CN105503532A - Production method of 1,5-dihydroxy naphthlene - Google Patents
Production method of 1,5-dihydroxy naphthlene Download PDFInfo
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- CN105503532A CN105503532A CN201610028558.XA CN201610028558A CN105503532A CN 105503532 A CN105503532 A CN 105503532A CN 201610028558 A CN201610028558 A CN 201610028558A CN 105503532 A CN105503532 A CN 105503532A
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- dihydroxy naphthlene
- water content
- press filtration
- sulfuric acid
- production method
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
- C07C37/04—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis by substitution of SO3H groups or a derivative thereof
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/88—Use of additives, e.g. for stabilisation
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a production method of 1,5-dihydroxy naphthlene, which is characterized by comprising the following steps: taking the following raw materials in parts by weight: 10 parts of sodium hydroxide and 5-8 parts of sodium 1,5-naphthalene disulfonate with the water content of 3-10%; adding the sodium hydroxide into an alkali fusion reaction kettle, and heating to 260-320 DEG C; slowly and uniformly adding the sodium 1,5-naphthalene disulfonate with the water content of 3-10% while stirring; and hydrolyzing, lowering the temperature in the reaction kettle, slowly acidifying with 40-60% sulfuric acid, adding activated carbon accounting for 2 wt% of the sodium 1,5-naphthalene disulfonate and an inorganic salt catalyst into the reaction solution, and acidifying the filtrate with the rest 50% sulfuric acid until the pH value is 3-6, thereby obtaining the 1,5-dihydroxy naphthlene crude product with the purity of 95-97.8% and the water content of 30-50% and a pressure filtration mother solution. The method has the advantages of high product purity, high product quality, no pollution, recyclable generated mother solution, energy saving and environment friendliness.
Description
Technical field
The invention belongs to chemical field, particularly a kind of production method of 1,5-dihydroxy naphthlene.
Background technology
1,5-dihydroxy naphthlene, molecular formula: C
10h
8o
2, molecular weight 160.1693, shape is white, needle-shaped crystals.
1,5-dihydroxy naphthlene is a kind of very important fine chemical product, be mainly used in organic synthesis, dyestuff intermediate, medicine intermediate, photographic industry, because the Application and Development of its derived product increases gradually, the Application Areas of this product in chemical industry constantly expanded.
In prior art, production 1,5-dihydroxy naphthlene purity is low, yield is low, contaminate environment, cost are high.
Summary of the invention
For above-mentioned the deficiencies in the prior art, the invention provides a kind of production method of 1,5-dihydroxy naphthlene, the method production 1,5-dihydroxy naphthlene purity is high, yield is high, pollution-free, cost is low.
Technical scheme of the present invention is: a kind of production method of 1.5-dihydroxy naphthlene, is characterized in that: take off the raw material stating weight proportion: 10 parts, sodium hydroxide, water content 3-10%1.5-naphthalene disulfonate 5-8 part, by above-mentioned raw materials according to the following steps:
Step one: drop into sodium hydroxide in alkali fusion reactor, be heated to 260-320 DEG C; Stir the lower water content that slowly evenly drops at 3-10%1.5-naphthalene disulfonate; Preferably, in alkali fusion reactor, drop into sodium hydroxide, be heated to 260-320 DEG C;
Step 2: after feeding intake, control temperature was 300-320 DEG C of reaction 2 hours; Preferably, control temperature is 310-315 DEG C of reaction 2 hours;
Step 3: to be hydrolyzed reaction with the press filtration mother liquor that the tap water of 1500-2200kg or upper batch step 6 centrifuge mother liquor and step 7 obtain; Preferably, the tap water of 1800-2000kg is hydrolyzed reaction;
Step 4: be hydrolyzed rear reduction reactor temperature, when temperature drops to 30-70 DEG C; Slowly use the sulfuric acid acidation of 40-60%, consumption is 2.5-3 times of amount of sodium hydroxide used, first adds 1/2nd of above-mentioned sulfuric acid amount; Preferably, temperature drops to when 50-60 DEG C; Add 50-55% sulfuric acid acidation;
Step 5: the gac and the 1% inorganic salts catalyzer that add 2% of 1.5-naphthalene disulfonate weight in reaction solution, decolorization filtering, when filtrate uses the sulfuric acid acidation of 1/2nd 50% of remainder again to PH=3-6, press filtration again, obtain purity 95-97.8%, water content is at the 1.5-dihydroxy naphthlene crude product of 30-50% and press filtration mother liquor; Preferably, sulfuric acid acidation to PH=3 time, then press filtration;
Step 6: be cooled to by press filtration mother liquor temperature to be 10-15 DEG C, centrifugal sal glauberi and centrifuge mother liquor; Centrifuge mother liquor cover is used step 3 to be hydrolyzed reaction;
Step 7: the water content obtained is at the 1.5-dihydroxy naphthlene crude product of 30-50%, add 2-5 water doubly, drop into reactor, stir 1 hour at temperature 25-35 DEG C, press filtration again, obtain the 1.5-dihydroxy naphthlene of water content at 30-50%, purity 96-97.9%, press filtration mother liquid recycle to be hydrolyzed reaction to step 3.
