Vinyl polymers with aromatic substituents, 2. Polymerization of 9‐allylanthracene and structures of the polymers

Dumitrescu, Svetlana; Grigoraş, Mircea; Simionescu, C. I.

doi:10.1002/macp.1983.021841008

Cited by 11 publications

(4 citation statements)

References 16 publications

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“…Previous achieved anthracene-containing polymers were synthesized from radical and ionic polymerization; their microstructures were somewhat complicated and ambiguous because of the rearrangement and complicated insertion behavior of the olefin-substituted conjugated structure. − In a sharp contrast, 1 H NMR and 13 C NMR spectra analyses demonstrate that the propylene/HA copolymerizations promoted by Cat. Zr and Cat.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Reaction of Anthracene-Containing Polypropylene: A Promising Strategy for Facile, Efficient Functionalization of Isotactic Polypropylene

Deguang

Pan

et al. 2017

Macromolecules

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A novel anthracene-containing isotactic polypropylene (An-iPP) with high molecular weight (>10 × 104) and satisfying incorporation (5.7 mol %) was synthesized via direct copolymerization of propylene and 9-hexenylanthracene. The pendent anthryl group of the resulting An-iPP is quite active, and this provides a facile and efficient avenue to synthesize various functional iPPs. As a typical and important example, maleic anhydride (MA) functionalized polypropylene, was successfully prepared in a highly efficient, catalyst-free, byproduct-free, and controllable way via mild Diels–Alder (D–A) reaction between pendent anthryl groups and MA. More importantly, the D–A functionalization process did not sacrifice the original properties of the An-iPP, as no unfavorable degradation and cross-linking were detected in DSC and GPC analyses. Besides MA, several other dienophiles could also be conveniently used as functional reagents to prepare various functionalized iPPs with distinct properties. The unique fluorescent property of An-iPP was studied and could be used for functionalization process monitoring.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Reaction of Anthracene-Containing Polypropylene: A Promising Strategy for Facile, Efficient Functionalization of Isotactic Polypropylene

Deguang

Pan

et al. 2017

Macromolecules

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“…16,[21][22][23] Additionally, some non-conjugated polymers incorporating anthracene have been investigated. [24][25][26] Despite these efforts it has been very challenging to synthesize functional conjugated anthracene polymers. 11,12,[16][17][18]20 This is related to the planar extended π system of anthracene, which imparts a strong tendency for aggregation.…”

Section: Introductionmentioning

confidence: 99%

Suppressing aggregation induced quenching in anthracene based conjugated polymers

et al. 2021

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“…Liu et al19 described the synthesis of three polymerizable An‐methacrylate derivatives ( 4 – 6 ) in which the 10‐position is blocked with a methyl group and showed that these An derivatives could be copolymerized with acrylate monomers. We speculate that the inhibition step involves the addition of the propagating acryl radical to the 10‐position of 3 , resulting in the formation of an inert dibenzylic radical 20 …”

Section: Introductionmentioning

confidence: 99%

Emulsion copolymerization of vinyl acetate and butyl acrylate in the presence of fluorescent dyes

Oh¹,

Wu²,

Winnik³

et al. 2002

J. Polym. Sci. A Polym. Chem.

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This article describes our first experiments for preparing dye‐labeled latex particles by the emulsion copolymerization of a 4/1 (w/w) mixture of vinyl acetate‐butylacrylate (VAc‐BA). We discuss the synthesis of acrylate derivatives of phenanthrene, anthracene, and pyrene [9‐acryloxymethyl phenanthrene (7), 9‐acryloxymethyl‐10‐methyl anthracene (8), and 1‐acryloxymethyl pyrene (10)] and an allyl ether derivative of anthracene [9‐allyoxymethyl‐10‐methyl anthracene (9)]. Although the phenanthrene derivative 7 gave latex particles with high monomer conversion and good dye incorporation, the pyrene acrylate and both anthracene comonomers strongly inhibited the free‐radical reaction. To assist our search for a dye that would serve as a useful energy acceptor for phenanthrene and without suppressing VAc‐BA polymerization, we also examined batch emulsion polymerization in the presence of a variety of dye derivatives—substituted anthracenes, acridines, a coumarin, and two benzophenone derivatives. All of the anthracene derivatives, as well as acridine, strongly inhibited monomer polymerization. The coumarin dye 7‐hydroxy‐4‐methyl coumarin (22) that had only limited solubility allowed more than 90% monomer conversion. Most promising were 2‐hydroxy‐5‐methyl benzophenone (23) and 4‐N,N‐dimethylamino benzophenone (24) that at 1 mol % in the monomer mixture permitted virtually quantitative monomer conversion to latex. 4′‐Dimethylamino‐2‐acryloxy‐5‐methyl benzophenone (25) copolymerized well with the VAc‐BA mixture, yielding latex particles in high yield and with a narrow size distribution. These dyes appear to be useful acceptor dyes for energy‐transfer experiments with phenanthrene. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 1594–1607, 2002

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Vinyl polymers with aromatic substituents, 2. Polymerization of 9‐allylanthracene and structures of the polymers

Cited by 11 publications

References 16 publications

Synthesis and Reaction of Anthracene-Containing Polypropylene: A Promising Strategy for Facile, Efficient Functionalization of Isotactic Polypropylene

Synthesis and Reaction of Anthracene-Containing Polypropylene: A Promising Strategy for Facile, Efficient Functionalization of Isotactic Polypropylene

Suppressing aggregation induced quenching in anthracene based conjugated polymers

Emulsion copolymerization of vinyl acetate and butyl acrylate in the presence of fluorescent dyes

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