化工进展 ›› 2023, Vol. 42 ›› Issue (12): 6310-6324.DOI: 10.16085/j.issn.1000-6613.2023-0078
• 工业催化 • 上一篇
收稿日期:
2023-01-16
修回日期:
2023-04-25
出版日期:
2023-12-25
发布日期:
2024-01-08
通讯作者:
李茂帅
作者简介:
赵晖(1997—),男,硕士研究生,研究方向为非均相催化。E-mail:zh2020@tju.edu.cn。
基金资助:
ZHAO Hui1(), WANG Gaowei2, LI Maoshuai1(), MA Xinbin1
Received:
2023-01-16
Revised:
2023-04-25
Online:
2023-12-25
Published:
2024-01-08
Contact:
LI Maoshuai
摘要:
高端氢化石油树脂应用广泛,市场需求逐年增加,如何实现高效生产高品质氢化石油树脂是该领域研究的重点。高品质氢化石油树脂的生产主要是采用催化加氢技术,开发高效稳定的加氢催化剂是关键的技术环节。本文针对催化剂加氢效率低、树脂分子扩散与吸附困难、加氢反应条件苛刻等问题,重点综述了近年来研究者为解决上述难点在催化剂金属活性组分组成、几何与电子结构、载体形貌与孔结构设计等方面的研究成果。提出催化剂中金属活性位点的分散度、位点分布情况、价态调控及复合金属间的协同作用是调控催化剂性能的关键。同时,对目前石油树脂加氢催化剂活性位点设计、反应机理、催化剂失活再生机制等方面进行总结并展望催化剂的未来发展方向。
中图分类号:
赵晖, 王高伟, 李茂帅, 马新宾. 石油树脂加氢催化剂研究进展[J]. 化工进展, 2023, 42(12): 6310-6324.
ZHAO Hui, WANG Gaowei, LI Maoshuai, MA Xinbin. Recent advance in catalysts for petroleum resin hydrogenation[J]. Chemical Industry and Engineering Progress, 2023, 42(12): 6310-6324.
催化剂 | 分散助剂 | 镍质量分数/% | 金属颗粒尺寸/nm | 分散度/% | 加氢率/% | 参考文献 |
---|---|---|---|---|---|---|
Ni/SFCC | — | 5.13 | 6.98 | 20.65 | 45.1 | [ |
Ni/SFCC-CD | β-环糊精 | 5.19 | 3.48 | 29.08 | 92.7 | [ |
Ni/PFC3R | — | 12.84 | — | 6.05 | 69.3 | [ |
Ni-PVP/PFC3R | 吡咯烷酮 | 12.79 | — | 9.21 | 97.4 | [ |
Ni/FC3R | — | 12.30 | 22.50 | 7.30 | 76.4 | [ |
Ni-PEG1000/FC3R | 聚乙二醇 | 12.50 | 12.30 | 10.10 | 98.4 | [ |
表1 分散助剂提升金属颗粒分散度及催化加氢活性
催化剂 | 分散助剂 | 镍质量分数/% | 金属颗粒尺寸/nm | 分散度/% | 加氢率/% | 参考文献 |
---|---|---|---|---|---|---|
Ni/SFCC | — | 5.13 | 6.98 | 20.65 | 45.1 | [ |
Ni/SFCC-CD | β-环糊精 | 5.19 | 3.48 | 29.08 | 92.7 | [ |
Ni/PFC3R | — | 12.84 | — | 6.05 | 69.3 | [ |
Ni-PVP/PFC3R | 吡咯烷酮 | 12.79 | — | 9.21 | 97.4 | [ |
Ni/FC3R | — | 12.30 | 22.50 | 7.30 | 76.4 | [ |
Ni-PEG1000/FC3R | 聚乙二醇 | 12.50 | 12.30 | 10.10 | 98.4 | [ |
催化剂 | 树脂类型 | 反应温度/℃ | 反应压力/MPa | 反应时间或空速 | 加氢率/% | 氢化树脂软化点/℃ | 氢化树脂色号 | 参考文献 |
---|---|---|---|---|---|---|---|---|
Pd-Al2O3 | C9 | 250 | 7 | 8h | 94 | — | 5.7 | [ |
Pd/γ-Al2O3 | C9 | 260 | 4 | 3h-1 | 约99 | 107 | 1 | [ |
Pd-MgAlO-HT | DCPD | 210 | 5 | 3h | 96.5 | 104 | 0 | [ |
PtPd@Al2O3 | C9 | 280 | 3 | 2h-1 | 96.0 | 111 | 3 | [ |
Ni/CA-FCC | C9 | 230~270 | 4/8 | 2/4h | 91.2 | 94 | 4 | [ |
Ni/SFCC-CD | C9 | 260 | 7 | 2h | 92.7 | — | 1 | [ |
Ni-PVP/PFC3R | C9 | 270 | 8 | 4h | 97.4 | 118 | — | [ |
Ni-PEG1000/FC3R | C9 | 270 | 6 | 4h | 98.4 | — | 1 | [ |
Ni/SFC3R | C5 | 210~270 | 3~8 | 2~4h | 96.4 | 89.5 | 1 | [ |
Ni/C-400 | C9 | 210 | 6 | 2h | 95.4 | — | 1 | [ |
Ni/NCNTs | C5 | 170 | 4 | 2h | 95.5 | — | 1 | [ |
Ni-CQDs/NCNs | C9 | 150 | 6 | 2h | 96.0 | — | 1 | [ |
Ni-Mo/NCNTs | C5 | 200 | 4 | 2h | 94.8 | — | — | [ |
Ni‑Cu/SiO2 | C5 | 200 | 5 | 1.5h-1 | 94.9 | 85 | 0.4 | [ |
