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SCUP 42nd Annual
International Conference and Idea Marketplace
Shaping the Academic Landscape: Integrated Solutions
July 8,2007



The Case for Green Chemistry:
Integrating Sustainability into
Curricula and Campus
                                            Presented by:

                              Owen Priest, Director
       Undergraduate Organic Chemistry Laboratory Program
                                    Northwestern University

                           David Hronek, LEED®AP
                                  Senior Laboratory Planner
                    Daniel Niewoehner, LEED®AP
                               Associate/Laboratory Planner
                                                    CUH2A
agenda


Sustainability and Chemistry’s Role
Introduction to Green Chemistry
Case Studies in Green Chemistry
Green Chemistry and Academia
Evolution of the Green Laboratory
introduction


“Chemistry has an important
 role to play in achieving a
  sustainable civilization on
           earth.”
      Dr. Terry Collins, Professor of Chemistry
            Carnegie Mellon University
What is a
Sustainable
Civilization?
let’s consider this issue from
         several points of view …

Global environmental and human health
concerns.
A stable economy that uses energy and
resources efficiently.
Social and political systems that lead to
a just society
to understand chemistry’s role in
 sustainability, let’s focus on the
                 first two points…
The environment and human health.

A stable economy that uses energy and
resources efficiently.
in a sustainable civilization…


Technologies used in production of
needed goods are not harmful to the
environment or human health.

Renewable resources (such as plant-
based substances or solar energy) are
used rather than fossil fuels that will
eventually run out.
in a sustainable civilization…


At the end of their use, materials are
recycled if not biodegradable (easily
broken down into harmless substances in
the environment).
in a sustainable civilization…


Manufacturing processes are either
designed to not to produce waste
products
                – OR –
Waste products are recycled or made
biodegradable.
while progress has been made in
achieving these goals, there is still
               a long way to go …
  Mountains of solid waste are piling up -
  particularly in industrialized nations.
  Air and water pollution continues to be
  problems in many places.
while progress has been made in
achieving these goals, there is still
               a long way to go …
  Escalating energy consumption and the
  resulting depletion of fossil fuel resources
  threatens global economic stability.
  Global warming from increasing
  greenhouse gas (GHG) emissions could
  cause potentially catastrophic climate
  changes.
let’s look at two converging
                      global events …

US oil production peaked in
the 1970’s. Since, we have
exhausted 75% of all the
known oil reserves in the US
and are now on our way to
consuming the remaining
25%.
US peaked in natural gas
production in 1973. In order
to keep gas production
steady in the US, thousands       US Crude Oil Production
more wells are drilled every            Projection
year. Very little remaining oil   Source: Energy Information Administration,
                                            Department of Energy
and gas reserves exist.
let’s look at two converging
                     global events …

Currently, global warming is
at 0.7°C above pre-industrial
levels.
In order to avoid dangerous
climate change, scientists tell
us global warming must be
kept under 2°C above pre-
industrial levels. If we reach
3°C, potentially cause
catastrophic climate change       Earth’s Surface Temperature
could occur.
buildings are the hidden culprit …

 US Energy Information
 Administration data illustrates
 buildings are responsible for
 almost half (48%) of all energy
 consumption and GHG
 emissions annually; globally the
 percentage is even greater.
 Seventy-six percent (76%) of all
 power plant-generated
 electricity is used just to operate
 buildings.
herein lies hope for change …

Total US building stock equals
approximately 300 billion square
feet.
In the US every year, we tear down
approximately 1.75 billion square
feet of buildings.
Every year, we renovate
approximately 5 billion square feet.
Every year, we build new
approximately 5 billion square feet.
By the year 2035, approximately
75% of the built environment will be
either new or renovated.
herein lies hope for change …

By implementing innovative
sustainable design strategies,
generating on-site renewable
power and/or purchasing
(20% maximum) renewable
energy and/or certified
renewable energy credits we
can slow the growth rate of
GHG emissions and reverse it
to keep global warming under
1°C above today’s levels.
How can Chemistry
help us to achieve a
   Sustainable
    Civilization?
first, let’s consider chemistry’s
                         benefits…

The chemical industry produces many
products that improve our lives
and upon which we depend.
benefits of the chemical industry …


  Antibiotics and other medicines
  Fertilizers, pesticides
  Plastics
  Nylon, rayon, polyester, and
  other synthetic materials
  Gasoline and other fuels
  Water purification
benefits of the chemical industry …


  Although the positive contributions of
  chemistry and the chemical
  industry are many, some pollution
  problems have also resulted.

     many of these problems
      can now be solved...
some well publicized incidents over
           the past few decades…

