CN115057764A - Polymerization inhibitor for sulfur-free odorizing agent - Google Patents
Polymerization inhibitor for sulfur-free odorizing agent Download PDFInfo
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- CN115057764A CN115057764A CN202210768338.6A CN202210768338A CN115057764A CN 115057764 A CN115057764 A CN 115057764A CN 202210768338 A CN202210768338 A CN 202210768338A CN 115057764 A CN115057764 A CN 115057764A
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- China
- Prior art keywords
- polymerization inhibitor
- phenothiazine
- benzoquinone
- free
- sulfur
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- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 69
- 239000003112 inhibitor Substances 0.000 title claims abstract description 61
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 25
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims abstract description 53
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims abstract description 30
- 229950000688 phenothiazine Drugs 0.000 claims abstract description 30
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 17
- 230000001105 regulatory effect Effects 0.000 claims abstract description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 20
- 239000002904 solvent Substances 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 11
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 9
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 9
- LNIMMWYNSBZESE-UHFFFAOYSA-N 2-Ethyl-3-methylpyrazine, 9CI Chemical compound CCC1=NC=CN=C1C LNIMMWYNSBZESE-UHFFFAOYSA-N 0.000 claims description 8
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000002994 raw material Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 125000003944 tolyl group Chemical group 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 8
- 230000000379 polymerizing effect Effects 0.000 abstract description 3
- 230000000694 effects Effects 0.000 description 8
- 230000005764 inhibitory process Effects 0.000 description 6
- 239000003205 fragrance Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- -1 aromatic hydrocarbon nitro compound Chemical class 0.000 description 2
- 239000002737 fuel gas Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000003345 natural gas Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/02—Quinones with monocyclic quinoid structure
- C07C50/04—Benzoquinones, i.e. C6H4O2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/24—Quinones containing halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
- C07D279/20—[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Polymerisation Methods In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to the technical field of sulfur-free odorizing agents, in particular to a polymerization inhibitor for a sulfur-free odorizing agent, which comprises p-benzoquinone, wherein the mass ratio of the p-benzoquinone is as follows: 40% -60%; phenothiazine, wherein the mass ratio of the phenothiazine is as follows: 20% -40%; the chloranil comprises the following components in parts by mass: 10% -30%, wherein the p-benzoquinone, the phenothiazine and the tetrachlorobenzoquinone react through a polymerization inhibitor tank configuration kettle, a pH value regulator is further included in the polymerization inhibitor, and the pH value regulator is used for regulating the pH value of the polymerization inhibitor to 5-6.5. The sulfur-free odorizing agent can be inhibited from polymerizing under the oxygen-free condition through the mixture of the p-benzoquinone, the phenothiazine and the chloranil, and meanwhile, the polymerization inhibitor is simple in preparation method.
Description
Technical Field
The invention relates to the technical field of sulfur-free odorizing agents, in particular to a polymerization inhibitor for a sulfur-free odorizing agent.
Background
The sulfur-free odorizing agent is a substance capable of playing a warning role, has strong mixing capacity with natural gas, is in a gaseous state in a gas pipeline, cannot corrode the natural gas pipeline and equipment, and does not harm human bodies and the environment due to the fact that the sulfur-free odorizing agent does not contain sulfur during and after combustion; the adding amount of the sulfur-free odorizing agent in the using process needs to be checked according to the mass concentration of the sulfur-free odorizing agent reaching the warning gas grade in the air.
The polymerization inhibitor is an industrial aid and can be used for preventing polymerization, and when the polymerization inhibitor is used, polymerization inhibitor molecules can react with chain free radicals to form non-free radical substances or low-activity free radicals which cannot be initiated, so that polymerization is stopped.
Because of the reactive characteristics of polymerization inhibitors, polymerization inhibitors are often used for storage and transportation of vinyl monomers, thereby preventing the vinyl monomers from polymerizing during storage and transportation.
