Inorganic Chemicals Industry >
Synthesis of dihydroxybenzenes by hydroxylation of phenol over Cu/ MS-1 with mesoporous
Received date: 2020-08-27
Online published: 2021-02-06
The mesoporous S-1(MS-1) supporter was synthesized by sol-gel method with cetyltrimethyl-ammonium bromide(CTAB) as template.Cu/MS-1 catalyst was prepared by impregnation method,and then it was used to synthesis dihydroxy-benzenes directly by hydroxylation phenol with H2O2 as oxidation.The experimental conditions were optimized by orthogonal experimental[L25(56)].The structure and properties of catalyst were characterized by means of X-ray photoelectron spectro-scopy(XPS),N2 adsorption-desorption and H2 temperature programmed reduction et al.The results showed that Cu/ MS-1 with mesoporous promised to rapid diffusion in pore of reactants and products,and was better catalytic performance than that of Cu/S-1.Under optimal conditions,the 5.5% Cu/MS-1 with the highest relative mass fraction of highly dispersed CuO pos-sessed the best catalytic activity among the catalysts; the yield of dihydroxybenzenes was 47.2% with the selectivity of 86.7%.The catalysts with mesoporous and MFI structure had a good sustainability,and its dihydroxybenzenes yield was 43.2% after recycle 5 times.
Key words: dihydroxybenzenes; CTAB; catalyst; phenol; hydrogen peroxide
Tianhua Yu , Qipeng Huang , Cheng Situ . Synthesis of dihydroxybenzenes by hydroxylation of phenol over Cu/ MS-1 with mesoporous[J]. Inorganic Chemicals Industry, 2021 , 53(2) : 94 -99 . DOI: 10.11962/1006-4990.2020-0110
| [1] | Kuzniarska-Biernacka I, Raposo M M M, Batista R M F, et al. Binu-clear furanyl-azine metal complexes encapsulated in NaY zeolite as efficiently heterogeneous catalysts for phenol hydroxylation[J]. Journal of Molecular Structure, 2020,1206:127687-127697. |
| [2] | Li B, Wu W B, Zhang T Y, et al. Ferrocene particles incorporated into Zr-based metal-organic frameworks for selective phenol hydro-xylation to dihydroxybenzenes[J].RSC Advances,2017(7):38691-38698. |
| [3] | Liu M X, Wang H, Zhu P Q, et al. Tuning the oxidation state of co-pper in CuMgAl hydrotalcite using partially oxidized MoS2 for effi-cient hydroxylation of phenol[J]. Catalysis Communications, 2019,129:105752-105754. |
| [4] | Ivanov D P, Pirutko L V, Panov G I. Effect of steaming on the cataly-tic performance of ZSM-5 zeolite in the selective oxidation of phe-nol by nitrous oxide[J]. Journal of Catalysis, 2014,311:424-432. |
| [5] | Ivanov D P, Sobolev V I, Pirutko L V, et al. New way of hydroqui-none and catechol synjournal using nitrous oxide as oxidant[J]. Adv-anced Synjournal & Catalysis, 2002,344:986-995. |
| [6] | Hai L, Zhang T Y, Zhang X, et al, Catalytic hydroxylation of phenol to dihydroxybenzene by Fe(Ⅱ) complex in aqueous phase at am-bient temperature[J]. Catalysis Communications, 2017,101:93-97. |
| [7] | Tahara S, Nagai S, Hayashi Y, et al. Method for preparing catechol and hydroquinone:US,3920756[P],1975-11-18. |
| [8] | 邵艳秋, 张宇婷, 姜振双, 等. 水解剂氟化铵对Fe-SBA-15结构及催化性能的影响[J]. 无机盐工业, 2019,51(9):97-101. |
