CN105503502A - Polymerization inhibitor for preventing alkyne polymerization - Google Patents
Polymerization inhibitor for preventing alkyne polymerization Download PDFInfo
- Publication number
- CN105503502A CN105503502A CN201410540085.2A CN201410540085A CN105503502A CN 105503502 A CN105503502 A CN 105503502A CN 201410540085 A CN201410540085 A CN 201410540085A CN 105503502 A CN105503502 A CN 105503502A
- Authority
- CN
- China
- Prior art keywords
- component
- stopper
- alkynes
- solvent
- compound
- 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.)
- Granted
Links
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Pyrrole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
The invention relates to a polymerization inhibitor for preventing alkyne polymerization, and aims to solve the problems that in the natural gas partial oxidation process for producing acetylene, the alkyne polymerization happens easily, the system and pipelines are obstructed, and the normal operation of devices is influenced. The polymerization inhibitor is composed of the following components in percentages by weight: 50 to 60 wt% of component A namely hydroxylamine compounds or/and morpholine compounds, 20 to 30 wt% of component B namely pyridine or/and nitropyridine, and 10 to 20 wt% of component C namely acylhydrazone compounds. The provided polymerization inhibitor well solves the technical problems mentioned above, and can be applied to natural gas partial oxidation process for producing acetylene so as to prevent alkyne polymerization.
Description
Technical field
The invention belongs to chemical field, relate to a kind of stopper, concrete, relate to a kind of stopper being applicable to prevent gas by partial oxidation of natural legal system acetylene technique alkynes to be polymerized.
Background technology
Gas by partial oxidation of natural legal system acetylene technique goes back by-product propine, butine, diacetylene, vinylacetylene and propadiene except production acetylene.These alkynes character are active, under the various factors such as high temperature, micro amount of oxygen, superoxide, iron ion and effect, very easily radical polymerization occur and generate polymkeric substance.These polymkeric substance are in equipment and the fouling of pipeline inside deposition, and occluding device or pipeline, affect heat transfer efficiency, causes potential safety hazard, reduce the equipment cycle of operation and production efficiency.
Document CN102766008A discloses a kind of carbon three stopper.This stopper is made up of the component of following weight percent: the 2,6 di t butyl phenol of 15-40%, the diethyl hydroxylamine of 10-20%, the isopropylcarbinol of 5-15%, the mono butonediimide of 5-15% and the propanediol polyoxypropylene polyoxyethylene blocks polyethers of 1-5%.This stopper is for suppressing olefinic polymerization.
Document CN101107274A discloses a kind of stopper of 1,3-butadiene, and this stopper comprises the anti-fouling agent based on alkylphenol, the anti-fouling agent based on amine and organic solvent containing one or two hydroxyl.This stopper is used for preventing 1,3-butadiene to be polymerized.
The invention provides a kind of stopper for preventing gas by partial oxidation of natural legal system acetylene technique alkynes to be polymerized, solving the problems referred to above targetedly.
Summary of the invention
One of technical problem to be solved by this invention is alkynes very easily radical polymerization and generate the problem of polymkeric substance, provides a kind of stopper.The stopper that the method provides has the good advantage of polymerization inhibition effect.
Two of technical problem to be solved by this invention is the stoppers described in one of technical problem adopting solution, for the method for gas by partial oxidation of natural legal system acetylene technique alkynes inhibition, adopt technical scheme of the present invention, equipment and the fouling of pipeline inside deposition can be prevented, reduce occluding device or pipeline, there is the advantage of the raising equipment cycle of operation and production efficiency.
For one of solving the problems of the technologies described above, the technical solution adopted in the present invention is as follows: a kind of stopper for preventing alkynes to be polymerized.This stopper is made up of component A, B component, component C.Wherein, component A be hydroxylamine compound or/and morpholine kind compound, B component be pyridine or/and nitropyridine, component C is acylhydrazone.The mass ratio of described component A, B component, component C is: (50 ~ 60): (20 ~ 30): (10 ~ 20), and preferred mass ratio is (50 ~ 55): (25 ~ 30): (15 ~ 20).
In technique scheme, in component A, hydroxylamine compound is selected from following general formula and represents at least one in compound:
wherein, R1 and R2 is all selected from the one in H, methyl and ethyl, preferable methyl azanol; Morpholine kind compound refers to that following general formula represents at least one in compound:
wherein R is selected from: the one in the alkyl of H or 1-4 carbon.
In technique scheme, in component A, hydroxylamine compound is selected from methyl hydroxylamine, and morpholine kind compound is selected from methylmorpholine.In technique scheme, the preferred nitropyridine of B component.
In technique scheme, component C preferred phenyl aldehyde benzoyl hydrazone.
In technique scheme, most preferred technical scheme is: component A is the mixture of methyl hydroxylamine and methylmorpholine, both mass ratioes are 1:1, B component is nitropyridine, component C is phenyl aldehyde benzoyl hydrazone, wherein, the mass ratio of component A, B component and component C is: (50 ~ 53): (26 ~ 30): (18 ~ 20).For solve the problems of the technologies described above two, the technical solution adopted in the present invention is as follows: adopt the above stopper, for gas by partial oxidation of natural legal system acetylene technique alkynes inhibition method.Described stopper, at 100 degrees Celsius ~ 120 degrees Celsius, under 0.08MPa ~ 0.12MPa condition, is directly joined superoxide and Fe by the method
2+constantly supplement, be absorbed with in the N-Methyl pyrrolidone solution of alkynes mixed gas, or join again in N-Methyl pyrrolidone solution after being first dissolved in solvent.
In technique scheme, described solvent is benzene,toluene,xylene, carbon number is at least one in the alcohol compound of 3-5, preferred Virahol.
In technique scheme, in described stopper, the total mass of component A, B component and component C and the mass ratio of solvent are 1:(3 ~ 10), preferred 1:(3 ~ 5).
In technique scheme, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the mass concentration scope of stopper is 50 ~ 2000 μ g/g, preferred 200-800 μ g/g.
In technique scheme, alkynes mixed gas main component is acetylene, also comprises one or more in propine, butine, diacetylene, vinylacetylene and propadiene.
In technique scheme, with alkynes mixed gas entire volume, the percent by volume of acetylene is 92% ~ 96%, and the percent by volume of diacetylene is 1.8% ~ 2.5%, the percent by volume of vinylacetylene is 0.5% ~ 0.9%, and the percent by volume of propadiene is 0.5% ~ 0.8%.
In inhibition process, each component can be disperseed better to select the object of solvent to be.
The redox initiation system that the initiator system of gas by partial oxidation of natural legal system acetylene technique higher alkyne radical polymerization is formed for the superoxide that exists in system and ferrous ion.The invention has the advantages that the B component that adds and component C limit the priming factors of higher alkyne polymerization respectively from two ends, thus make less compound polymerization inhibitor just can play good polymerization inhibition effect.
Adopt technical scheme of the present invention, a kind of following component comprised by percentage to the quality: the component A of 50% ~ 60%, the B component of 20% ~ 30%, the stopper preventing alkynes to be polymerized of the component C of 10% ~ 20%, wherein, component A be hydroxylamine compound or/and morpholine kind compound, B component is that pyridine is or/and nitropyridine, component C is acylhydrazone, achieves the technique effect of the total polymer massfraction 0.99% there is material total mass in addition to the solvents.
Embodiment
Below in conjunction with embodiment, further illustrate method of the present invention.The composition of embodiment and comparative example alkynes mixed gas used is in table 1.
Table 1
| Gas composition | Acetylene | Propine | Butine | Diacetylene | Vinylacetylene | Propadiene |
| Percent by volume/% | 95.23 | 1.07 | 0.01 | 2.38 | 0.71 | 0.60 |
[embodiment 1]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, in stopper, component A is methyl hydroxylamine, B component is pyridine, component C is phenyl aldehyde benzoyl hydrazone, the mass ratio of component A, B component and component C is: 50:30:20, and solvent is Virahol, and the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 2.91%.
[embodiment 2]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, in stopper, component A is methyl hydroxylamine, B component is pyridine, component C is phenyl aldehyde benzoyl hydrazone, the mass ratio of component A, B component and component C is: 55:30:15, and solvent is Virahol, and the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 3.04%.
