CN102899127A - Thiadiazole dimer lubricating grease additive, and preparation and application thereof - Google Patents
Thiadiazole dimer lubricating grease additive, and preparation and application thereof Download PDFInfo
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- CN102899127A CN102899127A CN2012103399616A CN201210339961A CN102899127A CN 102899127 A CN102899127 A CN 102899127A CN 2012103399616 A CN2012103399616 A CN 2012103399616A CN 201210339961 A CN201210339961 A CN 201210339961A CN 102899127 A CN102899127 A CN 102899127A
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Abstract
The invention provides a thiadiazole dimer lubricating grease additive having a general structural formula as described in the specification. In the formula, X represents hydrogen or an alkali metal. According to the invention, a proper catalyst is selected to allow DMTD to undergo bridging and polymerization; a prepared product has superhigh sulfur content, which enables excellent extreme-pressure anti-abrasion performance to be presented in application; at the same time, a unique nitrogen heterocyclic ring structure in the invention enables free radicals generated by oxidation of the lubricating grease to be effectively chelated so as to form a compact protective film on a metal interface, so good oxidation resistance and corrosion protection performance are obtained. Because the additive is liquid, addition and blending of the additive in operation are easier, the additive does not contain metals and is easily biodegradable, so the thiadiazole dimer lubricating grease additive is an ashless environment-friendly additive.
Description
Technical field
The invention belongs to field of lubricant, be specially chemical substance in a kind of lubricating grease and preparation method thereof.
Background technology
Thiadiazoles derivative is to have the heterocycle structure that contains S, N atom, thereby this compounds has very high activity, produce and life in use very extensive, agricultural and medical aspect as sterilant, in lubricating grease, be used as metal passivator.
Extreme-pressure additive be can and the metallic surface that contact react and form the high-melting-point inorganic thin film, can form protective membrane (adsorbing or reaction film) at friction surface, with prevent that clinkering occurs under high loading, block sting, the additive of cut or scratch.Extreme pressure agent should possess four ball anti-sintering properties, and suitable terraced nurse is agree the OK value.Extreme-pressure additive under the prior art condition in the lubricating grease is still to contain active S, P element and heavy metal element as main additive, such as clorafin, olefine sulfide, sulfuration lard, phosphoric acid ester, phosphoric acid salt, ZDDP etc., it is heavy to have smell, the characteristics of not environmental protection, and there is serious corrosion in metal.
Therefore the grease additive field is necessary that the development of new extreme-pressure additive is to overcome the defective of prior art.
Summary of the invention
The objective of the invention is for the deficiencies in the prior art, propose a kind of thiadiazoles dimer grease additive.
Another object of the present invention is the preparation method who proposes described additive.
The technical scheme that realizes above-mentioned purpose of the present invention is:
A kind of thiadiazoles dimer grease additive, it has following general structure:
Wherein, X is hydrogen or basic metal.
Preferably, described additive structural formula is
A kind of method for preparing described additive, it is to add alkali-metal oxyhydroxide reaction 1-1.5 hour in 2,5 dimercaptos, 1,3,4 thiadiazoles (DMTD), then adds hydrogen peroxide and hydrochloric acid reaction 3-5 hour and gets.
Wherein, the mol ratio of described 2,5 dimercaptos, 1,3,4 thiadiazoles, alkali-metal oxyhydroxide, hydrogen peroxide, hydrochloric acid is 4:3.8-4.2:0.8-1.2:0-4.
Wherein, described 2,5 dimercaptos, 1,3,4 thiadiazoles, alkali-metal oxyhydroxide, hydrogen peroxide, hydrochloric acid are all participated in reaction with aqueous solution form.Described alkali-metal oxyhydroxide is sodium hydroxide or potassium hydroxide.
Wherein, the aqueous solution of described 2,5 dimercaptos, 1,3,4 thiadiazoles be with 2,5 dimercaptos, 1,3,4 thiadiazoles in mass ratio 12-18% be added to the water, stirred 0.5-1 hour and get.
Take described alkali-metal oxyhydroxide as sodium hydroxide as example, synthetic reaction scheme is as follows:
(1) reaction obtains the dimer of formula I, and wherein X is Na.After the reaction of formula (1) is finished, with purification of products, namely get the dimer of formula I.
(2) reaction obtains the dimer of formula II.
