Advanced Search

Citation: WANG Haoran, YANG Weicheng, TU Yahui, YANG Chao, FANG Chao, LI Meihua, LUO Yong, WU Fanhong. Synthesis and Properties of Stable Isotope Deuterium Labeled D4-Rhodamine B[J]. Chinese Journal of Applied Chemistry, ;2016, 33(8): 939-944. doi: 10.11944/j.issn.1000-0518.2016.08.150374 shu

Synthesis and Properties of Stable Isotope Deuterium Labeled D4-Rhodamine B

  • 1.

    a School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, China;

  • 2.

    b Shanghai Research Institute of Chemical Industry, Shanghai 200062, China;

  • 3.

    c National Isotope Engineering Technology Research Center-Shanghai Sub-Center, Shanghai 200062, China

  • Corresponding author: LUO Yong, 
  • Received Date: 21 October 2015
    Available Online: 25 April 2016

    Fund Project:

  • This paper presents an efficient synthesis of stable isotope labeled D4-rhodamine B from deuterated orthoxylene through oxidation and its reaction with 3-diethylaminophenol in 36.9% total yield. The deuterated product was confirmed by mass spectrometry(MS) and nuclear magnetic resonance(NMR). Its chemical purity is higher than 98.0% by high performance liquid chromatography(HPLC), and isotopic enrichment is higher than 98.0%(atom D). D4-rhodamine B was used as internal standard for the determination of rhodamine B in orange juice with linear calibration curve of 0.05~50 mg/L, limit for determination of 5 μg/kg, recovery of 96.4%~103.4% and relative standard deviation(RSD) of 1.0%~1.2%. This method is proved to be accurate and sensitive for the determination of rhodamine in food safety.
  • 加载中
    1. [1]

      [1] LU Shiying,ZOU Mingqiang. Hazards Associated with the Detection of Common Non-food Pigment[J]. Chinese Instrum,2009,9(8):45-50(in Chinese).卢士英,邹明强. 食品中常见的非食用色素的危害与检测[J]. 中国仪器仪表,2009,9(8):45-50.

    2. [2]

      [2] Bartholomä M D,He H,Pacak C A,et al. Biological Characterization of F-18-labeled Rhodamine B, Apotential Positron Emission Tomography Perfusion Tracer[J]. Nucl Med Biol,2013,40(8):1043-1048.

    3. [3]

      [3] Yang X F,Guo X Q,Zhao Y B. Development of a Novel Rhodamine-type Fluorescent Probe to Determine Peroxynitrite[J]. Talanta,2002,57(5):883-890.

    4. [4]

      [4] CHEN Yanmei,YU Miao. Damage and Detection of Food to Human Body by Rhodamine B[J]. Friends Sci Amateurs,2011,8(9):153-153(in Chinese).陈艳美,于淼. 罗丹明 B 染色食品对人体的危害及检测[J]. 科学之友:下旬,2011,8(9):153-153.

    5. [5]

      [5] Gagliardi L,De Orsi D,Cavazzutti G,et al. HPLC Determination of Rhodamine B(CI 45170) in Cosmetic Products[J]. Chromatographia,1996,43(1/2):76-78.

    6. [6]

      [6] ZHAO Shan,ZHANG Jing,DING Xiaojing,et al. Gel Purification/Ultra Performance Liquid Chromatography Electrospray Ionization Mass Spectrometry for Detection of 11 Kinds of Azo Dyes and Rhodamine B[J]. J Instrum Anal,2012,31(4):448-452(in Chinese).赵珊,张晶,丁晓静,等. 凝胶净化/超高效液相色谱电喷雾质谱法检测调味油中11种禁用偶氮染料及罗丹明B[J]. 分析测试学报,2012,31(4):448-452.

    7. [7]

      [7] FAN Sufang,LI Qiang,MA Junmei,et al. Improved QuEChERS Method Combines Liquid Chromatography Combined with Advanced Liquid Chromatography to Detected the Rhodamine B and Diethyl Yellow in Yuba and Tofu[J]. Chromatography,2015,33(6):657-661(in Chinese).范素芳,李强,马俊美,等. 改进的QuEChERS方法结合液相色谱-串联质谱法测定腐竹和豆干中的罗丹明B和二乙基黄[J]. 色谱,2015,33(6):657-661.

    8. [8]

      [8] Chen H,Li B,Zhan C R. HPLC-MS/MS Determination of Rhodamine B Residue in Chinese Preserved Sausages[J]. Food Sci,2010,4(31):052-053.

    9. [9]

      [9] ZHAO Rong,LI Bing,ZHAO Haiyan,et al. Solid Phase Extraction-ultra Performance Liquid Chromatography Tandem Quadrupole Mass Simultaneous Determination of 12 Industrial Dyes Spices[J]. Chinese J Food Hyg,2010,22(4):305-312(in Chinese).赵榕,李兵,赵海燕,等. 固相萃取-超高效液相色谱串接四级杆质谱同时测定调味品中12种工业染料[J]. 中国食品卫生杂志,2010,22(4):305-312.

