synthesis of liquid fuels from lignocellulosic biomass by...
TRANSCRIPT
1
PROJECT PROPOSAL
ON RESEARCH AND DEVELOPMENT
PROJECT TITLE
“Synthesis of liquid fuels from lignocellulosic biomass by
catalytic processes”
SUBMITTED BY
Jyotirmayee Dash
I N D I A N A S S O C I A T I O N F O R T H E C U L T I V A T I O N O F S C I E N C E S
Jadavpur, Kolkata-700032, West Bengal
India
Date of Submission: 25.08.2012
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PROFORMA – I
PROFORMA FOR SUBMISSION OF PROJECT PROPOSALS ON RESEARCH AND
DEVELOPMENT, PROGRAMME SUPPORT
(To be filled by the applicant)
PART I: GENERAL INFORMATION
1. Name of the Institute/University/Organisation submitting the Project Proposal:
Indian Association for Cultivation of Science, Kolkata
Jadavpur, Kolkata-700032
2a &2B, Raja S. C. Mullick Road
India
2. State: West Bengal
3. Status of the Institute: (Please see Annexure-I)
Institution/Organisation of any other Government Agency: 11 (DST)
4. Name and designation of the Executive Authority of the Institute/University forwarding the
application:
Professor Sreebrata Goswami
Dean, Academic
Indian Association for Cultivation of Science
Jadavpur, Kolkata-700032
West Bengal, India
Tel: +91-33-2473-4971, ext. 1405
Fax: +91-33-2473-2805
email: [email protected], [email protected]
5. Project Title: Synthesis of liquid fuels from lignocellulosic biomass by catalytic processes
6. Category of the Project (Please tick): R&D/ Programme Support
7. Specific Area (Please see Annexure - II): Energy Bioscience and biofuels (Bio-mass,
cellulose, green energy, liquid fuel, organic synthesis)
8. Duration: 3 Years 0 Months
9. Total Cost (Rs.) 99,49,760/-
10. Is the project Single Institutional or Multiple-Institutional (S/M)?: S
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11. If the project is multi-institutional, please furnish the following: N/A
Name of Project Coordinator : ...............................................................................
Affiliation : ...............................................................................................................
Address : ..........................................................................................................………………....
12. Scope of application indicating anticipated product and processes
Petroleum is the main energy source utilized in the world, but its availability is limited and the
search for new renewable energy sources is of major interest. The conversion of biomass into
biofuels remains a continuing challenge for fundamental studies and industrial application.
Therefore, simple, cost-effective synthesis of renewable fuels is an important task for
interdisciplinary research. Biofuels have tremendous potential to overcome the problems caused
by fossil fuels. However, lignocellulosic biomass has not been used as a feedstock to make liquid
fuels due to economic challenges. We propose to synthesize saturated hydrocarbons having
carbon chain length >C6 from furan derivatives which can be easily obtained from
lignocellulosic biomass. Petroleum derived jet and diesel fuels are between 8 to 15 carbons in
length. Therefore, to produce jet and diesel fuel or higher homologue (>C15) liquid fuels from
biomass, there must be a C-C bond formation from the biomass-derived molecules, since the
major monomer building blocks of cellulose are carbohydrates which are typically 5 or 6 carbons
in length. We aim to develop green catalytic transformation for C-C bond forming reactions to
expand the family of furan derivatives. Magnetically recoverable catalysts can be used for C-C
bond forming reactions such as aldol and Baylis-Hillman reactions in fural aldehydes. The
catalyst can be recycled using an external magnet and without using any organic solvent or
filtration. We will also focus the use of glycerol, which is the main byproduct for the production
of biodisel.The excess glycerol generated may become an environmental problem, since it cannot
be disposed of in the environment. In this proposal we have particularly addressed to use
chemical methodologies to use glycerol for the preparation of renewable chemicals and alternate
fuels. Mostly chemical engineers are actively engaged in this field of research, however this is a
broad area of research where other branches of scientists such as chemists and biologist should
involve to solve a variety of problems. I believe my strong background in synthetic organic
chemistry coupled with the knowledge in biological chemistry makes my strong potential to
innovate new concepts and processes for generation of liquid fuels. and In the longer term, the
results of the proposed research have the potential to make a significant impact in the application
of green energy.
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13. Project Summary (Not to exceed one page. Please use separate sheet).
There is a growing demand for oil from the rapidly growing economies like India (and China). In
recent years, the world's fossil fuel resources have been decreasing. Moreover, the fossil fuels
emit CO2, which affects the earth’s climate. In order to overcome the future energy crisis the
conversion of biomass into biofuels has attracted significant recent interest. It's an important
challenge to develop sustainable liquid fuels from the easily accessible liquid biomass which has
the potential to provide sustainable liquid fuels. Therefore, simple, cost-effective synthesis of
renewable fuels remains a challenging and important task for interdisciplinary research.
Although the first-generation biofuels, such as corn ethanol and biodiesel, have the capacity to
diminish worldwide dependence on petroleum, new processes using lignocellulosic biomass
must be developed to produce sustainable biofuels to meet worldwide demand (Synthesis of
Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering, G. W. Huber, S.
