biological conversion of trioxane into ......just production of heat water microbe ch 4, o 2, co 2...

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BIOLOGICAL CONVERSION OF TRIOXANE INTO BIOPRODUCTS Jan Wery [email protected] The MB6.0 Fall meeting of the Microbial Biotechnology section of the KNVM November 4 th , 2019 1 [email protected] 04-11-2019

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Page 1: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

BIOLOGICAL CONVERSION OF TRIOXANE INTO BIOPRODUCTS

Jan [email protected]

The MB6.0 Fall meeting of the

Microbial Biotechnology section of the KNVM

November 4th, 2019

[email protected]

Page 2: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

[email protected]

Why one-carbon compounds as feedstock for bioproduction?

• In many cases cheaper than sugar

• Abundantly available

• Decoupling production from agriculture, no land-use

• Possibility to integrate with renewable electrification processes

• Great CO2-reduction potential

04-11-2019

CH4

methane

CO/H2

syngasCO2

carbon dioxide

CH3OHmethanol

Bioproducts

natural gas, off-gases, biogas, biomass, wastes

Page 3: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

[email protected]

Selection of bioproducts considered on the basis of C1-compounds

Bioproduct C1-substrate Reference

Single Cell Protein (SCP) Methane Feedkind.com (Calysta/BP/Cargill ), Unibio.dk

Lactic acid/PLA Methane Calysta/Natureworksllc.com

Butanediols, Isobutanol, etc. Methane MBP Titan (Formerly Intrexon)

Ethanol and others Syngas lanzatech.com

Polyhydroxyalkanoates (PHA) Methane Strong et al. 2016

Methionine and other amino acids H2 and CO2 trelystech.com

Lysine and other amino acids Methanol Brautaset et al. 2007

Amino acids, dicarboxylic acids, etc. Methanol Pfeifenschneider et al. 2017

Single Cell Protein (Pruteen) Methanol Imperial Chemical Industries

04-11-2019

Page 4: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

[email protected]

Direct fermentation of C1-compounds is challenging!

Key issues• Oxygen supply and cooling

• Limited volumetric productivity due to limitations in substrate and oxygen transfer

• Excess unwanted biomass and by-product formation

• Safety (explosion limits, handling)

PRODUCTS

FORMALDEHYDEIntermediate in cell

at low concentrations

PRODUCTS

CH4

CH4

O2

O2

O2

O2 and CH4

transport into water

No useful energyfor the bacterium

Just production of heat

Water

Microbe

CH4, O2, CO2

Methane

Escape CH4

If 1 ton methane Then 2 tons oxygen or 10 tons airto produce 1.9 tons of formaldehyde

No commercial large scale process implementedafter 40 years of work on the topic

04-11-2019

Page 5: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

5

FeedstocksUnited proposes to use trioxane rather than other one-carbon compounds

Trioxane

C3H6O3

Formaldehyde

CH2O

Methane

CH4

Syngas

CO/H2

Methanol

CH3OH

- Biogas- Natural gas

- Waste- Non-food biomass- Industrial gases

Bioproducts

Chemistry Biology

Electrocatalytic CO2 conversion

(TOXIC)

[email protected]

FeedstocksUnited

04-11-2019

Page 6: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

TRIOXANE

C3H6O3

Cyclic acetal

[email protected]

Page 7: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

Trioxane production from formaldehyde

7

Trioxane is produced as a monomeric compound in

the manufacture of polyoxymethylene (POM)

Production of POM is ~500,000 tons/year

[email protected]

Page 8: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

Trioxane production for fermentation purposes

Trioxane for POM production has to be ultra-pure and free of water

Trioxane for fermentations can be less pure, and water obviously is no issue

Hence, the cost price of trioxane production at fermentation specs will be substantially lower (target = sugar price range)

[email protected]

Page 9: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

Trioxane as a fermentation feedstock

Physical properties:

• Good solubility in water of up to 800 g/l (depending on temperature)

• Stable in water

• Volatility no issue

Bioprocess advantages:

• Not toxic to microbes

• Limited problems in combatting contaminations

• Clean stream which is very beneficial in downstream processing of bioproducts

Biological aspects:

• Oxygen-independent enzymatic degradation (our technology)

• The oxidation/reduction levels of trioxane and sugars are the same

[email protected] 9

Trioxane could be used like a sugar in fermentations

C3H6O3

Cyclic acetal

04-11-2019

Page 10: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

[email protected] 10

The FeedstocksUnited concept connects industrial chemistry and biology

MethaneCH4

MethanolCH3OH

Esta

blis

hed

p

ath

way

s

O2

O2

Bioproduction of multicarbon compounds in waterBioproducts:• SCP• Acids• Diols• Alcohols• Etc

TrioxaneC3H6O3

FormaldehydeCH2O

MethaneCH4

SyngasCO/H2

MethanolCH3OH

• Biogas• Natural gas

• Wastes• Non-food biomass• Industrial gases

H2O O2

Established pathwaysOur technology

Established industrial chemistry

• ElectrocatalyticCO2 conversion

O2

X

04-11-2019

Page 11: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

Technology: status and next steps

Status

• Bacterial anoxic and oxic degradation of trioxane at very low growth rates demonstrated

• The genome of one strain has been sequenced.

• Genes encoding putative trioxane degrading activity have been identified

• A patent application has been filed with claims covering genes, organisms and processes.

Next steps

• Generate a proof-of-concept: produce desired product from trioxane by expression in a suitable host

• Strengthen patent position

• Demonstrate potential of the technology

• Assess the economic and sustainability potential in detail

[email protected] 1104-11-2019

Page 12: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

Opportunities for the FeedstocksUnited concept

• Shorter term: cheap natural gas funneled into trioxane via established bulk chemistry

• Longer term: waste streams (e.g. CO2 and biomass) funneled into trioxane via biomassgasification and electrocatalytic CO2-conversion

[email protected] 1204-11-2019

Page 13: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

In conclusion

The FeedstockUnited concept enables utilization of cheap methane and derived C1-molecules by:

• Funneling these C1-molecules into trioxane via established chemical routes

• Rendering suitable microbial production hosts proprietary enzymatic activities that enable them to use

trioxane “like sugar”

[email protected] 13

Advantages of trioxane over other C1-compounds in fermentations

✓Less oxygen demand during fermentation

✓Less heat generation and thus less cooling requirements

✓Higher volumetric productivity

✓Lower risk of microbial contaminations

✓Lower toxicity and less safety issues

✓Higher density, more efficient handling

04-11-2019

Page 14: BIOLOGICAL CONVERSION OF TRIOXANE INTO ......Just production of heat Water Microbe CH 4, O 2, CO 2 Methane Escape CH 4 If 1 ton methane Then 2 tons oxygen or 10 tons air to produce

Management FeedstocksUnited

[email protected] 14

Jan de BontManaging Director

Jan WeryR&D Director

Bart SwinkelsIP Director

Ger BemerBusiness

Hans HasseChemical Process Engineering

Founders:

Advisors:

04-11-2019