Biorefinery sugars-ionic liquid-furfural-hmf-dehydration-matsagar-paresh dhepe-ncl
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Transcript of Biorefinery sugars-ionic liquid-furfural-hmf-dehydration-matsagar-paresh dhepe-ncl
BBy
Babasaheb M. Matsagar
Research Guide: Dr. Paresh L. Dhepe
Catalysis and Inorganic Chemistry Division
CSIR-National Chemical Laboratory, Pune 411008, India
Tel. 91-20-25902024, FAX. 91-20-25902633, E-mail: [email protected]
Group Website: http://academic.ncl.res.in/pl.dhepe
Applications of Applications of FurfuralFurfural
PreservativeOH
Low-calorie Sweetener
Fuel additives
HOOH OH
OH
Xylitol
+H2O -3H2O
Specialty chemicalsHemicellulose (xylan)
+H2
Low cost biodegradable
solvent
+H2
Excellent solvent in many pharmaceutical
reactions
Intermediate for pharmaceuticals,
insecticides Plasticizers
+H2+H2
2
Plasticizers,Ink and coatings
Applications Applications of 5of 5--hydroxymethyl furfural (HMF)hydroxymethyl furfural (HMF)
Polyesters & polyurethane foams
Poly(ethylene terephthalate) analogues
H +H2+H2
‐3H2o
(HMF)
+H2o
(HMF)
+H2
O2
Replace terephthalic acid
2
3Fuel additive
Dehydration of xyloseDehydration of xylose
BAIL
Water+Toluene, 170 °C
100Xylose Conversion Furfural Yield
Xylose Furfural
60
80
on/
d (%
)
20
40
60
Con
vers
iood
uct Y
iel
0
20CPr
o
CatalystsFig. Reaction condition: xylose 0.6 g, catalyst 0.08 g, Water+Toluene 1:5 (v/v) 60 mL, 170 °C, 4 h. 4
Optimization of reaction Optimization of reaction parametersparameters
Catalyst quantity (g) at 170 °C, 4 h Time (h) at 170 °C1 (f f l 56%)0.04 (furfural 71%)
0.08 (furfural 73%)
1 (furfural 56%)
3 (furfural 62%)
0.125 (furfural 59%) 4 (furfural 74%)
5 (furfural 71%)
Solvent (1:5 v/v)Water (furfural 37%)
Substrate concentration (g)0.3 (furfural 81%) Water (furfural 37%)
Water+MIBK (furfural 54%)
Water+Toluene (furfural 73%)
( )
0.45 (furfural 76%)
0 6 (furfural 73%) Water+Toluene (furfural 73%)0.6 (furfural 73%)
5
Recycle Recycle studystudy
100 Xylose Conversion Furfural Yield
80
eld
(%)
60
oduc
t Yie
40
rsio
n / P
ro
20
Con
ver
01 2 3 4
Run
Fig. Reaction condition: xylose 0.6 g, [C3SO3HMIM][HSO4] 0.08 g, Water+Toluene 1:5 (v/v), 170 °C, 4 h
6B. M. Matsagar, M. M. Munshi, A. A. Kelkar and P. L. Dhepe, Catal. Sci. Technol., 2015, DOI: 10.1039/C5CY00858A.
Dehydration of fDehydration of fructose ructose to HMFto HMF
Fr ctose con ersion HMF Yield Gl cose Yield
80
100
/ (%)
Fructose conversion HMF Yield Glucose Yield
40
60
nver
sion
/uc
t Yie
ld(
0
20Con
Prod
u
Fig. Reaction condition: fructose 0.5 g, Water+MIBK 1:5 (v/v) 30 mL, catalyst, 0.025 g, 150 °C, 30 min7
Catalysts
Optimization of reaction Optimization of reaction parametersparameters
Catalyst quantity (g) at 150 °C, 30 min Time (min) at 150 °C0.05 (HMF 71%)
0.025 (HMF 73%)
20 min (HMF 60%)
30 min (HMF 73%)
0.0125 (HMF 50%)
S l 30 L 50 C 30 iT t (°C) t 30 i
40 min (HMF 56%)
Solvent 30 mL at 50 °C, 30 minWater (HMF 17%)
Temperature (°C) at 30 min140 (HMF 54%)
Water+MIBK 1:5 (v/v) (HMF 73%)
Water+Toluene 1:5 (v/v) (HMF 39%)
150 (HMF 73%)
160 (HMF 69%)
8
Effect of fructose Effect of fructose concentration & concentration & Recycles studyRecycles studyRecycles studyRecycles study
Conversion HMF Yield Fructose conversion HMF Yield
80
100Conversion HMF Yield
80
100
)
Fructose conversion HMF Yield
60
ersi
on/
Yiel
d (%
)
60
ersi
on/
Yiel
d (%
)
20
40
Con
vePr
oduc
t Y
20
40
Con
vePr
oduc
t
05 10 20 40 40
1 h rea0
1 2 3 4 5 6
Fructose (wt%)
Fig. Reaction condition: [C3SO3HMIM][HSO4] 0.025
Run
Fig. Reaction condition: fructose 0.5 g, Water+MIBK
9
g, Water+MIBK 1:5 (v/v) 30 mL, 150 °C, 30 min. 1:5 (v/v), [C3SO3HMIM][HSO4] 0.025 g, 150 °C, 30 min
B. M. Matsagar, M. M. Munshi, A. A. Kelkar and P. L. Dhepe, Catal. Sci. Technol., 2015, DOI: 10.1039/C5CY00858A.
ConclusionsConclusions Use of Brønsted acidic ionic liquids (BAILs) in catalytic amount for below
reactions
OHOH
HO
O-3H2O
-3H2O
OHOH
xylose furfural fructose HMF
Property activity correlation study shows ion-dipole type of interaction,Hammett acidity, homogeneous nature of a catalyst plays important role inhigher selectivity and yield of furanshigher selectivity and yield of furans
B. M. Matsagar, M. M. Munshi, A. A. Kelkar and P. L. Dhepe, Catal. Sci. Technol., 2015, DOI: 10.1039/C5CY00858A.
10
B. M. Matsagar and P. L. Dhepe, Catal. Sci. Technol., 2015, 5, 531-539.
Thank youB. M. Matsagar, M. M. Munshi, A. A. Kelkar and P. L. Dhepe, Catal. Sci. Technol., 2015,B. M. Matsagar, M. M. Munshi, A. A. Kelkar and P. L. Dhepe, Catal. Sci. Technol., 2015,
DOI: 10.1039/C5CY00858A.
http://pubs.rsc.org/en/content/articlelanding/2015/cy/c5cy00858a/unauth#!divAbstract
For other works on biomass conversion using ionic liquids
B. M. Matsagar and P. L. Dhepe, Catal. Sci. Technol., 2015, 5, 531‐539
http://pubs.rsc.org/en/content/articlelanding/2015/cy/c4cy01047g#!divAbstract
DOI: 10.1039/C4CY01047G
Group web‐page: http://academic.ncl.res.in/pl.dhepe