Oligo(ether-sulfones), 2. Synthesis of a novel macrocyclic aromatic ether sulfone bearing two carboxylic groups and the corresponding polyamide via direct condensation of the macrocycle with 4,4′-diaminodiphenylmethane
✍ Scribed by Barbara Rodewald; Helmut Ritter
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 470 KB
- Volume
- 18
- Category
- Article
- ISSN
- 1022-1336
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✦ Synopsis
Abstract
A new macrocyclic arylene ether sulfone bearing two carboxylic groups, 4, was prepared by use of pseudo high dilution techniques. In a first step, 4,4‐bis[4‐(4‐(4‐chlorophenylsulfonyl)phenoxy)phenyl]pentanoic acid (3) was prepared from bis(4‐chlorophenyl)sulfone (1) and an excess of 4,4‐bis(4‐hydroxyphenyl)pentanoic acid (2). Then, the purified trimer 3 was cyclocondensed with 4,4‐bis(4‐hydroxyphenyl)pentanoic acid (2), yielding the bifunctionalized macrocycle 4. The existence of the ring‐shaped molecule was proved by use of MALDI‐TOF, NMR‐ and IR‐spectroscopy. The free carboxylic groups of 4 were used to build up polyamides that contain the macrocycle in the main chain and 4,4′‐diaminodiphenylmethane (5) as an aromatic diamine.