柠檬酸酐的合成与表征

doi:10.13218/j.cnki.csdc.2016.04.007

Abstract

Abstract: Citric acid anhydride was prepared in laboratory with anhydrous citric acid and acetic anhydride as starting materials.Effects of mole ratio of the reactants,reaction temperature and dosage of solvent on the conversion and the yield were investigated with titration method via single factor tests.Results indicated that the yield of citric acid anhydride is 88.8% at the suitable conditions as reaction temperature 52 ℃,reaction time 1.5 h,n(acetic anhydride)∶n(citric acid)=1.2 ∶1 and n(acetic acid)∶n(citric acid)=1.0∶1.Chemical structure of the product was characterized by FT-IR,¹H NMR and MS,and the results of characterization showed that the product is a five member cyclo-anhydride.

Key words: citric acid anhydride, synthesis, titration method

CLC Number:

TQ225.23

JIN Zhu,ZHANG Jun,YANG Xiao-yi,YANG Xiu-quan,ZHOU Yuan. Synthesis and characterization of citric acid anhydride[J].China Surfactant Detergent & Cosmetics, 2016, 46(4): 212-215.

References

[1] 杨秀全,周长才.一种制备柠檬酸酐的工艺:CN101085766 [P].2007-12-12.
[2] JESUS R M.Tortilla and process using polycarboxylic acids and their anhydrides:US3694224 [P].1972-09-26.
[3] KANAZAWA H,SHIMIZU K,SASAKI K,et al.Bubbling enteric coated preparations:US6326360 [P].2001-12-04.
[4] 白亮,杨秀全,张军,等.醇醚糖苷柠檬酸单酯二钠盐的合成及性能研究[J].日用化学工业,2014,44(8):432-435.
[5] ZHOU Z C,YANG X Q,SUN G J,et al.Study on the synthesis and surface activities of disodium of mono-alkyl polyoxyethylene ether citrate [J].Tenside Surfactants Deterg,2007,44(5):287-290.
[6] WEIL I.Compositions incorporating a salt of monoester of citric acid and a method for synthesizing the monoester:US5089531 [P].1992-02-18.
[7] GARLISI S,ALBANINI A,FORNARA D.Surfactants derived from di-or tri-carboxylic hydroxy-acids:US4797481 [P].1989-01-10.
[8] 徐群,邢凤兰,薛红艳,等.柠檬酸酯的合成与应用评述[J].化工进展,2002,21(8):576-578.
[9] 牛少勇,杨秀全,白亮,等.醇醚糖苷柠檬酸单酯盐的制备与性能研究[J].应用化工,2012,41(6):984-987.
[10] 史浩.柠檬酸单酯表面活性剂的合成及性能研究[D].淮南:安徽理工大学,2006.
[11] REPTA A J,HIGUCHI T.Synthesis,isolation,and some chemistry of citric acid anhydride [J].Journal of Pharmaceutical Sciences,1969,58(9):1110-1114.
[12] FUCHS C F.Method of preparing acylated hydroxypolycarboxylic acid anhydrides:US2520139 [P].1950-08-29.
[13] BADE V.Process for the manufacture of citric acid esters of partial fatty acid glycerides:US4071544 [P].1978-01-13.
[14] 史浩,李寒旭,丁立明.柠檬酸酐的合成与表征[J].安徽理工大学学报(自然科学版),2006,26(1):56-60.
[15] 徐群,邢凤兰,廖祖态,等.柠檬酸单月桂醇酯二钠盐的合成[J].精细化工,2002,19(6):321-323.
[16] 张丽媛,申书昌,王文波.柠檬酸酐的合成与红外光谱研究[J].齐齐哈尔大学学报,2006,22(5):24-27.
[17] 谢晶曦,常俊标,王绪明.红外光谱在有机化学和药物化学中的应用[M].北京:科学出版社,2001:179-180.

