SEC/DAD and<sup>1</sup>H NMR Study of Molecular Weight and Configurational Stability of Poly(2,4-difluorophenylacetylene) and Polyphenylacetylene Prepared with Rh Catalyst

Trhlíková, Olga; Zednı́k, Jiřı́; Vohlı́dal, Jiřı́; Sedláček, Jan

doi:10.1002/macp.201100228

Cited by 9 publications

(4 citation statements)

References 85 publications

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“…Mononuclear Rh(I) complexes, [Rh(nbd)acac] and [Rh(cod)acac] were used as polymerization catalysts. These catalysts (without a cocatalyst) are known to polymerize efficiently acetylenic monomers with one‐terminal triple bond into linear high molecular‐weight poly(monosubstituted acetylene)s 33–36. Using these catalysts, three diethynylarenes (1,3‐DEB, 1,4‐DEB, 4,4′‐DEBPh), that is, monomers with two equal terminal triple bonds, were polymerized in our study (see Scheme ).…”

Section: Resultsmentioning

confidence: 98%

Polyacetylene‐Type Networks Prepared by Coordination Polymerization of Diethynylarenes: New Type of Microporous Organic Polymers

Hanková

Slováková

Zednı́k

et al. 2011

Macromol. Rapid Commun.

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Microporous organic polymers (MOP) of a new type have been synthesised in high yields by a simple coordination polymerization of 1,3-diethynylbenzene, 1,4-diethynylbenzene and 4,4'-diethynylbiphenyl catalysed by [Rh(cod)acac] and [Rh(nbd)acac] complexes. The new MOPs are non-swellable polyacetylene-type conjugated networks consisting of ethynylaryl-substituted polyene main chains that are crosslinked by arylene linkers. Prepared MOP samples have a mole fraction of branching units (by (13)C CP/MAS NMR) from 0.30 to 0.47 and exhibit the BET (Brunaer-Emmett-Teller) surface up to 809 m(2) g(-1) and hydrogen uptake up to 0.69 wt% (77 K, H2 pressure 750 torr).

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Section: Resultsmentioning

confidence: 98%

Polyacetylene‐Type Networks Prepared by Coordination Polymerization of Diethynylarenes: New Type of Microporous Organic Polymers

Hanková

Slováková

Zednı́k

et al. 2011

Macromol. Rapid Commun.

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“…Either the catalyst selectivity with respect to the formation of high‐ cis polyacetylene chains is decreased in the reported copolymerization (due to the bulkiness of the PNPr monomer) or the cis ‐to‐ trans isomerisation partly accompanies the propagation . It should be noted that the 1 H NMR signal of the protons of the trans vinylene groups of the main chains is assumed to be overlapped with the signals of the aromatic protons …”

Section: Resultsmentioning

confidence: 99%

Copolymerization of N -(prop-1-yne-3-yl)-4-(piperidine-1-yl)-1,8-naphthalimide with Arylacetylenes into Fluorescent Polyacetylene-Type Conjugated Polymers

Sivkova

Trhlíková

Zednı́k

et al. 2015

Macromol. Chem. Phys.

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N -(prop-1-yne-3-yl)-4-(piperidine-1-yl)-1,8-naphthalimide (PNPr), i.e., the monomer with a terminal ethynyl group and 1,8-naphthalimide fl uorophore, has been successfully copolymerized with a series of monoethynylarenes into well-soluble high-molecular-weight ( M w up to 210 000) linear polyacetylene-type copolymers containing from 14 to 51 mol% units derived from PNPr. The copolymerization of PNPr with bifunctional 4,4′-diethynylbiphenyl provides polyacetylene-type micro/mesoporous fl uorescent network containing 8 mol% PNPr units and exhibiting the Brunauer-Emmett-Teller surface of ≈1000 m 2 g −1 . The copolymerizations (catalyzed with acetylacetonato(norborna-2,5-diene)rhodium complex, [Rh(nbd)acac]) proceed smoothly despite the fact that the homopolymerization of PNPr fails. The fl uorescence of PNPr (emission at ≈ 510 nm) has been retained after the incorporation of PNPr into the copolymers. The fl uorescence of the copolymers can be induced by a direct excitation of PNPr units or via an energy transfer mechanism. In the latter case, the comonomeric units with aromatic hydrocarbon fl uorophores (e.g., of the biphenyl-type) emitting at 380-400 nm (after irradiation with 300 nm UV radiation) serve as energy donors for fl uorescent PNPr acceptors. The difference between the wavelengths of the primary absorbed radiation and the fi nally emitted radiation is 210 nm.

