CN114437672A - Ultra-high temperature heat conduction oil based on non-proton type ionic liquid and preparation method thereof - Google Patents
Ultra-high temperature heat conduction oil based on non-proton type ionic liquid and preparation method thereof Download PDFInfo
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Abstract
The invention discloses an ultra-high temperature heat transfer oil based on an aprotic ionic liquid and a preparation method thereof. The antirust coating comprises, by weight, 80-98 parts of an aprotic ionic liquid, 1-10 parts of a viscosity index improver, 1-10 parts of an oiliness agent and 1-10 parts of an antirust agent. The ultra-high temperature heat transfer oil obtained by the invention has higher safety, nontoxic product, wide available raw materials and low price. The high-temperature heat-conducting oil has the advantages of good thermal stability, small low-temperature viscosity, extremely low vapor pressure, high thermal efficiency and excellent high-temperature performance. The maximum working temperature can reach 500 ℃, the service life can reach more than 10 years, coking is not easy to occur, pollutant discharge can be reduced, and the method is safe, environment-friendly and wide in application.
Description
Technical Field
The invention relates to the technical field of ultra-high temperature heat transfer oil, in particular to ultra-high temperature heat transfer oil based on non-proton ionic liquid and a preparation method thereof.
Background
The heat conducting oil is heat carrier oil, also called heat conducting oil, heat kerosene and the like. The heat conducting oil is a heat transfer medium, and has the characteristics of uniform heating, accurate temperature adjustment and control, capability of generating high temperature under low steam pressure, good heat transfer effect, energy conservation, convenient transportation and operation and the like, so the heat conducting oil is widely applied to various fields of energy industry, petrochemical industry, living systems, fine chemical industry and the like in recent years.
The existing heat transfer oil mainly comprises mineral heat transfer oil and synthetic heat transfer oil, has poor oxidation resistance, large vapor pressure and serious coking and carbon deposition phenomena, the maximum use temperature is usually only 350 ℃, and the heat transfer oil also has certain corrosion effect on system instruments and certain pollution to the environment. And the used waste liquid can not be recovered, and the cost is gradually increased, so that the market demand is difficult to adapt at present.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides the ultrahigh-temperature heat conduction oil based on the non-proton ionic liquid, which has the highest use temperature of 500 ℃, high thermal stability, high thermal conductivity and low corrosivity, and the preparation method thereof.
The technical scheme adopted by the invention is as follows:
the ultrahigh-temperature heat transfer oil based on the non-proton ionic liquid comprises, by mass, 80-98 parts of the non-proton ionic liquid, 1-10 parts of a viscosity index improver, 1-10 parts of an oiliness agent and 1-10 parts of an antirust agent.
Further, the aprotic ionic liquid contains at least one of the following cations: quaternary phosphonium cations, tetraphenylphosphonium cations, quaternary ammonium cations, tetraphenylammonium cations, sulfonium cations, triphenylsulfonium cations, tetraethonium cations, guanidinium cations.
Further, the aprotic ionic liquid contains at least one of the following anionic groups: methylsulfonate ion, trifluoromethylsulfonate ion, bis (trifluoromethylsulfonyl) imide anion, bis (fluorosulfonyl) imide anion, bis (perfluoroethanesulfonyl) imide anion, thiocyanate ion, dicyanamide ion, tricyano ion, p-alkylbenzene sulfonate ion, tetrafluoroborate ion, hexafluorophosphate ion, perfluorobutylsulfonate ion, perfluorooctylsulfonate ion, cyclic perfluoroalkylsulfonylimide anion.
Further, the viscosity index improver is one or two or more of hydrogenated styrene diene copolymer, polymethacrylate, ethylene propylene copolymer and polyisobutylene.
Further, the oiliness agent is one or two or more of palmitic acid, lauryl alcohol, butyl stearate, oleamide, lauryl acid phosphate and sperm oil sulfide.
