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Method for synthesizing 2,6-naphthalenedicarboxylic acid

A technology for naphthalene dicarboxylic acid and diisopropylnaphthalene, applied in the field of preparing 2,6-naphthalene dicarboxylic acid

Active Publication Date: 2014-08-06
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved by the present invention is the problem of using a large amount of acetic acid solvent in the preparation of 2,6-naphthalene dicarboxylic acid existing in the prior art, and a kind of 2,6-diisopropylnaphthalene liquid-phase oxidation is provided to prepare 2,6-naphthalene The method of dicarboxylic acid, the method has the characteristics of high yield of target product 2,6-naphthalene dicarboxylic acid without using acetic acid solvent

Method used

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  • Method for synthesizing 2,6-naphthalenedicarboxylic acid

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Experimental program
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Embodiment 1

[0013] Preparation of 2,6-naphthalene dicarboxylic acid: 2.5mol water, 0.02molCoBr 2 , 0.02mol MnBr 2 , 0.005CeBr 3 , 0.005mol potassium bromide, 0.0075mol tetrabutylammonium bromide, 0.0625mol N-hydroxyphthalimide (NHPI) and 0.02mol 2,6-diisopropylnaphthalene were added to the titanium reactor, first with After the nitrogen is discharged from the kettle, pressurize to 2.5MPa, increase the stirring speed to 800rpm, continuously supply compressed air to the reaction pressure of 3.0MPa, and at the same time stir and heat up to the reaction temperature, control the reaction temperature to 200°C, and the reaction pressure to 3.0MPa. The molar ratio of 2,6-diisopropylnaphthalene was 40, and the reaction was stopped after continuing the reaction for 3 hours.

[0014] Product analysis: The reaction mixture obtained from the above reaction was cooled and filtered, and the obtained solid was washed with hot distilled water at 80° C., and then dried at 85° C. for 5 hours to obtain the...

Embodiment 2-6

[0016] The types of quaternary ammonium salts and nitrogen oxides were changed without changing the molar amount of them, and the rest of the operations were the same as in Example 1. The yields of 2,6-naphthalene dicarboxylic acid obtained in each example are shown in Table 1.

Embodiment 7-14

[0018] Change the input amount of tetrabutylammonium bromide and N-hydroxyphthalimide (NHPI), do not change the input amount of other raw materials, and the rest of the operations are the same as in Example 1. The 2,6-naphthalene obtained in each embodiment The yields of diformic acid are shown in Table 2.

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Abstract

The invention relates to a method for synthesizing 2,6-naphthalenedicarboxylic acid, and mainly solves a problem of the use of a large amount of an acetic acid solvent in the preparation of 2,6-naphthalenedicarboxylic acid in the prior art. The method is characterized in that diisopropyl naphthalene is oxidized by an oxygen-containing gas liquid with Co-Mn-Ce-Br as a catalyst and water as a solvent at a reaction temperature of 160-210DEG C under a reaction pressure of 2-4MPa for 3-7h to prepare 2,6-naphthalenedicarboxylic acid; the catalyst adopts quaternary ammonium salt and at least one of oxynitrides with the general formulas of I, II, III and IV as a cocatalyst; and in the formulas, R1 and R2 can be same with or different from each other, and respectively represent hydrogen, halogen atoms, alkyl groups, aryl groups, cycloalkyl groups, hydroxy groups, alkoxy groups or acyl groups; and R3, R4 and R5 can be same with or different from each other, and respectively represent hydrogen atom or acyl groups. The method well solves the problem, and can be used in the industrial production of 2,6-naphthalenedicarboxylic acid.

Description

technical field [0001] The invention relates to a method for preparing 2,6-naphthalene dicarboxylic acid by liquid-phase oxidation of 2,6-isopropylnaphthalene. Background technique [0002] 2,6-naphthalene dicarboxylic acid (2,6-NDCA) and its derivatives are important monomers for the preparation of various polyesters, polyurethane materials and liquid crystal polymers (LCP), especially 2,6-NDCA and ethylene dicarboxylate Polyethylene naphthalate (PEN) prepared by alcohol polycondensation has broad application prospects in films, packaging containers (especially beer bottles) and industrial fibers. Due to the high symmetry of the 2,6-NDCA structure, PEN has the characteristics of a linear polymer, and is a high-performance material with good rigidity, high strength, and excellent thermal processing performance. Compared with polyethylene terephthalate (PET), PEN has superior heat resistance, barrier properties, mechanical properties, chemical resistance, and UV resistance. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C63/38C07C51/265
CPCC07C51/265C07C63/38
Inventor 朱庆才畅延青陈大伟
Owner CHINA PETROLEUM & CHEM CORP