CN107629152B - A kind of asymmetric star-type polymer of biphenyl center and its preparation method and application - Google Patents
A kind of asymmetric star-type polymer of biphenyl center and its preparation method and application Download PDFInfo
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Abstract
The present invention provides a kind of asymmetric star-type polymer of biphenyl center and its preparation method and application, belongs to viscosity index improver technical field.Solve the problems, such as that the existing star block copolymer structure as lubricating oil viscosity index improver is indefinite, dissolubility is poor, arm number is inhomogenous, complex process.The structural formula of the polymer is as shown in formula I or formula II.The present invention also provides a kind of preparation methods of the asymmetric star-type polymer of biphenyl center.Application the present invention also provides the asymmetric star-type polymer of above-mentioned biphenyl center as lubricating oil viscosity index improver.Viscosity index improver further improves the high-temperature thickening ability of viscosity index improver while guaranteeing cryogenic property, and use scope is wide, is suitable for all kinds of base oils.
Description
Technical field
The invention belongs to viscosity index improver technical fields, and in particular to a kind of asymmetric star-type polymer of biphenyl center
And its preparation method and application.
Background technique
Star block copolymer is to be keyed to a common center (crosslinking points) by chemistry by multiple block branches
It constitutes.Star-type polymer as the ideal polymer for understanding branched block copolymer phase separation property and rheological behaviour theory,
With important learning value.Simultaneously as star block copolymer has both good high-temperature thickening ability and excellent high temperature
Anti-shear ability becomes the lubricating oil viscosity index improver (CN102731739A, CN1291223A, CN1234823A) of a new generation.
Currently, as the star block copolymer of lubricating oil viscosity index improver commercialization, that there are structures is indefinite, dissolubility is poor, arm number is uneven
One, the defects of complex process.
Summary of the invention
The purpose of the present invention is to solve the existing star block copolymer structure as lubricating oil viscosity index improver is unknown
Really, the problem of dissolubility is poor, arm number is inhomogenous, complex process, and provide a kind of asymmetric star-type polymer of biphenyl center and
Preparation method and application.
Present invention firstly provides a kind of asymmetric star-type polymer of biphenyl center, the structural formula of the polymer such as formula I or formulas
Shown in II:
In formula I or formula II, M representation polymer arm, the polymeric arms are for polyisoprene, polybutadiene or by isoamyl
The random copolymer or block copolymer of diene and butadiene composition.
Preferably, the number average molecular weight of polymeric arms is 2000-150000g/mol.
The present invention also provides a kind of preparation methods of the asymmetric star-type polymer of biphenyl center, this method comprises:
Step 1: biphenyl center compound A or biphenyl center compound B is prepared；
Step 2: under organic solvent, using butyl lithium as initiator, cause isoprene and/or polymerizing butadiene, obtain
Star polymer M；
Step 3: by biphenyl center compound A or biphenyl center compound B that step 1 obtains and the star that step 2 obtains
Shape polymer M carries out coupling reaction, obtains the asymmetric star-type polymer of biphenyl center；
The structural formula of the biphenyl center compound A or biphenyl center compound B are as shown in formula III or formula IV:
Preferably, the method that the step 1 prepares biphenyl center compound A or biphenyl center compound B are as follows:
1. 2,2 '-bipyridyls, solvent, 1,5- cyclo-octadiene and bis- (1,5- cyclo-octadiene) nickel are added in the reaction vessel,
30-40min is reacted at 60-80 DEG C, 2- bromine paraxylene solution or 3- bromo-m-xylene solution is then added, and is continued in 60-
24-72h is reacted at 80 DEG C, and the mixed solution stirring of concentrated hydrochloric acid and methanol is added after cooling, obtains 4,4 '-dimethyl diphenyls；
2. by 4,4 '-dimethyl diphenyls and N-bromosuccinimide solution heating reflux reaction obtain biphenyl center
Close object A or biphenyl center compound B.