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“…Surprisingly, the vis-band of the newly formed low-MW fraction in the aged PDFPhA is red-shifted compared to this band in the freshly dissolved high-MW PDFPhA. It indicates that simultaneously with the degradation also the cis-to-trans isomerization proceeds and that the red shift in vis spectrum of the low-MW fraction caused by isomerization prevailed over the effect of degradation [12][13]29] (blue shift in the vis spectrum due to the decrease of the degree of polymerization).…”

Section: Poly{[2-methoxy-5-(2-ethylhexyloxy)-14-phenylene]vinylene} (...mentioning

confidence: 96%

“…Therefore, changes in the absorption characteristics can indicate changes in the covalent and configurational structure of the polymer. SEC-DAD, in the literature [10][11][12][13][14][15][16] also referred to SEC-PDA (Photodiode Array Detector), is actually a method that combines chromatography and UV/vis spectroscopy. In our contribution we show (still rather rare) application of SEC-DAD technique in the field of soluble conjugated polymers.…”

Section: Introductionmentioning

confidence: 99%

SEC-DAD - Effective Method for the Characterization of π-Conjugated Polymers

Trhlíková

Hladyš

Sedláček

et al. 2016

MSF

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In the article we present a unique analytical tool for the characterization of conjugated polymers – SEC-DAD (Size Exclusion Chromatography – Diode Array Detector). The chromatographic separation is performed in a conventional SEC mode which provides narrow molecular-weight fractions of the analyzed polymer. The uniqueness of the SEC-DAD combination comes out with the utilization of DAD for the monitoring the absorption characteristics of particular fractions along the molecular weight distribution. If applied in the characterization of the conjugated polymers, SEC-DAD helps to reveal the dependencies of (i) the extent of conjugation and (ii) covalent and configuration structure of the polymer on the molecular weight.

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SEC/DAD and¹H NMR Study of Molecular Weight and Configurational Stability of Poly(2,4-difluorophenylacetylene) and Polyphenylacetylene Prepared with Rh Catalyst

Cited by 9 publications

References 85 publications

Polyacetylene‐Type Networks Prepared by Coordination Polymerization of Diethynylarenes: New Type of Microporous Organic Polymers

Polyacetylene‐Type Networks Prepared by Coordination Polymerization of Diethynylarenes: New Type of Microporous Organic Polymers

Copolymerization of N -(prop-1-yne-3-yl)-4-(piperidine-1-yl)-1,8-naphthalimide with Arylacetylenes into Fluorescent Polyacetylene-Type Conjugated Polymers

SEC-DAD - Effective Method for the Characterization of π-Conjugated Polymers

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SEC/DAD and1H NMR Study of Molecular Weight and Configurational Stability of Poly(2,4-difluorophenylacetylene) and Polyphenylacetylene Prepared with Rh Catalyst

Cited by 9 publications

References 85 publications

Polyacetylene‐Type Networks Prepared by Coordination Polymerization of Diethynylarenes: New Type of Microporous Organic Polymers

Polyacetylene‐Type Networks Prepared by Coordination Polymerization of Diethynylarenes: New Type of Microporous Organic Polymers

Copolymerization of N -(prop-1-yne-3-yl)-4-(piperidine-1-yl)-1,8-naphthalimide with Arylacetylenes into Fluorescent Polyacetylene-Type Conjugated Polymers

SEC-DAD - Effective Method for the Characterization of π-Conjugated Polymers

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SEC/DAD and¹H NMR Study of Molecular Weight and Configurational Stability of Poly(2,4-difluorophenylacetylene) and Polyphenylacetylene Prepared with Rh Catalyst