胶原纤维基氮掺杂碳负载Ru催化二苯醚氢解

doi:10.19677/j.issn.1004-7964.2024.02.004

皮革科学与工程 ›› 2024, Vol. 34 ›› Issue (2): 22-29.doi: 10.19677/j.issn.1004-7964.2024.02.004

胶原纤维基氮掺杂碳负载Ru催化二苯醚氢解

张家铭¹, 周倩¹, 段景峰¹, 孙宇航¹, 陈奕霏¹, 肖霄^1,2,*

1.四川大学轻工科学与工程学院,四川成都 610065;
2.四川大学制革清洁技术国家工程实验室,四川成都 610065

收稿日期:2023-11-28 修回日期:2024-01-09 接受日期:2024-01-10 出版日期:2024-04-01 上线日期:2024-03-07
通讯作者: *肖霄（1988-）,男,副研究员,硕士生导师,主要研究方向：生物质转化利用与生物质功能材料。E-mail：xiao_xiao@scu.edu.cn。
作者简介:张家铭（1998-）,男,硕士研究生,主要研究方向：木质素氢解。E-mail：2021223085078@stu.scu.edu.cn。
基金资助:
国家自然科学基金（22008159）

Hydrogenolysis of Diphenyl Ether Catalyzed by Collagen Fiber based N-doped Carbon Supported Ru

ZHANG Jiaming¹, ZHOU Qian¹, DUAN Jingfeng¹, SUN Yuhang¹, CHEN Yifei¹, XIAO Xiao^1,2,*

1. College of Biomass Science and Engineering, Sichuan University, Chengdu 610065, China;
2. National Engineering Laboratory for Clean Technology of Leather Manufacture, Sichuan University, Chengdu 610065, China

Received:2023-11-28 Revised:2024-01-09 Accepted:2024-01-10 Published:2024-04-01 Online:2024-03-07

摘要/Abstract

摘要： 利用胶原纤维富含N元素的特点,以胶原纤维为基底,借鉴胶原纤维固化单宁法结合高温碳化,制备了基于胶原纤维的氮掺杂碳负载Ru催化剂,用于木质素催化氢解。红外光谱和X射线光电子能谱分析表明Ru通过与单宁酸的络合作用负载在胶原纤维上,经碳化后形成胶原纤维基碳负载Ru催化剂（Ru/TNC）。扫描电镜、透射电镜和电感耦合等离子体发射光谱分析表明,Ru/TNC具有较低的Ru负载量（1.14%）和丰富孔隙结构,Ru以较小的纳米颗粒形式均匀负载在碳载体表面。二苯醚氢解结果表明,相比传统浸渍法制备氮掺杂碳负载Ru,Ru/TNC具有更好的性能,其催化二苯醚氢解转化率在280 ℃时达100%,且产物均为小分子单体,包括苯（22.2%）、环己烷（27.8%）、环己醇（35.7%）和环己酮（14.3%）。

关键词: 胶原纤维, 生物质, 木质素, 催化, 氢解

Abstract: A N-doped carbon supported Ru catalyst based on collagen was prepared by using the immobilized tannin method combined with carbonization. Collagen fiber was chosen as a substrate due to its rich nitrogen content, and the prepared catalyst was used for the hydrogenolysis of lignin. Fourier transform infrared spectroscopy and X-ray photoelectron spectroscopy analysis showed that Ru was loaded on collagen fiber through the chelation of Ru and tannic acid, and the collagen-based carbon supported Ru catalyst (Ru/TNC) was fabricated after the carbonization. Scanning electron microscopy, transmission electron microscopy and inductively coupled plasma emission spectroscopy revealed that Ru/TNC exhibited a low Ru loading (1.14%) and porous structures. Ru nanoparticles were homogeneously loaded on the surface of carbon support with a low dimension. The hydrogenolysis results of diphenyl ether indicated that Ru/TNC exhibited higher activity as compared with the carbon supported Ru catalyst prepared by traditional impregnation method. The diphenyl ether hydrogenolysis conversion of 100% was achieved if Ru/TNC was used at 280 ℃, and all products were monomers including benzene (22.2%), cyclohexane (27.8%), cyclohexanol (35.7%), and cyclohexanone (14.3%).

Key words: collagen fiber, biomass, lignin, catalysis, hydrogenolysis

中图分类号:

O636.2

张家铭, 周倩, 段景峰, 孙宇航, 陈奕霏, 肖霄. 胶原纤维基氮掺杂碳负载Ru催化二苯醚氢解[J]. 皮革科学与工程, 2024, 34(2): 22-29.

ZHANG Jiaming, ZHOU Qian, DUAN Jingfeng, SUN Yuhang, CHEN Yifei, XIAO Xiao. Hydrogenolysis of Diphenyl Ether Catalyzed by Collagen Fiber based N-doped Carbon Supported Ru[J]. Leather Science and Engineering, 2024, 34(2): 22-29.

