Influence of the Structure of Derivatives of 3-Phenoxybenzylideneaniline on the Properties of Rubber Mixes

Новаков, И. А.; Новопольцева, О. М.; Popov, Yu. V.; Korchagina, T. K.; Chicherina, G. V.; Tankov, D.Yu.

doi:10.1177/0307174x0303001206

Cited by 4 publications

(5 citation statements)

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“…Recently, the interest of researchers is attracted by compounds with conjugated double bonds, which have a complex of useful and unique properties [1]. At the same time, the importance and prospects of the use of poly-conjugated compounds in various fields of science and technology (organic electronics [2], biomedicine [3], textile [4], and rubber industry [5]) demonstrates that the potential of this class of compounds is far from exhausted. Therefore, the question of design of new structures of polymers with conjugated systems with special properties (high luminescence, increased electrical conductivity, manufacturability) is very promising and relevant.…”

Section: Introductionmentioning

confidence: 99%

Kinetic of Oxidative Polymerization of Benzylidene-Phenylenediamines and Investigation of their Thermal Properties

Борукаев¹,

Шаов²,

Отарова³

et al. 2019

KEM

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Oxidative polymerization of benzylidenephenylenediamines produced polymers containing conjugated double bonds. Kinetic studies of the processes of oxidative polymerization of benzylidenephenylene diamines were carried out. The obtained kinetic dependencies allowed us to suggest the mechanism of oxidative polymerization of benzylidenephenylenediamines, which flows through the stage of formation of the cation radical, dimmer, tetramer, leading eventually to the formation of the polymer. In this case the limiting stadia is the formation of cation-radical, and chain growth occurs by N-C. A study of the thermal properties of the polymers showed that polybenzylidenephenylenediamines is characterized by rather high values of heat resistance. It was found that the process of destruction of most of the synthesized polymers occurs in several stages and depends on the chemical structure of the macromolecule.

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Section: Introductionmentioning

confidence: 99%

Kinetic of Oxidative Polymerization of Benzylidene-Phenylenediamines and Investigation of their Thermal Properties

Борукаев¹,

Шаов²,

Отарова³

et al. 2019

KEM

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“…This is due to the complex properties which these connections have [1]. Herewith, the importance and prospects of using azomethine compounds in various fields of science and technology (organic electronics [2], Biomedicine [3], textile [4], rubber industry [5]) demonstrates that the potential of this class of compounds is far from being exhausted. Therefore, the question of finding new structures of azomethine compounds with special properties (high luminescence, increased electrical conductivity, solubility in organic solvents) is very promising and relevant.…”

Section: Introductionmentioning

confidence: 99%

Oxidative Polymerization of 3-Amino,2'-,(3')–Nitrodiphenylazomethin

Борукаев¹,

Маламатов²,

Vindizheva³

et al. 2018

MSF

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Oxidative polymerization of 3-amino,2'-,(3')-nitrodiphenylazomethine was carried out in various ways. A possible mechanism for the polymerization of 3-amino,2'-,(3')- nitrodiphenylazomethine, where chain growth occurs as type N-C, is shown. It has been found that the yield of the polymer product is affected by the polymerization process and time. The chemical structure of the polymers obtained is established. The study of the thermal properties of polymers showed a low thermal stability and the process of destruction proceeds in two stages.

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“…Polyimides containing adamantane fragments are more hydrolytically and thermally stable. Highly efficient rubber stabilizers were obtained on the basis of 2,2′-(adamantane-1,3-diyl)diethanamine [14,15]. For example, doping with such its derivatives as 1,3-bis[2-(m-fluorobenzylideneamino)ethyl]adamantane and 1,3-bis[2-(p-methoxybenzylideneamino)ethyl]adamantane considerably im-…”

mentioning

confidence: 99%

“…Polyimides containing adamantane fragments are more hydrolytically and thermally stable. Highly efficient rubber stabilizers were obtained on the basis of 2,2′-(adamantane-1,3-diyl)diethanamine [14,15] [16]. 2,2′-(Adamantane-1,3-diyl)diethanamine is also added to epoxy resins to improve their optical properties and durability [17].…”