Further, the antirust agent is one or more than two of benzotriazole, heptadecenyl imidazoline alkenyl succinate, benzimidazole, 2-propyl benzimidazole, 2-pentyl benzimidazole, 2-hexyl benzimidazole and 2-p-chlorobenzyl benzimidazole.
Further, the ionic liquid is one or two or more of tetra (4-biphenyl) phosphonium bis (perfluoroethanesulfonyl) imide salt and tetra (4-biphenyl) phosphonium bis (trifluoromethanesulfonyl) imide salt.
A preparation method of ultra-high temperature heat transfer oil based on non-proton type ionic liquid comprises the following steps:
step 1: under the heating condition, sequentially adding a viscosity index agent, an oiliness agent and an antirust agent into the ionic liquid, and uniformly stirring for 1-7 h;
step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultrahigh-temperature heat conduction oil.
The invention has the beneficial effects that:
(1) the maximum use temperature of the heat conduction oil obtained by the invention can reach 500 ℃, and the heat conduction oil has the advantages of frost resistance, extremely low vapor pressure, nonflammability, lower thermal expansion coefficient, high thermal stability, higher thermal conductivity, extremely low corrosivity and the like;
(2) the preparation method has the advantages of simple production process, low cost, long service life, energy conservation, environmental protection, convenient transportation and operation, adjustable product properties and the like.
Drawings
FIG. 1 is a chemical structural diagram of a tetrakis (4-biphenyl) phosphonium bis (perfluoroethanesulfonyl) imide salt according to an embodiment of the present invention.
FIG. 2 is a chemical structural diagram of tris (4-phenoxy) phenylsulfonium bis (perfluoroethanesulfonyl) imide salt in accordance with an embodiment of the present invention.
Detailed Description
The present invention is further illustrated by the following specific examples.
The ultrahigh-temperature heat transfer oil based on the non-proton ionic liquid comprises, by weight, 80-98 parts of the non-proton ionic liquid, 1-10 parts of a viscosity index improver, 1-10 parts of an oiliness agent and 1-10 parts of an antirust agent.
The aprotic ionic liquid at least contains one of the following cations: quaternary phosphonium cations P (R)1R2R3R4) I.e. PR4 +(P is a phosphorus atom, and R is an alkyl group, a cycloalkyl group, a phenyl group, a phenoxy group, or a tolyl group); tetraphenylphosphonium cation PPh4 +(P is a phosphorus atom, Ph is a phenyl group and a derivative thereof); quaternary ammonium cation N (R)1R2R3R4) I.e. NR4 +(N is a nitrogen atom, and R is an alkyl group, a cycloalkyl group, a phenyl group, a phenoxy group, or a tolyl group); tetraphenylammonium cation NPh4 +(N is a nitrogen atom, Ph is a phenyl group and derivatives thereof); sulfonium ion S (R)1R2R3) I.e. SR3 +(S is a sulfur atom, and R is an alkyl group, a cycloalkyl group, a phenyl group, a phenoxy group, or a tolyl group); triphenylsulfonium ion SPh3 +(S is a sulfur atom, Ph is a phenyl group and derivatives thereof); a tetraalkoxyammonium cation; a guanidinium cation.
The aprotic ionic liquid contains at least one of the following anions: methylsulfonate ion (CH)3SO3 -) Triflate ion (CFS)3O3 -) Bis (trifluoromethanesulfonyl) imide anion, bis (fluorosulfonyl) imide anion, bis (perfluoroethanesulfonyl) imide anion, thiocyanate ion (SCN)-) Dicyandiamide ion (DCA)-) Tricyano ion (TCM)-) P-alkylbenzene sulfonate ion, tetrafluoroborate ion, hexafluorophosphate ion, perfluorobutylsulfonate ion, perfluorooctylsulfonate ion, cyclic perfluoroalkyl sulfonimide anion.
