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Current Situation and Future Prospects of Oleochemical Industry
Ahmad Mustafa
R&D and Quality Manager, Oleo Misr
ahmedm@oleomisr.com
www.oleomisr.com
Focus Points
Current Situation of Oleochemicals
Specialty Oleochemicals (Production)
Specialty Oleochemicals (Definition)
Enzymatic Processes
Oleo Misr R&D
Conclusion
• Most of oleochemicals plants now are producing
basic oleochemicals.
• Few years ago, plants some plants started shifting
their production to specialty oleochemicals.
• Producing specialties need information and know
how which is not fully commercialized now.
Basic Specialty
Oleochemicals
• Main processes
 Fat Splitting
 Fractionation
 Transestrification
 Hydrogenation
 Saponification
• High-Value Processes
 Esterification
 Amidation
 Quaternization
 Sulfonation
 Ethoxylation
 Epoxidation
 Alcoholyses of epoxidized
fats
Basic Oleochemicals
Fatty acid, Crude glycerin
Methylesters
Fractionated acids & methylesters
Fatty alcohols
Soap noodles
Specialty Oleochemicals
MCT, IPM, IPP, monoglycerides
amides, amido amines
Quats, amine oxides
Sulfates
Ethoxylates
Plasticizers, stabilizers,
Polyols
Specialty esters are considered as a high value
oleochemicals that are produced in low quantities but
are highly priced with high profit margins.
5
With bioinnovation…
Basic Specialties
Specialty Oleochemicals
Profitability Profile
Profitability
ConsumptionLow
Low
High
High
Pharmaceuticals
Cosmetics and personal care
Biolubricant & Grease
Soap & Detergent
Source: ZAINAB IDRIS, exploring the potential of downstream sector in the palm oil
industry in Sabah. SEMINAR ON INVESTMENT OPPORTUNITIES IN HIGH GROWTH
SECTORS IN SABAH 2012
• Non-Toxic/ non corrosive, Thus eliminating environmental
risks.
• Eliminate side reactions.
• Plant using enzymatic technology has less investment.
• Less Energy Consumption.
• Less Processes Steps.
• Produces clean and pure product.
• Selective Reaction.
Glycerin
Monolaurate
Feed
additive
Emulsifier
Isopropyl
Palmitate
Bio-
solvent
Emollient
2-Ethylhexyl
Oleate
Placticizer
Bio-
lubricant
Glycerin Laurate has wide range of applications
FOOD COSMETICS Dietary
Supplements
Feed
Additive
13
Experimental design
ue
1.05796
1.79715
2.53634
3.27554
4.01473
48
51
54
57
60
40
50
60
70
80
90
100
Conversion(%)
A: Temp. (C)B: Enzyme load (%)
lue
1.05796
1.79715
2.53634
3.27554
4.01473
48
51
54
57
60
40
50
60
70
80
90
100
Conversion(%)
A: Temp. (C)C: Molar ratio
Design-Expert® Software
Factor Coding: Actual
Conversion (%)
Design points below predicted value
93.23
43.2
X1 = B: Enzyme load
X2 = C: Molar ratio
Actual Factor
A: Temp. = 54
1.05796
1.79715
2.53634
3.27554
4.01473
1.05796
1.79715
2.53634
3.27554
4.01473
40
50
60
70
80
90
100
Conversion(%)
B: Enzyme load (%)C: Molar ratio
14Interactive Effects of Different Variables on Glycerin Laurate Formation
1 0 . 0 0 1 5 . 0 0 2 0 . 0 0 2 5 . 0 0 3 0 . 0 0 3 5 . 0 0 4 0 . 0 0 4 5 . 0 0
1 0 0 0 0 0 0
2 0 0 0 0 0 0
3 0 0 0 0 0 0
4 0 0 0 0 0 0
5 0 0 0 0 0 0
6 0 0 0 0 0 0
7 0 0 0 0 0 0
8 0 0 0 0 0 0
9 0 0 0 0 0 0
T im e -- >
A b u n d a n c e
T I C : 0 2 0 1 0 0 2 . D  d a t a . m s
1 1 . 6 0 7
1 5 . 9 7 6
1 6 . 8 5 8
1 7 . 1 5 6
2 3 . 6 7 3
2 3 . 8 8 5
3 4 . 9 4 3
15
GC Chromatogram for Glyceryl Laurate
Triester
Monoester
Diester
Lauric
0
10
20
30
40
50
60
70
80
90
100
1 2 3 4 5 6 7
Residualactivity
Number of cycles
16
17
0
10
20
30
40
50
60
70
80
90
100
0 30 60 90 120 150 180
Conversion,%
Time, min
Without emulsifier
with emlsifier
Lipase reusabilityEmulsifier addition
Plasticizer is a substance that is added to other polymeric
substances to aid processing of the polymer and to impart
flexibility, plasticity, softness, and reduce brittleness.
