市污水中的邻苯二甲酸二丁（辛）酯

纪晓娜^1a,2，薛路遥^1b,2，任志敏^1b,2，田曦^1b,2，王琨琦^1a，边德军^*1b,2

(1.长春工程学院a.理学院，b.水利与环境工程学院；2.吉林省城市污水处理重点实验室长春工程学院，吉林 长春 130012)

摘要：采用高效液相色谱法（HPLC）测定城市污水中邻苯二甲酸二丁酯（DBP）和邻苯二甲酸二辛酯（DOP），十八烷基键合相为固定相，样品前处理使用环己烷液-液萃取的方法。优化了流动相（甲醇和水）流速、比例、进样体积和色谱柱温度，确定了色谱条件。该方法DBP和DOP的线性相关系数均为0.998，检测精密度分别为0.70 %和4.47 %，三水平加标回收率在82.5%～120.0%之间，最低检出限为0.1 μg/L（信噪比S/N分别为4.68和2.17）。城市污水样品中检出了DBP和DOP，均未超过国家标准。本文开发的高效液相色谱法适用于城市污水中DBP和DOP的检测，具有快速、高效、检出限低等优点。

关键词：高效液相色谱；邻苯二甲酸酯；城市污水

中图分类号：O661.1文献标识码：A文章编号：0258-3283（2021）--

Detecting Dibutyl(Di-n-octyl) phthalate in Municipal Sewage Water with High Performance Liquid Chromatography JI Xiao-na^1a,2, XUE Lu-yao^1b,2, REN Zhi-min^1b,2, TIAN Xi^1b,2, WANG Kun-qi^1a, BIAN De-jun^*1b,2 (1. a. Faculty of Science, b. Faculty of Hydraulic and Environmental Engineering, Changchun Institute of Technology; 2. Key Laboratory of Urban Sewage Treatment of Jilin Province, Changchun Institute of Technology, Changchun 130012,China), Huaxue Shiji, 2021,43(10), ～

Abstract：This paper reported the detection of dibutyl phthalate(DBP) and Di-n-octyl phthalate(DOP) in sewage water with high performance liquid chromatography(HPLC) via octadecyl bonded phase as mobile phase. The chromatographic condition was determined and optimized in mobile phase (methyl alcohol and water) flow velocity, proportion, sample injection volume and chromatographic column temperature. With this method the linearly dependent coefficient of DBP and DOP was 0.998, the detection accuracy was 0.70% and 4.47％ separately, three-level standard recovery rate was 82.5～120.0 %, and the lowest detection limit was 0.1 μg/L (signal to noise S/N was 4.68 and 2.17 separately). DBP and DOP were detected in urban sewage samples, and neither of them exceeded the national standard. The established HPLC method in this paper is applicable to detection of DBP and DOP in sewage water, which is rapid, efficient and has a low detection limit.

Key words：HPLC; Phthalic acid ester; Municipal sewage

引用本文：纪晓娜, 薛路遥, 任志敏,等. 高效液相色谱法检测城市污水中的邻苯二甲酸二丁（辛）酯[J]. 化学试剂, 2021, 43(10):1376-1380。

浊点萃取−高效液相色谱法测定工业废水中4种苯酚类化合物

刘甜恬，杨晓颖，姜勋，谢美仪，郝晓棠，罗幸玲，王梅^*

(广东药科大学 公共卫生学院，广东 广州 510310)

摘要：建立了浊点萃取法与高效液相色谱联用测定4种苯酚类化合物（对苯二酚、间苯二酚、邻苯二酚和苯酚）的分析方法。以磷酸三丁酯为配合剂，Tergitol 15-S-7为萃取剂，实验中4种目标物与磷酸三丁酯通过氢键作用力形成了易于被Tergitol 15-S-7萃取的疏水性配合物，解决了苯酚类化合物萃取率低的问题。实验优化了配合剂、非离子表面活性剂和无机盐的种类和用量，溶液pH，以及水浴温度和平衡时间。在最优条件下，0.25～350 μg/L 浓度范围内4种目标物均呈良好线性，其线性相关系数大于0.9995，检出限（LOD，S/N=3）为0.05～0.09 μg/L，萃取率为77.4%～87.6%。方法成功用于分离检测工业废水中的4种苯酚类化合物，样品加标回收率在90.2%～110%之间。

关键词：浊点萃取；高效液相色谱；苯酚类化合物；工业废水

中图分类号:X832文献标识码：A    文章编号：0258-3283（2021）--

Determination of four phenols in industrial wastewater by cloud point extraction-high performance liquid chromatography LIU Tian-tian, YANG Xiao-ying, JIANG Xun, XIE Mei-yi, HAO Xiao-tang, LUO Xing-ling, WANG Mei^*(School of Public Health, Guangdong Pharmaceutical University, Guangzhou 510310, China)Huaxue Shiji, 2021,43(10),～

Abstract: A novel method was established for the determination of 4 phenolscompounds (hydroquinone, resorcinol, catechol and phenol) by cloud point extraction and high performance liquid chromatography. The nonionic surfactant Tergitol 15-S-7 was chosen as the extractant, meanwhile, the tributyl phosphate (TBP) was used as a complexant. The 4 analytes were quantitatively extracted in the form of hydrophobic complexes with TBP by Tergitol 15-S-7. Therefore, the problem that the traditional CPE has poor extraction effect on four hydrophilic phenols was solved. The effect of experimental factors such as the type and concentration of complexant, surfactant and inorganic salts, the pH value of solution, equilibrium temperature and time were investigated in detail. Under optimal conditions, the 4 analytes showed good linearity in the concentration range of 0.25～350 μg/L, and the linear correlation coefficient were greater than 0.9995 with the limits of detection (LODs, S/N=3 ) of 0.05−0.09 μg/L. Good extraction efficiencies in the ranges of 77.4%～87.6% were obtained. The proposed method was successfully applied to simultaneous determination of the four phenols compounds in industrial waste water samples with recoveries (90.2%～110%).