The combination of various cations and anions of the aprotic ionic liquid can obtain a series of main components of the ultra-high temperature heat transfer oil. The lower figure shows tetraphenylphosphonium bis (perfluoroethanesulfonyl) imide salt ionic liquid and derivatives thereof.
The viscosity index improver is one or more than two of hydrogenated styrene diene copolymer, polymethacrylate, ethylene propylene copolymer and polyisobutylene. The oiliness agent is one or more of palmitic acid, lauryl alcohol, butyl stearate, oleamide, acid lauryl phosphate, and sulfurized sperm whale oil. The antirust agent is one or more than two of benzotriazole, heptadecenyl imidazolinyl succinate, benzimidazole, 2-propyl benzimidazole, 2-pentyl benzimidazole, 2-hexyl benzimidazole and 2-p-chlorobenzyl benzimidazole.
A preparation method of ultra-high temperature heat transfer oil based on non-proton type ionic liquid comprises the following steps:
step 1: under the heating condition, sequentially adding a viscosity index agent, an oiliness agent and an antirust agent into the ionic liquid, and uniformly stirring for 1-7 h;
step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultrahigh-temperature heat conduction oil.
Example 1
Preparing the ultra-high temperature heat transfer oil based on the aprotic ionic liquid according to the following method:
step 1: the ionic liquid comprises 94 parts by weight of tetra (4-biphenyl) phosphonium bis (perfluoroethanesulfonyl) imide salt; 1 part of hydrogenated styrene diene copolymer HSD as a viscosity index improver, 2 parts of an oiliness agent and 3 parts of an antirust agent benzotriazole are sequentially added into the molten ionic liquid, and the mixture is uniformly stirred for 1 to 7 hours.
Step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultrahigh-temperature heat conduction oil.
The test proves that the service temperature of the heat conduction oil obtained by the embodiment can reach 500 ℃. The structure of the obtained ionic liquid heat conduction oil is shown in figure 1:
the heat transfer oil obtained in this example was tested, and the obtained performance indexes are shown in table 1.
TABLE 1 high temperature Heat transfer oil Performance index
Example 2
Preparing the ultra-high temperature heat transfer oil based on the aprotic ionic liquid according to the following method:
step 1: the ionic liquid comprises 48 parts by weight of tetra (4-biphenyl) phosphonium bis (perfluoroethanesulfonyl) imide salt and 48 parts by weight of tetra (4-biphenyl) phosphonium bis (trifluoromethanesulfonyl) imide salt. After stirring for 3 hours under a vacuum condition, sequentially adding 1 part of polymethacrylate PMA serving as a viscosity index improver, 1 part of lauryl alcohol serving as an oiliness agent and 2 parts of benzotriazole serving as an antirust agent into the ionic liquid, and stirring for 1-7 hours uniformly.
Step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultra-high temperature conduction oil.
Example 3
Preparing the ultra-high temperature heat transfer oil based on the aprotic ionic liquid according to the following method:
step 1: the ionic liquid comprises 94 parts by weight of tri (4-phenoxy) phenyl sulfonium bi (perfluoroethanesulfonyl) imide salt; and (2) sequentially adding 1 part of ethylene propylene copolymer OCP as a viscosity index improver, 2 parts of butyl stearate as an oiliness agent and 3 parts of benzotriazole heptadecenyl imidazoline alkenyl succinate as an antirust into the molten ionic liquid, and stirring for 1-7 h uniformly.
Step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultrahigh-temperature heat conduction oil. The structure of the obtained ionic liquid conduction oil is shown in figure 2.
Example 4
Preparing an aprotic ionic liquid based ultra-high temperature heat transfer oil according to the following method:
step 1: the ionic liquid comprises 47 parts by weight of tetra (4-biphenyl) phosphonium bis (perfluoroethanesulfonyl) imide salt and 47 parts by weight of tri (4-phenoxy) phenyl sulfonium bis (perfluoroethanesulfonyl) imide salt. After stirring for 3 hours under a vacuum condition for uniformity, 1 part of ethylene propylene copolymer OCP as a viscosity index improver, 2 parts of lauryl acid phosphate as an oiliness agent and 3 parts of 2-pentylbenzimidazole as an antirust are sequentially added into the molten ionic liquid, and stirring is performed for 2 hours for uniformity.
