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Tiêu đề Zeolites and Catalysis Synthesis, Reactions and Applications
Tác giả Jiri Cejka, Avelino Corma, Stacey Zones
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Zeolites and CatalysisSynthesis, Reactions and Applications Edited by Jiˇr´ı ˇCejka, Avelino Corma, and Stacey Zones... Zeolites and CatalysisSynthesis, Reactions and Applications Edited

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Zeolites and Catalysis

Synthesis, Reactions and Applications

Edited by

Jiˇr´ı ˇCejka, Avelino Corma, and Stacey Zones

Trang 3

Zeolites and Catalysis

Edited by

Jiˇr´ı ˇCejka, Avelino Corma, and Stacey Zones

Trang 4

Blaser, H.-U., Federsel, H.-J (eds.)

Barbaro, P., Bianchini, C (eds.)

Catalysis for Sustainable Energy

New Approaches based on Synthesis,

Characterization and Modeling

Jackson, S D., Hargreaves, J S J (eds.)

Metal Oxide Catalysis

2009 ISBN: 978-3-527-31815-5

Ding, K., Uozumi, Y (eds.)

Handbook of Asymmetric Heterogeneous Catalysis

2008 ISBN: 978-3-527-31913-8

Ertl, G., Kn¨ozinger, H., Sch¨uth, F.,Weitkamp, J (eds.)

Handbook of Heterogeneous Catalysis

Eight Volumes

2008 ISBN: 978-3-527-31241-2

Trang 5

Zeolites and Catalysis

Synthesis, Reactions and Applications

Edited by

Jiˇr´ı ˇCejka, Avelino Corma, and Stacey Zones

Trang 6

Prof Dr Jiˇr´ı ˇCejka

Academy of Sciences of the Czech Republic

Heyrovsk´y Institute of Physical Chemistry

Dokjˇskova

Dolejskova 3

182 23 Prague 8

Czech Republic

Prof Dr Avelino Corma

University Politecnica de Valencia

Institute de Tecnologia Quimica

Avenida de los Naranjos s/n

46022 Valencia

Spain

Prof Dr Stacey I Zones

Chevron Texaco Energy Research

and Technology Company

Library of Congress Card No.: applied for

British Library Cataloguing-in-Publication Data

A catalogue record for this book is available from the British Library.

Bibliographic information published by the Deutsche Nationalbibliothek

The Deutsche Nationalbibliothek lists this publication in the Deutsche Nationalbib- liografie; detailed bibliographic data are available on the Internet at

Composition Laserwords Private Limited, Chennai

Printing and Bookbinding strauss GmbH, M¨orlenbach

Cover Design Formgeber, Eppelheim

Printed in the Federal Republic of Germany Printed on acid-free paper

ISBN: 978-3-527-32514-6

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Contents to Volume 1

Preface XIII

List of Contributors XVII

1 Synthesis Mechanism: Crystal Growth and Nucleation 1

Pablo Cubillas and Michael W Anderson

1.2.12 Growth Mechanisms: Rough and Smooth Surfaces 10

1.3 Nucleation and Growth in Zeolites 11

1.4.2 Solution Chemistry – Oligomers and Nanoparticles 17

1.4.2.1 Nuclear Magnetic Resonance 17

1.4.2.2 Mass Spectrometry 19

Zeolites and Catalysis, Synthesis, Reactions and Applications Vol 1.

Edited by Jiˇr´ı ˇ Cejka, Avelino Corma, and Stacey Zones

Copyright  2010 WILEY-VCH Verlag GmbH & Co KGaA, Weinheim

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1.5.6 Metal Organic Frameworks 47

