CN101705138A - Pour point depressant of lubricating oil and preparation method thereof - Google Patents

Pour point depressant of lubricating oil and preparation method thereof Download PDF

Info

Publication number
CN101705138A
CN101705138A CN200910230132A CN200910230132A CN101705138A CN 101705138 A CN101705138 A CN 101705138A CN 200910230132 A CN200910230132 A CN 200910230132A CN 200910230132 A CN200910230132 A CN 200910230132A CN 101705138 A CN101705138 A CN 101705138A
Authority
CN
China
Prior art keywords
lubricating oil
solution
pour point
point depressant
toluene
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.)
Pending
Application number
CN200910230132A
Other languages
Chinese (zh)
Inventor
张成如
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Jinan Development Zone Xinghuo Technology Research Institute
Original Assignee
Jinan Development Zone Xinghuo Technology Research Institute
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Jinan Development Zone Xinghuo Technology Research Institute filed Critical Jinan Development Zone Xinghuo Technology Research Institute
Priority to CN200910230132A priority Critical patent/CN101705138A/en
Publication of CN101705138A publication Critical patent/CN101705138A/en
Pending legal-status Critical Current

Links

Abstract

The invention discloses a pour point depressant of lubricating oil, which is a terpolymer of pentaerythritol-2-fatty acid ester, fumaric acid and acrylamide. The invention also discloses a preparation method of the pour point depressant of the lubricating oil, which comprises the following steps: firstly, enabling the pentaerythritol-2-fatty acid ester and the fumaric acid to react, dropwise adding the acrylamide and a toluene solution of an initiator of benzoyl peroxide under the protection of nitrogen gas, reacting for 5-7h at constant temperature, then regulating the pH to a neutral state, afterwards leaching and drying in vacuum so as to obtain the pour point depressant of the lubricating oil. The pour point depressant has a favorable pour point depressant function to various types of lubricating oil and has wide range of the working temperature, stable performance, very high industrial application value and extensive development prospect.

