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Journal articles on the topic 'Atom transfer radical polymerization'

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Author: Grafiati

Published: 4 June 2021

Last updated: 9 March 2023

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1

Chen, Mao, Honghong Gong, and Yu Gu. "Controlled/Living Radical Polymerization of Semifluorinated (Meth)acrylates." Synlett 29, no. 12 (April 18, 2018): 1543–51. http://dx.doi.org/10.1055/s-0036-1591974.

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Fluorinated polymers are important materials for applications in many areas. This article summarizes the development of controlled/living radical polymerization (CRP) of semifluorinated (meth)acrylates, and briefly introduces their reaction mechanisms. While the classical CRP such as atom transfer radical polymerization (ATRP), reversible addition-fragmentation chain transfer (RAFT) polymerization and nitroxide-mediated radical polymerization (NMP) have promoted the preparation of semifluorinated polymers with tailor-designed architectures, recent development of photo-CRP has led to unprecedented accuracy and monomer scope. We expect that synthetic advances will facilitate the engineering of advanced fluorinated materials with unique properties.1 Introduction2 Atom Transfer Radical Polymerization3 Reversible Addition-Fragmentation Chain Transfer Polymerization4 Nitroxide-Mediated Radical Polymerization5 Photo-CRP Mediated with Metal Complexes6 Metal-free Photo-CRP7 Conclusion

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2

Matyjaszewski, Krzysztof, and Jianhui Xia. "Atom Transfer Radical Polymerization." Chemical Reviews 101, no. 9 (September 2001): 2921–90. http://dx.doi.org/10.1021/cr940534g.

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3

Matyjaszewski, Krzysztof. "From Atom Transfer Radical Addition to Atom Transfer Radical Polymerization." Current Organic Chemistry 6, no. 2 (February 1, 2002): 67–82. http://dx.doi.org/10.2174/1385272023374445.

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4

Kajiwara, Atsushi. "Characterizations of radicals formed in radical polymerizations and transfer reactions by electron spin resonance spectroscopy." Pure and Applied Chemistry 90, no. 8 (August 28, 2018): 1237–54. http://dx.doi.org/10.1515/pac-2018-0401.

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Abstract Electron spin resonance (ESR, aka electron paramagnetic resonance, EPR) investigations have been conducted on radicals formed during radical polymerizations and provide a detailed characterization of the active radical species. Active propagating radicals can be observed during actual radical polymerizations by ESR/EPR. The chain lengths of the observed radicals were estimated by a combination of atom transfer radical polymerization (ATRP) and ESR/EPR. The structures of the chain end radicals were determined by analysis of the ESR/EPR spectra. An increase in the dihedral angles between terminal p-orbital of radical and Cβ–H bonds was observed with increasing chain lengths of methacrylate polymers. Radical transfer reactions were observed during radical polymerization of acrylates. A combination of ATRP and ESR/EPR clarified a 1,5-hydrogen shift mechanism of the radical transfer reactions using model adamantyl acrylate radicals. Penultimate unit effects were also observed. Time-resolved ESR/EPR (TR ESR) spectroscopy clarified the initiation processes of an alternating copolymerization of styrene with maleic anhydride and the copolymerization of styrene with 1,3-butadiene. Several unsolved problems in conventional radical polymerization processes have been clarified using combinations of ATRP with ESR/EPR and TR ESR. Characterization of the radicals in radical polymerizations using various ESR techniques would definitely provide interesting and useful information on conventional radical polymerizations.

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5

Fantin, Marco, Francesca Lorandi, Armando Gennaro, Abdirisak Isse, and Krzysztof Matyjaszewski. "Electron Transfer Reactions in Atom Transfer Radical Polymerization." Synthesis 49, no. 15 (July 4, 2017): 3311–22. http://dx.doi.org/10.1055/s-0036-1588873.