参考文献

[1] 侯昕彤,李再兴,姚宗路,等.深度共熔溶剂预处理木质纤维素研究进展[J].科学通报,2022,67:2736-2748.
HOU X T,LI Z X,YAO Z L,et al.Advances in deep eutectic solvent pretreatment of lignocellulose[J].Science Bulletin,2022,67:2736-2748.(in Chinese)
[2] 贾溯源,李翔宇,时君友,等.木质素在不同溶剂体系中的降解研究进展[J].林产工业,2023,60(9):31-38.
JIA S Y,LI X Y,SHI J Y,et al.Progress in the degradation of lignin in different solvent systems[J].China Forest Products Industry,2023,60(9):31-38.(in Chinese)
[3] SUN Z H,FRIDRICH B,DE SANTI A,et al.Bright side of lignin depolymerization:Toward new platform chemicals[J].Chemical Reviews,2018,118(2):614-678.
[4] DING Y M,GUO T L,LI Z W,et al.Transition-metal-free synthesis of functionalized quinolines by direct conversion of beta-o-4 model compounds[J].Angewandte Chemie-international Edition,2022,61(38),e2022062.
[5] SCHMID J,WANG M,GUTIERREZ O Y,et al.Controlling reaction routes in noble-metal-catalyzed conversion of aryl ethers[J].Angewandte Chemie- international Edition, 2022, 61(30),e202203172.
[6] GAO F,WEBB J D,SOREK H,et al.Fragmentation of lignin samples with commercial Pd/C under ambient pressure of hydrogen[J].ACS Catalysis,2016,6(11):7385-7392.
[7] WU D,WANG Q Y,SAFONOVA O V,et al.Lignin compounds to monoaromatics:selective cleavage of C-O bonds over a brominated ruthenium catalyst[J].Angewandte Chemie -international Edition,2021,60(22):12513-12523.
[8] SUDARSANAM P,ZHONG R Y,VAN DEN BOSCH S,et al.Functionalised heterogeneous catalysts for sustainable biomass valorisation[J].Chemical Society Reviews, 2018, 47(22):8349-8402.
[9] SHU R Y,XU Y,MA L L,et al.Controllable production of guaiacols and phenols from lignin depolymerization using Pd/C catalyst cooperated with metal chloride[J].Chemical Engineering Journal,2018,338:457-464.
[10] TIAN G L,ZHANG Q,ZHANG B S,et al.Toward full exposure of"active sites":Nanocarbon electrocatalyst with surface enriched nitrogen for superior oxygen reduction and evolution reactivity[J].Advanced Functional Materials,2014,24(38):5956-5961.
[11] 张燕,王淼,赵佳辉,等.氮掺杂石墨烯/碳纳米管/无定形炭复合材料制备及其电化学性能[J].化工进展,2022,41(10):5501-5509.
ZHANG Y,WANG M,ZHAO J H,et al.Preparation of nitrogen-doped graphene/carbon nanotube/amorphous carbon composites and their electrochemical properties[J].Chemical Industry and Engineering Progress,2022,41(10):5501-5509.(in Chinese)
[12] LIU W Q,QI J W,BAI P Y,et al.Utilizing spatial confinement effect of N atoms in micropores of coal-based metal-free material for efficiently electrochemical reduction of carbon dioxide[J].Applied Catalysis B:Environmental,2020,272,118974.
[13] 封越,陈雨,方亚男,等.氮、磷共掺杂三维多孔碳纳米复合材料在锂硫电池中的应用[J].中国科学:化学,2023,53(2):217-226.
FENG Y,CHEN Y,FANG Y N,et al.Nitrogen and phosphorus co-doped three-dimensional porous carbon nanocomposites for lithium-sulfur battery applications[J].Science China Chemistry,2023,53(2):217-226.(in Chinese)
[14] 宋金枝,李昊,杜民兴,等.胶原纤维制备多孔碳材料的研究进展[J].皮革科学与工程,2019,29(5):40-45.
SONG J Z,LI H,DU M X,et al.Progress in the preparation of porous carbon materials from collagen fibers[J].Leather Sci Eng,2019,29(5):40-45.(in Chinese)
[15] WANG Y C,WEI Y H,WANG B Y,et al.Bio-assisted engineering of hierarchical porous carbon nanofibers embedded with iron carbide nanocatalysts toward high-performance Li-S batteries[J].Carbon,2021,177:60-70.
[16] 赵黎明,张映娇,郭丽君,等.C/Cr₂O₃/TiO₂ 复合材料的制备及其光催化性能研究[J].化学研究与应用,2022,34(1):134-140.
ZHAO L M,ZHANG Y J,GUO L J,et al.Preparation and photocatalytic degradation property of C/Cr₂O₃/TiO₂ composite photocatalyst[J].Chemical Research and Application, 2022, 34(1): 134-140.(in Chinese)
[17] ALSHEHRI T,WANG J,SINGERLING S A,et al.Wildland-urban interface fire ashes as a major source of incidental nanomaterials[J].Journal of Hazardous Materials,2023,443:130311.
[18] HAN Y,JIANG Y,HU J, et al.Achieving coalesced breathability,mechanical and shape memory properties of collagen fibrous matrix through complexing with chromium(III)[J].Materials and Design,2020,186:108206.
[19] RICHARDSON J J,LIAO W,LI J,et al.Rapid assembly of colorless antimicrobial and anti-odor coatings from polyphenols and silver[J].Scientific Reports,2022,12(1):2071.
[20] LI X X,ZHANG B,PAN X L,et al.One-Pot Conversion of lignin into naphthenes catalyzed by a heterogeneous rhenium oxide-modified iridium compound[J].Chemsuschem,2020,13(17):4409-4419.
[21] 高伟洁,郭淑静,张洪波,等.氮掺杂碳纳米管对其负载的Ru催化剂上合成氨的促进作用[J].催化学报,2011,32(8):1418-1423.
GAO W J,GUO S J,ZHANG H P,et al.Enhanced ammonia synthesis activity of Ru supported on nitrogen-doped carbon nanotubes[J].Chinese Journal of Catalysis,2011,32(8):1418-1423.(in Chinese)
[22] ZAHOOR A,CHRISTY M,HWANG Y J,et al.Improved electrocatalytic activity of carbon materials by nitrogen doping[J].Applied Catalysis B:Environmental,2014,147:633-641.
[23] LIMARTA S O,KIM H,HA J M,et al.High-quality and phenolic monomer-rich bio-oil production from lignin in supercritical ethanol over synergistic Ru and Mg-Zr-oxide catalysts[J].Chemical Engineering Journal,2020,396,125175.

