5
CHAPTER II CURRENT STATUS OF BIODIESEL PRODUCTION
PROCESS
Introduction
As  energy  demands  increase  and  fossil  fuel  reserves  are  limited,  many
research  efforts  are  directed  towards  alternative  renewable  fuels.  Biomass  is
considered as one of the potential renewable energy resources for the future owing to  its  large  potential,  economic  viability  and  various  social  and  environmental
benefits.  Oils  and  fats,  both  being  biomass  resources,  are  considered  as  the  best candidate for diesel fuel substitute in diesel engines. More than 100 years ago, a
brilliant inventor named Rudolph Diesel designed the original diesel engine to run on vegetable oil. Rudolph Diesel used peanut oil to fuel one of his engines at the
Paris Exhibition in 1900 [15]. However,  several  obstacles  had  to  be  overcome.  Vegetable  oils  typically
have viscosities ten to twenty times higher than the viscosity of fossil diesel fuel. This  quality  leads  to  poor  fuel  atomization  and  results  incomplete  combustion,
which was already attested in the 1920s [15]. The high flash point attributes to its lower  volatility  characteristics.  This  leads  to  more  deposit  formation,
carbonization of injector tips, ring sticking and, a gradual dilution and degradation of  the  lubricating  oil.  The  combination  of  high  viscosity  and  low  volatility  of
vegetable  oils  causes  poor  cold  engine  start  up,  misfire  and  ignition  delay. Oxidative  and  thermal  polymerisation  of  vegetable  oil cause  a  deposition  on  the
injectors  forming  a  film  that  will  continue  to  trap  fuel  and  interfere  with combustion. As a consequence, long-term operation on neat vegetable oils or on
mixtures  of  vegetable  oils  and  fossil  diesel  fuel  inevitably  results  in  engine breakdown  [16].  These problems  can  be  solved  by  either  adapting  the  engine  to
the  fuel  or  by  adapting  the  fuel  to  the  engine.  The  first  strategy  led  to  the development of vegetable oil engines, but this strategy is hard to realize because
such engines would be more difficult to be built since it would be larger, heavier and more expensive. The latter strategy aimed at modifying plant oils by various
technologies to produce fuels which approximate the properties and performance
6 of  fossil  diesel.  The  four  most  widely  used  technologies  in  this  context  are
pyrolysis,  microemulsification,  dilution,  and  transesterification  [16],  but  only transesterification  reaction  can  lead  to  the  products  commonly  known  as
biodiesel, i.e., alkyl esters of oil and fats [17].
Vegetable Oils as Alternative Diesel Fuels
Nowadays,  various  of  vegetable  oils,  such  as  palm,  soybean,  sunflower, peanut and olive oils have been used as alternative fuels for diesel engines.  Due
to the rapid decline in crude oil reserves, the use of vegetable oils as diesel fuels is again  promoted  in  many  countries.  Depending  upon  climate and  soil  conditions,
different  nations  or  regions  have  different  vegetable  oil  sources.  For  example, soybeans oil in the United States, rapeseed and sunflower oils in Europe, palm oil
in  South  East  Asia  mainly  Malaysia  and  Indonesia,  and  coconut  oil  in  the Philippines.
