Influence of Carbon Chain Length on the Structure-Directing Effect of Ethylenediamine in the Synthesis of Open-Framework Aluminophosphates

doi:10.11944/j.issn.1000-0518.2018.09.180115

Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (9): 1138-1147.DOI: 10.11944/j.issn.1000-0518.2018.09.180115

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Influence of Carbon Chain Length on the Structure-Directing Effect of Ethylenediamine in the Synthesis of Open-Framework Aluminophosphates

CHANG Xiaowen,LU Tingting,WEI Yingzhenx,GUO Mingyue,YAN Wenfu(),XU Ruren

State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry,Jilin University,Changchun 130012,China

Received:2018-04-16 Accepted:2018-05-03 Published:2018-09-01 Online:2018-08-06
Contact: YAN Wenfu
Supported by:
Supported by the National Natural Science Foundation of China(No.21571075, No.21320102001, No.21621001), the National Key Research and Development Program of China(No.2016YFB0701100), the 111 Project(No.B17020), Program for JLU Science and Technology Innovative Research Team

Abstract

Abstract:

By heating the initial mixture with the molar ratio of n(Al₂O₃):n(P₂O₅):n(R):n(H₂O)=1:1:1:277(R=ethylenediamine(EDA) or 1,3-propanediamine(1,3-DAP)) at 180 ℃, a highly crystalline three-dimensional anionic open-framework aluminophosphate of AlPO₄-12 or UiO-26 was obtained. The crystallization processes of both initial mixtures were investigated by X-ray diffraction analysis(XRD), elemental analysis, and pH measurement. The volume and the Hirshfeld charge on the N atom of the diprotonated EDA and 1,3-DAP were calculated by the “atom volume and surface” module and the Dmol3 module in Materials Studio, respectively. Theoretical calculation shows that the charge on the N atom of diprotonated EDA or 1,3-DAP is 0.073 e and 0.064 e(Hirshfeld), respectively. The corresponding charge density is 1.8573 and 1.3400 e/nm³(Hirshfeld). The corresponding formal charge density is 25.44 and 20.94 e/nm³, respectively. The framework charge density of AlPO₄-12 and UiO-26 is -6.1 e/nm³ and -4.6 e/nm³, respectively. These results indicate that the change in the length of carbon-chain connected to the N atom in the amino group can affect the amount of charge and the charge density on it, which accordingly affects its initial structure-directing ability, resulting the crystallization product changed from AlPO₄-12 to UiO-26 with a smaller charge density.

Key words: zeolite, aluminophosphate, structure-directing effect, charge, charge density

CHANG Xiaowen, LU Tingting, WEI Yingzhenx, GUO Mingyue, YAN Wenfu, XU Ruren. Influence of Carbon Chain Length on the Structure-Directing Effect of Ethylenediamine in the Synthesis of Open-Framework Aluminophosphates[J]. Chinese Journal of Applied Chemistry, 2018, 35(9): 1138-1147.