Description

Pour depressant for lubricating oil and preparation method thereof
Technical field
The present invention relates to a kind of pour depressant for lubricating oil, be specifically related to a kind of polymer lubricant oil pour point depressant that forms by tetramethylolmethane di fatty acid ester, fumaric acid, three kinds of monomer polymerizations of acrylamide, the invention still further relates to the preparation method of this pour depressant for lubricating oil.
Background technology
Lubricating oil generally will add suitable pour point depressant under the situation that the dewaxing degree of depth can not meet the demands.After first kind of pour point depressant (being named Paraflow) in 1931 appearance, all obtaining very big progress aspect the synthetic and pour point depressant mechanism of action two of pour point depressant, but the actual kind of using is also few, generally can be divided three classes: alkylnaphthalene class, polyolefins and polyester.Alkylnaphthalene class pour point depressant centering matter and heavy grease have good pour point depression effect, generally are used for I. C. engine oil, machinery oil and gear oil, add the about 0.2%-1.0% of dosage, but alkylnaphthalene class pour point depressant color is darker, should not be used for light oil product.What the polyolefin product use was more is Poly alpha Olefins (PAO), disclosing a kind of pour depressant for lubricating oil that is polymerized by a-alkene and maleic anhydride as the patent No. 96109020.0 is a kind of efficient light pour point depressant, it of light color, effective, in various lubricating oil, but production cost is higher, and there is restriction in working range.Polyester mainly refers to polymethacrylate (PMA).PMA is the high-quality pour point depressant that domestic and international additive and lubricating oil processing merchant generally acknowledge, at different base oils, pour point depressant is had stronger selectivity.PMA itself has very strong adaptive faculty, and methacrylic ester that can alkyl group side chain is different is produced the pour point depressant of different size by different proportionings, is used for the base oil of different viscosity grade, therefore also has shortcomings such as single product narrow application range.
More than most pour point depressant have such-and-such problem, can be attributed to them and be and be single polymkeric substance pour point depressant or binary polymer pour point depressant, this will cause their single property, uses limited.
Summary of the invention
The present invention is narrow in use range for solving above-mentioned pour depressant for lubricating oil, the problem that production cost is high provide in a kind of lubricating base oils that can be applicable to the different viscosity grade, and operating temperature range is wide, stable performance, the terpolymer pour depressant for lubricating oil that the pour point depression effect is superior.
Technical scheme of the present invention is as follows:
Pour depressant for lubricating oil of the present invention is for having following structural formula
Figure G2009102301322D0000021
The terpolymer of tetramethylolmethane di fatty acid ester, fumaric acid and acrylamide; Wherein, R is C 12-C 18Alkyl, n is the integer of 50-120.
The preparation method of pour depressant for lubricating oil of the present invention adopts following step:
(1) in reaction vessel, add 1mol tetramethylolmethane di fatty acid ester, 1.2-1.5mol fumaric acid, 0.2-0.4mol catalyzer tosic acid and 250ml toluene, stir in 50-60 ℃ of water bath with thermostatic control and make its dissolving, and logical nitrogen 30-60 minute, get solution A;
(2) under nitrogen protection, solution A is warming up to 80-85 ℃, drip the 2.2-2.6mol acrylamide, drip the toluene solution of initiator benzoyl peroxide simultaneously, the control rate of addition is 0.5 droplet/second, removes solvent under reduced pressure in 50 ℃ behind the isothermal reaction 5-7h, solution B; Wherein in the toluene solution of initiator benzoyl peroxide, benzoyl peroxide is 0.1-0.5mol, and toluene is 175ml;
(3) with above-mentioned solution B with the solution washing of the NaOH of 5wt% to pH value 8~9, again with deionized water wash to neutrality, suction filtration then, filter cake promptly gets pour depressant for lubricating oil of the present invention in 80 ℃ of vacuum-drying 24h.
In the preparation process of above-mentioned pour depressant for lubricating oil (1), feed nitrogen, mainly be to be purpose with the oxygen of discharging in the reactor system, the selection of the vacuum tightness when removing vacuum-drying in solvent and the step (3) in the step (2) under reduced pressure is to utilize test and being advisable of producing, and this also is the common practise of ordinary test and production.
The di fatty acid ester of tetramethylolmethane described in the present invention can prepare by following method:
Under nitrogen protection, with the tetramethylolmethane of 1mol, the lipid acid (C of 2mol 12-C 18Saturated fatty acid), the catalyzer tosic acid of 0.2mol and 250mL solvent toluene add and be equipped with in the 500mL there-necked flask of water trap, stirring is warming up to 120-130 ℃, the water of question response to water trap is during near 36mL, be cooled to 80 ℃, add sherwood oil and make dissolving fully, the solution washing of using 5wt%NaOH is removed catalyzer and the intact lipid acid of unreacted in the solution to pH=8-9, utilize separating funnel to remove sub-cloud solution again, preserve upper strata organic layer solution.Then with distilled water that the organic layer washing is extremely neutral, sherwood oil and small amount of toluene are removed in 50 ℃ of underpressure distillation, promptly.
Pour depressant for lubricating oil of the present invention can effectively prevent lubricating oil condensing in use, and the lubricating oil to different model all has good effect, also show good performance in different conditions, same other pour point depressants commonly used that below use pour depressant for lubricating oil of the present invention are to dissimilar lubricating oil pour point depression effect comparison:
Table one: same other pour point depressant pour point depression effect comparison commonly used of pour depressant for lubricating oil of the present invention
Figure G2009102301322D0000031
In the table: 1 is the paraffinic base hydrogenated base oil; 2 is external hydrotreating base oil; 3 is synthetic oil basis oil; 4 is the intermediate base base oil; 5 is naphthenic base oils.
By above result as can be seen, though the pour point depression of pour point depressant described in the present invention effect is more or less the same with the optimum value of other pour point depressants at certain type lubricating oil, but this pour point depressant all has good pour point depressant to various lubricating oil, and operating temperature range is wide, stable performance, this is that other existing pour point depressants are incomparable, and therefore this product also has very high industrial application value, and development prospect is wide.
Embodiment
Embodiment 1
(1) in reaction vessel, add 1mol pentaerythritol stearic acid ester 2,1.5mol fumaric acid, 0.4mol catalyzer tosic acid and 250ml toluene, stir in 60 ℃ of waters bath with thermostatic control and make its dissolving, and logical nitrogen 30-60 minute, get solution A;
(2) solution A is warming up to 80-85 ℃, drip the 2.6mol acrylamide, (benzoyl peroxide/toluene=0.3mol/175ml), the control rate of addition is 0.5 droplet/second to drip the toluene solution of initiator benzoyl peroxide simultaneously, remove solvent under reduced pressure in 50 ℃ behind the isothermal reaction 7h, solution B;
(3) with above-mentioned solution B with the solution washing of the NaOH of 5wt% to pH value 8~9, again with deionized water wash to neutrality, suction filtration then, filter cake promptly gets pour depressant for lubricating oil of the present invention in 80 ℃ of vacuum-drying 24h.
Embodiment 2
(1) in reaction vessel, add 1mol tetramethylolmethane dipalmitate, 1.2mol fumaric acid, 0.3mol catalyzer tosic acid and 250ml toluene, stir in 50 ℃ of waters bath with thermostatic control and make its dissolving, and logical nitrogen 30-60 minute, get solution A;
(2) solution A is warming up to 80-85 ℃, drip the 2.4mol acrylamide, (benzoyl peroxide/toluene=0.5mol/175ml), the control rate of addition is 0.5 droplet/second to drip the toluene solution of initiator benzoyl peroxide simultaneously, remove solvent under reduced pressure in 50 ℃ behind the isothermal reaction 5h, solution B;
(3) with above-mentioned solution B with the solution washing of the NaOH of 5wt% to pH value 8~9, again with deionized water wash to neutrality, suction filtration then, filter cake promptly gets pour depressant for lubricating oil of the present invention in 80 ℃ of vacuum-drying 24h.
Embodiment 3
(1) in reaction vessel, add 1mol tetramethylolmethane dilaurate, 1.2mol fumaric acid, 0.2mol catalyzer tosic acid and 250ml toluene, stir in 60 ℃ of waters bath with thermostatic control and make its dissolving, and logical nitrogen 30-60 minute, get solution A;
(2) solution A is warming up to 80-85 ℃, drip the 2.2mol acrylamide, (benzoyl peroxide/toluene=0.3mol/175ml), the control rate of addition is 0.5 droplet/second to drip the toluene solution of initiator benzoyl peroxide simultaneously, remove solvent under reduced pressure in 50 ℃ behind the isothermal reaction 5h, solution B;
(3) with above-mentioned solution B with the solution washing of the NaOH of 5wt% to pH value 8~9, again with deionized water wash to neutrality, suction filtration then, filter cake promptly gets pour depressant for lubricating oil of the present invention in 80 ℃ of vacuum-drying 24h.