Wherein, after described method also comprised adding hydrogen peroxide and hydrochloric acid reaction, the mixture that reaction is obtained washed with water, removed moisture, at the temperature 60-80 ℃ of lower ether solvent that adds, stirred then filtration, the step of getting solid product.Be washed with water to washings for neutral.Described removal moisture can adopt the means of this area routine, comprises evaporation, suction filtration, centrifugal etc.The temperature of evaporation is controlled to be 100-120 ℃.
Wherein, described ether solvent is triethylene glycol butyl ether and fatty alcohol-polyoxyethylene ether (PAG), and the mass ratio of adding is for reacting the 50-60% of mixture (mixture to be dissolved) quality that obtains.Described triethylene glycol butyl ether and fatty alcohol-polyoxyethylene ether mass ratio are 8:2.5-3.5.
The application of the additive that the present invention proposes in the preparation lubricant compositions.
Described additive is when the preparation lubricant compositions, and the consumption of adding is 1% ~ 3% mass ratio.
Beneficial effect of the present invention is:
The present invention closes polymerization by selecting suitable catalyzer to make DMTD that bridging occur; the product that makes has ultra-high-sulfur(UHS) content; in application, be presented as excellent extreme pressure and antiwear behavior; the nitrogen heterocyclic ring structure of while uniqueness of the present invention is the free free radical of chelating lubricating grease oxidation generation effectively; form the protective membrane of one deck densification at metal interface; thereby have good antioxidant property and Corrosion Protection; owing to be liquid; easier in operation interpolation and mediation; containing metal not; readily biodegradable is a kind of ashless environmental-protection additive.
Embodiment
Following examples further specify content of the present invention, but should not be construed as limitation of the present invention.Without departing from the spirit and substance of the case in the present invention, modification or replacement to the inventive method, step or condition are done all belong to scope of the present invention.
If do not specialize, the conventional means that used technique means is well known to those skilled in the art among the embodiment.
Among the embodiment, DMTD is available from Pacific Ocean associating (Beijing) petrochemical complex company limited.
Embodiment 1
0.5mol (75.1g) DMTD added in the reaction vessel fill 400ml water stirred 0.5 hour, then add 0.5mol sodium hydroxide, namely 25% aqueous sodium hydroxide solution 80.1g at room temperature stirred 1 hour, add again the 0.125mol hydrogen peroxide, i.e. 35% aqueous solution 12.1g and 0.5mol hydrochloric acid, it is 57.1g 32% aqueous hydrochloric acid, continue reaction 3 hours, then through washing, filter until filtrate is neutral, then be warming up to 100 ℃, steam moisture, dry to get buff powder, be cooled to 80 ℃, add 47.4g ether solvent triethylene glycol butyl ether and PAG(fatty alcohol-polyoxyethylene ether), the two mass ratio is 8:3, mix and blend 0.5 hour, cooling, filter and namely get thiadiazoles dimer grease additive (being numbered P6002-01), productive rate is 96.5%.
Embodiment 2
0.5molDMTD (75.1g) added in the reaction vessel fill 400ml water stirred 0.6 hour, then the aqueous solution that adds 0.525mol sodium hydroxide 25%, at room temperature stirred 1.2 hours, 35% the aqueous solution and the 0.5mol hydrochloric acid that add again the 0.12mol hydrogen peroxide, i.e. 32% aqueous hydrochloric acid 57.1g, continue reaction 3.5 hours, then through washing, filter until filtrate is neutral, then be warming up to 105 ℃, steam moisture, dry to get buff powder, be cooled to 75 ℃, add 47.4g ether solvent triethylene glycol butyl ether and PAG, mass ratio 8:2.5, mix and blend 0.6 hour, cooling is filtered and is namely got thiadiazoles dimer grease additive (being numbered P6002-02), and productive rate is 96.9%.
Embodiment 3
0.5molDMTD (75.1g) added in the reaction vessel fill 400ml water stirred 0.7 hour, then 25% aqueous solution that adds 0.5mol sodium hydroxide at room temperature stirred 1.4 hours, 32% the aqueous solution (57.1g) that adds again 35% the aqueous solution of 0.13mol hydrogen peroxide and 0.5mol hydrochloric acid continues reaction 4 hours, then through washing, filter until filtrate is neutral, then be warming up to 110 ℃, steam moisture, dry to get buff powder, be cooled to 70 ℃, add 47.4g ether solvent triethylene glycol butyl ether and PAG, mass ratio 8:3.5, mix and blend 0.7 hour, cooling, filter and namely get thiadiazoles dimer grease additive (being numbered P6002-03), productive rate is 97.1%.