References

[1]	Yu J H,Xu R R.Rational Approaches Toward the Design and Synthesis of Zeolitic Inorganic Open-Framework Materials[J]. Acc Chem Res,2010,43(9):1195-1204.
[2]	Xu R R,Pang W Q,Yu J H,et al. Chemistry of Zeolites and Related Porous Materials[M]. New York:John Wiley & Sons,2009.
[3]	Vermeiren W,Gilson J P.Impact of Zeolites on the Petroleum and Petrochemical Industry[J]. Top Catal,2009,52(9): 1131-1161.
[4]	Primo A,Garcia H.Zeolites as Catalysts in Oil Refining[J]. Chem Soc Rev,2014,43(22):7548-7561.
[5]	Kulprathipanja S.Zeolites in Industrial Separation and Catalysis[M]. Weinheim:Wiley-VCH,2010.
[6]	Jacobs P A,Michiel D,Sels B F.Will Zeolite-Based Catalysis be as Relevant in Future Biorefineries as in Crude Oil Refineries?[J]. Angew Chem Int Edit,2014,53(33):8621-8626.
[7]	Cejka J,Corma A,Zones S.Zeolites and Catalysis:Synthesis, Reactions and Applications[M]. Wiley,2010.
[8]	Feng G,Cheng P,Yan W,et al. Accelerated Crystallization of Zeolites via Hydroxyl Free Radicals[J]. Science,2016,351(6278):1188-1191.
[9]	Jiao F,Li J,Pan X,et al. Selective Conversion of Syngas to Light Olefins[J]. Science,2016,351(6277):1065-1068.
[10]	Wilson S T,Lok B M,Messina C A,et al. Aluminophosphate Molecular Sieves:A New Class of Microporous Crystalline Inorganic Solids[J]. J Am Chem Soc,1982,104(4):1146-1147.
[11]	Murugavel R,Choudhury A,Walawalkar M G,et al. Metal Complexes of Organophosphate Esters and Open-Framework Metal Phosphates:Synthesis, Structure, Transformations, and Applications[J]. Chem Rev,2008,108(9):3549-3655.
[12]	Yan W F,Yu J H,Xu R R,et al. [Al12P13O52]3-[(CH2)6N4H3]3+:An Anionic Aluminophosphate Molecular Sieve with Brönsted Acidity[J]. Chem Mater,2000,12(9):2517-2519.
[13]	Zhou D,Chen L,Yu J H,et al. Synthesis, Crystal Structure, and Solid-State NMR Spectroscopy of a New Open-Framework Aluminophosphate (NH4)2Al4(PO4)4(HPO4)·H2O[J]. Inorg Chem,2005,44(12):4391-4397.
[14]	Yu J H,Xu R R.Rich Structure Chemistry in the Aluminophosphate Family[J]. Acc Chem Res,2003,36(7):481-490.
[15]	Xing H Z,Li J Y,Yan W F,et al. Cotemplating Ionothermal Synthesis of a New Open-Framework Aluminophosphate with Unique Al/P Ratio of 6/7[J]. Chem Mater,2008,20(13): 4179-4181.
[16]	WANG Ning,SUN Qiming,YAN Yan,et al. Organotemplate-free Synthesis and Proton Conduction Properties of a Layered Aluminophosphate Na4[Al4P4O18]·H2O[J]. Chem J Chinese Univ,2015,36(11):2311-2316(in Chinese). 王宁,孙启明,颜岩,等. 层状磷酸铝化合物Na4[Al4P4O18]·H2O的合成及质子电导性能研究[J]. 高等学校化学学报,2015,36(11):2311-2316.
[17]	Tong X Q,Yan W F,Yu J H,et al. A Chiral Open-Framework Fluoroaluminophosphate with Enantiomeric Excess in the Bulk Product[J]. Chem Commun,2013,49(96):11287-11289.
[18]	LUO Wukui,YAN Guiyang,LI Shirong.Synthesis and Characterization of CuSAPO-5 Molecular Sieve for Toluene Adsorption[J]. Chinese J Inorg Chem,2016,32(8):1370-1374(in Chinese). 罗五魁,颜桂炀,李世荣. CuSAPO-5分子筛的合成、表征及对甲苯吸附性能[J]. 无机化学学报,2016,32(8):1370-1374.
[19]	Wang X D,Huang Y J,Zhang X X,et al. Synthesis of Hydrophilic Acid-Resistant Ge-ZSM-5 Membranes via Secondary Growth Method Using Silicalite-1 Zeolite as Seeds[J]. Chem Res Chinese Univ,2017,33(1):12-16.
[20]	LIU Ning,WANG Jiqiong,CHEN Biaohua,et al. Study of Eight Membered Ring Zeolitic Catalyst of Cu/SAPO-35 over NH3-SCR[J]. Chem J Chinese Univ,2016,37(10):1817-1825(in Chinese). 刘宁,王继琼,陈标华,等. 新型八元环孔结构分子筛Cu/SAPO-35应用于NH3-SCR的研究[J]. 高等学校化学学报,2016,37(10): 1817-1825.
