席夫碱共价有机骨架材料（Schiff-base COFs）是根据Schiff-base反应原理缩合形成的一类COFs材料。Schiff-base COFs具有骨架密度低、比表面积大、孔径尺寸可控、有机单体种类丰富、合成方法灵活多样、表面化学性质可功能化，易于引入特定的分子识别位点，以及物理化学稳定性优异等特征。Schiff-base COFs在气体吸附/储存、传感、催化、光电材料和前处理介质等诸多领域有重要的应用前景，成为材料科学领域的研究热点。本文主要综述了近年来Schiff-base COFs材料的合成类型、制备方法，以及该材料在不同领域的应用研究进展。最后，总结了该材料的研究现状并展望了该研究领域未来的发展方向和应用前景。
Schiff-base covalent organic frameworks (Schiff-base COFs) are a class of crystalline porous polymers with strong covalent bonds via Schiff-base condensation reaction. The COFs materials possess the advantages of low density, large surface area, tunable pore size and structure, facilely tailored functionality, versatile covalent-combination of building units, diverse synthetic methods, easy of introducing specific molecular recognition sites, excellent physical and chemical stability, and so on. These advantages provide the COFs materials with superior potentials in diverse applications, such as gas storage/adsorption, sensing, catalysis, optoelectronic material, and as enrichment media of sample pretreatment.Currently, Schiff-base COFs have become a research hotspot in the field of materials science.This review mainly describes the state-of-the-art development in the synthesis, preparation and application of Schiff-base COFs materials. In the end, the current statuses of COFs are summarized, and the future trends and application potentials of the COFs materials are also prospected.
Contents
1 Introduction
2 Types of COFs synthesized
2.1 Imine linkage
2.2 Hydrazone linkage
2.3 Azine linkage
2.4 Polyimide linkage
3 Synthetic methods of COFs
3.1 Solvothermal synthesis
3.2 Microwave synthesis
3.3 Mechanochemical grindig synthesis
3.4 Room-temperature synthesis
3.5 Surface synthesis
4 Applications of COFs
4.1 Gas storage/adsorption
4.2 Catalysis
4.3 Sensing
4.4 Optoelectronic material
4.5 Sample pretreatment media
4.6 Chromatographic stationary phases
4.7 Biological medicine
5 Conclusion
[1] Côté A P, Benin A I, Ockwig N W, ÓKeeffe M, Matzger A J, Yaghi O M. Science, 2005, 310:1166.
[2] Feng X, Ding X S, Jiang D L. Chem. Soc. Rev., 2012, 41:6010.
[3] Ding S Y, Wang W. Chem. Soc. Rev., 2013, 42:548.
[4] Jin Y H, Zhu Y L, Zhang W. Cryst.Eng. Comm., 2013, 15:1484.
[5] Segura J L, Mancheño M J, Zamora F, Chem. Soc. Rev., 2016, 45:5635.
[6] Uribe-Romo F J, Hunt J R, Furukawa H, Klöck C, ÓKeeffe M, Yaghi O M. J. Am. Chem. Soc., 2009, 131:4570.
[7] Wan S, Gándara F, Asano A, Furukawa H, Saeki A, Dey S K, Liao L, Ambrogio M W, Botros Y Y, Duan X F, Seki S, Fraser Stoddart J, Yaghi O M. Chem. Mater., 2011, 23:4094.
[8] Zhang Y B, Su J, Furukawa H, Yun Y F, Gándara F, Duong A, Zou X D, Yaghi O M. J. Am. Chem. Soc., 2013, 135:16336.
[9] Ding S Y, Gao J, Wang Q, Zhang Y, Song W G, Su C Y, Wang W. J. Am. Chem. Soc., 2011, 133:19816.
[10] Chen X, Addicoat M, Irle S, Nagai A, Jiang D L. J. Am. Chem. Soc., 2013, 13:546.
[11] Jin S B, Sakurai T, Kowalczyk T, Dalapati S, Xu F, Wei H, Chen X, Gao J, Seki S, Irle S, Jiang D L. Chem. Eur. J., 2014, 20:14608.
[12] Chen X, Huang N, Gao J, Xu H, Xu F, Jiang D L. Chem. Commun., 2014, 50:6161.