[embodiment 3]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, in stopper, component A is methyl hydroxylamine, B component is pyridine, component C is phenyl aldehyde benzoyl hydrazone, the mass ratio of component A, B component and component C is: 55:25:20, and solvent is Virahol, and the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 2.97%.
[embodiment 4]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, in stopper, component A is morpholine, B component is pyridine, component C is phenyl aldehyde benzoyl hydrazone, the mass ratio of component A, B component and component C is: 50:30:20, and solvent is Virahol, and the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 5.32%.
[embodiment 5]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, in stopper, component A is azanol and methylmorpholine, both divide equally according to mass ratio, B component is pyridine, and component C is phenyl aldehyde benzoyl hydrazone, and the mass ratio of component A, B component and component C is: 50:30:20, solvent is Virahol, the mass ratio of stopper and solvent is 1:5, and to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 2.33%.
[embodiment 6 ~ 28]
Raw material with reference to embodiment 1 ~ 5 forms, operating method and operational condition constant, change following condition: the composition of stopper, proportioning and add-on, the mass ratio of stopper and solvent and solvent species, adopt the total polymer growing amount of the methods analyst each embodiment identical with embodiment 1 ~ 5.
In embodiment 1 ~ 28, each embodiment stopper composition used, proportioning and add-on, selected type of solvent, the mass ratio of stopper and solvent and total polymer growing amount are in table 2.
In table 2, when the component A in stopper and B component relate to 2 kinds of materials, both mass ratioes are 1:1; " proportioning " refers to the mass ratio of component A, B component and component C; " Bbh " represents phenyl aldehyde benzoyl hydrazone; " resistance: agent " represents the mass ratio of stopper used and solvent for use; " add-on " refers to the stopper addition to add the N-Methyl pyrrolidone solution total mass after stopper and solvent; " polymkeric substance " refer in there is the total polymer massfraction of material total mass in sampling sample in addition to the solvents.
Table 2
[comparative example 1]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, stopper is methyl hydroxylamine and the methylmorpholine of mass ratio 1:1, solvent is Virahol, the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 7.98%.
[comparative example 2]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, stopper is methyl hydroxylamine, and solvent is Virahol, and the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 8.67%.
[comparative example 3]
100 parts of analytical pure N-Methyl pyrrolidone liquid are added in the stainless steel cauldron with chuck heating and stirring; Add in N-Methyl pyrrolidone liquid after stopper being dissolved in solvent, stopper is 2-methylphenol, and solvent is Virahol, and the mass ratio of stopper and solvent is 1:5, to add the N-Methyl pyrrolidone solution total mass after stopper and solvent, the addition of stopper is 500 μ g/g; 115 DEG C, under 0.1MPa condition, pass into alkynes mixed gas in bubbling mode, make it fully absorb dissolving; To the N-Methyl pyrrolidone solution sampling being dissolved with alkynes mixed gas after 50 hours, with HP7890 chromatographic total polymer growing amount.In there is the total mass of material in sampling sample in addition to the solvents, the massfraction of total polymer is 20.44%.
Claims (10)
1. the stopper preventing alkynes to be polymerized, is characterized in that, this stopper comprises following component by percentage to the quality: the component A of 50% ~ 60%, the B component of 20% ~ 30%, the component C of 10% ~ 20%; Wherein, component A be hydroxylamine compound or/and morpholine kind compound, B component be pyridine or/and nitropyridine, component C is acylhydrazone.
2. the stopper preventing alkynes to be polymerized according to claim 1, is characterized in that, in described component A, hydroxylamine compound is selected from following general formula and represents at least one in compound:
wherein, R1 and R2 is all selected from the one in H, methyl and ethyl; Morpholine kind compound refers to that following general formula represents at least one in compound:
wherein R is selected from H or carbon number is one in the alkyl of 1-4.
3. the stopper preventing alkynes to be polymerized according to claim 1, is characterized in that, in described component A, hydroxylamine compound is selected from methyl hydroxylamine, and morpholine kind compound is selected from methylmorpholine.
4. the stopper preventing alkynes to be polymerized according to claim 1, is characterized in that, described B component is selected from nitropyridine.
5. the stopper preventing alkynes to be polymerized according to claim 1, is characterized in that, described component C is selected from phenyl aldehyde benzoyl hydrazone.
6. the stopper preventing alkynes to be polymerized according to claim 1, is characterized in that, the mass ratio of described component A, B component and component C is: (50 ~ 55): (25 ~ 30): (15 ~ 20).
7. the method for gas by partial oxidation of natural legal system acetylene technique alkynes inhibition, adopt the stopper preventing alkynes to be polymerized described in claim 1-6, it is characterized by, 100 degrees Celsius ~ 120 degrees Celsius, under 0.08MPa ~ 0.12MPa condition, described stopper directly joins superoxide and Fe
2+that constantly supplement and be absorbed with in the N-Methyl pyrrolidone solution of alkynes mixed gas, or join again in N-Methyl pyrrolidone solution after being first dissolved in solvent.
8. the method for gas by partial oxidation of natural legal system acetylene technique alkynes inhibition according to claim 7, is characterized in that, described solvent is benzene,toluene,xylene, carbon number is at least one in the alcohol compound of 3-5; In described stopper, the total mass of component A, B component and component C and the mass ratio of solvent are 1:(3 ~ 10).
9. the method for gas by partial oxidation of natural legal system acetylene technique alkynes inhibition according to claim 7, it is characterized in that, to add the N-Methyl pyrrolidone solution total mass after described stopper and described solvent, the mass concentration of described stopper is 50 ~ 2000 μ g/g.
10. the method for gas by partial oxidation of natural legal system acetylene technique alkynes inhibition according to claim 7, it is characterized in that, described alkynes mixed gas main component is acetylene, also comprises one or more in propine, butine, diacetylene, vinylacetylene and propadiene; With alkynes mixed gas entire volume, the percent by volume of acetylene is 92% ~ 96%, and the percent by volume of diacetylene is 1.8% ~ 2.5%, and the percent by volume of vinylacetylene is 0.5% ~ 0.9%, and the percent by volume of propadiene is 0.5% ~ 0.8%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410540085.2A CN105503502B (en) | 2014-10-14 | 2014-10-14 | The polymerization inhibitor for preventing alkynes from polymerizeing |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410540085.2A CN105503502B (en) | 2014-10-14 | 2014-10-14 | The polymerization inhibitor for preventing alkynes from polymerizeing |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105503502A true CN105503502A (en) | 2016-04-20 |
| CN105503502B CN105503502B (en) | 2018-02-13 |
Family
ID=55711880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410540085.2A Active CN105503502B (en) | 2014-10-14 | 2014-10-14 | The polymerization inhibitor for preventing alkynes from polymerizeing |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105503502B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107185562A (en) * | 2017-05-27 | 2017-09-22 | 北京华福工程有限公司 | A kind of catalyst reacted for acetylene dimer and its preparation method and application |
| CN109651061A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | Higher alkyne composite polymerzation inhibitor |
| CN109651040A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | Higher alkyne compound polymerization inhibitor |
| CN109651059A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | The method of acetylene concentration system high alkynes polymerization inhibitor |
| CN109652077A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | The method for preventing acetylene concentration system high alkynes from polymerizeing |
| CN109651060A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | Higher alkyne combines polymerization inhibitor |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1528851A (en) * | 2003-09-27 | 2004-09-15 | 溧阳康达化工厂 | Self-controlled-temperature ceramic special glue |
| CN1655058A (en) * | 2004-02-10 | 2005-08-17 | 富士胶片株式会社 | Photosensitive transfer sheet |
| CN1817828A (en) * | 2006-03-23 | 2006-08-16 | 北京斯伯乐科技发展有限公司 | High-efficient inhibitor for process of refining phenylethylene and use thereof |
| CN102701896A (en) * | 2012-06-06 | 2012-10-03 | 西南石油大学 | Composite solvent for purifying acetylene and purification method thereof |
-
2014
- 2014-10-14 CN CN201410540085.2A patent/CN105503502B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1528851A (en) * | 2003-09-27 | 2004-09-15 | 溧阳康达化工厂 | Self-controlled-temperature ceramic special glue |
| CN1655058A (en) * | 2004-02-10 | 2005-08-17 | 富士胶片株式会社 | Photosensitive transfer sheet |
