Citation: Jian Yang, Chen Lei, Xiang Liu, Jian Zhang, Yudie Sun, Cheng Zhang, Mingfu Ye, Kui Zhang. Versatile Performance of a Cationic Surfactant Derived from Carbon Quantum Dots[J]. Acta Physico-Chimica Sinica, ;2022, 38(12): 211103. doi: 10.3866/PKU.WHXB202111030 shu

Versatile Performance of a Cationic Surfactant Derived from Carbon Quantum Dots

  • Corresponding author: Xiang Liu, liuxiang@ahut.edu.cn Kui Zhang, zhangkui@mail.ustc.edu.cn
  • Received Date: 22 November 2021
    Revised Date: 6 December 2021
    Accepted Date: 7 December 2021
    Available Online: 10 December 2021

    Fund Project: the National Natural Science Foundation of China 22106005the National Natural Science Foundation of China 22004003the National Natural Science Foundation of China 21976002

  • Carbon quantum dots (CQDs) have attracted extensive interest due to their strong fluorescence as well as inexpensive and plentiful resources for manufacture. There are numerous published reports on the preparation of CQDs and direct applications based on their photoluminescence. Successive chemical modification of CQDs in an appropriate manner might expand the application scope of CQDs and transform them into practical fine chemicals. The various functional groups on the surface of CQDs allow for efficient chemical modification while imparting them with hydrophilicity. Covalent linking of hydrophobic hydrocarbon chains to CQDs would lead to the formation of novel surfactants. Here, a technique for preparing CQD-based cationic surfactants is depicted in detail. This was rare to be reported according to recent publishes. First, a mixture of ethylenediamine tetraacetic acid and ethylenediamine in the presence of hydrogen peroxide in an aqueous medium was pyrolyzed at 180 ℃ for 60 min. The resulting CQDs are represented as OX-CQDs. Then, the OX-CQDs were subjected to quaternization with 1-chlorododecane for obtaining the cationic surfactant (OX-CQDs-C12H25). The OX-CQDs-C12H25 surfactant effectively decreased the surface tension of water from 72.0 to 26.7 mN∙m−1 at the critical micelle concentration of 5.0 mg∙mL−1, thus demonstrating superior performance over several new Gemini cationic surfactants. The OX-CQDs-C12H25 surfactant also decreased the contact angles of water considerably. However, when longer alkyl chains such as -C14H29 or -C16H33 were attached to the CQDs, the corresponding surfactant was less effective in decreasing the surface tension of water. Calculations based on the Gibbs absorption isothermal equation revealed that two more -C12H25 chains were bonded with a carbon quantum dot averagely, implying that the as-prepared CQD-cationic surfactant belonged to the category of Gemini surfactants. Quaternization with 1-chlorododecane also led to a notable enhancement in the antibacterial activity for Escherichia coli as compared with that of unmodified CQDs. The antibacterial percentage approached 100% even the solution was diluted to 0.41 mg∙mL−1, which was much lower than the critical micelle concentration. The fluorescence quantum yield of OX-CQDs-C12H25 reached 6.44%. Experimental results revealed that hydrogen peroxide played a positive role in improving the surface activity and fluorescence quantum yield of OX-CQDs-C12H25. The surface activity, antibiosis, and fluorescence endowed the versatilities of OX-CQDs-C12H25. This novel, economical technique for synthesizing cationic surfactants eliminates the need for introducing hydrophilic groups. The hydrothermal approach for preparing CQDs satisfies the demand for green chemical synthesis. From this aspect, our technique provides efficient access to synthesizing cationic surfactants.
  • 加载中
    1. [1]

      Hu, C.; Mu, Y.; Li, M.; Qiu, J. Acta Phys. -Chim. Sin. 2019, 35, 572.  doi: 10.3866/PKU.WHXB201806060

    2. [2]

      Zhu, J.; Dong, Y.; Zhang, S.; Fan, Z. Acta Phys. -Chim. Sin. 2020, 36, 1903052.  doi: 10.3866/PKU.WHXB201903052

    3. [3]

      Zhu, H.; Wang, X.; Li, Y.; Wang, Z.; Yang, F.; Yang, X. Chem. Commun. 2009, 5118. doi: 10.1039/b907612c  doi: 10.1039/b907612c

