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Synthesis and characterization of oligoethylene bibenzoate with hydroxyethyl end groups

✍ Scribed by Jawed Asrar; Pierre A. Berger; David J. Weinkauff

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
560 KB
Volume
59
Category
Article
ISSN
0021-8995

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✦ Synopsis

In the process of exploring the potential advantage of 4,4'-biphenyl dicarboxylic acid (BDA) as a comonomer in poly(ethy1ene terephthalate) (PET), it was found that BDA needs to be derivatized for effective incorporation in PET specifically if high levels of BDA incorporation are desired. Bis-hydroxyethylbibenzoate (HEB) was synthesized with the anticipation that it would be compatible with both the continuous PET process which uses high-purity terephthalic acid as well as the batch PET process which utilizes dimethyl terephthalate. This article describes the synthesis of HEB and some of the oligoethylene bibenzoates produced in the process. Diethylene glycol is produced as an undesirable byproduct during the reaction. In an effort to produce a minimum amount of diethylene glycol, a catalytic process was investigated which resulted in diethylene glycol levels of less than 0.5%. Quantitative analysis of diethylene glycol, performed by gas chromatography, and the oligomer structure studies performed by 'H-and I3C-NMR are described.

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