CN113402354B - 一种2,6-二甲基萘的制备方法 - Google Patents
一种2,6-二甲基萘的制备方法 Download PDFInfo
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- CN113402354B CN113402354B CN202110951919.9A CN202110951919A CN113402354B CN 113402354 B CN113402354 B CN 113402354B CN 202110951919 A CN202110951919 A CN 202110951919A CN 113402354 B CN113402354 B CN 113402354B
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- dichlorotoluene
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- dimethylnaphthalene
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
- C07C1/28—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms by ring closure
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/08—Halides
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/06—Halogens; Compounds thereof
- B01J27/128—Halogens; Compounds thereof with iron group metals or platinum group metals
- B01J27/13—Platinum group metals
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- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
序号 | 催化剂 | 催化剂加入量(mmol,以Pd计) | 反应时间(h) | 3,4-二氯甲苯转化率(%) | 2,6-二甲基萘收率(%) |
1 | Pd/Al<sub>2</sub>O<sub>3</sub> | 0.1 | 2 | 62 | 59 |
2 | Pd/Al<sub>2</sub>O<sub>3</sub> | 0.1 | 5 | 81 | 77 |
3 | Pd/Al<sub>2</sub>O<sub>3</sub> | 0.1 | 8 | 94 | 79 |
4 | Pd/C | 0.1 | 2 | 56 | 31 |
5 | Pd/C | 0.1 | 5 | 85 | 46 |
6 | Pd/C | 0.1 | 8 | 98 | 51 |
7 | Pd/TiO<sub>2</sub> | 0.1 | 2 | 19 | 3 |
8 | Pd/TiO<sub>2</sub> | 0.1 | 5 | 25 | 5 |
9 | Pd/TiO<sub>2</sub> | 0.1 | 8 | 39 | 10 |
10 | Pd/Y分子筛 | 0.1 | 2 | 21 | 15 |
11 | Pd/Y分子筛 | 0.1 | 5 | 40 | 27 |
12 | Pd/Y分子筛 | 0.1 | 8 | 55 | 36 |
序号 | 催化剂加入量(mmol,以Pd计) | 碱 | 溶剂 | 3,4-二氯甲苯转化率(%) | 2,6-二甲基萘收率(%) |
1 | 0.1 | K<sub>2</sub>CO<sub>3</sub> | N,N-二甲基甲酰胺 | 81 | 77 |
2 | 0.1 | Cs<sub>2</sub>CO<sub>3</sub> | N,N-二甲基甲酰胺 | >99 | 48 |
3 | 0.1 | 乙酸钠 | N,N-二甲基甲酰胺 | 94 | 91 |
4 | 0.1 | 乙醇钠 | N,N-二甲基甲酰胺 | 98 | 62 |
5 | 0.1 | K<sub>2</sub>CO<sub>3</sub> | N,N-二甲基乙酰胺 | 78 | 71 |
6 | 0.1 | 乙酸钠 | N,N-二甲基乙酰胺 | 92 | 86 |
7 | 0.1 | K<sub>2</sub>CO<sub>3</sub> | N-甲基吡咯烷酮 | 65 | 58 |
8 | 0.1 | 乙酸钠 | N-甲基吡咯烷酮 | 88 | 70 |
9 | 0.1 | 乙酸钠 | 乙酸乙酯 | 68 | 41 |
10 | 0.1 | 乙酸钠 | 甲苯 | 53 | 27 |
11 | 0.1 | 乙酸钠 | 1,4-二氧六环 | 32 | 14 |
序号 | 催化剂加入量(mmol,以Pd计) | 碘化钾添加量(mmol) | 3,4-二氯甲苯转化率(%) | 2,6-二甲基萘收率(%) |
1 | 0.01 | 0.1 | 59 | 34 |
2 | 0.05 | 0.1 | 78 | 59 |
3 | 0.1 | 0.1 | 94 | 91 |
4 | 0.5 | 0.1 | 71 | 47 |
5 | 1 | 0.1 | 58 | 35 |
6 | 0.1 | 0 | 11 | 6 |
7 | 0.1 | 1 | 98 | 80 |
8 | 0.1 | 5 | >99 | 56 |
序号 | 循环次数 | 3,4-二氯甲苯转化率(%) | 2,6-二甲基萘收率(%) |
1 | 0 | 94 | 91 |
2 | 1 | 89 | 86 |
3 | 2 | 86 | 82 |
4 | 3 | 85 | 80 |
5 | 4 | 86 | 80 |
6 | 5 | 83 | 78 |
Claims (10)
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CN202110951919.9A CN113402354B (zh) | 2021-08-19 | 2021-08-19 | 一种2,6-二甲基萘的制备方法 |
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CN202110951919.9A CN113402354B (zh) | 2021-08-19 | 2021-08-19 | 一种2,6-二甲基萘的制备方法 |
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CN113402354A CN113402354A (zh) | 2021-09-17 |
CN113402354B true CN113402354B (zh) | 2022-01-11 |
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Publication number | Priority date | Publication date | Assignee | Title |
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CN1151107C (zh) * | 2001-12-31 | 2004-05-26 | 黑龙江省石油化学研究院 | 2,6-二甲基萘的制备方法 |
CN111217659B (zh) * | 2018-11-27 | 2021-04-16 | 中国科学院大连化学物理研究所 | 一种由异戊二烯和甲基对苯醌制备2,6-二甲基萘的方法 |
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Effective date of registration: 20230914 Address after: 102488 block B, building 4, yard 1, Jiaotong West Street, Doudian Town, Fangshan District, Beijing Patentee after: China Chemical Science and Technology Research Co.,Ltd. Patentee after: CHINA TIANCHEN ENGINEERING Co.,Ltd. Patentee after: China Chemical Equipment Technology Group Co.,Ltd. Address before: 102488 block B, building 4, yard 1, Jiaotong West Street, Doudian Town, Fangshan District, Beijing Patentee before: China Chemical Science and Technology Research Co.,Ltd. Patentee before: CHINA TIANCHEN ENGINEERING Co.,Ltd. |