CN103012650B - A kind of copolymer type pour depressant for lubricating oil - Google Patents
A kind of copolymer type pour depressant for lubricating oil Download PDFInfo
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- CN103012650B CN103012650B CN201210520712.7A CN201210520712A CN103012650B CN 103012650 B CN103012650 B CN 103012650B CN 201210520712 A CN201210520712 A CN 201210520712A CN 103012650 B CN103012650 B CN 103012650B
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Abstract
A kind of copolymer type pour depressant for lubricating oil, further increases the depression effeCt of existing pour point depressant.This copolymer type pour depressant for lubricating oil is the mixture of a kind of triblock copolymer or multiple triblock copolymer, and the structural formula of described triblock copolymer is as follows:
in formula, n is the integer of 7-17, and a, b, c are respectively the integer of 1-1000, and the viscosity-average molecular weight of triblock copolymer is 10000-500000.The present invention also provides the preparation method of above-mentioned triblock copolymer.Pour point depressant of the present invention has excellent depression effeCt, can reach 32 DEG C.
Description
Technical field
The present invention relates to a kind of copolymer type pour depressant for lubricating oil, belong to lubricating oil additive technical field.
Technical background
Crude oil that China produces mostly is high-wax oil, particularly along with petroleum resources day by day totally, new wax content of producing crude oil is more and more higher, this kind of condensation point of crude oil high and low temperature poor fluidity.Solution has dewaxing, hydrogenation, with pour point depressant etc., from the angle of the Business Economic Benefit that reduces energy consumption and production costs, increases, in waxy crude oil, add the polymer pour point depressant with certain function is simple effective method.
Pour point depressant technology starts from early thirties in last century, is mainly used for lubricating oil field, and nineteen twenty-nine Davis clorafin and naphthalene obtain mankind's pour point depressant the earliest by Fride-Craft condensation reaction, i.e. Paraflow.Within 1931, commodity are called the pour point depressant appearance of mountain camel pul, and it is the condenses of clorafin and phenol, and structure is similar to Paraflow.There is new pour point depressant polyisobutene in 1938-1948.From the 1950's, people are the novel pour point depressant of continual exploitation on the one hand, adopts the means such as blended and copolymerization to carry out modification to existing pour point depressant on the other hand.Increasing along with world's high-wax oil output, was solve the problem in producing, in succession developed the pour point depressant being applicable to Different sources oil property, and be used on crude oil pipeline to the eighties sixties in 20 century.
Since the eighties in 20th century, along with Crude Oil Transportation method increase and people to the increase gradually of low-sulfur high-wax oil demand, more and more higher to the requirement of pour point depressant.Some dominant companies no longer focus on synthesis or development of new pour point depressant in the world, but have carried out modification or composite to some original product.Xue Fulong company utilizes compounding technology, develops the recombiner combined with EVA, polyethylene-acrylate by the acid of allyl butyrate acid diamide, produces compound pour point depressant of good performance.
The commercialization pour point depressant of present domestic use, as polyvinyl acetate (PVA)-fumarate (polymericfumaric ester and vinyl acetate, be called for short PFVA, China's label is T818), be by fumarate and vinyl acetate copolymerizedly form, although this pour point depressant has certain depression effeCt, along with increasing of wax content in crude oil, the pour point depressant with more excellent depression effeCt is needed in lubricating oil field badly.
Summary of the invention
In order to improve the depression effeCt of pour point depressant further, widening its Application Areas, the invention provides a kind of copolymer type pour depressant for lubricating oil.
The invention provides a kind of copolymer type pour depressant for lubricating oil, this pour point depressant is the mixture of a kind of triblock copolymer or multiple triblock copolymer, and the structural formula of described triblock copolymer is as follows:
In formula, n is the integer of 7-17, and a, b, c are respectively the integer of 1-1000, and the viscosity-average molecular weight of triblock copolymer is 10000-500000.
Preferably, described n is the integer of 11-15, and preferred n is 11 or 13, and most preferred n is 13.
