CN106281580A - The preparation method of soot ashless dispersant - Google Patents
The preparation method of soot ashless dispersant Download PDFInfo
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- CN106281580A CN106281580A CN201510369683.2A CN201510369683A CN106281580A CN 106281580 A CN106281580 A CN 106281580A CN 201510369683 A CN201510369683 A CN 201510369683A CN 106281580 A CN106281580 A CN 106281580A
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- soot
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- ashless dispersant
- maleic anhydride
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Abstract
A kind of preparation method of soot ashless dispersant; comprise the steps: to add polyisobutenyl maleic anhydride, solvent and base oil in a kettle.; it is uniformly mixed under inert gas shielding; polyamines polyene is dripped at 40～90 DEG C; drip and react 4～8 hours at 100～150 DEG C complete follow-up continuing; it is subsequently adding aromatic amine and aldehyde compound, reacts 5～10 hours at 70～150 DEG C.
Description
Technical field
The present invention relates to lubricating oil product additive agent field, a kind of soot ashless dispersant and preparation thereof
Method
Background technology
Ashless dispersant is additive important in lube oil additive.The Main Function of dispersant is the profit that suspends
Pollutant (greasy filth, paint film and sludge etc.) in lubricating oil, reduce these pollutant as far as possible and cause electromotor
Harm.In recent years, environmental legislation is more and more stricter to the restriction of diesel engine nitrogen oxide emission.In order to
Reduce the discharge capacity of nitrogen oxides in diesel engine vent gas so that it is reach exhaust emissions requirement, heavy duty diesel engine
Machine all have employed motor exhaust recirculating technique.But the employing of these new techniques, but makes the cigarette in lubricating oil
Soot content is greatly increased.In diesel engine oil, the increase of soot content can cause electromotor soot in operation process
A large amount of gatherings, make oil product viscosity increase, can make Cylinder Liner Piston Ring in Engine part and air inlet and exhaust valve pastern simultaneously
The abrasion aggravation divided.Therefore, the employing of new technique, it is desirable to engine oil has more superior soot dispersibility
Energy.
Patent US20030173251 reports the western condensation product of Manny of hydroxyaromatic compounds can conduct
Lubricating oil soot dispersant.In report, author utilizes alpha-Naphthol or betanaphthol and formaldehyde, amino chemical combination
Thing carries out condensation reaction, has obtained the product containing piperazine ring, and these compounds containing piperazine ring structure can
To be used alone as low-molecular-weight soot dispersant, it is also possible to make with the nitrogenous dispersant of high molecular
With, it is possible to improve the soot dispersive property of lubricating oil significantly.Patent US20080103074 reports one
Planting the oil soluble additive containing aromatic compound, this dispersant is by expoxy propane, oxirane and fragrance
Amines (such as 4-ADPA) reacts, then obtains final dividing after ammonolysis with alkene anhydride reactant
Powder, in the soot dispersion bench test carried out, adds this dispersant product, can well control profit
Sliding oil viscosity increases.Patent US20080194438 reports a kind of by multi-joint aromatic compound system
Standby ashless dispersant shows outstanding soot dispersibility in lubricating oil component.Patent
US20100130393 discloses a kind of ashless dispersant prepared by polyhydric alcohol and arylamine, contains in this structure
The dispersant having ester group also has soot dispersive property excellent especially.Patent US20100016192 describes
The product that introducing 4-ADPA obtains in dispersant has good soot dispersive property.Patent
US20120046206 discloses the dispersant of a kind of amino-functionalization, has good soot dispersive property.Specially
Profit EP2500406 reports the ashless dispersant in structure containing porphyrin ring.Patent EP2557144 reports
The soot dispersive property that the dispersant obtained by 1,8-naphthalenedicarboxylic acid anhydride reactant has had.
Chinese patent CN103666645 discloses a kind of anti-with isocyanates by polyisobutene succinimide
The ashless dispersant that should obtain, this product embodies excellence in white carbon black simulation experiment with greasy filth spot test
Dispersive property.
Summary of the invention
It is an object of the invention to develop a kind of ashless dispersant with fine soot dispersive property.
The present invention provides the preparation method of a kind of soot ashless dispersant, comprises the steps:
Add polyisobutenyl maleic anhydride, solvent and base oil in a kettle., under inert gas shielding
It is uniformly mixed, drips polyamines polyenes at 40～90 DEG C, drip complete follow-up continue 100～150 DEG C of reactions
4～8 hours, it is subsequently adding aromatic amine and aldehyde compound, reacts 5～10 hours at 70～150 DEG C.
