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·648· 精细化工 FINE CHEMICALS 第 39 卷

2+
程中 Cu 始终与底物或产物结合，在反应过程中底物 [8] HUO T (霍婷). Study on the synthesis of p-chlorobenzaldehyde by
controlled oxidation[D]. Nanjing: Nanjing University of Technology
既作反应物又作配体，作为配体取代了水作为溶剂配
(南京理工大学), 2006.
2+
体，所以没有蓝色的水合 Cu 出现，本历程可以近似 [9] LYU Y M (吕咏梅). Production status and market analysis of series
说明其反应过程。 aromatic aldehydes[J]. Chemical Technology Market (化工科技市
场), 2002, (8): 15-19.
[10] HU A J (户安军), LYU C X (吕春绪), HUO T (霍婷), et al. Progress
3 结论 in the preparation of p-chlorobenzaldehyde by selective oxidation of
p-chlorotoluene and p-chlorobenzyl alcohol[J]. Jiangsu Chemical
通过单因素实验优化对氯苯甲醇催化氧化制备 Industry (江苏化工), 2005, 33(Z1): 52-58.
对氯苯甲醛的工艺条件，确定了最佳反应条件：采用 [11] HUANG L H, LOU J D. Manganese dioxide supported on aluminum
silicate: A new reagent for oxidation of alcohols under heterogeneous
Cu(CH 3 COO) 2•H 2 O 作催化剂，过氧化氢作氧化剂，且 conditions[J]. Synthetic Communications, 2012, 42(22): 3377-3382.
n〔Cu(CH 3 COO) 2 •H 2 O〕∶n(对氯苯甲醇)∶n(过氧化 [12] SHAIKH T, EMMANUVEL L, SUDALAI A. NaIO 4-mediated
selective oxidation of alkylarenes and benzylic bromides/alcohols to
氢)= 1.0∶100∶300，水作溶剂，在 96 ℃时边反应 carbonyl derivatives using water as solvent[J]. Journal of Organic
边蒸馏，反应时间 2 h。在此条件下，对氯苯甲醇转 Chemistry, 2006, 71(13): 5043-5046.
化率为 93.1%，对氯苯甲醛选择性为 97.7%，收率 [13] NASSERI M A, MOHAMMADINEZHAD A, SALIMI M. A
cellulose-supported Mn(salen)Cl complex as an efficient
达 91.0%。催化剂循环 4 次时，对氯苯甲醛收率仍可 heterogeneous catalyst for the selective oxidation of benzylic
达 85.3%。氧化剂绿色环保、反应过程中几乎无“三 alcohols[J]. Journal of the Iranian Chemical Society, 2015, 12(1):
81-86.
废”产生，实现了对氯苯甲醛的绿色、环境友好型合 [14] JUDY-AZAR A R, MOHEBBI S. A novel magnetic hybrid
成工艺，适用于工业生产。 nanomaterial as a highly efficient and selective catalyst for alcohol
oxidation based on new Schiff base complexes of transition metal
参考文献： ions[J]. Journal of Molecular Catalysis A: Chemical, 2015, 397:
158-165.
[1] WU W (吴卫), CAO Z (曹卓), SHI S J (石绍军), et al. Synthesis and [15] KARIMI B, MANSOURI F, VALI H. Minimizing the size of
application of p-chlorobenzaldehyde[J]. Progress in Fine palladium nanoparticles immobilized within the channels of ionic
Petrochemical Industry (精细石油化工进展), 2007, (9): 46-48. liquid-derived magnetically separable heteroatom-doped mesoporous
[2] LI H R ( 李汉 荣 ). Discussion on the process of continuous carbon for aerobic oxidation of alcohols[J]. ACS Applied Nano
chlorination of p-chlorotoluene to produce p-chlorobenzaldehyde[J]. Materials, 2020, 3(11): 10612-10627.
Chlor Alkali Industry (氯碱工业), 2020, 56(10): 23-27. [16] SHA Y F, LI N, ZHI K D, et al. Novel and efficient Cu-based catalyst
[3] YAN S P (阎淑萍), ZHANG S Y (张士莹), LIU Y F (刘英芬), et al. constructed by lignite alkali-oxygen oxidation products for selective
Synthesis, application and development of p-chlorobenzaldehyde[J]. aerobic oxidation of alcohols to aldehydes[J]. Fuel, 2019, 257: 116042.
Hebei Chemical Industry (河北化工), 1996, (3): 32-37. [17] MIRSAFAEI R, HERAVI M M, HOSSEINNEJAD T, et al.
[4] WANG X Y ( 王雪艳 ). Study on synthesis process of Copper(Ⅱ) nanoparticles: An efficient and reusable catalyst in green
p-chlorobenzaldehyde[D]. Nanjing: Nanjing University of oxidation of benzyl alcohols to benzaldehydes in water[J]. Applied
Technology (南京理工大学), 2001. Organometallic Chemistry, 2016, 30(10): 823-830.
[5] XIE J (谢军), ZHANG T (张腾), CHEN L (陈浪), et al. Research [18] GAMEZ P, ARENDS I, REEDIJK J, et al. Copper(Ⅱ)-catalysed
progress on catalytic oxidation of p-chlorotoluene to aerobic oxidation of primary alcohols to aldehydes[J]. Chemical
p-chlorobenzaldehyde[J]. Progress in Chemical Industry (化工进展), Communications, 2003, (19): 2414-2415.
2019, 38(1): 304-314. [19] AHMAD J U, RÄISÄNEN M T, LESKELÄ M, et al. Copper
[6] ZHAI Y Y (翟宇瑶), GUO B L (郭宝林), CHENG M (程明). catalyzed oxidation of benzylic alcohols in water with H 2O 2[J].
Application of plant growth retardants in the cultivation of medicinal Applied Catalysis A General, 2012, 411/412: 180-187.
plants[J]. Chinese Journal of Traditional Chinese Medicine (中国中 [20] DAS O, PAINE T K. Copper catalysts for aerobic oxidation of
药杂志), 2013, 38(17): 2739-2744. alcohols[J]. RSC Green Chemistry, 2015, (28): 40-69.
[7] YANG J C (杨江春), LIU G N (刘广娜), WANG H L (王贺玲). [21] MENG C, YANG K, FU X Z, et al. Photocatalytic oxidation of
Application status of ketamine and paclobutrazol in agriculture[J]. benzyl alcohol by homogeneous CuCl 2/solvent: A model system to
Journal of Jilin Institute of Agricultural Science and Technology (吉 explore the role of molecular oxygen[J]. ACS Catalysis, 2015, 6(5):
林农业科技学院学报), 2018, 27(1): 20-21, 72. 3760-3766.