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Hydrogen peroxide and applications in green hydrocarbon nitridation and oxidation

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Chinese Journal of Chemical Engineering 2022年第1期35卷 145-161页

作者： Yanqiang Shi Yuetong Xia Guangtong Xu Langyou Wen Guohua Gao baoning zong State Key Laboratory of Catalytic Materials and Reaction Engineering Research Institute of Petroleum ProcessingSinopecBeijing 100083China

Basic organic chemicals and high value–added products are mainly produced by hydrocarbon nitridation and oxidation.However,several drawbacks limit the application of the traditional oxidation and nitridation technologies in the future,such as complex processes,poor intrinsic safety,low atom utilization,and serious environmental pollution.The green nitridation and oxidation technologies are urgently needed.Hydrogen peroxide,a well–known green oxidant,is widely used in green hydrocarbon oxidation and nitridation.But its industrial production in China adopts fixed–bed technology,which is fall behind slurry–bed technology adopted by advanced foreign chemical companies,limiting the development of hydrogen peroxide industry and green hydrocarbon nitridation or oxidation industry.This article reviews the industrial production technologies of hydrogen peroxide and basic organic chemicals such as caprolactam,aniline,propene oxide,epichlorohydrin,phenol,and benzenediol,especially introduces the green production technologies of basic organic chemicals related with H_(2)O_(2).The article also emphasis on the efforts of Chinese researchers in developing its own slurry–bed technology of hydrogen peroxide production,and corresponding green hydrocarbon nitridation or oxidation technologies with hydrogen peroxide.Compared with traditional nitridation or oxidation technologies,green production technologies of caprolactam,propene oxide,epichlorohydrin,and benzenediol with hydrogen peroxide promote the nitrogen atom utilization from 60%to near 100%and the carbon atom utilization from 80%to near 100%.The waste emissions and environmental investments are reduced dramatically.Technological blockade against the green chemical industry of China are partially broken down,and technological upgrade in the chemical industry of China is guaranteed.

关键词： Hydrogen peroxide Green chemical process Partial oxidation Nitridation

A sustainable integration of removing CO_(2)/NO_(x) and producing biomass with high content of lipid/protein by microalgae

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Journal of Energy Chemistry 2022年第10期31卷 13-25,I0002页

作者： Junying Zhu Baowen Guo Fengxiang Qie Xu Li Xikang Zhao Junfeng Rong baoning zong Research Centre of Renewable Energy Research Institute of Petroleum ProcessingSINOPECBeijing 100083China

Due to the boost of CO_(2)/NO_(x)emissions which cause environmental pollution,processes that remove such pollutants from flue gas have attracted increasing attention in recent years.Among these technologies,biological CO_(2)/NO_(x)emission reduction has received more interest.Microalgae,a kind of photosynthetic microorganism,offer great promise to convert CO_(2)/NO_(x)to biomass with high content of lipid and protein,which can be used as feedstock for various products such as biodiesel,health products,feedstuff and biomaterials.In this paper,biological CO_(2)/NO_(x)removing technologies by microalgae,together with the products(such as biofuel and protein)and their economic viability are discussed.Although commercial applications of microalgae for biodiesel and protein products are hampered by the high production cost of biomass,the use of CO_(2)/NO_(x)from flue gas as carbon and nitrogen sources can reduce the cost of biomass production,which makes these technologies more competent for real-life applications.Moreover,it is projected that the increasing in CO_(2)allowances will lead to further reduction in the cost of biomass production,which especially favors related products with lower values such as biodiesel.Furthermore,by combining various process optimization and integration,biorefinery is proposed and considered as the crucial component for the sustainable and economically feasible bulk applications of microalgae biomass.

关键词： Microalgae Greenhouse gas NO_(x) Biodiesel Protein

Advances in the slurry reactor technology of the anthraquinone process for H2O2 production

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Frontiers of Chemical Science and Engineering 2018年第1期12卷 124-131页

作者： Hongbo Li Bo Zheng Zhiyong Pan baoning zong Minghua Qiao Research Institute of Petroleum Processing Sinopec Beijing 100083 China Department of Chemistry Fudan University Shanghai 200433 China

This paper overviews the development of the anthraquinone auto-oxidation （AO） process for the pro- duction of hydrogen peroxide in China and abroad. The characteristics and differences between the fixed-bed and fiuidized-bed reactors for the AO process are presented. The detailed comparison indicates that the production of hydrogen peroxide with the fluidized-bed reactor has many advantages, such as lower operation cost and catalyst consumption, less anthraquinone degradation, higher catalyst utilization efficiency, and higher hydrogenation efficiency. The key characters of the production technology of hydrogen peroxide based on the fluidized-bed reactor developed by the Research Institute of Petroleum Proces- sing, Sinopec are also disclosed. It is apparent that substituting the fluidized-bed reactor for the fixed-bed reactor is a major direction of breakthrough for the production technology of hydrogen peroxide in China.

