Adipic Acid → Ethylene Oxide
Reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[CH2:18]1[O:21][CH:19]1C.C(O)CCO.C(O)(=O)CCCCC(O)=O>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1.[CH2:19]1[O:21][CH2:18]1Participants
Procedure
An adduct of bisphenol A with 2 mols of propylene oxide, 1,3-propylene glycol, terephtaric acid, and adipic acid were placed in a reaction container equipped with a thermocouple, a stirrer, a dewatering tube, and a nitrogen-introducing tube in such a manner that the molar ratio ([OH]/[COOH]) of a hydroxy group to a carboxylic group was 1.4. Diol was formed of 90% by mol of bisphenol A with 2 mols of ethylene oxide and 10% by mol of 1,3-propylene glycol. Dicarboxylic acid was formed of 80% by mol of terephtaric acid and 20% by mol of adipic acid. 500 ppm of titanium tetraisopropoxide was added to all of the monomers. Next, reaction was conducted at 230° C. for eight hours and continued with a reduced pressure of from 10 mmHg to 15 mmHG for four hours. Furthermore, trilmellitic anhydride was added to be 1% by mol to the total of monomers followed by three hour reaction at 180° C. to obtain [Linear non-crystalline polyester E-2]. [Linear non-crystalline polyester E-2] had a weight average molecular weight of 5,600 and a glass transition temperature of 61° C.
Workup
- customequipped with a thermocouple, a stirrer, a dewatering tube
- additiona nitrogen-introducing tube in such a manner that the molar ratio ([OH]/[COOH]) of a hydroxy group to a carboxylic group
Sources & evidence
- ORD record
- ord-47b62429b0d149c4877616b69b62f5a7
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09042802B2
Reaction notes
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