Potassium Hydroxide → Biphenyl

HRID 1249641Notes

Reaction equation

HRID 1249641 reaction equation
[OH-].[K+].[C:3]1([C:13]2[CH:18]=[CH:17][C:16](S([O-])(=O)=O)=[CH:15][CH:14]=2)[CH:8]=[CH:7][C:6](S([O-])(=O)=O)=[CH:5][CH:4]=1.[K+].[K+]>O>[CH:16]1[CH:17]=[CH:18][C:13]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 14797Potassium Hydroxide2×HCID 6096960[1,1'-Biphenyl]-4,4'-disulfonic acid, potassium salt (1:2)2×

Product 1

HCID 7095BiphenylYield 95.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A 50% aqueous solution of potassium hydroxide and dipotassium 4,4'-biphenyldisulfonate were sent to a mixing tank 1 at a rate of 896 kg/hr and 390 kg/hr, respectively, and mixed with stirring. A hydrogenated triphenyl mixture was added to the resulting mixture in a dispersing tank 2 at a rate of 2900 kg/hr to disperse them. The dispersed mixture was dehydrated in a dehydrating tank 3, and then sent to a reservoir. From the reservoir 4, the dehydrated mixture of dipotassium 4,4'-biphenyldisulfonate, potassium hydroxide and hydrogenated triphenyl mixture was sent to a reaction tank 5 at a rate of 4190 kg/hr, and continuously reacted at 310° C. with a residence time of 6 hours in a nitrogen stream. After the reaction, the mixture was cooled by a heat exchanger 6, and sent to a water mixing tank 7 where it was mixed with 2000 liters/hr of water. Then, in a separating tank 8, the reaction medium layer was separated, and the aqueous layer was mixed with 45 kg/hr of activated tank in a mixing tank 9. The activated carbon was removed in a filtration device 10, and the residue was precipitated with dilute sulfuric acid in an acid precipitating tank 11. By separation in a centrifugal separator 12, 178 kg (yield 95.7%) of 4,4'-biphenyl was obtained hourly.

Workup

  1. additionrespectively, and mixed
  2. additionto disperse them
  3. customcontinuously reacted at 310° C. with a residence time of 6 hours in a nitrogen stream
  4. customAfter the reaction
  5. temperaturethe mixture was cooled by a heat exchanger 6
  6. customThen, in a separating tank 8, the reaction medium layer was separated
  7. additionthe aqueous layer was mixed with 45 kg/hr of activated tank in a mixing tank 9
  8. customThe activated carbon was removed in a filtration device 10
  9. customthe residue was precipitated with dilute sulfuric acid in an acid
  10. customprecipitating tank 11
  11. customBy separation in a centrifugal separator 12

Sources & evidence

ORD record
ord-971c6ea8d06640c488c8627cb708bd99
Source dataset
uspto-grants-1986_12
Patent number
US04633024

Reaction notes

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