Citation: Ranhui Fu, Shixin Zhou, Ran Ji, Feifei Gao, Hui Xu. 季膦盐合成实验的改进与拓展——水相一步法合成乙基三苯基溴化膦及其力致发光锰配合物的制备及表征[J]. University Chemistry, ;2026, 41(5): 252-263. doi: 10.12461/PKU.DXHX202510018 shu

季膦盐合成实验的改进与拓展——水相一步法合成乙基三苯基溴化膦及其力致发光锰配合物的制备及表征

Key Laboratory of Functional Inorganic Material Chemistry Ministry of Education, School of Chemistry and Materials, Heilongjiang University, Harbin 150080, Heilongjiang Province, China

Corresponding author: Feifei Gao, Hui Xu,
Received Date: 9 October 2025
Revised Date: 25 February 2026

为响应国家“101计划”对拔尖创新人才培养的要求，本文针对传统“季膦盐的合成”实验存在的溶剂毒性高、耗时长、体验感差等问题，采用水相一步法绿色合成乙基三苯基溴化膦，避免使用有毒溶剂，将反应时间缩短至2.5 h、产率提升至75%，并进一步制备了具有力致发光性能的锰配合物。教学上设计为基础实验(5.5学时)与综合实验(9.5学时)两个模块，构建了一体化的实验教学体系。本文将原有实验升级为有机-无机融合、兼具实践性与前沿性的综合实验，为打造高质量核心实验课程提供了参考。
- One-step method,
- Green synthesis,
- Phosphonium salt,
- Nucleophilic substitution,
- Mechanoluminescence
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
  S. Lu, T. Zheng, J. Ma, Z. Deng, S. Qin, Y. Chen, Y. Liang, Angew. Chem. Int. Ed. 2022, 61, e202201285.
6. [6]
  Y. Xu, W. Chen, R. Pu, J. Ding, Q. An, Y. Yang, W. Liu, Z. Zuo, Nat. Commun. 2024, 15, 9366.
7. [7]
  J.-H. Wei, J.-B. Luo, Z.-L. He, Q.-P. Peng, J.-H. Chen, Z.-Z. Zhang, X.-X. Guo, D.-B. Kuang, Angew. Chem. Int. Ed. 2024, 63, e202410514.
8. [8]
9. [9]
10. [10]
  R. Robinson, J. Chem. Soc., Trans. 1917, 111, 762.
11. [11]
  T. Yang, S. Li, H. Chen, Z. Li, R. Feng, F. Gao, Y. Zhang, Y. Liu, Y. Zhang, W. Liu, W. Li, X. Bu, Natl. Sci. Rev. 2025, 12, nwae372.
12. [12]
  D. Peng, Y. Jiang, B. Huang, Y. Du, J. Zhao, X. Zhang, R. Ma, S. Golovynskyi, B. Chen, F. Wang, Adv. Mater. 2020, 32, 1907747.
13. [13]
  D. Tu, C.-N. Xu, A. Yoshida, M. Fujihala, J. Hirotsu, X.-G. Zheng, Adv. Mater. 2017, 29, 1606914.
14. [14]
  Y.-A. Lee, R. Eisenberg, J. Am. Chem. Soc. 2003, 125, 7778.
15. [15]
  P.J. Hendra, Nature 1966, 212, 179.
16. [16]
17. [17]
  S. Xu, T. Liu, Y. Mu, Y.-F. Wang, Z. Chi, C.-C. Lo, S. Liu, Y. Zhang, A. Lien, J. Xu, Angew. Chem. Int. Ed. 2015, 54, 874.
18. [18]
  J. Guo, X.-L. Li, H. Ni, W. Luo, S. Gan, S. Hu, R. Hu, A. Qin, Z. Zhao, S.-J. Su, et al., Adv. Funct. Mater. 2017, 27, 1606458.
19. [19]
  Z. Xie, H. Deng, X. Ge, Z. Chi, B. Liu, J. Am. Chem. Soc. 2025, 147, 12722.
20. [20]
  J. Yang, X. Gao, Z. Xie, Y. Gong, M. Fang, Q. Peng, Z. Chi, Z. Li, Angew. Chem. Int. Ed. 2017, 56, 15299.
1. [1]
  Tianyun Chen , Ruilin Xiao , Xinsheng Gu , Yunyi Shao , Qiujun Lu . Synthesis, Crystal Structure, and Mechanoluminescence Properties of Lanthanide-Based Organometallic Complexes. University Chemistry, 2024, 39(5): 363-370. doi: 10.3866/PKU.DXHX202312017
2. [2]
  Bolin Sun , Jie Chen , Ling Zhou . 乙烯型卤代烃的亲核取代反应. University Chemistry, 2025, 40(8): 152-157. doi: 10.12461/PKU.DXHX202410032
3. [3]
  Tao Cao , Fang Fang , Nianguang Li , Yinan Zhang , Qichen Zhan . Green Synthesis of p-Hydroxybenzonitrile Catalyzed by Spinach Extracts under Red-Light Irradiation: Research and Exploration of Innovative Experiments for Pharmacy Undergraduates. University Chemistry, 2024, 39(5): 63-69. doi: 10.3866/PKU.DXHX202309098
4. [4]
  Feng Sha , Xinyan Wu , Ping Hu , Wenqing Zhang , Xiaoyang Luan , Yunfei Ma . Design of Course Ideology and Politics for the Comprehensive Organic Synthesis Experiment of Benzocaine. University Chemistry, 2024, 39(2): 110-115. doi: 10.3866/PKU.DXHX202307082
5. [5]
  Chi Li , Jichao Wan , Qiyu Long , Hui Lv , Ying Xiong . N-Heterocyclic Carbene (NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds. University Chemistry, 2024, 39(5): 388-395. doi: 10.3866/PKU.DXHX202312016
6. [6]
  Yurong Tang , Yunren Shi , Yi Xu , Bo Qin , Yanqin Xu , Yunfei Cai . Innovative Experiment and Course Transformation Practice of Visible-Light-Mediated Photocatalytic Synthesis of Isoquinolinone. University Chemistry, 2024, 39(5): 296-306. doi: 10.3866/PKU.DXHX202311087
7. [7]
  Bingliang Li , Yuying Han , Dianyang Li , Dandan Liu , Wenbin Shang . One-Step Synthesis of Benorilate Guided by Green Chemistry Principles and in vivo Dynamic Evaluation. University Chemistry, 2024, 39(6): 342-349. doi: 10.3866/PKU.DXHX202311070
8. [8]
  Renxiu Zhang , Xin Zhao , Yunfei Zhang . Application of Electrochemical Synthesis in the Teaching of Organic Chemistry. University Chemistry, 2025, 40(4): 174-180. doi: 10.12461/PKU.DXHX202406116
9. [9]
  Jinyao Du , Xingchao Zang , Ningning Xu , Yongjun Liu , Weisi Guo . Electrochemical Thiocyanation of 4-Bromoethylbenzene. University Chemistry, 2024, 39(6): 312-317. doi: 10.3866/PKU.DXHX202310039
10. [10]
  Wentao Lin , Wenfeng Wang , Yaofeng Yuan , Chunfa Xu . Concerted Nucleophilic Aromatic Substitution Reactions. University Chemistry, 2024, 39(6): 226-230. doi: 10.3866/PKU.DXHX202310095
11. [11]
  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
12. [12]
  Cun WANG , Shaohan XU , Yuqian ZHANG , Yaoyao ZHANG , Tao GONG , Rong WEN , Yuhang LIAO , Yanrong REN . Terbium complex electrochemiluminescent emitters: Synthesis and application in the detection of epinephrine. Chinese Journal of Inorganic Chemistry, 2025, 41(7): 1351-1360. doi: 10.11862/CJIC.20240427
13. [13]
  Haiying Jiang , Liuhong Song , Yangyang Cheng , Kefen Yue , Mingli Peng , Huilin Guo . Ph―C≡C―Cu_2.5的力致变色现象探究——推荐一个物理化学实验. University Chemistry, 2025, 40(8): 249-254. doi: 10.12461/PKU.DXHX202410003
14. [14]
  Daojuan Cheng , Fang Fang . Exploration and Implementation of Science-Education Integration in Organic Chemistry Teaching for Pharmacy Majors: A Case Study on Nucleophilic Substitution Reactions of Alkyl Halides. University Chemistry, 2024, 39(11): 72-78. doi: 10.12461/PKU.DXHX202403105
15. [15]
  Cheng Zheng , Shiying Zheng , Yanping Zhang , Shoutian Zheng , Qiaohua Wei . Synthesis, Copper Content Analysis, and Luminescent Performance Study of Binuclear Copper (I) Complexes with Isomeric Luminescence Shift: A Comprehensive Chemical Experiment Recommendation. University Chemistry, 2024, 39(7): 322-329. doi: 10.3866/PKU.DXHX202310131
16. [16]
  Yinwu Su , Xuanwen Zheng , Jianghui Du , Boda Li , Tao Wang , Zhiyan Huang . Green Synthesis of 1,3-Dibromoacetone Using Halogen Exchange Method: Recommending a Basic Organic Synthesis Teaching Experiment. University Chemistry, 2024, 39(5): 307-314. doi: 10.3866/PKU.DXHX202311092
17. [17]
  Wenjuan SHI , Yuxuan LEI , Lei HOU , Yaoyu WANG . Synthesis, structure, and luminescence properties of trinucluear Cu(Ⅰ)-pyrazole complexes containing different substituent groups. Chinese Journal of Inorganic Chemistry, 2026, 42(3): 543-550. doi: 10.11862/CJIC.20250270
18. [18]
  Aiyi Xin , Jiawei Li , Xinyang Ran , Chuanjiang Fu , Zhiguo Wang . Collaborative Science and Education Based Experimental Design in Organic Chemistry: A Case Study of the Nucleophilic Substitution Reaction of 2-Hydroxymethyl-4,6-Di-Tert-Butylphenol. University Chemistry, 2025, 40(5): 366-375. doi: 10.12461/PKU.DXHX202407031
19. [19]
  Lei Shi . Nucleophilicity and Electrophilicity of Radicals. University Chemistry, 2024, 39(11): 131-135. doi: 10.3866/PKU.DXHX202402018
20. [20]
  Yue Zhao , Yanfei Li , Tao Xiong . Copper Hydride-Catalyzed Nucleophilic Additions of Unsaturated Hydrocarbons to Aldehydes and Ketones. University Chemistry, 2024, 39(4): 280-285. doi: 10.3866/PKU.DXHX202309001

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(107)
HTML views(21)

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