Step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultrahigh-temperature heat conduction oil.
The aprotic ionic liquid cations suitable for the present invention are shown in table 2:
TABLE 2 aprotic ionic liquid cations
Aprotic ionic liquid anions suitable for the present invention are shown in table 3:
TABLE 3 aprotic ionic liquid anions
The ionic liquid is a molten salt which is in a liquid state at room temperature or within 100 ℃, and may be a molten salt which is in a liquid state at the use temperature. The cation is typically of an organic structure. The central atom of the cation is mainly an atom such as N, P, S. Depending on whether the cationic precursor is a bronsted base, the cationic precursor can be classified into a protic ionic liquid (protic ionic liquid) and an aprotic ionic liquid (aprotic ionic liquid). The proton type ionic liquid is prepared by reacting Bronsted alkali with Bronsted acid, and the central atom of the positive charge position of the proton type ionic liquid is provided with a proton. The non-protonic ionic liquid can be regarded as that the protons of the central atom of the positive charge position of the corresponding protonic ionic liquid are all replaced by corresponding alkyl groups and other groups. The heat stability of the non-proton ionic liquid composed of tetraphenylphosphonium cation, tetraphenylammonium cation, triphenylsulfonium ion and the like is obviously better than that of the corresponding proton ionic liquid. This is mainly due to its decomposition mechanism. The preparation mechanism of the proton type ionic liquid is
Wherein HA is a Bronsted acid and B is a Bronsted base. Since bronsted acid-base neutralization is an exothermic reaction, according to the luxatel principle, as the temperature increases, the equilibrium shifts to the left and the vapor pressure increases significantly at high temperatures. The non-proton ionic liquid can be regarded as correspondingThe cation of the protic ionic liquid according to (3) is not easily decomposed because the proton is substituted with a group such as an alkyl group.
In conclusion, the high-temperature heat conduction oil obtained by the invention has the advantages of higher safety, nontoxic product, wide available raw materials, low price, good thermal stability, small low-temperature viscosity, extremely low vapor pressure, high thermal efficiency, excellent high-temperature performance and the like. The maximum working temperature can reach 500 ℃, the service life can reach more than 10 years, coking is not easy to occur, pollutant discharge can be reduced, and the method is safe, environment-friendly and wide in application.
Claims (8)
1. The ultrahigh-temperature heat transfer oil based on the aprotic ionic liquid is characterized by comprising 80-98 parts of the aprotic ionic liquid, 1-10 parts of a viscosity index improver, 1-10 parts of an oiliness agent and 1-10 parts of an antirust agent in parts by weight.
2. The ultra-high temperature conduction oil based on the aprotic ionic liquid as claimed in claim 1, characterized in that the aprotic ionic liquid at least contains one of the following cations: quaternary phosphonium cation, tetraphenylphosphonium cation, quaternary ammonium cation, tetraphenylammonium cation, sulfonium ion, triphenylsulfonium ion, tetraethonium cation, guanidinium cation.
3. The ultra-high temperature conduction oil based on the aprotic ionic liquid as claimed in claim 1, characterized in that the aprotic ionic liquid at least contains one of the following anions: methylsulfonate ion, trifluoromethylsulfonate ion, bis (trifluoromethylsulfonyl) imide anion, bis (fluorosulfonyl) imide anion, bis (perfluoroethanesulfonyl) imide anion, thiocyanate ion, dicyanamide ion, tricyano ion, p-alkylbenzene sulfonate ion, tetrafluoroborate ion, hexafluorophosphate ion, perfluorobutylsulfonate ion, perfluorooctylsulfonate ion, cyclic perfluoroalkyl sulfonyl imide anion.
4. The ultra-high temperature conduction oil based on the aprotic ionic liquid as claimed in claim 1, wherein the viscosity index improver is one or two or more of hydrogenated styrene diene copolymer, polymethacrylate, ethylene propylene copolymer and polyisobutylene.
5. The ultra-high temperature conduction oil based on the aprotic ionic liquid as claimed in claim 1, wherein the oiliness agent is one or two or more of palmitic acid, lauryl alcohol, butyl stearate, oleamide, lauryl acid phosphate and sperm oil sulfide.
6. The ultrahigh-temperature heat conduction oil based on the aprotic ionic liquid as claimed in claim 1, wherein the antirust agent is one or two or more of benzotriazole, heptadecenyl imidazolinyl succinate, benzimidazole, 2-propyl benzimidazole, 2-pentyl benzimidazole, 2-hexyl benzimidazole and 2-p-chlorobenzyl benzimidazole.
7. The ultra-high temperature conduction oil based on the aprotic ionic liquid as claimed in claim 1, wherein the ionic liquid is one or two or more of tetra (4-biphenyl) phosphonium bis (perfluoroethanesulfonyl) imide salt and tetra (4-biphenyl) phosphonium bis (trifluoromethanesulfonyl) imide salt.
8. The preparation method of any one of claims 1 to 8 based on the aprotic ionic liquid ultrahigh-temperature conduction oil is characterized by comprising the following steps:
step 1: under the heating condition, sequentially adding a viscosity index agent, an oiliness agent and an antirust agent into the ionic liquid, and uniformly stirring for 1-7 h;
step 2: and cooling to room temperature under the normal pressure state, and standing for 1-2 h to obtain the aprotic ionic liquid ultrahigh-temperature heat conduction oil.
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Citations (6)
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| CN1163922A (en) * | 1996-02-22 | 1997-11-05 | 英国石油化学品有限公司 | Lubricating oils |
| CN1863896A (en) * | 2003-10-10 | 2006-11-15 | 出光兴产株式会社 | Lubricating oil |
| CN102625827A (en) * | 2009-09-07 | 2012-08-01 | 国际壳牌研究有限公司 | Lubricating compositions |
| CN105254667A (en) * | 2015-11-17 | 2016-01-20 | 中国科学院兰州化学物理研究所 | Functionalized oil-soluble ionic liquid and preparing method and application thereof |
| CN106256886A (en) * | 2015-06-18 | 2016-12-28 | Sk新技术株式会社 | Ionic liquid and comprise its lubricant compositions |
| CN113429944A (en) * | 2021-07-28 | 2021-09-24 | 绍兴七轩新材料科技有限公司 | Novel ionic liquid-based organic heat carrier material and preparation method thereof |
-
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- 2022-02-14 CN CN202210135274.6A patent/CN114437672A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1163922A (en) * | 1996-02-22 | 1997-11-05 | 英国石油化学品有限公司 | Lubricating oils |
| CN1863896A (en) * | 2003-10-10 | 2006-11-15 | 出光兴产株式会社 | Lubricating oil |
| CN102625827A (en) * | 2009-09-07 | 2012-08-01 | 国际壳牌研究有限公司 | Lubricating compositions |
| CN106256886A (en) * | 2015-06-18 | 2016-12-28 | Sk新技术株式会社 | Ionic liquid and comprise its lubricant compositions |
| CN105254667A (en) * | 2015-11-17 | 2016-01-20 | 中国科学院兰州化学物理研究所 | Functionalized oil-soluble ionic liquid and preparing method and application thereof |
| CN113429944A (en) * | 2021-07-28 | 2021-09-24 | 绍兴七轩新材料科技有限公司 | Novel ionic liquid-based organic heat carrier material and preparation method thereof |
Non-Patent Citations (1)
| Title |
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| 颜志光: "《新型润滑材料与润滑技术实用手册》", 28 February 1999, 北京:国防工业出版社 * |
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