CN105523882B - A kind of method and its device for inhibiting chloroisoamylene implode - Google Patents
A kind of method and its device for inhibiting chloroisoamylene implode Download PDFInfo
- Publication number
- CN105523882B CN105523882B CN201510940264.XA CN201510940264A CN105523882B CN 105523882 B CN105523882 B CN 105523882B CN 201510940264 A CN201510940264 A CN 201510940264A CN 105523882 B CN105523882 B CN 105523882B
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- Prior art keywords
- chloroisoamylene
- isoprene
- implode
- hydrogen chloride
- addition reaction
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- 238000000034 method Methods 0.000 title claims abstract description 15
- 230000002401 inhibitory effect Effects 0.000 title claims abstract description 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 66
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 42
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000007259 addition reaction Methods 0.000 claims abstract description 24
- 229910052742 iron Inorganic materials 0.000 claims abstract description 24
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims abstract description 22
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims abstract description 22
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract description 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000001301 oxygen Substances 0.000 claims abstract description 17
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 17
- 239000002994 raw material Substances 0.000 claims abstract description 16
- 238000006073 displacement reaction Methods 0.000 claims abstract description 6
- 230000002045 lasting effect Effects 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 23
- -1 dichloro esbiothrin Chemical compound 0.000 description 8
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000012295 chemical reaction liquid Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- HNVRRHSXBLFLIG-UHFFFAOYSA-N 3-hydroxy-3-methylbut-1-ene Chemical compound CC(C)(O)C=C HNVRRHSXBLFLIG-UHFFFAOYSA-N 0.000 description 2
- BGPVFRJUHWVFKM-UHFFFAOYSA-N N1=C2C=CC=CC2=[N+]([O-])C1(CC1)CCC21N=C1C=CC=CC1=[N+]2[O-] Chemical compound N1=C2C=CC=CC2=[N+]([O-])C1(CC1)CCC21N=C1C=CC=CC1=[N+]2[O-] BGPVFRJUHWVFKM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VBPSVYDSYVJIPX-UHFFFAOYSA-N methylbutenol Natural products CCC=C(C)O VBPSVYDSYVJIPX-UHFFFAOYSA-N 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- WIQMOFSSJHPXIK-UHFFFAOYSA-N 2,2-dichloro-3-methylbutane Chemical compound CC(C)C(C)(Cl)Cl WIQMOFSSJHPXIK-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 244000189548 Chrysanthemum x morifolium Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 229960001901 bioallethrin Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- MKLKDUHMZCIBSJ-UHFFFAOYSA-N methyl 3,3-dimethylpent-4-enoate Chemical compound COC(=O)CC(C)(C)C=C MKLKDUHMZCIBSJ-UHFFFAOYSA-N 0.000 description 1
- JPTOCTSNXXKSSN-UHFFFAOYSA-N methylheptenone Chemical compound CCCC=CC(=O)CC JPTOCTSNXXKSSN-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-M pivalate Chemical compound CC(C)(C)C([O-])=O IUGYQRQAERSCNH-UHFFFAOYSA-M 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
- C07C17/08—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated hydrocarbons
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D35/00—Filtering devices having features not specifically covered by groups B01D24/00 - B01D33/00, or for applications not specifically covered by groups B01D24/00 - B01D33/00; Auxiliary devices for filtration; Filter housing constructions
- B01D35/06—Filters making use of electricity or magnetism
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Water Supply & Treatment (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of methods and its device for inhibiting chloroisoamylene implode, belong to high performance water-reducer technical field.When isoprene and hydrogen chloride generate chloroisoamylene through addition reaction, raw material isoprene removes a small amount of iron rust of its entrained with, reactor N with magnetic filter before entering the reactor2Displacement, in 10~100ppm, and keeps pressure as after 0.02~1.0bar, then lasting charging is reacted to oxygen content in system.After technical solution more than taking so that during the addition reaction of isoprene and hydrogen chloride generation chloroisoamylene, can effectively inhibit chloroisoamylene implode so that addition reaction steadily carries out, the phenomenon that eliminating temperature and pressure rapid increase.
Description
Technical field
The present invention relates to a kind of method and its device for inhibiting chloroisoamylene implode, more particularly to by isoprene and
During hydrogen chloride progress addition reaction prepares chloroisoamylene, taken off by setting a magnetic filter at reactor inlet
Except raw material isoprene entrained with a small amount of iron rust and reactor is kept to carry out in guarantee system oxygen content in 100ppm for positive pressure
Hereinafter, realize the method for inhibiting chloroisoamylene implode.