[21]	Chen Y L,Feng L.Synthesis, Characterization and Control of Proportion of Polymorph C in ITQ-16 and ITQ-17 Films[J]. Chem Res Chinese Uinv,2016,32(6):1-7.
[22]	Barrer R M,Denny P J.Hydrothermal Chemistry of the Silicates.Part IX.Nitrogenous Alurninosilicates[J]. J Chem Soc,1961:971-982.
[23]	Cundy C S,Cox P A.The Hydrothermal Synthesis of Zeolites:Precursors, Intermediates and Reaction Mechanism[J]. Micropor Mesopor Mater,2005,82(1):1-78.
[24]	Huang P,Xu J, Qi G D,et al. Temperature-Dependence of the Influence of the Position-2-methyl Group on the Structure-Directing Effect of Piperazine in the Synthesis of Open-Framework Aluminophosphates[J]. Sci Rep-UK,2016,6:22019.
[25]	Liu C Y,Gu W Y,Kong D J,et al. The Significant Effects of the Alkali-Metal Cations on ZSM-5 Zeolite Synthesis:From Mechanism to Morphology[J]. Micropor Mesopor Mater,2014,183:30-36.
[26]	Lok B M,Cannan T R,Messina C A.The Role of Organic Molecules in Molecular Sieve Synthesis[J]. Zeolites,1983,3(4):282-291.
[27]	LU Huiying,LIU Shu,XU Jun,et al. Crystallization Process of Open-Framework Aluminophosphate AlPO4-12[J]. Chinese J Inorg Chem,2015,31(9):1885-1893(in Chinese). 卢慧英,刘舒,徐君,等. 开放骨架磷酸铝AlPO4-12的晶化过程[J]. 无机化学学报,2015,31(9):1885-1893.
[28]	Lu T T,Xu R R,Yan W F.Co-templated Synthesis of Polymorph A-Enriched Zeolite Beta[J]. Micropor Mesopor Mater,2016,226:19-24.
[29]	Park G T,Jo D H,Ahn N H,et al. Synthesis and Structural Characterization of a CHA-type AlPO4 Molecular Sieve with Penta-Coordinated Framework Aluminum Atoms[J]. Inorg Chem,2017,56(14):8504-8512.
[30]	TIAN Ye,WANG Shurong,YAN Wenfu,et al. Influence of F- on the Structure-directing Effect of Organic Amines in the Synthesis of Open-Framework Aluminophosphates[J]. Chem J Chinese Uinv,2015,36(3):428-435(in Chinese). 田野,王淑荣,闫文付,等. 开放骨架磷酸铝合成中F-对有机胺结构导向效应的影响[J]. 高等学校化学学报,2015,36(3):428-435.
[31]	Tong M Q,Zhang D L,Fan W B,et al. Synthesis of Chiral Polymorph A-Enriched Zeolite Beta with an Extremely Concentrated Fluoride Route[J]. Sci Rep-UK,2015,5:11521.
[32]	Trinh T T,Tran K-Q,Zhang X Q,et al. The Role of a Structure Directing Agent Tetramethylammonium Template in the Initial Steps of Silicate Oligomerization in Aqueous Solution[J]. Phys Chem Chem Phys,2015,17(34):21810-21818.
[33]	Wang G M,Li J H,Wei L,et al. An Open-Framework Beryllium Phosphite with Extra-large 18-Ring Channels[J]. CrystEngComm,2015,17(44):8414-8417.
[34]	Xin L,Sun H,Xu R R,et al. Origin of the Structure-Directing Effect Resulting in Identical Topological Open-Framework Materials[J]. Sci Rep-UK,2015,5:14940.
[35]	Yan W F,Song X W,Xu R R.Molecular Engineering of Microporous Crystals:(I)New Insight into the Formation Process of Open-Framework Aluminophosphates[J]. Micropor Mesopor Mater,2009,123(1/2/3):50-62.
[36]	Zhang B,Xu J,Fan F T,et al. Molecular Engineering of Microporous Crystals:(III)The Influence of Water Content on the Crystallization of Microporous Aluminophosphate AlPO4-11[J]. Micropor Mesopor Mater,2012,147(1):212-221.
[37]	Tong X Q,Xu J,Xin L,et al. Molecular Engineering of Microporous Crystals:(VI)Structure-Directing Effect in the Crystallization Process of Layered Aluminophosphates[J]. Micropor Mesopor Mater,2012,164:56-66.
