CN101497558A - Method for preparing resorcin by hydrolyzing m-phenylenediamine - Google Patents
Method for preparing resorcin by hydrolyzing m-phenylenediamine Download PDFInfo
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- CN101497558A CN101497558A CNA2008100596777A CN200810059677A CN101497558A CN 101497558 A CN101497558 A CN 101497558A CN A2008100596777 A CNA2008100596777 A CN A2008100596777A CN 200810059677 A CN200810059677 A CN 200810059677A CN 101497558 A CN101497558 A CN 101497558A
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Abstract
The invention discloses a method for preparing hydroxyphenol by hydrolysis of m-phenylenediamine. The method is to place the m-phenylenediamine in a hydrolysis reaction kettle to be hydrolyzed under an acidic condition so as to prepare the hydroxyphenol, wherein a Teflon PFA material is lined on the inner wall of the hydrolysis reaction kettle. One time investment for hydrolysis main equipment can be reduced to one half of a reaction device which uses Monel metal, hastelloy alloy, a zirconium material and the like as lining materials through adopting the Teflon PFA to replace the Monel metal, the hastelloy alloy, a tantalum material, the zirconium material and the like as the lining material of the hydrolysis reaction kettle.
Description
(1) technical field
The present invention relates to a kind of method of preparing resorcin by hydrolyzing m-phenylenediamine.
(2) background technology
Resorcinol is a kind of important Organic Chemicals, is widely used in gum cement, synthetic resins, dyestuff, sanitas, medicine and fields such as chemical analysis reagent and sensitive materials.
The suitability for industrialized production of Resorcinol has realized bigger breakthrough at present, has carried out the transition to a new historical development stage---mphenylenediamine hydrolysis method by former benzene sulfonated alkali fusion method, m-Diisopropylbenzene oxidation style on the technology.The general production stage of hydrolysis preparation method is: under the condition of an acidic catalyst, Resorcinol is joined in the aqueous solution, the reaction that is hydrolyzed of control certain temperature range, the intact back of hydrolysis organic solvent extraction Resorcinol, obtain the Resorcinol product by rectifying separation again, as the technology of Resorcinol continuous hydrolysis has been described in patent 200611139803.3 and the patent 200710019561.6 etc., but because this technology is to carry out under High Temperature High Pressure and acidic conditions, the material that chemical industry equipment is commonly used can't meet the demands at all, even employing stainless steel, the titanium material, may a batch of production all not have yet, equipment has just been scrapped, and for this reason, existing hydrolysis prepares in the Resorcinol technology, usually adopt tantalum, precious metal such as zirconium and alloy thereof material makes the explained hereafter cost greatly increase; Mention reactor among patent 200611139803.3 embodiment, but common tetrafluoro kind mostly can not the high temperature of withstand long term exposure more than 230 ℃ with the tetrafluoro liner.
(3) summary of the invention
The technical problem to be solved in the present invention is to provide a kind of method of preparing resorcin by hydrolyzing m-phenylenediamine, adopt a kind of energy to substitute the equipment of precious metal materials such as tantalum, zirconium and alloy thereof, to satisfy the technology of preparing resorcin by hydrolyzing m-phenylenediamine, reduce production costs.
The preparation method of Resorcinol of the present invention, be that mphenylenediamine is placed in the hydrolytic reaction pot, hydrolysis prepares Resorcinol under acidic conditions, and described hydrolytic reaction pot is the reactor that inwall is lined with the Teflon material, the preferred Teflon PFA of described Teflon material.Teflon material described in the present invention, be to be the fluorine material of matrix resin with the tetrafluoroethylene, described Teflon PFA, be meant tetrafluoroethylene-perfluorinated alkoxy vinyl ether copolymer, claim Meltability polytetrafluorethyletubular again, compare common tetrafluoroethylene, can under higher temperature, use continuously, and can keep higher physical strength.
Teflon material described in the present invention is bonding by high-temperature adhesives and hydrolysis kettle primary device.Described high-temperature adhesives can be fluorinated adhesive, as G-2 type, FJ-001 and FT-99 type on the market.
Described hydrolytic reaction pot comprises cylindrical tube, manhole, opening for feed and the discharge port of liner 3-6mmPFA material.
Described Resorcinol prepares in an above highly pressured hydrolysis reactor, described preparation method is as follows: sulfuric acid, water and mphenylenediamine are joined in the hydrolytic reaction pot by certain proportioning, mix, described reaction mass feeds intake amount of substance than mphenylenediamine: 98% sulfuric acid: water is 1:1.9-2.3:40-120, the control hydrolysis temperature is at 200-240 ℃, hydrolysis kettle pressure is 2.0-2.5MPa, and hydrolysis time is 3-6 hour, and hydrolysis is transferred to centrifugal station with hydrolyzed solution after finishing; Hydrolyzed solution is extracted with organic solvent, be layered as water and organic phase, water obtains byproduct of ammonium sulfate behind condensing crystal, and organic phase obtains the Resorcinol finished product after desolventizing, rectifying.
