CN105646237A - Method for producing 1,5-diaminonaphthalene - Google Patents
Method for producing 1,5-diaminonaphthalene Download PDFInfo
- Publication number
- CN105646237A CN105646237A CN201610028757.0A CN201610028757A CN105646237A CN 105646237 A CN105646237 A CN 105646237A CN 201610028757 A CN201610028757 A CN 201610028757A CN 105646237 A CN105646237 A CN 105646237A
- Authority
- CN
- China
- Prior art keywords
- diaminonaphthalene
- dihydroxy naphthlene
- organic solvent
- ammonia
- production method
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/14—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups
- C07C209/18—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of hydroxy groups or of etherified or esterified hydroxy groups with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for producing 1,5-diaminonaphthalene. 1,5-diaminonaphthalene is prepared from, by weight, 1 part of 1,5-dihydroxy naphthalene, 3-8 parts of ammonia water with the concentration being 25-28%, 0.6 part of an inorganic salt catalyst and 0.4 part of an organic solvent. The method includes the following steps that 1,5-dihydroxy naphthalene, ammonia water with the concentration being 25-28%, inorganic salt catalyst and the organic solvent are put into a high-pressure reaction kettle together, the temperature is raised to 140-180 DEG C under the condition of stirring, and the raw materials react for 5-10 hours; the temperature in the high-pressure reaction kettle is reduced to 20-35 DEG C after reaction; a cover of the high-pressure kettle is opened, discharging is conducted, a filter solution is obtained through filtering, and 1,5-diaminonaphthalene with the purity being 96-98.8% and the water content being 25-35% is obtained. 1,5-diaminonaphthalene produced through the method is high in purity, high in yield, free of pollution and low in cost.
Description
Technical field
The invention belongs to chemical field, particularly to the production method of a kind of 1,5-diaminonaphthalene.
Background technology
1,5-diaminonaphthalene, calls 1,5-naphthylenediamine molecular formula: C10H10N2, molecular weight 158.1998, it is shaped as flat crystal.
1,5-diaminonaphthalene is a kind of very important fine chemical product, is mainly used in chemical industry organic synthesis, owing to the exploitation application of product downstream is gradually increased so that this product application in chemical industry constantly expands.
In prior art, 1,5-diaminonaphthalene purity is low, yield is low, contaminated environment, cost high in production.
Summary of the invention
For above-mentioned the deficiencies in the prior art, the present invention provides the production method of a kind of 1,5-diaminonaphthalene, and the method produces 1,5-diaminonaphthalene purity height, yield is high, pollution-free, cost is low.
The technical scheme is that the production method of a kind of 1.5-diaminonaphthalene, it is characterised in that: take off the raw material stating weight proportion: 1,5-dihydroxy naphthlene 1 part, concentration 25-28% ammonia 3-8 part, inorganic salts catalyst 0.6 part, organic solvent 0.4 part, by above-mentioned raw materials according to the following steps:
Step one: by 1,5-dihydroxy naphthlene, concentration 25-28% ammonia, inorganic salts catalyst, organic solvent input autoclave together, is warmed up to 140-180 DEG C and reacts 5-10 hour under stirring; Preferably, take off the raw material stating weight proportion: 1,5-dihydroxy naphthlene 1 part, concentration 25-28% ammonia 5-6 part, inorganic salts catalyst 0.6 part, organic solvent 0.4 part. Preferably, it is warmed up to 150-160 DEG C under stirring to react 6-8 hour;
Step 2: after completion of the reaction when high pressure temperature in the kettle drops to 20-35 DEG C; Opening high pressure kettle cover, discharging, filter to get filtrate the 1.5-diaminonaphthalene with purity 96-98.8%, water content 25-35%; Preferably, treat that high pressure temperature in the kettle drops to 25-30 DEG C after completion of the reaction, open high pressure kettle cover;
Step 3: above-mentioned filtrate is added 1.5-dihydroxy naphthlene weight 1% activated carbon, the mother solution that decolorization filtering must be handled well, the 1.5-dihydroxy naphthlene that mother solution and step 2 are obtained, add 1.5-dihydroxy naphthlene 0, the inorganic salts catalyst of 6 times amount and the organic solvent input autoclave together of 0.4 times amount, pass into 0.3-0.6 times of ammonia of 1.5-dihydroxy naphthlene weight, be warmed up to 140-180 DEG C under stirring and react 5-10 hour;Then circulation step two operates. Preferably, it is warmed up to 150-160 DEG C under stirring to react 6-8 hour; Then circulation step two operates.