Advantageous effect of the present invention is: the product purity that stupid method is produced is high, and 1,5-dihydroxy naphthlene crude product purity is more than 97.5%.Good product quality, is filtered by acidifying half rear decoloring, makes in product not containing insoluble impurity.By adding catalyzer, making product not easily deterioration by oxidation, improve outward appearance and the content of product.Mother liquor can repeat to apply mechanically, and makes this technique not produce waste water.
Embodiment
Embodiment one:
1. in the molten still of alkali, drop into sodium hydroxide 400kg, be warmed up to 290 DEG C of 14kg1.5-naphthalene disulfonic acid sodium salts, drop into 14kg1.5-naphthalene disulfonate every 5min, altogether 280kg1.5-naphthalene disulfonate;
2. in 300 DEG C of insulated and stirred 2 hours after finishing;
3. be incubated rear 2000kg tap water hydrolysis reaction.
4. cool to 55 DEG C, the sulfuric acid adding 560kg50% carries out acidification reaction, and during acidifying, temperature is no more than 60 DEG C, adds the gac of 0.56kg after 560kg50% sulfuric acid adds again, then adds 280 grams of inorganic salts catalyzer, stirs after 8 minutes and filters;
5. add the sulfuric acid of 560kg50% in filtrate again, be acidified to PH=3, carry out press filtration and obtain 1.5-dihydroxy naphthlene, moisture content 35%, purity 97.5%;
6. press filtration mother liquor is cooled to 13 DEG C. centrifugal sal glauberi and centrifuge mother liquor 1200kg
7. by water content be 35% 1.5-dihydroxy naphthlene crude product add reactor together with the water of 4 times, 30 DEG C stir 1 hour again press filtration obtain the 1.5-dihydroxy naphthlene of press filtration mother liquor 960kg and purity 97.9%, water content 36%.
Example two:
1. in the molten still of alkali, drop into sodium hydroxide 400kg, be warmed up to 300 DEG C of 14kg1.5-naphthalene disulfonic acid sodium salts, drop into 14kg1.5-naphthalene disulfonate every 5min, altogether 280kg.
2. in 305 DEG C of insulated and stirred 2 hours after finishing;
3. centrifuge mother liquor 1200kg and press filtration mother liquor 960kg hydrolysis reaction that rear embodiment one obtains have been incubated;
4. cool to 55 DEG C, the sulfuric acid adding 560kg50% carries out acidification reaction, and during acidifying, temperature is no more than 60 DEG C, adds the gac of 0.56kg after 560kg50% sulfuric acid adds again, then adds 200 grams of inorganic salts catalyzer, stirs after 8 minutes and filters;
5. add the sulfuric acid of 560kg50% in filtrate again, be acidified to PH3, carry out press filtration and obtain 1.5-dihydroxy naphthlene, moisture content 35%, purity 97.5%;
6. press filtration mother liquor is cooled to 15 DEG C. centrifugal sal glauberi and centrifuge mother liquor 1050kg;
7. by water content be 35% 1.5-dihydroxy naphthlene crude product add reactor together with the water of 4 times, 30 DEG C stir 1 hour again press filtration obtain the 1.5-dihydroxy naphthlene of press filtration mother liquor 1020kg and purity 97.8%, water content 36%.
