CN113444557A - Modified metal sulfonate antirust additive - Google Patents
Modified metal sulfonate antirust additive Download PDFInfo
- Publication number
- CN113444557A CN113444557A CN202110854288.9A CN202110854288A CN113444557A CN 113444557 A CN113444557 A CN 113444557A CN 202110854288 A CN202110854288 A CN 202110854288A CN 113444557 A CN113444557 A CN 113444557A
- Authority
- CN
- China
- Prior art keywords
- oil
- sulfonate
- metal
- soluble
- acid
- 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.)
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- 229910052751 metal Inorganic materials 0.000 title claims abstract description 32
- 239000002184 metal Substances 0.000 title claims abstract description 32
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 title claims abstract description 28
- 239000000654 additive Substances 0.000 title claims abstract description 23
- 230000000996 additive effect Effects 0.000 title claims abstract description 23
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 16
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 13
- 150000001733 carboxylic acid esters Chemical class 0.000 claims abstract description 13
- -1 alkenyl succinic acid Chemical compound 0.000 claims abstract description 8
- 150000003751 zinc Chemical class 0.000 claims abstract description 8
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000001384 succinic acid Substances 0.000 claims abstract description 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 5
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 4
- 238000002156 mixing Methods 0.000 claims abstract description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 3
- 150000002148 esters Chemical class 0.000 claims abstract description 3
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 229910052788 barium Inorganic materials 0.000 claims description 7
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical group [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 7
- QDCPNGVVOWVKJG-VAWYXSNFSA-N 2-[(e)-dodec-1-enyl]butanedioic acid Chemical compound CCCCCCCCCC\C=C\C(C(O)=O)CC(O)=O QDCPNGVVOWVKJG-VAWYXSNFSA-N 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 150000004996 alkyl benzenes Chemical class 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 229910052725 zinc Inorganic materials 0.000 claims description 3
- 239000011701 zinc Substances 0.000 claims description 3
- RAADJDWNEAXLBL-UHFFFAOYSA-N 1,2-di(nonyl)naphthalene Chemical compound C1=CC=CC2=C(CCCCCCCCC)C(CCCCCCCCC)=CC=C21 RAADJDWNEAXLBL-UHFFFAOYSA-N 0.000 claims description 2
- 229940092714 benzenesulfonic acid Drugs 0.000 claims description 2
- CJMZLCRLBNZJQR-UHFFFAOYSA-N ethyl 2-amino-4-(4-fluorophenyl)thiophene-3-carboxylate Chemical compound CCOC(=O)C1=C(N)SC=C1C1=CC=C(F)C=C1 CJMZLCRLBNZJQR-UHFFFAOYSA-N 0.000 claims description 2
- 150000003871 sulfonates Chemical class 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 11
- 239000003921 oil Substances 0.000 abstract description 11
- 150000003839 salts Chemical class 0.000 abstract description 6
- 239000007921 spray Substances 0.000 abstract description 5
- 239000002199 base oil Substances 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 11
- 239000000047 product Substances 0.000 description 8
- 239000002585 base Substances 0.000 description 6
- 239000012895 dilution Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 1
- YSIQDTZQRDDQNF-UHFFFAOYSA-L barium(2+);2,3-di(nonyl)naphthalene-1-sulfonate Chemical compound [Ba+2].C1=CC=C2C(S([O-])(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1.C1=CC=C2C(S([O-])(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1 YSIQDTZQRDDQNF-UHFFFAOYSA-L 0.000 description 1
- ZUDYPQRUOYEARG-UHFFFAOYSA-L barium(2+);dihydroxide;octahydrate Chemical compound O.O.O.O.O.O.O.O.[OH-].[OH-].[Ba+2] ZUDYPQRUOYEARG-UHFFFAOYSA-L 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/08—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic sulfur-, selenium- or tellurium-containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M177/00—Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/127—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids polycarboxylic
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
The invention discloses a modified metal sulfonate antirust additive which comprises oil-soluble metal sulfonate, carboxylic acid or carboxylic ester, wherein the oil-soluble metal sulfonate is alkyl aromatic sulfonate, the metal part of the oil-soluble metal sulfonate is alkali metal or alkaline earth metal or zinc salt, and the carboxylic acid or carboxylic ester is alkenyl succinic acid or alkenyl succinic acid half ester; the preparation method comprises the steps of mixing the oil-soluble sulfonic acid with carboxylic acid or carboxylic ester, and then saponifying with alkali metal hydroxide or alkaline earth metal hydroxide or zinc salt. The antirust additive disclosed by the invention has the advantages that the metal content is increased, the antirust performance is obviously improved, and particularly, the salt spray test result is greatly improved; compared with the same type of products in the market, the antirust additive provided by the invention has the advantages that the acid value is obviously reduced, the antirust additive is not easy to corrode, and the antirust additive has good stability; meanwhile, the antirust additive also has good oil solubility and can be well compatible with common base oil.