Influence of plasticizer
Lower hardness
Higher elongation
Better low Temperature
On Processing
Lower Viscosity
Faster filler
incorporation
Lower power demand
On Physical properties
i.e. Green Non Phthalate Plasticizer
First
Plasticizer
1860 1930
Phthalates
Introduced
1980’s
DEHP Declared
Carcinogenic
2001
IARCRe-classifies
DEHP as non-
carcinogenic
1998
European
Parliament calls for
alternatives to
phthalates
Timeline (history) for Plasticizers
2005
Green Plasticizer
Safety Data Sheet
For DOP
Replacing Plasticizer derived from petroleum with
plasticizer based oleochemicals is Urgent
Oleomisr pays attention to produce a green
replacer of DEHP and DOP Utilizing Palm Oil
• Utilizing Palm FA to produce
Green Polymer Additives
combines functionality with
innovation using renewable and
cheap feedstock.
• Producing epoxized palm oil is
not only used as a placticizer,
however it can be used also as a
starting material for producing
polyurethane which has a large
potential market.
Palm Based Placticizer
(Oleo Misr R&D)
23
0
20
40
60
80
100
0 30 60 90 120 150 180
Conversion,%
Time, min
As isopropyl palmitate is a non-greasy emollient that is has good
spreading characteristics, it finds a numerous applications in
cosmetics industry such as: bath oils, creams, lotions, make-up,
hair care products, deodorants, and pressed powders. Also it has
other versatile applications in different areas such as a solvent or
co-solvent in ink and paint industries.
ware
e predicted value
w predicted value
d
onc. = 5.5
1
1.6
2.2
2.8
3.4
4
3
6
9
12
15
40
50
60
70
80
90
100
Conversion(%)
A: Molar ratio (mmol)B: Enzyme amount (w/w, %)
Design-Expert® Software
Factor Coding: Actual
Conversion (%)
Design points above predicted value
Design points below predicted value
90
45
X1 = A: Molar Ratio
X2 = C: Molecular sieves conc.
Actual Factor
B: Enzyme Load = 2.5
1
2
3
4
5
6
7
8
9
10
3
6
9
12
15
40
50
60
70
80
90
100
Conversion(%)
A: Molar ratio (mmol)C: Molecular sieves amount (w/w, %)
t® Software
: Actual
%)
nts above predicted value
nts below predicted value
me Load
cular sieves conc.
o = 9
1
2
3
4
5
6
7
8
9
10
1
1.6
2.2
2.8
3.4
4
40
50
60
70
80
90
100
Conversion(%)
B: Enzyme amount (w/w, %)C: Molecular sieves amount (w/w, %)
Experimental design
Interactive Effects of Different Variables on Isopropyl palmitate Formation
25
Comparison between Chemical and Enzymatic Methods.
Pretreatment
Reaction
Washing
Bleaching
Filtration
Distillation
Catalyst
Acid/water
Bleaching earth
Filter aid &
Bleaching earth
Soaps
Unreacted
fatty acids
By-products,
color, etc.
>200 °C
>100 °C
50−60 °C
Spent Bleaching
earth
Chemical
FFA
Pretreatment
Reaction
Distillation
Enzyme
reuse
Enzymatic
Soaps, etc.
By-products
FiltrationSeparationGlycerin
Glycerine laurate Glycerine laurate
26
1. Specificity.
2. Low Energy
Consumption.
3. Green & Sustainable
Products.
4. Environmental Friendly.
Enzymes have a Great Leap to Make
27
1. Enzyme cost.
• Reusability.
