1 - Research . Innovation . Quality « innovation in lipids’s chemistry : a new generation of polyester with surprising properties » Carine ALFOS Innovation Manager 1
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Research . Innovation . Quality
« innovation in lipids’s chemistry : a new generation of polyester with surprising
properties »
Carine ALFOS
Innovation Manager
1
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UPSTREAM / DOWNSTREAM : WIDE MARKET OF APPLICATIONS
UPSTREAM CHEMISTRY – TRANSFORMATION - FORMULATION DOWNSTREAM
starch products
Saccharose
Oils
fibers, charges
Cellulose of specialities
Natural rubber
chemical intermediates
Solvents
Surfactants
Resins
Lubricants
Inks
Detergents
Cosmetics
Adhesives
Composites
Plastics
Paintings
Insulators
Concretes
Detergency
Cosmetic
Aeronautics
Sports et leasure
Packaging
Automotive
Building
Others
Biomass1st
transformationSimples products Formulated products Target of applications
ADEME 04/2015
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OLEOCHEMISTRY NEEDS : A REAL INDUSTRIAL REQUEST
+139% of asks in 20 years, so an average of +4,4%/year
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Needs new features / performance
A ratio performance / price economically
viable
BIOMASS and COPRODUCT valorization
A very upstream integration of stroke
and regulatory constraints
OLEOCHEMISTRY NEEDS : A REAL INDUSTRIAL REQUEST
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OILS Fatty Acidscomposition
USES
Sunflower C18:2 (65%) Biofuel, paints, lubricants, solvent,
High Oleic Sunflower C18:1 (85%) Biofuel, polymers, lubricants
A HUGE RANGE OF OILS - A HUGE RANGE OF FATTY ACIDS COMPOSITION
5
Rapeseed C18:1 (60%) Biofuels, paints, lubricants
Erucic rapeseed C22:1 (45%)Lubricants, tensioactives,
polymers, cosmetics,
Castor C18:1 (OH) (90%)Lubricants, cosmetics,
tensioactives, polymers
Linseed C18:3(60%)Lubricants, cosmetics, tensioactives, resins
polymers
Soya C18:2(60%) Resins, Polymers
PalmLard
TallowC16:0(50%)
Tensioactives, lubricants, polymers
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OLEOCHEMISTRY : MODIFICATION OF TRIGLYCERIDES
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Metallic Catalysis Isomerisation Reaction
Metathesis
Reduction Reaction Catalytic Hydrogenation
Addition reaction UV reaction Maleinisation
Acid FunctionReaction
Saponification Esterification Amidation
Oxidation Reaction Epoxydation
Hydroxylation Carbonatation Etherification
Oxidative cutting
Hydroxylation
O
O
O
O
O
O
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OLEOCHEMISTRY AT ITERG
Synthesis Tool : Esterification, epoxydation, hydrogenation, carbonatation, polycondensation,…..distillation, fractionation, deodorization,…..
7
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Transport
Monomers, Resins
Coproductsvalorization
AdditivesPolymers
Lubricants, plasticisers..
Waxes
Pilot Pre series/Tonne
Technological concept Demonstration Market Development
KgLab
Agrochemistry
Sport
Cosmetics
Paints and resins
Building
tensioactives
Biomoleculesplatform
Binders, water
repellent..
OLEOCHEMISTRY AT ITERG
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Raw Materials:
- High Oleic Sunflower Oils
- Castor Oil
- Rapeseed oil
- Coproducts
Materials:
- Polyurethanes
- Polyesters
- Polycarbonates
- Epoxy Resins
- Polyamides
OleochemistryExpertise
Physico-ChemistryOf Polymers
Since 2007 :
11 Thesis
14 Patents
18 Articles
Strong Complementarity
STRONG PARTERSHIP WITH ACADEMIC RESEARCH : TMU
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Estolides
TRL 7-9
Estolide Structure
WO 2014-166959
Monomer for polymer synthesis
TP (PU, PA, polyester ...)
Monomer for TPE Synthesis
Polyol
n
OO
OH
O
O
OMe
O
Co-crosslinking point (vulcanization)Properties of vulcanisate unchanged
Branched alkyl chainsLow Tg / inhibits crystallization
Congested ester functionsHydrolysis stability
Low degree of unsaturationOxidation stability
EXEMPLES OF WORKS – POLYESTERS CHEMISTRY
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Estolides
TRL 7-9
2 000 < Mw < 20 000 g.mol-1
Tg = -70°Cn
OO
OH
O
O
OMe
O
WO 2014-166959
Use of the estolides as plasticizer, shock additive ...
Industrial Partneship
Polymeric nature of plasticizer: decreases migration / exudation phenomena
Plasticizer for elastomers
Applications
Shock additive for food packaging (PLA)
Industrial Partneship
EXEMPLES OF WORKS – POLYESTERS CHEMISTRY
Estolide Structure
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A NEW RANGE OF BIOBASED POLYESTERS : PRIC 1TH GENERATION
A new range of biobased polyesters, with hydroxyl or carboxylic functionalities,
This range consists of more than 95% renewable carbon and is compatible with
REACH regulation
Market :This range of polyesters offers number of potential applications as additives and platform biomolecules in fields of coating, paint, adhesive, lubricant, fuel, construction (insulation….), plastics and materials, cosmetics, automotive, packaging,…
Performances: Hydrophobicity, plasticizer, texturizer, lubrication, reinforcement to shock, binder, water repellent….etc.
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A NEW RANGE OF BIOBASED POLYESTERS : PRIC 1TH GENERATION
PRIC
PRIC Polyols
Polyurethane
COATINGS (paints,
vernish…)
BUILDING (PU foams, TPU
sealing..)
Polyesters
COATINGS (paints, vernish…) –
Additives (Impact modifyer)
Additives
PRIC Acids
Polyesters
Additives
Additives
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Reinforcing impact of PLA
Water repellent additives for Agricultural mulch
Pour point depressor additives
Plasticizer
Depressant crystallization
Fat texturising
SOME EXAMPLES OF PERFORMANCES
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PRIC
PRIC Isocyanate
Polyurethane
CROSS LINKERS (Epoxy resins..)
PRIC acrylates
Monomers/Additives
MATERIALS (adhesives, coatings..)
A NEW RANGE OF BIOBASED POLYESTERS : PRIC 2D GENERATION
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PRIC
PRIC Isocyanates
Polyurethane
PRIC acrylates
oligomers
PRIC Polyols
Polyurethane
COATINGS (paints, vernish…)
BUILDING (PU foams, TPU
sealing..)
Polyesters
COATINGS (paints, vernish…) (peintures..) –
Additives (impact modifyer)
Additives
PRIC Acids
Polyesters
Additives
Additives
COATINGS (paints, vernish…)
A NEW RANGE OF BIOBASED POLYESTERS : PRIC 3TH GENERATION
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You sign a MTA
(MaterialTransfer
Agreement)
Technicaldiscussion about the
choice of the samples
We send yousamples –you pay for
the production
(500g -1Kg)
You test it in your properformulations
and applications
Meeting Point : We exchange
about the results– structure properties
relationship
FELL FREE TO TEST THIS RANGE
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A NEW RANGE OF BIOBASED POLYESTERS : PRIC 1TH GENERATION
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