mentioning

confidence: 99%

Arylation of adamantanamines: III. Palladium-catalyzed arylation of adamantane-1,3-diyldimethanamine and 2,2′-(adamantane-1,3-diyl)diethanamine

et al. 2011

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Palladium-catalyzed arylation of adamantane-1,3-diyldimethanamine and 2,2′-(adamantane-1,3-diyl)diethanamine with isomeric bromochloro-and dibromobenzenes was studied. The yields of N,N′-diarylation products depend on the initial diamine and dihalobenzene structure. Side reactions were revealed, which reduced the yield of the target products. The arylation of 2,2′-(adamantane-1,3-diyl)diethanamine gives the corresponding N,N′-diaryl derivatives with better yield. The possibility for synthesizing unsymmetrical N,N′-diaryl derivatives of 2,2′-(adamantane-1,3-diyl)diethanamine was demonstrated. * For communication II, see [1].In the preceding communications [1, 2] we reported on the results of our studies on palladium-catalyzed arylation of adamantane-containing monoamines. The synthesis of nitrogen-containing macrocycles from 2,2′-(adamantane-1,3-diyl)diethanamine was described in [3,4]. Insofar as catalytic amination with participation of adamantane-containing amines is largely determined by the amine structure, we believed it reasonable to perform systematic study on palladium-catalyzed arylation of diamines of the adamantane series, which could give rise to wider diversity of N-aryl derivatives. Adamantane-1,3-diyldimethanamine and 2,2′-(adamantane-1,3-diyl)diethanamine were synthesized from the corresponding dicarboxylic acids through their chlorides, amides, and nitriles; the latter were reduced with lithium tetrahydridoaluminate in tetrahydrofuran with a yield of up to 63% [5,6]. Antiviral properties of adamantane-1,3-diyldimethanamine and 2,2′-(adamantan-1,3-diyl)diethanamine hydrochlorides were examined in [6], and the latter turned out to be active against bird influenza viruses.The applications of these amines are quite versatile. New carbocyclic Schiff bases were synthesized via reactions with aromatic aldehydes, and their biological activity was studied [7]. Stroganov et al. [8] studied specificity of vitrification of polymers upon hardening with diaminoadamantanes. Khardin and Pershin [9] proposed a procedure for the synthesis of diisocyanates by treatment of adamantane-containing diamine dihydrochlorides with phosgene. Diisocyanates are introduced into polymeric chain of polyurethanes to enhance their chemical resistance and photostability. Diamines of the adamantane series were used to synthesize polyamides that are characterized by higher heat resistance and hydrolytic stability than polymers based on adamantane-1,3-dicarboxylic acid [10]; moreover, polymers obtained from adamantane-1,3-diyldimethanamine showed a higher heat resistance than those derived from 2,2′-(adamantane-1,3-diyl)diethanamine. These diamines were also used to modify aromatic polyimides [11][12][13]. Polyimides containing adamantane fragments are more hydrolytically and thermally stable. Highly efficient rubber stabilizers were obtained on the basis of 2,2′-(adamantane-1,3-diyl)diethanamine [14,15]. For example, doping with such its derivatives as 1,3-bis[2-(m-fluorobenzylideneamino)ethyl]adamantane and 1,3-bis[2-(p-methoxybenz...

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Influence of the Structure of Derivatives of 3-Phenoxybenzylideneaniline on the Properties of Rubber Mixes

Cited by 4 publications

References 0 publications

Kinetic of Oxidative Polymerization of Benzylidene-Phenylenediamines and Investigation of their Thermal Properties

Kinetic of Oxidative Polymerization of Benzylidene-Phenylenediamines and Investigation of their Thermal Properties

Oxidative Polymerization of 3-Amino,2'-,(3')–Nitrodiphenylazomethin

Arylation of adamantanamines: III. Palladium-catalyzed arylation of adamantane-1,3-diyldimethanamine and 2,2′-(adamantane-1,3-diyl)diethanamine

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