Description
Technical Field
The invention relates to a modified metal sulfonate antirust additive, belonging to the field of chemical industry.
Background
The oil soluble metal sulfonate is the most common antirust additive in China, the salt forming product of the oil soluble metal sulfonate is generally alkali metal or alkaline earth metal, such as barium, calcium, magnesium, zinc and the like, and the single agent antirust performance of the metal sulfonate is not very excellent, especially in a salt spray test. If the antirust oil is directly compounded with oil-soluble carboxylic acid, such as dodecenylsuccinic acid and the like, the acid value of the oil-soluble carboxylic acid is generally high, the acid value of the whole antirust oil system is higher, the stability of an oil base is not facilitated, the surface of a workpiece is discolored to generate yellow spots, the addition amount is generally low, and the antirust performance improving effect is limited.
Disclosure of Invention
Aiming at the defects, the invention provides a modified metal sulfonate antirust additive, and the technical scheme adopted by the invention is as follows:
a modified metal sulfonate rust inhibiting additive comprising an oil soluble metal sulfonate, a carboxylic acid or a carboxylic acid ester; the preparation method comprises the steps of mixing the oil-soluble sulfonic acid with carboxylic acid or carboxylic ester, and then saponifying with alkali metal hydroxide or alkaline earth metal hydroxide or zinc salt.
Wherein the mass ratio of the oil-soluble sulfonic acid to the carboxylic acid or the carboxylic ester is 4-6: 1.
Wherein, the dosage of the alkali metal hydroxide or the alkaline earth metal hydroxide or the zinc salt is calculated according to the acid value of the oil-soluble sulfonic acid and the carboxylic acid or the carboxylic ester, and if the final product needs to have the base value, the required base value is also calculated.
Further, the oil-soluble metal sulfonate is an alkyl aromatic sulfonate, preferably a heavy alkylbenzene sulfonate or dinonyl naphthalene sulfonate.
Further, the metal portion of the oil-soluble metal sulfonate is an alkali or alkaline earth metal or zinc salt, preferably barium or calcium or magnesium or zinc.
Further, the carboxylic acid or carboxylic acid ester is alkenyl succinic acid or alkenyl succinic acid half ester, preferably dodecenyl succinic acid.
Further, the oil-soluble sulfonic acid is an alkyl aromatic sulfonic acid, preferably a heavy alkyl benzene sulfonic acid or dinonyl naphthalene sulfonic acid.
Compared with the prior art, the invention has the beneficial effects that: the invention is prepared by mixing oil-soluble sulfonic acid and oil-soluble carboxylic acid or carboxylic ester and saponifying with alkali metal hydroxide or alkaline earth metal hydroxide or zinc salt. The antirust additive disclosed by the invention has the advantages that the metal content is increased, the antirust performance is obviously improved, and particularly, the salt spray test result is greatly improved; compared with the same type of products in the market, the antirust additive provided by the invention has the advantages that the acid value is obviously reduced, the antirust additive is not easy to corrode, and the antirust additive has good stability; meanwhile, the antirust additive also has good oil solubility and can be well compatible with common base oil.
Detailed Description
The technical solution of the present invention is further described below with reference to examples.
Example (b):
200g of heavy alkylbenzene sulfonic acid with the acid value of 121MgKOH/g, 60g of dodecenylsuccinic acid with the acid value of 265MgKOH/g, 240g of 15# white oil and 120g of barium hydroxide (octahydrate) are added into a 1000ML three-neck flask with a stirring and heating sleeve, the materials are stirred and heated to 80 ℃, 20g of hydrogen peroxide is slowly added for decolorization, after stirring for half an hour, the temperature is raised to evaporate water to 150 ℃ to obtain 548g of material, and the material is filtered to obtain 520g of product.
Through detection, the product has the following appearance: reddish brown transparent viscous liquid, acid value: 0.58MgKOH/g, base number: 0.89MgKOH/g, barium content: 8.75%, chroma: (dilution) 3.0, viscosity: (100 ℃ C.) 87mm2/s。
Comparative example 1: the detection shows that the product appearance of the neutral barium dinonyl naphthalene sulfonate product produced by Anhui Chengtai chemical technology limited company is as follows: reddish brown transparent viscous liquid, acid value: 0.52MgKOH/g, base number: 0.67MgKOH/g, barium content: 6.65%, chroma: (dilution) 3.0, viscosity: (100 ℃ C.) 83.2mm2/s。
Comparative example 2: XX 705A product from a company is commercially available, and the appearance of the product is detected to be: reddish brown transparent viscous liquid, acid value: 19MgKOH/g, base number: none, barium content: 7.9%, chroma: (dilution) 3.0, viscosity: (100 ℃ C.) 68mm2/s。
The performance of the examples compared to comparative examples 1, 2 is as follows:
as can be seen from the comparison of the data in the table, compared with comparative example 1, the barium content in the present example is high, and the rust time of the salt spray box test is several times longer than that in comparative example 1, which shows that the rust-proof performance of the present invention is obviously improved compared with that in comparative example 1. Compared with the comparative example 2, the salt spray box test of the embodiment has the same rust starting time as the comparative example 2, but the acid value is obviously lower than that of the comparative example 2, and meanwhile, the embodiment has no precipitation in the oil solubility test, and the comparative example 2 has precipitation, which shows that the stability and the oil solubility of the invention are obviously improved compared with the comparative example 2.
While the foregoing is directed to the preferred embodiment of the present invention, it will be understood by those skilled in the art that various changes and modifications may be made without departing from the spirit and scope of the invention.
Claims (6)
1. A modified metal sulfonate antirust additive is characterized in that: which include oil soluble metal sulfonates, carboxylic acids or carboxylic acid esters; the oil-soluble metal sulfonate is alkyl aromatic sulfonate, the metal part of the oil-soluble metal sulfonate is alkali metal or alkaline earth metal or zinc salt, and the carboxylic acid or carboxylic ester is alkenyl succinic acid or alkenyl succinic acid half ester;
the preparation method comprises mixing oil-soluble sulfonic acid with carboxylic acid or carboxylic ester, and saponifying with alkali metal hydroxide or alkaline earth metal hydroxide or zinc salt;
wherein the mass ratio of the oil-soluble sulfonic acid to the carboxylic acid or the carboxylic ester is 4-6: 1.
2. The modified metal sulfonate antirust additive according to claim 1, wherein: the oil-soluble sulfonic acid is an alkyl aromatic sulfonic acid.
3. The modified metal sulfonate antirust additive according to claim 1, wherein: the oil-soluble sulfonic acid is heavy alkyl benzene sulfonic acid or dinonyl naphthalene sulfonic acid.
4. The modified metal sulfonate antirust additive according to claim 1, wherein: the oil-soluble metal sulfonate is heavy alkylbenzene sulfonate or dinonyl naphthalene sulfonate.
5. The modified metal sulfonate antirust additive according to claim 1, wherein: the metal part of the oil-soluble metal sulfonate is barium or calcium or magnesium or zinc.
6. The modified metal sulfonate antirust additive according to claim 1, wherein: the carboxylic acid is dodecenylsuccinic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110854288.9A CN113444557A (en) | 2021-07-28 | 2021-07-28 | Modified metal sulfonate antirust additive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110854288.9A CN113444557A (en) | 2021-07-28 | 2021-07-28 | Modified metal sulfonate antirust additive |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN113444557A true CN113444557A (en) | 2021-09-28 |
Family
ID=77817573
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110854288.9A Pending CN113444557A (en) | 2021-07-28 | 2021-07-28 | Modified metal sulfonate antirust additive |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113444557A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4895674A (en) * | 1987-03-16 | 1990-01-23 | King Industries, Inc. | Thermally stable sulfonate compositions |
| US5023016A (en) * | 1987-03-16 | 1991-06-11 | King Industries, Inc. | Thermally stable sulfonate compositions |
| CN109897718A (en) * | 2017-12-11 | 2019-06-18 | 中国石油天然气股份有限公司 | Barium-free soft film anti-rust oil |
-
2021
- 2021-07-28 CN CN202110854288.9A patent/CN113444557A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4895674A (en) * | 1987-03-16 | 1990-01-23 | King Industries, Inc. | Thermally stable sulfonate compositions |
| US5023016A (en) * | 1987-03-16 | 1991-06-11 | King Industries, Inc. | Thermally stable sulfonate compositions |
| CN109897718A (en) * | 2017-12-11 | 2019-06-18 | 中国石油天然气股份有限公司 | Barium-free soft film anti-rust oil |
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