CN109456736A - A kind of high―temperature nuclei type conduction oil - Google Patents
A kind of high―temperature nuclei type conduction oil Download PDFInfo
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- CN109456736A CN109456736A CN201811223201.2A CN201811223201A CN109456736A CN 109456736 A CN109456736 A CN 109456736A CN 201811223201 A CN201811223201 A CN 201811223201A CN 109456736 A CN109456736 A CN 109456736A
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- conduction oil
- cyclohexyl
- composition
- cyclohexyl biphenyl
- biphenyl
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/08—Materials not undergoing a change of physical state when used
- C09K5/10—Liquid materials
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Abstract
The invention discloses a kind of high―temperature nuclei type conduction oils, are cyclohexyl biphenyl composition or its mixture deployed in any proportion for the cyclohexyl biphenyl composition and hydrogenated terphenyl, can substitute widely used hydrogenated terphenyl conduction oil in エ industry.Cyclohexyl biphenyl composition has excellent thermal stability, both high temperature heat conductive oil can be used alone as, long-play is in 350 DEG C of working environment, conduction oil can also be prepared according to arbitrary proportion and hydrogenated terphenyl mixture, compensate for the disadvantage of industrial hydrogenated terphenyl raw material sources deficiency well.And cyclohexyl biphenyl composition prepares that raw material is simple and easy to get, and process conditions are simple, and reaction process is easy to control, and catalyst can recycle.
Description
Technical field
The present invention relates to chemical technology fields, and in particular to a kind of high―temperature nuclei type conduction oil.
Background technique
With the rapid development of China's oil chemical fibre エ industry, demand of the new process to high-temperature heating is increasing, requires
It is higher and higher, so that domestic more people is recognized the importance of conduction oil, the エ industry technology in China reaches its maturity in addition, so that thermally conductive
The application field of oil, which is able to walk into ー, to be expanded.
Conduction oil is divided into mineral oil and high―temperature nuclei type.Mineral type conduction oil is the by-product of petrochemical industry, by processing
It deploys, essence is the mixture of long chain alkane and cycloalkane, but thermal stability and antioxygenic property be not good enough, generally requires
Add the additives such as antioxidant.It is raw material by organic synthesis エ skill system that high―temperature nuclei type conduction oil, which is using petrochemicals,
, thermal stability with higher and longer service life, and can regenerate.
Hydrogenated terphenyl is at present using relatively broad high―temperature nuclei type conduction oil, is the first choice of many heat carrier devices
Conduction liquid is obtained by o-, m-, para-terpheny mixture partial hydrogenation, and the raw material terphenyl of hydrogenated terphenyl is by benzene
The byproduct of pyrocondensation biphenyl, and the yield of terphenyl is extremely low, so that and the raw material terphenyl of hydrogenated terphenyl is tight
Weight is insufficient, along with plus hydrogen エ skill and the device is complicated, so be badly in need of finding a kind of raw material sources are wide, preparation process is simple,
The higher conduction oil of yield substitutes this conduction oil of hydrogenated terphenyl.
Summary of the invention
Therefore, the purpose of the present invention is to provide a kind of high―temperature nuclei type that can substitute hydrogenated terphenyl conduction oil is thermally conductive
Oil, with excellent thermal stability.
Used technical solution are as follows:
A kind of high―temperature nuclei type conduction oil, be cyclohexyl biphenyl composition or its be the cyclohexyl biphenyl combination
The mixture that object and hydrogenated terphenyl are deployed in any proportion.
Further, the cyclohexyl biphenyl composition is the effect of biphenyl and alkylating reagent in solid acid catalyst
Under, it is prepared at the temperature of threshold value and pressure カ by alkylated reaction, and obtained by rectification and purification.
Further, the main component of the cyclohexyl biphenyl composition is cyclohexyl biphenyl isomers.
It further, also include the polycyclic aromatic hydrocarbon of 5-20wt%, the molecular weight of the polycyclic aromatic hydrocarbon is greater than the cyclohexyl
The molecular weight of biphenyl isomers.
Further, the cyclohexyl biphenyl composition includes cyclohexyl biphenyl isomers, the 5-20% of 80-95wt%
The heavy constituent of polycyclic aromatic hydrocarbon and 0-1%, the sum of each component content are 100%.
Further, mass values >=1 of the hydrogenated terphenyl and cyclohexyl biphenyl composition.
