Facile synthesis of diphenylethylene end-functional polyisobutylene and its applications for the synthesis of block copolymers containing poly(methacrylate)s

Feng, Dingsong; Higashihara, Tomoya; Faust, Rudolf

doi:10.1016/j.polymer.2007.12.006

Cited by 17 publications

(13 citation statements)

References 23 publications

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“…The block copolymerization of styrene and MMA was carried out at T = −28 °C (entries 1−6). The copolymers of higher molecular weight were obtained by the introduction of MMA as the second monomer, although a small amount of polystyrene homopolymer was produced because the inevitable side reaction of 1,1-diphenylalkyllithium with the ester carbonyl groups (Figure a). , …”

Section: Resultsmentioning

confidence: 99%

Synthesis of Polystyrenes−Poly(alkyl methacrylates) Block Copolymers via Anionic Polymerization Using an Integrated Flow Microreactor System

2010

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The polystyrene living polymer end, which was produced by butyllithium initiated anionic polymerization of styrene in a flow microreactor system was found to be effectively trapped with 1,1-diphenylethylene. The resulting organolithium species could be used as a macro initiator for anionic polymerization of alkyl methacrylates to obtain styrene−alkyl methacrylate diblock copolymers using an integrated flow microreactor system. A high level of control of molecular weight was achieved at easily accessible temperatures such as +24 to −28 °C by virtue of the fast mixing, fast heat transfer, and residence time control. Triblock copolymers were also synthesized by sequential introduction of styrene and two different alkyl methacrylates in a similar manner.

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Section: Resultsmentioning

confidence: 99%

Synthesis of Polystyrenes−Poly(alkyl methacrylates) Block Copolymers via Anionic Polymerization Using an Integrated Flow Microreactor System

2010

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“…This technique effectively expands the library of polymers segments that can be mated to PIB. Block copolymer synthesis using site transformation has been successfully demonstrated with atom transfer radical polymerization (ATRP), − condensation polymerization, anionic polymerization, , and most recently by reversible addition−fragmentation chain transfer (RAFT) polymerization …”

Section: Introductionmentioning

confidence: 99%

Polyisobutylene RAFT CTA by a Click Chemistry Site Transformation Approach: Synthesis of Poly(isobutylene-b-N-isopropylacrylamide)

Magenau¹,

Martínez-Castro²,

Savin³

et al. 2009

Macromolecules

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A novel block copolymer, composed of polyisobutylene (PIB) and poly(N-isopropylacrylamide) (PNIPAM) segments, was synthesized. The PIB block was prepared via quasiliving cationic polymerization and end-functionalized by in-situ quenching to yield telechelic halogen-terminated PIB. Azido functionality was obtained by displacement of the terminal halogen through nucleophilic substitution, which was confirmed by both 1 H and 13 C NMR. Coupling of an alkyne-functional chain transfer agent (CTA) to azido PIB was successfully accomplished through a copper-catalyzed click reaction. Structure of the resulting PIB-based macro-CTA was verified with 1 H NMR, FTIR, and GPC, whereas coupling reaction kinetics were monitored by real-time variable temperature (VT) 1 H NMR. Subsequently, the function of this macro-CTA was demonstrated by RAFT polymerization of NIPAM for synthesis of the second block. RAFT kinetics was investigated under a variety of reaction conditions using VT NMR, and the resulting block copolymers were characterized by 1 H NMR and GPC. Aqueous solution properties were probed by dynamic light scattering confirming the presence of selfassembled aggregates with reversible temperature-sensitive responsiveness.

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“…The sample, filtered on a 0.45 µm unit filter (Millipore, USA), was injected through a 100 μL full loop. The d n /d c of PMMA used was 0.09 mL g –1 in THF at 25 °C …”

Section: Methodsmentioning

confidence: 99%

Evolution of the water-monomer dynamic interfacial properties during methyl methacrylate radical polymerization in a single monomer droplet: dependence on the chemical structure of the surfactant

et al. 2013

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International audienceThis paper deals with the monitoring of the methyl methacrylate (MMA) droplet interface during its polymerization in one single monomer droplet by using a drop tensiometer. The droplet is stabilized by various molecular and polymer surfactants, in particular Pluronic® F68 and pullulan-block-Jeffamine®. The polymerization in one single droplet of the tensiometer can be seen as a way to study the interface of polymer nanoparticles during a mini-emulsion polymerization assuming the concept of a perfect nanoreactor. It was found that the experimental results (surface tension and interfacial rheology) can be connected with MMA radical polymerization. These results demonstrate that the drop tensiometer technique enables interface evolution to be followed during polymer polymerization

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Facile synthesis of diphenylethylene end-functional polyisobutylene and its applications for the synthesis of block copolymers containing poly(methacrylate)s

Cited by 17 publications

References 23 publications

Synthesis of Polystyrenes−Poly(alkyl methacrylates) Block Copolymers via Anionic Polymerization Using an Integrated Flow Microreactor System

Synthesis of Polystyrenes−Poly(alkyl methacrylates) Block Copolymers via Anionic Polymerization Using an Integrated Flow Microreactor System

Polyisobutylene RAFT CTA by a Click Chemistry Site Transformation Approach: Synthesis of Poly(isobutylene-b-N-isopropylacrylamide)

Evolution of the water-monomer dynamic interfacial properties during methyl methacrylate radical polymerization in a single monomer droplet: dependence on the chemical structure of the surfactant

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