Covalent triazine polymers using a cyanuric chloride precursor via Friedel-Crafts reaction for CO2 adsorption/separation

Chemical Engineering Journal

Volumn 283, Issue , 2016, Pages 184-192

  Puthiaraj, Pillaiyar ^a   Kim, Su Sung ^a   Ahn, Wha Seung ^a  

^a Inha University   (South Korea)

Author keywords

Covalent triazine polymers; Cyanuric chloride; Friedel Crafts reaction; Gas adsorption; Porous materials; Separation

Indexed keywords

CHLORINE COMPOUNDS; FRIEDEL-CRAFTS REACTION; GAS ADSORPTION; POLYMERS; POROUS MATERIALS; SEPARATION;

BET SURFACE AREA; CO2 ADSORPTION; CO2 STORAGE; CYANURIC CHLORIDE; HEAT OF ADSORPTION; ISOSTERIC HEAT OF ADSORPTION; POLYMER NETWORKS; TETRAPHENYLSILANE;

CARBON DIOXIDE;

EID: 84938377067     PISSN: 13858947     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cej.2015.07.069     Document Type: Article

References (62)

1. 2 from the atmosphere?. Science 2009, 325:1654-1655.
2. 2 separation via selective adsorption. RSC Adv. 2015, 5:30310-30330.
3. van den Berg A.W.C., Arean C.O. Materials for hydrogen storage: current research trends and perspectives. Chem. Commun. 2008, 668-681.
4. Stone E.J., Lowe J.A., Shine K.P. The impact of carbon capture and storage on climate. Energy Environ. Sci. 2009, 2:81-91.
5. 2 adsorption with eucalyptus wood based activated carbon modified by ammonia solution through heat treatment. Chem. Eng. J. 2014, 254:503-513.
6. 2 capture. Science 2009, 325:1652-1654.
7. 2 binary mixtures. Chem. Eng. J. 2015, 270:385-392.
8. 2 capture and separation. Energy Environ. Sci. 2014, 7:2868-2899.
9. Chakraborty S., Colón Y.J., Snurr R.Q., Nguyen S.T. Hierarchically porous organic polymers: highly enhanced gas uptake and transport through templated synthesis. Chem. Sci. 2015, 6:384-389.
10. 2 capture and separation. Chem. Eur. J. 2014, 20:772-780.
11. 4 by adsorption process. Chem. Eng. J. 2013, 230:380-388.
12. Cejka J., Corma A., Zones S. Zeolite and Catalysis: Synthesis Reactions and Applications 2010, Wiley-VCH, Weinheim, Germany.
13. 2 capture from bio-hydrogen and biogas streams: breakthrough adsorption study. Chem. Eng. J. 2015, 269:148-158.
14. Zhao L., Bacsik Z., Hedin N., Wei W., Sun Y., Antonietti M., Titirici M.-M. Carbon dioxide capture on amine-rich carbonaceous materials derived from glucose. ChemSusChem 2010, 3:840-845.
15. Ding S.-Y., Wang W. Covalent organic frameworks (COFs): from design to applications. Chem. Soc. Rev. 2013, 42:548-568.
16. Shunmughanathan M., Puthiaraj P., Pitchumani K. Melamine-based microporous network polymer supported palladium nanoparticles: a stable and efficient catalyst for the sonogashira coupling reaction in water. ChemCatChem 2015, 7:666-673.
17. 2 capture and separation. J. Mater. Chem. 2012, 22:25409-25417.
18. Kuhn P., Antonietti M., Thomas A. Porous, covalent triazine-based frameworks prepared by ionothermal synthesis. Angew. Chem., Int. Ed. 2008, 47:3450-3453.
19. Cheng G., Bonillo B., Sprick R.S., Adams D.J., Hasell T., Cooper A.I. Conjugated polymers of intrinsic microporosity (C-PIMs). Adv. Funct. Mater. 2014, 24:5219-5224.
