Synthesis of PPP-b-PS block copolymers using a combination of Suzuki-polycondensation and nitroxide-mediated radical polymerization

Britze, Antje; Jacob, Josemon; Choudhary, Veena; Moellmann, Vera; Grundmeier, Guido; Luftmann, Heinrich; Kuckling, Dirk

doi:10.1016/j.polymer.2010.09.022

Cited by 16 publications

(15 citation statements)

References 26 publications

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“…Dibromo monomer (6) was prepared using Williamson ether synthesis according to literature procedures 19, 23. The introduction of the 2‐ethylhexyl side chain is necessary to avoid π–π‐stacking and the resulting solubility difficulties of PPPs 12.…”

Section: Resultsmentioning

confidence: 99%

“…While conventional heating with an oil bath usually takes days to form PPPs, microwave heating can reduce the reaction times to minutes. Other positive effects using microwave irradiation are higher yields and less end‐group modifications 19. In 2004, Scherf and co‐workers28 compared the preparation of semiconducting polymers using conventional and microwave heating.…”

Section: Resultsmentioning

confidence: 99%

“…The dibromo monomer 1,4‐bis‐(2‐ethylhexoxy)‐2,5‐dibromobenzene (6) was prepared from 2,5‐dibromohydroquinone (5) as described in literature 23, 24. 1,4‐Benzenediboronic acid bis(pinacol) ester (7) was obtained according to reference 19…”

Section: Methodsmentioning

confidence: 99%

“…We recently reported about an alkoxyamine‐terminated poly( p ‐phenylene) (PPP) macroinitiator, which was prepared using SPC and its application to form PPP‐ b ‐PS block copolymers. Thin films of these block copolymers showed a phase separation in nm‐scale 19…”

Section: Introductionmentioning

confidence: 99%

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Enhanced Preparation of Alkoxyamine‐Functionalized Poly(p‐phenylene)s and Their Use as Macroinitiators for the Synthesis of Stimuli‐Responsive Coil‐Rod‐Coil Block Copolymers

Schmücker¹,

Kuckling²

2012

Macro Chemistry & Physics

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Herein, the enhanced preparation of alkoxyamine‐functionalized poly(p–phenylene)s (PPP) via Suzuki polycondensation (SPC) using microwave irradiation is described. Microwave heating effects a drastic decrease of reaction times compared to conventional heating. By varying the diboronic acid esters within the polymerization process different chain lengths of PPPs ($ \overline{M}_{\rm n}$ = 1900−3600 g mol−1) could be prepared. In addition, by exchange of the catalyst and base either preferably mono‐ or bis‐alkoxyamine‐terminated PPPs could be obtained. These macroinitiators are then applied for the nitroxide‐mediated radical polymerization (NMRP) of N–isopropylacrylamide (NIPAAm) to form PNIPAAm‐b‐PPP‐b‐PNIPAAm block copolymers ($ \overline{M}_{\rm n}$ = 24 900–38 400 g mol−1, $ \overline{M}_{\rm w}$/$ \overline{M}_{\rm n}$ = 1.54–1.67).

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Enhanced Preparation of Alkoxyamine‐Functionalized Poly(p‐phenylene)s and Their Use as Macroinitiators for the Synthesis of Stimuli‐Responsive Coil‐Rod‐Coil Block Copolymers

Schmücker¹,

Kuckling²

2012

Macro Chemistry & Physics

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“…D10Tt was synthesised by Miyaura-Suzuki coupling reaction of decyl 5-bromothieno[3,2-b]thiophene-2-carboxylate. Compounds 3 and 4 were linked to bis(pinacolate)diboron [29] followed by Miyaura-Suzuki coupling reaction with decyl 5-bromothieno[3,2-b]thiophene-2-carboxylate to afford compounds D10Tt-P and D10Tt-N. Chemical structures of the compounds are checked with 1 H NMR.…”

Section: Synthesismentioning

confidence: 99%

Synthesis and characterisation of thieno[3,2-b]thiophene-based linear shaped liquid crystals

et al. 2013

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A series of thieno [3,2-b]thiophene-based liquid crystalline molecules has been synthesised. To investigate the effects of alkyl substituent groups and structure of mesogenic cores, eight kinds of thieno[3,2-b]thiophene-based molecules containing different alkyl substituent groups and mesogenic cores have been synthesised. These molecules were characterised by differential scanning calorimetry, polarising optical microscopy, ultraviolet-visible absorption spectroscopy, fluorescence spectroscopy, cyclic voltammetry and polarised fluorescence spectroscopy. The results indicated that the thieno[3,2-b]thiophene-based donor-acceptor-donor (D-A-D) type molecules showed the presence of a smectic A phase. Changes in the length of alkyl substituents and mesogenic cores affected the phase transitions, optical and electrochemical properties of the molecules.

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Suzuki Polycondensation

Krishna

Lunchev

Grimsdale

2017

Synthetic Methods for Conjugated Polymers and Carbon Materials

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Synthesis of PPP-b-PS block copolymers using a combination of Suzuki-polycondensation and nitroxide-mediated radical polymerization

Cited by 16 publications

References 26 publications

Enhanced Preparation of Alkoxyamine‐Functionalized Poly(p‐phenylene)s and Their Use as Macroinitiators for the Synthesis of Stimuli‐Responsive Coil‐Rod‐Coil Block Copolymers

Enhanced Preparation of Alkoxyamine‐Functionalized Poly(p‐phenylene)s and Their Use as Macroinitiators for the Synthesis of Stimuli‐Responsive Coil‐Rod‐Coil Block Copolymers

Synthesis and characterisation of thieno[3,2-b]thiophene-based linear shaped liquid crystals

Suzuki Polycondensation

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