Polymerization of Primary Amines with Sulfur Monochloride to Yield Red Polymers with a Conjugated SN Backbone

Polymerization of Primary Amines with Sulfur Monochloride to Yield Red Polymers with a Conjugated SN Backbone
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DOI:
10.1021/acs.macromol.2c02507
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发表时间:
2023-05-06
期刊:
影响因子:
5.5
通讯作者:
Bowden,Ned B.
Bowden,Ned B.
中科院分区:
化学1区
文献类型:
--
作者:
Paudel,Arjun;Campbell,Emily J.;Bowden,Ned B.

文献摘要

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首次合成了一系列主链仅由交替的氮和硫单键组成的聚合物。这些聚合物的结构基于聚噻唑基(SN)x,其仅具有氮和硫,并且在没有掺杂的情况下在室温下导电并且在低温下超导。本手稿中报道的聚合物是利用二氯化硫(SCl2)与苯胺或辛胺之间的反应合成的。分离产率范围为 48% 至 74%,使用光散射和折射率检测器发现分子量为 6,200–35,000 g mol–1。获得了聚合物的紫外-可见光谱,聚合物在450 nm附近具有峰值,呈红色。由辛胺合成的聚[(N,N-氨基)硫醚](polyNAS)也是红色的,这表明颜色是由于沿着NS主链的共轭而产生的。这些聚合物是第一种含有交替的N和S主链的聚合物,并且由于氮上附着有基团而易于加工。
A series of polymers that possessed a backbone solely composed of alternating nitrogen and sulfur single bonds were synthesized for the first time. The structures of these polymers were based on polythiazyl (SN)x, which only possesses nitrogen and sulfur and is electrically conducting at room temperature in the absence of doping and superconducting at low temperatures. The polymers reported in this manuscript were synthesized using the reaction between sulfur dichloride (SCl2) and either anilines or octylamine. The isolated yields ranged from 48% to 74%, and the molecular weights were found using light scattering and refractive index detectors to be 6,200–35,000 g mol–1. The UV–vis spectra of the polymers were obtained, and the polymers possessed peak maxima around 450 nm and appeared red. The poly[(N,N-amino)sulfide] (polyNAS) synthesized from octylamine also was red, which demonstrated that the color was due to conjugation along the NS backbone. These polymers are the first polymers containing a backbone of alternating N and S, and are easily processed due to the groups attached to the nitrogens.