CN105646438A - Ketal sugar alcohol-based micromolecular gelator and preparation method and application thereof - Google Patents

Ketal sugar alcohol-based micromolecular gelator and preparation method and application thereof Download PDF

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Publication number
CN105646438A
CN105646438A CN201510971286.2A CN201510971286A CN105646438A CN 105646438 A CN105646438 A CN 105646438A CN 201510971286 A CN201510971286 A CN 201510971286A CN 105646438 A CN105646438 A CN 105646438A
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sugar alcohol
small molecules
ethyl acetate
hexabasic
gel factor
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侯信
康晓玲
杜洋
赵瑾
原续波
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Tianjin University
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Tianjin University
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/20Free hydroxyl or mercaptan
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M177/00Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes

Abstract

The present invention discloses a ketal sugar alcohol-based micromolecular gelator and preparation method and application thereof. The method is as below: reacting a hexahydric sugar alcohol matrix with 2,2-dimethoxypropane, and modifying lipophilic groups to achieve lipophilic modification on the gelator, thereby preparing the ketal sugar alcohol-based micromolecular gelator. The ketal sugar alcohol-based micromolecular gelator prepared by the invention can optionally gelatinize an oil phase in a water-oil mixed system, conduct self-assemble by intermolecular hydrogen bond and other non-covalent interactions to form a physical crosslinking supramolecular structure, and fix the oil phase by surface tension and capillary forces, so as to reach the gelatinization effect. The simple preparation process does not need heating or addition of additives in the application process, and is fast, efficient and environment-friendly.

Description

A kind of ketal class sugar alcohol base small molecules gel factor and its preparation method and application
Technical field
The present invention relates to the preparation of a kind of ketal class sugar alcohol base small molecules gel factor and the application in oil product gelling thereof, belong to functional polymer and self-assembled supermolecular field of material technology.
Background technology
In recent years, along with developing rapidly of modern industry, marine oil spill accident is more and more many, and oily(waste)water problem worsens day by day. This causes huge destruction to earth ecology and environment for human survival. It is reported, every year owing to accident overflows into the oil total amount in ocean greatly about 2-10Mt; On average there is oil spill events together in every 4 days in coastal area of china area, ocean environment is caused huge threat by this. Therefore, how efficient fast and low-cost process oil pollution has become the severe problem of pendulum in face of scientist.
At present, it is possible to the common method being used for administering oil pollution mainly contains dispersion agent method and sorbent material method. Dispersion agent method utilizes dispersion agent oil reservoir emulsification desalination to be polluted exactly, and this kind of method is simple to operate, but does not fundamentally remove pollution, just makes pollution obtain desalination to a certain extent; It is wide in variety that sorbent material method has absorption oil product, reclaims the advantages such as convenient, but oil product adsorption effect that is viscosity is big, molecular chain length is not good. The small-molecular-weight gel factor of development in recent years achieves remarkable effect in improvement oil pollution, has good prospect. This gellike factor mainly utilizes the self-assembly effect between small molecules, forms physical gel, and the small molecule structure unit applied environment friendly and pollution-free, good biocompatibility usually. The small molecules gel factor mainly contains the advantages such as environmental protection, efficient, repetition performance is good. The dominant mechanism of the small molecules gel factor is, in the presence of solvent, by non-covalent interactions such as hydrogen bond, Van der Waals force, ��-pi-conjugated between small molecules, first one-dimensional square upwards self-assembly form the structures such as the threadiness of microcosmic, band shape, tubulose, and then mutually tangle and form tridimensional network. On this basis, wicking action power, surface tension etc. is utilized oil phase molecule to be fixed in grid further. Can the small molecules gel factor key of gelling oil product be that can the interaction between the gel factor and between the gel factor and solvent molecule reach a kind of dissolving-bunch collection balance appropriately.The Non-covalent binding characteristic of small molecules gel network makes it be formed to have potential reversibility with destroying. When being subject to heat, electricity, light, sound and mechanical shearing etc. and stimulate, it is possible to phase-state change occurs. Removing after stimulating, this kind of phase-state change also may take a turn for the worse, and shows as reversible stimulation complaisance, this greatly improves the recycling performance of the small molecules gel factor.
The small molecules gel factor have cheap, rapidly and efficiently, good biocompatibility, the advantage such as can reuse, its research and development and development are significant for fast and effeciently processing the oil pollution accident taken place frequently in recent years, and its product can be widely used in multiple field. But, in actual applications, the problems such as cost height, complicated process of preparation, gelling oils kind gel-strength few, that formed is low limit further genralrlization and the application of the small molecules gel factor.
Summary of the invention
The problem such as it is an object of the invention to provide the preparation method of a kind of ketal class sugar alcohol base small molecules gel factor to be intended to overcome in the current small molecules gel factor application process complicated process of preparation, cost height and minimum gelling concentration higher. The present invention take hexabasic alcohol as matrix, by it is modified lipophilic group, it is achieved to the oleophylic modification of the gel factor.
The ketal class sugar alcohol base small molecules gel factor prepared by the present invention can in oil mixing with water two-phase system selectivity gelling oil phase. Carry out self-assembly by non-covalent interactions such as intermolecular hydrogen bondings, form the supramolecular structure of physical crosslinking, and then by the fixing oil phase of surface tension and wicking action power, reach the object of gelling oil product. The invention solves the problems such as current gel factor complicated process of preparation, cost height and gelling concentration are big.
The technical purpose of the present invention is achieved by following technical solution:
The ketal class sugar alcohol base small molecules gel factor, adopts mannitol or Sorbitol Powder, reacts with 2,2-Propanal dimethyl acetal, as shown in Figure 3, carry out according to following step:
Step 1, is dispersed in solvent by hexabasic alcohol, adds 2,2-Propanal dimethyl acetal and tosic acid when temperature rises to 55-75 DEG C, constant temperature stirring reaction at least 2 hours, it is preferable that 2.5-4.5h;
Step 2, question response naturally cools to room temperature 20 25 degrees Celsius after terminating, and utilizes triethylamine regulation system pH value to be neutrality, and described pH value is 7 7.2;
Step 3, it may also be useful to the solvent in reaction solution is removed in rotatory evaporator underpressure distillation, and use ethyl acetate that solid matter remaining after underpressure distillation is soaked and extracted;
Step 4, it may also be useful to ethyl acetate is washed and left standstill and separatory by distilled water mutually, retains ethyl acetate phase and uses anhydrous magnesium sulfate to be dried;
Step 5, carries out evaporation concentration mutually to ethyl acetate, obtains white solid and collect, and is the ketal class sugar alcohol base small molecules gel factor of the present invention.
In technique scheme, in described step 1, hexabasic alcohol can select the one in mannitol or Sorbitol Powder; Solvent selects tetrahydrofuran (THF), N, dinethylformamide or methylene dichloride, and add-on is 15-25 times of hexabasic alcohol quality, it is preferable that 18 22 times; 2,2-Propanal dimethyl acetal add-on is 1.5 2.5 times of the amount of substance of hexabasic alcohol, it is preferable that 2.0-2.2 is doubly; Tosic acid is 0.05-0.25 times of hexabasic alcohol quality, it is preferable that 0.1 0.2 times.
In technique scheme, in described step 4, the volume ratio of distilled water and ethyl acetate is 1:(1 3), it is preferable that 1:(1.5 2).
The ketal class sugar alcohol base small molecules gel factor prepared by the present invention can be used for the multiple organic solvent of gelling and oils, such as vegetables oil, lubricating oil, gasoline, tetrahydrofuran (THF), toluene, dimethylbenzene, tetracol phenixin etc., gelatinization process completes within 10-25min, and critical gel strength is low, there is efficient gelling oil product ability and oil and water separation capability.
The technical scheme of the present invention adopts hexabasic alcohol and the reaction of 2,2-Propanal dimethyl acetal to be prepared the ketal class sugar alcohol base small molecules gel factor. For embodiment 2 (in view of mannitol, Sorbitol Powder belong to isomers, for functional group reactions, adopt mannitol that the reaction of functional group can be described), Fig. 1 is that embodiment 2 prepares ketal class sugar alcohol base small molecules gel because the Fourier transform infrared spectroscopy figure of sub-sample is (from infrared gear and model: FTIR, spectrum100, PerkinElmer, the U.S.). Fig. 1 it may be seen that in figure wave number be 3405cm-1The peak at place is the stretching vibration absorption peak of hydroxyl, demonstrates in this ketal class sugar alcohol base small molecules gel factor molecule structure containing hydroxyl. Wave number is at 2880cm-1With 2982cm-1Between peak be the stretching vibration absorption peak of c h bond; Wave number is 1370cm-1Neighbouring peak is the angle vibration absorption peak of c h bond; Wave number is at 1214cm-1Neighbouring peak is the vibration absorption peak of C-C key; Wave number is at 1066cm-1Neighbouring peak is the stretching vibration absorption peak of C-O-C; Wave number is 854cm-1The absorption peak at place is then the key vibration absorption peak of the distinctive C-O-C-O-C of ketal, and wave number is 1066cm as can be seen here-1And 854cm-1Two place's absorption peaks can as the distinctive absorption peak of ketal. Above characteristic peak demonstrates the existence of hydroxyl and ketal structure respectively. Therefore provable raw material mannitol and 2,2-Propanal dimethyl acetal have occurred reaction to generate the ketal class sugar alcohol base small molecules gel factor.
