Effect of alkylated diphenylamine on thermal-oxidative degradation behavior of poly-α-olefin

Chao, Mianran; Liu, Weimin; Zhu, Lili; Ma, Haihong; Wang, Xiaobo

doi:10.1515/chempap-2015-0104

Cited by 5 publications

(1 citation statement)

References 24 publications

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“…Among them, free radical scavengers and hydroperoxide decomposers are the most used antioxidants in lubricants. Representative free radical scavengers are hindered phenol derivatives [ 9 , 10 ] and arylamine derivatives [ 11 , 12 , 13 , 14 ], and the commonly used hydroperoxide decomposers are alkyl sulfides or alkyl polysulfides [ 7 , 15 ]. Thus far, most antioxidants are simple functional antioxidants which display the same action mechanism, thus their protection effectiveness is greatly affected.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Performance Evaluation of Sulfur-Containing Diphenylamines Based on Intramolecular Synergism

Hao

Wang

et al. 2018

Molecules

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To obtain novel structural antioxidants that have different antioxidant mechanisms, four 2-(alkylthio)-N-(4-(phenylamino)phenyl)acetamides 2a–d as dual functional antioxidants are designed, synthesized, and confirmed by 1H-NMR, FTIR, MS, and elemental analysis. The antioxidant behavior of compounds 2a–d as additives of base oil triisodecyl trimellitate (TIDTM) is evaluated by non-isothermal and isothermal DSC analyses. The results showed all compounds can greatly increase the incipient oxidation temperature (IOT) and oxidation induction time (OIT) of TIDTM, especially, compound 2c exhibited an OIT value of 72.5 min at 230 °C, which is almost 28 times the length of TIDTM. Moreover, compounds 2a–d do not affect the tribological performance of TIDTM. The mechanism of antioxidants involved an intramolecular synergism are proposed. This work demonstrates compound 2c can be used as a novel potential antioxidant additive of TIDTM; in addition, it would inspire the emergence of highly potent antioxidants with different antioxidant mechanisms.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Performance Evaluation of Sulfur-Containing Diphenylamines Based on Intramolecular Synergism

Hao

Wang

et al. 2018

Molecules

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Direct Synthesis of Diphenylamines from Phenols and Ammonium Formate Catalyzed by Palladium

Dominguez‐Huerta

Perepichka

2019

ChemSusChem

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Arylamines are commerciallya nd synthetically useful compounds with aw ide variety of applications.T heir preparation has been traditionally achieved using metal-catalyzedC ÀN coupling reactions with aryl halides. In this work, 17 different diarylamines are prepared from phenolsb yu sing ammonium formate as the aminatingr eagent. Phenolicc ompounds are more desirable feedstocks, owing to their availability from lignin, making them valuable biorenewable alternatives to aryl halides. Ammonium formate is found to be aconvenient surrogate for ammonia and au seful aminating reagent for phenols. Diarylamine products are obtained in good to excellent yields while only water and CO 2 are generated as byproducts of the transformation.Arylamines are valuable commodity chemicals, owing to their broad application as antioxidizers and as synthetically relevant buildingblocks. Diphenylamine (DPA) is primarily used as astabilizer for nitrocellulose explosives [1] and the detection of oxidizers, [2] whereas C-alkylated diphenylamines are widely used as antioxidants for the preservation of fruits, [3] oils, [4] and polymers. [5] Further uses of arylamines include being ap recursor for the synthesis of (azo-)dyes, [6] and nonsteroidal anti-inflammatoryd rugs. [7] Additionally,t riphenylamines are important for the preparation of optoelectronic materials. [8] For at horough review on the use of these compounds, please see the reference articles by Drzyzga [9] and Layer. [10] Arylamines are commonly prepared from amine precursors through metal-catalyzedC ÀNc oupling reactions. Methods for the formation of these compounds include the Stille, [11] Chan-Evans-Lam, [12] Ullmann, [13] and Buchwald-Hartwig [14] couplings. In addition, other methods, including P III /P V =Oc atalysis, [15] iodine, [16] sulfonium triflates, [17] various nanoparticle catalysts, [18] and Pd/C catalysis for the formationo fa rylamines from aliphatic substrates, [19] have also been reported. Similard evelopments for the formation of diaryl ethers have also been reported. [20] Phenol can be obtainedf rom naturals ources, as one of the basic units of lignin, making it an attractive biorenewable feed-

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Evaluation of lubricating oil in marine diesel engine using thermal analysis, FTIR, and rheology

Santana

Silva²,

Mothé³

et al. 2022

J Therm Anal Calorim

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Effect of alkylated diphenylamine on thermal-oxidative degradation behavior of poly-α-olefin

Cited by 5 publications

References 24 publications

Synthesis, Characterization, and Performance Evaluation of Sulfur-Containing Diphenylamines Based on Intramolecular Synergism

Synthesis, Characterization, and Performance Evaluation of Sulfur-Containing Diphenylamines Based on Intramolecular Synergism

Direct Synthesis of Diphenylamines from Phenols and Ammonium Formate Catalyzed by Palladium

Evaluation of lubricating oil in marine diesel engine using thermal analysis, FTIR, and rheology

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