The preparation method of soot ashless dispersant of the present invention, wherein, described polyisobutenyl maleic acid
The number-average molecular weight of acid anhydride is preferably 900～2500.
The preparation method of soot ashless dispersant of the present invention, wherein, polyisobutenyl maleic anhydride with
The mol ratio of polyamines polyene is preferably 1:0.5～0.9.
The preparation method of soot ashless dispersant of the present invention, wherein, polyisobutenyl maleic anhydride with
The mol ratio of aromatic amine is preferably 1:0.2～0.8.
The preparation method of soot ashless dispersant of the present invention, wherein, polyisobutenyl maleic anhydride with
The mol ratio of aldehyde is preferably 1:0.8～2.
The preparation method of soot ashless dispersant of the present invention, wherein, polyisobutenyl maleic anhydride with
The mass ratio of solvent is preferably 1:0.4～0.8.
The preparation method of soot ashless dispersant of the present invention, wherein, polyisobutenyl maleic anhydride with
The mass ratio of base oil is preferably 1:0.5～0.9.
The preparation method of soot ashless dispersant of the present invention, wherein, described polyamines polyene is preferably second
In diamidogen, diethylenetriamine, triethylene tetramine, TEPA, five hexamine and six ethylene seven amine
One or more.
The preparation method of soot ashless dispersant of the present invention, wherein, described aromatic amine preferably contains
Phenyl ring, naphthalene, the amine of anthracene structure, its structural formula is:
Wherein R1For one or more in H, alkyl or aryl, aryl alkyl, aryl and aryl alkyl.
The preparation method of soot ashless dispersant of the present invention, wherein, described aromatic amine is preferably N-
Phenyl-2-naphthylamine, N-phenyl-1-naphthylamine, N-phenyl-2-anthranylamine, N, N '-two (betanaphthyl) p-phenylenediamine,
N-isopropyl-N '-diphenyl-para-phenylene diamine, N-phenyl-N '-cyclohexyl p-phenylenediamine, N, N '-diphenyl-to benzene
Diamidogen, N-(1,3-dimethyl) butyl-N '-diphenyl-para-phenylene diamine, N-secondary octyl-N '-diphenyl-para-phenylene diamine, N-
Cyclohexyl P-nethoxyaniline, 4,4 '-two (α-methylbenzyl) diphenylamines or 4,4 '-bis-(bis (alpha, alpha-dimethylbenzyl) bases)
Diphenylamines.
The preparation method of soot ashless dispersant of the present invention, wherein, described aldehyde compound is preferably
Acetaldehyde, butyraldehyde, valeral, enanthaldehyde, octanal, aldehyde C-9, capraldehyde, paraformaldehyde, benzaldehyde or hyacinthin.
The preparation method of soot ashless dispersant of the present invention, wherein, described solvent be preferably petroleum ether,
Isobutyltrimethylmethane., benzene,toluene,xylene or diphenyl ether.
The preparation method of soot ashless dispersant of the present invention, wherein, described noble gas is preferably nitrogen
Gas.
Accompanying drawing explanation
Fig. 1 is the investigation of oil product viscosity change；
The ashless dispersant of 1.4wt% is joined (oil product in the waste diesel machine oil of 6DL2-35 bench test
Soot content is 4.6%), 70 DEG C are stirred 2 hours, then survey the change of oil product viscosity.
Detailed description of the invention
Hereinafter embodiments of the invention are elaborated: the present embodiment is premised on technical solution of the present invention
Under implement, give detailed embodiment and process, but protection scope of the present invention be not limited to following
Embodiment, the experimental technique of unreceipted actual conditions in the following example, generally according to normal condition.
Embodiment 1
The 250mL glass flask be furnished with agitator, thermometer, heating mantle and nitrogen pipeline adds and divides
Son amount is polyisobutylene maleic anhydride 50.0g, base oil 30.0g, the toluene 15.0g of 1000, is passed through nitrogen,
Unlatching mechanical agitator is stirred, and 40 DEG C add triethylene tetramine 3.9g, and 110 DEG C are reacted 4 hours.Continue
Continuous addition enanthaldehyde 3.5g, N, N '-diphenyl-p-phenylenediamine 3.6g, react 2 hours at 80 DEG C, 110 DEG C are anti-
Answer 4 hours.After reaction terminates, decompression steams solvent, obtains final products.
Embodiment 2
The 250mL glass flask be furnished with agitator, thermometer, heating mantle and nitrogen pipeline adds and divides
Son amount is polyisobutylene maleic anhydride 60.0g, base oil 30.0g, the dimethylbenzene 25.0g of 1000, is passed through nitrogen
Gas, opens mechanical agitator and is stirred.70 DEG C add TEPA 4.2g, and 144 DEG C are reacted 4 hours.
