CN103288594B - A kind of ritalin Hydrogenation is for the method for methyl alcohol and ethanol - Google Patents
A kind of ritalin Hydrogenation is for the method for methyl alcohol and ethanol Download PDFInfo
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- CN103288594B CN103288594B CN201310219960.2A CN201310219960A CN103288594B CN 103288594 B CN103288594 B CN 103288594B CN 201310219960 A CN201310219960 A CN 201310219960A CN 103288594 B CN103288594 B CN 103288594B
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Abstract
The present invention relates to the method for a kind of ritalin Hydrogenation for methyl alcohol and ethanol.The method comprises the following steps: mixed with hydrogen by described ritalin, reactor catalyst bed is entered in the mode of gas phase, under the effect of catalyzer, hydrogenation reduction is carried out under temperature of reaction is 200-260 DEG C and reaction pressure is the condition of 1.8-3.0MPa, first cooled by the product of hydrogenation reduction, redistillation obtains methyl alcohol and ethanol.Use the ritalin that the by product purity preparing polyvinyl alcohol is 50-99% directly as raw material in the present invention, production cost is low, and the catalyzer Dichlorodiphenyl Acetate methyl ester hydrogenation reaction of employing has high efficiency, and selectivity is high, and after completion of the reaction, not moisture in product, methyl alcohol and ethanol, through simple distillation and separable, improve the quality of reaction conversion ratio of the present invention and product, and this catalyst life is long, in distillation, gains can be used for lower secondary response, achieve recycled, reach the requirement of Green Chemistry.
Description
Technical field
The present invention relates to a kind of method preparing alcohol, be specifically related to the method for a kind of ritalin Hydrogenation for methyl alcohol and ethanol, belong to technical field of chemical synthesis.
Background technology
Methyl alcohol (molecular formula: CH
4o; English name: methyl alcohol), be the inflammable volatile polar liquid of a kind of water white transparency, the simplest saturated monohydroxy alcohol system of architecture.Methyl alcohol purposes is very extensive, is the Organic Chemicals on basis and the fuel of high-quality.Being mainly used in the field such as fine chemistry industry, plastics, both having can be used to manufacture the multiple organic productss such as formaldehyde, acetic acid, methyl chloride, first ammonia, sulphur dimethyl ester, is also one of agricultural chemicals, medical important source material.Methyl alcohol can be used as a kind of Novel clean-fuel after deep processing, can add gasoline and mix burning.Methyl alcohol and ammonia react can manufacture Monomethylamine.And ethanol is one important in saturated monohydroxy alcohol, it is had many uses, and is widely used in the industries such as food, chemical industry, medicine, fuel, national defence.Ethanol calorific value is lower, the latent heat of vaporization is higher, the capability of antidetonance is good, oxygen level is high, and also can manufacture ethanol petrol as automobile fuel as important clean energy, be called as 21 century " green energy resource ", the same with methyl alcohol, commercially supply falls short of demand.
Pertinent literature at present about combined production of methanol and ethanol has: patent application document (publication number: CN101665408A) discloses a kind of method utilizing dead leaf to prepare methyl alcohol and ethanol, and described method is: gasified by dead leaf, obtains gasification product; Regulate the ratio of carbon-hydrogen in gasification product, reach the ratio of carbon-hydrogen being suitable for synthesizing methanol and ethanol; Adopt chemical reactive synthesis methyl alcohol and ethanol.In the method, gasification product contains toxic gas carbon monoxide, and the productive rate of this Product formation methyl alcohol and ethanol is low.
In addition, in prior art, the preparation method of ethanol mainly contains fermented foodstuff method, and ethene aquation method and carboxylicesters Hydrogenation are for the method for alcohol.But fermented foodstuff method, ethene aquation legal system is too high for the requirement of method to equipment of saturated monohydroxy alcohol, and energy consumption is large, and process loaded down with trivial details, production cost is higher.And had by the pertinent literature of carboxylicesters Hydrogenation for alcohol: 1) patent application document (publication number: CN 102659513A) discloses a kind of acetic ester and produces ethanol the method for selectivity coproduction 2-butanols, employing be with Cu-Zn-M/SiO
2(M is selected from a kind of in Ir, Mn, W, Ru, Zr and more than one compound) is catalyzer, it is 280 ~ 320 DEG C in temperature of reaction, reaction pressure is 1MPa ~ 10MPa, hydrogen ester ratio is 10 ~ 20, liquid hourly is under the condition of 3 ~ 5kg/kgh, acetic ester transformation efficiency is 98%, and it is 3.97% that ethanol selectivity is only 96.03%, 2-butanol selectivity.2) patent application document (publication number: CN 102093162A) discloses a kind of method that acetic ester prepares ethanol, what adopt is for active ingredient with 5 ~ 50% bronze medals, one or more in Zn/Mn/Mo/Co/Mg/Ba element selected by auxiliary agent, be about 1 ~ 10%, carriers selected from silica, it is 300 DEG C in temperature of reaction, under pressure is the condition of 5Mpa, obtains the highest space-time yield and be only 1.55g/(g catalyzer h), ethanol selectivity is only 97%.There is the weak points such as the Catalyst Conversion used is low, and selectivity of product is low, and temperature of reaction is high, and energy consumption is high in these acetic ester process for selective hydrogenation.