Claims (2)

1. a pour depressant for lubricating oil is characterized in that for having structural formula
Figure F2009102301322C0000011
The terpolymer of tetramethylolmethane di fatty acid ester, fumaric acid and acrylamide; Wherein, R is C 12-C 18Alkyl, n is the integer of 50-120.
2. the preparation method of the described pour depressant for lubricating oil of claim 1 is characterized in that adopting following step:
(1) in reaction vessel, add 1mol tetramethylolmethane di fatty acid ester, 1.2-1.5mol fumaric acid, 0.2-0.4mol catalyzer tosic acid and 250ml toluene, stir in 50-60 ℃ of water bath with thermostatic control and make its dissolving, and logical nitrogen 30-60 minute, get solution A;
(2) under nitrogen protection, solution A is warming up to 80-85 ℃, drip the 2.2-2.6mol acrylamide, drip the toluene solution of initiator benzoyl peroxide simultaneously, the control rate of addition is 0.5 droplet/second, removes solvent under reduced pressure in 50 ℃ behind the isothermal reaction 5-7h, solution B; Wherein in the toluene solution of initiator benzoyl peroxide, benzoyl peroxide is 0.1-0.5mol, and toluene is 175ml;
(3) with above-mentioned solution B with the solution washing of the NaOH of 5wt% to pH value 8~9, again with deionized water wash to neutrality, suction filtration then, filter cake promptly gets pour depressant for lubricating oil of the present invention in 80 ℃ of vacuum-drying 24h.
CN200910230132A 2009-11-18 2009-11-18 Pour point depressant of lubricating oil and preparation method thereof Pending CN101705138A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN200910230132A CN101705138A (en) 2009-11-18 2009-11-18 Pour point depressant of lubricating oil and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN200910230132A CN101705138A (en) 2009-11-18 2009-11-18 Pour point depressant of lubricating oil and preparation method thereof

Publications (1)

Publication Number Publication Date
CN101705138A true CN101705138A (en) 2010-05-12

Family

ID=42375394

Family Applications (1)

Application Number Title Priority Date Filing Date
CN200910230132A Pending CN101705138A (en) 2009-11-18 2009-11-18 Pour point depressant of lubricating oil and preparation method thereof

Country Status (1)