1.6 Conclusions and Outlook 49

2.4 Dry Gel Conversion Syntheses 61

2.5 Low Water Syntheses 62

3.2 Hydrothermal, Solvothermal, and Ionothermal Synthesis 89

3.3 Ionothermal Aluminophosphate Synthesis 90

3.4 Ionothermal Synthesis of Silica-Based Zeolites 92

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Contents VII

3.5 Ionothermal Synthesis of Metal Organic Frameworks and

Coordination Polymers 92

3.6 Ambient Pressure Ionothermal Synthesis 93

3.7 The Role of Cation-Templating, Co-Templating, or No

Templating 95

3.8 The Role of the Anion – Structure Induction 97

3.9 The Role of Water and Other Mineralizers 99

3.10 Unstable Ionic Liquids 101

3.11 Summary and Outlook 101

References 102

4 Co-Templates in Synthesis of Zeolites 107

Joaquin P´erez-Pariente, Raquel Garc´ıa, Luis G´omez-Hortig¨ uela,

and Ana Bel´en Pinar

4.2 Templating of Dual-Void Structures 108

4.3 Crystallization of Aluminophosphate-Type Materials 113

4.4 Combined Use of Templating and Pore-Filling Agents 116

4.5 Cooperative Structure-Directing Effects of Organic Molecules and

5 Morphological Synthesis of Zeolites 131

Sang-Eon Park and Nanzhe Jiang

5.2 Morphology of Large Zeolite Crystals 132

5.2.1 Large Crystals of Natural Zeolites 132

5.2.2 Synthesis of Large Zeolite Crystals 133

5.3 Morphology Control of MFI Zeolite Particles (of Size Less than

100µm) 138

5.3.1 Dependence of Structure-Directing Agents (SDAs) 139

5.3.2 Dependence on Alkali-Metal Cations 141

5.4 Morphological Synthesis by MW 142

5.4.1 Examples of MW Dependency 142

5.4.2 Morphological Fabrication by MW 143

5.4.3 Formation Scheme of Stacked Morphology 146

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Acknowledgments 150

References 150

6 Post-synthetic Treatment and Modification of Zeolites 155

Cong-Yan Chen and Stacey I Zones

6.2 Direct Synthesis of Zeolites 155

6.3 Post-synthetic Treatment and Modification of Zeolites 157

6.3.1 Aluminum Reinsertion into Zeolite Framework Using Aqueous

Al(NO3)3Solution under Acidic Conditions 158

6.3.1.1 Experimental Procedures 158

6.3.1.2 One-Step Method versus Two-Step Method 159

6.3.1.3 Effects of the Ratio of Al(NO3)3to Zeolite 160

6.3.1.4 Effects of pH, Time, Temperature, and Other Factors 161

6.3.1.5 Applicable to Medium Pore Zeolite? 161

6.3.2 Synthesis of Hydrophobic Zeolites by Hydrothermal Treatment with

Acetic Acid 162

6.3.2.1 Experimental Procedures 162

6.3.2.2 Highly Crystalline Pure-Silica Zeolites Prepared via This

Technique 163

6.3.2.3 Effects of Type of Acid, pH, Temperature, and Other Factors 163

6.3.2.4 Experimental Results from Our Lab 164

Acknowledgments 167

References 167

7 Structural Chemistry of Zeolites 171

Paul A Wright and Gordon M Pearce

7.2.4 Faujasitic Zeolites X and Y as Typical Examples 178

7.2.5 Key Inorganic Cation-Only Zeolites Pre-1990 179

7.2.6 Structures Templated by Simple Alkylammonium Ions 182

7.2.7 Lessons from Nature 184

7.3 The Expanding Library of Zeolite Structures: Novel Structures,

Novel Features 185

7.3.1 Introduction 185

7.3.2 Novel Structures and Pore Geometries 187

7.3.3 Expansion of the Coordination Sphere of Framework Atoms 191

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Contents IX

7.3.4 The Current Limits of Structural Complexity in Zeolites 193

7.3.5 Chirality and Mesoporosity 195

7.3.6 Ordered Vacancies and Growth Defects 197

7.3.7 Zeolites from Layered Precursors 198

7.3.8 Substitution of Framework Oxygen Atoms 199

7.4.2 Outlook 202

References 204

8 Vibrational Spectroscopy and Related In situ Studies of Catalytic

Reactions Within Molecular Sieves 209

Eli Stavitski and Bert M Weckhuysen

8.2 Acidity Determination with IR Spectroscopy of Probe Molecules 211

8.3 Zeolite Synthesis Processes 218

8.4 Selection of Zeolite-Based Catalytic Reactions 221

8.4.1 Catalytic Decomposition of Nitric Oxides 221

9 Textural Characterization of Mesoporous Zeolites 237

Lei Zhang, Adri N.C van Laak, Petra E de Jongh, and Krijn P de Jong

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9.3.6 In situ Optical and Fluorescence Microscopy 271

Acknowledgments 274

References 274

10 Aluminum in Zeolites: Where is it and What is its Structure? 283

Jeroen A van Bokhoven and Nadiya Danilina

10.1 Introduction 283

10.2 Structure of Aluminum Species in Zeolites 284

10.2.1 Reversible versus Irreversible Structural Changes 285

10.2.2 Cautionary Note 286

10.2.3 Development of Activity and Changing Aluminum Coordination 286

10.3 Where is the Aluminum in Zeolite Crystals? 289

10.3.1 Aluminum Zoning 289

10.3.2 Aluminum Distribution Over the Crystallographic T Sites 292

10.4 Summary and Outlook 296

Acknowledgment 298

References 298

11 Theoretical Chemistry of Zeolite Reactivity 301

Evgeny A Pidko and Rutger A van Santen

11.5 Molecular Recognition and Confinement-Driven Reactivity 321

11.6 Structural Properties of Zeolites: Framework Al Distribution and

Structure and Charge Compensation of Extra-framework Cations 326

11.7 Summary and Outlook 330

References 331

12 Modeling of Transport and Accessibility in Zeolites 335

Sof´ıa Calero Diaz

12.1 Introduction 335

12.2 Molecular Models 336

12.2.1 Modeling Zeolites and Nonframework Cations 336

12.2.2 Modeling Guest Molecules 337

12.3 Simulation Methods 338

12.3.1 Computing Adsorption 339

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Contents XI

12.3.2 Computing Free Energy Barriers 341

12.3.3 Computing Volume-Rendered Pictures, Zeolite Surface Areas,

and Zeolite Pore Volumes 343

12.3.4 Computing Diffusion 344

12.4 Molecular Modeling Applied to Processes Involving Zeolites 346

12.4.1 Applications in Technological Processes 346

12.4.1.1 Molecular Modeling of Confined Water in Zeolites 346

12.4.1.2 Molecular Modeling of Hydrocarbons in Zeolites 348

12.4.1.3 Molecular Modeling of Separation of Mixtures in Zeolites 349

12.4.2 Applications in Green Chemistry 351

12.4.2.1 Carbon Dioxide Capture 351

12.4.2.2 Natural Gas Purification 352

12.5 Summary and Outlook 353

Acknowledgments 354

References 354

13 Diffusion in Zeolites – Impact on Catalysis 361

Johan van den Bergh, Jorge Gascon, and Freek Kapteijn

13.2.4 Diffusion Measurement Techniques 365

13.2.5 Relating Diffusion and Catalysis 366

13.3 Diffusion in Zeolites: Potential Issues 368

13.3.1 Concentration Dependence of Diffusion 368

13.3.2 Single-File Diffusion 370

13.3.3 Surface Barriers 372

13.3.4 The Thiele Concept: A Useful Approach in Zeolite Catalysis? 374

13.4 Pore Structure, Diffusion, and Activity at the Subcrystal Level 375

13.5 Improving Transport through Zeolite Crystals 379

13.6 Concluding Remarks and Future Outlook 382

References 383

Contents to Volume 2

14 Special Applications of Zeolites 389

V´ıctor Sebasti´an, Clara Casado, and Joaqu´ın Coronas

15 Organization of Zeolite Microcrystals 411

Kyung Byung Yoon

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16 Industrial Potential of Zeolites 449

