Phthalocyanines and related compounds: XLIII. Synthesis of poly[phenyl(alkyl)sulfanyl]-substituted phthalonitriles and some phthalocyanines based thereon

Volkov, K. A.; Avramenko, G. V.; Negrimovskii, V. M.; Luk’yanets, E. A.

doi:10.1134/s107036320706028x

Cited by 19 publications

(10 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…1. The synthesis of phthalonitriles 1 [25,26] and 3 [28] has been previously reported. We optimized the synthesis and present in this paper the comparative analytical data of the three phthalonitriles.…”

Section: Introductionmentioning

confidence: 99%

4,5-, 3,6-, and 3,4,5,6-tert-Butylsulfanylphthalonitriles: synthesis and comparative structural and spectroscopic analyses

Kumru¹,

Dumoulin²,

Jeanneau³

et al. 2011

Struct Chem

View full text Add to dashboard Cite

show abstract

Section: Introductionmentioning

confidence: 99%

4,5-, 3,6-, and 3,4,5,6-tert-Butylsulfanylphthalonitriles: synthesis and comparative structural and spectroscopic analyses

Kumru¹,

Dumoulin²,

Jeanneau³

et al. 2011

Struct Chem

View full text Add to dashboard Cite

show abstract

“…12 This reaction is known to be selective for substitution at the positions para-to the nitrile groups. 40 In contrast to the challenges we encountered in the preparation of 4a, PPS 4c was easily prepared from aryl ethersubstituted difluorophthalonitrile 3b and disilylthioether 2a. The high yield and relative uniformity of the molecular weight distribution for 4c indicates that the aryl ether substituents of the phthalonitrile were less susceptible to dynamic ipsodisplacement under these conditions.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…The difluorophthalonitrile monomers 3 were obtained by the S N Ar reaction of tetrafluorophthalonitrile 5 with 2 equiv of phenylthiol or phenol 6 at room temperature . This reaction is known to be selective for substitution at the positions para- to the nitrile groups . In contrast to the challenges we encountered in the preparation of 4a , PPS 4c was easily prepared from aryl ether-substituted difluorophthalonitrile 3b and disilylthioether 2a .…”

Section: Resultsmentioning

confidence: 99%

Polymerization and Depolymerization of Photoluminescent Polyarylene Chalcogenides

et al. 2021

View full text Add to dashboard Cite

Engineering thermoplastics feature high chemical, mechanical, and thermal robustness but often lack advanced functionalities as a result of the harsh conditions required for their synthesis and processing. Herein, we introduce a series of polyarylene chalcogenides (PACs), a classification which encompasses polyphenylene sulfides, polyphenylene oxides, and their derivatives, obtained via the room-temperature polymerization of difluorophthalonitrile and disilyl(thio)ether monomers in the presence of fluoride or amine initiators. The PACs contain thioarene-appended phthalonitriles as the key moiety in the polymer chain, which endows them with the additional properties of photoluminescence and dynamic nucleophilic aromatic substitution (SNAr) chemistry while maintaining the thermal robustness of the parent polymers. The materials display delayed fluorescence, and both the emission wavelength and lifetime were rationally tunable through chalcogen substitution. Dynamic SNAr chemistry was exploited in the demonstration of the selective chemical degradation of the PACs, even as highly crosslinked thermosets, at room temperature. The varied properties of this family of PACs make them interesting to a number of applied fields, including organic light-emitting diodes, chemical sensors, and dynamically responsive materials.

show abstract

“…[6] Имеющиеся в бензольном ядре соединения I электро-ноакцепторные группы (CN) создают в достаточной степени эффективный положительный заряд на атоме углерода, связанного с атомом брома, что обусловли-вает его замещение под действием нуклеофильных реагентов, в качестве которых нами использованы:…”

Section: результаты и обсуждениеunclassified

Sulfonaphthyloxysubstituted Phthalonitriles and Phthalocyanines on their Basis

Kulinich¹,

Shaposhnikov²,

Badaukaite³

2010

MHC

View full text Add to dashboard Cite

show abstract

Phthalocyanines and related compounds: XLIII. Synthesis of poly[phenyl(alkyl)sulfanyl]-substituted phthalonitriles and some phthalocyanines based thereon

Cited by 19 publications

References 33 publications

4,5-, 3,6-, and 3,4,5,6-tert-Butylsulfanylphthalonitriles: synthesis and comparative structural and spectroscopic analyses

4,5-, 3,6-, and 3,4,5,6-tert-Butylsulfanylphthalonitriles: synthesis and comparative structural and spectroscopic analyses

Polymerization and Depolymerization of Photoluminescent Polyarylene Chalcogenides

Sulfonaphthyloxysubstituted Phthalonitriles and Phthalocyanines on their Basis

Contact Info

Product

Resources

About