A kind of preparation method of the high―temperature nuclei type conduction oil of above scheme, wherein the system of the cyclohexyl biphenyl composition
It is standby to include the following steps:
Biphenyl is heated first and is melted, is added alumino-silicate catalyst after biphenyl dissolves, the reaction temperature of given threshold, to
When reaching the reaction temperature of threshold value, alkylating reagent cyclohexene or cyclohexanol are added dropwise into reaction system；When cyclohexene or hexamethylene
When alcohol distillates, stop the dropwise addition of cyclohexene or cyclohexanol, reaction terminates；Then reaction solution is cooled down, filtration catalytic agent is transferred to rectifying
Rectification and purification in kettle obtains cyclohexyl biphenyl composition.
The beneficial effects of the present invention are:
High―temperature nuclei type conduction oil of the invention is cyclohexyl biphenyl composition or cyclohexyl biphenyl composition and hydrogen
The mixture for changing terphenyl, can substitute widely used hydrogenated terphenyl conduction oil in エ industry.Cyclohexyl biphenyl composition tool
There is excellent thermal stability, can both be used alone as high temperature heat conductive oil, long-play, can also be in 350 DEG C of working environment
Conduction oil is prepared according to arbitrary proportion and hydrogenated terphenyl mixture, compensates for industrial hydrogenated terphenyl raw material sources well
Insufficient disadvantage.And cyclohexyl biphenyl composition prepares that raw material is simple and easy to get, and process conditions are simple, and reaction process is easily-controllable
System, catalyst can recycle.
In high―temperature nuclei type conduction oil of the invention, the main component of cyclohexyl biphenyl composition is mixed with hydrogenated terphenyl
Major constituent in object has similar molecular structure and chemical property, therefore the high temperature heat conductive oil can substitute hydrogenation three
Benzene.
Specific embodiment
Below by specific embodiment, the present invention is described in detail, but the purposes of these exemplary embodiments and
Purpose is only used to enumerate the present invention, not constitutes any type of any restriction to real protection scope of the invention, more non-to incite somebody to action
Protection scope of the present invention is confined to this.
Embodiment 1
300g biphenyl is added in four ロ flasks, 15g alumino-silicate catalyst is added after biphenyl thawing in heating fusing, if
Determining reaction temperature is 215 DEG C, when reaction temperature to be achieved, starts the speed dropwise addition cyclohexene into reaction system with 1s/ drop.When
When thering is cyclohexene to distillate in the condensation reflux unit connecting with four ロ flasks, stop the dropwise addition of cyclohexene, reaction terminates.Reaction solution
Cooling, filtration catalytic agent is transferred to rectifying in rectifying still, cuts some light components of biphenyl and front, collects subsequent group and get
To cyclohexyl biphenyl composition.Gas chromatographic analysis is carried out to products obtained therefrom, as a result such as the following table 1:
Table 1
| Component | Component is distributed (wt%) |
| Cyclohexyl biphenyl isomer | 88.32 |
| Polyphenyls and part hydrogenation polyphenyls | 11.31 |
| Heavy constituent | 0.37 |
Wherein polyphenyls and part hydrogenation polyphenyls belong to polycyclic aromatic hydrocarbon.Polycyclic aromatic hydrocarbon is in alkyl diphenyl reaction process
By-product.The molecular weight of polyphenyls and part hydrogenation polyphenyls is higher than the molecular weight of cyclohexyl biphenyl isomer.
Embodiment 2
Cyclohexyl biphenyl composition is obtained in the way of in embodiment 1, the standard according to conduction oil carries out performance to it
Test and heat stability testing, test result is as follows shown in table 2:
Table 2
Embodiment 3
Cyclohexyl biphenyl composition is obtained in the way of in embodiment 1, with commercially available hydrogenated terphenyl according to mass ratio
1:1 is mixed, and is tested for the property to mixed sample and heat stability testing, and test result is as follows shown in table 3:
Table 3
Embodiment 4
Cyclohexyl biphenyl composition is obtained in the way of in embodiment 1, with commercially available hydrogenated terphenyl according to mass ratio
4:6 is mixed, and is tested for the property to mixed sample and heat stability testing, and test result is as follows shown in table 4:
Table 4
Embodiment 5
Cyclohexyl biphenyl composition is obtained in the way of in embodiment 1, with commercially available hydrogenated terphenyl according to mass ratio
3:7 is mixed, and is tested for the property to mixed sample and heat stability testing, and test result is as follows shown in table 5:
Table 5
It should be appreciated that the purposes of these embodiments is merely to illustrate the present invention and is not intended to limit protection model of the invention
It encloses.In addition, it should also be understood that, after reading the technical contents of the present invention, those skilled in the art can make the present invention each
Kind change, modification and/or variation, all these equivalent forms equally fall within guarantor defined by the application the appended claims
Within the scope of shield.
Claims (7)
1. a kind of high―temperature nuclei type conduction oil, which is characterized in that its be cyclohexyl biphenyl composition or its be the cyclohexyl
The mixture that biphenyl composition and hydrogenated terphenyl are deployed in any proportion.
2. high―temperature nuclei type conduction oil according to claim 1, which is characterized in that the cyclohexyl biphenyl composition is connection
Benzene and alkylating reagent under the action of solid acid catalyst, threshold value temperature and pressure カ under by alkylated reaction preparation and
At, and obtained by rectification and purification.
3. high―temperature nuclei type conduction oil according to claim 1, which is characterized in that the master of the cyclohexyl biphenyl composition
Wanting ingredient is cyclohexyl biphenyl isomers.
4. high―temperature nuclei type conduction oil according to claim 3, which is characterized in that also include the polycyclic virtue of 5-20wt%
Hydrocarbon, the molecular weight of the polycyclic aromatic hydrocarbon are greater than the molecular weight of the cyclohexyl biphenyl isomers.
5. high―temperature nuclei type conduction oil according to claim 4, which is characterized in that the cyclohexyl biphenyl composition includes
Cyclohexyl biphenyl isomers, the polycyclic aromatic hydrocarbon of 5-20% and the heavy constituent of 0-1% of 80-95wt%, the sum of each component content
It is 100%.
6. high―temperature nuclei type conduction oil according to claim 1, which is characterized in that the hydrogenated terphenyl and cyclohexyl join
Mass values >=1 of benzene composition.
7. a kind of preparation method of high―temperature nuclei type conduction oil described in claim 1, which is characterized in that the cyclohexyl biphenyl
The preparation of composition includes the following steps:
Biphenyl is heated first and is melted, alumino-silicate catalyst is added after biphenyl dissolves, the reaction temperature of given threshold is to be achieved
When the reaction temperature of threshold value, alkylating reagent cyclohexene or cyclohexanol are added dropwise into reaction system；When cyclohexene or cyclohexanol evaporate
When out, stop the dropwise addition of cyclohexene or cyclohexanol, reaction terminates；Then reaction solution is cooled down, filtration catalytic agent is transferred in rectifying still
Rectification and purification obtains cyclohexyl biphenyl composition.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201811223201.2A CN109456736A (en) | 2018-10-19 | 2018-10-19 | A kind of high―temperature nuclei type conduction oil |
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| CN201811223201.2A CN109456736A (en) | 2018-10-19 | 2018-10-19 | A kind of high―temperature nuclei type conduction oil |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110093182A (en) * | 2019-04-18 | 2019-08-06 | 江苏中能化学科技股份有限公司 | A kind of alkyl benzene conduction oil and preparation method thereof |
| CN114032076A (en) * | 2021-12-27 | 2022-02-11 | 涉县津东经贸有限责任公司 | Hydrogenated terphenyl heat conduction oil synthesis process |
| CN115305066A (en) * | 2021-05-07 | 2022-11-08 | 中国石油化工股份有限公司 | Polycyclic aromatic hydrocarbon heat-conducting composition |
| CN115305065A (en) * | 2021-05-07 | 2022-11-08 | 中国石油化工股份有限公司 | Synthetic high-temperature heat carrier |
| CN115305067A (en) * | 2021-05-07 | 2022-11-08 | 中国石油化工股份有限公司 | Synthetic heat-conducting oil |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110093182A (en) * | 2019-04-18 | 2019-08-06 | 江苏中能化学科技股份有限公司 | A kind of alkyl benzene conduction oil and preparation method thereof |
| CN115305066A (en) * | 2021-05-07 | 2022-11-08 | 中国石油化工股份有限公司 | Polycyclic aromatic hydrocarbon heat-conducting composition |
| CN115305065A (en) * | 2021-05-07 | 2022-11-08 | 中国石油化工股份有限公司 | Synthetic high-temperature heat carrier |
| CN115305067A (en) * | 2021-05-07 | 2022-11-08 | 中国石油化工股份有限公司 | Synthetic heat-conducting oil |
| CN114032076A (en) * | 2021-12-27 | 2022-02-11 | 涉县津东经贸有限责任公司 | Hydrogenated terphenyl heat conduction oil synthesis process |
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Application publication date: 20190312 |