Advantages of the present invention effect is: the product colour that the present invention produces is better, and purity is high, and due to the effect of organic solvent, at high temperature 1.5-diaminonaphthalene can dissolve in the solution, so that product is not easily by carbonization; Yield is high, and due to the effect of organic solvent and catalyst so that 1.5-dihydroxy naphthlene is prepared in the process of 1.5-diaminonaphthalene, conversion ratio is high, and therefore the yield of 1.5-diaminonaphthalene is also high. The mother solution that obtains processes through simple, supplements the organic solvent of loss, then pass into measure ammonia repeatable apply mechanically, do not produce waste water.
Detailed description of the invention
Embodiment one:
1. in autoclave, put into the 1.5-dihydroxy naphthlene of 100kg, 60kg inorganic salts catalyst, the ammonia of 600kg concentration 25% and organic solvent 40kg, capping, stirring, heating;
2. when when temperature in the kettle to 160 DEG C, insulation reaction 8 is little;
3. cooling to 30 DEG C after being incubated, discharging, filter pressing obtains the 1.5-diaminonaphthalene that purity is 98.6%, water content 30%, yield 92%.
4. filtrated stock adds the activated carbon decolorizing filtration of 1kg.
Embodiment two:
1. in autoclave, put into the 1.5-dihydroxy naphthlene of 100kg, 60kg inorganic salts catalyst, organic solvent 40kg and upper batch decolouring mother solution, add the ammonia of about 50kg and the organic solvent of 5kg again, capping, pass into the ammonia of about 50kg, making ammonia concn is 25%, stirring, heating;
2. when when temperature in the kettle to 160 DEG C, insulation reaction 8 is little;
3. cooling to 30 DEG C after being incubated, discharging, filter pressing obtains the 1.5-diaminonaphthalene that purity is 98.5%, water content 30%, yield 94%.
4. filter pressing mother solution adds the activated carbon decolorizing filtration of 1kg, and next time applies mechanically again.
Claims (5)
1. the production method of a 1,5-diaminonaphthalene, it is characterised in that: take off the raw material stating weight proportion: 1,5-dihydroxy naphthlene 1 part, concentration 25-28% ammonia 3-8 part, inorganic salts catalyst 0.6 part, organic solvent 0.4 part, by above-mentioned raw materials according to the following steps:
Step one: by 1,5-dihydroxy naphthlene, concentration 25-28% ammonia, inorganic salts catalyst, organic solvent input autoclave together, is warmed up to 140-180 DEG C and reacts 5-10 hour under stirring;
Step 2: treat that high pressure temperature in the kettle drops to 20-35 DEG C after completion of the reaction, open high pressure kettle cover, discharging, filter to get filtrate the 1,5-diaminonaphthalene with purity 96-98.8%, water content 25-35%;
Step 3: above-mentioned filtrate is added 1, the activated carbon of the 1% of 5-dihydroxy naphthlene weight, the mother solution that decolorization filtering must be handled well, 1,5-dihydroxy naphthlene mother solution and step 2 obtained, adds 1, the inorganic salts catalyst of 5-dihydroxy naphthlene 0.6 times amount and the organic solvent of 0.4 times amount put into autoclave together, pass into 0.3-0.6 times of ammonia of 1,5-dihydroxy naphthlene weight, be warmed up to 140-180 DEG C under stirring and react 5-10 hour; Then circulation step two operates.
2. the production method of a kind of 1,5-diaminonaphthalene according to claim 1, it is characterised in that: take off the raw material stating weight proportion: 1,5-dihydroxy naphthlene 1 part, concentration 25-28% ammonia 5-6 part, inorganic salts catalyst 0.6 part, organic solvent 0.4 part.
