CN101205192A - Method for preparing 1,3-di(4-amino-benzene oxygen) benzene - Google Patents
Method for preparing 1,3-di(4-amino-benzene oxygen) benzene Download PDFInfo
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- CN101205192A CN101205192A CNA2007101722768A CN200710172276A CN101205192A CN 101205192 A CN101205192 A CN 101205192A CN A2007101722768 A CNA2007101722768 A CN A2007101722768A CN 200710172276 A CN200710172276 A CN 200710172276A CN 101205192 A CN101205192 A CN 101205192A
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Abstract
The invention relates to a method for preparing the 1, 3-dual (4-aminophenoxy) benzene, which belongs to the technical field of the chemical engineering of materials. The 1, 3-dual (4-nitrophenoxy) benzene is subject to the catalytic hydrogenation reaction in the catalysts and mixed solvents and the high-content 1, 3-dual (4-aminophenoxy) benzene is obtained after the mixture is simply treated. The invention is characterized in that the invention has low production cost, few environmental contaminations, good product quality, high yield, strong market competitiveness and is easier to be industrially popularized and applied due to the adoption of the catalytic hydrogenation process.
Description
Affiliated technical field
The present invention relates to a kind of preparation 1, the method for two (4-amino-benzene oxygen) benzene of 3-belongs to the chemical engineering of materials technical field.
Background technology
1, two (4-amino-benzene oxygen) benzene of 3-are material type monomer products of a kind of excellent property, are mainly used in preparation aromatic polyamic acid resin and corresponding fields such as soluble polyimide resin thereof.
It is reported that at present domestic 1, the suitability for industrialized production producer of two (4-amino-benzene oxygen) benzene of 3-is mostly with iron powder or with palladium charcoal-hydrazine hydrate reduction system, this method of reducing in process of production can to environment etc. work the mischief or cost too high.
Summary of the invention
In order to overcome 1, the deficiency of two (4-amino-benzene oxygen) the benzene industrialized preparing process of 3-, the purpose of this invention is to provide that a kind of production cost is low, aftertreatment is simple, low in the pollution of the environment, good product quality, preparation 1 that yield is high, the method of two (4-amino-benzene oxygen) benzene of 3-more helps industry and promotes.
The present invention solves technology and the scheme that its technical problem adopts: a kind of preparation 1, the method of two (4-amino-benzene oxygen) benzene of 3-, has following technical process: by 1, two (4-nitrophenoxy) benzene of 3-carry out catalytic reduction reaction in Pd/C catalyzer (palladium carbon catalyst) and mixed solvent, through handling, obtain high-load 1, two (4-amino-benzene oxygen) benzaldehyde products of 3-.
As preferably: described preparation 1, the method for two (4-amino-benzene oxygen) benzene of 3-has following technical process: in high-pressure reaction pot, add 1, two (4-nitrophenoxy) benzene of 3-, mixed solvent and Pd/C catalyzer, heat temperature raising carries out catalytic reduction reaction, after question response finishes, filter, isolate the Pd/C catalyzer, filtrate is through handling, obtain high-load 1, two (4-amino-benzene oxygen) benzaldehyde products of 3-.
As preferably: described catalytic dehydrogenating reaction carries out under ℃ condition of T=50～150.
As preferably: the content of Pd is 0.5%-10% in the described Pd/C catalyzer.
As preferably: the content of Pd is 3%-10% in the described Pd/C catalyzer.
As preferably: described mixed solvent be methyl alcohol and dimethyl formamide or ethanol and dimethyl formamide,
Methyl alcohol and N,N-DIMETHYLACETAMIDE or ethanol and N,N-DIMETHYLACETAMIDE equal solvent.
As preferably: described mixed solvent is methyl alcohol and dimethyl formamide or ethanol and dimethyl formamide.
As preferably: described mixed solvent is methyl alcohol and dimethyl formamide.
Reaction equation of the present invention is:
The invention has the beneficial effects as follows that the present invention prepares 1, the method for two (4-amino-benzene oxygen) benzene of 3-has following advantage:
1, production cost is low: the precious metals pd of use/C catalyzer and mixed solvent be the energy recycled all, greatly reduces production cost.
2, use this catalyzer to carry out dehydrogenation reaction, relatively be fit to suitability for industrialized production.
Production cost of the present invention is low, and environmental pollution is little, good product quality, and the yield height, the market competitiveness is strong, easily carries out industry and applies.
Explanation
Be that the present invention is further described for embodiment below.
Embodiment
Embodiment 1:
In the autoclave of 100L band whipping appts, drop into 15kg 1, two (4-nitrophenoxy) benzene of 3-, 0.5kg Pd content are the mixed solvent (mass ratio 1: 1) of 5% Pd/C catalyzer (palladium carbon catalyst), 50kg methyl alcohol and dimethyl formamide, feeding steam heating to the reactor interlayer heats up, open and stir, under ℃ condition of T=50～60, carry out catalytic hydrogenation reaction.After hydrogenation reaction finishes, filter, isolate the Pd/C catalyzer, capable of circulation the applying mechanically of isolated Pd/C catalyzer, the filtrate after the separation is evacuated in the 100L crystallization kettle, cooling, separate out crystallization, filter, oven dry obtains finished product 11kg, molar yield is 88.4%, content: 〉=99.0%, filtrate can be applied mechanically after simple distillation.