关键词： anthraquinone process fixed-bed reactor slurry-bed reactor hydrogen peroxide

Efficient aerobic oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid on Ru/C catalysts

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Science China Chemistry 2017年第7期60卷 950-957页

作者： Lufan Zheng Junqi Zhao Zexue Du baoning zong Haichao Liu Research Institute of Petroleum Processing SINOPEC Beijing National Laboratory for Molecular Sciences State Key Laboratory for Structural Chemistry of Stable and Unstable SpeciesCollege of Chemistry and Molecular Engineering Peking University

2,5-Furandicarboxylic(FDCA) is a potential substitute for petroleum-derived terephthalic acid, and aerobic oxidation of5-hydroxymethylfurfural(HMF) provides an efficient route to synthesis of FDCA. On an activated carbon supported ruthenium(Ru/C) catalyst(with 5 wt% Ru loading), HMF was readily oxidized to FDCA in a high yield of 97.3% at 383 K and 1.0 MPa O_2 in the presence of Mg(OH)_2 as base additive. Ru/C was superior to Pt/C and Pd/C and also other supported Ru catalysts with similar sizes of metal nanoparticles(1–2 nm). The Ru/C catalysts were stable and recyclable, and their efficiency in the formation of FDCA increased with Ru loadings examined in the range of 0.5 wt%–5.0 wt%. Based on the kinetic studies including the effects of reaction time, reaction temperature, O_2 pressure, on the oxidation of HMF to FDCA on Ru/C, it was confirmed that the oxidation of HMF to FDCA proceeds involving the primary oxidation of HMF to 2,5-diformylfuran(DFF) intermediate, and its sequential oxidation to 5-formyl-2-furancarboxylic acid(FFCA) and ultimately to FDCA, in which the oxidation of FFCA to FDCA is the rate-determining step and dictates the overall formation rate of FDCA. This study provides directions towards efficient synthesis of FDCA from HMF, for example, by designing novel catalysts more efficient for the involved oxidation step of FFCA to FDCA.

关键词： Ru/C催化剂 5-羟甲基糠醛好氧氧化对苯二甲酸 Ru/C催化剂活性炭负载呋喃金属纳米颗粒

Local heat transfer properties in co- and counter-current G-L-S magnetically stabilized fluidized beds

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Particuology 2011年第1期9卷 44-50页

作者： Jinli Zhang Ming Zhang Wei Li Xiaofang Li Xiangkun Meng baoning zong School of Chemical Engineering Technology Tianjin University Tianjin 300072 China Research Institute of Petroleum Processing SINOPEC Beijing 100083 China

Heat transfer coefficients were measured by immersed probes in co- and counter-current G-L-S magnetically stabilized fluidized beds （MSFBs） using air, water and nickel-alloy particles as the gas, liquid and solid phases. Influences of major factors, including magnetic field intensity, superficial gas and liquid velocities, liquid viscosity and surface tension, on heat-transfer properties were studied experimentally, indicating that both co- and counter-current G-L-S MSFB can provide relatively uniform radial distribution of heat transfer coefficients under appropriate operation conditions, thus controlling operation temperature for highly exothermic multi-phase reaction systems. Two correlations were provided to estimate accurately heat transfer properties in both co- and counter-current G-L-S MSFB systems, with an average error of less than 10%.

关键词： Magnetically stabilized fluidized bed Heat transfer Gas–liquid–solid

微藻生物固碳技术在碳中和中的应用及潜在价值

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石油炼制与化工 2024年第1期55卷 98-111,I0002页

作者：莫壮洪朱俊英荣峻峰宗保宁儋州市环境监测站海南儋州571700 中石化石油化工科学研究院有限公司

在“双碳目标”背景下,碳中和将对未来30年人类的经济、社会、科技开发和生活方式产生深远的影响。碳捕集、利用与封存(CCUS)作为碳达峰、碳中和技术的重要组成部分,是减少CO_(2)排放的关键措施和技术。微藻CCUS技术通过光合作用固定CO_... 详细信息

在“双碳目标”背景下,碳中和将对未来30年人类的经济、社会、科技开发和生活方式产生深远的影响。碳捕集、利用与封存(CCUS)作为碳达峰、碳中和技术的重要组成部分,是减少CO_(2)排放的关键措施和技术。微藻CCUS技术通过光合作用固定CO_(2)并生成高附加值产品,具有环境友好及资源可持续利用的优势。基于碳捕集、利用技术现状,重点阐述了微藻生物固定CO_(2)技术的应用潜力,分析了CO_(2)在养殖体系内的溶解传输及转化过程,深入讨论了提高微藻固碳效率的有效手段,包括强化CO_(2)传质、高效反应器的优化调控等,并对信息化技术助力微藻高效养殖生产进行了介绍;此外,还总结了微藻生物质在生物能源、蛋白替代及高价值产品等领域的多元化利用途径;最后,系统探讨了微藻生物固碳技术的经济可行性、市场前景及成本优化的策略,以期推动微藻CCUS技术在碳中和中发挥更多作用。

