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Page 1: GREEN CHEMISTRY AND...Green chemistry and engineering : a practical design approach / Concepcio´n Conchita Jimenez-Gonzalez, David J. C. Constable. p. cm. Includes index. ISBN 978-0-470-17087-8
Page 2: GREEN CHEMISTRY AND...Green chemistry and engineering : a practical design approach / Concepcio´n Conchita Jimenez-Gonzalez, David J. C. Constable. p. cm. Includes index. ISBN 978-0-470-17087-8
Page 3: GREEN CHEMISTRY AND...Green chemistry and engineering : a practical design approach / Concepcio´n Conchita Jimenez-Gonzalez, David J. C. Constable. p. cm. Includes index. ISBN 978-0-470-17087-8

GREEN CHEMISTRY ANDENGINEERING

Page 4: GREEN CHEMISTRY AND...Green chemistry and engineering : a practical design approach / Concepcio´n Conchita Jimenez-Gonzalez, David J. C. Constable. p. cm. Includes index. ISBN 978-0-470-17087-8
Page 5: GREEN CHEMISTRY AND...Green chemistry and engineering : a practical design approach / Concepcio´n Conchita Jimenez-Gonzalez, David J. C. Constable. p. cm. Includes index. ISBN 978-0-470-17087-8

GREEN CHEMISTRY ANDENGINEERING

A Practical Design Approach

CONCEPCION JIMENEZ-GONZALEZ

DAVID J. C. CONSTABLE

Page 6: GREEN CHEMISTRY AND...Green chemistry and engineering : a practical design approach / Concepcio´n Conchita Jimenez-Gonzalez, David J. C. Constable. p. cm. Includes index. ISBN 978-0-470-17087-8

Copyright � 2011 by John Wiley & Sons, Inc. All rights reserved.

Published by John Wiley & Sons, Inc., Hoboken, New Jersey.

Published simultaneously in Canada.

No part of this publication may be reproduced, stored in a retrieval system, or transmitted in any form or by

any means, electronic, mechanical, photocopying, recording, scanning, or otherwise, except as permitted

under Section 107 or 108 of the 1976 United States Copyright Act, without either the prior written

permission of the Publisher, or authorization through payment of the appropriate per-copy fee to the

Copyright Clearance Center, Inc., 222 Rosewood Drive, Danvers, MA 01923, (978) 750-8400, fax (978)

750-4470, or on the web at www.copyright.com. Requests to the Publisher for permission should be

addressed to the Permissions Department, John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030,

(201) 748-6011, fax (201) 748-6008, or online at http://www.wiley.com/go/permission.

Limit of Liability/Disclaimer of Warranty: While the publisher and author have used their best efforts in

preparing this book, they make no representations or warranties with respect to the accuracy or completeness

of the contents of this book and specifically disclaim any implied warranties of merchantability or

fitness for a particular purpose. No warranty may be created or extended by sales representatives or written

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Library of Congress Cataloging-in-Publication Data:

Jim�enez-Gonz�alez, Concepcion Conchita.

Green chemistry and engineering : a practical design approach / Concepcion Conchita

Jim�enez-Gonz�alez, David J. C. Constable.

p. cm.

Includes index.

ISBN 978-0-470-17087-8 (cloth)

1. Environmental chemistry–Industrial applications. 2. Sustainable engineering. I.

Constable, David J. C., 1958- II. Title.

TP155.2.E58J56 2010

660–dc22

2010003431

Printed in Singapore

10 9 8 7 6 5 4 3 2 1

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CONTENTS

PREFACE xi

PART I GREEEN CHEMISTRY AND GREEN ENGINEERING IN

THE MOVEMENT TOWARD SUSTAINABILITY 1

1 Green Chemistry and Engineering in the Context of Sustainability 3

1.1 Why Green Chemistry? 3

1.2 Green Chemistry, Green Engineering, and Sustainability 6

1.3 Until Death Do Us Part: A Marriage of Disciplines 13

Problems 15

References 15

2 Green Chemistry and Green Engineering Principles 17

2.1 Green Chemistry Principles 17

2.2 Twelve More Green Chemistry Principles 26

2.3 Twelve Principles of Green Engineering 28

2.4 The San Destin Declaration: Principles of Green Engineering 31

2.5 Simplifying the Principles 34

Problems 38

References 39

3 Starting with the Basics: Integrating Environment, Health,

and Safety 41

3.1 Environmental Issues of Importance 42

3.2 Health Issues of Importance 54

v

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3.3 Safety Issues of Importance 62

3.4 Hazard and Risk 68

3.5 Integrated Perspective on Environment, Health, and Safety 70

Problems 70

References 73

4 How Do We Know It’s Green? A Metrics Primer 77

4.1 General Considerations About Green Chemistry and Engineering

Metrics 77

4.2 Chemistry Metrics 79

4.3 Process Metrics 89

4.4 Cost Implications and Green Chemistry Metrics 101

4.5 A Final Word on Green Metrics 101

Problems 102

References 103

PART II THE BEGINNING: DESIGNING GREENER, SAFER

CHEMICAL SYNTHESES 107

5 Route and Chemistry Selection 109

5.1 The Challenge of Synthetic Chemistry 109

5.2 Making Molecules 110

5.3 Using Different Chemistries 119

5.4 Route Strategy 122

5.5 Protection–Deprotection 124

5.6 Going from a Route to a Process 126

Problems 127

References 130

6 Material Selection: Solvents, Catalysts, and Reagents 133

6.1 Solvents and Solvent Selection Strategies 133

6.2 Catalysts and Catalyst Selection Strategies 154

6.3 Other Reagents 168

Problems 168

References 173

7 Reaction Conditions and Green Chemistry 175

7.1 Stoichiometry 176

7.2 Design of Experiments 178

7.3 Temperature 180

7.4 Solvent Use 182

7.5 Solvents and Energy Use 184

7.6 Reaction and Processing Time 187

7.7 Order and Rate of Reagent Addition 188

7.8 Mixing 189

vi CONTENTS

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Appendix 7.1: Common Practices in Batch Chemical Processing and Their