Preferably, described viscosity-average molecular weight is 10000-100000, is more preferably 20000-40000.
Preferably, described pour point depressant is the mixture of multiple triblock copolymer, more preferably described pour point depressant to be n be 11 triblock copolymer and n be the mixture of the triblock copolymer 1:1-7:3 mixing in mass ratio of 13.
The present invention also provides the preparation method of above-mentioned triblock copolymer, and the method comprises the following steps:
(1) in device, add the senior ester of fumaric acid, vinyl acetate and vinylbenzene, wherein, the senior ester of fumaric acid, vinyl acetate and cinnamic molar fraction are respectively 10-80%;
(2) radical polymerization initiator that consumption is the 0.1-1% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass is added;
(3) 70-80 DEG C is warming up to, reaction 3-8 hour;
(4) underpressure distillation, removes excessive vinyl acetate, obtains triblock copolymer;
The structural formula of the senior ester of described fumaric acid is
in formula, n is the integer of 7-17.
Preferably, the senior ester of described fumaric acid, vinyl acetate and cinnamic molar fraction are respectively 20-60%.
Preferably, the consumption of described radical polymerization initiator is 0.5% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass.
Preferably, described radical polymerization initiator is dibenzoyl peroxide or Diisopropyl azodicarboxylate.
Preferably, the described reaction times is 4-6 hour.
Beneficial effect of the present invention:
The present invention with the addition of Third monomer vinylbenzene on the basis of polyvinyl acetate (PVA)-fumarate copolymer pour point depressant (T818), obtain a kind of pour depressant for lubricating oil with excellent depression effeCt, this pour point depressant can be one-component also can be composite component, for base oil 150N, pour point depressant after composite is the highest can reduce by 19 DEG C, for base oil 150SN, the pour point depressant after composite is the highest can reduce by 32 DEG C, and depression effeCt is obviously better than T818.
Accompanying drawing explanation
Fig. 1 is the infrared spectrogram of the polyvinyl acetate (PVA)-fumarate pour point depressant of comparative example 1 of the present invention preparation;
Fig. 2 is the infrared spectrogram of copolymer type pour depressant for lubricating oil prepared by the embodiment of the present invention 1.
Embodiment
A kind of triblock copolymer, this triblock copolymer is vinyl acetate, fumarate and cinnamic terpolymer, and structural formula is as follows:
In formula, n is the integer of 7-17, and a, b, c are respectively the integer of 1-1000, and the viscosity-average molecular weight of triblock copolymer is 10000-500000.
Preferably, described n is the integer of 11-15, and preferred n is 11 or 13, and most preferred n is 13.
Preferably, described viscosity-average molecular weight is 10000-100000, is more preferably 20000-40000.
A kind of copolymer type pour depressant for lubricating oil, this pour point depressant is the mixture of a kind of above-mentioned triblock copolymer or multiple above-mentioned triblock copolymer.
Preferably, described pour point depressant is the mixture of multiple triblock copolymer, more preferably described pour point depressant to be n be 11 triblock copolymer and n be the mixture of the triblock copolymer of 13.
The present invention also provides the preparation method of above-mentioned triblock copolymer, and the method comprises the following steps:
(1) in device, the senior ester of fumaric acid, vinyl acetate and vinylbenzene is added, wherein, the senior ester of fumaric acid, vinyl acetate and cinnamic molar fraction are respectively 10-80%, and the senior ester of fumaric acid, vinyl acetate and cinnamic molar fraction sum are 100%;
(2) radical polymerization initiator that consumption is the 0.1-1% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass is added;
(3) 70-80 DEG C is warming up to, reaction 3-8 hour;
(4) underpressure distillation, removes excessive vinyl acetate, obtains light yellow, viscous liquid, i.e. triblock copolymer, namely the copolymer type pour depressant for lubricating oil of one-component;
The structural formula of the senior ester of described fumaric acid is
in formula, n is the integer of 7-17.
