CN103553862A - Preparation method and using method of pentadiene polymerization inhibitor for cyclopentene device - Google Patents
Preparation method and using method of pentadiene polymerization inhibitor for cyclopentene device Download PDFInfo
- Publication number
- CN103553862A CN103553862A CN201310578373.2A CN201310578373A CN103553862A CN 103553862 A CN103553862 A CN 103553862A CN 201310578373 A CN201310578373 A CN 201310578373A CN 103553862 A CN103553862 A CN 103553862A
- Authority
- CN
- China
- Prior art keywords
- stopper
- cyclopentadiene
- component
- pentadiene
- cyclopentene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention relates to a preparation method and a using method of a pentadiene polymerization inhibitor for a cyclopentene device. The pentadiene polymerization inhibitor consists of a phenolic compound, an amine compound and an organic solvent. According to the pentadiene polymerization inhibitor for the cyclopentene device, the defects that an existing polymerization inhibitor can only reduce the polymerization speed and but cannot prolong the polymerization induction period, a large amount of polymerization inhibitor is required and the like are overcome, so that the running time of the cyclopentene device is effectively prolonged, the yield of the device and the quality of a product are improved, and good economic benefits can be obtained in a production process of the cyclopentene device.
Description
Technical field
The present invention relates to a kind of preparation and using method thereof of the superpower multi-functional polymerization inhibitor for cyclopentenes device
Background technology
Cyclopentenes is the intermediate of fine chemical product, and it can be used for producing the high value added products such as cyclopentanol, bromocyclopentane, chlorocyclopentane, chaulmoogric acid, is also the main raw material of poly-cycloolefin high molecular polymer.Cyclopentenes mainly comes from the selection hydrogenation of cyclopentadiene, but in its preparation process, because cyclopentadiene has extremely strong polymerization activity, particularly in pressure 0.8-1.0Mpa, temperature under the operational condition of 145-150 ℃, the polymerization rate of cyclopentadiene is very fast, very easily cause reactor implode, reboiler obstruction, cyclopentenes selectivity to decline, this has become a large bottleneck of this hydrogenation technique device long-period stable operation of restriction.
Summary of the invention
The object of the present invention is to provide a kind of preparation and using method thereof of the superpower multi-functional polymerization inhibitor for cyclopentenes device.Adopt phenols and aminated compounds to carry out composite, form a kind of compound superpower multi-functional polymerization inhibitor, thereby effectively extend the working time of cyclopentenes device, improve output and the quality of cyclopentenes, make the production process of cyclopentenes device obtain better economic benefit.
Invention main points:
The present invention is a kind of high-efficiency multi-functional polymerization inhibitor for cyclopentenes device, effective constituent comprises A component, B component and organic solvent, the mass ratio that it is characterized in that A component and B component is 0.1 ~ 10:1, be preferably 0.8 ~ 2:1, wherein A component is phenolic compound, can be selected from a kind of in 2,6 ditertiary butyl p cresol and 4-methylol-2,6 di t butyl phenol; B component is aminated compounds, can be selected from N, N ˊ-diphenyl ethylene diamine, N, N ˊ-diphenylprop diamines and N, a kind of in N ˊ-di-o-tolyl-ethylene-diamine.Organic solvent is C
5~ C
10hydro carbons, its consumption is not strict with, and makes A, B two components dissolve completely and have suitable viscosity, preferably makes kinematic viscosity remain on≤5mm in the time of 40 ℃ of above-mentioned stopper
2the scope of/s is for well.
The present invention also provides a kind of using method for cyclopentenes apparatus multifunction stopper, and stopper of the present invention is added in hydrogenation high-pressure tower feeding line cyclopentadiene to be not less than the mass concentration of 1ppm.
The present invention obtains on the Research foundation that produces reason and cyclopentadiene polymerization mechanism to causing cyclopentadiene polymerization, research shows to cause the factor aerobic, superoxide, metallic impurity, high temperature of cyclopentadiene polymerization etc., and radical polymerization mechanism is followed in cyclopentadiene polymerization.