Iborra, A. Corma, Chem. Rev. 2006, 106, 4044-4098). The largest fraction of lignocellulosic
biomass comprise cellulose, which is the most abundant organic polymer. The major monomer
building blocks of cellulose are carbohydrates which are typically 5 or 6 carbons in length.
Petroleum derived jet and diesel fuels are between 8 to 15 carbons in length. Therefore, to
produce jet and diesel fuel or higher homologue (>C15) liquid fuels from biomass, there must be
a C-C bond formation from the biomass-derived molecules. Due to the presence of polyhydroxy
functional groups on carbohydrates, a direct C-C bond formation from carbohydrates (C5 and
C6) is difficult. These polyhydroxy functionalities make the carbonyl group of the carbohydrates
less reactive toward C-C bond formation because of its hemiacetal form. To overcome this
problem, several research groups have converted C5 and C6 carbohydrates to aromatic aldehydes
such as furfural and hydroxymethylfurfural by dehydration reaction. We here in propose
magnetically recoverable green organocatalysts to catalyze aldol reactions, Baylis-Hillman
reaction to expand the scope of the furfural platform for biofuels. Most importantly these
organocatalysts can be recovered using an external magnet which is a green protocol and the
processes can find industrial applications. We further proposed to utilize glycerol a major
byproduct from biodiesel which cause environmental problem since it cannot be disposed in the
envirnment. We proposed methodologies to transform glycerol to liquid fuels.
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PART II: PARTICULARS OF INVESTIGATORS
(One or more co-investigators are preferred in every project. Inclusion of co-investigator(s) is
mandatory for investigators retiring before completion of the project)
Principal Investigator:
14. Name: Jyotirmayee Dash
Date of Birth: 09-07-1976; Sex (M/F): F
Designation: Assistant Professor
Department: Organic Chemistry
Institute/University: Indian Association for Cultivation of Science, Kolkata
Address: 2A & B, Raja S. C. Mullick Road, Jadavpur, Kolkata-700032
West Bengal
Telephone: +91-9635350592; Fax: +91-33-2334-8092
E-mail: [email protected], [email protected]
Number of research projects being handled at present: 3
Co-Investigator
15. Name: .......................................................................................................................................
Date of Birth : .................................................................Sex (M/F) : .....................................
Designation : ............................................................................................................................
Department : ...........................................................................……………………………….
Institute/University: ................................................................................................................
Address : ...............................................................................……………..............................
....................................…………………………………………………PIN : .......................
Telephone : .......................... Fax:.....................…………E-mail : ……………………........
Number of Research projects being handled at present: .........................................................
Co-Investigator
16. Name : ....................................................................................................…………….............
Date of Birth : ................................................................ Sex(M/F) : ......................................
Designation : ...........................................................................................................................
Department : ..........................................................................................................…………..
Institute/University : ...............................................................................................................
Address : ………….................................................................................................................
.........................……………………………………………....... PIN : .........…......................
Telephone : .................…......... Fax ..............…............. E-mail : ..………............................
Number of Research projects being handled at present:..............................................................
Note : Use separate page, if more investigators are involved
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PART III : TECHNICAL DETAILS OF PROJECT
(Under the following heads on separate sheets)
16. Introduction (not to exceed 2 pages or 1000 words)
16.1 Origin of the proposal
There has been growing interest in the utilization of biomass as feedstock to produce renewable
fuels and chemicals. Not only the fact that world's fossil fuel resources are decreasing, the
burning of fossil fuels also contributes to the increase in carbon dioxide in the atmosphere. Due
to the environmental protection, new economical processes using lignocellulosic biomass must
be developed to produce sustainable biofuels to meet worldwide demand.
The largest fraction of lignocellulosic biomass comprise cellulose, which is the most
abundant organic polymer. The major monomer building blocks of cellulose are carbohydrates
which are typically 5 or 6 carbons in length. Petroleum derived jet and diesel fuels are between 8
to 15 carbons in length. Therefore, to produce jet and diesel fuel or higher homologue (>C15)
liquid fuels from biomass, there must be a C-C bond formation from the biomass-derived
molecules. The presence of polyhydroxy functional groups on carbohydrates makes a direct C-C
bond formation from carbohydrates (C5 and C6) difficult. These polyhydroxy functionalities
make the carbonyl group of the carbohydrates less reactive toward C-C bond formation because
of its hemiacetal form. To overcome this problem, several research groups1 have converted C5
and C6 carbohydrates to aromatic aldehydes such as furfural and hydroxymethylfurfural by
dehydration reaction.
We here in propose magnetically recoverable green organocatalysts to catalyze aldol
reactions, Bayis-Hillmann reaction to expand the scope of the furfural platform for biofuels.
Most importantly these organocatlysts can be recovered using an external magnet which is a
green protocol and the processes can find industrial applications. We further want to develop
one-pot procedure from biomass to liquid alkane by using flow technology.
Further biofuels, such as ethanol and biodiesel, are among the most promising sources for
the substitution of fossil fuels. Biodiesel can replace petroleum diesel, as it is produced from
animal fats and vegetable oils, which generate about 10% (w/w) glycerol as the main byproduct.