Ni‑Cu/SiO2 | C9 | 200 | 5 | 1.5h-1 | 96.3 | 96 | 0.6 | [ |
CuNi/SiO2 | C5 | 220 | 6 | 1.7h-1 | 95.0 | 86 | 0.5 | [ |
CuNi/SiO2 | C9 | 220 | 6 | 1.7h-1 | 96.4 | 95 | 0.6 | [ |
Cu1Ni3-Al2O3 | DCPD | 250 | 8 | 6h-1 | 98 | 85 | 1 | [ |
Ni2P/SiO2 | C9 | 250 | 6 | 1h-1 | 93.2 | 90.2 | — | [ |
Ni2P/Al2O3 | C5 | 250 | 5 | 2h-1 | 96.9 | — | 1.3 | [ |
Ni2P/Al2O3 | C9 | 250 | 5 | 2h-1 | 95.4 | — | 1.7 | [ |
Ni/LaMgAl-MMO | C5 | 220 | 5 | 1.5h-1 | 95.4 | 86 | 0.5 | [ |
Ni/LaMgAl-MMO | C9 | 220 | 5 | 1.5h-1 | 96.1 | 95 | 0.6 | [ |
表2 石油树脂加氢催化剂性能和氢化树脂品性汇总
催化剂 | 树脂类型 | 反应温度/℃ | 反应压力/MPa | 反应时间或空速 | 加氢率/% | 氢化树脂软化点/℃ | 氢化树脂色号 | 参考文献 |
---|---|---|---|---|---|---|---|---|
Pd-Al2O3 | C9 | 250 | 7 | 8h | 94 | — | 5.7 | [ |
Pd/γ-Al2O3 | C9 | 260 | 4 | 3h-1 | 约99 | 107 | 1 | [ |
Pd-MgAlO-HT | DCPD | 210 | 5 | 3h | 96.5 | 104 | 0 | [ |
PtPd@Al2O3 | C9 | 280 | 3 | 2h-1 | 96.0 | 111 | 3 | [ |
Ni/CA-FCC | C9 | 230~270 | 4/8 | 2/4h | 91.2 | 94 | 4 | [ |
Ni/SFCC-CD | C9 | 260 | 7 | 2h | 92.7 | — | 1 | [ |
Ni-PVP/PFC3R | C9 | 270 | 8 | 4h | 97.4 | 118 | — | [ |
Ni-PEG1000/FC3R | C9 | 270 | 6 | 4h | 98.4 | — | 1 | [ |
Ni/SFC3R | C5 | 210~270 | 3~8 | 2~4h | 96.4 | 89.5 | 1 | [ |
Ni/C-400 | C9 | 210 | 6 | 2h | 95.4 | — | 1 | [ |
Ni/NCNTs | C5 | 170 | 4 | 2h | 95.5 | — | 1 | [ |
Ni-CQDs/NCNs | C9 | 150 | 6 | 2h | 96.0 | — | 1 | [ |
Ni-Mo/NCNTs | C5 | 200 | 4 | 2h | 94.8 | — | — | [ |
Ni‑Cu/SiO2 | C5 | 200 | 5 | 1.5h-1 | 94.9 | 85 | 0.4 | [ |
Ni‑Cu/SiO2 | C9 | 200 | 5 | 1.5h-1 | 96.3 | 96 | 0.6 | [ |
CuNi/SiO2 | C5 | 220 | 6 | 1.7h-1 | 95.0 | 86 | 0.5 | [ |
CuNi/SiO2 | C9 | 220 | 6 | 1.7h-1 | 96.4 | 95 | 0.6 | [ |
Cu1Ni3-Al2O3 | DCPD | 250 | 8 | 6h-1 | 98 | 85 | 1 | [ |
Ni2P/SiO2 | C9 | 250 | 6 | 1h-1 | 93.2 | 90.2 | — | [ |
Ni2P/Al2O3 | C5 | 250 | 5 | 2h-1 | 96.9 | — | 1.3 | [ |
Ni2P/Al2O3 | C9 | 250 | 5 | 2h-1 | 95.4 | — | 1.7 | [ |
Ni/LaMgAl-MMO | C5 | 220 | 5 | 1.5h-1 | 95.4 | 86 | 0.5 | [ |
Ni/LaMgAl-MMO | C9 | 220 | 5 | 1.5h-1 | 96.1 | 95 | 0.6 | [ |
1 | 闫慧, 孟邱, 丛玉凤, 等. C9石油树脂的研究进展[J]. 应用化工, 2011, 40(6): 1083-1088. |
YAN Hui, MENG Qiu, CONG Yufeng, et al. Research progress of C9 petroleum resin[J]. Applied Chemical Industry, 2011, 40(6): 1083-1088. | |
2 | OSAMU S, TAMEO W, SHINSAKU M. Method for the production of petroleum resin: US3287332[P]. 1966-11-22. |
3 | WAN S H, ZHOU S S, HUANG X, et al. Effect of aromatic petroleum resin on damping properties of polybutyl methacrylate[J]. Polymers, 2020, 12(3): 543. |
4 | XU B, ZHOU Y P, GAN S C, et al. A simple and convenient method for preparing fluorine-free durable superhydrophobic coatings suitable for multiple substrates[J]. Materials, 2023, 16(5): 1771. |