20. Wang W., Ren H., Sun F., Cai K., Ma H., Du J., Zhao H., Zhu G. Synthesis of porous aromatic framework with tuning porosity via ionothermal reaction. Dalton Trans. 2012, 41:3933-3936.
21. 2 selectivity. Chem. Mater. 2013, 25:1630-1635.
22. 2 capture. J. Mater. Chem. A 2015, 3:3252-3256.
23. Jin S., Sakurai T., Kowalczyk T., Dalapati S., Xu F., Wei H., Chen X., Gao J., Seki S., Irle S., Jiang D. Two-dimensional tetrathiafulvalene covalent organic frameworks: towards latticed conductive organic salts. Chem. Eur. J. 2014, 20:14608-14613.
24. Rose M., Bohlmann W., Sabo M., Kaskel S. Element-organic frameworks with high permanent porosity. Chem. Commun. 2008, 2462-2464.
25. Puthiaraj P., Pitchumani K. Palladium nanoparticles supported on triazine functionalised mesoporous covalent organic polymers as efficient catalysts for Mizoroki-Heck cross coupling reaction. Green Chem. 2014, 16:4223-4233.
26. Liu G., Wang Y., Shen C., Ju Z., Yuan D. A facile synthesis of microporous organic polymers for efficient gas storage and separation. J. Mater. Chem. A 2015, 3:3051-3058.
27. Qiao S., Du Z., Yang R. Design and synthesis of novel carbazole-spacer-carbazole type conjugated microporous networks for gas storage and separation. J. Mater. Chem. A 2014, 2:1877-1885.
28. Puthiaraj P., Pitchumani K. Triazine-based mesoporous covalent imine polymers as solid supports for copper-mediated Chan-Lam cross-coupling N-arylation reactions. Chem. Eur. J. 2014, 20:8761-8770.
29. 2 uptake over highly porous N-doped activated carbon monoliths prepared by physical activation. Chem. Commun. 2012, 48:10283-10285.
30. Zhang W., Li C., Yuan Y.-P., Qiu L.-G., Xie A.-J., Shen Y.-H., Zhu J.-F. Highly energy- and time-efficient synthesis of porous triazine-based framework: microwave-enhanced ionothermal polymerization and hydrogen uptake. J. Mater. Chem. 2010, 20:6413-6415.
31. Ren S., Bojdys M.J., Dawson R., Laybourn A., Khimyak Y.Z., Adams D.J., Cooper A.I. Porous, fluorescent, covalent triazine-based frameworks via room-temperature and microwave-assisted synthesis. Adv. Mater. 2012, 24:2357-2361.
32. Bhunia A., Lyeva V.V., Janiak C. From a supramolecular tetranitrile to a porous covalent triazine-based framework with high gas uptake capacities. Chem. Commun. 2013, 49:3961-3963.
33. 4. J. Mater. Chem. A 2015, 3:6792-6797.
34. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, Jr., J.E. Peralta, F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.M. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, O. Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox, Gaussian 09, Revision A.02, Gaussian Inc, Wallingford CT, 2009.
35. Yang Y., Zhang Q., Zhang Z., Zhang S. Functional microporous polyimides based on sulfonated binaphthalene dianhydride for uptakes and separation of carbon dioxide and vapors. J. Mater. Chem. A 2014, 1:10368-10374.
36. 2 mixture. Polym. Chem. 2014, 5:144-152.
37. 2 capture. J. Mater. Chem. A 2014, 2:12507-12512.
38. 2 capture in Mg-MOF-74. J. Phys. Chem. C 2013, 117:3383-3388.
39. 2 adsorption selectivity. CrystEngComm 2012, 14:7170-7173.
40. 2 capture. J. Am. Chem. Soc. 2013, 135:9984-9987.
41. 2 sorption properties. J. Mater. Chem. 2011, 21:5226-5229.
