石油炼制与化工 ›› 2016, Vol. 47 ›› Issue (2): 60-64.

• 催化剂 • 上一篇    下一篇

羧基苯氧基酞菁钴的合成及其脱硫醇性能

崔娜,宋兆阳,朱丽君,夏道宏   

  1. 中国石油大学(华东)重质油国家重点实验室
  • 收稿日期:2015-06-30 修回日期:2015-07-25 出版日期:2016-02-12 发布日期:2016-01-29
  • 通讯作者: 夏道宏 E-mail:xiadh@upc.edu.cn
  • 基金资助:

    中央高校基本科研业务费专项资金

SYNTHESIS OF DISCARBOXYL PHENOXY PHTHALOCYANINE COBALT AND APPLICATION IN OXIDATION DESULFURIZATION OF MERCAPTAN COMPOUNDS

  • Received:2015-06-30 Revised:2015-07-25 Online:2016-02-12 Published:2016-01-29

摘要:

以4-硝基邻苯二甲腈和5-羟基间苯二甲酸为原料,合成中间体4-(3,5-二羧基)苯氧基-邻苯二甲腈;在1,8-二氮杂二环十一碳-7-烯液相催化条件下,合成新型四-β-(间二羧基苯氧基)酞菁钴化合物;通过柱色谱分离方法对中间体进行提纯,利用红外光谱、1H-NMR以及MADLI-TOF-MS对中间体及最终产物进行表征。在液化气脱硫醇模拟体系中,对四-β-(间二羧基苯氧基)酞菁钴的催化性能进行评定。结果表明,所合成的新型酞菁钴类催化剂对丙硫醇和正丁硫醇转化率达到98.0%左右,对叔丁硫醇转化率达到68.2%,其脱硫醇性能优于工业应用催化剂。

关键词: 酞菁金属, 合成, 柱色谱分离, 脱硫醇

Abstract:

The 4-(3,5-dicarboxy) phenoxyphthalonitrile as an intermediate was synthesized with 4-Nitrophthalonitrile and 5-hydroxy isophthalic acid as raw materials, followed by the purification by column chromatography. Afterwards, a new tetra -2(3), 9(10), 16(17), 23(24) - (3,5-discarboxylphenoxy) phthalocyanine cobalt was obtained from the intermediate under the catalytic action of 1,8-diazabicyclo undec-7-ene (DBU). The intermediate and the final product were characterized by mass spectrum, Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (1H-NMR) and MADLI-TOF-MS techniques. The sweetening performance of the synthesized phthalocyanine cobalt was evaluated using mercaptan compounds and compared with the industrial catalysts. The sulfur conversions of n-propyl mercaptan and n-butyl mercaptan of the synthesized phthalocyanine cobalt are both around 98.0%, and for t-butyl mercaptan the conversion is 68.2%. The results show that the sweetening performance of the synthesized phthalocyanine cobalt is better than the industrial catalysts.

Key words: metallophthalocyanine, synthesis, column chromatography, sweetening