Common polymerization inhibitors generally comprise a phenol polymerization inhibitor, a quinone polymerization inhibitor, an aromatic hydrocarbon nitro compound polymerization inhibitor, an inorganic compound polymerization inhibitor and an oxygen polymerization inhibition effect, the main components of the sulfur-free odorizing agent are methyl acrylate and ethyl acrylate, the sulfur-free odorizing agent is mostly used in a fuel gas pipeline, and no oxygen is contained in the fuel gas pipeline, so that the use requirement of the polymerization inhibitor is high, wherein the phenol polymerization inhibitor has a polymerization inhibition effect only when oxygen is dissolved in a monomer, the aromatic hydrocarbon nitro compound has a poor polymerization inhibition effect on the methyl acrylate and the ethyl acrylate, and the inorganic compound is often used as a water-phase polymerization inhibitor, so the requirement of the polymerization inhibitor having the polymerization inhibition effect on the sulfur-free odorizing agent is high. Therefore, we improved this and proposed a polymerization inhibitor for sulfur-free odorizing agents.
Disclosure of Invention
The invention provides a polymerization inhibitor for a sulfur-free odorizing agent, which comprises the following components:
p-benzoquinone, wherein the mass ratio of the p-benzoquinone is as follows: 40% -60%;
phenothiazine, wherein the mass ratio of the phenothiazine is as follows: 20% -40%;
the chloranil comprises the following components in parts by mass: 10% -30%;
p-benzoquinone, phenothiazine and tetrachlorobenzoquinone react through a polymerization inhibitor tank configuration kettle, a pH value regulator is further included in the polymerization inhibitor, and the pH value regulator is used for regulating the pH value of the polymerization inhibitor to be 5-6.5.
As a preferred technical scheme of the invention, the polymerization inhibitor comprises the following components in a preferred mass ratio:
the mass ratio of the p-benzoquinone is 50%;
the mass ratio of the phenothiazine is 30%;
the mass ratio of the chloranil is 20%.
As a preferred technical scheme of the invention, the method comprises the following steps:
s1: p-benzoquinone, phenothiazine and chloranil are mixed in proportion at room temperature to obtain a mixture;
s2: placing the mixture obtained in the step S1 into a polymerization inhibitor tank configuration kettle for stirring;
s3: adding a solvent into a polymerization inhibitor tank configuration kettle in S2, and uniformly mixing the solvent and the mixture to obtain the polymerization inhibitor.
In a preferred embodiment of the present invention, the solvent is toluene.
As a preferred technical scheme of the invention, the benzoquinone, phenothiazine and chloranil in the polymerization inhibitor tank configuration kettle are stirred for 10-15min under the condition of 200-260 r/min.
As a preferred technical scheme of the invention, the mixture of benzoquinone, phenothiazine and chloranil and the solvent in the polymerization inhibitor tank preparation kettle are stirred for 10-15min under the condition of 300-360 r/min.
As a preferable technical solution of the present invention, the sulfur-free odorizing agent comprises the following raw materials:
methyl acrylate, wherein the component content of the methyl acrylate is 30%;
3-ethyl-2-methylpyrazine, wherein the content of the 3-ethyl-2-methylpyrazine is 8%;
the ethyl acrylate comprises 60% of ethyl acrylate;
2, 6-di-tert-butyl-p-methylphenol, wherein the content of the 2, 6-di-tert-butyl-p-methylphenol is 2%.
The invention has the beneficial effects that: the sulfur-free odorizing agent can be inhibited from polymerizing under the oxygen-free condition through the mixture of p-benzoquinone, phenothiazine and chloranil, and meanwhile, the polymerization inhibitor is simple in preparation method.
Drawings
The accompanying drawings, which are included to provide a further understanding of the invention and are incorporated in and constitute a part of this specification, illustrate embodiments of the invention and together with the description serve to explain the principles of the invention and not to limit the invention. In the drawings:
FIG. 1 is a schematic flow chart of a method for preparing a polymerization inhibitor in a polymerization inhibitor for a sulfur-free odorizing agent according to the present invention.