When copolymer type pour depressant for lubricating oil is composite component, during the mixing of i.e. multiple triblock copolymer, first multiple triblock copolymer is prepared as stated above, the multiple triblock copolymer obtained, through mixing, be composite component copolymers type pour depressant for lubricating oil, mixed species and blending ratio are not limited, technique effect of the present invention can both be realized, the embodiment of the present invention provides, in 150N and 150SN two kinds of base oils, when the average carbon number of the n of composite rear segmented copolymer is 13, depression effeCt is better, preferred n be 11 triblock copolymer and n be 13 triblock copolymer in mass ratio 1:1-7:3 mixing, but the present invention is not limited thereto.
The senior ester of described fumaric acid, vinyl acetate and cinnamic molar fraction are preferably respectively 20-60%, triblock copolymer of the present invention, in the senior ester of fumaric acid, vinyl acetate and cinnamic proportioning, increase the depression effeCt that cinnamic addition can improve pour point depressant.
Radical polymerization initiator of the present invention does not have particular requirement, and be preferably dibenzoyl peroxide, Diisopropyl azodicarboxylate, consumption is preferably 0.5% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass.
Triblock copolymer polymeric reaction temperature of the present invention is at 70-80 DEG C, for the temperature that decomposition of initiator causes, temperature is lower than 70 DEG C, can only initiated polymerization on a small quantity, and need the long period, temperature higher than 80 DEG C, although also can the present invention be realized, but consider industrial production cost, temperature is too high loses actual application value.
Preferably, the described reaction times is 4-6 hour.
The reaction equation that the present invention prepares triblock copolymer is as follows:
The senior ester of fumaric acid of the present invention also can prepare room by experiment by being purchased, and its preparation method is prior art, and the invention provides the preparation method of the senior ester of a kind of fumaric acid, but the present invention is not limited thereto, the method comprises the following steps:
(1) by carbon number be 8-18 higher alcohols and fumaric acid in molar ratio 1:0.1-10 add in reaction unit;
(2) adding consumption is that the solvent of the 40%-300% of higher alcohols and fumaric acid total mass is held concurrently water entrainer;
(3) temperature of reaction system is raised to 110-150 DEG C;
(4) add the 1-2% catalyzer that consumption is higher alcohols and fumaric acid total mass, stir and carry out esterification 3-10 hour, stirring velocity 50-500 rev/min;
(5) underpressure distillation, except desolventizing, obtains the senior ester of fumaric acid.
Preferably, 120-140 DEG C is warming up in step (3).
Preferably, in step (4), stirring velocity is 100-200 rev/min, reaction 5-6 hour.
Preferably, described higher alcohols and the mol ratio of fumaric acid are 1:0.5-2.
Described solvent water entrainer of holding concurrently does not have particular requirement, preferred benzene,toluene,xylene, hexanaphthene or sherwood oil, and consumption is preferably 60% of higher alcohols and fumaric acid total mass.
Described catalyzer be esterification custom catalysts all can, preferred tosic acid, consumption is preferably the 1.4-1.5% of higher alcohols and fumaric acid total mass.
The reaction equation that the present invention prepares the senior ester of fumaric acid is as follows:
Copolymer type pour depressant for lubricating oil of the present invention is applicable to other lubricating oil various types of, this pour point depressant is as lubricating oil additive, addition in lubricating oil is prior art, the amount of adding is general not higher than 2wt%, the higher economic worth of adding is also lower, and the addition of preferred pour point depressant is 0.5wt%, and the embodiment of the present invention provides copolymer type pour depressant for lubricating oil at 150N and 150SN type lubricating oil, pour point depressant addition is the depression effeCt of 0.1wt%-0.5wt%, but the present invention is not limited thereto.
The depression effeCt of copolymer type pour depressant for lubricating oil of the present invention be detected as techniques well known, adopt GB GB/T 3535-2006.
In order to make those skilled in the art understand the present invention further, further illustrate the present invention below in conjunction with embodiment and accompanying drawing.