关键词：微藻碳捕集、利用与封存气液传质养殖系统经济可行性

L-S mass transfer in G-L-S countercurrent magnetically stabilized bed with amorphous alloy SRNA-4 catalyst

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China Particuology 2007年第1期5卷 116-120页

作者： Wei Li baoning zong Xiaofang Li Xiangkun Meng Jinli Zhang School of Chemical Engineering Tianjin University Tianjin 300072 China Research Institute of Petroleum Processing SINOPEC Beijing 100083 China

Liquid-solid （L-S） mass transfer coefficients （Ks） were characterized in a gas-liquid-solid （G-L-S） three-phase countercurrent magnetically stabilized bed （MSB） using amorphous alloy SRNA-4 as the solid phase. Effects of superficial liquid velocity, superficial gas velocity, magnetic field strength, liquid viscosity and surface tension were investigated. Experimental results indicated that the external magnetic field increased Ks in three-phase MSB, as compared to those in conventional G-L-S fluidized beds; that Ks increased with magnetic field strength, superficial gas and liquid velocities and decreased with liquid viscosity and surface tension; and that Ks showed uniform axial and radial distributions except for small increases close to the wall. Dimensionless correlations were established to estimate Ks of the G-L-S countercurrent MSB using SRNA-4 catalyst, with an average error of 3.6%.

关键词： Magnetically stabilized bed Countercurrent Liquid-solid mass transfer SRNA-4 catalyst

Selective Carbon-Carbon Bond Amination with Redox-Active Aminating Reagents:A Direct Approach to Anilines

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Chinese Journal of Chemistry 2021年第11期39卷 3011-3016页

作者： Xu Qiu Yachong Wang Lingyu Su Rui Jin Song Song Qixue Qin Junhua Li baoning zong Ning Jiao State Key Laboratory of Natural and Biomimetic Drugs School of Pharmaceutical SciencesPeking UniversityBeijing100191 China State Key Laboratory of Catalytic Materials and Reaction Engineering Research Institute of Petroleum ProcessingSINOPEC100083 BeijingChina Shanghai Key Laboratory of Green Chemistry and Chemical Processes East China Normal UniversityShanghai200062 China

Amines are among the most fundamental motifs in chemical synthesis,and the introduction of amine building blocks via selective C-C bond cleavage allows the construction of nitrogen compounds from simple hydrocarbons through direct skeleton modification.Herein,we report a novel method for the preparation of anilines from alkylarenes via Schmidt-type rearrangement using redox-active amination reagents,which are easily prepared from hydroxylamine.Primary amines and secondary amines were prepared from corresponding alkylarenes or benzyl alcohols under mild conditions.Good compatibility and valuable applications of the transformation were also displayed.

关键词： Anilines C-C activation Amination Nitrogenation Arenes

Green Production Technology of the Monomer of Nylon-6： Caprolactam

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Engineering 2017年第3期3卷 379-384页

作者： baoning zong Bin Sun Shibiao Cheng Xuhong Mu Keyong Yang Junqi Zhao Xiaoxin Zhang Wei Wu Research Institute of Petroleum Processing China Petrochemical Corporation Beijing 100083 China

After two decades’ endeavor, the Research Institute of Petroleum Processing (RIPP) has successfully developed a green caprolactam (CPL) production technology. This technology is based on the integration of titanium silicate (TS)-1 zeolite with the slurry-bed reactor for the ammoximation of cyclohexanone, the integration of silicalite-1 zeolite with the moving-bed reactor for the gas-phase rearrangement of cyclohexanone oxime, and the integration of an amorphous nickel (Ni) catalyst with the magnetically stabilized bed reactor for the purification of caprolactam. The world’s first industrial plant based on this green CPL production technology has been built and possesses a capacity of 200 kt·a−1. Compared with existing technologies, the plant investment is pronouncedly reduced, and the nitrogen (N) atom utilization is drastically improved. The waste emission is reduced significantly; for example, no ammonium sulfate byproduct is produced. As a result, the price difference between CPL and benzene drops. In 2015, the capacity of the green CPL production technology reached 3 × 106 t·a−1, making China the world’s largest CPL producer, with a global market share exceeding 50%.

关键词： Green chemistry Green engineering Caprolactam Production technology