Recent developments in anionic polymerization

Jérôme, Robert; Tong, Jiangdong

doi:10.1016/S1359-0286(98)80028-4

No full text

Article (Scientific journals)

Recent developments in anionic polymerization

Jérôme, Robert; Tong, Jiangdong

1998 • In Current Opinion in Solid State and Materials Science, 3 (6), p. 573-578

Peer Reviewed verified by ORBi

Permalink
https://hdl.handle.net/2268/14955

DOI
10.1016/S1359-0286(98)80028-4

Files (2)Send to Details Statistics Bibliography Similar publications

Files

Full Text

No document available.

Full Text Parts

Jerome_R_1998_Current op sol_3_6_573.pdf

Author postprint (69.69 kB)

Download

Jerome R 1998 Cur Op Solid State and Mat Sci 573.pdf

Publisher postprint (807.57 kB)

Request a copy

All documents in ORBi are protected by a user license.

Send to

RIS BibTex APA Chicago Permalink X Linkedin

Details

Keywords :

anionic polymerization; review

Abstract :

[en] The past year witnessed very significant advances in the living anionic polymerization of (meth)acrylate monomers, particularly in hydrocarbons at or below 0°C. Block polymerization of alkyl methacrylates with primary alkyl acrylates, although somewhat improved, remains a challenge. Anionic polymerization of styrene, diene and its derivatives was carried out with the aim of synthesizing functional polymers and block copolymers of various architectures. There has been a trend towards combining different living techniques in order to design polymers of unique architectures and properties.

Research Center/Unit :

Center for Education and Research on Macromolecules (CERM)

Disciplines :

Chemistry
Materials science & engineering

Author, co-author :

Jérôme, Robert ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)

Tong, Jiangdong; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)

Language :

English

Title :

Recent developments in anionic polymerization

Publication date :

December 1998

Journal title :

Current Opinion in Solid State and Materials Science

ISSN :

1359-0286

Publisher :

Elsevier

Volume :

Issue :

Pages :

573-578

Peer reviewed :

Peer Reviewed verified by ORBi

Additional URL :

http://www.sciencedirect.com/science?_ob=MImg&_imagekey=B6VS5-43YSVH0-77-1&_cdi=6253&_user=532038&_orig=browse&_coverDate=12%2F31%2F1998&_sk=999969993&view=c&wchp=dGLbVlb-zSkWz&md5=4f8c54f32a04fd1ad74c29927f5169f8&ie=/sdarticle.pdf
http://www.elsevier.com/wps/find/journaldescription.cws_home/620308/description#description

Funders :

BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique

Commentary :

The authors acknowledge Current Opinion in Solid State & Materials Science (Elsevier) for allowing them to archive this paper.

Available on ORBi :

since 19 June 2009

Statistics

Number of views

120 (3 by ULiège)

Number of downloads

729 (0 by ULiège)