The excess glycerol generated may become an environmental problem, since it cannot be
disposed of in the environment. We proposed synthetic routes that can be used for the production
of liquid fuels from glycerol.
16.2 (a) Rationale of the study supported by cited literature:
Lignocellulosic biomass is abundantly available in nature and receives significant worldwide as a
feedstock for sustainable liquid fuels. However, lignocellulosic biomass has not been used as a
feedstock to make liquid fuels due to economic challenges. Biofuels have a tremendous potential
to unravel the problems caused by fossil fuels. The excess glycerol generated from bio-diesel
may become an environmental problem, since it cannot be disposed of in the environment. We
proposed synthetic routes that can be used for the production of liquid fuels from glycerol.
(b) Hypothesis: Iron nano particle organocatalysts will be developed which can catalyze the C-C
bond forming reactions such as Aldol, Bayis-Hillmann reaction with furfural aldehyde (which is
7
a bio-mass derived product) and reused several times without loss of catalytic activity. This
protocol can be used to expand the family of furfural derived bio-mass in continuous flow
reactor.
(c) Key questions: The key problem to utilize our lignocellulosic biomass resources is due to the
lack of economical processes for conversion of our biomass resources into fuels. We aim to
address the key question to develop catalytic one-pot processes in a flow reactor using
recoverable catalysts for production of biofuels from bio-mass. Importantly glycerol the major
byproduct from bio-diesel synthesis will be utilized for the preparation of chhemicals and
reagents outlined in the proposal.
16.5 Current status of research and development in the subject (both international and
national status)
Since the proposed area is very recent and unexplored, very few literatures are known for
conversion of biomass-derived carbohydrates to liquid fuels.Professor Dumesic group2 in the
depatment of Chemical and Biological Engineering at University of Wisconsin-Madison, USA
and The Huber research group3 at University of Massachusetts Amherst
Amherst, MA are World Experts in this field. They develop clean technologies for the usage of
biomass and other sustainable resources for the economical production of cheap liquid fuels.
This field of work requires bringing together synthetic organic chemists, chemical engineers and
biological scientist around the world to develop economically green protocols to meet the to
meet worldwide demand to produce sustainable biofuels.
Dr Sudip Maity at the Central Institute of Mining and Fuel Research, FRI, Dhanbad work
catalytic transformation.4 As per our knowledge, there are no active synthetic organic chemist
groups working in India on application of magnetically recoverable (iron) nanoparticles for
catalytic transformations of biomass derived carbohydrates to liquid fuels of >C8 carbon length.
Iron is one of the of the most abundantly available elements in the Earth's crust.
16.6 The relevance and expected outcome of the proposed study
The project is in a frontier research topic and will have valuable and lasting impact in India as
development of sustainable chemical procedures to obtain biofuels is a primary focus area. This
proposal is likely to generate science that is of great international interest. In the longer term, the
results of the proposed research have the potential to make a significant impact in the industry,
since it addresses mechanisms that have potential to inspire novel approaches for economical
production of cheap liquid fuels from biomass.
16.7 Preliminary work done so far
We have prepared synthesis of iron nanoparticle supported amino acid catalysts for C-C
bond forming reactions such as aldol reaction in water. We further explored hydrogenation
reactions of alkenes using recoverable nanoparticles. These efforts are currently being directed
2 (a) Huber, G. W.; Chheda, J.; Barrett, C. B.; and Dumesic, J. A.; Production of Liquid Alkanes by Aqueous-Phase
Processing of Biomass-Derived Carbohydrates, Science, 308, 1446-2079 (2005). (b) Huber, G. W.; Shabaker, J. W.;
and Dumesic. J.A.; Raney Ni-Sn Catalyst for H2 from Biomass-Derived Hydrocarbons, Science, 300, 2075-2078
(2003). 3 (c) Huber, G. W.; Iborra, S.; and Corma, A.; Synthesis of transportation fuels from biomass: chemistry, catalysts,
and engineering, Chemical Reviews 106, 4044-4098 (2006). 4 James, O. O.; Maity, S.; Usman, L. A.; Ajanaku, K. O.; Ajani, O. O.; Siyanbola, Tolu O.; Sahu, S.; Chaubey, R.
Energy Environ. Sci. 3, 1833-1850 (2010).
8
toward the development of environmentally benign chemical processes for laboratory
preparation of oils from cellulose.
17. Specific objectives (should be written in bulleted form, a short paragraph indicating the
methods to be followed for achieving the objective and verifiable indicators of progress should
follow each specific objective).
Preparation of furan derivatives from cellulose in a flow reactor
Development of a magnetically recoverable naturally available amino acid catalyst.
Evaluation of catalytic performance of iron nanoparticle supported amino acid and
Grubbs ruthenium catalysts for C-C bond forming reactions such as aldol, Bayis-
Hillmann and olefin metathesis.
Conversion of glycerol a major by-product to liquid fuels, sugar derived building-
blocks and value added industrial chemicals.