Embodiment 4
0.5mol (75.1g) DMTD added in the reaction vessel fill 400ml water stirred 0.8 hour, then the aqueous solution that adds 0.5mol sodium hydroxide 25% at room temperature stirred 1.4 hours, 35% the aqueous solution that adds again the 0.125mol hydrogen peroxide continues reaction 4 hours, stopped reaction, wash with water, filter until filtrate is neutral, then be warming up to 115 ℃, steam moisture, dry to get buff powder, be cooled to 65 ℃, add 47.4g ether solvent triethylene glycol butyl ether and PAG, mass ratio 8:3, mix and blend 0.8 hour, cooling is filtered and is namely got thiadiazoles dimer grease additive (being numbered P6002-04), and productive rate is 97.4%.
Embodiment 5
0.5mol (75.1g) DMTD added in the reaction vessel fill 400ml water stirred 1 hour, then the aqueous sodium hydroxide solution that adds 0.5mol 25% at room temperature stirred 1.5 hours, 32% the solution (57.1g) that adds again 35% the aqueous solution (12.1g) of 0.125mol hydrogen peroxide and 0.5mol hydrochloric acid continues reaction 5 hours, then through washing, filter until filtrate is neutral, then be warming up to 120 ℃, steam moisture, dry to get buff powder, be cooled to 60 ℃, add 47.4g ether solvent PAG, mix and blend 1 hour, cooling is filtered and is namely got thiadiazoles dimer grease additive (being numbered P6002-05), and productive rate is 97.8%.
Experimental example 1 conventional physico-chemical properties detects
The conventional physico-chemical properties detected result of the product P 6002-05 that above-described embodiment 5 is obtained is as follows, sees Table 1.
The conventional physico-chemical properties detected result of table 1 P6002-05
| Project | The result | Touchstone |
| Outward appearance | The reddish-brown transparent liquid | Range estimation |
| Density (15.6 ℃), g/m 3 | 1.2 | GB/T2540 |
| Viscosity (100 ℃), mm 2/s | 3.5 | GB/T265 |
| S% | 28.9% | SH/T0631 |
| N% | 8.5% | SH/T0224 |
| Flash-point (℃) | 142 | GB/T3536 |
Experimental example 2 terraced nurses are agree test
Test method is according to petroleum chemical industry standard SH/T0203, agree trier by terraced nurse above-mentioned 5 embodiment products obtained therefroms are carried out the investigation of extreme pressure property, respectively embodiment 1 ~ 5 products obtained therefrom is joined in the GB 3# universal lithium base grease with 2% mass percent, test conditions is: 24 ℃ of temperature, the speed of mainshaft is 800r/min, and test period is 10min, and the result of table 2 shows, additive has the willing OK value of lubricating grease ladder nurse of the present invention to increase substantially, and shows excellent extreme pressure property.The results are shown in table 2.
Contain the dimeric terraced nurse of 2% weight ratio thiadiazoles in the table 2 GB 3# universal lithium base fat and agree testing data
| Test item | The ladder nurse is agree OK value (N) |
| 3# universal lithium base fat | 178N |
| 3# universal lithium base fat+2%P6002-01 | 334N |
| 3# universal lithium base fat+2%P6002-02 | 334N |
| 3# universal lithium base fat+2%P6002-03 | 340N |
| 3# universal lithium base fat+2%P6002-04 | 350N |
| 3# universal lithium base fat+2%P6002-05 | 356N |
Experimental example 3 four ball endurance checks
Test method is according to standard SH/T0204, by four-ball tester above-mentioned 5 embodiment products obtained therefroms are carried out the investigation of abrasion resistance, respectively embodiment 1 ~ 5 products obtained therefrom is joined in the GB 3# universal lithium base grease with 2% mass percent, test conditions is: 75 ℃ of temperature, the speed of mainshaft are 1200r/min, and test load is 392N, test period is 60min, the result of table 3 shows, is added with lubricating grease wear scar diameter of the present invention and does not obviously diminish, and shows excellent abrasion resistance.
Contain the wear-resistant data of dimeric four balls of 2% weight ratio thiadiazoles in the table 3 GB 3# universal lithium base fat
| Test item | Four ball milling spot diameter d (mm) |
| 3# universal lithium base fat | 0.60 |
| 3# universal lithium base fat+2%P6002-01 | 0.47 |
| 3# universal lithium base fat+2%P6002-02 | 0.47 |
| 3# universal lithium base fat+2%P6002-03 | 0.46 |
| 3# universal lithium base fat+2%P6002-04 | 0.46 |
| 3# universal lithium base fat+2%P6002-05 | 0.45 |
Experimental example 4 oxidation resistance tests
Test method is derived from SH/T0325, test conditions is heated to 99 ℃ and be filled with the oxygen bomb oxidation of 758kPa oxygen for the GB 3# universal lithium base grease sample that adds respectively 2% above-described embodiment being put into one, and respectively at 24h, 100h, 200h records the oxygen pressure drop-out value, the data presentation of table 4, and contrast does not add lubricating grease of the present invention, add sample Pressure Drop of the present invention and obviously reduce, illustrate that the present invention can improve the anti-oxidative stability of lubricating grease.
Table 4 contains the dimeric GB 3# universal lithium base grease of 2% thiadiazoles anti-oxidative stability data
| Test item | 100h(kPa) | 200h(kPa) | 500h(kPa) |
| 3# universal lithium base fat | 50 | 80 | 160 |
| 3# universal lithium base fat+2%P6002-01 | 40 | 60 | 110 |
| 3# universal lithium base fat+2%P6002-02 | 40 | 60 | 110 |
| 3# universal lithium base fat+2%P6002-03 | 40 | 60 | 110 |
| 3# universal lithium base fat+2%P6002-04 | 40 | 60 | 110 |
| 3# universal lithium base fat+2%P6002-05 | 40 | 60 | 105 |
Experimental example 5 copper strip tests
Test method is derived from GB/T7326, by four-ball tester above-mentioned 5 embodiment products obtained therefroms are carried out the investigation of corrosion resistance, respectively embodiment 1 ~ 5 products obtained therefrom is joined in the GB 3# universal lithium base grease with 2% mass percent, test conditions is: 125 ℃ of temperature, test period is 24h, the result shows, it is obviously of light color than the copper sheet that does not add lubricating grease of the present invention to be added with lubricating grease of the present invention copper sheet color after off-test, through contrasting with Standard colour board, corrosion class diminishes, and has shown the corrosion resistance of excellence of the present invention.Test result sees Table 5.
Contain the dimeric copper corrosion data of 2% weight ratio thiadiazoles in the table 5 GB 3# universal lithium base fat
| Test item | The rotten grade of copper |
| 3# universal lithium base fat | 2B |
| 3# universal lithium base fat+2%P6002-01 | 1B |
| 3# universal lithium base fat+2%P6002-02 | 1B |
| 3# universal lithium base fat+2%P6002-03 | 1B |
| 3# universal lithium base fat+2%P6002-04 | 1B |
| 3# universal lithium base fat+2%P6002-05 | 1B |
Through after the above-mentioned analysis of experiments, think the lubricating grease that is added with thiadiazoles dimer additive of the present invention at extreme-pressure anti-wear, anti scuffing, anti-oxidant, the Corrosion Protection aspect all is significantly improved, and does not contain heavy metal, taste is little, is in harmonious proportion easily, and be a kind of ashless environmental-protection additive.
The above only is preferred implementation of the present invention; should be pointed out that for those skilled in the art, under the prerequisite that does not break away from the technology of the present invention principle; can also make some improvements and modifications, these improvements and modifications also should be considered as protection scope of the present invention.
Claims (10)
1. thiadiazoles dimer grease additive is characterized in that having following general structure:
Wherein, X is hydrogen or basic metal.
2. additive as claimed in claim 1 is characterized in that, has following structural formula:
3. a method for preparing claim 1 or 2 described additives is characterized in that, is to 2,5 dimercaptos 1,3, adds alkali-metal oxyhydroxide reaction 1-1.5 hour in the 4-thiadiazoles, then adds hydrogen peroxide and hydrochloric acid reaction 3-5 hour and gets.
4. method as claimed in claim 3 is characterized in that, described 2,5 dimercaptos 1,3, and the mol ratio of 4-thiadiazoles, alkali-metal oxyhydroxide, hydrogen peroxide, hydrochloric acid is 4:3.8-4.2:0.8-1.2:0-4.
5. method as claimed in claim 3 is characterized in that, described 2,5 dimercaptos, 1,3,4 thiadiazoles, alkali-metal oxyhydroxide, hydrogen peroxide, hydrochloric acid are all participated in reaction with aqueous solution form; Described alkali-metal oxyhydroxide is sodium hydroxide or potassium hydroxide.