3. the production method of a kind of 1,5-diaminonaphthalene according to claim 1, it is characterised in that: it is warmed up to 150-160 DEG C under the stirring in step one and reacts 6-8 hour.
4. the production method of a kind of 1,5-diaminonaphthalene according to claim 1, it is characterised in that: step 2 treats that high pressure temperature in the kettle drops to 25-30 DEG C after completion of the reaction, opens high pressure kettle cover.
5. the production method of a kind of 1,5-diaminonaphthalene according to claim 1, it is characterised in that: it is warmed up to 150-160 DEG C under the stirring in step 3 and reacts 6-8 hour; Then circulation step two operates.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610028757.0A CN105646237A (en) | 2016-01-17 | 2016-01-17 | Method for producing 1,5-diaminonaphthalene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610028757.0A CN105646237A (en) | 2016-01-17 | 2016-01-17 | Method for producing 1,5-diaminonaphthalene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105646237A true CN105646237A (en) | 2016-06-08 |
Family
ID=56487621
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610028757.0A Pending CN105646237A (en) | 2016-01-17 | 2016-01-17 | Method for producing 1,5-diaminonaphthalene |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105646237A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4973758A (en) * | 1988-12-02 | 1990-11-27 | Bayer Aktiengesellschaft | Process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene |
-
2016
- 2016-01-17 CN CN201610028757.0A patent/CN105646237A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4973758A (en) * | 1988-12-02 | 1990-11-27 | Bayer Aktiengesellschaft | Process for the preparation of 1,5-dihydroxynaphthalene and 1,5-diaminonaphthalene |
Non-Patent Citations (1)
| Title |
|---|
| 高素华 等: "1，5-二氨基萘合成", 《天津理工大学学报》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5850550B2 (en) | Method for producing taurine | |
| CN104162625B (en) | A kind of binder for casting and preparation method thereof | |
| CN103772267A (en) | Method for preparing carbazole from diphenylamine | |
| CN103467308A (en) | Method for producing 2,5-dichloroaniline without anti-dechlorinating agent | |
| CN106397353A (en) | A preparing method of a rubber vulcanization accelerator 2-mercaptobenzothiazole | |
| CN105646237A (en) | Method for producing 1,5-diaminonaphthalene | |
| CN1951902A (en) | Preparation process of lactic acid oligomer | |
| CN108586394B (en) | Method for co-producing furfural and biochar from biomass | |
| CN111018747A (en) | Method for refining guanidine nitrate | |
| CN112707848A (en) | Preparation method of guanidine hydrochloride | |
| CN110563699A (en) | Post-treatment purification method of fluoro pranoprazan intermediate | |
| CN107513047B (en) | Green process for synthesizing ceftazidime side chain acid active ester by microwave-assisted method | |
| CN109180504A (en) | A kind of recovery and treatment method of 4,4`- diaminodiphenyl ether distillation residue | |
| CN104513170B (en) | A kind of trans production technology to cyclohexane-carboxylic acid | |
| CN108101728B (en) | Preparation method of p-menthane | |
| CN113563160B (en) | Preparation method of pyrogallic acid | |
| CN106380464A (en) | Preparation method of vonoprazan key intermediate | |
| CN111303220B (en) | Preparation method of D-glucosamine sulfate | |
| CN106008244B (en) | A kind of synthetic method of 4 dimethylamino valeric acid | |
| CN103374045A (en) | Method for preparing N-acetyl-D-glucosamine | |
| CN103374081A (en) | Method for preparing high-viscosity and high-deacetylation-degree chitosan | |
| CN102212566A (en) | Method for producing high-purity isobutyramide | |
| CN109734645B (en) | Synthetic process of isatin | |
| CN106146285A (en) | A kind of sulphuric acid hydrolysis prepares the method for gallic acid | |
| CN105884622A (en) | Method for preparing 1,5-diaminonaphthlene |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20160608 |
|
| RJ01 | Rejection of invention patent application after publication |