Studies on polyoxymethylene dimethyl ethers production from dimethoxymethane and 1,3,5-trioxane over SO42-/ZrO2-TiO2

doi:10.1016/j.cjche.2023.03.018

Chinese Journal of Chemical Engineering ›› 2023, Vol. 61 ›› Issue (9): 24-36.DOI: 10.1016/j.cjche.2023.03.018

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Studies on polyoxymethylene dimethyl ethers production from dimethoxymethane and 1,3,5-trioxane over SO₄^2-/ZrO₂-TiO₂

Haoyu Yao¹, Jiangcheng Li², Jiangyan Li³, Xiangfeng Liang¹, Gang Wang⁴, Haiyan Luo⁵

1. Environmental Resources, Green Chemical Separation Group, Qingdao Institute of Bioenergy, Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, China;
2. Beijing Insight Chemistry Co., Ltd, Beijing 101121, China;
3. Merck Sharp & Dohme Research and Development (China) Co., Ltd, Beijing 100101, China;
4. Institute for Catalysis, Hokkaido University, N-21, W-10, Sapporo 001-0021, Japan;
5. CAS Key Laboratory of Green Process and Engineering, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China

Received:2023-01-11 Revised:2023-03-18 Online:2023-12-14 Published:2023-09-28
Contact: Xiangfeng Liang,E-mail:liangxf@qibebt.ac.cn;Gang Wang,E-mail:kjxywg@126.com;Haiyan Luo,E-mail:hyluo@ipe.ac.cn
Supported by:
For this part of work, we would like to thank the fund from the National Natural Science Foundation of China (22208349), the Innovation Academy for Green Manufacture (Chinese Academy of Sciences, No. IAGM2020C20), Shandong Provincial Natural Science Youth Fund (ZR2022QB244), Japan Society for the Promotion of Science (P20345).

Studies on polyoxymethylene dimethyl ethers production from dimethoxymethane and 1,3,5-trioxane over SO₄^2-/ZrO₂-TiO₂

Haoyu Yao¹, Jiangcheng Li², Jiangyan Li³, Xiangfeng Liang¹, Gang Wang⁴, Haiyan Luo⁵

1. Environmental Resources, Green Chemical Separation Group, Qingdao Institute of Bioenergy, Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, China;
2. Beijing Insight Chemistry Co., Ltd, Beijing 101121, China;
3. Merck Sharp & Dohme Research and Development (China) Co., Ltd, Beijing 100101, China;
4. Institute for Catalysis, Hokkaido University, N-21, W-10, Sapporo 001-0021, Japan;
5. CAS Key Laboratory of Green Process and Engineering, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China

通讯作者: Xiangfeng Liang,E-mail:liangxf@qibebt.ac.cn;Gang Wang,E-mail:kjxywg@126.com;Haiyan Luo,E-mail:hyluo@ipe.ac.cn
基金资助:
For this part of work, we would like to thank the fund from the National Natural Science Foundation of China (22208349), the Innovation Academy for Green Manufacture (Chinese Academy of Sciences, No. IAGM2020C20), Shandong Provincial Natural Science Youth Fund (ZR2022QB244), Japan Society for the Promotion of Science (P20345).

Abstract

Abstract: Polyoxymethylene dimethyl ethers (OMEs) with physical properties similar to those of diesel has received significant attention as green additives for soot emission suppression. Herein, series of SO₄^2-/ZrO₂—TiO₂ catalysts were developed for OMEs production from dimethoxymethane (DMM) and 1,3,5-trioxane through sequential formaldehyde monomer insertion into C-O bond of DMM. Not Lewis but Brønsted acid sites were identified to be active for the decomposition of 1,3,5-trioxane into formaldehyde unit, however, both of them are effective for the chain propagation of DMM via formaldehyde unit insertion into C-O bond. Kinetic studies indicated each chain growth step exhibited the same parameters and activation barrier on corresponding Brønsted and Lewis acid sites due to the same reaction mechanism and very similar chemical structure of OMEs. Also, the catalytic stability investigation suggested the deactivation behavior was derived from the carbon deposition, and the decay factor could be exponentially correlated with the amount of coke accumulation.

Key words: Polyoxymethylene dimethyl ethers, SO₄^2-/ZrO₂ - TiO₂, Chain propagation, Kinetics, Deactivation behavior

摘要： Polyoxymethylene dimethyl ethers (OMEs) with physical properties similar to those of diesel has received significant attention as green additives for soot emission suppression. Herein, series of SO₄^2-/ZrO₂—TiO₂ catalysts were developed for OMEs production from dimethoxymethane (DMM) and 1,3,5-trioxane through sequential formaldehyde monomer insertion into C-O bond of DMM. Not Lewis but Brønsted acid sites were identified to be active for the decomposition of 1,3,5-trioxane into formaldehyde unit, however, both of them are effective for the chain propagation of DMM via formaldehyde unit insertion into C-O bond. Kinetic studies indicated each chain growth step exhibited the same parameters and activation barrier on corresponding Brønsted and Lewis acid sites due to the same reaction mechanism and very similar chemical structure of OMEs. Also, the catalytic stability investigation suggested the deactivation behavior was derived from the carbon deposition, and the decay factor could be exponentially correlated with the amount of coke accumulation.

关键词: Polyoxymethylene dimethyl ethers, SO₄^2-/ZrO₂ - TiO₂, Chain propagation, Kinetics, Deactivation behavior

Haoyu Yao, Jiangcheng Li, Jiangyan Li, Xiangfeng Liang, Gang Wang, Haiyan Luo. Studies on polyoxymethylene dimethyl ethers production from dimethoxymethane and 1,3,5-trioxane over SO₄^2-/ZrO₂-TiO₂[J]. Chinese Journal of Chemical Engineering, 2023, 61(9): 24-36.

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Studies on polyoxymethylene dimethyl ethers production from dimethoxymethane and 1,3,5-trioxane over SO₄^2-/ZrO₂-TiO₂

Studies on polyoxymethylene dimethyl ethers production from dimethoxymethane and 1,3,5-trioxane over SO₄^2-/ZrO₂-TiO₂

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