Background technology
Chloroisoamylene is a kind of highly useful fine-chemical intermediate raw material, it can be made through direct hydrolysis reaction
The mixture of 3-M2BOL (prenol) and 2-M3BOL (methyl butenol).Prenol
It is mainly used for reacting synthesis 3,3-dimethyl-4-pentenoic acid methyl ester or ethyl ester with original trimethyl acetate or ethyl ester, it is prepared in pyrethroid key
The important source material of mesosome high-cis dichloro esbiothrin.Methyl butenol is then mainly used as the raw material of production methyl heptenone, additionally
Available for synthesizing DV- chrysanthemumic acid or chrysanthemum monocarboxylate, different vegetable alcohol, vitamin A, carotenoid, terpenes series fragrance intermediates etc..
Chloroisoamylene can be made by hydrogen chloride gas with isoprene by addition reaction.Hydrogen chloride and isoprene
Addition reaction generates 3- methyl-2-butene -1- chlorine and 3- methyl-2-butene -2- chlorine simultaneously, and the two is referred to as chloroisoamylene.
From the point of view of prior art, usual addition reaction hydrogen chloride gas excessively adds in, and the addition reaction is heat release
Reaction need to control reaction temperature at 5 DEG C hereinafter, the generation of control dichloro- isopentane, improves the yield of chloroisoamylene.
In hydrogen chloride and isoprene addition process, the content of addition compound product chloroisoamylene gradually rises, when chloroisoamylene content
After reaching a certain level, the rapid polymerization of chloroisoamylene easily occurs under certain conditions, the heat of generation to react
The temperature and pressure of device steeply rises, and leads to runaway reaction, and safety accident occurs.
Based on this, present application is made.
Invention content
The present invention provides a kind of method and its device for inhibiting chloroisoamylene implode, more particularly to by isoprene
Carried out during addition reaction prepares chloroisoamylene with hydrogen chloride, by set at reactor inlet a magnetic filter come
It removes a small amount of iron rust of raw material isoprene entrained with and reactor is kept to carry out oxygen content in guarantee system for positive pressure and exist
100ppm is hereinafter, realize the method for inhibition chloroisoamylene implode.
To achieve the above object, the technical solution that the present invention takes is as follows：
A kind of method for inhibiting chloroisoamylene implode generates chloro isoamyl in isoprene and hydrogen chloride through addition reaction
During alkene, raw material isoprene removes a small amount of iron rust of its entrained with magnetic filter before entering the reactor, and reactor is used
N2Displacement, in 10~100ppm, and keeps pressure as after 0.02~1.0bar to oxygen content in system, then lasting charging carry out it is anti-
It should.The molar ratio of isoprene and hydrogen chloride is 1:0.95, temperature is -10~5 DEG C, and stir speed (S.S.) is 60 revs/min.It is general different
The conversion ratio of pentadiene is X%, and the selectivity of chloroisoamylene is X%.
Further, as preferred；
The raw material isoprene removes a small amount of iron rust of its entrained with magnetic filter before entering the reactor；
Oxygen content is preferably 30~80ppm in reactor；Pressure is preferably 0.03~0.5bar.
Meanwhile in the application, inhibit for removing magnetic filter used by removing rust in the method for chloroisoamylene implode,
Its installation site is on isoprene feeding pipe, and the structure of the magnetic filter is made of shell, support element, bar magnet, bar magnet
It arranges in the shape of a spiral, 2 or multiple can be concatenated according to iron rust removal effect.
The key of the present invention is the raw material isoamyl two when isoprene and hydrogen chloride generate chloroisoamylene through addition reaction
Alkene removes a small amount of iron rust of its entrained with, reactor N with magnetic filter before entering the reactor2It replaces to oxygen in system
For content in 10~100ppm, pressure is 0.02~1.0bar, and when to keep temperature be -10~5 DEG C, can effectively inhibit chloro different
Amylene implode so that addition reaction steadily carries out, the phenomenon that eliminating temperature and pressure rapid increase.
Inventor is had found by many experiments, and addition generation chloroisoamylene process is carried out in isoprene and hydrogen chloride
In, the implode of iron ion and oxygen content and chloroisoamylene contained by reaction system has close relationship, thus it is speculated that when a small amount of
After iron rust enters reaction system with raw material, it is converted into iron ion in acid condition, then by reacting generation with oxygen to chloro
Iso-amylene polymerization has effective catalyst, after chloroisoamylene concentration reaches a certain degree in reaction system, is catalyzed chloro
The violent polymerization of iso-amylene.Due to being the necessary condition for generating polymerization catalyst there are iron ion and oxygen content in reaction system,
As long as therefore raw material isoprene is removed to a small amount of iron rust of its entrained with magnetic filter before entering the reactor, and use nitrogen
Gas will be after addition reaction liquid and air exclusion, it is possible to the effectively polymerization of control addition reaction liquid.