Composition of Vegetable Oils
The basic constituent of vegetable oils is TG. Figure 1 shows a typical TG molecule,  where  R
1
,  R
2
,  R
3
are  long  chains  of  carbons  and  hydrogen  atoms, sometimes called fatty acid chains.   Vegetable  oils  comprise  90  to 98 TG and
O ║
H
2
C – O – C - R
1
O ║
HC – O – C - R
2
O ║
H
2
C – O – C - R
3
Fig.1  Structure of a typical TG molecule. small  amounts  of  MG  and  DG.  TG  are  esters  of  fatty  acids  and  one  GL.  These
contain  substantial  amounts  of  oxygen  in  its  structure.  Fatty  acids  vary  in  their
7 carbon  chain  length  and  in  the  number  of  double  bonds.  The  structures  of
common fatty acids are given in Table 1 [18]. Table 1  Chemical structure of common fatty acids
Fatty acid Systematic name
Structure
a
Formula Lauric
Dodecanoic 12:0
C
12
H
24
O
2
Myristic Tetradecanoic
14:0 C
14
H
28
O
2
Palmitic Hexadekanoic
16:0 C
16
H
32
O
2
Stearic Octadekanoic
18:0 C
18
H
36
O
2
Arachidic Eicosanoic
20:0 C
20
H
40
O
2
Behenic Docosanoic
22:0 C
22
H
44
O
2
Lignoceric Tetracosanoic
24:0 C
24
H
48
O
2
Oleic cis-
9-Octadecenoic 18:1
C
18
H
34
O
2
Linoleic cis
-9, cis-12-Octadecadienoic 18:2
C
18
H
32
O
2
Linolenic cis
-9, cis-12,cis-15- Octadecatrienoic
18:3 C
18
H
30
O
2
Erucic cis
-13-Docosenoic 22:1
C
22
H
42
O
2 a
xx:y indicates xx carbon in the fatty acid chain with y double bonds The fatty acid composition of some vegetable oils is summarized in Table 2
[19].  The  fatty  acids  which  are  commonly  found  in  vegetable  oils  are  stearic, palmitic, oleic, linoleic and linolenic.  Vegetable oils contain FFA generally 1 to
5,  phospholipids,  phosphatides, carotenes,  tocopherols,  sulfur  compounds  and traces of water [18].
8
Table 2  Fatty acid compositions of vegetable oil samples Fatty acid composition in  wt.
Sample 16:0
16:1 18:0
18:1 18:2
18:3 Others
Cotton seed 28,7
0,9 13
57,4 Poppy seed
12,6 0,1
4,0 22,3
60,2 0,5
Rapeseed 3,5
0,9 64,1
22,3 8,2
Safflower seed
7,3 1,9
13,6 77,2
Sunflower seed
6,4 0,1
2,9 17,7
72,9 Sesame seed
13,1 3,9
52,8 30,2
Linseed 5,1
0,3 2,5
18,9 18,1
55,1 Wheat grain
20,6 1,0
1,1 16,6
56,0 2,9
1,8 Palm
42,6 0,3
4,4 40,5
10,1 0,2
1,1 Corn
marrow 11,8
2,0 24,8
61,3 0,3
Castor
a
1,1 3,1
4,9 1,3
89,6 Soybean
13,9 0,3
2,1 23,2
56,2 4,3
Peanut kernel
11,4 2,4
48,3 32,0
0,9 4,0
Hazelnut kernel
4,9 0,2
2,6 83,6
8,5 0,2
Walnut kernel
7,2 0,2
1,9 18,5
56,0 16,2
Almond kernel
6,5 0,5
1,4 70,7
20,0 0,9
Olive kernel 5,0
0,3 1,6
74,7 17,6
0,8
a
Castor oil contains 89.6 ricinoleic acid.
9
Fuel-Related Properties of Vegetable Oils
The  fuel-related  properties  of  vegetable  oils  are  presented  in  Table  3  [16,
19]..
Table 3  Fuel-related properties of vegetable oils Oils
KV CN
HV CP
PP FP
DT CR
SC Corn
a
34,9  37,6 39,5
-1,1  -40,0  277  0,9095  0,24 0,01
Cotton seed
a
33,5  41,8 39,5
1,7 -15,0  234  0,9148  0,24
0,01 Crambe
a
53,6  44,6 40,5
10,0  -12,2  274  0,9044  0,23 0,01
Linseed
a
27,2  34,6 39,3
1,7 -15,0  241  0,9236  0,22
0,01 Peanut
a
39,6  41,8 39,8
12,8 -6,7  271  0,9026  0,24
0,01 Rapeseed
a
37 37,6
39,7 -3,9  -31,7  246  0,9115  0,30
0,01 Safflower
a
31,3  41,3 39,5
18,3 -6.7  260  0,9144  0,25
0,01 Sesame
a
35,5  40,2 39,3
-3,9 -9,4  260  0,9133  0,25
0,01 Soybean
a
32,6  37,9 39,6
-3,9  -12,2  254  0,9138  0,27 0,01
Sunflower
a
33,9  37,1 39,6
7,2 -15
274  0,9161  0,23 0,01
Palm
a
39,6  42,0 -
31,0 -
267  0,9180 -
0,01 Babasu
a
30,3  38,0 -
20,0 -
150  0,9460 -
0,01 Castor
b
297  42,3 37,4
- -
- -
0,21 0,01
Poppyseed
b
42,4  36,7 39,6
- -
- -
0,25 0,01
Wheat grain
b
32,6  35,2 39,3
- -
- -
0,23 0,02
Hazelnut
b
24,0  52,9 39,8
- -
- -
0,21 0,02
Walnut
b
36,8  33,6 39,6
- -
- -
0,24 0,02
Almond
b
34,2  34,5 39,8
- -
- -
0,22 0,02
Olive
b
29,4  49,3 39,7
- -
- -
0,23 0,02
a
Source: [16]
b
Source: [19] KV = Kinematics Viscosity  at 38
o
C  mm
2
s,       CN = Cetane Number, HV
= Heating Value MJkg,    CP = Cloud Point
o
C,     PP = Pour Point
o
C, FP = Flash Point
o
C,      DT = Density kgL,     CR = Carbon Residue  ww, SC = Sulphur Content  ww
10
Biodiesel Production by Catalytic Process
Biodiesel has been defined as the monoalkyl esters of long-chain fatty acids derived from renewable feedstocks, such as vegetable oils and animal fats, for use
in compression-ignition diesel engines [20]. Biodiesel, consisting of FAME can be  produced  by  transesterification  of  triglycerides  andor  esterification  of  fatty
acids with short-chain alcohol, mainly MeOH. Chemistry of Transesterification Process
Transesterification  [21],  also  called  alcoholysis,  is  the  displacement  of alcohol from an ester by another alcohol in a process similar to hydrolysis, except
than an alcohol is used in instead of water. This process has been widely used to reduce  the  viscosity  of  TG.  The  transesterification  reaction  is  represented  by
general equation: RCOOR
1
+  R
2
OH ↔  RCOOR
2
+   R
1
OH                                 1 Ester          Alcohol        Ester               Alcohol
If  MeOH is used in the  above reaction  Eq.1, it is termed methanolysis. The overall transesterification reaction is given by Eq. 2. However, three consecutive
and  reversible  reactions  are  believed  to  occur.  These  reactions  are  given  by  Eq. 3, 4 and 5.
O                                                                  O ║                                                                  ║
H
2
C - O-C-R
1
CH
3
-O- C-R
1
|         O                                                                 O                      CH
2
-OH |
║                                                                 ║                       | HC - O-C-R
2
+    3 CH
3
OH →         CH
3
- O-C-R
2
+      CH - OH |         O                                                                 O                       |
| ║                                                                 ║                      CH
2
-OH H
2
C - O-C-R
3
CH
3
–O-C-R
3
TG                     3 MeOH                    3 FAME ME                   GL      2
11 TG
+ MeOH
↔  DG  + ME                                              3
DG +
MeOH ↔  MG  +
ME                                              4 MG
+ MeOH
↔  GL  + ME                                              5
The first step is the conversion of TG to DG, followed by the conversion of DG to MG, and of MG to GL , yielding one FAME molecule from each glyceride at each
step [6, 7, 8].
