Bis(2-hydroxyethyl) terephthalate → Bis(2-hydroxyethyl) benzene-1,4-dicarboxylate;1-dichlorophosphoryloxyethane

HRID 430398

Reaction equation

[C:1]([O:15][CH2:16][CH2:17][OH:18])(=[O:14])[C:2]1[CH:13]=[CH:12][C:5]([C:6]([O:8][CH2:9][CH2:10][OH:11])=[O:7])=[CH:4][CH:3]=1.[P:19]([Cl:25])([Cl:24])(=[O:23])[O:20][CH2:21][CH3:22]>CN(C)C1C=CN=CC=1.C(Cl)Cl>[C:6]([O:8][CH2:9][CH2:10][OH:11])(=[O:7])[C:5]1[CH:4]=[CH:3][C:2]([C:1]([O:15][CH2:16][CH2:17][OH:18])=[O:14])=[CH:13][CH:12]=1.[P:19]([Cl:25])([Cl:24])(=[O:23])[O:20][CH2:21][CH3:22]

Participants

Conditions

Temperature: -40 °C

Procedure

Under an argon stream, 10 g of 1,4-bis(hydroxyethyl) terephthalate (BHET) prepared as described above in Example 1, 9.61 g of 4-dimethylaminopyridine (DMAP), and 70 mL of methylene chloride were placed in a 250 mL flask equipped with a funnel. The solution in the flask was cooled down to −40° C. with stirring, and a solution of 5.13 g of ethyl phosphorodichloridate (EOP) (distilled before use) in 20 mL of methylene chloride was added dropwise through the funnel. After addition was complete, the mixture was stirred at room temperature for four hours to form the homopolymer BHET-EOP.

Workup

customwere placed in a 250 mL flask
customequipped with a funnel
additionAfter addition
stirringthe mixture was stirred at room temperature for four hours

Sources & evidence

ORD record: ord-6924e253ced34f6d8223e02e166064be
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06322797B1

Linked notes

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