It is an advantage of the invention that when isoprene and hydrogen chloride generate chloroisoamylene through addition reaction, raw material isoamyl two
Alkene removes a small amount of iron rust of its entrained with, reactor N with magnetic filter before entering the reactor2It replaces to oxygen in system
For content in 10~100ppm, pressure is 0.02~1.0bar, and when to keep temperature be -10~5 DEG C, can effectively inhibit chloro different
Amylene implode so that addition reaction steadily carries out, the phenomenon that eliminating temperature and pressure rapid increase.
It is further described below by embodiment come the details to the present invention.
Description of the drawings
Fig. 1 is the structure diagram of magnetic filter in the present invention.
Figure label：1. flange shell；2. pipe fitting；3. support element；4. bar magnet.
Specific embodiment
Due to distinguishing feature of the present invention essentially consist in raw material isoprene before entering the reactor with magnetic filter come
Remove a small amount of iron rust of its entrained with, reactor N2Displacement to oxygen content in system in 10~100ppm, pressure for 0.02~
1.0bar, other parts are then essentially identical with the prior art, therefore embodiment will focus on enumerating for reaction experiment data.Implementing
In example, isoprene conversion ratio and chloroisoamylene are selectively calculated by following formula.
Wherein, with reference to Fig. 1, magnetic filter is made of flange shell 1, pipe fitting 2, support element 3 and bar magnet 4, magnetic filter
Middle bar magnet 4 arranges in the shape of a spiral, and the pressure loss is small.
【Embodiment 1】
It is carried out in 1000 milliliters of glass three-necked flasks that addition reaction carries mechanical agitation and cooling device at one.It will not
500 grams of the isoprene containing iron rust is added in three-necked flask, uses N2Displacement in 10~100ppm, is started and is stirred to oxygen content in system
It mixes and reaction solution is made to be cooled to required temperature, anhydrous hydrogen chloride gas is then passed through reactor by lower part at such a temperature, protect
Reactor pressure is held as 0.02bar, air to be prevented to enter in reactor.Since addition reaction is exothermic process, chlorine is controlled
Change hydrogen feed rate to maintain reaction temperature as -10~5 DEG C.Other reaction conditions are：Isoprene and hydrogen chloride rub
You are than being 1:0.95, stir speed (S.S.) is 60 revs/min.
With being continually fed into for hydrogen chloride, isoprene is converted into chloroisoamylene, after the completion of the hydrogen chloride of metering adds,
Continue to be stirred to react 30 minutes, sample and analyzed using GC, the conversion ratio for calculating isoprene is X% and chloroisoamylene
Selectivity is X%.Addition reaction steadily carries out, and implode phenomenon does not occur.
【Comparative example】
It is carried out in 1000 milliliters of glass three-necked flasks that addition reaction carries mechanical agitation and cooling device at one.It will not
500 grams and 0.1 gram iron rust of isoprene containing iron rust is added in three-necked flask, under normal pressure, is started and is stirred and make reaction solution cold
But to required temperature -10~5 DEG C, anhydrous hydrogen chloride gas is then passed through reactor by lower part at such a temperature.Other reactions
Condition is：The molar ratio of isoprene and hydrogen chloride is 1:0.95, stir speed (S.S.) is 60 revs/min.
The hydrogen chloride incipient stage is being passed through, reaction is controllable, and chloroisoamylene content is X% at this time.With holding for hydrogen chloride
Continuous to add in, reaction temperature starts quickly to rise to, and material is sprayed from reaction system.
During isoprene and hydrogen chloride carry out addition generation chloroisoamylene, contained iron ion in reaction system
And the implode of oxygen content and chloroisoamylene has close relationship, thus it is speculated that after a small amount of iron rust enters reaction system with raw material,
It is converted into iron ion in acid condition, then has effective catalysis to chloroisoamylene polymerization by reacting generation with oxygen
Agent after chloroisoamylene concentration reaches a certain degree in reaction system, is catalyzed the violent polymerization of chloroisoamylene.Due to reaction
There are the necessary condition that iron ion and oxygen content are generation polymerization catalyst in system, as long as therefore raw material isoprene is being entered
Remove a small amount of iron rust of its entrained with before reactor with magnetic filter, and with nitrogen by addition reaction liquid and air exclusion
Afterwards, it is possible to the effectively polymerization of control addition reaction liquid.
