Glycerol → Trimellitic anhydride

HRID 2287111Notes

Reaction equation

HRID 2287111 reaction equation
[C:1]([OH:12])(=[O:11])[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[OH:13][CH2:14]C(CO)O.C([O-])(=O)C.[Pb+2].C([O-])(=O)C.C1(=O)OCCC1>CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].[Ti+4]>[CH:9]1[C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]2[C:14]([O:11][C:1](=[O:12])[C:2]=2[CH:10]=1)=[O:13]

Participants

6

Reactant 4

HCID 753GlycerolHCID 7302Gamma-ButyrolactoneHCID 7489Terephthalic AcidHCID 9317Lead diacetate

Product 1

HCID 11089Trimellitic anhydride

Reagents, catalysts & solvents 1

HCID 21801Titanium tetrabutoxideCatalyst

Procedure

275 g of a polyester of 1.0 mol of terephthalic acid, 0.38 mol of glycerol and 0.72 mol of glycol having a hydroxyl group content of about 6.0% by weight and catalytic quantities of lead acetate and butyl titanate at 150° C. After a final condensation for from 4 to 6 hours at from 200° to 220° C., 2724 g of a clear, pale reddish brown, brittle, solid resin having a resin content of 90.3% (according to DIN) and a viscosity of 22 070 mPa s as determined in a 50% solution of γ-butyrolactone at 20° C. are obtained.

Workup

  1. customat 150° C
  2. customAfter a final condensation for from 4 to 6 hours at from 200° to 220° C., 2724 g of a clear, pale reddish brown, brittle, solid resin
  3. customare obtained

Sources & evidence

ORD record
ord-69ed838f8cc2478a83ca20b5e0a79479
Source dataset
uspto-grants-1981_05
Patent number
US04269750

Reaction notes

Loading…