Ammonia → Phthalonitrile

HRID 1194520Notes

Reaction equation

HRID 1194520 reaction equation
O=O.[NH3:3].O.[NH3:5].[CH3:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=1[CH3:13]>>[CH:10]1[CH:11]=[C:12]([C:13]#[N:3])[C:7]([C:6]#[N:5])=[CH:8][CH:9]=1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 977OxygenHCID 7237O-XyleneHCID 12896473Azane;hydrate

Product 1

HCID 7042Phthalonitrile

Conditions

Temperature
470 °C

Procedure

750 ml of a catalyst having a particle size of from 0.05 to 0.3 mm are introduced into a quartz reactor which has a diameter of 60 mm and a length of 1000 mm and is provided with an external heater and a quartz frit for uniformly distributing the reaction gas. The catalyst is composed of 5.0% by weight of V2O5, 5.9% by weight of Sb2O3 0.24% by weight of K2O, 0.56% by weight of BaO and 88.3% by weight of γ-Al2O3. The reactor is heated to 470° C. and a gas mixture consisting of 3.25% by volume of o-xylene, 13% by volume of oxygen and 83.75% by volume of ammonia is passed through. The hot reaction gases are cooled to 70° C. with ammonia water in two wash towers arranged in series. An aqueous suspension of crystals is formed, from which the o-phthalodinitrile is isolated by filtration. 2,687 parts of o-xylene give 2,581 parts of o-phthalodinitrile and 195 parts of o-tolunitrile. By reacting the 195 parts of o-tolunitrile again with ammonia and oxygen, a further 170 parts of o-phthalodinitrile are obtained. The total yield of o-phthalodinitrile is 84.8 mol %, based on converted o-xylene.

Workup

  1. additionare introduced into a quartz reactor which
  2. customa length of 1000 mm and is provided with an external heater
  3. customthe reaction gas
  4. customThe hot reaction gases
  5. washwash towers
  6. additionAn aqueous suspension of crystals

Sources & evidence

ORD record
ord-3228b70539574fb1aceee2b71f86bf1a
Source dataset
uspto-grants-1989_03
Patent number
US04814479

Reaction notes

Loading…