Summary of the invention
The present invention is directed to the above-mentioned problems in the prior art, propose a kind of reaction conversion ratio high, the utilization that cost the is low by-product methyl acetate Hydrogenation of preparing polyvinyl alcohol is for the method for methyl alcohol and ethanol.
A kind of ritalin Hydrogenation is for the method for methyl alcohol and ethanol, the method comprises the following steps: mixed with hydrogen by described ritalin, reactor catalyst bed is entered in the mode of gas phase, under the effect of catalyzer, hydrogenation reduction is carried out under temperature of reaction is 200-260 DEG C and reaction pressure is the condition of 1.8-3.0MPa, first cooled by the product of hydrogenation reduction, redistillation obtains methyl alcohol and ethanol; Wherein said ritalin is the by product preparing polyvinyl alcohol.
The method preparing polyvinyl alcohol described in the present invention is: in polyvinyl alcohol production equipment, Vinyl Acetate Copolymer and methyl alcohol generation transesterification reaction obtain polyvinyl alcohol, wherein by-product ritalin is directly as the raw material preparing methyl alcohol and ethanol after the component distillation tower top extraction polyvinyl alcohol production equipment, and wherein ritalin purity is 50-99%.
Because ritalin is the by product that polyvinyl alcohol prepared by Vinyl Acetate Copolymer, generally those skilled in the art are by purifying the mode of recovery of acetic acid after methyl acetate hydrolysis and methyl alcohol final product thus reaching the object of removing by-product methyl acetate, by high to equipment requirements for the method for methyl acetate hydrolysis, loss is large.The present inventor is by the discovery that studies for a long period of time: the ritalin preparing the by product of polyvinyl alcohol as Vinyl Acetate Copolymer can as the reaction raw materials of one time to produce methyl alcohol and ethanol, and transformation efficiency is higher, purity and the yield of the finished product methyl alcohol and ethanol are higher, really achieve and turn waste into wealth, effect of maximum using material.
In the method for above-mentioned ritalin Hydrogenation for methyl alcohol and ethanol, the main component of described catalyzer and mass percent thereof are: CuO:40-55%, ZnO:30-40%, Al
2o
3: 8 ~ 10%.Described catalyzer is black cylinder, and its specific surface area is 20-40m
2/ g, pore volume is 0.15-0.25ml/g, and mean pore size is 15-25nm.Described catalyzer is black cylinder, and smooth surface is glossy.Described catalyzer is that right cylinder can make the contact area of catalyzer and raw material reach maximization, is conducive to the carrying out reacted, makes it play maximum catalysis efficiency, improve the transformation efficiency of this reaction.Secondly cylindrical shape is used to be beneficial to filling and the removal of beds, handled easily.Catalyzer described in this has good high efficiency and selectivity except the reaction of Dichlorodiphenyl Acetate methyl ester hydrogenation, also has the advantages such as work-ing life is longer.Under normal operation, the life-span of this catalyzer reaches more than 1 year.
As preferably, in the method for above-mentioned ritalin Hydrogenation for methyl alcohol and ethanol, the main component of described catalyzer and mass percent thereof are: CuO:45-55%, ZnO:30-38%, Al
2o
3: 8-9%, its specific surface area is 34.7m
2/ g, pore volume is 0.18ml/g, and mean pore size is 20.8nm.The present invention by great many of experiments, select the specific surface area of above-mentioned catalyzer, pore volume, aperture when catalyzer can be made to participate in hydrogenation reduction contact area increase, make reaction more abundant, thus improve the transformation efficiency of ritalin Hydrogenation for methyl alcohol and ethanol.
As preferably, in the method for above-mentioned ritalin Hydrogenation for methyl alcohol and ethanol, the temperature of described hydrogenation reduction is 220-240 DEG C.Under the temperature of reaction of this hydrogenation reduction, catalyzer can play its Dichlorodiphenyl Acetate methyl ester hydrogenation reaction high efficiency better, obtains higher reaction conversion ratio.
As preferably, in the method for above-mentioned ritalin Hydrogenation for methyl alcohol and ethanol, the pressure of described hydrogenation reduction is 2.0-2.5MPa.Under the reaction pressure of this hydrogenation reduction, catalyzer can play the high efficiency of its Dichlorodiphenyl Acetate methyl ester hydrogenation reaction better, obtains higher reaction conversion ratio.
In the method for above-mentioned ritalin Hydrogenation for methyl alcohol and ethanol, the mol ratio of described ritalin and hydrogen is 1:(20-50).
As preferably, the mol ratio of described ritalin and hydrogen is 1:30.
In the method for above-mentioned ritalin Hydrogenation for methyl alcohol and ethanol, the mass space velocity of described ritalin is 1.0-1.75h
-1.Consider the output capacity of catalyzer, transformation efficiency and selectivity and be all in a higher level, the mass space velocity of ritalin controls at 1.0-1.75h by the present invention
-1.And now hydrogen flowing quantity is moderate, is conducive to reacting balance and carries out.
As preferably, the mass space velocity of described ritalin is 1.5h
-1.
Polyvinyl alcohol prepared by described Vinyl Acetate Copolymer, and to obtain the chemical equation of by-product ritalin as follows:
Described ritalin Hydrogenation is as follows for the chemical equation of methyl alcohol and ethanol:
In sum, the present invention has the following advantages:
1), the raw material that uses in the present invention is cheap and easy to get, and be the by-product methyl acetate preparing polyvinyl alcohol, purity is that 50-99% can directly as raw material, and production cost is low.
2), the catalyzer Dichlorodiphenyl Acetate methyl ester hydrogenation reaction that adopts of the present invention has high efficiency, and selectivity is high, and after completion of the reaction, not moisture in product, and methyl alcohol and ethanol, through simple distillation and separable, improve the quality of reaction conversion ratio of the present invention and product.
3), the catalyst life that uses in the present invention is long, and in distillation, gains can be used for lower secondary response, achieve recycled, and while reducing costs, method of the present invention also can reach the requirement of Green Chemistry.
Embodiment
In order to make technical problem solved by the invention, technical scheme and beneficial effect clearly understand, below in conjunction with specific embodiment, the present invention is further elaborated.Should be appreciated that specific embodiment described herein only in order to explain the present invention, be not intended to limit the present invention.
Table 1: the composition of catalyzer, specific surface area, pore volume and mean pore size
Embodiment 1
By 740g purity be 60% the by-product methyl acetate preparing polyvinyl alcohol pump in high-pressure reactor by high-pressure pump, after gasification, by the catalyzer in 10g table 1 embodiment 1 that activates in advance, in beds, be 1.5h-1 in air speed, hydrogen ester is than being 30:1, temperature of reaction is 220 DEG C, system pressure is carry out hydrogenation reduction under the condition of 2.0MPa, then cools to obtain 770g reaction solution, reaction solution is distilled to obtain methyl alcohol and ethanol.This reaction conversion ratio is 99%, selectivity 98.5%, and product content is all more than 99.5%.
Embodiment 2
By 1480g purity be 50% the by-product methyl acetate preparing polyvinyl alcohol pump in high-pressure reactor by high-pressure pump, after gasification, by catalyzer in 10g table 1 embodiment 2 that activates in advance, in beds, be 1.5h-1 in air speed, hydrogen ester is than being 30:1, temperature of reaction is 230 DEG C, system pressure is carry out hydrogenation reduction under the condition of 2.5MPa, then cools to obtain 1550g reaction solution, reaction solution is distilled to obtain methyl alcohol and ethanol.This reaction conversion ratio is 98.7%, selectivity 98.8%, and product content is all more than 99.5%.
Embodiment 3
By 2960g purity be 80% the by-product methyl acetate preparing polyvinyl alcohol pump in high-pressure reactor by high-pressure pump, after gasification, by catalyzer in 10g table 1 embodiment 3 that activates in advance, in beds, be 1.3h in air speed
-1, hydrogen ester is than being 30:1, and temperature of reaction is 245 DEG C, and system pressure is carry out hydrogenation reduction under the condition of 2.8MPa, then cools to obtain 3110g reaction solution, reaction solution is distilled to obtain methyl alcohol and ethanol.This reaction conversion ratio is 99.5%, selectivity 99%, and product content is all more than 99.5%.
Embodiment 4
By 740g purity be 85% the by-product methyl acetate preparing polyvinyl alcohol pump in high-pressure reactor by high-pressure pump, after gasification, by catalyzer in 20g table 1 embodiment 4 that activates in advance, in beds, be 1.5h in air speed
-1, hydrogen ester is than being 30:1, and temperature of reaction is 220 DEG C, and system pressure is carry out hydrogenation reduction under the condition of 1.8MPa, then cools to obtain 760g reaction solution, reaction solution is distilled to obtain methyl alcohol and ethanol.This reaction conversion ratio is 98.6%, selectivity 97.5%, and product content is all more than 99.5%.