Green Chemistry Impacts 191

Problems 196

References 200

8 Bioprocesses 203

8.1 How Biotechnology Has Been Used 203

8.2 Are Bioprocesses Green? 204

8.3 What Is Involved in Bioprocessing 205

8.4 Examples of Products Obtained from Bioprocessing 216

Problems 226

References 232

PART III FROM THE FLASK TO THE PLANT: DESIGNING GREENER,

SAFER, MORE SUSTAINABLE MANUFACTURING

PROCESSES 233

9 Mass and Energy Balances 235

9.1 Why We Need Mass Balances, Energy Balances, and Process

Flow Diagrams 236

9.2 Types of Processes 237

9.3 Process Flow Diagams 238

9.4 Mass Balances 241

9.5 Energy Balances 250

9.6 Measuring Greenness of a Process Through Energy and Mass

Balances 261

Problems 265

References 272

10 The Scale-up Effect 273

10.1 The Scale-up Problem 273

10.2 Factors Affecting Scale-up 276

10.3 Scale-up Tools 283

10.4 Numbering-up vs. Scaling-up 289

Problems 290

References 293

11 Reactors and Separations 295

11.1 Reactors and Separations in Green Engineering 296

11.2 Reactors 296

11.3 Separations and Other Unit Operations 307

11.4 Batch vs. Continuous Processes 321

11.5 Does Size Matter? 323

Problems 323

References 327

CONTENTS vii

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12 Process Synthesis 331

12.1 Process Synthesis Background 331

12.2 Process Synthesis Approaches and Green Engineering 333

12.3 Evolutionary Techniques 334

12.4 Heuristics Methods 343

12.5 Hierarchical Decomposition 346

12.6 Superstructure and Multiobjective Optimization 349

12.7 Synthesis of Subsystems 354

Problems 355

References 359

13 Mass and Energy Integration 363

13.1 Process Integration: Synthesis, Analysis,

and Optimization 363

13.2 Energy Integration 365

13.3 Mass Integration 373

Problems 381

References 388

14 Inherent Safety 391

14.1 Inherent Safety vs. Traditional Process Safety 391

14.2 Inherent Safety and Inherently Safer Design 394

14.3 Inherent Safety in Route Strategy and Process Design 398

14.4 Conclusions on Inherent Safety 406

Problems 406

References 411

15 Process Intensification 413

15.1 Process Intensification Background 413

15.2 Process Intensification Technologies 416

15.3 Process Intensification Techniques 435

15.4 Perspectives on Process Intensification 437

Problems 437

References 442

PART IV EXPANDING THE BOUNDARIES 447

16 Life Cycle Inventory and Assessment Concepts 449

16.1 Life Cycle Inventory and Assessment Background 450

16.2 LCI/A Methodology 452

16.3 Interpretation: Making Decisions with LCI/A 473

16.4 Streamlined Life Cycle Assessment 481

Problems 484

References 488

viii CONTENTS

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17 Impacts of Materials and Procurement 493

17.1 Life Cycle Management 493

17.2 Where Chemical Trees and Supply Chains Come From 495

17.3 Green (Sustainable) Procurement 500

17.4 Transportation Impacts 511

Problems 515

References 517

18 Impacts of Energy Requirements 519

18.1 Where Energy Comes From 519

18.2 Environmental Life Cycle Emissions and Impacts

of Energy Generation 525

18.3 From Emissions to Impacts 537

18.4 Energy Requirements for Waste Treatment 540

Problems 540

References 542

19 Impacts of Waste and Waste Treatment 545

19.1 Environmental Fate and Effects Data 546

19.2 Environmental Fate Information: Physical Properties 550

19.3 Environmental Fate Information: Transformation and Depletion

Mechanisms 557

19.4 Environmental Effects Information 559

19.5 Environmental Risk Assessment 562

19.6 Environmental Life Cycle Impacts of Waste Treatment 565

Problems 574

References 576

20 Total Cost Assessment 579

20.1 Total Cost Assessment Background 579

20.2 Importance of Total Cost Assessment 580

20.3 Relationship Between Life Cycle Inventory/Assessment and Total

Cost Assessment 582

20.4 Timing of a Total Cost Assessment 583

20.5 Total Cost Assessment Methodology 583

20.6 Total Cost Assessment in a Green Chemistry Context 589

Problems 594

References 597

PART V WHAT LIES AHEAD 599

21 Emerging Materials 601

21.1 Emerging Materials Development 601

21.2 Nanomaterials 602

CONTENTS ix

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21.3 Bioplastics and Biopolymers 605

