Skip to main content
Erschienen in: Journal of Polymer Research 6/2013

01.06.2013 | Original Paper

Cationic polymerization of styrenes under essentially neutral conditions

verfasst von: Dmitry M. Kuznetsov, Vasily V. Tumanov, William A. Smit

Erschienen in: Journal of Polymer Research | Ausgabe 6/2013

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

An acid-free protocol for the cationic polymerization of styrene and its derivatives is described based upon utilization of hexafluoroisopropanol (HFIP) both as the sole proton source and a polar medium. For the electron-enriched styrenes no other activator is required while the polymerization of unsubstituted styrene proceeds readily only in the presence of the catalytic amounts of β-pinene as a co-initiator. Polymers thus prepared reveal MWD characteristics comparable to those for the products of the conventional non-living cationic polymerization.

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Anhänge
Nur mit Berechtigung zugänglich
Literatur
1.
Zurück zum Zitat Cationic polymerizations: mechanisms, synthesis, and applications; Matyjaszewsky, K., Ed.; Marcel Decker Inc.: New York, USA, 1996 Cationic polymerizations: mechanisms, synthesis, and applications; Matyjaszewsky, K., Ed.; Marcel Decker Inc.: New York, USA, 1996
2.
Zurück zum Zitat De P, Faust R (2009) Carbocationic polymerization. In: Muller AHE, Matyjaszewsky K (eds) Controlled and living polymerization. Wiley-VCH, Weinheim De P, Faust R (2009) Carbocationic polymerization. In: Muller AHE, Matyjaszewsky K (eds) Controlled and living polymerization. Wiley-VCH, Weinheim
4.
Zurück zum Zitat Cationic polymerization of the carbon–carbon double bond, in Principles of polymerization; Odian, G.; John Wiley & Sons, Inc.: Hoboken, New Jersey, USA, 2004 Cationic polymerization of the carbon–carbon double bond, in Principles of polymerization; Odian, G.; John Wiley & Sons, Inc.: Hoboken, New Jersey, USA, 2004
5.
Zurück zum Zitat Miroshnichenko AV, Tumanov VV, Men’shov VM, Smit WA (2012) J Polym Res 19:9884CrossRef Miroshnichenko AV, Tumanov VV, Men’shov VM, Smit WA (2012) J Polym Res 19:9884CrossRef
6.
Zurück zum Zitat Smit WA, Tumanov VV, Miroshnichenko AV (2010) Russian federation patent. 2421496 Smit WA, Tumanov VV, Miroshnichenko AV (2010) Russian federation patent. 2421496
7.
Zurück zum Zitat Begue J.-P, Bonnet-Delpon D, Crousse B (2004) Synlett 1:18–29 Begue J.-P, Bonnet-Delpon D, Crousse B (2004) Synlett 1:18–29
8.
9.
Zurück zum Zitat Vuluga D, Legros J, Crousse B, Slawin AMZ, Laurence C, Nicolet P, Bonnet-Delpon D (2011) J Org Chem 76:1126–1133CrossRef Vuluga D, Legros J, Crousse B, Slawin AMZ, Laurence C, Nicolet P, Bonnet-Delpon D (2011) J Org Chem 76:1126–1133CrossRef
10.
Zurück zum Zitat Tumanov V (2011) Proceedings of the 17th European Symposium on Organic Chemistry, Hersonissos, Greece, July 10–15 Tumanov V (2011) Proceedings of the 17th European Symposium on Organic Chemistry, Hersonissos, Greece, July 10–15
11.
Zurück zum Zitat Kuznetsov DM (2012) Proceedings of the 244th ACS national meeting & exposition. Pennsylvania, Philadelphia Kuznetsov DM (2012) Proceedings of the 244th ACS national meeting & exposition. Pennsylvania, Philadelphia
12.
Zurück zum Zitat Mayr H, Bug T, Gotta MF, Hering N, Irrgang B, Janker B, Kempf B, Loos R, Ofial AR, Remennikov G, Schimmel H (2001) J Am Chem Soc 123:9500–9512CrossRef Mayr H, Bug T, Gotta MF, Hering N, Irrgang B, Janker B, Kempf B, Loos R, Ofial AR, Remennikov G, Schimmel H (2001) J Am Chem Soc 123:9500–9512CrossRef
13.
