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Powered by: Next step in Biobased Functional Aromatics The Shared Research Center for Bio-aromatics Performance Materials, Coatings & Chemicals Kelly Servaes Circular Bioeconomy Workshop – Milan – 21.11.2017

The Shared Research Center for Bio ... - biolinx- · PDF fileaniline . Nylon . Fabric, carpets, medical implants . ... 40 ton/year nameplate . Powered by: ... Mw profile of final fractions

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Next step in Biobased Functional Aromatics

The Shared Research Center for Bio-aromatics Performance Materials, Coatings & Chemicals

Kelly Servaes Circular Bioeconomy Workshop – Milan – 21.11.2017

Powered by: TNO, VITO, ECN & Green Chemistry Campus

12/5/2017 2

Why aromatics?

Biorizon: the Shared Research Centre Lignin valorization: some case studies Removal of impurities from lignin-based streams Fractionation of lignin depolymerisation mixtures

Powered by: TNO, VITO, ECN & Green Chemistry Campus

12/5/2017 3

3

benzene

styrenics PSty

Disposable utensils

Food containers

Packaging, electronics

PSty foam

cumene Phenols

Pharma, cosmetics

cyclohexane BPA

Polyesters, flame retardance

PC

Soda bottles, lenses

aniline Nylon

Fabric, carpets, medical implants

PUR

Foam insulation, adhesives

alkylbenzenes Detergents

Footwear

Laundry detergents, glass

cleaner

1st line derivatives

2nd line derivatives

Raw material

toluene

xylene

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12/5/2017 4

40 % of bulk chemicals are aromatics

BTX: 120 Bio $ market 14,6 Mio tons

Phenol : 8 Mio tons

Europe: 25 % of world production

20,000 (direct)– 70,000 (plastics) – 1,000,000 (wider industry chain)

Innovative support for SME’s

Brandowners, producer consumer (Coca-Cola, Ikea)

Sustainability driver

Socio-economic impact, contribution to everyday’s life

MARKET SIZE EMPLOYMENT IN EUROPE SUPPLY DEMAND & SECURITY

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12/5/2017 5

Climate impact

Reduction in CO2 emission

Geopolitics

Product safety

Less environmental

impact

Prices volatility

Sustainable & renewable feedstocks

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12/5/2017 6

Why aromatics?

Biorizon: the Shared Research Centre Lignin valorization: some case studies Removal of impurities from lignin-based streams Fractionation of lignin depolymerisation mixtures

Powered by: TNO, VITO, ECN & Green Chemistry Campus

• A Shared Research Program of TNO, VITO & ECN at the Green Chemistry Campus

12/5/2017 7

Collaboration with critical mass, focused on renewable functionalized aromatic compounds

World Class in Bio Aromatics Technology Our mission: To enable commercial production of bio-aromatics by 2025

Powered by: TNO, VITO, ECN & Green Chemistry Campus

12/5/2017 8

Size

, Im

pact

[MEU

R]

