CN106674063A - Amphiphilic small organic molecule gelator, and preparation method and application thereof - Google Patents
Amphiphilic small organic molecule gelator, and preparation method and application thereof Download PDFInfo
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- CN106674063A CN106674063A CN201611193997.2A CN201611193997A CN106674063A CN 106674063 A CN106674063 A CN 106674063A CN 201611193997 A CN201611193997 A CN 201611193997A CN 106674063 A CN106674063 A CN 106674063A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/13—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
- C07C309/14—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton containing amino groups bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
- C10M135/10—Sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Semi-solids; greasy
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Abstract
The invention discloses an amphiphilic small organic molecule gelator. The general formula is shown in the specification, wherein R1 represents an alkyl group with the carbon atom number from 12 to 18; R represents hydrogen, methyl, isopropyl, isobutyl, benzyl or CH3SCH2CH2; X represents sulfonate; and n is 3 or 4. The invention also discloses a preparation method for the amphiphilic small organic molecule gelator and an application thereof in a gel lubricating agent compound. The gel lubricating agent compound based on the amphiphilic small organic molecule gelator disclosed by the invention has higher thermal stability, excellent abrasion resistance and high bearing capacity.
Description
Technical field
The present invention relates to both sexes organic micromolecule gel factor and its preparation method and application.
Background technology
Lubricate as a kind of very effective means, for the friction for reducing mechanical part is particularly important, therefore, send out
The lubricating efficiency for opening up new lubriation material to improve machinery causes people and more and more pays close attention to.Nowadays, with modern work
The continuous development of industry, the requirement more and more higher to mechanism's service life, while running environment is also increasingly harsher.At the same time,
The lubriation material that tradition is used is such as：Mineral based lubricating oil, syntholube, synthesis lubricating ester are difficult to meet some specific operations
Under part of appliance lubrication.The change of lubrication operating mode and the development need of lubrication means all force people to go to develop more performances complete
Face, the high novel lubricating material of lubricating efficiency.Additionally, in greasing, usually because traditional lubricating oil is from lubricating component
In climb shifting, leakage, volatilization loss and had a strong impact on the lubricating life of part, while the lubricant grease for leaking out is also serious
Pollute the working environment of surrounding.For this purpose, it is contemplated that improving the greasy property of lubricating oil by a kind of simple means
Climb shifting, leakage or the evaporation loss that lubricating oil can also greatly be suppressed simultaneously is particularly important.
In the last few years, gel had caused the extensive concern of material scholar, people's synthesis as a kind of soft material
Different types of organic micromolecule gel factor, different types of base fluids can be condensed and form different functionalities
Gel rubber material, however, condensing different types of base grease liquid using organic micromolecule gel factor is used as novel lubricating material
Report almost do not have, for this purpose, our seminars have been attempted first at home using small molecule gelator gel different type
Base lubricant as lubriation material（Qiangliang Yu, Mingjin Fan, Dongmei Li, Zenghong
Song, Meirong Cai,* , Feng Zhou,* , and Weimin Liu* , Thermoreversible Gel
Lubricants through Universal Supramolecular Assembly of a Nonionic Surfactant
In a Variety of Base Lubricating Liquids, 2014, 6(18),15783–15794.）, as a result prove
Lubricating oil can be effectively avoided to climb shifting and leakage in greasing in this way, while prepare in this way
Novel lubricating material shows higher anti-wear and wear-resistant performance compared to simple base grease liquid.
Inspired by work before us, we continue to have developed a kind of new both sexes small molecule gelator, wished
Hope that this gelator can form stable three-dimensional network by intermolecular electrostatic interaction and hydrophobic interaction
Structure, is effectively strapped in lubricating base oils in the hole that three-dimensional network is formed, so as to avoid climbing for lubricating oil from moving and let out
Dew problem.It is interesting that comprising quaternary ammonium and sulfonate functional in this kind of both sexes small molecule gelator structure of our designs,
These special functional groups are that friction is beneficial, are favorably improved the anti-wear and wear-resistant performance of lubricating base oils, and these characteristics also make
Obtaining such gelator becomes a kind of oil soluble additive of excellent performance.It should be noted that such gel-type profit
Lubrication prescription, possesses good thermal reversibility and thixotropic property, when the fusing point of the close gelator of temperature or when being sheared by external force, energy
It is enough to be rapidly changed into liquid from gel state, after external force event resolves or temperature are reduced, gel can be quickly changed into again
State.These characteristics cause such gel-type lubricant to be expected to become a kind of new semisolid lubriation material, and wish at some
Some traditional lubricating esters are substituted under special working condition.