Comparative example 1
Composition graphs 1 illustrates comparative example 1
The preparation of polyvinyl acetate (PVA)-fumarate (T818):
(1) tetradecyl alcohol of 0.1mol and 0.1mol fumaric acid are joined in the reactor with whipping appts, add the toluene of 60% of tetradecyl alcohol and fumaric acid total mass, add the tosic acid of 1.5% of tetradecyl alcohol and fumaric acid total mass, at 130 DEG C of temperature, carry out polymerization 5 hours, obtain the senior ester of fumaric acid;
(2) in the reactor being furnished with whipping appts, temperature sensing device, add the senior ester of fumaric acid of 0.1mol, the vinyl acetate of 0.13mol, add the dibenzoyl peroxide of 0.5% of the senior ester of fumaric acid and vinyl acetate total mass, react 5 hours at 70-80 DEG C, through underpressure distillation, remove excessive vinyl acetate, obtain polyvinyl acetate (PVA)-fumarate pour point depressant, viscosity-average molecular weight is 43,000 ten thousand, is labeled as PFVS01.
PFVS01 is carried out depression effeCt test in two kinds of base oil 150N and 150SN, and the dosage that adds of pour point depressant is 0.5wt% (pour point depressant/base oil), and test result is in table 1.
Fig. 1 is the infrared spectrogram of the polyvinyl acetate (PVA)-fumarate pour point depressant of the embodiment of the present invention 1, and as can be seen from Figure 1,1 is-(CH
2)
n-formation vibration peak, 2 is-C-O-C stretching vibration peak, and 3 is the formation vibration peak of ester, and 4 is ester carbonyl stretching vibration peak, and 5 is-C-CH
2-C-symmetrical stretching vibration peak, 6 is-C-CH
2-C-asymmetrical stretching vibration peak.
Embodiment 1
Composition graphs 2 illustrates embodiment 1
The preparation method of one-component copolymer type pour depressant for lubricating oil:
(1) tetradecyl alcohol of 0.08mol and the fumaric acid of 0.08mol are joined in the reactor with whipping appts, add the toluene of the total mass 60% of tetradecyl alcohol and fumaric acid, add the tosic acid of 1.5% of tetradecyl alcohol and fumaric acid total mass, at 130 DEG C of temperature, carry out polymerization 6 hours, obtain the senior ester of fumaric acid;
(2) in the reactor being furnished with whipping appts, temperature sensing device, add the senior ester of fumaric acid of 0.08mol, the vinyl acetate of 0.08mol, 0.08mol vinylbenzene, add the dibenzoyl peroxide of 0.5% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass, react 6 hours at 70-80 DEG C, through underpressure distillation, remove excessive vinyl acetate, obtain copolymer type pour depressant for lubricating oil, viscosity-average molecular weight is 65000, is labeled as PFVS02.
PFVS02 is carried out the test of one-component depression effeCt in two kinds of base oil 150N and 150SN, and the dosage that adds of pour point depressant is 0.5wt% (pour point depressant/base oil), and test result is in table 1.
Fig. 2 is the infrared spectrogram of the copolymer type pour depressant for lubricating oil of the embodiment of the present invention 1, and 1 is-(CH
2)
n-formation vibration peak, 2 is-C-O-C stretching vibration peak, and 3 is the formation vibration peak of ester, and 4 is ester carbonyl stretching vibration peak, and 5 is-C-CH
2-C-symmetrical stretching vibration peak, 6 is-C-CH
2-C-asymmetrical stretching vibration peak, 7 is monosubstituted phenyl ring C-H out-of-plane deformation vibration peak, and 8 is the skeleton stretching vibration peak of phenyl ring.
Contrast from Fig. 1 and Fig. 2 infrared spectra, the infrared spectra that with the addition of copolymer type pour depressant for lubricating oil prepared by the cinnamic embodiment 1 of Third monomer will have more two peaks, peak 7,8 respectively, peak 7 represents monosubstituted phenyl ring C-H out-of-plane deformation vibration peak, peak 8 represents the skeleton stretching vibration peak of phenyl ring, proves that styrene monomer take part in copolymerization thus.