胶原纤维基氮掺杂碳负载Ru催化二苯醚氢解

Hydrogenolysis of Diphenyl Ether Catalyzed by Collagen Fiber based N-doped Carbon Supported Ru

PDF

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价

[1]	高咪, 丁伟, 蒋智成, 石碧. 木质纤维素制备寡聚糖及其在绿色制革中的应用[J]. 皮革科学与工程, 2023, 33(4): 28-35.
[2]	党旭岗, 尚嘉瑶, 宋雅琴, 王学川, 岳旭航, 石小华. 制革废弃皮胶原-多聚糖复合材料吸附剂的研究进展[J]. 皮革科学与工程, 2023, 33(4): 41-46.
[3]	卜义夫, 刘思乐, 杜文娟, 田川, 王思祺, 万帅龙. 二硫化钼/石墨相氮化碳光催化降解印染废水研究[J]. 皮革科学与工程, 2023, 33(3): 12-18.
[4]	黄婷, 马贺伟, 王泽胜, 范慧琳, 陈勇, 许洁. 胶原纤维负载MnO₂的制备及其对甲醛的催化去除[J]. 皮革科学与工程, 2022, 32(5): 14-18.
[5]	刘德民, 李军, 王晴, 朱宗全, 王存峰, 马宏瑞. O₃/H₂O₂-MBBR-O₃/H₂O₂/UV组合工艺处理制革生化尾水研究[J]. 皮革科学与工程, 2022, 32(5): 19-23.
[6]	强涛涛, 尉梦笛. 酸调节锆基MOF材料在光催化还原Cr(VI)的应用[J]. 皮革科学与工程, 2022, 32(3): 1-5.
[7]	冯荣欣, 杨娜, 但年华, 王康建, 陈一宁, 但卫华. 四川路黄牛蓝湿革和黄牛鞋面革的组织学特征[J]. 皮革科学与工程, 2022, 32(2): 21-25.
[8]	田永鑫, 高蒙初, 张旭, 彭必雨, 张春晓, 陈煜坤. 皮胶原纤维的钙盐矿化对其耐酶解性能的影响及其在酶脱毛中的应用[J]. 皮革科学与工程, 2021, 31(3): 1-6.
[9]	黄婉丽, 杨紫涵, 王亚楠, 石碧. 双醛壳聚糖的制备及其对皮胶原纤维的交联作用[J]. 皮革科学与工程, 2021, 31(2): 1-5.
[10]	李晨英, 杨佳, 李生良, 刘军, 陈华林, 丁克毅. 端羧基超支化聚酯高吸收铬鞣助剂研究[J]. 皮革科学与工程, 2021, 31(2): 33-39.
[11]	王苏均, 张金伟, 陈武勇, 杨璐铭. Fe₃O₄纳米粒子的制备方法及其最新应用进展[J]. 皮革科学与工程, 2021, 31(1): 28-33.
[12]	文麒霖, 许维星, 石碧. 不同复鞣方法对皮胶原纤维网络阻燃性能的影响[J]. 皮革科学与工程, 2020, 30(6): 13-20.
[13]	王思懿, 陈良. 漆酶催化木质素与硫酸铝结合鞣制工艺的研究[J]. 皮革科学与工程, 2020, 30(2): 20-24.
[14]	蒲红霞, 戴睿, 韩凯翔, 单志华. 生物质制备5-羟甲基糠醛（5-HMF）及其研究进展[J]. 皮革科学与工程, 2020, 30(1): 23-26.
[15]	刘娣, 泮家浩, 王亚娟, 仇丹, 邵双喜. 响应面法优化毛竹笋壳中木质素的提取工艺[J]. 皮革科学与工程, 2019, 29(06): 47-52.