2. Reaction time.
• Media emulsification
But there are some Challenges along the Path to
Commercialization
Lauric acid
Glycerin
Environmental Footprint
29
83%
Reduction
30
Environmental Footprint
88%
Reduction
31
Environmental Footprint
100%
Reduction
32
Thank You
Ahmad Mustafa
R&D and Quality Manager, Oleo Misr
ahmedm@oleomisr.com
www.oleomisr.com

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Current Situation and Future Prospects of Oleochemical Industry

  • 1. Current Situation and Future Prospects of Oleochemical Industry Ahmad Mustafa R&D and Quality Manager, Oleo Misr ahmedm@oleomisr.com www.oleomisr.com
  • 2. Focus Points Current Situation of Oleochemicals Specialty Oleochemicals (Production) Specialty Oleochemicals (Definition) Enzymatic Processes Oleo Misr R&D Conclusion
  • 3. • Most of oleochemicals plants now are producing basic oleochemicals. • Few years ago, plants some plants started shifting their production to specialty oleochemicals. • Producing specialties need information and know how which is not fully commercialized now. Basic Specialty Oleochemicals
  • 4. • Main processes  Fat Splitting  Fractionation  Transestrification  Hydrogenation  Saponification • High-Value Processes  Esterification  Amidation  Quaternization  Sulfonation  Ethoxylation  Epoxidation  Alcoholyses of epoxidized fats Basic Oleochemicals Fatty acid, Crude glycerin Methylesters Fractionated acids & methylesters Fatty alcohols Soap noodles Specialty Oleochemicals MCT, IPM, IPP, monoglycerides amides, amido amines Quats, amine oxides Sulfates Ethoxylates Plasticizers, stabilizers, Polyols
  • 5. Specialty esters are considered as a high value oleochemicals that are produced in low quantities but are highly priced with high profit margins. 5 With bioinnovation…
  • 7. Profitability Profile Profitability ConsumptionLow Low High High Pharmaceuticals Cosmetics and personal care Biolubricant & Grease Soap & Detergent Source: ZAINAB IDRIS, exploring the potential of downstream sector in the palm oil industry in Sabah. SEMINAR ON INVESTMENT OPPORTUNITIES IN HIGH GROWTH SECTORS IN SABAH 2012
  • 8.
  • 9.
  • 10. • Non-Toxic/ non corrosive, Thus eliminating environmental risks. • Eliminate side reactions. • Plant using enzymatic technology has less investment. • Less Energy Consumption. • Less Processes Steps. • Produces clean and pure product. • Selective Reaction.
  • 12. Glycerin Laurate has wide range of applications FOOD COSMETICS Dietary Supplements Feed Additive
  • 13. 13
  • 14. Experimental design ue 1.05796 1.79715 2.53634 3.27554 4.01473 48 51 54 57 60 40 50 60 70 80 90 100 Conversion(%) A: Temp. (C)B: Enzyme load (%) lue 1.05796 1.79715 2.53634 3.27554 4.01473 48 51 54 57 60 40 50 60 70 80 90 100 Conversion(%) A: Temp. (C)C: Molar ratio Design-Expert® Software Factor Coding: Actual Conversion (%) Design points below predicted value 93.23 43.2 X1 = B: Enzyme load X2 = C: Molar ratio Actual Factor A: Temp. = 54 1.05796 1.79715 2.53634 3.27554 4.01473 1.05796 1.79715 2.53634 3.27554 4.01473 40 50 60 70 80 90 100 Conversion(%) B: Enzyme load (%)C: Molar ratio 14Interactive Effects of Different Variables on Glycerin Laurate Formation
  • 15. 1 0 . 0 0 1 5 . 0 0 2 0 . 0 0 2 5 . 0 0 3 0 . 0 0 3 5 . 0 0 4 0 . 0 0 4 5 . 0 0 1 0 0 0 0 0 0 2 0 0 0 0 0 0 3 0 0 0 0 0 0 4 0 0 0 0 0 0 5 0 0 0 0 0 0 6 0 0 0 0 0 0 7 0 0 0 0 0 0 8 0 0 0 0 0 0 9 0 0 0 0 0 0 T im e -- > A b u n d a n c e T I C : 0 2 0 1 0 0 2 . D d a t a . m s 1 1 . 6 0 7 1 5 . 9 7 6 1 6 . 8 5 8 1 7 . 1 5 6 2 3 . 6 7 3 2 3 . 8 8 5 3 4 . 9 4 3 15 GC Chromatogram for Glyceryl Laurate Triester Monoester Diester Lauric
  • 16. 0 10 20 30 40 50 60 70 80 90 100 1 2 3 4 5 6 7 Residualactivity Number of cycles 16
