Novel Approach to Ladder‐Type Polymers: Polydithiathianthrene via the Intramolecular Acid‐Induced Cyclization of Methylsulfinyl‐Substituted Poly(meta‐phenylene sulfide)

Novel Approach to Ladder‐Type Polymers: Polydithiathianthrene via the Intramolecular Acid‐Induced Cyclization of Methylsulfinyl‐Substituted Poly(meta‐phenylene sulfide)
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DOI:
10.1002/1521-3935(20011001)202:14
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发表时间:
2001-10
影响因子:
2.5
通讯作者:
J. Leuninger;S. Trimpin;H. Räder;K. Müllen
J. Leuninger;S. Trimpin;H. Räder;K. Müllen
中科院分区:
化学4区
文献类型:
--
作者:
J. Leuninger;S. Trimpin;H. Räder;K. Müllen

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芳族甲基亚磺酰基的酸诱导的分子内环化反应已被证明是用于制备基于噻蒽(=“9,10-二硫杂蒽”)的梯型低聚物和聚合物的合适的合成工具。该方法允许以高产率合成四硫并五苯低聚物。该概念被转移到甲基亚磺酰基取代的聚(间苯硫醚)前体的聚合物类似反应中,该前体在强酸性条件下和脱甲基化后得到双链聚(苯硫醚),称为聚二硫杂噻蒽。虽然所得到的带状物不是无缺陷的,但通过这种新技术的高度环化已经通过详细的光谱和光谱研究证明。
The acid-induced intramolecular cyclization reaction of aromatic methylsulfinyls has proven to be a suitable synthetic tool for the preparation of ladder-type oligomers and polymers on the basis of thianthrene (= “9,10-dithiaanthracene”). This approach allows for the synthesis of tetrathiapentacene oligomers in high yields. The concept was transferred to a polymer-analogous reaction of a methylsulfinyl substituted poly(meta-phenylene sulfide) precursor, which under strongly acidic conditions and following demethylation gave a double-stranded poly(phenylene sulfide), known as polydithiathianthrene. Although the resulting ribbon is not defect-free, the high degree of cyclization via this novel technique has been demonstrated by detailed spectroscopic and spectrometric studies.