Development of one pot-procedure from bio-mass to >C8 furan biofuels using
continuous flow reactor.
Optimization of large scale preparation of liquid fuels.
9
18. Work Plan: should not exceed 3-4 pages (the section can be divided according to the specific
aims and under each specific aim, the following should be stated clearly as sub headings)
18.1 Work plan (methodology/experimental design to accomplish the stated aim)
We propose to synthesize saturated hydrocarbons having carbon chain length >C6 from furan
derivatives which can be easily obtained from lignocellulosic biomass using acidic hydrolysis5 as
depicted in Figure 1 and Scheme 1. Cellulose 1 is the most abundant fraction of lignocellulosic
biomass, which In this proposal we aim to diversify furfural
Figure 1: C-C bond formation to expand the furan biofuels.
Cellulose
O
OH
OH
O
OH
O
HO
H
OH
O
OH
n
O
HO
OH
OH
OH
OH
C6(H2O)6
-H2O
O
HO
CHO
12
3
+
Scheme 1: Synthesis of HMF 3 from cellulose.
OHO
CHO
OOHC CHO OOHHO
OO
-H2O
O
O2
Linker Aminoacid
Fe3O4-NPs Aminoacid
L-proline
NH
O
HO
OHO OH
6O
OHO
7 (C9)O
-H2O
O
OO
10 (C12)
4
3
5 (cat.)
5 (cat.)
89
Scheme 2: Aldol reaction with HMF using iron nanocatalyst.
Scheme 2 depicts that aldol reaction of HMF 3 with acetone using an amino acid (L-proline)
catalyst to give the aldol product. Although the aldol product can be obtained using acid and base
5 J. N. Chheda, J. A. Dumesic Catalysis Today 123 (2007) 59–70.
10
catalyst, here the catalyst is easily recyclable using an external magnet (Figure 2), no additional
work up procedure or organic solvent is required for the purification of the resulting product 6.
The dehydration would afford the C-7 furan derivative (7). The fural diladehyde 8 can be
prepared using molecular oxygen and iron nanoparticles (Fe2O3),6 which can undergo double
aldol reaction with acetone in the presence of catalytic proline 5 to give the diol 19.
Figure 2: Magnetic attraction to recover the catalyst.
Baylis-Hillmann reaction of HMF 3 with methyl vinyl ketone 11 can be used to prepare furan
derivative 12 (12 carbon atoms) using catalytic amount of recoverable catalyst 6 (Scheme 3).
The furan derivative can undergo cross-metathesis using magnetically recoverable Grubb's Ru
catalyst with allyl alcohol 13 and allyl bromide 14 to give furan fuels 15 containing higher
carbon aoms (C11).
OOH
O
R
OOH O
R
O
R = OH, Br
OCHO
6 (cat.)
RuCl
Cl
NNMes Mes
O
[Ru]
linker
3
[Ru] (cat.)
11
12 (C10)
13, R = OH14, R = Br
15 (C11)
HO
HO
HO
Scheme 3: Baylis-Hillmann reaction and olefin metathesis using iron nanocatalyst.
OOHC CHO
8
OOH
O
R
OOH O
R
O
R = OH, Br
6 (cat.)
RuCl
Cl
NNMes Mes
O
[Ru]
linker
[Ru] (cat.)
11
13, R = OH14, R = Br
15 (C16)
HOO
HOO
R
12 (C14)
Scheme 4: Preparation of C14 and C16 fural derivatives.
Similar protocols can be used for the dialdehyde 8 to prepare C14 and C16 biofuels (Scheme
4). This method for the first time utilize an olefin metathesis reaction for the chain elongation of
furan based fuels. The magnetically recoverable Ru catalyst will be prepared and expected to be
recovered and reused several times without any loss of catalytic activity. Flexibility of olefin
6 "Efficient Microwave Oxidation of Alcohols UsingLow-Loaded Supported Metallic Iron
Nanoparticles," C. Gonzlez-Arellano, J. M. Campelo, D. J. Macquarrie, J. M. Marinas, A. A. Romero, R.
Luque, ChemSusChem 2008, 1, 746–750.
11
cross metathesis allows the efficient production of a broad range of liquid fuels, hence offers a
novel application of cross metathesis towards fuel synthesis.
One of the challenges is to use renewable resources and our proposed reagents such as
acetone 3 (Scheme 2), methyl vinyl ketone 11 (Schemes 3,4), allyl bromide 13 and allyl alcohol
14 are biobased products and can be easily derived from glycerol as shown below in Chart 1.
Hence our proposed procedure constitutes a clean and cost effective processes with zero waste.
We also aim to use acrolein, a bio-mass derived product for allylation reaction using Mg metal
which is the fourth most abundant element to prepare dialkene 16 which can be used for olefin
metathesis using magnetically recoverable Grubb's ruthenium catalyst to prepare C8 oils (Chart
1).
Chart 1: Liquid fuel from glycerol
The project would develop new cross-disciplinary expertise thereby providing new training and
development opportunities for young and experienced researchers at the partners, blending an
expanding knowledge base and unique skills to develop environmentally benign and efficient
process, In the aim of developing eco-friendly syntheses, we are interested to develop a new one-pot
procedure under continuous flow conditions. The proposed chemical reactions can run in a
continuously flowing stream rather than in batch production. In other words, pumps move fluid
into a tube, and where tubes join one another, the fluids contact one another. If these fluids are
reactive, a reaction takes place. Flow chemistry is a well-established technique for use at a large
scale quantities and we for the first time proposed to apply this technology for the production of
biofuels.
18.2 Connectivity of the participating institutions and investigators
(in case of multi- institutional projects only)
N/A
12
19. Timelines: (Please provide quantifiable outputs)
Period of study Achievable targets
1-6 Months Synthesis of furan derivatives from cellulose
7-12 Months Preparation and characterization of iron nanocatalysts
13 -24 Months Optimization of reaction conditions for aldol and Baylis
Hillmann reaction and olefin metathesis
25-30 Months
Glycerol to alternative fuels
31-36 Months
One-pot procedures in flow reactor and characterization of
products by GC-Mass and large scale production of liquid fuel
20. Name and address of 3 experts in the field Sr.No. Name Designation Address
1)
Professor Purnendu
Ghosh
Professor Executive Director Birla Institute of
Scientific Research Statue Circle,
Jaipur-302001 Rajasthan, INDIA
email: [email protected]
2)
Professor Dr. Arvind
Mallinath Lali
Professor
and Head
DBT-ICT Centre for Energy
Biosciences Institute of Chemical
Technology email:
3)
Dr Sudip Maity Scientist Liquid fuels Section, Central
Institute of Mining and Fuels
Research (Digwadih Campus),
Dhanbad, India. E-mail:
13
PART IV: BUDGET PARTICULARS
Budget (In Rupees)
A. Non-Recurring (e.g. equipments, accessories, etc.)
S.
No.
Item Year 1 Year 2 Year 3 Total
1)
Gas chromatography–mass
spectrometry (GC-MS)
30,00,000
2) Continuous flow reactor 20,00,000
Sub-Total (A): 50,00,000
B. Recurring
B.1 Manpower (See guidelines at Annexure-III)
S.
No.
Position
No.
Consolidated
Emolument
Year 1 Year 2 Year 3 Total
1 RA
----- 3, 36,000 3, 36,000 3, 36,000 10,08,000
Sub-Total (B.1) = 10,08,000
B.2 Consumables
S.
No.
Item
Quantity Year 1 Year 2 Year 3 Total
1 Chemicals,
Solvent, TEM
grids, HPLC
solvents, Glass
ware, etc
12,00,000 10,00,000 5,00,000 27,00,000
Sub-Total (B.2) = 27,00,000
Other items Consolidated
Emolument
Year 1 Year 2 Year 3 Total
B.3 Travel
----- 25,000 25,000 25,000 75,000
B.4 Contingency
----- 25,000 25,000 25,000 75,000
B.5 Overhead (20%)
(If applicable)
2,00,000 1,00,000 1,00,000 4,00,000
Sub-total of B
(B.1+B.2+B.3+B.4+B.5)
17,86,400 14,86,400 9,86,400 42,58,000
Grand Total (A + B) A = 50,00,000 B = 42,58,000 92,58,000
Note : Please give justification for each head and sub-head separately mentioned in the above table.
14
Justification of Budget
1) GC-Mass spectrophotometer: Required for identification of different substances within a
test sample. for detection of samples in bio-mass, analyzing the product and unknown
samples.
2) Continuous flow reactor: The proposed chemical reactions can run in a continuously
flowing stream rather than in batch production. In other words, pumps move fluid into a
tube, and where tubes join one another, the fluids contact one another. If these fluids are
reactive, a reaction takes place. Flow chemistry is a well-established technique for use at
a large scale quantities and we for the first time proposed to apply this technology for the
production of biofuels.
3) Research Associate: To work on flow chemistry, synthetic methodologies for the
preparation of biofuels.
4) Consumables: Required to buy chemicals, biotynlated DNA sequences, streptavidin-
coated magnetic beads, glass ware.
These include chemicals required for the synthesis of proposed small molecule, HPLC
solvents. Also, NMR related compounds like D2O and other solvents as and when required.
Glass wares required for carrying out organic synthesis. Pipettes, tips, filterpapers, eppendorf
tubes required for the routine laboratory work.
5) Travel: It will be important to travel for presenting progress reports and attending
conference to present the proposed research.
6) Contingency: To buy cartridges, copier papers and to bear maintenance cost.
7) Institute overhead: Typical examples of indirect cost type items are the costs of operating
and maintaining facilities, local telephone service, office supplies, water, electricity and
AC Room, Laboratory Space/ Furniture, Power Generator, Administrative/ Secretarial
support, Computational facilities Telecommunication including e-mail & fax,
Information facilities like Internet/ Library.