Embodiment 2
The preparation method of one-component copolymer type pour depressant for lubricating oil:
(1) tetradecyl alcohol of 0.08mol and the fumaric acid of 0.08mol are joined in the reactor with whipping appts, add the toluene of tetradecyl alcohol and fumaric acid total mass 60%, add the tosic acid of 1.5% of tetradecyl alcohol and fumaric acid total mass, at 120 DEG C of temperature, carry out polymerization 5.5 hours, obtain the senior ester of fumaric acid;
(2) in the reactor being furnished with whipping appts, temperature sensing device, add the senior ester of fumaric acid, the vinyl acetate of 0.08mol, the vinylbenzene of 0.04mol of 0.08mol, add the dibenzoyl peroxide of 0.5% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass, react 4 hours at 70-80 DEG C, through underpressure distillation, remove excessive vinyl acetate, obtain copolymer type pour depressant for lubricating oil, viscosity-average molecular weight is 55000, is labeled as PFVS03.
PFVS03 is carried out the test of one-component depression effeCt in two kinds of base oil 150N and 150SN, and the dosage that adds of pour point depressant is 0.5wt% (pour point depressant/base oil), and test result is in table 1.
Embodiment 3
The preparation method of one-component copolymer type pour depressant for lubricating oil:
(1) lauryl alcohol of 0.08mol and the fumaric acid of 0.08mol are joined in the reactor with whipping appts, add the toluene of lauryl alcohol and fumaric acid total mass 60%, add the tosic acid of 1.5% of lauryl alcohol and fumaric acid total mass, at 140 DEG C of temperature, carry out polymerization 5 hours, obtain the senior ester of fumaric acid;
(2) in the reactor being furnished with whipping appts, temperature sensing device, add the senior ester of fumaric acid, the vinyl acetate of 0.08mol, the vinylbenzene of 0.04mol of 0.08mol, add the initiator dibenzoyl peroxide of 0.5% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass, react 5 hours at 70-80 DEG C, through underpressure distillation, remove excessive vinyl acetate, obtain copolymer type pour depressant for lubricating oil, viscosity-average molecular weight is 58000, is labeled as PFVS04.
PFVS04 is carried out the test of one-component depression effeCt in two kinds of base oil 150N and 150SN, and the dosage that adds of pour point depressant is 0.5wt% (pour point depressant/base oil), and test result is in table 1.
Table 1 one-component depression effeCt is tested
In table 1, LZ803B is industrial goods poly-alpha-olefin pour depressant; As can be seen from the above table, not adding cinnamic pour point depressant PFVS01 (commodity T818) depression effeCt obviously will lower than the cinnamic pour point depressant of interpolation (PFVS02, PFVS03 and PFVS04); The depression effeCt of PFVS02, higher than PFVS03 and PFVS04, illustrates that the increase depression effeCt along with vinylbenzene addition increases; The depression effeCt of one-component copolymer type pour depressant for lubricating oil of the present invention is excellent not as good as industrial goods LZ803B.
Embodiment 4
The preparation method of composite component copolymers type pour depressant for lubricating oil:
PFVS04 3:7 mixing in mass ratio prepared by the PFVS02 prepare embodiment 1 and embodiment 3, obtains copolymer type pour depressant for lubricating oil.
Copolymer type pour depressant for lubricating oil embodiment 4 prepared carries out the test of composite component depression effeCt respectively in two kinds of base oil 150N and 150SN, the dosage that adds of pour point depressant is respectively 0.5wt%, 0.2wt% and 0.1wt% (pour point depressant/base oil), test result in table 2, table 4 and table 5.
The composite component depression effeCt test of table 2
Embodiment 5
The preparation method of composite component copolymers type pour depressant for lubricating oil:
PFVS04 1:1 mixing in mass ratio prepared by the PFVS02 prepare embodiment 1 and embodiment 3, obtains copolymer type pour depressant for lubricating oil.
Copolymer type pour depressant for lubricating oil embodiment 5 prepared carries out the test of composite component depression effeCt respectively in two kinds of base oil 150N and 150SN, and the dosage that adds of pour point depressant is 0.5wt% (pour point depressant/base oil), and test result is in table 4 and table 5.