Preferably, the reaction temperature of the step 2 is 0-60 DEG C, and the reaction time is 0.5-6 hours.
Preferably, in the step 2, the molar ratio of isoprene and butadiene is (1-10): (1-10).
Preferably, the reaction temperature of the step 3 is -78 DEG C, and the reaction time is 48 hours.
Preferably, the mass ratio of the biphenyl center compound A or biphenyl center compound B and star polymer M is
1:4.2.
The present invention also provides the asymmetric star-type polymer of above-mentioned biphenyl center answering as lubricating oil viscosity index improver
With.
Preferably, the application method are as follows: be catalyzed the asymmetric star-type polymer of biphenyl center obtained above
Hydrogenation reaction is carried out under the action of agent, obtains lubricating oil viscosity index improver.
Beneficial effects of the present invention
Present invention firstly provides a kind of asymmetric star-type polymer of biphenyl center, the structural formula of the polymer such as formula I or formulas
Shown in II, which is that carbazole group is introduced into asymmetric star polymer using biphenyl center structure as star-like core,
Its biphenyl dihedral angle distorted is effectively reducing steric hindrance, convenient for the control of polymer architecture, meanwhile, biphenyl center structure can be with
It assigns the certain turning power of star block copolymer and further improves biphenyl center in conjunction with block polymer arm
Rotational barrier also makes the star polymer while keeping cryogenic property, has stronger thick ability at high temperature.Meanwhile
The polymer architecture defines, the type controllable precise of arm is convenient for preparation.
The present invention also provides a kind of preparation method of the asymmetric star-type polymer of biphenyl center, this method is first prepared in biphenyl
Heart compound A or biphenyl center compound B, then prepares star polymer M；It finally will be in biphenyl center compound A or biphenyl
Heart compound B and star polymer M carries out coupling reaction, obtains the asymmetric star-type polymer of biphenyl center；Preparation method letter
The asymmetric star-type polymer of biphenyl center that is single, obtaining has excellent properties.
The present invention also provides the asymmetric star-type polymer of above-mentioned biphenyl center answering as lubricating oil viscosity index improver
With the asymmetric star-type polymer of biphenyl center of the invention can be used as lubricating oil viscosity index improver, guarantee low temperature properties
The high-temperature thickening ability of viscosity index improver is further improved while energy, and use scope is wide, be suitable for all kinds of base oils.
Detailed description of the invention
Fig. 1 is the nucleus magnetic hydrogen spectrum figure for the biphenyl center compound A that the embodiment of the present invention 1 is prepared；
Fig. 2 is the nucleus magnetic hydrogen spectrum figure for the biphenyl center compound B that the embodiment of the present invention 2 is prepared；
Fig. 3 is the nuclear-magnetism carbon spectrogram for the asymmetric star-type polymer of biphenyl center that the embodiment of the present invention 3 and 4 is prepared.
Specific embodiment
Present invention firstly provides a kind of asymmetric star-type polymer of biphenyl center, the structural formula of the polymer such as formula I or formulas
Shown in II:
In formula I or formula II, M representation polymer arm, the polymeric arms are for polyisoprene, polyisobutene or by isoamyl
The random copolymer or block copolymer of diene and butadiene composition, the number average molecular weight of polymeric arms is preferably 2000-
150000g/mol.In the random copolymer or block copolymer, the molar ratio of isoprene and butadiene is preferably (1-
10): (1-10).