Giuseppe Bellussi, Angela Carati, and Roberto Millini

17 Catalytically Active Sites: Generation and Characterization 493

Michael Hunger

18 Cracking and Hydrocracking 547

Marcello Rigutto

19 Reforming and Upgrading of Diesel Fractions 585

Carlo Perego, Vincenzo Calemma, and Paolo Pollesel

20 Recent Development in Transformations of Aromatic Hydrocarbons

over Zeolites 623

Sulaiman Al-Khattaf, Mohammad Ashraf Ali, and Jiˇr´ı ˇ Cejka

21 Advanced Catalysts Based on Micro- and Mesoporous Molecular Sieves

for the Conversion of Natural Gas to Fuels and Chemicals 649 Agust´ın Mart´ınez, Gonzalo Prieto, Andr´es Garc´ıa-Trenco,

and Ernest Peris

22 Methanol to Olefins (MTO) and Methanol to Gasoline (MTG) 687

Michael St¨ocker

23 Metals in Zeolites for Oxidation Catalysis 713

Takashi Tatsumi

24 Environmental Catalysis over Zeolites 745

Gabriele Centi and Siglinda Perathoner

25 Zeolites as Catalysts for the Synthesis of Fine Chemicals 775

Maria J Climent, Avelino Corma, and Sara Iborra

26 Zeolites and Molecular Sieves in Fuel Cell Applications 827

King Lun Yeung and Wei Han

Index 863

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Contents to Volume 1

1 Synthesis Mechanism: Crystal Growth and Nucleation 1

Pablo Cubillas and Michael W Anderson

2 Synthesis Approaches 57

Karl G Strohmaier

3 Ionothermal Synthesis of Zeolites and Other Porous Materials 87

Russell E Morris

4 Co-Templates in Synthesis of Zeolites 107

Joaquin P´erez-Pariente, Raquel Garc´ıa, Luis G´omez-Hortig¨ uela, and Ana Bel´en Pinar

5 Morphological Synthesis of Zeolites 131

Sang-Eon Park and Nanzhe Jiang

6 Post-synthetic Treatment and Modification of Zeolites 155

Cong-Yan Chen and Stacey I Zones

7 Structural Chemistry of Zeolites 171

Paul A Wright and Gordon M Pearce

8 Vibrational Spectroscopy and Related In situ Studies of Catalytic

Reactions Within Molecular Sieves 209

Eli Stavitski and Bert M Weckhuysen

9 Textural Characterization of Mesoporous Zeolites 237

Lei Zhang, Adri N.C van Laak, Petra E de Jongh, and Krijn P de Jong

10 Aluminum in Zeolites: Where is it and What is its Structure? 283

Jeroen A van Bokhoven and Nadiya Danilina

Zeolites and Catalysis, Synthesis, Reactions and Applications Vol 2.

Edited by Jiˇr´ı ˇ Cejka, Avelino Corma, and Stacey Zones

Copyright  2010 WILEY-VCH Verlag GmbH & Co KGaA, Weinheim

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11 Theoretical Chemistry of Zeolite Reactivity 301

Evgeny A Pidko and Rutger A van Santen

12 Modeling of Transport and Accessibility in Zeolites 335

Sof´ıa Calero Diaz

13 Diffusion in Zeolites – Impact on Catalysis 361

Johan van den Bergh, Jorge Gascon, and Freek Kapteijn

Contents to Volume 2

Preface XIII

List of Contributors XVII

14 Special Applications of Zeolites 389

V´ıctor Sebasti´an, Clara Casado, and Joaqu´ın Coronas

14.1 Introduction 389

14.2 Zeolite Membranes 389

14.2.1 Membrane Reactors and Microreactors 390

14.2.2 Zeolite-Based Gas Sensors 392

15 Organization of Zeolite Microcrystals 411

Kyung Byung Yoon

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Contents VII

15.2.1.5 Four Key Processes Occurring during Monolayer Assembly 417

15.2.1.6 Effect of Method on Rate, DCP, Coverage, and Binding Strength 424

15.2.1.7 Factors Affecting Binding Strengths 426

15.2.1.8 Driving Forces for Uniform Orientation and Close Packing 427

15.2.2 Patterned Monolayer Assembly on Substrates 429

15.2.3 Multilayer Assembly on Substrates 431

15.2.4 Organization into 2D Arrays on Water 431

15.2.5 Organization into Surface-Aligned Zeolite Microballs 434

15.2.6 Self-Assembly of Substrate-Tethering Zeolite Crystals with

15.4 Current and Future Applications 441

15.5 Summary and Outlook 442

Acknowledgments 444

References 444

16 Industrial Potential of Zeolites 449

Giuseppe Bellussi, Angela Carati, and Roberto Millini

16.1 Introduction 449

16.2 Application of Zeolites in Slurry Processes 450

16.2.1 TS-1 Based Catalyst for Liquid-Phase Oxidation Processes 451

16.2.2 New Advance in Slurry Phase Reaction with Zeolitic Catalysts 453

16.3 Rebalancing the Refinery Products Slate 455

16.3.1 Bottom Cracking Conversion 457

16.3.2 LCO Upgrading 459

16.3.3 Olefins Oligomerization 461

16.4 Advanced Separation Technologies 462

16.5 Zeolites and Environmental Protection: Groundwater

Remediation 467

16.6 New Materials for Emerging Applications 471

16.6.1 Zeolites 471

16.6.2 Hierarchical Zeolites 473

16.6.3 Silica-Based Crystalline Organic–Inorganic Hybrid Materials 479

16.7 Summary and Outlook 484

References 485

17 Catalytically Active Sites: Generation and Characterization 493

Michael Hunger

17.1 Introduction 493

17.2 Acid Sites in Zeolites 494

17.2.1 Nature of Acid Sites 494

17.2.2 Formation of Brønsted and Lewis Acid Sites 496

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17.3 Characterization of Acid Sites 498

