Synthesis of Highly Refractive Poly(phenylene thioether) Derived from 2,4-Dichloro-6-alkylthio-1,3,5-triazines and Aromatic Dithiols
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A highly refractive, transparent, and totally colorless poly(phenylene thioether) (PPT) containing a triazine unit has been developed. A new aromatic dithiol, thianthrene-2,7-dithiol, with a high sulfur content was designed and synthesized in order to develop PPTs with high refractive indices and high glass transition temperatures (Tgs). These PPTs were prepared by the phase-transfer catalyzed polycondensation of 2,4-dichloro-6-alkylthio-1,3,5-triazines with aromatic dithiols such as 4,4鈥?thiobisbenzenethiol, benzene-1,3-dithiol, and thianthrene-2,7-dithiol. The PPTs obtained from the 2,4-dichloro-6-methylthio-1,3,5-triazines and aromatic dithiols showed good thermal stabilities such as relatively high Tgs over 120 掳C and 5% weight-loss temperatures (T5%) around 350 掳C. The optical transmittance of the polymer films with a 1 渭m thickness is around 98% at 400 nm. The combination of the triazine and sulfur-containing thianthrene units provides PPTs with high refractive indices up to 1.7720 at 633 nm and low birefringences (<0.005).

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