Cyclopentadiene can catalysis generate free radical in higher temperature or contacting metal, and accelerates polyreaction process by two kinds of modes.If there is the existence of superoxide, free radical and monomer reaction generate peroxy radical, and peroxy radical will further react with diolefin and generate more free radical.Once and produced free radical, will polymerization reaction take place, number of free radical is higher, the speed of polyreaction is just faster.Stopper of the present invention contains metal passivation composition, can generate stable complex compound with metal ion-chelant, suppresses metal ion and causes free radical generation; Also contain peace and quiet dispersion component, this composition can be adsorbed on the tiny polymer surfaces having formed in the material of upstream and form protective membrane, stops polyreaction to continue to occur; The most important thing is that the resistance to the oxygen inhibiting polymerization composition containing in stopper of the present invention is high temperature resistant, can fully catch peroxy radical, thereby effectively suppress cyclopentadiene polymerization.In stopper of the present invention, between two class components, synergistic effect is obvious, and to subsequent product, without any detrimentally affect, and stopper of the present invention also has the advantage that cost is low.
embodiment:
Embodiment 1-10:
Under constantly stirring, in mass, at commercially available 2# solvent, (be commodity row number, major ingredient is C
5~ C
10hydro carbons) in add respectively the A component shown in table 1, B component, it is mixed, make multi-functional polymerization inhibitor of the present invention.
The component of table 1: embodiment 1 ~ 10 stopper and proportioning (in table, data are mass fraction)
Embodiment 11:
The stopper of example 1 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 500ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.1mg/100ml.
Embodiment 12:
The stopper of example 2 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 250ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.2mg/100ml.
Embodiment 13:
The stopper of example 3 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 150ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.5mg/100ml.
Embodiment 14:
The stopper of example 4 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 100ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.2mg/100ml.
Embodiment 15:
The stopper of example 5 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 50ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.2mg/100ml.
Embodiment 16:
The stopper of example 6 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 50ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.4mg/100ml.
Embodiment 17:
The stopper of example 7 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 50ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.19mg/100ml.
Embodiment 18:
The stopper of example 8 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 5ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.5mg/100ml.
Embodiment 19:
The stopper of example 9 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 10ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.41mg/100ml.
Embodiment 20:
The stopper of example 10 is joined and evaluates that in raw material, (evaluating raw material is the cyclopentadiene material of industrial actual preparing cyclopentene by 20ppm, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.), in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 1.20mg/100ml.
Blank simultaneous test
Toward evaluating, in raw material, (evaluating raw material is not the cyclopentadiene material of industrial actual preparing cyclopentene, its quality group becomes: 33.11% cyclopentadiene, 31.09% C5+ C6 be following, 4.45% C6+C9 non-aromatics and 2.41% dicyclopentadiene etc.) add any stopper, in temperature, be that 95 ℃, pressure are under 2.5Mpa condition, after 12 hours, according to GB/T 509-88 standard test gum level, be 2.56mg/100ml.
From above applicating evaluating experiment, blank contrast experiment's result, can find out, use after superpower multi-functional polymerization inhibitor of the present invention, gum level obviously reduces, and shows that the polymerization of active cyclopentadiene diolefin has obtained effective inhibition, shows that stopper of the present invention is effective.The invention described above obtains stopper and measures by GB/T 509-88 standard in addition, and kinematic viscosity is≤5mm all in the time of 40 ℃
2/ s, is starkly lower than the viscosity of the stopper of current employing.Approximately low 15% left and right of stopper cost ratio import stopper of the present invention in addition.
Claims (7)
1. for the pentadiene stopper of cyclopentenes device, by A component and B component and organic solvent, formed, it is characterized in that: the mass ratio of A component and B component is 0.1 ~ 10:1;
Wherein: A component is 2,6 ditertiary butyl p cresol or 4-methylol-2,6 di t butyl phenol; B component is N, N ˊ-diphenyl ethylene diamine, N, N ˊ-diphenylprop diamines or N, N ˊ-di-o-tolyl-ethylene-diamine; Organic solvent is C
5~ C
10hydro carbons.
2. according to the cyclopentenes device pentadiene stopper of claim 1, it is characterized in that: the mass ratio of A component and B component is 0.8 ~ 2:1.
3. according to the cyclopentenes device pentadiene stopper of claim 1 or 2, it is characterized in that: said organic solvent, its consumption is the kinematic viscosity remain on≤5mm of stopper in the time of 40 ℃
2the scope of/s.
4. for a using method for the pentadiene stopper of cyclopentenes device, the stopper of claim 1 or 2 or 3 is added in hydrogenation high-pressure tower feeding line cyclopentadiene to be not less than the mass concentration of 1ppm.
5. according to the using method of claim 4, it is characterized in that: stopper is added in hydrogenation high-pressure tower feeding line cyclopentadiene with the mass concentration of 1～2000ppm.
