• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

连续流动中可见光催化的无金属原子转移自由基聚合

Metal-Free ATRP Catalyzed by Visible Light in Continuous Flow.

作者信息

El Achi Nassim, Bakkour Youssef, Adhami Wissal, Molina Julien, Penhoat Maël, Azaroual Nathalie, Chausset-Boissarie Laëtitia, Rolando Christian

机构信息

MSAP 'Miniaturisation pour la Synthèse l'Analyse et la Protéomique', Université de Lille, USR CNRS 3290, Lille, France.

Laboratory of Applied Chemistry, Faculty of Sciences III, Lebanese University, Tripoli, Lebanon.

出版信息

Front Chem. 2020 Sep 8;8:740. doi: 10.3389/fchem.2020.00740. eCollection 2020.

DOI:10.3389/fchem.2020.00740
PMID:33102428
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7505802/
Abstract

ATRP of methyl methacrylate catalyzed by Eosin Y, an inexpensive and an environmental benign dye, was performed in a continuous flow reactor made of FEP tubing and irradiated by visible light green LEDs. The reaction under flow conditions was significantly more rapid and controlled compared to that in batch giving 90% of polymerization after only 3 h of irradiation. The formed polymers in flow have measured by GPC and DOSY NMR in accordance with the theoretical values and show low dispersities (Ð < 1.5). The livingness of the polymers has been confirmed by LED on and LED off experiments and by the synthesis of block copolymers. The protocol described herein serves as a "proof of concept" of using Eosin Y as a photocatalyst for controlled polymerization and of using 1D and 2D NMR for polymer characterization. The protocol could be replicated in the future for other reversible-deactivation radical polymerizations.

摘要

以曙红Y(一种廉价且环境友好的染料)为催化剂,在由氟塑料(FEP)管制成并由可见光绿色发光二极管(LED)照射的连续流动反应器中进行甲基丙烯酸甲酯的原子转移自由基聚合(ATRP)。与间歇反应相比,流动条件下的反应明显更快且更可控,仅照射3小时后就有90%的聚合反应发生。流动状态下形成的聚合物已通过凝胶渗透色谱(GPC)和扩散排序核磁共振(DOSY NMR)进行测量,结果与理论值相符,且分散度较低(Ð < 1.5)。通过发光二极管开启和关闭实验以及嵌段共聚物的合成,证实了聚合物的活性。本文所述方案是使用曙红Y作为可控聚合的光催化剂以及使用一维和二维核磁共振进行聚合物表征的“概念验证”。未来该方案可用于其他可逆失活自由基聚合反应。