Embodiment 2:
Other conditions are identical with embodiment 1, just methyl alcohol and dimethyl formamide mixed solvent changed into ethanol and dimethyl formamide.Obtain product 10.5kg, molar yield is 84.4%, content: 〉=99.0%.
Claims (8)
- Prepare 1 1.-plant, the method for two (4-amino-benzene oxygen) benzene of 3-is characterized in that having following technical process: by 1, two (4-nitrophenoxy) benzene of 3-carry out in Pd/C catalyzer and mixed solventCatalytic reduction reaction, treated, obtain high-load 1, two (4-amino-benzene oxygen) benzene of 3-.
- 2. preparation 1 according to claim 1, the method for two (4-amino-benzene oxygen) benzene of 3-is characterized in that having following technical process: in reactor, add 1, two (4-nitrophenoxy) benzene of 3-, mixed solvent and Pd/C catalyzer, heat temperature raising, carry out catalytic reduction reaction, question response finishes, and filters, and isolates the Pd/C catalyzer, filtrate suction crystallization kettle, cooling, obtain high-load 1, two (4-amino-benzene oxygen) benzene of 3-.
- 3. preparation 1 according to claim 2, the method for two (4-amino-benzene oxygen) benzene of 3-is characterized in that: described catalytic reduction reaction carries out under the condition of T=50～150 ℃.
- 4. preparation 1 according to claim 2, the method for two (4-amino-benzene oxygen) benzene of 3-, it is characterized in that: the content of Pd is 0.5%～10% in the described Pd/C catalyzer.
- 5. preparation 1 according to claim 4, the method for two (4-amino-benzene oxygen) benzene of 3-, it is characterized in that: the content of Pd is 3%～10% in the described Pd/C catalyzer.
- 6. preparation 1 according to claim 2, the method of two (4-amino-benzene oxygen) benzene of 3-, it is characterized in that: described mixed solvent is methyl alcohol and dimethyl formamide, ethanol and dimethyl formamide, or methyl alcohol and N,N-DIMETHYLACETAMIDE, ethanol and dimethylacetamide solvent.
- 7. preparation 1 according to claim 6, the method for two (4-amino-benzene oxygen) benzene of 3-, it is characterized in that: described mixed solvent is methyl alcohol and dimethyl formamide, ethanol and solvent dimethylformamide.
- 8. preparation 1 according to claim 7, the method for two (4-amino-benzene oxygen) benzene of 3-, it is characterized in that: described mixed solvent is methyl alcohol and solvent dimethylformamide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2007101722768A CN101205192B (en) | 2007-12-14 | 2007-12-14 | Method for preparing 1,3-di(4-amino-benzene oxygen) benzene |
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| Application Number | Priority Date | Filing Date | Title |
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| CN2007101722768A CN101205192B (en) | 2007-12-14 | 2007-12-14 | Method for preparing 1,3-di(4-amino-benzene oxygen) benzene |
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| CN101205192A true CN101205192A (en) | 2008-06-25 |
| CN101205192B CN101205192B (en) | 2011-04-13 |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101591251B (en) * | 2009-06-19 | 2012-07-04 | 东华大学 | Method for preparing 2-tert-butyl-1,4-di(4-amino-2-trifluoromethylphenoxy) benzene |
| CN101560163B (en) * | 2009-05-12 | 2012-08-01 | 东华大学 | Preparation method of 4,4'-bi(2-trifluoromethyl-4-aminophenoxyl)biphenyl |
| CN101486660B (en) * | 2009-02-12 | 2013-04-17 | 东华大学 | Preparation of 2,2-bis[4-(2-trifluoromethyl-4-aminophenoxy)phenyl] propane |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4134147A1 (en) * | 1991-10-16 | 1993-04-22 | Basf Ag | METHOD FOR PRODUCING DINITRO AND DIAMINOPHENOXY COMPOUNDS |
| MY126446A (en) * | 1998-05-13 | 2006-10-31 | Mitsui Chemicals Incorporated | Crystalline polyimide for melt molding having good thermal stability |
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2007
- 2007-12-14 CN CN2007101722768A patent/CN101205192B/en active Active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101486660B (en) * | 2009-02-12 | 2013-04-17 | 东华大学 | Preparation of 2,2-bis[4-(2-trifluoromethyl-4-aminophenoxy)phenyl] propane |
| CN101560163B (en) * | 2009-05-12 | 2012-08-01 | 东华大学 | Preparation method of 4,4'-bi(2-trifluoromethyl-4-aminophenoxyl)biphenyl |
| CN101591251B (en) * | 2009-06-19 | 2012-07-04 | 东华大学 | Method for preparing 2-tert-butyl-1,4-di(4-amino-2-trifluoromethylphenoxy) benzene |
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| CN101205192B (en) | 2011-04-13 |
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Effective date of registration: 20100506 Address after: 224555 Jiangsu Province, Yancheng City Binhai County head Zeng village coastal chemical industry park Applicant after: Jiangsu Sunlight Pharmaceutical Chemical Material Co., Ltd. Address before: 213134 Jiangsu province Changzhou city Wujin district nine Street Benniu town Changzhou City Sunshine Fine Chemical Co. Applicant before: Changzhou Sunlight Medical Raw Material Co., Ltd. |
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