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SYNTHESIS OF functional macromolecule intermediate THROUGH ACYLATION CATALYZED BY [Emim]Cl-AlCl3 IONIC LIQUID

Chinese Journal of Reactive Polymers 2007年第Z1期 15-21页

作者： CHEN Min JIANG Deli ZHANG Chunyan YU Long YAN Yongsheng School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, China

Acylation reaction of anthracene with oxalyl chloride in the presence of [Emim]C1-A1C13 ionic liquid has been investigated. Pure 1,2-aceanthryenedione, which is used as intermediate of functional aromatic polymer material, was obtained by recrystalling the reaction mixture with aether and was determined by GC/MS, 1HNMR and FTIR analysis. The influences of various parameters, such as the contents of AlCl3 in [Emim]C1-A1C13, the amount of acylation agent, amount of [Emim]C1-A1C13, reaction temperature and reaction time were investigated. The optimum conditions were as follows: the molar fraction of A1C13 in ionic liquid [x(AlCl3)] being 0.67 , molar ratio of ionic liquid to anthracene being 2:1 , molar ratio of oxalyl chloride to anthracene being 2:1, reaction temperature being 40℃ and reaction time being 6h. Under above conditions, the yield and selectivity of 1,2-aceanthrylenedione can reach 91.5% and 98.3% respectively. Further more, [Emim]C1-A1C13 ionic liquid, compared with metal halides such as AlCl3, was found to catalyze the reaction as a novel environmental friendly catalyst and solvent and can be reused.

关键词： functional macromolecule intermediate Anthracene 1,2-aeanthrylenedione Acylation Ionic liquid.

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SYNTHESIS OF functional macromolecule intermediate THROUGH ACYLATION CATALYZED BY [Emim]Cl-AlCl_3 IONIC LIQUID

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Chinese Journal of Reactive Polymers 2007年第1期16卷 15-21页

作者： CHEN Min JIANG Deli ZHANG Chunyan YU Long YAN Yongsheng School of Chemistry and Chemical Engineering Jiangsu University Zhenjiang 212013 China

Acylation reaction of anthracene with oxalyl chloride in the presence of [Emim]Cl-AlCl3 ionic liquid has been investigated. Pure 1,2-aceanthryenedione, which is used as intermediate of functional aromatic polymer material, was obtained by recrystalling the reaction mixture with aether and was determined by GC/MS, 1↑HNMR and FTIR analysis. The influences of various parameters, such as the contents of AlCl3 in [Emim]Cl-AlCl3, the amount of acylation agent, amount of [Emim]Cl-AlCl3, reaction temperature and reaction time were investigated. The optimum conditions were as follows： the molar fraction of AlCl3 in ionic liquid [x（AlCl3）] being 0.67, molar ratio of ionic liquid to anthracene being 2：1, molar ratio of oxalyl chloride to anthracene being 2：1, reaction temperature being 40℃ and reaction time being 6h. Under above conditions, the yield and selectivity of 1,2-aceanthrylenedione can reach 91.5% and 98.3% respectively. Further more, [Emim]Cl-AlCl3 ionic liquid, compared with metal halides such as AlCl3, was found to catalyze the reaction as a novel environmental friendly catalyst and solvent and can be reused.

关键词： functional macromolecule intermediate Anthracene 1,2-aeanthrylenedione Acylation Ionic liauid.

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SYNTHESIS OF 1,2-ACEANTHRYLENEDIONE THROUGH ACYLATION OF ANTHRACENE WITH OXALYL CHLORIDE

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Chinese Journal of Reactive Polymers 2007年第1期16卷 61-65页

作者： ZHANG Chunyan CHEN Min YU Long JIANG Deli YAN Yongsheng School of Chemistry and Chemical Engineering Jiangsu University Zhenjiang 212013 China

Acylation of anthracene and oxalyl chloride in the presence of anhydrous AlCl3 was investigated. Pure 1,2-aceanthrylenedione, which is used as new functional macromolecule, was prepared by extraction and recrystallation. The structure of 1,2-aceanthrylenedione was identified by measure of melting point, GC/MS, FTIR and 1HNMR analyses. The influences of various parameters, such as solvent, dosage of catalyst, molar ratio of anthracene to oxalyl chloride, reaction temperature, and reaction time were studied. The anhydrous AlCl3 was found to catalyze the reaction with high yeild and good selectivity. When the reaction temperature is 303K, reaction time is 5h and molar ratio of anthracene to oxalyl chloride is 1:2, the yield and selectivity of 1,2-aceanthrylenedione is 83.8 % and 92.3% respectively.

关键词： functional macromolecule intermediate 1,2-aeanthrylenedione Anthracene Acylation Anhydrous AlCl3.

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SYNTHESIS OF 1,2-ACEANTHRYLENEDIONE THROUGH ACYLATION OF ANTHRACENE WITH OXALYL CHLORIDE

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Chinese Journal of Reactive Polymers 2007年第Z1期 61-65页

作者： ZHANG Chunyan CHEN Min YU Long JIANG Deli YAN Yongsheng School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, China

关键词： functional macromolecule intermediate 1,2-aeanthrylenedione Anthracene Acylation Anhydrous AlCl3.

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