CN100503527C - Polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins - Google Patents
Polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins Download PDFInfo
- Publication number
- CN100503527C CN100503527C CNB2004100185184A CN200410018518A CN100503527C CN 100503527 C CN100503527 C CN 100503527C CN B2004100185184 A CNB2004100185184 A CN B2004100185184A CN 200410018518 A CN200410018518 A CN 200410018518A CN 100503527 C CN100503527 C CN 100503527C
- Authority
- CN
- China
- Prior art keywords
- component
- polymerization
- stopper
- composition
- solvent
- 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.)
- Expired - Fee Related
Links
Abstract
The invention relates to a polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins, which comprises composition A: diethylhydroxylamine, composition B: tert-butyl pyrocatechol, and solvent, wherein the solvent is selected from benzene, toluene, dimethylbenzene or ethylbenzene, the weight ratio of the composition A and the composition B being (0.5-6):1, the total content of the composition A and the composition B in the polymerization inhibitor being 25-45wt%. Compared with the prior art, the invention can realize better polymerization inhibiting effect, and no extra separation process is needed in the current C5 distillate separation procedure.
Description
Technical field
The present invention relates to a kind of stopper that suppresses conjugated diolefin autohemagglutination or copolymerization, particularly suppress the autohemagglutination of diolefin in the Petrocarbon 5 distillate or the stopper of copolymerization.
Background technology
The a considerable amount of C 5 fractions of by-product in the process of petroleum cracking system ethene, contain 40～60% the diolefins such as isoprene, cyclopentadiene and m-pentadiene of having an appointment in the C 5 fraction, these diolefin chemical property are active, it is the important source material of a lot of fine chemical products, therefore, the separation utilization of C 5 fraction is for the economic benefit that improves ethylene unit, and the comprehensive utilization petroleum resources are extremely meaningful.But C 5 fraction is close by more than 20 kinds of boiling points, the component that easily forms azeotrope is each other again formed, in order to isolate each diolefin of higher degree, industrial general employing rectifying separation is purified with the separation that the means that technologies such as extracting rectifying separates combine are carried out C 5 fraction at present, and its complex process and flow process are longer.In separating purification process because these diolefin character are very active, be heated or situation such as contacted oxide compound under be easy to cause autohemagglutination or copolymerization.Autohemagglutination or copolymerization are in case take place, and the polymkeric substance of generation will make column plate stop up and heat exchanger tube inwall gum deposit, cause the operation of tower system unstable, reduce the heat exchange effect, and the loss monomer increases energy consumption, will have in the time of seriously to the cleaning of stopping of rectifying tower and interchanger.In the tripping device of C 5 fraction, the autohemagglutination of diolefin and copolymerization are the important factors that causes the reduction of the device cycle of operation, and the autohemagglutination or the copolymerization that therefore suppress diolefin are important link in Petrocarbon five separating technologies.In the prior art, industrial effective means is to add stopper and make stopper keep autohemagglutination or copolymerization that certain concentration suppresses diolefin in technological processs such as the heating of C 5 fraction material experience, rectifying separation, extracting and separating.At present, the stopper of Chang Yong inhibition C 5 diene autohemagglutination or copolymerization comprises ONP, oil of mirbane, furfural, thanomin or NaNO
2Deng, ZL96116289.9 introduces as Chinese patent.In addition, also be everlasting as azanol class, two amines, oximes and alcamine compound and be used as the stopper that suppresses olefinic polymerization in the petroleum refining process, but the stopper of considering employing will be easy to separated in the separating technology process of existing C 5 fraction, thereby do not influence the quality of last product separation, these existing stoppers are very not suitable.
Summary of the invention
The invention provides a kind of stopper that is used to suppress C 5 diene autohemagglutination or copolymerization, this stopper is specially adapted to the sepn process of C 5 fraction, the technical problem that it will solve is that the requirement stopper has better polymerization inhibition effect, and stopper originally is easy to separated in existing C 5 fraction separating technology process.
Below be the technical scheme that the present invention solves the problems of the technologies described above:
A kind of stopper that is used to suppress C 5 diene autohemagglutination or copolymerization, it comprises component A, B component and solvent, and component A is the diethyl azanol, and B component is a tert-butyl catechol, and solvent is taken from any organism in benzene,toluene,xylene or the ethylbenzene.The weight ratio of component A and B component is (0.5～6): 1, and the total content of component A and B component is 25～45wt% in the stopper.
Solvent is preferably toluene or dimethylbenzene in the above-mentioned stopper; The weight ratio of component A and B component is preferably (0.8～2): 1; The total content of component A and B component is preferably 30～40wt%.