Concrete, described preparation method carries out according to following steps:
(1) preparation of mphenylenediamine sulfuric acid mixture liquid: sulfuric acid, water, mphenylenediamine are mixed according to a certain percentage (mphenylenediamine: 98% sulfuric acid: water three's amount of substance is than being 1:1.9-2.3:40-120), it is fully dissolved, mix.
(2) hydrolysis: mixed solution enters interchanger after promoting with pump after metering, heat the laggard hydrolysis kettle of going into, and hydrolysis temperature is controlled 200-240 ℃, and hydrolysis kettle pressure is 2.0-2.5MPa, and hydrolysis time is 3-6 hour.Hydrolysis finishes the back hydrolyzed solution is transferred to treatment and finishing section.
(3) aftertreatment: hydrolyzed solution and N-BUTYL ACETATE (hydrolyzed solution is 1:3.0-4.5 with the weight ratio of N-BUTYL ACETATE) according to a certain percentage mix, layering obtains organic phase and water then, water obtains byproduct of ammonium sulfate behind condensing crystal, organic phase obtains the Resorcinol finished product after desolventizing, rectifying.
The product purity that above-mentioned preparation method makes reaches 99.9%, and yield is more than 85%.
Compared with prior art, the present invention improves the processing unit that the mphenylenediamine direct hydrolysis prepares Resorcinol, abandoned the way of precious metal such as hydrolytic reaction pot liner zirconium in the existing processing unit and alloy thereof, but the PFA material is applied to the liner of hydrolytic reaction pot, satisfy manufacturing technique requirent by optimizing hydrolysising reacting temperature, than in the report low 10～20 ℃ of temperature of reaction.
In addition, the price of the zirconium material on the market, tantalum material, Hastelloy, Monel metal is all high than the price of PFA, single disposable input with regard to equipment, the reactor that uses box hat liner PFA material is than using above alloy to save more to many fund input, can make the one-time investment of hydrolysis main equipment be decreased to above-mentioned use alloy reaction unit 1/2nd, and the PFA material is continuous life-time service under High Temperature High Pressure, still can keep higher physical strength.
(4) description of drawings
Fig. 1 is the structure iron of hydrolytic reaction pot of the present invention.
Two hydrolysis kettle series connection mphenylenediamine continuous hydrolysis that Fig. 2 is adopted for the embodiment of the invention 1 prepare the schema of Resorcinol, and R001, R002 are hydrolysis kettle, and E003 is an interchanger, and P001 is a fresh feed pump.
(5) embodiment
Further explain technical scheme of the present invention with specific embodiment below, but protection scope of the present invention is not limited thereto:
Use hydrolysis kettle equipment liner Teflon PFA to be du pont company production in the embodiment of the invention.
Embodiment 1:
With reference to accompanying drawing 1
(1) preparation of mphenylenediamine sulfuric acid mixture liquid: with sulfuric acid, water, mphenylenediamine according to a certain percentage (mphenylenediamine: 98% sulfuric acid: the amount of substance of water is than being 1:1.9-2.3:40-120) mix.It is fully dissolved, mix.
(2) hydrolysis: mixed solution enters interchanger after promoting with pump after metering, heat the laggard hydrolysis kettle of going into, and hydrolysis temperature is controlled 200～240 ℃, and hydrolysis kettle pressure is 2.0～2.5MPa, and hydrolysis time is 3-6 hour.Hydrolysis finishes the back hydrolyzed solution is transferred to treatment and finishing section.
(3) aftertreatment: hydrolyzed solution and N-BUTYL ACETATE (hydrolyzed solution is 1:3.0-4.5 with the weight ratio of butyl ester) according to a certain percentage mix, layering obtains organic phase and water then, water obtains byproduct of ammonium sulfate behind condensing crystal, organic phase obtains the Resorcinol finished product after desolventizing, rectifying, product purity is 99.9%, and yield is more than 85%.
Claims (5)
1, a kind of method of preparing resorcin by hydrolyzing m-phenylenediamine, it is characterized in that described method is that mphenylenediamine is placed in the hydrolytic reaction pot, hydrolysis prepares Resorcinol under acidic conditions, and described hydrolytic reaction pot is the reactor that inwall is lined with Teflon PFA material.
2, the method for preparing resorcin by hydrolyzing m-phenylenediamine as claimed in claim 1 is characterized in that the inwall of described hydrolytic reaction pot is lined with 3-6mm Teflon PFA material.
3, the method for preparing resorcin by hydrolyzing m-phenylenediamine as claimed in claim 1 is characterized in that described hydrolytic reaction pot inwall is with Teflon PFA material and hydrolytic reaction pot is bonding makes with high-temperature adhesives.