    4. [4]

      Peng, H.; Travas-Sejdic, J. Chem. Mater. 2009, 21, 5563. doi: 10.1021/cm901593y  doi: 10.1021/cm901593y

    5. [5]

      Yang, S.; Wang, X.; Wang, H.; Lu, F.; Luo, P. G.; Cao, L.; Meziani, M. J.; Liu, J.; Liu, Y.; Chen, M.; et al. J. Phys. Chem. C 2009, 113, 18110. doi: 10.1021/jp9085969  doi: 10.1021/jp9085969

    6. [6]

      Yang, S.; Cao, L.; Luo, P. G.; Lu, F.; Wang, X.; Wang, H.; Meziani, M. J.; Liu, Y.; Qi, G.; Sun, Y. J. Am. Chem. Soc. 2009, 131, 11308. doi: 10.1021/ja904843x  doi: 10.1021/ja904843x

    7. [7]

      Park, S. J.; Park, J. Y.; Chung, J. W.; Yang, H. K.; Moon, B. K.; Yi, S. S. Chem. Eng. J. 2020, 383, 123200. doi: 10.1016/j.cej.2019.123200  doi: 10.1016/j.cej.2019.123200

    8. [8]

      Jiang, L.; Ding, H.; Xu, M.; Hu, X.; Li, S.; Zhang, M.; Zhang, Q.; Wang, Q.; Lu, S.; Tian, Y.; Bi, H. Small 2020, 16, 2000680. doi: 10.1002/smll.202000680  doi: 10.1002/smll.202000680

    9. [9]

      Jiang, K.; Sun, S.; Zhang, L.; Lu, Y.; Wu, A.; Cai, C.; Lin, H. Angew. Chem. Int. Edit. 2015, 54, 5360. doi: 10.1002/anie.201501193  doi: 10.1002/anie.201501193

    10. [10]

      He, J.; He, Y.; Chen, Y.; Zhang, X.; Hu, C.; Zhuang, J.; Lei, B.; Liu, Y. Chem. Eng. J. 2018, 347, 505. doi: 10.1016/j.cej.2018.04.110  doi: 10.1016/j.cej.2018.04.110

    11. [11]

      Wang, S.; Chen, Z.; Cole, I.; Li, Q. Carbon 2015, 82, 304. doi: 10.1016/j.carbon.2014.10.075  doi: 10.1016/j.carbon.2014.10.075

    12. [12]

      Pan, D.; Zhang, J.; Li, Z.; Wu, C.; Yan, X.; Wu, M. Chem. Commun. 2010, 46, 3681. doi: 10.1039/C000114G  doi: 10.1039/C000114G

    13. [13]

      Yang, Z.; Wang, M.; Yong, A. M.; Wong, S. Y.; Zhang, X.; Tan, H.; Chang, A. Y.; Li, X.; Wang, J. Chem. Commun. 2011, 47, 11615. doi: 10.1039/c1cc14860e  doi: 10.1039/c1cc14860e

    14. [14]

      Ghosh, S.; Ghosal, K.; Mohammad, S. A.; Sarkar, K. Chem. Eng. J. 2019, 373, 468. doi: 10.1016/j.cej.2019.05.023  doi: 10.1016/j.cej.2019.05.023

    15. [15]

      Zhao, S.; Wu, S.; Jia, Q.; Huang, L.; Lan, M.; Wang, P.; Zhang, W. Chem. Eng. J. 2020, 388, 124212. doi: 10.1016/j.cej.2020.124212  doi: 10.1016/j.cej.2020.124212

    16. [16]

      Dong, Y.; Shao, J.; Chen, C.; Li, H.; Wang, R.; Chi, Y.; Lin, X.; Chen, G. Carbon 2012, 50, 4738. doi: 10.1016/j.carbon.2012.06.002  doi: 10.1016/j.carbon.2012.06.002

    17. [17]

      Wu, P.; Xiong, Y.; Lei, C.; Li, Y.; Liu, X.; Zhang, C.; Sun, Y.; Zhang, J.; Lee, C.; Zhang, K. Dyes Pigments 2021, 195, 109750. doi: 10.1016/j.dyepig.2021.109750  doi: 10.1016/j.dyepig.2021.109750

    18. [18]