| [9] | Wu G Q, Xiao J H, Zhang L, et al. Copper-modified TS-1 catalyzed hydroxylation of phenol with hydrogen peroxide as the oxidant[J]. RSC Advances, 2016,6:101071-101078. |
| [10] | Karakhanov E A, Maximov A L, Kardasheva Y S, et al, Copper nanoparticles as active catalysts in hydroxylation of phenol by hydrogen peroxide[J]. Applied Catalysis A:General, 2010,385:62-72. |
| [11] | Xiao F S, Sun J M, Meng X J, et al. Synjournal and structure of co-pper hydroxyphosphate and its high catalytic activity in hydroxyla-tion of phenol by H2O2[J]. Journal of Catalysis, 2001,199:273-281. |
| [12] | Nore?a-Franco L, Hernandez-Perez I, Aguilar-Pliego J, et al. Se-lective hydroxylation of phenol employing Cu-MCM-41 catalys-ts[J]. Catalysis Today, 2002,75:189-195. |
| [13] | Zhang H L, Tang C J, Lv Y Y, et al. Synjournal,characterization,and catalytic performance of copper-containing SBA-15 in the phenol hydroxylation[J]. Journal of Colloid and Interface Science, 2012,380:16-24. |
| [14] | Tang H L, Ren Y, Yue B, et al. Cu-incorporated mesoporous ma-terials:Synjournal,characterization and catalytic activity in phenol hydroxylation[J]. Journal of Molecular Catalysis A:Chemical, 2006,260:121-127. |
| [15] | 余天华, 敖厚豫, 黄启鹏, 等. 多级孔钛硅分子筛制备及催化羟基化性能[J]. 无机盐工业, 2019,51(9):102-105. |
| [16] | Flanigen E M, Bennett J M, Grose R W, et al. Silicalite,a new hy-drophobic crystalline silica molecular sieve[J]. Nature, 1978,271:512-516. |
| [17] | 任宣籼, 宋万仓, 邱宇, 等. 低成本多级孔TS-1的制备及其氧化脱硫性能[J]. 无机盐工业, 2019,51(2):79-83. |
| [18] | He Z, Lin H, He P, et al. Effect of boric oxide doping on the stabi-lity and activity of a Cu-SiO2 catalyst for vapor-phase hydrogena-tion of dimethyl oxalate to ethylene glycol[J]. Journal of Catalysis, 2011,277:54-63. |
| [19] | Yang X Y, Chen L H, Li Y, et al. Hierarchically porous materials:Synjournal strategies and structure design[J]. Chemical Society Re-views, 2017,46(2), 481-558. |
| [20] | 付辉, 李会鹏, 赵华, 等. WO3-ZSM-5/MCM-41催化剂的合成及其催化氧化脱硫研究[J]. 无机盐工业, 2014,46(7):75-78. |
| [21] | Hossain K Z, Sayari A. Synjournal of onion-like mesoporous silica from sodium silicate in the presence of α,ω-diamine surfac-tant[J]. Microporous and Mesoporous Materials., 2008,114:387-394. |
| [22] | Serrano D P, Sanz R, Pizarro P, et al. Hierarchical TS-1 zeolite as an efficient catalyst for oxidative desulphurization of hydrocarbon fractions[J]. Applied Catalysis B:Environmental, 2014,146(3):35-42. |
| [23] | Xu J Q, Qin Y H, Wang H L, et al. Recent advances in copper-ba-sed zeolite catalysts with low-temperature activity for the selecti-vecatalytic reduction of NOx with hydrocarbons[J]. New Journal of Chemistry, 2020,44:817-831. |
| [24] | Wang Y C, Liu Z R, Tan C, et al. High catalytic activity of CuY ca-talysts prepared by high temperature anhydrous interaction for the oxidative carbonylation of methanol[J]. RSC Advances, 2020,10:3293-3300. |
| [25] | Bawaked S, Narasimharao K. Structural and catalytic properties of copper silicate nanomaterials[J]. Scientific Reports, 2020,10.Doi: 10.1038/s41598-020-57502-z. |
| [26] | 陈魁. 实验设计与分析[M]. 北京: 清华大学出版社, 1995. |
/
| 〈 |
|
〉 |