CN109503306B - Styrene rectification polymerization inhibitor and production method thereof - Google Patents
Styrene rectification polymerization inhibitor and production method thereof Download PDFInfo
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- CN109503306B CN109503306B CN201910011402.4A CN201910011402A CN109503306B CN 109503306 B CN109503306 B CN 109503306B CN 201910011402 A CN201910011402 A CN 201910011402A CN 109503306 B CN109503306 B CN 109503306B
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- Prior art keywords
- styrene
- polymerization inhibitor
- silicon dioxide
- nano silicon
- water
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- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 65
- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 32
- 239000003112 inhibitor Substances 0.000 title claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 43
- 229920002401 polyacrylamide Polymers 0.000 claims abstract description 20
- 239000005543 nano-size silicon particle Substances 0.000 claims abstract description 19
- 235000012239 silicon dioxide Nutrition 0.000 claims abstract description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 16
- -1 di-tert-butyl nitroxide free radical Chemical class 0.000 claims abstract description 12
- 239000002131 composite material Substances 0.000 claims abstract description 11
- 239000002270 dispersing agent Substances 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 6
- 239000012535 impurity Substances 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 4
- ONJQDTZCDSESIW-UHFFFAOYSA-N polidocanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO ONJQDTZCDSESIW-UHFFFAOYSA-N 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- 150000003385 sodium Chemical class 0.000 claims description 4
- 229920005552 sodium lignosulfonate Polymers 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 239000000178 monomer Substances 0.000 abstract description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract description 5
- 229910052742 iron Inorganic materials 0.000 abstract description 5
- 230000003197 catalytic effect Effects 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 4
- 238000004140 cleaning Methods 0.000 abstract description 2
- 230000006698 induction Effects 0.000 abstract description 2
- 230000005764 inhibitory process Effects 0.000 abstract description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 8
- 238000006356 dehydrogenation reaction Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 3
- 239000012295 chemical reaction liquid Substances 0.000 description 2
- CKJMHSMEPSUICM-UHFFFAOYSA-N di-tert-butyl nitroxide Chemical compound CC(C)(C)N([O])C(C)(C)C CKJMHSMEPSUICM-UHFFFAOYSA-N 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a styrene rectification polymerization inhibitor and a production method thereof, wherein the styrene rectification polymerization inhibitor comprises the following components in percentage by weight: 25-55% of di-tert-butyl nitroxide free radical, 10-15% of ethanol, 3-8% of composite water-soluble dispersant, 0.5-1% of nano silicon dioxide loaded polyacrylamide and the balance of water. The styrene rectification polymerization inhibitor can effectively inhibit polymerization reaction of styrene and reduce catalytic activity of iron ions, thereby reducing external induction factors of polymerization of styrene monomers from the source, dispersing and cleaning polymerized parts, improving polymerization inhibition effect through various ways and greatly improving the operation stability of a rectification system.
Description
Technical Field
The invention relates to the technical field of petrochemical industry, in particular to a styrene rectification polymerization inhibitor and a production method thereof.
Background
Styrene is an important basic organic chemical raw material, is mainly used for producing synthetic resins such as polystyrene and SBS, ion exchange resin, synthetic rubber and the like in industry, and has wide application. At present, the production of styrene mainly adopts an ethylbenzene dehydrogenation process, which is divided into a alkylation working section, an ethylbenzene rectification working section, an ethylbenzene dehydrogenation working section and a styrene rectification working section.
Styrene monomers have self-polymerizing properties and can be polymerized at room temperature, with higher temperatures and faster polymerization rates. Because a small amount of impurities exist in the dehydrogenation reaction liquid in the ethylbenzene dehydrogenation section, the dehydrogenation reaction liquid needs to be treated by a subsequent styrene rectification section. In the rectification process, styrene monomers are easy to polymerize, which not only affects normal production, but also increases energy consumption and even causes large-area production stop in severe cases. In order to reduce the polymerization loss of styrene monomers in the rectification process and ensure the normal operation of a rectification system, a polymerization inhibitor for inhibiting the polymerization of styrene must be added in the rectification process.