[13] Dalapati S, Addicoat M, Jin S B, Sakurai T, Gao J, Xu H, Irle S, Seki S, Jiang D L. Nat. Commun., 2015, 6:7786.
[14] Fang Q R, Gu S, Zheng J, Zhuang Z B, Qiu S L, Yan Y S. Angew. Chem. Int. Ed., 2014, 126:2922.
[15] Lin G Q, Ding H M, Yuan D Q, Wang B S, Wang C. J. Am. Chem. Soc., 2016, 138:3302.
[16] Kandambeth S, Mallick A, Lukose B, Mane M V, Heine T, Banerjee R. J. Am. Chem. Soc., 2012, 134:19524.
[17] Chandra S, Kandambeth S, Biswal B P, Lukose B, Kunjir S M, Chaudhary M, Babarao R, Heine T, Banerjee R. J. Am. Chem. Soc., 2013, 135:17853.
[18] Chandra S, Kundu T, Kandambeth S, BabaRao R, Marathe Y, Kunjir S M, Banerjee R. J. Am. Chem. Soc., 2014, 136:6570.
[19] DeBlase C R, Silberstein K E, Truong T T, Abruña H D, Dichtel W R. J. Am. Chem. Soc., 2013, 135:16821.
[20] Xu H S, Ding S Y, An W K, Wu H, Wang W. J. Am. Chem. Soc., 2016, 138:11489.
[21] Kandambeth S, Shinde D B, Panda M K, Lukose B, Heine T, Banerjee R. Angew. Chem. Int. Ed., 2013, 52:13052.
[22] Kandambeth S, Venkatesh V, Shinde D B, Kumari S, Halder A, Verma S, Banerjee R. Nat. Commun., 2015, 6:6786.
[23] Chen X, Addicoat M, Jin E Q, Zhai L P, Xu H, Huang N, Guo Z Q, Liu L L, Irle S, Jiang D L. J. Am. Chem. Soc., 2015, 137:3241.
[24] Song J R, Sun J L, Liu J M, Huang Z T, Zheng Q Y. Chem. Commun., 2014, 50:788.
[25] Zhou T Y, Xu S Q, Wen Q, Pang Z F, Zhao X. J. Am. Chem. Soc., 2014, 136:15885.
[26] Tian Y, Xu S Q, Qian C, Pang Z F, Jiang G F, Zhao X. Chem. Commun., 2016, 52:11704.
[27] Pang Z F, Xu S Q, Zhou T Y, Liang R R, Zhan T G, Zhao X. J. Am. Chem. Soc., 2016, 138:4710.
[28] Uribe-Romo F J, Doonan C J, Furukawa H, Oisaki K, Yaghi O M. J. Am. Chem. Soc., 2011, 133:11478.
[29] Stegbauer L, Schwinghammer K, Lotsch B V. Chem. Sci., 2014, 5:2789.
[30] Das G, Shinde D B, Kandambeth S, Biswal B P, Banerjee R. Chem. Commun., 2014, 50:12615.
[31] Zhang W J, Jiang P P, Wang Y, Zhang J, Gao Y X, Zhang P B. RSC Adv., 2014, 4:51544.
[32] Zhang W J, Jiang P P, Wang Y, Zhang J, Zhang P B. Catal. Sci. Technol., 2015, 5:101.
[33] Dalapati S, Jin S B, Gao J, Xu Y H, Nagai A, Jiang D L. J. Am. Chem. Soc., 2013, 135:17310.
[34] Li Z P, Feng X, Zou Y C, Zhang Y W, Xia H, Liu X M, Mu Y. Chem. Commun., 2014, 50:13825.
[35] Li Z P, Zhi Y F, Feng X, Ding X S, Zou Y C, Liu X M, Mu Y. Chem. Eur. J., 2015, 21:12079.
[36] Alahakoon S B, Thompson C M, Nguyen A X, Occhialini G, McCandless G T, Smaldone R A. Chem. Commun., 2016, 52:2843.
[37] Fang Q R, Zhuang Z B, Gu S, Kaspar R B, Zheng J, Wang J H, Qiu S L, Yan Y S. Nat. Commun., 2014, 5:4503.