42. 2 capturing materials. Adv. Mater. 2012, 24:5703-5707.
43. Chen X., Qiao S., Du Z., Zhou Y., Yang R. Synthesis and characterization of functional thienyl-phosphine microporous polymers for carbon dioxide capture. Macromol. Rapid Commun. 2013, 34:1181-1185.
44. Luo Y., Li B., Liang L., Tan B. Synthesis of cost-effective porous polyimides and their gas storage properties. Chem. Commun. 2011, 47:7704-7706.
45. Ben T., Li Y., Zhu L., Zhang D., Cao D., Xiang Z., Yao X., Qiu S. Selective adsorption of carbon dioxide by carbonized porous aromatic framework (PAF). Energy Environ. Sci. 2012, 5:8370-8376.
46. 2 capture properties. New J. Chem. 2015, 39:136-141.
47. 2 capture properties of mesoporous carbon nitride materials. Chem. Eng. J. 2012, 203:63-70.
48. 2. J. Mater. Chem. A 2014, 2:7795-7801.
49. 2 uptake. Polym. Chem. 2014, 5:3424-3431.
50. Millward A.R., Yaghi O.M. Metal-organic frameworks with exceptionally high capacity for storage of carbon dioxide at room temperature. J. Am. Chem. Soc. 2005, 127:17998-17999.
51. 4 in mesoporous metal-organic frameworks MIL-100 and MIL-101. Langmuir 2008, 24:7245-7250.
52. Shen C., Bao Y., Wang Z. Tetraphenyladamantane-based microporous polyimide for adsorption of carbon dioxide, hydrogen, organic and water vapors. Chem. Commun. 2013, 49:3321-3323.
53. Caskey S.R., Wong-Foy A.G., Matzger A.J. Dramatic tuning of carbon dioxide uptake via metal substitution in a coordination polymer with cylindrical pores. J. Am. Chem. Soc. 2008, 130:10870-10871.
54. 2 adsorption and conversion. Chem. Commun. 2014, 50:13910-13913.
55. Phan A., Doonan C.J., Uribe-Romo F.J., Knobler C.B., O'Keeffe M., Yaghi O.M. Synthesis, structure, and carbon dioxide capture properties of zeolitic imidazolate frameworks. Acc. Chem. Res. 2010, 43:58-67.
56. 2 capture properties. ACS Appl. Mater. Interf. 2013, 5:3160-3167.
57. Mohanty P., Kull L.D., Landskron K. Porous covalent electron-rich organonitridic frameworks as highly selective sorbents for methane and carbon dioxide. Nat. Commun. 2011, 2:401.
58. Ding H., Yang Y., Li B., Pan F., Zhu G., Zeller M., Yuan D., Wang C. Argeted synthesis of a large triazine-based [4+6] organic molecular cage: structure, porosity and gas separation. Chem. Commun. 2015, 51:1976-1979.
59. Furukawa H., Yaghi O.M. Storage of hydrogen, methane, and carbon dioxide in highly porous covalent organic frameworks for clean energy applications. J. Am. Chem. Soc. 2009, 131:8875-8883.
60. Lu W., Yuan D., Zhao D., Schilling C.I., Plietzsch O., Muller T., Bräse S., Guenther J., Blümel J., Krishna R., Li Z., Zhou H.-C. Porous polymer networks: synthesis, porosity, and applications in gas storage/separation. Chem. Mater. 2010, 22:5964-5972.
61. Dietzel P.D.C., Besikiotis V., Blom R. Application of metal-organic frameworks with coordinatively unsaturated metal sites in storage and separation of methane and carbon dioxide. J. Mater. Chem. 2009, 19:7362-7370.
62. Kong G.Q., Han Z.D., He Y., Ou S., Zhou W., Yildirim T., Krishna R., Zou C., Chen B., Wu C.D. Expanded organic building units for the construction of highly porous metal-organic frameworks. Chem. -Eur. J. 2013, 19:14886-14894.