Formation of hyperbranched polymers in atom transfer radical copolymerization of MMA and DVB

Science China Chemistry

Volumn 53, Issue 12, 2010, Pages 2440-2451

  Sun, Miao ^a   Pan, Caiyuan ^a  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

Author keywords

atom transfer radical polymerization; branching; divinylbenzene; hyperbranched polymers; mechanism

Indexed keywords

ATOM TRANSFER RADICAL COPOLYMERIZATION; BRANCHED POLYMER; BRANCHING; DIVINYLBENZENE; FEED RATIOS; HYPERBRANCHED; HYPERBRANCHED POLYMERS; INIMERS; KINETIC STUDY; MALDI-TOF; MONOMER MIXTURES; NMR SPECTROSCOPY; POLYMERIZATION RATES; VINYL GROUP;

ACRYLIC MONOMERS; ATOMS; COAGULATION; COPOLYMERIZATION; COPOLYMERS; DENDRIMERS; DIMERS; ESTERS; FREE RADICAL REACTIONS; GELATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMER BLENDS; POLYMERS;

ATOM TRANSFER RADICAL POLYMERIZATION;

EID: 79251580669     PISSN: 16747291     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11426-010-4155-0     Document Type: Article

References (44)

1. Y. Kitajyo Y. Nawa M. Tamaki H. Tani K. Takahashi H. Kaga T. Satoh T. Kakuchi 2007 A unimolecular nanocapsule: Encapsulation property of amphiphilic polymer based on hyperbranched polythreitol Polymer 48 4683 4690 1:CAS:528:DC%2BD2sXotVanurY%3D 10.1016/j.polymer.2007.06.026
2. Q. Gao P.S. Liu 2007 Crystalline-amorphous phase transition of hyperbranched polyurethane phase change materials for energy storage J Mater Sci 42 5661 5665 10.1007/s10853-006-0884-z
3. J.M.J. Fréchet M. Henmi I.I. Gitsov S. Aoshima M. Leduc R.B. Grubbs 1995 Self-condensing vinyl polymerization: An approach to dendritic materials Science 269 1080 1083 10.1126/science.269.5227.1080
4. M. Jikei M. Kakimoto 2001 Hyperbranched polymers: A promising new class of materials Prog Polym Sci 26 1233 1285 1:CAS:528:DC%2BD3MXptFCisro%3D 10.1016/S0079-6700(01)00018-1
5. C. Gao D. Yan 2004 Hyperbranched polymers: From synthesis to applications Prog Polym Sci 29 183 275 1:CAS:528:DC%2BD2cXhs1CrsL8%3D 10.1016/j. progpolymsci.2003.12.002
6. f-1 type units J Am Chem Soc 74 2718 2723 1:CAS:528:DyaG38Xls1ertQ%3D%3D 10.1021/ja01131a008
7. M. Vanjinathan A. Shanavas A. Raghavan A.S. Nasar 2007 Synthesis and properties of hyperbranched polyurethanes, hyperbranched polyurethane copolymers with and without ether and ester groups using blocked isocyanate monomers J. Polym Sci Part A: Polym. Chem 45 3877 3893 1:CAS:528:DC%2BD2sXhtV2qt73N 10.1002/pola.22138
8. Z.C. Zhu C.Y. Pan 2007 A Feasible synthetic route for linear PTHF-hyperbranched poly(phenyl sulfide) block copolymers Macromol Chem Phys 208 1274 1282 1:CAS:528:DC%2BD2sXnvVWltrk%3D 10.1002/macp.200700114
9. C.Y. Hong C.Y. Pan 2001 Synthesis and characterization of hyperbranched polyacrylates in the presence of a tetrafunctional initiator with higher reactivity than monomer by self-condensing vinyl polymerization Polymer 42 9385 9391 1:CAS:528:DC%2BD3MXmt12jt7g%3D 10.1016/S0032-3861(01)00494-3
10. X.H. He H.J. Liang C.Y. Pan 2001 Monte Carlo simulation of hyper-branched copolymerizations in the presence of a multifunctional initiator Macromol Theory Simul 10 196 203 1:CAS:528:DC%2BD3MXis1ejs74%3D 10.1002/1521- 3919(20010301)10:3<196::AID-MATS196>3.0.CO;2-J
11. 2TiCl as a catalyst Macromol Chem Phys 208 2686 2697 1:CAS:528:DC%2BD1cXntFU%3D 10.1002/macp.200700287
12. C.J. Hawker J.M.J. Fréchet R.B. Grubbs J.L. Dao 1995 Preparation of hyperbranched and star polymers by a "living", self-condensing free radical polymerization J Am Chem Soc 117 10763 10764 1:CAS:528: DyaK2MXosF2jsbc%3D 10.1021/ja00148a027
13. D.Y. Yan J. Hou X.Y. Zhu J.J. Kosman H.S. Wu 2000 A new approach to control crystallinity of resulting polymers: Self-condensing ring opening polymerization Macromol Rapid Commun 21 557 561 1:CAS:528:DC%2BD3cXltVCqsr4%3D 10.1002/1521-3927(20000601)21:9<557::AID-MARC557>3.0.CO;2-K