    10. [10]

      [10] YANG Zong,LI Xiuqin,WANG Juan,et al. Isotope Dilution Liquid Chromatography-Tandem Mass Spectrometry Accurate Determination of Chloramphenicol in Pork[J]. Chromatography,2011,29(9):927-931(in Chinese).杨总,李秀琴,王娟,等. 同位素稀释液相色谱-串联质谱法准确测定猪肉中的氯霉素[J]. 色谱,2011,29(9):927-931.

    11. [11]

      [11] FANG Liping,FENG Yuepeng,LIU haiping,et al. Isotope Dilution Gas Chromatography-mass Spectrometry in Soil/Sediment in 23 Kinds of Organochlorine Pesticides[J]. Chromatography,2010,28(5):476-482(in Chinese).房丽萍,封跃鹏,刘海萍,等. 同位素稀释气相色谱-质谱法测定土壤/底泥中23种有机氯农药[J]. 色谱,2010,28(5):476-482.

    12. [12]

      [12] ZHAO Motian. The Characterization of Isotope Dilution Mass Spectrometry[J]. J Chinese Mass Spectrom Soc,2004,25(10):167-168(in Chinese).赵墨田. 同位素稀释质谱法特点[J]. 质谱学报,2004,25(10):167-168.

    13. [13]

      [13] LIU Weixia,LUO Yong,YANG Weicheng. Organic Isotope Dilution Mass Spectrometry in Food Safety Analysis Applications[J]. Chem World,2011,52(3):184-187(in Chinese).刘卫霞,罗勇,杨维成. 有机同位素稀释质谱法在食品安全分析中的应用[J]. 化学世界,2011,52(3):184-187.

    14. [14]

      [14] Ku Yodugawa,Shi Osaka,Fu Osaka. Process for the Preparation of Rhodamines:EP,0468821A1[P],1991-07-26.

  • 加载中
    1. [1]

      Jing WU , Puzhen HUI , Huilin ZHENG , Pingchuan YUAN , Chunfei WANG , Hui WANG , Xiaoxia GU . Synthesis, crystal structures, and antitumor activities of transition metal complexes incorporating a naphthol-aldehyde Schiff base ligand. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2422-2428. doi: 10.11862/CJIC.20240278

    2. [2]

      Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145

    3. [3]

      Wei Shao ,  Wanqun Zhang ,  Pingping Zhu ,  Wanqun Hu ,  Qiang Zhou ,  Weiwei Li ,  Kaiping Yang ,  Xisheng Wang . Design and Practice of Ideological and Political Cases in the Course of Instrument Analysis Experiment: Taking the GC-MS Experiment as an Example. University Chemistry, 2024, 39(2): 147-154. doi: 10.3866/PKU.DXHX202309048

    4. [4]

      Jiaming Xu ,  Yu Xiang ,  Weisheng Lin ,  Zhiwei Miao . Research Progress in the Synthesis of Cyclic Organic Compounds Using Bimetallic Relay Catalytic Strategies. University Chemistry, 2024, 39(3): 239-257. doi: 10.3866/PKU.DXHX202309093

    5. [5]

      Mi Wen ,  Baoshuo Jia ,  Yongqi Chai ,  Tong Wang ,  Jianbo Liu ,  Hailong Wu . Improvement of Fluorescence Quantitative Analysis Experiment: Simultaneous Determination of Rhodamine 6G and Rhodamine 123 in Food Using Chemometrics-Assisted Three-Dimensional Fluorescence Method. University Chemistry, 2025, 40(4): 390-398. doi: 10.12461/PKU.DXHX202405147

    6. [6]

      Xia ZHANG , Yushi BAI , Xi CHANG , Han ZHANG , Haoyu ZHANG , Liman PENG , Shushu HUANG . Preparation and photocatalytic degradation performance of rhodamine B of BiOCl/polyaniline. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 913-922. doi: 10.11862/CJIC.20240255

    7. [7]

      Yaling Chen . Basic Theory and Competitive Exam Analysis of Dynamic Isotope Effect. University Chemistry, 2024, 39(8): 403-410. doi: 10.3866/PKU.DXHX202311093

    8. [8]

      Zongyuan Chen ,  ChunSheng Shi ,  Yiwen Li ,  Ganlin Zu ,  Qiang Jin ,  Haishan Wang ,  Fujun Wang ,  Dekun Yan ,  Zhijun Guo ,  Wangsuo Wu . Measurement of Uranium Isotopes in Environmental Water Samples by Alpha-Spectroscopy: Design of an Undergraduate Radiochemistry Experiment. University Chemistry, 2025, 40(4): 353-358. doi: 10.12461/PKU.DXHX202406103