  The Cuyahoga River in Cleveland, Ohio
  became so polluted with chemicals it
  caught fire in 1969, focusing attention on
  other US environmental problems and
  helped pass the Clean Water Act in 1972
  A plant accident in Bhopal, India,
  released methyl isocyanate. Nearly 4,000
  people died.
some well publicized incidents over
           the past few decades…

  In 1978, some 25 years after Hooker
  Chemical Company stopped using New
  York’s Love Canal to dump 21,000 tons
  of hazardous waste, more than 900
  families were forced to leave their homes
  so that the site could be cleaned
some well publicized incidents over
           the past few decades…

  From 1956 to 1962, approximately
  10,000 children were born with severe
  malformations because their mothers had
  taken thalidomide during pregnancy as a
  sleep aid and to combat morning
  sickness.
many countries have enacted laws
 and ratified international treaties
       reducing pollution levels ...
 Montreal Protocol to Protect the Ozone
 Layer
 Global Treaty on Persistent Organic
 Pollutants
 Rio Declaration on Environment and
 Development
the pollution prevention
                        act of 1990

This was the U.S. environmental law
stating that the first choice for preventing
pollution is to design industrial processes
that do not lead to waste production.

This is the approach of Green Chemistry.
Why is Green
Chemistry important in
   a Sustainable
    Civilization?
green chemistry works toward
            sustainability by ...

Making chemical products that do not
harm either our health or the
environment ...
Using industrial processes that reduce or
eliminate hazardous chemicals, and
Designing more efficient processes that
minimize the production of waste
materials.
The 12 Principles of
                                Green Chemistry

1. It is better to prevent waste than to treat or clean up waste
   after it is formed.

2. Synthetic methods should be designed to maximize the
   incorporation of all materials used in the process into the
   final product.

3. Wherever practicable, synthetic methodologies should be
   designed to use and generate substances that possess little
   or no toxicity to human health and the environment.

4. Chemical products should be designed to preserve efficacy
   of function while reducing toxicity.
The 12 Principles of
                               Green Chemistry
5. The use of auxiliary substances (e.g. solvents, separation
   agents, etc.) should be made unnecessary whenever
   possible and, innocuous when used.

6. Energy requirements should recognized for their
   environmental and economic impacts and should be
   minimized. Synthetic methods should be conducted at
   ambient temperature and pressure.

7. A raw material feedstock should be renewable rather than
   depleting whenever technically and economically practical.

8. Unnecessary derivatization (blocking group,
   protection/deprotection, temporary modification of physical/
   chemical processes) should be avoided whenever possible.
The 12 Principles of
                               Green Chemistry

 9. Catalytic reagents (as selective as possible) are superior to
    stoichiometric reagents.

10. Chemical products should be designed so that at the end
    of their function they do not persist in the environment and
    break down into innocuous degradation products.

11. Analytical methodologies need to be further developed to
    allow for real-time in-process monitoring and control prior
    to the formation of hazardous substances.

12. Substances and the form of a substance used in a
    chemical process should chosen so as to minimize the
    potential for chemical accidents, including releases,
    explosions, and fires.
What is a Green Synthesis?

         H3C


               CH3                     COOH


                                 CH3
                     Ibuprofen

The Boots company of England patented a synthesis in
the 1960s. Has been the method of choice for many
years.
Boots Synthesis
                            Step 1                                            Step 2
                                 O       O
H3 C                                                 H3C                                 H3C
                                                                                 COOEt
                           H3C       O       CH3
                                                                                                              CH3
       CH3                                                  CH3         CH3                    CH3
                                                                                                                    COOEt
                                 AlCl3                                         NaOC2H5
                                                                  O                                      O




                                                                                                     H3 O +

                                                                                                          Step 3
                                                                               Step 4
                                     Step 5
H3 C                                                H3 C                 OH              H3C
                                                                    N                                         O
                                             Ac2O                               NH2OH
                           N
       CH3             C                                   CH3                                 CH3
                                                                         H                                          H
                 CH3                                              CH3                                    CH3




                            Step 6
             H3O+, D



H3 C

       CH3         COOH

                 CH3


 Ibuprofen
Boots Synthesis



In the mid-eighties patent on ibuprofen was
expiring.

The Hoechst Celanese Corporation and the
Boots Company agreed to a joint venture,
resulting in the BHC Company.
BHC Synthesis


             Step 1                                       Step 2
                  O       O
H3C                                 H3C                               H3C
                                                             H2
            H3C       O       CH3
      CH3                                 CH3       CH3                     CH3            CH3
                  HF                                        Ra Ni
                                                O                                    OH




                                                                    Step 3        CO, Pd




                                                                      H3C

                                                                            CH3            COOH

                                                                                     CH3


                                                                      Ibuprofen
green chemistry means ...