14. K. Matyjaszewski S.G. Gaynor A. Kulfan M. Podwika 1997 Preparation of hyperbranched polyacrylates by atom transfer radical polymerization. 1. Acrylic AB*monomers in "living" radical polymerizations Macromolecules 30 5192 5194 1:CAS:528:DyaK2sXlt1Ojsb0%3D 10.1021/ma970359g
15. P. Zhou L.P. Yang C.Y. Pan 2008 One-pot synthesis of linear-hyper- branched diblock copolymers via self-condensing vinyl polymerization and ring opening polymerization J Polym Sci Part A: Polym Chem 46 7628 7636 10.1002/pola.23063
16. P.F.W. Simon A.H.E. Müller 2001 Synthesis of hyperbranched and highly branched methacrylates by self-condensing group transfer copolymerization Macromolecules 34 6206 6213 1:CAS:528:DC%2BD3MXlsVKitr0%3D 10.1021/ma002156p
17. N. O'Brien A. McKee D.C. Sherrington A.T. Slark A. Titterton 2000 Facile, versatile and cost effective route to branched vinyl polymers Polymer 41 6027 6031 10.1016/S0032-3861(00)00016-1
18. D. Baskaran 2001 Synthesis of hyperbranched polymers by anionic self-condensing vinyl polymerization Macromol Chem Phys 202 1569 1575 1:CAS:528:DC%2BD3MXlsFGmsLY%3D 10.1002/1521-3935(20010601)202:9<1569::AID- MACP1569>3.0.CO;2-Z
19. D. Baskaran 2003 Hyperbranched polymers from divinylbenzene and 1,3-diisopropenylbenzene through anionic self-condensing vinyl polymerization Polymer 44 2213 2220 1:CAS:528:DC%2BD3sXitFGrsr4%3D 10.1016/S0032-3861(03)00032- 6
20. F. Isaure P.A.G. Cormack S. Graham D.C. Sherrington S.P. Armes 2004 Synthesis of branched poly(methyl methacrylate)s via controlled/living polymerisations exploiting ethylene glycol dimethacrylate as branching agent Chem Commun 9 1138 1139 10.1039/b401709a
21. V. Bütün I. Bannister N.C. Billingham D.C. Sherrington S.P. Armes 2005 Synthesis and characterization of branched water-soluble homopolymers and diblock copolymers using group transfer polymerization Macromolecules 38 4977 4982 10.1021/ma050326y
22. Y. Li S.P. Armes 2005 Synthesis and chemical degradation of branched vinyl polymers prepared via ATRP: Use of a cleavable disulfide-based branching agent Macromolecules 38 8155 8162 1:CAS:528:DC%2BD2MXovFWhsr8%3D 10.1021/ma051121s
23. A.R. Wang S. Zhu 2005 Branching and gelation in atom transfer radical polymerization of methyl methacrylate and ethylene glycol dimethacrylate Polym Eng Sci 45 720 727 1:CAS:528:DC%2BD2MXjvFarsrc%3D 10.1002/pen.20326
24. I. Bannister N.C. Billingham S.P. Armes S.P. Rannard P. Findlay 2006 Development of branching in living radical copolymerization of vinyl and divinyl monomers Macromolecules 39 7483 7492 1:CAS:528:DC%2BD28XhtVShs7zK 10.1021/ma061811b
25. H.D. Gong W.Y. Huang D.L. Zhang F.H. Gong C.L. Liu Y. Yang J.H. Chen B.B. Jiang 2008 Studies on the development of branching in ATRP of styrene and acrylonitrile in the presence of divinylbenzene Polymer 49 4101 4108 1:CAS:528:DC%2BD1cXhtVOnt7zP 10.1016/j.polymer.2008.07.019
26. A.R. Wang S.P. Zhu 2005 Control of the polymer molecular weight in atom transfer radical polymerization with branching/crosslinking J Polym Sci, Part A: Polym Chem 43 5710 5714 1:CAS:528:DC%2BD2MXhtFygtLbL 10.1002/pola.21106
27. Q. Ren F.H. Gong C.L. Liu G.Q. Zhai B.B. Jiang C. Liu Y.H. Chen 2006 Synthesis of branched polystyrene by ATRP exploiting divinylbenzene as branching comonomer Eur Polym J 42 2573 2580 1:CAS:528:DC%2BD28XhtVWqu7jJ 10.1016/j.eurpolymj.2006.06.026
28. H. Gao K. Min K. Matyjaszewski 2007 Determination of gel point during atom transfer radical copolymerization with cross-linker Macromolecules 40 7763 7770 1:CAS:528:DC%2BD2sXhtV2hsbrN 10.1021/ma071324b