The content of the invention
It is an object of the invention to provide a series of both sexes organic micromolecule gel factors.
Another object of the present invention is to provide a series of preparation method of both sexes organic micromolecule gel factors.
A further object of the present invention is a series of purposes for providing both sexes organic micromolecule gel factors.
The formula of both sexes organic micromolecule gel factor is as follows：
Wherein, R1Represent carbon number as 12 to 18 alkyl；R represent hydrogen, methyl, isopropyl, isobutyl group, benzyl or
CH3SCH2CH2；X represents sulfonate radical；N is 3 or 4.The preparation reaction equation of the both sexes organic micromolecule gel factor is as follows：
The concrete preparation method of both sexes organic micromolecule gel factor is：
1）By alkylol, a hydration p-methyl benzenesulfonic acid（P-TSA）, (glycine is designated as A to aminoacid, and alanine is designated as B, L-Valine
Be designated as C, leucine is designated as D, and Phenylalanine is designated as E, and methionine is designated as F) mixing after add toluene, be stirred at reflux 8 ~ 12 h, so
Decompression afterwards steams solvent, and oily residue is dissolved in chloroform, and it is neutral to adjust pH with sodium carbonate liquor, collects organic faciess simultaneously
It is dried；Separate organic faciess and steam solvent again, residue is dissolved in the acetone soln comprising concentrated hydrochloric acid, freezing obtains white
Aminoacid alkylol ester hydrochloride；Subsequently, the aminoacid alkylol ester hydrochloride of acquisition is dissolved in again in acetone soln,
Freezing again separates out precipitation, and then this precipitation is dissolved in chloroform, and it is neutral to adjust pH with sodium carbonate liquor, collects organic faciess
And be dried, decompression afterwards steams solvent and obtains pure aminoacid alkyl alcohol ester；
2）Under inert atmosphere protection, sultone is added in the anhydrous tetrahydrofuran solution dissolved with corresponding aminoacid alkyl alcohol ester,
It is stirred at room temperature, solvent is steamed afterwards, with acetonitrile and ethyl acetate recrystallization is carried out, obtains final product ZG (n) A-F.
The alkylol, a hydration p-methyl benzenesulfonic acid, the mol ratio of aminoacid are 1：1.0~1.5：1.2~2.0.
The sultone is 1,3- propane sultones or 1,4- butane sultones.
The sultone is 1 with the mol ratio of aminoacid alkyl alcohol ester:1~2.
The volume ratio of the acetonitrile and ethyl acetate is 1：10.
The both sexes organic micromolecule gel factor for preparing is added to into heating in base oil causes gelator complete
Dissolving, then naturally cools to room temperature, that is, obtain corresponding base oil lubricationg jelly compositionss.
In base oil lubricationg jelly compositionss, both sexes organic micromolecule gel factor is with base oil in lubricant combination
Weight/mass percentage composition in thing is respectively 1% ~ 10%, 90% ~ 99%.
The base oil is liquid paraffin, polyalphaolefin（PAO10）, mineral oil（500SN）, Polyethylene Glycol（PEG 200,
PEG400）, multi-alkyl cyclopentane（MACS）Or double lipid oil（A51）.
Both sexes organic molecule base oil lubricationg jelly compositionss thermal gravimetric analysis results of the present invention show its tool
There is higher heat stability.
Base oil lubricationg jelly compositionss of the present invention, by dsc measurement, the base oil lubricationg jelly group
Compound is thermally-stabilised good in room temperature, and phase transition temperature substantially increases with the content of small molecule gelator.
