CN103086894B - Synthesis method of electroplating additive 3-methyl-3-aminobutyne - Google Patents
Synthesis method of electroplating additive 3-methyl-3-aminobutyne Download PDFInfo
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- CN103086894B CN103086894B CN201310058103.9A CN201310058103A CN103086894B CN 103086894 B CN103086894 B CN 103086894B CN 201310058103 A CN201310058103 A CN 201310058103A CN 103086894 B CN103086894 B CN 103086894B
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Abstract
The invention relates to a synthesis method of an electroplating additive 3-methyl-3-aminobutyne, which comprises the following steps: adding methylbutyne alcohol and liquid ammonia, or methylbutyne alcohol, liquid ammonia and catalyst alkyl metal salt into a reaction kettle, and uniformly stirring to react; and after the reaction finishes, separating the reaction product to obtain the 3-methyl-3-aminobutyne. The invention can obtain the product by one step. The method has the advantages of simple and accessible raw materials, low price, simple technique, low cost, high product purity, high yield, low environmental pollution and low labor intensity.
Description
Technical field
The present invention relates to the preparation method of compound, specifically a kind of synthetic method of electroplating additive 3-methyl-3-aminobutyne.
Background technology
3-methyl-3-aminobutyne is a kind of nickel plating brightener of excellent property, has fabulous leveling effect simultaneously, and covering power is strong, coating crystallization exquisiteness.Be widely used in nickel plating and alloy plating industry, also for the production of the intermediate of agricultural chemicals (luxuriant alkynes grass amine), mainly for the production of anti-inflammatory analgetic, depression, antitumor class medicine, have certain Application Areas at Fine Chemical at medicine simultaneously.The domestic report that has no of synthetic method of 3-methyl-3-aminobutyne, external synthetic document is also few.Consult after lot of documents and find that the synthetic method adopting is with methylbutynol and hydrochloric acid synthesizing methyl butine chlorine both at home and abroad, then under alkaline condition, synthesize 3-methyl-3-aminobutyne with methyl butine chlorine and ammoniacal liquor, reaction scheme is as follows:
This technique in two steps, is tested and is found that hydrochloric acid has severe corrosive through us, and toxicity is very big; In reaction, there is a large amount of acidic liquid waste water to discharge.Because the first step reaction has more than five kinds by product, cause comparatively difficulty of distillation below, product purity is not high, only has 80% simultaneously.Yield is lower simultaneously, thereby production cost is higher.The synthetic method of therefore inventing new electroplating additive 3-methyl-3-aminobutyne is highly profitable.
Summary of the invention
The object of the invention is the defect for art methods, a kind of synthetic method of electroplating additive 3-methyl-3-aminobutyne is provided, it has overcome art methods and has existed product cost high, and equipment loss is large, Pollution abatement difficulty, the shortcoming that purity is not high.
Technical scheme of the present invention is achieved in that
A kind of synthetic method of electroplating additive 3-methyl-3-aminobutyne, it is characterized in that carrying out according to the following steps: methylbutynol, liquefied ammonia are added in reactor, after stirring, react, reacted rear reaction product isolated and obtained 3-methyl-3-aminobutyne.
In aforesaid reaction vessel, add again catalyzer metal alkylide salt, after stirring, react, reacted rear reaction product isolated and obtained 3-methyl-3-aminobutyne.
Synthetic route of the present invention is as follows:
The good technical scheme of the present invention is: after having reacted, reaction soln is distilled, collect 79-81 DEG C of cut, obtain high purity 3-methyl-3-aminobutyne.
Temperature of reaction control 50-100 DEG C of the present invention, pressure-controlling is at 1-1.5Mpa.Preferably temperature is 60 DEG C, and preferred pressure is 1.5Mpa.
Wherein said metal alkylide salt is triisobutyl aluminium or tert-butyl lithium.
Synthetic method one:
At room temperature, 3-methyl-3-hydroxyl butine, liquefied ammonia are joined in reactor, be warmed up to 60 DEG C, control reactor pressure 1.5Mpa, the reaction times is 24 hours simultaneously, and reaction completes, reaction liquid is distilled, collect 79-81 DEG C of cut, obtain high purity product.
Synthetic method two:
At room temperature, 3-methyl-3-hydroxyl butine, catalyzer triisobutyl aluminium or tert-butyl lithium, liquefied ammonia are joined in reactor, be warmed up to 60 DEG C, control reactor pressure 1.5Mpa simultaneously, reaction 6-10 hour, reaction completes; Reaction solution is distilled, collects 79-81 DEG C of cut, obtain high purity product.
The present invention is as long as a step can obtain product, and the starting material of present method are simple and easy to get, low price, and technique is simple, and cost is low, and product purity is high, and yield is high, low in the pollution of the environment, and labor intensity is little.
Embodiment
In conjunction with following embodiment, the present invention is further described.
Embodiment mono-: 84g3-methyl-3-hydroxyl butine, 25g liquefied ammonia joins in 200ml autoclave, be warmed up to 50 DEG C, pressure is raised to 1.0Mpa and reacts 24 hours, cooling, ammonia excretion, and reaction solution is distilled, and collects 79-81 DEG C of cut, obtain product 40g, through gas chromatographic detection, content 95%, yield 48.2%.
Embodiment bis-: 84g3-methyl-3-hydroxyl butine, 2g tert-butyl lithium, 25g liquefied ammonia join in 200ml autoclave, are warmed up to 100 DEG C, and pressure is raised to 1.5Mpa and reacts 10 hours.Cooling, ammonia excretion, distill reaction solution, collects 79-81 DEG C of cut, obtains product 74g, through gas chromatographic detection content 96%, and yield 89.1%.