[38] Fang Q R, Wang J H, Gu S, Kaspar R B, Zhuang Z B, Zheng J, Guo H X, Qiu S L, Yan Y S. J. Am. Chem. Soc., 2015, 137:8352.
[39] Wei H, Chai S Z, Hu N T, Yang Z, Wei L M, Wang L. Chem. Commun., 2015, 51:12178.
[40] Biswal B P, Chandra S, Kandambeth S, Lukose B, Heine T, Banerjee R. J. Am. Chem. Soc., 2013,135:5328.
[41] Ruigómez A P, Rodríguez-San-Miguel D, Stylianou K C, Cavallini M, Gentili D, Liscio F, Milita S, Roscioni O M, Ruiz-González M L, Carbonell C, Maspoch D, Mas-Ballesté R, Segura J L, Zamora F. Chem. Eur. J., 2015, 21:10666.
[42] Shiraki T, Kim G, Nakashima N. Chem. Lett., 2015, 44:1488.
[43] Xu L R, Zhou X, Yu Y X, Tian W Q, Ma J, Lei S B. ACS Nano, 2013, 9:8066.
[44] Liu X H, Guan C Z, Ding S Y, Wang W, Yan H J, Wang D, Wan L J. J. Am. Chem. Soc., 2013, 135:10470.
[45] Yue J Y, Liu X H, Sun B, Wang D. Chem. Commun., 2015, 51:14318.
[46] Hu Y, Goodeal N, Chen Y, Ganose A M, Palgrave R G, Bronstein H, Blunt M O. Chem. Commun., 2016, 52:9941.
[47] Xu L R, Zhou X, Tian W Q, Gao T, Zhang Y F, Lei S B, Liu Z F. Angew. Chem. Int. Ed., 2014, 53:9564.
[48] DeBlase C R, Hernandez-Burgos K, Silberstein K E, Rodriguez-Calero G G, Bisbey R P, Abruna H D, Dichtel W R. ACS Nano, 2015, 9:3178.
[49] Cai S L, Zhang Y B, Pun A B, He B, Yang J H, Toma F M, Sharp L D, Yaghi O M, Fan J, Zheng S R, Zhang W G, Liu Y. Chem. Sci., 2014, 5:4693.
[50] Kandambeth, Biswal B P, Chaudhari H D, Rout K C, Kunjattu H S, Mitra S, Karak S, Das A, Mukherjee R, Kharul U K, Banerjee R. Adv. Mater., 2017, 29:1603945.
[51] Rabbani M G, Sekizkardes A K, Kahveci Z, Reich T E, Ding R S, El-Kaderi H M. Chem. Eur. J., 2013, 19:3324.
[52] Gao Q, Bai L Y, Zhang X J, Wang P, Li P Z, Zeng Y F, Zou R Q, Zhao Y L. Chin. J. Chem., 2015, 33:90.
[53] Xu L Q, Ding S Y, Liu J M, Sun J L, Wang W, Zheng Q Y. Chem. Commun., 2016, 52:4706.
[54] Xu S Q, Liang R R, Zhan T G, Qi Q Y, Zhao X. Chem. Commun., 2017, 53:2431.
[55] Kaleeswaran D, Vishnoi P, Murugavel R. J. Mater. Chem. C, 2015, 3:7159.
[56] Huang N, Chen X, Krishna R, Jiang D L. Angew. Chem. Int. Ed., 2015, 127:3029.
[57] Huang N, Chen X, Krishna R, Jiang D L. J. Am. Chem. Soc., 2015, 137:7079.
[58] Lin S, Hou Y X, Deng X, Wang H L, Sun S Z, Zhang X M. RSC Adv., 2015, 5:41017.
[59] Pachfule P, Panda M K, Kandambeth S, Shivaprasad S M, Díaz D D, Banerjee R. J. Mater. Chem. A, 2014, 2:7944.
[60] Pachfule P, Kandambeth S, Díaz D D, Banerjee R. Chem. Commun., 2014, 50:3169.
[61] Shinde D B, Kandambeth S, Pachfule P, Kumar R R, Banerjee R. Chem. Commun., 2015, 51:310.
[62] Xu H, Chen X, Gao J, Lin J B, Addicoat M, Irle S, Jiang D L. Chem. Eur. J., 2014, 50:1292.
[63] Xu H, Gao J, Jiang D L. Nat. Chem., 2015, 7:905.
[64] Wu Y, Xu H, Chen X, Gao J, Jiang D L. Chem. Commun., 2015, 51:10096.
[65] Thote J, Aiyappa H B, Deshpande A, Diaz D D, Kurungot S, Banerjee R. Chem. Eur. J., 2014, 20:15961.
[66] Das G, Biswal B P, Kandambeth S, Venkatesh V, Kaur G, Addicoat M, Heine T, Verma S, Banerjee R. Chem. Sci., 2015, 6:3931.
[67] Xie Y F, Ding S Y, Liu J M, Wang W, Zheng Q Y. J. Mater. Chem. C, 2015, 3:10066.
[68] Wang P Y, Kang M M, Sun S M, Liu Q, Zhang Z H, Fang S M. Chin. J. Chem., 2014, 32:838.
[69] Ding S Y, Dong M, Wang Y W, Chen Y T, Wang H Z, Su C Y, Wang W. J. Am. Chem. Soc., 2016, 138:3031.
[70] Ding H M, Li Y H, Hu H, Sun Y M, Wang J G, Wang C X, Wang C, Zhang G X, Wang B S, Xu W, Zhang D Q. Chem. Eur. J., 2014, 20:14614.
[71] Feldblyum J I, McCreery C H, Andrews S C, Kurosawa T, Santos E J G, Duong V, Fang L, Ayzner A L, Bao Z N. Chem. Commun., 2015, 51:13894.
[72] Wang P Y, Wu Q, Han L F, Wang S, Fang S M, Zhang Z H, Sun S M. RSC Adv., 2015, 5:27290.
[73] Souza-Silva É A, Jiang R F, Lafuente A R, Gionfriddo E, Pawliszyn J. TrAC Trends Anal. Chem., 2015, 71:224.
[74] Souza-Silva É A, Gionfriddo E, Pawliszyn J. TrAC Trends Anal. Chem., 2015, 71:236.
[75] Souza-Silva É A, Garcés N R, Gómez-Ríos G A, Boyaci E, Bojko B, Pawliszyn J. TrAC Trends Anal. Chem., 2015, 71:249.
[76] Wu M X, Chen G, Liu P, Zhou W H, Jia Q. J. Chromatogr. A, 2016, 1456:34.
[77] Wu M X, Chen G, Ma J T, Liu P, Jia Q. Talanta, 2016, 161:350.
[78] Zhang S H, Yang Q, Li Z, Wang W C, Wang C, Wang Z. Anal. Bioanal. Chem., 2017, 409:3429.
[79] Xie L J, Jiang R F, Zhu F, Liu H, Ouyang G F. Anal. Bioanal. Chem., 2014, 406:377.
[80] Li Y, Yang C X, Yan X P. Chem. Commun., 2017, 53:2511.
[81] He S J, Zeng T, Wang S H, Niu H Y, Cai Y Q. ACS App. Mater. Interfaces, 2017, 9:2959.
[82] Wang H P, Jiao F L, Gao F Y, Huang J J, Zhao Y, Shen Y H, Zhang Y J, Qian X H. J. Mater. Chem. B, 2017, 5:4052.
[83] Lin G, Gao C H, Zheng Q, Lei Z X, Geng H J, Lin Z A,Yang H H, Cai Z W. Chem. Commun., 2017, 53:3649.
[84] Yang C X, Liu C, Cao Y M, Yan X P. Chem. Commun., 2015, 51:12254.
[85] Qian H L, Yang C X, Yan X P. Nat. Commun., 2016, 7:12104.
[86] Niu X Y, Ding S Y, Wang W F, Xu Y L, Xu Y Y, Chen H L, Chen X G. J. Chromatogr. A, 2016, 1436:109.
[87] Vyas V S, Vishwakarma M, Moudrakovski I, Haase F, Savasci G, Ochsenfeld C, Spatz J P, Lotsch B V. Adv. Mater., 2016, 28:8749.
[88] Lohse M S, Stassin T, Naudin G, Wuttke S, Ameloot R, Vos D D, Medina D D, Bein T. Chem. Mater., 2016, 28:626.
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