Ethylene Oxide → 5-Phenyl-2,4-pentadienoic acid

HRID 1034560Notes

Reaction equation

HRID 1034560 reaction equation
C1[O:3]C1.O[C:5]1[CH:10]=[CH:9][C:8]([C:11]([C:14]2[CH:19]=[CH:18][C:17]([OH:20])=CC=2)(C)C)=[CH:7][CH:6]=1.C1OC1C.C(O)(=O)C1C=CC(C(O)=O)=CC=1.C([Sn](=O)CCCC)CCC>>[CH:14]([CH:19]=[CH:18][C:17]([OH:20])=[O:3])=[CH:11][C:8]1[CH:7]=[CH:6][CH:5]=[CH:10][CH:9]=1

Participants

6

Reactant 5

HCID 6354Ethylene OxideHCID 6378Propylene OxideHCID 6623Bisphenol A2×HCID 7489Terephthalic AcidHCID 61221Dibutyltin oxide

Product 1

HCID 737775-Phenyl-2,4-pentadienoic acid

Procedure

In a reaction vessel equipped with a condenser, a stirrer and a nitrogen inlet tube, 682 parts of ethylene oxide 2 mol adduct of bisphenol A, 81 parts of propylene oxide 2 mol adduct of bisphenol A, 283 parts of terephthalic acid, 22 parts of trimellitic anhydride, and 2 parts of dibutyltin oxide were added. The mixture was subjected to a reaction for 8 hours at 230° C. under normal pressure, and subsequently reacted for 5 hours under a reduced pressure of from 10 mmHg to 15 mmHg. Thus [Intermediate Polyester 1] was obtained. The [Intermediate Polyester 1] was found to have a number average molecular weight of 2,100, a mass average molecular weight of 9,500, a glass transition temperature (Tg) of 55° C., an acid value of 0.5 mgKOH/g and a hydroxyl value of 51 mgKOH/g.

Workup

  1. customIn a reaction vessel equipped with a condenser, a stirrer and a nitrogen inlet tube
  2. customThe mixture was subjected to a reaction for 8 hours at 230° C. under normal pressure
  3. customsubsequently reacted for 5 hours under a reduced pressure of from 10 mmHg to 15 mmHg

Sources & evidence

ORD record
ord-100e4dc1f415419eb8cd5d650b5225df
Source dataset
uspto-grants-2013_10
Patent number
US08546053B2

Reaction notes

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