Continuously add enanthaldehyde 3.1g, N-aniline-naphthalidine 2.6g, react 1 hour at 80 DEG C, 146 DEG C of reactions 6
Hour.After reaction terminates, decompression steams solvent, obtains final products.
Embodiment 3
The 250mL glass flask be furnished with agitator, thermometer, heating mantle and nitrogen pipeline adds and divides
Son amount is polyisobutylene maleic anhydride 52.0g, base oil 30.0g, the dimethylbenzene 20.0g of 2300, is passed through nitrogen
Gas, opens mechanical agitator and is stirred.90 DEG C add TEPA 4.0g, and 144 DEG C are reacted 3 hours.
Continuously add benzaldehyde 1.3g, N-aniline-2-naphthylamines 2.5g, react 2 hours at 80 DEG C, 144 DEG C of reactions 6
Hour.After reaction terminates, decompression steams solvent, obtains final products.
Embodiment 4
This example is additive soot dispersive property testing experiment in oil product.
Contrast ashless dispersant T161 is that south, Wuxi petroleum additive company produces, and contrasts ashless dispersant
Hitec646 is that Afton Chemical Corp. produces.
In 6DL2-35 bench test used oil (soot content is 4.6%), add the ashless of 1.4wt%
Dispersant, investigates its dispersive property to soot by measuring the change of oil product viscosity, the results are shown in Table 1.
The soot dispersive property Simulation evaluation of several ashless dispersant of table 1.
As shown in Table 1, present example 1, example 2 and the ashless dispersant prepared by example 3 have excellent
Different soot dispersive property.
Embodiment 5
This example is the greasy filth speckle dispersivity test of ashless dispersant.
1g ashless dispersant, 9g greasy filth are put in 50ml beaker together with 10g base oil, 150 DEG C of perseverances
Temperature heated and stirred 1.5 hours, takes an above-mentioned test oil droplet while hot on filter paper, puts into baking oven constant temperature 80
DEG C keep the ratio measuring diffusion circles and scraper ring in 2 hours, obtain spot test data.
The low temperature greasy filth dispersive property of several ashless dispersant of table 2 is evaluated.
| Project | Example 1 | Example 2 | Example 3 | Hitec646 | T161 |
| SDT/% | 70.3 | 71.5 | 74.1 | 70.5 | 70.1 |
As shown in Table 2, the ashless dispersant of the present invention has good greasy filth dispersive property.
Claims (13)
1. a preparation method for soot ashless dispersant, comprises the steps:
Add polyisobutenyl maleic anhydride, solvent and base oil in a kettle., under inert gas shielding
It is uniformly mixed, drips polyamines polyenes at 40～90 DEG C, drip complete follow-up continue 100～150 DEG C of reactions
4～8 hours, it is subsequently adding aromatic amine and aldehyde compound, reacts 5～10 hours at 70～150 DEG C.
The preparation method of soot ashless dispersant the most according to claim 1, it is characterised in that institute
The number-average molecular weight stating polyisobutenyl maleic anhydride is 900～2500.
The preparation method of soot ashless dispersant the most according to claim 1, it is characterised in that poly-
Isobutenyl maleic anhydride is 1:0.5～1.0 with the mol ratio of polyamines polyene.
The preparation method of soot ashless dispersant the most according to claim 1, it is characterised in that poly-
Isobutenyl maleic anhydride is 1:0.2～1 with the mol ratio of aromatic amine.
The preparation method of soot ashless dispersant the most according to claim 1, it is characterised in that poly-
Isobutenyl maleic anhydride is 1:0.8～2 with the mol ratio of aldehyde.
The preparation method of soot ashless dispersant the most according to claim 1, it is characterised in that poly-
Isobutenyl maleic anhydride is 1:0.4～1.0 with the mass ratio of solvent.
The preparation method of soot ashless dispersant the most according to claim 1, it is characterised in that poly-
Isobutenyl maleic anhydride is 1:0.5～1.0 with the mass ratio of base oil.
8. according to the preparation method of the soot ashless dispersant described in any one of claim 1～7, its feature
Being, described polyamines polyene is ethylenediamine, diethylenetriamine, triethylene tetramine, TEPA, five second
One or more in alkene hexamine and six ethylene seven amine.
9. according to the preparation method of the soot ashless dispersant described in any one of claim 1～7, its feature
Being, described aromatic amine is containing phenyl ring, naphthalene, the amine of anthracene structure.