Country Link
CN (1) CN101705138A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102952235A (en) * 2011-08-18 2013-03-06 中国石油化工股份有限公司 Polymer used in lubricating oil pour point depressing, lubricating oil pour point depressant, and preparation method thereof
CN102952232A (en) * 2011-08-18 2013-03-06 中国石油化工股份有限公司 Polymer used in lubricating oil pour point depressing, lubricating oil pour point depressant, and preparation method thereof
CN103627507A (en) * 2013-12-25 2014-03-12 济南开发区星火科学技术研究院 Preparation method of bentonite lubricating oil flocculant
CN104710560A (en) * 2013-12-13 2015-06-17 中国石油天然气集团公司 Dicyclopentadiene and acrylic acid high-carbon alcohol ester polymer crude oil pour point depressant
CN115926870A (en) * 2022-11-11 2023-04-07 董天剑 Lubricating oil pour point depressant and preparation method thereof

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102952235A (en) * 2011-08-18 2013-03-06 中国石油化工股份有限公司 Polymer used in lubricating oil pour point depressing, lubricating oil pour point depressant, and preparation method thereof
CN102952232A (en) * 2011-08-18 2013-03-06 中国石油化工股份有限公司 Polymer used in lubricating oil pour point depressing, lubricating oil pour point depressant, and preparation method thereof
CN102952232B (en) * 2011-08-18 2014-10-29 中国石油化工股份有限公司 Polymer used in lubricating oil pour point depressing, lubricating oil pour point depressant, and preparation method thereof
CN102952235B (en) * 2011-08-18 2014-12-31 中国石油化工股份有限公司 Polymer used in lubricating oil pour point depressing, lubricating oil pour point depressant, and preparation method thereof
CN104710560A (en) * 2013-12-13 2015-06-17 中国石油天然气集团公司 Dicyclopentadiene and acrylic acid high-carbon alcohol ester polymer crude oil pour point depressant
CN103627507A (en) * 2013-12-25 2014-03-12 济南开发区星火科学技术研究院 Preparation method of bentonite lubricating oil flocculant
CN115926870A (en) * 2022-11-11 2023-04-07 董天剑 Lubricating oil pour point depressant and preparation method thereof

Similar Documents

Publication Publication Date Title
CN101705138A (en) Pour point depressant of lubricating oil and preparation method thereof
EP2242778B1 (en) Controlling branch level and viscosity of polyalphaolefins with propene addition
US8389780B2 (en) Polyalphaolefins and processes for forming polyalphaolefins
KR101676064B1 (en) A fluid having improved viscosity index
EP1240219B1 (en) Copolymers which can be obtained using atrp methods, and method for producing and using the same
KR101944562B1 (en) Emulsion process for improved large spherical polypropylene catalysts
CN110785391B (en) Method for preventing fouling and method for oligomerizing olefins
WO2011019541A1 (en) Processes for controlling the viscosity of polyalphaolefins
EP2488560A1 (en) Process for synthesis of polyalphaolefin
CA2779627C (en) Manufacture of oligomers from nonene
WO2004087850A1 (en) Lubricating oil composition with good frictional properties
JP2004506758A (en) Process for producing liquid polyalphaolefin polymer, metallocene catalyst therefor, resulting polymer and lubricant containing same
CN104945613A (en) Preparation method of polyether lubricant base oil synthesized based on epoxy butane monomer
CA3031140A1 (en) Process for preparing high-reactivity isobutene homo- or copolymers
DE69826481T2 (en) polymerization catalysts
JP2019065290A (en) Syndiotactic propylene polymer and lubricant containing same
CN114845980A (en) Dimer-selective metallocene catalyst, non-aromatic hydrocarbon soluble activator and method for preparing poly alpha-olefin oligomer using the same
CN103304717A (en) Method for preparing high-viscosity-index synthetic lubricating oil through copolymerization of ethylene and alpha-olefin and applications thereof
CN103168054A (en) Catalyst system for the polymerization of olefins
DE10015533A1 (en) Block copolymers and processes for their manufacture and use
JP2009242724A (en) Polymer compound and oil absorbent
WO2005080449A9 (en) Olefin polymerisation process in the presence of an anti-fouling agent
CN108752199B (en) Process for producing (meth) acrylic compound
CN113637103B (en) Preparation method of ultra-high viscosity poly alpha-olefin synthetic base oil
CN105189566A (en) Processes for making catalyst compositions having improved flow

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C02 Deemed withdrawal of patent application after publication (patent law 2001)
WD01 Invention patent application deemed withdrawn after publication

Application publication date: 20100512