15
Name of Account Holder: Indian Association for the Cultivation of Science, A/C Project
Postal Address: 2A & B Raja S C Mullick Road, Jadavpur, Kolkata, 700 032
Telephone no. (033) 2473 4971, 3372, 3073
Fax no. (033) 2473 2805
Email: [email protected], [email protected]
Bank Account Details:
Bank name (Full): State Bank of India
Branch name: Jadavpur University Branch
Complete Contact Address: 188, Raja S C Mullick Road, Jadavpur, Kolkata, 700032
Telephone no. (033) 2414 6784, 6398
Fax no. (033) 2414 6284
Email: [email protected]
9 digit Code no. of Bank & Branch 700002048
Account no. 11079699211
Account type: Current account
IFSC code no of Bank: SBIN0000093
16
PART V: EXISTING FACILITIES
1. Laboratory: Laboratory for PI
a. Manpower: 4 JRF
b. Equipments:
1) Buchi rotary evaporator (2 in no.)
2) Sartorius electronic balance (2 in No.)
3) IKA Magnetic stirrers (6 in No.)
4) Rotary vane pump (1 in No.)
5) Refrigerator (1 in No.)
6) Desktop computer (3 in No.)
7) Microwave synthesizer.
The department of Chemistry is equipped to carry out state of the art research in different
areas of natural sciences. The facilities are constantly upgraded to keep up with modern
developments. Instrumental Facility: Brucker NMR (500 and 400 MHz), UV-Vis, UV-Vis-NIR, FT–IR,
Fluorescence spectrometers, Single crystal and powder X-ray diffractometers, CCD
based single crystal X-ray diffractometers, Confocal microscope, DSC, TEM, ITC, GPC,
HRMS and Polarimeter.
2. Other resources such as clinical material, animal house facility, glass house.
Experimental garden, pilot plant facility etc. N/A
17
PART VII: PROFORMA FOR BIOGRAPHICAL SKETCH OF INVESTIGATORS
Provide the following information for the key personnel in the order listed on PART II.
Follow this format for each person. DO NOT EXCEED THREE PAGES
Name : Jyotirmayee Dash
Designation : Assistant Professor
Department/Institute/University : Indian Institute of Science Education and Research, Kolkata
Date of Birth : 09-07-1976 Sex (M/F): F SC/ST : No (GN)
Education (Post-Graduation onwards & Professional Career)
Sl No. Institution
Place
Degree
Awarded
Year Field of Study
1 Ravenshaw University,
Cuttack, India
M.Sc 1997 Organic Chemistry
2 IIT Kanpur, India PhD 2003 Organic Synthesis
A. Position and Honors
Position and Employment (Starting with the most recent employment)
Sl No. Institution, Place Position From (Date) To (date)
1 Indian Association for the
Cultivation of Science
Assistant Professor 01-August-
2012
Till now
2 University of Bristol Visiting fellow 05 May 2010 24 July 2010
3 Indian Institute of Science
Education and Research,
Kolkata
Assistant Professor 02 Feb 2009 till now (on
lien to IACS)
4 University of Cambridge,
UK
Marie-Curie
International
Incoming
Postdoctoral Fellow
01 Feb 2007 31 Jan 2009
5 ESPCI, Paris, France Postdoctoral
Research Associate
01 Feb 2006 31 Jan 2007
6 Freie University, Berlin,
Germany
Alexander von
Humboldt
Postdoctoral Fellow
01 Aug 2005 31 Jan 2006
7 Freie University, Berlin,
Germany
Postdoctoral
Research Associate
16 Jan 2004 31 July 2005
6 IIT Kanpur, India Research Associate 08 April 2003 30 Dec 2003
18
Honors/Awards
a) Visiting fellow, May-July 2010, Advisor: Professor Steven Mann, University of Bristol,
UK.
b) Awarded Marie-Curie Incoming International Fellowship; February 2007–January
2009; Advisor: Professor Shankar Balasubramanian, University of Cambridge, UK.
c) Awarded Alexander von Humboldt Fellowship; August 2004–January 2006; Advisor:
Professor Hans-Ulrich Reissig, F. U. Berlin.
d) Awarded SRF (Senior Research Fellowship) in Chemical Sciences from Council of
Scientific and Industrial Research (CSIR), India in 2001.
e) Qualified Graduate Aptitude Test in Engineering (GATE) conducted by IIT in 1998.
f) Received National Scholarship during college level.
Professional Experience and Training relevant to the Project
Over 15 years of research expertise in synthetic organic chemistry. Two years of research
experience in Chemical biology are my strong potential for the developement of new innovative
technologies for the preparation of biofuels by applying synthetic organic chemistry.
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B. Publications (Numbers only)---------
Books : .................... Research Papers, Reports: .....38...........General articles: 1................
Patents : .........1................Others (Please specify) :..............................................................
List of publications:
39. "An Uncatalyzed Aldol Reaction of Thiazolidinediones" S. Paladhi, A. Chauhan, K. Dhara,
A. K. Tiwari, J. Dash,* Green Chemistry, 2012 (in press).
38. "A Diversity Oriented Approach to Spirocyclic and Fused Hydantoins via Olefin Metathesis"
K. Dhara, G. C. Midya and J. Dash,* J. Org. Chem. 2012, (in press).
37. "Diffusion and Birefrengence of Bioactive Dyes in a Guanosine Supramolecular Hydrogel"
R. N. Das,Y. P. Kumar, S. Pagoti, A. J. Patil, J. Dash,* Chem. Eur. J. 2012, 19, 6008-6014.
36. "Synthesis of Bis-indole Carboxamides as G-quadruplex Stabilizing and Inducing Ligands"
J. Dash,* R. N. Das,N. Hegde, G. D. Pantoș, P. S. Shirude, S. Balasubramanian, Chem. Eur. J.
2012, 18, 554-564.