    9. [9]

      Qilu DU , Li ZHAO , Peng NIE , Bo XU . Synthesis and characterization of osmium-germyl complexes stabilized by triphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1088-1094. doi: 10.11862/CJIC.20240006

    10. [10]

      Jian Jin ,  Jing Cheng ,  Xueping Yang . Integration Practice of Organic Chemistry Experiment and Safety Education: Taking the Synthesis of Triphenylmethanol as an Example. University Chemistry, 2024, 39(3): 345-350. doi: 10.3866/PKU.DXHX202309010

    11. [11]

      Zhenhua Wang ,  Haoyang Feng ,  Xiaoyang Shao ,  Wenru Fan . Vitamins in Solid Propellants: Controlled Synthesis of Neutral Macromolecular Bonding Agents. University Chemistry, 2025, 40(4): 1-9. doi: 10.3866/PKU.DXHX202401007

    12. [12]

      Yongqing Kuang ,  Jie Liu ,  Jianjun Feng ,  Wen Yang ,  Shuanglian Cai ,  Ling Shi . Experimental Design for the Two-Step Synthesis of Paracetamol from 4-Hydroxyacetophenone. University Chemistry, 2024, 39(8): 331-337. doi: 10.12461/PKU.DXHX202403012

    13. [13]

      Yuan GAO , Yiming LIU , Chunhui WANG , Zhe HAN , Chaoyue FAN , Jie QIU . A hexanuclear cerium oxo cluster stabilized by furoate: Synthesis, structure, and remarkable ability to scavenge hydroxyl radicals. Chinese Journal of Inorganic Chemistry, 2025, 41(3): 491-498. doi: 10.11862/CJIC.20240271

    14. [14]

      Jianyu Qin ,  Yuejiao An ,  Yanfeng Zhang . In Situ Assembled ZnWO4/g-C3N4 S-Scheme Heterojunction with Nitrogen Defect for CO2 Photoreduction. Acta Physico-Chimica Sinica, 2024, 40(12): 2408002-. doi: 10.3866/PKU.WHXB202408002

    15. [15]

      Wei Zhong ,  Dan Zheng ,  Yuanxin Ou ,  Aiyun Meng ,  Yaorong Su . K原子掺杂高度面间结晶的g-C3N4光催化剂及其高效H2O2光合成. Acta Physico-Chimica Sinica, 2024, 40(11): 2406005-. doi: 10.3866/PKU.WHXB202406005

    16. [16]

      Guoqiang Chen ,  Zixuan Zheng ,  Wei Zhong ,  Guohong Wang ,  Xinhe Wu . 熔融中间体运输导向合成富氨基g-C3N4纳米片用于高效光催化产H2O2. Acta Physico-Chimica Sinica, 2024, 40(11): 2406021-. doi: 10.3866/PKU.WHXB202406021

    17. [17]

      Yahui HAN , Jinjin ZHAO , Ning REN , Jianjun ZHANG . Synthesis, crystal structure, thermal decomposition mechanism, and fluorescence properties of benzoic acid and 4-hydroxy-2, 2′: 6′, 2″-terpyridine lanthanide complexes. Chinese Journal of Inorganic Chemistry, 2025, 41(5): 969-982. doi: 10.11862/CJIC.20240395

    18. [18]

      Minna Ma ,  Yujin Ouyang ,  Yuan Wu ,  Mingwei Yuan ,  Lijuan Yang . Green Synthesis of Medical Chemiluminescence Reagents by Photocatalytic Oxidation. University Chemistry, 2024, 39(5): 134-143. doi: 10.3866/PKU.DXHX202310093

    19. [19]

      Qingying Gao ,  Tao Luo ,  Jianyuan Su ,  Chaofan Yu ,  Jiazhu Li ,  Bingfei Yan ,  Wenzuo Li ,  Zhen Zhang ,  Yi Liu . Refinement and Expansion of the Classic Cinnamic Acid Synthesis Experiment. University Chemistry, 2024, 39(5): 243-250. doi: 10.3866/PKU.DXHX202311074

    20. [20]

      Wenjun Zheng . Application in Inorganic Synthesis of Ionic Liquids. University Chemistry, 2024, 39(8): 163-168. doi: 10.3866/PKU.DXHX202401020

Get Citation
PDF
XML
Metrics
  • PDF Downloads(0)
  • Abstract views(611)
  • HTML views(75)

通讯作者: 陈斌, bchen63@163.com
  • 1. 

    沈阳化工大学材料科学与工程学院 沈阳 110142

  1. 本站搜索
  2. 百度学术搜索
  3. 万方数据库搜索
  4. CNKI搜索
Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888
Powered By info@rhhz.net

/

DownLoad:  Full-Size Img  PowerPoint
Return