The polymerization of styrene is a free radical polymerization, and the influencing factors include monomer concentration, system temperature, impurities and the like. The existing styrene rectification polymerization inhibitor has the formula that single di-tert-butyl nitroxide radical (DTBNO) is dissolved in water in proportion, the components and the performance of the formula are single, the external inducing factor of styrene monomer polymerization cannot be reduced, the polymerization control effect is limited, and the improvement is needed.
Disclosure of Invention
The invention aims to make up the defects of the prior art and provides a styrene rectification polymerization inhibitor and a production method thereof.
The invention is realized by the following technical scheme:
a styrene rectification polymerization inhibitor comprises the following components in percentage by weight: 25-55% of di-tert-butyl nitroxide free radical, 10-15% of ethanol, 3-8% of composite water-soluble dispersant, 0.5-1% of nano silicon dioxide loaded polyacrylamide and the balance of water.
The composite water-soluble dispersant is prepared from 30D of alkali-modified sodium lignosulphonate, span S-40 and an anionic surfactant AEO-9 in a weight ratio of (3-5): (1-2): (1-2) mixing.
The preparation method of the nano silicon dioxide loaded polyacrylamide comprises the following steps: adding nano silicon dioxide into water, dispersing uniformly to obtain a nano silicon dioxide suspension with the solid content of 1-1.5%, then adding a proper amount of polyacrylamide aqueous solution with the mass fraction of 0.5-1%, stirring for 12-24h, centrifuging, and drying to obtain the nano silicon dioxide loaded polyacrylamide.
The volume ratio of the nano silicon dioxide suspension to the polyacrylamide aqueous solution is 1: (0.5-1).
The production method of the styrene rectification polymerization inhibitor comprises the following steps:
(1) adding the composite water-soluble dispersant and the nano-silica-loaded polyacrylamide into water, and uniformly stirring and dispersing to obtain a mixed solution;
(2) adding di-tert-butyl nitroxide free radical into ethanol, then uniformly mixing with the mixed solution, and filtering to remove impurities to obtain the product.
The invention has the advantages that:
on the basis of the formula of the conventional styrene rectification polymerization inhibitor, the composite water-soluble dispersing agent consisting of the alkali modified sodium lignosulfonate 30D, the span S-40 and the anionic surfactant AEO-9 is added, so that a good dispersion and cleaning effect can be achieved on a polymerized part under a high-temperature condition, and a good clean state in the styrene rectification process is kept; by adding the nano silicon dioxide loaded polyacrylamide, iron ions can be complexed, and the catalytic activity of the iron ions is reduced, so that the catalytic polymerization reaction participated by the iron ions is relieved. Through the compounding and synergism of the raw materials, the produced styrene rectification polymerization inhibitor can effectively inhibit the polymerization reaction of styrene and reduce the catalytic activity of iron ions, so that the external induction factor of polymerization of styrene monomers is reduced from the source, the polymerized parts are dispersed and cleaned, the polymerization inhibition effect is improved through various ways, and the operation stability of a rectification system is greatly improved.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
A styrene rectification polymerization inhibitor comprises the following components in percentage by weight: 25% of di-tert-butyl nitroxide free radical, 10% of ethanol, 3% of composite water-soluble dispersant, 0.5% of nano silicon dioxide loaded polyacrylamide and the balance of water.
The composite water-soluble dispersant is prepared from 30D alkali-modified sodium lignosulfonate, span S-40 and an anionic surfactant AEO-9 in a weight ratio of 3: 1: 1 are mixed.