      Jiang, X.; Huang, J.; Chen, T.; Zhao, Q.; Xu, F.; Zhang, X. Int. J. Biol. Macromol. 2020, 153, 412. doi: 10.1016/j.ijbiomac.2020.03.026  doi: 10.1016/j.ijbiomac.2020.03.026

    19. [19]

      Zhang, W.; Wu, B.; Li, Z.; Wang, Y.; Zhou, J.; Li, Y. Spectrochim. Acta A 2020, 229, 117931. doi: 10.1016/j.saa.2019.117931  doi: 10.1016/j.saa.2019.117931

    20. [20]

      Wang, Y.; Zhang, C.; Chen, X.; Yang, B.; Yang, L.; Jiang, C.; Zhang, Z. Nanoscale 2016, 8, 5977. doi: 10.1039/C6NR00430J  doi: 10.1039/C6NR00430J

    21. [21]

      Chen, X.; Sun, C.; Liu, Y.; Yu, L.; Zhang, K.; Asiri, A. M.; Marwani, H. M.; Tan, H.; Ai, Y.; Wang, X.; Wang, S. Chem. Eng. J. 2020, 379, 122360. doi: 10.1016/j.cej.2019.122360  doi: 10.1016/j.cej.2019.122360

    22. [22]

      Kuai, Y.; Fang, R.; Zhang, C.; Liu, X.; Ma, L. Mater. Res. Bull. 2018, 104, 119. doi: 10.1016/j.materresbull.2018.03.008  doi: 10.1016/j.materresbull.2018.03.008

    23. [23]

      Liu, C.; Zhang, P.; Zhai, X.; Tian, F.; Li, W.; Yang, J.; Liu, Y.; Wang, H.; Wang, W.; Liu, W. Biomaterials 2012, 33, 3604. doi: 10.1016/j.biomaterials.2012.01.052  doi: 10.1016/j.biomaterials.2012.01.052

    24. [24]

      Han, G.; Zhao, J.; Zhang, R.; Tian, X.; Liu, Z.; Wang, A.; Liu, R.; Liu, B.; Han, M. Y.; Gao, X.; Zhang, Z. Angew. Chem. Int. Edit. 2019, 58, 7087. doi: 10.1002/anie.201903005  doi: 10.1002/anie.201903005

    25. [25]

      Xiong, Y.; Schneider, J.; Ushakova, E. V.; Rogach, A. L. Nano Today 2018, 23, 124. doi: 10.1016/j.nantod.2018.10.010  doi: 10.1016/j.nantod.2018.10.010

    26. [26]

      Wang, L.; Zhu, S.; Wang, H.; Qu, S.; Zhang, Y.; Zhang, J.; Chen, Q.; Xu, H.; Han, W.; Yang, B.; Sun, H. ACS Nano 2014, 8, 2541. doi: 10.1021/nn500368m  doi: 10.1021/nn500368m

    27. [27]

      Xiong, Y.; Schneider, J.; Reckmeier, C. J.; Huang, H.; Kasák, P.; Rogach, A. L. Nanoscale 2017, 9, 11730. doi: 10.1039/C7NR03648E  doi: 10.1039/C7NR03648E

    28. [28]

      Jiang, L.; Ding, H.; Lu, S.; Geng, T.; Xiao, G.; Zou, B.; Bi, H. Angew. Chem. Int. Edit. 2020, 59, 9986. doi: 10.1002/anie.201913800  doi: 10.1002/anie.201913800

    29. [29]

      Wu, S.; Zhou, R.; Chen, H.; Zhang, J.; Wu, P. Nanoscale 2020, 12, 5543. doi: 10.1039/C9NR10986B  doi: 10.1039/C9NR10986B

    30. [30]

      Shao, J.; Zhu, S.; Liu, H.; Song, Y.; Tao, S.; Yang, B. Adv. Sci. 2017, 4, 1700395. doi: 10.1002/advs.201700395  doi: 10.1002/advs.201700395

    31. [31]

      Barman, M. K.; Jana, B.; Bhattacharyya, S.; Patra, A. J. Phys. Chem. C 2014, 118, 20034. doi: 10.1021/jp507080c  doi: 10.1021/jp507080c

    32. [32]

