CN103214350A - Preparation method of chloroxylenol - Google Patents
Preparation method of chloroxylenol Download PDFInfo
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- CN103214350A CN103214350A CN2013101229085A CN201310122908A CN103214350A CN 103214350 A CN103214350 A CN 103214350A CN 2013101229085 A CN2013101229085 A CN 2013101229085A CN 201310122908 A CN201310122908 A CN 201310122908A CN 103214350 A CN103214350 A CN 103214350A
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
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Abstract
The invention discloses a preparation method of chloroxylenol, which comprises the following steps of: putting 3, 5-xylenol, a chlorinated succinimide chlorating agent, a carbon tetrachloride solvent and a catalyst into a reaction kettle in a certain proportion, and carrying out reaction for a period of time at a certain temperature; after the reaction is completed, carrying out cooling, crystallization, suction filtering and washing on a solution, extracting most of the carbon tetrachloride solvent through evaporation, and carrying out cooling, crystallization, suction filtering and washing on the obtained object so as to obtain a coarse chloroxylenol product; and carrying out recrystallization on the coarse chloroxylenol product by using chloroform, carrying out activated carbon decoloration on the product, and drying the obtained product so as to obtain white chloroxylenol crystals. The preparation method disclosed by the invention is mild in reaction conditions; the direct utilization of chlorine is avoided, therefore, the method is good in safety, less in side effects, and easy to realize purification; only a small amount of catalyst is required, therefore, the production cost is low; and the method is simple in post-processing, less in pollution, high in yield, energy-saving, and environment-friendly.
Description
Technical field
The present invention relates to a kind of preparation method of chlorxylone.
Background technology
Parachlormetaxylenol is a kind of international sterilizing agent, safely, efficiently, the antimildew and antibacterial agent of wide spectrum, can kill 160 various bacteria, virus, mould and fungi etc., non-stimulated, and have no drug resistance, be the first-selected germ killing drugs of assert through united states drug food control office, comprise that the international major company of dripping in being exposed at is all using always.Little because of its toxic side effect, pungency is little, can directly contact individuals such as being widely used in thimerosal, clothing bacteria-removing liquid, Women's washing lotion with skin washes and protect in the articles for use.Also can be used as sanitas and mould inhibitor and be used for industrial circles such as glue, coating, paint, weaving, leather, papermaking.Because chlorxylone has excellent sterilization and anti-corrosion function, its development prospect optimism, market potential is huge.About synthesizing of chlorxylone, adopting with an xylenol mostly is raw material, and aluminum chloride, cuprous chloride etc. is a catalyzer, and chlorine or dichloro sulfonyl are that the method for chlorizating agent prepares.When being chlorizating agent with chlorine, use tetracol phenixin etc. to be solvent, use expensive catalysts, have side reaction to take place, cost is higher, and environmental pollution is bigger.When being chlorizating agent with the dichloro sulfonyl, used expensive catalysts and chlorizating agent, production cost is higher, be difficult to accomplish scale production, and reaction has side reaction to take place.Therefore, select suitable chlorizating agent and the involutory one-tenth chlorxylone of reaction conditions extremely important.
Summary of the invention
The objective of the invention is to: a kind of preparation method of chlorxylone is provided, this preparation method's yield height, side reaction is few, is easy to purifying.
Technical solution of the present invention is: drop into 3 of certain proportioning in reactor, 5-xylenol, chlorosuccinimide chlorizating agent, carbon tetrachloride solvent and catalyzer, certain temperature reaction for some time; Reaction finishes, and with solution cooling, crystallization, suction filtration, wash, steam most of solvent tetracol phenixin, cooling, crystallization, suction filtration, washs, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the chlorxylone white crystal; Wherein, catalyzer is a kind of in aluminum chloride, iron trichloride, zinc chloride, tin tetrachloride, cuprous chloride, the cuprous iodide, between the mass ratio of xylenol, chlorosuccinimide and catalyzer be 1:1.09-1.42:0.02-0.07, temperature 70-80 ℃ of reaction 60-100min.
The present invention has the following advantages: 1, reaction avoids directly using chlorine, and security is good; 2, reaction conditions gentleness, side reaction is few, is easy to purifying, the yield height; 3, reaction is polluted and is lacked, and aftertreatment is simple, easy handling.
Embodiment
Further specify technical solution of the present invention below in conjunction with specific embodiment, these embodiment can not be interpreted as it is restriction to technical scheme.
Embodiment 1: xylenol 12g, chlorosuccinimide 13.08g, tetracol phenixin 100g and catalyzer aluminum chloride 0.24g between adding in reactor, temperature 70-80 ℃ of reaction 60min; Reaction finishes, and solution is cooled off, filters, washs, steams most of solvent tetracol phenixin, places crystallization, filters, washs, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the white crystal 9.8g of chlorxylone, yield 64%.
