High refractive index materials: A structural property comparison of sulfide‐ and sulfoxide‐containing polyamides

High‐refractive‐index polyamides (PAs) are developed by incorporation of sulfide‐ or sulfoxide linkages and chlorine substituents. The PAs are synthesized through the polycondensation of two novel diamine monomers, 2,2′‐sulfide‐bis(4‐chloro‐1‐(4‐aminophenoxy) phenyl ether (3a) and 2,2′‐sulfoxide‐bis...

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Bibliographic Details
Published in:Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2015-12, Vol.53 (24), p.2867-2877
Main Authors: Javadi, Ali, Abouzari‐Lotf, Ebrahim, Mehdipour‐Ataei, Shahram, Zakeri, Masoumeh, Nasef, Mohamed Mahmoud, Ahmad, Arshad, Ripin, Adnan
Format: Article
Language:English
Subjects:
air
Chlorine
Ethers
halogenated
Linkages
nitrogen
PAS
Phenyls
polyamide
Polyamide resins
polyamides
refractive index
Refractivity
solvents
structure‐property relations
sulfide and sulfoxide
Sulfides
temperature
thermal stability
weight loss
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Summary:High‐refractive‐index polyamides (PAs) are developed by incorporation of sulfide‐ or sulfoxide linkages and chlorine substituents. The PAs are synthesized through the polycondensation of two novel diamine monomers, 2,2′‐sulfide‐bis(4‐chloro‐1‐(4‐aminophenoxy) phenyl ether (3a) and 2,2′‐sulfoxide‐bis(4‐chloro‐1‐(4‐aminophenoxy) phenyl ether (3b), with various aromatic diacids (a–e). The ortho‐sulfide or sulfoxide units, pendant chlorine groups, and flexible ether linkages in the diamine monomers endowed the obtained PAs with excellent solubilities in organic solvents. The resulting PAs showed high thermal stability, with 10% weight loss temperatures exceeding 415 °C under nitrogen and 399 °C in air atmosphere. The combination of chlorine substituents, sulfide or sulfoxide linkages, and ortho‐catenated structures provided polymers with high transparency along with high refractive index values of up to 1.7401 at 632.8 nm and low birefringences (
ISSN:0887-624X
1099-0518
DOI:10.1002/pola.27764