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INNOVATIVE RESEARCH FOR A SUSTAINABLE FUTURE
     Sustainable Chemistry, the Spinning Tube-in-Tube (STTŪ) Reactor and GREENSCOPE:
     Innovation and Industrial Partnerships
     Introduction
     The chemical industry faces
     environmental, social and health
     challenges that are common across
     all economic sectors. From worker
     exposure to toxic substances, to
     product design and use, to the cost
     and handling of waste disposal, the
     industry must overcome numerous
     complex hurdles to secure a more
     sustainable future.

     To help address these hurdles, EPA
     researchers are generating new
     strategies and approaches to
     developing cleaner technologies for
     synthesizing commodity and
     specialty chemicals. An
     interdisciplinary group of EPA
     researchers and their industrial
     partners are exploring innovative,
     reactor technologies and benign
     substitutes for harsh chemicals,
     catalysts and solvents. Their
     research applies green chemistry
     principles and philosophies to the
     design of new chemical processes.
     Furthermore, they apply green
     engineering principles to process
     intensification, which strives for
     better efficiency and safety, and for
     developing faster and more accurate
     processes and optimization. They
     use sustainability indicators to
     measure their improvements to the
     processes and to gauge their
     progress.

     Process Design, Intensification
     and Optimization Using Green
     Chemistry and Engineering
     Through industrial partnerships,
     EPA scientists and engineers are
     facilitating the development and
     wider adoption of green approaches
     that can produce thousands of
     different chemicals. This EPA
              research influences process design
              by applying principles of green
              chemistry and engineering, such as
              using increased mixing to replace
              toxic solvents. EPA researchers and
              their industrial collaborators are
              working at the interface of chemistry
              and chemical engineering for faster
              implementation of new reaction
              strategies in the marketplace. One
              resulting strategy is the application
              of the Spinning Tube-in-Tube
              (STTŪ) reactor (4 Rivers Biofuels,
              Calvert City, KY).

              Research to date has demonstrated
              the STTŪ reactor can perform
              reactions without the need for any
              chemical inputs other than the
              reactants. One reactor, with a reactor
              zone volume of 1.2mL, can fit on a
              six-foot table, and is capabable of
              producing up to 12 tons of product
              per year, depending on the residence
              time of the reaction. This feature is a
              demonstration of green engineering
              since the size of a plant using  STTŪ
              reactors is orders of magnitude
              smaller than that needed for
              conventional chemical
              manufacturing with room-sized
              reactor vessels, separation towers,
              filtering systems and pipelines.

              The increased mixing in the STTŪ
              reactor, which is based on a two-
              dimensional fluid film that flows
              longitudinally, allows for enhanced
              mixing. This allows for increased
              mass transfer, resulting in reaction
              rates up to three orders of magnitude
              greater than a conventional reactor.
              With this increased mass transfer,
              the reactor also allows for increased
              conversions, product selectivity and
              yields, and decreased energy usage,
              costs, and exposure risks to workers.
For faster process optimization, EPA
researchers are utilizing real-time
monitoring to identify product
distributions as a result of altering
reaction conditions. The real-time
analytical data allow EPA
researchers to optimize reaction
conditions to yield maximum results
in hours as opposed to days.

As an example, the STTŪ reactor has
demonstrated the solvent-free
preparation of a number of high
purity, commercially relevant
epoxides with excellent conversions
and throughput. Additionally, the
reactor has accomplished the high
throughput production of high purity
imines from a wide variety of
starting aldehyde/ketones and
amines in quantities and purities that
are impractical or impossible via
standard batch reaction techniques.
Using this reactor and a wide variety
of starting materials, researchers
have also completed the high
throughput production of high purity
imidazole derivatives, which may be
used as ligands in organometallic
chemistry.

Below, EPA researcher and branch
chief Michael Gonzalez works with
the STTŪ Magellan Reactor with
Mettler-Toledo IC-45 React IR.
            U.S. Environmental Protection Agency
            Office of Research and Development
                                                                  EPA 600-F11025
                                                                  August 2011

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In conjunction with industrial
partners, EPA researchers using the
STTŪ reactor have developed
oxidation, hydrogenation and
esterification reaction chemistries.
The reactor has the potential to be
applied to the pharmaceutical,
industrial chemical, food additive,
and fragrance sectors. As a result of
these collaborations, the reactor
technology and its application have
been licensed by two companies that
aim to build commercial-scale
operations to produce their
consumer products.

Reactor Modeling
With the advances in understanding
the influence of reaction conditions
in this novel reactor, efforts are on-
going to model the STTŪ to fully
understand the benefits  observed,
including increased reaction rates,
yields and conversion. This
modeling could lead to faster
process optimization, will allow
reaction conditions to be predicted,
and will quantify results.

Sustainability Indicators
The GREENSCOPE or Gauging
Reaction Effectiveness for the
ENvironmental Sustainability of
Chemistries  with a multi-Objective
Process Evaluator research project
team is creating a methodology that
they will develop  into a software
tool that can assist researchers from
academia, industry, and government
agencies in designing more
sustainable chemical processes. The
Sustainability of a chemical process
can be evaluated in terms of four
indicator areas: Environment,
Efficiency, Energy and Economics,
or the 4 E's. Within the 4 E's are
147 indicators that are representative
of a chemical process. Each
indicator is placed on a  Sustainability
scale and provides a snapshot of the
Sustainability of the chemical
process. To evaluate the
environmental aspects of alternative
chemistries or technologies,
GREENSCOPE employs the Waste
Reduction algorithm (Young and
Cabezas, 1999). Efficiencies for
chemical reactions are also reflected
in indicators such as conversion and
selectivity. GREENSCOPE has the
ability to evaluate a new or existing
process, perhaps one employing
green chemistry principles on the
laboratory scale, and to assess if it
has a beneficial or negative effect
on the overall Sustainability of a
chemical process or of a process that
has been scaled up for industrial
production.

Below, the indicators for a
hypothetical process show measures
(in blue) that fall between 0 and
100% of Sustainability.
Industrial Partnerships
To address and tackle real-life
challenges, apply sustainable
solutions to these challenges, and
partner with industry to infuse these
technological solutions into the
marketplace, EPA researchers have
collaborated with many partners.
The Spinning Tube-in-Tube (STTŪ)
reactor research has led the EPA to
collaborate with over 20 chemical
companies, including two companies
that took the results and research
further. The work produced a
potential patent application and
spurred other chemical companies  to
collaborate with the EPA.

Since 2003, EPA researchers have
collaborated with Kreido
Laboratories (Camarillo, CA)
through a Cooperative Research and
Development Agreement involving
the STTŪ reactor. Since 2009, the
EPA has also been collaborating
with the Four Rivers Energy
Company to co-develop and advance
the spinning tube-in-tube technology
for chemical synthesis applications.
Companies that are interested and
want to test the STTŪ technology
for potential application can contact
EPA researchers to arrange to use
the needed facilities, staff and
analytical equipment.

References
Smith, R. L. and Gonzalez, M. A.
Methods for evaluating the
Sustainability of green processes.
Comp. Aided Chem. Eng., 2004,
Vol.  18, 1135-1140.

Young, D.M. and Cabezas, H.
Designing Sustainable Processes
with Simulation: The Waste
Reduction (WAR) Algorithm.
Comput. Chem.  Eng., 1999, Vol. 23,
1477-1491.

Contact
Michael Gonzalez, Ph.D., Office of
Research & Development, 513-569-
7998, gonzalez.michael@epa.gov
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        U.S. Environmental Protection Agency
        Office of Research and Development
                                                         EPA 600-F11025
                                                         August 2011

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