Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties

Alkylnaphthalene as base oils are widely applied in the production of high-performance lubricating oils. Here, we report the synthesis of multi-butylnaphthalenes by alkylation of naphthalene and <i>n</i>-butene with trifluoromethanesulfonic acid as catalyst. Trifluoromethanesulfonic acid...

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Main Authors: Yuanyuan Li, Chen Chen, Qiong Tang, Lei Liu, Jinxiang Dong
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Lubricants
Subjects:
Online Access:https://www.mdpi.com/2075-4442/11/4/156
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author Yuanyuan Li
Chen Chen
Qiong Tang
Lei Liu
Jinxiang Dong
author_facet Yuanyuan Li
Chen Chen
Qiong Tang
Lei Liu
Jinxiang Dong
author_sort Yuanyuan Li
collection DOAJ
description Alkylnaphthalene as base oils are widely applied in the production of high-performance lubricating oils. Here, we report the synthesis of multi-butylnaphthalenes by alkylation of naphthalene and <i>n</i>-butene with trifluoromethanesulfonic acid as catalyst. Trifluoromethanesulfonic acid exhibited excellent catalytic performance with naphthalene conversion, as high as 98.5%, and the multi-butylnaphthalenes selectivity of 98.8% under optimum conditions. To investigate the effects of the side-chain numbers on naphthalene on the lubrication performance, two kinds of alkylnaphthalenes were obtained by controlling catalyst dosage, denoted as MBN-1 (90.3% mono/di-butylnaphthalenes) and MBN-2 (98.2% tri/tetra/penta/hexa-butylnaphthalenes), respectively. The primary physiochemical properties of the synthetic oils were tested, and their tribological performance was evaluated. MBN-2, with more side chains on naphthalene, displayed more effective friction reduction and anti-wear properties than MBN-1 and the commercial alkyl naphthalene base oil AN5.
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spelling doaj.art-26f3fdb63cd342fc9c5ed10636e859612023-11-17T20:07:49ZengMDPI AGLubricants2075-44422023-03-0111415610.3390/lubricants11040156Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating PropertiesYuanyuan Li0Chen Chen1Qiong Tang2Lei Liu3Jinxiang Dong4College of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, ChinaCollege of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, ChinaCollege of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, ChinaCollege of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, ChinaCollege of Chemical Engineering and Technology, Taiyuan University of Technology, Taiyuan 030024, ChinaAlkylnaphthalene as base oils are widely applied in the production of high-performance lubricating oils. Here, we report the synthesis of multi-butylnaphthalenes by alkylation of naphthalene and <i>n</i>-butene with trifluoromethanesulfonic acid as catalyst. Trifluoromethanesulfonic acid exhibited excellent catalytic performance with naphthalene conversion, as high as 98.5%, and the multi-butylnaphthalenes selectivity of 98.8% under optimum conditions. To investigate the effects of the side-chain numbers on naphthalene on the lubrication performance, two kinds of alkylnaphthalenes were obtained by controlling catalyst dosage, denoted as MBN-1 (90.3% mono/di-butylnaphthalenes) and MBN-2 (98.2% tri/tetra/penta/hexa-butylnaphthalenes), respectively. The primary physiochemical properties of the synthetic oils were tested, and their tribological performance was evaluated. MBN-2, with more side chains on naphthalene, displayed more effective friction reduction and anti-wear properties than MBN-1 and the commercial alkyl naphthalene base oil AN5.https://www.mdpi.com/2075-4442/11/4/156naphthalenetrifluoromethanesulfonic acidalkylationsynthetic lubricating base oil
spellingShingle Yuanyuan Li
Chen Chen
Qiong Tang
Lei Liu
Jinxiang Dong
Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties
Lubricants
naphthalene
trifluoromethanesulfonic acid
alkylation
synthetic lubricating base oil
title Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties
title_full Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties
title_fullStr Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties
title_full_unstemmed Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties
title_short Synthesis of Multi-butylnaphthalene Base Oils Catalyzed by Trifluoromethanesulfonic Acid and Its Lubricating Properties
title_sort synthesis of multi butylnaphthalene base oils catalyzed by trifluoromethanesulfonic acid and its lubricating properties
topic naphthalene
trifluoromethanesulfonic acid
alkylation
synthetic lubricating base oil
url https://www.mdpi.com/2075-4442/11/4/156
work_keys_str_mv AT yuanyuanli synthesisofmultibutylnaphthalenebaseoilscatalyzedbytrifluoromethanesulfonicacidanditslubricatingproperties
AT chenchen synthesisofmultibutylnaphthalenebaseoilscatalyzedbytrifluoromethanesulfonicacidanditslubricatingproperties
AT qiongtang synthesisofmultibutylnaphthalenebaseoilscatalyzedbytrifluoromethanesulfonicacidanditslubricatingproperties
AT leiliu synthesisofmultibutylnaphthalenebaseoilscatalyzedbytrifluoromethanesulfonicacidanditslubricatingproperties
AT jinxiangdong synthesisofmultibutylnaphthalenebaseoilscatalyzedbytrifluoromethanesulfonicacidanditslubricatingproperties