Preventing pollution before it happens
rather than cleaning up the mess later.
Saving money by using less energy and
fewer/safer chemicals, thus reducing the
costs of pollution control, waste disposal,
and space.
Eliminating the hazard rather than just
preventing exposure.
case studies in green chemistry


Reducing lead pollution
Putting out fires the green way
Safer dry cleaning
Buildings that clean themselves
lead pollution has been
                   decreased by ...

Replacing lead in paint with safe
alternatives, and
Replacing tetraethyl lead with less toxic
additives (e.g., “lead-free” gasoline).
chemical foams to fight fires


Millions of tons of chemical fire-fighting
foams used worldwide have discharged
toxic substances into the environment,
contaminating water supplies
and depleting the ozone layer.
putting out fires the “green” way


A new foam called Pyrocool FEF has
now been invented to put out fires
effectively without producing the toxic
substances found in other fire-fighting
materials.
chemicals for dry cleaning


Perchloroethylene (“perc”) is the solvent
most widely used in dry cleaning clothing.
Perc is suspected of causing cancer and
its disposal can contaminate ground
water.
a safer method of dry cleaning


Liquid CO2 can be used as a safer
solvent if a wetting agent is used with it to
dissolve grease.
This method is now used commercially
by some dry cleaners.
buildings get dirty


The soiling of a building facade becomes
increasingly visible over time.
On weather exposed sides, micro-
organisms can find an ideal environment
for colonization in the form of adequate
moisture and nutrients from dirt deposits.
modeled on nature:
                         the lotus effect

The great peltate leaves of
the Lotus flower (Nulembo
nucifera) are extremely water
repellent and self-cleaning.
Water immediately forms
droplets and rolls off a lotus
leaf carrying away dirt
particles on it, cleaning the
surface perfectly.

                 http://www.stocorp.com/allweb.nsf/lotusanpage


                                                             37
let the building clean itself!


The silicon facade paint Lotusan
combines water-repellent properties with
a surface micro-structure based on the
lotus leaf.
The dirt is repelled by water droplets and
facades stay dry and attractive.
Resists the growth of mold, mildew and
algae.
Where does the
Transformation begin
  to a Sustainable
     Civilization?
green your curriculum while
         greening the campus ...

Green chemistry achieves hazard
reduction at all reaction scales, permitting
macroscale experimentation using
standard laboratory glassware.
Green chemistry offers an opportunity to
comprehensively upgrade the organic lab
curriculum, replacing many classic but
perhaps time-worn experiments.
green your curriculum while
         greening the campus ...

Green chemistry provides a unique
context for more detailed discussions of
chemical hazards and the effects of
chemicals on human health and the
environment.
green chemistry works toward
              reducing the risk ...

Green chemistry is the utilization of a set of
 principles that reduces or eliminates the
use or generation of hazardous substances
     in the design, manufacture, and
    applications of chemical products.


   Risk = f(Hazard x Exposure)
green chemistry works by
          eliminating hazards ...

Green Chemistry emphasizes eliminating
the hazard rather than just preventing
exposure.
Control the hazard, no need to worry
about the exposure!

       but is that smart?
green chemistry works to a
              sustainable future

 So when Risk = f(Hazard x Exposure)
                and...
   Exposure is Half of the Equation
                then...
     How do we limit exposure?

green chemical experiments in
       laboratories !!!
going green on campus is more
               than buildings ...

Develop a new course
Incorporate green chemistry concepts into
existing courses
    – Classroom
    – Laboratory experiments
Research
Extracurricular activities
    – Student Affiliates
    – Conferences/symposia
    – Summer schools
but going green has its image
                    problems ...

Pedagogical concerns and tradition
Lack of educational materials
Overcrowded curriculum
Perceived lack of rigor
Inertia – no champion
and its academic detractors ...

“The curriculum will not train students to
    work with hazardous materials.”
and institutional naysayer's ...

“The curriculum will not teach students what they
need to know for admission to graduate school or
standardized examinations.”
green chemistry is ...

Interdisciplinary
     – Biology
     – Economics
     – Engineering
     – Environmental science
     – Ethics
Supportive of student interest in environmental issues
Less hazardous by reducing lab waste
Cost beneficial in terms of space, energy and operation
Improving lab safety
however, perception is not reality

                                               Traditional* Green**
Fundamentals of chemistry                             +          +
Practical lab procedures                              +          +
Green chemical concepts                               -          +
Process chemical concepts                             -          +
Waste generation/disposal                             -          +
Safety                                                +          +
Realistic scale and apparatus                         +/-        +
State-of-the-art curriculum                           -          +
* Late 1800’s, periodically updated with new experiments
** New experiments, designed to illustrate key chemical and green issues
integrating green chemistry is
         easier than you think ...

Replace rather than add course material
Modernize curriculum using the latest
green chemistry developments
Ensure quality through thorough testing
Provide a wide range of choices – one
size does not fit all.
Help others learn from your experience
but sometimes baby steps are
  needed first before running
Host a green chemistry speaker
Develop a green chemistry activity with a local
school
Organize a green chemistry poster session on
campus
Work with a local company on a green
chemistry project
Make a current lab experiment greener
Design a green chemistry web page
a green chemistry curriculum
         benefits students by ...

Teaching a methodology to rationally
analyze/minimize hazards
Empowering the use chemistry to solve
environmental problems
Changing the way chemicals, chemistry
and chemists are viewed - quot;Know the
hazards, not all chemicals are
hazardous”.
a green chemistry curriculum
        benefits institutions by ...

Better preparing graduates for challenges
faced by chemistry-related industries
Enhancing recruiting and retention efforts
– faculty and students
Creating opportunities to transform
curriculum and facilities
Positive public relations and educational
atmosphere.
evolution of the green chemistry
                      laboratory

 Let’s not just remodel the old space,
let’s build a new space. A new type of
    space based on a new science
               pedagogy.



   A Green Teaching Space
the University of Oregon Green
                Chemistry Center

Nation’s first Green Chemistry teaching
lab established in 1999 (30 students)
New Green Organic lab opens in 2001
(48 students)
green chemistry at northwestern
                      university

Organic Chemistry curriculum had not
been revised in over 10 years.
All experiments were conducted on a
macro-scale.
Lack of space limited student enrollment
and class size.
Existing majors and non-major labs were
20 years old and in poor condition.
green chemistry at northwestern
                      university

Mandate from the Dean tasked faculty to
update and “green” the curriculum.
A new “track” for majors was to be
developed.
Existing lab space to be renovated
providing greater capacity, collaboration,
safety, and energy savings.
Green/Environmental Chemistry
tech “d” wing organic green
                    chemistry lab

Renovation of 7,000 nsf laboratory space
on the 2nd floor of Technological Institute
“D” Wing
Increase number of student stations to
maximize class enrollment
Create a hands-on, collaborative learning
environment for chemistry majors and
non-majors.
tech “d” wing organic green
                   chemistry lab

Reduce energy costs and increase
safety.
Incorporate sustainable design principles
Construction Budget / Schedule - $2
Million / 9 Months
dispensing / waste
                     non-majors area

                      shared instrumentation

                                                                    nmr


dispensing / waste


                                                             problem based
                                                                 learning


                               majors area
            prep lab                                           computer lab
                                                 dispensing / waste


                 t/a office
tech “d” wing organic green
              chemistry lab




              computer rendering
“The layout of the labs has been very effective. Each section is small
enough to allow for work with your Teaching Assistant, yet large enough to
work carefully and efficiently.”
“I have worked in labs at 3 other universities (Columbia, Clark University in MA, and
UMass-Medical School), and this one is by far and away the nicest! I love the
whiteboards especially and the decoration on the walls – even though it’s minor, it
contributes nicely to the overall ambience. Everything is so well-lit and organized
extremely efficiently.”
“The safety showers are in easily
accessible locations, even more
so than in the general chemistry
labs.”

“The reagent and waste hoods
are separate from the hoods used
for working, which I feel is safer.”
tech “d” wing organic green
                   chemistry lab

Increased number of student stations
from 43 to 75; maximizing class size and
enrollment
Number of fume hoods remained the
same.
Optimized air flow to support lab; from
two (2) 50,000 CFM units to one (1)
50,000 CFM unit.
tech “d” wing organic green
                    chemistry lab

Occupied/unoccupied operational mode
for student hoods and lighting controls for
energy conservation.
Use of sustainable materials and
finishes.
Construction Budget / Schedule – On
time + on budget
tech “d” wing
       estimated energy/cost savings

Reduction in cooling/heating load:
      95,000 cfm – 50,000 cfm = 45,000 cfm savings

Unoccupied mode (12hrs/day):
      50,000 cfm x 50%           = 25,000 cfm savings

       Total cfm savings         = 70,000 cfm savings

Energy cost = $5 - $7/cfm x 70,000 cfm
                                 = $350,000 - $450,000/ year


*Savings from updated lighting are in addition to the above!
in summary, green chemistry is ...


 Scientifically sound,
 Cost effective, and
 Leads toward a sustainable civilization.
Reading list on Green Chemistry
Thomas E. Goodwin, “An Asymptotic Approach to the Development of a Green
Organic Chemistry Laboratory,” Journal of Chemical Education, Vol. 81 No. 8,
2004, 1187-1190.

Dennis L. Hjeresen, David L. Schutt, and Janet M. Boese, “Green Chemistry and
Education,” Journal of Chemical Education, Vol. 77 No. 12, 2000, 1543-1547.