[38]	Lu T T,Gao P,Xu J,et al. Influence of Al3+ on Polymorph A Enrichment in the Crystallization of Beta Zeolite[J]. Chinese J Catal,2015,36(6):889-896.
[39]	WANG Aitian,SUN Yangyang,XU Ruren,et al. Synthesis of a New Open-Framework Aluminophosphate and the Co-templating Effect in the Crystallization[J]. Chem J Chinese Univ,2017,38(5):701-705(in Chinese). 王爱天,孙洋洋,徐如人,等. 新型三维开放骨架磷酸铝化合物的合成及晶化过程中的共模板效应[J]. 高等学校化学学报,2017,38(5):701-705.
[40]	Tong M Q,Zhang D L,Zhu L K,et al. An Elaborate Structure Investigation of the Chiral Polymorph A-Enriched Zeolite Beta[J]. CrystEngComm,2016,18(10):1782-1789.
[41]	Sun Y Y,Xu J,Wang Q,et al. The Structure-Directing Effect of Organic Amines in the Multi-template/One-Structure Phenomenon of Microporous Crystal Synthesis[J]. Micropor Mesopor Mater,2017,240:178-188.
[42]	Tong X Q,Xu J,Li X,et al. Molecular Engineering of Microporous Crystals:(VII)The Molar Ratio Dependence of the Structure-Directing Ability of Piperazine in the Crystallization of Four Aluminophosphates with Open-Frameworks[J]. Micropor Mesopor Mater,2013,176:112-122.
[43]	Keoh S H,Chaikittisilp W,Muraoka K,et al. Factors Governing the Formation of Hierarchically and Sequentially Intergrown MFI Zeolites by Using Simple Diquaternary Ammonium Structure-Directing Agents[J]. Chem Mater,2016,28(24):8997-9007.
[44]	Lu H Y,Xu J,Gao P,et al. Molecular Engineering of Microporous Crystals:(viii)The Solvent-Dependence of the Structure-Directing Effect of Ethylenediamine in the Synthesis of Open-Framework Aluminophosphates[J]. Micropor Mesopor Mater,2015,208:105-112.
[45]	Tong X Q,Xu J,Wang C,et al. The Dependence of the Structure-Directing Effect of Piperazine and the Crystallization Pathways of Open-Framework Aluminophosphates on the Local Environment of the Initial Mixture[J]. Micropor Mesopor Mater,2014,183:108-116.
[46]	Ikuno T,Chaikittisilp W,Liu Z D,et al. Structure-Directing Behaviors of Tetraethylammonium Cations Toward Zeolite Beta Revealed by the Evolution of Aluminosilicate Species Formed During the Crystallization Process[J]. J Am Chem Soc,2015,137(45):14533-14544.
[47]	HU Chengyu,YAN Wenfu,XU Ruren.Phase Transition Behavior of Zeolite Y Under Hydrothermal Conditions[J]. Acta Chim Sin,2017,75(7):679-685(in Chinese). 胡成玉,闫文付,徐如人. 水热条件下Y型沸石的转晶行为[J]. 化学学报,2017,75(7):679-685.
[48]	J Francis R,O'hare D. The Kinetics and Mechanisms of the Crystallisation of Microporous Materials[J]. J Chem Soc Dalton Trans,1998,(19):3133-3148.
[49]	Tong X Q,Xu J,Wang C,et al. Molecular Engineering of Microporous Crystals:(V)Investigation of the Structure-Directing Ability of Piperazine in Forming Two Layered Aluminophosphates[J]. Micropor Mesopor Mater,2012,155:153-166.
[50]	Parise J B.Aluminium Phosphate Frameworks with Clathrated Ethylenediamine:X-ray Characterization of Al3P3O11(OH)2·N2C2H8(AlPO4-12)[J]. J Chem Soc Chem Commun,1984,(21):1449-1450.
[51]	Kongshaug K O,Fjellvåg H,Lillerud K P.Synthesis, Structure and Thermal Properties of a Novel 3D Aluminophosphate UiO-26[J]. Micropor Mesopor Mater,2000,40(1):313-322.

Influence of Carbon Chain Length on the Structure-Directing Effect of Ethylenediamine in the Synthesis of Open-Framework Aluminophosphates

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