5 | 魏璨, 赵明, 张谦温, 等. 石油树脂应用与改性研究进展[J]. 工业催化, 2015, 23(11): 866-873. |
WEI Can, ZHAO Ming, ZHANG Qianwen, et al. Research progress in application and modification of petroleum resin[J]. Industrial Catalysis, 2015, 23(11): 866-873. | |
6 | YAKUBOV M R, ABILOVA G R, YAKUBOVA S G, et al. Composition and properties of heavy oil resins[J]. Petroleum Chemistry, 2020, 60(6): 637-647. |
7 | 俞陆军, 江大好, 徐娇, 等. C9石油树脂显色原因及其加氢改性的研究[J]. 石油化工, 2012, 41(10): 1181-1185. |
YU Lujun, JIANG Dahao, XU Jiao, et al. Color cause and hydrogenation modification of C9 petroleum resin[J]. Petrochemical Technology, 2012, 41(10): 1181-1185. | |
8 | 彭高聪, 路宝田, 向绍基, 等. 浅色度C9石油树脂的研究Ⅰ.树脂合成与生色机制[J]. 涂料工业, 1997, 27(2): 15-17. |
PENG Gaocong, LU Baotian, XIANG Shaoji, et al. Study on light color C9 petroleum resins Ⅰ. Synthesis of resins and coloration mechanism[J]. Paint & Coatings Industry, 1997, 27(2): 15-17. | |
9 | HUCUL D A, HAHN S F. Catalytic hydrogenation of polystyrene[J]. Advanced Materials, 2000, 12(23): 1855-1858. |
10 | WANG H, REMPEL G L. Aqueous-phase catalytic hydrogenation of unsaturated polymers[J]. Catalysis Today, 2015, 247: 117-123. |
11 | KRAUS E, ORF L, SITNIK V, et al. Composition and surface energy characteristics of new petroleum resins[J]. Polymer Engineering and Science, 2017, 57(9): 1028-1032. |
12 | 蒋晶晶. 中国C5/C9石油树脂产业现状与发展前景分析[J]. 精细与专用化学品, 2015, 23(10): 15-19. |
JIANG Jingjing. Development status and forecast analysis of China’s petroleum resin industry[J]. Fine and Specialty Chemicals, 2015, 23(10): 15-19. | |
13 | ZHOU D, CHEN X P, LIANG J Z, et al. Combustion kinetics and fuel performance of tackifying resins by TG-FTIR and DFT analysis[J]. Fuel, 2022, 330: 125656. |
14 | LIANG J Y, CHANG S Q, FENG N. Effect of C5 petroleum resin content on damping behavior, morphology, and mechanical properties of BIIR/BR vulcanizates[J]. Journal of Applied Polymer Science, 2013, 130(1): 510-515. |
15 | XU C A, QU Z C, LU M G, et al. Effect of modified bamboo lignin replacing part of C5 petroleum resin on properties of polyurethane/polysiloxane pressure-sensitive adhesive and its application on the wood substrate[J]. Journal of Colloid and Interface Science, 2021, 602: 394-405. |
16 | 张绍军, 王强, 马海洪, 等. 热聚合法合成芳烃石油树脂新工艺[J]. 化工进展, 2003, 22(1): 64-66. |
ZHANG Shaojun, WANG Qiang, MA Haihong, et al. A new process for manufacturing thermally polymerized aromatic petroleum resins[J]. Chemical Industry and Engineering Progress, 2003, 22(1): 64-66. | |
17 | MOROZOVA A V, VOLKOVA G I. Effect of the petroleum resin structure on the properties of a petroleum-like system[J]. Petroleum Chemistry, 2019, 59(10): 1153-1160. |