Embodiment 2: xylenol 12g, chlorosuccinimide 14.4g, tetracol phenixin 120g and catalyzer iron trichloride 0.36g between adding in reactor, temperature 70-80 ℃ of reaction 70min; Reaction finishes, and solution is cooled off, filters, washs, steams most of solvent tetracol phenixin, places crystallization, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the white crystal 10.5g of chlorxylone, yield 69%.
Embodiment 3: xylenol 12g, chlorosuccinimide 15.3g, tetracol phenixin 140g and catalyzer zinc chloride 0.48g between adding in reactor, temperature 70-80 ℃ of reaction 80min; Reaction finishes, and solution is cooled off, filters, washs, steams most of solvent tetracol phenixin, places crystallization, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the white crystal 11.9g of chlorxylone, yield 78%.
Embodiment 4: xylenol 12g, chlorosuccinimide 15.3g, tetracol phenixin 120g and catalyzer tin tetrachloride 0.60g between adding in reactor, temperature 70-80 ℃ of reaction 90min; Reaction finishes, and solution is cooled off, filters, washs, steams most of solvent tetracol phenixin, places crystallization, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the white crystal 13.1g of chlorxylone, yield 86%.
Embodiment 5: xylenol 12g, chlorosuccinimide 15.7g, tetracol phenixin 140g and catalyzer cuprous chloride 0.72g between adding in reactor, temperature 70-80 ℃ of reaction 100min; Reaction finishes, and solution is cooled off, filters, washs, steams most of solvent tetracol phenixin, places crystallization, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the white crystal 12.7g of chlorxylone, yield 83%.
Embodiment 6: xylenol 12g, chlorosuccinimide 17.04g, tetracol phenixin 160g and catalyzer cuprous iodide 0.84g between adding in reactor, temperature 70-80 ℃ of reaction 80min; Reaction finishes, and solution is cooled off, filters, washs, steams most of solvent tetracol phenixin, places crystallization, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the white crystal 11.1g of chlorxylone, yield 73%.
Claims (1)
1. the preparation method of chlorxylone is characterized in that: drop into 3 of certain proportioning in reactor, 5-xylenol, chlorosuccinimide chlorizating agent, carbon tetrachloride solvent and catalyzer, certain temperature reaction for some time; Reaction finishes, and with solution cooling, crystallization, suction filtration, wash, steam most of solvent tetracol phenixin, cooling, crystallization, suction filtration, washs, obtains the chlorxylone crude product; Use the chloroform recrystallization again, activated carbon decolorizing, drying obtains the chlorxylone white crystal; Wherein, catalyzer is a kind of in aluminum chloride, iron trichloride, zinc chloride, tin tetrachloride, cuprous chloride, the cuprous iodide, between the mass ratio of xylenol, chlorosuccinimide and catalyzer be 1:1.09-1.42:0.02-0.07, temperature 70-80 ℃ of reaction 60-100min.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201310122908.5A CN103214350B (en) | 2013-04-10 | 2013-04-10 | Preparation method of chloroxylenol |
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| CN201310122908.5A CN103214350B (en) | 2013-04-10 | 2013-04-10 | Preparation method of chloroxylenol |
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| CN103214350A true CN103214350A (en) | 2013-07-24 |
| CN103214350B CN103214350B (en) | 2015-04-01 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105037104A (en) * | 2015-06-02 | 2015-11-11 | 铜陵市恒兴化工有限责任公司 | Preparation method of 4-chloro-3,5-dimethylphenol |
| CN109081772A (en) * | 2018-08-06 | 2018-12-25 | 江苏焕鑫新材料股份有限公司 | A kind of technique and device effectively improving the chloro- 3,5- xylenol chlorination reaction production efficiency of 4- |
-
2013
- 2013-04-10 CN CN201310122908.5A patent/CN103214350B/en active Active
Non-Patent Citations (2)
| Title |
|---|
| 郑宾国等: "有机卤代反应中高效卤化剂的应用及发展", 《天然气化工》 * |
| 魏文珑等: "对氯间二甲酚合成新工艺", 《应用化工》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105037104A (en) * | 2015-06-02 | 2015-11-11 | 铜陵市恒兴化工有限责任公司 | Preparation method of 4-chloro-3,5-dimethylphenol |
| CN109081772A (en) * | 2018-08-06 | 2018-12-25 | 江苏焕鑫新材料股份有限公司 | A kind of technique and device effectively improving the chloro- 3,5- xylenol chlorination reaction production efficiency of 4- |
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| CN103214350B (en) | 2015-04-01 |
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Effective date of registration: 20171115 Address after: Magi Road, Changshou City high tech Industrial Development Zone, Suzhou City, Jiangsu Province, No. 88 215501 Patentee after: Changshu Zijin Intellectual Property Service Co., Ltd. Address before: 223300 Huaian Changjiang Road, Huaiyin District, Jiangsu, No. 111 Patentee before: Huaiyin Normal College |
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