Base oil lubricationg jelly compositionss of the present invention are compared and blank base as the lubricant of steel/steel-steel pair
Plinth oil or lithium base grease and 2% MoS2(wt%) lithium base grease of functionalization, with excellent anti-wear and wear-resistant performance
And high bearing capacity.
Specific embodiment
Embodiment 1
L-Leu both sexes small molecule gelator（ZG(3)-D）Structural formula is：
White solid, yield is about 80%.1H NMR of ZG(3)-D, (400 MHz, CDCl3) δ: 8.88 (s,
3H), 4.25 – 4.12 (m, 2H), 4.00 (t, J = 6.8 Hz, 1H), 2.06–1.89 (m, 2H), 1.84
(s, 1H), 1.68 (d, J = 13.7 Hz, 2H), 1.28 (d, J = 17.7 Hz, 26H), 0.99 (d, J =
6.1 Hz, 6H), 0.88 (t, J = 6.8 Hz, 3H). 13C NMR (101 MHz, CDCl3) δ: 168.45,
65.58, 50.70, 38.69, 30.91, 28.69, 28.65, 28.58, 28.51,28.35, 28.18, 27.34,
24.75, 23.47, 21.67, 21.33, 21.01, 13.09. HRMS (ESI+) m/z: calcd for C25H51NO5S
[M+Na]+ 500.3380, found 500.3375.
A hydration of 0.05mol leucines (D), 0.05mol hexadecanol and 0.06mol is added in 250mL round-bottomed flasks to first
Benzenesulfonic acid, adds the toluene of 100mL as solvent, is flowed back overnight using water knockout drum.After reaction terminates, decompression steams solvent, will
Oily residue is dissolved in 150mL chloroforms, and it is neutrality that then gradually Deca saturated sodium bicarbonate adjusts PH, collects organic faciess simultaneously
It is dried overnight with anhydrous magnesium sulfate.Separate organic faciess and steam solvent again, residue is dissolved in into 200mL comprising the dense salt of 10mL
In the acetone soln of acid, freezing obtains corresponding white amino acid hexadecanol ester hydrochloride.Then this precipitation is dissolved in into 100mL's
In chloroform, pH=7 is adjusted with sodium carbonate liquor, collect organic faciess and be dried overnight with anhydrous magnesium sulfate, decompression afterwards steams molten
Agent obtains pure aminoacid hexadecanol ester.1,3- propane sultones (0.06 mol) are slowly added drop-wise to 100mL dissolved with phase
In answering the anhydrous tetrahydrofuran solution of aminoacid hexadecanol ester, it is stirred overnight at room temperature, solvent is steamed afterwards and obtains final product, is
Purification volume ratio is 1：10 acetonitrile and ethyl acetate carry out recrystallization.
The gel-forming property of the both sexes organic micromolecule gel factor of embodiment 2
In order to prove that ZG (n) A-F for preparing can form stable gel-type lubricant compositions in different base oils, I
Plastic experiment has been carried out in different base oils by taking ZG (3)-D as an example, experimental data is as shown in table 1 below：
We have observed that from the data of table 1, this both sexes organic micromolecule gel factor can condense conventional base oil to form steady
Fixed base oil lubricationg jelly compositionss, and it is below 4.0% into gum concentration.
Gel-forming property of the amino acid ester derivative low molecular weight organic gel factor of table 1. in different ionic liquid
Embodiment 3
In order to illustrate the heat stability of base oil lubricationg jelly compositionss of the present invention, we select to contain not commensurability ZG
(3) the 500SN gels of-D have carried out thermogravimetric and Phase Transition Analysis as an example, as a result as shown in table 2, the data from table
We can be clearly visible that the phase transition temperature of base oil lubricationg jelly compositionss is bright with the content of addition gelator
It is aobvious to increase, and it is all higher than 60 DEG C, illustrate under room temperature state, with stable and complete gel structure, additionally, corresponding hot
Decomposition temperature increases also with the content of gelator and substantially increases, and minimum heat decomposition temperature is indicated also above 200 DEG C
This lubricationg jelly compositionss have very high heat stability.
The phase transition temperature and hot property of the 500SN lubricationg jelly compositionss of table 2.