      Ma, Z.; Ming, H.; Huang, H.; Liu, Y.; Kang, Z. New J. Chem. 2012, 36, 861. doi: 10.1039/c2nj20942j  doi: 10.1039/c2nj20942j

    33. [33]

      Fang, R.; Zhang, C.; Kuai, Y.; Liu, X.; Zhang, C. J. Lumin. 2019, 209, 404. doi: 10.1016/j.jlumin.2019.01.067  doi: 10.1016/j.jlumin.2019.01.067

    34. [34]

      Lei, C.; Fang, R.; Zhang, C.; Liu, X.; Zhang, C. Polym. Degrad. Stabil. 2019, 163, 7. doi: 10.1016/j.polymdegradstab.2019.01.013  doi: 10.1016/j.polymdegradstab.2019.01.013

    35. [35]

      Ding, H.; Yu, S.; Wei, J.; Xiong, H. ACS Nano 2016, 10, 484. doi: 10.1021/acsnano.5b05406  doi: 10.1021/acsnano.5b05406

    36. [36]

      Wang, C.; Shi, H.; Yang, M.; Yan, Y.; Liu, E.; Ji, Z.; Fan, J. Mater. Res. Bull. 2020, 124, 110730. doi: 10.1016/j.materresbull.2019.110730  doi: 10.1016/j.materresbull.2019.110730

    37. [37]

      Dou, Q.; Fang, X.; Jiang, S.; Chee, P. L.; Lee, T.; Loh, X. J. RSC Adv. 2015, 5, 46817. doi: 10.1039/C5RA07968C  doi: 10.1039/C5RA07968C

    38. [38]

      Akram, M.; Yousuf, S.; Sarwar, T.; Kabir-Ud-Din. Colloid Surf. A-Physicochem. Eng. Asp. 2014, 441, 281. doi: 10.1016/j.colsurfa.2013.09.007  doi: 10.1016/j.colsurfa.2013.09.007

    39. [39]

      Senra, T. D. A.; Khoukh, A.; Desbrières, J. Carbohyd. Polym. 2017, 156, 182. doi: 10.1016/j.carbpol.2016.09.025  doi: 10.1016/j.carbpol.2016.09.025

    40. [40]

      Bernardez, L. A. Colloid Surf. A-Physicochem. Eng. Asp. 2008, 324, 71. doi: 10.1016/j.colsurfa.2008.03.027  doi: 10.1016/j.colsurfa.2008.03.027

    41. [41]

      Yang, J.; Gao, G.; Zhang, X.; Ma, Y.; Chen, X.; Wu, F. Carbon 2019, 146, 827. doi: 10.1016/j.carbon.2019.02.040  doi: 10.1016/j.carbon.2019.02.040

    42. [42]

      Wang, Y.; Jiang, Y.; Geng, T.; Ju, H.; Duan, S. Colloid Surf. A-Physicochem. Eng. Asp. 2019, 563, 1. doi: 10.1016/j.colsurfa.2018.11.061  doi: 10.1016/j.colsurfa.2018.11.061

    43. [43]

      Zhi, L.; Li, Q.; Li, Y.; Song, Y. Colloid Surf. A-Physicochem. Eng. Asp. 2013, 436, 684. doi: 10.1016/j.colsurfa.2013.08.009  doi: 10.1016/j.colsurfa.2013.08.009

    44. [44]

      Abe, M.; Tsubone, K.; Koike, T.; Tsuchiya, K.; Ohkubo, T.; Sakai, H. Langmuir 2006, 22, 8293. doi: 10.1021/la060156y  doi: 10.1021/la060156y

    45. [45]

      Xie, Y.; Li, J.; Li, Z.; Sun, T.; Wang, Y.; Qu, G. RSC Adv. 2018, 8, 36015. doi: 10.1039/C8RA06900J  doi: 10.1039/C8RA06900J

    46. [46]

      Wang, W.; Zeng, Z.; Zeng, G.; Zhang, C.; Xiao, R.; Zhou, C.; Xiong, W.; Yang, Y.; Lei, L.; Liu, Y.; et al. Chem. Eng. J. 2019, 378, 122132. doi: 10.1016/j.cej.2019.122132  doi: 10.1016/j.cej.2019.122132

  • 加载中
    1. [1]