Alkaline-Catalyzed Transesterification
Alkaline  catalysis  is  far  the  most  commonly  used  in  transesterification reaction  for  biodiesel  production.  The  main  advantage  of  this  form  of  catalysis
over  acid-catalyzed  transesterification  is  about  4000  times  faster  under  the  same temperature  condition  and  amount  of  catalyst.  Moreover,  alkaline  catalysts  are
less  corrosive  to  industrial  equipment,  so  that  they  enable  the  use  of  less expensive
carbon-steel reactor
material. Finally,
alkaline-catalyzed transesterification make do with far smaller alcohol volumes than are required for
acid-catalyzed reaction, so that reactor sizes can be reduced [15]. Different  technologies  are  currently  available  and  used  in  the  industrial
production  of  biodiesel  fuel,  which  is  sold  under  different  trademarks.  For example,  there  are  the  Italian  processes  Novemont,  the  French  IFP,  the  German
Henkel and ATT. Generally, the process is batchwise in the presence of alkaline catalyst such as potassium hydroxide KOH or sodium hydroxide NaOH under
atmospheric  pressure  and  at  temperature  of  approximately  60  to  70
o
C  close  to the boiling point of MeOH with an excess of MeOH. The FFA is neutralized with
alkali  to  form  soap  during  the  reaction.  After  the  reaction  is  finished,  an  acid  is added to neutralize the catalyst. The mixture at the end of reaction is allowed to
settle.  The  lower  GL  layer  is  drawn  off,  while  the  upper  methyl  esters  layer  is washed and processed further for purification. Unreacted MeOH in the ester layer
is  removed  and  recovered  by distillation  or evaporation.  Purification  is made  by washing two or three times with water to remove the soap and catalyst. Under the
12 same condition, 67 to 84 conversion of crude vegetable oils into methyl esters
can be obtained, compared with 94 to 97 when using refined oils [22]. There  are  several  variables  affecting  the  yield  of  FAME  biodiesel  by
transesterification  of  vegetable  oil.  It  would  be  related  with  the  quality  of feedstock  free  fatty  acids  and  water  content,  reaction  parameters  temperature,
pressure, molar ratio of MeOH to oil, mixing intensity, the length of alkyl chain of alcohol a number of simple alcohols up to n-hexanol, and catalyst type and
concentration.  Some  types  of  catalyst  have  been  used  for  the  transestrification that  can  be  categorized  as  homogeneous  alkaline  catalysis  and  heterogeneous
alkaline catalysis.
The reaction
mechanism of
alkaline-catalyzed transesterification  is given in Fig. 2 [23].
Fig. 2  The reaction mechanism of alkaline-catalyzed transesterification. The  main  drawback  of  the  alkaline-catalysis  is  the  sensitivity  of  alkaline
catalysts to FFA contained in the feedstock material. When an alkaline catalyst is added to these feedstocks, the FFA reacts with the catalyst to form soap and water
as shown in Eq. 6 .
13 R-COOH    +
KOH →       R-COOK
+   H
2
O                    6 FFA             Potassium hydroxide           Soap                Water
This  means  that  alkaline-catalyzed  transesterification  optimally  works  with high-quality  and  low-acidic  vegetable  oils,  which  are  however  more  expensive
than waste oils. If low-cost materials, such as waste fatscooking oils or unrefined vegetable  oils  with  a  high  amount  of  FFA,  are  to  be  processed  by  alkaline
catalysis, costly deacidification or pre-esterification steps are required.
Acid-Catalyzed Transesterification
Acid  catalysis  transesterification  offers  the  advantage  of  also  esterifying FFA  contained  in  the  fats  and  oils  as  presented  in  Eq.7,  and  is  therefore
especially suited for the transesterification of highly acidic fatty materials, such as palm oil or waste edible oil.
R-COOH  + CH
3
OH →        R-COOCH
3
+    H
2
O                   7 FFA                      MeOH                        FAME              Water
Figure  3  shows  the  reaction  mechanism  with  H
2
SO
4
as  a  catalyst.  The  catalyst H
2
SO
4
dissociates to 2H
+
and SO
4 2-
.  In the first step, H
+
attaches to the oxygen of the carbonyl group, and thus renders carbonyl carbon even more susceptible to
nucleophilic  attack.  In  this  reaction,  the  nucleophile  is  alcohol.  As  in  the  alkali- catalyzed reaction, the intermediate molecule reacts with alcohol to form mostly
tetrahedral  molecule,  which  further  rearranges  to  a  fatty  acid  methyl  ester  and diglyceride [24].
14
Fig. 3  The reaction mechanism of transesterification with H
2
SO
4
as a catalyst. However, acid-catalyzed tranesterification are usually far slower than alkali-
catalyzed reaction and require higher temperatures and pressures as well as higher amounts  of  alcohol.  The  typical  reaction  conditions  for  homogeneous  acid-
catalyzed methanolysis are temperatures of up to 100
o
C and pressures of up to 5 bars  in  order  keep  the  alcohol  liquid.  A  further  disadvantage  of  acid  catalysis  -
probably  prompted  by  the  higher  reaction  temperatures  –  is  an  increased formation  of  unwanted  secondary  products,  such  as  dialkylethers  or  glycerol
ethers [17]. Finally, in contrast to alkaline reactions, the presence of water in the reaction  mixture  proves  absolutely  detrimental  for  acid  catalysis.  Canakci  and
Van Gerpen [25] reported that the addition of 0.5 water to a mixture comprising soybean  oil,  methanol  and  sulfuric  acid  reduced  ester  conversion  from  95  to
below 90. At a water content of 5, ester conversion decreased to only 5.6. It should be noted that also water released during esterification of FFA might inhibit
further reaction, so that very acidic raw materials might give moderate conversion even in acid-catalyzed alkoholysis reactions.