4, the method of preparing resorcin by hydrolyzing m-phenylenediamine as claimed in claim 1, it is characterized in that described Resorcinol is preparing in the placed in-line hydrolytic reaction pot more than one, described preparation method is as follows: with sulfuric acid, water and mphenylenediamine join in the hydrolytic reaction pot by certain proportioning, mix, described reaction mass feeds intake amount of substance than mphenylenediamine: 98% sulfuric acid: water is 1:1.9-2.3:40-120, the control hydrolysis temperature is at 200-240 ℃, hydrolysis kettle pressure is 2.0～2.5MPa, hydrolysis time is 3-6 hour, and hydrolysis is transferred to centrifugal station with hydrolyzed solution after finishing; Hydrolyzed solution is extracted with organic solvent, be layered as water and organic phase, water obtains byproduct of ammonium sulfate behind condensing crystal, and organic phase obtains the Resorcinol finished product after desolventizing, rectifying.
5, the method for preparing resorcin by hydrolyzing m-phenylenediamine as claimed in claim 4 is characterized in that described Resorcinol is preparing in the placed in-line hydrolytic reaction pot more than one or two, and described preparation method carries out according to following steps:
(1) preparation of mphenylenediamine sulfuric acid mixture liquid: with sulfuric acid, water, mphenylenediamine by mphenylenediamine: 98% sulfuric acid: water three's amount of substance makes it fully dissolve in fresh feed pump than feeding intake for 1:1.9-2.3:40-120, mixes;
(2) hydrolysis: mixed solution promotes with pump and enters interchanger after metering, heat the laggard hydrolysis kettle of going into, 200-240 ℃ of hydrolysis temperature control, and hydrolysis kettle pressure is 2.0-2.5MPa, and hydrolysis time is 3-6 hour, and hydrolysis finishes then hydrolyzed solution to be transferred to treatment and finishing section;
(3) aftertreatment: hydrolyzed solution and N-BUTYL ACETATE are by weight for 1:3.0-4.5 mixes, and layering obtains organic phase and water then, and water obtains byproduct of ammonium sulfate behind condensing crystal, and organic phase obtains the Resorcinol finished product after desolventizing, rectifying.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102911018A (en) * | 2011-08-04 | 2013-02-06 | 浙江龙盛化工研究有限公司 | Method for separating phenol-containing organic substances from m-phenylenediamine acidic hydrolysate |
| CN103304380A (en) * | 2013-04-27 | 2013-09-18 | 中国中化股份有限公司 | Production process for continuously hydrolyzing and producing hydroquinone through multi-kettles in series |
| CN103360266A (en) * | 2013-07-19 | 2013-10-23 | 江苏科圣化工机械有限公司 | Method for co-production of aramid fiber scale m-phenylenediamine and resorcinol |
| CN109856038A (en) * | 2019-01-23 | 2019-06-07 | 国核宝钛锆业股份公司 | A kind of test method accelerating zircaloy homogeneous corrosion |
| KR102562980B1 (en) | 2022-10-25 | 2023-08-03 | 티케이지휴켐스 주식회사 | The method for producing resorcinol from meta-phenylenediamine using non-corrosive catalyst |
-
2008
- 2008-02-01 CN CNA2008100596777A patent/CN101497558A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102911018A (en) * | 2011-08-04 | 2013-02-06 | 浙江龙盛化工研究有限公司 | Method for separating phenol-containing organic substances from m-phenylenediamine acidic hydrolysate |
| CN102911018B (en) * | 2011-08-04 | 2015-05-20 | 浙江龙盛化工研究有限公司 | Method for separating phenol-containing organic substances from m-phenylenediamine acidic hydrolysate |
| CN103304380A (en) * | 2013-04-27 | 2013-09-18 | 中国中化股份有限公司 | Production process for continuously hydrolyzing and producing hydroquinone through multi-kettles in series |
| CN103304380B (en) * | 2013-04-27 | 2015-08-26 | 中国中化股份有限公司 | Multi-floating bodies continuous hydrolysis produces the production technique of Resorcinol |
| CN103360266A (en) * | 2013-07-19 | 2013-10-23 | 江苏科圣化工机械有限公司 | Method for co-production of aramid fiber scale m-phenylenediamine and resorcinol |
| CN103360266B (en) * | 2013-07-19 | 2015-04-22 | 江苏科圣化工机械有限公司 | Method for co-production of aramid fiber scale m-phenylenediamine and resorcinol |
| CN109856038A (en) * | 2019-01-23 | 2019-06-07 | 国核宝钛锆业股份公司 | A kind of test method accelerating zircaloy homogeneous corrosion |
| CN109856038B (en) * | 2019-01-23 | 2022-01-18 | 国核宝钛锆业股份公司 | Test method for accelerating uniform corrosion of zirconium alloy |
| KR102562980B1 (en) | 2022-10-25 | 2023-08-03 | 티케이지휴켐스 주식회사 | The method for producing resorcinol from meta-phenylenediamine using non-corrosive catalyst |
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Application publication date: 20090805 |