21.4 About New Green Materials 609

Problems 609

References 611

22 Renewable Resources 613

22.1 Why We Need Renewable Resources 613

22.2 Renewable Materials 616

22.3 The Biorefinery 621

22.4 Renewable Energy 625

Problems 630

References 632

23 Evaluating Technologies 635

23.1 Why We Need to Evaluate Technologies and Processes

Comprehensively 635

23.2 Comparing Technologies and Processes 636

23.3 One Way to Compare Technologies 637

23.4 Trade-Offs 644

23.5 Advantages and Limitations of Comparing Technologies 645

Problems 646

References 649

24 Industrial Ecology 651

24.1 Industrial Ecology Background 652

24.2 Principles and Concepts of Industrial Ecology and Design 655

24.3 Industrial Ecology and Design 657

24.4 Industrial Ecology in Practice 663

Problems 665

References 666

25 Tying It All Together: Is Sustainability Possible? 669

25.1 Can Green Chemistry and Green Engineering Enable Sustainability? 670

25.2 Sustainability: Culture and Policy 671

25.3 Influencing Sustainability 672

25.4 Moving to Action 674

Problems 674

References 675

INDEX 677

x CONTENTS

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PREFACE

In the last decade, interest in and understanding of green chemistry and green engineering

have increased steadily beyond academia and into the business world. Industries within

different sectors of the economy have made concerted efforts to embed these concepts in

their operations. Given our experience with green chemistry and green engineering in the

pharmaceutical industry, we were initially approached by the publishers to edit a book on

green chemistry in the pharmaceutical industry. This was a worthy proposal, but we felt

that we had a greater opportunity and worthier endeavor to produce a book that would

attempt to fully integrate green chemistry and green engineering into the academic

curricula and that at the same time could serve as a practical reference to chemists and

engineers in the workplace.

Green chemistry and green engineering are still relatively new areas that have not been

completely ingrained in traditional chemistry and engineering curricula, but classes and

even majors in these topics are becoming increasingly common. However, most classes in

green chemistry are taught from an environmental chemistry perspective or a synthetic

organic chemistry perspective, with neither approach addressing issues ofmanufacturing or

manufacturability of products. Green engineering classes, on the other hand, tend to

emphasize issues related to manufacturing, but do not treat reaction and process chemistry

sufficiently, so these disciplines still seem to be disconnected. This lack of integration

between chemistry, engineering, and other key disciplines has been one of the main

challenges that we have had within the industrial workplace and in previous academic

experiences.

As a consequence of these experiences, we decided to write this book to bridge the great

divide between bench chemistry, process design, engineering, environment, health, safety,

and life cycle considerations. We felt that a systems-oriented and integrated approach was

needed to evolvegreen chemistry and green engineering as disciplines in the broader context

of sustainability. To achieve this, we have organized the book in five main sections.

xi

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. Part I. Green Chemistry and Green Engineering in the Movement Toward Sustain-

ability. Chapters 1 to 4 set the broader context of sustainability, highlighting the key

role that green chemistry and green engineering have in moving society toward the

adoption of more sustainable practices in providing key items of commerce.

. Part II. The Beginning: Designing Greener, Safer Chemical Synthesis. Chapters 5 to 8

address the key components of chemistry that will contribute to the achievement of

more sustainable chemical reactions and reaction pathways. They also provide an

approach to materials selection that promotes the overall greenness of a chemical

synthesis without diminishing the efficiency of the chemistry or associated chemical

process.

. Part III. From the Flask to the Plant: Designing Greener, Safer, More Sustainable

Manufacturing Processes. Chapters 9 to 15 provide those key engineering concepts

that support the design of greener, more sustainable chemical processes.

. Part IV. Expanding the Boundaries: Looking Beyond Our Processes. Chapters 16 to

20 introduce a life cycle thinking perspective by providing background and context

for placing a particular chemical process in the broader chemical enterprise,

including its impacts from raw materials extraction to recycle/reuse or end-of-life

considerations.

. Part V. What Lies Ahead: Beyond the Chemical Processing Technology of Today or

Delivering Tomorrow’s ProductsMore Sustainably. Finally, Chapters 21 to 25 provide

some indication of trends in chemical processing that may lead us toward more

sustainable practices.

To help provide a practical approach, we have included examples and exercises that will

help the student or practitioner to understand these concepts as applied to the industrial

setting and to use the material in direct and indirect applications. The exercises are intended

tomake the book suitable for both self-study or as a textbook, andmost exercises are derived

from our professional experiences.

The book is an outgrowth of our experience in applied and fundamental research,

consulting, teaching, and corporatework on the areas of green chemistry, green engineering,

and sustainability. It is intended primarily for graduate and senior-level courses in chemistry

and chemical engineering, although we believe that chemists and engineers working in

manufacturing, research, and development, especially in the fine-chemical and pharmaceu-

tical areas, will find the book to be a useful reference for process design and reengineering.

Our aim is to provide a balance between academic needs andpractical industrial applications

of an integrated approach to green chemistry and green engineering in the context of

sustainability.

Acknowledgments

We thank all our colleagues who have contributed directly or indirectly to our journey

toward sustainability, and whose ideas and collaborations throughout the years have

contributed to our own experience in the areas of green chemistry and green engineering.

We also express our gratitude to GlaxoSmithKline, in general, and to James R. Hagan, in

particular, for their support and encouragement.

xii PREFACE

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We also give special thanks to Rafiqul Gani and Ana Carvalho from the Computer

Aided Process-Product Engineering Center, Department of Chemical and Biochemical

Engineering at the Technical University of Denmark, for their comments, reviews, and

contributions to Chapter 12; toMariana Pierobon and BASF for their helpful comments and

for allowing us to use one of BASF’s eco-efficiency assessments as an example in the life

cycle chapters; to Sara Conradt for allowing us to use a sample of her masters thesis as an

example of LCA outputs; and to Tom Roper and John Hayler at GSK for their feedback on

green chemistry throughout the years. Finally, we want to thank Chemical Engineering

magazine, the American Chemical Society, Springer Science and BusinessMedia, Elsevier,

John Wiley & Sons, the Royal Society of Chemistry, and Wiley-VCH for permission to

reproduce some printed material.