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Electrochemistry may seem an outsider to the field of polymer science and controlled radical polymerization. Nevertheless, several electrochemical methods have been used to determine the mechanism of atom transfer radical polymerization (ATRP), using both a thermodynamic and a kinetic approach. Indeed, electron transfer reactions involving the metal catalyst, initiator/dormant species, and propagating radicals play a crucial role in ATRP. In this mini-review, electrochemical properties of ATRP catalysts and initiators are discussed, together with the mechanism of the atom and electron transfer in ATRP.1 Introduction2 Thermodynamic and Electrochemical Properties of ATRP Catalysts3 Thermodynamic and Electrochemical Properties of Alkyl Halides and Alkyl Radicals4 Atom Transfer from an Electrochemical and Thermodynamic Standpoint5 Mechanism of Electron Transfer in ATRP6 Electroanalytical Techniques for the Kinetics of ATRP Activation7 Electrochemically Mediated ATRP8 Conclusions

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6

Xue, Zhigang, Dan He, and Xiaolin Xie. "Iron-catalyzed atom transfer radical polymerization." Polymer Chemistry 6, no. 10 (2015): 1660–87. http://dx.doi.org/10.1039/c4py01457j.

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7

Zhang, Chengtao, Luxiang Wang, Dianzeng Jia, Junfeng Yan, and Hongyi Li. "Microfluidically mediated atom-transfer radical polymerization." Chemical Communications 55, no. 52 (2019): 7554–57. http://dx.doi.org/10.1039/c9cc04061g.

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8

Matyjaszewski, Krzysztof. "Radical Nature of Cu-Catalyzed Controlled Radical Polymerizations (Atom Transfer Radical Polymerization)." Macromolecules 31, no. 15 (July 1998): 4710–17. http://dx.doi.org/10.1021/ma980357b.

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9

Dadashi-Silab, Sajjad, Francesca Lorandi, Marco Fantin, and Krzysztof Matyjaszewski. "Redox-switchable atom transfer radical polymerization." Chemical Communications 55, no. 5 (2019): 612–15. http://dx.doi.org/10.1039/c8cc09209e.

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10

Treat, Nicolas J., Hazel Sprafke, John W. Kramer, Paul G. Clark, Bryan E. Barton, Javier Read de Alaniz, Brett P. Fors, and Craig J. Hawker. "Metal-Free Atom Transfer Radical Polymerization." Journal of the American Chemical Society 136, no. 45 (October 31, 2014): 16096–101. http://dx.doi.org/10.1021/ja510389m.

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11

Magenau, A. J. D., N. C. Strandwitz, A. Gennaro, and K. Matyjaszewski. "Electrochemically Mediated Atom Transfer Radical Polymerization." Science 332, no. 6025 (March 31, 2011): 81–84. http://dx.doi.org/10.1126/science.1202357.

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12

Pan, Xiangcheng, Marco Fantin, Fang Yuan, and Krzysztof Matyjaszewski. "Externally controlled atom transfer radical polymerization." Chemical Society Reviews 47, no. 14 (2018): 5457–90. http://dx.doi.org/10.1039/c8cs00259b.

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ATRP can be externally controlled by electrical current, light, mechanical forces and various chemical reducing agents. The mechanistic aspects and preparation of polymers with complex functional architectures and their applications are critically reviewed.

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13

Kabachii, Yu A., S. Yu Kochev, and P. M. Valetski. "Dithioesters in atom-transfer radical polymerization." Polymer Science Series B 48, no. 1 (January 2006): 32–36. http://dx.doi.org/10.1134/s1560090406010076.

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14

Wang, Yi, Sajjad Dadashi-Silab, and Krzysztof Matyjaszewski. "Photoinduced Miniemulsion Atom Transfer Radical Polymerization." ACS Macro Letters 7, no. 6 (June 11, 2018): 720–25. http://dx.doi.org/10.1021/acsmacrolett.8b00371.

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15

Coessens, Veerle M. C., and Krzysztof Matyjaszewski. "Fundamentals of Atom Transfer Radical Polymerization." Journal of Chemical Education 87, no. 9 (September 2010): 916–19. http://dx.doi.org/10.1021/ed1002256.

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16

Krys, Pawel, and Krzysztof Matyjaszewski. "Kinetics of Atom Transfer Radical Polymerization." European Polymer Journal 89 (April 2017): 482–523. http://dx.doi.org/10.1016/j.eurpolymj.2017.02.034.

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17

Min, Ke, and Krzysztof Matyjaszewski. "Atom Transfer Radical Polymerization in Microemulsion." Macromolecules 38, no. 20 (October 2005): 8131–34. http://dx.doi.org/10.1021/ma051675v.

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18

Hou, Chen, Liang Ying, and Chengguo Wang. "Atom transfer radical polymerization of acrylonitrile." Journal of Applied Polymer Science 99, no. 3 (2005): 1050–54. http://dx.doi.org/10.1002/app.22618.

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19

Matyjaszewski, Krzysztof, and Jianhui Xia. "ChemInform Abstract: Atom Transfer Radical Polymerization." ChemInform 32, no. 47 (May 23, 2010): no. http://dx.doi.org/10.1002/chin.200147279.

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20

Scholz, Carmen, and Krzysztof Matyjaszewski. "Advances in Atom Transfer Radical Polymerization." Polymer International 63, no. 5 (April 9, 2014): 801–2. http://dx.doi.org/10.1002/pi.4728.

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21

Filiz Şenkal, B., Gürkan Hizal, and Niyazi Biçak. "Atom transfer radical polymerization throughN-chlorosulfonamides." Journal of Polymer Science Part A: Polymer Chemistry 39, no. 16 (June 19, 2001): 2691–95. http://dx.doi.org/10.1002/pola.1246.

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22

Masci, Giancarlo, Laura Giacomelli, and Vittorio Crescenzi. "Atom Transfer Radical Polymerization ofN-Isopropylacrylamide." Macromolecular Rapid Communications 25, no. 4 (February 2004): 559–64. http://dx.doi.org/10.1002/marc.200300140.

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23

Zaborniak, Izabela, and Paweł Chmielarz. "Ultrasound-Mediated Atom Transfer Radical Polymerization (ATRP)." Materials 12, no. 21 (November 2, 2019): 3600. http://dx.doi.org/10.3390/ma12213600.

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Ultrasonic agitation is an external stimulus, rapidly developed in recent years in the atom transfer radical polymerization (ATRP) approach. This review presents the current state-of-the-art in the application of ultrasound in ATRP, including an initially-developed, mechanically-initiated solution with the use of piezoelectric nanoparticles, that next goes to the ultrasonication-mediated method utilizing ultrasound as a factor for producing radicals through the homolytic cleavage of polymer chains, or the sonolysis of solvent or other small molecules. Future perspectives in the field of ultrasound in ATRP are presented, focusing on the preparation of more complex architectures with highly predictable molecular weights and versatile properties. The challenges also include biohybrid materials. Recent advances in the ultrasound-mediated ATRP point out this approach as an excellent tool for the synthesis of advanced materials with a wide range of potential industrial applications.

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24

Dadashi-Silab, Sajjad, and Krzysztof Matyjaszewski. "Iron Catalysts in Atom Transfer Radical Polymerization." Molecules 25, no. 7 (April 3, 2020): 1648. http://dx.doi.org/10.3390/molecules25071648.

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Catalysts are essential for mediating a controlled polymerization in atom transfer radical polymerization (ATRP). Copper-based catalysts are widely explored in ATRP and are highly efficient, leading to well-controlled polymerization of a variety of functional monomers. In addition to copper, iron-based complexes offer new opportunities in ATRP catalysis to develop environmentally friendly, less toxic, inexpensive, and abundant catalytic systems. Despite the high efficiency of iron catalysts in controlling polymerization of various monomers including methacrylates and styrene, ATRP of acrylate-based monomers by iron catalysts still remains a challenge. In this paper, we review the fundamentals and recent advances of iron-catalyzed ATRP focusing on development of ligands, catalyst design, and techniques used for iron catalysis in ATRP.

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25

Lowe, A. B., and C. L. McCormick. "Homogeneous Controlled Free Radical Polymerization in Aqueous Media." Australian Journal of Chemistry 55, no. 7 (2002): 367. http://dx.doi.org/10.1071/ch02053.

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The ability to conduct controlled radical polymerizations (CRP) in homogeneous aqueous media is discussed. Three main techniques, namely stable free radical polymerization (SFRP), with an emphasis on nitroxide-mediated polymerization (NMP), atom transfer radical polymerization (ATRP) and reversible addition-fragmentation chain transfer polymerization (RAFT) are examined. No examples exist of homogeneous aqueous NMP polymerization, but mixed water/solvent systems are discussed with specific reference to the NMP of sodium 4-styrenesulfonate. Aqueous ATRP is possible, although monomer choice is limited to methacrylates and certain styrenics. Finally, homogeneous aqueous RAFT polymerizations are examined. We demonstrate the greater versatility of this technique, at least in terms of monomer variety, by discussing the controlled polymerization of charged and neutral acrylamido monomers and of a series of ionic styrenic monomers. Many of these monomers cannot/have not been polymerized by either NMP or ATRP.