Key words:cloud point extraction; high performance liquid chromatography; phenols compounds; industrial wastewater

引用本文：刘甜恬,杨晓颖,姜勋,等.浊点萃取−高效液相色谱法测定工业废水中4种苯酚类化合物[J].化学试剂,2021,43(10):1381-1387。

气相色谱法测定水性涂料中N, N-二（3-氨基丙基）十二烷基胺

蒋莹^*，蔡宇峰，赵霞，周丽佳

(上海市质量监督检验技术研究院，上海  201114)

摘要：建立测定水性涂料产品中生物杀伤剂N, N-二（3-氨基丙基）十二烷基胺的分析方法。该方法通过确定气相色谱仪（火焰离子化检测器）色谱条件、优化前处理方法，实现线性相关系数均大于0.998，检出限为10mg/kg，回收率范围为82%～98%，相对偏差均小于10%。可用于涂料绿色产品评价标准中N, N-二（3-氨基丙基）十二烷基胺的检验筛查工作，为绿色评价涂料产品的规范化评价提供简便可行的检验方法。

关键词：气相色谱法；水性涂料；N, N-二（3-氨基丙基）十二烷基胺；生物杀伤剂；绿色产品评价

中图分类号：O652.63文献标识码：A    

Detection Method for N,N-Bis-(3-aminopropyl)-dodecylamineinWaterborne Coating by Gas ChromatographyJIANG Ying^*, CAI Yu-feng, ZHAO Xia, ZHOU Li-jia(Shanghai Institute of Quality Inspection and Technical Research，Shanghai 201114, China), HuaxueShiji, 2021, 43(10)

Abstract: A method was developed to detect N,N-bis-(3-aminopropyl)-dodecylamine in waterborne coating. In this paper, the detection method of gas chromatography with FID detector was determined, and the pretreatment method was optimized. The method meets the test requirements, because the linear correlation coefficient is 0.998, the detection limit is 10 mg/kg, the recovery range is 82% - 96%, and the relative deviation is less than 10%. This method can be used for the inspection and screening of N,N-bis-(3-aminopropyl)-dodecylamine in the green product assessment of coating material. It provides a simple and feasible method for the standardization of coating material for green product assessment.

Key words: gas chromatography; waterborne coating;N,N-bis-(3-aminopropyl)-dodecylamine; biocides;greenproductassessment

引用本文：蒋莹，蔡宇峰，赵霞，等. 气相色谱法测定水性涂料中N, N-二（3-氨基丙基）十二烷基胺[J]. 化学试剂, 2021, 43(10):1388-1392.

基于FTIR的GIS气室中SF₆分解产物SO₂F₂的检测

颜湘莲¹，姚强²，苗玉龙²，赫树开³，齐汝宾³，李新田³，曾晓哲³，吴倩倩^*3

(1. 中国电力科院研究院有限公司，北京  100192；2. 国网重庆市电力公司电力科学研究院，重庆  401123；3. 河南省日立信股份有限公司，河南 郑州  450001)

摘要：硫酰氟（SO₂F₂）气体是全封闭组合电器（GIS）中SF₆气体分解产物的重要特征组分之一，基于SO₂F₂气体成分的检测可实现高压电器设备潜伏性故障类型的识别，因此快速准确实现GIS气室中SO₂F₂组分的检测具有重要意义。采用温、压可调多次反射White长光程池，基于傅里叶变换红外光谱仪（FTIR）技术建立SO₂F₂/SF₆气体实验分析平台，在高纯SF₆背景下对痕量SO₂F₂气体谱线进行交叉干扰分析，最终选取中心波长1503 cm^-1（6.65 μm）处作为定性依据，利用质量比混合法及动态配气仪制备4个梯度浓度SO₂F₂/SF₆标准样品，建立了定量分析的标准曲线，并对质量比混合法制备的0～400 μL/L的SO₂F₂/SF₆混气样品进行浓度反演分析。结果表明：在0～400 μL/L浓度范围内，校正面积拟合曲线优于校正高度拟合曲线，线性拟合优度R² >0.99，可实现SO₂F₂/SF₆混气中SO₂F₂气体的快速检测，样品浓度反演结果显示误差均小于2%。该研究可提供一种SO₂F₂/SF₆混合气体制备方法，并为GIS气室中SF₆分解产物SO₂F₂含量的检测提供一种切实可行的光学方法。

关键词：傅里叶变换红外光谱；光度测定；定量分析；质量比混合法；GIS气室；SO₂F₂/SF₆

中图分类号：TN219          文献标识码：A           

Detection of SF₆ Decomposition Product SO₂F₂ in GIS Gas Chamber Based on FTIR 

YAN Xiang-lian¹, YAO Qiang², MIAO Yu-long², HE Shu-kai³, QI Ru-bin³, LI Xin-tian³, ZENG Xiao-zhe³, 

WU Qian-qian^*3 (1. China Electric Power Research Institute, Beijing 100192, China; 2. State Grid Chongqing Electric Power Research Institute, Chongqing 401123, China; 3. Henan Relations Co., Ltd., Zhengzhou 450001, China), Huaxue Shiji, 2021, 43(10)