CONCEPCION JIM�ENEZ-GONZ�ALEZ

DAVID J. C. CONSTABLE

December 2009

PREFACE xiii

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PART I

GREEN CHEMISTRY AND GREENENGINEERING IN THE MOVEMENTTOWARD SUSTAINABILITY

1

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1GREEN CHEMISTRY AND ENGINEERINGIN THE CONTEXT OF SUSTAINABILITY

What This Chapter Is About Green chemistry andgreen engineering need to be seen as an

integral part of thewider context of sustainability. In this chapterwe explore green chemistry

and green engineering as tools to drive sustainability from a triple-bottom-line perspective

with influences on the social and economic aspects of sustainability.

Learning Objectives At the end of this chapter, the student will be able to:

. Understand the need for the development of greener chemistries and chemical

processes.

. Identify sustainability principles and associate standard chemical processes with the

three areas of sustainability: social, economic, and environmental.

. Identify green chemistry and green engineering as part of the tools used to drive

sustainability through innovation.

. Understand the need for an integrated approach to green chemistry and engineering.

1.1 WHY GREEN CHEMISTRY?

AþB!C ð1:1Þ

Reactant A plus reactant B gives product C. No by-products, no waste, at ambient

temperature, no need for separation. Is it really that easy?

Green Chemistry and Engineering: A Practical Design Approach, By Concepcion Jim�enez-Gonz�alez andDavid J. C. ConstableCopyright � 2011 John Wiley & Sons, Inc.

3

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If industrial chemical reactions were that straightforward, chemists and engineers would

have significantlymore time on their hands and significantly less excitement and fewer long

hours atwork.Chemists knowthat this hypothetical reaction isnot the case in real life, as they

have less-than-perfect chemical conversions, competing reactions to avoid, hazardous

materials to manage, impurities in raw materials, and the final product to reduce. Engineers

know that in addition to conquering chemistry, there are by-products to separate, waste to

treat, energy transfer to optimize, solvent to purify and recover, and hazardous reaction

conditions to control. At the end of this first reality check, we see that our initial reaction is a

much more complicated network of inputs and outputs, something that looks more like

Figure 1.1.

Green chemistry and green engineering are, in a very simplified way, the tools and

principles that we use to ensure that our processes and chemical reactions aremore efficient,

safer, cleaner, and produce less waste by design. In other words, green chemistry and green

engineering assist us infirst thinking about and thendesigning synthetic routes andprocesses

that are more similar to the hypothetical reaction depicted in equation (1.1) than to the more

accurate reflection of current reality shown in, Figure 1.1.

What are the drivers in the search for greener chemistries and processes? Engineers and

scientists have in their capable hands the possibility of transforming the world by

modifying the materials and the processes that we use every day to manufacture the

products we buy and the way we conduct business. However, innovation and progress

need to be set in the context of their implications beyond the laboratory or the

manufacturing plant. With the ability to effect change comes the responsibility to ensure

that the new materials, processes, and designs have a minimum (or positive) overall

environmental impact. In addition, common sense suggests that there is a strong business

case for green chemistry and engineering: linked primarily to higher efficiencies, better

utilization of resources, use of less hazardous chemicals, lower waste treatment costs, and

fewer accidents.

Need to control exposure, separate,

recovery, not in salable product Energy expenditure, potential for safety issues

A Bsolvent, heat

C D+

Need separations train to purify product

+catalyst

+

Loss ofExpensive,

heavy metals?

A D+ E

Creation of competing reactionsreactant

nonvaluable by-products = waste + Need for separation and

disposal. Toxic?

FIGURE 1.1 Simplified vision of some of the challenges and realities of designing a chemical

synthesis and process.

4 GREEN CHEMISTRYAND ENGINEERING IN THE CONTEXT OF SUSTAINABILITY

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Example 1.1 Potassium hydroxide is manufactured by electrolysis of aqueous potassium

chloride brine,1 as illustrated by the following net reaction:

2KClþ 2H2O! 2KOHþCl2 þH2

How is this simple inorganic reaction different from themore complex challenges of the real

world? Identify some of the green chemistry/green engineering challenges.

Solution The electrolysis reaction can be carried out in diaphragm,membrane, ormercury

cell processes. The complexity of the reactions depend on the process that is used. Let’s

explore the mercury cell process, which has, historically, been the most commonly used

method to produce chlorine.1,2 In this case, potassium chloride is converted to a mercury

amalgam in a mercury cell evolving chlorine gas. The depleted brine is recycled to dissolve

the input KCl. The mercury amalgam passes from the mercury cell to the denuder. In the

denuder, fresh water is added for the reaction and as a solvent for the KOH. Hydrogen gas is

evolved from the reaction and mercury is recycled to the electrolysis cell:

Mercury cell : KClpotassium

chloride

þ Hgmercury

! K� Hgpotassium

mercury

amalgam

þ 0:5Cl2chlorine

Denuder : K� Hgpotassium

mercury

amalgam

þ H2Owater

! KOHpotassium

hydroxide

þ 0:5H2hydrogen

þ Hgmercury

Our simple net reaction has become a bit more complex, but it does not end there.We’ve

not talked about a key input— energy. Electricity is required to drive the reaction forward;

it represents themajor part of the energy requirement for these types of reactions, and there is

a need to optimize it.As amatter of fact, as of 2006 the chlor-alkali sectorwas the largest user

of electricity in the chemical industry.2

But energy is not the only thing that we need toworry about. In addition to energy inputs,

there is a need to eliminate impurities. To do that, the brine can be treated with potassium

carbonate3 to precipitatemagnesiumandheavymetals, andbariumcarbonate is oftenused to

precipitate sulfates.4Also, hydrochloric acid needs to be added, as an acidic pH is required to

drive the reaction to produce the desired chlorine gas, which can then be recovered from the

solution, as shown in the following equilibrium reaction:

Hþ þOCl� þHCl > H2OþCl2

Besides using a large quantity of electricity,we have toworry about potential emissions from

the reaction.Mercury is present in the reaction cell and the purged brine.Mercury emissions

from the cell and the brine have long been a target for significant reduction. The purged brine

is typically treatedwith sodiumhydrosulfide to precipitatemercury sulfide, and themercury-

containing solid wastes need to be sent for mercury recovery. Other emission concerns

includemanagement of the environmental, health, and safety (EHS) challenges related to the

gases in the reactions.Both the chlorine andhydrogengas streamsmust be processed further.

Chlorine is cooledandscrubbedwith sulfuric acid to removewater, followedbycompression

and refrigeration. The hydrogen gas is cooled to remove water, impurities, and mercury,

WHY GREEN CHEMISTRY? 5

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followed by further cooling or treatment with activated carbon for more complete mercury

removal.5 In addition, hydrogen is often burned as fuel at chlor-alkali plants.

The membrane process was introduced in the 1970s and it is more energy efficient and

more environmentally sustainable, which is making it the technology of choice. However, a

typicalmercury-basedplant can containup to100cells andhas an economic life spanof 40 to

60 years. A long phase-out is required to convert an existing mercury plant. For example, as

of 2005, 48% of the European chlor-alkali capacity was mercury cell–based.2

Additional Point to Ponder Chemistries and processes described in most textbooks

normally don’t give you all the information you need to consider the mass and energy

inputs and outputs associatedwith a given reaction. In reality youwon’t always have the data

you need and will have to use estimations to generate data, run experiments, perhaps use

“nearest neighbor” approaches and/or make assumptions based on your experience.

Sometimes, you will just have to use “simple” common sense.

1.2 GREEN CHEMISTRY, GREEN ENGINEERING, AND SUSTAINABILITY

The modern understanding of sustainability began with the United Nations World Com-

missiononEnvironment andDevelopment’s reportOurCommonFuture,6 alsoknownas the

Brundtland Report. The Brundtland Commission described sustainable development as

“development thatmeets the needs of the present without compromising the ability of future

generations tomeet their own needs.”What does this actually mean? This definition doesn’t

give us many clues or supply much practical guidance as to how to implement sustainable

development or move toward more sustainable activities, but it does provide us with a

powerful aspiration. It has been up to society collectively and up to us as individuals to

develop guidance and tools that will help us to design systems and processes that have the

potential to achieve the type of development described in the definition.

The first thing to remember is that sustainability or sustainable development is a complex

concept with which many people are still attempting to come to terms. In 1998, John

Elkington, one of the early innovators of sustainable development, coined the phrase triple

bottom line.7 Elkington did this in an attempt to make sustainable development more

understandable and palatable to business people, to encourage them to see it as a logical

extension of the traditional business focus on economic performance. By using this term,

Elkington was trying to highlight the need to consider the intricate nterrelationships among

environmental, social, and economic aspects of human society and the world. In a way,

sustainability can be seen as a very delicate balancing act among these three factors, and not

always with a strong one-to-one relationship. Table 1.1 provides a summary of several

approaches to sustainable development principles. It should be noted that the Carnoules

statement includes an organizational principle framework, in addition to the overarching

social aspects widely recognized to be an integral part of sustainability. This organizational

principle is usefulwhen relating the operational aspects of sustainabilitywithin the sphere of

controls defined by company culture and policy.

When talking about sustainability, one cannot focus on only a single aspect, as this

necessarily limits and biases one’s view. For a system to be sustainable, there is the need to

balance, insofar as possible, social, economic, and environmental aspects, ideally having

each area “in theblack,” that is,with no single aspect optimized to thedetriment of the others.

6 GREEN CHEMISTRYAND ENGINEERING IN THE CONTEXT OF SUSTAINABILITY

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TABLE 1.1 Summary of Several Approaches to Sustainable Development Principles

Alcoa8International Chamber

of Commerce9 Chemical Associations10 Carnoules Statement11 Hanover Principles12 Natural Step13 UN Global Compact14

Supporting the

growth of

customer

businesses.

Standing among the

industrial

companies in the

first quintile of

return on capital

among S&P

Industrials Index

companies.

Elimination of all

injuries and

work-related

illnesses and the

elimination of

waste.

Integration of

EHS with

manufacturing.

Products designed for

the environment.

EHS as a core value.

An incident-free

workplace (an

incident is any

unpredicted event

with the capacity to

harm human

health, the

environmental, or

physical property).

Corporate priority: To

recognize environmental

management as among the

highest corporate priorities

and as a key determinant to

sustainable development;

to establish policies,

programs, and practices

for conducting operations

in an environmentally

sound manner.

Integrated management:

To integrate these policies,

programs, and practices

fully into each business as

an essential element of

management in all its

functions.

Process of improvement:

To continue to improve

corporate policies,

programs, and

environmental

performance, taking

into account technical

developments, scientific

understanding, consumer

needs, and community

expectations, with legal

regulations as a starting

point; and to apply the same

environmental criteria

internationally.

Responsible Care

Policy:Wewill have a health,

safety, and Environmental

(HS&E) policy that will

reflect our commitment and

be an integral part of our

overall business policy.

Employee involvement: We

recognize that the

involvement and

commitment of our

employees and associates

will be essential to the

achievement of our

objectives. We will adopt

communication and

training programs aimed at

achieving that involvement

and commitment.

Experience sharing: In

addition to ensuring that

our activities meet the

relevant statutory

obligations, we will share

experience with our

industry colleagues and

seek to learn from and

incorporate best practice

into our own activities.

Legislators and regulators:

We will seek to work in

cooperationwith legislators

and regulators.

Environmental Principles

Protect ecosystems’ functions

and evolution.

Enhance (genetic, species,

and ecosystem)

biodiversity.

Reduce anthropogenic

resource throughput and

degradation of land and sea.

Minimize the burden for

the environment: Improve

resource productivity

(mass, energy, land).

Minimize the impacts on

health and environment:

minimize the outputs of

known (eco)toxics.

Minimize damage for the

economy: reduce costs

related to environmental

degradation (damage costs,

compliance costs,

administrative costs,

avoidance costs, etc.).

Social Principles

Social cohesion and social

security.

Insist on rights of

humanity and nature to

coexist in a healthy,

supportive, diverse,

and sustainable

condition.

Recognize

interdependence. The

elements of human

design interact with

and depend on the

natural world, with

broad and diverse

implications at every

scale. Expand design

considerations to

recognize even distant

effects.

Respect relationships

between spirit and

matter. Consider all

aspects of human

settlement, including

community, dwelling,

industry, and trade in

terms of existing and

evolving connections

between spiritual and

material

consciousness.

System condition 1:

Substances from the

Earth’s crust must not

increase in nature

systematically. In a

sustainable society,

natural resources

should not be extracted

at a faster pace than

their re-deposit into the

ground.

System condition 2:

Substances produced

by society must not

increase in nature

systematically.

In a sustainable society,

man-made substances

should not be produced

at a faster pace than

they can be naturally

degraded or

re-deposited into

the ground.

System condition 3: The

physical basis for the

productivity and

diversity of naturemust

not be diminished

systematically.

To support and respect the

protection of

internationally

proclaimed human

rights.

To avoid complicity in

human rights abuses.

To uphold freedom of

association and the

effective recognition of

the right to collective

bargaining.

To eliminate all forms of

forced and compulsory

labor.

To effectively abolish

child labor.

To eliminate

discrimination with

respect to employment

and occupation.

To support a

precautionary

approach to

environmental

challenges.

To promote greater

environmental

responsibility.

(continued )

7

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TABLE 1.1 (Continued )

Alcoa8International Chamber

of Commerce9 Chemical Associations10 Carnoules Statement11 Hanover Principles12 Natural Step13 UN Global Compact14

Increased

transparency and

closer

collaboration in

community-based

EHS initiatives.

Employee education: To

educate, train, and motivate

employees to conduct their

activities in an

environmentally

responsible manner.

Prior assessment: To assess

environmental impacts

before starting a new

activity or project and

before decommissioning a

facility or leaving a site.

Products and services: To

develop and provide

products or services that

have no undue

environmental impact and

are safe in their intended

use, that are efficient in

their consumption of

energy and natural

resources, and that can be

recycled, reused, or

disposed of safely.

Customer advice: To advise

and, where relevant,

educate customers,

distributors, and the public

in the safe use,

transportation, storage, and

disposal of products

provided; and to apply

similar considerations to

the provision of services.

Process safety:Wewill assess

and manage the risks

associated with our

processes.

Product stewardship:Wewill

assess the risks associated

with our products and seek

to ensure that these risks are

properly managed

throughout the supply chain

through stewardship

programs involving our

customers, suppliers, and

distributors.

Resource conservation: We

will work to conserve

resources and reduce waste

in all our activities.

Stakeholder engagement:We

will monitor our HS&E

performance and report

progress to stakeholders;

we will listen to the

appropriate communities

and engage them in

dialogue about our

activities and our products.

Access to education.

Identity and self-realization.

Security.

Equitable access to food,

drinking water, and natural

resources.

Healthy and secure shelter.

Readjusted demand for

resource consumption, and

the environmental impact

of household consumption.

Secure environmental quality

for the health of human

beings.

Economic Principles

Sufficient supply and goods

and services

Efficient wealth creation

Economic system’s evolution

and competitiveness

Enhance the distributional

justice (equity principle)

Efforts (paid and unpaid)

should be devoted fairly to

generate sustainable

incomes.

Provide opportunities for paid

labor to all willing and able

to work.

Increase knowledge intensity.

Refocus innovation and adapt

its speed to societal

demands.

Accept responsibility for

the consequences of

design decisions on

human well-being, the

health of natural

systems, and their right

to coexist.

Create safe objects of

long-term value. Do

not burden future

generations with

requirements for

maintenance or

vigilant administration

of potential danger due

to the careless creation

of products, processes,

or standards.

Eliminate the concept of

waste. Evaluate and

optimize the full life

cycle of products and

processes to approach

the state of natural

systems in which there

is no waste.

Rely on natural energy

flows. Human designs

should, like the living

world, derive their

creative forces from

perpetual solar income.

Incorporate this energy

efficiently and safely

for responsible use.

In a sustainable society,

nature’s productivity

should not be

diminished in either

quality or quantity, nor

should more be

harvested than can be

recreated.

System condition 4:

We must be fair and

efficient in meeting

basic human needs.

In a sustainable society,

basic human needs

must be met with the

most resource-efficient

methods possible,

including the just

distribution of

resources.