15
Enzymatic Catalysis
Although biodiesel is at present successfully produced chemically, alkaline- catalyzed and acid-catalyzed methods are both sensitive to the presence of water
and free fatty acids. In addition, the reaction has several drawbacks: it is energy intensive,  recovery  of  glycerol  is  difficult,  the  catalyst  should  be  removed  from
the  product  and  alkaline  waste-water  required  treatment.  The  disadvantages  of
using  chemical  catalysts  can  be  overcome  by  using  lipases  enzymes  as  the catalysts  for  ester  synthesis  [26].    As  compared  to  other  catalyst  types,
biocatalysts  have  several  advantages.  They  enable  conversion  under  mild temperature-,  pressure-  and  pH-conditions.  Neither  the  ester  product  nor  the
glycerol  phase  has  to  be  purified  from  alkaline  catalyst  residues  or  soap.  That means  that  phase  separation  is  easier,  high-quality  glycerol  can  be  sold  as  a  by-
product,  and  environmental  problems  due  to  alkaline  wastewater  are  eliminated [27]. Moreover, both the transesterification of triglycerides and the esterification
of  FFA  occur  in  one  step.  As  a  consequence,  also  highly  acidic  fatty  materials, such  as  palm  oil  or  waste  oil,  can  be  used  without  pretreatment  [28].  Finally,
many lipases show considerable activity in catalyzing transesterification with long or branched-chain alcohol, which can hardly be converted to fatty acid ester in the
presence of conventional alkaline catalysts and catalysts can be reused.
Bottlenecks  to  use  of  enzymatic  catalysts  include  the  high  cost  of  lipases compared with inorganic catalysts in the absence effective schemes for multiple
enzyme  use,  the  reaction  is  slowly  8-70  h,  inactivation  of  the  lipase  by contaminants  in  the  feedstocks  phospholipids  and  water,  and  inactivation  by
polar  short-chain  alcohols.  An  effort  to  reduce  the  production  cost  made  by utilizing  an  immobilized  enzyme  was  reported  by  Shimada  et  al.  [29].  They
researched  the  factors  affecting  methanolysis  of  vegetable  oils  by  Candida antartica
lipase for the continuous production of biodiesel. An important finding was that by a novel stepwise addition of methanol, serious degradation of lipase in
the  presence  of  a  high  concentration  of  MeOH  could  be  avoided.  A  significant conversion  was  achieved  for  the  reaction  time  of  70  h.  The  series  of  drawbacks
make this process is still far for industrialization.
16
Development of the Catalytic Process for Biodiesel Production
Alkaline-catalyzed  traneseterification  of  TG  in  vegetable  oils,  with  the addition  of  an  acid-catalyzed  reaction  to  esterify  FFA  are  the  technologies
presently  in use  for  industrial-scale biodiesel  production.  However,  the  desire to reduce or remove catalyst cost, waste output and to obtain the simpler process has
stimulated  the  investigation  of  alternate  methods  of  biodiesel  synthesis.  These methods, described here, are largely in the developmental stage, with little or no
actual application in the biodiesel industry to date.
