Oxidation of petroleum-based byproducts diformyltricyclodecanes (DFTD) with O2 under catalyst-free and ultra-low temperature

doi:10.1016/j.cjche.2019.04.012

Abstract

Abstract: Oxidation of petroleum-based byproduct dicyclopentadiene derived diformyltricyclodecanes (DFTD) to dicarboxyltriclodecanesacids (DCTDA) was conducted under catalyst-free and ultra-low temperature conditions with O₂ as oxidant. In the perspective of industry process, oxygen pressure and contents, solvent and raw material initial concentrations were screened to evaluate their influence on DCTDA generation. Results indicate that DFTD oxidation can occur rather easily under no-catalyst and ultra-low temperature conditions with O₂ as oxidant. Oxygen content and pressure had positive effect on DCTDA production, γ-valerolactone (GVL) behaved best on DFTD generation in dynamics, while methanol could be used as a protective solvent to preserve DFTD. Besides, the existence of water in solvent was not beneficial to DCTDA production because of poor DFTD compatibility with water. The mechanisms of O₂ and solvent influence on DCTDA generation were discussed. Meanwhile, the oxidation route of DFTD-Intermediate-DCTDA was proposed. The present work exhibits the valued potential of DFTD, which will have a positive effect on high added value of petroleum based by-products.

Key words: Diformyltricyclodecanes, Oxidation, Catalyst-free, Solvent, Oxidative route

摘要： Oxidation of petroleum-based byproduct dicyclopentadiene derived diformyltricyclodecanes (DFTD) to dicarboxyltriclodecanesacids (DCTDA) was conducted under catalyst-free and ultra-low temperature conditions with O₂ as oxidant. In the perspective of industry process, oxygen pressure and contents, solvent and raw material initial concentrations were screened to evaluate their influence on DCTDA generation. Results indicate that DFTD oxidation can occur rather easily under no-catalyst and ultra-low temperature conditions with O₂ as oxidant. Oxygen content and pressure had positive effect on DCTDA production, γ-valerolactone (GVL) behaved best on DFTD generation in dynamics, while methanol could be used as a protective solvent to preserve DFTD. Besides, the existence of water in solvent was not beneficial to DCTDA production because of poor DFTD compatibility with water. The mechanisms of O₂ and solvent influence on DCTDA generation were discussed. Meanwhile, the oxidation route of DFTD-Intermediate-DCTDA was proposed. The present work exhibits the valued potential of DFTD, which will have a positive effect on high added value of petroleum based by-products.

关键词: Diformyltricyclodecanes, Oxidation, Catalyst-free, Solvent, Oxidative route

Libo Zhang, Bowen Xing, Bailian Deng, Tianfu Wang, Hui Ming. Oxidation of petroleum-based byproducts diformyltricyclodecanes (DFTD) with O₂ under catalyst-free and ultra-low temperature[J]. Chinese Journal of Chemical Engineering, 2020, 28(1): 266-270.

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Oxidation of petroleum-based byproducts diformyltricyclodecanes (DFTD) with O₂ under catalyst-free and ultra-low temperature

Oxidation of petroleum-based byproducts diformyltricyclodecanes (DFTD) with O₂ under catalyst-free and ultra-low temperature

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