Embodiment 4
The SRV-IV micro-vibration friction wear testing machines produced using German optimol oils and fatss company have rated 500SN base oils
The friction and wear behavior of lubricationg jelly, and with simple 500SN, lithium base grease, 2% MoS2The lithium base grease of functionalization
Compared.It is specifically described by taking table 3-7 as an example, first by oleogel lubricant compositions weight based on addition
3%-10%（Mass percent）ZG (the 3)-D and 90-97% that addition is lubricant weight（Mass percent）Heater in 500SN
Tool stirring fully dissolving, cools down to obtain lubricationg jelly compositionss.Evaluated using Optimol-SRV-IV types friction wear testing machine
Tribological property of the lubricationg jelly under different loads, different temperatures, different frequency.From the Friction dates of table 3 below -7, we
It was found that, whether under the experiment condition of alternating temperature, variable load or frequency conversion, the base oil lubricationg jelly compositionss all show
Excellent tribological property, with blank 500SN base oils, lithium base grease, 2% MOS2 The lithium base grease of functionalization is compared,
Base oil lubricationg jelly compositionss all have lower more stably coefficient of friction and less wear volume, especially tired in friction
In labor test process, it has been found that lubricationg jelly in the friction process of two hours, remain it is highly stable and compared with
Low coefficient of friction.
Average friction coefficient of the 500SN and 500SN gels lubricant oil composite of table 3. as steel/steel-steel pair lubricant
And wear volume（Load 300N, from 25 DEG C of temperature, amplitude 1mm, experimental period 30min, frequency 25Hz）
500SN the and 500SN lubricationg jelly compositionss of table 4., lithio lubricating ester, 2% MoS2 The lithium base grease of functionalization exists
Frictional behaviour under different temperatures compares（Load 300N, test temperature 25-120 DEG C temperature programming, amplitude 1mm, experimental period
30min, frequency 25Hz）
500SN the and 500SN lubricationg jelly compositionss of table 5., lithio lubricating ester, 2% MoS2The lithium base grease of functionalization it
Between frictional behaviour compare（The program variable load of load 50-900N, selected frequency 25Hz, amplitude 1mm, experimental period 45min, temperature
25℃）
500SN the and 500SN lubricationg jelly compositionss of table 6., lithio lubricating ester, 2% MoS2The lithium base grease of functionalization it
Between frictional behaviour compare（Load 300N, selected frequency 15-40Hz program frequency conversions, amplitude 1mm, experimental period 30min, temperature
25℃）
500SN the and 500SN lubricationg jelly compositionss of table 7., lithio lubricating ester, 2% MoS2The lithium base grease of functionalization it
Between frictional behaviour compare（Load 300N, selected frequency 25Hz, amplitude 1mm, experimental period 120min, 25 DEG C of temperature）
。
Claims (9)
1. both sexes organic micromolecule gel factor, it is characterised in that the formula of the gelator is as follows：
Wherein, R1Represent carbon number as 12 to 18 alkyl；R represent hydrogen, methyl, isopropyl, isobutyl group, benzyl or
CH3SCH2CH2；X represents sulfonate radical；N is 3 or 4.
2. the preparation method of gelator as claimed in claim 1, it is characterised in that the preparation method is comprised the following steps：
1）Toluene will be added after alkylol, a hydration p-methyl benzenesulfonic acid, aminoacid mixing, be stirred at reflux 8 ~ 12 h, then reduced pressure
Solvent is steamed, oily residue is dissolved in chloroform, it is neutral to adjust pH with sodium carbonate liquor, collects organic faciess and is dried；
Separate organic faciess and steam solvent again, residue is dissolved in the acetone soln comprising concentrated hydrochloric acid, freezing obtains the ammonia of white
Base dialkylaminobenzoic acid alcohol ester hydrochloride；Subsequently, the aminoacid alkylol ester hydrochloride of acquisition is dissolved in again in acetone soln, again
Freezing separates out precipitation, and then this precipitation is dissolved in chloroform, and it is neutral to adjust pH with sodium carbonate liquor, collects organic faciess and does
Dry, decompression afterwards steams solvent and obtains pure aminoacid alkyl alcohol ester；
2）Under inert atmosphere protection, sultone is added in the anhydrous tetrahydrofuran solution dissolved with corresponding aminoacid alkyl alcohol ester,
It is stirred at room temperature, solvent is steamed afterwards, with acetonitrile and ethyl acetate recrystallization is carried out, obtains final product.