Abstract：Sulfuryl fluoride (SO₂F₂) gas is one of the important characteristic components of SF₆ gas decomposition products in gas insulated switchgear (GIS). Based on the detection of SO₂F₂ gas composition, the latent fault types of high-voltage electrical equipment can be identified. Therefore, it is of great significance to quickly and accurately detect the SO₂F₂ components in the GIS gas chamber. An experimental analysis platform for SO₂F₂/SF₆ gas was established based on Fourier transform infrared spectrometer (FTIR) technology by using temperature and pressure adjustable multi-reflection white long optical path cell. Finally, the center wavelength 1503 cm^-1 (6.65 μm) is selected as the qualitative basis. Four standard samples of gradient concentration SO₂F₂/SF₆ were prepared by mass ratio mixing method and dynamic gas distributor, and a standard curve for quantitative analysis was established. The concentration inversion analysis of SO₂F₂/SF₆ mixture samples prepared by mass ratio mixing method was carried out. The results show that in the concentration range of 0~400 μL/L, the calibration area fitting curve is better than the calibration height fitting curve, and the linear fitting coefficient R² of calibration area fitting curve is greater than 0.99. It can realize the rapid detection of SO₂F₂ gas in SO₂F₂/SF₆ gas mixture. The sample concentration inversion results show that the error is less than 2%. This research can provide a method for preparing SO₂F₂/SF₆ mixed gas, and provide a feasible optical method for detecting the content of SF₆ decomposition product SO₂F₂ in GIS gas chamber.

Key words: FTIR; photometric measurement; quantitative analysis; mass ratio mixing method; GIS gas chamber; SO₂F₂/SF₆ 

引用本文：颜湘莲，姚强，苗玉龙，等. 基于FTIR的GIS气室中SF6分解产物SO2F2的检测[J]. 化学试剂，2021,43（10）:1393-1398.

ICP-OES测定TA31钛合金中化学成分的4种不同酸体系

样品制备方法比较分析

罗策^*1，颜燕²，刘婷¹，白焕焕¹，卢凡¹，马婉莹¹，张媛媛¹

（1. 宝钛集团有限公司，陕西 宝鸡  721014；2. 陕西省宝鸡教育学院，陕西 宝鸡  721000）

摘要：对ICP-OES测定TA31钛合金中铝、铌、锆、钼、铁、硅6种元素含量的硫酸-硝酸、氢氟酸-硝酸、氢氟酸-硫酸-硝酸和盐酸-氢氟酸-硝酸4种不同酸体系样品制备方法的试剂用量、处理温度和制备时间进行了比较，并对4种样品制备方法对应的检测方法的灵敏度、检出限、精密度、准确度等性能指标进行了比较分析。结果表明，氢氟酸-硝酸体系下的试剂用量最小，盐酸-氢氟酸-硝酸体系下的试剂用量最大，此两种样品制备方法均在常温下进行，无需加热，溶解时间较短；4种样品制备方法对应的检测方法的灵敏度按照硫酸-硝酸、氢氟酸-硫酸-硝酸、盐酸-氢氟酸-硝酸、氢氟酸-硝酸的顺序依次升高；检出限和定量限基本一致；铝、铌、锆、钼、铁5种元素在4种制备方法下均可得到一致的检测结果，准确度和精密度整体上良好，氢氟酸-硫酸-硝酸制备方法下精密度略差；硫酸-硝酸和氢氟酸-硫酸-硝酸制备方法下，硅测定结果的精密度和准确度较差，不适合硅含量的测定。

关键词：电感耦合等离子体原子发射光谱法；TA31钛合金；样品制备方法；酸体系

中图分类号：O652.4               文献标识码：A             文章编号：0258-3283（2021）

Comparison and Analysis of Four Kinds of Sample Preparation Methods with Different Acid Systems for Determining Chemical Composition in TA31 Titanium Alloy by ICP-OES LUO Ce^*1, YAN Yan², LIU Ting¹, BAI Huan-huan¹, LU Fan¹, MA Wan-ying¹, ZHANG Yuan-yuan¹ (1. BaoTi Group Co., Ltd., Baoji 721014, China; 2. Baoji Education Institute of Shaanxi，Baoji 721000, China), Huaxue Shiji, 2021, 43(10),

Abstract: The reagent dosage, treatment temperature and preparation time of sample preparation methods in four different acid systems: sulfuric acid-nitric acid, hydrofluoric acid-nitric acid, hydrofluoric acid-sulfuric acid-nitric acid and hydrofluoric acid-hydrochloric acid-nitric acid for the content of aluminium, niobium, zirconium, molybdenum, iron and silicon in TA31 titanium alloy determined by ICP-OES were compared. And the test method performance indexes corresponding to each sample preparation method of sensitivity, detection limit, precision, accuracy and so on were compared and analyzed. The results showed that the amount of reagent in hydrofluoric acid-nitric acid system was the minimum, and the amount of reagent in hydrochloric acid-hydrofluoric acid-nitric acid system was the maximum. These two sample preparation methods were carried out at room temperature, without heating, and the dissolution time was short. The sensitivity of the test methods corresponding to the four sample preparation methods increased according to the order of sulfuric acid-nitric acid, hydrofluoric acid-sulfuric acid-nitric acid, hydrochloric acid-hydrofluoric acid-nitric acid, hydrofluoric acid-nitric acid. The limits of detection and limits of quantification are basically consistent. The detection results of aluminum, niobium, zirconium, molybdenum and iron were consistent under the four preparation methods, and the accuracy and precision were good on the whole, while the precision was slightly worse under the preparation method of hydrofluoric acid-sulfuric acid - nitric acid. Under the preparation methods of sulfuric acid - nitric acid and hydrofluoric acid - sulfuric acid - nitric acid, the precision and accuracy of silicon determination results are poor, so it is not suitable for the determination of silicon content.

Key words: ICP-OES; TA31 titanium Alloy; sample preparation method; acid system

引用本文：罗策，颜燕，刘婷，等. ICP-OES测定TA31钛合金中化学成分的4种不同酸体系样品制备方法比较分析[J]. 化学试剂，2021，43（10）：1399-1403.

一种相对荧光发射强度标准物质的研制

罗思婷¹，黄彦捷^*1，黄振宇¹，周瑾艳¹，陈玲¹，张辉²，陈怡²，关妍^*3

(1. 广东省计量科学研究院 广东省现代几何与力学计量技术重点实验室，广东 广州 510405；2. 浙江省计量科学研究院 生物与化学计量研究所，浙江 杭州 310018；3.北京大学 化学与分子工程学院，北京100871)

摘要：按照国家一级标准物质技术规范的各项要求，以美国国家标准与技术研究院研制的荧光相对发射强度标准物质为参照，采用八家资质实验室进行联合定值，并进行均匀性检验和稳定性考察，研制了4-(二氰基亚甲基)-2-甲基-6-(4-二甲基氨基苯乙烯基)-4H-吡喃（DCM）正丙醇溶液相对荧光发射强度标准物质。结果表明该标准物质具有良好的均匀性，可在4 ℃下稳定保存12个月，可提供在472 nm激发波长下，波长覆盖范围为490～830 nm、波长间隔为1 nm的标准荧光相对发射强度值。综合考虑样品的均匀性、稳定性检验及定值过程中引入的不确定度，评定了各波长下的不确定度。该标准物质各技术指标符合相关规范的要求，其量值具有准确性和溯源性，已成功获批为国家二级有证标准物质，编号为GBW(E)136758，可用于相关荧光类仪器及检测模块的校准、分析方法评价，以及生物、食品、药品、化工产品及化妆品中的质量控制等方面。

关键词：溯源性；标准物质；相对荧光发射强度；不确定度

中图分类号：TB99       文献标识码：A      文章编号：0258-3283（2021）--

Development of Arelative Fluorescence Emission Intensity Reference Material LUO Si-ting¹, HUANG Yan-jie^*1, HUANG Zhen-yu¹, ZHOU Jin-yan¹, CHEN Ling¹, ZHANG Hui², CHEN Yi², GUAN Yan^*3 (1. Guangdong Provincial Institute of Metrology, Guangdong Provincial Key Laboratory of Modern Geometric and Mechanical Metrology Technology, Guangzhou 510405, China; 2. Zhejiang Provincial Institute of Metrology, Institute of biometrics and stoichiometry, Hangzhou 310018, China; 3. College of Chemistry and Molecular Engineering, Peking University, Beijing 100871,China) Huaxue Shiji, 2021, 43(10), ～

Abstract: According to the requirements of technical norm of primary reference material,a relativefluorescence emission intensity certified reference material of 4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)- 4H-pyran (DCM) in n-propanol solution was developed, whose references were relative intensity correction standards for fluorescence spectroscopy developed by National Institute of Standards and Technology.A cooperative certification was performed by eight qualified laboratories, and the homogeneity and stability were evaluated.The homogeneity test showed that the standard material had good homogeneity. The stability test showed that it could be stored at 4 ℃ for 12 months. The relative fluorescence emission intensity of DCM in n-propanol solution reference material can provide the standard fluorescence relative emission intensity with wavelength coverage of 490～830 nm and wavelength interval of 1 nm under the excitation of 472 nm. The process of certification, homogeneity and stability test were comprehensively considered to evaluate the uncertainty at each wavelength.The technical indexes of the reference material meet the requirements of relevant specifications, and the values are accurate and traceable. It has been successfully identified as a national grade Ⅱ certified reference material，which is numbered GBW(E)136758. It can be used for the calibration of related fluorescent instruments and detection modules, the evaluation of analytical methods, and the quality control of biology, food, medicine, chemical products and cosmetics.

Keywords: traceability; reference material; relative fluorescence emission intensity; uncertainty

引用本文：罗思婷，黄彦捷，黄振宇，等.一种相对荧光发射强度标准物质的研制[J]. 化学试剂,2021, 43(10): 1404-1412.

Hg²⁺探针的合成、光谱性能及生物应用研究

杨美盼^*，李靖，陈依春，王莉，刘丽军，何树梅，王乐瑞，马睿潇，郭迅，康龙丽

（西藏民族大学 医学院, 陕西 咸阳  712082）

摘要：设计合成并表征了一种罗丹明类Hg²⁺探针，对其识别性能进行了研究。检测了探针的紫外吸收光谱及荧光发射光谱，结果表明探针对Hg²⁺具有较好选择性和灵敏度。探针与Hg²⁺结合后，观察到吸光度、荧光信号及溶液颜色都发生改变。通过Job’s 曲线研究发现Hg²⁺和探针配合的计量比为1：1。理论计算表明探针结构中的S原子和羰基O原子与Hg²⁺进行配位，诱导内酰胺环打开。将10 μmol/L的探针作用于细胞时，存活率约为90%。10 µmol/L探针在细胞中几乎无荧光，与Hg²⁺孵育后可观察到细胞内的荧光明显增强，探针具有很好的细胞膜通透性。在小鼠腹腔内注射探针(400 µL × 400 µmol/L)，拍照未发现荧光，在同一位置注射Hg²⁺后，捕获到明显荧光信号。结果表明，探针具有优良的性能，在生物体染色和标记，甚至疾病的早期诊断方面都有潜在的应用价值。

