The synthesis of bis-m-dibromdibenzoat-, bis-p-dibrombenzoat esters of ethylene-glycol with ionic-fluid catalysts and their study in diesel fuel

P.M. Kerimov, O.M. Alasgarova, B.K. Aghayev, S. Aliyeva, G. G. Nasibova, L.M. Saadova
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Abstract

Bis-m-dibromdibenzoat and bis-p-dibromdibenzoat esters of ethylene-glycol with the yield of 92, 88 % correspondingly have been synthesized based on the p-brombenzoic, m-brombenzoic acids and ethylene-glycol in the ratio of 2:1.2, at the 110 оС temperature and with 6–7 hours duration in the presence of ionic-fluid catalyst of n-methylpyrrolidon-hydrosulfate. The physical-chemical parameters of synthesized compound esters have been defined and their structure identified spectrally. Due to the electrophilic (Cl, Br) heteroaromatic acids in the synthesized esters, the resin content (sedimentation capacity) of the components in the diesel fuel reduces. The decrease of amount of resin in the synthesis of esters activates them as the antioxidants in the diesel fuel. These esters used in 100 ml diesel fuel in 0.004 % concentration reduced the sedimentation at 120 оС temperature approximately for five times. Synthesized compound esters have been tested on the increase of resistance of the diesel fuel against thermooxidation. Thus, it is justified that the esters of synthesized ethylene-glycol may be used in the presence of a catalyst of hydrosulfate of n-methylpyrrolidon for the increase of thermooxidative stability of the diesel fuel.
离子流体催化剂合成乙二醇双-间二溴二苯甲酯、双-对二溴二苯甲酯及其在柴油中的应用研究
以对溴苯甲酸、间溴苯甲酸和乙二醇为原料,以2:1.2的比例,在110 оС温度下,以n-甲基吡啶酮-氢硫酸根离子流体为催化剂,反应时间为6-7小时,合成了双-间二溴二苯甲酸酯和双-对二溴二苯甲酸乙二醇酯,产率分别为92,88 %。确定了合成的化合物酯的理化参数,并对其结构进行了光谱鉴定。由于合成酯中的亲电性(Cl, Br)杂芳香酸,降低了柴油中各组分的树脂含量(沉降能力)。酯类合成过程中树脂用量的减少激活了酯类在柴油中的抗氧化剂作用。这些酯在100ml浓度为0.004%的柴油燃料中使用,在120 оС温度下减少沉降约五倍。对合成的化合物酯进行了提高柴油热氧化性能的试验。因此,合成的乙二醇酯可以在n-甲基吡咯烷酮氢硫酸酯催化剂的存在下用于提高柴油的热氧化稳定性。
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