To encourage the

development and

diffusion of

environmentally

friendly technologies.

8

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Facilities and operations: To

develop, design, and

operate facilities and

conduct activities taking

into consideration the

efficient use of energy and

materials, the sustainable

use of renewable resources,

theminimization of adverse

environmental impact and

waste generation, and the

safe and responsible

disposal of residual wastes.

Research: To conduct or

support research on the

environmental impacts of

raw materials, products,

processes, emissions, and

wastes associated with the

enterprise and on the means

of minimizing such adverse

impacts.

Precautionary approach: To

modify the manufacture,

marketing, or use of

products or services or the

conduct of activities,

consistent with scientific

and technical

understanding, to prevent

serious or irreversible

environmental degradation.

Management systems: We

will maintain documented

management systems

which are consistent with

the principles of

responsible care and which

will be subject to a formal

verification procedure.

Past, present, and future:

Our responsible care

management systems will

address the impact of both

current and past activities.

Social Principles

Ethical trade: to ensure that

all business, wherever

companies trade, is

conducted to the highest

global ethical standards.

Public understanding: to play

their part in helping people

understand and appreciate

relevant science and

technology.

Part of the community: to play

an active role in their

communities by interacting

with schools, local

government, and other

bodies.

Organizational Principles

Ensure structural change to

reflect the need for societal

development.

Improve societal interchange,

communication, and

intercultural learning.

Protect cultural diversity

Achieve distributional

fairness and justice, equity

and sufficiency.

Develop anticipatory

capacities for the

democratic process.

Understand the limitation

of design. No human

creation lasts forever

and design does not

solve all problems.

Those who create and

plan should practice

humility in the face of

nature. Treat nature as

a model and mentor,

not as an

inconvenience to be

evaded or controlled.

Seek constant

improvement by the

sharing of knowledge.

Encourage direct and

open communication

among colleagues,

patrons,

manufacturers, and

users to link long-term

sustainable

considerations with

ethical responsibility,

and reestablish the

integral relationship

between natural

processes and human

activity.

(continued )

9

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TABLE 1.1 (Continued )

Alcoa8International Chamber

of Commerce9 Chemical Associations10 Carnoules Statement11 Hanover Principles12 Natural Step13 UN Global Compact14

Contractors and suppliers: To

promote the adoption of

these principles by

contractors acting on behalf

of the enterprise,

encouraging and, where

appropriate, requiring

improvements in their

practices to make them

consistent with those of the

enterprise; and to

encourage the wider

adoption of these principles

by suppliers.

Emergency preparedness: To

develop and maintain,

where significant hazards

exist, emergency

preparedness plans in

conjunction with the

emergency services,

relevant authorities, and the

local community,

recognizing potential

transboundary impacts.

Transfer of technology: To

contribute to the transfer of

environmentally sound

technology and

management methods

throughout the industrial

and public sectors.

Employability: to ensure that

all employees have access to

training and development

opportunities to enable

them to fulfill their role in

the organization and to keep

them up to date with the

labor market.

Equality of treatment and

opportunity: to ensure that

all employees are free from

discrimination and have the

opportunity to develop their

careers and themselves,

subject only to business

needs and personal ability.

Participation: to ensure that

all employees have access to

the information needed for

them to do their job, be

consulted about matters that

affect them, and have the

opportunity to participate, to

the appropriate level, in the

management of their company.

Balance between work and life:

to provide all employees with

the opportunity to balance the

requirements of their work and

their life outside work so as to

enhance work effectiveness

and personal well-being.

10

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Contributing to the common

effort: To contribute to the

development of public

policy and to business,

governmental and

intergovernmental

programs, and educational

initiatives that will enhance

environmental awareness

and protection.

Openness to concerns: To

foster openness and

dialogue with employees

and the public, anticipating

and responding to their

concerns about the

potential hazards and

impacts of operations,

products, wastes, or

services, including those of

transboundary or global

significance.

Compliance and reporting:

To measure environmental

performance; to conduct

regular environmental

audits and assessments of

compliance with company

requirements, legal

requirements, and these

principles; and periodically

to provide appropriate

information to the board of

directors, shareholders,

employees, the authorities

and the public.

Economic Principles

Sustainable profitability:

generating profits to satisfy

shareholders’ expectations

and to invest in the future

through R&D, capital

expenditure, and employee

development.

Competitiveness: achieving

long-term competitiveness

through the spread of

international best practice,

in a climate of fair

competition

Innovation: continuing to

research, develop, and

market innovative products

that help improve economic

well-being and quality of

life.

Wealth generation:

generating wealth, thereby

sustaining employment,

improving the UK’s trade

balance, and contributing to

government revenue to fund

public expenditure.

Economic growth: continuing

their key role in supporting

sustained UK economic

growth throughout the entire

manufacturing supply chain.

Resource efficiency: making the

most efficient use of resources,

whether they be land,water, raw

materials, or energy.

11

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One of the most puzzling, challenging, and exciting characteristics in the study of

sustainability is the inherent complexity of the concept. There are synergies, trade-offs,

a variety of shared values of what constitutes a sustainable practice, and so on. Figure 1.2

displays those interrelations graphically.

Green chemistry and green engineering represent some of the many concepts, tools,

and disciplines that come into play in helping to move society toward more sustainable

practices. They do this by focusing scientists and engineers on how to design more

environmentally friendly, more efficient, and inherently safer chemistries and manufactur-

ing processes. However, some might suggest that when talking about green chemistry and

green engineering in the context of sustainable development, we can honestly say simply

that the primary focus area is what has come to be known as environmental sustainability.