关键词：探针；合成；Hg²⁺；识别性能；理论计算；生物应用

中图分类号：O657.3         文献标识码：A         文章编号：0258-3283（2021）

Synthesis, Optical properties and Biological Applications of the Hg²⁺ Probe YANG Mei-pan^*, LI Jing, CHEN Yi-chun, WANG Li, LIU Li-jun, HE Shu-mei, WANG Le-rui, MA Rui-xiao, GUO Xun, KANG Long-li (Xizang Minzu University, Xianyang 712082, China), Huaxue Shiji, 43(10) 

Abstract: A rhodamine-based probe was developed and characterized. The recognition performance was studied. According to the absorption spectrum and fluorescence emission spectrum, the current probe showed highly selective and sensitive to Hg²⁺. Upon binding with Hg²⁺, comparable amplifications of absorption, fluorescence signals and colours of the solution were observed. Job's plot indicated a clear 1: 1 stoichiometry of Hg²⁺ and probe.

The oretical calculation revealed that S atom and O atom of carbonyl group coordinate with Hg²⁺, inducing the opening of lactam ring. The cell viability remains about 90% under the treatment of 10 μM probe. After cells were incubated with probe (10 µmol/L) in culture medium, no fluorescence of probe inside the living cells was observed. After supplemented with 10 µmol/L Hg²⁺, a significant increasing of fluorescence intensities from the intracellular area was observed. It was proven that probe was cell-permeable. Fluorescence signal was not detected when the mouse was given an i.p. injection with probe (400 µL × 400 µmol/L). After the injection of Hg²⁺ at the same location, obvious fluorescence signal was noted. The results showed that the probe has excellent performance and potential application value in staining and labelling, and even in early diagnosis of diseases.

Key words: probes; synthesis; Hg²⁺, recognition performance, theoretical calculations; biological applications

引用本文：杨美盼，李靖，陈依春，等. Hg²⁺探针的合成、光谱性能及生物应用研究[J]. 化学试剂，2021，43（10）:1413-1418.

单分散四臂聚乙二醇衍生的高选择性Hg²⁺荧光探针的合成和性能研究

张安林^{1, 2}，彭媛媛¹，张径^{*1, 2}，陈芳军¹，邓泽平¹

(1. 湖南华腾制药有限公司 博士后流动站协作研发中心，湖南 长沙  410006；

2. 长沙医学院 药学院，湖南 长沙  410219)

摘要：为了提高荧光探针的潜在应用价值，研究开发了一种基于单分散四臂聚乙二醇的罗丹明B衍生物荧光探针，该探针在水溶液中对Hg²⁺金属离子具有高选择性。与其他竞争性金属阳离子相比，在有Hg²⁺存在的情况下，探针在572 nm处表现出显著的荧光增强。探针的荧光信号变化是基于严格的“开-关”机制，由Hg²⁺诱导罗丹明B的构型从内酰胺螺环（无色无荧光）转变为开环酰胺形态（粉色荧光）。在0～10 μmo/L的浓度范围内，探针的荧光强度与Hg²⁺离子浓度呈现出较好的线性相关，检出限为0.385 μmol/L。此外，通过MALDI-TOF-MS分析实验论证了探针与Hg²⁺的结合行为和感应机制。充分说明探针中聚乙二醇（PEG）结构在检测Hg²⁺过程中起着不可或缺的作用。 

关键词：荧光探针；汞离子；聚乙二醇；罗丹明B；三氮唑

中图分类号：O656.3    文献标识码：A       文章编号：0258-3283（2021）

Highly Selective Fluorescence Detection for Hg²⁺ Ions in Aqueous Solution Using Monodisperse 4-Arm PEG Derivative ZHANG An-lin^1,2, PENG Yuan-yuan¹, ZHANG Jing^*1,2, CHEN Fang-jun¹, DENG Ze-ping¹ (1. Postdoctoral Scientific Research Cooperative R&D Center, Hunan Huateng Pharmaceutical Co., Ltd., Changsha 410006, China; 2. College of Pharmacy, Changsha Medical University, Changsha 410219, China), Huaxue Shiji, 2021, 43(10)

Abstract: A novel fluorescent sensor derived from the monodisperse 4-Arm-PEG with excellently selective and sensitive for sensing Hg²⁺ in water solution was designed to improve the potential application values of the fluorescent sensor. Fluorescent sensor showed a prominent fluorescence improvement at 572 nm in the presence of Hg²⁺ over other competitive metal cations. The ratiometric fluorescent signal change of the sensor is based on a strict turn-on mechanism, which is adjusted by Hg²⁺ induced configuration transformation of rhodamine from a spirolactam ring to the ring-opening amide. In the range of 0~10 μmol/L, the detection limit of Hg²⁺ was 0.385 μmol/L. Furthermore, the binding behavior and sensing mechanism of fluorescent sensor to Hg²⁺ were comprehensively illustrated by the MALDI-TOF-MS analysis.

Key words: fluorescent probe; mercury ion; polyethylene glycol; rhodamine B; triazole

引用本文：张安林，彭媛媛，张径，等. 单分散四臂聚乙二醇衍生的高选择性Hg²⁺荧光探针的合成和性能研究[J]. 化学试剂，2021,43（10）：1419-1427.