Detailed Description
The preferred embodiments of the present invention will be described in conjunction with the accompanying drawings, and it will be understood that they are described herein for the purpose of illustration and explanation and not limitation.
Example (b): the invention relates to a polymerization inhibitor for a sulfur-free odorizing agent, which comprises the following components:
p-benzoquinone comprises the following components in percentage by mass: 40% -60%;
phenothiazine, wherein the mass ratio of the phenothiazine is as follows: 20% -40%;
tetrachlorobenzoquinone, the mass ratio of tetrachlorobenzoquinone is: 10% -30%;
p-benzoquinone, phenothiazine and tetrachlorobenzoquinone react through a polymerization inhibitor tank configuration kettle, a pH value regulator is further included in the polymerization inhibitor, the pH value regulator is used for regulating the pH value of the polymerization inhibitor to be 5-6.5, and the polymerization inhibition effect of the p-benzoquinone is enhanced.
The preferable mass ratio of each component of the polymerization inhibitor is as follows:
the mass ratio of p-benzoquinone is 50%;
the mass ratio of phenothiazine is 30%;
the mass ratio of the chloranil is 20%.
As shown in fig. 1, the method comprises the following steps:
s1: mixing p-benzoquinone, phenothiazine and chloranil in proportion at room temperature to obtain a mixture;
s2: placing the mixture obtained in the step S1 into a polymerization inhibitor tank configuration kettle for stirring;
s3: adding a solvent into the polymerization inhibitor tank configuration kettle in S2, and uniformly mixing the solvent and the mixture to obtain the polymerization inhibitor. By mixing the benzoquinone, the phenothiazine and the chloranil firstly and then mixing the mixture and the solvent, the obtained final mixture can be mixed more uniformly, and the effect is better.
The solvent is toluene.
The benzoquinone, phenothiazine and chloranil in the polymerization inhibitor tank preparation kettle are stirred for 10-15min under the condition of 200-260 r/min. Ensure the even mixing among benzoquinone, phenothiazine and chloranil.
The mixture of benzoquinone, phenothiazine and chloranil and the solvent in the polymerization inhibitor tank preparation kettle are stirred for 10-15min under the condition of 300-360 r/min. The mixture of benzoquinone, phenothiazine and chloranil and the solvent are uniformly mixed.
The sulfur-free odorizing agent comprises the following raw materials:
methyl acrylate, wherein the component content of the methyl acrylate is 30%;
3-ethyl-2-methylpyrazine, wherein the content of the 3-ethyl-2-methylpyrazine is 8%;
the ethyl acrylate comprises 60% of ethyl acrylate;
2, 6-di-tert-butyl-p-methyl phenol, wherein the content of the 2, 6-di-tert-butyl-p-methyl phenol is 2%, and the volatilization performance of the sulfur-free odorizing agent can be enhanced by mixing methyl acrylate, 3-ethyl-2-methylpyrazine, ethyl acrylate and 2, 6-di-tert-butyl-p-methyl phenol.
When the sulfur-free odorant is in work, p-benzoquinone, phenothiazine and tetrachlorobenzoquinone are respectively put into a polymerization inhibitor preparation kettle according to the proportion of 50%, 30% and 20%, and are stirred for 10-15min under the condition of 200 plus 260r/min, a toluene solvent is added into the polymerization inhibitor preparation kettle after mixing, and is stirred for 10-15min under the condition of 300 plus 360r/min, so that the polymerization inhibitor is obtained, the polymerization inhibitor can still have the polymerization inhibition effect on the sulfur-free odorant under the oxygen-free condition, the preparation method is simple, the sulfur-free odorant consists of 30% of methyl acrylate, 8% of ethyl-2 methylpyrazine, 60% of ethyl acrylate and 2% of 2, 6-di-tert-butyl-p-methylphenol, and the volatilization performance of the sulfur-free odorant can be enhanced.