      Manman Ou , Yunjian Zhu , Jiahao Liu , Zhaoxuan Liu , Jianjun Wang , Jun Sun , Chuanxiang Qin , Lixing Dai . Polyvinyl alcohol fiber with enhanced strength and modulus and intense cyan fluorescence based on covalently functionalized graphene quantum dots. Chinese Chemical Letters, 2025, 36(2): 110510-. doi: 10.1016/j.cclet.2024.110510

    2. [2]

      Ying Xu ,  Yan Pu ,  Qiong Zhang ,  Xi Kang ,  Manzhou Zhu . Order-by-order control over the nonlinear optical properties of atomically precise nanoclusters. Chinese Journal of Structural Chemistry, 2025, 44(10): 100735-100735. doi: 10.1016/j.cjsc.2025.100735

    3. [3]

      Ying Xu , Chengying Shen , Hailong Yuan , Wei Wu . Mapping multiple phases in curcumin binary solid dispersions by fluorescence contrasting. Chinese Chemical Letters, 2024, 35(9): 109324-. doi: 10.1016/j.cclet.2023.109324

    4. [4]

      Xiangrong Xu , Lifeng Zhang , Ming Zhang , Yiyang Zhang , Lei Yu . Surface functionalization of polyaniline via click reaction for the preparation of luminescent conductive materials. Chinese Chemical Letters, 2026, 37(10): 112229-. doi: 10.1016/j.cclet.2025.112229

    5. [5]

      Deshuai Zhen , Chunlin Liu , Qiuhui Deng , Shaoqi Zhang , Ningman Yuan , Le Li , Yu Liu . A review of covalent organic frameworks for metal ion fluorescence sensing. Chinese Chemical Letters, 2024, 35(8): 109249-. doi: 10.1016/j.cclet.2023.109249

    6. [6]

      Kaihang Sheng , Yanshuai Wang , Siyuan Yin , Xiuling Li , Xinya Zhang , Xiaowei Li , Dechao Niu . Gold nanorods-loaded quaternized mesoporous silica nanospheres with synergistic adhesion and photothermal antibacterial mechanism for diabetic wound healing. Chinese Chemical Letters, 2026, 37(8): 111852-. doi: 10.1016/j.cclet.2025.111852

    7. [7]

      Haitao Ren , Zongcheng Miao , Xiangbo Feng , Abdelkader Labidi , Yuzhen Zhao , Chuanyi Wang . Modulating the built-in electric field of S-scheme heterojunction via oxygen vacancies for boosting photocatalytic ciprofloxacin degradation. Chinese Chemical Letters, 2026, 37(10): 112557-. doi: 10.1016/j.cclet.2026.112557

    8. [8]

      Junqing Wu , Yiyang Zhang , Qingqing Hong , Hui Yang , Lifeng Zhang , Ming Zhang , Lei Yu . Organometallic modification of silica with europium endowing the fluorescence properties: The key technique for numerical quality monitoring. Chinese Chemical Letters, 2025, 36(4): 110165-. doi: 10.1016/j.cclet.2024.110165

    9. [9]

      Yue Li , Qianyu Ding , Wansheng Liu , Yimeng Sun , Liyao Liu , Ye Zou , Yutao Cui , Jia Zhu , Chongan Di , Daoben Zhu . Bipyridine-bridged Φ-shaped cyclo[8]thiophene[2]pyrrole: Synthesis and fluorescence properties. Chinese Chemical Letters, 2026, 37(2): 111989-. doi: 10.1016/j.cclet.2025.111989

    10. [10]

      Xu Sun , Mengchen Luo , Xinyu Xie , Mengyao Liu , Weili Wang , Tian Zhang , Lei An , Jinjun Shao , Xiaochen Dong , Yu Cai . Thienothiadiazole-based NIR-Ⅱ D-A-D dye for fluorescence and photoacoustic imaging-navigated photothermal therapy. Chinese Chemical Letters, 2026, 37(6): 111509-. doi: 10.1016/j.cclet.2025.111509

    11. [11]

      Kunda Yao , Yue Shen , Chao Chen , Fengxiang Qin , Shuyan Song , Xiaochen Dong , Wei Liu . Physically and chemically crosslinked rare-earth-doped hydrogels with dual fluorescence/conductive sensing abilities. Chinese Chemical Letters, 2026, 37(10): 111531-. doi: 10.1016/j.cclet.2025.111531