相似文献

1
Metal-Free ATRP Catalyzed by Visible Light in Continuous Flow.连续流动中可见光催化的无金属原子转移自由基聚合
Front Chem. 2020 Sep 8;8:740. doi: 10.3389/fchem.2020.00740. eCollection 2020.
2
Phenyl Benzo[b]phenothiazine as a Visible Light Photoredox Catalyst for Metal-Free Atom Transfer Radical Polymerization.苯基苯并[b]吩噻嗪作为无金属原子转移自由基聚合的可见光光氧化还原催化剂。
Chemistry. 2017 May 2;23(25):5972-5977. doi: 10.1002/chem.201605574. Epub 2017 Feb 8.
3
Photoinduced Organocatalyzed Atom Transfer Radical Polymerization Using Continuous Flow.使用连续流动的光诱导有机催化原子转移自由基聚合
Macromolecules. 2017 Apr 11;50(7):2668-2674. doi: 10.1021/acs.macromol.6b02791. Epub 2017 Mar 21.
4
Open-air green-light-driven ATRP enabled by dual photoredox/copper catalysis.双光氧化还原/铜催化实现的露天绿光驱动原子转移自由基聚合
Chem Sci. 2022 Sep 20;13(39):11540-11550. doi: 10.1039/d2sc04210j. eCollection 2022 Oct 12.
5
Conjugated Cross-linked Phenothiazines as Green or Red Light Heterogeneous Photocatalysts for Copper-Catalyzed Atom Transfer Radical Polymerization.共轭交联苯并噻嗪作为绿光或红光多相光催化剂用于铜催化原子转移自由基聚合。
J Am Chem Soc. 2021 Jun 30;143(25):9630-9638. doi: 10.1021/jacs.1c04428. Epub 2021 Jun 21.
6
Fully Oxygen-Tolerant Visible-Light-Induced ATRP of Acrylates in Water: Toward Synthesis of Protein-Polymer Hybrids.水中丙烯酸酯的全耐氧可见光诱导原子转移自由基聚合:迈向蛋白质-聚合物杂化物的合成
Macromolecules. 2023 Feb 20;56(5):2017-2026. doi: 10.1021/acs.macromol.2c02537. eCollection 2023 Mar 14.
7
Photo-Deactivation Strategy for Switchable ATRP with the Assistance of Molecular Switches.利用分子开关实现光控可切换 ATRP 反应的策略。
Macromol Rapid Commun. 2024 Aug;45(15):e2400162. doi: 10.1002/marc.202400162. Epub 2024 May 20.
8
Carbon Dots as a Promising Green Photocatalyst for Free Radical and ATRP-Based Radical Photopolymerization with Blue LEDs.碳点作为一种有前途的绿色光催化剂,用于基于自由基和原子转移自由基聚合的蓝 LED 光聚合反应。
Angew Chem Int Ed Engl. 2020 Feb 17;59(8):3166-3171. doi: 10.1002/anie.201912343. Epub 2020 Jan 21.
9
Impact of Light Intensity on Control in Photoinduced Organocatalyzed Atom Transfer Radical Polymerization.光强对光致有机催化原子转移自由基聚合反应中控制的影响
Macromolecules. 2017;50(12):4616-4622. doi: 10.1021/acs.macromol.7b00502. Epub 2017 Jun 7.
10
Organocatalyzed Photo-Atom Transfer Radical Polymerization of Methacrylic Acid in Continuous Flow and Surface Grafting.有机催化的甲基丙烯酸光原子转移自由基聚合在连续流和表面接枝中的应用。
Macromol Rapid Commun. 2017 Nov;38(21). doi: 10.1002/marc.201700423. Epub 2017 Sep 21.

引用本文的文献

1
Visible-light-induced copper-mediated reversible deactivation radical polymerisation without additional photocatalysts.可见光诱导的无额外光催化剂的铜介导可逆失活自由基聚合
Chem Sci. 2025 Aug 28. doi: 10.1039/d5sc05171a.
2
One Reaction: Two Types of Mechanism-SARA-ATRP and SET-LRP-for MMA Polymerization in the Presence of PVC.一种反应:在聚氯乙烯存在下甲基丙烯酸甲酯聚合的两种机理——SARA-原子转移自由基聚合和单电子转移活性自由基聚合。
ACS Omega. 2024 Sep 29;9(41):42455-42469. doi: 10.1021/acsomega.4c06179. eCollection 2024 Oct 15.
3
UV-mediated hydrophosphinylation of unactivated alkenes with phosphinates under batch and flow conditions.

本文引用的文献

1
Polymerizations in Continuous Flow: Recent Advances in the Synthesis of Diverse Polymeric Materials.连续流聚合:多种聚合物材料合成的最新进展
ACS Macro Lett. 2020 Jan 21;9(1):123-133. doi: 10.1021/acsmacrolett.9b00933. Epub 2020 Jan 8.
2
Visible Light and Sunlight Photoinduced ATRP with ppm of Cu Catalyst.可见光和太阳光光诱导的含百万分之一铜催化剂的原子转移自由基聚合反应
ACS Macro Lett. 2012 Oct 16;1(10):1219-1223. doi: 10.1021/mz300457e. Epub 2012 Oct 4.
3
Photoinduced Metal-Free Atom Transfer Radical Polymerization of Acrylonitrile.
在间歇和流动条件下,紫外线介导的未活化烯烃与次膦酸酯的氢膦酰化反应。
RSC Adv. 2018 Feb 23;8(15):8385-8392. doi: 10.1039/c7ra12977g. eCollection 2018 Feb 19.
4
Photoinduced Organocatalyzed Atom Transfer Radical Polymerization (O-ATRP): Precision Polymer Synthesis Using Organic Photoredox Catalysis.光诱导有机催化原子转移自由基聚合(O-ATRP):使用有机光氧化还原催化的精准聚合物合成。
Chem Rev. 2022 Jan 26;122(2):1830-1874. doi: 10.1021/acs.chemrev.1c00603. Epub 2021 Nov 29.
5
Assemblies of Polyacrylonitrile-Derived Photoactive Polymers as Blue and Green Light Photo-Cocatalysts for Cu-Catalyzed ATRP in Water and Organic Solvents.聚丙烯腈衍生的光活性聚合物组装体作为水相和有机相中铜催化原子转移自由基聚合反应的蓝光和绿光光助催化剂
Front Chem. 2021 Aug 13;9:734076. doi: 10.3389/fchem.2021.734076. eCollection 2021.
丙烯腈的光诱导无金属原子转移自由基聚合
ACS Macro Lett. 2015 Feb 17;4(2):192-196. doi: 10.1021/mz500834g. Epub 2015 Jan 20.
4
Controlled Radical Polymerization of Acrylates Regulated by Visible Light.可见光调控的丙烯酸酯类可控自由基聚合
ACS Macro Lett. 2014 Jun 17;3(6):580-584. doi: 10.1021/mz500242a. Epub 2014 Jun 2.
5
Recoverable Reusable Polyisobutylene (PIB)-Bound Ruthenium Bipyridine (Ru(PIB-bpy)Cl) Photoredox Polymerization Catalysts.可回收可重复使用的聚异丁烯(PIB)键合钌联吡啶(Ru(PIB-bpy)Cl)光氧化还原聚合催化剂。
ACS Macro Lett. 2013 Jul 16;2(7):571-574. doi: 10.1021/mz400232y. Epub 2013 Jun 11.
6
Dimethyl Dihydroacridines as Photocatalysts in Organocatalyzed Atom Transfer Radical Polymerization of Acrylate Monomers.二甲基二氢吖啶在丙烯酸酯单体的有机催化原子转移自由基聚合反应中作为光催化剂
Angew Chem Int Ed Engl. 2020 Feb 17;59(8):3209-3217. doi: 10.1002/anie.201910828. Epub 2020 Jan 21.
7
Microfluidically mediated atom-transfer radical polymerization.微流控介导的原子转移自由基聚合
Chem Commun (Camb). 2019 Jul 4;55(52):7554-7557. doi: 10.1039/c9cc04061g. Epub 2019 Jun 12.
8
Photoinduced Controlled Radical Polymerizations Performed in Flow: Methods, Products, and Opportunities.流动体系中进行的光诱导可控自由基聚合:方法、产物及机遇
Chem Mater. 2018 Jun 26;30(12):3931-3942. doi: 10.1021/acs.chemmater.8b01359. Epub 2018 Mar 25.
9
Atom Transfer Radical Polymerization: Billion Times More Active Catalysts and New Initiation Systems.原子转移自由基聚合:活性高 10 亿倍的催化剂和新引发体系。
Macromol Rapid Commun. 2019 Jan;40(1):e1800616. doi: 10.1002/marc.201800616. Epub 2018 Oct 30.
10
Seeing the Light: Advancing Materials Chemistry through Photopolymerization.见微知著:通过光聚合推进材料化学
Angew Chem Int Ed Engl. 2019 Apr 8;58(16):5170-5189. doi: 10.1002/anie.201805473. Epub 2019 Feb 11.