18 | MOROZOVA A V, VOLKOVA G I. Effects of ultrasonic treatment and petroleum resin type on the composition and properties of precipitated petroleum paraffins[J]. Petroleum Chemistry, 2022, 62(4): 397-404. |
19 | ZHANG W, QIU L, LIU J, et al. Modification mechanism of C9 petroleum resin and its influence on SBS modified asphalt[J]. Construction and Building Materials, 2021, 306: 124740. |
20 | 刘君佐. 双环戊二烯(DCPD)系列石油树脂(Ⅰ)[J]. 精细石油化工, 1986, 3(1): 28-32, 37. |
LIU Junzuo. Dicyclopentadiene (DCPD) petroleum resin(Ⅰ)[J]. Speciality Petrochemicals, 1986, 3(1): 28-32. | |
21 | 杨成洁, 杜新胜, 潘广勤, 等. 一种浅色间戊二烯石油树脂的制备方法: CN102372809A[P]. 2012-03-14. |
YANG Chengjie, DU Xinsheng, PAN Guangqin, et al. Method for preparing light-color pentadiene petroleum resin: CN102372809A[P]. 2012-03-14. | |
22 | 林培喜, 魏纯, 周怀瑞. C5单烯烃改性精C5石油树脂研究[J]. 应用化工, 2012, 41(5): 788-790, 793. |
LIN Peixi, WEI Chun, ZHOU Huairui. Study on fine C5 petroleum resin modified by C5 mono olefine[J]. Applied Chemical Industry, 2012, 41(5): 788-790, 793. | |
23 | 李西忠, 肖力, 徐卫兵. 马来酸酐接枝C5石油树脂研究[J]. 精细石油化工, 1997, 14(6): 7-9. |
LI Xizhong, XIAO Li, XU Weibing. Study on graft C5 petroleum resin by maleic anhydride[J]. Speciality Petrochemicals, 1997, 14(6): 7-9. | |
24 | 陈均志, 代辉, 唐宏科. 石油树脂改性作为热熔胶增粘树脂的研究[J]. 化学世界, 2004, 45(3): 126-129. |
CHEN Junzhi, DAI Hui, TANG Hongke. Study on modification of petroleum resin used as tackifying resin of hot melt adhesive[J].Chemical World, 2004, 45(3): 126-129. | |
25 | ANTONOV S V, PETRUKHINA N N, PAKHMANOVA O A, et al. Hydrogenation process for producing light petroleum resins as adhesive and hot-melt components (review)[J]. Petroleum Chemistry, 2017, 57(12): 983-1001. |
26 | SUWAID M A, VARFOLOMEEV M A, AL-MUNTASER A A, et al. In-situ catalytic upgrading of heavy oil using oil-soluble transition metal-based catalysts[J]. Fuel, 2020, 281: 118753. |
27 | SAE-MA N, PRASERTHDAM P, PANPRANOT J, et al. Color improvment of C9 hydrocarbon resin by hydrogenation over 2% Pd/γ-alumina catalyst: Effect of degree of aromatic rings hydrogenation[J]. Journal of Applied Polymer Science, 2010, 117(5): 2862-2869. |
28 | 曹硕方, 赵明, 孙锦昌, 等. C5石油树脂加氢改性研究进展[J]. 工业催化, 2021, 29(4): 35-41. |
CAO Shuofang, ZHAO Ming, SUN Jinchang, et al. Research progress on hydrofining of C5 petroleum resin[J]. Industrial Catalysis, 2021, 29(4): 35-41. | |
29 | 柴忠义. C9石油树脂加氢技术进展[J]. 合成树脂及塑料, 2009, 26(6): 71-74. |
CHAI Zhongyi. Progress in hydrogenation technology for C9 petroleum resin[J]. China Synthetic Resin and Plastics, 2009, 26(6): 71-74. | |
30 | 吕连海, 荣泽明, 胡爽, 等. 一种C或C石油树脂釜式催化加氢脱色、除异味的方法: CN100506864C[P]. 2009-07-01. |
Lianhai LYU, RONG Zeming, HU Shuang, et al. Method for decolorization and odor removal of Cor C petroleum resin by catalytic hydrogenation in batch: CN100506864C[P]. 2009-07-01. | |