  • 17. 17 0 10 20 30 40 50 60 70 80 90 100 0 30 60 90 120 150 180 Conversion,% Time, min Without emulsifier with emlsifier Lipase reusabilityEmulsifier addition
  • 18. Plasticizer is a substance that is added to other polymeric substances to aid processing of the polymer and to impart flexibility, plasticity, softness, and reduce brittleness. Influence of plasticizer Lower hardness Higher elongation Better low Temperature On Processing Lower Viscosity Faster filler incorporation Lower power demand On Physical properties i.e. Green Non Phthalate Plasticizer
  • 19. First Plasticizer 1860 1930 Phthalates Introduced 1980’s DEHP Declared Carcinogenic 2001 IARCRe-classifies DEHP as non- carcinogenic 1998 European Parliament calls for alternatives to phthalates Timeline (history) for Plasticizers 2005 Green Plasticizer
  • 20. Safety Data Sheet For DOP Replacing Plasticizer derived from petroleum with plasticizer based oleochemicals is Urgent
  • 21. Oleomisr pays attention to produce a green replacer of DEHP and DOP Utilizing Palm Oil • Utilizing Palm FA to produce Green Polymer Additives combines functionality with innovation using renewable and cheap feedstock. • Producing epoxized palm oil is not only used as a placticizer, however it can be used also as a starting material for producing polyurethane which has a large potential market. Palm Based Placticizer (Oleo Misr R&D)
  • 22.
  • 23. 23 0 20 40 60 80 100 0 30 60 90 120 150 180 Conversion,% Time, min As isopropyl palmitate is a non-greasy emollient that is has good spreading characteristics, it finds a numerous applications in cosmetics industry such as: bath oils, creams, lotions, make-up, hair care products, deodorants, and pressed powders. Also it has other versatile applications in different areas such as a solvent or co-solvent in ink and paint industries.
  • 24. ware e predicted value w predicted value d onc. = 5.5 1 1.6 2.2 2.8 3.4 4 3 6 9 12 15 40 50 60 70 80 90 100 Conversion(%) A: Molar ratio (mmol)B: Enzyme amount (w/w, %) Design-Expert® Software Factor Coding: Actual Conversion (%) Design points above predicted value Design points below predicted value 90 45 X1 = A: Molar Ratio X2 = C: Molecular sieves conc. Actual Factor B: Enzyme Load = 2.5 1 2 3 4 5 6 7 8 9 10 3 6 9 12 15 40 50 60 70 80 90 100 Conversion(%) A: Molar ratio (mmol)C: Molecular sieves amount (w/w, %) t® Software : Actual %) nts above predicted value nts below predicted value me Load cular sieves conc. o = 9 1 2 3 4 5 6 7 8 9 10 1 1.6 2.2 2.8 3.4 4 40 50 60 70 80 90 100 Conversion(%) B: Enzyme amount (w/w, %)C: Molecular sieves amount (w/w, %) Experimental design Interactive Effects of Different Variables on Isopropyl palmitate Formation
  • 25. 25 Comparison between Chemical and Enzymatic Methods. Pretreatment Reaction Washing Bleaching Filtration Distillation Catalyst Acid/water Bleaching earth Filter aid & Bleaching earth Soaps Unreacted fatty acids By-products, color, etc. >200 °C >100 °C 50−60 °C Spent Bleaching earth Chemical FFA Pretreatment Reaction Distillation Enzyme reuse Enzymatic Soaps, etc. By-products FiltrationSeparationGlycerin Glycerine laurate Glycerine laurate
  • 26. 26 1. Specificity. 2. Low Energy Consumption. 3. Green & Sustainable Products. 4. Environmental Friendly. Enzymes have a Great Leap to Make
  • 27. 27 1. Enzyme cost. • Reusability. 2. Reaction time. • Media emulsification But there are some Challenges along the Path to Commercialization Lauric acid Glycerin
  • 28.
  • 32. 32
  • 33.
  • 34.
  • 35.
  • 36.
  • 37. Thank You Ahmad Mustafa R&D and Quality Manager, Oleo Misr ahmedm@oleomisr.com www.oleomisr.com