Controlled radical polymerization

Current Opinion in Solid State and Materials Science

Volumn 1, Issue 6, 1996, Pages 769-776

  Matyjaszewski, Krzysztof ^a  

^a CARNEGIE MELLON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002038239     PISSN: 13590286     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1359-0286(96)80101-X     Document Type: Article

References (61)

1. Webster OW: Living polymerization methods. Science 1991, 251:887-893.
2. Matyjaszewski K: Cationic Polymerizations: Mechanisms, Synthesis and Applications. New York: Marcel Dekker; 1996.
3. Curran DP: Comprehensive Organic Synthesis. Oxford: Pergamon; 1991. (Trost BM, Fleming 1, eds. vol 4).
4. Greszta D, Mardare D, Matyjaszewski K: "Living" radical polymerization. 1. Possibilities and limitations. Macromolecules 1994, 27:638-644.
5. Szwarc M: Carbanions, Living Polymers and Electron Transfer Processes. New York: Interscience Publishers; 1968.
6. Matyjaszewski K: From "living" carbocationic to "living" radical polymerization. J Macromol Sci Pure Appl Chem A 1994, 31:989-1000.
7. Matyjaszewski K: Introduction to living polymerization. Living and/or controlled polymerization. J Phys Org Chem 1995, 8:197-207. Fundamentals of controlled/"living" polymerization with the quantitative analysis of slow initiation, transfer, termination and slow exchange on kinetics, molecular weights and polydispersities.
8. Fisher H: Unusual selectivities of radical reactions by internal suppression of fast modes. J Am Chem Soc 1986, 108:3925-3927.
9. Georges MK, Veregin RPN, Kazmaier PM, Hamer GK: Narrow molecular weight resins by a free-radical polymerization process. Macromolecules 1993, 26:2987-2988.
10. Otsu T, Yoshida M, Tazaki T: A model for living radical polymerization. Makromol Chem Rapid Commun 1982, 3:133-140.
11. Borsig E, Lazar M, Capla M, Florian S: Reinitiation reactions of poly(methyl methacrylate) with labile bound fragments of initiator. Angew Makromol Chem 1969, 9:89-100.
12. Bledzki A, Braun D: Polymerisation von methylmethacrylate mit 1,1,2,2-tetraphenyl-1,2-diphenoxyethan. Makromol Chem 1981, 182:1047-1056.
13. Wayland BB, Poszmik G, Mukerjee SL, Fryd M: Living radical polymerization of acrylates by organocobalt porphyrin complexes. J Am Chem Soc 1994; 116:7943-7944.
14. Arvanitopoulos LD, Gruel MP, Harwood HJ: "Living" free radical polymerization using alkyl cobaloximes as photoinitiators. Polym Prepr 1994, 35:549-550.
15. 2+ + BPO. J Chem Soc Faraday Trans I 1979, 75:1821-1829.
16. Mardare D, Gaynor S, Matyjaszewski K: Radical polymerization of vinyl acetate and methyl methacrylate using organochromium initiators complexed with macrocyclic polyamines. Polym Prepr 1994, 35:700-701.
17. Mardare D, Matyjaszewski K: "Living" radical polymerization of vinyl acetate. Macromolecules 1994, 27:645-649.
18. Wang J-S, Matyjaszewski K: Controlled/"living" radical polymerization. Atom transfer radical polymerization in the presence of transition-metal complexes. J Am Chem Soc 1995, 117:5614-5615. First report on atom transfer radical polymerization with a copper based catalytic system.
19. nCl. Macromolecules 1995, 28:7970-7972.
20. Kato M, Kamigaito M, Sawamoto M, Higashimura T: Polymerization of methyl methacrylate with the carbontetrachloride/dichlorotris-(triphenylphosphine) ruthenium(II)/ methyl aluminum bis(2,6-dl-tert-butylphenoxide) initiating system: possibility of living radical polymerization. Macromolecules 1995, 28:1721-1723. First report on atom transfer radical polymerization (Kharash addition) with ruthenium/aluminium system.
21. Tatemoto M: Development of "iodine transfer polymerization" and its applications to telechelically reactive polymers. Kobunshi Ronbunshu 1992, 49:765-783.
22. Gaynor SG, Wang J-S, Matyjaszewski K: Controlled radical polymerization by degenerative transfer: effect of the structure of the transfer agent Macromolecules 1995, 28:8051-8056.
23. Georges MK, Veregin RPN, Hamer GK, Kazmaier PM: Breathing new life into the free radical polymerization process. Macromol Symp 1994, 88:89-103.
24. Matyjaszewski K, Gaynor S, Greszta D, Mardare D, Shigemoto T: Synthesis of well defined polymers by controlled radical polymerization. Macromol Symp 1995, 98:73-89.
25. Hawker CJ: Molecular weight control by a "living" free-radical polymerization process. J Am Chem Soc 1994, 116:11165-11186.
26. Catala JM, Bubel F, Hammouch SO: Living radical polymerization: kinetic results. Macromolecules 1995, 28:8441-8443.
27. Fukuda T, Terauchi T: Mechanism of "living" radical polymerization mediated by stable nitroxyl radicals. Chem Lett 1996, 4:293-294.
28. Greszta D, Matyjaszewski K: Comments on the paper "living" radical polymerization: kinetic results (Catala JM, Bubel F, Hammouch SO: Macromolecules 1995, 28:8441-8443). Macromolecules 1996, 29:5239-5240.
29. Greszta D, Matyjaszewski K: Comments on the paper "living" radical polymerization: kinetic results (Catala JM, Bubel F, Hammouch SO: Macromolecules 1995, 28:8441-8443). Macromolecules 1996, 29:5239-5240.
30. Veregin RPN, Odell PG, Michalak LM, Georges MK: The pivotal role of excess nitroxide radical in living free radical polymerizations with narrow polydispersity. Macromolecules 1996, 29:2746-2754.
31. Li I, Howell BA, Matyjaszewski K, Shigemoto T, Smith PB, Priddy DB: Kinetics of decomposition of 2,2,6,6-tetramethyl-1-(1-phenylethoxy) piperidine and its implications on nitroxyl-mediated styrene polymerization. Macromolecules 1995, 28:6692-6693.
32. Moad G, Rizzardo E: Alkoxyamine-initiated living radical polymerization: factors affecting alkoxyamine homolysis rates. Macromolecules 1995, 28:8722-8728. Theoretical and synthetic approach using various monomers to quantify steric effects of nitroxides on the equilibrium between dormant alkoxyamines and growing radicals.
33. Puts RD, Sogah DY: Control of living free-radical polymerization by a new chiral nitroxide and implications for the polymerization mechanism. Macromolecules 1996, 29:3323-3325. Effect of phenyl substituient in TEMPO-like system on rates of styrene polymerization.
34. Shigemoto T, Matyjaszewski K: Controlled radical polymerization of styrene in the presence of nitronyl nitroxides. Macromol Rapid Commun 1996, 17:347-351.
35. Fukuda T, Terauchi T, Goto A, Tsujii Y, Miyamoto T, Shimizu Y: Well-defined block copolymers comprising styrene-acrylonitrile random copolymer sequences synthesized by "living" radical polymerization. Macromolecules 1996, 29:3050-3052.
36. Hawker CJ, Elce E, Dao J, Volksen W, Russell TP, Barclay GG: Well defined random copolymers by a "living" free- radical polymerization process. Macromolecules 1996, 29:2686-2688.
37. Hawker CJ, Frechet JMJ, Grubbs RB, Dao J: Preparation of hyperbranched and star polymers by a "living" self-condensing free radical polymerization. J Am Chem Soc 1995, 117:10763-10764. First report on hyperbranched polymers by radical polymerization.
38. Veregin RPN, Odell PG, Michalak LM, Georges MK: Mechanism of rate enhancement using organic acids in nitroxide-mediated living free-radical polymerizations. Macromolecules 1996, 29:4161-4163.
39. Odell PG, Veregin RPN, Michalak LM, Brousmiche D, Georges MK: Rate enhancement of living free-radical polymerizations by an organic acid salt Macromolecules 1995, 28:8453-8455.
40. Enikolopyan NS, Smimov BR, Ponomarev GV, Belgovskii IM: Catalyzed chain transfer to monomer in free radical polymerization. J Polym Sci Polym Chem Ed 1981, 19:879-889.
41. Davis TP, Kukulj D, Haddleton DM, Maloney DR. Cobalt-mediated free-radical polymerization of acrylic monomers. Trends Polym Sci 1995, 3:365-373. Comprehensive review of cobalt-based system in controlled radical polymerization and in catalytic chain transfer reactions.