35. "A supported palladium nanocatalyst for copper free acyl Sonogashira reactions: One-pot
multicomponent synthesis of N-containing heterocycles" S. Santra, K. Dhara, P. Ranjan, P. Bera,
J. Dash,* S. Mandal, Green Chemistry, 2011, 13, 3238-3247.
34. "Modulation of small molecule induced architecture of cyclodextrin aggregation by guest
structure and host size" P. Ghosh, A. Maity, T. Das, J. Dash,* P. Purkayastha, J. Phys. Chem. C,
2011, 115, 20970–20977.
33. "Interaction of a new surface sensitive probe compound with anionic surfactants of varying
hydrophobic chain length" A. Maity, P. Ghosh, T. Das, J. Dash,* P. Purkayastha, J. Colloids
Interface Sci. 2011, 364, 395-399.
32. "Supramolecular hydrogels derived from silver ion-mediated self-assembly of 5'-guanosine
monophosphate" J. Dash, A. J. Patil, R. N. Das, F. L. Dowdall, S. Mann, Soft Matter, 2011, 7,
8120-8126.
31. "Iron Catalyzed Highly Regioselective Dimerization of Terminal Aryl Alkynes" G. C.
Midya, S. Paladhi, K. Dhara, J. Dash,* Chem. Commun. 2011, 47, 6698-6700.
30. "Synthesis of Spirocyclic Thiazolidinedione Derivatives Using Ring-Closing Metathesis and
One-Pot Sequential Ring-Closing/Cross Metathesis” K. Dhara, S. Paladhi, G. C. Midya, J.
Dash,* Org. Biomol. Chem. 2011, 9, 3801-3807.
29. "Synthesis and Binding Studies of Novel Diethynyl-pyridine Amides with Genomic
Promoter DNA G-quadruplexes" J. Dash,* Z. A. E. Waller, G. Dan Pantos, S. Balasubramanian,
Chem. Eur. J. 2011, 17, 4571-4581.
28. "G-quadruplex-binding benzo[a]phenoxazines down-regulate c-KIT expression in human
gastric carcinoma cells" K. I. E. McLuckie, Z. A. E. Waller, D. A. Sanders, D. Alves, R.
Rodriguez, J. Dash,* G. J. McKenzie, A. R. Venkitaraman, S. Balasubramanian, J. Am. Chem.
Soc. 2011, 133, 2658-2663.
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27. "A Concise Approach towards the Synthesis of WS75624 A and WS75624 B via the
crossmetathesis of vinyl-functionalized thiazoles" J. Dash, B. Melillo, S. Arseniyadis, J. Cossy,
Tetrahedron Lett. 2011, 52, 2246-2249. (Published in honour of Professor Harry H. Wasserman
on the occasion of his 90th birthday).
26. "A three-component synthesis of -alkoxy--keto-enamides—flexible precursors for 4-
hydroxypyridine derivatives and their palladium-catalysed reactions" T. Lechel, J. Dash, C.
Eidamshausa, I. Brüdgam, D. Lentza, H.-U. Reissig, Org. Biomol. Chem. 2010, 8, 3007-3014.
25. "Three-Component Synthesis of Perfluoroalkyl- or Perfluoroaryl-Substituted 4-
Hydroxypyridine Derivatives and Their Palladium-Catalyzed Coupling Reactions" T. Lechel, J.
Dash, P. Hommes, D. Lentz, H.-U. Reissig, J. Org. Chem. 2010, 75, 726–732.
24. "A New and Flexible Synthesis of 4-Hydroxypyridines: Rapid Access to Caerulomycins A, E
and Functionalized Terpyridines" J. Dash, H.-U. Reissig, Chem. Eur. J. 2009, 15, 6811-6814.
23. "Enantioselective Organocatalytic Conjugate Reduction of β-Azole α,β-Unsaturated
Aldehydes" T. J. Hoffman, J. Dash, J. H. Rigby, S. Arseniyadis and J. Cossy, Org. Lett. 2009,
11, 2756-2759.
22. "Diarylethynyl Amides That Recognize the Parallel Conformation of Genomic Promoter
DNA G-quadruplexes" J. Dash, P.S. Shirude, S.-T.D. Hsu, S. Balasubramanian, J. Am. Chem.
Soc. 2008, 130, 15950–15956.
21. "G-Quadruplex Recognition by Bis-indole Carboxamides" J. Dash, P.S. Shirude, S.
Balasubramanian, Chem. Commun. 2008, 3055–3057.
20. "Novel Furopyridine Derivatives via Sonogashira Reactions of Functionalized Pyridines" T.