Julie A. Haack, James E. Hutchison, Mary M. Kirchhoff, and Irvin J. Levy, “Going
Green: Lecture Assignments and Lab Experiences for the College Curriculum,”
Journal of Chemical Education, Vol. 82 No. 7, 2005, 974-976.

Mono M. Singh, Zvi Szafran, and Ronald M. Pike, “Microscale Chemistry and
Green Chemistry: Complementary Pedagogies,” Journal of Chemical Education,
Vol. 76 No. 12, 1999, 1684-1686.

Paul T. Anastas and Mary M. Kirchhoff, “Origins, Current Status, and Future
Challenges of Green Chemistry,” Accounts of Chemical Research, Vol. 35, No.
9, 2002, 686-694.
The Case for Green Chemistry:
Integrating Sustainability into
Curricula and Campus

and now for your questions ...

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The Case for Green Chemistry: Integrating Sustainability into Cirricula and Campus

  • 1. SCUP 42nd Annual International Conference and Idea Marketplace Shaping the Academic Landscape: Integrated Solutions July 8,2007 The Case for Green Chemistry: Integrating Sustainability into Curricula and Campus Presented by: Owen Priest, Director Undergraduate Organic Chemistry Laboratory Program Northwestern University David Hronek, LEED®AP Senior Laboratory Planner Daniel Niewoehner, LEED®AP Associate/Laboratory Planner CUH2A
  • 2. agenda Sustainability and Chemistry’s Role Introduction to Green Chemistry Case Studies in Green Chemistry Green Chemistry and Academia Evolution of the Green Laboratory
  • 3. introduction “Chemistry has an important role to play in achieving a sustainable civilization on earth.” Dr. Terry Collins, Professor of Chemistry Carnegie Mellon University
  • 5. let’s consider this issue from several points of view … Global environmental and human health concerns. A stable economy that uses energy and resources efficiently. Social and political systems that lead to a just society
  • 6. to understand chemistry’s role in sustainability, let’s focus on the first two points… The environment and human health. A stable economy that uses energy and resources efficiently.
  • 7. in a sustainable civilization… Technologies used in production of needed goods are not harmful to the environment or human health. Renewable resources (such as plant- based substances or solar energy) are used rather than fossil fuels that will eventually run out.
  • 8. in a sustainable civilization… At the end of their use, materials are recycled if not biodegradable (easily broken down into harmless substances in the environment).
  • 9. in a sustainable civilization… Manufacturing processes are either designed to not to produce waste products – OR – Waste products are recycled or made biodegradable.
  • 10. while progress has been made in achieving these goals, there is still a long way to go … Mountains of solid waste are piling up - particularly in industrialized nations. Air and water pollution continues to be problems in many places.
  • 11. while progress has been made in achieving these goals, there is still a long way to go … Escalating energy consumption and the resulting depletion of fossil fuel resources threatens global economic stability. Global warming from increasing greenhouse gas (GHG) emissions could cause potentially catastrophic climate changes.
  • 12. let’s look at two converging global events … US oil production peaked in the 1970’s. Since, we have exhausted 75% of all the known oil reserves in the US and are now on our way to consuming the remaining 25%. US peaked in natural gas production in 1973. In order to keep gas production steady in the US, thousands US Crude Oil Production more wells are drilled every Projection year. Very little remaining oil Source: Energy Information Administration, Department of Energy and gas reserves exist.
  • 13. let’s look at two converging global events … Currently, global warming is at 0.7°C above pre-industrial levels. In order to avoid dangerous climate change, scientists tell us global warming must be kept under 2°C above pre- industrial levels. If we reach 3°C, potentially cause catastrophic climate change Earth’s Surface Temperature could occur.
  • 14. buildings are the hidden culprit … US Energy Information Administration data illustrates buildings are responsible for almost half (48%) of all energy consumption and GHG emissions annually; globally the percentage is even greater. Seventy-six percent (76%) of all power plant-generated electricity is used just to operate buildings.
  • 15. herein lies hope for change … Total US building stock equals approximately 300 billion square feet. In the US every year, we tear down approximately 1.75 billion square feet of buildings. Every year, we renovate approximately 5 billion square feet. Every year, we build new approximately 5 billion square feet. By the year 2035, approximately 75% of the built environment will be either new or renovated.
  • 16. herein lies hope for change … By implementing innovative sustainable design strategies, generating on-site renewable power and/or purchasing (20% maximum) renewable energy and/or certified renewable energy credits we can slow the growth rate of GHG emissions and reverse it to keep global warming under 1°C above today’s levels.
  • 17. How can Chemistry help us to achieve a Sustainable Civilization?
  • 18. first, let’s consider chemistry’s benefits… The chemical industry produces many products that improve our lives and upon which we depend.
  • 19. benefits of the chemical industry … Antibiotics and other medicines Fertilizers, pesticides Plastics Nylon, rayon, polyester, and other synthetic materials Gasoline and other fuels Water purification
  • 20. benefits of the chemical industry … Although the positive contributions of chemistry and the chemical industry are many, some pollution problems have also resulted. many of these problems can now be solved...
  • 21. some well publicized incidents over the past few decades… The Cuyahoga River in Cleveland, Ohio became so polluted with chemicals it caught fire in 1969, focusing attention on other US environmental problems and helped pass the Clean Water Act in 1972 A plant accident in Bhopal, India, released methyl isocyanate. Nearly 4,000 people died.
  • 22. some well publicized incidents over the past few decades… In 1978, some 25 years after Hooker Chemical Company stopped using New York’s Love Canal to dump 21,000 tons of hazardous waste, more than 900 families were forced to leave their homes so that the site could be cleaned
  • 23. some well publicized incidents over the past few decades… From 1956 to 1962, approximately 10,000 children were born with severe malformations because their mothers had taken thalidomide during pregnancy as a sleep aid and to combat morning sickness.
  • 24. many countries have enacted laws and ratified international treaties reducing pollution levels ... Montreal Protocol to Protect the Ozone Layer Global Treaty on Persistent Organic Pollutants Rio Declaration on Environment and Development
  • 25. the pollution prevention act of 1990 This was the U.S. environmental law stating that the first choice for preventing pollution is to design industrial processes that do not lead to waste production. This is the approach of Green Chemistry.
  • 26. Why is Green Chemistry important in a Sustainable Civilization?
  • 27. green chemistry works toward sustainability by ... Making chemical products that do not harm either our health or the environment ... Using industrial processes that reduce or eliminate hazardous chemicals, and Designing more efficient processes that minimize the production of waste materials.
  • 28. The 12 Principles of Green Chemistry 1. It is better to prevent waste than to treat or clean up waste after it is formed. 2. Synthetic methods should be designed to maximize the incorporation of all materials used in the process into the final product. 3. Wherever practicable, synthetic methodologies should be designed to use and generate substances that possess little or no toxicity to human health and the environment. 4. Chemical products should be designed to preserve efficacy of function while reducing toxicity.
  • 29. The 12 Principles of Green Chemistry 5. The use of auxiliary substances (e.g. solvents, separation agents, etc.) should be made unnecessary whenever possible and, innocuous when used. 6. Energy requirements should recognized for their environmental and economic impacts and should be minimized. Synthetic methods should be conducted at ambient temperature and pressure. 7. A raw material feedstock should be renewable rather than depleting whenever technically and economically practical. 8. Unnecessary derivatization (blocking group, protection/deprotection, temporary modification of physical/ chemical processes) should be avoided whenever possible.
  • 30. The 12 Principles of Green Chemistry 9. Catalytic reagents (as selective as possible) are superior to stoichiometric reagents. 10. Chemical products should be designed so that at the end of their function they do not persist in the environment and break down into innocuous degradation products. 11. Analytical methodologies need to be further developed to allow for real-time in-process monitoring and control prior to the formation of hazardous substances. 12. Substances and the form of a substance used in a chemical process should chosen so as to minimize the potential for chemical accidents, including releases, explosions, and fires.
  • 31. What is a Green Synthesis? H3C CH3 COOH CH3 Ibuprofen The Boots company of England patented a synthesis in the 1960s. Has been the method of choice for many years.
  • 32. Boots Synthesis Step 1 Step 2 O O H3 C H3C H3C COOEt H3C O CH3 CH3 CH3 CH3 CH3 CH3 COOEt AlCl3 NaOC2H5 O O H3 O + Step 3 Step 4 Step 5 H3 C H3 C OH H3C N O Ac2O NH2OH N CH3 C CH3 CH3 H H CH3 CH3 CH3 Step 6 H3O+, D H3 C CH3 COOH CH3 Ibuprofen
  • 33. Boots Synthesis In the mid-eighties patent on ibuprofen was expiring. The Hoechst Celanese Corporation and the Boots Company agreed to a joint venture, resulting in the BHC Company.
  • 34. BHC Synthesis Step 1 Step 2 O O H3C H3C H3C H2 H3C O CH3 CH3 CH3 CH3 CH3 CH3 HF Ra Ni O OH Step 3 CO, Pd H3C CH3 COOH CH3 Ibuprofen
  • 35. green chemistry means ... Preventing pollution before it happens rather than cleaning up the mess later. Saving money by using less energy and fewer/safer chemicals, thus reducing the costs of pollution control, waste disposal, and space. Eliminating the hazard rather than just preventing exposure.
  • 36. case studies in green chemistry Reducing lead pollution Putting out fires the green way Safer dry cleaning Buildings that clean themselves