Embodiment 6
The preparation method of composite component copolymers type pour depressant for lubricating oil:
PFVS04 3:7 mixing in mass ratio prepared by the PFVS03 prepare embodiment 2 and embodiment 3, obtains copolymer type pour depressant for lubricating oil.
Copolymer type pour depressant for lubricating oil embodiment 6 prepared carries out the test of composite component depression effeCt respectively in two kinds of base oil 150N and 150SN, and the dosage that adds of pour point depressant is 0.5wt% (pour point depressant/base oil), and test result is in table 4 and table 5.
Embodiment 7
The preparation method of composite component copolymers type pour depressant for lubricating oil:
PFVS04 1:1 mixing in mass ratio prepared by the PFVS03 prepare embodiment 2 and embodiment 3, obtains copolymer type pour depressant for lubricating oil.
Copolymer type pour depressant for lubricating oil embodiment 7 prepared carries out the test of composite component depression effeCt respectively in two kinds of base oil 150N and 150SN, the dosage that adds of pour point depressant is respectively 0.5wt%, 0.2wt% and 0.1wt% (pour point depressant/base oil), and test result is in table 3, table 4 and table 5.
The composite component depression effeCt test of table 3
The composite component depression effeCt test of table 4
The composite component depression effeCt test of table 5
From upper table 2-5, for base oil 150N, the pour point depressant after composite is the highest can reduce by 19 DEG C, reaches the effect of industrial goods poly-alpha-olefin pour depressant LZ803B; For base oil 150SN, the pour point depressant after composite is the highest can reduce by 32 DEG C, has exceeded the effect of industrial goods poly-alpha-olefin pour depressant LZ803B.
Claims (9)
1. terpolymer is as the application of pour depressant for lubricating oil, it is characterized in that, the structural formula of described terpolymer is as follows:
In formula, n is the integer of 7-17, and a, b, c are respectively the integer of 1-1000, and the viscosity-average molecular weight of terpolymer is 10000-500000;
Described terpolymer is prepared by following methods:
(1) in device, add the senior ester of fumaric acid, vinyl acetate and vinylbenzene, wherein, the senior ester of fumaric acid, vinyl acetate and cinnamic molar fraction are respectively 10-80%;
(2) radical polymerization initiator that consumption is the 0.1-1% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass is added;
(3) 70-80 DEG C is warming up to, reaction 3-8 hour;
(4) underpressure distillation, removes excessive vinyl acetate, obtains terpolymer;
The structural formula of the senior ester of described fumaric acid is
in formula, n is the integer of 7-17.
2. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, described n is the integer of 11-15.
3. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, described viscosity-average molecular weight is 20000-40000.
4. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, described pour point depressant is the mixture of multiple described terpolymer.
5. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, described pour point depressant to be n be 11 terpolymer and n be the mixture of the terpolymer 1:1-7:3 mixing in mass ratio of 13.
6. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, the senior ester of described fumaric acid, vinyl acetate and cinnamic molar fraction are respectively 20-60%.
7. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, the consumption of described radical polymerization initiator is 0.5% of the senior ester of fumaric acid, vinyl acetate and vinylbenzene total mass.
8. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, described radical polymerization initiator is dibenzoyl peroxide or Diisopropyl azodicarboxylate.
9. terpolymer according to claim 1 is as the application of pour depressant for lubricating oil, it is characterized in that, the described reaction times is 4-6 hour.
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| CN105085805B (en) * | 2015-07-17 | 2017-09-01 | 中国石油天然气股份有限公司 | Polystyrene dipropyl butenedioate as well as preparation method and application thereof |
| CN108456279B (en) * | 2018-04-26 | 2020-03-31 | 杨冰川 | Crude oil pour point depressant, and preparation method and application thereof |
| CN113444190B (en) * | 2021-06-03 | 2022-08-26 | 德仕能源科技集团股份有限公司 | Polymer for crude oil pour point depression and preparation method and application thereof |
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