Ethylene Glycol → HCID 86739121, compound

HRID 1649415Notes

Reaction equation

[CH:1]1([C:11]([O:13][CH3:14])=[O:12])[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]1.[C:15]([O:27]C)(=[O:26])[C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1.C(O)CO.O=[Sb]O[Sb]=O>O.O.C([O-])(=O)C.C([O-])(=O)C.[Zn+2].O.CO>[CH:4]12[C:7](=[O:8])[O:9][CH2:10][CH2:14][O:13][C:11](=[O:12])[CH:1]([CH2:2][CH2:3]1)[CH2:6][CH2:5]2.[C:15]([O-:27])(=[O:26])[C:16]1[CH:25]=[CH:24][C:19]([C:20]([O-:22])=[O:21])=[CH:18][CH:17]=1

Participants

Conditions

Temperature: 240 °C

Procedure

A mixture of dimethyl 1,4-cyclohexanedicarboxylate (88.1 g, 0.40 mole), dimethyl terephthalate (194.0 g, 1.0 mole), and ethylene glycol (147.7 g, 1.7 mole) in the presence of zinc diacetate dihydrate (0.0629 g) and antimony trioxide (0.158 g) was heated at 200° C. under a slow stream of nitrogen overnight until the evolution of methanol ceased. The temperature was increased to 240° C., and the mixture was stirred under reduced pressure (0.025 mm Hg) for 3 hours until the stirring was difficult. The reaction mixture on cooling under nitrogen afforded a water white, amorphous polymer Tg 59° C., I.V. 0.58 dl/g).

Workup

temperatureThe reaction mixture on cooling under nitrogen

Sources & evidence

ORD record: ord-8a0ff486f2314db08772ef494525070f
Source dataset: uspto-grants-1983_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04416965

Reaction notes

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