In the above-described embodiments, raw material isoprene removes its entrained with magnetic filter before entering the reactor
A small amount of iron rust, reactor N2To oxygen content in system in 10~100ppm, pressure is 0.02~1.0bar, and keeps temperature for displacement
It spends when being -10~5 DEG C, can effectively inhibit chloroisoamylene implode so that addition reaction steadily carries out, and eliminates temperature and pressure
The phenomenon that power rapid increase.
The above content is combine the preferred embodiment of the present invention to provided technical solution made further specifically
It is bright, it is impossible to assert that present invention specific implementation is confined to these above-mentioned explanations, for the common skill of the technical field of the invention
For art personnel, without departing from the inventive concept of the premise, several simple deduction or replace can also be made, should be all considered as
It belongs to the scope of protection of the present invention.
Claims (3)
- A kind of 1. method for inhibiting chloroisoamylene implode, it is characterised in that：It is given birth in isoprene with hydrogen chloride through addition reaction During into chloroisoamylene, raw material isoprene removes the iron rust of its entrained with, and uses N2Displacement to oxygen content in system 30~ 80ppm, after pressure is 0.03~0.05bar, then lasting charging is reacted, and the molar ratio of isoprene and hydrogen chloride is 1: 0.95, temperature is -10~5 DEG C, and stir speed (S.S.) is 60 revs/min.
- 2. a kind of method for inhibiting chloroisoamylene implode as described in claim 1, it is characterised in that：Using magnetic filter as Main equipment, the structure of the magnetic filter are made of flange shell, pipe fitting, support element, bar magnet, and bar magnet is arranged in the shape of a spiral In pipe fitting.
- 3. a kind of method for inhibiting chloroisoamylene quick-fried as claimed in claim 2, it is characterised in that：The bar magnet concatenation 2 It is a or multiple.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510940264.XA CN105523882B (en) | 2015-12-16 | 2015-12-16 | A kind of method and its device for inhibiting chloroisoamylene implode |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510940264.XA CN105523882B (en) | 2015-12-16 | 2015-12-16 | A kind of method and its device for inhibiting chloroisoamylene implode |
Publications (2)
| Publication Number | Publication Date |
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| CN105523882A CN105523882A (en) | 2016-04-27 |
| CN105523882B true CN105523882B (en) | 2018-07-06 |
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Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS50160207A (en) * | 1974-06-14 | 1975-12-25 | ||
| DE4414964A1 (en) * | 1994-04-28 | 1995-11-02 | Wacker Chemie Gmbh | Catalyst for the production of 1-chloro-3-methyl-but-2-ene |
| CN101000327A (en) * | 2006-12-22 | 2007-07-18 | 上海博爱化工有限公司 | Analysing method for investigating content of chlorinated isopentene product component |
| CN201807237U (en) * | 2010-06-10 | 2011-04-27 | 龙口联合化学有限公司 | Magnetic filter |
| CN102381940A (en) * | 2011-07-19 | 2012-03-21 | 赵明江 | Production method of C5 enol |
| CN102367219A (en) * | 2011-07-19 | 2012-03-07 | 赵明江 | Preparation method of chloroisopentene |
| CN102584519A (en) * | 2012-01-17 | 2012-07-18 | 山东高新润农化学有限公司 | Preparation method of chloroisoamylene |
| CN102924224B (en) * | 2012-11-02 | 2014-12-03 | 南通天泽化工有限公司 | Preparation technique of 1-chloro-3-methyl-2-butene |
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Denomination of invention: A Method and Device for Inhibiting Explosion Polymerization of Chloroisopentene Effective date of registration: 20230325 Granted publication date: 20180706 Pledgee: Zhejiang Shaoxing Hengxin Rural Commercial Bank Co.,Ltd. Mashan sub branch Pledgor: SHAOXING MINGYE CHEMICAL FIBER Co.,Ltd. Registration number: Y2023980035873 |
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| PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
| PC01 | Cancellation of the registration of the contract for pledge of patent right |
Granted publication date: 20180706 Pledgee: Zhejiang Shaoxing Hengxin Rural Commercial Bank Co.,Ltd. Mashan sub branch Pledgor: SHAOXING MINGYE CHEMICAL FIBER Co.,Ltd. Registration number: Y2023980035873 |
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| PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
| PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: A method and device for inhibiting the explosion polymerization of chlorinated isopentene Granted publication date: 20180706 Pledgee: Zhejiang Shaoxing Hengxin Rural Commercial Bank Co.,Ltd. Mashan sub branch Pledgor: SHAOXING MINGYE CHEMICAL FIBER Co.,Ltd. Registration number: Y2024980010370 |