In the description of the present invention, it should be noted that the terms "vertical", "upper", "lower", "horizontal", and the like indicate orientations or positional relationships based on those shown in the drawings, and are only for convenience of describing the present invention and simplifying the description, but do not indicate or imply that the referred device or element must have a specific orientation, be constructed in a specific orientation, and be operated, and thus, should not be construed as limiting the present invention.
In the description of the present invention, it should also be noted that, unless otherwise explicitly specified or limited, the terms "disposed," "mounted," "connected," and "connected" are to be construed broadly and may, for example, be fixedly connected, detachably connected, or integrally connected; can be mechanically or electrically connected; they may be connected directly or indirectly through intervening media, or they may be interconnected between two elements. The specific meanings of the above terms in the present invention can be understood by those skilled in the art according to specific situations.
Finally, it should be noted that: although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that modifications may be made to the embodiments described above, or equivalents may be substituted for elements thereof. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (7)
1. The polymerization inhibitor for the sulfur-free odorizing agent is characterized by comprising the following components in percentage by weight:
p-benzoquinone, wherein the mass ratio of the p-benzoquinone is as follows: 40% -60%;
phenothiazine, wherein the mass ratio of the phenothiazine is as follows: 20% -40%;
the chloranil comprises the following components in parts by mass: 10% -30%;
p-benzoquinone, phenothiazine and tetrachlorobenzoquinone react through a polymerization inhibitor tank configuration kettle, a pH value regulator is further included in the polymerization inhibitor, and the pH value regulator is used for regulating the pH value of the polymerization inhibitor to be 5-6.5.
2. The polymerization inhibitor for sulfur-free odorizing agents according to claim 1, wherein the preferable mass ratio of each component of the polymerization inhibitor is as follows:
the mass ratio of the p-benzoquinone is 50%;
the mass ratio of the phenothiazine is 30%;
the mass ratio of the chloranil is 20%.
3. A method for producing a polymerization inhibitor according to claim 1 or 2, comprising the steps of:
s1: mixing p-benzoquinone, phenothiazine and chloranil in proportion at room temperature to obtain a mixture;
s2: placing the mixture obtained in the step S1 into a polymerization inhibitor tank configuration kettle for stirring;
s3: adding a solvent into a polymerization inhibitor tank configuration kettle in S2, and uniformly mixing the solvent and the mixture to obtain the polymerization inhibitor.
4. The method according to claim 3, wherein the solvent is toluene.
5. The method of claim 3, wherein the benzoquinone, phenothiazine and chloranil are stirred at a rate of 260r/min for 10-15 min.
6. The method of claim 3, wherein the mixture of benzoquinone, phenothiazine and chloranil and the solvent in the polymerization inhibitor tank are stirred at a rate of 300-360r/min for 10-15 min.
7. A sulfur-free odorizing agent, which is characterized by comprising the following raw materials:
methyl acrylate, wherein the component content of the methyl acrylate is 30%;
3-ethyl-2-methylpyrazine, wherein the content of the 3-ethyl-2-methylpyrazine is 8%;
the component content of the ethyl acrylate is 60 percent;
2, 6-di-tert-butyl-p-methylphenol, wherein the content of the 2, 6-di-tert-butyl-p-methylphenol is 2%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210768338.6A CN115057764A (en) | 2022-06-30 | 2022-06-30 | Polymerization inhibitor for sulfur-free odorizing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210768338.6A CN115057764A (en) | 2022-06-30 | 2022-06-30 | Polymerization inhibitor for sulfur-free odorizing agent |
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| CN115057764A true CN115057764A (en) | 2022-09-16 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN202210768338.6A Pending CN115057764A (en) | 2022-06-30 | 2022-06-30 | Polymerization inhibitor for sulfur-free odorizing agent |
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Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1109881A1 (en) * | 1998-08-17 | 2001-06-27 | Haarmann & Reimer Gmbh | Gas odorization method |
| CN1706787A (en) * | 2005-05-24 | 2005-12-14 | 上海华谊丙烯酸有限公司 | Polymerization inhibiting method for (methyl) acryl aldehyde |
| EP1927646A1 (en) * | 2006-11-28 | 2008-06-04 | Symrise GmbH & Co. KG | Odorising agent with improved stability |
| CN101260331A (en) * | 2008-04-30 | 2008-09-10 | 西姆莱斯有限责任两合公司 | Gas smell-adding agent with modified stability |
| CN104016821A (en) * | 2014-06-10 | 2014-09-03 | 中国科学院过程工程研究所 | Polymerization inhibitor and polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof |
| CN112174817A (en) * | 2020-10-16 | 2021-01-05 | 浙江康德新材料有限公司 | A kind of preparation technology of (meth)acrylic acid long-chain alkyl ester |
| CN113528208A (en) * | 2021-07-20 | 2021-10-22 | 锦州烈火环保科技有限公司 | Natural gas sulfur-free odorizing agent |
| CN113839059A (en) * | 2021-09-16 | 2021-12-24 | 湖州昆仑亿恩科电池材料有限公司 | Primary lithium battery and electrolyte thereof |
| CN113956904A (en) * | 2021-11-25 | 2022-01-21 | 沈阳光正工业有限公司 | Sulfur-free odor additive for combustible gas and preparation method thereof |
| CN114230480A (en) * | 2021-12-13 | 2022-03-25 | 山东省海洋化工科学研究院 | Polymerization inhibitor for purifying diacetone acrylamide and method for purifying diacetone acrylamide |
| CN216573059U (en) * | 2021-11-19 | 2022-05-24 | 锦州烈火环保科技有限公司 | Synthetic reaction device of sulfur-free odorizing agent |
-
2022
- 2022-06-30 CN CN202210768338.6A patent/CN115057764A/en active Pending
Patent Citations (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1109881A1 (en) * | 1998-08-17 | 2001-06-27 | Haarmann & Reimer Gmbh | Gas odorization method |
| CN1706787A (en) * | 2005-05-24 | 2005-12-14 | 上海华谊丙烯酸有限公司 | Polymerization inhibiting method for (methyl) acryl aldehyde |
| EP1927646A1 (en) * | 2006-11-28 | 2008-06-04 | Symrise GmbH & Co. KG | Odorising agent with improved stability |
| CN101260331A (en) * | 2008-04-30 | 2008-09-10 | 西姆莱斯有限责任两合公司 | Gas smell-adding agent with modified stability |
| CN104016821A (en) * | 2014-06-10 | 2014-09-03 | 中国科学院过程工程研究所 | Polymerization inhibitor and polymerization inhibiting method for (methyl) acrolein, (methyl) acrylic acid and esters thereof |
| CN112174817A (en) * | 2020-10-16 | 2021-01-05 | 浙江康德新材料有限公司 | A kind of preparation technology of (meth)acrylic acid long-chain alkyl ester |
| CN113528208A (en) * | 2021-07-20 | 2021-10-22 | 锦州烈火环保科技有限公司 | Natural gas sulfur-free odorizing agent |
| CN113839059A (en) * | 2021-09-16 | 2021-12-24 | 湖州昆仑亿恩科电池材料有限公司 | Primary lithium battery and electrolyte thereof |
| CN216573059U (en) * | 2021-11-19 | 2022-05-24 | 锦州烈火环保科技有限公司 | Synthetic reaction device of sulfur-free odorizing agent |
| CN113956904A (en) * | 2021-11-25 | 2022-01-21 | 沈阳光正工业有限公司 | Sulfur-free odor additive for combustible gas and preparation method thereof |
| CN114230480A (en) * | 2021-12-13 | 2022-03-25 | 山东省海洋化工科学研究院 | Polymerization inhibitor for purifying diacetone acrylamide and method for purifying diacetone acrylamide |
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Application publication date: 20220916 |