More statistics

Scopus citations^®

Scopus citations^®
without self-citations

OpenCitations

OpenAlex citations

Bibliography

Szwarc M. Living polymers: their discovery, characterization, and properties. of special interest J Polym Sci Part A. 36:1998;ix-xv This review highlights Szwarc's pioneering work in anionic polymerization.
Matyjaszewski K, Müller AHE. Naming of controlled, living and 'living' polymerizations. of special interest Polym Prepr (Am Chem Soc Div Polym Chem). 38:1997;6-9 Terms such as 'living' and 'controlled' polymerization should be carefully distinguished. It is recommended that 'controlled' be used rather than 'living' for polymerization systems which provide well-defined polymers but are not completely free of termination or transfer, like radical polymerizations.
Litvinenko G, Müller AHE. General kinetic analysis and comparison of molecular weight distribution for various mechanisms of activity exchange in living polymerizations. of special interest Macromolecules. 30:1997;1253-1266 A general treatment and unified view of various mechanisms of exchange between various species, and comparison of the MWD averages obtained in these mechanisms and their dependences on monomer conversion and initial concentrations of reagents.
Creutz S, Teyssie Ph, Jérôme R. Anionic block copolymerization of 4-vinylpyridine and tert-butyl methacrylate at "elevated" temperatures: influence of various additives on the molecular parameters. Macromolecules. 30:1997;5596-5601.
Hild G, Lampa JP. Diblock copolymers, triblock copolymers and model networks synthesized by sequential anionic polymerization of styrene and 2,3-epoxypropyl methacrylate. of special interest Polymer. 39:1998;2637-2649 Detailed analysis of the anionic polymerization of glycidyl methacrylate.
Creutz S, Teyssié Ph, Jérôme R. Living anionic homo- and block copolymerization of 2-(tert-butylamino) ethyl methacrylate. J Polym Sci Part A. 35:1997;2035-2040.
Se K, Yamazaki H, Shibamoto T, Takano A, Fujimoto T. Model block-graft copolymer via anionic living polymerization: preparation and characterization of [poly(4-vinylphenyl)dimethylvinylsilane)-graft-polyisoprene]-block-polystyrene. Macromolecules. 30:1997;1570-1575.
Quirk RP, Lizarraga G, Lu LM, Hasegawa H, Zhuo QZ. Anionic polymerization chemistry of epoxides. Functionalization, block polymerization and branching. Macromol Symp. 118:1997;89-97.
Demoustier-Champagne S, Canivet I, Devaux J, Jérôme R. Coupling reaction of α,ω-dichloropoly-(methylphenylsilane) and living poly(styryllithium). Study of the coupling reaction. J Polym Sci Part A. 35:1997;1939-1948.
Pitsikalis M, Pispas S, Mays JW, Hadjichriatidis N. Nonlinear block copolymer architectures. of outstanding interest Adv Polym Sci. 135:1997;1-37 Review of the synthesis and bulk and solution properties of block copolymers having nonlinear architectures.
Avgeropoulos A, Hadjichristidis N. Synthesis of model nonlinear block copolymers of A(BA)2, A(BA)3, and (AB)3A(BA)3 type. J Polym Sci Part A. 35:1997;813-816.
Cernohous JJ, Macosko CW, Hoye TR. Anionic synthesis of polymer functionalized with a terminal anhydride group. Macromolecules. 30:1997;5213-5219.
Summers GJ, Quirk RP. Anionic synthesis of aromatic amide and carboxyl functionalized polymers. Chain-end functionalization of poly(styryl)lithium with N, N-diisopropyl-4-(1-phenylethyl) benzamide. J Polym Sci Part A. 36:1998;1233-1241.
Satoh T, Miura T, Hatakeyama T, Yokota K, Kakuchi T. Synthesis of end-functionalized (1→6)-2,5-anhydro-D-glucitols via anionic cyclopolymerization of 1,2:5,6-dianhydro-3,4-di-O-methyl-D-mannitol for preparing graft copolymers. Macromol Rapid Commun. 18:1997;1041-1048.
Quirk RP, Zhuo QZ. Anionic synthesis of epoxide-functionalized marcromonomers by reaction of epichlorohydrin with polymeric organolithium compounds. Macromolecules. 30:1997;1531-1539.