Lechel, J. Dash, I. Brüdgam, H.-U. Reissig, Eur. J. Org. Chem. 2008, 3647–3655.
19. "Crystal Structure of 1,4-bis[3-methoxy-4-(4-methoxyphenyl)-6-(trifluoromethyl)pyridin-
2yl]benzene, C34H26F6N2O4" J. Dash, I. Brüdgam, H. Hartl, H.-U. Reissig, Z. Kristallogr. NCS
2008, 223, 347–348.
18. "Synthesis of Vinyl-Functionalized Thiazoles by Cross-Metathesis and Tandem Stille
Coupling/Cross-Metathesis" J. Dash, S. Arseniyadis, J. Cossy, Adv. Synth. Catal. 2007, 349,
152–156.
17. "Scope of a Novel Three-Component Synthesis of Highly Functionalized Pyridines" J. Dash,
T. Lechel, H.-U. Reissig, Org. Lett. 2007, 9, 5541–5544.
16. "A New Color of the Synthetic Chameleon Methoxyallene: A Novel Synthesis of
Trifluoromethyl-Substituted Pyridinol Derivatives–An Unusual Reaction Mechanism, A
Remarkable Crystal Packing, and First Palladium-Catalyzed Coupling Reactions" O. Flögel, J.
Dash, I. Brüdgam, H. Hartl, H.-U. Reissig, Chem. Eur. J. 2004, 10, 4283–4290.
15. A Concise Synthesis of Novel Oxa-bridged Compounds; F.A. Khan, J. Dash, Ch. Sudheer,
N. Sahu, P. Karuppasamy; J. Org. Chem. 2005, 70, 7565–7577.
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14. Hydrotalcite Catalysis in Ionic Liquid Medium: A Recyclable Reaction System for
Heterogeneous Knoevenagel and Nitroaldol Condensation; F.A. Khan, J. Dash, R. Satapathy,
S.K. Upadhyay, Tetrahedron Lett. 2004, 45, 3055–3058.
13. Indium-Mediated Regio- and Diastereoselective Reduction of Norbornyl α-Diketones; F.A.
Khan, J. Dash, Ch. Sudheer, Chem. Eur. J. 2004, 10, 2507–2519.
12. Diastereoselection During Allylindium Addition to Norbornyl α-Diketones; F.A. Khan, J.
Dash, Eur. J. Org. Chem. 2004, 2692–2700.
11. A Rapid and Stereoselective Route to trans-Hydrindane Ring System; F.A. Khan, R.
Satapathy, J. Dash, G. Savitha, J. Org. Chem. 2004, 69, 5295–5301.
10. A Short and Stereoselective Synthesis of Functionalized Pentenomycin Derivatives; F.A.
Khan, J. Dash and B. Rout, Tetrahedron Lett. 2004, 45, 9285–9288.
9. A Novel and Expeditious Approach to Unusual Spiro Lactam Building Blocks; F. A. Khan, J.
Dash, J. Org. Chem. 2003, 68, 4556–4559.
8. Chemoselective Reduction of Aromatic Nitro and Azo Compounds in Ionic Liquids Using
Zinc and Ammonium salts; F.A. Khan, J. Dash, Ch. Sudheer, R.K. Gupta, Tetrahedron Lett.
2003, 44, 7783–7789.
7. An Easy Access to γ-Lactone-fused Cyclopentanoids; F.A. Khan, J. Dash, N. Sahu, Ch.
Sudheer, J. Org. Chem. 2002, 67, 3783–3787.
6. Regio- and Diastereoselective Reduction of Non-enolizable α-Diketones to Acyloins Mediated
by Indium Metal; F. A. Khan, J. Dash, N. Sahu, S. Gupta, Org. Lett. 2002, 4, 1015–1018.
5. Synthesis of a Novel, Highly Symmetric Bis-Oxa-Bridged Compound; F.A. Khan, J. Dash, J.
Am. Chem. Soc. 2002, 124, 2424–2425.
4. Synthesis of Novel Caged Bishemiacetals and their Facile Conversion to Symmetric Bis-α-
halo-γ-lactones; F.A. Khan, N. Sahu, J. Dash, and B. Prabhudas, J. Ind. Inst. Sciences 2001, 81,
325–331.
3. Rearrangement of 1,4,5,6-Tetrahalo-7,7-dimethoxybicyclo[2.2.1]hept-5-ene-2-one to Phenolic
Derivatives; F.A. Khan, J. Dash, D. Jain, and B. Prabhudas, J. Chem. Soc., Perkin Trans. 1,
2001, 3132–3134.
2.1,2,3,4-Tetrachloro-5,5-dimethoxy-cyclopenta-1,3-diene: Diels-Alder Reactions and
Applications of the Products Formed; F.A. Khan, B. Prabhudas, J. Dash, J. Prakt. Chem. 2000,
342, 512–517.
1. A Ruthenium Catalyzed, Novel and Facile Procedure for the Conversion of Vicinal
Dihaloalkenes to α-Diketones; F.A. Khan, B. Prabhudas, J. Dash, N. Sahu, J. Am. Chem. Soc.
2000, 122, 9558–9559.
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