落叶松鞣质吸附甲醛的特性研究

苏小舟^*，董赵勇

（中原工学院 纺织学院，河南 郑州 450007）

摘要：采用落叶松鞣质作为吸附剂，考察了反应温度、pH值等因素对落叶松鞣质吸附甲醛性能的影响,实验结果表明:在未调节pH值的情况下，落叶松鞣质与甲醛的最佳反应温度为35℃，此时对甲醛的吸附效果最好，对应的甲醛去除率为39.3%；保持最佳反应温度不变 ，pH12时，落叶松鞣质吸附甲醛的效果最好，甲醛去除率为98.2%。pH对落叶松鞣质吸附甲醛的影响最大。但在弱碱环境中落叶松鞣质吸附甲醛的性能受到一定程度的抑制。红外光谱、TG-DSC以及气质联用对落叶松鞣质与甲醛反应前后的试验分析表明，落叶松鞣质与甲醛发生了加成反应，反应后落叶松鞣质的热稳定性有所降低。

关键词：落叶松鞣质；甲醛；去除率；加成反应

中图分类号：X701      文献标识码：A      文章编号：0258-3283（2021）--

Adsorption Mechanism of Formaldehyde by Larch tannin SU Xiao-zhou^*,DONG Zhao-yong (College of Textile, Zhongyuan University of Technology, Zhengzhou 450007, China)，HuaxueShiji, 2021, 43(10), ～

Abstract: Using larch tannin as adsorbent, the effects of reaction temperature, pH value and other factors on the adsorption of formaldehyde by larch tannin were investigated. The experimental results showed that the optimal reaction temperature of larch tannin and formaldehyde is 35 ℃ without adjusting the pH value, at this time, the adsorption effect of formaldehyde is the best, and the corresponding formaldehyde removal rate is 39.3%. When pH 12 and keeping the optimal reaction temperature unchanged, the adsorption effect of larch tannin is the best, and the formaldehyde removal rate is 98.2%. Among them, pH value had the greatest influence on formaldehyde adsorption by larch tannin. However, the adsorption of formaldehyde by larch tannin in weak alkaline environment was inhibited to some extent. The results of IR, TG-DSC and GC-MS showed that there was an addition reaction between larch tannic acid and formaldehyde, and the thermal stability of larch tannin was decreased after the reaction.

Key words: Larch Tannin; Formaldehyde;Removal rate; Addition Reaction

引用本文：苏小舟，董赵勇.落叶松鞣质吸附甲醛的特性研究[J]. 化学试剂, 2021, 43(10): 1428-1433.

胺基化聚苯乙烯负载B(C₆F₅)₃催化醛酮的去氧化还原

温志国，田冲，聂万丽^*

（乐山师范学院 化学与资源环境学院 天然产物化学与小分子催化四川省高校重点实验室，四川 乐山  614000）

摘要：以胺基改性聚苯乙烯高分子材料作为载体，负载大位阻路易斯酸三(五氟苯基)硼烷（B(C₆F₅)₃），研究了以硅烷为还原剂，负载B(C₆F₅)₃对醛酮的催化去氧化还原反应性及负载催化剂的耐受性。研究结果表明，胺基改性聚苯乙烯负载的催化剂B(C₆F₅)₃在对醛酮催化去氧化还原时，其反应活性不仅与均相条件相当，甚至在反应的选择性上有时会表现出不同于均相反应的特征。最重要的是，负载后的B(C₆F₅)₃催化剂在催化醛酮还原时，负载催化剂在循环使用8次以上时仍能保持较高的反应活性。
关键词：受限路易斯酸碱对；负载化；胺基改性聚苯乙烯；醛酮；去氧化反应
中图分类号：O6     文献标识码：A             文章编号：0258-3283（2021）    

Deoxygenation Reaction of Ketones and Aldehydes Catalyzed by B(C₆F₅)₃-immobilized Aminated Polystyrene WEN Zhi-guo, TIAN Chong, NIE Wan-li^* (Sichuan Province Key Laboratory of Natural Products and Small molecule Synthesis, School of Chemistry, Resources and Environment, Leshan Normal University, Leshan 614000, Sichuan, China), Huaxue Shiji, 2021

Abstract: In this paper we report the first heterogeneous system for the deoxygenation of carbonyl compounds by utilizing catalyst loading of non-metal Lewis acid on the organic based supporter. Three different polystyrene microspheres, such as chloromethylated polystyrene (PS-Cl), aminated polystyrene (PS-NH₂) and aminated polystyrene hydrochloride (PS-NH₃Cl) were suggested as loaded regents to immobilize B(C₆F₅)₃-type Lewis acid. And their reducibility and tolerance of such immobilized catalytic Lewis acid/base systems to aldehydes and ketones have been explored by using hydrosilanes as reducing agents. It was found that the PS-NH₂ immobilizer catalyst shows comparably stronger complexation ability to B(C₆F₅)₃ than its hydrochloride (PS-NH₂-HCl). The heterogeneous catalyst of the aminated polystyrene loaded B(C₆F₅)₃ (PS-NH₂-B(C₆F₅)₃) showed the highest reactivity and tolerance, which could be recycled and reused for more than 8 times without distinctly lose its activity especially in the selective reduction of aldehydes and ketones. The catalyst activity of the loaded B(C₆F₅)₃ to the deoxygenation reaction of ketones and aldehydes are similar as B(C₆F₅)₃ in the homogenous conditions. When PhSiH₃ was used as the reducing agent in most cases the main product will be the exhaustive reduce one except in reduction of PhCHO (the main product is PhCH₂OH), and the Et₃SiH could only partially reduction of carbonyl compounds to the corresponding silyl ethers. As for the activity of the other supporter loaded B(C₆F₅)₃, due to their different complexation ability to B(C₆F₅)₃, the PS-NH₂-HCl-B(C₆F₅)₃ and PS-Cl-B(C₆F₅)₃ showed moderate to poor reactivity, respectively.

Key words: frustrated Lewis pairs; immobilize; aminated polystyrene; carbonyl compounds; deoxygenation reaction 

引用本文：温志国，田冲，聂万丽.胺基化聚苯乙烯负载B(C₆F₅)₃催化醛酮的去氧化还原[J].化学试剂，2021，43（10）：1434-1438.