The present invention also provides a kind of preparation methods of the asymmetric star-type polymer of biphenyl center, this method comprises:
Step 1: biphenyl center compound A or biphenyl center compound B is prepared；
Step 2: under organic solvent, using butyl lithium as initiator, cause isoprene and/or polymerizing butadiene, obtain
Star polymer M；
Step 3: by biphenyl center compound A or biphenyl center compound B that step 1 obtains and the star that step 2 obtains
Shape polymer M carries out coupling reaction, obtains the asymmetric star-type polymer of biphenyl center；
The structural formula of the biphenyl center compound A or biphenyl center compound B are as shown in formula III or formula IV:
According to the present invention, method that the step 1 prepares biphenyl center compound A or biphenyl center compound B are as follows:
2,2 '-bipyridyls (Bpy), solvent, 1,5- cyclo-octadiene (COD) are added in the reaction vessel and bis- (1,5- ring is pungent
Diene) nickel (Ni (COD)), react 30-40min at 60-80 DEG C, obtain mixed solution, the solvent be preferably toluene and
The mixed solution of n,N-Dimethylformamide, volume ratio are preferably 1:1；
Then 2- bromine paraxylene or 3- bromo-m-xylene and solvent are added in another container, obtains 2- bromine paraxylene
Or 3- bromo-m-xylene solution, the solvent is preferably toluene, after degassing, by diformazan between above-mentioned 2- bromine paraxylene or 3- bromine
Benzole soln is add to the above mixed solution, and 24-72h is reacted in continuation at 60-80 DEG C, and concentrated hydrochloric acid and methanol are added after cooling
Mixed solution stirring, it is preferred to use methylene chloride extraction, with Rotary Evaporators solvent evaporated, methylene chloride and petroleum ether are expansion
Agent, thin layer silicagel column separation, obtains 4,4 '-dimethyl diphenyls；The quality (mg) of described 2,2 '-bipyridyl: 1,5- ring pungent two
The volume (mL) of alkene: the quality (mg) of bis- (1,5- cyclo-octadiene) nickel: the quality of 2- bromine paraxylene or 3- bromo-m-xylene
It (mg) is preferably 50:0.1:150:100.
Above-mentioned 4,4 '-dimethyl diphenyls are added to round-bottomed flask, CCl is added4Solution, under the conditions of being protected from light, dropping funel
Heating reflux reaction 24-72 hours after addition NBS solution, revolving removes solvent, petroleum ether: methylene chloride volume ratio after reaction
2:5, the separation of thin layer silica gel, revolving obtain final products biphenyl center compound A or biphenyl center compound B.Described 4,4 '-
The molar ratio of dimethyl diphenyl and NBS are preferably 1:(4-4.5).
According to the present invention, under the conditions of anhydrous and oxygen-free, under organic solvent, using butyl lithium as initiator, cause isoprene,
The polymerization of the mixture of butadiene or isoprene and butadiene, the reaction temperature is preferably 0-60 DEG C, and more preferably 50 DEG C,
Reaction time is preferably 0.5-8 hours, more preferably 4 hours, obtains star polymer M；The organic solvent is preferably first
Benzene or hexane.The molar ratio of the isoprene and butadiene is (1-10): (1-10).The initiation isoprene and fourth two
The mixture of alkene polymerize, and can be isoprene and butadiene while being added, is also possible to first cause one of monomer reaction
Afterwards, another monomer reaction is added.
According to the present invention, under water oxygen free condition, it is molten that biphenyl center compound A or biphenyl center compound B are added to THF
In liquid, star polymer M is added in above-mentioned system, coupling reaction is carried out, obtains star polymer.The reaction temperature is preferred
It is -78 DEG C, the reaction time is preferably 48 hours.The biphenyl center compound A or biphenyl center compound B and star polymer
The mass ratio of M is preferably 1:4.2.
The present invention also provides the asymmetric star-type polymer of above-mentioned biphenyl center answering as lubricating oil viscosity index improver
With.
Preferably, the application method are as follows: be catalyzed the asymmetric star-type polymer of biphenyl center obtained above
Hydrogenation reaction is carried out under the action of agent, obtains lubricating oil viscosity index improver.The catalyst is preferably nickel naphthenate/alkane
Base aluminium or nickel octoate/alkyl aluminum.The hydrogenation reaction temperature is preferably 50 DEG C, and the reaction time is preferably 3h.
The present invention will be further described in detail combined with specific embodiments below, and the raw material being related in embodiment is
It is commercially available.
Embodiment 1
2,2 '-bipyridyl (Bpy) 50mg are taken, and 1mL toluene, 1mLDMF, 0.1mL1,5- are added into 25mL round-bottomed flask
Bis- (1, the 5- cyclo-octadiene) nickel (Ni (COD)) of 150mg are added in glove box, 80 DEG C of temperature control, stablize 40 points by cyclo-octadiene COD
100mg monomer 2- bromine paraxylene and 4mL toluene are added in another round-bottomed flask, after degassing, is injected into first burning for clock
It in bottle, 80 DEG C of temperature control, reacts 3 days, concentrated hydrochloric acid is added after cooling and the mixed solution of methanol is stirred overnight, methylene chloride extraction is added
It takes, with Rotary Evaporators solvent evaporated, dichloro and petroleum ether 1:4 ratio are solvent, and the separation of thin layer silicagel column, revolving obtains white
Color crystal 4,4 '-dimethyl diphenyl of 52mg.
Above-mentioned white crystal 100mg is added to 100mL round-bottomed flask, 40mLCCl is added4Solution, under the conditions of being protected from light, drop
NBS solution (molar ratio of 4,4 '-dimethyl diphenyls and NBS are 1:4) heating reflux reaction 48 hours afterwards, reaction is added in liquid funnel
After revolving remove solvent, petroleum ether: methylene chloride volume ratio 2:5, the separation of thin layer silica gel, it is brilliant that revolving obtains final products white
Body right-angled intersection biphenyl center compound A-13 2mg.
Fig. 1 is the nucleus magnetic hydrogen spectrum figure for the biphenyl center compound A that the embodiment of the present invention 1 is prepared；It can from figure
Out, biphenyl center compound A is successfully prepared in the present invention.
Embodiment 2
2,2 '-bipyridyl (Bpy) 50mg are taken, and 1mL toluene, 1mLDMF, 0.1mL1,5- are added into 25mL round-bottomed flask
Bis- (1, the 5- cyclo-octadiene) nickel (Ni (COD)) of 150mg are added in glove box, 80 DEG C of temperature control, stablize 40 points by cyclo-octadiene COD
100mg monomer 3- bromo-m-xylene and 4mL toluene are added in another round-bottomed flask, after degassing, is injected into first burning for clock
In bottle.It 80 DEG C of temperature control, reacts 3 days, concentrated hydrochloric acid is added after cooling and the mixed solution of methanol is stirred overnight.Methylene chloride extraction is added
It takes, with Rotary Evaporators solvent evaporated, dichloro and petroleum ether 1:5 ratio are solvent, and the separation of thin layer silicagel column, revolving obtains white
Color crystal 4,4 '-dimethyl diphenyl of 47mg.
Above-mentioned white crystal 100mg is added to 100mL round-bottomed flask, 40mLCCl is added4Solution, under the conditions of being protected from light, drop
NBS solution (molar ratio of 4,4 '-dimethyl diphenyls and NBS are 1:4) heating reflux reaction 48 hours afterwards, reaction is added in liquid funnel
After revolving remove solvent, petroleum ether: methylene chloride volume ratio 3:4, the separation of thin layer silica gel, it is brilliant that revolving obtains final products white
Body right-angled intersection biphenyl center compound A61mg.
Fig. 2 is the nucleus magnetic hydrogen spectrum figure for the biphenyl center compound B that the embodiment of the present invention 2 is prepared；It can from figure
Out, biphenyl center compound B is successfully prepared in the present invention.
Embodiment 3
The flask of 100mL under gas lamp heating condition, vacuumizes-leads to nitrogen displacement three times, the water oxygen etc. in removing system
Impurity finally keeps being cooled to room temperature under condition of nitrogen gas, and toluene 50mL obtained and distillation purification after sodium reflux purification is added
Isoprene 5mL, purified tetrahydrofuran 0.5mL, n-BuLi 1ml (0.2mol/L), 50 DEG C of reaction temperature, react 4 hours
Obtain living polymer M.