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26

Wang, Yu, Sushant P. Sahu, Alec J. Clay, and Amanda J. Gildersleeve. "Concurrent atom transfer radical polymerization and nitroxide radical coupling relay polymerization." Chemical Communications 57, no. 27 (2021): 3331–34. http://dx.doi.org/10.1039/d1cc00682g.

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27

Matyjaszewski, Krzysztof. "Transition Metal Catalysis in Controlled Radical Polymerization: Atom Transfer Radical Polymerization." Chemistry - A European Journal 5, no. 11 (November 5, 1999): 3095–102. http://dx.doi.org/10.1002/(sici)1521-3765(19991105)5:11<3095::aid-chem3095>3.0.co;2-#.

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28

HALOI, DHRUBA JYOTI, BISHNU PRASAD KOIRY, PRITHWIRAJ MANDAL, and NIKHIL KUMAR SINGHA. "Synthesis and characterization of poly(2-ethylhexyl acrylate) prepared via atom transfer radical polymerization, reverse atom transfer radical polymerization and radical polymerization." Journal of Chemical Sciences 125, no. 4 (July 2013): 791–97. http://dx.doi.org/10.1007/s12039-013-0438-2.

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29

Hu, Xin, Ning Zhu, and Kai Guo. "Advances in Organocatalyzed Atom Transfer Radical Polymerization." Advances in Polymer Technology 2019 (December 12, 2019): 1–9. http://dx.doi.org/10.1155/2019/7971683.

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Atom transfer radical polymerization (ATRP) is one of the most robust tools to prepare well-defined polymers with precise topologies and architectures. Although series of improved ATRP methods have been developed to decrease the metal catalyst loading to parts per million, metal residue is the key limiting factor for variety of applications, especially in microelectronic and biomedical area. The feasible solution to this challenge would be the establishment of metal-free ATRP. Since 2014, organocatalyzed ATRP (O-ATRP) or metal free ATRP has achieved significant progress by developing kinds of organic photoredox catalysts. This review highlights the advances in organocatalyzed atom transfer radical polymerization as well as the potential future directions.

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30

Qiu, Jian, and Krzysztof Matyjaszewski. "Polymerization of Substituted Styrenes by Atom Transfer Radical Polymerization." Macromolecules 30, no. 19 (September 1997): 5643–48. http://dx.doi.org/10.1021/ma9704222.

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31

Aran, Bengi, and Ali Usanmaz. "Stereoregular Polymerization of Methylmethacrylate by Atom Transfer Radical Polymerization." Journal of Macromolecular Science, Part A 43, no. 2 (February 2006): 233–45. http://dx.doi.org/10.1080/10601320500437086.

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32

Wang, Shuangshuang, Ke Zhang, Yongming Chen, and Fu Xi. "Isomeric Dicyclic Polymers via Atom Transfer Radical Polymerization and Atom Transfer Radical Coupling Cyclization." Macromolecules 47, no. 6 (March 7, 2014): 1993–98. http://dx.doi.org/10.1021/ma402335f.

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33

Guo, Yuyang, Yu Zou, and Jiang Jiang. "Plasmonic-redox controlled atom transfer radical polymerization." Chemical Communications 57, no. 70 (2021): 8766–69. http://dx.doi.org/10.1039/d1cc03179a.

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34

Xia, Jianhui, Xuan Zhang, and Krzysztof Matyjaszewski. "Atom Transfer Radical Polymerization of 4-Vinylpyridine." Macromolecules 32, no. 10 (May 1999): 3531–33. http://dx.doi.org/10.1021/ma9816968.

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35

Teodorescu, Mircea, and Krzysztof Matyjaszewski. "Atom Transfer Radical Polymerization of (Meth)acrylamides." Macromolecules 32, no. 15 (July 1999): 4826–31. http://dx.doi.org/10.1021/ma990175x.

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36

Rademacher, Jude T., Marina Baum, Mical E. Pallack, William J. Brittain, and William J. Simonsick. "Atom Transfer Radical Polymerization ofN,N-Dimethylacrylamide." Macromolecules 33, no. 2 (January 2000): 284–88. http://dx.doi.org/10.1021/ma991550o.

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37

Li, Mei, and Krzysztof Matyjaszewski. "Reverse Atom Transfer Radical Polymerization in Miniemulsion." Macromolecules 36, no. 16 (August 2003): 6028–35. http://dx.doi.org/10.1021/ma034109d.

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38

Matyjaszewski, Krzysztof. "New Materials by Atom Transfer Radical Polymerization." Molecular Crystals and Liquid Crystals 415, no. 1 (January 2004): 23–34. http://dx.doi.org/10.1080/15421400490481971.

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39

Matyjaszewski, Krzysztof, and Nicolay V. Tsarevsky. "Macromolecular Engineering by Atom Transfer Radical Polymerization." Journal of the American Chemical Society 136, no. 18 (April 23, 2014): 6513–33. http://dx.doi.org/10.1021/ja408069v.

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40

Coessens, Veerle, Tomislav Pintauer, and Krzysztof Matyjaszewski. "Functional polymers by atom transfer radical polymerization." Progress in Polymer Science 26, no. 3 (April 2001): 337–77. http://dx.doi.org/10.1016/s0079-6700(01)00003-x.

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41

Chmielarz, Paweł, Marco Fantin, Sangwoo Park, Abdirisak A. Isse, Armando Gennaro, Andrew J. D. Magenau, Andrzej Sobkowiak, and Krzysztof Matyjaszewski. "Electrochemically mediated atom transfer radical polymerization (eATRP)." Progress in Polymer Science 69 (June 2017): 47–78. http://dx.doi.org/10.1016/j.progpolymsci.2017.02.005.

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42

SHEN, Y., H. TANG, and S. DING. "Catalyst separation in atom transfer radical polymerization." Progress in Polymer Science 29, no. 10 (October 2004): 1053–78. http://dx.doi.org/10.1016/j.progpolymsci.2004.08.002.

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43

Wang, Zhenhua, Zhanhua Wang, Xiangcheng Pan, Liye Fu, Sushil Lathwal, Mateusz Olszewski, Jiajun Yan, et al. "Ultrasonication-Induced Aqueous Atom Transfer Radical Polymerization." ACS Macro Letters 7, no. 3 (February 16, 2018): 275–80. http://dx.doi.org/10.1021/acsmacrolett.8b00027.

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44

Patten, Timothy E., and Krzysztof Matyjaszewski. "Copper(I)-Catalyzed Atom Transfer Radical Polymerization." Accounts of Chemical Research 32, no. 10 (October 1999): 895–903. http://dx.doi.org/10.1021/ar9501434.

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45

Liu, Shengsheng, and Munmaya K. Mishra. "Atom Transfer Radical Polymerization of Menthyl Acrylate." Macromolecules 40, no. 4 (February 2007): 867–71. http://dx.doi.org/10.1021/ma062058p.

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46

Wang, Yu, Mingjiang Zhong, Yaozhong Zhang, Andrew J. D. Magenau, and Krzysztof Matyjaszewski. "Halogen Conservation in Atom Transfer Radical Polymerization." Macromolecules 45, no. 21 (October 17, 2012): 8929–32. http://dx.doi.org/10.1021/ma3018958.

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47

Xu, Wenjian, Xiulin Zhu, Zhenping Cheng, and Jianying Chen. "Atom transfer radical polymerization of lauryl methacrylate." Journal of Applied Polymer Science 90, no. 4 (August 27, 2003): 1117–25. http://dx.doi.org/10.1002/app.12667.

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48

Hou, Chen, Rongjun Qu, Liang Ying, and Chengguo Wang. "Reverse atom transfer radical polymerization of acrylonitrile." Journal of Applied Polymer Science 99, no. 1 (2005): 32–36. http://dx.doi.org/10.1002/app.22005.

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49

Lorandi, Francesca, Yi Wang, Marco Fantin, and Krzysztof Matyjaszewski. "Ab Initio Emulsion Atom‐Transfer Radical Polymerization." Angewandte Chemie 130, no. 27 (July 2, 2018): 8402–6. http://dx.doi.org/10.1002/ange.201804647.

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50

Enciso, Alan E., Liye Fu, Sushil Lathwal, Mateusz Olszewski, Zhenhua Wang, Subha R. Das, Alan J. Russell, and Krzysztof Matyjaszewski. "Biocatalytic “Oxygen‐Fueled” Atom Transfer Radical Polymerization." Angewandte Chemie 130, no. 49 (November 8, 2018): 16389–93. http://dx.doi.org/10.1002/ange.201809018.

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