ZrCl₄催化苯乙酸缩合制备二苄基甲酮

侯志鹏，赵迎春，李秀芬^*

（青岛科技大学 化工学院，山东 青岛  266042）

摘要：报道了一种制备二苄基甲酮的新方法，即ZrCl₄催化苯乙酸自身缩合制备二苄基甲酮的方法。通过考察催化剂、温度、溶剂等因素对产品产率的影响，获得了制备二苄基甲酮的较佳操作条件，即以ZrCl₄为催化剂，n（苯乙酸）：n（ZrCl₄）=1:0.6，无水四氢呋喃为溶剂，4 Å 分子筛为脱水剂，70 ^oC反应36 h，二苄基甲酮的产率可达90%。产物结构经GC-MS、¹HNMR、熔点分析仪等手段进行了表征。该法反应条件温和、产率高，为二苄基甲酮及其相关类似物的制备提供了新的方法。

关键词：二苄基甲酮；苯乙酸；催化；四氯化锆

中图分类号：TQ244.2      文献标识码：A              文章编号：0258-3283（2021） 

Preparation of Dibenzyl Ketone by Condensation of Phenylacetic Acid Catalyzed by ZrCl₄ HOU Zhi-peng, ZHAO Ying-chun, LI Xiu-fen^* (College of chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China), Huaxue Shiji, 2021

Abstract: A new process for the synthesis of dibenzyl ketone was reported. The effects of catalyst, reaction temperature, and reaction solvent on the yield of dibenzyl ketone were investigated. The results show that the yield of dibenzyl ketone can reach 90% with ZrCl4 as the catalyst, anhydrous tetrahydrofuran as the solvent, 4 Å molecular sieve as dehydrating agent, and the reaction temperature is 70 ℃ for 36 h. The structure was confirmed by GC-MS and ¹HNMR. This method provides a new process for the preparation of dibenzyl ketone and its related analogues in high yield under mild and controllable reaction conditions.

Key words: dibenzyl ketone; phenylacetic acid; catalytic; ZrCl₄

引用本文：侯志鹏，赵迎春，李秀芬.ZrCl₄催化苯乙酸缩合制备二苄基甲酮[J].化学试剂，2021，43（10）：1439-1442.

一种涂料用非离子型水性聚氨酯的制备和表征

夏晓健¹，万芯媛¹，陈云翔¹，韩纪层¹，林德源¹，许晖烨²，陈天鹏²，罗盛相³，徐立功^*4

（1.国网福建省电力有限公司电力科学研究院，福建福州350003；2.国网福建省电力有限公司莆田供电公司，福建莆田351100；3 .福建省亿力建设工程有限公司福建电力调试分公司，福建福州350016；

4 .华东理工大学体育科学与工程学院，上海200237）

摘要：采用自制酸酐同聚乙二醇单甲醚（MPEG1000）连续通过酯化反应、缩酮脱除反应、己内脂开环反应制备了含有聚乙二醇单甲醚支链的聚己内脂二元醇（MPCL），通过¹HNMR、GPC和XRD对其结构及结晶性进行表征并以其作为软段制备非离子型水性聚氨酯乳液，采用SEM、FTIR和万能试验机对乳液及成膜物进行微观及力学性能表征，制备了综合性能优异的非离子型水性聚氨酯乳液（WPU）。MPCL结构及分子量符合预期，随己内酯聚合度升高支链聚乙二醇单甲醚的结晶性减弱直至消失，以MPCL为软段的聚氨酯分子链在水相中呈球状，在原料物质的量配比相同的前提下，MPCL分子量越大，成膜物断裂伸长率越高，拉伸强度则越低；以结构清晰的MPCL为软段制备的聚氨酯聚合物完全可分散在水中形成乳液，MPCL的分子量对乳液成膜物的各项性能有明显影响。

关键词：酯化；缩酮脱除；开环反应；非离子型水性聚氨酯；乳液；

中图分类号：TQ317.4      文献标识码：A      文章编号：0258-3283（2021）

Preparation and Characterization of Anon-ionic Waterborne Polyurethane for Coatings XIA Xiao-jian¹, WANXin-yuan¹, CHEN Yun-xiang¹, HAN Ji-ceng¹, LIN De-yuan ¹, XU Hui-ye ², CHEN Tian-peng², LUO Sheng-xiang³, XU Li-gong* ⁴ (1.Power Research Institute of State Grid Fujian Electric Power Co. Ltd, Fuzhou 350003;2.State Grid Fujian Electric Power Co. Ltd. Putian Power Supply Company, Putian 351100; 3.Fujian Yili Construction Engineering Co. Ltd. Fujian Electric Power Debugging Branch, Fuzhou 350016; 4.School of Sports Science and Engineering, East China University of Science and Technology, Shanghai 200237)

Abstract: Prepare the non-ionic waterborne polyurethane emulsion with excellent compressive properties.Anhydride made by lab and mono-methoxy poly ethylene glycol (MPEG1000) were used to prepare the Polycaprolactone diol with branched MPEG according to the esterification, Ketal removal and caprolactone ring-opening reaction continuously. The structure and crystallinity of polymer were characterized by ¹HNMR、GPC and XRD; then the waterborne polyurethane was synthesized by the polymer as soft-segment and the performance before and after film formation was characterized by the SEM、FTIR and universal tester. the structure and molecule weight met the expectation. With the increase of the degree of caprolactone polymerization, the crystallinity of branched-chain PEG monomethyl ether decreased and even disappeared. The PU molecular chain with MPCL as the soft segment can easily dispersed in water phase to form spherical micelles. PU polymer prepared by MPCL with clear structure as soft segment can be completely dispersed in water phase to form emulsion. The molecule weight of MPCL has obvious influence on the properties of the emulsion film.