31 | 杨明. 基于固定床加氢反应装置的C5/C9共聚石油树脂加氢工艺分析[J]. 中国石油和化工标准与质量, 2013, 33(9): 25. |
YANG Ming. Hydrogenation process analysis of C5/C9 copolymer petroleum resin based on fixed bed hydrogenation reactor[J]. China Petroleum and Chemical Standard and Quality, 2013, 33(9): 25. | |
32 | 董俊伟, 赵全聚, 黄观, 等. 一种连续制备浅色双环戊二烯石油树脂的方法: CN108329429A[P]. 2020-08-21. |
DONG Junwei, ZHAO Quanju, HUANG Guan, et al. Method for continuously preparing of light-color dicyclopentadiene petroleum resin: CN108329429A[P]. 2020-08-21. | |
33 | 于星玉, 陈小斌, 范立业, 等. C9石油树脂预加氢工艺研究[J]. 中外能源, 2021, 26(7): 74-78. |
YU Xingyu, CHEN Xiaobin, FAN Liye, et al. Study on pre-hydrogenation process of C9 petroleum resin[J]. Sino-Global Energy, 2021, 26(7): 74-78. | |
34 | YU L J, JIANG D H, XU J, et al. Two-stage hydrogenation modification of C9 petroleum resin over NiWS/γ-AI2O3 and PdRu/γ-AI2O3 catalysts in series[J]. China Petroleum Processing & Petrochemical Technology, 2012, 14(3): 83-89. |
35 | JULCOUR C, LE LANN J M, WILHELM A M, et al. Dynamics of internal diffusion during the hydrogenation of 1,5,9-cyclododecatriene on Pd/Al2O3 [J]. Catalysis Today, 1999, 48(1/2/3/4): 147-159. |
36 | DYSON P J, ELLIS D J, PARKER D G, et al. Arene hydrogenation in a room-temperature ionic liquid using a ruthenium cluster catalyst[J]. Chemical Communications, 1999(1): 25-26. |
37 | 张小工.一种催化剂及其制备、使用方法和用途: CN1876231A[P]. 2006-12-13. |
ZHANG Xiaogong. Method of a catalyst prepation, application and use thereof: CN1876231A[P]. 2006-12-13. | |
38 | TAKUMI O, KENJI A. Decoloration of petroleum resin through hydrogenation: JP01165604[P]. 1989-06-29. |
39 | 王开林, 司晓郡, 齐彦伟, 等. 一种加氢催化剂的制备和用途: CN101700494A[P]. 2010-05-05. |
WANG Kailin, SI Xiaojun, QI Yanwei, et al. Preparation of hydrogenation catalyst and use thereof: CN101700494A[P]. 2010-05-05. | |
40 | 于海斌, 石芳, 姜雪丹, 等. 一种双环戊二烯加氢专用催化剂及其制备方法: CN101157029A[P]. 2008-04-09. |
YU Haibin, SHI Fang, JIANG Xuedan, et al. A catalyst for the hydrogenation of dicyclopentadiene and preparation method thereof: CN101157029A[P]. 2008-04-09. | |
41 | LI M S, AMARI H, VAN VEEN A C. Metal-oxide interaction enhanced CO2 activation in methanation over ceria supported nickel nanocrystallites[J]. Applied Catalysis B: Environmental, 2018, 239: 27-35. |
42 | HAO Z, SHEN J, LIN S, et al. Decoupling the effect of Ni particle size and surface oxygen deficiencies in CO2 methanation over ceria supported Ni[J]. Applied Catalysis B: Environmental, 2021, 286: 119922. |