Synthesis and characterization of citric acid anhydride

PDF (PC)

Like

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Metrics

Comments

Recommended 10

[1]	Haokang Ai, Yajie Jiang, Yakui Wang, Lu Zhang, Tao Geng. Synthesis and properties of Gemini quaternary ammonium surfactant based on stearate [J]. China Surfactant Detergent & Cosmetics, 2024, 54(1): 16-23.
[2]	Cui Congcong,Zhang Hongli,Xuan Guangshan. Study on preparation and performance of multi-headgroup quaternary ammonium surfactant [J]. China Surfactant Detergent & Cosmetics, 2023, 53(8): 899-907.
[3]	Zhou Yuan, Yang Xiuquan, Zhang Jun, Bai Liang, Wu Zhiyu. Synthesis and properties of alkyl polyglucoside sulfosuccinate salts with different degrees of esterification [J]. China Surfactant Detergent & Cosmetics, 2023, 53(7): 765-772.
[4]	Li Xiaomin. Process optimization of enzyme-catalyzed synthesis of monoglyceride and its antibacterial activity [J]. China Surfactant Detergent & Cosmetics, 2023, 53(2): 180-186.
[5]	Wang Tao, Sun Xiao, Li Zhuo, Dong Manman, Jia Hanbing, Wei Xinghua. Optimization of synthesis process of acetylvanillin and analysis of the reaction process [J]. China Surfactant Detergent & Cosmetics, 2023, 53(11): 1273-1279.
[6]	Mi Haoyu,Liu Wanyi,Duan Hongyu,Zhang Tianchun,Han Luping. Study on the synthesis and antioxidant activities of a sulfated cornstalk xylan [J]. China Surfactant Detergent & Cosmetics, 2022, 52(9): 975-980.
[7]	Zhao Shufen,Zheng Danmiao,Liu Huaxi,Song Songlin,Chen Zhan,Yang Ningyuan,Wei Xingchuan. Progress in synthesis and application of rosin based gemini surfactants [J]. China Surfactant Detergent & Cosmetics, 2022, 52(8): 892-903.
[8]	Fan Ting,Zhao Jianfeng,Chang Yejun,Ji Le. Effect of recombinant humanized type Ⅲ collagen on expression of skin functional related genes [J]. China Surfactant Detergent & Cosmetics, 2022, 52(12): 1326-1332.
[9]	Fan Gaoning. Research progress in cosmetics applications and properties of mycosporine-like amino acids [J]. China Surfactant Detergent & Cosmetics, 2022, 52(12): 1366-1372.
[10]	Xue Wanting,Li Li,Dong Yinmao,Guo Miaomiao. Status and new development tendency of cosmetics whiteningefficacy evaluation [J]. China Surfactant Detergent & Cosmetics, 2021, 51(9): 890-896.
[11]	WANG Jun,ZHANG Chen-long,YANG Xu-zhao,BAI Ya-rong. Research progress of magnetic surfactants [J]. China Surfactant Detergent & Cosmetics, 2021, 51(6): 546-553.
[12]	FU Duo-jiao,ZHOU Yin,CHEN Han-yu,LIU Hong-qin,XU Bao-cai. Advances in research and application of quaternary ammonium Gemini surfactants and their modified clay [J]. China Surfactant Detergent & Cosmetics, 2021, 51(4): 338-347.
[13]	WANG Qin-qin,LI Yan-li,ZOU Wei,YAN Jie,LIU Bo,LI Hui. Green synthesis and application of a condensating agent with short fluorocarbon chain [J]. China Surfactant Detergent & Cosmetics, 2021, 51(4): 288-293.
[14]	ZHANG Chun-xiao,TANG Yi-fei,WANG Xiang-peng. Optimization of process conditions for synthesis of cationic guar gum by microwave-assisted semi-dry method [J]. China Surfactant Detergent & Cosmetics, 2019, 49(9): 579-584.
[15]	LYU Bin,LIU Hui-hui,LI Peng-fei,GAO Dang-ge,MA Jian-zhong. Research progress on reactive polymeric surfactants [J]. China Surfactant Detergent & Cosmetics, 2019, 49(9): 601-608.