Hirao A, Tohoyama M, Nakahama S. Synthesis of end-functionalized polymers by means of living anionic polymerization. 8. Reactions of living anionic polymers with α,ω-dihaloalkanes. Macromolecules. 30:1997;3484-3489.
Hayashi M, Loykulnant S, Hirao A, Nakahama S. Synthesis of end-functionalized polymers by means of living anionic polymerization. 9. Synthesis of well-defined end-functionalized polymers with one, two, three, or four monosaccharide residues. Macromolecules. 31:1997;2057-2063.
Habaue D, Uno T, Baraki H, Okamoto Y. Stereospecific anionic polymerization of α-(N,N-dialkylaminoethyl)acrylates. Polym J. 29:1997;983-986.
Onimura K, Tsutsumi H, Olahi T. Asymmetric polymerization of N-substituted maleimides with organolithium-bisoxazolines complex. Polym Bull. 39:1997;437-444.
Wang JS, Jérôme R, Teyssié Ph. Mechanistic aspects of "ligated" anionic living polymerization (LAP); the case of (meth)acrylic ester monomers. J Phys Organ Chem. 8:1995;208-221.
Schlaad H, Schmitt B, Müller AHE. Mechanism of anionic polymerization of (meth)acrylates in the presence of aluminum alkyls. 5. Effect of Lewis bases on kinetics and molecular weight distributions. Macromolecules. 31:1998;573-577.
Schmitt B, Schlaad H, Müller AHE. Mechanism of anionic polymerization of (meth)acrylates in the presence of aluminum alkyls. 6. Polymerization of primary and tertiary acrylates. Macromolecules. 31:1998;1705-1709.
Baskaran D, Sivaram S. Specific salt effect of lithium perchlorate in living anionic polymerization of methyl methacrylate and tert-butyl acrylate. Macromolecules. 30:1997;1550-1555.
Maurer A, Marcarian X, Müller AHE. Kinetics and mechanism of anionic polymerization of (meth)acrylates in the presence of lithium-2-methoxyethoxide. of special interest Polym Prepr (Am Chem Soc Div Polym Chem). 38:1997;467-468 Living anionic polymerization and block copolymerization of (meth)acrylates were conducted in a flow-tube reactor.
Antoun S, Teyssié Ph, Jéôme R. Anionic polymerization of methacrylate monomers initiated by lithium dialkylamide. J Polym Sci Part A. 35:1997;3637-3644.
Nugay N, Nugay T, Jéôme R, Teyssié Ph. Ligated anionic block copolymerization of methyl methacrylate with n-butyl acrylate and n-nonyl acrylate as promoted by lithium 2-(2-methoxyethoxy) ethoxide/diphenylmethyllithium. J Polym Sci Part A. 35:1997;1543-1548.
Marchal J, Gnanou Y, Fontanille M. Control of anionic polymerization of methyl methacrylate via lithium aminoalkoxides. Polym Prepr (Am Chem Soc Div Polym Chem). 38:1997;473-474.
Shlaad H, Müller AHE. Mechanism of anionic polymerization of (meth)acrylates in the presence of aluminum alkyls IV. Formation of a co-ordinatuve polymer network via the living aluminate end group. Polym J. 28:1996;954-959.
Vuillemin B, Navarro Ch. Ligated polymerization: a new tool for scaling up anionic polymerization of (meth)acrylates. Polym Prepr (Am Chem Soc Div Polym Chem). 37:1996;628-629.
Wang JS, Jérôme R, Warin R, Teyssié Ph. Anionic polymerization of acrylic monomers. 10. 13C and 7Li NMR studies on the monomeric model of living poly(methyl methacrylate). Macromolecules. 26:1993;1402-1406.
Kriz J, Dybal J, Janata M, Lochmann L, Vlcek P. Study of the propagation centre in the anionic polymerization of (meth)acrylic monomers. 5. Nuclear magnetic resonance study of the model dimer in the tetrahydrofuran. Macromol Chem Phys. 196:1995;3005-3014.
Kriz J, Dybal J, Janata M, Lochmann L, Vlcek P. Study of the propagation centre in the anionic polymerization of (meth)acrylic monomers. 7. Study of the interaction of the living dimer with lithium tert-butoxide in tetrahydrofuran. Macromol Chem Phys. 197:1996;1889-1907.
Zune C, Dubois Ph, Jérôme R, Kriz J, Dybal J, Lochmann L, Janata M, Vlcek P, Werkhoven TM, Lugtenburg J. Study of the propagation center on the anionic polymerization of (meth)acrylic monomers: NMR and MO LCAO study of the interaction of di-tert-butyl 2-lithio-2,4,4-trimethylglutarate and the living poly(tert-butyl methacrylate) oligomers with lithium 2-(2-methoxyethoxy) ethoxide in tetrahydrofuran. Macromolecules. 31:1998;2731-2743.
Zune C, Dubois Ph, Jérôme R, Kriz J, Dybal J, Lochmann L, Janata M, Vlcek P, Werkhoven TM, Lugtenburg J. Study of the propagation center in the anionic polymerization of (meth)acrylic monomers: NMR and MNDO study of the complexes of di-tert-butyl-2-lithio-2,4,4-trimethylglutarate and the living poly(tert-butyl methacrylate) oligomers with lithium chloride. Macromolecules. 31:1998;2744-2755.
Schlaad H, Schmitt B, Müller AHE. Living and controlled anionic polymerization of methacrylates and acrylates in the presence of tetraalkylammonium halide-alkylaluminum complexes in toluene. of outstanding interest Int Ed Engl Angew Chem. 37:1998;1389-1391 Tetraalkylammonium halides form hydrocarbon-soluble complexes with alkylaluminum compounds that support living and controlled polymerization of (meth)acrylates.
Broska D, Fieberg A, Heibel C, Bandermann F. Metal-free anionic polymerization of methyl methacrylate. Polym Prepr (Am Chem Soc Div Polym Chem). 38:1997;471-472.
Zundel T, Teyssié Ph, Jérôme R. New ligands for the living isotactic anionic polymerization of methyl methacrylate in toluene at 0°C. 1. Ligation of butyllithium by lithium silanolates. of outstanding interest Macromolecules. 31:1998;2433-2439 Under appropriate conditions, MMA polymerization is fast and quantitative without self-termination in toluene at 0°C, leading to a high MW polymer of narrow MWD and high isotacticity.
Zundel T, Zune C, Teyssié Ph, Jérôme R. New ligands for the living isotactic anionic polymerization of methyl methacrylate in toluene at 0°C. 2. 7Li NMR analysis of sec-butyllithium ligated by lithium silanolates. Macromolecules. 31:1998;4089-4092.
Baskaran D, Müller AHE, Kolshorn H, Zagala AP, Hogen-Esch TE. Polymerization of methacrylates in the presence of tetraphenyl-phosphonium cation. 2. Evidence for phosphorylide-mediated polymerization. Macromolecules. 30:1997;6695-6697.
Zundel T, Baran J, Mazurek M, Wang JS, Jérôme R, Teyssié Ph. Climbing back up the nucleophilic reactivity scale. Use of cyclosila derivatives as reactivity boosters in anionic polymerization. of outstanding interest Macromolecules. 31:1998;2724-2730 This paper shows that the classic rule according to which the relative nucleophilic reactivity of the initiating species must be equal to or larger than the one of the (co)monomer can be circumvented in some cases.
Yu YS, Dubois Ph, Teyssié Ph, Jérôme R. Difunctional anionic initiator based on 1,3-diisopropenylbenzene. 5. Effect of polar additives and initiator seeding on the synthesis of poly(styrene-b-butadiene-b-styrene) copolymers. Macromolecules. 30:1997;7356-7362.
Yu YS, Dubois Ph, Teyssié Ph, Jérôme R. Difunctional anionic initiator based on 1,3diisopropenylbenzene. Synthesis of methyl methacrylate-butadiene-methyl methacrylate triblock copolymers. Macromolecules. 30:1997;4254-4261.
Yu JM, Dubois Ph, Jérôme R. Poly[methyl methacrylate (M)-b-styrene (S)-b-butadiene (B)-b-S-b-M] pentablock copolymers: synthesis, morphology, and properties. Macromolecules. 30:1997;4984-4994.
Yu JM, Dubois Ph, Jérôme R. Poly[poly(isobornyl methacrylate-co-methyl methacrylate) (poly(IBMA-coMMA))-b-polybutadiene-b-poly(IBMA-co-MMA)] copolymers: synthesis, morphology, and properties. Macromolecules. 30:1997;6536-6543.
Yu JM, Dubois Ph, Jérôme R. Poly[glycidyl methacrylate (GMA)/methyl methacrylate (MMA)-b-butadiene (B)-b-GMA/MMA] reactive thermoplastic elastomers: synthesis and characterization. J Polym Sci Part A. 35:1997;3507-3515.
Ishizone T, Okazawa Y, Ohnuma K, Hirao A, Nakahama S. Anionic polymerization of monomers containing functional groups. 8. Anionic living polymerization of 4-cyano-α-methylstyrene. Macromolecules. 30:1997;757-763.
Ishizone T, Ohnuma K, Okazawa Y, Hirao A, Nakahama S. Anionic polymerization of monomers containing functional groups. 12. Anionic equilibrium polymerization of 4-cyano-α-methylstyrene. Macromolecules. 31:1998;2797-2803.
Hirao A, Shinoe H, Ishizone T, Nakahama S. Anionic polymerization of monomers containing functional groups. 9. Anionic polymerization of 4-vinylphenyl methyl sulfide, 4-vinylbenzyl methyl sulfide, and 2-(4′-vinylphenyl)ethyl methyl sulfide. Macromolecules. 30:1997;3728-3731.
Ishizone T, Utaka T, Ishino Y, Hirao A, Nakahama S. Anionic polymerization of monomers containing functional groups. 10. Anionic living polymerization of N-acryl-N-(4-vinyl-benzylidene)amines. of special interest Macromolecules. 30:1997;6458-6466 The anionic polymerization of styrene para-substituted with N-arylimino groups is controlled in THF at -78°C provided that the N-aryl moiety is substituted by two bulky alkyl groups in ortho positions. The N-arylimino substituent is quantitatively hydrolyzed into aldehyde.
Se K, Matsumura K, Kazama T, Fujimoto T. Preparation and characterization of poly[(4-vinylphenyl) dimethylvinylsilane] via anionic living polymerization. Polym J. 29:1997;434-441.
Halasa AF. Preparation and characterization of solution SIBR via anionic polymerization. of special interest Rubber Chem Technol. 70:1998;295-308 An industrial example of how to use anionic polymerization to tailor-make the desired materials, in this case elastomers based on styrene, isoprene and butadiene terpolymers.
Ruckenstein E, Zhang HM. Monomer [1-(isobutoxy)ethyl methacrylate] that can undergo anionic polymerization and can also be an initiator for the cationic polymerization of vinyl ethers. Preparation of comblike polymers. of outstanding interest Macromolecules. 30:1997;6852-6855 This bifunctional monomer can be used both as an initiator for the cationic polymerization of vinyl ethers and as a monomer that can undergo anionic polymerization. Graft copolymers consisting of a polymethacrylate backbone and poly(alkyl vinyl ether) side chains have been accordingly synthesized.
Zhang HM, Ruckenstein E. Graft copolymers by combined anionic and cationic polymerizations based on the homopolymerization of a bifunctional monomer. of special interest Macromolecules. 31:1998;746-752 2-Vinyloxyethyl methacrylate is a bifunctional monomer that can be polymerized both anionically and cationically to generate two kinds of functional polymers that are potential precursors of graft copolymers.
Ruckenstein E, Zhang HM. Block-graft and star-shaped copolymers by continuous transformation from anionic to cationic polymerization. Macromolecules. 31:1998;2977-2982.
Feldthusen J, Iván B, Müller AHE. Stable carbanions by quantitative metalation of cationically obtained diphenylvinyl and diphenylmethoxy compounds: new initiators for living anionic polymerizations. Macromolecules. 30:1997;6989-6993.
Feldthusen J, Iván B, Müller AHE. Synthesis of linear and star shaped block copolymers of isobutylene and methacrylates by combination of living cationic and anionic polymerizations. of special interest Macromolecules. 31:1998;578-585 A new synthetic route for the preparation of polyisobutylene-based block copolymers was developed that has potential for the synthesis of new thermoplastic elastomers.
Labeau MP, Cramail H, Deffieux A. Amphiphilic block copolymers of controlled dimensions with hydrophilic glycosidic vinyl ether moieties. Macromol Chem Phys. 199:1998;335-342.
Kobatake S, Harwood HJ, Quirk RP, Priddy DB. Block copolymers synthesized by styrene polymerization initiated with nitroxy-functionalized polybutadiene. Macromolecules. 31:1998;3735-3739.
Zou YS, Lin DH, Dai LZ, Zhang JH. Synthesis of graft copolymer by coupling reaction of living poly(methyl methacrylate) with bromomethylated polystyrene. Polymer. 39:1998;2665-2668.