It separately takes the flask of 250mL, under gas lamp heating condition, vacuumizes-lead to nitrogen and replace three times, the water in removing system
The impurity such as oxygen finally keep being cooled to room temperature under condition of nitrogen gas, the biphenyl that addition refines THF 50mL and embodiment 1 is prepared
Central compound A50mg is stirred at -78 DEG C of low temperature under nitrogen protection, and after A all dissolution, living polymer M is slowly added dropwise
Enter into 250mL flask mixed reaction time 48 hours, obtains star polymer.
Transferred product to 200mL is added in hydrogen kettle after reaction, appropriate nickel naphthenate and aluminum alkyl catalyst, aluminium is added
Titanium ratio 4:1, Hydrogen Vapor Pressure 3.0MPa, the reaction time 3 hours, temperature 50 C after adding hydrogen, was added hydrogen peroxide oxidation remnants'
Nickel naphthenate adds sebacic acid, and after precipitating is removed in centrifugation, methanol extraction is obtained by drying to arrive final products.
GPC test result, star polymer number-average molecular weight 31.2 ten thousand, isoprene arm number-average molecular weight 7.2 ten thousand add hydrogen
Degree 97.3%.Above-mentioned viscosity index improver is dissolved in CNOOC 150SN base oil, adds dose quality score 1%, after addition: its CCS is improved
400mPa.s, SSI 11.2%, V100 improves 12.9mm2/s.The nuclear-magnetism carbon spectrogram for the product that embodiment 3 is prepared
As shown in Figure 3.
Embodiment 4
The flask of 100mL under gas lamp heating condition, vacuumizes-leads to nitrogen displacement three times, the water oxygen etc. in removing system
Impurity finally keeps being cooled to room temperature under condition of nitrogen gas, and toluene 50mL obtained and distillation purification after sodium reflux purification is added
Isoprene 3mL, purified tetrahydrofuran 0.5mL, n-BuLi 1ml (0.2mol/L), 50 DEG C of reaction temperature, react 4 hours
Afterwards, butadiene 2g is added, reaction obtained living polymer M after 4 hours.
It separately takes the flask of 250mL, under gas lamp heating condition, vacuumizes-lead to nitrogen and replace three times, the water in removing system
The impurity such as oxygen finally keep being cooled to room temperature under condition of nitrogen gas, the biphenyl that addition refines THF 50mL and embodiment 1 is prepared
Central compound A 50mg is stirred at -78 DEG C of low temperature under nitrogen protection, and after A all dissolution, living polymer M is slowly dripped
Mixed reaction time 48 hours in 250mL flask are added to, star polymer is obtained.
Transferred product to 200mL is added in hydrogen kettle after reaction, appropriate nickel naphthenate and aluminum alkyl catalyst, aluminium is added
Titanium ratio 4:1, Hydrogen Vapor Pressure 3.0MPa, the reaction time 3 hours, temperature 50 C after adding hydrogen, was added hydrogen peroxide oxidation remnants'
Nickel naphthenate adds sebacic acid, and after precipitating is removed in centrifugation, methanol extraction is obtained by drying to arrive final products.
GPC test result, star polymer number-average molecular weight 28.2 ten thousand, isoprene and butadiene copolymer arm number are divided equally
Son amount 7.3 ten thousand, degree of hydrogenation 98.9%.Above-mentioned viscosity index improver is dissolved in CNOOC 150SN base oil, adds dose quality score 1%,
CCS is 420mPa.s, SSI 8.9%, V100 13.3mm2/s.The nuclear-magnetism carbon spectrogram for the product that embodiment 4 is prepared is such as
Shown in Fig. 3.
Embodiment 5
The flask of 100mL under gas lamp heating condition, vacuumizes-leads to nitrogen displacement three times, the water oxygen etc. in removing system
Impurity finally keeps being cooled to room temperature under condition of nitrogen gas, and toluene 50mL obtained and distillation purification after sodium reflux purification is added
Isoprene 3mL and butadiene 2g, purified tetrahydrofuran 0.5mL, n-BuLi 1.5ml (0.2mol/L), reaction temperature 50
DEG C, reaction obtains living polymer M in 4 hours.