6. according to the using method of claim 4 or 5, it is characterized in that: stopper is added in hydrogenation high-pressure tower feeding line cyclopentadiene with the mass concentration of 1～1000ppm.
7. according to the using method of claim 6, it is characterized in that: stopper is added in hydrogenation high-pressure tower feeding line cyclopentadiene with the mass concentration of 1～500ppm.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310578373.2A CN103553862A (en) | 2013-11-19 | 2013-11-19 | Preparation method and using method of pentadiene polymerization inhibitor for cyclopentene device |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310578373.2A CN103553862A (en) | 2013-11-19 | 2013-11-19 | Preparation method and using method of pentadiene polymerization inhibitor for cyclopentene device |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103553862A true CN103553862A (en) | 2014-02-05 |
Family
ID=50008281
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310578373.2A Pending CN103553862A (en) | 2013-11-19 | 2013-11-19 | Preparation method and using method of pentadiene polymerization inhibitor for cyclopentene device |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103553862A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101319155A (en) * | 2008-07-22 | 2008-12-10 | 北京斯伯乐科技发展有限公司 | Biological diesel oil anti-oxidant and its use method |
| CN102924218A (en) * | 2012-11-09 | 2013-02-13 | 北京斯伯乐科学技术研究院 | Multifunctional antioxidant for benzene preparing device and using method thereof |
| CN103339179A (en) * | 2011-02-03 | 2013-10-02 | 纳尔科公司 | Multi-component polymerization inhibitors for ethylenically unsaturated monomers |
-
2013
- 2013-11-19 CN CN201310578373.2A patent/CN103553862A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101319155A (en) * | 2008-07-22 | 2008-12-10 | 北京斯伯乐科技发展有限公司 | Biological diesel oil anti-oxidant and its use method |
| CN103339179A (en) * | 2011-02-03 | 2013-10-02 | 纳尔科公司 | Multi-component polymerization inhibitors for ethylenically unsaturated monomers |
| CN102924218A (en) * | 2012-11-09 | 2013-02-13 | 北京斯伯乐科学技术研究院 | Multifunctional antioxidant for benzene preparing device and using method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2011132063A (en) | BLOCK COPOLYMER PROPYLENE AND METHOD OF ITS PRODUCTION | |
| CN106554448B (en) | High-impact transparent polypropylene resin | |
| CN106467448A (en) | For the alkene polymerization inhibitor in methanol-to-olefins device caustic wash tower | |
| CN109608363B (en) | Method for purifying adiponitrile | |
| US20200339504A1 (en) | Anti-foulant formulation for compressors | |
| CN103086822B (en) | A kind of separation method of m-pentadiene | |
| CN102924218B (en) | Multifunctional antioxidant for benzene preparing device and using method thereof | |
| JP2011001364A5 (en) | ||
| CN103553862A (en) | Preparation method and using method of pentadiene polymerization inhibitor for cyclopentene device | |
| CN104418959B (en) | The processing method of organic volatile part in a kind of VAE emulsion | |
| TW201509932A (en) | Trioxane composition and method for storing same | |
| TW201446735A (en) | Additive composition for control and inhibition of polymerization of aliphatic monomers, and methods of preparation and use thereof | |
| WO2009020096A1 (en) | Process for production of nucleus-hydrogenated aromatic vinyl /(meth)acrylate copolymers | |
| CN105087059A (en) | Anti-gassing component of transformer oil and preparation method of component | |
| CN104744203A (en) | Method for preparing decahydronaphthalene by virtue of industrial naphthalene hydrogenation | |
| EP3626340B1 (en) | Method for synthesizing propylene glycol phenyl ether | |
| CN103896711B (en) | A kind of method suppressing C 5 diene autohemagglutination or copolymerization | |
| CN104193576A (en) | Super-strong multifunctional styrene polymerization inhibitor and application method thereof | |
| CN109762164B (en) | Composition of ethylene imine and method for preparing polyethylene imine using the same | |
| US10093754B2 (en) | Method for preparing a solution of a rare-earth alkyl phosphate | |
| CN108203501B (en) | Preparation method of polyether polyol with high-efficiency catalytic activity | |
| CN115651657B (en) | Preparation and application methods of deoxidizer for methanol-to-olefin device | |
| CN106554805B (en) | Solvent and method used by a kind of producing ethylene with acetylene hydrogenation | |
| CN111087325B (en) | Polymerization inhibitor, preparation method thereof and application thereof in polyacrylonitrile production | |
| CN106365938A (en) | Methods for preparing and applying efficient dispersing agents for ethylene plants |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20140205 |