42. Minoura Y, Lee M: Polymerization of vinyl monomers initiated by chromium(III)acetate and organic peroxides. J Chem Soc Faraday Trans I 1978, 74:1726-1737.
43. Greszta D, Mardare D, Matyjaszewski K: Radical polymerization of vinyl acetate in the presence of trialkyl phosphites. Polym Prepr 1994, 35:466-467.
44. Bellus D: Copper-catalyzed additions of organic polyhalides to olefins: a versatile synthetic tool. Pure Appl Chem 1985, 57:1827-1838.
45. Wang J-S, Matyjaszewski K: Controlled/"living" radical polymerization. Halogen atom transfer radical polymerization promoted by a Cu(I)/Cu(II) redox process. Macromolecules 1995, 28:7901-7910. Kinetics and mechanism of heterogeneous ATRP of styrenes, acrylates and methacrylates.
46. n < 1.05).
47. Percec V, Barboiu B, Neumann A, Ronda JC, Zhao M: Metal-catalyzed "living" radical polymerization of styrene initiated with arenesulfonyl chlorides. From heterogeneous to homogeneous catalysis. Macromolecules 1996, 29:3665-3668. Analysis of efficiency of various catalytic systems based on several transition metals and ligands in polymerization of styrene.
48. Mueller AHE, Zhuang R, Yan D, Litvinenko G: Kinetic analysis of "living" polymerization processes exhibiting slow equilibria. 1. Degenerative transfer (direct activity exchange between active and "dormant" species). Application to group transfer polymerization. Macromolecules 1995, 28:4326-4333.
49. n < 1.05 by homogeneous atom transfer radical polymerization. Polym Prepr 1996, 37:575-576.
50. Matyjaszewski K, Lin C-H: Exchange reactions in the living cationic polymerization of alkenes. Makromol Chem Macromol Symp 1991, 47:221-237.
51. Ando T, Kato M, Kamigaito M, Sawamoto M: Living radical polymerization of methyl methacrylate with ruthenium complex: formation of polymers with controlled molecular weights and very narrow polydispersities. Macromolecules 1996, 29:1070-1072.
52. Beers KL, Gaynor SG, Matyjaszewski K: The use of "living" radical polymerization to synthesize graft copolymers. Polym Prepr 1996, 37:571-572.
53. Gaynor SG, Edelman S, Matyjaszewski K: The synthesis of branched and hyperbranched polystyrenes. Macromolecules 1996, 29:1079-1081. First report on the synthesis of hyperbranched polymers by radical polymerization of a commercially available monomer (p-chloromethylstyrene).
54. Gaynor SG, Edelman SZ, Matyjaszewski K: From hyperbranched to crosslinked polymers by atom transfer radical polymerization. Polym Mater Sci Eng 1996, 74:236-237.
55. Greszta D, Matyjaszewski K: Gradient copolymers - a new class of materials. Polym Prepr 1996, 37:569-570. First report on well defined gradient copolymers prepared by controlled ATRP.
56. Nakagawa Y, Gaynor SG, Matyjaszewski K: The synthesis of end functional polymers by "living" radical polymerization. Polym Prepr 1996, 37:577-578.
57. Curran CP, Newcomb M: A critical evaluation of studies employing alkenyl halide "mechanistic probes" as indicators of single-electron transfer processes. Accounts Chem Res 1988, 1:206-214.
58. Gaynor SG, Wang JS, Matyjaszewski K: Well defined polymers obtained through the use of controlled radical polymerization: the use of alkyl iodides as degenerative transfer reagents. Polym Prepr 1995, 36:467-468.
59. Saban MD, Georges MK, Veregin RPN, Hamer GK, Kazmaier PM: Nitroxide-mediated free-radical polymerization of styrene. Absence of the gel effect Macromolecules 1995, 28:7032-7034. Discussion of the absence of Trommsdorf (gel) effect in controlled radical polymerization of styrene.
60. P1. Solomon DH, Waverly G, Rizzardo E, Hill W, Cacioli P: Polymerization processes and polymers produced thereby. USA Pat. 4 581 429:1986.
61. P2. Matyjaszewski K, Wang JS: Novel (co)polymers and a novel polymerization process based on atom (or group) transfer radical polymerization. USA Pat. 08/414 415;WO 96/30421:1995.