Key words: esterification, ketal removal, ring-opening reaction, non-ionic waterborne PU;  emulsion

引用本文：夏晓健，万芯媛，陈云翔，等.一种涂料用非离子型水性聚氨酯的制备和表征[J].化学试剂，2021，43（10）：1443-1447.

(Z)-(2-溴-3,3-二氟丙-1-烯-1-基)苯衍生化反应研究

谢波，高恋，吴思莹，白亚超，胡志豪，陈定奔^*

(台州学院 医药化工与材料工程学院，浙江 台州  318000)

摘要：研究了新的二氟甲基砌块化合物的衍生化反应。首先以α-溴代肉桂醛和二乙胺基三氟化硫为原料合成标题化合物砌块，接着将该砌块在DMF溶剂中，以碳酸铯作碱，并将环境温度控制在80 ℃下反应过夜得到(3,3-二氟丙-1-炔-1-基)苯，接着和系列含氮杂环发生反应合成4个(Z)-1-(3,3-二氟-1-苯基丙-1-烯-1-基)-1H-唑化合物，产率为25%~60%。同时合成了6个含有二氟甲基中间体和产物，其结构经¹HNMR、¹³CNMR、¹⁹FNMR、HRMS进行了表征。

关键词：(Z)-(2-溴-3,3-二氟丙-1-烯-1-基)苯；二氟甲基；衍生化；结构表征

中图分类号：O622.2    文献标识码：A        文章编号：0258-3283（2021）

Study on Derivatization Reaction of (Z)-(2-Bromo-3,3-difluoroprop-1-en-1-yl)benzene XIE Bo, GAO Lian，WU Si-ying, BAI Ya-chao, HU Zhi-hao, CHEN Ding-ben^* (School of Pharmaceutical and Materials Engineering, Taizhou University, Taizhou 318000, China) ,Huaxue Shiji, 2021

Abstract: The paper studies the derivatization reactions of a new difluoromethyl building block (Z)-(2-bromo-3,3-difluoroprop-1-en-1-yl)benzene. This work first uses α-bromocinnamaldehyde and diethylaminosulfurtrifluoride as raw materials to synthesize (Z)-(2-bromo-3,3-difluoroprop-1-en-1-yl)benzene building blocks. Then the building block is transferred to (3,3-difluoroprop-1-yn-1-yl)benzene in DMF solvent, cesium carbonate as the base, and 80 ℃ reaction temperature overnight. And then (Z)-1-(3,3-difluoro-1-phenylprop-1-en-1-yl)-1H-azole compounds were synthesized by the reaction of nitrogen-containing heterocycles in the yields of 25%～60%. Six difluoromethyl-containing intermediates and products were synthesized. Their structures were characterized by ¹HNMR, ¹³CNMR, ¹⁹FNMR, and HRMS.

Key words:(Z)-(2-bromo-3,3-difluoroprop-1-en-1-yl)benzene; difluoromethyl; derivatization; structure characterization

引用本文：谢波，高恋，吴思莹，等. (Z)-(2-溴-3,3-二氟丙-1-烯-1-基)苯衍生化反应研究[J].化学试剂，2021，43（10）：1448-1451.

铁催化合成1,3,5-三芳基-1,5-戊二酮类化合物

刘娥^*，李立威，姚明，王洪林

(荆楚理工学院 化工与药学院，湖北 荆门  448000）

摘要：以苯乙酮和苄醇为原料，碱性条件下以铁催化剂催化，一锅法得到1,3,5-三芳基-1,5-戊二酮，进而对底物进行拓展，得到7种目标化合物，同时对反应条件进行优化。结果表明，碱为叔丁醇钾，溶剂为二甲苯，铁催化剂用量为10 mol %，得到较高收率的目标化合物。目标化合物结构经¹HNMR和¹³CNMR确证。该方法具有操作简单、反应条件温和、后处理简单、收率较高的特点。

关键词：1,3,5-三芳基-1,5-戊二酮；铁催化剂；一锅法；合成；拓展

中图分类号：O625.1             文献标识码：A             文章编号：0258-3283(2021)

Synthesis of 1,3,5-Triaryl-1,5-pentanediones Catalyzed by Iron LIU E^*, LI Li-wei, YAO Ming, WANG Hong-lin (College of Chemical Engineering and Pharmacy, Jingchu University of Technology, Jingmen 448000, China), Huaxue Shiji, 2021, 43(10)

Abstract: Using acetophenone and benzyl alcohol as raw materials, 1,3,5-triaryl-1,5-pentanedione was synthesized in one pot with iron catalyst under alkaline conditions. Then, seven 1,3,5-triaryl-1,5-pentanediones were obtained by the substrate scope. Meanwhile, the reaction conditions were optimized. The results showed that 1,3,5-triaryl-1,5-pentanediones were obtained in high yields by using potassium tert butyl alcohol as the base, xylene as the solvent and 10 mol % iron as the catalyst. The structure of the compound was confirmed by ¹HNMR and ¹³CNMR. The method has the advantages of simple operation, mild reaction conditions, the simple work up procedure  and high yield.

Key words: 1,3,5-triaryl-1,5-pentanedione; iron catalyst; one pot; synthesis; expand

引用本文：刘娥, 李立威, 姚明, 等. 铁催化合成1,3,5-三芳基-1,5-戊二酮类化合物[J].化学试剂，2021，43（10）：1452-1455.