  • 37. lead pollution has been decreased by ... Replacing lead in paint with safe alternatives, and Replacing tetraethyl lead with less toxic additives (e.g., “lead-free” gasoline).
  • 38. chemical foams to fight fires Millions of tons of chemical fire-fighting foams used worldwide have discharged toxic substances into the environment, contaminating water supplies and depleting the ozone layer.
  • 39. putting out fires the “green” way A new foam called Pyrocool FEF has now been invented to put out fires effectively without producing the toxic substances found in other fire-fighting materials.
  • 40. chemicals for dry cleaning Perchloroethylene (“perc”) is the solvent most widely used in dry cleaning clothing. Perc is suspected of causing cancer and its disposal can contaminate ground water.
  • 41. a safer method of dry cleaning Liquid CO2 can be used as a safer solvent if a wetting agent is used with it to dissolve grease. This method is now used commercially by some dry cleaners.
  • 42. buildings get dirty The soiling of a building facade becomes increasingly visible over time. On weather exposed sides, micro- organisms can find an ideal environment for colonization in the form of adequate moisture and nutrients from dirt deposits.
  • 43. modeled on nature: the lotus effect The great peltate leaves of the Lotus flower (Nulembo nucifera) are extremely water repellent and self-cleaning. Water immediately forms droplets and rolls off a lotus leaf carrying away dirt particles on it, cleaning the surface perfectly. http://www.stocorp.com/allweb.nsf/lotusanpage 37
  • 44. let the building clean itself! The silicon facade paint Lotusan combines water-repellent properties with a surface micro-structure based on the lotus leaf. The dirt is repelled by water droplets and facades stay dry and attractive. Resists the growth of mold, mildew and algae.
  • 45. Where does the Transformation begin to a Sustainable Civilization?
  • 46. green your curriculum while greening the campus ... Green chemistry achieves hazard reduction at all reaction scales, permitting macroscale experimentation using standard laboratory glassware. Green chemistry offers an opportunity to comprehensively upgrade the organic lab curriculum, replacing many classic but perhaps time-worn experiments.
  • 47. green your curriculum while greening the campus ... Green chemistry provides a unique context for more detailed discussions of chemical hazards and the effects of chemicals on human health and the environment.
  • 48. green chemistry works toward reducing the risk ... Green chemistry is the utilization of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture, and applications of chemical products. Risk = f(Hazard x Exposure)
  • 49. green chemistry works by eliminating hazards ... Green Chemistry emphasizes eliminating the hazard rather than just preventing exposure. Control the hazard, no need to worry about the exposure! but is that smart?
  • 50. green chemistry works to a sustainable future So when Risk = f(Hazard x Exposure) and... Exposure is Half of the Equation then... How do we limit exposure? green chemical experiments in laboratories !!!
  • 51. going green on campus is more than buildings ... Develop a new course Incorporate green chemistry concepts into existing courses – Classroom – Laboratory experiments Research Extracurricular activities – Student Affiliates – Conferences/symposia – Summer schools
  • 52. but going green has its image problems ... Pedagogical concerns and tradition Lack of educational materials Overcrowded curriculum Perceived lack of rigor Inertia – no champion
  • 53. and its academic detractors ... “The curriculum will not train students to work with hazardous materials.”
  • 54. and institutional naysayer's ... “The curriculum will not teach students what they need to know for admission to graduate school or standardized examinations.”
  • 55. green chemistry is ... Interdisciplinary – Biology – Economics – Engineering – Environmental science – Ethics Supportive of student interest in environmental issues Less hazardous by reducing lab waste Cost beneficial in terms of space, energy and operation Improving lab safety
  • 56. however, perception is not reality Traditional* Green** Fundamentals of chemistry + + Practical lab procedures + + Green chemical concepts - + Process chemical concepts - + Waste generation/disposal - + Safety + + Realistic scale and apparatus +/- + State-of-the-art curriculum - + * Late 1800’s, periodically updated with new experiments ** New experiments, designed to illustrate key chemical and green issues
  • 57. integrating green chemistry is easier than you think ... Replace rather than add course material Modernize curriculum using the latest green chemistry developments Ensure quality through thorough testing Provide a wide range of choices – one size does not fit all. Help others learn from your experience
  • 58. but sometimes baby steps are needed first before running Host a green chemistry speaker Develop a green chemistry activity with a local school Organize a green chemistry poster session on campus Work with a local company on a green chemistry project Make a current lab experiment greener Design a green chemistry web page