| CN1817828A (en) * | 2006-03-23 | 2006-08-16 | 北京斯伯乐科技发展有限公司 | High-efficient inhibitor for process of refining phenylethylene and use thereof |
| CN102701896A (en) * | 2012-06-06 | 2012-10-03 | 西南石油大学 | Composite solvent for purifying acetylene and purification method thereof |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107185562A (en) * | 2017-05-27 | 2017-09-22 | 北京华福工程有限公司 | A kind of catalyst reacted for acetylene dimer and its preparation method and application |
| CN107185562B (en) * | 2017-05-27 | 2019-10-29 | 北京华福工程有限公司 | A kind of catalyst and its preparation method and application for acetylene dimer reaction |
| CN109651061A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | Higher alkyne composite polymerzation inhibitor |
| CN109651040A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | Higher alkyne compound polymerization inhibitor |
| CN109651059A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | The method of acetylene concentration system high alkynes polymerization inhibitor |
| CN109652077A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | The method for preventing acetylene concentration system high alkynes from polymerizeing |
| CN109651060A (en) * | 2017-10-12 | 2019-04-19 | 中国石油化工股份有限公司 | Higher alkyne combines polymerization inhibitor |
| CN109652077B (en) * | 2017-10-12 | 2022-07-12 | 中国石油化工股份有限公司 | Method for preventing polymerization of advanced alkyne in acetylene concentration system |
| CN109651059B (en) * | 2017-10-12 | 2024-03-26 | 中国石油化工股份有限公司 | Method for inhibiting polymerization of higher alkyne in acetylene concentration system |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105503502B (en) | 2018-02-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105503502A (en) | Polymerization inhibitor for preventing alkyne polymerization | |
| CN105503503B (en) | Suppress the compound polymerization inhibitor of alkynes polymerization | |
| CN105566035B (en) | Compound polymerization inhibitor | |
| JP2012516933A (en) | Method for inhibiting polymerization of vinyl aromatic monomer using quinone methide / alkylhydroxylamine combination | |
| CN104302602A (en) | Improved additives composition for control and inhibition of polymerization of aromatic vinyl monomers, and method of use thereof | |
| AU2012360006B2 (en) | Amine based additive composition for control and inhibition of polymerization of styrene, and method of use thereof | |
| CN105566034B (en) | Alkynes polymerization inhibitor | |
| US6525146B1 (en) | Inhibition of popcorn polymer growth | |
| TW202005989A (en) | Compositions of oxygenated amines and quinone methides as antifoulants for vinylic monomers | |
| JP3207144B2 (en) | Polymerization inhibitor composition | |
| CN102947260A (en) | Polymerization inhibitor composition for vinyl compounds and method for inhibiting the polymerization of vinyl compounds which includes using same | |
| CN105102406A (en) | Additive composition for control and inhibition of polymerization of aliphatic monomers, and methods of preparation and use thereof | |
| CN102295500A (en) | Method for inhibiting polymerization of vinyl compounds | |
| Xue et al. | Preparation and thermal stability of brominated natural rubber from latex | |
| CN103849879A (en) | Gemini type bimolecular Sciff base waste water corrosion inhibitor and preparation method thereof | |
| WO2002088055A1 (en) | Inhibition of popcorn polymer growth | |
| CN102408323B (en) | Preparation of multifunctional super polymerization inhibitor used in crylic acid refining process and application method thereof | |
| JP2014084290A (en) | Butadiene containing composition | |
| CN104559764B (en) | A kind of organosilicon composite corrosion inhibitor and preparation method thereof | |
| CN104039835A (en) | Stabilized 4-oxo-2,2,6,6-tetramethylpiperidine-1-oxyl-containing composition, polymerization inhibitor composition for vinyl compound, and method for inhibiting polymerization of vinyl compound using same | |
| JP4620659B2 (en) | Water-soluble phenylenediamine composition and method for stabilizing ethylenically unsaturated compounds and monomers | |
| CN102766008A (en) | Multifunctional C3 polymerization inhibitor | |
| CN106928010B (en) | A kind of styrene water solubility collaboration polymerization inhibitor and preparation method thereof | |
| EP2912109B1 (en) | Quinone compounds for inhibiting monomer polymerization | |
| CN109651040A (en) | Higher alkyne compound polymerization inhibitor |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |