Processing and Raw Materials for Botanically Derived Emollients

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Processing and Raw Materials for Botanically Derived Emollients Benjamin Schwartz Ontario SCC Education Day September 18, 2018 Lipid knowledge for the personal care industry

Grades of natural oils for cosmetics I Cold-pressed, unrefined oils Minimally processed Oxidation products and environmental contaminants not removed May contain high levels of residual proteins II Refined and deodorised single source oils Processed to remove oxidation products and environmental contaminants Canola oil, Soybean oil, Sunflower oil, Sweet almond oil III Vegetable oil based cosmetic ingredients Vegetable oils and derivatives with specific functionality for cosmetic applications High oxidative stability, longer shelf life 2

Removal of undesirable components Degumming (Citric Acid) Neutralization (Sodium Hydroxide) Bleaching (Clay, silica) Deodorization (Steam) Lecithin Proteins Sugars Metals Free fatty acids Proteins Pigments Oxidation products Metals Proteins Free fatty acids Proteins Flavor compounds 3

Crude versus Deodorized Oil Rapeseed oil Crude Refined Solid particles, % 0.01 Below detection Lecithins, % 0.5 0.001 Free fatty acid, % 1 0.02 Pigments, mg/kg - Carotenoids - Chlorophyll 25 10 <1 0.1 Flavour and odour substances Oxidation products - Peroxides, PV - Secondary, AV Odour and flavour 1-4 1-2 Neutral 0.2 1 4

Retention of Valuable Lipids Soft processing retains 85-90% of the original sterol and tocopherol content Sterols mg/kg Tocopherols mg/kg 10000 1400 8000 6000 1200 1000 800 4000 2000 600 400 200 0 Soybean Rapeseed Sunflower 0 Soybean Rapeseed Sunflower Crude Refined Crude Refined 5

Selection criteria for raw materials of cosmetic and personal care products Functionality Fatty acid composition Consistency Presence of minor lipid components Sustainability assessment Farmed crops: land use efficacy, environmental impact & traceability Wild growing crops: contribution to social and economical development Marketability assessment Interesting marketing stories Consumer awareness 7

Our vegetable raw material base Rapeseed Soya Shea Illipe Palm 8

Natural Stearic Butters (long chain dominant- C16/C18 fatty acids) Shea Cocoa Illipe / Shorea Cupuaçu Sal Palm Main region West Africa Ivory Coast Borneo Amazon India Malaysia Main fatty acids (typical value %): Palmitic C16:0 4 26 17 9 5 44 Stearic C18:0 43 36 45 36 44 4 Oleic C18:1 44 33 35 43 40 40 Linoleic C18:2 6 3 2 2 2 10 Arachnic acid C20:0 7 7 Melting Point (⁰C) 28-34 32-36 34 27-37 31 37 SFC at 20⁰C (%) 45 78 90 62 30 9

Natural Stearic Butters (long chain dominant- C16/C18 fatty acids) Shea Cocoa Illipe / Shorea Cupuaçu Sal Palm Main region West Africa Ivory Coast Borneo Amazon India Malaysia Main fatty acids (typical value %): Palmitic C16:0 4 26 17 9 5 44 Stearic C18:0 43 36 45 36 44 4 Oleic C18:1 44 33 35 43 40 40 Linoleic C18:2 6 3 2 2 2 10 Arachnic acid C20:0 7 7 Melting Point (⁰C) 28-34 32-36 34 27-37 31 37 SFC at 20⁰C (%) 45 78 90 62 30 10

Natural Stearic Butters (long chain dominant- C16/C18 fatty acids) Shea Cocoa Illipe / Shorea Cupuaçu Sal Palm Main region West Africa Ivory Coast Borneo Amazon India Malaysia Main fatty acids (typical value %): Palmitic C16:0 4 26 17 9 5 44 Stearic C18:0 43 36 45 36 44 4 Oleic C18:1 44 33 35 43 40 40 Linoleic C18:2 6 3 2 2 2 10 Arachnic acid C20:0 7 7 Melting Point (⁰C) 28-34 32-36 34 27-37 31 37 SFC at 20⁰C (%) 45 78 90 62 30 11

Natural Lauric Butters/Fats (medium chain dominant - C12/C14 fatty acids) Name Coconut Hydrogenated Coconut Palm Kernel Babaçu Murumuru Main fatty acids (typical value %): Caprylic C8:0 8 8 4 5 2 Capric C10:0 6 6 4 4 2 Lauric C12:0 47 47 47 43 47 Myristic C14:0 18 18 15 17 26 Palmitic C16:0 8 9 8 9 6 Stearic C18:0 <3 11 2 4 2 Oleic C18:1 7 0.5 16 14 12 Linoleic C18:2 <2 <0.1 <3 3 2 Melting Point (⁰C) 20-28 32 25-30 21-27 32-36 SFC at 20⁰C (%) 35 57 40 12