17.3.1 Catalytic Test Reactions 498

17.3.2 Titration with Bases 500

17.3.3 Temperature-Programmed Desorption of Bases 501

17.3.4 Microcalorimetry 504

17.3.5 FTIR Spectroscopy 508

17.3.6 NMR Spectroscopy 514

17.4 Base Catalysis 521

17.4.1 Nature of Base Sites 521

17.4.2 Formation of Base Sites 522

17.5 Characterization of Base Sites in Zeolites 523

17.5.1 Test Reactions 523

17.5.2 Analytical and Spectroscopic Methods 525

17.6 Metal Clusters in Zeolites 529

17.6.1 Nature of Metal Clusters 529

17.6.2 Formation of Metal Clusters 530

17.7 Characterization of Metal Clusters in

18.1.1 The Oil Refinery – Where to Find Zeolites in It, and Why – and the

Place of Hydrocracking and Catalytic Cracking 547

18.1.2 The Changing Environment for Refining 549

18.2.1 The FCC Process 551

18.2.2 The FCC Catalyst, and Catalytic Chemistry 555

18.2.3 Residue Cracking and the Effect of Deposited Metals on the

Catalyst 558

18.2.4 Light Alkenes by Addition of ZSM-5 559

18.2.5 Potential Use of Other Zeolites in FCC 561

18.3.1 The Hydrocracking Process 561

18.3.2 Feedstocks and Products 563

18.3.3 Hydrocracking Catalyst Systems, and Catalytic Chemistry 566

18.3.4 Zeolite Y in Hydrocracking 570

18.3.5 New Catalyst Developments 575

18.3.6 Residue Conversion – Some Notes 576

18.4 Summary and Outlook 576

References 578

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Contents IX

19 Naphtha Reforming and Upgrading of Diesel Fractions 585

Carlo Perego, Vincenzo Calemma, and Paolo Pollesel

19.3.1.1 Catalytic Dewaxing via Shape Selective Cracking 605

19.3.1.2 Dewaxing via Isomerization 607

20.3.1 Zeolite Modification by Silicon Deposition 626

20.3.2 Zeolite Modification by Precoking 627

20.3.3 Zeolite Modification by Dealumination 627

20.3.4 Zeolite Modification by Metal Deposition 628

20.3.5 Factors Affecting Toluene Disproportionation 629

20.4 Ethylbenzene Disproportionation 630

20.4.1 Effect of Crystal Size and Surface Modification 631

20.4.2 Kinetic Investigations of Ethylbenzene

20.6.2.1 Modification of the External Surface of Zeolites 638

20.6.3 Ethylation of Toluene and Ethylbenzene 640

20.7 Miscellaneous 642

20.8 Summary and Outlook 643

Acknowledgments 644

References 644

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21 Advanced Catalysts Based on Micro- and Mesoporous Molecular Sieves

for the Conversion of Natural Gas to Fuels and Chemicals 649 Agust´ın Mart´ınez, Gonzalo Prieto, Andr´es Garc´ıa-Trenco,

and Ernest Peris

21.1 Introduction 649

21.2 Direct Conversion of Methane 651

21.2.1 Oxidative Conversion: OCM and Methylation Processes 651

21.2.2 Nonoxidative Methane Homologation and Alkylation

Processes 654

21.2.3 Nonoxidative Methane Dehydroaromatization (MDA) 655

21.3 Syngas Conversion Processes 659

21.3.1 Selective Synthesis of Short-Chain (C2–C4) Olefins 659

21.3.3.2 Syngas to Higher (C2+) Oxygenates 674

21.3.3.3 Carbonylation of MeOH and DME 676

21.4 Summary and Outlook 678

22.2 Mechanism and Kinetics of the MTO and MTG Reactions 690

22.3 Methanol to Olefins (MTO) 697

22.3.1 Catalysts and Reaction Conditions 697

22.3.2 Deactivation 697

22.3.3 Process Technology and Design 699

22.3.4 Commercial Aspects/Economic Impact 700

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23.2.4 Other Titanium-Containing Zeolites 731

23.2.5 Solvent Effects and Reaction Intermediate 732

23.3 Other-Metal-Containing Zeolites 736

References 739

24 Environmental Catalysis over Zeolites 745

Gabriele Centi and Siglinda Perathoner

25 Zeolites as Catalysts for the Synthesis of Fine Chemicals 775

Maria J Climent, Avelino Corma, and Sara Iborra

25.2.4 Acetalization of Carbonyl Compounds 787

25.2.5 Fischer Glycosidation Reactions 789

25.2.6 Isomerization Reactions: Isomerization of

α-Pinene and α-Pinene Oxide 792

25.2.7 Oxidation and Reduction Reactions 795

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25.4 Summary and Outlook 819

References 819

26 Zeolites and Molecular Sieves in Fuel Cell Applications 827

King Lun Yeung and Wei Han

26.1 Introduction 827

26.2 Zeolites in Electrolyte Membrane 827

26.2.1 Zeolite Conductivities 829

26.2.2 Zeolite/Polymer Composite Membranes 833

26.2.2.1 Zeolite/PTFE Composite Membranes 839

26.2.2.2 Zeolite/PFSA Composite Membranes 839

26.2.2.3 Zeolite/Chitosan Composite Membranes and Others 840

26.2.2.4 Self-Humidifying Composite Membranes 841

26.2.3 Zeolite and Mesoporous Inorganic Membranes 841

26.3 Zeolite Electrocatalysts 842

26.4 Zeolites and Molecular Sieves in Fuel Processing 844

26.4.1 Removal of Sulfur Compounds in Fuel 845

26.4.2 Hydrogen Production and Purification 845

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Preface

One can safely say that the impact of zeolites in science and technology in the last

50 years has no precedents in the field of materials and catalysis Although the firstdescription of zeolites dates back up to 250 years ago, the last five decades experi-enced an incredible boom in zeolite research activities resulting in the successfulsynthesis of almost 200 different structural types of zeolites, numerous excellentscientific papers on the synthesis of zeolites, characterization of their properties,and applications of zeolites in adsorption and catalysis that have revolutionized thepetrochemical industry In addition, based on the knowledge of zeolites severalother areas of porous materials have recently emerged including mesoporous ma-terials, hierarchic systems, metal-organic frameworks (cationic-periodic polymers)and mesoporous organosilicas All these materials have substantially increased theportfolio of novel porous materials possessing new interesting properties, but thistopic is not covered in this book