In-situ Transesterification
The  term  in-situ  transesterification refers  to  process,  in  which  the  oil
contained  in  vegetable  seeds  is  extracted  and  transesterified  in  one  step.  That means that the lower alcohol serves both as an extracting agent for the oils and the
reagent  for  alcoholysis.    This  method  may  serve  essentially  to  reduce  substrate costs  in  biodiesel  production.  In-situ  transesterification  offers  a  series  of
advantages.  First,  hexane  is  no  longer  necessary  as  a  solvent  in  oil  recovery. Second, the whole oil seed is subjected to the transesterification process, so that
losses due to incomplete oil production are minimized. Finally, the esterified oils tend  to  be  easier  to  recover  from  the  solid  residue  than  native  oils  due  to  their
decreased viscosities [30]. Both  alkaline  catalysis  [31,  32]  and  acid  catalysis  [30,  33,  34]  have  been
applied.  Unlike  conventional  alcoholysis  reactions,  ethanol  and  higher  alcohols, such  as  1-propanol  or  1-butanol,  are  favored  over  MeOH  for  in-situ  processes.
This is due to the fact that MeOH is a very poor solvent for oils, so that the yields of  in-situ  methanolysis  tend  to  be  low  [34].  One  exception  is  the  acid-catalyzed
in-situ methanolysis of high-acidity rice-bran oil, which was found to give higher conversion than the respective processes conducted with other alcohols [35]. The
main limitation of in-situ ethanolysis reactions is the water content of the alcohol. It  is  suggested  that  only  anhydrous  ethanol  will  give  satisfactory  results,  as
otherwise  the  esters  will  be  contaminated  with  sulphurous  and  phosphorous compounds.  Because  of  the  high  prices  of  absolute  ethanol  and  the  alternative
17 longer-chain  alcohols,  in-situ  transesterification  is  generally  considered  as
uneconomic at the moment.
Monophasic Transesterification
One major problem in alkaline-catalyzed transesterification of TG is the fact that  the  oil  substrate  is  not  miscible  with  the  alcohol-catalyst  phase.  Reaction
occurs at the interface between the two phases, resulting in a much lower rate than if the reaction mixture was a single phase. That means that transesterification does
not  proceed  properly,  unless  the  reaction  mixture  is  homogenized  in  some  way. Vigorous stirringmixing of components is one method of homogenization, which
has been found successful for both batch processes [8] and continuous operation [36].  Also  the  application  of  low  frequency  ultrasonic  irradiation  to  form
emulsions  of  oil  and  alcohol  has  been  reported  [37].  Alternatively  a  common solvent  for  both  alcohol  and  oil  may  be  added,  including  toluene  [38],  and
tetrahydrofuran  THF  [39].  In  addition  to  the  use  of  solvent  to  promote  the miscibility of methanol and oil, a high-MeOH:oil molar ratio 27:1 is employed,
raising  the  polarity  of  the  medium  sufficiently  to  allow  a  one-phase  system, thereby increasing the transesterification rate. The advantages of this approach are
the  use  of  a  one-step  transesterification  process,  methyl  ester  yields  98, reaction  times  of  10  min,  and  lower  reaction  temperatures.  The  disadvantages
are  necessity  of  recovering  the  THF  and  the  large  molar  excess  of  unreacted MeOH,  and  inherent  hazards  associated  with  flammable  solvent.  Nonetheless,
adoption  of  this  technology  for  commercial  biodiesel  production  was  reported recently [40].