Zurück zum Zitat Only radical and anionic polymerizations were employed as the methods for preparative synthesis of poly(p-Me2NSt). Thus, living anionic polymerization of p-Me2NSt may result in the formation of the polymer with Mn 2.6 × 105 and Mw/Mn 1.04 as described in: Se K, Kijima M, Fujimoto T (1988) Polym J 20:791–799 Only radical and anionic polymerizations were employed as the methods for preparative synthesis of poly(p-Me2NSt). Thus, living anionic polymerization of p-Me2NSt may result in the formation of the polymer with Mn 2.6 × 105 and Mw/Mn 1.04 as described in: Se K, Kijima M, Fujimoto T (1988) Polym J 20:791–799
14.
Zurück zum Zitat Panchenko SP, Runichina SA, Tumanov VV (2011) Mendeleev Commun 21:226–228, see also Ref. cited thereinCrossRef Panchenko SP, Runichina SA, Tumanov VV (2011) Mendeleev Commun 21:226–228, see also Ref. cited thereinCrossRef
15.
Zurück zum Zitat Roberts WJ, Day AR (1950) J Am Chem Soc 72:1226–1230, see also data in Ref. 5CrossRef Roberts WJ, Day AR (1950) J Am Chem Soc 72:1226–1230, see also data in Ref. 5CrossRef
16.
Zurück zum Zitat Obviously, a priory one could not have excluded the possibility of β-pinene participation as a co-monomer at the chain growing steps, but it was hoped that this process might be reduced to a minor extent provided a trace amount of β-pinene turns out to be efficient initiator of the styrene polymerization (vide infra) Obviously, a priory one could not have excluded the possibility of β-pinene participation as a co-monomer at the chain growing steps, but it was hoped that this process might be reduced to a minor extent provided a trace amount of β-pinene turns out to be efficient initiator of the styrene polymerization (vide infra)
17.
Zurück zum Zitat Sawamoto M, Masuda T, Higashimura T, Kobayashi S, Saegusa T (1977) Markomol Chem 178:389–399CrossRef Sawamoto M, Masuda T, Higashimura T, Kobayashi S, Saegusa T (1977) Markomol Chem 178:389–399CrossRef
18.
Zurück zum Zitat Higashimura T, Kishiro O (1974) J Polym Sci: Polym Chem Ed 12:967–984CrossRef Higashimura T, Kishiro O (1974) J Polym Sci: Polym Chem Ed 12:967–984CrossRef
22.
Zurück zum Zitat Higashimura T, Kishiro O, Takeda T (1976) J Polym Sci: Polym Chem Ed 14:1089–1095CrossRef Higashimura T, Kishiro O, Takeda T (1976) J Polym Sci: Polym Chem Ed 14:1089–1095CrossRef
24.
25.
Zurück zum Zitat Basko M, Biedron T, Kubisa P (2009) J Polym Sci Part A: Polym Chem 47:5251–5257CrossRef Basko M, Biedron T, Kubisa P (2009) J Polym Sci Part A: Polym Chem 47:5251–5257CrossRef
29.
Zurück zum Zitat Campaigne E, Archer WL (1953) Org Synth 33:27–29 Campaigne E, Archer WL (1953) Org Synth 33:27–29
30.
Zurück zum Zitat Okamoto T, Kobayashi K, Oka S, Tanimoto S (1988) J Org Chem 53:4897–4901CrossRef Okamoto T, Kobayashi K, Oka S, Tanimoto S (1988) J Org Chem 53:4897–4901CrossRef
31.
Zurück zum Zitat The rotation provided a better contact between solid (polymer) and liquid (HFIP and monomer) phases, so this way of stirring was found to be preferable in most cases The rotation provided a better contact between solid (polymer) and liquid (HFIP and monomer) phases, so this way of stirring was found to be preferable in most cases
Metadaten
Titel
Cationic polymerization of styrenes under essentially neutral conditions
verfasst von
Dmitry M. Kuznetsov
Vasily V. Tumanov
William A. Smit
Publikationsdatum
01.06.2013
Verlag
Springer Netherlands
Erschienen in
Journal of Polymer Research / Ausgabe 6/2013
Print ISSN: 1022-9760
Elektronische ISSN: 1572-8935
DOI
https://doi.org/10.1007/s10965-013-0128-2

Weitere Artikel der Ausgabe 6/2013

Journal of Polymer Research 6/2013 Zur Ausgabe

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen.