CN104045578A - Preparation method of maleated rosin isopropanol amide and anti-rust performance - Google Patents
Preparation method of maleated rosin isopropanol amide and anti-rust performance Download PDFInfo
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- CN104045578A CN104045578A CN201310076290.3A CN201310076290A CN104045578A CN 104045578 A CN104045578 A CN 104045578A CN 201310076290 A CN201310076290 A CN 201310076290A CN 104045578 A CN104045578 A CN 104045578A
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- maleated rosin
- isopropanol amide
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- rustless property
- amide
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Abstract
The invention relates to a preparation method of maleated rosin isopropanol amide and an anti-rust performance and belongs to the technical fields of novel compound preparation and antirust agent preparation. The maleated rosin isopropanol amide is obtained by a reaction between maleated rosin and isopropanol. The maleated rosin, which is used as a raw material, can be obtained from a renewable resource. Conditions of the reaction are mild. The preparation method is convenient to operate and is low in production cost. The obtained maleated rosin isopropanol amide has the excellent anti-rust performance and can be used as an anti-rust agent in products such as a cutting fluid, an anti-rust liquid and the like. The cutting fluid, which is a compound of the maleated rosin isopropanol amide and a lubricant available in the market, has a good anti-rust performance.
Description
Technical field
The present invention relates to preparation method and the rustless property of maleated rosin isopropanol amide.
Background technology
About the research of organic corrosion inhibitor, there are reports.
Chemical industry in Jiangsu Province [2008,36(4): 21-23] is the compound that raw material has synthesized the multiple functional groups such as boracic, amido linkage with oleic acid diethyl amide and benzotriazole, and this compound has good lubricated and rustless property.Its mechanism of action can be summarized as: boric acid ester is in the strong adsorption (generation of boric acid ester iron) of friction surface; At friction surface, generate the boron nitride compound with laminate structure:
Materials Chemistry and Physics[2009,115:444-452] synthesized 1-aminoanthraquinone acid amides series compound, by weight-loss method and electrochemical process, measured their rustless property, found that 1-aminoanthraquinone amine hydroxybenzene has fabulous rust inhibition at oil-water system to API 5L-X60 carbon steel:
Anhui University of Engineering Science & Technology's journal [2009,24(2): 30-32] be take butenoic acid, cis-butenedioic anhydride and diethanolamine and has been synthesized butenoic acid acid amides as raw material:
Butenoic acid acid amides has good rust inhibition to steel disc when 3% concentration.
Material protection [2000,33 (8): 9-11] adopts oleic acid, cis-butenedioic anhydride and diethanolamine to synthesize water soluble anti-rust agent, the effects such as antirust, lubricated and anti-extreme pressure that product has concurrently.Its rustless property come from polar group at the absorption of metallic surface and hydrophobic grouping coated to metallic surface, stoped O
2, H
2o contacts with metallic surface.
Lubricated synthesized N-oleoyl phenylalanine triethanolamine salt with sealing [2005, (6): 92], this compound has wear-resistant, antifriction performance and rustless property preferably:
It is water-soluble preferably that carboxyl in structure and trolamine generation salt can guarantee that molecule has, and amide group is strong polar group, and oleic acid molecular also has the hydrophobic grouping of long carbochain.
New Technologies [2004, (11): 62] has been prepared maleated rosin diglycollic amide, and this compound has good rustless property.
Chemical engineer [2006, (3): 59] has synthesized citric acid polyoxyethylene nonylphenol ether monoesters diglycollic amide and has had lubricated and rustless property concurrently.
US 6096244 announces: trimeric cyanamide is reacted with poly carboxylic acid, (dicarboxylic acid, tricarboxylic acid) multiamide of having prepared trimeric cyanamide, the aqueous solution of the amide containing 8% of making, trolamine (85%) 60% adds 3% in lapping liquid, cooling fluid good rust-proof effect.Wherein the acid amides of sebacic acid, hexanodioic acid, citric acid, pentanedioic acid has good rustless property:
Chinese invention patent CN1760352 has announced synthetic method and the multi-functional characteristic such as antirust, lubricated thereof of N-fatty acyl group L-glutamic acid triethanolamine salt.
This compound is applied in cutting fluid, to have good rustless property, lubricity.
In above-mentioned a series of molecular structure of compounds with rustless property, all there are a plurality of polar functional groups.Preparation method is generally fairly simple.But their raw material is mostly non-renewable petrochemical material.
Summary of the invention
Maleated rosin is Qingzhou, Sha County, Fujian Province daily use chemicals company limited industrial goods; The industrial goods that oleic acid diethyl amide (NEUF183), boric acid alkanolamine ester (NEUF316), nitrobenzoate (Y80s) are produced for the safe biotechnology (Hefei) of promise company limited.
The object of the invention is to: from renewable starting material, prepare maleated rosin isopropanol amide.For the production of cutting fluid, aqueous rust preventive provides a kind of rust-preventive agent of excellent property.
Maleated rosin isopropanol amide synthetic method of the present invention is: maleated rosin, α-amino isopropyl alcohol are added in reaction flask, and under nitrogen protection, slow heating for dissolving, adds proper catalyst.The mol ratio of maleated rosin and α-amino isopropyl alcohol is 1:4 ~ 1:6, at 140-170 ℃, reacts 3-6 hour, obtains maleated rosin isopropanol amide.
The synthetic route representing with chemical structural formula is:
The concrete grammar that maleated rosin isopropanol amide rustless property is measured is: get filter paper and put into culture dish, take GG25 cast iron filing 2g ± 0.1g, intersperse among on filter paper, pipette liquid 2mL to be measured, make all iron filings wetting, cover culture dish, at 18-28 ℃, place 2 hours (being no more than 2 hours 10 minutes), remove cast iron filing, with tap water, rinse, filter paper soaks 5 seconds, natural drying at room temperature in acetone solution.Result judgement: 0 grade: non-corroding, without rust spot; 1 grade: micro-corrosion, maximum 3 rust spots, and without the rust spot that is greater than 1 square millimeter; 2 grades: slight corrosion, corrosion area is less than 1%, and the rust spot than 1 grade is many or large; 3 grades: medium corrosion, corrosion area 1-5%; 4 grades: serious corrosion, corrosion area is greater than 5%.
Synthetic method of the present invention and existing method comparison, main raw material(s) can obtain from renewable resources, inexpensive, and reaction conditions is gentle, and the reaction times is short, and technological operation is convenient, and safe and reliable, productive rate is higher, and production cost is low, has industrial application value.
Embodiment:
Embodiment 1: get 10 grams of maleated rosins, porphyrize is placed in there-necked flask, adds 9.4 grams of α-amino isopropyl alcohols, after being slowly heated to dissolve, adds 0.1 gram of NaOH, is heated to 160 ℃ under nitrogen protection, stirring reaction 4 hours, after cooling thick liquid product.0.5%, 1%, 1.5% the aqueous solution is prepared respectively in sampling, test rustless property.The antirust grade of three kinds of solution is respectively 2 grades, 0 grade, 0 grade.
Embodiment 2: get 10 grams of maleated rosins, porphyrize is placed in there-necked flask, add 11.3 grams of α-amino isopropyl alcohols, after being slowly heated to dissolve, add 0.15 gram of NaOH, are heated to 160 ℃ under nitrogen protection, stirring reaction 4 hours, after cooling thick liquid product.0.5%, 1%, 1.5% the aqueous solution is prepared respectively in sampling, test rustless property.The antirust grade of three kinds of solution is respectively 0 grade, 0 grade, 0 grade.
Embodiment 3: get 10 grams of maleated rosins, porphyrize is placed in there-necked flask, add 11.3 grams of α-amino isopropyl alcohols, after being slowly heated to dissolve, add 0.11 gram of NaOH, are heated to 160 ℃ under nitrogen protection, stirring reaction 3 hours, after cooling thick liquid product.0.5%, 1%, 1.5% the aqueous solution is prepared respectively in sampling, test rustless property.The antirust grade of three kinds of solution is respectively 2 grades, 1 grade, 0 grade.
Embodiment 4: get 10 grams of maleated rosins, porphyrize is placed in there-necked flask, add 11.3 grams of α-amino isopropyl alcohols, after being slowly heated to dissolve, add 0.11 gram of NaOH, are heated to 160 ℃ under nitrogen protection, stirring reaction 2 hours, after cooling thick liquid product.0.5%, 1%, 1.5% the aqueous solution is prepared respectively in sampling, test rustless property.The antirust grade of three kinds of solution is respectively 2 grades, 1 grade, 0 grade.
Embodiment 5: get 10 grams of maleated rosins, porphyrize is placed in there-necked flask, add 11.3 grams of α-amino isopropyl alcohols, after being slowly heated to dissolve, add 0.11 gram of NaOH, are heated to 170 ℃ under nitrogen protection, stirring reaction 4 hours, after cooling thick liquid product.0.5%, 1%, 1.5% the aqueous solution is prepared respectively in sampling, test rustless property.The antirust grade of three kinds of solution is respectively 1 grade, 0 grade, 0 grade.
Embodiment 6: maleated rosin isopropanol amide and oleic acid diethyl amide NEUF183, NEUF316, Y80s, triethanolamine oleate, the 7# machinery wet goods of getting embodiment 5 preparations are mixed with cutting fluid, and each material proportion sees the following form:
Above-mentioned cutting fluid is diluted 20 times and is pressed afterwards GB6144-85 method, detects it to one-level grey cast iron monolithic, lamination rustless property, result demonstration, and product rustless property is completely qualified.
Claims (6)
1. the preparation method of maleated rosin isopropanol amide and rustless property, is characterized in that: maleated rosin isopropanol amide has following chemical structure:
。
2. the preparation method of maleated rosin isopropanol amide and rustless property, is characterized in that: maleated rosin isopropanol amide is synthetic by following reaction formula:
。
3. the preparation method of maleated rosin isopropanol amide and rustless property; it is characterized in that: maleated rosin reacts with α-amino isopropyl alcohol and generates maleated rosin isopropanol amide; maleated rosin, α-amino isopropyl alcohol are added in reaction flask; slow heating for dissolving under nitrogen protection; add proper catalyst; the mol ratio of maleated rosin and α-amino isopropyl alcohol is 1:4 ~ 1:6, at 140-170 ℃, reacts 3-6 hour, obtains maleated rosin isopropanol amide.
4. the synthetic method of maleated rosin isopropanol amide according to claim 3 and rustless property, is characterized in that:
Described catalyzer be in following material a kind of: NaOH, KOH, consumption is the 0.2-1% of reactant quality, preferably 0.5%;
Described maleated rosin and the mol ratio of α-amino isopropyl alcohol are 1:3 ~ 1:6, preferably, and 1:5,1:6;
Described temperature of reaction is 140-170 ℃, preferably, and 155-165 ℃;
The described reaction times is 3-6 hour, preferably, 4 hours, 5 hours.
5. the preparation method of maleated rosin isopropanol amide and rustless property, it is characterized in that, according to the resulting maleated rosin isopropanol amide of condition described in claim 3,4, be mixed with 0.5 ~ 1.5% the aqueous solution, carry out cast iron filing rust prevention test, antirust grade can reach 0 grade.
6. the preparation method of maleated rosin isopropanol amide and rustless property, it is characterized in that, the maleated rosin isopropanol amide obtaining according to condition described in claim 3,4, be mixed with cutting fluid with oleic acid diethyl amide, triethanolamine oleate, 7# machinery oil, boric acid alkanolamine ester, nitrobenzoate etc., after dilution, by GB6144-85, detect it to one-level grey cast iron monolithic, lamination rustless property, result demonstration, cutting fluid rustless property is completely qualified.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104845727A (en) * | 2015-03-02 | 2015-08-19 | 上海世超化工科技有限公司 | Water -soluble abrasion-resistant and rust-proof composition and preparation method therefor |
| CN108192691A (en) * | 2018-02-06 | 2018-06-22 | 周文辽 | A kind of preparation method of lubricating and antirust compositions of additives |
| PL424912A1 (en) * | 2018-03-16 | 2019-09-23 | Politechnika Gdańska | Method for obtaining anti-agers for elastomers and the anti-gers obtained by this method |
| CN113046162A (en) * | 2021-03-05 | 2021-06-29 | 煤炭科学技术研究院有限公司 | Hydraulic support concentrated solution with excellent freeze-thaw stability and preparation method thereof |
-
2013
- 2013-03-11 CN CN201310076290.3A patent/CN104045578A/en active Pending
Non-Patent Citations (3)
| Title |
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| 张秀香: "TMA-酰胺基非离子表面活性剂的合成及应用", 《日用化学工业》 * |
| 范洪波等: "一种新型水基防锈剂的研究", 《新技术新工艺》 * |
| 陈战等: "HA-1非离子表面活性剂的合成及其应用", 《重庆大学学报(自然科学版)》 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104845727A (en) * | 2015-03-02 | 2015-08-19 | 上海世超化工科技有限公司 | Water -soluble abrasion-resistant and rust-proof composition and preparation method therefor |
| CN104845727B (en) * | 2015-03-02 | 2017-04-19 | 上海世超化工科技有限公司 | Water -soluble abrasion-resistant and rust-proof composition and preparation method therefor |
| CN108192691A (en) * | 2018-02-06 | 2018-06-22 | 周文辽 | A kind of preparation method of lubricating and antirust compositions of additives |
| PL424912A1 (en) * | 2018-03-16 | 2019-09-23 | Politechnika Gdańska | Method for obtaining anti-agers for elastomers and the anti-gers obtained by this method |
| CN113046162A (en) * | 2021-03-05 | 2021-06-29 | 煤炭科学技术研究院有限公司 | Hydraulic support concentrated solution with excellent freeze-thaw stability and preparation method thereof |
| CN113046162B (en) * | 2021-03-05 | 2022-08-12 | 煤炭科学技术研究院有限公司 | Hydraulic support concentrated solution with excellent freeze-thaw stability and preparation method thereof |
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Application publication date: 20140917 |