43 | ZHANG Z, SHEN C, SUN K, et al. Advances in studies of the structural effects of supported Ni catalysts for CO2 hydrogenation: from nanoparticle to single atom catalyst[J]. Journal of Materials Chemistry A, 2022, 10(11): 5792-5812. |
44 | USHAKOV N V. Selective hydrogenation of dicyclopentadiene[J]. Russian Journal of Applied Chemistry, 2020, 93(2): 159-166. |
45 | ALONSO F, RIENTE P, YUS M. Nickel nanoparticles in hydrogen transfer reactions[J]. Accounts of Chemical Research, 2011, 44(5): 379-391. |
46 | WU C H, CHEN X P, FU J W, et al. ZIF-derived Co/NCNTs as a superior catalyst for aromatic hydrocarbon resin hydrogenation: Scalable green synthesis and insight into reaction mechanism[J]. Chemical Engineering Journal, 2022, 443: 136193. |
47 | DONG L B, TURGMAN-COHEN S, ROBERTS G W, et al. Effect of polymer size on heterogeneous catalytic polystyrene hydrogenation[J]. Industrial & Engineering Chemistry Research, 2010, 49(22): 11280-11286. |
48 | 王建国, 杨骏, 邓声威, 等. 一种用于C5石油树脂催化加氢反应的超薄蛋壳型贵金属合金催化剂及其制备方法与应用: CN112191245A[P]. 2021-01-08. |
WANG Jianguo, YANG Jun, DENG Shengwei, et al. Ultrathin eggshell type noble metal alloy catalyst for catalytic hydrogenation reaction of C5 petroleum resin as well as preparation method and application of ultrathin eggshell type noble metal alloy catalyst: CN112191245A[P]. 2021-01-08. | |
49 | PETRUKHINA N N, ZAKHARYAN E M, KORCHAGINA S A, et al. Hydrogenation of polymeric petroleum resins in the presence of unsupported sulfide nanocatalysts[J]. Petroleum Chemistry, 2017, 57(14): 1295-1303. |
50 | T W F, R K J. Process for the hydrogenation of hydrocarbon resins with metallic nickel: US3040009[P]. 1962-06-19. |
51 | 朱明慧. 一种高原料浓度石油树脂的加氢方法: CN1084521A[P]. 1994-03-30. |
ZHU Minghui. Hydrogenation process of high raw material petroleum resin: CN1084521A[P]. 1994-03-30. | |
52 | 黄荣荣, 袁伟邦, 马江权, 等. 一种氢化C /C共聚石油树脂的制备方法: CN1962706A[P]. 2007-05-16. |
HUANG Rongrong, YUAN Weibang, MA Jiangquan, et al. Preparation method for hydrogenated C/C copolymer petroleum resin: CN1962706A[P]. 2007-05-16. | |
53 | 陆敏, 文艺, 李树白, 等. 催化加氢合成浅色度C5石油树脂[J]. 化工进展, 2014, 33(9): 2339-2343. |
LU Min, WEN Yi, LI Shubai, et al. Preparation of light-colored C5 petroleum resin by catalytic hydrogenation[J]. Chemical Industry and Engineering Progress, 2014, 33(9): 2339-2343. | |
54 | 孙春晖, 陈永生, 刘伟, 等. 一种镍基C5石油树脂加氢催化剂的制备方法: CN109482189A[P]. 2019-03-19. |
SUN Chunhui, CHEN Yongsheng, LIU Wei, et al. Preparation method of nickel-based C5 petroleum resin hydrogenation catalyst: CN109482189A[P]. 2019-03-19. | |
55 | 李岳锋, 曾永康, 朱柏烨, 等. 一种C5石油树脂加氢用镍催化剂及其制备方法和应用: CN103386308A[P]. 2013-11-13. |
LI Yuefeng, ZENG Yongkang, ZHU Baiye, et al. Nickel catalyst for hydrogenation of C5 petroleum resin and preparation method and use thereof: CN103386308A[P]. 2013-11-13. | |
56 | 季静, 柴忠义, 纪玉国, 等. 一种C5石油树脂加氢催化剂及其制备方法: CN102935367A[P]. 2013-02-20. |
JI Jing, CHAI Zhongyi, JI Yuguo, et al. Hydrogenation catalyst for C petroleum resin, and preparation method thereof: CN102935367A[P]. 2013-02-20. | |
57 | SANDEE, JACOBUS A, CHINTADA, et al. Process and catalyst for resin hydrogenation: CA2918454C[P]. 2019-02-12. |
58 | 丁永辉, 陈小鹏, 王琳琳, 等. 废FCC催化剂螯合改性负载Ni催化C9石油树脂加氢性能[J]. 石油学报(石油加工), 2017, 33(1): 91-99. |
DING Yonghui, CHEN Xiaopeng, WANG Linlin, et al. Catalytic activity of the spent FCC catalyst modified by chelation and supported by Ni in hydrogenation C9 petroleum resin[J]. Acta Petrolei Sinica(Petroleum Processing Section), 2017, 33(1): 91-99. | |
59 | 何志山, 韦小杰, 陈小鹏, 等. β-环糊精修饰Ni/SFCC强化C9石油树脂催化加氢性能[J]. 石油炼制与化工, 2020, 51(6): 62-71. |
HE Zhishan, WEI Xiaojie, CHEN Xiaopeng, et al. β-cyclodextrin modified Ni/SFCC to enhance catalytic hydrogenation of C9 petroleum resin[J]. Petroleum Processing and Petrochemicals, 2020, 51(6): 62-71. | |
60 | CHEN D, WANG L L, CHEN X P, et al. A Ni-based catalyst with polyvinyl pyrrolidone as a dispersant supported in a pretreated fluid catalytic cracking catalyst residue for C9 petroleum resin (C9 PR) hydrogenation[J]. Royal Society Open Science, 2018, 5(5): 172052. |
61 | JIANG M, WEI X J, CHEN X P, et al. C9 petroleum resin hydrogenation over a PEG1000-modified nickel catalyst supported on a recyclable fluid catalytic cracking catalyst residue[J]. ACS Omega, 2020, 5(32): 20291-20298. |
62 | 傅佳伟, 吴承洪, 何瑶靓, 等. 金属有机骨架化合物衍生镍/碳复合材料催化C9石油树脂加氢反应研究[J]. 精细石油化工, 2022, 39(6): 38-43. |
FU Jiawei, WU Chenghong, HE Yaoliang, et al. Hydrogenation of C9 petroleum by nickel/carbon composites derived from metal-organic framework compound[J]. Speciality Petrochemicals, 2022, 39(6): 38-43. | |
63 | 鲁佳, 马磊, 江大好, 等. γ-Al2O3载体孔结构对负载钯催化剂催化C9石油树脂加氢性能的影响[J]. 石油化工, 2011, 40(10): 1105-1109. |
LU Jia, MA Lei, JIANG Dahao, et al. Effect of γ-Al2O3 pore structure on activity of supported Pd catalysts in C9 petroleum resin hydrogenation[J]. Petrochemical Technology, 2011, 40(10): 1105-1109. | |
64 | WEI C, CHEN X, XUE J, et al. A small eggshell Ni/SFC3R catalyst for C5 petroleum resin hydrogenation: Preparation and characterization[J]. RSC Advances, 2016, 6(54): 49113-49122. |
65 | SUN H, YANG J, ZHANG H, et al. Hierarchical flower-like NiCu/SiO2 bimetallic catalysts with enhanced catalytic activity and stability for petroleum resin hydrogenation[J]. Industrial & Engineering Chemistry Research, 2021, 60(15): 5432-5442. |
66 | WANG R, SUN H M, LIANG M X, et al. Flower-like nickel phosphide catalyst for petroleum resin hydrogenation with enhanced catalytic activity, hydrodesulfurization ability and stability[J]. Chemical Engineering Science, 2022, 264: 118180. |
67 | WEI Q L, CHEN X D, HE Y J, et al. Ni nanoparticles supported on N-doped carbon nanotubes for efficient hydrogenation of C5 hydrocarbon resins under mild conditions[J]. Microporous and Mesoporous Materials, 2022, 333: 111727. |
68 | WU C, CHEN X, TANG L, et al. Rationally constructing a nano MOF-derived Ni and CQD embedded N-doped carbon nanosphere for the hydrogenation of petroleum resin at low temperature[J]. ACS Applied Materials & Interfaces, 2021, 13(9): 10855-10869. |
69 | WEI Q L, WANG L L, CHEN X P, et al. MoNi nano-alloy loaded on carbon nanotubes with high activity and stability for the catalytic hydrogenation of petro resin[J]. Reaction Kinetics, Mechanisms and Catalysis, 2022, 135(5): 2503-2517. |
70 | 袁珮, 杨江涛, 鲍晓军, 等. 一种负载型镍系催化剂的制备及在C /C石油树脂催化加氢中的应用: CN110013854B[P]. 2021-06-22. |
YUAN Pei, YANG Jiangtao, BAO Xiaojun, et al. Preparation of a supported nickel-based catalyst and its application in catalytic hydrogenation of C /C petroleum resin: CN110013854B[P]. 2021-06-22. | |
71 | BAI Z, CHEN X, YANG K, et al. Hydrogenation of dicyclopentadiene resin and its monomer over high efficient CuNi alloy catalysts[J]. ChemistrySelect, 2019, 4(20): 6035-6042. |
72 | BAI Z, CHEN X, LI C, et al. Preparation of supported palladium catalyst from hydrotalcite-like compound for dicyclopentadiene resin hydrogenation[J]. Molecular Catalysis, 2020, 484: 110728. |
73 | YAMAKAWA F, KITAMURA T, CHINDA T. Catalyst for petroleum resin hydrogenation and process for producing hydrogenated petroleum resin: US20050228143[P]. 2005-10-13. |
74 | 梁长海, 李闯, 宋承业, 等. 一种高含硫石油树脂加氢的方法: CN111574645B[P]. 2021-04-20. |
LIANG Changhai, LI Chuang, SONG Chengye, et al. Method for hydrogenating high-sulfur-content petroleum resin: CN111574645B[P]. 2021-04-20. | |
75 | JIANG L, FENG F, JIANG D, et al. Highly active and stable Ni2P/SiO2 catalyst for hydrogenation of C9 petroleum resin[J]. China Petroleum Processing & Petrochemical Technology, 2016, 18(1): 36-43. |
76 | 袁珮, 孙洪明, 张宏伟, 等. 一种用于制备氢化石油树脂的负载型磷化镍催化剂及其制备方法: CN112206795A[P]. 2021-01-12. |
YUAN Pei, SUN Hongming, ZHANG Hongwei, et al. Supported nickel phosphide catalyst for preparing hydrogenated petroleum resin and preparation method of supported nickel phosphide catalyst: CN112206795A[P]. 2021-01-12. | |
77 | LIU Q, YANG J, ZHANG H, et al. Tuning the properties of Ni-based catalyst via La incorporation for efficient hydrogenation of petroleum resin[J]. Chinese Journal of Chemical Engineering, 2022, 45: 41-50. |
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