Natural Lauric Butters/Fats (medium chain dominant - C12/C14 fatty acids) Name Coconut Hydrogenated Coconut Palm Kernel Babaçu Murumuru Main fatty acids (typical value %): Caprylic C8:0 8 8 4 5 2 Capric C10:0 6 6 4 4 2 Lauric C12:0 47 47 47 43 47 Myristic C14:0 18 18 15 17 26 Palmitic C16:0 8 9 8 9 6 Stearic C18:0 <3 11 2 4 2 Oleic C18:1 7 0.5 16 14 12 Linoleic C18:2 <2 <0.1 <3 3 2 Melting Point (⁰C) 20-28 32 25-30 21-27 32-36 SFC at 20⁰C (%) 35 57 40 13

Natural Lauric Butters/Fats (medium chain dominant - C12/C14 fatty acids) Name Coconut Hydrogenated Coconut Palm Kernel Babaçu Murumuru Main fatty acids (typical value %): Caprylic C8:0 8 8 4 5 2 Capric C10:0 6 6 4 4 2 Lauric C12:0 47 47 47 43 47 Myristic C14:0 18 18 15 17 26 Palmitic C16:0 8 9 8 9 6 Stearic C18:0 <3 11 2 4 2 Oleic C18:1 7 0.5 16 14 12 Linoleic C18:2 <2 <0.1 <3 3 2 Melting Point (⁰C) 20-28 32 25-30 21-27 32-36 SFC at 20⁰C (%) 35 57 40 14

Tropical butters illustrating different physical properties Name Coconut Palm Kernel Palm Shea Illipe Cocoa Main fatty acids (typical value %): Caprylic C8:0 8 4 Capric C10:0 6 4 Lauric C12:0 47 47 Myristic C14:0 18 15 1 Palmitic C16:0 8 8 44 4 17 26 Stearic C18:0 2 2 4 43 45 36 Oleic C18:1 7 16 40 44 35 33 Linoleic C18:2 1 2 10 6 2 3 Melting Point (⁰C) 20-28 25-30 37 31 29 32-36 SFC (IUPAC) at 20⁰C (%) 35 40 30 45 90 78 15

Mono-unsaturated oils, some examples Name Olive Oil HO Sunflower HO Rapeseed Oil Main fatty acids (typical value %): Palmitic - C16:0 13 4 4 Stearic - C18:0 2 6 2 Oleic - C18:1 71 85 75 Linoleic - C18:2 11 5 14 Linolenic - C18:3 <1 2 Sterols (mg/100g) 100-200 480-1130 Tocopherols (mg/100g) <20 50 40-270 Other Squalene 0.5 OSI (110C) 12 20 16 16

Mono-unsaturated oils, some examples Name Olive Oil HO Sunflower HO Rapeseed Oil Main fatty acids (typical value %): Palmitic - C16:0 13 4 4 Stearic - C18:0 2 6 2 Oleic - C18:1 71 85 75 Linoleic - C18:2 11 5 14 Linolenic - C18:3 <1 2 Sterols (mg/100g) 100-200 480-1130 Tocopherols (mg/100g) <20 50 40-270 Other Squalene 0.5 OSI (110C) 12 20 16 17

Mono-unsaturated oils, some examples Name Olive Oil HO Sunflower HO Rapeseed Oil Main fatty acids (typical value %): Palmitic - C16:0 13 4 4 Stearic - C18:0 2 6 2 Oleic - C18:1 71 85 75 Linoleic - C18:2 11 5 14 Linolenic - C18:3 <1 2 Sterols (mg/100g) 100-200 480-1130 Tocopherols (mg/100g) <20 50 40-270 Other Squalene 0.5 OSI (110C) 12 20 16 18

Mono-unsaturated oils, some examples Name Olive Oil HO Sunflower HO Rapeseed Oil Main fatty acids (typical value %): Palmitic - C16:0 13 4 4 Stearic - C18:0 2 6 2 Oleic - C18:1 71 85 75 Linoleic - C18:2 11 5 14 Linolenic - C18:3 <1 2 Sterols (mg/100g) 100-200 480-1130 Tocopherols (mg/100g) <20 50 40-270 Other Squalene 0.5 OSI (110C) 12 20 16 19