6. method as claimed in claim 5 is characterized in that, the aqueous solution of described 2,5 dimercaptos, 1,3,4 thiadiazoles be with 2,5 dimercaptos, 1,3,4 thiadiazoles in mass ratio 12-18% be added to the water, stirred 0.5-1 hour and get.
7. such as the arbitrary described method of claim 3-6, it is characterized in that after described method also comprised adding hydrogen peroxide and hydrochloric acid reaction, the mixture that reaction is obtained washed with water, removed moisture, at the temperature 60-80 ℃ of lower ether solvent that adds, stir, then filtration.
8. method as claimed in claim 7, it is characterized in that, described ether solvent is triethylene glycol butyl ether and fatty alcohol-polyoxyethylene ether, the ratio that the total mass that adds accounts for mixture quality to be dissolved is 50-60%, and described triethylene glycol butyl ether and fatty alcohol-polyoxyethylene ether mass ratio are 8:2.5-3.5.
9. claim 1 or the 2 described additives application in the preparation lubricant compositions.
10. application as claimed in claim 9 is characterized in that, described additive add-on when the preparation lubricant compositions is the 1-3% mass ratio.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018159135A (en) * | 2013-04-19 | 2018-10-11 | ザ・ボーイング・カンパニーＴｈｅ Ｂｏｅｉｎｇ Ｃｏｍｐａｎｙ | Systems, compositions and methods for corrosion inhibition |
| CN109942510A (en) * | 2019-03-25 | 2019-06-28 | 深圳市优宝新材料科技有限公司 | Thiazole derivative grafted olefin and its preparation method and application |
| CN110194751A (en) * | 2019-07-01 | 2019-09-03 | 新乡市瑞丰新材料股份有限公司 | A kind of preparation method of thiadiazoles derivative |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4617136A (en) * | 1985-08-16 | 1986-10-14 | R. T. Vanderbilt Company, Inc. | Dicocoamine derivatives of 2,5-dimercapto-1,3,4-thiadiazole |
| CN102250671A (en) * | 2011-06-22 | 2011-11-23 | 中国石油化工股份有限公司 | Wide temperature range and high extreme pressure composite lithium lubricating grease composition |
| CN102433198A (en) * | 2011-10-21 | 2012-05-02 | 鞍山海华油脂化学有限公司 | Novel full synthetic industrial gear oil composition and preparation method thereof |
-
2012
- 2012-09-13 CN CN201210339961.6A patent/CN102899127B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4617136A (en) * | 1985-08-16 | 1986-10-14 | R. T. Vanderbilt Company, Inc. | Dicocoamine derivatives of 2,5-dimercapto-1,3,4-thiadiazole |
| CN102250671A (en) * | 2011-06-22 | 2011-11-23 | 中国石油化工股份有限公司 | Wide temperature range and high extreme pressure composite lithium lubricating grease composition |
| CN102433198A (en) * | 2011-10-21 | 2012-05-02 | 鞍山海华油脂化学有限公司 | Novel full synthetic industrial gear oil composition and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| > 20090901 姚俊兵 兼具优秀极压和抗磨性能的润滑脂添加剂体系 57-61 第25卷, * |
| 姚俊兵: "兼具优秀极压和抗磨性能的润滑脂添加剂体系", <<石油学报(石油加工)>>, vol. 25, 1 September 2009 (2009-09-01), pages 57 - 61 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018159135A (en) * | 2013-04-19 | 2018-10-11 | ザ・ボーイング・カンパニーＴｈｅ Ｂｏｅｉｎｇ Ｃｏｍｐａｎｙ | Systems, compositions and methods for corrosion inhibition |
| US10815384B2 (en) | 2013-04-19 | 2020-10-27 | The Boeing Company | Systems, compositions, and methods for corrosion inhibition |
| CN109942510A (en) * | 2019-03-25 | 2019-06-28 | 深圳市优宝新材料科技有限公司 | Thiazole derivative grafted olefin and its preparation method and application |
| CN110194751A (en) * | 2019-07-01 | 2019-09-03 | 新乡市瑞丰新材料股份有限公司 | A kind of preparation method of thiadiazoles derivative |
| CN110194751B (en) * | 2019-07-01 | 2021-02-26 | 新乡市瑞丰新材料股份有限公司 | Preparation method of thiadiazole derivative |
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