It separately takes the flask of 250mL, under gas lamp heating condition, vacuumizes-lead to nitrogen and replace three times, the water in removing system
The impurity such as oxygen finally keep being cooled to room temperature under condition of nitrogen gas, the biphenyl that addition refines THF 50mL and embodiment 2 is prepared
Central compound B 50mg is stirred at -78 DEG C of low temperature under nitrogen protection, and after A all dissolution, living polymer M is slowly dripped
Mixed reaction time 48 hours in 250mL flask are added to, star polymer is obtained.
Transferred product to 200mL is added in hydrogen kettle after reaction, appropriate nickel naphthenate and aluminum alkyl catalyst, aluminium is added
Titanium ratio 4:1, Hydrogen Vapor Pressure 3.0MPa, the reaction time 3 hours, temperature 50 C after adding hydrogen, was added hydrogen peroxide oxidation remnants'
Nickel naphthenate adds sebacic acid, and after precipitating is removed in centrifugation, methanol extraction is obtained by drying to arrive final products.
GPC test result, star polymer number-average molecular weight 21.7 ten thousand, isoprene and butadiene copolymer arm number are divided equally
Son amount 5.8 ten thousand, degree of hydrogenation 99.2%.Above-mentioned viscosity index improver is dissolved in CNOOC 150SN base oil, adds dose quality score 1%,
CCS is 350mPa.s, SSI 8.1%, V100 10.2mm2/s。
Embodiment 6
The flask of 100mL under gas lamp heating condition, vacuumizes-leads to nitrogen displacement three times, the water oxygen etc. in removing system
Impurity finally keeps being cooled to room temperature under condition of nitrogen gas, and toluene 50mL and butadiene 5g obtained after sodium reflux purification is added,
Purified tetrahydrofuran 0.5mL, n-BuLi 1ml (0.2mol/L), 50 DEG C of reaction temperature, reaction obtains living polymer in 4 hours
M。
It separately takes the flask of 250mL, under gas lamp heating condition, vacuumizes-lead to nitrogen and replace three times, the water in removing system
The impurity such as oxygen finally keep being cooled to room temperature under condition of nitrogen gas, the biphenyl that addition refines THF 50mL and embodiment 2 is prepared
Central compound B 50mg is stirred at -78 DEG C of low temperature under nitrogen protection, and after A all dissolution, living polymer M is slowly dripped
Mixed reaction time 48 hours in 250mL flask are added to, star polymer is obtained.
Transferred product to 200mL is added in hydrogen kettle after reaction, appropriate nickel naphthenate and aluminum alkyl catalyst, aluminium is added
Titanium ratio 4:1, Hydrogen Vapor Pressure 3.0MPa, the reaction time 3 hours, temperature 50 C after adding hydrogen, was added hydrogen peroxide oxidation remnants'
Nickel naphthenate adds sebacic acid, and after precipitating is removed in centrifugation, methanol extraction is obtained by drying to arrive final products.
