N-[(1RS)-Camphan-2-ylidene]-4-ethoxyaniline and its reduction product as stabilizers of nitrile butadiene rubbers







https://doi.org/10.32362/2410-6593-2024-19-4-360-371
EDN: FGQTQY
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Abstract
Objectives. To investigate the protective efficacy of unreduced and reduced forms of the condensation product of D,L-camphor and p-ethoxyaniline in nitrile butadiene rubber formulations when compared with the conventional stabilizer N-isopropyl-N′-phenyl- p-phenylenediamine aged under laboratory and in situ climatic conditions in the tropics.
Methods. The thermostabilizing effect of the condensation product of D,L-camphor and p-ethoxyaniline was evaluated by means of infrared spectroscopy using the dynamics of changes in the absorption bands of carbonyl and hydroxyl groups. The features of rubber vulcanization were studied by means of rotorless rheometry. Changes in the physical and mechanical properties of rubbers and degree of cross-linking were evaluated after thermo-oxidative aging in laboratory conditions. They also took into account the results of longterm exposure of samples in undeformed and deformed state in a tropical climate, taking into account meteorological data of the Can Gio climatic testing station.
Results. It was found for the first time that condensation products of D,L-camphor and p-ethoxyaniline exhibit a stabilizing effect in formulations of rubbers based on polar nitrile butadiene rubber.
Conclusions. According to the results of laboratory and in situ tests, the study established that the use of N-[(1RS,2RS)-camphan-2-yl]- 4-ethoxyaniline (reduced form) as an antifatigue agent is preferable. This is due to the presence of a mobile hydrogen atom at the nitrogen atom. The protective effect is manifested in terms of the better preservation of elastic-strength properties of rubbers with less change in hardness.
Keywords
About the Authors
D. A. NilidinRussian Federation
Dmitry A. Nilidin - Assistant, Chemistry and Technology of Elastomer Processing Department, Scopus Author ID 57210897476, RSCI SPIN-code 5156-4095.
28, pr. im. Lenina, Volgograd, 400005
Competing Interests:
The authors declare no conflicts of interest
M. A. Vaniev
Russian Federation
Marat A. Vaniev - Dr. Sci. (Eng.), Head of the Department of Chemistry and Technology of Elastomer Processing, Scopus Author ID 14063995400.
28, pr. im. Lenina, Volgograd, 400005
Competing Interests:
The authors declare no conflicts of interest
A. A. Vernigora
Russian Federation
Andrey A. Vernigora - Postgraduate Student, Organic Chemistry Department, Scopus Author ID 57191338560.
28, pr. im. Lenina, Volgograd, 400005
Competing Interests:
The authors declare no conflicts of interest
A. V. Davidenko
Russian Federation
Andrey V. Davidenko - Student, Scopus Author ID 57604966600.
28, pr. im. Lenina, Volgograd, 400005
Competing Interests:
The authors declare no conflicts of interest
N. A. Salykin
Russian Federation
Nikita A. Salykin - Student, Scopus Author ID 57415508300.
28, pr. im. Lenina, Volgograd, 400005
Competing Interests:
The authors declare no conflicts of interest
Thuy Dang Minh
Viet Nam
Thuy Dang Minh - Researcher, Institute for Tropical Materials Science.
63, Nguyen Van Huyen St., Cau Giay, Hanoi
Competing Interests:
The authors declare no conflicts of interest
S. G. Gubin
Viet Nam
Sergey G. Gubin - Head of the Can Gio climate testing station, Institute for Tropical Materials Science
119071, Moscow, Leninsky prospekt, 33
Competing Interests:
The authors declare no conflicts of interest
I. A. Novakov
Russian Federation
Author ID 7003436556, ResearcherID I-4668-2015.
28, pr. im. Lenina, Volgograd, 400005
Competing Interests:
The authors declare no conflicts of interest
References
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Supplementary files
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1. Surface photo of IPDD rubber strip I after 8 months of exposure in a tropical climate | |
Subject | ||
Type | Research Instrument | |
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Indexing metadata ▾ |
Title | Surface photo of IPDD rubber strip I after 8 months of exposure in a tropical climate | |
Type | Исследовательские инструменты | |
Date | 2024-09-23 |
- It was found for the first time that condensation products of D,L-camphor and p-ethoxyaniline exhibit a stabilizing effect in formulations of rubbers based on polar nitrile butadiene rubber.
- Conclusions. According to the results of laboratory and in situ tests, the study established that the use of N-[(1RS,2RS)-camphan-2-yl]-4-ethoxyaniline (reduced form) as an antifatigue agent is preferable. This is due to the presence of a mobile hydrogen atom at the nitrogen atom. The protective effect is manifested in terms of the better preservation of elastic-strength properties of rubbers with less change in hardness.
Review
For citations:
Nilidin D.A., Vaniev M.A., Vernigora A.A., Davidenko A.V., Salykin N.A., Minh T., Gubin S.G., Novakov I.A. N-[(1RS)-Camphan-2-ylidene]-4-ethoxyaniline and its reduction product as stabilizers of nitrile butadiene rubbers. Fine Chemical Technologies. 2024;19(4):360-371. https://doi.org/10.32362/2410-6593-2024-19-4-360-371. EDN: FGQTQY
ISSN 2686-7575 (Online)