    12. [12]

      Kuan Deng , Fei Yang , Zhi-Qi Cheng , Bi-Wen Ren , Hua Liu , Jiao Chen , Meng-Yao She , Le Yu , Xiao-Gang Liu , Hai-Tao Feng , Jian-Li Li . Construction of wavelength-tunable DSE quinoline salt derivatives by regulating the hybridization form of the nitrogen atom and intramolecular torsion angle. Chinese Chemical Letters, 2024, 35(10): 109464-. doi: 10.1016/j.cclet.2023.109464

    13. [13]

      Mengfan Zhang , Lingyan Liu , Peng Wei , Wei Feng , Tao Yi . A proximity tagging strategy utilizing an activated aldehyde group as the active site. Chinese Chemical Letters, 2025, 36(4): 110127-. doi: 10.1016/j.cclet.2024.110127

    14. [14]

      Ying Wang , Hong Yang , Caixia Zhu , Qing Hong , Xuwen Cao , Kaiyuan Wang , Yuan Xu , Yanfei Shen , Songqin Liu , Yuanjian Zhang . Cascading oxidoreductases-like nanozymes for high selective and sensitive fluorescent detection of ascorbic acid. Chinese Chemical Letters, 2025, 36(4): 110153-. doi: 10.1016/j.cclet.2024.110153

    15. [15]

      Hao Zhang , Hao Liu , Ke Huang , Qingxiu Xia , Hongjie Xiong , Xiaohui Liu , Hui Jiang , Xuemei Wang . Ionic exchange based intracellular self-assembly of pitaya-structured nanoparticles for tumor imaging. Chinese Chemical Letters, 2025, 36(6): 110281-. doi: 10.1016/j.cclet.2024.110281

    16. [16]

      Yue Cao , Yue Lin , Li Chen , Huimin Niu , Renli Wei , Shuqian Qiu , Anjie Wang , Xiaoai Cao , Xiaofeng Lai , Yongshou Chen , Juanjuan Lin , Shuiliang Wang , Zhenyu Lin , Shenghang Zhang . Screening of glial fibrillary acidic protein specific aptamer and application in the development of fluorescent biosensor based on isothermal amplification strategy. Chinese Chemical Letters, 2026, 37(5): 111616-. doi: 10.1016/j.cclet.2025.111616

    17. [17]

      Yumei Wu , Zhengjun Chen , Yuan Shen , Deying Tang , Huaiyu Mo , Zihan Chen , Hongyu Li , Zhe Zheng , Chunju Li , Jie Gao , Zeli Yuan . Water-soluble thiazolo[5,4-d]thiazole-based AIEgens for universal and Level 3 resolved latent fingerprint visualization. Chinese Chemical Letters, 2026, 37(9): 111889-. doi: 10.1016/j.cclet.2025.111889

    18. [18]

      Peide Zhu , Yangjia Liu , Yaoyao Tang , Siqi Zhu , Xinyang Liu , Lei Yin , Quan Liu , Zhiqiang Yu , Quan Xu , Dixian Luo , Juncheng Wang . Bi-doped carbon quantum dots functionalized liposomes with fluorescence visualization imaging for tumor diagnosis and treatment. Chinese Chemical Letters, 2024, 35(4): 108689-. doi: 10.1016/j.cclet.2023.108689

    19. [19]

      Zhenyu Hu , Zhenchun Yang , Shiqi Zeng , Kun Wang , Lina Li , Chun Hu , Yubao Zhao . Cationic surface polarization centers on ionic carbon nitride for efficient solar-driven H2O2 production and pollutant abatement. Chinese Chemical Letters, 2024, 35(10): 109526-. doi: 10.1016/j.cclet.2024.109526

    20. [20]

      Chong Liu , Ling Li , Jiahui Gao , Yanwei Li , Nazhen Zhang , Jing Zang , Cong Liu , Zhaopei Guo , Yanhui Li , Huayu Tian . The study of antibacterial activity of cationic poly(β-amino ester) regulating by amphiphilic balance. Chinese Chemical Letters, 2025, 36(2): 110118-. doi: 10.1016/j.cclet.2024.110118

Metrics
  • PDF Downloads(23)
  • Abstract views(1791)
  • HTML views(201)

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