PROCESS FOR PURIFYING A PYROLYSIS OIL
20250002796 ยท 2025-01-02
Inventors
- Armin Lange De Oliveira (Heidelberg, DE)
- Gisela HIEBER (Ludwigshafen am Rhein, DE)
- Oliver PILARSKI (Ludwigshafen am Rhein, DE)
- Lisa LOEBNITZ (Ludwigshafen am Rhein, DE)
- Daniel KOEPKE (Ludwigshafen am Rhein, DE)
- Julian MEYER-KIRSCHNER (Ludwigshafen am Rhein, DE)
- Christian MUELLER (Ludwigshafen am Rhein, DE)
- Monica HAAG (Ludwigshafen am Rhein, DE)
- Michael SCHREIBER (Ludwigshafen am Rhein, DE)
- Mathias FEYEN (Ludwigshafen am Rhein, DE)
- Artem D. VITYUK (Iselin, NJ, US)
- Lukasz KARWACKI (Ludwigshafen am Rhein, DE)
- Bernard Reesink (De Meern, NL)
Cpc classification
C10G65/06
CHEMISTRY; METALLURGY
C10G65/08
CHEMISTRY; METALLURGY
C10G2300/708
CHEMISTRY; METALLURGY
International classification
Abstract
The present invention relates to a process for purifying a pyrolysis oil comprising providing a stream S0 comprising a pyrolysis oil, the pyrolysis oil comprising one or more halogenated organic compounds and one or more organic compounds comprising conjugated double bonds; subjecting the stream S0 to hydrogenation in at least one reaction zone Z1 containing a heterogeneous hydrogenation catalyst, obtaining a stream S1 being depleted, compared to S0, in the one or more organic compounds comprising conjugated double bonds; subjecting the stream S1 to dehalogenation in at least one dehalogenation zone Z2 down-stream of Z1, obtaining a stream S2 being depleted, compared to S1, in the one or more halogenated organic compounds.
Claims
1-17. (canceled)
18. A process for purifying a pyrolysis oil, the process comprising: (i) providing a stream S0 comprising a pyrolysis oil, the pyrolysis oil comprising one or more halogenated organic compounds and one or more organic compounds comprising conjugated double bonds; (ii) subjecting the stream S0 provided in (i) to hydrogenation in at least one reaction zone Z1 containing a heterogeneous hydrogenation catalyst, obtaining a stream S1 being depleted, compared to S0, in the one or more organic compounds comprising conjugated double bonds; (iii) subjecting the stream S1 obtained from (ii) to dehalogenation in at least one dehalogenation zone Z2 downstream of Z1, obtaining a stream S2 being depleted, compared to S1, in the one or more halogenated organic compounds.
19. The process of claim 18, wherein the pyrolysis oil according to (i) comprises the one or more organic compounds comprising conjugated double bonds in a total amount in the range of from 0.1 to 75 g(l2)/100 g of the pyrolysis oil.
20. The process of claim 18, wherein the one or more organic compounds comprising conjugated double bonds comprise one or more organic compounds according to formula (I)
R.sup.1R.sup.2C.sup.1C.sup.2R.sup.3-C.sup.3R.sup.4X (I) wherein X is O, S, NR.sup.5, or C.sup.4R.sup.6R.sup.7; wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 are, independently of each other, H, alkyl having from 1 to 6 carbon atoms, alkenyl having from 1 to 6 carbon atoms, or aryl having from 5 to 10 carbon atoms; wherein R.sup.6 and R.sup.7 are, independently of each other, H, alkyl having from 1 to 6 carbon atoms, alkenyl having from 1 to 6 carbon atoms, or aryl having from 5 to 10 carbon atoms; or wherein either R.sup.4 and R.sup.6 or R.sup.4 and R.sup.7 are linked together, thus forming, together with C.sup.3=C.sup.4, an aromatic ring.
21. The process of claim 18, wherein the heterogeneous hydrogenation catalyst according to (ii) comprises an element of the groups 8 to 12 of the periodic table of elements.
22. The process of claim 18, wherein (ii) comprises (ii.1) introducing a gas stream G0 into Z1, the gas stream comprising H.sub.2; (ii.2) introducing the stream S0 into Z1; (ii.3) bringing S0 in contact with G0 and the heterogeneous hydrogenation catalyst comprised in Z1, obtaining a stream S1 being depleted, compared to S0, in the one or more organic compounds comprising conjugated double bonds; (ii.4) removing S1 from Z1.
23. The process of claim 22, wherein the gas stream G0 has a temperature in the range of 100 to 250 C.
24. The process of claim 18, wherein the stream S1 obtained from (ii) and subjected to dehalogenation in (iii) comprises the one or more organic compounds comprising conjugated double bonds in a total amount in the range of from 0 to 3 g(l2)/100 g of the stream S1.
25. The process of claim 18, wherein the stream S1 subjected to dehalogenation in (iii) has a temperature in the range of from 150 to 450 C.
26. The process of claim 18, wherein (iii) comprises (iii.1) introducing a gas stream G1 into Z2; (iii.2) introducing the stream S1 obtained from (ii) into Z2; (iii.3) bringing S1 in contact with G1 and a heterogeneous adsorbent material suitable for adsorbing halide comprised in at least one of the one or more halogenated organic compounds comprised in Z2, obtaining a stream S2 being depleted, compared to S1, in the one or more halogenated organic compounds; (iii.4) removing S2 from Z2.
27. The process of claim 26, wherein the gas stream G1 has a temperature in the range of 250 to 500 C.
28. The process of claim 18, wherein the dehalogenation zone Z2 according to (iii) comprises a catalytic zone.
29. The process of claim 18, wherein the stream S2 obtained from (iii) has a total chlorine content in the range of from 0 to 200 wppm (ppm by weight).
30. The process of claim 18, further comprising (iv) subjecting the stream S2 obtained from (iii) to hydroprocessing in at least one reaction zone Z3 downstream of Z2, Z3 comprising a heterogeneous hydroprocessing catalyst; obtaining a stream S3; wherein the stream S2 subjected to (iv) has a temperature in the range of from 150 to 400 C.
31. The process of claim 30, wherein (iv) comprises (iv.1) introducing a gas stream G2 into Z3, G2 comprising H.sub.2; (iv.2) introducing the stream S2 obtained from (iii) into Z3; (iv.3) bringing S2 in contact with G2 and a heterogeneous hydroprocessing catalyst comprised in Z3, obtaining a stream S3; (iv.4) removing S3 obtained in (iv.3) from Z3.
32. The process of claim 18, being a continuous or semi-continuous process.
33. A production unit for carrying out the process for purifying a pyrolysis oil according to claim 18, the unit comprising at least one reaction zone Z1, Z1 comprising a heterogeneous hydrogenation catalyst; an inlet means for introducing S0 into Z1; an outlet means for removing S1 from Z1; at least one dehalogenation zone Z2; an inlet means for introducing S1 into Z2; an outlet means for removing S2 from Z2; wherein Z1 is located upstream of Z2.
34. A purified pyrolysis oil, obtained by the process according to claim 18.
Description
BRIEF DESCRIPTION OF THE FIGURES
[0386]
[0388]
CITED LITERATURE
[0390] WO 2017/083018 A1 [0391] FR 3 103 822