The preparation method of soot ashless dispersant the most according to claim 9, it is characterised in that institute
Stating aromatic amine is N-phenyl-2-naphthylamine, N-phenyl-1-naphthylamine, N-phenyl-2-anthranylamine, N, N '-two (betanaphthyl)
P-phenylenediamine, N-isopropyl-N '-diphenyl-para-phenylene diamine, N-phenyl-N '-cyclohexyl p-phenylenediamine, N, N '-
Diphenyl-p-phenylenediamine, N-(1,3-dimethyl) butyl-N '-diphenyl-para-phenylene diamine, N-secondary octyl-N '-phenyl pair
Phenylenediamine, N-cyclohexyl P-nethoxyaniline, 4,4 '-two (α-methylbenzyl) diphenylamines or 4,4 '-bis-(α, α-two
Methyl-benzyl) diphenylamines.
11. according to the preparation method of the soot ashless dispersant described in any one of claim 1～7, its feature
Being, described aldehyde compound is acetaldehyde, butyraldehyde, valeral, enanthaldehyde, octanal, aldehyde C-9, capraldehyde, poly
Formaldehyde, benzaldehyde or hyacinthin.
12. according to the preparation method of the soot ashless dispersant described in any one of claim 1～7, its feature
Being, described solvent is petroleum ether, isobutyltrimethylmethane., benzene,toluene,xylene or diphenyl ether.
13. according to the preparation method of the soot ashless dispersant described in any one of claim 1～7, its feature
Being, described noble gas is nitrogen.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114057916A (en) * | 2020-08-04 | 2022-02-18 | 中国石油天然气股份有限公司 | Preparation method of antioxidant ashless dispersant for lubricating oil |
| CN114057917A (en) * | 2020-08-04 | 2022-02-18 | 中国石油天然气股份有限公司 | Post-treatment ashless dispersant and preparation method thereof |
| CN116004301A (en) * | 2021-10-22 | 2023-04-25 | 中国石油化工股份有限公司 | Product with dispersion performance and preparation method and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4636322A (en) * | 1985-11-04 | 1987-01-13 | Texaco Inc. | Lubricating oil dispersant and viton seal additives |
| CN1364820A (en) * | 2001-01-11 | 2002-08-21 | 中国石油天然气股份有限公司大连石化分公司 | Viscosity index improver for disperse anti-oxygen type ethylene-propylene copolymer and its preparaing method |
| US20100016192A1 (en) * | 2006-08-03 | 2010-01-21 | The Lubrizol Corporation | Mannich Post-Treatment of PIBSA Dispersants for Improved Dispersion of EGR Soot |
| CN103031187A (en) * | 2011-09-29 | 2013-04-10 | 上海上诺精细化学有限公司 | Process for preparing dispersing agents from petroleum products |
-
2015
- 2015-06-29 CN CN201510369683.2A patent/CN106281580A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4636322A (en) * | 1985-11-04 | 1987-01-13 | Texaco Inc. | Lubricating oil dispersant and viton seal additives |
| CN1364820A (en) * | 2001-01-11 | 2002-08-21 | 中国石油天然气股份有限公司大连石化分公司 | Viscosity index improver for disperse anti-oxygen type ethylene-propylene copolymer and its preparaing method |
| US20100016192A1 (en) * | 2006-08-03 | 2010-01-21 | The Lubrizol Corporation | Mannich Post-Treatment of PIBSA Dispersants for Improved Dispersion of EGR Soot |
| CN103031187A (en) * | 2011-09-29 | 2013-04-10 | 上海上诺精细化学有限公司 | Process for preparing dispersing agents from petroleum products |
Non-Patent Citations (1)
| Title |
|---|
| 王建新: "《精细有机合成》", 30 June 2000, 中国轻工业出版社 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114057916A (en) * | 2020-08-04 | 2022-02-18 | 中国石油天然气股份有限公司 | Preparation method of antioxidant ashless dispersant for lubricating oil |
| CN114057917A (en) * | 2020-08-04 | 2022-02-18 | 中国石油天然气股份有限公司 | Post-treatment ashless dispersant and preparation method thereof |
| CN114057916B (en) * | 2020-08-04 | 2023-11-28 | 中国石油天然气股份有限公司 | Preparation method of lubricating oil antioxidant ashless dispersant |
| CN114057917B (en) * | 2020-08-04 | 2024-03-26 | 中国石油天然气股份有限公司 | Post-treatment ashless dispersant and preparation method thereof |
| CN116004301A (en) * | 2021-10-22 | 2023-04-25 | 中国石油化工股份有限公司 | Product with dispersion performance and preparation method and application thereof |
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