29. M.H. Bouhier P.A.G. Cormack S. Graham D.C. Sherrington 2007 Synthesis of densely branched poly(methyl methacrylate)s via ATR copolymerization of methyl methacrylate and ethylene glycol dimethacrylate J Polym Sci, Part A: Polym Chem 45 2375 2386 1:CAS:528:DC%2BD2sXmtlKlurY%3D 10.1002/pola.22001
30. H. Gao A. Miasnikova K. Matyjaszewski 2008 Effect of cross-linker reactivity on experimental gel points during ATRcP of monomer and cross-linker Macromolecules 41 7843 7849 1:CAS:528:DC%2BD1cXht1Kmsb3M 10.1021/ma801724z
31. R. París B. Mosquera J.L. Fuente 2008 Atom transfer radical copolymerization of glycidyl methacrylate and allyl methacrylate, two functional monomers Eur Polym J 44 2920 2926 10.1016/j.eurpolymj.2008.06.031
32. B. Liu A. Kazlauciunas J.T. Guthrie S. Perrier 2005 One-pot hyperbranched polymer synthesis mediated by reversible addition fragmentation chain transfer (RAFT) polymerization Macromolecules 38 2131 2136 1:CAS:528:DC%2BD2MXht1aqs7k%3D 10.1021/ma048035x
33. B. Liu A. Kazlauciunas J.T. Guthrie S. Perrier 2005 Influence of reaction parameters on the synthesis of hyperbranched polymers via reversible addition fragmentation chain transfer (RAFT) polymerization Polymer 46 6293 6299 1:CAS:528:DC%2BD2MXntVCmu7w%3D 10.1016/j.polymer.2005.05.037
34. C.D. Vo J. Rosselgong S.P. Armes N.C. Billingham 2007 RAFT synthesis of branched acrylic copolymers Macromolecules 40 7119 7125 1:CAS:528: DC%2BD2sXpsFyhtr4%3D 10.1021/ma0713299
35. Dong ZM, Liu XH, Lin Y, Li YS. Branched polystyrene with abundant pendant vnyl functional groups from asymmetric divinyl monomer. J Polym Sci, Part A: Polym Chem, 2008, 46, 6023-6034
36. H.J. Yang B.B. Jiang W.Y. Huang D.L. Zhang L.Z. Kong J.H. Chen C.L. Liu F.H. Gong Q. Yu Y. Yang 2009 Development of branching in atom transfer radical copolymerization of styrene with triethylene glycol dimethacrylate Macromolecules 42 5976 5982 1:CAS:528:DC%2BD1MXovFKmu70%3D 10.1021/ma900459g
37. Odian G. Principles of Polymerization, New York: John Wiley & Sons. 1991. 480
38. K. Matyjaszewski D.A. Shipp J.L. Wang T. Grimaud T.E. Patten 1998 Utilizing halide exchange to Improve control of atom transfer radical polymerization Macromolecules 31 6836 6840 1:CAS:528:DyaK1cXmtVSksL0%3D 10.1021/ma980476r
39. K. Matyjaszewski J.L. Wang T. Grimaud D.A. Shipp 1998 Controlled/"living" atom transfer radical polymerization of methyl methacrylate using various initiation systems Macromolecules 31 1527 1534 10.1021/ma971298p
40. C.D. Borman A.T. Jackson A. Bunn A.L. Cutter D.J. Irvine 2000 Evidence for the low thermal stability of poly(methyl methacrylate) polymer produced by atom transfer radical polymerisation Polymer 41 6015 6020 1:CAS:528: DC%2BD3cXjtVehsLc%3D 10.1016/S0032-3861(00)00020-3
41. A.T. Jackson A. Bunn I.M. Priestnall C.D. Borman D.J. Irvine 2006 Molecular spectroscopic characterisation of poly(methyl methacrylate) generated by means of atom transfer radical polymerisation (ATRP) Polymer 47 1044 1054 1:CAS:528:DC%2BD28Xht1Gjs7Y%3D 10.1016/j.polymer.2005.12.029
42. N.K. Singha S. Rimmer B. Klumperman 2004 Mass spectrometry of poly (methyl methacrylate) (PMMA) prepared by atom transfer radical polymerization (ATRP) Eur Polym J 40 159 163 1:CAS:528:DC%2BD3sXpvFGis7w%3D 10.1016/j.eurpolymj.2003.09.011
43. G. Hild R. Okasha 1985 Kinetic investigation of the free radical crosslinking copolymerization in the pre-gel state, 1. Styrene/m- and p-divinylbenzene systems Macromol Chem 186 93 110 1:CAS:528:DyaL2MXhtFCjsLw%3D 10.1002/macp.1985.021860110
44. X.H. He H.J. Liang C.Y. Pan 2003 Self-condensing vinyl polymerization in the presence of multifunctional initiator with unequal rate constants: Monte Carlo simulation Polymer 44 6697 6706 1:CAS:528:DC%2BD3sXnt1ylsr4%3D 10.1016/j.polymer.2003.08.013