Claims (6)
1. the production method of a dihydroxy naphthlene, is characterized in that: take off the raw material stating weight proportion: 10 parts, sodium hydroxide, water content 3-10%1.5-naphthalene disulfonate 5-8 part, by above-mentioned raw materials according to the following steps:
Step one: drop into sodium hydroxide in alkali fusion reactor, be heated to 260-320 DEG C; Stir the lower water content that slowly evenly drops at 3-10%1.5-naphthalene disulfonate;
Step 2: after feeding intake, control temperature was 300-320 DEG C of reaction 2 hours;
Step 3: to be hydrolyzed reaction with the press filtration mother liquor that the tap water of 1500-2200kg or upper batch step 6 centrifuge mother liquor and step 7 obtain;
Step 4: be hydrolyzed rear reduction reactor temperature, when temperature drops to 30-70 DEG C; Slowly use the sulfuric acid acidation of 40-60%, consumption is 2.5-3 times of amount of sodium hydroxide used, first adds 1/2nd of above-mentioned sulfuric acid amount;
Step 5: the gac and the 1% inorganic salts catalyzer that add 2% of 1.5-naphthalene disulfonate weight in reaction solution, decolorization filtering, when filtrate uses the sulfuric acid acidation of 1/2nd 50% of remainder again to PH=3-6, press filtration again, obtain purity 95-97.8%, water content is at the 1.5-dihydroxy naphthlene crude product of 30-50% and press filtration mother liquor
Step 6: be cooled to by press filtration mother liquor temperature to be 10-15 DEG C, centrifugal sal glauberi and centrifuge mother liquor; Centrifuge mother liquor cover is used step 3 to be hydrolyzed reaction;
Step 7: the water content obtained is at the 1.5-dihydroxy naphthlene crude product of 30-50%, add 2-5 water doubly, drop into reactor, stir 1 hour at temperature 25-35 DEG C, press filtration again, obtain the 1.5-dihydroxy naphthlene of water content at 30-50%, purity 96-97.9%, press filtration mother liquid recycle to be hydrolyzed reaction to step 3.
2. according to claim 1 a kind of 1, the production method of 5-dihydroxy naphthlene, it is characterized in that: in alkali fusion reactor, drop into sodium hydroxide in step one, be heated to 290-300 DEG C, stir the lower slowly uniform water content that drops at 3-10%1.5-naphthalene disulfonate.
3. the production method of a kind of 1,5-dihydroxy naphthlene according to claim 1, is characterized in that: after feeding intake in step 2, control temperature was 310-315 DEG C of reaction 2 hours.
4. the production method of a kind of 1,5-dihydroxy naphthlene according to claim 1, is characterized in that: to be hydrolyzed reaction with the tap water of 1800-2000kg in step 3.
5. the production method of a kind of 1,5-dihydroxy naphthlene according to claim 1, is characterized in that: be hydrolyzed rear reduction reactor temperature in step 4, when temperature drops at 50-60 DEG C.Add 50-55% sulfuric acid acidation at leisure, consumption is 2.5-3 times of amount of sodium hydroxide used.
6. the production method of a kind of 1,5-dihydroxy naphthlene according to claim 1, is characterized in that: when in step 5, sulfuric acid acidation is to PH=3, then press filtration.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201610028558.XA CN105503532A (en) | 2016-01-17 | 2016-01-17 | Production method of 1,5-dihydroxy naphthlene |
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| CN201610028558.XA CN105503532A (en) | 2016-01-17 | 2016-01-17 | Production method of 1,5-dihydroxy naphthlene |
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| CN201610028558.XA Pending CN105503532A (en) | 2016-01-17 | 2016-01-17 | Production method of 1,5-dihydroxy naphthlene |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108299162A (en) * | 2018-01-22 | 2018-07-20 | 南通柏盛化工有限公司 | A kind of preparation process of synthesis 2,6- dihydroxy naphthlenes |
| CN111116319A (en) * | 2019-12-17 | 2020-05-08 | 枣庄市泰瑞精细化工有限公司 | Synthesis and refining method of high-purity 1, 6-dihydroxynaphthalene |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102442888A (en) * | 2011-11-10 | 2012-05-09 | 丹东深兰化工有限公司 | Method for producing 1,5-dihydroxy naphthalene |
-
2016
- 2016-01-17 CN CN201610028558.XA patent/CN105503532A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102442888A (en) * | 2011-11-10 | 2012-05-09 | 丹东深兰化工有限公司 | Method for producing 1,5-dihydroxy naphthalene |
Non-Patent Citations (2)
| Title |
|---|
| 孟明扬，马瑛: "高纯度1,5-二羟基萘的合成", 《精细与专用化学品》 * |
| 许文友: "1，5－二羟基萘的合成", 《陕西化工》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108299162A (en) * | 2018-01-22 | 2018-07-20 | 南通柏盛化工有限公司 | A kind of preparation process of synthesis 2,6- dihydroxy naphthlenes |
| CN108299162B (en) * | 2018-01-22 | 2021-01-12 | 南通柏盛化工有限公司 | Preparation process for synthesizing 2, 6-dihydroxynaphthalene |
| CN111116319A (en) * | 2019-12-17 | 2020-05-08 | 枣庄市泰瑞精细化工有限公司 | Synthesis and refining method of high-purity 1, 6-dihydroxynaphthalene |
| CN111116319B (en) * | 2019-12-17 | 2023-02-03 | 枣庄市泰瑞精细化工有限公司 | Synthesis and refining method of 1, 6-dihydroxynaphthalene |
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