Time [year] 2012 2014 2016

Ideation, Industry consultation, IP & Literature analysis

First projects, Proof -of-principles

Breakthroughs, skid units, strong industry participation kg scale

30 MEUR

Living Lab: biomass to aromatics & applications 40 ton/yr scale

Mission: to enable commercial production

of bio-aromatics by 2025

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 9

Mission: to enable commercial production of bio-aromatics by 2025

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 10

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 11

Mission: to enable commercial production of bio-aromatics by 2025

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 12

Diels-Alder & Ring-opening Biomass

Lignin

AROMATICS

GREEN BUILDING BLOCKS

Sugar

Humins

Dienes

Dienophiles

GREEN BUILDING BLOCKS

Hydrogenation & Decarbonylation

Dehydration Biorefinery

Oxidation & Decarboxylation

Furans

Preparing business plan for “ADAPT” pilot plant – 40 ton/year nameplate

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 13

Mission: to enable commercial production of bio-aromatics by 2025

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 14

(Modified) filler

Lignin

O

OO

HO

OH

OO

OH

O

OO

O

OHO

HO

OO

HO

OO

OHO

O OH

O

O OH O

O O

OH

HOO

HOO

O

OO

OO

OH

O

OH

O

OO

Lignin material as such

e.g. additive for bitumes, rubber, resins, polymer matrixes…

Fractionation

Oligomer based mix

Monomer based mix

Specific fractionation / affinity-based separation

Pure, single molecules/ chemicals

O

OCH3

R2

R1

R

O

R' CH3

OOCH3

Rx

Ry

OH

CH3O

OH

R'

R

Depolymerization

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12/5/2017 15

OO

CH

3

Rx

Ry

OH

CH

3O OH

R'

R

OH

OH

O

OHO

HO

pure compounds

monomers mix

oligomers mix

chemical building blocks

APIs, fragrances

phenolic resins, epoxy resins

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12/5/2017 16

Continue the growth of the community and # of involved partners

Improve the IP position to enable valorisation by industry

Scale-up technology to pilot scale (2020) for derisking purposes

Distribute samples (1-10-100 kg) for advanced application testing & development

Grow the total budget to 100 M€

Become world-wide #1 on bio-aromatics with unique people, knowledge & facilities

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12/5/2017 17

Why aromatics?

Biorizon: the Shared Research Centre Lignin valorization: some case studies Removal of impurities from lignin-based streams Fractionation of lignin depolymerisation mixtures

Powered by: TNO, VITO ECN & Green Chemistry Campus

12/5/2017 18

LIGNIN (BIO)CHEMICAL CONVERSION

SEPARATION & PURIFICATION

CHEMICALS

MATERIALS

CONSUMERS

FEEDSTOCK

Initial Strategy

Move to end of chain Focus on “tangible” products

• Bio-Polymers: development and formulation

• Lignin modification

• Application lab at GCC (Bergen-op-Zoom)

Development and demonstration of cost-efficient, scalable membrane processes for fractionation & purification of lignin derivatives

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12/5/2017 19

Mobile plug-and-play pilot units

Development of customized membranes

Flexible bench-top test rigs

Integrated membrane separations

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12/5/2017 20

Input Process Output

[Na+] : 8,1 g/L [CO3

2-] : 11,5 g/L [Lignin] : 12 ± 2 g/L MW : 200 – 4500 g/mol [organic acids] : 7,75 g/L

[Na+] : 0,8 g/L [CO3

2-] : 0,2 g/L [Lignin] : 17 g/L (67* g/L) [organic acids] < 0,7 g/L

Ultra/Nanofiltration Diafiltration Up-concentration*

Feed

Purified lignin-rich stream

Impurities & low MW lignin in

permeate

Results published in Ind. Crops. Prod. (in press)

100 % removal of CO32-, organic acids and

residual sugars 44 % removal of Na+

12 g/L 17 g/L 67 g/L [Lignin]

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12/5/2017 21

Lignin

Ethanol

Catalytic depolymerization scEtOH + catalyst CuMgAlOx

Lignin crude oil

OH

O

OH

O

OH

O

OH

O

Monomer composition of lignin crude oil

Monomers in lignin crude oil

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12/5/2017 22

Evolution of Mw profile in feed-retentate during diafiltration

10 100 1000 10000 100000

BIO-HArT-5 membrane

15 bar

UV

dete

ctor

sign

al (a

.u.)

Mw

Feed after circulation Retentate DV5,72 Total mix permeate

Mw profile of final fractions

Decrease in contribution of low Mw species in feed-retentate

Fractionation of lignin crude oil Outlook: further fractionation of low Mw fraction

BIO-HArT-5 (400 Da)

15 bar 35 bar

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12/5/2017 23

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The Biorizon program is supported by contributions from Industry, European, National and regional funds within various frameworks

E-mail: [email protected]

E-mail: [email protected]