GPC test result, star polymer number-average molecular weight 31.2 ten thousand, polybutadiene arm number-average molecular weight 7.2 ten thousand add hydrogen
Degree 97.3%.Above-mentioned viscosity index improver is dissolved in CNOOC 150SN base oil, adds dose quality score 1%, CCS 400mPa.s,
SSI is 11.2%, V100 12.9mm2/s。
Claims (8)
1. a kind of asymmetric star-type polymer of biphenyl center, which is characterized in that II institute of the structural formula of the polymer such as formula I or formula
Show:
In formula I or formula II, M representation polymer arm, the polymeric arms are for polyisoprene, polybutadiene or by isoprene
With the random copolymer or block copolymer of butadiene composition；
A kind of preparation method of the asymmetric star-type polymer of biphenyl center, this method comprises:
Step 1: biphenyl center compound A or biphenyl center compound B is prepared；
Step 2: under organic solvent, using butyl lithium as initiator, cause isoprene and/or polymerizing butadiene, obtain star
Polymer M；
Step 3: biphenyl center compound A or biphenyl center compound B that step 1 obtains and the star that step 2 obtains are gathered
It closes object M and carries out coupling reaction, obtain the asymmetric star-type polymer of biphenyl center；
The structural formula of the biphenyl center compound A or biphenyl center compound B are as shown in formula III or formula IV:
The method that the step 1 prepares biphenyl center compound A or biphenyl center compound B are as follows:
1. 2,2 '-bipyridyls, solvent, 1,5- cyclo-octadiene and bis- (1,5- cyclo-octadiene) nickel are added in the reaction vessel, in 60-
30-40min is reacted at 80 DEG C, 2- bromine paraxylene solution or 3- bromo-m-xylene solution is then added, and is continued at 60-80 DEG C
24-72h is reacted, the mixed solution stirring of concentrated hydrochloric acid and methanol is added after cooling, obtains 4,4 '-dimethyl diphenyls；
2. by 4,4 '-dimethyl diphenyls and N-bromosuccinimide solution heating reflux reaction obtain biphenyl center compound A
Or biphenyl center compound B.
2. the asymmetric star-type polymer of a kind of biphenyl center according to claim 1, which is characterized in that the number of polymeric arms
Average molecular weight is 2000-150000g/mol.
3. the asymmetric star-type polymer of a kind of biphenyl center according to claim 1, which is characterized in that the step 2
Reaction temperature is 0-60 DEG C, and the reaction time is 0.5-6 hours.
4. the asymmetric star-type polymer of a kind of biphenyl center according to claim 1, which is characterized in that the step 2
In, the molar ratio of isoprene and butadiene is (1-10): (1-10).
5. the asymmetric star-type polymer of a kind of biphenyl center according to claim 1, which is characterized in that the step 3
Reaction temperature is -78 DEG C, and the reaction time is 48 hours.
6. the asymmetric star-type polymer of a kind of biphenyl center according to claim 1, which is characterized in that the biphenyl center
The mass ratio of compound A or biphenyl center compound B and star polymer M is 1:4.2.
7. the asymmetric star-type polymer of biphenyl center described in -2 any one is as lubricating oil viscosity index according to claim 1
The application of modifier.
8. the asymmetric star-type polymer of biphenyl center answering as lubricating oil viscosity index improver according to claim 7
With, which is characterized in that the application method are as follows: the biphenyl center for obtaining any one of claim 1-6 is asymmetric star-like
Polymer carries out hydrogenation reaction under the effect of the catalyst, obtains lubricating oil viscosity index improver.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1113496A (en) * | 1994-05-27 | 1995-12-20 | 国际壳牌研究有限公司 | A method for producing asymmetric radial polymers |
| CN101443048A (en) * | 2004-04-20 | 2009-05-27 | 德瑞迪克纳米科技公司 | Dendritic polymers with enhanced amplification and interior functionality |
| CN103951805A (en) * | 2014-05-15 | 2014-07-30 | 中国科学技术大学 | Preparation method and application of star polymer |
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|---|---|---|---|---|
| JPS5996111A (en) * | 1982-11-26 | 1984-06-02 | Toyo Soda Mfg Co Ltd | Production of cyclized isoprene polymer |
| US5489646A (en) * | 1994-01-10 | 1996-02-06 | Koch Industries, Inc. | Lower alkyl biphenyls as plasticizers |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1113496A (en) * | 1994-05-27 | 1995-12-20 | 国际壳牌研究有限公司 | A method for producing asymmetric radial polymers |
| CN101443048A (en) * | 2004-04-20 | 2009-05-27 | 德瑞迪克纳米科技公司 | Dendritic polymers with enhanced amplification and interior functionality |
| CN103951805A (en) * | 2014-05-15 | 2014-07-30 | 中国科学技术大学 | Preparation method and application of star polymer |
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