This book consists of two volumes The first one is mostly concentrated on recentadvances in the synthesis of zeolites and understanding of their properties whilethe second volume describes recent achievements in the application of zeolitesmostly in catalysis

More specifically, the first volume starts with a chapter by P Cubillas and M.W.Anderson (Chapter 1) discussing mechanisms of the synthesis of zeolites andzeotypes, including nucleation and crystal growth, employing various microscopictechniques This is followed by a chapter of K Strohmaier (Chapter 2) providing adetailed survey on the synthesis of novel zeolites and different layered precursorsincorporating different metal ions into the framework, and applying ever increasingnumber of structure-directing agents A new approach to the synthesis of zeolitesand other porous materials by ionothermal synthesis combining ionic liquids asthe solvent together with the structure-directing agent is presented by R Morris(Chapter 3) Zeolite synthesis can also be controlled by a simultaneous use of twodifferent templates providing new tool for creative chemistry Nas discussed by thegroup of J P´erez-Pariente (Chapter 4) Morphological control of zeolite crystals isone of the key issues to understand the mechanism of zeolite crystallization as well

as to control the performance of zeolites in various applications as it is outlined byS.-E Park and N Jiang in Chapter 5 Introduction of other elements than siliconinto the zeolite framework can be done not only via synthesis but also in the

Zeolites and Catalysis, Synthesis, Reactions and Applications Vol 1.

Edited by Jiˇr´ı ˇ Cejka, Avelino Corma, and Stacey Zones

Copyright  2010 WILEY-VCH Verlag GmbH & Co KGaA, Weinheim

Trang 24

postsynthesis steps as highlighted for deboronation followed by realumination asdescribed by C.Y Chen and S.I Zones (Chapter 6) P.A Wright and G.M Pearceshow how the individual zeolite structures are built from basic secondary buildingunits The authors focus not only on general aspects of zeolite structures but also

on the description of structures of zeolites determined very recently (Chapter 7).Structural and textural characterization of zeolites starts in Chapter 8, written

by E Stavitski and B.M Weckhuysen, providing good examples of application

of vibrational spectroscopy under static conditions that can drive into in situ

catalytic investigations The group of K de Jong (Chapter 9) makes an effort toevaluate different physicochemical methods used for textural characterization ofzeolites Gas physisorption, mercury porosimetry, electron microscopy (including

3D experiments), various NMR techniques up to in situ optical and fluorescence

microscopy are discussed in detail The location, coordination, and accessibility

of framework aluminum are of key importance for acid-catalyzed reactions inzeolites and these issues are addressed by J.A van Bokhoven and N Danilina

in Chapter 10 Theoretical background of zeolite reactivity employing differentcomputational approaches and models is covered in Chapter 11 by E.A Pidko andR.A van Santen S Calero Diaz presents an overview of current developments inmodeling of transport and accessibility in zeolites showing some recent models andsimulation methods that are applied for systems of environmental and industrialinterests (Chapter 12) The final chapter of the first volume is written by the group

of F Kapteijn (Chapter 13), in which diffusion in zeolites starting from basicmodels of diffusion up to the role of diffusion in adsorption and catalytic processes

is discussed

The second volume starts with a chapter of the group of J Coronas ing on special applications of zeolites including green chemistry, hybrid materials,medicine, veterinary, optical- and electrical-based applications, multifunctionalfabrics, and nanotechnology (Chapter 14) After that K.B Yoon presents the op-portunities to organize zeolite microcrystals into two- and three-dimensionallyorganized structures and the application of these organized entities in membranes,antibacterial functional fabrics, supramolecularly organized light-harvesting sys-tems, and nonlinear optical films (Chapter 15)

concentrat-The remaining chapters are exclusively devoted to the application of zeolites incatalysis G Bellussi opens this part with a broad overview of current industrialprocesses using zeolites as key components of the catalysts and further challenges

in this area (Chapter 16) Generation, location, and characterization of catalyticallyactive sites are discussed in depth by M Hunger showing different aspects ofshape selectivity and structural effect on the properties of active sites (Chapter 17)

M Rigutto (Chapter 18) stresses the importance of zeolites and the main reasonsfor their application in cracking and hydrocracking, the largest industrial processesemploying zeolites as catalysts Further, C Perego and his coworkers focus onreforming and upgrading of diesel fractions, which with gasoline are by far the mostimportant and valuable key fractions produced by petroleum refineries (Chapter 19).Transformation of aromatic compounds forms the heart of petrochemical processeswith zeolites as key components of all catalysts S Al-Khattaf, M.A Ali, and J ˇCejka

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of the strategic raw materials in future Novel processes transforming methanolinto olefins or gasoline are covered in Chapter 22 by M St¨ocker Incorporation ofcatalytically active species into zeolite frameworks or channel systems for oxidationreactions is covered in Chapter 23 by T Tatsumi The main attention is devoted

to Ti-silicates G Centi and S Perathoner focus on increasing applicability ofzeolites in environmental catalysis with a particular attention to conversion ofnitrogen oxides (Chapter 24) K.L Yeung and W Han describe the emerging field

of application of zeolites in fuel cells for clean energy generation The authorsshow that zeolites can play an important role in hydrogen production, purification,conditioning, and storage (Chapter 25) The final chapter by the authors fromthe group of A Corma presents possibilities of application of zeolite as catalysts

in the synthesis of fine chemicals The examples discussed include, for example,acylation, hydroxyalkylation, acetalization, isomerization, Diels–Alder, and Fischerglucosidation reactions