Using Reactive Distillation RD Technique
In  reactive  distillation  both  chemical  conversion  and  the  distillative separation  of  the  product  mixture  are  carried  out  simultaneously.  Through  this
integrative  strategy,  chemical  equilibrium  limitations  can  be  overcome,  higher selectivities  can  be  achieved  and  heat  of  reaction  can  be  directly  used  for  the
process.  Increased  process  efficiency  and  reduction  of  investments  and operational costs are the direct results of this approach. The idea of RD is old but
it  is  used  for  some  outstanding  applications  in  the  recent  years  and  hence  the
18 various aspects of it are being investigated worldwide at a tremendous pace. Some
works  exits  in  which  the  production  of  biodiesel  by  RD  is  reported,  as  the  one developed by Omata et al [41, 42], He et al [43, 44]. A continuous-flow reactor
using  RD  has  been  found  feasible  for  biodiesel  production  from  canola  oil  with potassium  hydroxide  as  the  catalyst  [44].  The  operating  parameters  of  65  °C
column temperature and 4:1 MeOH:oil molar ratio with a pre-reactor have yielded promising  results.  Preliminary  results  showed  that  the  RD  reactor  was  very
effective  in transesterifying  canola  oil  to  biodiesel.  The  use  of excess alcohol  in the feed was reduced by 66. This implies that the downstream alcohol recovery
effort would also be reduced by 66. The short reaction time, which was 10 to 15 times shorter than those used in batch and existing continuous-flow reactors, led
to  a  6  to  10  times  higher  productivity.  In  summary,  this  RD  reactor  bears  three major  advantages  over  batch  and  traditional  continuous-flow  processes:  1
shorter  reaction  time  and  higher  unit  productivity,  which  is  highly  desirable  in commercial production units; 2 much lower excess  alcohol requirement, which
greatly  reduces  the  effort  of  downstream  alcohol  recovery  and  operating  costs; and 3 lower capital costs due to its smaller size and the reduced need for alcohol
recovery equipment. Generally speaking, the operation of an RD reactor is complicated because
its performance is affected by several parameters, including the reaction kinetics, size of the reaction and separation zones, reflux ratio, feed rate, and feeding tray
location,  etc.  The  optimum  operating  conditions  are  determined  as  the  result  of systematic investigations of all operating parameters. Since it is the combination
of  reaction,  distillation  and  mixing,  the  design  and  control  of  such  processes  is extremely  difficult  and  at  least  with  the  present  knowledge  and  experience,  one
cannot just rely on thumb rules and gut feelings. Systematic design methods and simulation  strategies  are  being  worked  out  to  design  a  commercial  reactive
distillation  unit  for  the  given  application.  Complex  interaction  of  reaction  and phase  equilibria  may  lead  to  non-linear  dynamic  effects  such  as  multiple  steady
states,  oscillation  etc.,  which  are  important  considerations  while  operating  a reactive  distillation  column  and  proper  control  strategies  are  required  to  be
devised.
19
Biodiesel Production by Non-Catalytic Process
At present, as mentioned above, most of the methods on transesterification reaction  are  in  the  employing  an  alkali  catalyst.  This  method  has,  however,
drawbacks  such  as  difficulties  recovery  of  GL,  the  need  for  removal  of  the residual catalyst and the saponified product soaps to obtain biodiesel product by
neutralization,  washing  and  drying.  Furthermore,  oils  containing  free  fatty  acids andor water are incompletely transesterified using alkaline catalyst. It prevents a
maximum  utilization  of  low-quality  feed  stocks  such  waste  frying  oil  and  waste industrial oil. In fact, the use of acid catalyst results in long reaction time and this
process is also sensitive to water and free fatty acids content. As a result, it may then affect the success of biodiesel application because of high-energy production
cost.  Nowadays,  the  high  cost  of  biodiesel  is  the  major  obstacle  to  its commercialization. The high cost of biodiesel is mainly due to the cost of virgin
vegetable  oil.  Exploring  ways  to  reduce  the  high  cost  of  biodiesel  is  of  much interest in recent biodiesel research, especially for those methods concentrating on
minimizing the raw material cost and production cost as well. The disadvantages resulted  from  the  use  of  a  catalyst  and  its  removal  from  the  products  can  be
eliminated  if  the  non-catalytic  transesterification  reaction  of  vegetable  oils  with alcohol can be realized.
Non-Catalytic Transesterification in Supercritical MeOH
A key advantage of chemistry in supercritical fluid including MeOH is the possibility  of  varying  the  properties  of  the  reaction  medium  over  a  wide  range
solely by changing the pressure and temperature and thus optimizing the reaction without changing the solvent. Saka and Kusdiana [9], Dermibas [12] and Han et
al [13] have proposed that biodiesel may be prepared from vegetable oil via non-
catalytic  transesterification  with  supercritical  MeOH.  Critical  state  of  MeOH  is 239
o
C  and  8.1  MPa,  the  condition  which  is  much  milder  than  that  of  water. Hydrogen-bonded liquids such as water and MeOH in the supercritical state have
unique properties not available under ambient conditions. Under the supercritical state,  hydrogen  bonding  could  be  reduced  making  MeOH  just  like  a  free
20 monomer. This condition also contributes to the change in ionic product in which
methanol can be expected to act as acid catalyst. Or in another word, supercritical state is possible to substitute the function of catalysts usually used in the reaction.
