Synthesis of Heterotelechelic α,ω Dye-Functionalized Polymer by the RAFT Process and Energy Transfer between the End Groups

Synthesis of Heterotelechelic α,ω Dye-Functionalized Polymer by the RAFT Process and Energy Transfer between the End Groups
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DOI:
10.1021/ma902391b
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发表时间:
2010-01
期刊:
影响因子:
5.5
通讯作者:
P. Roth;Mathias Haase;T. Basché;P. Théato;R. Zentel
P. Roth;Mathias Haase;T. Basché;P. Théato;R. Zentel
中科院分区:
化学1区
文献类型:
--
作者:
P. Roth;Mathias Haase;T. Basché;P. Théato;R. Zentel

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采用可逆加成-裂解链转移(RAFT)聚合法合成了具有两种不同荧光染料端基的乙烯基聚合物。使用五氟苯基(PFP)激活的酯链转移剂(CTA)提供了具有α端基的聚合物,该聚合物对胺和二硫酯ω端基反应。用俄勒冈绿尸蛋白修饰α PFP酯。这对ω二硫酯没有损害,随后在德克萨斯红-2-磺酰胺乙基甲基乙硫磺酸盐的存在下,ω二硫酯被过量的正丙胺氨化,导致第二种染料连接到聚合物链上的二硫键。用薄层色谱法除去多余的染料和副产物。凝胶渗透色谱(GPC)使用紫外-可见检测器可以验证每个染料在聚合物链上的存在和不存在的游离染料。采用活性自由基法和聚合后的温和互补偶联法合成了该聚合物。
The synthesis of a vinyl polymer with two different fluorescent dye end groups using reversible addition−fragmentation chain transfer (RAFT) polymerization is described. Use of a pentafluorophenyl (PFP) activated ester chain transfer agent (CTA) provided a polymer with an α end group that was reactive toward amines and a dithioester ω end group. The α PFP ester was amidated with Oregon Green Cadaverin. This did not harm the ω dithioester, which was subsequently aminolyzed with an excess of n-propylamine in the presence of Texas Red-2-sulfonamidoethyl methanethiosulfonate, resulting in a disulfide bond connecting the second dye to the polymer chain. Excess dyes and side products were removed by thin layer chromatography (TLC). Gel permeation chromatography (GPC) using a UV−vis detector could verify the presence of each dye on the polymer chain and the absence of free dyes. The synthesis of the polymer by a living radical technique and the mild complementary conjugation methods conducted after polymerizatio...