The preparation method of the nano silicon dioxide loaded polyacrylamide comprises the following steps: adding nano silicon dioxide into water, dispersing uniformly to obtain a nano silicon dioxide suspension with the solid content of 1%, then adding a proper amount of polyacrylamide aqueous solution with the mass fraction of 0.5%, stirring for 12h, centrifuging, and drying to obtain the nano silicon dioxide loaded polyacrylamide.
The volume ratio of the nano silicon dioxide suspension to the polyacrylamide aqueous solution is 1: 0.5.
the production method of the styrene rectification polymerization inhibitor comprises the following steps:
(1) adding the composite water-soluble dispersant and the nano-silica-loaded polyacrylamide into water, and uniformly stirring and dispersing to obtain a mixed solution;
(2) adding di-tert-butyl nitroxide free radical into ethanol, then uniformly mixing with the mixed solution, and filtering to remove impurities to obtain the product.
100ppm of the polymerization inhibitor is added into 100g of styrene, oil bath treatment is carried out at 110 ℃ for 2h, the polymer is eluted by ethanol, the weight of the polymer is weighed after drying, and the weight of the polymer is 0.3 g.
Claims (3)
1. The styrene rectification polymerization inhibitor is characterized by comprising the following components in percentage by weight: 25-55% of di-tert-butyl nitroxide free radical, 10-15% of ethanol, 3-8% of composite water-soluble dispersant, 0.5-1% of nano silicon dioxide loaded polyacrylamide and the balance of water;
the preparation method of the nano silicon dioxide loaded polyacrylamide comprises the following steps: adding nano silicon dioxide into water, uniformly dispersing to obtain a nano silicon dioxide suspension with the solid content of 1-1.5%, then adding a proper amount of polyacrylamide aqueous solution with the mass fraction of 0.5-1%, stirring for 12-24h, centrifuging, and drying to obtain nano silicon dioxide loaded polyacrylamide;
the composite water-soluble dispersant is prepared from 30D of alkali-modified sodium lignosulphonate, span S-40 and an anionic surfactant AEO-9 in a weight ratio of (3-5): (1-2): (1-2) mixing.
2. The styrene rectification polymerization inhibitor according to claim 1, wherein the volume ratio of the nano silica suspension to the polyacrylamide aqueous solution is 1: (0.5-1).
3. The production method of a styrene rectification polymerization inhibitor as claimed in claim 1, characterized by comprising the steps of:
(1) adding the composite water-soluble dispersant and the nano-silica-loaded polyacrylamide into water, and uniformly stirring and dispersing to obtain a mixed solution;
(2) adding di-tert-butyl nitroxide free radical into ethanol, then uniformly mixing with the mixed solution, and filtering to remove impurities to obtain the product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910011402.4A CN109503306B (en) | 2019-01-07 | 2019-01-07 | Styrene rectification polymerization inhibitor and production method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910011402.4A CN109503306B (en) | 2019-01-07 | 2019-01-07 | Styrene rectification polymerization inhibitor and production method thereof |
Publications (2)
| Publication Number | Publication Date |
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| CN109503306A CN109503306A (en) | 2019-03-22 |
| CN109503306B true CN109503306B (en) | 2021-06-11 |
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| CN110330404A (en) * | 2019-07-02 | 2019-10-15 | 宜兴市中大凯水处理有限公司 | A kind of polymerization inhibitors for styrene rectification and preparation method thereof |
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| CN103467230B (en) * | 2013-07-24 | 2015-11-18 | 金浦新材料股份有限公司 | A kind of Water-soluble styrene polymerization inhibitor |
| US9399622B2 (en) * | 2013-12-03 | 2016-07-26 | Ecolab Usa Inc. | Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes |
| CN104447182B (en) * | 2014-12-05 | 2016-02-10 | 天津科技大学 | Can Magneto separate solid phase stopper and preparation method thereof and application |
| CN108341737B (en) * | 2017-01-23 | 2021-08-10 | 中国石油化工股份有限公司 | Rectification polymerization inhibitor of aromatic olefin monomer, preparation method and application method thereof |
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