Fig. 2 is the process figure of ketal class sugar alcohol base small molecules gel because of sub-sample gelling tetracol phenixin of embodiment 2 preparation. Wherein adopting the average 1ml tetracol phenixin proportioning 0.10 0.13g gel factor to carry out gelation experiments, (a) tests culture dish used for gelling; B () adds culture dish for tetracol phenixin; C () for adding tetracol phenixin by the ketal class sugar alcohol base small molecules gel factor; D () evenly spreads in tetracol phenixin for the ketal class sugar alcohol base small molecules gel factor; E () was that after 10 15 minutes, tetracol phenixin starts gelation; F () is be inverted by the gel formed, it can be seen that it has certain intensity, it is possible to bear the gravity of self; G (), for magneton is placed into gel surface, its intensity can bear magneton self gravitation; H () is the gel taken out from culture dish, it can be seen that it is easily collected. As can be seen from Figure 2, the gel factor is after adding tetracol phenixin, self-assembly in oil phase is acted on by non covalent bonds such as intermolecular hydrogen bondings, mutually tangle and form tridimensional network, and then make oil product molecule be fixed in grid by surface tension and wicking action, make it lose mobility, reach gelling effect quickly and easily. Ketal class sugar alcohol base small molecules gel factor preparation technology prepared by the present invention is simple, without the need to adding heating or add auxiliary agent in application process, rapidly and efficiently, overcome existing gel factor preparation process complexity loaded down with trivial details, must heat or add the problems such as auxiliary agent during application. Also there is cheap, the advantage such as safety, environmentally safe simultaneously.
Accompanying drawing explanation
Fig. 1 is that embodiment 2 prepares ketal class sugar alcohol base small molecules gel because of the infrared spectrogram of sub-sample and raw material.
Fig. 2 is that embodiment 2 prepares the gelling tetracol phenixin process figure of ketal class sugar alcohol base small molecules gel because of sub-sample.
Fig. 3 is the route schematic diagram of technical solution of the present invention.
Embodiment
Below in conjunction with specific embodiment, such scheme is illustrated further. Following examples are the further explanations to the present invention, do not limit the use range of the present invention. Raw material used in the embodiment of the present invention is commercial products, and vegetables oil is good fortune board plant blend oil near the house, and lubricating oil is the omnipotent board of Mobil, and No. 93 gasoline selected by gasoline, and purity is analytical pure.
Embodiment 1:
(1) taking 2.0g mannitol adds in there-necked flask, at the uniform velocity stirs and make it abundant dissolving after adding solvents tetrahydrofurane 45mL.
(2) there-necked flask is put into water bath device heating, when temperature rises to 60 DEG C, adds 2,2-Propanal dimethyl acetal 2.52g and Catalyzed by p-Toluenesulfonic Acid agent 0.2g, stop after the abundant stirring reaction 4h of constant temperature.
(3) there-necked flask is taken out from water bath device, it is cooled to room temperature.
(4) adding 1mL triethylamine neutralization reaction liquid in there-necked flask, adjusted to ph is 7.
(5) use rotatory evaporator underpressure distillation to remove the solvent in reaction solution, make afterwards to be extracted with ethyl acetate residue.
(6) ethyl acetate distilled water is washed, leave standstill, separatory, and with anhydrous magnesium sulfate, ethyl acetate is dried.
(7) ethyl acetate is carried out evaporation concentration mutually, obtain white solid, collect product.
In this embodiment, gained ketal class sugar alcohol base small molecules gel is 65.1% because of the product rate of sub-sample, through the test of oil product gelling property it will be seen that the minimum gelling concentration of vegetables oil is 0.09g/ml by sample, is 0.12g/ml to the minimum gelling concentration of lubricating oil. The complete gelation time of lubricating oil is 14min by it.
Embodiment 2:
(1) taking 2.0g mannitol adds in there-necked flask, adds solvent N, at the uniform velocity stirs and make it abundant dissolving after dinethylformamide 42mL.
(2) there-necked flask is put into water bath device heating, when temperature rises to 65 DEG C, adds 2,2-Propanal dimethyl acetal 2.52g and Catalyzed by p-Toluenesulfonic Acid agent 0.3g, stop after the abundant stirring reaction 4h of constant temperature.
(3) there-necked flask is taken out from water bath device, it is cooled to room temperature.
(4) adding 1mL triethylamine neutralization reaction liquid in there-necked flask, adjusted to ph is 7.
(5) use rotatory evaporator underpressure distillation to remove the solvent in reaction solution, make afterwards to be extracted with ethyl acetate residue.
(6) ethyl acetate distilled water is washed, leave standstill, separatory, and with anhydrous magnesium sulfate, ethyl acetate is dried.
(7) ethyl acetate is carried out evaporation concentration mutually, obtain white solid, collect product.
In this embodiment, gained ketal class sugar alcohol base small molecules gel is 74.1% because of the product rate of sub-sample, through the test of oil product gelling property it will be seen that the minimum gelling concentration of vegetables oil is 0.03g/ml by sample, is 0.04g/ml to the minimum gelling concentration of lubricating oil. The complete gelation time of lubricating oil is 10min by it.
Embodiment 3:
(1) claiming 2.0g mannitol to get adds in there-necked flask, at the uniform velocity stirs and make it abundant dissolving after adding methylene chloride 30mL.
(2) there-necked flask is put into water bath device heating, when temperature rises to 60 DEG C, adds 2,2-Propanal dimethyl acetal 2.28g and Catalyzed by p-Toluenesulfonic Acid agent 0.2g, stop after the abundant stirring reaction 4.5h of constant temperature.
(3) there-necked flask is taken out from water bath device, it is cooled to room temperature.
(4) adding 1mL triethylamine neutralization reaction liquid in there-necked flask, adjusted to ph is 7.
(5) use rotatory evaporator underpressure distillation to remove the solvent in reaction solution, make afterwards to be extracted with ethyl acetate residue.
(6) ethyl acetate distilled water is washed, leave standstill, separatory, and with anhydrous magnesium sulfate, ethyl acetate is dried.
(7) ethyl acetate is carried out evaporation concentration mutually, obtain white solid, collect product.
In this embodiment, gained ketal class sugar alcohol base small molecules gel is 52.0% because of the product rate of sub-sample, through the test of oil product gelling property it will be seen that the minimum gelling concentration of vegetables oil is 0.08g/ml by sample, is 0.14g/ml to the minimum gelling concentration of lubricating oil. The complete gelation time of lubricating oil is 17min by it.
Embodiment 4:
(1) taking 2.0g Sorbitol Powder adds in there-necked flask, adds solvent N, at the uniform velocity stirs and make it abundant dissolving after dinethylformamide 42mL.
(2) there-necked flask is put into water bath device heating, when temperature rises to 75 DEG C, adds 2,2-Propanal dimethyl acetal 2.28g and Catalyzed by p-Toluenesulfonic Acid agent 0.2g, stop after the abundant stirring reaction 4h of constant temperature.
(3) there-necked flask is taken out from water bath device, it is cooled to room temperature.
(4) adding 1mL triethylamine neutralization reaction liquid in there-necked flask, adjusted to ph is 7.
(5) use rotatory evaporator underpressure distillation to remove the solvent in reaction solution, make afterwards to be extracted with ethyl acetate residue.
(6) ethyl acetate distilled water is washed, leave standstill, separatory, and with anhydrous magnesium sulfate, ethyl acetate is dried.
(7) ethyl acetate is carried out evaporation concentration mutually, obtain white solid, collect product.
In this embodiment, gained ketal class sugar alcohol base small molecules gel is 68.2% because of the product rate of sub-sample, through the test of oil product gelling property it will be seen that the minimum gelling concentration of vegetables oil is 0.12g/ml by sample, is 0.16g/ml to the minimum gelling concentration of lubricating oil. The complete gelation time of lubricating oil is 20min by it.
As can be seen from the above-described embodiment, the optimum reaction condition preparing the ketal class sugar alcohol base small molecules gel factor is that raw material selects mannitol and 2,2-Propanal dimethyl acetal, and it throws material amount of substance than being 1:2.2; N selected by solvent, dinethylformamide, and quality is 20 times of mannitol quality; Catalyzed by p-Toluenesulfonic Acid agent quality is 0.15 times of mannitol quality; Reaction times is 4h; Temperature of reaction is 65 DEG C.
The small molecules gel factor for preparation in embodiment 1-4 carries out minimum gelling concentration (i.e. critical gel strength) survey
Examination, testing method is as follows:
(1) get a beaker, put into a certain amount of organic solvent or oils Vml;
(2) m is got1The g small molecules gel factor adds in organic solvent or oils, stirs evenly, leaves standstill and be no less than 30min;
(3) if after 30min organic solvent or oils can not gelling, then get the 0.01g small molecules gel factor again and add in organic solvent or oils, stir evenly, continue to leave standstill and is no less than 30min. If still can not gelling; continue to add the 0.01g small molecules gel factor, repeat this process until in 30min organic solvent or oils success gelation, the small molecules gel factor total mass now added is m2G, then minimum gelling concentration c=m2/ V;
(4) if organic solvent or oils success gelling, then repeating step 1 in 30min, then (m is got1-0.01) the g small molecules gel factor adds in organic solvent or oils, stirs evenly, and continuation leaves standstill and is no less than 30min.If still successful gelling, continues repeating step 1, adds (m1-0.02) the g small molecules gel factor, repeat this process until after 30min organic solvent or oils can not gelling, the small molecules gel factor quality now added is m3G, then minimum gelling concentration c=(m3+0.01)/V��
Carry out the adjustment of processing parameter according to content of the present invention, all can prepare the ketal class sugar alcohol base small molecules gel factor of the present invention, and show the character substantially identical with embodiment. Carrying out gel test for vegetables oil, lubricating oil, gasoline, tetrahydrofuran (THF), toluene, dimethylbenzene, tetracol phenixin, gel time mean value and critical gel strength mean value are as follows:
Above to invention has been exemplary description; should be noted that; when not departing from the core of the present invention, any simple distortion, amendment or other those skilled in the art can not spend the equivalent replacement of creative work all to fall into protection scope of the present invention.

Claims (10)

1. the ketal class sugar alcohol base small molecules gel factor, it is characterised in that, adopt mannitol or Sorbitol Powder, react with 2,2-Propanal dimethyl acetal, carry out according to following step:
Step 1, is dispersed in solvent by hexabasic alcohol, adds 2,2-Propanal dimethyl acetal and tosic acid when temperature rises to 55-75 DEG C, constant temperature stirring reaction at least 2 hours;
Step 2, question response naturally cools to room temperature 20 25 degrees Celsius after terminating, and utilizes triethylamine regulation system pH value to be neutrality;
Step 3, it may also be useful to the solvent in reaction solution is removed in rotatory evaporator underpressure distillation, and use ethyl acetate that solid matter remaining after underpressure distillation is soaked and extracted;
Step 4, it may also be useful to ethyl acetate is washed and left standstill and separatory by distilled water mutually, retains ethyl acetate phase and uses anhydrous magnesium sulfate to be dried;
Step 5, carries out evaporation concentration mutually to ethyl acetate, obtains white solid and collect, and is the ketal class sugar alcohol base small molecules gel factor of the present invention;
In described step 1, hexabasic alcohol can select the one in mannitol or Sorbitol Powder; Solvent selects tetrahydrofuran (THF), N, dinethylformamide or methylene dichloride, and add-on is 15-25 times of hexabasic alcohol quality; 2,2-Propanal dimethyl acetal add-on is 1.5 2.5 times of the amount of substance of hexabasic alcohol; Tosic acid is 0.05-0.25 times of hexabasic alcohol quality; In described step 4, the volume ratio of distilled water and ethyl acetate is 1:(1 3).
2. the ketal class sugar alcohol base small molecules gel factor according to claim 1, it is characterised in that, in described step 2, described pH value is 7 7.2.
3. the ketal class sugar alcohol base small molecules gel factor according to claim 1, it is characterised in that, in described step 1, constant temperature stirring reaction 2.5-4.5h, solvent selects tetrahydrofuran (THF), N, dinethylformamide or methylene dichloride, and add-on is 18 22 times of hexabasic alcohol quality; 2,2-Propanal dimethyl acetal add-on is 2.0-2.2 times of the amount of substance of hexabasic alcohol; Tosic acid is 0.1 0.2 times of hexabasic alcohol quality.
4. the ketal class sugar alcohol base small molecules gel factor according to claim 1, it is characterised in that, in described step 4, the volume ratio of distilled water and ethyl acetate is 1:(1.5 2).
5. the preparation method of the ketal class sugar alcohol base small molecules gel factor, it is characterised in that, adopt mannitol or Sorbitol Powder, react with 2,2-Propanal dimethyl acetal, carry out according to following step:
Step 1, is dispersed in solvent by hexabasic alcohol, adds 2,2-Propanal dimethyl acetal and tosic acid when temperature rises to 55-75 DEG C, constant temperature stirring reaction at least 2 hours;
Step 2, question response naturally cools to room temperature 20 25 degrees Celsius after terminating, and utilizes triethylamine regulation system pH value to be neutrality;
Step 3, it may also be useful to the solvent in reaction solution is removed in rotatory evaporator underpressure distillation, and use ethyl acetate that solid matter remaining after underpressure distillation is soaked and extracted;
Step 4, it may also be useful to ethyl acetate is washed and left standstill and separatory by distilled water mutually, retains ethyl acetate phase and uses anhydrous magnesium sulfate to be dried;
Step 5, carries out evaporation concentration mutually to ethyl acetate, obtains white solid and collect, and is the ketal class sugar alcohol base small molecules gel factor of the present invention;
In described step 1, hexabasic alcohol can select the one in mannitol or Sorbitol Powder; Solvent selects tetrahydrofuran (THF), N, dinethylformamide or methylene dichloride, and add-on is 15-25 times of hexabasic alcohol quality; 2,2-Propanal dimethyl acetal add-on is 1.5 2.5 times of the amount of substance of hexabasic alcohol; Tosic acid is 0.05-0.25 times of hexabasic alcohol quality; In described step 4, the volume ratio of distilled water and ethyl acetate is 1:(1 3).
6. the preparation method of the ketal class sugar alcohol base small molecules gel factor according to claim 5, it is characterised in that, in described step 2, described pH value is 7 7.2.
7. the preparation method of the ketal class sugar alcohol base small molecules gel factor according to claim 5, it is characterized in that, in described step 1, constant temperature stirring reaction 2.5-4.5h, solvent selects tetrahydrofuran (THF), N, dinethylformamide or methylene dichloride, add-on is 18 22 times of hexabasic alcohol quality; 2,2-Propanal dimethyl acetal add-on is 2.0-2.2 times of the amount of substance of hexabasic alcohol; Tosic acid is 0.1 0.2 times of hexabasic alcohol quality.
8. the preparation method of the ketal class sugar alcohol base small molecules gel factor according to claim 5, it is characterised in that, in described step 4, the volume ratio of distilled water and ethyl acetate is 1:(1.5 2).
9. application in gelling organic solvent or oily substance of the ketal class sugar alcohol base small molecules gel factor as described in one of claim 14.
10. application according to claim 9, it is characterised in that, described organic solvent is tetrahydrofuran (THF), toluene, dimethylbenzene or tetracol phenixin, and described oily substance is vegetables oil, lubricating oil or gasoline.
CN201510971286.2A 2015-12-22 2015-12-22 Ketal sugar alcohol-based micromolecular gelator and preparation method and application thereof Pending CN105646438A (en)

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RAJKAMAL等: "Enantiomeric organogelators from D-/L-arabinose for phase selective gelation of crude oil and their gel as a photochemical micro-reactor", 《CHEMCOMM》 *
SWAPNIL R. JADHAV等: "Sugar-Derived Phase-Selective Molecular Gelators as Model Solidifiers for Oil Spills", 《ANGEW. CHEM. INT. ED.》 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109370527A (en) * 2018-09-30 2019-02-22 浙江海洋大学 A kind of fuel thickener and its preparation method and application based on furfural base phase selectivity supermolecule
CN109370527B (en) * 2018-09-30 2021-04-20 浙江海洋大学 Oil gelling agent taking furfural-based phase selective supramolecule as main body, and preparation method and application thereof
CN113461657A (en) * 2021-08-17 2021-10-01 天津大学 Organic small molecule gel and preparation method and application thereof

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Application publication date: 20160608