Is this really true? Whereas green chemistry and green engineering may be seen as being

related primarily to the environmental aspects of sustainability, they also have strong ties

to the eco-environmental (or eco-efficiency) sub-area of sustainability by virtue of the fact

that they include resource conservation and efficiency. By the same token, green chemistry

and green engineering are related to the social aspects of sustainability because

they promote the design of manufacturing processes that are inherently safer, thereby

ensuring that workers and residential neighborhoods close to manufacturing sites are

protected.

Example 1.2 Explain how reaction (1.1) relates to the three aspects of sustainability.

Solution Several of the issues related to green chemistry and green engineering were

highlighted in the solution to Example 1.1. Table 1.2 provides examples of how they relate to

the three aspects of sustainability.

Sustainability

Vision

Social - Internal/

Organizational

Eco

no

mic

Environmental

Socioeconomic Organizational - Societal

SocioenvironmentalEcoenvironmental

So

cia

l -

Exte

rnal

FIGURE 1.2 Spheres of action of sustainability.

12 GREEN CHEMISTRYAND ENGINEERING IN THE CONTEXT OF SUSTAINABILITY

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Additional Point to Ponder Most textbook examples and problems have only one correct

answer, althoughmany examples have several possible answers. In real-worldmanufacturing

processes, it is common to have difficulties in defining what the true problem is—and when

this is defined, several “not-quite-optimal” answers may be found. When this happens, a

decision must be made that accounts for or balances all the important factors and, hopefully,

leads to the optimal or “best” answer.

1.3 UNTIL DEATH DO US PART: A MARRIAGE OF DISCIPLINES

What does it mean to have an integrated perspective between green chemistry and green

engineering? Just imagine the following not-so-hypothetical scenario. A chemist works at a

large company and after years of hardwork discovers a novel synthesis to produce a valuable

material. At this point, hundreds of engineering questions are formulated and need to be

addressed, such as:

. What is the best design for the reactor? Which material?

. Does the reaction need to be heated? Cooled? How fast are heating and cooling

transferred?

. What types of separation processes are needed?

. How could the desired purity be achieved?

. How fast is the reaction? Is there a risk of an exothermic runaway?

. What can possibly go wrong? How can we prepare for problems?

TABLE 1.2 Issues Related to Sustainability

Environmental Social Economic

Mercury emissions from a cell

and in the purged brine

Worker safety issues related to

chlorine and hydrogen

management

Jobs and wealth created by a

potassium chloride plant

Energy consumption Safety and well-being of

communities adjacent to

manufacturing plant

Economic resources needed to

operate the plant in a safe

and efficient manner

Water consumption

Emissions released during

energy production

Potential for process

accidents, incidents, and

lost-time injuries

Investment that will be

necessary to replace

mercury cells for an

alternative technology

Fugitive chlorine emissions

Waste management of

carbonate precipitates

Issues related to safely

transporting chlorine

Supply chain implications for

other products that utilize

KCl or chlorine

Environmental impacts

resulting from mercury

mining

Working conditions in

mercury mines to extract

the metal

UNTIL DEATH DO US PART: A MARRIAGE OF DISCIPLINES 13

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. Are there inherent hazards in the materials?

. Are there any incompatibilities with materials?

. How much waste is produced? How toxic is it? Can it be avoided?

. Where should the reactants be procured? Is it more efficient to make them or to buy

them?

. How much would this process cost?

. What types of preparations and skills would future operators need?

Imagine how difficult it would be to answer these and other questions if the chemist

doesn’t work closely with a chemical engineer. How efficient would the final process be? To

truly understand the impacts of this novel chemistry in the real-world manufacturing

environment, the chemist will need to involve engineers beginning at the earliest stages

of development.

Similarly, a chemical engineer working on transforming a laboratory synthesis into a

scalable, effective production process will need to collaborate closely with a chemist to

understand how the chemical synthesis might be changed. A myriad of chemically related

questions must be answered to design and scale-up a good manufacturing process:

. What function is the solvent performing in the reaction?

. Are there alternative reaction pathways that can be used to:

Avoid uncontrollable exotherms?

Substitute reactant A for B to avoid safety issues?

Eliminate hazardous reagents?

. If we recirculate part or all of the reaction mother liquors, howmuch of material X can

be tolerated by the reaction system before we are not able to do this?

. Are there any reactivity issues by introducing solvent Y as a mass separating agent?

. What are the potential side reactions?

. Are there any alternative catalytic methods that we might be able to use?

The decisions that are made in the design of synthetic chemistry pathways affect and

either enableor restrict the engineeringopportunities, andviceversa.Chemists and chemical

engineers should operate in an integrated fashion if the goal is to design an efficient process,

in the widest sense of the term and in the context of green chemistry and engineering.

Hopefully, we have made a good case for integrating green chemistry and green

engineering, but our effort to integrate disciplines is not over. Carrying on with our

original scenario, the chemist and engineer have successfully identified a chemical they

want to make and the synthetic route or pathway to be used to make it, and have some idea

of the critical process parameters that they need to focus on if they are to optimize the

process from a green chemistry and green engineering perspective. So, is anythingmissing?

What about knowledge of how the various reactants, reagents, catalysts, solvents,

by-products, and so on, used in the process affect living organisms and the environment?

One might be tempted to ask who really cares about such things, since most of the materials

may be consumed in the process and the product we are making is a valuable material that

others need or want.

14 GREEN CHEMISTRYAND ENGINEERING IN THE CONTEXT OF SUSTAINABILITY