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Ammonium Carbamate → Terephthalic Acid

HRID 1979103
Notes
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Reaction equation

HRID 1979103 reaction equation
C(=O)([O-])N.[NH4+].[C:6]1(=[O:19])[O:16]CC[O:13][C:11](=[O:12])[C:10]2[CH:17]=[CH:18][C:7]1=[CH:8][CH:9]=2>O>[C:6]([OH:19])(=[O:16])[C:7]1[CH:18]=[CH:17][C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 517232Ammonium CarbamateHCID 15066111Ethylene terephthalate, cyclic-(1:1)-

Product 1

HCID 7489Terephthalic Acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
200 °C

Procedure

In a heated autoclave, provided with a mixer and filled partially with water, disintegrated poly/ethyleneterephtalate/ wastes in a form of scraps of film and bottles in the amount of 1000 g were placed together with a solution of 407 g of ammonium carbamate (NH4CONH2) in 10 liters of water. Then a content of the reactor was heated up to 200° C. and the temperature was kept till the digestion of poly/ethylene terephtalate/. The autoclave was relieved and the excess of carbon dioxide and water were removed. The water solution of products formed in the autoclave was filtered hot through a filter with active carbon. The chilled filtrate was acidified with sulphuric acid and the precipite of terephtalic acid was separated from a filtrate in a centrifuge. The resulted product was washed with distilled water, giving 862 g of terephtalic acid. From a solution, resulted after precipitation and separation ethylene glycol in amount of 321 g was separated, using distillation process, and the residue was ammonium sulphate.

Workup

  1. customIn a heated autoclave, provided with a mixer and
  2. customthe excess of carbon dioxide and water were removed
  3. customThe water solution of products formed in the autoclave
  4. filtrationwas filtered hot through
  5. filtrationa filter with active carbon
  6. customthe precipite of terephtalic acid was separated from a filtrate in a centrifuge
  7. washThe resulted product was washed with distilled water

Sources & evidence

ORD record
ord-34ddd5cf08b84ef8aab9a0b47ce33a1a
Source dataset
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06239310B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes