CN102557876A - Process for producing 3-methyl-3-buten-1-ol - Google Patents
Process for producing 3-methyl-3-buten-1-ol Download PDFInfo
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- CN102557876A CN102557876A CN201110449701XA CN201110449701A CN102557876A CN 102557876 A CN102557876 A CN 102557876A CN 201110449701X A CN201110449701X A CN 201110449701XA CN 201110449701 A CN201110449701 A CN 201110449701A CN 102557876 A CN102557876 A CN 102557876A
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- methyl
- butene
- alcohol
- buten
- iso
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- Y02P20/588—
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Abstract
The invention discloses a process for producing 3-methyl-3-buten-1-ol, which is mainly characterized in that paraformaldehyde and isobutene are used as main raw materials, chloroform is used as a solvent, each gram of mesoporous molecular sieve MCM-41 is immobilized by 1.25mol SnCl4 to obtain a catalyst, and the reactants are subjected to Prince condensation reaction to prepare the 3-methyl-3- buten-1-ol. Due to the adoption of the process, the three wastes are not generated basically, or the generated three wastes are easy to treat. The content of the 3-methyl-3-buten-1-ol is equal to or more than 99.0%, and the content of moisture is equal to or less than 0.1%. The process adopts the advanced technology and is stable and reliable.
Description
Technical field
The present invention relates to the production technique of a kind of 3-methyl-3-butene-1-alcohol, belong to chemical field.
Background technology
3-methyl-3-butene-1-alcohol is colourless liquid, is a kind of important midbody, and it is used for synthetic polycarboxylic acid cement water reducing agent and transposition synthesis of pyrethrin ester pesticides midbody 3-methyl-2-butene-1-alcohol.Domestic no manufacturing enterprise.
Summary of the invention
This present invention's main task is to provide the production technique of a kind of 3-methyl-3-butene-1-alcohol, specifically is the production technique of a kind of process stabilizing, free of contamination 3-methyl-3-butene-1-alcohol.
In order to solve above technical problem; The production technique of a kind of 3-methyl of the present invention-3-butene-1-alcohol; It is characterized in that: being mainly and adopting Paraformaldehyde 96, iso-butylene is main raw material, is solvent with the chloroform, and every gram mesopore molecular sieve MCM-41 is immobilized to have 1.25molSnCl
4Be catalyzer, prepare 3-methyl-3-butene-1-alcohol through the Pu Linsi condensation reaction.
Further, said Paraformaldehyde 96: the mol ratio of iso-butylene is 1:3.5-5.0; Paraformaldehyde 96 and catalyzer (in tin tetrachloride) mol ratio is 1:0.02.
Further, temperature of reaction 60-65 ℃, 4 hours time.
The invention has the advantages that:
1. the use of new catalyst impels transformation efficiency >=99.0% of polyoxymethylene, to selectivity >=98.0% of polyoxymethylene.Li Xuefeng; Ji Min etc. 3-methyl-3-butene-1-alcohol is synthesized in immobilized SnCl4 catalysis. petrochemical complex; 2010,39 (8): 909-912, use immobilized SnCl4 on silicon-dioxide; Catalyzing iso-butane alkene and formolite reaction prepare 3-methyl-3-butene-1-alcohol, and temperature of reaction and pressure height, feed stock conversion and product selectivity are low.The present invention uses the immobilized SnCl of having of mesopore molecular sieve MCM-41
4Be catalyzer; Mesopore molecular sieve MCM-41 have the duct one dimension evenly, be six side's ordered arrangement, pore size distribution is narrow, specific surface area is big (is generally: 1000-1200 ㎡/g), large pore volume and aperture; For the diffusion of reactant in the duct provides enough spaces, improved the contact probability in reactant and a large amount of active site, and enrich in the duct in, a large amount of silicon hydroxyl; Help solid-carried catalyst, SnCl arranged with mesopore molecular sieve MCM-41 is immobilized
4Make catalyzer, catalytic activity height, feed stock conversion and product selectivity are high.
2. to selectivity >=95.0% of iso-butylene.Select high catalytic activity catalyst for use, reduced temperature of reaction, reduced the polymerization of raw material iso-butylene when reaction, improved the selectivity of product iso-butylene.
3. catalyst catalytic performance is stablized life-time service continuously.The use of high catalytic activity catalyst; Reduce side reaction product (as: dimerization and tri-isobutylene) in the reaction, avoided side reaction product blocking catalyst active site, and after the continuous use of catalyzer; Reduce like activity; After available acetone or washed with dichloromethane, the oven dry, continue to use, do not influence catalytic activity.
4. do not have the three wastes basically and produce or be easy to processing;
5. product 3-methyl-3-butene-1-pure content>=99.0%, moisture≤0.1%;
6. Technology is advanced, reliable and stable.
Embodiment
Embodiment 1
In 500 milliliters of autoclave pressures, add 180 gram chloroforms, polyoxymethylene 30 grams, iso-butylene 196 grams, contain 20mmol tin tetrachloride mesopore molecular sieve MCM-41 catalyzer 16 grams,, close blow-off valve then with nitrogen replacement autoclave pressure air three times; Be heated to 60-65 ℃ under stirring, reacted 4 hours, reaction finishes; Be cooled to-5 ℃, leave standstill sampling analysis; Formaldehyde transformation efficiency 100% is 95.7% to 3-methyl-3-butene-1-pure selectivity wherein; To 4,4-dimethyl--1,3-dichloro six ring selectivity are 4.3%; Containing polyisobutene (dipolymer and trimer) in the reaction solution is 0.18%.
Embodiment 2
In 500 milliliters of autoclave pressures, add 180 gram chloroforms, polyoxymethylene 21 grams, iso-butylene 196 grams, contain 14mmol tin tetrachloride mesopore molecular sieve MCM-41 catalyzer 11.2 grams,, close blow-off valve then with nitrogen replacement autoclave pressure air three times; Be heated to 60-65 ℃ under stirring, reacted 4 hours, reaction finishes; Be cooled to-5 ℃, leave standstill sampling analysis; Formaldehyde transformation efficiency 100% is 99.9% to 3-methyl-3-butene-1-pure selectivity wherein; To 4,4-dimethyl--1,3-dichloro six ring selectivity are 0.1%; Containing polyisobutene (dipolymer and trimer) in the reaction solution is 0.17%.
Embodiment 3
In 2000 milliliters of autoclave pressures, add 900 gram chloroforms, polyoxymethylene 105 grams, iso-butylene 980 grams, contain 70mmol tin tetrachloride mesopore molecular sieve MCM-41 catalyzer 56 grams,, close blow-off valve then with nitrogen replacement autoclave pressure air three times; Be heated to 60-65 ℃ under stirring, reacted 4 hours, reaction finishes; Be cooled to-5 ℃, leave standstill filtering recovering catalyst; The filtrating that contains product is reclaimed iso-butylene respectively through normal pressure rectifying: 750 grams, reclaim 3-methyl-3-butene-1-pure cut 292 grams of 130-132 ℃; Content 98.8%, molar yield: 95.8%.
Embodiment 4-6
Catalyzer and iso-butylene that embodiment 3 reclaims are applied mechanically continuously, and charging capacity is identical with embodiment 3, supplies with live catalyst and fresh iso-butylene like catalyzer and iso-butylene quantity not sufficient, and experimental result is following:
Visible by last table, catalyzer and iso-butylene are applied mechanically continuously, or apply mechanically and the use that mixes that newly replenishes, and effect is still very good.
