Synthesis of electrophoretic poly(ester-sulfone) gel via thiol-yne click gelation

Synthesis of electrophoretic poly(ester-sulfone) gel via thiol-yne click gelation
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DOI:
10.1038/pj.2014.54
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发表时间:
2014-10
期刊:
影响因子:
2.8
通讯作者:
Yosuke Mano;Y. Nagao;A. Takasu
Yosuke Mano;Y. Nagao;A. Takasu
中科院分区:
化学3区
文献类型:
--
作者:
Yosuke Mano;Y. Nagao;A. Takasu

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硫醇-烯“点击”反应是合成某些功能聚合物的有效方法。本研究以丁二酸丁炔甲酯(BYM)、丁二酸丁烯甲酯和3,6-二氧杂-1,8-辛二硫醇(TEGDT)为单体,通过三元点击共聚(凝胶化)合成了一种聚(酯-硫醚)凝胶。在该方法中,首先形成烯基硫化物,然后进行第二次硫醇加成以得到聚(酯-硫化物)凝胶,其在使用过硫酸氢钾(Oxone)氧化后最终得到聚(酯-砜)凝胶。凝胶化过程通过使用1-辛炔、1-辛烯和TEGDT的模型反应来表征。结果清楚地表明,在点击凝胶化期间首先将硫醇添加到BYM单元,并且第二硫醇添加到随后的烯基硫化物比添加到烯烃更快。合成的聚(酯-砜)凝胶阳极选择性沉积到不锈钢电极上的电泳沉积,虽然母体聚(酯-硫化物)凝胶不是。
The thiol-ene ‘click’reaction is well known as an efficient method for synthesizing certain functional polymers. In this study, we performed the ternary ‘click’copolymerization (gelation) of bis (butynyl) methylsuccinate (BYM), bis (butenyl) methylsuccinate and 3, 6-dioxa-1, 8-octanedithiol (TEGDT) to synthesize a poly (ester-sulfide) gel. In this process, an alkenyl sulfide was initially formed before undergoing a second thiol addition to afford a poly (ester-sulfide) gel, which finally afforded the poly (ester-sulfone) gel after oxidation using Oxone. The gelation process was characterized via a model reaction using 1-octyne, 1-octene and TEGDT. The results clearly indicate that a thiol first added to the BYM unit during the click gelation and that the addition of the second thiol to the subsequent alkenyl sulfide was faster than the addition to the alkene. The synthesized poly (ester-sulfone) gel was anode-selectively deposited onto a stainless-steel electrode by electrophoretic deposition, although the parent poly (ester-sulfide) gel was not.