In the sepn process of C 5 fraction, especially in rectifying separation and operations such as extracting rectifying separates, in the C 5 fraction material, add above-mentioned stopper, and make it to keep certain concentration, the amount of stopper is counted 30～600ppm with the total amount of component A and component B in the material, and best scope is 50～200ppm.Theoretically, the amount of stopper the more polymerization inhibition effect better, but after surpassing 600ppm, the increase of cost is apparent in view first, second stopper might separate clean and remain in the product separation; And when being lower than 30ppm, polymerization inhibition effect will have tangible reduction.
Compared with prior art, the advantage of stopper provided by the invention is that it has better polymerization inhibition effect, and there is bigger boiling-point difference in diolefins such as the isoprene in wherein each component and solvent and the C 5 fraction, cyclopentadiene (or dicyclopentadiene) and m-pentadiene, can be separated in existing C 5 fraction separating technology process with existing sepn process, need not to increase separately sepn process.
Below will the invention will be further described by specific embodiment.
Embodiment
[embodiment 1～10]
One, the preparation of stopper
Get the component A diethyl azanol of aequum and component B tert-butyl catechol and be dissolved in that to be mixed with stopper in the solvent standby, the total content of control component A and component B is 30～40wt%.It is 2 listed that the weight ratio of concrete solvent, component A and the component B that adopts of each embodiment sees Table.
Two, the tube sealing of stopper test
The 450ml C 5 fraction sample of packing in the Plastic Bottle of 500ml, sample component sees Table 1.Stopper with the various embodiments described above preparation joins in the Plastic Bottle in the desired amount again.In the glass tube sealing of a 30ml, place one piece of iron nail that gets rusty, from Plastic Bottle, take out then and seal after 15ml carbon five samples inject this glass tube sealing.The tube sealing that seals is placed 120 ℃ of thermostatical oil baths 20 hours, take out cooling, sampling analysis polymer content wherein.
The stopper consumption of each embodiment (in the total amount of component A and component B) and polymkeric substance test result see Table 2.
Three, the measuring method of polymer content
Take by weighing the sample that weight is G1, placing vacuum drying oven is that 100 ℃, vacuum tightness are under the condition of 0.08MPa dry 1 hour in temperature.It is G2 that taking-up sample cooling back weighing gets weight.
[comparative example 1]
Stopper adopts simple diethyl azanol, carries out the tube sealing test with the identical method of embodiment, and stopper consumption and polymkeric substance test result see Table 2.
[comparative example 2]
Stopper adopts simple tert-butyl catechol, carries out the tube sealing test with the identical method of embodiment, and stopper consumption and polymkeric substance test result see Table 2.
Table 1.
Table 2.
| Solvent | Component A/ component B (weight ratio) | Stopper consumption (ppm) | Polymer content (%) | |
| Embodiment 1 | Toluene | 0.8/1 | 500 | 2.18 |
| Embodiment 2 | Toluene | 1/1 | 30 | 2.26 |
| Embodiment 3 | Toluene | 1/1 | 200 | 2.01 |
| Embodiment 4 | Toluene | 1.5/1 | 600 | 1.93 |
| Embodiment 5 | Toluene | 2/1 | 50 | 2.22 |
| Embodiment 6 | Toluene | 0.5/1 | 400 | 2.12 |
| Embodiment 7 | Toluene | 6/1 | 200 | 2.37 |
| Embodiment 8 | Dimethylbenzene | 1/1 | 200 | 2.05 |
| Embodiment 9 | Ethylbenzene | 1/1 | 200 | 2.10 |
| Embodiment 10 | Benzene | 1/1 | 200 | 2.09 |
| Comparative example 1 | / | / | 200 | 3.05 |
| Comparative example 2 | / | / | 200 | 3.36 |
Claims (4)
1, a kind of stopper that is used to suppress C 5 diene autohemagglutination or copolymerization, it is by component A, B component and solvent composition, it is characterized in that component A is the diethyl azanol, B component is a tert-butyl catechol, solvent is taken from any organism in benzene,toluene,xylene or the ethylbenzene, the weight ratio of component A and B component is 0.5～6: 1, and the total content of component A and B component is 25～45wt% in the stopper.
2, stopper according to claim 1 is characterized in that described solvent is toluene or dimethylbenzene.
3, stopper according to claim 1, the weight ratio that it is characterized in that described component A and B component is 0.8～2: 1.