Claims (3)
1. the production technique of 3-methyl-3-butene-1-alcohol is characterized in that: being mainly and adopting Paraformaldehyde 96, iso-butylene is main raw material, is solvent with the chloroform, and every gram mesopore molecular sieve MCM-41 is immobilized to have 1.25molSnCl
4Be catalyzer, prepare 3-methyl-3-butene-1-alcohol through the Pu Linsi condensation reaction.
2. the production technique of a kind of 3-methyl according to claim 1-3-butene-1-alcohol, it is characterized in that: said Paraformaldehyde 96: the mol ratio of iso-butylene is 1:3.5-5.0; Paraformaldehyde 96 and catalyzer (in tin tetrachloride) mol ratio is 1:0.02.
3. the production technique of a kind of 3-methyl according to claim 1-3-butene-1-alcohol is characterized in that: temperature of reaction 60-65 ℃, and 4 hours time.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110449701XA CN102557876A (en) | 2011-12-29 | 2011-12-29 | Process for producing 3-methyl-3-buten-1-ol |
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| CN201110449701XA CN102557876A (en) | 2011-12-29 | 2011-12-29 | Process for producing 3-methyl-3-buten-1-ol |
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| CN102557876A true CN102557876A (en) | 2012-07-11 |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103755525A (en) * | 2013-12-02 | 2014-04-30 | 江苏苏博特新材料股份有限公司 | Preparation method for unsaturated alcohol |
| CN105152832A (en) * | 2015-10-13 | 2015-12-16 | 宁波金海晨光化学股份有限公司 | Process method for synthesizing isoprene |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10064751A1 (en) * | 2000-12-22 | 2002-06-27 | Bayer Ag | Production of alk-3-en-1-ol compounds, useful as intermediates in chemical synthesis, involves reacting formaldehyde with optionally 2-substituted propene in the presence of a mixture of hydrogen phosphates and dihydrogen phosphates |
| CN102659518A (en) * | 2012-05-04 | 2012-09-12 | 大连理工大学 | Method for preparing 3-methyl-3-butylene-1-alcohol |
-
2011
- 2011-12-29 CN CN201110449701XA patent/CN102557876A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10064751A1 (en) * | 2000-12-22 | 2002-06-27 | Bayer Ag | Production of alk-3-en-1-ol compounds, useful as intermediates in chemical synthesis, involves reacting formaldehyde with optionally 2-substituted propene in the presence of a mixture of hydrogen phosphates and dihydrogen phosphates |
| CN102659518A (en) * | 2012-05-04 | 2012-09-12 | 大连理工大学 | Method for preparing 3-methyl-3-butylene-1-alcohol |
Non-Patent Citations (5)
| Title |
|---|
| E.DUMITRIU ET AL.: "Isoprene by Prins Condensation over Acidic Molecular Sieves", 《JOURNAL OF CATALYSIS》 * |
| E.DUMITRIU ET AL.: "Prins condensation of isobutylene and formaldehyde over Fe-silicates of MFI structure", 《APPLIED CATALYSIS A: GENERAL 》 * |
| T.M.JYOTHI ET AL.: "A comparative study of an MCM-41 anchored quaternary ammonium chloride/SnCl4 catalyst and its silica gel analogue", 《CHEM. COMM.》 * |
| 李雪峰等: "固载化SnCl4催化合成3-甲基-3-丁烯-1-醇", 《石油化工》 * |
| 耿艳霞等: "普林斯（prins）缩合反应一步制备3-甲基-3-丁烯-1-醇", 《工业催化》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103755525A (en) * | 2013-12-02 | 2014-04-30 | 江苏苏博特新材料股份有限公司 | Preparation method for unsaturated alcohol |
| CN103755525B (en) * | 2013-12-02 | 2015-12-30 | 江苏苏博特新材料股份有限公司 | A kind of preparation method of unsaturated alcohol |
| CN105152832A (en) * | 2015-10-13 | 2015-12-16 | 宁波金海晨光化学股份有限公司 | Process method for synthesizing isoprene |
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Application publication date: 20120711 |