Embodiment 5
By 1480g purity be 90% the by-product methyl acetate preparing polyvinyl alcohol pump in high-pressure reactor by high-pressure pump, after gasification, by catalyzer in 20g table 1 embodiment 5 that activates in advance, in beds, be 1.75h in air speed
-1, hydrogen ester is than being 30:1, and temperature of reaction is 230 DEG C, and system pressure is carry out hydrogenation reduction under the condition of 2.0MPa, then cools to obtain 1540g reaction solution, reaction solution is distilled to obtain methyl alcohol and ethanol.This reaction conversion ratio is 98.9%, selectivity 98.4%, and product content is all more than 99.5%.
Embodiment 6
By 2960g purity be 95% the by-product methyl acetate preparing polyvinyl alcohol pump in high-pressure reactor by high-pressure pump, after gasification, by catalyzer in 20g table 1 embodiment 6 that activates in advance, in beds, be 1.0h in air speed
-1, hydrogen ester is than being 30:1, and temperature of reaction is 245 DEG C, and system pressure is carry out hydrogenation reduction under the condition of 2.6MPa, then cools to obtain 3100g reaction solution, reaction solution is distilled to obtain methyl alcohol and ethanol.This reaction conversion ratio is 99.2%, selectivity 98.7%, and product content is all more than 99.5%.
Can be obtained by above-described embodiment, the present invention has following characteristics:
1), the present invention adopt catalyzer Dichlorodiphenyl Acetate methyl ester hydrogenation reaction there is high efficiency, selectivity is high, and reaction conversion ratio of the present invention is high, can 99.5% be reached, and after completion of the reaction, not moisture in product, methyl alcohol and ethanol are through simple distillation and the separable quality that improve product.
2) raw material, used in the present invention for the by product preparing polyvinyl alcohol cheap and easy to get, the catalyst life used is long, in distillation, gains can be used for lower secondary response, achieve recycled, make method of the present invention reach the requirement of Green Chemistry while reducing costs.
Above embodiment is only the preferred embodiment of the present invention, it should be pointed out that to those skilled in the art, and under the premise without departing from the principles of the invention, done some improvement, also should be considered as protection scope of the present invention.
Claims (2)
1. a ritalin Hydrogenation is for the method for methyl alcohol and ethanol, it is characterized in that, described method comprises the following steps: by described ritalin with hydrogen in molar ratio for 1:30 mixes, they are entered reactor catalyst bed in the mode of gas phase, under the effect of catalyzer, be 1.0-1.3h at the mass space velocity of ritalin
-1under, under temperature of reaction is 245 DEG C and reaction pressure is the condition of 2.6-2.8MPa, carry out hydrogenation reduction, first cooled by the product of hydrogenation reduction, redistillation obtains methyl alcohol and ethanol;
Described ritalin is the by product preparing polyvinyl alcohol; The described method preparing polyvinyl alcohol is that Vinyl Acetate Copolymer and methyl alcohol generation transesterification reaction obtain polyvinyl alcohol and by-product methyl acetate, and ritalin purity is 50-99%;
The main component of described catalyzer and mass percent thereof are: CuO:40-55%, ZnO:30-40%, Al
2o
3: 8-10%, described catalyzer is black cylinder, and its specific surface area is 20-40m
2/ g, pore volume is 0.15-0.25ml/g, and mean pore size is 15-25nm.
2. ritalin Hydrogenation as claimed in claim 1 is for the method for methyl alcohol and ethanol, and it is characterized in that, the main component of described catalyzer and mass percent thereof are: CuO:45-55%, ZnO:30-38%, Al
2o
3: 8-9%, its specific surface area is 34.7m
2/ g, pore volume is 0.18ml/g, and mean pore size is 20.8nm.
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| CN103588618B (en) * | 2013-11-20 | 2015-07-29 | 天津大学 | Ritalin hydrogenation produces reactive distillation method and the device of ethanol |
| KR101855876B1 (en) * | 2013-12-16 | 2018-05-09 | 달리안 인스티튜트 오브 케미컬 피직스, 차이니즈 아카데미 오브 사이언시즈 | Method for producing ethanol and coproducing methanol |
| CN105439819B (en) * | 2014-08-27 | 2017-10-27 | 中国石油化工股份有限公司 | The separation method of methyl acetate preparation of ethanol by hydrogenating |
| CN107185543A (en) * | 2017-06-05 | 2017-09-22 | 衢州学院 | A kind of catalyst and its preparation and application for synthesizing methanol by hydrogenating carbon dioxide |
| CN110156562A (en) * | 2019-07-01 | 2019-08-23 | 南通百川新材料有限公司 | A kind of synthesis technology of 1,6-HD |
| CN110590502B (en) * | 2019-10-14 | 2022-04-22 | 中国科学院青岛生物能源与过程研究所 | Method for preparing allyl alcohol from methanol and ethanol |
| CN110526800B (en) * | 2019-10-14 | 2022-03-22 | 中国科学院青岛生物能源与过程研究所 | Preparation method of isobutenol |
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