4, stopper according to claim 1 is characterized in that the total content of component A and B component is 30～40wt% in the described stopper.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100185184A CN100503527C (en) | 2004-05-20 | 2004-05-20 | Polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2004100185184A CN100503527C (en) | 2004-05-20 | 2004-05-20 | Polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1699311A CN1699311A (en) | 2005-11-23 |
| CN100503527C true CN100503527C (en) | 2009-06-24 |
Family
ID=35475593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004100185184A Expired - Fee Related CN100503527C (en) | 2004-05-20 | 2004-05-20 | Polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100503527C (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100676996B1 (en) * | 2005-01-18 | 2007-02-01 | 여천엔씨씨 주식회사 | Polymerization inhibitor for 1,3-butadiene and a method of inhibiting polymerization of 1,3-butadiene by imputing thereof |
| CN102071061B (en) * | 2010-12-22 | 2013-09-25 | 浙江杭化科技有限公司 | Scale inhibitor used in cracked gasoline hydrogenation system |
| DE102013204950A1 (en) | 2013-03-20 | 2014-09-25 | Evonik Industries Ag | Process and composition for inhibiting the polymerization of cyclopentadiene compounds |
| EP3026101A1 (en) | 2014-11-26 | 2016-06-01 | Borealis AG | Wash oil for use as an antifouling agent in gas compressors |
| CN112608211A (en) * | 2020-12-31 | 2021-04-06 | 广昌达新材料技术服务（深圳）股份有限公司 | Styrene polymerization inhibitor |
-
2004
- 2004-05-20 CN CNB2004100185184A patent/CN100503527C/en not_active Expired - Fee Related
Non-Patent Citations (2)
| Title |
|---|
| 精馏异戊二烯阻聚剂的研究. 张自义等.兰州大学学报（自然科学版），第19期. 1983 |
| 精馏异戊二烯阻聚剂的研究. 张自义等.兰州大学学报(自然科学版)，第19期. 1983 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1699311A (en) | 2005-11-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US10619108B2 (en) | Method for simulated moving bed to adsorb and separate polycyclic aromatic hydrocarbons | |
| CN100503527C (en) | Polymerization inhibitor for preventing self-polymerization or co-polymerization of C5 diolefins | |
| KR101097668B1 (en) | Inhibition of viscosity increase and fouling in hydrocarbon streams including unsaturation | |
| CN100348561C (en) | Process for preventing self-polymerization or co-polymerization of C5 diolefins in separation process of petroleum C5 distillate | |
| CN108929188A (en) | From mixing C4The method of separation of extractive distillation butane and butylene in hydrocarbon raw material | |
| CN101244973B (en) | Method for removing alkyne in high purity isoprene | |
| CN101823932A (en) | Polymerization inhibitor for inhibiting diolefin polymerization in petroleum cracking C5 fraction | |
| CN101302135B (en) | Method for separating isoprene by front-end hydrogenation one-stage extraction | |
| CN103896711B (en) | A kind of method suppressing C 5 diene autohemagglutination or copolymerization | |
| CN101508621A (en) | Method for separating and cracking diene in C5 fraction | |
| CN101302134B (en) | Method for separating cracked carbon-5 fraction by front-end alkyne removal one-stage extraction | |
| CN102675030B (en) | Process method for directly separating petroleum resin raw materials from cracking C9 fraction | |
| CN110938458B (en) | Method for producing high-quality industrial white oil | |
| CN101665397B (en) | Refining method of propylene containing ethane used in process for preparing ethylbenzene by ethane | |
| CN101508624A (en) | Method for separating and cracking cyclopentadienyl from carbon 5 fraction by reaction distillation | |
| CN104694158A (en) | Aromatic hydrocarbon extraction method | |
| WO2010083642A1 (en) | System and process for producing high quality gasoline by recombination and subsequent hydrogenation of catalytic hydrocarbons | |
| CN109651053B (en) | Preparation method for separating m-diethylbenzene by side line rectification | |
| CN101955409A (en) | Ethene suppressing base aromatics polymeric method in the extractive distillation process | |
| JP4227099B2 (en) | Bubble reduction method in primary fractionator | |
| CN105481631B (en) | A kind of process for purification of pentadiene | |
| CN102101814B (en) | Polymerization inhibitor used for inhibiting polymerization of petroleum cracked C5 fraction | |
| CN104250184B (en) | A kind of preparation method of low-carbon alkene | |
| CN103086833B (en) | Method for separating C5 fraction | |
| CN102464555B (en) | Polymerization inhibitor used in thermal dimerization process of petroleum cracking C5 fraction |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20090624 |
|
| CF01 | Termination of patent right due to non-payment of annual fee |