1-Butene → Propane

HRID 2098444Notes

Reaction equation

HRID 2098444 reaction equation
[CH3:1]/[CH:2]=[CH:3]/C.[CH3:5]/[CH:6]=[CH:7]\[CH3:8].[CH2:9]=[CH:10][CH2:11][CH3:12].[CH2:13]=[CH:14]C>>[CH3:1][CH2:2][CH3:3].[CH2:5]=[CH:6][CH2:7][CH2:8][CH3:9].[CH2:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

7

Reactant 4

HCID 78441-ButeneHCID 8252PropyleneHCID 62695trans-2-BUTENEHCID 5287573cis-2-BUTENE

Product 3

HCID 6334PropaneHCID 80041-PenteneHCID 115971-Hexene

Conditions

Temperature
500 °C

Procedure

The disproportionation reaction is carried out by first purging the guard columns and metathesis reactor with an approximately 100 mL/min flow of N2 at atmospheric pressure. The purged reactor and guard columns are then heated to 500° C. with continuing N2 flow for 1 hr. The guard columns and reactors are maintained at 500° C.; then approximately 100 mL/min of H2 gas at atmospheric pressure is added to the N2 purge, and maintained for 2 hrs. The reactor is then cooled to 200° C., and the guard columns cooled to 50° C., and the flow of N2 and 112 is reduced to 50 mL/min. After purification in the respective guard columns, liquefied renewable 2-butene is then introduced into the butene guard column at a rate of 0.10 g/min, and liquefied renewable ethylene is introduced into the ethylene guard column at a flow rate of 64.5 mL/min and a pressure of 3.5 MPa. The ethylene, 2-butene, and H2 (7.0 mL/min, 3.5 MPa) were then charged into the metathesis reactor (after preheating to 200° C.). The butene conversion rate obtained by subtracting the total amount of trans-2-butene, cis-2-butene and 1-butene contained in the outlet gas from the metathesis reactor is 71%. The propylene selectivity based on butene is 90%. Small amounts of propane, pentene and hexene are also produced.

Workup

  1. customThe disproportionation reaction
  2. customby first purging the guard columns and metathesis reactor with an approximately 100 mL/min flow of N2 at atmospheric pressure
  3. temperatureThe guard columns and reactors are maintained at 500° C.
  4. additionthen approximately 100 mL/min of H2 gas at atmospheric pressure is added to the N2
  5. custompurge
  6. temperaturemaintained for 2 hrs
  7. temperatureThe reactor is then cooled to 200° C.
  8. temperaturethe guard columns cooled to 50° C.
  9. customAfter purification in the respective guard columns
  10. additionis then introduced into the butene guard column at a rate of 0.10 g/min
  11. additionis introduced into the ethylene guard column at a flow rate of 64.5 mL/min
  12. additionThe ethylene, 2-butene, and H2 (7.0 mL/min, 3.5 MPa) were then charged into the metathesis reactor (after preheating to 200° C.)
  13. customThe butene conversion rate obtained

Sources & evidence

ORD record
ord-c628ffd743544f98b5b9581d41b1718e
Source dataset
uspto-grants-2013_05
Patent number
US08450543B2

Reaction notes

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