3. preparation method as claimed in claim 2, it is characterised in that the alkylol, a hydration p-methyl benzenesulfonic acid, aminoacid
Mol ratio be 1：1.0~1.5：1.2~2.0.
4. preparation method as claimed in claim 2, it is characterised in that the sultone is PS or Isosorbide-5-Nitrae-fourth
Alkane sultone.
5. preparation method as claimed in claim 2, it is characterised in that the mol ratio of the sultone and aminoacid alkyl alcohol ester
For 1:1~2.
6. preparation method as claimed in claim 2, it is characterised in that the volume ratio of the acetonitrile and ethyl acetate is 1：10.
7. the application of gelator as claimed in claim 1, it is characterised in that be added to both sexes organic micromolecule gel factor
Heating in base oil causes gelator to be completely dissolved, and then naturally cools to room temperature, obtains final product corresponding basis oleogel lubrication
Agent compositionss.
8. application as claimed in claim 7, it is characterised in that the both sexes organic micromolecule gel factor is with base oil in profit
Weight/mass percentage composition in lubricant composition is respectively 1% ~ 10%, 90% ~ 99%.
9. as claimed in claim 7 or 8 application, it is characterised in that the base oil be liquid paraffin, polyalphaolefin, mineral oil,
Polyethylene Glycol, multi-alkyl cyclopentane or double lipids oil.
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Cited By (5)
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| CN109734958A (en) * | 2019-01-08 | 2019-05-10 | 中国科学院兰州化学物理研究所 | A kind of preparation method of porous polyimide intelligent lubricating material |
| CN110305030A (en) * | 2019-07-01 | 2019-10-08 | 昆明理工大学 | Amino acid ester hydrochlorides and the preparation method and application thereof |
| CN110724573A (en) * | 2019-11-01 | 2020-01-24 | 宁波石墨烯创新中心有限公司 | Lubricating oil additive, lubricating oil and preparation method thereof |
| CN111004112A (en) * | 2019-12-11 | 2020-04-14 | 中国科学院兰州化学物理研究所 | Organic ionic gelator and gel lubricant, and preparation method and application thereof |
| CN111635336A (en) * | 2019-11-22 | 2020-09-08 | 中国科学院兰州化学物理研究所 | Fluorine-functionalized gel factor, preparation method and application thereof, supramolecular gel lubricant and preparation method thereof |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109734958A (en) * | 2019-01-08 | 2019-05-10 | 中国科学院兰州化学物理研究所 | A kind of preparation method of porous polyimide intelligent lubricating material |
| CN109734958B (en) * | 2019-01-08 | 2021-07-30 | 中国科学院兰州化学物理研究所 | Preparation method of porous polyimide intelligent lubricating material |
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| CN110724573A (en) * | 2019-11-01 | 2020-01-24 | 宁波石墨烯创新中心有限公司 | Lubricating oil additive, lubricating oil and preparation method thereof |
| CN111635336A (en) * | 2019-11-22 | 2020-09-08 | 中国科学院兰州化学物理研究所 | Fluorine-functionalized gel factor, preparation method and application thereof, supramolecular gel lubricant and preparation method thereof |
| CN111635336B (en) * | 2019-11-22 | 2021-05-18 | 中国科学院兰州化学物理研究所 | Fluorine-functionalized gel factor, preparation method and application thereof, supramolecular gel lubricant and preparation method thereof |
| CN111004112A (en) * | 2019-12-11 | 2020-04-14 | 中国科学院兰州化学物理研究所 | Organic ionic gelator and gel lubricant, and preparation method and application thereof |
| CN111004112B (en) * | 2019-12-11 | 2021-03-09 | 中国科学院兰州化学物理研究所 | Organic ionic gelator and gel lubricant, and preparation method and application thereof |
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