By  applying  such  a  high  pressure,  the  solubility  of  MeOH  can  be  improved. Therefore,  many  non-polar  organic  substances  including  vegetable  oil  could  be
highly soluble in supercritical methanol so that restrictions in mass transfer due to the  phase  boundaries  do  not  apply.  As  a  result,  a  vigorous  stirring  which  is
normally  applied  for  heterogeneous  reaction  such  as  those  in  the  biodiesel  fuel production can be eliminated and the reaction was found to be complete in a very
short  time  4-10  min.The  disadvantages  of  the  non-catalytic  process  in supercritical  MeOH  are  the  necessity  of  the  large  molar  excess  of  MeOH  the
molar  ratio  of  MeOHoil  was  24  –  42  and  high  operating  temperature  and Pressure  240-350
o
C,  9-65  MPa,  which  are  not  viable  in  practice  in  industry. Therefore, non-catalytic process for biodiesel production need to be developed so
that a feasible process and simpler can be realized.
Non-Catalytic Transesterification in a BCR
As  mentioned  above,  using  RD  technique  for  biodiesel  production  is  a newest catalyzed process that has many advantages as compared to conventional
catalyzed process. If the advantages of the RD can be applied in the non-catalytic process  so  a  process  that  more  and  more  advantage  can  be  obtained.  Thus,  the
advantages  of  non  catalytic  process  are  combined  with  the  advantages  of  RD technique.  In  the  catalytic  process,  reactants  oil  and  MeOH  react  in  the  liquid
phase so the reaction temperature is close to the boiling point of MeOH ± 65
o
C at atmospheric  pressure.  In  the  non-catalytic process  reaction  temperature must be
increased  to  obtain  the  feasible  reaction  rate.  Therefore,  if  the  reaction temperature is increased to be  65
o
C at atmospheric pressure, MeOH changes to be vapor and the transesterification is conducted in the heterogeneous gas-liquid
reaction. Bubble  columns  are  widely  used  for  conducting  gas-liquid  reactions  in
variety of practical applications in industry such as absorption, fermentations, bio- reactions, coal liquefaction and waste water treatment, but it has not yet been used
21 for  biodiesel  production.  Due  to  their  simple  construction,  low  operating  cost,
high  energy  efficiency  and  good  mass  and  heat  transfer,  bubble  columns  offer many  advantages  when  used  as  gas-liquid  contactors  [45].  For  the  first  time,
research  about  biodiesel  production  in  BCR  by  non-catalytic  process  was conducted by Yamazaki et al [14] that studied the effects of reaction temperature,
MeOH  feed  flow  rate,  operating  pressure,  stirring  rate  and  initial  oil  sunflower oil volume on out flow rate of FAME. Based on the maximum out flow rate of
FAME  in  the  gas  phase,  the  optimum  condition  is  290
o
C  and  0.1  MPa.  This condition  is  same  with  normal  boiling  point  of  GL  but  is  below  normal  boiling
point  of  TG  and  FAME.  This  research  need  to  be  continued  to  discuss  about kinetics  study  of  the  transesterification  and  esterification  reaction,  the  effect  of
FFA in the vegetable oil, etc.
Conclusion
Efforts  are  underway  in  many  countries,  including  Indonesia,  to  search  for suitable alternative diesel fuels that are environment friendly. Among the different
possible sources, diesel fuels derived from TG vegetable oilsanimal fats present a  promising  alternative  to  substitute  diesel  fuels.  Although  TG  can  fuel  diesel
engines, their high viscosities, low volatilities and poor cold flow properties have led to the investigation of various derivatives. Fatty acid methyl esters, known as
biodiesel  derived  from  TG  by  transesterification  with  MeOH  received  the  most attention.  At  present,  the  high  cost  of  biodiesel  is  the  major  obstacle  to  its
commercialization.  The  various  process  and  research  for  biodiesel  production have  been  developed  to  reduce  the  high  cost  of  biodiesel,  especially  for  those
methods concentrating on minimizing the raw materials cost and production cost as well. Research using  bubble column in now underway as our effort to reduce
the raw materials and production cost.
22
CHAPTER III NON-CATALYTIC TRANSESTERIFICATION OF PALM OIL