Bringing together these excellent chapters describing the cutting edge of zeoliteresearch and practice provides an optimistic view for the bright future of zeolites.The number of new synthesized zeolites is ever increasing and particularly novelextra-large pore zeolites or even chiral zeolitic materials will surely be applied

in green catalytic processes enabling to transform bulkier substrates into desiredproducts In a similar way, application of zeolites in adsorption or separation isone of the most important applications of this type of materials saving particularlyenergy needed for more complex separation processes if zeolites were not available

to do the job Fast development of experimental techniques enables deeper insightinto the structural and textural properties of zeolites, while particularly spectro-scopical methods provide new exciting information about the accessibility of innerzeolite volumes and location and coordination of active sites Catalysis is still themost promising area for application of zeolites, in which novel zeolitic catalystswith interesting shape-selective properties can enhance activities and selectivitiesnot only in traditional areas such as petrochemistry but also in environmentalprotection, pollution control, green chemistry, and biomass conversion Last butnot least, novel approaches in the manipulation and modification of zeolites di-rected to fuel cells, light harvesting, membranes, and sensors clearly evidence alarge potential of zeolites in these new areas of application The only limitation inzeolite research is the lack of our imagination, which slows down our effort andattainment of new exciting achievements

It was our great pleasure working with many friends and excellent researchers

in the preparation of this book We would like to thank sincerely all of them fortheir timely reviews on selected topics and the great effort to put the book together

We believe that this book on zeolites will be very helpful not only for experienced

Trang 26

researchers in this field but also students and newcomers will find it as a usefulreference book.

October 2009

Trang 27

List of Contributors

Sulaiman Al-Khattaf

King Fahd University of

Petroleum & Minerals (KFUPM)

Mohammad Ashraf Ali

King Fahd University of

Petroleum & Minerals (KFUPM)

Center of Excellence in Refining

Refining & Marketing Division

Research & Technological

Refining & Marketing Division

20097 San Donato Milanese (MI)

Italy

Angela Carati

EnitecnologieSan Donato MilaneseResearch CentreRefining & Marketing DivisionResearch & TechnologicalDevelopment

Department and NanoscienceInstitute of Arag´on

Mar´ıa de Luna 3

50018 ZaragozaSpain

Zeolites and Catalysis, Synthesis, Reactions and Applications Vol 2.

Edited by Jiˇr´ı ˇ Cejka, Avelino Corma, and Stacey Zones

Copyright  2010 WILEY-VCH Verlag GmbH & Co KGaA, Weinheim

Trang 28

Gabriele Centi

Universita di Messina

Dip Di Chimica Industriale ed

Ingegneria dei Materiali

University Politecnica de Valencia

Institute de Tecnologia Quimica

Avenida de los Naranjos s/n

46022 Valencia

Spain

Joaqu´ın Coronas

Universidad de Zaragoza

Chemical and Environmental

Engineering Department and

Nanoscience Institute of Arag´on

Instituto de Tecnolog´ıa Qu´ımica

Avenida de los Naranjos s/n

PR China

Michael Hunger

University of StuttgartInstitute of Chemical Technology

70550 StuttgartGermany

Sara Iborra

Universidad Polit´ecnica

de ValenciaInstituto de Tecnolog´ıa Qu´ımicaUPV-CSIC

Avda de los Naranjos s/n

46022 ValenciaSpain

Agust´ın Mart´ınez

UPV-CSICInstituto de Tecnolog´ıa Qu´ımicaAvenida de los Naranjos s/n

46022 ValenciaSpain

Roberto Millini

EnitecnologieSan Donato MilaneseResearch CentreRefining & Marketing DivisionResearch & TechnologicalDevelopment

Via F Maritano 26

20097 San Donato Milanese (MI)Italy

Trang 29

List of Contributors XIX

Instituto de Tecnolog´ıa Qu´ımica

Avenida de los Naranjos s/n

46022 Valencia

Spain

Siglinda Perathoner

Universita di Messina

Dip Di Chimica Industriale ed

Ingegneria dei Materiali

Refining & Marketing Division

20097 San Donato Milanese (MI)

Italy

Gonzalo Prieto

UPV-CSIC

Instituto de Tecnolog´ıa Qu´ımica

Avenida de los Naranjos s/n

50018 ZaragozaSpain

Michael St¨ ocker

SINTEF Materials and ChemistryDepartment of HydrocarbonProcess Chemistry

P.O Box 124 Blindern

0314 OsloNorway

Takashi Tatsumi

Tokyo Institute of TechnologyChemical Resources LaboratoryDivision of Catalytic Chemistry4259-R1-9 Nagatsuta-choMidori-ku

Yokohama 226–8503Japan

King Lun Yeung

The Hong Kong University ofScience and TechnologyDepartment of Chemical andBiomolecular EngineeringClear Water Bay KowloonHong Kong

PR China

Kyung Byung Yoon

Sogang UniversityDepartment of ChemistryCenter for Microcrystal AssemblySeoul 121–742

Korea

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1

Synthesis Mechanism: Crystal Growth and Nucleation

Pablo Cubillas and Michael W Anderson

1.1

Introduction

Crystal growth pervades all aspects of solid-state materials chemistry and the tries that rely upon the functionality of these materials In the drive toward greener,more efficient processes crystal engineering is an increasingly important require-ment in materials such as catalysts; semiconductors; pharmaceuticals; gas-storagematerials; opto-electronic crystals; and radio-active waste storage materials In order

indus-to impart this desired functionality it is crucial indus-to control properties such as crystalperfection, crystal size, habit, intergrowths, chirality, and synthesis cost [1]

The issues that concern crystal growth for nanoporous materials are similar

to those that concern all crystal growths Crystal habit and crystal size are ofvital importance to the efficient functioning of these, and any other crystals, forreal application In the extreme case, single-crystal nanoporous films will requiresubstantial skewing of both habit and size from normal bounds – this is currentlyimpossible for zeolites but is being realized to some extent for metal organicframework (MOF) materials Less extreme is the modification of crystal aspectratio, for example, in hexagonal crystal systems where the pore architecture isoften one-dimensional, growth of tablet-shaped crystals is usually preferred overmore common needle-shaped crystals, particularly when molecular diffusion isimportant All crystals incorporate both intrinsic and extrinsic defects, but whereasthe presence of the latter may be easily controlled through purity of synthesisconditions, control of the former requires a deep knowledge of the underlying crystalgrowth mechanism By defect we mean a well-defined aperiodic interruption in theperiodic crystal structure First, it is important to understand the nature of the defect,which normally requires a form of microscopy Transmission electron microscopy(TEM) is the principal method used for this, but scanning probe microscopy

is also useful Owing to the structural complexity of framework crystals, eachcrystal system tends to display a unique defect structure that must be individuallycharacterized An extension of the same phenomenon is the incorporation ofintergrowth and twin structures Such defects are introduced during the crystalgrowth stage usually as a result of competing crystallization pathways that are near

Zeolites and Catalysis, Synthesis, Reactions and Applications Vol 1.