  • 59. a green chemistry curriculum benefits students by ... Teaching a methodology to rationally analyze/minimize hazards Empowering the use chemistry to solve environmental problems Changing the way chemicals, chemistry and chemists are viewed - quot;Know the hazards, not all chemicals are hazardous”.
  • 60. a green chemistry curriculum benefits institutions by ... Better preparing graduates for challenges faced by chemistry-related industries Enhancing recruiting and retention efforts – faculty and students Creating opportunities to transform curriculum and facilities Positive public relations and educational atmosphere.
  • 61. evolution of the green chemistry laboratory Let’s not just remodel the old space, let’s build a new space. A new type of space based on a new science pedagogy. A Green Teaching Space
  • 62. the University of Oregon Green Chemistry Center Nation’s first Green Chemistry teaching lab established in 1999 (30 students) New Green Organic lab opens in 2001 (48 students)
  • 63. green chemistry at northwestern university Organic Chemistry curriculum had not been revised in over 10 years. All experiments were conducted on a macro-scale. Lack of space limited student enrollment and class size. Existing majors and non-major labs were 20 years old and in poor condition.
  • 64. green chemistry at northwestern university Mandate from the Dean tasked faculty to update and “green” the curriculum. A new “track” for majors was to be developed. Existing lab space to be renovated providing greater capacity, collaboration, safety, and energy savings. Green/Environmental Chemistry
  • 65.
  • 66.
  • 67.
  • 68.
  • 69.
  • 70. tech “d” wing organic green chemistry lab Renovation of 7,000 nsf laboratory space on the 2nd floor of Technological Institute “D” Wing Increase number of student stations to maximize class enrollment Create a hands-on, collaborative learning environment for chemistry majors and non-majors.
  • 71. tech “d” wing organic green chemistry lab Reduce energy costs and increase safety. Incorporate sustainable design principles Construction Budget / Schedule - $2 Million / 9 Months
  • 72.
  • 73. dispensing / waste non-majors area shared instrumentation nmr dispensing / waste problem based learning majors area prep lab computer lab dispensing / waste t/a office
  • 74. tech “d” wing organic green chemistry lab computer rendering
  • 75. “The layout of the labs has been very effective. Each section is small enough to allow for work with your Teaching Assistant, yet large enough to work carefully and efficiently.”
  • 76. “I have worked in labs at 3 other universities (Columbia, Clark University in MA, and UMass-Medical School), and this one is by far and away the nicest! I love the whiteboards especially and the decoration on the walls – even though it’s minor, it contributes nicely to the overall ambience. Everything is so well-lit and organized extremely efficiently.”
  • 77. “The safety showers are in easily accessible locations, even more so than in the general chemistry labs.” “The reagent and waste hoods are separate from the hoods used for working, which I feel is safer.”
  • 78.
  • 79. tech “d” wing organic green chemistry lab Increased number of student stations from 43 to 75; maximizing class size and enrollment Number of fume hoods remained the same. Optimized air flow to support lab; from two (2) 50,000 CFM units to one (1) 50,000 CFM unit.
  • 80. tech “d” wing organic green chemistry lab Occupied/unoccupied operational mode for student hoods and lighting controls for energy conservation. Use of sustainable materials and finishes. Construction Budget / Schedule – On time + on budget
  • 81. tech “d” wing estimated energy/cost savings Reduction in cooling/heating load: 95,000 cfm – 50,000 cfm = 45,000 cfm savings Unoccupied mode (12hrs/day): 50,000 cfm x 50% = 25,000 cfm savings Total cfm savings = 70,000 cfm savings Energy cost = $5 - $7/cfm x 70,000 cfm = $350,000 - $450,000/ year *Savings from updated lighting are in addition to the above!
  • 82. in summary, green chemistry is ... Scientifically sound, Cost effective, and Leads toward a sustainable civilization.
  • 83. Reading list on Green Chemistry Thomas E. Goodwin, “An Asymptotic Approach to the Development of a Green Organic Chemistry Laboratory,” Journal of Chemical Education, Vol. 81 No. 8, 2004, 1187-1190. Dennis L. Hjeresen, David L. Schutt, and Janet M. Boese, “Green Chemistry and Education,” Journal of Chemical Education, Vol. 77 No. 12, 2000, 1543-1547. Julie A. Haack, James E. Hutchison, Mary M. Kirchhoff, and Irvin J. Levy, “Going Green: Lecture Assignments and Lab Experiences for the College Curriculum,” Journal of Chemical Education, Vol. 82 No. 7, 2005, 974-976. Mono M. Singh, Zvi Szafran, and Ronald M. Pike, “Microscale Chemistry and Green Chemistry: Complementary Pedagogies,” Journal of Chemical Education, Vol. 76 No. 12, 1999, 1684-1686. Paul T. Anastas and Mary M. Kirchhoff, “Origins, Current Status, and Future Challenges of Green Chemistry,” Accounts of Chemical Research, Vol. 35, No. 9, 2002, 686-694.
  • 84. The Case for Green Chemistry: Integrating Sustainability into Curricula and Campus and now for your questions ...