Some poly-unsaturated oils Name Soybean Cottonseed Main fatty acids (typical value %): Palmitic - C16:0 11 22 Stearic - C18:0 3 3 Oleic - C18:1 22 17 Linoleic - C18:2 55 55 Linolenic - C18:3(ω-3) 6 0.3 Sterols (mg/100g) 180-410 270-640 Tocopherols (mg/100g) 60-340 30-120 OSI (110C) 7 4 20

Some poly-unsaturated oils Name Soybean Cottonseed Main fatty acids (typical value %): Palmitic - C16:0 11 22 Stearic - C18:0 3 3 Oleic - C18:1 22 17 Linoleic - C18:2 55 55 Linolenic - C18:3(ω-3) 6 0.3 Sterols (mg/100g) 180-410 270-640 Tocopherols (mg/100g) 60-340 30-120 OSI (110C) 7 4 21

Some poly-unsaturated oils Name Soybean Cottonseed Main fatty acids (typical value %): Palmitic - C16:0 11 22 Stearic - C18:0 3 3 Oleic - C18:1 22 17 Linoleic - C18:2 55 55 Linolenic - C18:3(ω-3) 6 0.3 Sterols (mg/100g) 180-410 270-640 Tocopherols (mg/100g) 60-340 30-120 OSI (110C) 7 4 22

Some poly-unsaturated oils Name Soybean Cottonseed Main fatty acids (typical value %): Palmitic - C16:0 11 22 Stearic - C18:0 3 3 Oleic - C18:1 22 17 Linoleic - C18:2 55 55 Linolenic - C18:3(ω-3) 6 0.3 Sterols (mg/100g) 180-410 270-640 Tocopherols (mg/100g) 60-340 30-120 OSI (110C) 7 4 23

Our favourite raw materials Shea butter High functionality in skin care Moisturization Skin feel Skin repair and protection Contributes to all sustainability dimensions Protection of environment Social development Economical development Canola oil High functionality in skin care Rich in Vitamin E and phytosterols Renewable, high yielding oil crop Local sourcing from a clean environment 24

Other important raw materials Palm oil Over 60 million MT of Palm Oil is produced worldwide p.a. the world s largest vegetable oil Found in about half of all household products The crop with the highest oil yield per ha Used for production of other ingredients 25

THE SHEA BELT Over 2 million women involved in the Shea trade! 26

AAK shea sourcing operations 27

Shea trees: wild & natural Grow wild in Sub-Saharan belt and cannot be cultivated in plantations The life cycle of the shea tree is more than 200 years and bear fruit after 15 20 years No clearing of land needed as shea plantations don t exist Pollinated by bees no use of fertilizers or pesticides Shea trees are very drought tolerant and provide a longterm protection against desertification (Sahara) Give a tasty fruit with a kernel containing nearly 50% oil 28

Canola Oil General name : Canola Oil (Canadian and "ola" refers to oil) Botanical Name: Brassica campestris, Brassica napus Grown locally in Sweden & Denmark short transports Rapeseed or Canola? Canola was developed through conventional plant breeding from rapeseed, an oilseed plant already used in ancient civilization as a fuel. The word "rape" in rapeseed comes from the Latin word rapum meaning turnip. Canola oil is low in erucic acid (C22:1, <2%) to make it edible. 29

Canola Oil, rich in omega fatty acids, tocopherol and phytosterols High content of oleic acid and of minor components like tocopherols and sterols offers multi-functionality to AAK Canola range Total sterol content: 450-1130 mg/100g Brassicasterol: 10% Campesterol: 35% Beta-sitosterol: 48% Delta5-avenasterol: 2% 40% oil in the seed Total tocopherols: 40-270 mg/100g Alpha-tocopherol: 35% Gamma tocopherol: 64% Delta-tocopherol: 1% 30

Palm oil: starting point for many oleochemical ingredient lines Palm oil is used as such in cosmetics and personal care (INCI: Elaeis Guineensis Oil) The large proportion of palm oil in personal care goes to manufacturing of other ingredients Soap and soap noodles Surfactants and detergents Anionic, amphoteric & cationic Also from palm kernel oil (coconut oil equivalent) Emulsifiers Glyceryl monostearate and other glycerides Ethoxylates via fatty alcohols Esters Palmitates & stearates Fatty alcohols Cetyl, cetearyl & stearyl alcohol Palm: C12/C14 (kernel) C16, C18 (fruit) 31

Summary Vegetable oils and fats offer lots of choice & flexibility Ecological: Natural Renewable Sustainable Functionality Physical Bioactivity Stability 32