Edited by Jiˇr´ı ˇ Cejka, Avelino Corma, and Stacey Zones

Copyright  2010 WILEY-VCH Verlag GmbH & Co KGaA, Weinheim

Trang 32

energy equivalent By understanding the growth mechanism it should be possible

to identify the crucial step that controls this fork in the crystal growth, determinethe energetic considerations, and predict modifications to growth conditions so as

to enhance the probability of forming one particular crystal over another This iscrucial, for instance, for the preparation of chiral crystals that are assembled from

a spiral stacking of achiral units [2, 3]

The advent of atomic force microscopy (AFM) (Figure 1.1) has opened up newpossibilities to investigate the molecular events that occur during crystal growth

and dissolution/recrystallization The technique can be used both in situ and ex situ with each method suited to particular problems Ex situ operation allows a vast array

of synthetic parameters to be varied without concern for the delicacies of the AFMoperation In this respect, careful quenching experiments whereby the state of thenanoscopic features at the crystalline surface may be frozen rapidly before transfer

to the AFM can be performed This is crucial to prevent secondary processescaused by changing growth conditions upon crystal cooling and extraction from themother-liquor Rates and energies of crystal growth processes can be determined

via such ex situ experiments through modeling both crystal topology and habit.

In situ AFM gives a more direct approach to determining growth and dissolution

rates Further, surface structures that are inherently less stable may not be seen

in ex situ analysis Consequently, where possible, in situ analysis is preferred The

Figure 1.1 (a) Interlaced spiral on aluminophosphate

STA-7; (b) zeolite A reducing supersaturation; (c) metal

or-ganic framework ZIF-8; (d) in situ ZnPO4-FAU growth

(f, g) in situ dissolution of zeolite L.

Trang 33

1.2 Theory of Nucleation and Growth 3

structural details leading to the observed crystal growth, defect, and intergrowthstructure can also be probed using electron microscopy, and by slicing crystalsopen we can look at the consequences of structural growth decisions in the heart ofthe crystals To probe the solution chemistry from which the crystals have evolved,

a combination of the speciation delineation of nuclear magnetic resonance (NMR)with the speed and sensitivity of mass spectrometry is increasing our knowledgesubstantially Both these techniques also probe the extent of oligomerization in thebuildup to nucleation that can be further probed using cryo-TEM methods

1.2

Theory of Nucleation and Growth

1.2.1

Nucleation

The formation of a new crystalline entity from a solution starts through the

nucleation process Nucleation is defined as the series of atomic or molecular

processes by which the atoms or molecules of a reactant phase rearrange into acluster of the product phase large enough as to have the ability to grow irreversibly

to a macroscopically larger size The cluster is defined as nucleus [4] or critical

nuclei

Nucleation can be homogeneous, in the absence of foreign particles or crystals inthe solution, or heterogeneous, in the presence of foreign particles in the solution

Both types of nucleation are collectively known as primary nucleation Secondary

nucleation takes place when nucleation is induced by the presence of crystals ofthe same substance

1.2.2

Supersaturation

The driving force needed for the nucleation and growth of a crystal is referred to

as supersaturation and is defined as the difference in chemical potential between a

molecule in solution and that in the bulk of the crystal phase:

whereµsis the chemical potential of a molecule in solution andµcis the chemicalpotential of the molecule in the bulk crystal Following thermodynamics Eq (1.1)can be expressed as

where k is the Boltzmann constant, T is the absolute temperature, and S is the

supersaturation ratio When µ > 0 the solution is said to be supersaturated,

meaning that nucleation and/or growth is possible, whereas when µ < 0 the

solution will be undersaturated and dissolution will take place The form of

Trang 34

the supersaturation ratio will change depending on the system considered (i.e.,gas/solid, solution/solid, melt/solid) For nucleation and growth from solutions ittakes the following form:

S=a ni i

a ni

i,e

(1.3)

where n i is the number of ith ions in the molecule of the crystal, and a i and a i,ethe

actual and equilibrium activities of the i molecule in the crystal.

1.2.3

Energetics

According to nucleation theory, the work necessary to form a cluster of n number

of molecules is the difference between the free energy of the system in its finaland initial states [4, 5] plus a term related to the formation of an interface betweennucleus and solution This can be expressed by (assuming a spherical nucleus):

where r is the radius of the nucleus and σ is the surface free energy If each molecule

in the crystal occupies a volume V, then each nucleus will contain (4 /3)π · r3/V

molecules Eq (1.4) will then take the following form:

Figure 1.2 (a) Total free energy versus cluster size.

(b) Nucleation rate as a function of supersaturation

(show-ing the critical supersaturation).