Embodiment tri-: 84g3-methyl-3-hydroxyl butine, 2g triisobutyl aluminium, 25g liquefied ammonia join in 200ml autoclave, are warmed up to 60 DEG C, and pressure is raised to 1.5Mpa and reacts 6 hours.Cooling, ammonia excretion, distill reaction solution, collects 79-81 DEG C of cut, obtains product 65g, through gas chromatographic detection content 95%, and yield 78.3%.
Claims (4)
1. the synthetic method of electroplating additive 3-methyl-3-aminobutyne, it is characterized in that carrying out according to the following steps: methylbutynol and liquefied ammonia are added in reactor, in reactor, add catalyzer metal alkylide salt, after stirring, react, reacted rear reaction product isolated and obtained 3-methyl-3-aminobutyne; Described metal alkylide salt is triisobutyl aluminium or tert-butyl lithium.
2. the synthetic method of electroplating additive 3-methyl-3-aminobutyne according to claim 1, is characterized in that: after wherein having reacted, reaction soln is distilled, collect 79-81 DEG C of cut, obtain 3-methyl-3-aminobutyne.
3. the synthetic method of electroplating additive 3-methyl-3-aminobutyne according to claim 1, is characterized in that: temperature of reaction control 50-100 DEG C, pressure-controlling is at 1-1.5Mpa.
4. the synthetic method of electroplating additive 3-methyl-3-aminobutyne according to claim 3, is characterized in that: temperature of reaction is 60 DEG C, pressure is 1.5Mpa.
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| CN201310058103.9A CN103086894B (en) | 2013-02-25 | 2013-02-25 | Synthesis method of electroplating additive 3-methyl-3-aminobutyne |
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| CN106831442A (en) * | 2017-02-16 | 2017-06-13 | 中卫市创科知识产权投资有限公司 | A kind of MPA production technologies |
| CN117187893A (en) * | 2023-09-13 | 2023-12-08 | 广东盈华电子科技有限公司 | Electrolytic copper foil for lithium battery and preparation method and application thereof |
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| GB1485917A (en) * | 1975-01-10 | 1977-09-14 | Anic Spa | Process for the preparation of propargyl amines |
| JPS55111446A (en) * | 1979-02-21 | 1980-08-28 | Kao Corp | Preparation of aliphatic amine |
| EP0078000A1 (en) * | 1981-10-22 | 1983-05-04 | Air Products And Chemicals, Inc. | A process for preparing allylamines from allyl alcohol |
| JPS632958A (en) * | 1986-06-20 | 1988-01-07 | Showa Denko Kk | Production of allyl type amine |
| US4942261A (en) * | 1987-12-11 | 1990-07-17 | Showa Denko Kabushiki Kaisha | Process for preparation of allyl type amine |
| CN101384583A (en) * | 2006-02-15 | 2009-03-11 | 塞诺菲-安万特股份有限公司 | Azacyclyl-substituted aryldihydroisoquinolinones, process for their preparation and their use as medicaments |
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|---|---|---|---|---|
| DE3432015A1 (en) * | 1984-08-31 | 1986-03-13 | Schering AG, 1000 Berlin und 4709 Bergkamen | METHOD FOR PRODUCING AMINES |
| US6087535A (en) * | 1998-03-16 | 2000-07-11 | Rohm And Haas Company | Process for chloroalkynes and alkynyl amines |
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Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1485917A (en) * | 1975-01-10 | 1977-09-14 | Anic Spa | Process for the preparation of propargyl amines |
| JPS55111446A (en) * | 1979-02-21 | 1980-08-28 | Kao Corp | Preparation of aliphatic amine |
| EP0078000A1 (en) * | 1981-10-22 | 1983-05-04 | Air Products And Chemicals, Inc. | A process for preparing allylamines from allyl alcohol |
| JPS632958A (en) * | 1986-06-20 | 1988-01-07 | Showa Denko Kk | Production of allyl type amine |
| US4942261A (en) * | 1987-12-11 | 1990-07-17 | Showa Denko Kabushiki Kaisha | Process for preparation of allyl type amine |
| CN101384583A (en) * | 2006-02-15 | 2009-03-11 | 塞诺菲-安万特股份有限公司 | Azacyclyl-substituted aryldihydroisoquinolinones, process for their preparation and their use as medicaments |
Non-Patent Citations (4)
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| 2-甲基-3-丁炔-2-胺的合成工艺研究;谢萌 等;《化学工业与工程》;20110930;第28卷(第5期);第6-9页 * |
| 傅桂萍.异丁醇的催化氨化研究.《浙江化工》.2005,第36卷(第12期),第11-12页. |
| 异丁醇的催化氨化研究;傅桂萍;《浙江化工》;20051231;第36卷(第12期);第11-12页 * |
| 谢萌 等.2-甲基-3-丁炔-2-胺的合成工艺研究.《化学工业与工程》.2011,第28卷(第5期),第6-9页. |
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Effective date of registration: 20170710 Address after: 432400, Xiaogan City, Hubei province should be the city of the Yangtze River Kong Fu Fu Industrial Park New District development two road Patentee after: Hubei Dimei Technology Co. Ltd. Address before: 430223, No. 1, Ling Nan Road, Optics Valley Road, East Lake Development Zone, Wuhan, Hubei Patentee before: Wuhan Dike Surface Technology Co., Ltd. |