Dimethyl Dihydroacridines as Photocatalysts in Organocatalyzed Atom Transfer Radical Polymerization of Acrylate Monomers

Buss Bonnie L.; Lim Chern‐Hooi; Miyake Garret M.

摘要

Abstract > Development of photocatalysts (PCs) with diverse properties has been essential in the advancement of organocatalyzed atom transfer radical polymerization (O‐ATRP). Dimethyl dihydroacridines are presented here as a new family of organic PCs, for the first time enabling controlled polymerization of challenging acrylate monomers by O‐ATRP. Structure–property relationships for seven PCs are established, demonstrating tunable photochemical and electrochemical properties, and accessing a strongly oxidizing 2 PC .+ intermediate for efficient deactivation. In O‐ATRP, the combination of PC, implementation of continuous‐flow reactors, and promotion of deactivation through addition of LiBr are critical to producing well‐defined acrylate polymers with dispersities as low as 1.12. The utility of this approach is established through demonstration of the oxygen‐tolerance of the system and application to diverse acrylate monomers, including the synthesis of well‐defined di‐ and triblock copolymers. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译：</span><Abstract Type =“Main”XML：Lang =“en”> <标题类型=“main”>抽象</ title> > 在有机催化原子转移自由基聚合（O-ATRP）的进步方面至关重要，具有多种特性的光催化剂（PC）。二甲基二氢吖啶吖啶作为一种新的有机PC系列，首次通过O-ATRP进行控制的丙烯酸酯单体的控制聚合。建立了七个PC的结构性质关系，展示可调光化学和电化学性能，并进入强烈氧化 2 </ sup> 个人电脑。+ </ sup> 中间用于有效停用。在O-ATRP中，PC的组合，连续流动反应器的实施以及通过添加LIBR的促进促进失活对于生产具有低至1.12的分散度的良好定义的丙烯酸酯聚合物至关重要。通过证明系统的氧耐受性和应用于多种丙烯酸酯单体的氧气，包括合成明确定义的二嵌段和三嵌段共聚物的合成来确定该方法的效用。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" >著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-19011/'>《Angewandte Chemie》</a> <b style="margin: 0 2px;">|</b><span>2020年第8期</span><b style="margin: 0 2px;">|</b><span>共9页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Buss Bonnie L.&option=202" target="_blank" rel="nofollow">Buss Bonnie L.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Lim Chern‐Hooi&option=202" target="_blank" rel="nofollow">Lim Chern‐Hooi;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Miyake Garret M.&option=202" target="_blank" rel="nofollow">Miyake Garret M.;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Department of ChemistryColorado State UniversityFort Collins CO 80523 USA;</p> <p>Department of ChemistryColorado State UniversityFort Collins CO 80523 USA;</p> <p>Department of ChemistryColorado State UniversityFort Collins CO 80523 USA;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li > <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span><a href="https://www.zhangqiaokeyan.com/clc/1188.html" title="应用化学">应用化学;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=microreactors&option=203" rel="nofollow">microreactors;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=monomers&option=203" rel="nofollow">monomers;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=organocatalysis&option=203" rel="nofollow">organocatalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=photochemistry&option=203" rel="nofollow">photochemistry;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=polymerization&option=203" rel="nofollow">polymerization;</a> </p> <div class="translation"> 机译：微反应器;单体;有机成分分析;光化学;聚合; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704028161988.html">Cover Picture: Dimethyl Dihydroacridines as Photocatalysts in Organocatalyzed Atom Transfer Radical Polymerization of Acrylate Monomers (Angew. 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style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061203578777.html">一种基于二甲基丙烯酸酯单体的有机太阳能电池结构及其制备方法</a> <b>[P]</b> . <span> 中国专利： CN108346743B </span> <span> . 2019.12.10</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120110826839.html">一种基于二甲基丙烯酸酯单体的有机太阳能电池结构及其制备方法</a> <b>[P]</b> . <span> 中国专利： CN108346743A </span> <span> . 2018-07-31</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130429268969.html">Producing a polymer mixture, useful as binder additives for sealing materials, comprises reacting a monomer by atom transfer radical polymerization in a mixture and adding silyl group substituted monomer to the obtained mixture</a> <b>[P]</b> . <span> 外国专利：  DE102007049859A1 </span> <span> . 2009-04-23</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：制备用作密封材料的粘合剂添加剂的聚合物混合物，包括通过原子转移自由基聚合使单体在混合物中反应，并将甲硅烷基取代的单体添加到所得混合物中。 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130445904412.html">Production of polymers by radical atom-transfer polymerization of vinyl monomers in aqueous solution involves using the monomers, initiator or metal-ligand catalyst in the form of a cyclodextrin complex</a> <b>[P]</b> . <span> 外国专利：  DE10027746A1 </span> <span> . 2001-12-06</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译：通过水溶液中乙烯基单体的自由基原子转移聚合生产聚合物，涉及使用呈环糊精配合物形式的单体，引发剂或金属-配体催化剂 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130410113127.html">POLYMER COATING COMPRISING 2-METHOXYETHYL ACRYLATE UNITS SYNTHESIZED BY SURFACE-INITIATED ATOM TRANSFER RADICAL POLYMERIZATION</a> <b>[P]</b> . <span> 外国专利：  US2017044392A1 </span> 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