Trang 35

1.2 Theory of Nucleation and Growth 5

Figure 1.2a shows a plot of G T as a function of r; it can be seen how the

function reaches a maximum, which represents the energetic barrier that needs to

be surpassed to achieve nucleation (G) The value of r at this maximum (r) is

defined as the critical radius or nucleus size [4, 5] Its value is defined by

r = 2σ · V

It has been proved that the value of r∗decreases (as well as that ofG∗) as the

supersaturation increases [6], meaning that the probability of having nucleation in

a given system will be higher, the higher the supersaturation

1.2.5

Heterogeneous and Secondary Nucleation

Equations (1.5) and (1.6) shows that bothGand r∗depend heavily on the surface

free energy (σ ), so any process that modifies this value will have an effect on the

possible viability of the nucleation process It has been proved that in the presence of

a foreign substrate the decrease in the value ofσ therefore reduces the values of G

and r∗at constant supersaturation [6], that is, making nucleation more favorable

A decrease inσ will also decrease the value of the critical supersaturation (µc),since the nucleation rate is also dependent on the surface energy (Eq (1.7)) Thiswill make heterogeneous nucleation more viable than homogeneous nucleation atlow supersaturation conditions The reduction of the surface energy will be thehighest when the best match between the substrate and the crystallizing substance

is achieved This situation is created, of course, when both the substrate and

the crystallizing substance are the same, referred to as secondary nucleation This

mechanism will be more favorable than both heterogeneous and homogeneousnucleation and thus produced at lower supersaturation

Trang 36

Induction Time

Induction time is defined as the amount of time elapsed between the achievement

of a supersaturated solution and the observation of crystals Its value will thus

depend on the setting of t= 0 and the technique used to detect the formation ofcrystals The induction period can be influenced by factors such as supersaturation,agitation, presence of impurities, viscosity, and so on Mullin [5] defined theinduction time as

1) transport of atoms through solution;

2) attachment of atoms to the surface;

3) movement of atoms on the surface;

4) attachment of atoms to edges and kinks

The first process is the so-called transport process, whereas 2–4 are referred

to as surface processes (and may involve several substeps) Since these different

steps normally occur in series, the slowest process will control the overall crystalgrowth Therefore, growth can be transport (when step 1 is the slowest) or surfacecontrolled (when steps 2–4 are the slowest)

1.2.8

Crystal Surface Structure

Crystal growth theories are based on considerations of the crystal surface structure.One of the most commonly used models was that provided by Kossel [9] This modelenvisions the crystal surface as made of cubic units (Figure 1.4) which form layers

of monoatomic height, limited by steps (or edges) These steps contain a number

of kinks along their length The area between steps is referred to as a terrace, and

it may contain single adsorbed growth units, clusters, or vacancies According tothis model, growth units attached to the surface will form one bond, whereas thoseattached to the steps and kinks will form two and three bonds, respectively Hence,kink sites will offer the most stable configuration Growth will then proceed by

Trang 37

1.2 Theory of Nucleation and Growth 7

(4)

(6) (5)

(7)

(3)

(2) (4)*

(3) (2) (1)

(b)

Figure 1.3 (a) Schematic representation

of processes involved in the crystal growth:

(1) Transport of solute to a position near

the crystal surface; (2) diffusion through

boundary layer; (3) adsorption onto

crys-tal surface; (4) diffusion over the surface;

(4*) desorption from the surface; (5) ment to a step or edge; (6) diffusion along the step or edge; (7) Incorporation into kink site or step vacancy (b) Associated energy changes for the processes depicted in (a).

attach-Figure modified from Elwell et al [7].

the attachment of growth units to kink sites in steps The kink will move alongthe step producing a net advancement of the step until this step reaches the faceedge Then, a new step will be formed by the nucleation of an island of monolayerheight (or two-dimensional (2D) nucleus) on the crystal surface This mechanism

of growth is normally referred to as layer growth or single nucleation growth and

is represented in Figure 1.5 A variation of this growth mechanism occurs whenthe nucleation rate is faster than the time required for the step to cover the wholecrystal surface In this case, 2D nuclei will form all over the surface and on top

Growth unit

Figure 1.4 Kossel model of a crystal surface.

Trang 38

(b)

(c)

Figure 1.5 Schematic representation of layer growth (a)

Incorporation of growth units into step (b) The step has

almost advanced to the edge of the crystal (c) Formation of

2D nucleus.

of other nuclei These nuclei will spread and coalesce forming layers This growth

mechanism is normally referred to as multinucleation multilayer growth or birth and spread [10].

Trang 39

1.2 Theory of Nucleation and Growth 9

It can be seen that the value of r 2D∗is half of the nucleus size for homogeneous

In the initial stage the dislocation creates a step (Figure 1.6a) Growth units attach

to the step making it advance and thus generating a second step (Figure 1.6b)

This second step will not advance until its length equals 2r 2D∗; this is because any

growth of a step with a smaller size is not thermodynamically favored Once thesecond step starts advancing, it will generate a third step which in turn will not start

moving until its length equals 2r 2D∗(Figure 1.6c), then a fourth step will appear,

and so on (Figure 1.6d) This will generate a spiral pattern around the dislocationcore, and a self-perpetuating source of steps where growth requires less energythan a layer mechanism (therefore, it can proceed at smaller supersaturation) Inthe case of a curved step, the spiral will be rounded and its curvature will be

determined by the r 2D∗value at the specific supersaturation conditions in which

Trang 40

the crystal grows The theory of crystal growth by spiral dislocation was further

refined by Burton, Cabrera, and Frank [13], giving rise to what is known as the BCF theory.

a schematic diagram showing the formation of a spiral of this type according tovan Enckevort [14] The surface in the figure is produced by two distinct types of

steps (I and II), of height 1/2 dhkl, emanating from a central point O Layers oftype I are bound by steps a and b, whereas layers from type II are bound by steps

c and d Steps a and d move fast and steps b and c move slowly This results insteps a of layer I catching up with steps c from layer II, producing a double step ofunit-cell height The same process is observed in steps d joining the slow steps b.The result is a pattern of unit-cell height steps with interlaced crossovers formed by

lower steps of height 1/2 dhkl Interlaced spirals have been observed in numeroussystems, including barite [15], molecular crystals [16, 17], silicon carbide [18], GaN[19], and sheet silicates [20]

1.2.12

Growth Mechanisms: Rough and Smooth Surfaces

The growth mechanisms can be classified into three types depending on theinterface structure If the surface is rough the growth mechanism will be ofadhesive type, whereas if the surface is smooth growth will take place by either

d

d Type I

a

a c

c c c

c

a a

Figure 1.7 Interlaced spiral formation Figure modified from van Enckevort et al [14].

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